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Poly(L-glutamic acid) homopolymer, random copolymer and graft copolymer, and preparation methods thereof

A technology of random copolymer and graft copolymer is applied in the fields of poly(L-glutamic acid) homopolymer, random copolymer, graft copolymer and their preparation, and can solve the problems of small application range and the like, Achieve the effects of no toxic side effects, good biocompatibility and degradability, and broad application prospects

Active Publication Date: 2011-06-15
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with the preparation of functionalized poly(L-glutamic acid) by condensation reaction, functionalized poly(L-glutamic acid) with high graft density can be prepared by atom transfer radical polymerization, however, with chlorohydrin as functional When the group is formed, the application range of poly(L-glutamic acid) random copolymer is small, and it can only be polymerized with methacrylate monomers to prepare polymers with temperature and pH responsiveness

Method used

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  • Poly(L-glutamic acid) homopolymer, random copolymer and graft copolymer, and preparation methods thereof
  • Poly(L-glutamic acid) homopolymer, random copolymer and graft copolymer, and preparation methods thereof
  • Poly(L-glutamic acid) homopolymer, random copolymer and graft copolymer, and preparation methods thereof

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preparation example Construction

[0043] The present invention also provides a kind of preparation method of poly(L-glutamic acid) homopolymer described in above-mentioned technical scheme, comprises the following steps:

[0044] Gamma-propynyl-L-glutamic acid ester-N-internal carboxylic acid anhydride is polymerized under the action of primary amine initiator to obtain poly(L-glutamic acid) homopolymer.

[0045] The present invention uses γ-propynyl-L-glutamic acid ester-N-internal carboxylic acid anhydride as raw material, uses primary amine initiator as initiator, and prepares poly(L-glutamic acid) homopolymer by atom transfer radical polymerization thing.

[0046] The γ-propynyl-L-glutamate-N-internal carboxylic acid anhydride is preferably prepared according to the following steps:

[0047] L-glutamic acid and propynyl alcohol react under the action of concentrated sulfuric acid to obtain γ-propynyl-L-glutamate;

[0048] The γ-propynyl-L-glutamate reacts with bis(trichloromethyl)carbonate at 40°C to 60°...

Embodiment 1

[0088] The preparation of embodiment 1 gamma-propynyl-L-glutamate

[0089] Mix 1mol L-glutamic acid and 3mol propynyl alcohol at 0°C, add 1.5mol concentrated sulfuric acid dropwise under the condition of stirring with a stirrer, after the dropwise addition, raise the temperature to 25°C for 24 hours, after the reaction, use 3mol Sodium bicarbonate solution neutralizes the reaction mixture, and after filtration, washing, recrystallization and freeze-drying, γ-propynyl-L-glutamic acid ester is obtained.

Embodiment 2

[0090] The preparation of embodiment 2 gamma-propynyl-L-glutamic acid ester-N-internal carboxylic acid anhydride

[0091] Mix 1 mol of γ-propynyl-L-glutamate prepared in Example 1 with 0.6 mol of bis(trichloromethyl)carbonate at 25°C, add tetrahydrofuran, heat to 50°C for 2 hours, and the reaction ends Finally, the reaction mixture was settled in excess petroleum ether, separated, washed, recrystallized and dried to obtain γ-propynyl-L-glutamic acid ester-N-internal carboxylic acid anhydride.

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Abstract

The invention provides a poly(L-glutamic acid) homopolymer which has a repeating unit disclosed as formula (I), and the number-average molecular weight of the poly(L-glutamic acid) homopolymer is 2000-40000. The invention also provides a preparation method of the poly(L-glutamic acid) homopolymer in the technical scheme above, which comprises the following step: polymerizing gamma-propinyl-L-glutamate-N-endo-carboxylic anhydride under the action of primary amine initiator to obtain the poly(L-glutamic acid) homopolymer. The invention provides a poly(L-glutamic acid) random copolymer, of whichthe structure is disclosed as formula (II) and the number-average molecular weight is 2000-80000. The invention also provides a preparation method of the poly(L-glutamic acid) random copolymer. The invention also provides a preparation method of a poly(L-glutamic acid) graft copolymer.

Description

technical field [0001] The invention relates to the technical field of poly(L-glutamic acid), in particular to a poly(L-glutamic acid) homopolymer, a random copolymer, a graft copolymer and a preparation method thereof. Background technique [0002] Polyamino acid polymers have good side group modification, biodegradability, biocompatibility and regular secondary structure, and are widely used in biomedical fields, such as bioseparation, tissue engineering, gene therapy and drug controlled release, etc. . Among them, poly(L-glutamic acid) is a polyamino acid with carboxyl groups in the side chain, and its side carboxyl groups have good reactivity, which is convenient for functional modification, so that poly(L-glutamic acid) can be further functionalized, It has a good application prospect in the field of intelligent biomedical materials. [0003] The functional modification of poly(L-glutamic acid) is mainly carried out by condensation reaction, as Biomacromolecules (Vol....

Claims

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Application Information

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IPC IPC(8): C08G69/08C08G69/48C08G81/02
Inventor 庄秀丽丁建勋肖春生成一龙赵丽汤朝晖陈学思
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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