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Prepn. of high carbon aldehyde by formylating high carbon olefinic hydrogen in temp ion liquid two-phase system

An ionic liquid and system technology, applied in the preparation of carbon monoxide reaction, organic compound/hydride/coordination complex catalyst, chemical instruments and methods, etc.

Inactive Publication Date: 2006-09-20
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This kind of novel ionic liquid two-phase system with temperature control function has not been applied in the hydroformylation reaction of higher carbon olefins

Method used

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  • Prepn. of high carbon aldehyde by formylating high carbon olefinic hydrogen in temp ion liquid two-phase system
  • Prepn. of high carbon aldehyde by formylating high carbon olefinic hydrogen in temp ion liquid two-phase system
  • Prepn. of high carbon aldehyde by formylating high carbon olefinic hydrogen in temp ion liquid two-phase system

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] TPPTS / Rh Catalyzed Temperature-Controlled Ionic Liquid / Organic Biphasic Hydroformylation of Cyclohexene

[0023] The following molar ratios of ionic liquid, Rh(CO) 2 Add acac, TPPTS, organic solvent toluene, n-heptane, cyclohexene, and internal standard decane into a 75mL stainless steel autoclave. Tighten the kettle and check for leaks, replace it with 2.0MPa nitrogen four times, and then charge the synthesis gas at the pressure required for the reaction (CO / H 2 = 1:1). At a temperature of 120°C, a pressure of 5.0 MPa, [C=C] / Rh=1500 (molar ratio), TPPTS / Rh=13 (molar ratio), toluene: n-heptane: the molar ratio of ionic liquid is 18.85:8.89 : 1.05, after 4-10 hours of reaction, take out the reactor and cool to room temperature, under the protection of nitrogen, separate the upper organic phase, and analyze the reaction by GC, which can obtain 93% conversion rate and 95% aldehyde selectivity.

Embodiment 2

[0025] TPPTS / Rh Catalyzed Temperature-Controlled Ionic Liquid / Organic Biphasic 1-Dodecene Hydroformylation

[0026] The following molar ratios of ionic liquid, RhCl 3 ·3H 2 Add O, TPPTS, toluene, n-heptane, decane (internal standard), and 1-dodecene into a 75mL stainless steel autoclave. Tighten the kettle and check for leaks, replace it with 2.0MPa nitrogen four times, and then charge the synthesis gas at the pressure required for the reaction (CO / H 2= 1:1). At a temperature of 110°C, a pressure of 5.0MPa, [C=C] / Rh=1500 (molar ratio), TPPTS / Rh=16 (molar ratio), toluene: n-heptane: the molar ratio of ionic liquid is 18.85:8.89 : 1.05, after 4-10 hours of reaction, take out the reactor and cool to room temperature, under the protection of nitrogen, separate the upper organic phase, GC analysis reaction, can obtain 99% conversion rate and 98% aldehyde selectivity.

Embodiment 3

[0028] Hydroformylation of Cyclohexene Catalyzed by TMPGP / Rh Complex

[0029] The following molar ratios of ionic liquid, Rh(CO) 2 Add acac, TMPGP, organic solvent toluene, n-heptane, cyclohexene, and internal standard decane into a 75mL stainless steel autoclave. Tighten the kettle and check for leaks, replace it with 2.0MPa nitrogen four times, and then charge the synthesis gas at the pressure required for the reaction (CO / H 2 = 1:1). At a temperature of 120°C, a pressure of 5.0 MPa, [C=C] / Rh=1500 (molar ratio), TPPTS / Rh=13 (molar ratio), toluene: n-heptane: the molar ratio of ionic liquid is 18.85:8.89 : 1.05, after 4-10 hours of reaction, take out the reactor and cool to room temperature, under the protection of nitrogen, separate the upper organic phase, GC analysis reaction, can obtain 99% conversion rate and 99% aldehyde selectivity.

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Abstract

A process for preparing high-C aldehyde from high-C olefin by hydroformylation in a two-phase system consisting of the quaternary ammonium salt ion liquid containing ethoxy chain and the non-polar (or weak-polar) organic solvent features high-temp mixing and dissolving, ordinary-temp phase separation, temp control, homogeneous reaction and two-phase separation. Its advantages are high catalytic activity, selectivity and output rate, and long cyclic life of catalyst (at least 9 cycles).

Description

technical field [0001] The invention relates to a reaction system for transition metal-catalyzed hydroformylation of higher olefins and a separation and recovery process for homogeneous complex catalysts. Background technique [0002] The effective separation and recovery of transition metal homogeneous catalysts through "homogeneous reaction and two-phase separation" is a "reaction-separation integration" method developed in the past ten years. The reaction system of "homogeneous reaction, two-phase separation" implemented by regulating temperature has fluorine two-phase (Flurous biphasis system, FBS) (Science, 1994, 266, 72) and other ethylene (propylene) carbonate (Chem .Eng.Technol.2000, 23 (2), 122) and polyethylene glycol (Chem.Commun., 1998,787; CN 1559685A) is a liquid / liquid two-phase system composed of a polar phase and a non-polar organic phase . Since 1972, the report (J.Am.Chem.Soc., 1972,94:8716~8719; J.Mol.Catal.A: Chem. , 2000, 164: 61~67; J.Mol.Catal.A: C...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22B01J31/02C07C45/49
Inventor 谭波蒋景阳王艳华刘春金子林
Owner DALIAN UNIV OF TECH
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