• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    The present invention relates to a sweetening composition comprising from 80 to 95% by weight of crystallized powdered sorbitol and having an enthalpy of up to 150 J / g, a low specific surface area, a particular particle size and excellent flowability. The invention also relates to the process for producing this novel sweetening composition. Finally, the invention also relates to the use of this sweetening composition in a process for preparing chewing gums and tablets.
    公开号:FR3023128A1
    申请号:FR1456288
    申请日:2014-07-01
    公开日:2016-01-08
    发明作者:De Zarate Dominique Ortiz；Sylvie Lagache；André Busolin；Antoine Barre
    申请人:Roquette Freres SA；
    IPC主号:
    专利说明:

    [0001] FIELD OF THE INVENTION The present invention relates to a pulverulent sweetening composition comprising between 80 and 95% by weight of crystallized sorbitol, said composition having in particular excellent flowability.
    [0002] The invention also relates to the process for producing this novel sweetening composition. Finally, the invention also relates to the use of this sweetening composition in a process for preparing chewing gums and tablets. BACKGROUND ART Sorbitol or glucitol is a natural polyol (or sugar-alcohol) with a sweetening power that is half as low as sucrose. Unlike oses, its structure contains no ketone or aldehyde function. Sorbitol is mainly used as a mass sweetener to replace sucrose. It is also used as a sequestering agent, excipient, humectant or stabilizer, in drugs, cosmetics and foods. Possessing in particular a large capacity of water retention, it is responsible for the soft consistency of a large number of food products. The fixed water evaporates with difficulty. Sorbitol is slowly metabolized by the body and provides little calories. In humans, sorbitol is metabolized in the same way as glucose: it brings the same energy. However, since its metabolism is not insulin-dependent, it does not increase blood glucose. This property is particularly interesting for diabetic products. In addition, it is non-fermentable by yeasts. Sorbitol powder, like other powdered polyols such as xylitol or mannitol, is more particularly used as a pharmaceutical excipient, as a sweetener and texturizing agent in the food industry, and as an additive carrier in all types of industries. In powder form, sorbitol is a better excipient than xylitol and mannitol, and is widely used in tablets and chewing gums, because of its very good compressibility and refreshing effect. Sorbitol, introduced at the industrial level at the end of the Second World War by the Applicant, is currently produced by catalytic hydrogenation of pure dextrose. Dextrose, or D-glucose, is itself traditionally obtained by crystallization of a glucose syrup, which is the result of the hydrolysis of the starch which is a glucose reserve polymer and which represents the polysaccharide reservoir. energy in many plants.
    [0003] In general, the polyols proposed in the form of powdery products are stored and distributed in double packs associating an internal bag made of a plastic material to a Kraft paper bag or a corrugated cardboard box or in containers. soft so-called "big bags" or finally loose. The packaging of sorbitol powder currently marketed uses one or other of these modes of packaging. Despite these precautions, commercial sorbitol powders may tend to agglomerate into large clusters. This tendency to caking will be all the more important that the sorbitol powder will be fine particle size. In general, to obtain a crystallized sorbitol of high compressive strength, efforts are made to produce a gamma-crystalline sorbitol (the alpha and beta forms are particularly unstable) by working a supersaturated sorbitol solution whose gamma form represents at least 90 `Vo. However, even when crystallized in this most stable gamma form, the pulverulent sorbitol conventionally obtained has a number of disadvantages including that of being very hygroscopic.
    [0004] This high hygroscopicity leads to make the flow of sorbitol powder difficult or impossible, since a water recovery has occurred. Its use in direct compression is then limited, requiring for example to overcome serious difficulties in filling presses for the manufacture of tablets or tablets.
    [0005] To avoid this flow problem of powdered sorbitol, it has been recommended to prepare a sorbitol of low density and coarser particle size, as described in patent FR 1 506 334. However, it is established that the higher the apparent density of a pulverulent sorbitol is weak, the more it becomes friable, that is to say sensitive to an alteration of its particle size by mechanical action. In addition, the dissolution times of this powdery product of coarse granulometry are generally too long and therefore unsuitable. Finally, if the flowability is partially improved by the use of particles of such a particle size, the residual hygroscopic character still too high in all cases makes the use of this sorbitol pulverulent crippling when it is associated with ingredients or additives that are very sensitive to water. It is also established that the ability to set large amounts of additives is directly a function of the specific surface area of said particles. The absorption capacity of pulverulent sorbitol is thus all the more important as its specific surface area is high. However, it is known that the specific surface area of dense commercially available gamma sorbitol crystals is very low. Thus, for a particle size of between 500 and 1000 μm, at most equal to 0.7 m 2 / g. In order to prepare a pulverulent sorbitol having a better particle size, good flowability and satisfying the desired compressibility and friability conditions, the patent application FR 2 622 190 describes a sorbitol powder containing particles of a diameter. average between 300 and 500 pm. However, the high bulk density and the relatively low specific surface area of said particles, of the order of 0.9 to 1.2 m 2 / g, are in fact not significantly modified by the manufacturing method used, so that the The pulverulent sorbitol thus obtained retains the same moisture absorption factor and solubility in water as the starting sorbitol powder. Patent EP 1 008 602 belonging to the Applicant Company discloses a new powdery sorbitol and its preparation process. This new pulverulent sorbitol has both the advantages, most often incompatible, low hygroscopicity on the one hand and high specific surface on the other hand or low apparent density on the one hand and low friability on the other hand, and this for a relatively small particle size. From the point of view of its chemical composition, the claimed pulverulent sorbitol is relatively pure, i.e. it has a high purity, sorbitol purity or pure sorbitol content, generally greater than 95% and more particularly higher at 98% by weight. Thus the manufacture of this sorbitol requires the use of high raw materials which has a considerable impact on the production costs of this product. Thus for some applications it would be interesting to have a sorbitol composition low production cost. SUMMARY OF THE INVENTION The Applicant Company has succeeded, at the cost of much research, in developing a novel pulverulent sorbitol composition with a low production cost and having properties of particular interest for various food and pharmaceutical applications. Thus, the present invention relates to a sweetening composition characterized in that it comprises from 80 to 95% by dry weight of crystallized powdery sorbitol - and has an enthalpy at most equal to 150 J / g and - a volume average diameter of between 200 and 350 pm.
    [0006] Preferably, the sweetening composition according to the invention is characterized in that it comprises from 85% and 95%, preferably from 88% to 94.5%, and even more preferably from 90% to 94% by dry weight of sorbitol. crystallized powder. Preferably, the sweetening composition is characterized in that it has an enthalpy at most equal to 146 J / g of sample, and even more preferably at most equal to 142 J / g of sample. The sweetening composition is also characterized in that it more preferably has a volume average diameter (arithmetic average) D4,3 of between 250 and 350 and preferably between 280 and 330 μm.
    [0007] The composition may be characterized in that the crystalline powdered sorbitol is constituted by at least 85% by weight, preferably at least 90% by weight, more preferably at least 95% by weight of crystals of form . This sweetening composition may also be characterized by a specific surface area, determined according to the BET method, of less than 0.6 m 2 / g, preferably of between 0.15 and 0.4 m 2 / g, and preferably of between 0 and 20 and 0.35 m 2 / g. The sweetening composition may also be characterized in that its hygroscopicity value, determined by its weight change between 0% and 60% relative humidity, is between 2.5 and 3.4%, preferably between 2.8% and 2.8% by weight. and 3.2%.
    [0008] This sweetening composition may have a compressibility of less than 25%, preferably of between 7 and 22% and even more preferentially of between 10 and 20%. The present invention also relates to the use of said sweetening composition in the manufacture of chewing gums.
    [0009] The present invention therefore also relates to a chewing gum composition containing, the percentages being given in dry weight relative to the total dry weight of said composition: from 10% to 28%, preferably from 15% to 25%, and even more preferably 20% of at least one base gum, from 20% to 70%, preferably from 30% to 60%, of the sweetening composition described above, from 0.1% to 5%, preferably from 0.5% to 3%, and even more preferably from 1 to 1.8% of at least one flavor. The invention relates to the use of the sweetening composition in the manufacture of tablets for pharmaceutical or food use. DETAILED DESCRIPTION OF THE INVENTION The pulverulent sweetening composition according to the invention is first characterized in that it comprises: from 80 to 95% by dry weight of a crystallized powdery sorbitol and having an enthalpy at most equal to 150 J / g, and a volume average diameter of between 200 and 350 μm. In the present application, the expression "comprises between 80 and 95% by dry weight of a crystallized powdered sorbitol" means that the richness of pure sorbitol or content of pure sorbitol in the sweetening composition is from 80 to 95% by weight dry. The rest is constituted by total reducing sugars such as mannitol, maltitol as well as DP3 or DP4. Preferably, the pulverulent sweetening composition according to the invention is characterized in that it has a sorbitol content of between 85% and 95%, preferably between 88% and 94.5%, and even more preferentially between 90% and 94%. For the purposes of the invention, the sorbitol contained in the sweetening composition is in crystalline form essentially y. For the purposes of the invention, the expression "essentially crystalline form y" means a content of sorbitol crystals of the form y greater than 85% by weight, preferably greater than 90% by weight, more preferably still greater than 95% by weight. weight. In a particularly preferred embodiment of the invention, the y-form sorbitol crystal content in the sweetening composition is greater than 98% by weight.
    [0010] The sweetening composition according to the invention has an enthalpy, or more precisely a melting enthalpy or latent heat of fusion, at most equal to 150 J / g.
    [0011] The enthalpy is determined by Differential Scanning Calorimetry (DSC). The Differential Scanning Calorimetry (DSC) operates according to a temperature ramp. It measures the energy supplied to respect the rise in temperature of the sorbitol powder sample. As long as the product is stable, its temperature evolves linearly according to the ramp to which it is subjected. When the product reaches its phase change temperature, it consumes a new energy to pass in liquid form. The additional energy required to respect the ramp is recorded by the measuring device. This is an enthalpy.
    [0012] There is a tendency to consider that the enthalpy of fusion represents the energy that must be supplied to go from the crystal state to an amorphous state. Thus a majority crystalline form will have a higher enthalpy, and thus it will be more difficult to move from said crystalline form to the amorphous form. On the contrary, a less pure mixture containing both a crystalline form and an amorphous form will have a lower enthalpy because it is easier to go to the amorphous state. Thus, a sorbitol of very high purity, greater than 96% by weight on a dry basis will therefore have a high heat of fusion because it contains little or almost no impurities. Preferably, the sweetening composition according to the invention has an enthalpy at most equal to 146 J / g of sample or even more preferred, at most equal to 142 J / g of sample. By way of example, the sorbitol marketed by the applicant company under the trademark NEOSORB® has a melting enthalpy of the order of 165 J / g of sample. The sweetening composition according to the invention is also characterized by its particular particle size. Thus, the composition according to the invention has a mean volume diameter (arithmetic mean) D4,3 of between 200 and 350. In a preferred embodiment, the average volume diameter (arithmetic mean) D4,3 is between 250 and 350 i..tm. or more preferably between 280 and 330 The choice of particle size of the polyol powders, especially sorbitol powders is very important. The sorbitol particles have a microscopic dendritic structure, that is to say as a tangle of needles. Because of this particular structure, it has generally been found that the use of sorbitol powder having an average particle size greater than 200 microns in the manufacture of tablets, tablets and / or chewing gums gives said products a so-called sandy texture, in particular chewing gums (especially during chewing). The sweetening composition according to the invention, although having a larger particle size (an average particle size greater than 200 microns) does not have this negative effect.
    [0013] Indeed, as demonstrated below, chewing gums made from this composition do not have this unpleasant sandy texture in the mouth. These values of average diameter or average volume diameter are determined by a LASER diffraction granulometer type LS 230 BECKMAN-COULTER, equipped with its powder dispersion module (dry), following the technical manual and specifications of the manufacturer. The operating conditions of hopper screw speed and vibration intensity of the dispersion chute are determined so that the optical concentration is between 4% and 12%, ideally 8%. The measuring range of the LS 230 type LASER diffraction granulometer is 0.04 μm to 2000 μm. The results are expressed in pm.
    [0014] The sweetening composition according to the invention may also be characterized in that it has a lower specific surface area than a commercial sorbitol. Indeed, the sweetening composition according to the invention is characterized by a specific surface area, determined according to the BET method, of less than 0.6 m 2 / g, preferably of between 0.15 and 0.4 m 2 / g and more preferably of between between 0.20 and 0.35 m2 / g.
    [0015] The specific surface area of the sweetener composition according to the invention is determined by means of a BECKMAN-COULTER brand specific surface analyzer, of the SA3100 type, based on a nitrogen absorption test on the surface of the product subjected to the analysis. , following the technique described in the article BET Surface Area by Nitrogen Absorption S. BRUNAUER et al. (Journal of the American Chemical Society, 60, 309, 1938).
    [0016] BET analysis is done in 3 points. By definition, the specific surface (Ss) also called "mass area" represents the total area (As) per unit mass (M) and is generally expressed in m2 / g. Surface area refers to the actual surface area of an object as opposed to its apparent surface area.
    [0017] In the case of a powder, the real surface is the sum of the surfaces of the grains. In general, for a given mass or volume, the finer the grains, the greater the specific surface area.
    [0018] Surprisingly, the sweetening composition according to the present invention has a low specific surface area of between 0.20 and 0.35 m 2 / g, for a volume average diameter (arithmetic mean) D4.3 of between 200 and 350 μm. We should have expected the opposite. With such a volume average diameter, the surface area would normally have been higher, close to 1 m2 / g. To the applicant's knowledge, there is no commercial sweetener composition in accordance with that of the invention with similar surface area and size parameters. The sweetening composition according to the invention goes against prejudices that exist that correlate the particle size of a powder or particle diameter of said powder with its specific surface. The sweetening composition in accordance with the invention may also be characterized by its hygroscopicity or a hygroscopicity value, determined by its weight change between 0% and 60% relative humidity (RH), of between 2.5 and 3.4. %, preferably between 2.8 and 3.2%. The hygroscopicity measurement test used in the present invention is the same as that described in patent EP 1008602. Thus, this test consists of evaluating the weight variation of the sweetening composition sample when it is subjected to different rates. of residual moisture (RH) between 0% and 60% at 20 ° C in equipment manufactured by SURFACE MEASUREMENT SYSTEMS (London UK) and called Dynamic Vapor Sorption Series 1. This equipment consists of a differential microbalance that quantifies the weight change of a sample relative to a reference (here the reference pod of the differential balance is empty) when it is subjected to different moisture levels.
    [0019] The carrier gas is nitrogen, and the weight of the sample is between 10 and 12 mg. The programmed HRs are 0% RH for 24 h (dehydration) followed by 10, 20, 30, 35, 40, 45, 50, 52, 54, 56, 58 and 60% RH. The stability factor that allows the automatic transition from one HR to the next is the dm / dt ratio which is set at 0.002% / min for 20 minutes. Finally, a table of corresponding values for each HR is obtained for the equation [(m-mo) / mo] x 100 where "m" is the mass of the sample at the end of the test for the HR considered and " the mass at the end of dehydration. The results are expressed as the difference between the weight change values (as described above) obtained respectively after dehydration (at 0% RH) and then at 60% RH.
    [0020] Again, it is particularly surprising that the sweetening composition according to the invention can jointly have a specific surface area of less than 0.6 m 2 / g and a hygroscopicity of between 2.5 and 3.4%. Indeed, it is very conventionally accepted that the hygroscopicity of a powdery product increases with its specific surface, ie its surface exposed to the medium containing water vapor. However, the hydrogenated sweetening composition according to the invention has a low specific surface, characteristic of a crystallized product, with a relatively high hygroscopicity characteristic of a granulated product. By way of examples, the sorbitol marketed by MERCK under the name SORBITOL grade L has a hygroscopicity of 2.4% under the same measurement conditions for a BET specific surface area of 1.55 m 2 / g, and the sorbitol marketed by the applicant company under the trademark NEOSORB® has a hygroscopicity of a value of 1.53% for a specific surface area of less than 1 m 2 / g. Surprisingly and unexpectedly and contrary to what was expected, the sweetening composition according to the invention has a remarkably higher hygroscopicity than is conventionally described for commercial powdered sorbitols also having higher specific surface areas. Because of the higher hygroscopicity of our sweetening composition compared to that of commercial sorbitols, caking problems could be expected. However, against all odds, the sweetening composition according to the invention is characterized by its absence of caking, that is to say by its absence to form aggregates during storage for example. Caking (or caking in English) is a general name for the modification of the flow properties of powders, comprising both the formation of small aggregates (easily friable or hard), the bonding or the total setting of the powder . The formation of bonds between the particles, due to the solidification of a supersaturated solution on the surface of the particles, is the mechanism responsible for the caking of powders. The caking of the crystalline compounds in the pulverulent state is dependent on the particle size of the particles constituting the powder because the small-sized crystals have a high specific surface area, and therefore a high adsorption of water, which leads to a dissolution followed by a crystallization. The formation of these small crystals serves as a cement for the setting in mass of the powder. However, the sweetening composition in accordance with the invention does not break and this can be explained in part by its low specific surface area.
    [0021] This composition is therefore quite suitable for being packaged in big bags and / or in bulk.
    [0022] Indeed, the sweetening composition according to the invention has successfully passed the storage simulation test set up by the Applicant. This test makes it possible to simulate a product storage in big bags. To carry out this test, 1200 g (= m0) of product to be tested are introduced into a polyethylene bag 100 lm thick. The approximate dimensions of the empty bag are 324 mm by 209 mm. When the product is in the bag, it is hermetically closed by chasing the maximum amount of occluded air. This bag is then placed in a metal cylinder 220 mm in height and 130 mm in diameter, perforated over its entire surface holes 8 mm in diameter, arranged staggered with a distance of 12 mm between the centers of neighboring holes. A metal disk of diameter just below that of the cylinder is placed on the bag. On this disk is placed a weight of 6.6 kg is the equivalent of a pressure of about 600kg / m2, the same pressure as the powder located at the bottom of a big bag.
    [0023] The assembly is then placed in a climatic chamber regulated so as to impose 15 cycles of 8 hours (3.5 hours at a temperature of 15 ° C. and 85% RH, 0.5 hour of transition, 3.5 hours at a temperature of temperature of 30 ° C and 85% RH, 0.5 hour of transition). At the end of these 15 cycles, the weight of 6.6 kg and the disc are removed, then the bag is gently removed from the cylinder and opened.
    [0024] The entire powder is then gently introduced into a 5-liter keg which is rotated at maximum speed for one minute by a MIXOMAT Al 4 (Fuchs / Switzerland) inversion mixer. The cask is then opened and emptied of its powder on a sieve whose meshes have square openings of approximately 8 mm by 8 mm.
    [0025] Some slight shaking on the sieve allows to eliminate all the powder whose grains have a size smaller than the mesh size of the sieve. We recover only the clumps of product retained on this sieve, these clumps are weighed. The mass m1 is then determined. The ratio (weight of clumps recovered / weight of initial product) * 100 expresses the rate of product 30 clod. According to the caking test described above, the sweetener composition in accordance with the invention has a product content ratio of about 5%. This means that under big bag storage conditions, only about 5% of the product has formed aggregates, which is extremely low. It is particularly surprising that the sweetening composition according to the present invention, although having a hygroscopicity value of between 2.5 and 3.4% and a richness or sorbitol content of not more than 95%, does not exhibit greater caking ability than commercial sorbitol, purer and with lower hygroscopicity. Indeed, traditionally commercially available sorbitol compositions have product ratios similar to those found for our composition, but for much lower hygroscopicity values and much higher sorbitol contents, of the order of 98% by weight on dry. It is indeed well known that the more pure a product is, the more it is in a crystallized form and therefore the less it will tend to motter. The sweetening composition according to the invention can also be characterized by its very good compressibility. Compromability is defined as the measure of the ability of a powder to give a tablet when exerting pressure. This compressibility is measured by the compressibility test, which consists in expressing the hardness of tablets as a function of the compressive force exerted to obtain them.
    [0026] In general, it will be said that one product is more compressible than another if this product makes it possible to obtain tablets of higher hardness at the same compression force. The compressibility test is carried out on a FETTE type P1000 rotary press equipped with round punches (diameter 10 mm), concave (radius of curvature of 9 mm). Prior to the compression step, the evaluated product is mixed with 0.5% magnesium stearate which acts as a lubricant. To obtain the different compressive forces, the thickness of the tablet is kept constant (5 mm), against the weight is variable (at each compression force corresponds to a tablet weight). In order to evaluate the hardness of the tablet, the tablets formed are then placed in a ERWEKA type 425 durometer. This apparatus gives the value of the force in Newtons necessary to break / crush the tablet. The compression profiles obtained for the sweetener composition according to the present invention in comparison with a sorbitol of the type NEOSORB® P6OW for example, marketed by the Applicant are almost stackable. This means that these two powders have comparable compressibility, and that the sweetening composition of the invention is just as compressible as a prior art sorbitol powder having a much higher sorbitol content, and whose manufacturing cost is also higher. The sweetening composition according to the invention can also be characterized by its dissolution rate which is less than 15 seconds. Indeed, the sweetening composition has a high dissolution rate, also reflecting its excellent wettability.
    [0027] To measure this rate of dissolution, a beaker with a capacity of 250 ml (low form) is used, into which 150 g of deionized water degassed at 20 ° C. ± 1-2 ° C. are introduced. We weigh exactly 5 g of powder of hydrogenated sweetening composition. At t = 0, the 5 g of sample are rapidly introduced in one go and the stopwatch is started. The time required for the sample to dissolve completely, that is to say so that there is no more particle in suspension, is measured. The test is carried out with gentle stirring at 200 rpm using a magnetic stirrer. Thus, under the conditions of the dissolution test described above, the sweetening composition according to the invention has a dissolution rate of between 3 and 15 seconds, preferably of between 5 and 14 seconds and more preferably of between 7 and 13 seconds. . The sweetening composition may also be characterized by an aerated density greater than 0.600, preferably between 0.610 and 0.700, more preferably between 0.630 and 0.660, and a packed density of between 0.660 and 0.850, preferably between 0.700 and 0.800. The sweetening composition in accordance with the invention thus has a compressibility of less than 25%, preferably of between 7 and 22%, and more preferably of between 10 and 20%. Such a compressibility value confers on the sweetening composition a better stability of its powdery state on storage. The compressibility values obtained for the sweetening composition according to the invention reflect the properties of a product that flows properly.
    [0028] The packed and aerated density and compressibility values of the hydrogenated sweetening composition according to the invention are determined using the POWDER TESTER PTE apparatus marketed by HOSOKAWA, according to the manufacturer's specifications (default setting of 180). shaking for measurement of packed density).
    [0029] This apparatus makes it possible to measure, under standardized and reproducible conditions, the flowability of a powder by measuring, in particular, bulk aerated density and bulk packed density and then to calculate, from these data, the values of compressibility by the following formula: (packed density - aerated density) Compressibility (%) = x 100 Packed density Thus, the sweetening compositions according to the present invention have a particularly high caking resistance but also very good flow characteristics (compressibility) , and density vis-à-vis the sorbitol powders of the state of the art. Owing to these very many properties previously unmatched for a sorbitol powder, the sweetening composition which is the subject of the present invention can advantageously be used in a process for manufacturing chewing gum, as well as in compression or for the manufacture of tablets. In the present invention, the term "chewing gum" is used interchangeably to refer to chewing gums and bubble gums. The difference between these two types is quite vague. It is customary to say that chewing gums chew while bubble gums are intended to make bubbles, and therefore are traditionally rather consumed by a young audience. Said composition is particularly suitable for use in chewing gum manufacturing processes, especially because of its good flow and its low tendency to create dust but not only. The present invention therefore also relates to the use of the sweetening composition in the manufacture of chewing gums.
    [0030] The Applicant Company has demonstrated that the sweetening composition according to the invention has a particular interest in terms of reducing the costs of formulation in a chewing gum recipe. Said composition makes it possible in particular to reduce by 60%, preferably by 50%, and more preferably by 40% of the base gum compared with a prior art or conventional chewing gum composition, without affecting the qualities organoleptic endings of the finished product. Moreover, said composition therefore allows a significant reduction in the flavor content used. Indeed, the fact of putting less base gum in the recipe directly affects the amount of flavors to be added. The use of said composition therefore also allows a reduction of 50%, preferably 40%, and more preferably 25% of the amount of aromas compared to a chewing gum composition of the prior art or conventional . Indeed, the Applicant Company has in particular succeeded in demonstrating that the use of the sweetener composition of the present invention, in a chewing gum-type formulation makes it possible to confer on the chewing gum a final texture which is more flexible than that of the chewing gums obtained. according to the same recipe but using a sorbitol of the prior art. Since it is the basic gum that largely makes it possible to impart texture to chewing gum, the applicant company then had the idea of reducing the amount of base gum so as not to modify the texture. final chewing gum. The use of the sweetening composition of the present invention further reduces the amount of flavors traditionally used. Indeed, some of the aromas remain trapped in the base gum during chewing and these flavors are never released in saliva. The interest of the use of the sweetener composition is therefore twofold since it makes it possible on the one hand to reduce the level of base gum, which consequently makes it possible, on the other hand, to reduce the quantity of flavors used. Such decreases in the amount of gum and flavorings cause a significant reduction in manufacturing costs, 30 and are therefore very interesting for manufacturers. The particular properties of the sweetening composition according to the invention, and more specifically its low specific surface area, less than 0.6 m 2 / g according to the BET method, combined with a sorbitol content not exceeding 95%, and at a medium volume diameter of between 200 and 350 lm give this hydrogenated sweetening composition the ability to soften the base gum and therefore chewing gum in the end.
    [0031] Moreover, although having a lesser amount of flavorings in the recipe, the perception of the aromas, both in intensity and persistence, in the chewing gum containing the sweetening composition according to the invention at least identical to chewing gum according to the prior art.
    [0032] The applicant company has in particular demonstrated that by reducing the base gum, it was quite possible to obtain chewing gums quite satisfactory in terms of texture. This was not at all obvious because the proportions between the various constituents are generally fixed and it is not possible to modify them without negatively impacting the final quality of the products.
    [0033] The present invention therefore also consists of a chewing gum composition containing, the percentages being given in dry weight relative to the total dry weight of said composition: from 10% to 28%, preferably from 15% to 25%, and even more preferably 20% of at least one gum base, from 20% to 70%, preferably from 30% to 60%, of the sweetening composition described above, from 0.1% to 5%, preferably 0.5% at 3%, and even more preferably from 1 to 1.8% of at least one flavor.
    [0034] The Applicant recommends carrying out this mixture at a temperature of between 45 ° C. and 80 ° C., preferably in a Z-arm kneader with a jacket or in a continuous mixer. Preferably, it is necessary to heat the base gum beforehand, at a temperature between 45 ° C and 80 ° C, preferably between 45 ° C and 55 ° C, by any means known to those skilled in the art. By way of example, it may be heated in a microwave oven or in an oven. The mixture between the abovementioned compounds may furthermore use another polyol as a sweetening agent, in the form of a powder or a liquid, such as, for example, mannitol, maltitol, xylitol, erythritol, lactitol, isomalt, maltitol syrups, sorbitol syrups, hydrogenated glucose syrups.
    [0035] In an advantageous embodiment of the invention, the hydrogenated sweetening composition may also be combined with a sorbitol syrup in the chewing gum recipe.
    [0036] Interestingly, the combination of the hydrogenated sweetening composition of the invention with a sorbitol syrup of less than 96% purity also reduces the amount of gum base in chewing gums, and therefore aromas.
    [0037] The mixture between the abovementioned compounds may also use, in a proportion of at most 5% by weight relative to the total weight of the chewing gum, at least one component chosen from dyes, intense sweeteners such as aspartame, acesulfame K, alitame, neotame, sucralose, saccharin, neohesperidine DC, stieviosides, brazzein ..., pharmaceutical active ingredients, minerals, plant extracts, anti-oxidants, and indigestible fibers such as for example oligosaccharides such as fructo oligosaccharides, indigestible fibers such as FibersolTM marketed by the company MATSUTANI, or NUTRIOSE marketed by the Applicant, emulsifiers such as lecithin, etc. The basic gum used can be adapted to the type of chewing gum manufactured. may include synthetic and / or natural elastomers such as polyisoprene, polyvinyl acetate, polyisobutylene, latex, resins such as resins terpene, polyvinyl esters and alcohols, fats or waxes such as lanolin, vegetable oils partially hydrogenated or not, fatty acids, partial esters of glycerol, paraffin, microcrystalline waxes. In the manufacture of the chewing gum composition, the step of mixing the aforementioned ingredients is followed by the steps of extrusion, rolling, cutting, cooling and conditioning, carried out according to all the techniques well known to those skilled in the art. Finally, the chewing gum is present in one of the forms well known to those skilled in the art, such as tablets, marbles, dragees, cubes or tablets.
    [0038] The present invention also relates to the use of the sweetening composition in the manufacture of tablets for pharmaceutical or food use. The invention also relates, in addition to chewing gum or chewing gum compositions, to a tablet made from the sweetening composition according to the invention. The sweetening composition content of the tablet will depend on the desired use of said tablet. Typically the content of sweetening composition of the tablet may be between 1% and 90% by dry weight.
    [0039] The sweetening composition according to the invention can be obtained by: hydrogenation of a glucose syrup having between 40 and 50% of dry matter and comprising between 80 and 95% of glucose, between 3.5 and 12% of DP2 and between 0.5 and 8% of DP3; followed by a step of concentration of said hydrogenated syrup to a dry matter greater than 50% and preferably between 70 and 80% (3/0) of a crystallization step, more particularly granulation optionally followed by a step ripening, grinding and finally sieving.
    [0040] For the granulation step, the hydrogenated or sorbitol-rich syrup will be sputtered onto a sorbitol powder (primer) in a dredging apparatus. Reference can be made here for this granulation step to document FR 2202867.
    [0041] The invention will be better understood on reading the following examples, which can not in any way limit the present invention. EXAMPLE 1 Method of Manufacturing the Sweetening Composition According to the Invention A glucose syrup containing 45% dry matter and comprising 95% by dry weight of glucose, 4% of DP2 and 1% of DP3 is hydrogenated under a pressure of hydrogen of 60 bar. During hydrogenation, the pH slowly decreases to a low value of about 4.5. The pH is then raised to 8, by adding sodium hydroxide, in the form of an aqueous solution of sodium hydroxide, to complete the hydrogenation to a reducing sugar content of less than or equal to 2% on a dry basis. The hydrogenation step is followed by: - a concentration step at a solids content of greater than 50%, preferably between 70 and 80% of dry matter; a crystallization step under the conditions described in patent FR 2202862, and finally grinding. EXAMPLE 2 Characteristics of the pulverulent sweetening composition according to the invention The composition obtained according to the implementation of the manufacturing method described in US Pat. Example 1 is analyzed in order to determine all its physico-chemical characteristics, and is compared to a commercial sorbitol powder marketed by the applicant company under the Neosorb® trademark. Sweetening composition Sorbitol Neosorb® according to the invention P6OW Sorbitol (% / sec) 93.2 98.5 Maltitol (% / sec) 1.8 0.2 Mannitol (% / sec) 0.8 0.6 Enthalpy (J / g) 141 163 Volume average diameter 320 290 (1-1m) Specific surface area (m2 / g) 0.3 0.85 Hygroscopicity (%) 2.9 1.6 Aerated density 0.650 0.680 Packed density 0.710 0.710 This is the first such a sweetening composition having the above-mentioned characteristics is described. This composition is new. Example 3 Use of the sweetening composition according to the invention in the manufacture of chewing gums.
    [0042] The control was carried out with a sorbitol powder marketed by the applicant company under the trade mark Neosorb®.
    [0043] All the percentages expressed are relative to the total dry weight of the chewing gum composition used. 1. Preparation of chewing gum compositions Ingredients used in chewing gum compositions: Ingredients Control composition Composition according to (%) the invention (%) Base gum Solsona T Mannitol 30 20 60 Xylitol 90 5 5 Syrup Maltitol Lycasin® 85/55 7 7 Glycerine 4 8 Liquid aroma 4 4 Powder aroma 1.50 1.10 Sorbitol NEOSORB® P6OW 0.50 0.50 Sweetener composition according to the invention 0 54.4 TOTAL 100 100 Gum SOLSONA T is marketed by CAFOSA. Sorbitol NEOSORB® P6OW is a crystalline sorbitol powder marketed by the Applicant. Mannitol 60, Xylitol 90 and Lycasin® 85/55 maltitol syrup are also marketed by the Applicant. Procedure for the preparation of chewing gum control compositions and according to the invention - Mixing: procedure in minutes - Made in a Z-arm kneader at 45 ° C. - Production of batch of 50 kg of center 0 min: Introduce the gum melted base (stewed overnight at 50 ° C) and mannitol and xylitol. 3 min: Add Lycasin® 85/55. min: Add either NEOSORB® sorbitol or the hydrogenated sweetening composition according to the invention. 5 min: Add glycerin. min: Add the powdered aroma. 12 min: Add the aroma of mint / vanilla liquid. min: Unload the kneader (the dough is at about 50 ° C). Form loaves of about 2 kg and store for 1 hour at 50% RH and 20 ° C. The loaves should be at about 48 ° C for extrusion. Extrusion (Togum TO - E82 Apparatus) Body temperature reference = 36 ° C Head temperature reference = 39 ° C. 15 Laminating 4 stations - Pre-cutting 2 stations (Togum Apparatus TO - W191) Dusting the chewing gum strip with a 90/10 mannitol / talc mixture. Maturation Store the precut pads at approximately 15 ° C-50% RH for approximately 24 hours. 2. Evaluation of the Orcianoleotic Qualities of chewinq qums The chewing gums obtained previously were tasted by a panel of 15 people trained in the tasting and scoring of chewing gum. The panel was asked to note from 0 to 4 the flexibility of chewing gums during the first seconds of lambs lettuce but also after three minutes of chewing. 4 is the maximum flexibility and 0 corresponding to a very hard chewing gum or even brittle. The panel was also asked to note the perception of aroma during chewing. This test was also done during the first seconds of lamb's lettuce and after three minutes of chewing to evaluate the persistence of the aroma. 4 being the note given for a very strong aroma and 0 corresponding to a chewing gum no longer having any aroma. The products were presented in a random order, and coded with a 3-digit number so that the panelists were not influenced by the knowledge of the products or their codes. The tastings were done in a sensory analysis laboratory. At T + 0, the chewing gum is introduced into the oral cavity and at the same time the stopwatch is triggered. Then the chewing begins. The data processing was performed by statistical processing (ANOVA and averaging tests are performed on averages obtained at each time interval). Evaluation of the flexibility Evaluation of the persistence of the aroma T = 10 seconds T = 3 min T = 10 seconds T = 3 min CG control 4 3 4 2 CG according to the invention 4 3 4 3 It appears that: - flexibility both chewing gums evolve identically. Although having 10% gum base less than the control chewing gum, no difference in terms of texture and more particularly in terms of flexibility between the two samples was perceived by the panel of tasters. - At the level of the perception and persistence of the aroma, again there is no difference at t = 10 seconds between the chewing gum control and that according to the invention. Although having a lesser amount of flavorings in the recipe, the perception of the latter in the chewing gum containing the sweetening composition according to the invention is identical to the control chewing gum. It would even appear that the persistence of the flavor is improved over time since the chewing gum obtained from the sweetening composition according to the invention, containing less base gum and less flavor is nevertheless noted as being slightly better than the chewing gum control after three minutes of chewing. Thus chewing gum made with the sweetening composition according to the invention and containing 10% of base gum less by weight, or a reduction of the latter by 33%, and containing 0.4% less flavor on weight, a reduction of 20% in the amount of flavor is identical in terms of texture and is slightly higher in terms of persistence of aromas.
    [0044] The interest of the present invention is fully demonstrated by this example. EXAMPLE 4 Other tests were carried out in order to test the interest of the sweetening composition according to the invention in reducing the level of base gum in a chewing gum recipe and in order to compare said composition according to the invention with dough. other polyols. The 4 new tests were carried out with a basic gum content reduced to 20% (by weight). Trial 1 is a chewing gum recipe made with Neosorb® P6OW. Test 2 relates to a chewing gum recipe using the sweetening composition according to the invention.
    [0045] Trial 3 relates to a chewing gum recipe made with maltitol marketed by the Applicant Company under the trade mark SweetPearl®, and having an average particle size of 150 microns. Trial 4 relates to a recipe for chewing gums made with maltitol marketed by the Applicant Company under the brand name SweetPearle and having a particle size of 90 microns. All the percentages expressed are relative to the total dry weight of the chewing gum composition used.
    [0046] Preparation of chewing gum compositions Ingredients used in chewing gum compositions: INGREDIENTS Composition Control TEST 1 TEST 2 TEST 3 TEST 4 (Example 3) Sorbitol NEOSORB® P6OW 48.00 54.38 Composition 54.38 sweetener according to the invention SweetPearl® 150 54,38 SweetPearl® 90 54,38 Gum base Solsona T 30,00 20,00 20,00 20,00 20,00 Mannitol 60 5,00 5,00 5,00 5,00 5, 00 Xylitol 90 7.00 7.00 7.00 7.00 7.00 Glycerin 4.00 4.00 4.00 4.00 4.00 Maltitol syrup Lycasin® 85/55 4.00 8.00 8, 00 8.00 8.00 Liquid flavor 1.50 1.13 1.13 1.13 1.13 Powder aroma 0.50 0.50 0.50 0.50 0.50 TOTAL 100 100 100 100 100 The procedure for the preparation of chewing gum control compositions and according to the invention is exactly the same as that described in Example 3 above.5 Evaluation of the behavior of chewing qums during their batch preparation The control (control composition of Example 3) behaves very well when preparing chewing gum s. The rubber is elastic and not too hard. No sticking phenomenon is to be deplored.
    [0047] Test 1 (Neosorb® P6OW and 20% Base Gum) has an extremely hard base gum that hardens more and more over time. The gum is very compact with no elasticity. In addition, this test is very dry. Test 2 (composition according to the invention and 20% of base gum) has a behavior identical to that of the control, namely: a base rubber that is well elastic and not too hard. There is no sticking phenomenon to complain about. Test 3 (SweetPearl® 150 and 20% gum base) has an extremely soft base gum. It has good elasticity but is very sticky and difficult to shape. Test 4 is identical to Test 3.
    [0048] Evaluation of the orcianoleotic qualities of chewinq qums The chewing gums obtained previously were tasted by a panel of 15 people trained in the tasting and scoring of chewing gum. The panel was asked to rate the flexibility of chewing gums from 0 to 4 after three minutes of chewing. 4 being the maximum of flexibility and 0 corresponding to a chewing gum having become very hard or even brittle. Hardness was also noted as the resistance of chewing gum when attacking lambs lettuce. 4 being the note for a chewing gum with a chewiness resistance and 0 being for an extremely soft chewing gum from the attack. The panel was also asked to note the perception of aroma during chewing. It was asked to time the moment when the aroma was the most intense. This is called the aromatic peak. This peak is noted in seconds. A premature aromatic peak means earlier release of the aroma during chewing, and thus an earlier depletion of aromatic notes. The intensity of the aromatic peak was also noted on a scale of 1 to 3. 3 being the rating given for a significant aromatic peak and 0 corresponding to a low intensity aromatic peak. And the last criterion evaluated is the volume occupied by the chewing gum at the end of the lamb's lettuce. The bigger the chewing gum, the bigger the note. 4 being the maximum.
    [0049] The products were presented in a random order, and coded with a 3-digit number so that the panelists were not influenced by the knowledge of the products or their codes. The tastings were done in a sensory analysis laboratory. At T + 0, the chewing gum is introduced into the oral cavity and at the same time the stopwatch is triggered. Then the chewing begins.
    [0050] Data processing was performed by statistical processing (ANOVA and mean comparison tests are performed on averages obtained at each time interval). It appears that: Hardness Volume Flexibility Time for Peak Peak Intensity Control 3.68 3.16 2.95 31.94 2.04 Test 1 3.48 2.47 2.77 22.59 2.03 Test 2 (Invention) 3.49 2.58 2.93 30.07 2.40 Assay 3 0.98 1.78 2.98 24.05 2.72 Assay 4 0.70 1.78 3.73 24, 2.72 Control chewing gum is relatively hard, has a large volume at the end of lamb's lettuce and has a later aromatic peak. This means that the persistence of the aroma will also be longer when lambing. The two tests carried out with maltitol of two different granulometries give chewing gums which are not at all satisfactory. They were judged to be far too soft and without any hardness or resistance when attacked by lambs lettuce. In addition, the volume at the end of lamb's lettuce is very small, which means that there has been no expansion during lamb's lettuce. The appearance of the aromatic peak is earlier. The perceived aromatic intensity is the most important. Obviously in these two tests, chewing gum is much too soft, it is easy to imagine that access to aromatic molecules present in the base gum is easier. Test 1 is satisfactory in terms of the hardness and volume characteristics at the end of the mash. The aromatic peak appears relatively early and therefore the persistence of the aroma is less over time. Moreover, the intensity of the aromatic peak is relatively low. Test 2 containing the sweetening composition according to the invention is the test which gives the most satisfaction. Although containing only 20% gum base, it has a late aromatic peak reflecting a good perception of the aroma during lamb's lettuce. In addition, the intensity of the peak is also high and shows an excellent perception of aromas. All this for a chewing gum that has a good hardness during the attack. Finally, the volume obtained at the end of the lamb's lettuce also indicates that the chewing gum has expanded well during chewing.
    [0051] Thus chewing gum made with the sweetening composition according to the invention and containing 10% of base gum less by weight, is a reduction of the latter by 33%, and containing 0.37% less aroma on weight or an 18.5% reduction in the amount of flavor is identical in texture and is slightly higher in terms of aromatic perception than a chewing gum manufactured according to the prior art.
    [0052] The interest of the present invention is fully demonstrated by this example. Example 5 Use of the sweetening composition according to the invention in the manufacture of chewing gums in combination with a sorbitol syrup.
    [0053] Preparation of chewing gum compositions Ingredients used in chewing gum compositions: Test Recipe Test 1 Test 2 Sorbitol NEOSORB® P6OW 38.40 44.40 0.00 Sweetener composition according to the invention 0.00 0.00 44,40 Sorbitol liquid at 95% purity 89.60 103.60 103.60 Base gum Solsona T 60.00 40.00 40.00 Glycerin 8.00 8.00 8.00 Liquid aroma 3.00 3, 00 3.00 Powder aroma 1.00 1.00 1.00 TOTAL 200 200 200 All the percentages expressed are relative to the total dry weight of the chewing gum composition used. The chewing gums were prepared according to the same method as that described in the preceding examples.
    [0054] The chewing gums were also tasted by a jury trained according to the criteria indicated in example 3 above. It appears that: The flexibility of the three chewing gums evolves identically. Although having 10% gum base less than the control chewing gum, no difference in terms of texture and more particularly in terms of flexibility between the three samples was perceived by the panel of tasters. At the level of the aromatic perception, the chewing gum of the test 1 was noted as being the one which possessed the most important aromatic note and a persistence in duration also longer.
    [0055] Thus the chewing gum made with the sweetening composition according to the invention and containing 10% of base gum less by weight, or a reduction of the latter of 33%, is identical in terms of texture and is slightly higher in terms of persistence of aromas. The interest of the present invention is once again perfectly demonstrated by this example.
    权利要求:
    Claims (1)
    [0001]
    REVENDICATIONS1. A sweetening composition characterized in that it has: from 80 to 95% by dry weight of crystalline powdered sorbitol, an enthalpy at most equal to 150 J / g, a volume average diameter of between 200 and 350 μm 2. 3. 4. 5. A sweetening composition according to claim 1, characterized in that it has between 88% and 94.5%, and more preferably between 90% and 94 crystallized powdered sorbitol. Sweetening composition according to claim 1 or 2, characterized in that the enthalpy is at most equal to 146 J / g of sample, and even more preferably at most equal to 142 J / g of sample. Hydrogenated sweetening composition according to any one of claims 1 to 3, characterized in that its average volume diameter (arithmetic mean) D4,3 is between 250 and 350 microns, and preferably between 280 and 330 microns. Sweetener composition according to any one of Claims 1 to 4, characterized in that the sorbitol consists of at least 85% of crystals of the γ-form, preferably of at least 90% by weight, or more preferably of at least 90% by weight. minus 95% by weight% crystals of form y. 6. sweetening composition according to any one of claims 1 to 5, characterized in that it has a specific surface area, determined according to the BET method, is less than 0.6 m 2 / g, preferably between 0.15 and 0.4 m 2 / g, and even more preferably between 0.20 and 0.35 m 2 / g. Sweetening composition according to any one of claims 1 to 6, characterized in that it has a hygroscopicity value, determined by its weight change between 0% and 60% relative humidity between 2.5 and 3 , 4%, preferably between 2.8 and 3.2%. 8. Sweetening composition according to any one of the preceding claims, characterized in that its compressibility is less than 25%, preferably between 7 and 22% and more preferably between 10 and 20%. 9. Use of the sweetening composition according to any one of claims 1 to 8 in the manufacture of chewing gums. 10. Chewing gum composition containing, the percentages being given in dry weight relative to the total weight total dry weight of said composition: from 10% to 28%, preferably from 15% to 25%, and even more preferably 20% at least one base gum, from 20% to 70%, preferably from 30% to 60%, of the sweetening composition according to any one of claims 1 to 8, from 0.1% to 5%, preferably from 0.5% to 3%, and even more preferably 1 to 1.8% of at least one flavor. 11. Use of the sweetening composition according to any one of claims 1 to 8, in the manufacture of tablets for pharmaceutical or food use.
    类似技术:
    公开号 | 公开日 | 专利标题
    EP3164012B1|2018-10-31|Novel sweetening composition
    EP0664960B1|1998-10-14|Chewing gum composition with improved organoleptic properties and process for preparing the same
    CA2720493A1|2009-11-12|High-fluidity and non-caking pulverulent crystalline maltitol composition
    EP2981176B1|2018-09-26|Novel confectionary with improved crispiness
    JP2018509925A|2018-04-12|Chewing gum composition containing crystalline allulose particles
    EP2093232B1|2015-06-10|Maltitol in granules for direct compression and method of preparing same
    FR2933299A1|2010-01-08|MANNITOL ORODISPERSIBLE
    CA2172886C|2008-01-29|Maltitol composition and process for preparing the same
    EP0720819A2|1996-07-10|Sugarless boiled candy and process for making the same
    EP0431995A1|1991-06-12|Concentrated sweetening composition suitable for foodstuff
    WO2015028763A1|2015-03-05|Use of an anti-caking agent for improving the hardness of chewing-gum containing maltitol in a powdery form
    FR3059521A1|2018-06-08|METHOD FOR MANUFACTURING CHEWING GUM COMPOSITION WITH COOKING PASTES WITHOUT COOKING
    FR2999058A1|2014-06-13|PROCESS FOR MANUFACTURING AN IMPROVED HARD CHEWING-GUM BY IMPLEMENTING AN ANTI-MOTOR AGENT AND CHEWING-GUM SO OBTAINED
    同族专利:
    公开号 | 公开日
    ES2711299T3|2019-05-03|
    EP3164013A1|2017-05-10|
    EP3164012B1|2018-10-31|
    TR201901791T4|2019-03-21|
    RU2017101603A3|2018-08-21|
    PL3164013T3|2019-04-30|
    MX2016017131A|2017-05-10|
    FR3023128B1|2017-11-10|
    BR112016030741B1|2020-12-08|
    RU2017101603A|2018-07-18|
    MX369524B|2019-11-11|
    JP2017522019A|2017-08-10|
    US20170135371A1|2017-05-18|
    CN106659186B|2021-03-12|
    MX2016017123A|2017-05-10|
    KR20170021259A|2017-02-27|
    JP2017526343A|2017-09-14|
    WO2016001589A1|2016-01-07|
    CA2953037A1|2016-01-07|
    CA2953041A1|2016-01-07|
    SG11201610978SA|2017-02-27|
    US10420354B2|2019-09-24|
    SG11201610959PA|2017-02-27|
    CN106659187A|2017-05-10|
    RU2670144C1|2018-10-18|
    JP6578307B2|2019-09-18|
    EP3164013B1|2018-11-21|
    ES2707530T3|2019-04-03|
    TR201900749T4|2019-02-21|
    US20170135370A1|2017-05-18|
    EP3164012A1|2017-05-10|
    PL3164012T3|2019-04-30|
    CN106659186A|2017-05-10|
    KR20170027727A|2017-03-10|
    WO2016001586A1|2016-01-07|
    RU2670875C2|2018-10-25|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    EP0347121A2|1988-06-16|1989-12-20|SPI POLYOLS, Inc.|Mannitol having gamma sorbitol polymorph|
    US5324751A|1989-01-24|1994-06-28|Ici Americas Inc.|Cryoprotectant sorbitol crystal spherules|
    FR2890315A1|2005-09-07|2007-03-09|Roquette Freres|Granulated sorbitol with high sorbitol content, useful as a sweetening agent, texturing agent, excipient and support e.g. in food and pharmaceutical fields, comprises gamma form sorbitol crystals and a specific water uptake|
    FR2965819A1|2010-10-08|2012-04-13|Roquette Freres|PROCESS FOR PRODUCING HIGH-PURITY SORBITOL SYRUP FROM SUCROSE AND USES THEREOF|
    DE1540595A1|1964-11-26|1970-02-12|Antonio Scarpetta|Electric cable made of prefabricated, assemblable elements|
    FR1506334A|1965-05-28|1967-12-22|Miles Lab|New excipient for chewing lozenges, and method of making such lozenges|
    FR2202867B1|1972-10-13|1978-02-10|Roquette Freres|
    FR2202862B1|1972-10-18|1977-04-01|Poudres & Explosifs Ste Nale|
    DE3245170A1|1982-12-07|1984-06-07|Merck Patent Gmbh, 6100 Darmstadt|IMPROVED SORBITE, METHOD FOR THE PRODUCTION AND USE|
    FR2571045B1|1984-10-03|1987-12-11|Roquette Freres|DIRECTLY COMPRESSIBLE GRANULAR MANNITOL AND MANUFACTURING METHOD THEREOF|
    FR2575038B1|1984-12-21|1990-03-16|Roquette Freres|SUGAR-FREE CHEWING GUM AND MANUFACTURING METHOD THEREOF|
    US4582707A|1984-12-26|1986-04-15|Nabisco Brands, Inc.|Non-sticking chewing gum|
    DD252003B1|1986-08-01|1990-06-20|Hydrierwerk Rodleben Veb|METHOD FOR PRODUCING A DRY ORBITOL WITH IMPROVED APPLICATION-TECHNICAL PROPERTIES|
    US4806364A|1987-04-22|1989-02-21|Wm. Wrigley Jr. Company|Method of making chewing gum|
    FR2629822B1|1988-04-08|1993-02-19|Roquette Freres|SOLID COMPOSITION OF SORBITOL AND PHOSPHATES|
    JP2734642B2|1988-06-16|1998-04-02|エスピーアイ・ポリオールス・インコーポレーテッド|Eutectic mannitol / sorbitol polymorph|
    GB9100009D0|1991-01-02|1991-02-20|Cerestar Holding Bv|Erythritol compositions|
    US5139795A|1991-08-09|1992-08-18|Ici Americas Inc.|Melt crystallized xylitol|
    WO1995008926A1|1993-09-30|1995-04-06|Wm. Wrigley Jr. Company|Chewing gum containing hydrogenated isomaltulose|
    US6264999B1|1993-09-30|2001-07-24|Wm. Wrigley Jr. Company|Chewing gum containing erythritol and method of making|
    FR2715538B1|1994-02-01|1996-04-26|Roquette Freres|Chewing gum composition having improved organoleptic quality and method for preparing such chewing gum.|
    NL1003606C2|1996-07-16|1998-01-21|Holland Sweetener Co|Dipeptide sweetener containing chewing gums with extended and improved taste.|
    US5958472A|1997-02-26|1999-09-28|Warner-Lambert Company|Crunchy chewing gum and process for making|
    FR2778066B1|1998-04-29|2000-07-07|Roquette Freres|SWEETENING COMPOSITION AND FOOD PRODUCTS CONTAINING THE SAME|
    FR2786775B1|1998-12-04|2001-02-16|Roquette Freres|BRANCHED MALTODEXTRINS AND THEIR PREPARATION PROCESS|
    FR2787110B1|1998-12-11|2001-02-16|Roquette Freres|SORBITOL PULVERULENT AND PROCESS FOR THE PREPARATION THEREOF|
    FR2862654B1|2003-11-20|2006-02-10|Roquette Freres|FILMOGENATED AMYLACEE COMPOSITION|
    CN1997617A|2004-06-17|2007-07-11|卡吉尔公司|Steam agglomeration of polyols|
    FR2904224B1|2006-07-28|2008-10-10|Roquette Freres|SORBITOL GRANULE AND PROCESS FOR PREPARING SAME|
    ES2388494T3|2007-07-27|2012-10-15|Cargill, Incorporated|Micronization of Polyols|
    EP2273893B1|2008-03-31|2014-07-30|Wm. Wrigley Jr. Company|Chewing gum bulking agents|
    ES2720626T3|2008-06-20|2019-07-23|Merck Patent Gmbh|Compressible polyol combination directly|
    SI2334202T1|2008-09-04|2012-04-30|Cargill Inc|Tabletting of ervthritol|
    FR2949462B1|2009-09-01|2011-12-16|Roquette Freres|MANNITOL DEFINE CRYSTAL POWDER, PROCESS FOR PRODUCING THE SAME|
    FR2949296B1|2009-09-01|2011-11-18|Roquette Freres|PROCESS FOR TOTAL OR PARTIAL REPLACEMENT OF TALC IN CHEWING-GUMS|
    CA2788892C|2010-03-01|2015-06-16|Wm. Wrigley Jr. Company|Amorphous chewing gum bulk material|
    JP2013536694A|2010-09-07|2013-09-26|カーギルインコーポレイテッド|Coagulated sugar alcohol mixture|
    CA2827756A1|2011-03-04|2012-09-13|Wm. Wrigley Jr. Company|Chewing gum alternative bulking agents|
    WO2013041236A1|2011-09-22|2013-03-28|Nutrinova Nutrition Specialties & Food Ingredients Gmbh|Sweetener compositions, methods of making same and consumables containing same|
    WO2013171164A1|2012-05-14|2013-11-21|EJP Pharmaceutical ApS|Compositions and formulations for the treatment of halitosis|
    FR2999058B1|2012-12-12|2015-03-27|Roquette Freres|PROCESS FOR MANUFACTURING AN IMPROVED HARD CHEWING-GUM BY IMPLEMENTING AN ANTI-MOTOR AGENT AND CHEWING-GUM SO OBTAINED|
    BE1021954B1|2014-06-05|2016-01-28|Syral Belgium Nv|COMPOSITION OF SORBITOL WITH LOW FRIABILITY|JP6762316B2|2015-03-31|2020-09-30|ロケット フレールＲｏｑｕｅｔｔｅ Ｆｒｅｒｅｓ|Chewing gum composition containing crystalline allulose particles|
    WO2017059363A1|2015-10-02|2017-04-06|Wm. Wrigley Jr. Company|Chewing gums containing allulose|
    CN107087702A|2016-02-17|2017-08-25|罗盖特公司|Enhanced Flavor release chewing gum compositions|
    KR101976112B1|2017-06-30|2019-08-28|주식회사 삼양사|Chewing gum including functional sweetener|
    US20210298322A1|2018-08-10|2021-09-30|Samyang Corporation|Chewing gum comprising functional sweetener|
    法律状态:
    2015-07-31| PLFP| Fee payment|Year of fee payment: 2 |
    2016-01-08| PLSC| Search report ready|Effective date: 20160108 |
    2016-07-29| PLFP| Fee payment|Year of fee payment: 3 |
    2017-07-31| PLFP| Fee payment|Year of fee payment: 4 |
    2018-07-27| PLFP| Fee payment|Year of fee payment: 5 |
    2019-07-31| PLFP| Fee payment|Year of fee payment: 6 |
    2020-07-31| PLFP| Fee payment|Year of fee payment: 7 |
    2021-07-29| PLFP| Fee payment|Year of fee payment: 8 |
    优先权:
    申请号 | 申请日 | 专利标题
    FR1456288A|FR3023128B1|2014-07-01|2014-07-01|NEW SWEETENING COMPOSITION|FR1456288A| FR3023128B1|2014-07-01|2014-07-01|NEW SWEETENING COMPOSITION|
    RU2017101602A| RU2670144C1|2014-07-01|2015-07-01|New composition of confectionery product|
    SG11201610978SA| SG11201610978SA|2014-07-01|2015-07-01|Novel sweetening composition|
    PL15753088T| PL3164013T3|2014-07-01|2015-07-01|Novel composition of a confectionery product|
    MX2016017123A| MX369524B|2014-07-01|2015-07-01|Novel sweetening composition.|
    TR2019/01791T| TR201901791T4|2014-07-01|2015-07-01|New composition for confectionery product.|
    CA2953041A| CA2953041A1|2014-07-01|2015-07-01|Novel sweetening composition|
    SG11201610959PA| SG11201610959PA|2014-07-01|2015-07-01|Novel composition of a confectionery product|
    US15/323,304| US10420354B2|2014-07-01|2015-07-01|Composition of a confectionery product|
    EP15753089.0A| EP3164012B1|2014-07-01|2015-07-01|Novel sweetening composition|
    MX2016017131A| MX2016017131A|2014-07-01|2015-07-01|Novel composition of a confectionery product.|
    ES15753088T| ES2711299T3|2014-07-01|2015-07-01|New composition of a confectionery product|
    KR1020167036070A| KR20170027727A|2014-07-01|2015-07-01|Novel composition of a confectionery product|
    US15/323,551| US20170135371A1|2014-07-01|2015-07-01|Novel sweetening composition|
    EP15753088.2A| EP3164013B1|2014-07-01|2015-07-01|Novel composition of a confectionery product|
    CN201580036203.9A| CN106659187A|2014-07-01|2015-07-01|Novel sweetening composition|
    ES15753089T| ES2707530T3|2014-07-01|2015-07-01|Novel sweetening composition|
    JP2016575765A| JP2017526343A|2014-07-01|2015-07-01|Novel sweetening composition|
    CN201580036091.7A| CN106659186B|2014-07-01|2015-07-01|Novel compositions for confectionery products|
    PL15753089T| PL3164012T3|2014-07-01|2015-07-01|Novel sweetening composition|
    PCT/FR2015/051817| WO2016001586A1|2014-07-01|2015-07-01|Novel composition of a confectionery product|
    TR2019/00749T| TR201900749T4|2014-07-01|2015-07-01|New flavoring composition.|
    BR112016030741-0A| BR112016030741B1|2014-07-01|2015-07-01|sweetener composition, use for the manufacture of chewing gum and tablets for food or pharmaceutical use and chewing gum composition|
    PCT/FR2015/051820| WO2016001589A1|2014-07-01|2015-07-01|Novel sweetening composition|
    KR1020167036069A| KR20170021259A|2014-07-01|2015-07-01|Novel sweetening composition|
    JP2016575763A| JP6578307B2|2014-07-01|2015-07-01|New composition of confectionery products|
    CA2953037A| CA2953037A1|2014-07-01|2015-07-01|Novel composition of a confectionery product|
    RU2017101603A| RU2670875C2|2014-07-01|2015-07-01|Novel sweetening composition|
    [返回顶部]