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Novel polyester material containing controlled side chain carboxyl number, and preparation method thereof

A polyester and carboxyl technology, applied in the field of new polyester materials and their preparation, can solve the problems of material carcinogenicity, material collapse degradation, affecting cell function, etc., to improve the acid autocatalytic effect and increase the mechanical strength , Improve the effect of hydrophilicity

Inactive Publication Date: 2013-01-30
CHONGQING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the deepening of research, the pure polylactic acid material has shown the following problems: 1) polylactic acid is a body-shaped degradation material, and the lactic acid produced during the degradation process will accumulate locally to form an acidic environment, resulting in acid The self-catalytic degradation effect leads to collapse degradation inside the material. At the same time, the excessive accumulation of acidic degradation products in the local area will cause excessive local acidity and non-infectious inflammation; 2) The surface of polylactic acid material has strong hydrophobicity. Engineering scaffold materials or drug controlled release carriers will affect the function of cells; 3) polylactic acid is a linear polymer synthesized from lactic acid, which only contains one hydroxyl and one carboxyl at its chain end, so it lacks the ability to interact with cells or other organisms. active site for further reaction of active factor
Although the performance of polylactic acid modified by chemical methods has been greatly improved, its mechanical strength is still lacking.
In response to this problem, some researchers have considered introducing benzene rings into the main chain of polylactic acid, but the result is that the material is carcinogenic

Method used

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  • Novel polyester material containing controlled side chain carboxyl number, and preparation method thereof
  • Novel polyester material containing controlled side chain carboxyl number, and preparation method thereof
  • Novel polyester material containing controlled side chain carboxyl number, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] According to the setting, with a molar ratio of 10:1 (the molar ratio of D, L-lactide to anhydrous piperazine), 2.000 g (13.889 mmol, molecular weight) of D, L-lactide shown in IV Mn=144, recrystallized 3 times through ethyl acetate before use, and dried in vacuum for 72 hours) and anhydrous piperazine 0.120 g (1.389 mmol, Mn=86.1, dried in vacuum for 72 hours before use) as shown in molecular formula III) were added Put it into a 25ml round bottom flask, then add the catalyst stannous octoate at a ratio of 1 / 5000 to the molar ratio of D, L-lactide, mix thoroughly, and vacuum 3-4 times, each time for 10-20 minutes , after sealing the reaction system, vacuum melt polymerization at 140° C. for 24 hours. After the reaction, the round-bottomed flask was taken out, naturally cooled to room temperature, and dichloromethane was added to dissolve, then purified with n-hexane / absolute ethanol mixture (the volume ratio of n-hexane and absolute ethanol was 9:1), and vacuum-dried t...

Embodiment 2

[0034] According to the setting, with a molar ratio of 20:1 (the molar ratio of D, L-lactide to anhydrous piperazine), 4.000 g (27.778 mmol, Mn =144, recrystallized 3 times through ethyl acetate before use, and dried in vacuum for 72 hours) and anhydrous piperazine 0.120g (1.389mmol, Mn=86.1, dried in vacuum for 72 hours before use) and molecular formula as shown in III were added to In a 25ml round-bottomed flask, add the catalyst stannous octoate in a ratio of 1 / 5000 to the D, L-lactide molar ratio, mix thoroughly, and vacuum 3-4 times, each time 10-20 After sealing the reaction system, vacuum melt polymerization was carried out at 140° C. for 24 hours. After the reaction, the round-bottomed flask was taken out, cooled to room temperature naturally, and dichloromethane was added to dissolve it, then purified with n-hexane / absolute ethanol mixture (the volume ratio of n-hexane and absolute ethanol was 6:4), and vacuum-dried to obtain The polylactic acid macromolecule alcohol...

Embodiment 3

[0036] According to the setting, 6.000 g (41.667 mmol, Mn =144, recrystallized 3 times through ethyl acetate before use, and dried in vacuum for 72 hours) and anhydrous piperazine 0.120g (1.389mmol, Mn=86.1, dried in vacuum for 72 hours before use) and molecular formula as shown in III were added to In a 25ml round-bottomed flask, add the initiator stannous octoate at a ratio of 1 / 5000 to the molar ratio of D, L-lactide, mix thoroughly, and vacuum 3 to 4 times, each time for 10 to 20 minutes. After sealing the reaction system, vacuum melt polymerization was carried out at 140° C. for 24 hours. After the reaction, the round-bottomed flask was taken out, cooled to room temperature naturally, and dichloromethane was added to dissolve, then purified with n-hexane / absolute ethanol mixture (the volume ratio of n-hexane and absolute ethanol was 3:7), and vacuum-dried to obtain The polylactic acid macromolecule alcohol that the piperazine shown in 4.978g molecular formula as I initia...

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Abstract

The invention belongs to the technical field of high polymer materials, and particularly relates to a novel polyester material and a preparation method thereof; the method for preparing the novel polyester material containing controlled side chain carboxyl number comprises the concrete steps of: by taking ethylene diamine tetraacetic dianhydride and polylactic acid macromolecular alcohol initiated by piperazine as raw materials as well as stannous octoate and triethylamine as a catalyst; and carrying out condensation reflux reaction for 0.5-2.5 hours at the temperature of 90-120 DEG C to obtain reaction liquid, wherein the reaction liquid contains the novel polyester material containing controlled side chain carboxyl number. The novel polyester material is high polymer material which contains active groups used for further reaction and has good biocompatibility, biodegradability and mechanical property. The performances of the polyester material can be well controlled by adjusting the composition of the polyester material, so that the material can be applied to the biomedical engineering field.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to novel polyester materials and a preparation method thereof. Background technique [0002] Polyester-based degradable polymer materials such as polylactic acid, polyglycolic acid, polycaprolactone and their copolymers are widely used in various aspects of the biomedical field due to their excellent biocompatibility, such as biodegradable Surgical sutures, drug controlled release carriers, scaffold materials for cartilage tissue engineering, etc. [0003] Because its degradation product lactic acid is an intermediate metabolite participating in the tricarboxylic acid cycle in the body, the absorption and metabolism mechanism in the body is exact, and it has excellent biocompatibility and biosafety. It has become the most widely used synthetic compound so far. class of polymer materials. However, with the deepening of research, the pure polylactic acid materi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/91C08G63/685C08G63/81C08G63/90
Inventor 王远亮张茂兰阮长顺罗彦凤吴扬兰吴进川涂旭东
Owner CHONGQING UNIV