Chloroethyl alcohol functional poly (L-glutamic acid) homopolymer and random copolymer and preparation method and application thereof

A technology of random copolymer and glutamic acid, which is applied in the field of chlorohydrin functionalized poly(L-glutamic acid) homopolymerization and random copolymer and its preparation method and application field, can solve the problem of non-biodegradable and difficult preparation process Control, limit and other issues, to achieve the effect of non-toxic side effects, good biocompatibility and degradability, and improved intelligence

Active Publication Date: 2010-06-23
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The preparation process of the above two systems is not easy to control, and the introduced poly(N-isopropylacrylamide) with large molecular weight is not biodegradable, so its application in the biomedical field is limited

Method used

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  • Chloroethyl alcohol functional poly (L-glutamic acid) homopolymer and random copolymer and preparation method and application thereof
  • Chloroethyl alcohol functional poly (L-glutamic acid) homopolymer and random copolymer and preparation method and application thereof
  • Chloroethyl alcohol functional poly (L-glutamic acid) homopolymer and random copolymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1: Preparation of different molecular weight poly(γ-2-chloroethyl-L-glutamate)

[0032] Weigh 3 parts of 2.356g (0.01mol) of γ-2-chloroethyl-L-glutamate-N-internal carboxylic acid anhydride monomer respectively, add them to 3 dry reaction flasks, add 5mL of anhydrous N,N-Dimethylformamide dissolves the monomer. Add 0.00033 mol, 0.00020 mol and 0.00014 mol of n-hexylamine under stirring, and then continue to react the solution at 25°C for 72 hours. Dry under vacuum for 24 hours to obtain three kinds of poly(γ-2-chloroethyl-L-glutamate) with different molecular weights. The obtained products are shown in Table 1.

[0033] Table 1 Preparation of poly(γ-2-chloroethyl-L-glutamate) with different molecular weights

[0034] experiment number

[0035] In the above table, A / I is the molar ratio of γ-2-chloroethyl-L-glutamate-N-internal carboxylic anhydride to n-hexylamine; Mn is poly(γ-2-chloroethyl-L- Glutamate) number average molecular weight, by 1 H ...

Embodiment 2

[0036] Embodiment 2: the preparation of poly(gamma-2-chloroethyl-L-glutamate)

[0037] Weigh 2.356g (0.01mol) of γ-2-chloroethyl-L-glutamate-N-internal carboxylic acid anhydride monomer into a dry reaction flask, add 5mL of anhydrous N,N-dimethylformaldehyde Amides dissolve the monomers. Add 0.00010 mol of hexamethylenediamine under stirring, and then continue to react the solution at 25°C for 72h. After the reaction, the reaction system is settled with 50mL ether, filtered, washed with ether three times, and then vacuum-dried at 25°C for 24h. Poly(γ-2-chloroethyl-L-glutamate) was obtained with a reaction yield of 75.3%.

Embodiment 3

[0038] Embodiment 3: the preparation of poly(gamma-2-chloroethyl-L-glutamate)

[0039] Weigh 2.356g (0.01mol) of γ-2-chloroethyl-L-glutamate-N-internal carboxylic acid anhydride monomer into a dry reaction flask, add 50mL of anhydrous 1,4-dioxane Dissolve the monomer. Add 0.00010 mol of n-hexylamine under stirring, and then continue to react the solution at 25°C for 72h. After the reaction, the reaction system is settled with 500mL ether, filtered, washed with ether three times, and vacuum-dried at 25°C for 24h to obtain Poly(γ-2-chloroethyl-L-glutamate), the reaction yield was 76.4%.

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Abstract

The invention provides chloroethyl alcohol functional poly (L-glutamic acid) homopolymer and random copolymer and a preparation method and an application thereof. The synthetic process of the polymer comprises the following steps: by using primary amine as the initiator, synthesizing chloroethyl alcohol functional poly (L-glutamic acid) homopolymer through the ring opening reaction of Gamma-2- chloroethane-L-glutamate-N-carboxyl acid anhydride, and obtaining chloroethyl alcohol functional poly (L-glutamic acid) random copolymer through the ring opening reaction of Gamma-2- chloroethane-L-glutamate-N-carboxyl acid anhydride with Gamma-2- benzyl-L-glutamate-N-carboxyl acid anhydride and the elimination of benzyl alcohol protection. Chloroethyl alcohol functional poly (L-glutamic acid) homopolymer and random copolymer can trigger the polymerization of methacrylate monomer through atom transfer radical polymerization reaction, so as to obtain poly (L-glutamic acid) with a temperature and pH sensitivity. The material synthesized by using the method can be used as the carrier material for controlled release of medicines, gene therapy and tissue engineering.

Description

technical field [0001] The invention relates to chlorohydrin functionalized poly(L-glutamic acid) homopolymer and random copolymer, its preparation method and application. Background technique [0002] Due to their good biocompatibility, degradability, regular secondary structure and modifiability of side groups, polyamino acid polymers have broad application prospects in biomedical fields, such as tissue engineering and drug controlled release. Poly(L-glutamic acid) is a polyamino acid with a carboxyl group in the side chain. Its carboxyl group has good reactivity and is convenient for functional modification; its side carboxyl group has pH and ionic strength sensitivity in aqueous solution, so that it can As an intelligent biomedical material. [0003] In biomedical applications, materials are generally required to have water-soluble components in order to increase transportability and circulation time in the body; materials are required to be able to respond to external ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/08C08G69/48C08F283/04
Inventor 庄秀丽丁建勋肖春生赵长稳汤朝晖陈学思
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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