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Poly(gamma-propynyl-L-glutamate) block copolymer and preparation method and hydrogel thereof

A technology of block copolymers and glutamate, which is applied in drug delivery, pharmaceutical formulations, medical preparations of non-active ingredients, etc., can solve problems such as unfavorable hydrogel applications, and achieve long-lasting bioactive molecule release capabilities, Good biocompatibility and the effect of expanding the application range

Active Publication Date: 2011-08-31
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the block copolymer formed by polyoxyethylene-polyoxypropylene copolymer and polyalanine, there is no modifiable functional group on polyalanine, which is not conducive to the further application of the hydrogel

Method used

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  • Poly(gamma-propynyl-L-glutamate) block copolymer and preparation method and hydrogel thereof
  • Poly(gamma-propynyl-L-glutamate) block copolymer and preparation method and hydrogel thereof
  • Poly(gamma-propynyl-L-glutamate) block copolymer and preparation method and hydrogel thereof

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preparation example Construction

[0044] The present invention also provides a kind of preparation method of poly(γ-propynyl-L-glutamate) block copolymer, comprises the following steps:

[0045] Aminated polyethylene glycol or aminated polyethylene glycol monomethyl ether and γ-propynyl-L-glutamic acid ester-N-carboxylic acid anhydride are polymerized in an organic solvent to obtain poly(γ - propynyl-L-glutamate) block copolymer;

[0046] The aminated polyethylene glycol monomethyl ether has the structure of formula (IV), and the number average molecular weight is 550-10000:

[0047]

[0048] The aminated polyethylene glycol has a structure of formula (V), and the number average molecular weight is 550-10000:

[0049]

[0050] The molar ratio of the aminated polyethylene glycol or aminated polyethylene glycol monomethyl ether to γ-propynyl-L-glutamic acid ester-N-carboxylic acid anhydride is 1:5-120.

[0051] Aminated polyethylene glycol monomethyl ether and γ-propynyl-L-glutamic acid ester-N-carboxyli...

Embodiment 1

[0076]Add 2.2 g of aminated polyethylene glycol monomethyl ether with a number-average molecular weight of 550 to the dry reaction flask, remove water with 60 mL of anhydrous toluene at 130 ° C for 2 h, and vacuum dry the remaining Toluene; the obtained solid was dissolved in 20 mL of dry N,N-dimethylformamide to obtain the first solution; 4.22 g of γ-propynyl-L-glutamate-N-carboxylic acid anhydride was dissolved in 40 mL of dry N, N-dimethylformamide, to obtain the second solution; in a nitrogen atmosphere, the first solution and the second solution were mixed, stirred and reacted at room temperature and under nitrogen protection conditions for 24h; after the reaction, pumped under reduced pressure Dry N, N-dimethylformamide, then dissolve the obtained solid in chloroform, then settle with ether, filter with suction, and dry to obtain polyethylene glycol monomethyl ether-poly(γ-propynyl- L-glutamate) block copolymer.

[0077] Carry out nuclear magnetic resonance analysis to ...

Embodiment 2

[0079] Add 2.2 g of amino-terminated polyethylene glycol with a number average molecular weight of 550 to the dry reaction bottle, and remove the water with 60 mL of anhydrous toluene at 130 ° C for 2 hours, then vacuum the remaining toluene to dry up; The obtained solid was dissolved in 20 mL of dry N,N-dimethylformamide to obtain the first solution; 6.7 g of γ-propynyl-L-glutamate-N-carboxylic acid anhydride was dissolved in 50 mL of dry N, In N-dimethylformamide, the second solution was obtained; in a nitrogen atmosphere, the first solution was mixed with the second solution, and stirred and reacted for 48h at room temperature under nitrogen protection conditions; after the reaction was completed, the N was drained under reduced pressure, N-dimethylformamide, then dissolve the resulting solid in chloroform, settle with ether, filter with suction, and dry to obtain poly(γ-propynyl-L-glutamate)-polyethylene diethyl ether Alcohol-poly(γ-propynyl-L-glutamate) block copolymer. ...

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Abstract

The invention provides poly(gamma-propynyl-L-glutamate) block copolymer. The block copolymer contains a block A shown in the formula (I) and a block B shown in the formula (II). The poly(gamma-propynyl-L-glutamate) block copolymer is AB block copolymer, wherein the number average molecular weight of the block A is 550-10000, the number average molecular weight of the block B is 800-20000, and the weight percentage of the block B to the block copolymer is 25%-75%. The invention also provides a preparation method of the poly(gamma-propynyl-L-glutamate) block copolymer and poly(gamma-propynyl-L-glutamate) block copolymer hydrogel. Compared with the prior art, the block copolymer provided by the invention contains propynyl, thus the application range of the block copolymer can be expanded.

Description

technical field [0001] The invention belongs to the technical field of poly(L-glutamic acid) derivatives, and in particular relates to a poly(γ-propynyl-L-glutamate) block copolymer, a preparation method thereof and a hydrogel. Background technique [0002] Stimulus-sensitive hydrogel is a three-dimensional network composed of hydrophilic polymers, which can sense small changes in the external environment, such as temperature, pH value, ionic strength, biomolecules, chemicals, photoelectricity and magnetic field, etc. The expansion and contraction of its own volume or the occurrence of sol-gel transitions respond to external stimuli, and it has broad application prospects in drug control release, substance separation and purification, bioactive substance embedding, and tissue engineering culture. [0003] Injectable hydrogel is a kind of stimulation-sensitive hydrogel. Before being injected into the human body, it is a polymer aqueous solution. After being injected into the ...

Claims

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Application Information

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IPC IPC(8): C08G69/40C08J3/075C08L77/12A61K47/34A61K9/00A61L27/52A61L27/18
Inventor 贺超良成一龙庄秀丽肖春生丁建勋陈学思
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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