Organosilicon compounds and methods for producing the same

Abstract

The present invention provides an organosilicon compound and a method for producing the same, which can yield a solution with a small rate of viscosity change over time and excellent handling properties. [Solution] An organosilicon compound having the structures represented by formulas (A) and (B), where m is an integer from 1 to 30. TIFF2026104763000038.tif71167

Claims

1. An organosilicon compound having the structures represented by the following formulas (A) and (B), The proportion of structures represented by the following formula (B) where m = 2 is, The proportion of structures represented by the following formula (B) where m = 1 is greater than the proportion of structures represented by the formula (B) below. Organosilicon compounds. 【Chemistry 1】 (In the above formula (A), R １ R is independently an alkyl group having 1 to 40 carbon atoms, a cycloalkyl group having 5 or 6 carbon atoms, or an aryl group having 6 to 20 carbon atoms; ２ These are independently C1-C40 alkyl groups, C5 or C6 cycloalkyl groups, or C6-C20 aryl groups; In the above formula (B), R ３ m is independently an alkyl group having 1 to 40 carbon atoms, a cycloalkyl group having 5 or 6 carbon atoms, or an aryl group having 6 to 20 carbon atoms; m is an integer from 1 to 30; R １ 、R ２ 、and R ３ is an alkyl group having 1 to 40 carbon atoms, the alkyl group having 1 to 40 carbon atoms is independently such that at least one hydrogen atom is independently a halogen atom, a cycloalkyl group A having 5 or 6 carbon atoms １２ or an aryl group A having 6 to 20 carbon atoms １４ may be replaced, and at least one -CH ２ - is independently -O-, -CO-, a cycloalkylene group A having 5 or 6 carbon atoms １３ or an arylene group A having 6 to 20 carbon atoms １５ may be replaced; R １ , R ２ , and R ３ If at least one of the C5 or C6 cycloalkyl group is a C5 or C6 cycloalkyl group, then at least one hydrogen atom of the C5 or C6 cycloalkyl group is independently a halogen atom, and C1 to C40 alkyl group A ２１ , a cycloalkyl group A having 5 or 6 carbon atoms ２２ , or an aryl group A having 6 to 20 carbon atoms ２４ It may be replaced by at least one -CH ２ The - can be independently replaced by -O- or -CO-; R １ , R ２ , and R ３ If at least one of the C6-C20 aryl groups, then the C6-C20 aryl group independently comprises at least one hydrogen atom independently comprising a halogen atom and an alkyl group A having 1-C40 atoms. ３１ , a cycloalkyl group A having 5 or 6 carbon atoms ３２ , or an aryl group A having 6 to 20 carbon atoms ３４ It can be replaced with; Alkyl group A ２１ and alkyl group A ３１ The hydrogen atom may be independently replaced by a halogen atom, a carbon-5 or carbon-6 cycloalkyl group, or a carbon-6 to carbon-20 aryl group, and at least one -CH ２ The - can be independently replaced by -O-, -CO-, a cycloalkylene group having 5 or 6 carbon atoms, or an arylene group having 6 to 20 carbon atoms; cycloalkyl group A １２ , cycloalkylene group A １３ , Chloroalkyl group A ２２ and cycloalkyl group A ３２ The hydrogen atom may be independently replaced by at least one halogen atom, a C1-C40 alkyl group, a C5 or C6 cycloalkyl group, or a C6-C20 aryl group, and at least one -CH ２ The - can be independently replaced by -O-, -CO-, etc.; aryl group A １４ Arylene group A １５ aryl group A ２４ and aryl group A ３４ (Independently, at least one hydrogen atom may be independently replaced by a halogen atom, a C1-C40 alkyl group, a C5 or C6 cycloalkyl group, or a C6-C20 aryl group.)

2. It consists of a compound represented by the following formula (1), and in this compound, It includes at least the structure represented by the following formula (3): The proportion of structures represented by the following formula (3) where n=2 is, The proportion of structures represented by the following formula (3) where n=1 is greater than the proportion of structures where n=1. The organosilicon compound according to claim 1. 【Chemistry 2】 (In formula (1) above, X includes one or more structures represented by formula (2) above, and does not include any other structures; when X includes two or more structures represented by formula (2) above, the two or more structures may be the same or different; Y １ This is a single bond or a structure represented by formula (3) above; In the above equation (2), R １ R in formula (A) is independent of the above. １ It is synonymous with; R ２ R in formula (A) is independent of the above. ２ It is synonymous with Y ２ This is a single bond or a structure represented by formula (3) above, and Y １ It may be the same as or different from; In the above formula (3), R ３ R in formula (B) is independent of the above. ３ This is synonymous with [the above]; n is an integer between 1 and 30.

3. In the above formulas (1) to (3), R １ R is independently an alkyl group having 1 to 20 carbon atoms, a cyclohexyl group, or a phenyl group; ２ R is independently an alkyl group having 1 to 20 carbon atoms, a cyclohexyl group, or a phenyl group; ３ These are independently C1-C20 alkyl groups or cyclohexyl groups; R １ , R ２ , and R ３ If at least one of the C1-C20 alkyl groups is an alkyl group having 1 to 20 carbon atoms, then at least one hydrogen atom of the C1-C20 alkyl group may be independently replaced by a fluorine atom, and at least one -CH ２ The - can be independently replaced by -O- or -CO-; R １ , R ２ , and R ３ If at least one of the groups is a cyclohexyl group, the cyclohexyl group may independently have at least one hydrogen atom independently of a fluorine atom, a C1-C20 alkyl group (at least one hydrogen atom in the alkyl group may be replaced by a fluorine atom, and at least one -CH ２ - may be replaced by -O- or -CO- independently, and at least one -CH ２ The - can be independently replaced by -O- or -CO-; R １ , and R ２ If at least one of the groups is a phenyl group, the phenyl group may independently have at least one hydrogen atom independently have a fluorine atom, or have a C1-C20 alkyl group (at least one hydrogen atom in the alkyl group may be replaced by a fluorine atom, and at least one -CH ２ The organosilicon compound according to claim 2, wherein the - may be independently replaced with -O- or -CO-.

4. In formulas (1) to (3) described in claim 2, R １ R is an alkyl group having 1 to 20 carbon atoms, a cyclohexyl group, or a phenyl group; ２ R is an alkyl group having 1 to 20 carbon atoms, a cyclohexyl group, or a phenyl group; ３ is an alkyl group having 1 to 20 carbon atoms, or a cyclohexyl group; R １ , R ２ , and R ３ If at least one of the C1-C20 alkyl groups is an alkyl group having 1 to 20 carbon atoms, then the alkyl group having 1 to 20 carbon atoms independently comprises at least one -CH ２ The dash can be replaced independently with -O-; R １ , R ２ , and R ３ If at least one of the groups is a cyclohexyl group, the cyclohexyl group independently has at least one hydrogen atom in an alkyl group having 1 to 20 carbon atoms (at least one of the alkyl groups is -CH ２ - may be replaced by -O- independently, and at least one -CH ２ The dash can be replaced independently with -O-; R １ , and R ２ If at least one of the groups is a phenyl group, the phenyl group independently has at least one hydrogen atom in an alkyl group having 1 to 20 carbon atoms (at least one of the alkyl groups is -CH ２ The organosilicon compound according to claim 3, wherein the - may be independently replaced by -O-.

5. In formulas (1) to (3) described in claim 2, R １ R is a cyclohexyl group, or a phenyl group in which at least one hydrogen atom may be replaced by an alkyl group having 1 to 20 carbon atoms; ２ R is a phenyl group in which an alkyl group having 1 to 20 carbon atoms is replaced by an alkyl group having 1 to 20 carbon atoms, or at least one hydrogen atom is replaced by an alkyl group having 1 to 20 carbon atoms; ３ The organosilicon compound according to claim 4, wherein is an alkyl group having 1 to 20 carbon atoms.

6. In formulas (1) to (3) described in claim 2, R １ R is a phenyl group in which at least one hydrogen atom may be replaced by an alkyl group having 1 to 20 carbon atoms; ３ The organosilicon compound according to claim 5, wherein is an alkyl group having 1 to 20 carbon atoms.

7. In the formulas (1) to (3) described in claim 2, R ２ and R ３ The organosilicon compound according to claim 6, wherein is an alkyl group having 1 to 6 carbon atoms.

8. In formulas (1) to (3) described in claim 2, R １ R is a phenyl group; ２ and R ３ The organosilicon compound according to claim 7, wherein is a methyl group.

9. One or more compounds selected from the group consisting of compounds represented by the following formulas (2-2) and (2-3). The organosilicon compound according to claim 1, comprising the compound. 【Transformation 3】 【Chemistry 4】 (In the above formulas (2-2) and (2-3), R Ｘ１ , R Ｘ２ , and R Ｘ３ are each independently synonymous with R １ , R ２ , and R ３ in the above formulas (A) and (B); n ４ is each independently an integer of 0 or 1 to 30; n ５ is each independently an integer of 0 or 1 to 30; n ６ is each independently an integer of 0 or 1 to 30; j ３ is each independently 0 or 1; j ４ is each independently 0 or 1; j ３ + j ４ is 1 or 2; k ２ represents an integer of 1 to 1,000.)

10. A method for producing an organosilicon compound, comprising the step of reacting a compound represented by the following formula (4) with at least one of the compounds represented by the following formula (5) and the following formula (6) at a temperature of 20°C or higher and 70°C or lower. 【Transformation 5】 (In the above formula (4), R Ａ１ R is independently an alkyl group having 1 to 40 carbon atoms, a cycloalkyl group having 5 or 6 carbon atoms, or an aryl group having 6 to 20 carbon atoms; Ａ２ R is independently an alkyl group having 1 to 40 carbon atoms, a cycloalkyl group having 5 or 6 carbon atoms, or an aryl group having 6 to 20 carbon atoms; Ａ７ These are, independently, hydrogen atoms, or -(Si(R Ｂ３ ) ２ -O) ｐ -Si(R Ｂ３ ) ２ -OH (where p independently represents an integer from 0 to 30); R Ｂ３ These are independently C1-C40 alkyl groups, C5 or C6 cycloalkyl groups, or C6-C20 aryl groups; In the above formula (5), R Ａ３ These are independently C1-C40 alkyl groups, C5 or C6 cycloalkyl groups, or C6-C20 aryl groups; n Ａ１ is an integer between 1 and 30; In the above formula (6), R Ａ４ These are independently C1-C40 alkyl groups, C5 or C6 cycloalkyl groups, or C6-C20 aryl groups; n Ａ２ is an integer between 1 and 30; R Ａ１ , R Ａ２ , R Ａ３ , R Ａ４ , and R Ｂ３ If at least one of the C1-C40 alkyl groups is an alkyl group having 1 to 40 carbon atoms, then the alkyl group having 1 to 40 carbon atoms may independently have at least one hydrogen atom that is a halogen atom, or a cycloalkyl group having 5 or 6 carbon atoms. Ｂ２ , or an aryl group A having 6 to 20 carbon atoms Ｂ４ It may be replaced by at least one -CH ２ The hyphens independently form -O-, -CO-, or a cycloalkylene group A with 5 or 6 carbon atoms. Ｂ３ , or an arylene group A having 6 to 20 carbon atoms Ｂ５ It can be replaced with; R Ａ１ , R Ａ２ , R Ａ３ , R Ａ４ , and R Ｂ３ If at least one of the C5 or C6 cycloalkyl group is a C5 or C6 cycloalkyl group, then at least one hydrogen atom of the C5 or C6 cycloalkyl group is independently a halogen atom, and C1 to C40 alkyl group A Ｃ１ , a cycloalkyl group A having 5 or 6 carbon atoms Ｃ２ , or an aryl group A having 6 to 20 carbon atoms Ｃ４ It may be replaced by at least one -CH ２ The - can be independently replaced by -O- or -CO-; R Ａ１ , R Ａ２ , R Ａ３ , R Ａ４ , and R Ｂ３ At least one of them has 6 carbon atoms In the case of an aryl group having 20 carbon atoms, the aryl group having 6 to 20 carbon atoms independently comprises at least one hydrogen atom independently comprising a halogen atom and an alkyl group having 1 to 40 carbon atoms. Ｄ１ , a cycloalkyl group A having 5 or 6 carbon atoms Ｄ２ , or an aryl group A having 6 to 20 carbon atoms Ｄ４ It can be replaced with; Alkyl group A Ｃ１ and alkyl group A Ｄ１ The hydrogen atom may be independently replaced by a halogen atom, a carbon-5 or carbon-6 cycloalkyl group, or a carbon-6 to carbon-20 aryl group, and at least one -CH ２ The - can be independently replaced by -O-, -CO-, a cycloalkylene group having 5 or 6 carbon atoms, or an arylene group having 6 to 20 carbon atoms; cycloalkyl group A Ｂ２ , cycloalkylene group A Ｂ３ cycloalkyl group A Ｃ２ and cycloalkyl group A Ｄ２ The hydrogen atom may be independently replaced by at least one halogen atom, a C1-C40 alkyl group, a C5 or C6 cycloalkyl group, or a C6-C20 aryl group, and at least one -CH ２ The - can be independently replaced by -O-, -CO-, etc.; aryl group A Ｂ４ Arylene group A Ｂ５ aryl group A Ｃ４ and aryl group A Ｄ４ (Independently, at least one hydrogen atom may be independently replaced by a halogen atom, a C1-C40 alkyl group, a C5 or C6 cycloalkyl group, or a C6-C20 aryl group.)

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