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Coumarin modified polyurethane thickening agent as well as preparation method and application thereof

A technology of coumarin and polyurethane, which is applied in the field of polyurethane materials, can solve problems such as limitations and poor storage stability, and achieve the effects of increasing viscosity and modulus, increasing viscosity and modulus, and high thickening efficiency

Active Publication Date: 2018-08-10
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the acrylate of the thickener can be self-polymerized, and the storage stability is poor; when used, a toxic photoinitiator needs to be added, which greatly limits its use in special fields such as cosmetics and food

Method used

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  • Coumarin modified polyurethane thickening agent as well as preparation method and application thereof
  • Coumarin modified polyurethane thickening agent as well as preparation method and application thereof
  • Coumarin modified polyurethane thickening agent as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] (1) Add 2g (12.34mmol) of 7‐hydroxycoumarin, 3.41g (13.57mmol) of bromoundecyl alcohol and 50ml of refined dimethylformazol to a 250ml three-neck round-bottomed flask equipped with a thermometer, a condenser and a nitrogen inlet Amide, then add 5g (36.18mmol) of ground anhydrous potassium carbonate as an acid-binding agent, and 0.04g (0.25mmol) of potassium iodide as a catalyst. Under the protection of nitrogen, the temperature was raised to 80°C and the reaction was stirred for 6 hours. After complete reaction, filter the reaction suspension while it is hot and collect the filtrate. After the filtrate is cooled to room temperature, pour the suspension into saturated saline to obtain a white precipitate. Filter and wash the precipitate 3 times with saturated brine and distilled water successively to obtain a white solid compound, which is the coumarin n-undecyl alcohol capping agent, and the yield is 92%.

[0037] (2) Add 20g (1mmol) of polyethylene glycol with a molec...

Embodiment 2

[0049] (1) Add 2g (12.34mmol) 7-hydroxycoumarin, 2.84g (13.57mmol) chlorooctyl alcohol and 50ml refined dimethylformamide to a 250ml three-necked round-bottomed flask equipped with a thermometer, condenser and nitrogen inlet , Then add 5g (36.18mmol) of ground anhydrous sodium carbonate as an acid-binding agent, and 0.04g (0.25mmol) of sodium iodide as a catalyst. Under the protection of nitrogen, the temperature was raised to 80°C and the reaction was stirred for 10 hours. After the complete reaction, filter the reaction suspension while it is hot, collect the filtrate, and after the filtrate is cooled to room temperature, pour the suspension into saturated saline to obtain a white precipitate. Filter and wash the precipitate 3 times with saturated saline and distilled water successively to obtain a white solid compound, which is the coumarin n-octanol capping agent, with a yield of 92%.

[0050] (2) Add 20g (1mmol) of polyethylene glycol with a molecular weight of 35000g / mo...

Embodiment 3

[0061] (1) Add 2g (12.34mmol) of 7‐hydroxycoumarin, 3.98g (13.57mmol) of bromotetradecyl alcohol and 50ml of refined dimethyl form into a 250ml three-necked round-bottomed flask equipped with a thermometer, a condenser tube and a nitrogen inlet Amide, then add 5g (36.18mmol) of ground anhydrous lithium carbonate as an acid-binding agent, and 0.04g (0.25mmol) of lithium iodide as a catalyst. Under the protection of nitrogen, the temperature was raised to 80°C and the reaction was stirred for 6 hours. After complete reaction, filter the reaction suspension while it is hot and collect the filtrate. After the filtrate is cooled to room temperature, pour the suspension into saturated saline to obtain a white precipitate. Filter and wash the precipitate 3 times with saturated brine and distilled water successively to obtain a white solid compound, which is the coumarin n-octanol capping agent, and the yield is 92%.

[0062] (2) Add 7.2g (1.2mmol) of polyethylene glycol with a molec...

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Abstract

The invention discloses a coumarin modified polyurethane thickening agent as well as a preparation method and application thereof. The preparation method is characterized in that under the nitrogen gas protection, 7-hydroxycoumarin and halogenated fatty alcohol are dissolved in dimethyl formamide; after reaction is performed for 6 to 12h at 70 to 90 DEG C, filtering, washing and drying are performed to obtain an end-capping reagent; then, under the nitrogen gas protection, a polyethyleneglycol and toluene mixture is subjected to temperature rise for water removal; after the solution is cooledto 30 to 50 DEG C, a second catalyst and diisocyanate are added; the temperature is raised to 60 to 80 DEG C; reaction is performed for 3 to 12h to obtain a methylbenzene solution of a polyurethane prepolymer; the end-capping reagent is added; the temperature is raised to 60 to 100 DEG C; continuous reaction and end capping are performed for 2 to 8h. The thickening agent is nontoxic and has good storage stability. The solution viscosity and modulus are increased along with the prolonging of the 365nm ultraviolet light irradiation time; then, through 254nm ultraviolet light irradiation, the solution viscosity and modulus are gradually reduced, so that the goal of regulating and controlling the solution viscosity and modulus through light radiation is achieved.

Description

technical field [0001] The invention relates to a polyurethane associative thickener, in particular to a coumarin-modified polyurethane thickener and a preparation method thereof; A non-associative thickener belongs to the field of polyurethane materials. Background technique [0002] Associative thickener is a kind of hydrophobically modified aqueous polymer with excellent thickening and rheological properties, so it is widely used as a rheological additive in coatings, inks, adhesives, cosmetics , food, building materials and other fields. The molecular chain of an associative thickener is generally composed of a hydrophilic main chain and a terminal hydrophobic group, mainly including hydrophobically modified polyurethane associative thickener (HEUR), hydrophobically modified alkali-soluble or alkali-swellable emulsion (HASE) and Hydrophobically Modified Cellulose (HMHEC). Because HMHEC is susceptible to microbial damage and HASE is sensitive to electrolytes, HEUR is c...

Claims

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Application Information

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IPC IPC(8): C08G18/80C08G18/76C08G18/75C08G18/73C08G18/48
CPCC08G18/4833C08G18/73C08G18/755C08G18/7614C08G18/7671C08G18/8064
Inventor 任碧野杜柱康
Owner SOUTH CHINA UNIV OF TECH