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A kind of phenolic acid grafted chitosan oligosaccharide, preparation method, and application of modified water-based polyurethane

A technology of water-based polyurethane and chitosan oligosaccharides, which is applied in the field of phenolic acid grafted chitosan oligosaccharides and its modified water-based polyurethanes, and its preparation method, which can solve the problems of poor solubility and achieve the effect of improving biodegradability and good application prospects

Active Publication Date: 2021-03-26
SHAANXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, it is limited to some extent by the poor solubility of

Method used

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  • A kind of phenolic acid grafted chitosan oligosaccharide, preparation method, and application of modified water-based polyurethane
  • A kind of phenolic acid grafted chitosan oligosaccharide, preparation method, and application of modified water-based polyurethane
  • A kind of phenolic acid grafted chitosan oligosaccharide, preparation method, and application of modified water-based polyurethane

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Step 1: Preparation of gallic acid grafted chitosan oligosaccharide (GA-OCS)

[0024] Dissolve 1g of chitosan oligosaccharide in citric acid buffer solution (100mL, pH 6.5), add 1.7g of gallic acid while shaking at 30°C, slowly add laccase (153U) after the dissolution is complete, and bubbling reaction with oxygen After 24 hours of reaction, the water-insoluble substances were filtered off, and the filtrate was concentrated at 50°C by a rotary evaporator, then dialyzed in deionized water for 24 hours, and phenolic acid-chitooligosaccharide grafted products were obtained after freeze-drying;

[0025] Step 2: Add polytetrahydrofuran ether diol (20g) and isophorone diisocyanate (8.89g) after vacuum dehydration in a dry three-necked flask, stir well, add 2 drops of catalyst dibutyltin dilaurate, in React at 70°C for 1.5h; adjust the temperature to 80°C, add 1.45g of dimethylolpropionic acid, and continue to react for 2.5h to obtain a waterborne polyurethane prepolymer;

[...

Embodiment 2

[0028] Step 1: Preparation of protocatechuic acid grafted chitosan oligosaccharide (PA-OCS)

[0029] Dissolve 1g of chitosan oligosaccharide in citric acid buffer solution (100mL, pH 6.5), add 1.38g of protocatechuic acid during constant shaking at 30°C, slowly add laccase (153U) after the dissolution is complete, and ventilate with oxygen Bubble reaction for 24 hours, after the reaction, filter out water-insoluble substances, use a rotary evaporator to concentrate the filtrate at 50 ° C, place it in deionized water for dialysis for 24 hours, and obtain the phenolic acid-chitooligosaccharide grafted product after freeze-drying;

[0030] Step 2: Add polytetrahydrofuran ether diol (20g) and isophorone diisocyanate (8.89g) after vacuum dehydration in a dry three-necked flask, stir well, add 2 drops of catalyst dibutyltin dilaurate, in React at 70°C for 1.5h; adjust the temperature to 80°C, add 1.45g of dimethylolpropionic acid, and continue to react for 2.5h to obtain a waterborn...

Embodiment 3

[0033] Step 1: Preparation of para-hydroxybenzoic acid grafted chitosan oligosaccharide (HA-OCS)

[0034] Dissolve 1g of chitosan oligosaccharide in citric acid buffer solution (100mL, pH 6.5), add 1.54g of p-hydroxybenzoic acid during constant shaking at 30°C, slowly add laccase (153U) after the dissolution is complete, and ventilate with oxygen Bubble reaction for 24 hours, after the reaction, filter out water-insoluble substances, use a rotary evaporator to concentrate the filtrate at 50 ° C, place it in deionized water for dialysis for 24 hours, and obtain the phenolic acid-chitooligosaccharide grafted product after freeze-drying;

[0035] Step 2: Add polytetrahydrofuran ether diol (20g) and isophorone diisocyanate (8.89g) after vacuum dehydration in a dry three-necked flask, stir well, add 2 drops of catalyst dibutyltin dilaurate, in React at 70°C for 1.5h; adjust the temperature to 80°C, add 1.45g of dimethylolpropionic acid, and continue to react for 2.5h to obtain a wa...

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Abstract

The invention relates to phenolic acid grafted chitooligosaccharide, a preparation method and application thereof to modified waterborne polyurethane. The preparation method comprises the following steps: firstly, by taking laccase as a catalyst, catalytically oxidizing phenolic acid and chitooligosaccharide to carry out grafted copolymerization, so as to prepare a phenolic acid grafted chitooligosaccharide co-polymer. Then the modified chitooligosaccharide is used as a modifying agent and the modified chitooligosaccharide is polymerized to a polyurethane pre-polymer (PPU) according to a gradual addition polymerization principle, so as to prepare the phenolic acid grafted chitooligosaccharide modified waterborne polyurethane. The modified waterborne polyurethane combines original performance advantages of waterborne polyurethane, and biodegradability, antibacterial performance and anti-oxidation performance of the phenolic acid grafted chitooligosaccharide; the waterborne polyurethanecontaining a chitooligosaccharide structure is synthesized; the waterborne polyurethane has good heat-resisting stability, excellent mechanical properties and the like and is excepted to be used for medical equipment and food package.

Description

technical field [0001] The invention relates to the technical field of chitosan oligosaccharide-based polymers, in particular to a phenolic acid grafted chitosan oligosaccharide, a preparation method, and an application of the modified water-based polyurethane. Background technique [0002] In recent years, with the needs of social production and the enhancement of people's awareness of environmental protection, the high performance and green development of polyurethane have been the focus of attention at home and abroad. Chitosan has attracted widespread attention due to its advantages of easy availability, sustainability, easy physical or chemical modification, and relatively low and stable cost. However, it is limited to a certain extent by poor solubility. Oligochitosan is a chitosan product with a degree of polymerization between 2 and 20 obtained by degrading chitosan. It is soluble in water and some organic solvents. The properties of oligochitosan and chitosan are ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08C08G18/48C08G18/64C08J5/18C08L75/08
CPCC08B37/003C08G18/4854C08G18/6484C08G2230/00C08J5/18C08J2375/08
Inventor 任龙芳赵永霞强涛涛郭旭东侯英
Owner SHAANXI UNIV OF SCI & TECH