Organic salt simultaneously containing hydroxyl and ester group as well as preparation method and application of organic salt

A technology of organic salts and ester groups, which is applied to the preparation of organic salts of ester groups and containing hydroxyl groups, which can solve the problems of complex synthesis routes, difficulty in meeting the production needs of downstream products, and low conversion rates, and achieve simple preparation methods. Effect

Pending Publication Date: 2021-06-11
烟台格伦泰诺化工科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, from the current point of view, there is basically no large-scale production line for organic salt products containing hydroxyl and ester groups in the industry. The synthesis route of small batch production is relatively complicated, and the conversion rate is relatively low. It is difficult to meet the production needs of downstream products. Greatly limit the development of downstream products

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] This embodiment relates to a method for preparing an organic salt containing both hydroxyl and ester groups, comprising the following steps:

[0033] Add 84g of dihydropyran, 62g of ethylene glycol, and 2.5g of p-toluenesulfonic acid into a reactor equipped with a stirrer, a temperature controller, and a condenser. After stirring and dissolving, react at room temperature for 4 hours, and then add adipic acid 146 g, heated to reflux at 120°C, and stopped the reaction after reacting for about 2 hours.

[0034] Add deionized water for washing, remove the catalyst, slowly add 35,000 g of ammonia water with a mass concentration of 0.1% while stirring, check the pH value of the solution to be 6.6, and distill to remove the water, and the obtained product is an organic salt containing hydroxyl and ester groups.

Embodiment 2

[0036] This embodiment relates to a method for preparing an organic salt containing both hydroxyl and ester groups, comprising the following steps:

[0037] Add 84g of dihydropyran, 62g of ethylene glycol, and 2.9g of p-toluenesulfonic acid into a reactor equipped with a stirrer, a temperature controller, and a condenser. After stirring and dissolving, react at room temperature for 4 hours, and then add azelaic acid 188 g, heated to reflux at 120°C, and stopped the reaction after reacting for about 2 hours.

[0038] Add deionized water to wash, remove the catalyst, and slowly add 3500 g of ammonia water with a mass concentration of 1% while stirring. The pH of the solution is detected to be 6.9, and the water is removed by distillation. The obtained product is an organic salt containing hydroxyl and ester groups.

Embodiment 3

[0040] This embodiment relates to a method for preparing an organic salt containing both hydroxyl and ester groups, comprising the following steps:

[0041] Add 84g of dihydropyran, 62g of ethylene glycol, and 3.2g of p-toluenesulfonic acid into a reactor equipped with a stirrer, a temperature controller, and a condenser. After stirring and dissolving, react at room temperature for 4 hours, and then add lauric acid 230 g, heated to reflux at 120°C, reacted for about 2 hours, and stopped the reaction.

[0042] Add deionized water to wash, remove the catalyst, and slowly add 7000 g of ammonia water with a mass concentration of 0.5% while stirring. The pH of the solution is detected to be 6.7, and the water is removed by distillation. The obtained product is an organic salt containing hydroxyl and ester groups.

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Abstract

The invention provides an organic salt simultaneously containing hydroxyl and ester groups as well as a preparation method and application of the organic salt. One end of the organic salt is hydroxyl, the other end of the organic salt is ammonium salt, and the middle of the organic salt contains ester groups. The invention also relates to a preparation method of the organic salt, dihydric alcohol and dihydropyran are subjected to a reaction to produce a tetrahydropyrane alcohol ether compound, one hydroxyl group on the dihydric alcohol is protected, the other hydroxyl group on the dihydric alcohol is subjected to a reaction with dibasic acid, and a dibasic acid monoester structure is generated; meanwhile, due to the existence of water and an acid catalyst generated by esterification reaction, tetrahydropyrane is separated from dihydric alcohol, protected hydroxyl is released, and a monoester compound with hydroxyl at one end, carboxyl at the other end and ester group in the middle is formed; the monoester reacts with ammonia water to prepare organic salt containing hydroxyl and ester groups at the same time; the obtained product is colorless liquid or white solid; and the organic salt can also be used for medical intermediates, dye intermediates and perfume intermediates. The preparation method is simple, efficient and suitable for large-scale production.

Description

technical field [0001] The invention relates to the field of chemical industry; in particular, it relates to an organic salt containing both hydroxyl and ester groups, a preparation method and application thereof. Background technique [0002] The hydroxyl group in organic compounds is weakly acidic, and the carboxyl group is acidic. When the carboxyl group reacts with the basic group, the basic group will often destroy the hydroxyl group, and the ester group in the compound will also be hydrolyzed due to the presence of the basic group. Therefore, in most cases, hydroxyl group, ester group and carboxylate cannot exist at the same time. [0003] The organic salt containing hydroxyl and ester groups at the same time is a molecular structure with a hydroxyl group at one end and an ammonium salt at the other end and an ester group in the middle. Due to the particularity of its molecular structure, it can be used as an intermediate in the synthesis of various chemical products,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C69/675
CPCC07C67/08C07C69/675
Inventor 张飞飞于得江吕英
Owner 烟台格伦泰诺化工科技有限公司
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