![]() Method of removing oleic aldehyde from reaction mixture
专利摘要:
In the hydroformylation of alkenes to aldehydes, rhodium is recovered from the stripped overhead of the hydroformylation reactor by condensing the overhead, removing the bulk of the aldehyde product from the condensed overhead, stripping the residue which remains with nitrogen gas to remove minor amounts of highly volatile aldehyde product remaining in the residue and redistilling the residue to remove components from the condensed overhead which are lower boiling than the catalyst components. The catalyst components including rhodium and phosphine ligand are returned to the hydroformylation reactor. 公开号:SU1676441A3 申请号:SU884356763 申请日:1988-10-26 公开日:1991-09-07 发明作者:А.Лэйрд Кит 申请人:Хехст Силаниз Корпорейшн (Фирма); IPC主号:
专利说明:
yo This invention relates to methods for removing oil aldehyde from propylene hydroformylation reaction mixture, which consists in chemically reacting a mixture of hydrogen and carbon monoxide with propylene in the presence of a catalyst that includes the rhodium complex compound with triphenylphosphino. The reaction proceeds in the presence of a liquid reaction medium including a high temperature solvent boil. The purpose of the invention is to simplify the process technology. Example. Propylene is subjected to hydroformylation in a polyalkylene glycol solvent of the reaction mixture. The catalyst includes a rhodium complex with a triphenylphosphine ligand. This product is continuously removed from the hydroforming reactor in the vapor phase in a gas stream comprising carbon monoxide, hydrogen and propylene, which is continuously bubbled through the liquid contained in the hydroformylation reactor, then removed from the top of the reactor. the resulting oil aldehyde in the form of vapor. Gases removed from the upper part of the hydroformylation reactor are passed through a condenser, in order to condense the crude hydroformylation reaction product, which is then reused distill off in order to recover the bulk of the aldehyde oil for further processing. Residual products left after ABOUT VI GO removal of oil aldehyde consists mainly of compounds having a boiling point at atmospheric pressure above 384 ° C, which are initially contained in the condensate of the crude hydroformylation reaction product “Residual product of heavy floods after the removal of oil aldehyde contains with negligible amounts of butyric aldehyde and butanol, significant amounts of 2-ethylhexane, 2-ethylhexenal, butyrate, triorganophosphines, and heavy distillates, including a large amount of solvent, It also contains about / Om a year, even if the gases removed from the hydroforming reactor 3 pass through approximately 1.2 m drop separator, irrigated with liquid reflux in an amount of approximately 0.334 liters of liquid per 1 m2 section gaskets in 1 s Approximate analysis of the residual product of heavy flows, wt%: Oil aldehyde 0.5 Butanol9.1 2-Ethylhexenal 28.5 2-Ethylg xanal 22.3 Butyl butyrate 15, / Phosphine14,5 Total fractions 0.3 Rhodium, 70 million The residual product containing rhodium passes 91 kg / h to the top of the oil aldehyde distillation column. It is a column with a nozzle with a diameter of 10 cm and a height of 3.6 m. The column is equipped with Raschig rings (16 mm) with a residual product temperature of 146 ° C at a pressure of 1/0 atm. The flow rate of nitrogen at a temperature of 2 / ° C and a pressure of 9.6 atm, directed countercurrent to the residual product, is 22 / kg / hr. Analytical data of the distilled steam removed from the upper parts of the distillation column, as well as data from the residual product analysis kta following kg / h (mass%): Steam distilled: aldehyde oil 0,453 (1,1) and , y 15 20 25 about m d Sh 4.5 / (10.9) 2.3 (5.4) 5.5 (12.9) /, 3 (17.0) (-) (-) (-) 22.7 (52.8) 3.6 (5.1) 23, / (33.5) 14, / (20.9) 6.9 (9.8) 13.2 (18.7) 50 butanol 2-ethylhexanal 2-ethylhexanal butyl butyrate phosphines heavy fractions (others) air Nitrogen Residual Product: oil aldehyde butanol 2-ethnhexanal 2-ethylhexanal butyl butyrate phosphines heavy fractions (other) 8.5 (12.0) air- (-) nitrogen- (-) The proposed method allows the removal of aldehyde oil from the reaction mixture in an inert atmosphere (nitrogen) at a low temperature, which significantly improves the safety of the process and its technology.
权利要求:
Claims (1) [1] Invention Formula A method of removing oil aldehyde from a reaction mixture containing small amounts of oil aldehyde and byproducts of hydroformylation of propylene in a liquid reaction medium, triphenylphosphine and rhodium in an amount of 70 by distillation at elevated temperatures and pressures, characterized in that, in order to simplify the process process, the distillation is carried out in a column with a nozzle in the presence of nitrogen, with a supply of nitrogen at 2 / ° C and 9.6 atm countercurrent with respect to the reaction mixture, which is introduced into the upper part of the column at 146 ° C and 1 / atm, with tborom in one cycle from the top of stripping column product containing components of the reaction mixture with a boiling point below the boiling point trife- nilfosfinvs
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同族专利:
公开号 | 公开日 US4871879A|1989-10-03| MX167056B|1993-03-01| AU618288B2|1991-12-19| CA1301190C|1992-05-19| CN1019192B|1992-11-25| AU2410488A|1989-04-27| JP2602707B2|1997-04-23| CN1033794A|1989-07-12| JPH01148713A|1989-06-12| EP0314434A1|1989-05-03| DD283371A5|1990-10-10| BR8805512A|1989-07-04|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 US1833717A|1927-01-13|1931-11-24|Heat Treating Company|Purification and concentration of liquids| US4188363A|1976-08-19|1980-02-12|Bayer Aktiengesellschaft|Recovery of rhodium complex catalysts homogeneously dissolved in organic media| JPS6054939B2|1977-08-04|1985-12-03|Sumitomo Chemical Co| DE2915830A1|1979-04-19|1980-10-23|Basf Ag|PRODUCTION OF TOLUYLENE DIISOCYANATE AND / OR HIGH-BOILING SOLVENTS IN THE FLUID BED FROM DISTILLATION RESIDUES OF THE TOLUYLENE DIISOCANATE PRODUCTION| US4258215A|1979-08-29|1981-03-24|Eastman Kodak Company|Hydroformylation process| DE3114147A1|1981-04-08|1982-10-28|Basf Ag, 6700 Ludwigshafen|METHOD FOR OBTAINING ALDEHYDES| US4593127A|1985-01-11|1986-06-03|Union Carbide Corporation|Hydroformylation process| US4613701A|1985-09-19|1986-09-23|Celanese Corporation|Recovery of rhodium from hydroformylation reaction product|US5030774A|1986-10-03|1991-07-09|Exxon Research And Engineering Co.|Process for the hydroformylation of sulfur-containing thermally cracked petroleum residue and novel products thereof| US5001274A|1989-06-23|1991-03-19|Union Carbide Chemicals And Plastics Company Inc.|Hydroformylation process| DE4135049A1|1991-10-24|1993-05-06|Hoechst Ag, 6230 Frankfurt, De|METHOD FOR THE RECOVERY OF RHODIUM FROM THE REACTION PRODUCTS OF THE OXOSYNTHESIS| US5865957A|1994-12-01|1999-02-02|Mitsubishi Chemical Company|Method for producing butyraldehydes| US6599348B2|2001-06-01|2003-07-29|Celanese International Corporation|Methods for reducing entrainment of solids and liquids| US7667079B2|2005-04-21|2010-02-23|Oxea Corporation|Processes for recovery of a triarylphosphine from a group VIII metal catalyst complex mixture| CN102826972B|2011-06-17|2015-05-13|中国石油化工股份有限公司|Method for preparing aldehydes though hydroformylation of olefins|
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申请号 | 申请日 | 专利标题 US07/114,171|US4871879A|1987-10-27|1987-10-27|Rhodium recovery from hydroformylation reaction product| 相关专利
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