Preparation method of first-class phosphorus functionalized ionic liquid and application of ionic liquid in hydroformylation

An ionic liquid, functionalized technology, applied in the field of preparation and its application in hydroformylation reaction, can solve problems such as reduced activity

Active Publication Date: 2014-01-01
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the limitation of the mass transfer resistance of the two-phase catalytic system, the C 10 The activity of the above linear 1-alkenes is greatly reduced

Method used

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  • Preparation method of first-class phosphorus functionalized ionic liquid and application of ionic liquid in hydroformylation
  • Preparation method of first-class phosphorus functionalized ionic liquid and application of ionic liquid in hydroformylation
  • Preparation method of first-class phosphorus functionalized ionic liquid and application of ionic liquid in hydroformylation

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Phosphine-functionalized ionic liquid 1: [R 3 (EO) m N + R 2 =C(NR 1 2 ) 2 ] n [R 4 ] synthesis (R 1 =CH 3 ; 2 = H; R 3 =CH 3 ; 4 =(SO 3 - ) n -R 6 ; m=16, n=3)

[0022] Under argon protection, 1.56 mmol of (SO 3 Na) 3 -R 6 , 4.73 mmol of [CH 3 (EO) 16 N + H=C(N(CH 3 ) 2 )2 ][CH 3 SO 3 - ] and 10mL acetonitrile, the reaction mixture was stirred at room temperature for 72 hours, filtered, and the filtrate was decompressed to remove acetonitrile to obtain an orange-yellow viscous liquid with a yield of 95%.

Embodiment 2

[0024] Phosphine-functionalized ionic liquid 1: [R 3 (EO) m N + R 2 =C(NR 1 2 ) 2 ] n [R 4 ] synthesis (R 1 =CH 3 ; 2 = H; R 3 =C 6 h 5 ; 4 =(SO 3 - ) n -R 6 ; m=16, n=3)

[0025] Under argon protection, 1.56 mmol of (SO 3 Na) 3 - R 6 , 4.73mmol of [C 6 h 5 (EO) 16 N + H=C(N(CH 3 ) 2 ) 2 ][CH 3 SO 3 - ] and 10mL of acetonitrile, the reaction mixture was stirred at room temperature for 72 hours, filtered, and the filtrate was decompressed to remove acetonitrile to obtain an orange-yellow viscous liquid with a yield of 90%.

Embodiment 3

[0027] Phosphine-functionalized ionic liquid 1: [R 3 (EO) m N + R 2 =C(NR 1 2 ) 2 ] n [R 4 ] synthesis (R 1 =CH 3 ; 2 = H; R 3 =n-C 16 h 33 ; 4 =(SO 3 - ) n -R 6 ; m=16, n=3)

[0028] Under argon protection, 1.56 mmol of (SO 3 Na) 3 -R 6 , 4.73mmol of [n-C 16 h 33 (EO) 16 N + H=C(N(CH 3 ) 2 ) 2 ][CH 3 SO 3 - ] and 20mL of acetonitrile, the reaction mixture was stirred at room temperature for 72 hours, filtered, and the filtrate was decompressed to remove acetonitrile to obtain an orange-yellow viscous liquid with a yield of 94%.

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Abstract

The invention relates to synthesis of first-class phosphorus functionalized polyether alkyl guanidinium ionic liquid, and an application of the first-class phosphorus functionalized polyether alkyl guanidinium ionic liquid in a homogeneous catalytic reaction. The functionalized ionic liquid of such class can be easily prepared by an ion exchange reaction between the polyether alkyl guanidinium ionic liquid and sulfonic acid type water soluble phosphine ligand. The designed phosphorus functionalized ionic liquid can be applied to organic reactions, including hydroformylation, hydroesterification, hydrocarboxylation and catalytic hydrogenation under the catalyzing of a transition metal; the dosage of the ionic liquid used in the catalytic reaction can be decreased; the activity of the catalytic reaction can be improved; a catalyst can be separated and cycled simply and conveniently.

Description

technical field [0001] The invention relates to the technical field of chemistry and chemical engineering, in particular to the preparation of a class of phosphine functionalized ionic liquid and its application in hydroformylation reaction. Background technique [0002] Homogeneous noble metal catalysts have the advantages of high catalytic activity, good selectivity, and mild reaction conditions, and have received increasing attention in recent decades. How to efficiently separate and recycle noble metal catalysts from homogeneous catalytic reaction products has always been a challenging research topic. The water / organic two-phase system has been successfully applied in the separation of homogeneous catalysts and the production of butyraldehyde from propylene hydroformylation, but the solubility of many organic reaction substrates in water is low, which leads to mass transfer problems in the reaction, making it difficult to apply The scope is limited. In recent years, ba...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/50C08G65/48C08G65/335C07C279/08C07C277/08C07C47/02C07C45/50B01J31/24
Inventor 金欣李淑梅赵坤
Owner QINGDAO UNIV OF SCI & TECH
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