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Anthracene-modified waterborne polyurethane associative thickener with photoresponse function, preparation method and application thereof

An associative thickener, water-based polyurethane technology, applied in the field of polyurethane materials, can solve the problems of environmental, safety and health defects, single regulation results, low thickening efficiency, etc., to achieve increased network entanglement density and bridging, strengthening Thickening effect, wide range of viscosity change effect

Inactive Publication Date: 2020-06-19
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of these organic co-solvents is that they have potential environmental, safety and health drawbacks
[0004] However, the efficiency of changing the state of the associative thickener by reducing the viscosity to facilitate thickening is low, and the control result is single, and the viscosity change can only be changed between the two and cannot be controlled within a certain range

Method used

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  • Anthracene-modified waterborne polyurethane associative thickener with photoresponse function, preparation method and application thereof
  • Anthracene-modified waterborne polyurethane associative thickener with photoresponse function, preparation method and application thereof
  • Anthracene-modified waterborne polyurethane associative thickener with photoresponse function, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041](1) Weigh 2g of 9-anthracenecarboxylic acid (8.999mmol) in a 50ml three-necked flask, add 25ml of anhydrous dimethylformamide, add 3.39g of 11-bromo-undecyl alcohol (13.5mmol) and 2.1g of potassium carbonate (15mmol), put into a stirrer, blow nitrogen, stir until completely dissolved, heat up to 80°C, stir and reflux for 24h. Add 100ml of deionized water into a 250ml beaker, and drop into the solution in the flask while stirring. After the liquid turns from transparent to milky white, add dichloromethane for extraction, take the upper organic liquid in the beaker, and continue to add it to the separatory funnel. After dichloromethane extracted twice, the organic phase was washed three times with water, and the obtained liquid was distilled under reduced pressure to obtain a thick brown liquid, which was dried in a vacuum oven for 12 hours. The dried product is purified by column chromatography, with silica gel as the solid phase, ethyl acetate and petroleum ether as the ...

Embodiment 2

[0052] (1) Weigh 2g of 9-anthracenecarboxylic acid (8.999mmol) in a 50ml three-necked flask, add 25ml of anhydrous dimethylformamide, weigh and add 1.87g of 3-bromo-1-propanol (13.5mmol) and 2.1g of carbonic acid Potassium (15mmol) was put into a stirring bar, nitrogen was blown, stirred until it was completely dissolved, the temperature was raised to 80°C, and stirred and refluxed for 24h. Add 100ml of deionized water into a 250ml beaker, and drop into the solution in the flask while stirring. After the liquid turns from transparent to milky white, add dichloromethane for extraction, take the upper organic liquid in the beaker, and continue to add it to the separatory funnel. After dichloromethane extracted twice, the organic phase was washed three times with water, and the obtained liquid was distilled under reduced pressure to obtain a thick brown liquid, which was dried in a vacuum oven for 12 hours. The dried product is purified by column chromatography, with silica gel a...

Embodiment 3

[0056] (1) Weigh 2g of 9-anthracenecarboxylic acid (8.999mmol) in a 50ml three-necked flask, add 25ml of anhydrous dimethylformamide, weigh and add 3.58g of 12-bromo-1-dodecanol (13.5mmol) and 2.1g Potassium carbonate (15 mmol) was put into a stirrer, nitrogen was blown, stirred until it was completely dissolved, the temperature was raised to 80°C, and the mixture was stirred and refluxed for 24 hours. Add 100ml of deionized water into a 250ml beaker, and drop into the solution in the flask while stirring. After the liquid turns from transparent to milky white, add dichloromethane for extraction, take the upper organic liquid in the beaker, and continue to add it to the separatory funnel. After dichloromethane extracted twice, the organic phase was washed three times with water, and the obtained liquid was distilled under reduced pressure to obtain a thick brown liquid, which was dried in a vacuum oven for 12 hours. The dried product is purified by column chromatography, with ...

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Abstract

The invention discloses an anthryl-modified water-based polyurethane associative thickening agent having a photoresponse function as well as a preparation method and application of the thickening agent. The preparation method comprises the following steps: performing an esterification reaction on an anthryl-containing carboxylic acid compound and a halogenated alcohol to obtain an end capping agent having an anthracene-containing end group, adding a polymer diol and toluene into a reaction vessel under the protection of a nitrogen gas, performing heating to temperature of 110-130 DEG C, and performing water segregation; and performing cooling to temperature of 50-80 DEG C, adding a catalyst and diisocyanate, performing a reaction for 12-24 h, adding the end capping agent having the anthracene-containing end group, performing heating to temperature of 60-100 DEG C, performing a reaction for 3-6 h, adding precipitant petroleum ether or ether, and performing vacuum drying on the precipitate to obtain a white powdery solid, wherein the white powdery solid is the photoresponse-type polyurethane associative thickening agent having anthracene-containing end groups. The thickening agent disclosed by the invention can effectively improve viscosity and thixotropy of a water-containing system, and can regulate and control a degree of self-polymerization of molecules through time and intensity of illumination to achieve the effect of controlling the viscosity; and the thickening agent has a wide viscosity variation range.

Description

technical field [0001] The invention relates to a thickener, in particular to an anthracenyl-modified waterborne polyurethane associative thickener with a photoresponsive function, a preparation method and application thereof, and belongs to the field of polyurethane materials. Background technique [0002] Associative thickeners, which are water-soluble polymers with hydrophobic substituents, play an important role as thickeners and viscosity regulators in various water-based technologies, including paints, inks, and cosmetics. Polymers aggregate in aqueous media due to hydrophilic-hydrophobic interactions, and a certain concentration of aggregates leads to the formation of a transient network. Different from ordinary thickeners, the hydrophobic tails of associative thickeners can be adsorbed on the surface of emulsion micellar particles, combine in water and form a three-dimensional micellar network together with the molecules of associative thickeners , so that the visco...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/66C08G18/48C08G18/28A61K8/87A61Q19/00C09D7/43C09D11/03C09J11/08
CPCA61K8/87A61K2800/10A61K2800/48A61Q19/00C08G18/284C08G18/4833C08G18/6666C09D7/43C09D11/03C09J11/08
Inventor 任碧野单宇珂
Owner SOUTH CHINA UNIV OF TECH