Preparation method of fluorescent waterborne polyurethane acrylate

A urethane acrylate and acrylate technology is applied in the field of preparation of fluorescent water-based urethane acrylate, which can solve the problems of poor compatibility, easy migration, and difficulty in quantitatively introducing polyurethane molecular chains. The effect of improving machinability

Active Publication Date: 2015-10-14
UNIV OF SCI & TECH OF CHINA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention aims to provide a method for preparing fluorescent water-based polyurethane acrylate, which solves the defects of poor compatibility and easy migration of small molecular compounds blended into polyurethane materials, and overcomes the difficulty of quantitatively introducing single amino functional compounds into polyurethane materials. Due to the problem of molecular chains, polyurethane acrylate fluorescent water-based polymers have been obtained. The fluorescence intensity of the synthesized products can be adjusted and the fluorescence can be preserved for a long time.
The content of the polymer fluorescent chromophore obtained by this method is easy to control during the synthesis process, and solves the functionalization problem of polyurethane acrylate water-based polymer. The operation steps are as follows:

Method used

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  • Preparation method of fluorescent waterborne polyurethane acrylate
  • Preparation method of fluorescent waterborne polyurethane acrylate
  • Preparation method of fluorescent waterborne polyurethane acrylate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] 1. Dissolve 3.0 g of 2-naphthylamine in 150 mL of dichloromethane, cool in an ice-water bath, add 3.41 g of isocyanoethyl methacrylate, react in an ice-water bath for 15 minutes, then react at room temperature for 16 hours, filter, and use the solid without Wash with water and ether, then recrystallize with absolute ethanol, place in a vacuum oven and dry at room temperature for 24 hours to obtain the fluorescent small molecule NUMA containing double bonds, the structural formula is:

[0037]

[0038] 2. Add 15.0 grams of PPG (M n=2000) into a 250mL three-necked flask, dehydrated at 110°C for 1 hour and then cooled to 50°C; 8.2 grams of TDI was added to the three-necked flask, stirred and reacted at 80°C for 2 hours, then added 1.7 grams of DMPA, 2.2 grams of DEG , 0.02 grams of DBTDL and 20 grams of butanone, stirred and reacted at a constant temperature of 70°C for 4 hours, added 0.08 grams of HQ, 1.42 grams of HEMA and stirred at a constant temperature of 70°C for...

Embodiment 2

[0040] 1. Dissolve 2.0 g of 2-aminoanthraquinone in 100 mL of dichloromethane, cool in an ice-water bath, add 1.46 g of isocyanoethyl methacrylate, react in an ice-water bath for 20 minutes, then react at room temperature for 16 hours, filter, and use the solid Wash with anhydrous ether, recrystallize with absolute ethanol, place in a vacuum oven and dry at room temperature for 24 hours to obtain a fluorescent small molecule AUMA containing a double bond. The structural formula is:

[0041]

[0042] 2. Add 20.0 grams of PCL (M n =1000) was added to a 250mL three-necked flask, dehydrated at 120°C for 1 hour and then cooled to 50°C; 14.4 grams of HDI was added to the three-necked flask, stirred and reacted at 90°C for 2 hours, and then 2.8 grams of DMBA and 4.1 grams of HDO were added , 0.02 gram of DBTDL and 30 gram of butanone, stirred and reacted at 75°C for 4 hours at a constant temperature, added 0.10 gram of BHT, 1.65 gram of HPA and stirred at a constant temperature of...

Embodiment 3

[0044] 1. Dissolve 4.0 grams of 3-amino-9-ethylcarbazole in 200 mL of dichloromethane, cool in an ice-water bath, add 3.24 grams of isocyanoethyl methacrylate, react in an ice-water bath for 15 minutes, and then react at room temperature for 16 hours , filtered, the solid was washed with anhydrous ether, and then recrystallized with absolute ethanol, placed in a vacuum oven and dried at room temperature for 24 hours to obtain a fluorescent small molecule CUMA containing a double bond. The structural formula is:

[0045]

[0046] 2. Mix 9.0 grams of PTMG (M n =2000) into a 150mL three-necked flask, dehydrated at 100°C for 0.5 hours and then cooled to 50°C; 6.0 g of IPDI was added to the three-necked flask, stirred and reacted at 90°C for 2 hours, then added 1.1 g of DMPA and 1.0 g of BDO , 0.02 grams of DBTDL and 20 grams of methyl ethyl ketone, stirred and reacted at a constant temperature of 75°C for 4 hours, added 0.05 grams of BHT, 0.93 grams of HEA and stirred at a cons...

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Abstract

The invention discloses a preparation method of fluorescent waterborne polyurethane acrylate. According to the preparation method, a free radical copolymerization reaction between an acrylate small-molecule fluorescent compound and a polyurethane prepolymer which is blocked by a blocking agent containing double bonds and is terminated with an NCO group is carried out such that a fluorescent chromophore is bonded to a polyurethane molecular chain in the form of a chemical bond. Then, the fluorescent waterborne polyurethane acrylate is obtained. According to the fluorescent waterborne polyurethane acrylate prepared by the above method, fluorophore addition can be regulated and controlled according to needs. In addition, fluorophore is not easy to migrate, and the fluorescence property is maintained enduringly. As the fluorophore generally contains a rigid structure with high steric hindrance, the fluorophore also has an effect of regulating optical property, thermal property, mechanical property and the like of waterborne polyurethane and some functional characteristics during copolymerization with polyurethane while the fluorescent waterborne polyurethane is obtained.

Description

1. Technical field [0001] The invention relates to a method for preparing fluorescent water-based polyurethane acrylate, which belongs to the technical field of water-based polyurethane materials. 2. Background technology [0002] Due to its excellent performance, water-based polyurethane has been widely used in coatings, adhesives, synthetic leather, etc. However, with the increase in the demand for new functional materials in production and life, water-based polyurethane has gained more and more functionality. increasingly widespread attention. "Applied Chemical Industry" (December, 2000, No. 29, No. 4, 21-24 pages) has reported the preparation of colored polyurethane waterproof coatings, and obtained colored water-based polyurethanes by blending with colorants, but this method obtains The product is a mixture, and there are compatibility problems between small molecule compounds and polyurethane, and it is easy to migrate or seep out during use. [0003] Chinese patents...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F290/06C08F220/36C08G18/67C08G18/48C08G18/42
Inventor 张兴元王怀伟李军配贺晨李发萍
Owner UNIV OF SCI & TECH OF CHINA
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