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A kind of N-glucose hydrochloride base maleamic acid monomer, preparation method and application

A technology of glucosamine hydrochloride and maleamic acid, which is applied to the preparation of sugar derivatives, chemical instruments and methods, sugar derivatives, etc., and can solve the problems of strict requirements on reaction temperature and equipment, complicated steps, and poor water solubility , to achieve the effect of simple and safe reaction conditions, high yield, and favorable operation

Active Publication Date: 2020-04-24
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Maleamic acid compounds are generally synthesized by acylation of maleic anhydride and compounds with amino groups. However, the synthetic maleamic acid types researched and produced at the present stage are less, and their water solubility is poor. Strict requirements on equipment and equipment, complex steps, cannot meet the needs of easy preparation of many water-soluble treatment agents

Method used

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  • A kind of N-glucose hydrochloride base maleamic acid monomer, preparation method and application
  • A kind of N-glucose hydrochloride base maleamic acid monomer, preparation method and application
  • A kind of N-glucose hydrochloride base maleamic acid monomer, preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Add 1.4 mol of maleic anhydride to a dry three-necked round bottom flask, take 40 mL of glacial acetic acid to dissolve, slowly drip the remaining 40 mL of glacial acetic acid solution with 1.0 mol of glucosamine hydrochloride dissolved in it under stirring, and stir for 3 hours at 25°C. After the white powder is formed, suction filtration-washing-suction filtration and drying are used to obtain N-glucose hydrochloride maleamic acid. The yield is 77% by weighing. Its infrared absorption spectrum such as figure 1 As shown, the proton nuclear magnetic resonance spectrum is as Figure 4 Shown. The melting point of the product was 171°C.

Embodiment 2

[0035] Add 1.0 mol of maleic anhydride to a dry three-necked round bottom flask, take 20 mL of glacial acetic acid to dissolve, slowly drop the remaining 20 mL of glacial acetic acid solution with 1.0 mol of glucosamine hydrochloride dissolved in it under stirring, and stir at 50°C for 2 hours. After the white powder is formed, suction filtration-washing-suction filtration and drying are used to obtain N-glucose hydrochloride maleamic acid. The yield is 52% by weighing. The melting point of the product was 169°C.

Embodiment 3

[0037] Add 1.2 mol of maleic anhydride into a dry three-necked round bottom flask, take 60 mL of glacial acetic acid to dissolve, slowly drip the remaining 60 mL of glacial acetic acid solution with 1.0 mol of glucosamine hydrochloride dissolved in it under stirring, and stir for 6 hours at 30°C. After the white powder is formed, the N-glucose hydrochloride maleamic acid is obtained by suction filtration-washing-suction filtration and drying. The yield is 70% by weighing. The melting point of the product was 171°C.

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Abstract

The invention discloses an N-glucose hydrochloride-based maleamic acid monomer, and a preparation method and application thereof. The structure of the monomer is as follows: the formula is as shown in the description. The preparation method comprises the following steps: dissolving C mol of glucosamine hydrochloride into B mL of solvent; and dropwise adding A mol of maleic anhydride and B mL of solvent mixed solution while stirring until white powder is generated and white powder is not increased any more. The N-glucose hydrochloride-based maleamic acid synthesized by the method serves as a brand new amido acid compound, can serve as an intermediate of an imide chemical product and also can directly serve as a raw material of aqueous phase reaction or a functional monomer; furthermore, the reaction condition is simple, convenient and safe, operation is benefited, and the yield is high.

Description

Technical field [0001] The present invention relates to the synthetic field of maleamic acid compounds, and more specifically, to an N-glucose hydrochloride-based maleamic acid monomer, a preparation method and an application. Background technique [0002] Maleamic acid compounds are an important class of organic compounds. The maleimide compounds prepared by catalyzing the ring-closure reaction from this organic compound have been extensively studied in biochemistry, organic chemistry and polymer chemistry. And maleamic acid itself, because of its asymmetric carbon atom, amide structure, carboxylic acid group and a variety of designable N-substituent groups, it can also become a functional monomer through molecular design, which can be self-polymerized or copolymerized. Preparation of high-performance water-soluble polymers. [0003] Maleamic acid compounds are generally synthesized from maleic anhydride and compounds with amino groups through acylation. However, there are fewer ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H13/06C07H1/00C08F220/56C08F220/58C08F222/02C09K8/035
CPCC07H1/00C07H13/06C08F220/56C08F220/58C08F220/585C09K8/035C08F222/02
Inventor 何剑杨小华林永学王琳董晓强杨帆李舟军王海波
Owner CHINA PETROLEUM & CHEM CORP
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