IP Library Granted Patent US 8,507,593
Granted Patent B2
US 8,507,593 · App. 13/424,601 · Granted Aug 13, 2013

Primer composition

Inventors: Kiminori Araki (Hiratsuka, JP); Hiroyuki Wakamatsu (Hiratsuka, JP)
Assignee: The Yokohama Rubber Co., Ltd.
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Quick Facts
Patent No.
US 8,507,593
App. No.
13/424,601
Granted
Aug 13, 2013
Kind
B2
Abstract

A primer composition including a binder resin, a compound (A) expressed by general formula (1) below or a hydrate thereof, and a solvent. In such a primer composition, a content of the compound (A) is not less than 0.1 mass % and not more than 1.5 mass %.

Claims (39)

1. A primer composition comprising:

a binder resin;

a compound (A) expressed by general formula (1) below or a hydrate thereof;

at least one of a polyisocyanate compound, an isocyanate silane compound, and a silane compound; and

a solvent;

wherein a content of the compound (A) is not less than 0.1 mass % and not more than 1.5 mass %:

and;

wherein the silane compound comprises at least one type of reactant selected from a compound (1) expressed by general formula (2) below, a compound (2) expressed by general formula (3) below, and a compound (3) expressed by general formula (4) below:

wherein the polyisocyanate compound is a tris(phenyl isocyanate) thiophosphate; and

wherein the isocyanate silane compound is a product of reacting: a compound (a) obtained by reacting trimethylolpropane and hexamethylene diisocyanate; and an aminosilane compound (b) comprising at least one phenyl group and a carbon bonded to an NH.

2. The primer composition according to claim 1 , wherein the binder resin comprises at least one of a polyurethane-based resin and a polyacryl-based resin.

3. The primer composition according to claim 2 , wherein the primer composition includes a tris(phenyl isocyanate) thiophosphate.

4. The primer composition according to claim 2 , wherein the primer composition includes an isocyanate silane compound that is a product of reacting: a compound (a) obtained by reacting trimethylolpropane and hexamethylene diisocyanate; and an aminosilane compound (b) comprising at least one phenyl group and a carbon bonded to an NH.

5. The primer composition according to claim 2 , wherein the primer composition includes a silane compound that comprises at least one type of reactant selected from a compound (1) expressed by general formula (2) below, a compound (2) expressed by general formula (3) below, and a compound (3) expressed by general formula (4) below:

6. The primer composition according to claim 1 , wherein the binder resin has a number average molecular weight of not less than 15,000.

7. The primer composition according to claim 1 , wherein the binder resin includes at least one of a polyacrylate resin and a polyurethane resin, wherein a number average molecular weight of the polyacrylate resin is not less than 3,000 and not more than 150,000, and a number average molecular weight of the polyurethane resin is not less than 3,000 and not more than 60,000.

8. The primer composition according to claim 7 , wherein the polyacrylate resin is a copolymer of methyl acrylate and methyl methacrylate.

9. The primer composition according to claim 7 , wherein the polyurethane resin is obtained by copolymerizing monomers via urethane bonds that are formed by condensing isocyanate groups and alcohol groups.

10. The primer composition according to claim 1 , wherein a content of the solvent is not less than 60 mass % and not more than 95 mass % of the gross mass of the primer composition.

11. The primer composition according to claim 1 , wherein the solvent comprises one or more of methyl ethyl ketone and ethyl acetate.

12. The primer composition according to claim 1 , wherein the polyisocyanate compound has three or more isocyanate groups.

13. The primer composition according to claim 12 , wherein the polyisocyanate compound comprises a combination of tris(phenyl isocyanate) thiophosphate and/or polymethylene polyphenyl isocyanate and a polyisocyanate compound having isocyanurate rings.

14. The primer composition according to claim 12 , wherein the polyisocyanate compound comprises a combination of tris(phenyl isocyanate) thiophosphate and a polyisocyanate compound having isocyanurate rings.

15. The primer composition according to claim 1 , wherein the polyisocyanate compound is a tris(phenyl isocyanate) thiophosphate with a content of not less than 50 parts by mass and not more than 3,000 parts by mass per 100 parts by mass of the binder resin.

16. The primer composition according to claim 1 , wherein the primer composition includes an isocyanate silane compound that is obtained by reacting: a compound (a) obtained by reacting trimethylolpropane and hexamethylene diisocyanate at a molar ratio of about 1:3; and an aminosilane compound (b) including at least one phenyl group and a carbon bonded to an NH, at a molar ratio of not less than 0.9 and not more than 1.1.

17. A primer composition comprising:

a binder resin;

a compound (A) expressed by general formula (1) below

or a hydrate thereof;

a solvent; and

a polyisocyanate compound having three or more isocyanate groups,

wherein a content of the compound (A) is not less than 0.1 mass % and not more than 1.5 mass %; and

wherein the polyisocyante compound comprises a combination of tris(phenyl isocyanate) thiophosphate and/or polymethylene polyphenyl isocyanate and a polyisocyanate compound having isocyanurate rings, or the polyisocyanate compound comprises a combination of tris(phenyl isocyanate) thiophosphate and a polyisocyanate compound having isocyanurate rings.

18. A primer composition comprising:

a binder resin;

a compound (A) expressed by general formula (1) below

or a hydrate thereof;

a solvent; and

an isocyanate silane compound that is obtained by reacting: a compound (a) obtained by reacting trimethylolpropane and hexamethylene diisocyanate at a molar ratio of about 1:3; and an aminosilane compound (b) including at least one phenyl group and a carbon bonded to an NH, at a molar ratio of not less than 0.9 and not more than 1.1.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2024
From: SIKA JAPAN LTD.
To: SIKA TECHNOLOGY AG
Reel/Frame 066641/0001 →
MERGER Recorded Feb 5, 2024
From: SIKA HAMATITE CO., LTD.
To: SIKA JAPAN LTD.
Reel/Frame 066493/0072 →
DE-MERGER Recorded Dec 8, 2021
From: THE YOKOHAMA RUBBER CO., LTD.
To: SIKA HAMATITE CO., LTD.
Reel/Frame 060439/0022 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2012
From: ARAKI, KIMINORI; WAKAMATSU, HIROYUKI
To: THE YOKOHAMA RUBBER CO., LTD
Reel/Frame 027892/0159 →
Priority Claims (1)
JP 2011-073625 · Mar 29, 2011 · national
Continuity (1)
Related Publication 20120252944A1 · Oct 4, 2012