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Biodegradable fluorescent poly-anhydride and method for preparing same

A biodegradable polyanhydride technology, applied in the field of biodegradable fluorescent polyanhydride and its preparation, can solve the problems of insufficient degradation speed adjustment range and low mechanical properties, and achieve the effects of excellent mechanical properties, low price and excellent luminous performance

Inactive Publication Date: 2005-03-16
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above-mentioned polyanhydride materials have disadvantages such as low mechanical properties and insufficient adjustment range of degradation rate.

Method used

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  • Biodegradable fluorescent poly-anhydride and method for preparing same
  • Biodegradable fluorescent poly-anhydride and method for preparing same
  • Biodegradable fluorescent poly-anhydride and method for preparing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] p-Hydroxybenzoic acid (0.08mol) was dissolved in 70ml THF, pyridine (0.096mol) was added, succinyl chloride (0.088mol) was dissolved in 12ml THF, and slowly added dropwise to the p-hydroxybenzoic acid solution with a constant pressure funnel. After the mixed solution continued to react for 2 hours, the reaction mixture was poured into 500 ml of ice water, the pH value of the solution was adjusted to about 2 with hydrochloric acid, the resulting precipitate was filtered out, and vacuum-dried to obtain the product p-carboxyphenylsuccinic acid diester (bis- CPS). 10g bis-CPS was refluxed in 100ml acetic anhydride for 2h, acetic anhydride was distilled off under reduced pressure in a constant temperature water bath at 50°C, the residue was extracted with dry anhydrous ether, magnetically stirred overnight, the ether was decanted, and the solid product was placed in a P 2 O 5 The prepolymer was obtained by vacuum drying in a vacuum desiccator. Accurately weigh a certain am...

Embodiment 2

[0019] Salicylic acid (0.08mol) was dissolved in 70ml THF, pyridine (0.096mol) was added, succinyl chloride (0.088mol) was dissolved in 12ml THF, and slowly added dropwise to the salicylic acid solution with a constant pressure funnel. After continuing the reaction for 2 hours, the reaction mixture was poured into 500 ml of ice water, and the pH value of the solution was adjusted to about 2 with hydrochloric acid, and then the resulting precipitate was filtered out and dried in vacuo to obtain the product (yield 90%), the prepolymer and The polymer synthesis was similar to Example 1.

Embodiment 3

[0021] Syringic acid (0.08 mol) was dissolved in 70 ml of THF, pyridine (0.096 mol) was added, succinyl chloride (0.088 mol) was dissolved in 12 ml of THF, and slowly added dropwise to the syringic acid solution with a constant pressure funnel. After continuing the reaction for 2 hours, the reaction mixture was poured into 500 ml of ice water, and the pH value of the solution was adjusted to about 2 with hydrochloric acid, and then the resulting precipitate was filtered out and dried in vacuo to obtain the product (yield 84%), the prepolymer and The polymer synthesis was similar to Example 1.

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Abstract

The invention discloses a biodegradable fluorescent poly-anhydride and method for preparing same, wherein the chemical constitution formula for poly-anhydride is [OC(O)ArXC(O)CHR'CHR'(O)CXArC(O)]#-[n], Ar is substituted or unsubstituted aromatic ring, X is NH, O or S, and the method for synthesizing consists of subjecting substituted or unsubstituted hydroxy benzoic acid, or substituted or unsubstituted amino benzoic acid, or substituted or unsubstituted mercapto benzoic acid to reaction with succinyl chloride or its derivative to obtain the corresponding diacid monomer, prepolymerizing the diacid monomer to obtain prepolymer, and further melting to obtain the fluorescent poly-anhydride.

Description

technical field [0001] The invention relates to a biodegradable fluorescent polyacid anhydride and a preparation method thereof. Background technique [0002] In the past two decades, biodegradable polymers have received extensive attention in the field of biomedical engineering, and some polymers have been used in clinical applications, such as poly(lactide-co-glycolide) (PLGA), which has been approved by American Foodstuffs. With FDA approval for use as absorbable sutures and drug controlled release carriers, poly(bis-p-(carboxyphenoxypropyl)-co-sebacic anhydride) (P(CPP-SA)) is also Its excellent biodegradation and biocompatibility have been approved by the FDA and used as a carrier of carbazide for the treatment of glioma. Compared with poly(lactide-co-glycolide), polyanhydrides have the characteristics of wide adjustment range of degradation rate and surface degradation. At the same time, by designing the structure of the polyanhydride, it is also possible to obtain c...

Claims

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Application Information

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IPC IPC(8): C08G63/00
Inventor 蒋宏亮陈钿朱康杰
Owner ZHEJIANG UNIV
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