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Cationic polymer and preparation method thereof

A technology of cationic polymers and compounds, applied in the field of cationic polymers and their preparation, can solve the problems of low molecular weight and complicated preparation process of ε-polylysine, and achieve the effect of simple preparation method and high molecular weight

Active Publication Date: 2010-11-24
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In the prior art, the biological fermentation method adopted by Japan and other countries to prepare ε-polylysine has a complicated preparation process, and the molecular weight of ε-polylysine is low, so ε-polylysine is synthesized by other methods analogues of

Method used

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  • Cationic polymer and preparation method thereof
  • Cationic polymer and preparation method thereof
  • Cationic polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0079] Example 1 Synthesis of aspartic acid dipropargylamide protected by benzyloxycarbonyl (Z-)

[0080] Disperse 2.66g of Z-protected aspartic acid (Z-Asp) into 60mL of dry tetrahydrofuran, add 8mL of dry triethylamine, stir and dissolve, add 2.8mL of propargylamine and 10.6g of Carter condensing agent (BOP reagent), The mixture was reacted at room temperature under nitrogen protection for 24 hours. After the reaction was completed, THF was concentrated, and the reaction mixture was dissolved in N, N-dimethylformamide (DMF), and dissolved in 1M KHSO 4 Settled in the aqueous solution, and the crude product was filtered with NaHCO 3 Washing with aqueous solution and water, settling and washing steps were repeated more than two times to completely remove impurities, and the product was vacuum-dried at 50° C. for 24 hours and then stored for later use. The yield was about 91%.

Embodiment 2

[0081] Example 2 Synthesis of aspartic acid diazide propionamide protected by benzyloxycarbonyl (Z-)

[0082]Disperse 1.33g of Z-protected aspartic acid (Z-Asp) into 30mL of dry tetrahydrofuran, add 4mL of dry triethylamine, stir to dissolve, add 1.5g of azidopropylamine and 5.3g of BOP reagent, and the mixture is React at room temperature for 24 hours under protection. After the reaction was completed, THF was concentrated, and the reaction mixture was dissolved in N, N-dimethylformamide (DMF), and dissolved in 1M KHSO 4 Settled in the aqueous solution, and the crude product was filtered with NaHCO 3 Washing with aqueous solution and water, settling and washing steps were repeated more than two times to completely remove impurities, and the product was vacuum-dried at 50° C. for 24 hours and then stored for later use. The yield was about 89%.

Embodiment 3

[0083] Embodiment 3 The synthesis of the exposed aspartic acid diazide propionamide of amino group

[0084] Disperse 1.17g of Boc-protected aspartic acid (Boc-Asp) into 30mL of dry dichloromethane, add 4mL of dry triethylamine, stir to dissolve, add 1.5g of azidopropylamine and 5.3g of BOP reagent, the mixture React at room temperature for 24 hours under the protection of nitrogen. After the reaction was completed, the solvent was drained, and the crude product was dissolved in 100 mL of ethyl acetate and washed with 1M KHSO 4 Aqueous solution, NaHCO 3 The aqueous solution, saline and water were extracted separately, and the organic phase was dried with magnesium sulfate and then spin-dried to obtain Boc-protected aspartic acid diazide propionamide with a yield of about 85%.

[0085] Dissolve 1.44 g of Boc-protected aspartic acid diazide propionamide in 30 mL of trifluoroacetic acid / chloroform (the volume ratio of trifluoroacetic acid and chloroform is 1:1), stir and react a...

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Abstract

The embodiment of the invention discloses a cationic polymer, the main chain of the cationic polymer contains an amido bond or ester bond and triazole ring, and the lateral chain thereof contains alpha-amino group. The invention also provides a preparation method of the cationic polymer, comprising the following steps: performing click polymerization on aspartic acid or diyne monomer of glutamic acid under the protection of amino group and aspartic acid or bisazide monomer of glutamic acid under the protection of amino group under the existence condition of a catalyst to obtain the cationic polymer under the protection of amino group; and performing deamidation protection on the cationic polymer under the protection of amino group to obtain the cationic polymer. Compared with the biological fermentation method in the prior art, the preparation method provided by the invention is simple and efficient, and the prepared cationic polymer has higher molecular weight.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, more specifically, to a cationic polymer and a preparation method thereof. Background technique [0002] ε-polylysine is a polyamino acid formed by linking ε-amino and carboxyl groups in L-lysine through amide bonds. It is a natural and non-toxic polyamino acid, which is widely used in food preservation, chemical industry, Biomedicine, gene transfection and endotoxin removal and other fields. [0003] ε-polylysine was first isolated from the fermentation broth of Streptomycesalbulus by Shima and Shakai in Japan. It is currently prepared by biological fermentation. It is produced by many foreign companies such as Japan Susu Corporation, but it is not suitable for mainland China. Embargoed, only the mixture of ε-polylysine and dextrin is provided to China, and the domestic bio-fermentation production technology is not yet mature. In the prior art, the biological fermentation method ado...

Claims

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Application Information

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IPC IPC(8): C08G73/06
Inventor 黄宇彬郭金山景遐斌陈学思
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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