IP Library › Granted Patent US 9,340,705
Granted Patent B2
US 9,340,705 · App. 13/684,289 · Granted May 17, 2016

Fluorine-based surface treating agent for vapor deposition and article finished with the surface treating agent by vapor deposition

Inventors: Yuji Yamane (Annaka, JP); Noriyuki Koike (Annaka, JP)
Assignee: Shin-Etsu Chemical Co., Ltd.
C09D183/16C09D183/12B32B17/10715B32B27/285B32B2255/26B32B2307/73B32B2315/08B32B2371/00B32B2383/00B32B2457/208C03C17/23C03C17/30C03C17/32C03C17/42C08G65/007C08G65/3332C08G65/33303C08G71/00C08G71/02C08G77/24C08G77/46C08G83/00C08G2650/48C08L83/00C08L83/06C09D5/16C09D171/00C09D171/02C09D183/00C09D183/06C23C16/00G02B1/10G02B1/18H01L21/0226H01L21/461H01L21/47Y10T428/315Y10T428/3154
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Quick Facts
Patent No.
US 9,340,705
App. No.
13/684,289
Granted
May 17, 2016
Kind
B2
Abstract

There is disclosed a fluorine-based surface treating agent for vapor deposition comprising (A) a hydrolyzable group-containing silane modified with a polymer containing a fluorooxyalkylene group and/or a partial hydrolytic condensate, and (B) a polymer containing a fluorooxyalkylene group having a higher weight average molecular weight than component (A), wherein components (A) and (B) are mixed in a weight ratio of from 6:4 to 9:1.

Claims (40)

1. A fluorine-based surface treating agent for vapor deposition, comprising (A) a hydrolyzable group-containing silane modified with a polymer containing a fluorooxyalkylene group and/or a partial hydrolytic condensate, and (B) a polymer containing a fluorooxyalkylene group having a higher weight average molecular weight than component (A), wherein components (A) and (B) are mixed in a weight ratio of from 6:4 to 9:1, and the ratio between the weight average molecular weight of component (A) and the weight average molecular weight of component (B) ranges from 1:1.5 to 1:5,

wherein the silane of component (A) is one represented by formula (2):

Rf Q-X] a   (2)

wherein:

a is 1 or 2;

Rf is selected from the group consisting of formulae (3), (4), and (5) when letter a is 1:

wherein Y is independently F or CF 3 group, m is an integer of 3 to 150, and d′ is an integer of 1 to 3,

C 3 F 7 O(CF 2 CF 2 CF 2 O) m C d′ F 2d′   (4)

wherein m is an integer of 3 to 150 and d′ is an integer of 1 to 3, and

wherein Y is independently F or CF 3 group, Z is H or F, p and q each is an integer of 0 to 150, p+q is 3 to 150, d is an integer of 1 to 3, and the recurring units may be randomly joined together, or

Rf is selected from the group consisting of formulae (6), (7), and (8) when a is 2:

wherein Y is independently F or CF 3 group, d′ is independently an integer of 1 to 3, e is an integer of 2 to 6, each of r and t is an integer of 0 to 150, s is an integer of 0 to 6, and r+t+s is 3 to 150, and the recurring units may be randomly joined together,

C d F 2d O(CF 2 CF 2 CF 2 O) m′ C d F 2d —  (7)

wherein m′ is an integer of 3 to 150 and d is an integer of 1 to 3, and

wherein Y is independently F or CF 3 group, d is independently an integer of 1 to 3, each of p′ and q′ is an integer of 0 to 150, and p′+q′ is 3 to 150, and the recurring units may be randomly joined together;

Q is an unsubstituted or substituted divalent hydrocarbon group having 2 to 12 carbon atoms which contains at least one structure selected from the group consisting of amide linkage, ether linkage, ester linkage, vinyl linkage, and diorganosilylene group;

X is a monovalent organic group having a hydrolyzable group-containing silane and a plurality of hydrolyzable groups; and

wherein the fluorooxyalkylene group-containing polymer of component (B) contains recurring units selected from the group consisting of:

—CF 2 O—,

—CF 2 CF 2 O—,

—CF 2 CF 2 CF 2 O—

—CF(CF 3 )CF 2 O—,

—CF 2 CF 2 CF 2 CF 2 O—,

—CF 2 CF 2 CF 2 CF 2 CF 2 CF 2 O—, and

—C(CF 3 ) 2 O—

in combination with one another and contains no terminal hydrolysable groups, wherein the number of recurring units is 5 to 755.

2. The fluorine-based surface treating agent of claim 1 , wherein Q is selected from the group consisting of:

wherein Me is a methyl group.

3. The fluorine-based surface treating agent of claim 1 , wherein X is a hydrolyzable silyl group, or a linear, branched or cyclic siloxane group or silyl group having a hydrolyzable silyl group or hydrolyzable silylalkylene group.

4. The fluorine-based surface treating agent of claim 1 , wherein X is a group having an alkoxy group-bonded silyl group represented by any one of the following formulas:

wherein letter c is an integer of 2 to 6, and OR is an alkoxy group having 1 to 10 carbon atoms, an alkoxyalkoxy group having 2 to 10 carbon atoms, an alkenyloxy group having 2 to 10 carbon atoms, or an acyloxy group having 1 to 10 carbon atoms.

5. The fluorine-based surface treating agent of claim 1 , wherein the fluorooxyalkylene group-containing polymer of component (B) is selected from the group consisting of a polymer having formula (9) and a polymer having formula (10):

wherein x, y and z are values satisfying that the weight average molecular weight of the fluorooxyalkylene group-containing polymer is 1,500 to 20,000.

6. The fluorine-based surface treating agent of claim 1 , which further comprises a fluorine-modified ether solvent or a fluorine-modified aromatic hydrocarbon solvent.

7. An article treated by vapor deposition with the surface treating agent of claim 1 .

8. An optical article treated by vapor deposition with the surface treating agent of claim 1 .

9. A touch panel treated by vapor deposition with the surface treating agent of claim 1 .

10. Antireflective film treated by vapor deposition with the surface treating agent of claim 1 .

11. SiO 2 -treated glass treated by vapor deposition with the surface treating agent of claim 1 .

12. Tempered glass treated by vapor deposition with the surface treating agent of claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 23, 2012
From: YAMANE, YUJI; KOIKE, NORIYUKI
To: SHIN-ETSU CHEMICAL CO., LTD.
Reel/Frame 029343/0343 →
Priority Claims (1)
JP 2011-261590 · Nov 30, 2011 · national
Continuity (1)
Related Publication 20130136928A1 · May 30, 2013