Photoreactive polyurethane associative thickener with benzophenone side group at tail end as well as preparation method and application thereof

An associative thickener and light-reactive technology, which can be used in applications, household appliances, coatings, etc., can solve the problem of single function and achieve a wide range of applications

Active Publication Date: 2020-11-17
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the polyurethane associative thickeners reported so far have relatively single functions, and can only play a role in regulating rheological properties in water-based systems.

Method used

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  • Photoreactive polyurethane associative thickener with benzophenone side group at tail end as well as preparation method and application thereof
  • Photoreactive polyurethane associative thickener with benzophenone side group at tail end as well as preparation method and application thereof
  • Photoreactive polyurethane associative thickener with benzophenone side group at tail end as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] (1) Preparation of epoxidized benzophenone: add 4-hydroxybenzophenone 15.59g (78.65mmol) in a closed flask, epichlorohydrin 14.55g (157.30mmol), and add potassium carbonate 10.87g ( 78.65mmol) as a promotor; the reaction system was reacted at a temperature of 50 degrees for 7 hours; after the reaction was completed, the product was recrystallized in n-hexane to obtain epoxidized benzophenone.

[0041] (2) octadecyl acid (n=18) modified epoxidized benzophenone to prepare end-capping agent: under nitrogen protection, add 19g (66.46mmol) octadecyl acid in a 250ml three-necked flask, 16g (62.96mmol) of epoxidized benzophenone prepared in step (1) and 350mg of triphenylphosphine catalyst were heated to 105°C for 6 hours, and it was found that the epoxidized benzophenone at the raw material point had completely reacted. The crude product was purified several times in petroleum ether to obtain pure hydroxyl-bearing capping agent.

[0042] (3) Synthesis of photoreactive polyur...

Embodiment 2

[0056] (1) Preparation of epoxidized benzophenone: add 4-hydroxybenzophenone 16g (80.72mmol) in a closed flask, epichlorohydrin 22.40g (242.16mmol), and add potassium carbonate 11.16g (80.72 mmol) as a promotor; the reaction system was reacted at a temperature of 65 degrees for 6 hours; after the reaction was completed, the product was recrystallized in petroleum ether to obtain epoxidized benzophenone.

[0057] (2) Hexadecanoic acid (n=16) modified epoxidized benzophenone to prepare end-capping agent: under nitrogen protection, add 25.19g (88.55mmol) octadecyl acid to a 250ml three-necked flask , 15g (59.03mmol) of the epoxidized benzophenone prepared in step (1), 400mg of triethylamine catalyst, raised the temperature to 90°C for 6.5 hours, and found that the epoxidized benzophenone at the raw material point had completely reacted. The crude product was purified several times in n-hexane to obtain pure hydroxyl-bearing capping agent.

[0058] (3) Synthesis of photoreactive ...

Embodiment 3

[0065] (1) Preparation of epoxidized benzophenone: add 4-hydroxybenzophenone 16g (80.72mmol) in a closed flask, epichlorohydrin 29.87g (322.88mmol), and add potassium carbonate 11.16g (80.72 mmol) as a promotor; the reaction system was reacted at a temperature of 60 degrees for 5 hours; after the reaction was completed, the product was recrystallized in petroleum ether to obtain epoxidized benzophenone.

[0066] (2) Preparation of end-capping agent by modifying epoxidized benzophenone with eicosanic acid (n=20): under nitrogen protection, add 50.38g (177.09mmol) eicosanic acid to a 250ml three-necked flask , 15g (59.03mmol) of epoxidized benzophenone prepared in step (1), 650mg of cetyltrimethylammonium bromide catalyst, raised the temperature to 100°C for 7.5 hours, and found that the raw material point epoxidized diphenyl Methanone has completely reacted completely. The crude product was purified several times in petroleum ether to obtain pure hydroxyl-bearing capping agent...

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Abstract

The invention discloses a photoreactive polyurethane associative thickener with a benzophenone side group at the tail end as well as a preparation method and application thereof. The preparation method comprises the following steps: firstly, preparing epoxidized benzophenone: mixing epoxy chloropropane and 4-hydroxybenzophenone, and adding a potassium carbonate accelerant; reacting the reaction system at the temperature of 40-80 DEG C for 5-12 hours; after the reaction is finished, recrystallizing the product under the action of a precipitator to obtain epoxidized benzophenone; then preparinga long-carbon-chain photoreactive end-capping reagent with a benzophenone side group at the tail end, and finally preparing the photoreactive polyurethane associative thickener with a benzophenone side group at the tail end. The thickening agent disclosed by the invention not only has a thickening effect in an aqueous solution, but also has a benzophenone side group at the tail end of a photo-induced double-bond polymerization reaction, so that perfect combination of two functions in one molecule can be achieved.

Description

technical field [0001] The invention relates to a benzophenone functionalized polyurethane associative thickener (BP-HEUR), in particular to a polyurethane associative thickener which can initiate the polymerization of acrylate double bonds under ultraviolet light. Thickener; the polyurethane thickener not only has the thickening effect of general polyurethane thickeners, but also has the characteristics of photo-initiated acrylate polymerization; it is especially suitable for the industry of water-based UV formulations such as emulsions, coatings, adhesives, inks, etc. The field is used to regulate the rheological properties of the system, and can also be used as a water-based macromolecular photoinitiator to generate free radicals under ultraviolet radiation and initiate the polymerization of acrylate double bonds, realizing one molecule and two functions. Background technique [0002] Polyurethane associative thickeners have been widely concerned and developed in the past...

Claims

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Application Information

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Patent Type & AuthorityApplications(China)
IPC IPC(8): C08G18/66C08G18/48C08G18/10C08G18/30C08J3/03C09D7/43C09D11/00C09D11/08C08F2/48
CPCC08F2/48C08G18/10C08G18/4825C08J3/03C09D11/00C09D11/08C09D7/43C08G18/2805
Inventor任碧野关涛彭军
OwnerSOUTH CHINA UNIV OF TECH