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Method for synthesizing glucose-containing temperature-sensitive copolymer by adopting RAFT (Reversible Addition-Fragmentation chain Transfer) process

A technology of glucose and copolymer, which is applied in the field of preparation of temperature-sensitive materials, can solve the problems of free radical termination reaction and uncontrollable reaction, and achieve the effects of low dispersion width, strong selectivity and high yield

Inactive Publication Date: 2014-09-17
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In the traditional free radical polymerization system, the concentration of free radicals is high, and the termination reaction of free radicals is prone to occur, resulting in uncontrollable reactions.

Method used

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  • Method for synthesizing glucose-containing temperature-sensitive copolymer by adopting RAFT (Reversible Addition-Fragmentation chain Transfer) process
  • Method for synthesizing glucose-containing temperature-sensitive copolymer by adopting RAFT (Reversible Addition-Fragmentation chain Transfer) process
  • Method for synthesizing glucose-containing temperature-sensitive copolymer by adopting RAFT (Reversible Addition-Fragmentation chain Transfer) process

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] (1) Dissolve divinyl succinate and glucose with a molar ratio of 3:1 in 100 mL of anhydrous pyridine, add 0.5 g of alkaline protease, and react in a constant temperature water bath at 50°C and 200 rpm for 4 days to synthesize vinyl succinate. Glucose acid ester (OVSG).

[0028] (2) Dissolve the synthesized OVSG and diethylene glycol monomethyl ether methacrylate (DEGMA) in 2mL DMF, add the chain transfer agent DDATC, and add ACCN as the initiator, the molar ratio of which is 20:80:1: 0.05 Reacted at 90°C under the protection of nitrogen in an oil bath for 14 hours, put in an ice-water bath to terminate the reaction, dissolved the precipitation of n-hexane with dichloromethane, repeated 3 times to obtain P(DEGMA-OVSG) after purification, and the yield was 80%.

[0029] (3) The sugar-containing temperature-sensitive copolymer P (DEGMA-OVSG) obtained above is dissolved in three-distilled water with a concentration range of 0.2-2 mg / mL and a concentration gradient of 0.2 mg / mL. ...

Embodiment 2

[0034] (1) Dissolve divinyl succinate and glucose with a molar ratio of 3:1 in 100 mL of anhydrous pyridine, add 0.5 g of alkaline protease, and react in a constant temperature water bath at 50°C and 200 rpm for 4 days to synthesize vinyl succinate. Glucose acid ester (OVSG).

[0035] (2) Dissolve the synthesized OVSG and diethylene glycol monomethyl ether methacrylate (DEGMA) in 2mL DMF, add the chain transfer agent DDATC, and add ACCN as the initiator, the molar ratio of which is 35:65:1: 0.1 React in an oil bath at 90°C under nitrogen protection for 13 hours, put it in an ice water bath to terminate the reaction, dissolve the precipitation of n-hexane with dichloromethane, repeat this 3 times, and obtain P(DEGMA-OVSG) after purification, with a yield of 75%.

[0036] (3) The sugar-containing temperature-sensitive copolymer P (DEGMA-OVSG) obtained above is dissolved in three-distilled water with a concentration range of 0.2-2 mg / mL and a concentration gradient of 0.2 mg / mL.

[003...

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Abstract

The invention relates to a method for synthesizing a glucose-containing temperature-sensitive copolymer by adopting an RAFT (Reversible Addition-Fragmentation chain Transfer) process. The method comprises the following steps: dissolving divinyl succinate and glucose in a solvent, adding alkaline protease, and stirring to react at 35-55 DEG C for 3-5 days to obtain vinyl succinate glucose (OVSG); dissolving the OVSG and dimethoxypolyethylene glycol methacrylate (DEGMA) in the solvent, adding an initiator and a chain transfer agent, reacting in an oil bath with temperature of 55-90 DEG C under the protection of nitrogen for 8-15 hours, stopping reaction, and purifying to obtain the glucose-containing temperature-sensitive copolymer. According to the method, the glucose-containing temperature-sensitive copolymer is synthesized by adopting the RAFT process, the synthetic reaction is stably carried out, the implosion cannot occur, and the molecular weight dispersion width of the reaction product is small; the method has the characteristics of being simple to operate and remarkable in effect; the obtained copolymer micelle is biocompatible and relatively low in toxicity, and can be widely used in the field of biomedicines.

Description

Technical field [0001] The invention belongs to the field of preparation of temperature-sensitive materials, and particularly relates to a method for synthesizing a temperature-sensitive copolymer containing glucose by a RAFT method. Background technique [0002] Sugar-containing polymers have become a research hotspot in biomedicine and other fields due to their good hydrophilicity, biocompatibility and easy degradability. At the same time, polymers formed from oligoethylene glycol monomers have good temperature sensitivity and excellent biocompatibility, and have been widely used in biomedicine, protein modification and other fields. [0003] Rizzardo made a report on "Tailored polymers by free radical processes" at the 37th International Polymer Conference, and proposed the concept of reversible addition-fragmentation chain transfer radical polymerization (RAFT) for the first time. In the traditional free radical polymerization system, the concentration of free radicals is high...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/26C08F220/32A61K9/127A61K47/36
Inventor 朱利民孙衎权静徐慕儒丁兆强
Owner DONGHUA UNIV
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