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Preparation method of base pair-containing multiple responsive polymer

A polymer and responsive technology, which is applied to non-active ingredients in medical preparations, pharmaceutical formulations, etc., can solve the problem of relatively few studies on the responsiveness of base salts, and achieve the effect of simple and easy synthesis methods and a wide range of sources.

Inactive Publication Date: 2014-04-02
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the study of salt responsiveness, there are more studies on ionic polymers or electrolytes, but less research on the salt responsiveness between base pairs

Method used

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  • Preparation method of base pair-containing multiple responsive polymer
  • Preparation method of base pair-containing multiple responsive polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Dissolve 3.16g of 2-bromoisobutyric acid in 50ml of dichloromethane, and drop into 250ml of dichloromethane dissolved in 5.0g of 2-hydroxyethyl sulfide and 4.7g of hexylcarbodiimide In methane, the system was reacted at room temperature for 12 hours, filtered, rotary evaporated, and dried to obtain product A. Then 0.54g of product A, 6.1636g of caprolactone, and 108 μl of catalyst were dissolved in 2ml of toluene, and the system was reacted at 115°C for 24 hours under the protection of nitrogen. Precipitation gave product B after drying. Dissolve 2 g of product B in 6 ml of dry N,N-dimethylformamide, add 4.649 g of methyl-2-acrylate-2-(2-methoxyethoxy)ethyl ester and 1.021 g of Oligoethylene glycol methyl ether methacrylate, 78.5mg of cuprous bromide, 0.2 mL of hexamethyltriethylenetetramine, the system was reacted at 60°C for 9 hours under the protection of nitrogen, and the reaction was completed. Catalyst, dialyzed, and freeze-dried to obtain product C. 2.327g of ...

Embodiment 2

[0031]Dissolve 2.16g of 2-bromoisobutyric acid in 40ml of dichloromethane, dropwise into 100ml of dichloromethane dissolved in 3.0g of 2-hydroxyethyl sulfide and 3.0g of hexylcarbodiimide In methane, the system was reacted at room temperature for 16 hours, filtered, rotary evaporated, and dried to obtain product A. Then 0.36g of product A, 4.1090g of caprolactone, and 75μl of catalyst were dissolved in 1ml of toluene, and the system was reacted at 130°C for 36 hours under the protection of nitrogen. Precipitation gave product B after drying. Dissolve 1.8 g of product B in 4 ml of dry N,N-dimethylformamide, add 3.630 g of methyl-2-acrylate-2-(2-methoxyethoxy) ethyl ester and 0.798 g oligoethylene glycol methyl ether methacrylate, 78.5mg of cuprous bromide, 0.2 mL of hexamethyltriethylenetetramine, the system was reacted at 80°C for 12 hours under the protection of nitrogen, and the reaction was completed The catalyst was removed, dialyzed, and freeze-dried to obtain product C...

Embodiment 3

[0035] Dissolve 2.56g of 2-bromoisobutyric acid in 30ml of dichloromethane, dropwise into 100ml of dichloromethane dissolved in 3.5g of 2-hydroxyethyl sulfide and 2.7g of hexylcarbodiimide In methane, the system was reacted at 30°C for 12 hours, filtered, rotary evaporated, and dried to obtain product A. Then 0.50 g of product A, 5.27 g of caprolactone, and 90 μl of catalyst were dissolved in 2 ml of toluene, and the system was reacted at 115° C. for 24 hours under the protection of nitrogen. After the reaction was completed, it was diluted with tetrahydrofuran and precipitated with ether. Product B was obtained after drying. Dissolve 2 g of product B in 6 ml of dry N,N-dimethylformamide, add 2.420 g of methyl-2-acrylate-2-(2-methoxyethoxy)ethyl ester and 0.552 g of Oligoethylene glycol methyl ether methacrylate, 78.5mg of cuprous bromide, 0.3 mL of hexamethyltriethylenetetramine, the system was reacted at 60°C for 9 hours under the protection of nitrogen, and the reaction wa...

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Abstract

The invention relates to a preparation method of a base pair-containing multiple responsive polymer. According to the preparation method, a two-block polymer is prepared from polycaprolactone and a temperature sensitive responsive polymer by an active polymerization method, a basic group is connected to one end of the two-block polymer, another basic group is connected to one end of polyethylene glycol, the two basic groups form a complementary base pair, a hydrogen bond of the complementary base pair has salt and pH response functions, and the two-block polymer contains a disulfide bond and the temperature sensitive polymer and thus the base pair-containing multiple responsive polymer has multiple responsiveness to salts, a pH, a temperature and redox. Polycaprolactone and polyethylene glycol used by the preparation method have good biocompatibility, the polymer formed by base complementary can form micelle in an aqueous solution by self-assembling, and through a change of the environment, micelle morphology is changed. Through the base pair-containing multiple responsive polymer, use of a drug release method can be realized. The preparation method has simple processes and can be controlled easily.

Description

technical field [0001] The invention belongs to the field of polymer materials, and in particular relates to a preparation method of a multi-response polymer containing base pairs. Background technique [0002] Salt-responsive polymers are intelligent polymer materials that respond to external stimuli such as changes in salt concentration by changing their shape, color, and physical and chemical properties. In the study of salt responsiveness, there are more studies on ionic polymers or electrolytes, but less research on the salt responsiveness between base pairs. Such polymers have extensive research in seawater desalination, personal health care, etc., and amphiphilic polymers connected with base pairs can self-assemble to form micelles or vesicles, which can be applied to the field of biological drug delivery. [0003] The salt response principle of base pairs is mainly that bases complement each other to form hydrogen bonds. Hydrogen bonds are unstable chemical bonds. W...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08F220/28C08F8/30C08F8/00C08G63/08C08G63/91C08J3/00C08L53/00C08L29/04A61K47/30
Inventor 袁伟忠王金菊
Owner TONGJI UNIV
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