Polymer microgel and preparation method thereof

A polymer and microgel technology, applied in the field of polymer synthesis, can solve problems such as poor biocompatibility and non-biodegradability

Active Publication Date: 2010-08-11
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 materials used in the above two preparation systems have poor biocompatibility and are not biodegradable, which limits their application in the field of drug delivery and controlled release

Method used

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  • Polymer microgel and preparation method thereof
  • Polymer microgel and preparation method thereof
  • Polymer microgel and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0061] The present invention also provides a preparation method of polymer microgel, comprising: a) preparing polyethylene glycol monomethyl ether-poly(L-glutamic acid) block copolymer or polyethylene glycol-poly(L -glutamic acid) block copolymer;

[0062] b) Introducing 3-phenyl-2-propenyl or 2-methacryloyloxyethyl into the block copolymer segment prepared in step a) to obtain polyethylene glycol monomethyl ether-b-poly(L -glutamic acid)-co-poly(γ-3-phenyl-2-propenyl-L-glutamate), polyethylene glycol monomethyl ether-b-poly(L-glutamic acid)-co -poly(γ-2-methacryloyloxyethyl-L-glutamate), poly(L-glutamic acid)-co-poly(γ-3-phenyl-2-propenyl-L- glutamate)-b-polyethylene glycol-b-poly(L-glutamate)-co-poly(γ-3-phenyl-2-propenyl-L-glutamate) or poly( γ-2-methacryloyloxyethyl-L-glutamate)-b-polyethylene glycol-b-poly(L-glutamate)-co-poly(γ-2-methacryloyl Oxyethyl-L-glutamate);

[0063] c) dissolving the block copolymer prepared in step b), and then undergoing a crosslinking reac...

Embodiment 1

[0098] Embodiment 1: the preparation (coupling method) of the phenylalanine polyethylene glycol monomethyl ether ester of different number-average molecular weights

[0099]Take by weighing 10g number average molecular weight respectively and be 1000 (0.01mol), 2000 (0.005mol), 5000 (0.002mol), 10000 (0.001mol), the polyethylene glycol monomethyl ether of 20000 (0.0005mol), put into 5 respectively In a dry reaction flask with branched mouth, after adding 100mL of toluene to azeotropically remove water, add 26.53g (0.1mol), 13.265g (0.05mol), 5.306g (0.02mol), 2.653 (0.01mol), 1.3265 g (0.005mol) of phenylalanine with tert-butoxycarbonyl-protected amino groups were dissolved in 365.3mL, 232.65mL, 153.06mL, 126.53mL, and 113.265mL of anhydrous chloroform, cooled to 0°C, and 10.317 g, 5.158g, 2.063g, 1.032g, 0.516g N,N'-cyclohexylcarbodiimide and 1.222g, 0.611g, 0.244g, 0.122g, 0.061g 1,4-dimethylaminopyridine. After all the solids were dissolved, a clear solution was obtained, ...

Embodiment 2

[0104] Embodiment 2: the preparation (coupling method) of the phenylalanine polyethylene glycol ester of different number-average molecular weights

[0105] Prepare phenylalanine polyethylene glycol ester according to the method of embodiment 1, different from embodiment 1, respectively get 5g number-average molecular weight polyethylene glycol identical with embodiment 1, take by weighing 1g number-average molecular weight respectively and be 1494( 6.69×10 -4 mol), 2494 (4.01×10 -4 mol), 5494 (1.82×10 -4 mol), 10494 (9.53×10 -5 mol), 20494 (4.88×10 -5 mol) tert-butoxycarbonyl-protected amino-phenylalanine polyethylene glycol ester, other steps and data are the same. The productive rate of each step obtained product is shown in Table 2.

[0106] The number-average molecular weight and reaction yield of each step gained product of table two

[0107] experiment number

[0108] In the above table, Mn 1 Be the number-average molecular weight of the phenylalanine p...

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Abstract

The invention provides a polymer microgel and preparation method thereof. The polymer microgel comprises segmented copolymer containing poly (L-glutamic acid) repeat unit; the preparation method of the microgel includes that: aminated poly (ethylene glycol methyl ether) or aminated polyethylene glycol is taken as initiator, ring-opening reaction of gamma-phenmethyl-L-glutamate-N-inner carboxylic acid anhydride is carried out and phenmethyl protection is removed, thus synthsizing poly (ethylene glycol methyl ether)-b-poly (L-glutamic acid) or poly (L-glutamic acid)-b-polyethylene glycol-b-poly (L-glutamic acid), then condensation reaction is carried out to prepara 3-phenyl-2-propenyl or 2-methacryloxyethyltrimethyl functionalized poly (ethylene glycol methyl ether)-poly (L-glutamic acid) segmented copolymer or polyethylene-poly (L-glutamic acid) segmented copolymer, and finally UV-irradiation crosslinking is utilized to prepare polymer into gel. The polymer microgel has pH and ionic strength sensibility.

Description

technical field [0001] The invention relates to the application field of polymer synthesis, in particular to a polymer microgel and a preparation method thereof. Background technique [0002] Polymer microgels refer to internally crosslinked polymer nanoparticles with high water content in aqueous environments. Multi-responsive polymer microgels have potential applications in the fields of drug delivery and controlled release. As a carrier material for drug delivery and controlled release, polymer microgel must have good biocompatibility, biodegradability, and easy synthesis, and the drug delivery and controlled release carrier prepared using the microgel can be fast, Efficient loading of drug molecules. Poly(L-glutamic acid) is a kind of polyamino acid with good biocompatibility and easy synthesis with carboxyl in the side chain. Its carboxyl has good reactivity and is convenient for functional modification; With pH and ionic strength sensitivity, it can be used as a mat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/48C08G69/48C08G69/40C08J3/28C08J3/24C08J3/075A61K47/34
Inventor 庄秀丽丁建勋赵丽肖春生汤朝晖陈学思
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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