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Polymerizable composition containing reactive fluorinated silicone compound

A technology of polymeric composition and reactive silicone, applied in the direction of instruments, optics, optical components, etc., can solve the problems of inability to guarantee heat resistance, high refractive index, low Abbe number, etc.

Inactive Publication Date: 2016-11-23
NISSAN CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as shown in Patent Document 1, most of the conventional materials proposed because of their high refractive index and low Abbe number are materials below 200°C even if the heat resistance is improved, and it is not guaranteed that they can withstand, for example, 260°C. The heat resistance of the solder reflow process

Method used

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  • Polymerizable composition containing reactive fluorinated silicone compound
  • Polymerizable composition containing reactive fluorinated silicone compound
  • Polymerizable composition containing reactive fluorinated silicone compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0257] [Example 1] Production of reactive fluorine-containing organosilicon compound (F-SC)

[0258] Into a 200 mL eggplant-shaped flask equipped with a condenser, 43.3 g (0.200 mol) of diphenylsilanediol [manufactured by Tokyo Chemical Industry Co., Ltd.], trimethoxy(4-vinylphenyl)silane [Shin-Etsu Chemical Co., Ltd. Co., Ltd.] 44.0 g (0.196 mol), trimethoxy(3,3,3-trifluoropropyl) silane [Shin-Etsu Chemical Co., Ltd.] 0.873 g (0.004 mol), and toluene 35 g, nitrogen gas The bulb replaced the air in the flask with nitrogen. The reaction mixture was heated to 50°C, and 38 mg (0.2 mmol) of barium hydroxide monohydrate [manufactured by Aldrich] was added thereto. In this way, it stirred at 50 degreeC for 1 hour, and further stirred at 85 degreeC for 5 hours, and dealcoholized and condensed. The reaction mixture was cooled to room temperature (about 25° C.), and insoluble matter was removed using a membrane filter with a pore size of 0.2 μm. Using a rotary evaporator, toluene an...

manufacture example 1

[0260] [Production Example 1] Production of Reactive Silicone Compound (SC)

[0261] Into a 1 L eggplant-shaped flask equipped with a condenser, 177 g (0.80 mol) of diphenylsilanediol [manufactured by Tokyo Chemical Industry Co., Ltd.], trimethoxy(4-vinylphenyl) silane [Shin-Etsu Chemical Co., Ltd. Co., Ltd.] 179 g (0.80 mol) and toluene 141 g, and the air in the flask was replaced with nitrogen gas using a nitrogen balloon. This reaction mixture was heated to 50° C., 0.303 g (1.6 mmol) of barium hydroxide monohydrate [made by Aldrich] was added, and stirring was further carried out at 50° C. for 2 days to perform dealcoholation condensation. The reaction mixture was cooled to room temperature (about 25° C.), and insoluble matter was removed using a membrane filter with a pore size of 0.2 μm. Using a rotary evaporator, toluene and by-product methanol were distilled off from the reaction mixture under reduced pressure at 50° C. to obtain 305 g of a colorless and transparent oi...

Embodiment 2

[0263] [Example 2] Preparation of polymerizable composition

[0264] 60 parts by mass of F-SC produced in Example 1 as a reactive organosilicon compound, 30 parts by mass of FDA as a (meth)acrylate compound, 5 parts by mass of BPEA and 5 parts by mass of TMP3A, and as a polymerization initiator 3 parts by mass of POO were mixed, stirred and defoamed at 2,000 rpm for about 30 minutes until it became uniform, and polymerizable composition 1 was prepared.

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Abstract

To provide a polymerizable composition which can maintain a high refractive index and a low Abbe's number, does not undergo discoloration (thermal yellowish discoloration) that can be caused by a high temperature thermal history, and is suitable for the production of a molded article having no Tg, a low CTE and good mold releasability. A polymerizable composition comprising (a) 100 parts by mass of a reactive silicone compound which is produced by polycondensing a polycondensable compound in the presence of an acid or a base and (b) 1 to 200 parts by mass of a (meth)acrylate compound, wherein the polycondensable compound comprises at least a diaryl silicate compound (A), an alkoxy silicon compound (B) that has a phenyl group having at least one polymerizable double bond or a naphtyl group having at least one polymerizable double bond, and a fluoro-group-containing alkoxy silicon compound (C); a cured article produced from the polymerizable composition; and a material for high-refractive-index resin lenses, which comprises the polymerizable composition.

Description

technical field [0001] The present invention relates to polymerizable compositions comprising reactive fluoroorganosilicon compounds. Specifically, the present invention relates to a polymerizable composition whose cured product has excellent optical properties (high refractive index, low Abbe number), high heat resistance (heat yellowing resistance ), high dimensional stability against temperature changes (no Tg, low thermal expansion coefficient), and further has excellent mold release properties. Background technique [0002] Plastic lenses are used in mobile cameras, digital cameras, and car cameras, etc., and are required to have excellent optical characteristics suitable for the purpose of the device. In addition, depending on the usage, high durability such as heat resistance, weather resistance, etc., and high productivity capable of molding with good yield are required. [0003] In recent years, in order to reduce the installation cost, a method of mounting the ca...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F230/08C08F2/38C08F2/44C08G77/24G02B1/04
CPCC08F222/10C08G77/24C08L83/08C08F230/085G02B1/041G02B1/04C08L83/04C08L33/08C08L33/10C08K5/11C08F2800/20C08J5/00C08J2343/04C08K5/13C08K5/3432C08K5/36
Inventor 长泽伟大大森健太郎
Owner NISSAN CHEM CORP