Ester-dispersed silica sol and production method therefor

Patent metadata

Field	Value
Publication number	US-2025197644-A1
Application number	US-202218681674-A
Country	US
Kind code	A1
Filing date	Jul 27, 2022
Priority date	Aug 6, 2021
Publication date	Jun 19, 2025
Grant date	—

Abstract

A silica sol uses a carboxylic acid ester as a dispersion medium and a method for produces the same. The silica sol contains, as dispersoids, silica particles in which an alkoxy group represented by Si—OR 1 is present on or near surfaces of silane-treated silica particles, a solvent containing a carboxylic acid ester having an R 2 —COO—R 1 structure as a dispersion medium, and an amine. The dispersoids are silica particles in which at least two types of alkoxy groups represented by Si—OR 0 and Si—OR 1 are present and which have a molar ratio (Si—OR 1 )/(Si—OR 0 ) of 0.002 to 50. Si—OR 0 is Si—OCH 3 or Si—OC 2 H 5 . The silica particles have an average particle diameter of 5 to 200 nm determined by a dynamic light scattering method.

First claim

1 . A silica sol which contains, as dispersoids, silica particles in which an alkoxy group represented by Si—OR 1 (provided that R 1 is a C 2-10 organic group which arbitrarily has an oxygen atom) is present on or near surfaces of silane-treated silica particles, a solvent containing a carboxylic acid ester having an R 2 —COO—R 1 structure (provided that R 1 is a C 2-10 organic group which arbitrarily has an oxygen atom, and R 2 is a C 1-10 alkyl group which arbitrarily has an oxygen atom) as a dispersion medium, and an amine.

2 . The silica sol according to claim 1 ,
wherein the dispersoids are silica particles in which at least two types of alkoxy groups represented by Si—OR 0 and Si—OR 1 (provided that R 0 is a C 1-10 organic group which arbitrarily has an oxygen atom, R 1 is a C 2-10 organic group which arbitrarily has an oxygen atom, and R 0 and R 1 are not the same chemical group) are present on or near the surfaces of the silane-treated silica particles and which have a molar ratio (Si—OR 1 )/(Si—OR 0 ) of 0.002 to 50.

3 . The silica sol according to claim 1 ,
wherein the silica particles have an average particle diameter of 5 to 200 nm determined by a dynamic light scattering method.

4 . The silica sol according to claim 1 ,
wherein R 1 is an ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, t-butyl group, 1-methoxy-2-propyl group, 1-ethoxy-2-propyl group, or phenyl group.

5 . The silica sol according to any one of- claims 1 to 4 claim 1 ,
wherein R 2 is a methyl group, ethyl group, or propyl group.

6 . The silica sol according to claim 1 ,
wherein a silane treatment of the silica particles is performed with a hydrolysate of at least one silane compound selected from the group consisting of Formula (1) to Formula (3):
R 3 a Si(R 4 ) 4-a   Formula (1)

[R 5 b Si(R 6 ) 3-b ] 2 Y c   Formula (2)

R 7 d Si(R 8 ) 4-d   Formula (3)

(in Formula (1), each R 3 is an alkyl group, a halogenated alkyl group, an alkenyl group, an aryl group, or an organic group having an epoxy group, a (meth)acryloyl group, a mercapto group, an amino group, a ureido group, or a cyano group and is bonded to a silicon atom through an Si—C bond, each R 4 is an alkoxy group, an acyloxy group, or a halogen group, and a is an integer of 1 to 3, and in Formula (2) and Formula (3), each of R 5 and R 7 is a C 13 alkyl group or a C 6-30 aryl group and is bonded to a silicon atom through an Si—C bond, each of R 6 and R 8 is an alkoxy group, an acyloxy group, or a halogen group, Y is an alkylene group, an NH group, or an oxygen atom, b is an integer of 1 to 3, c is an integer of 0 or 1, and d is an integer of 1 to 3).

7 . The silica sol according to claim 1 ,
wherein the amine is a secondary amine or tertiary amine having a total number of carbon atoms of 5 to 35.

8 . The silica sol according to claim 7 ,
wherein pH of a liquid obtained by mixing the silica sol that contains the amine, methanol and pure water at a mass ratio of 1:1:1 to 1:2:1 is 4.0 to 9.5.

9 . A method for producing the silica sol according to claim 1 , comprising
the following step (A) to step (B), the following step (A-1) between completion of the step (A) and commencement of the step (B) or during the step (B), and the following step (A-2) after completion of the step (A-1): a step (A): a step of obtaining a silica sol containing silica particles having an average particle diameter of 5 to 200 nm determined by a dynamic light scattering method as dispersoids, and an alcohol R 0 OH (provided that R 0 is a C 1 -10 organic group which arbitrarily has an oxygen atom) as a dispersion medium, a step (B): a step of removing some or all of R 0 OH from the silica sol obtained in the step (A) and adding a carboxylic acid ester having an R 2 —COO—R 1 structure (provided that R is a C 2-10 organic group which arbitrarily has an oxygen atom, and R 2 is a C 1-10 alkyl group), a step (A-1): a step of treating the silica particles contained in the silica sol obtained in the step (A) with at least one silane compound of Formula (1) to Formula (3), and a step (A-2): a step of adding a secondary amine or tertiary amine having a total number of carbon atoms of 5 to 35 to the silica sol obtained in the step (A-1).

10 . The method for producing the silica sol according to claim 9 ,
wherein the step (A) is a step of obtaining a silica sol containing silica particles having an average particle diameter of 5 to 200 nm determined by a dynamic light scattering method as dispersoids, and an alcohol R 0 OH (provided that R 0 is a C 1-10 organic group which arbitrarily has an oxygen atom) as a dispersion medium, and wherein the step (B) is a step of removing some or all of the alcohol R 0 O H of the silica sol obtained in the step (A) and adding a carboxylic acid ester having an R 2 —COO—R 1 structure (provided that R 1 is a C 2-10 organic group which arbitrarily has an oxygen atom, R 2 is a C 1-10 alkyl group, and R 0 and R 1 are not the same chemical group).

Assignees

• Nissan Chemical Corp

Inventors

• Yoshitake Keiko
• Araki Megumi
• Maeta Tomoya

Classifications

• B01J13/0026

  containing a liquid organic phase · CPC title

• C01P2004/62

  Submicrometer sized, i.e. from 0.1-1 micrometer · CPC title

• C01P2004/64

  Nanometer sized, i.e. from 1-100 nanometer · CPC title

• C09C1/3081 Primary

  Treatment with organo-silicon compounds · CPC title

• C09C1/28

  Compounds of silicon {(C09C1/0009, C09C1/0015, C09C1/0078 take precedence)} · CPC title