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A method for synthesizing glucose-containing temperature-sensitive copolymers by raft method

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

Inactive Publication Date: 2016-08-17
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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  • A method for synthesizing glucose-containing temperature-sensitive copolymers by raft method
  • A method for synthesizing glucose-containing temperature-sensitive copolymers by raft method
  • A method for synthesizing glucose-containing temperature-sensitive copolymers by raft method

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Effect test

Embodiment 1

[0027] (1) Dissolve divinyl succinate and glucose at 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 butane Oxygenate Glucose (OVSG).

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

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

Embodiment 2

[0034] (1) Dissolve divinyl succinate and glucose at 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 butane Oxygenate Glucose (OVSG).

[0035] (2) Dissolve the synthesized OVSG and dipolyethylene glycol monomethyl ether methacrylate (DEGMA) in 2mL of DMF, add the chain transfer agent DDATC, and add ACCN as the initiator, the molar ratio is 35:65:1: 0.1 was reacted for 13 h in an oil bath at 90°C under the protection of nitrogen, put into an ice-water bath to terminate the reaction, and dichloromethane was used to dissolve n-hexane to precipitate, and this was repeated 3 times. After purification, P(DEGMA-OVSG) was obtained with a yield of 75%.

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

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Abstract

The invention relates to a method for synthesizing a temperature-sensitive copolymer containing glucose by RAFT method, comprising: dissolving divinyl succinate and glucose in a solvent, adding alkaline protease, and stirring for 3-3 hours under the condition of 35-55°C 5d, to obtain vinyl succinate glucosyl ester OVSG; dissolve OVSG and dipolyethylene glycol monomethyl ether methacrylate DEGMA in a solvent, add an initiator and a chain transfer agent, and protect it in an oil bath at 55-90°C with nitrogen gas The reaction is carried out for 8‑15h, the reaction is terminated, and purified to obtain the final product. The present invention uses the RAFT method to synthesize glucose-containing temperature-sensitive copolymers, the synthetic reaction is stable, no explosion polymerization occurs, and the molecular weight dispersion width of the reaction product is low; this method has the characteristics of simple operation and remarkable effect; the obtained copolymer micelles It has biocompatibility and low toxicity, and can be widely used in the field of biomedicine.

Description

technical field [0001] The invention belongs to the field of preparation of temperature-sensitive materials, in particular to a method for synthesizing a glucose-containing temperature-sensitive copolymer by a RAFT method. Background technique [0002] Sugar-containing polymers have become a research hotspot in the fields of biomedicine 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 Congress, and for the first time proposed the concept of reversible addition-fragmentation chain transfer radical polymerization (RAFT). In the traditional free radical polymerization system, the concentration of free radicals is high, and the...

Claims

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Application Information

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Patent Type & Authority Patents(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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