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Polymer containing hydroxystyrene on side group, preparation method and application thereof

A technology of hydroxystyrene and styrene derivatives, applied in the field of preparation and polymer polymerization, can solve problems such as poor hydrophilic performance, and achieve the effect of good hydrophilic performance

Active Publication Date: 2010-06-23
成都米戈思医疗技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In U.S.Patent5,741,331, U.S.Patent 6,102,939 and U.S.Patent 6,197,240, it is reported that polyisobutylene-b-polystyrene is used as a biological material, but this type of material has poor hydrophilicity

Method used

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  • Polymer containing hydroxystyrene on side group, preparation method and application thereof
  • Polymer containing hydroxystyrene on side group, preparation method and application thereof
  • Polymer containing hydroxystyrene on side group, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] (1), the preparation of tert-butyldimethylsiloxyethylstyrene

[0044] In a 500mL three-necked flask equipped with magnetic stirring, a constant pressure dropping funnel, and a reflux condenser, add 1.488g (0.062mol) of polished magnesium chips under anaerobic and anhydrous conditions, and 40mL of anhydrous tetrahydrofuran as a solvent. Access to N 2 , Add dropwise a solution of 11.33 g (0.062 mol) of 4-bromostyrene dissolved in 70 mL of tetrahydrofuran, and control the temperature below 40°C. After the dropwise addition, the reaction was continued until the magnesium reaction was complete. The mixture was cooled to -15°C with pre-cooled petroleum ether, and a mixed solution of ethylene oxide (3.83 g, 0.087 mol) and 80 mL of anhydrous tetrahydrofuran was added rapidly. After the addition, the reaction was continued at room temperature for 3 h. The molar ratio between magnesium, 4-bromostyrene and ethylene oxide is 1:1:1.4. At 0°C, add 100mL of ether, slowly add 100mL o...

Embodiment 2

[0053] Cationic polymerization method, the preparation of poly-tert-butyldimethylsiloxypropylstyrene; then, according to the method of embodiment 1 (3), the hydrolysis of poly-tert-butyldimethylsiloxypropylstyrene is obtained Polyhydroxyethylstyrene.

[0054] Cationic polymerization was performed in an inert gas glove box with a low temperature cold bath. At -80°C, add 20 mL of a mixed solvent of cyclohexane / chloromethane (50 / 50 v / v) to the dry polymerization bottle, and then continuously add the initiator TMPCl solution (0.002 mol / L), the third group Separate hexahydropyridine solution (1mL, 0.002mol / L) and co-initiator dichloroethyl aluminum (1mL, 0.036mol / L) solution. The molar ratio of the initiator, the third component and the co-initiator is 1.0:1.0:18, aging for 15 min, and then adding tert-butyldimethylsiloxypropylstyrene (2 mL) for polymerization. After completion, stop the reaction with methanol, precipitate, evaporate the solvent, and dry to constant weight to obt...

Embodiment 3

[0056] Cationic polymerization method, the preparation of the block copolymer of isobutylene and tert-butyldimethylsiloxypropyl styrene; then, according to the method of embodiment 1 (3), poly-tert-butyldimethylsilane Hydrolysis of oxypropyl styrene yields polyisobutylene-b polyhydroxypropyl styrene.

[0057] Cationic polymerization was performed in an inert gas glove box with a low temperature cold bath. At -80°C, add 20 mL of a mixed solvent of cyclohexane / chloromethane (50 / 50 v / v) to the dry polymerization bottle, wherein the volume ratio of tetrahydrofuran to N,N-dimethylformamide is 1: 0.1~10, then continuously add initiator TMPCl solution (0.002mol / L), third component hexahydropyridine solution (1mL, 0.002mol / L), co-initiator dichloroethylaluminum (1mL, 0.036mol / L ) solution. The molar ratio of the initiator, the third component and the co-initiator is 1.0:1.0:18, aging for 15 minutes, then adding isobutylene (2 mL), and after polymerization for 40 minutes, adding tert...

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Abstract

The invention relates to polymer containing hydroxystyrene on a side group, preparation method and application thereof. The preparation method comprises the following steps of: firstly, preparing a type of styrene derivative monomers capable of positive (negative) ion polymerization through a Grignard reaction and a hydroxystyrene protection reaction, i.e. tert-butyl dimethyl silica ethyl styreneand tert-butyl dimethyl silica propyl styrene; then preparing a homopolymer and a segmented copolymer of the tert-butyl dimethyl silica ethyl styrene or the tert-butyl dimethyl silica propyl styrene through a positive (negative) ion polymerization method; and finally, preparing the polymers into a polymer containing hydroxystyrene on a side group through a hydrolysis reaction. The invention has the advantage that the side group of the polymer finally prepared by hydrolysis contains a hydrophilic group, and the polymer has excellent blood compatibility. The polymer containing hydroxystyrene onthe side group can be applied to biomedical materials comprising bracket materials, cartilage materials, drug slow release materials and vessel materials.

Description

technical field [0001] The present invention relates to polymer polymerization, a preparation method and its use. More specifically, the present invention relates to a polymer containing hydroxystyrene in a side group, a preparation method and a use thereof. By cationic or anionic polymerization, a side group containing a hydroxyl group is prepared. Homopolymers and block copolymers of styrene. Background technique [0002] Polyisobutylene-based thermoplastic elastomers have many unique properties, such as excellent mechanical properties, toughness, chemical stability, barrier properties, good processing characteristics and recyclability, and in the main chain of the polymer, tertiary carbon atoms and The secondary carbon atoms are arranged alternately, which makes the isobutylene-based thermoplastic elastomer have good biostability and biocompatibility, and it is a good bioinert medical material. In U.S. Patent 5,741,331, U.S. Patent 6,102,939 and U.S. Patent 6,197,240, st...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F130/08C08F297/00C08F297/04C08F8/12A61K47/32A61L27/16A61L31/04
Inventor 郭文莉伍一波李树新商育伟龚惠勤
Owner 成都米戈思医疗技术有限公司
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