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Modified anion exchange resin with double long carbon chains and preparation method and application thereof

A technology for exchanging resins and anions, which is applied in the field of double-long carbon chain modified anion exchange resins and its preparation, which can solve the problems of obvious disadvantages of liquid caustic soda, difficulty in continuous production and retention, etc., and achieve increased steric hindrance effects and simplified Subsequent separation process to achieve the effect of continuous production

Inactive Publication Date: 2012-06-20
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its disadvantages are: (1) Liquid caustic soda has obvious disadvantages, such as low product selectivity, complicated subsequent separation and purification, difficulty in realizing continuous production, equipment corrosion and many other problems
(2) Most metal catalysts are still in the research stage, with relatively poor stability and rapid decline in activity, resulting in irreversible loss
(3) Amine salts are considered to be the most suitable catalysts for aldol condensation, but amino acids such as proline are still a long way from industrial application
Although long-chain polystyrene has also been reported, the application in catalysis mainly focuses on the application of acidic resins in esterification, alkylation, etc., while there are few reports on long-chain basic resins in catalyzing aldol condensation.

Method used

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  • Modified anion exchange resin with double long carbon chains and preparation method and application thereof
  • Modified anion exchange resin with double long carbon chains and preparation method and application thereof
  • Modified anion exchange resin with double long carbon chains and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] a) Pretreatment of polystyrene tertiary amine weak base resin:

[0030] The impurities on the surface of the polystyrene tertiary amine weak base resin were washed with water, loaded into a glass exchange column, ion-exchanged with 5% HCl overnight, and then washed with water until the pH was close to 7. Ion-exchange with 1mol / L NaOH in a glass exchange column overnight, and wash with water until the pH is close to 7. Dry in vacuum for 6 hours.

[0031] b) Friedel-Crafts reaction to synthesize stearyl tertiary amine weak base resin:

[0032] Take 5 g of pretreated polystyrene tertiary amine weak base resin, soak it in 200 ml of nitrobenzene, and put it into a 1000 ml three-necked bottle. Add 5g of anhydrous AlCl at 0°C 3 And 20.2g stearyl chloride, stir, and carry out nitrogen protection. After reacting for 32 hours, filter out the resin, and wash with 100ml, 1N hydrochloric acid, 300ml deionized water, 300ml H 2 Wash with O / THF mixed solution and 300ml THF, and th...

Embodiment 2

[0036] a) Pretreatment of polystyrene tertiary amine weak base resin:

[0037]The impurities on the surface of the polystyrene tertiary amine weak base resin were washed with water, loaded into a glass exchange column, ion-exchanged with 5% HCl overnight, and then washed with water until the pH was close to 7. Ion-exchange with 1mol / L NaOH in a glass exchange column overnight, and wash with water until the pH is close to 7. Dry in vacuum for 6 hours.

[0038] b) Friedel-Crafts reaction to synthesize stearyl tertiary amine weak base resin:

[0039] Take 5g of the pretreated resin, soak it in 200ml nitrobenzene, and put it into a 1000ml three-neck bottle. Add 5g of anhydrous AlCl at 25°C 3 And 20.2g stearyl chloride, stir, and carry out nitrogen protection. After reacting for 32 hours, filter out the resin, and wash with 100ml, 1N hydrochloric acid, 300ml deionized water, 300ml H 2 Wash with O / THF mixed solution and 300ml THF, and then vacuum-dry for 2 hours to obtain octad...

Embodiment 3

[0043] a) Pretreatment of polystyrene tertiary amine weak base resin:

[0044] The impurities on the surface of the polystyrene tertiary amine weak base resin were washed with water, loaded into a glass exchange column, ion-exchanged with 5% HCl overnight, and then washed with water until the pH was close to 7. Ion-exchange with 1mol / L NaOH in a glass exchange column overnight, and wash with water until the pH is close to 7. Dry in vacuum for 6 hours.

[0045] b) Friedel-Crafts reaction to synthesize stearyl tertiary amine weak base resin:

[0046] Take 5g of the pretreated resin, soak it in 200ml carbon disulfide, and put it into a 1000ml three-neck bottle. Add 5g of anhydrous AlCl at 0°C 3 And 20.2g stearyl chloride, stir, and carry out nitrogen protection. After reacting for 32 hours, filter out the resin, and wash with 100ml, 1N hydrochloric acid, 300ml deionized water, 300ml H 2 Wash with O / THF mixed solution and 300ml THF, and then vacuum-dry for 2 hours to obtain o...

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Abstract

The invention relates to a macroporous ion exchange resin, in particular to a modified anion exchange resin with double long carbon chains and a preparation method and application thereof. The modified anion exchange resin with double long carbon chains can increase the steric hindrance effect and reduce the deposition of intermediate reaction product in the pore channel so as to increase the yield. The preparation method of the modified anion exchange resin with double long carbon chains mainly comprises the following steps: preprocessing polystyrene tertiary amine weak-base resin; synthesizing octadecanoic acyl tertiary amine weak-base resin: dissolving the macroporous polystyrene tertiary amine weak-base resin and stearyl chloride in a solvent, and adding AlCl3 serving as the catalyst to carry out synthesis reaction to obtain the octadecanoic acyl tertiary amine weak-base resin; synthesizing the modified anion exchange resin with double long carbon chains: dissolving the octadecanoic acyl tertiary amine weak-base resin and bromododecane in a solvent, and adding additive to synthesize the modified anion exchange resin with double long carbon chains. The modified anion exchange resin with double long carbon chains can be used as acetonformaldehyde aldol condensation reaction catalyst.

Description

technical field [0001] The invention relates to a macroporous ion exchange resin, in particular to a double long carbon chain modified anion exchange resin and its preparation method and application. Background technique [0002] Butenone is a typical α,β-unsaturated ketone, as a Michael acceptor, it is an important intermediate in organic synthesis. In the industry, liquid alkali catalysis is mainly used. The catalysts are mainly for alkali metals, alkaline earth metals and their oxides, composite metal oxides and related loads, as well as anion exchange resins, proline, etc. Its disadvantages are: (1) Liquid caustic soda has obvious disadvantages, such as low product selectivity, complicated subsequent separation and purification, difficulty in realizing continuous production, equipment corrosion and many other problems. (2) Metal-based catalysts are mostly in the research stage, with relatively poor stability and rapid decline in activity, resulting in irreversible loss....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J41/12B01J31/08C07C49/205C07C45/75C08F212/08C08F212/36C08F8/44C08G6/02B01J41/14
Inventor 陈秉辉王结祥李云华邓宇王强尤桂荣
Owner XIAMEN UNIV
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