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Self-cross-linking waterborne light-curing polyurethane, preparation method and applications thereof

A photocuring and self-crosslinking technology, applied in the field of photocuring, can solve the problems of limited photoinitiation efficiency, limited degree of crosslinking and curing, and few double bond molecules, and achieve enhanced initiation efficiency, fast curing speed and high photoinitiation efficiency. Effect

Active Publication Date: 2020-02-25
JIANGSU BIOSURF BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Patent Document 2 designed and synthesized a special bisbenzophenone diol for introducing benzophenone into the side chain of polyurethane, and finally prepared polyurethane with UV cross-linking and curing water-based polyurethane, but because its unit mass contains There are fewer double bond molecules, and the photoinitiation efficiency and crosslinking curing degree of this polyurethane structure are still limited.

Method used

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  • Self-cross-linking waterborne light-curing polyurethane, preparation method and applications thereof
  • Self-cross-linking waterborne light-curing polyurethane, preparation method and applications thereof
  • Self-cross-linking waterborne light-curing polyurethane, preparation method and applications thereof

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preparation example Construction

[0057] Further, the present invention provides a method for preparing the above-mentioned unsaturated polyol, which includes the following steps: 1) mixing hydroxyalkyl (meth)acrylate or hydroxyalkyl (meth)acrylamide and halogen Acetyl halide reaction synthesis to obtain an intermediate product containing halogen and unsaturated bonds; 2) reacting the intermediate product with an amino compound to obtain the unsaturated polyol.

[0058] Preferably, step 1) dissolve the hydroxyalkyl (meth)acrylate or hydroxyalkyl (meth)acrylamide in a solvent, add haloacetyl halide dropwise at low temperature, and react under the action of a catalyst to obtain an intermediate product. The hydroxyalkyl (meth)acrylate is selected from one or more of hydroxyethyl (meth)acrylate and hydroxypropyl (meth)acrylate; the hydroxyalkyl (meth)acrylamide is selected from One or more of N-methylolacrylamide, N-hydroxyethylacrylamide, N-hydroxypropylacrylamide; the haloacetyl halide is selected from any one o...

Embodiment

[0103] The following examples are given to illustrate the present invention, and those skilled in the art can understand that the examples are only exemplary descriptions, not exhaustive descriptions. The preparation examples are compound synthesis examples, and the chemical raw materials and reagents involved are all commercially available or synthesized according to published documents.

[0104] Measure the flexibility of the coating film according to the standard GB / T 1731-93: After the paint film is completely cured, use both hands to press the sample of the coating film tightly on the shaft rod with a standard diameter, and bend it around the rod; the paint film is used after bending. 4 times magnifying glass observation.

[0105] Adhesion test: When measuring, make the tip of the tester needle touch the coating film, shake the handle clockwise evenly, the speed is 80 rpm, and the scratch length is 7.5±0.5mm. Scratches were inspected and graded with a 4x loupe.

[0106]...

preparation example 1

[0109] Preparation Example 1: Synthesis of Unsaturated Polyols

[0110] Hydroxyethyl acrylate (11.5 mL, 0.1 mol) was dissolved in dichloromethane, and bromoacetyl bromide (9.6 mL, 0.11 mol) was added dropwise to the solution at low temperature. The molar ratio of bromoacetyl bromide to hydroxy ethyl acrylate was 1.1:1, reacted under the action of sodium hydroxide (4g, 0.1mol) for 0.5h, raised the temperature to 30°C, and continued to react for 16h. After purification and drying, 2-(2-bromoacetoxy)ethyl acrylate ( 16.5 g, the yield was 70%); after that, 2-(2-bromoacetoxy) ethyl acrylate (11.8 g, 0.05 mol) and diethanolamine (6.3 g, 0.06 mol) were dissolved in dioxane , under the catalysis of triethylamine (6.1g, 0.06mol), reacted at 60°C for 5h, separated and purified, and dried to obtain 2-(N,N-dihydroxyethyl)-2-acetoxyethyl acrylate (10.2 g, 78% yield). For the NMR spectrum of the product, see figure 1 , 1 H NMR(δ / ppm):2.51(m,4H,CH 2 ),3.35(s,2H,CH 2 ),3.52(m,4H,CH 2 ...

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Abstract

The invention relates to self-cross-linking waterborne light-curing polyurethane, a preparation method and applications thereof, wherein the polyurethane is mainly obtained by carrying out a reactionon components including polyol and isocyanate, wherein the polyol comprises unsaturated polyol containing tertiary amine groups and carbon-carbon double bonds, polyol containing photosensitive groups,polyalcohol and polyol containing carboxyl groups, and the polyurethane simultaneously contains carbon-carbon double bonds and photosensitive groups so as to be subjected to spontaneous polymerization and cross-link curing under ultraviolet irradiation without the addition of a photoinitiator. According to the invention, the polyurethane structure is flexible in design, and the overall chemical structure and the composition of each unit can be adjusted according to requirements, so that a polyurethane coating film with excellent performance is obtained.

Description

technical field [0001] The invention belongs to the field of photocuring technology, and more specifically, the invention relates to self-crosslinking water-based photocuring polyurethane. Background technique [0002] Ultraviolet light curing technology is a process technology that takes into account both environmental and economic benefits. Compared with traditional curing technology, it has the characteristics of short curing time, simple equipment, excellent coating performance, and environmental friendliness. It is widely used in aerospace, electronics, etc. , medical and health and other fields have been widely used. Among them, as a typical representative of the application of this technology, UV-curable coatings such as photo-curable polyurethane have the characteristics of low energy consumption, fast curing speed, and excellent coating performance, so they have achieved rapid development. Among them, water-based UV-curable polyurethane has the advantages of no pol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/48C08G18/66C08G18/67C08G18/76C08G18/10C08G18/32C08G18/34
CPCC08G18/4854C08G18/7614C08G18/10C08G18/675C08G18/678C08G18/0823C08G18/6692C08G18/348C08G18/3228
Inventor 唐增超李业
Owner JIANGSU BIOSURF BIOTECH CO LTD
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