Aliphatic polyester with hydrophilic functional lateral group and its prepn and use

A technology of aliphatic polyesters and side groups, applied in the field of aliphatic polyesters, can solve problems such as lack of active reaction sites, difficulty in adjusting hydrophilic/hydrophobic balance, and difficulty in polymer modification

Inactive Publication Date: 2003-08-20
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention aims to solve the problems of high hydrophobicity of chemically synthesized aliphatic biodegradable polyester polymers, difficulty in adjusting the hydrophilic / hydrophobic balance, and lack of active reaction sites, resulting in difficulties in post-modification of polymers.

Method used

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  • Aliphatic polyester with hydrophilic functional lateral group and its prepn and use

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Experimental program
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preparation example Construction

[0049] The structure and composition of the compound in the preparation method provided by the present invention are determined by solution nuclear magnetic resonance and infrared spectroscopy. The measurement temperature of nuclear magnetic resonance is room temperature, and the solvent is chloroform.

[0050] 【Purity and optical rotation of compound】

[0051] The purity and optical rotation of the compounds were determined by gas chromatography and optical rotation, respectively.

[0052] 【Thermophysical properties】

[0053] By differential scanning calorimetry (DSC), the melting point and glass transition temperature of the compound can be measured. And the thermal decomposition temperature of the compound can be measured by thermogravimetric analysis (TGA).

Embodiment 1

[0055] At room temperature, first add 10 g of benzyl alcohol and 100 ml of dichloromethane into a 250 ml flask and mix thoroughly, then add 100 ml of 50% aqueous potassium hydroxide and 15 mg of tetrabutylammonium bisulfate successively. After the above mixture was vigorously stirred at -15-10° C. for 5 minutes, 1.2 times the molar amount of trichloroacetonitrile was added dropwise. After the reaction system continued to stir for 30 minutes, it was heated to room temperature within 30 minutes. The oil and water phases in the reactant were separated, and the water phase was further extracted 2 times with dichloromethane. Then all the collected organic phase solutions were dried over anhydrous sodium sulfate and concentrated. The concentrated product was further purified on a silica gel column using n-hexane / dichloromethane mixed solution as mobile phase to obtain compound 8 benzyl trichloroacetimide. The final product Compound 8 was an oily substance with a yield of 95%. Com...

Embodiment 2

[0057] Add 30ml of cyclohexane / dichloromethane mixed solution with a volume ratio of 1:1 into a 100ml flask, then continue to add 15mmol of (s)-dimethylmalate and 18mmol of Compound 8 benzyl trichloroacetimide, followed by the slow dropwise addition of 0.2 ml of trifluoromethanesulfonic acid over 5 minutes. After the dropwise addition was completed, the temperature of the system was increased to 38° C. for reaction, and the reaction was carried out until the starting material detected by thin-layer liquid chromatography (TLC) was completely converted. At this point the reaction was quenched by adding 5 mL of saturated aqueous sodium bicarbonate and 100 mL of water. The white solid by-product trichloroacetimide in the reaction system will be removed by filtration, and at the same time, the oil and water in the filtrate will be separated, and the water phase will be extracted with ethyl acetate. The organic phase collected from the two phases was first dried with anhydrous sodi...

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Abstract

The present invention relates to one kind of aliphatic polyester with hydrophilic functional lateral group and its preparation and use. The aliphatic polyester is one homopolymer or copolymer with average molecular weight of 2-200 KD. It may be used biomedical material, additive for binary and multicomponent biological polymer blend and environment friendly material.

Description

technical field [0001] The invention relates to an aliphatic polyester with hydrophilic functional side groups, a preparation method and application. The aliphatic polyester is a kind of thermoplastic biomedical material or biodegradable material. The polyester obtained by the deprotection reaction of the functional group is a biodegradable polymer with a hydrophilic functional side group. Background technique [0002] Biodegradable polymer (Biodegradable Polymer) is a class of mechanical mechanics, material physical properties, thermal processing properties, etc. similar to general engineering plastics when used, and can be efficiently decomposed by a wide variety of biological enzymes or microorganisms , Capitalized new organic functional materials. There are three main types of existing biodegradable polymers according to their sources: (1). Natural polymers and their derivatives, such as starch, cellulose, chitin, proteins and related modified compounds. (2). Biopolye...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61L31/06C08G63/672
Inventor 曹阿民张世平杨晶刘小云
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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