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A kind of silane coupling agent intermediate and its application in light curing silica sol

A silane coupling agent and intermediate technology, which is applied in the field of polymer materials, can solve the problem of poor fixation of silicon oxide nanoparticles, failure to meet application performance requirements, scratch resistance of the coating surface, and insufficient wear resistance of the coating body and other problems, to achieve the effects of reducing the residue of small molecule photoinitiators, improving the efficiency of polymerization and crosslinking, and good toughness

Active Publication Date: 2017-08-22
GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, nano-silica sols currently suitable for photocurable coatings, although the surface of nanoparticles has acrylate groups that can be polymerized and cross-linked, due to the mass transfer and diffusion resistance of the heterogeneous interface between the particles and the liquid phase, the surface of the particles is grafted. The polymeric groups in the formulation cannot efficiently participate in the photo-initiated copolymerization and cross-linking of the liquid phase body of the formula, resulting in the weak fixation of the silicon oxide nanoparticles in the cured film in the cross-linked network, and the scratch resistance of the coating surface and the coating body. The improvement of wear resistance is not significant enough to meet the application performance requirements; therefore, it is still necessary to seek a nano-silica sol for light-cured coatings with good scratch resistance, wear resistance and fast curing speed.

Method used

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  • A kind of silane coupling agent intermediate and its application in light curing silica sol
  • A kind of silane coupling agent intermediate and its application in light curing silica sol
  • A kind of silane coupling agent intermediate and its application in light curing silica sol

Examples

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preparation example Construction

[0039] Preparation of acetoacetate functionalized silane coupling agent 1

[0040] Add 152.37g (0.64mol) 3-mercaptopropyltriethoxysilane and 6.3g azobisisobutyronitrile into the flask, stir well to dissolve azobisisobutyronitrile, then add the mixture to the dropping funnel middle. Add 86.21g (0.61mol) of allyl acetoacetate into a 250ml reaction bottle, start stirring, heat up to 40°C, and start to drop the mixture of 3-mercaptopropyltriethoxysilane and azobisisobutyronitrile , The dropping time is 2h. After the dropwise addition of the mixture was completed, the temperature was raised to 60° C. for 3 hours, and 0.5 g of azobisisobutyronitrile was added. Continue to keep the temperature at 60°C for 3h. The obtained product is slightly yellowish viscous liquid. 1HNMR(CDCL3,PPM):0.59(2H,t),1.22(9H,t), 1.7(2H,m), 1.94(2H,m), 2.09(3H,s), 2.44(4H,t), 3.41 (2H,s), 3.83(6H,q), 4.08(2H,t).

[0041] Preparation of acetoacetate functionalized silane coupling agent 2

[0042] Add 11...

Embodiment 1

[0044] Embodiment 1 Preparation of silane coupling agent intermediate 1

[0045] Add 165.36g trimethylolpropane triacrylate (acrylate group 1.67mol), 84.65g acetoacetate functionalized silane coupling agent 1 (acetoacetate group 0.21mol), 1.1 gDBU, start stirring, and slowly heat up to a constant temperature of 80°C. Constant temperature up to 6h, discharge. The product is slightly yellowish viscous liquid.

Embodiment 2

[0046] Example 2 Preparation of photocurable silica sol 1

[0047] Add 7.42g of the silane coupling agent intermediate 1 of Example 1 and 222.6g of tetraethoxysilane into a 250ml reaction bottle, start stirring, add 1.11g of concentrated hydrochloric acid, and add 18g of ethanol to speed up the stirring speed. After stirring at room temperature for 5 hours, slowly heat up to a constant temperature of 75°C, and turn on the vacuum to remove small molecules. The vacuum degree should be ≤ -0.098MPa. After evacuating for 1 hour, stop the vacuum and discharge the material. The product is a yellowish viscous liquid with a viscosity of 9600cps (30°C).

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Abstract

The invention relates to a silane coupling agent intermediate and application thereof in a light-cured silica sol. The silane coupling agent intermediate is generated by an acetylacetate functionalized silane coupling agent and an acrylate monomer containing at least two degrees of functionality through Michael addition reaction; the acetylacetate functionalized silane coupling agent is prepared from a trialkoxy silane coupling agent and acetylacetate containing carbon-carbon double bonds through mercapto-olefin addition reaction; when the silane coupling agent intermediate is used for preparing the silica sol, a photoinitiator needs not to be added or a small amount of the photoinitiator needs to be added, so that the coating is fully cured; the polymerizing crosslinking efficiency of acrylate double bonds is improved as a result of a self-photosensitive characteristic of the silica sol molecules, and the crosslinking density of the coating is improved, so that the wear resistance, the scratch resistance, the scoring resistance and the like of the coating are further improved.

Description

technical field [0001] The present invention relates to the field of polymer materials, in particular to a silane coupling agent intermediate and its application in photocurable silica sol, and more specifically to a quaternary carbon β-dicarbonyl structure and acrylate group Silane coupling agent intermediate and its application in photocurable silica sol. Background technique [0002] Silica sol-gel (silica sol) is a liquid dispersed nano-material, which can improve the hardness and wear resistance of the coating when used in the coating formulation. The photocurable silica sol can be prepared by grafting the surface of the silica sol and introducing photocurable groups. Compared with pure organic systems, organic / inorganic hybrid light-curing materials are more prominent in the balance between hardness and toughness. They have higher hardness (pencil hardness), better toughness, and higher durability. Abrasive. [0003] As a new type of coating, light-curing coating ha...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18C09D4/02
Inventor 庞来兴曾贤健汪慧曹志祥
Owner GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD
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