• 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:
    An alkylene oxide, e.g. ethylene oxide, is prepared from the corresponding alkylene carbonate, e.g. ethylene carbonate, in the presence of an effective amount of a quaternary arsonium halide. The quaternary arsonium halides are also effective catalysts for the reverse reaction, that is, to form alkylene carbonates from the corresponding epoxide and carbon dioxide.
    公开号:SU1648251A3
    申请号:SU853969751
    申请日:1985-10-24
    公开日:1991-05-07
    发明作者:М.Вайнштейн Роберт
    申请人:Сайнтифик Дизайн Кампани Инк (Фирма)；
    IPC主号:
    专利说明:

    one
    (21) 3969751/04
    (22) 10/24/85
    (31) 664728
    (32) 10/25/84
    (33) US
    (46) 07.05.91. Bul Number 17
    (71) Scientific Design Company Inc. (US)
    (72) Robert M. Weinstein (US) (53) 547.707.07 (088.8)
    (56) US Patent No. 4069234,
    cl. C 07 D 301/02, published 1978
    (54) METHOD FOR OBTAINING ETHYLENE OXIDE (57) The invention relates to heterocyclic compounds, in particular to the preparation of ethylene oxide, which is used in the production of ethylene glycol. The goal is to reduce the content of acetaldehyde while maintaining a high yield of the target product. The preparation is carried out by decomposition of ethylene carbonate at 163-181 ° C in the presence of tetraphenylarsonium iodide catalyst. The method allows to reduce the content of acetaldehyde to 4800-7000 million against 34000 million in the known method while maintaining the yield of ethylene oxide at the level of 98%. 2 tab.
    This invention relates to the field of oxiranes, in particular to the preparation of ethylene oxide, which is used in the production of ethylene glycol.
    The aim of the invention is to reduce the content of acetaldehyde with co:; - 1 wound high yield of the target product.
    Example 1. Several different halos of Quaternary arson are subjected to research for comparison and carried out by decomposition of ethylene carbonate in a flask with a 50 ml round base. Ethylene carbonate is introduced into the flask together with arsonium halogen, which is tested, the amount of arsonium halogen is 0.84 mol%. Nitrogen is fed from above above the liquid undergoing decomposition into the flask with a sufficiently low
    (L
    WITH
    ethylene oxide removal.
    The ddd method is used to analyze the reaction products in gaseous form. In accordance with method A, the amount of ethylene oxide is measured by passing gases through a standardized solution of magnesium chloride and hydrochloric acid and by back-titrating unreacted hydrochloric acid with a standard solution of sodium hydroxide. to obtain data on the amount of hydrochloric acid used. The amount (mol) of the hydrochloric acid reacted is equal to the amount of ethylene oxide produced. The amount of acetyene-1deg dehydide i is measured using gas chromatography methods by sampling
    cm
    Pa gas samples during the reaction before introducing a scrubbing solution of magnesium chloride in hydrochloric acid.
    In accordance with method B, gas-reaction products are scrubbed in methanol, which is cooled to 0 ° C. The methanol solution of ethylene oxide and acetaldehyde thus obtained is weighed and analyzed by gas chromatography.
    The amount of carbon dioxide is measured by absorption (adsorption) by ascarite and the reaction residues are also analyzed by gas chromatography methods.
    As the reaction proceeds, ethylene carbonate is added periodically to approximate the continuous reaction, in which the ratio between ethylene carbonate and catalyst remains constant. The obtained test results are presented in Table 1.25.
    Since the hydrocarbon constituents are the same, the characteristics of arsonium tetrafenyl iodide compared with other zinc halides are obvious, despite the fact that they all act as a catalyst for this reaction.
    Example 2. Experiments similar to the procedure of example 1 were conducted in order to compare catalysts based on quaternary phosphonium halide with catalysts based on quaternary arsonium halide. The results are presented in table 40.
    Tetraphenyl arsonium iodide is a thermally stable substance and can be easily separated from any D5 heavy products resulting from the reaction or from alkylene carbonate for reuse because it is insoluble in water.50
    Example 3 (comparative). Antimony halogen is tested by
    Example 1, except that ethylene carbonate is not added in order to compensate for the ethylene carbonate that reacts, i.e. the reaction is carried out in a batch mode, and the relative concentration of catalyst increases as ethylene carbonate decomposes. When 2.5 mol.% Of antimony triphenyl 1-dichloride is used, I then, after 2 hours of incubation at a temperature of 170ffC, it is established that this carbonate is completely subjected to polymer -. organization.
    When using the same amount of antimony tetraphenyl bromide, after keeping for 2.25 hours at a temperature of 173-178 ° C, 94% of ethylene carbonate decomposes, but the selectivity to ethylene oxide is only 42%. At a lower temperature of 125-129 ° C, after 3 hours, using the same amount of antimony tetrafenyl bromide, only 7% of ethylene carbonate is converted and reaches a low selectivity for ethylene oxide, which is 53%. Selectivity with respect to acetaldetide, equal to 40%, is established in both cases using antimony tetraphenyl bromide.
    Thus, the proposed method allows to reduce the content of acetaldehyde to 4800-7000 million against 34000 by a known method while maintaining the yield of ethylene oxide at the level of 98%.
    权利要求:
    Claims (1)
    [1]
    Invention Formula
    The method of obtaining ethylene oxide bromide by decomposition of ethylene carbonate at 163–18G в) in the presence of a catalyst — a halide of the V element of the Periodic Table, is only in order to reduce the acetaldehyde content while maintaining a high yield the target product, tetraphenylarsonium iodide is used as a catalyst.
    (a) "HjO (comparative)
    (b) Ph4AsCl (cf. NOTE, α-tetraphenyl arson chloride monohydrate; b - tetraphenyl arsonium chloride (anhydrous); c - tetraphenyl arsonium iodide; d -, tetraphenyl arsonium bromide; e - low yield of ethylene oxide due to the formation of a significant amount of polymers; f - the yield of ethylene oxide was calculated with respect to the loaded amount of ethylene carbonate in moles.
    table 2
    1648251
    Table,
    163-167 13
    26
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    同族专利:
    公开号 | 公开日
    RO93390B|1988-01-01|
    BR8505283A|1986-08-05|
    EP0180387B1|1990-05-09|
    US4851555A|1989-07-25|
    ZA858221B|1987-06-24|
    AU4883985A|1986-05-01|
    ES8606317A1|1986-04-01|
    AU577629B2|1988-09-29|
    EP0180387A3|1987-05-13|
    DD238046A5|1986-08-06|
    ES548180A0|1986-04-01|
    IN164704B|1989-05-13|
    JPS61103878A|1986-05-22|
    AR241245A1|1992-03-31|
    YU168785A|1987-12-31|
    DE3577557D1|1990-06-13|
    KR860003235A|1986-05-21|
    CN1007152B|1990-03-14|
    CA1238643A|1988-06-28|
    YU45925B|1992-09-07|
    CN85108659A|1986-07-16|
    EP0180387A2|1986-05-07|
    BG48458A3|1991-02-15|
    RO93390A|1987-12-31|
    引用文献:
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    US3923842A|1974-06-28|1975-12-02|Phillips Petroleum Co|Preparation of oxirane compound from the corresponding olefin via the cyclic carbonate ester|
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    US4374259A|1978-06-29|1983-02-15|Texaco Development Corporation|Process for converting substituted ethylene carbonates into substituted ethylene oxides using tin catalysts|
    US4265821A|1978-06-29|1981-05-05|Texaco Dev. Corp.|Substituted alkylene oxides from substituted alkylene carbonates|
    US4371704A|1978-06-29|1983-02-01|Texaco Development Corporation|Substituted alkylene oxides from substituted alkylene carbonates|
    US4276223A|1979-09-10|1981-06-30|Phillips Petroleum Company|Preparation of vicinal epoxides|
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    CA1162199A|1980-09-04|1984-02-14|Charles H. Mcmullen|Process for the preparation of epoxides from alkylene carbonates|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US06/664,728|US4851555A|1984-10-25|1984-10-25|Process for preparing alkylene oxides from alkylene carbonates|
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