Sulfonate-anion-functionalized biodegradable polyester and preparation method thereof

A technology for biodegrading polyester and sulfonate anions, applied in the production of bulk chemicals, etc., can solve the problems of low reactivity of sulfonated monomers, high price, difficulty in preparing high molecular weight polyester, etc.

Inactive Publication Date: 2014-07-23
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the reactivity of sulfonated monomers is low, and it is difficult to prepare polyesters with high molecular weight and high ion content; in addition, there are fewer types of commercially available sulfonated monomers and higher prices, which limit their applications.

Method used

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  • Sulfonate-anion-functionalized biodegradable polyester and preparation method thereof
  • Sulfonate-anion-functionalized biodegradable polyester and preparation method thereof
  • Sulfonate-anion-functionalized biodegradable polyester and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Embodiment 1, prepare the polybutylene fumarate of sulfonate anion functionalization

[0048] 1) prepare polybutylene fumarate homopolymer

[0049] At normal temperature and pressure, add fumaric acid and 1,4-butanediol with a molar ratio of 1:1.25 into a four-necked flask replaced with high-purity nitrogen; control the temperature of the system at 150°C, and stir the reaction with nitrogen gas until the water output reaches 95% of the theoretical water output; then add the catalyst tetraisopropyl titanate 0.0005g / 1g polybutylene fumarate homopolymer under the protection of nitrogen atmosphere, and stir rapidly to make it disperse evenly; The pressure of the system was slowly reduced to 50Pa, and the polycondensation reaction was carried out at 200°C for 5 hours to obtain a polybutylene fumarate homopolymer with a number average molecular weight of 30,000g / mol and a molecular weight distribution of 2.32. and attribution as figure 1 shown;

[0050] 2) Preparation of p...

Embodiment 2

[0052] Embodiment 2, preparation of sulfonate anion functionalized biodegradable polyester

[0053] 1) prepare polyethylene glycol maleate homopolymer

[0054] Under normal temperature and normal pressure, add maleic acid and ethylene glycol with a molar ratio of 1:2.5 into a four-necked flask replaced by high-purity nitrogen; control the temperature of the system at 160°C, and stir the reaction with nitrogen until the water output reaches 95% of the theoretical water output; then add the catalyst tetrabutyl titanate 0.0005g / 1g polyethylene maleate homopolymer under the protection of nitrogen atmosphere, stir rapidly to disperse it evenly; then slowly reduce the system pressure to 5Pa, polycondensation reaction at 220°C for 3 hours to obtain a homopolymer of polyethylene glycol maleate with a number average molecular weight of 88,600g / mol and a molecular weight distribution of 2.51;

[0055] 2) Preparation of sulfonate anion functionalized polyethylene glycol maleate

[0056...

Embodiment 3

[0057] Example 3, preparation of sulfonate anion functionalized biodegradable polyester

[0058] 1) prepare polydecanediol maleate homopolymer

[0059] Add maleic anhydride and 1,10-decanediol with a molar ratio of 1:2 to a four-necked flask replaced with high-purity nitrogen at normal temperature and pressure; control the temperature of the system at 200°C, and stir the reaction to The water output reaches 95% of the theoretical water output; then add the catalyst tetrabutyl titanate 0.0005g / 1g polydecanediol maleate homopolymer under the protection of nitrogen atmosphere, and stir rapidly to make it disperse evenly; after that, the system pressure Slowly lowered to 100Pa, polycondensation reaction at 230°C for 4 hours to obtain a polydecanediol maleate homopolymer with a number average molecular weight of 500,000g / mol and a molecular weight distribution of 2.11;

[0060] 2) Preparation of sulfonate anion functionalized polydecanediol maleate

[0061] Take 5g of the polydec...

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Abstract

The invention relates to a biodegradable polyester, particularly a sulfonate-anion-functionalized biodegradable polyester and a preparation method thereof. The preparation method comprises the following steps: carrying out addition reaction on a double-bond-containing biodegradable polyester or copolyester thereof and a sodium bisulfite water solution in an organic solvent at 0-200 DEG C; and purifying the product of the addition reaction by dissolution-precipitation or supercritical carbon dioxide extraction, and carrying out vacuum drying to obtain the sulfonate-anion-functionalized biodegradable polyester discloses as the following general formula. The preparation technique of the sulfonate-anion-functionalized biodegradable polyester is convenient and easy to operate, and has the advantage of mild reaction conditions and high efficiency; the unsaturated C=C double bond can be sulfonated by the sodium bisulfite; and the ion content of the obtained product is controllable.

Description

technical field [0001] The invention relates to a biodegradable polyester, in particular to a sulfonate anion functionalized biodegradable polyester and a preparation method thereof. Background technique [0002] Biodegradable polyesters, such as polylactic acid (PLA), polyε-caprolactone (PCL), polyhydroxybutyrate (PHB), polybutylene succinate (PBS) and their copolymers, have good biodegradability Performance, biocompatibility and biosafety, can be used as surgical sutures, drug controlled release carriers and tissue engineering scaffolds, and are an important class of biomedical materials. However, such materials have strong crystallinity, highly hydrophobic molecular chains, and lack of modifiable functional groups and biological activities, which limit their wide application in the field of biomedicine. Therefore, the functional modification of biodegradable polyester has important practical significance and potential application value. [0003] At present, the research...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/91C08G63/52C08G63/78C08G81/00
CPCY02P20/54
Inventor 吴绍华郑柳春李春成肖耀南管国虎张栋朱文祥
Owner INST OF CHEM CHINESE ACAD OF SCI
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