Preparation method for double-emission waterborne polyurethane capable of emitting fluorescence and phosphorescence synchronously

A water-based polyurethane, dual-emission technology, applied in the field of preparation of functional polyurethane, can solve the problems of mechanics, processability and adhesion performance, easily degradable price, expensive and other problems, and achieve lasting and stable luminous performance, not easy to migrate, and low cost. Effect

Active Publication Date: 2015-09-23
UNIV OF SCI & TECH OF CHINA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the donor-acceptor type triaryl boron complex reported in the U.S. "Chemical Research Review" (Accounts of Chemical Research, 2009, 42, No. 10, pp. 1584-1596) can emit fluorescence and phosphorescence simultaneously, the metalorganic The complex has problems such as high toxicity, easy degradation and high price
In addition, the Netherlands "Journal of Luminescence" (Journal of Luminescence, 2013, volume 138, pages 122-128) proposed that the blend of 1-naphthoic acid and polyvinyl alcohol can form a complex due to the strong and weak hydrogen bonds. It can emit both fluorescence and phosphorescence, but the composite material obtained by blending, compared with the pure polymer matrix material, its mechanics, processability and bonding properties will be affected to varying degrees, and due to the small molecule The compatibility problem between 1-naphthoic acid and the polymer matrix, small molecules will migrate and seep out during the use of the material, resulting in a continuous decrease in luminous efficiency

Method used

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  • Preparation method for double-emission waterborne polyurethane capable of emitting fluorescence and phosphorescence synchronously
  • Preparation method for double-emission waterborne polyurethane capable of emitting fluorescence and phosphorescence synchronously
  • Preparation method for double-emission waterborne polyurethane capable of emitting fluorescence and phosphorescence synchronously

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041]1. Add 4.32 grams of 4-chlorobenzophenone, 14.32 grams of diethanolamine and 1.46 grams of potassium hydroxide into a 250mL three-necked flask, stir and heat up to 130°C, and finish the reaction after 14 hours of reaction; After cooling to room temperature, add 100mL of distilled water, stir rapidly for 60 minutes, remove the water in the upper layer after the viscous precipitate is separated out; obtain a yellow solution after separation and purification by column chromatography (eluent is ethyl acetate), reduce The solvent was removed by pressure distillation, and after vacuum drying, 2.23 g of brown-yellow fluorescent and phosphorescent dual-emission diols {4-[(N,N-dihydroxyethyl)-amino]-phenyl}-phenyl-methanone were obtained (NBP).

[0042] 2. The number average molecular weight M n PTMG of 2000 was dehydrated at 110°C for 1 hour and then cooled to 50°C. Take 6.46 grams and add it to a 100mL three-necked flask, then add 5 grams of IPDI, stir and raise the temperatur...

Embodiment 2

[0048] The number average molecular weight M n 2000 PTMG was dehydrated at 110°C for 1 hour and then cooled to 50°C. Take 6.46 grams and add it to a 100mL three-neck flask, then add 5 grams of IPDI, stir and heat up to 90°C for 2 hours, then add 0.13 grams of Example 1 The prepared NBP, 0.8 g of DMPA, 0.96 g of BDO, 0.01 g of DBTDL and 10 g of acetone were stirred and reacted at a constant temperature of 70 ° C for 6 hours and then cooled to 20 ° C; Add 30 grams of water under high-speed stirring (3000 rpm), and transfer the reaction product to a rotary evaporator after 30 minutes, and remove acetone at 45°C and 0.01MPa vacuum to obtain anionic water-based polyurethane emulsion NBP-WPU2.

[0049] image 3 The photoluminescence excitation spectrum and photoluminescence emission spectrum of the film formed by the NBP-WPU2 emulsion prepared in this example. Curve 1 is the excitation spectrum with the maximum wavelength at 374nm; curve 2 is the fluorescence emission spectrum wit...

Embodiment 3

[0056] The number average molecular weight M n 2000 PPG was dehydrated at 110°C for 1 hour and then cooled to 50°C. Take 19.38 grams and add it to a 250mL three-neck flask, then add 15 grams of IPDI, stir and heat up to 90°C for 2 hours, then add 0.42 grams of Example 1 The prepared NBP, 1.6 grams of DEG, 0.03 grams of DBTDL and 10.5 grams of methyl ethyl ketone were stirred and reacted at a constant temperature of 75 ° C for 3 hours and then cooled to 45 ° C; then a solution formed by 4.2 grams of MDEA and 4.2 grams of methyl ethyl ketone was added dropwise within 1 hour After reacting for 2 hours at 60°C, the reaction product was transferred to a high-speed shear disperser, and 2.13 grams of acetic acid was added under the shear condition of 3000 rpm; 90 grams of water was added after 5 minutes of reaction, and the reaction was stirred for 1 minute. The product was transferred to a rotary evaporator, and butanone was removed under 50°C and 0.01MPa vacuum conditions to obtain...

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Abstract

The invention discloses a preparation method for double-emission waterborne polyurethane capable of emitting fluorescence and phosphorescence synchronously. The preparation method is characterized in that a common small-molecular dihydric alcohol chain extender is replaced with part or all of double-emission dihydric alcohol with a fluorescence and phosphorescence double-emission chromophore, waterborne polyurethane is synthesized, and prepared waterborne polyurethane can perform a fluorescence and phosphorescence double-emission function. Waterborne polyurethane, prepared according to the preparation method, can emit fluorescence and phosphorescence synchronously, is low in cost, easy to process, low in possibility of migration of the double-emission chromophore, and lasting and stable in light emitting performance, and has no harm to environment, the content of the fluorescence and phosphorescence double-emission chromophore in a polyurethane molecular chain can be controlled to be 1-20 wt%, the quantum yield of the fluorescence and phosphorescence double-emission chromophore can reach 81%, and double-emission waterborne polyurethane has a potential application value in the field of organic electroluminesence display, and can be used for further developing a detection device for oxygen and organic solvents.

Description

1. Technical field [0001] The invention relates to a preparation method of functional polyurethane, in particular to a preparation method of dual-emission water-based polyurethane capable of emitting fluorescence and phosphorescence at the same time. 2. Background technology [0002] Dual emission materials with room temperature phosphorescence and fluorescence have important application value in the fields of chemical and biological detectors, biological imaging technology, and organic electrical laser display materials. At present, the main way to obtain this kind of dual-emission materials is to synthesize fluorescent metal-organic composites, and use the heavy atom effect of heavy metals to make the materials emit fluorescence and phosphorescence at the same time. Although the donor-acceptor type triaryl boron complex reported in the U.S. "Chemical Research Review" (Accounts of Chemical Research, 2009, 42, No. 10, pp. 1584-1596) can emit fluorescence and phosphorescence ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/66C08G18/48C08G18/32C08G18/10
CPCC08G18/10C08G18/4825C08G18/4854C08G18/6674C08G18/3819C08G18/3206C08G18/3275
Inventor 张兴元周操李发萍张国庆李军配徐栋戎佳萌孙伟
Owner UNIV OF SCI & TECH OF CHINA
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