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Process for synthesizing polyurethane elastomer containing poly-beta-hydroxybutyrate block

A technology of polyurethane elastomer and hydroxybutyrate, applied in the field of biodegradable polyurethane elastomer, can solve the problems of inability to be absorbed by the human body, easy to cause inflammation, unusable, etc.

Inactive Publication Date: 2003-02-19
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of these polyurethane degradation products are harmful to the human body or cannot be absorbed by the human body, so they cannot be used in the medical field.
In addition, fully biodegradable polymers such as polylactic acid, polylactone, polyethylene carbonate, etc. can be used as polyol components of polyurethane to react with diisocyanate to synthesize biodegradable polyurethane. Polyurethanes are especially suitable for use in the medical field, but their degradation products are mostly acidic substances, which can easily cause inflammation

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] 1. 20 grams of PHB obtained by biological fermentation were dissolved in a mixed solution of 250 milliliters of chloroform and 250 milliliters of methanol, heated to reflux for 24 hours, and the catalyst was toluenesulfonic acid (10 g).

[0025] 2. Wash the yellow oil-filled liquid obtained above with semi-saturated sodium chloride, saturated sodium bicarbonate, and saturated sodium chloride in sequence, and extract the obtained water phase with chloroform / dichloroethane, and mix the extract with the previous oil phase . The resulting oil was fractionated off chloroform / dichloroethane leaving 3HB.

[0026] 3. Add 130g of 3HB, 0.5g of catalyst (zinc acetate anhydrous), and 4.506g of butanediol to react at 130°C for 3 hours, then raise the temperature to 140°C, and gradually reduce the pressure to 0.5mmHg, and react for 5 hours. A PHB diol oligomer is obtained.

[0027] 4. Add 18.1 grams of PHB diol oligomer (molecular weight: 1810) into a 250ml three-necked bottle, hea...

Embodiment 2

[0030] 1. Dissolve 20 grams of PHB produced by biological fermentation in a mixed solution of 250 milliliters of chloroform and 250 milliliters of ethanol, and heat to reflux for 24 hours. The catalyst is p-toluenesulfonic acid (10 g).

[0031] 2 Wash the yellow oily liquid obtained above with semi-saturated sodium chloride, saturated sodium bicarbonate, and saturated sodium chloride in sequence, and extract the obtained aqueous phase with chloroform / dichloroethane, and mix the extract with the previous oil phase. The resulting oil was fractionated off chloroform / dichloroethane leaving 3HB.

[0032] 3 Add 130g of 3HB, 0.5g of catalyst (dibutyltin oxide) and 4.506g of butanediol to the reaction flask, react at 130°C for 3 hours, then raise the temperature to 140°C, and gradually reduce the pressure to 0.5mmHg, and react for 5 hours. A PHB diol oligomer is obtained.

[0033] 4 Add 18.3 grams of PHB diol prepolymer (molecular weight: 1830) into a 250ml three-necked bottle, heat ...

Embodiment 3

[0036] 1. Dissolve 20 grams of PHB produced by biological fermentation in a mixed solution of 250 milliliters of chloroform and 250 milliliters of methanol, and heat to reflux for 24 hours. The catalyst is p-toluenesulfonic acid (10 g).

[0037] 2 Wash the yellow oily liquid obtained above with semi-saturated sodium chloride, saturated sodium bicarbonate, and saturated sodium chloride in sequence, and extract the obtained aqueous phase with chloroform / dichloroethane, and mix the extract with the previous oil phase. The resulting oil was fractionated off chloroform / dichloroethane leaving 3HB.

[0038] 3 Add 130g of 3HB, 0.5g of catalyst (dibutyltin oxide) and 5.906g of hexanediol to the reaction flask, react at 130°C for 3 hours, then raise the temperature to 140°C, and gradually reduce the pressure to 0.5mmHg, and react for 5 hours. A PHB diol oligomer is obtained.

[0039] 4 Add 18.3 grams of PHB diol prepolymer (molecular weight: 1830) into a 250ml three-necked bottle, heat...

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PUM

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Abstract

A process for synthesizing polyurethane elastomer containing poly-beta-hydroxybutyrate (PHB) block includes acid-catalytic alcoholyzing PHB to obtain beta-hydroxy butyrate, ester exchange reaction to obtain PHB diol, and reaction on 2,6-ethyl diisocyanate caproate. Its advantages are better biologic compatibility and degradability, and no toxic by-effect of its degradated resultant.

Description

technical field [0001] The invention belongs to the field of biomaterials, and relates to using poly-β-hydroxybutyrate (PHB) as a raw material to prepare β-hydroxybutyrate (3HB) through alcoholysis, and then to obtain PHB diol through transesterification. Finally, it reacts with 2,6-diisocyanate ethyl hexanoate (HDI) to prepare a biodegradable polyurethane elastomer. Background technique [0002] Polyurethane elastomers can be used in cardiovascular tissue engineering because of their good mechanical properties, excellent biocompatibility and anticoagulant properties. The main problem of polyurethane materials as bioabsorbable materials is that amines, the degradation products of isocyanate, are biologically toxic. The degradation intermediates of HDI and PHB are small molecules that are non-toxic to the human body or products of human metabolism. Selecting the products of human metabolism as monomers for the synthesis of non-toxic bioabsorbable materials has become the gu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/28
Inventor 胡平韩涛
Owner TSINGHUA UNIV
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