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Method for synthesizing polyacrylic acid carrying cinchonine quaternary ammonium salt

A technology of polyacrylic acid and synthesis method, which is applied in the field of synthesizing polymer-loaded cinchonine quaternary ammonium salt, which can solve the problems of difficult separation of product and catalyst, difficult re-use, high synthesis cost, etc., and achieves low cost, short reaction time and high yield Effect

Inactive Publication Date: 2010-01-06
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although cinchona alkaloids can be used to catalyze the above-mentioned reaction, there are some difficulties that are difficult to overcome due to the use of homogeneous catalysts (both small molecule catalysts), such as difficult separation of products and catalysts, and difficult reuse, which makes the synthesis cost too high

Method used

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  • Method for synthesizing polyacrylic acid carrying cinchonine quaternary ammonium salt
  • Method for synthesizing polyacrylic acid carrying cinchonine quaternary ammonium salt
  • Method for synthesizing polyacrylic acid carrying cinchonine quaternary ammonium salt

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Embodiment 1

[0034] The cinchonine used in the present invention is analytically pure and imported from Shanghai Xingzhi Chemical Factory.

[0035] The synthesis steps of polymer-loaded cinchonine quaternary ammonium salt are: in a reactor, 0.72g polyacrylic acid is dissolved in deionized water, and the temperature is controlled at 40°C to obtain solution A; 0.588g cinchonine is dissolved in 95% ethanol, Obtain solution B; Then solution B is slowly added dropwise to solution A, and reacts for 4 hours to obtain reaction solution C; Then, the solid obtained by filtering reaction solution C is vacuum-dried to obtain off-white blocky solid D, which is treated with chloroform The solid D is extracted to obtain the product—polyacrylic acid cinchonine quaternary ammonium salt.

Embodiment 2

[0037] In the reaction kettle, dissolve 0.72g of polyacrylic acid in deionized water, and control the temperature at 50°C to obtain solution A; dissolve 1.44g of cinchonine in 95% ethanol to obtain solution B; then slowly add solution B to React in solution A for 4 hours to obtain reaction solution C; then, filter reaction solution C to obtain solid and dry it in a vacuum to obtain off-white blocky solid D, and extract solid D with chloroform to obtain the product—polyacrylic acid cinchonine quaternary ammonium salt.

Embodiment 3

[0039] In the reaction kettle, dissolve 0.72g of polyacrylic acid in deionized water, and control the temperature at 55°C to obtain solution A; dissolve 2.88g of cinchonine in 95% ethanol to obtain solution B; slowly add solution B to React in solution A for 4 hours to obtain reaction solution C; then, filter reaction solution C to obtain solid and vacuum dry to obtain off-white blocky solid D, and extract solid D with chloroform to obtain the product—polyacrylic acid cinchonine quarter ammonium salt.

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Abstract

The invention relates to a preparation method of polymer-supported cinchonine quaternary ammonium salt. The steps are that: (1) in a reaction kettle, poly acrylic acid is dissolved in deionized water with temperature being controlled between 40 and 55 DEG C to obtain solution A; (2) cinchonine is dissolved in ethanol with 95 percent of concentration to obtain solution B; (3) the solution B is slowly dripped to solution A to obtain solution C after 4-hour reaction; after filtration, the obtained solid is vacuum dried to obtain white massive solid D; (4) the white massive solid D is extracted by using chloroform to obtain the extracted product-poly acrylic acid cinchonine quaternary ammonium salt. The invention has the advantages of simple compounding process flow, shot reaction time, high productivity and low cost, which solves the problems in prior art that product is difficult to be separated from catalyst, the product can not be easily reused and the synthesis cost is too high.

Description

technical field [0001] The invention relates to a method for synthesizing polymer-supported cinchonine quaternary ammonium salt. Background technique [0002] Cinchona alkaloids (Cinchona, CA) can be obtained from cinchona bark, it is a kind of photoactive natural alkaloids, the molecule contains 4 asymmetric carbon atoms, according to its substituents and C(8), C(9) Cinchona alkaloids include Cinchonidine (CD), Cinchonine (CN), Quinidine (QD), Quinine (QN) and their salts. They each consist of a rigid quinoline ring unit and a quinuclidine unit, separated by a sp 3 Hybridized carbon atoms are connected, so that its molecular structure has greater flexibility. Cinchona base is cheap and easy to obtain, and has high stereoselectivity in asymmetric catalytic reactions. It is widely used in Michael addition reactions, reduction reactions of chiral ketones, dihydroxylation reactions of olefins, and ring formation of unsaturated carbonyl compounds. Oxidation reactions and alky...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F8/30C08F120/06
Inventor 王云普温慧慧张继孙文秀杨超刘汉士
Owner NORTHWEST NORMAL UNIVERSITY
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