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A kind of preparation method of polysaccharide ester

A technology of polysaccharides and ionic liquids, which is applied in the fields of polymer chemistry and natural polymer preparation, can solve the problems of lack of rapid, efficient and simple synthesis methods for polysaccharide esters, and achieve simple processes, uniform reaction systems, and high-efficiency synthesis Effect

Active Publication Date: 2020-07-14
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is still a lack of rapid, efficient and facile synthetic methods for the preparation of polysaccharide esters

Method used

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  • A kind of preparation method of polysaccharide ester
  • A kind of preparation method of polysaccharide ester
  • A kind of preparation method of polysaccharide ester

Examples

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Effect test

preparation example 1

[0043] 1-Butyl-3-methylimidazolium cyclohexyl carboxylate ([Bmim][ChCOO]) was prepared by the synthetic method in reference Green Chem., 2007,9,1155. Preparation steps: Dissolve 100g of 1-butyl-3 methyl chloride salt ionic liquid in 1L of water, process it through a 717-type anion resin column, then add 80g of cyclohexanecarboxylic acid to the solution, stir at room temperature for 72 hours, filter, and the filtrate is rotary evaporated Removal of water gave 1-butyl-3-methylimidazoliumcyclohexylcarboxylate. The results of NMR characterization of the product are as follows: figure 1 shown.

Embodiment 1

[0045] Weigh 0.40g microcrystalline cellulose and add to 4.6g 1-allyl-3-methylimidazole propionate ([Amim][CH 3 CH 2 COO]) ionic liquid, stirred at 80°C for 30min to obtain 8wt% cellulose / [Amim][CH 3 CH 2 COO] solution; 1.35 g of propionic anhydride was added thereto at 40° C., stirred for 15 min, precipitated in water, washed and dried to obtain microcrystalline cellulose propionate with a degree of substitution of 2.02. The product can be dissolved in solvents such as dimethyl sulfoxide, tetrahydrofuran, and N,N-dimethylformamide.

Embodiment 2

[0047] Take by weighing 1.5g microcrystalline cellulose and join in 8.5g 1-ethyl-3-methylimidazolium butyrate ([Emim][CH 3 CH 2 CH 2 COO]) ionic liquid, stirred at 80°C for 30min to obtain 15wt% cellulose / [Emim][CH 3 CH 2 CH 2 COO] solution; 3.80 g of butyric anhydride was added thereto at 40° C., stirred for 15 min, precipitated in water, washed and dried to obtain microcrystalline cellulose butyrate with a degree of substitution of 2.80. The product can be dissolved in solvents such as dimethyl sulfoxide, tetrahydrofuran, and N,N-dimethylformamide.

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Abstract

The invention provides a preparation method of polysaccharide ester. The method includes the following steps that polysaccharide is dissolved in ionic liquid [RCOO]-A+ or a mixed solvent composed of ionic liquid [RCOO]-A+ and an organic solvent, and an acylation reagent is added or reaction is performed to obtain the polysaccharide ester, wherein the anions [RCOO]- of the ionic liquid are organicacid anions, the cations A+ of the ionic liquid are selected from imidazole cations, pyridine cations or quaternary ammonium salt cations, the R groups of the ionic liquid and the acylation reagent are same, and the R groups include C(2-20) alkyls, halogenated C(1-20) alkyls, C(2-20) alkyls, C(3-20) cycloalkyls, C(6-20) aryls or C(5-20) heteroaryls. According to the method, the R groups of the ionic liquid and the acylation reagent are controlled to be same, and the polysaccharide ester product with same ester groups is obtained. The product obtained by the method has suitable substitution degree and glass transition temperature and can be dissolved in common organic solvents.

Description

technical field [0001] The invention belongs to the technical field of polymer chemistry and natural polymer preparation, and in particular relates to a preparation method of polysaccharide ester. Background technique [0002] Polysaccharide esters are an important class of fine chemicals, which have important applications in many fields such as inks, coatings, textiles, and plastics. For example: cellulose acetate can be used as high-grade clothing fibers, cigarette filters, separation films, polarizing films, coatings, etc., and can also be made into various plastic plates, plastic sheets, and daily-use plastic products, such as spectacle frames, toys, etc. , tool handles, etc., are widely used. Cellulose benzoate and starch benzoate can be used to prepare chiral chromatographic columns to resolve a variety of chiral molecules, and are chiral separation materials with excellent resolution. At present, industrially synthesized polysaccharide esters are all prepared by a h...

Claims

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Application Information

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IPC IPC(8): C08B3/08C08B15/02C08B37/18C08B31/04C08B37/02
CPCC08B3/08C08B15/02C08B31/04C08B37/0006C08B37/0051Y02P20/54
Inventor 张金明张军张晓程
Owner INST OF CHEM CHINESE ACAD OF SCI
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