Preparation method of fluorescent waterborne polyurethane emulsion based on chromophore in diisocyanate

A technology of diisocyanate and water-based polyurethane, applied in luminescent materials, chemical instruments and methods, organic chemistry, etc., can solve the problems of color variety, fluorescent function, vividness, migration resistance and weather resistance, and insufficient content of fluorescent conjugated groups control, complex reaction and other issues, to achieve the effect of good fluorescence intensity persistence, not easy to migrate, and uniform distribution

Active Publication Date: 2013-06-26
UNIV OF SCI & TECH OF CHINA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the limitation of the solubility of small molecule fluorescent pigments or dyes in water, the compatibility of fluorescent pigments or dye particles with water-based polyurethane, the migration of fluorescent pigments or dye particles during the use of materials, etc., the obtained products have fluorescent functions. Current water-based polyurethane materials are deficient in color variety, fluorescent function, vividness, migration resistance and weather resistance, and some small molecule fluorescent pigments or heavy metals in dyes will also bring certain environmental problems
[0004] Chinese

Method used

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  • Preparation method of fluorescent waterborne polyurethane emulsion based on chromophore in diisocyanate
  • Preparation method of fluorescent waterborne polyurethane emulsion based on chromophore in diisocyanate
  • Preparation method of fluorescent waterborne polyurethane emulsion based on chromophore in diisocyanate

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0046] Example 1:

[0047] Put 10.00g HDI and 9.88g FL into a three-necked flask, add 60ml N,N-dimethylformamide as solvent, and then add 0.01g DBTDL as catalyst, react at 60℃ for 5 hours under mechanical stirring, and cool to 30 The solvent was distilled off under reduced pressure at °C, and then the product was washed 3 times with acetone, and the washed product was dried in a vacuum drying oven to a constant weight to obtain a fluorescent diisocyanate FLDI.

[0048] 36.00 grams of PTMG (M n =2000) Put it into a 500ml three-necked flask, dehydrate at 115°C for 1 hour and then cool to 50°C. Take 7.95 g of fluorescent diisocyanate FLDI and 15.60 g of IPDI into a three-necked flask, stir and react at 85°C for 3 hours, then add 3.70 g of hydrophilic chain extender DMPA, 2.80 g of BDO, 0.02 g of DBTDL and 45.00 g of methyl ethyl ketone, constant temperature After stirring at 75°C for 3 hours, the temperature was lowered to 30°C, and the reaction product was transferred to a high-spee...

Example Embodiment

[0052] Example 2:

[0053] Add 6.00 g of p-phenylene diisocyanate and 20 ml of N,N-dimethylformamide into a three-necked flask, raise the temperature to 30°C, add ST6.60 g and 30 ml of N,N-dimethylformamide dropwise with mechanical stirring The solution is controlled for half an hour and the dripping is completed. After reacting at 30°C for 2 hours, the solvent was distilled off under reduced pressure, and the product was washed once with dichloromethane. The washed product was placed in a vacuum drying oven and dried to a constant weight to obtain a fluorescent diisocyanate STDI.

[0054] Add 10.00 g of HDI trimer and 20 ml of N,N-dimethylformamide into a three-necked flask, raise the temperature to 30℃, and add dropwise 2.84 g of AN and 6 ml of N,N-dimethylformamide under mechanical stirring. Solution, control for half an hour to finish dripping. After reacting at 30°C for 2 hours, the solvent was distilled off under reduced pressure, and the product was washed once with dichlo...

Example Embodiment

[0057] Example 3:

[0058] Add 25.00 g of HDI trimer and 30 ml of N,N-dimethylformamide into a 250 mL three-necked flask, raise the temperature to 30°C, pass nitrogen protection, and add 14.50 g of Azure A and 30 ml of N under mechanical stirring. ,N-Dimethylformamide solution, control the dripping for half an hour. After the reaction was maintained at 30°C for 2 hours, the solvent was distilled off under reduced pressure, and the product was washed once with acetone. The washed product was dried in a vacuum drying oven to a constant weight to obtain the fluorescent diisocyanate AADI.

[0059] Add 60.00 grams of PPG (M n =1000) Put it into a 500mL three-necked flask, dehydrate at 120℃ for 1 hour and then cool to 50℃. Take 18.00 grams of fluorescent diisocyanate AADI, 35.00 grams of TDI and 0.03 grams of DBTDL and add them to a three-necked flask. After stirring at 80°C for 3 hours, add 7.20 grams of hydrophilic chain extender DMPA, 8.60 grams of DEG and 90.00 grams of acetone. , ...

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PUM

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Abstract

The invention discloses a preparation method of a fluorescent waterborne polyurethane emulsion based on chromophore in diisocyanate. The preparation method is characterized by comprising the following steps of: enabling monoamine or monohydric alcohol containing fluorescent chromophore to be reacted with isocyanate, or enabling diamine or dihydric alcohol containing the fluorescent chromophore to be reacted with diisocyanate with a symmetric structure to synthesize diisocyanate containing the fluorescent chromophore, and then combining the diisocyanate containing the fluorescent chromophore with common diisocyanate to partially or completely substitute for the common diisocyanate to prepare the fluorescent waterborne polyurethane. According to the preparation method disclosed by the invention, the hard segment content and type of the prepared fluorescent waterborne polyurethane and the content (2-40wt%) of the fluorescent chromophore are controllable by adjusting the types and proportions of the diisocyanate and a chain extender, and the prepared fluorescent waterborne polyurethane has the advantages that the fluorescent chromophore is uniformly distributed and difficult to migrate, the fluorescent intensity is good in durability, and improvement in terms of optical, thermal and certain functional characteristics can be achieved while the fluorescent property is achieved.

Description

technical field [0001] The invention belongs to the technical field of water-based polyurethane materials, and in particular relates to the synthesis of diisocyanates with fluorescent chromophores and the preparation method of fluorescent water-based polyurethane emulsions formed by using the diisocyanates to partially or completely replace common diisocyanates. Background technique [0002] Since water-based polyurethane uses water as the dispersion medium, it has outstanding environmental protection advantages and excellent comprehensive performance. In recent years, it has gradually replaced solvent-based polyurethane. Giving fluorescent function to water-based polyurethane can greatly increase its application in water-based paints, water-based dyes, water-based inks, textiles, environmental testing, medical research and other fields. [0003] The existing general methods for synthesizing water-soluble fluorescent polymers include reacting the reactive functional groups o...

Claims

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Application Information

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IPC IPC(8): C08G18/78C08G18/66C09K11/06C07D493/10C07D279/18
Inventor 张兴元李军配周静李发萍
Owner UNIV OF SCI & TECH OF CHINA
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