Dual luminous water-based polyurethane paint based on chromophores in hydroxyl-terminated polylactic acid and preparation method thereof

A water-based polyurethane and hydroxypolylactic acid technology, applied in the preparation of luminescent materials, luminescent coatings, organic compounds, etc., can solve the problems of small molecule migration, poor luminescence stability and durability, and increased cost, and reduce the use and distribution of organic solvents. Wide and adjustable effect with long-lasting luminous performance

Inactive Publication Date: 2017-03-15
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent 201310509518.3 discloses a fluorescent paint prepared by compounding fluorescent powder with epoxy resin, deionized water and other additives. However, since the fluorescent powder used has certain radiation on the body, it cannot be exposed to more; Moreover, this fluorescent powder is an inorganic substance, and the luminous paint obtained by blending with an organic polymer resin has compatibility and storage stability problems. cause safety hazard
[0003] Chinese patent 201510712140.6 discloses a preparation method of luminous water-based polyurethane coatings. The hydroxyl-terminated compound containing fluorescent groups is used as a chain extender to react with isocyanate, and is embedded in the structura

Method used

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  • Dual luminous water-based polyurethane paint based on chromophores in hydroxyl-terminated polylactic acid and preparation method thereof
  • Dual luminous water-based polyurethane paint based on chromophores in hydroxyl-terminated polylactic acid and preparation method thereof
  • Dual luminous water-based polyurethane paint based on chromophores in hydroxyl-terminated polylactic acid and preparation method thereof

Examples

Experimental program
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Effect test

Example Embodiment

[0038] Example 1:

[0039] 1. Add 4g 4-fluorobenzophenone, 10.5g 2-methylaminoethanol and 4.14g potassium carbonate into a 250mL three-necked flask, stir with a magnetic stirrer and raise the temperature to 130°C, react for 12 hours, and cool down to complete the reaction . Add 100 mL of deionized water to the flask, stir at room temperature for 1 hour, and solids will precipitate out, and then filtered under reduced pressure to obtain a light yellow solid. The product was dried in a vacuum oven to obtain 3.22 g of a pale yellow product (4-((2-hydroxyethyl)(methyl)amino)phenyl)benzophenone (NBP) with a yield of 0.63. The product is soluble in dichloromethane, ethyl acetate and other solvents.

[0040] 2. In N 2 Under protection, add 0.3g initiator (4-((2-hydroxyethyl)(methyl)amino)phenyl) benzophenone (NBP), 29.7g D in sequence to the reaction flask equipped with a magnetic stir bar, L-lactide, 0.6g stannous octoate in n-hexane solution. The reaction flask was sealed and immers...

Example Embodiment

[0047] Example 2:

[0048] 1. Add 5.4g 4,4-dichlorobenzophenone, 11.25g 2-methylaminoethanol and 4.44g potassium carbonate into a 250mL three-necked flask, stir with a magnetic stirrer, heat up to 130°C, and react for 12 hours , Cooling to end the reaction. After cooling to room temperature, 120 mL of deionized water was added and stirred at room temperature for 1 hour. After an oily precipitate appeared, the water layer and the oily precipitate were separated to obtain a brownish yellow oil. Use ethyl acetate: petroleum ether with a volume ratio of 2:1 as the eluent, and use a chromatography column (200-300 mesh silica gel) to separate and purify to obtain a light yellow solution; use vacuum distillation to remove the solvent to obtain a yellow powder The product was dried in a vacuum drying oven to obtain 3.40g of yellow product (4-chlorophenyl) (4-((2-hydroxyethyl)(methyl)amino) benzophenone (NBP-Cl) ), the yield is 0.55. The product can be dissolved in dichloromethane, ethy...

Example Embodiment

[0056] Example 3:

[0057] 1. Add 6.0g of 1-(4-chlorophenyl)-3-phenylpropane-1,3-dione, 14.47g of 2-methylaminoethanol and 6.2g of potassium carbonate into a 250mL three-necked flask, stir with magnetic force The reactor was stirred and the temperature was raised to 130° C., the reaction was carried out for 12 hours, and the reaction was terminated by cooling. Add 150 mL of deionized water to the flask, stir at room temperature for 1 hour, and solids will precipitate out, and then filtered under reduced pressure to obtain a light yellow solid. The product was dried in a vacuum oven to obtain 4.13 g of a pale yellow product 1-(4-((2-hydroxyethyl)(methyl)amino)phenyl)-3-phenylpropane-1,3-dione ( HMP), the yield was 0.60. The product is soluble in dichloromethane, ethyl acetate and other solvents.

[0058] 2. In N 2 Under protection, add 0.9g initiator 1-(4-((2-hydroxyethyl)(methyl)amino)phenyl)-3-phenylpropane-1,3 to the reaction flask equipped with a magnetic stir bar. -Diketone...

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Abstract

The invention discloses a preparation method of a dual luminous water-based polyurethane paint based on chromophores in hydroxyl-terminated polylactic acid. The preparation method is characterized by comprising the following steps: initiating D,L-lactide to perform ring-opening polymerization by means of synthesized small molecule alcohol having fluorescence/phosphorescence dual emitting chromophores, thereby preparing hydroxyl-terminated polylactic acid having a fluorescence/room temperature phosphorescence dual emitting function; then reacting with large molecule dibasic alcohol, diisocyanate, small molecule dibasic alcohol and hydrophilic chain extender to prepare a dual luminous water-based polyurethane prepolymer emulsion; and finally, adding defoaming agent, leveling agent, thickener and deionized water, and compounding to prepare the water-based polyurethane paint having a dual luminescence function. According to the method disclosed by the invention, the prepared water-based polyurethane paint having a dual luminescence function can emit bright blue-green fluorescence and green phosphorescence under the condition of ultraviolet irradiation; the chromophore content can be regulated and controlled in a wide range; and a formed paint film has the advantages of high pencil hardness, strong adhesion, favorable shock resistance and water resistance, low chromophore migration possibility and lasting luminescence.

Description

technical field [0001] The invention belongs to the technical field of functional water-based polyurethane materials, and in particular relates to a double-luminescent water-based polyurethane paint based on chromophores in hydroxyl polylactic acid and a preparation method thereof. Background technique [0002] Luminous paints are widely used in daily life, such as for fire safety, traffic instructions, advertising signs, luminous fabrics, etc. The traditional method is to blend small molecule luminescent materials with resins, solvents and various additives to make luminescent paints. Chinese patent 201310509518.3 discloses a fluorescent paint prepared by compounding fluorescent powder with epoxy resin, deionized water and other additives. However, since the fluorescent powder used has certain radiation on the body, it cannot be exposed to more; Moreover, this fluorescent powder is an inorganic substance, and the luminous paint obtained by blending with an organic polymer ...

Claims

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Application Information

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IPC IPC(8): C09D175/06C09D5/22C08G18/42C08G63/08C08G63/85C07C221/00C07C225/22C09K11/06
CPCC09D175/06C07C221/00C08G18/428C08G63/08C08G63/823C09D5/22C09K11/06C09K2211/1007
Inventor 张兴元黄晓雯戎佳萌孙伟王涛
Owner UNIV OF SCI & TECH OF CHINA
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