IP Library Granted Patent US 9,791,598
Granted Patent B2
US 9,791,598 · App. 15/142,722 · Granted Oct 17, 2017

Article having coating on substrate, coating composition, and coating method

Inventor: Yukiko Katayama (Kawasaki, JP)
Assignees: ESSILOR INTERNATIONAL (COMPAGNIE GENERALE D'OPTIQUE); NIKON CORPORATION
G02B1/18C08K5/549C09D5/00C09D7/1233C09D133/16C09D183/04G02B1/041G02B1/043C08G77/045C08G77/24
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Quick Facts
Patent No.
US 9,791,598
App. No.
15/142,722
Granted
Oct 17, 2017
Kind
B2
Abstract

Provided is a coating technology additionally excellent in, for example, water repellency, oil repellency, and ease of dirt removal. An article having a coating on a substrate, in which the coating contains: (a) a polyhedral oligomeric silsesquioxane; and (b) an acrylate polymer having a structural unit represented by the following general formula (II): where Ra represents a hydrogen atom or a methyl group, Rf represents —CH 2 —(CF 2 ) q —CF 3 or —CH(CF 3 ) 2 , and q represents an integer of 0 to 8.

Claims (26)

1. An article having a coating on a substrate, wherein the coating comprises:

(a) a polyhedral oligomeric silsesquioxane; and

(b) an acrylate polymer having a structural unit represented by the following general formula (II):

where Ra represents a hydrogen atom or a methyl group, Rf represents —CH 2 —(CF 2 ) q —CF 3 or —CH(CF 3 ) 2 , and q represents an integer of 0 to 8,

wherein the coating comprises the polyhedral oligomeric silsesquioxane at least in the following proportion X:

the proportion X refers to, in “profile where as the proportion of the polyhedral oligomeric silsesquioxane increases, a liquid droplet sliding angle on a surface of a coating film decreases or temporarily increases and then decreases, but a change in the decrease gradually becomes smailler,” a proportion at a starting point at which the change becomes smaller.

2. The article according to claim 1 , wherein the a polyhedral oligomeric silsesquioxane is represented by the following general formula (I);

where R represents —(CH 2 ) 2 —(CF 2 ) p —CF 3 , and p represents an integer of 0 to 9.

3. The article according to claim 1 , wherein the q represents an integer of 0 to 5.

4. The article according to claim 1 , wherein the coating has a surface arithmetic mean roughness of 2.5 nm or less.

5. The article according to claim 1 , wherein the coating has water repellency and oil repellency in which a sliding angle for linoleic acid is 4.0 degree or less and a sliding angle for pure water is 4.0 degrees or less.

6. The article according to claim 1 , wherein the article has a transmittance to light having a wavelength of 400 to 850 nm of 93% or more.

7. The article according to claim 1 , wherein the substrate has an optical power.

8. The article according to claim 1 , wherein the article is an ophthalmic lens.

9. A coating composition, comprising:

(a) a polyhedral oligomeric silsesquioxane represented by the general formula (I);

(b) an acrylate polymer having a structural unit represented by the general formula (II); and

(c) a solvent for dissolving the polyhedral oligomeric silsesquioxane and the acrylate polymer:

where R represents —(CH 2 ) 2 —(CF 2 ) p —CF 3 , and p represents an integer of 0 to 9;

where Ra represents a hydrogen atom or a methyl group, Rf represents —CH 2 —(CF 2 ) q —CF 3 or —CH(CF 3 ) 2 , and q represents an integer of 0 to 8,

wherein the coating comprises the polyhedral oligomeric silsesquioxane at least in the following proportion X:

the proportion X refers to, in “profile where as the proportion of the polyhedral oligomeric silsesquioxane increases, a liquid droplet sliding angle on a surface of a coating film decreases or temporarily increases and then decreases, but a change in the decrease gradually becomes smailler,” a proportion at a starting point at which the change becomes smaller.

10. The coating composition according to claim 9 , wherein the solvent comprises an organic compound containing at least one of chlorine and fluorine.

11. A method of manufacturing a coated article, comprising a coating step of applying the coating composition according to claim 9 to a surface of a substrate and removing the solvent.

12. A method of manufacturing a coated article according to claim 11 , wherein the coating step is carried out at a humidity of 30% RH or less.

13. The method of manufacturing a coated article according to claim 11 , wherein the coating step is carried out under a dehumidified atmosphere.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 6, 2018
From: ESSILOR INTERNATIONAL (COMPAGNIE GÉNÉRALE D'OPTIQUE)
To: ESSILOR INTERNATIONAL
Reel/Frame 045853/0275 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 29, 2016
From: KATAYAMA, YUKIKO
To: ESSILOR INTERNATIONAL (COMPAGNIE GENERALE D'OPTIQUE); NIKON CORPORATION
Reel/Frame 038423/0607 →
Continuity (2)
Continuation PCTJP2013006468 · Oct 31, 2013
Related Publication 20160245960A1 · Aug 25, 2016