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Silicon isocyanate composition and method for producing same

A technology for silicon compounds and manufacturing methods, which are applied in the fields of silicon compounds, chemical instruments and methods, compounds of elements of Group 4/14 of the periodic table, etc., can solve problems such as lowering of purity, and achieve the effect of low cost

Pending Publication Date: 2022-03-11
松本精密化学株式会社
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0023] The inventors of the present invention have intensively studied to solve the above-mentioned problems, and as a result, have found a method for producing a composition containing a silicon isocyanate compound by reacting a halogenated silane compound with a cyanate or an isocyanate in the presence of an alkanediol compound. In this method, before adding the halosilane compound, an azeotropic solvent is added to a liquid containing cyanate or isocyanate and an alkanediol compound, and a dehydration step is performed by azeotroping the azeotropic solvent and water According to this, the problem of the reduction in the purity of the monomer of the silicon isocyanate compound caused by the mixing of water, which was a problem in the previous production method, can be solved, thus completing the present invention

Method used

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Examples

Experimental program
Comparison scheme
Effect test

manufacture example 1

[0130] 26.0 parts by mass (0.4 parts by mole) of sodium cyanate (manufactured by Junsei Chemical Co., Ltd.), 0.4 parts by mass of polyoxyethylene alkyl ether, and liquid paraffin (manufactured by Nippon Oil Corporation, trade name: Hi-White 350) After mixing 23.8 parts by mass with 17.9 parts by mass of toluene, azeotropic dehydration of toluene and water was performed under normal pressure at a liquid temperature of 110 to 200°C. Thereafter, azeotropic dehydration was further performed under conditions of a liquid temperature of 200° C. and a degree of reduced pressure of 3 kPa.

[0131] After azeotropic dehydration, 14.9 parts by mass (0.1 parts by mole) of methyltrichlorosilane (manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise and reacted at 170°C for 1 hour. The liquid was distilled within the range of , and 13.5 parts by mass of a composition containing methylsilyltriisocyanate with a purity of 80% by mass was obtained.

[0132] In addition, 10.0 par...

manufacture example 2

[0134] 39.8 parts by mass (0.6 parts by mole) of sodium cyanate (manufactured by Junsei Chemical Co., Ltd.), 0.3 parts by mass of polyoxyethylene alkyl ether, and liquid paraffin (manufactured by Nippon Oil Corporation, trade name: Hi-White 350) After mixing 26.3 parts by mass with 26.3 parts by mass of ethylbenzene, ethylbenzene and water were subjected to azeotropic dehydration at a liquid temperature of 110 to 200° C. under normal pressure. Then, azeotropic dehydration was further performed under the conditions of a liquid temperature of 200° C. and a degree of reduced pressure of 3 kPa.

[0135] After azeotropic dehydration, 17.0 parts by mass (0.1 parts by mole) of tetrachlorosilane (manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise and reacted at 170°C for 1 hour. The liquid was distilled in the range of 80 kPa to obtain 13.7 parts by mass of a composition containing silane tetraisocyanate with a purity of 80 mass%.

[0136] In addition, 10.0 parts b...

manufacture example 3

[0138] 14.9 parts by mass (0.1 parts by mole) of methyltrichlorosilane (manufactured by Tokyo Chemical Industry Co., Ltd.) was dropped into 26.0 parts by mass (0.4 parts by mole) of sodium cyanate (manufactured by Junzheng Chemical Co., Ltd.), polyoxyethylene alkane 0.4 parts by mass of ether, 23.8 parts by mass of liquid paraffin (manufactured by Nippon Oil Co., Ltd., trade name: Hi-White 350), reacted at 170°C for 1 hour, at a liquid temperature of 150 to 190°C under normal pressure The liquid was internally distilled to obtain 13.0 parts by mass of a composition containing methylsilyltriisocyanate with a purity of 70% by mass.

[0139] In addition, 10.0 parts by mass of the obtained composition was distilled on the same conditions as in Example 1 to obtain 5.0 parts by mass of a composition containing methyltriisocyanosilane with a purity of 90% by mass.

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PUM

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Abstract

Provided is a method for producing a silicon isocyanate compound-containing composition having a high purity of a monomer of a silicon isocyanate compound at an industrial grade and at low cost. A composition containing a silicon isocyanate compound is produced by reacting a silicon halide compound with a cyanate or isocyanate in the presence of a solvent and an alkanediol compound by a method comprising the following steps (A) to (D): (A) a step of mixing the cyanate or isocyanate, an azeotropic solvent, the alkanediol compound, and the solvent to produce a liquid; (B) a step of heating the liquid to remove water and the azeotropic solvent; (C) a step of adding the silicon halide compound to the liquid to generate the silicon isocyanate compound; and (D) a step of heating the liquid to distil and recover the silicon isocyanate compound.

Description

technical field [0001] The present invention relates to a method for producing a silicon isocyanate compound-containing composition, and more specifically, to a method for producing a silicon isocyanate compound-containing composition characterized in that a dehydration step is performed using an azeotropic solvent. Background technique [0002] Silicon isocyanate compounds are used as modifiers for polymers because they easily react with compounds containing active hydrogen in their molecules, such as alcohols, primary amines, secondary amines, and carboxylic acids. In addition, the silicon isocyanate compound can be easily introduced as a polymer component, and can add the characteristics of silicon to industrial materials. In addition, since the silicon isocyanate compound reacts rapidly with water, it reacts with moisture in the air or adsorbed water present on the surface of glass, ceramics, metal, etc. to form a silicon oxide film with high adhesion. [0003] The prod...

Claims

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Application Information

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IPC IPC(8): C07F7/10C01B33/113
CPCC07F7/10C01B33/113C01B33/00
Inventor 桥本隆治大豆生田勉
Owner 松本精密化学株式会社
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