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Method for preparing biodegradable polyurethane material with pH responsiveness

A polyurethane material and biodegradation technology, which is applied in the field of pH-responsive polymer material preparation, can solve the problems such as unreported polyurethane preparation research, and achieve the effects of diversification of structure and function, mature process, and improvement of utilization efficiency

Inactive Publication Date: 2011-04-27
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Polyurethane is relatively easy to prepare by the polymerization of diisocyanate and polyol, and has been widely studied as a biomaterial due to its good biocompatibility and mechanical properties (JPolym Sci A: Polym Chem, 2004, 42, 271; Acta Biomaterialia 2008, 4, 1263-1274; Polym Biomater1994, 233-244; Colloid Polym Sci 1989, 267, 757-785; Biomaterials 2000, 21, 161-171), and the preparation of pH-responsive polyurethane has not been reported

Method used

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  • Method for preparing biodegradable polyurethane material with pH responsiveness
  • Method for preparing biodegradable polyurethane material with pH responsiveness
  • Method for preparing biodegradable polyurethane material with pH responsiveness

Examples

Experimental program
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Effect test

Embodiment 1

[0039]Take 3g of p-hydroxyethylpiperazine (HEP) and 80ml of toluene in a 150ml three-necked flask, and add 10ml of dichloromethane (solvent), after the PEG is dissolved, azeotropically distill 28ml of the mixed solution of hydrated toluene under nitrogen protection To remove the water in the reaction system, add 4.8gL-lysine butyl diisocyanate (LDI-B) and 0.04g dibutyltin dilaurate as a catalyst, under the protection of nitrogen, heat up to the boiling point of the solvent, reflux for 8 hours, and cool to 60°C, add 0.1g of methanol to block, react for 1 hour, after cooling, precipitate with ether, precipitate a light yellow solid, dissolve with dichloromethane, precipitate with ether, repeat 3 times, dry to obtain 6.2g of product, yield 80% .

[0040] Take 5 mg of the product, dissolve it in 5 ml of DMF, dialyze for 48 hours, and prepare a 1 mg / ml solution. Measure the light transmittance and particle size at different pH values. It has pH responsiveness at pH 4.5-6.5. As the...

Embodiment 2

[0042] Take 3g of triethanolamine (TEA) and 80ml of toluene and place them in a 150ml three-neck flask. After the TEA is dissolved, 18ml of the mixed solution of toluene hydrate is azeotropically distilled under the protection of nitrogen to remove the water in the reaction system, and 0.64g of lysine methyl ester is added. Diisocyanate (LDI-M) and 0.02g dibutyltin laurate as a catalyst, under the protection of nitrogen, heat up to the boiling point of the solvent, reflux for 8 hours, cool down to 60°C, add 0.1g methanol to block, react for 1 hour, after cooling, use Diethyl ether precipitated, and a yellow solid was precipitated, dissolved in chloroform, diethyl ether precipitated, repeated 4 times, and dried to obtain 3.3 g of the product, with a yield of 90.6%.

[0043] Take 5 mg of the polymer, dissolve it in 10 ml of DMF, dialyze for 48 hours, and prepare a 0.5 mg / ml solution. Measure its light transmittance and particle size at different pH values, and find that its pH r...

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Abstract

The invention discloses a method for preparing a biodegradable polyurethane material with pH responsiveness. Diisocyanate compounds and amino derivatives of polyhydroxyl compounds or amino derivatives of polyhydroxyl polymers serve as raw materials, and a conventional in-situ reaction method in solution polymerization is adopted to prepare the material in the presence of a catalyst. The invention has the advantages that: the preparation method is simple, is easy to operate and is suitable for industrial production, the raw materials are readily available, and the product efficiency is high; the prepared multi-block polyurethane material has a special characteristic of pH sensitivity, can be assembled into the needed structure and shape, has an alternating block structure and a plurality of reactivity points, is easily subjected to macromolecular modification, and is introduced with functional groups to realize structural and functional diversity. For instance, the material is combined with targeting molecules in the field of medicines to serve as a targeted release carrier material and the like; meanwhile, the material has biodegradability, meets the environmentally-friendly requirement of society, and can be widely applied to the fields of materials science, biology, medical science and the like.

Description

technical field [0001] The invention belongs to the preparation technology of pH-responsive polymer materials, in particular to a preparation method of a pH-responsive biodegradable multi-block polyurethane material. Background technique [0002] The so-called pH-responsive polymer material refers to that due to the change of pH value, the molecular energy of the material can interact with the H in the solution. + Binding and dissociation, in which changes in its microscopic molecular structure lead to changes in its volume or morphology, which are based on stimulus responsiveness at the molecular level and at the macromolecular level. Due to this special property, it has attracted the attention of scholars at home and abroad, and a series of new materials with pH responsiveness have been prepared. [0003] The currently reported pH-responsive polymer materials include the following categories: [0004] 1. pH-responsive polymer gel: such as the pH-responsive polymer gel fi...

Claims

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Application Information

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IPC IPC(8): C08G18/78C08G18/48C08G18/32C08G18/24A61K47/34
Inventor 高辉孙现科马建标
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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