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Agent for imparting antifouling properties

A technology of imparting agent and antifouling property, applied in the field of new fluorine-containing siloxane copolymer, can solve the problems of reduced film strength, disappearance of hydrophobic and oleophobic effect, and inability to obtain easily, and achieves improved solubility, improved film strength, The effect of good surface modification

Active Publication Date: 2012-12-19
NEOS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method has advantages such as a high degree of freedom in design because it is a method of introducing fluorine etc. into various types of silicon-containing compounds, but it cannot be easily obtained because it is a special compound.
In addition, this compound does not chemically bond with the curing components in the coating liquid, so it falls off from the resin cured film due to the passage of time and external stimuli, and the hydrophobic and oleophobic effect disappears
In addition, there is a problem that the plasticizer acts as a plasticizer in the film and the strength of the film is lowered.
[0010] Also, fluorine-containing and silicone-containing copolymers with highly branched perfluoroalkyl or perfluoroalkenyl groups in the backbone have not been reported

Method used

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  • Agent for imparting antifouling properties
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  • Agent for imparting antifouling properties

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0127] The content of the present invention is described by the following examples, but it should not be interpreted that the content of the present invention is limited by the examples.

Synthetic example 1

[0129] Into a three-necked flask (3 L) equipped with a dropping funnel, 259.5 g (1.8 mol) of 4-hydroxybutyl acrylate, 218.6 g (2.16 mol) of triethylamine, and 1,000 g of acetonitrile were added. 973.0 g (2.16 mol) of tripolyhexafluoropropylene was added to the dropping funnel, and slowly added dropwise to the solution in the flask over about 60 minutes while stirring. After completion of the dropwise addition, stirring was further continued at room temperature for 3 hours.

[0130] 2200 g of 1N hydrochloric acid was added to the reaction mixture to terminate the reaction, and the reaction mixture was transferred to a 5 L beaker, and washed with 1 L of water three times. The solution after the water washing treatment was dehydrated under reduced pressure to obtain 964.0 g of fluorinated acrylate represented by the following formula (A-1) (yield 93%). The obtained fluorinated acrylate (A-1) 1 H-NMR data are shown in Table 1.

[0131] [chemical formula 13]

[0132] RfO(CH 2 ...

Synthetic example 2

[0141] In a three-necked flask (100 mL) equipped with a cooling tube, 2.87 g (5 mmol) of the fluorine-containing acrylate (A-1) synthesized in Synthesis Example 1, 2.11 g of SILAPLANE TM-0701T (B-1) manufactured by Chisso Corporation, g (5mmol), 5.12g (10mmol) of BLEMMER AE-400 (C-1) manufactured by NOF Corporation, 10.10g (10mmol) of propylene glycol monomethyl ether acetate, 0.10g (0.6mmol) of 2,2'-azobisisobutyronitrile ), lauryl mercaptan 0.27g (1.3mmol). Nitrogen gas was introduced into the reaction solution, and the inside of the reaction container was replaced with nitrogen. After nitrogen substitution, the reaction solution was heated to 90° C. while stirring the reaction solution to start the reaction. Then, stirring was continued at 90° C. for 21 hours. The reaction ends with 1 It was confirmed by the disappearance of the peaks peculiar to each acrylate in H-NMR. The target fluorine-containing silicone copolymer can be obtained quantitatively (50 mass % propylene...

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Abstract

Disclosed is an agent for imparting antifouling properties, which is obtained by the copolymerization of a monomer (A), a monomer (B), and a monomer (C), wherein monomer (A) is a fluorine-containing (meth) acrylate, monomer (B) is a silicone-containing (meth) acrylate, and monomer (C) is a (meth) acrylate other than the aforementioned (meth) acrylates.

Description

technical field [0001] The present invention relates to a novel fluorine-containing siloxane copolymer useful as a surface treatment agent and a surface modifier for imparting antifouling properties in the fields of glass, fibers, metals, resins, films, optical materials, coatings, and the like. Background technique [0002] Various substances are added to coating liquids used in the fields of resins, optical materials, paints, etc. for the purpose of suppressing texture, shrinkage, unevenness, graining, and non-wetting that occur during the process of coating the surface of parts etc., which impart smoothness to the surface. [0003] Compounds containing perfluoroalkenyl groups can also be used as additives in this application. In particular, from the viewpoint of imparting surface smoothness, it is known that nonionic surfactants having perfluoroalkenyl groups are useful (for example, Patent Document 1). [0004] In addition, thin monitors, PC monitors, mobile phones, po...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/22C08F220/10C09D5/16C09D7/12C09K3/18
CPCC08F230/08C08F220/22C08F220/18C09D5/1637C09K3/18
Inventor 菅田千贵久保信二出山和仁傅谷卓也
Owner NEOS CO LTD
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