IP Library Granted Patent US 9,771,384
Granted Patent B2
US 9,771,384 · App. 14/810,670 · Granted Sep 26, 2017

Fluorochemical surface treating agent and article treated therewith

Inventors: Yuji Yamane (Annaka, JP); Takashi Matsuda (Annaka, JP); Ryusuke Sakoh (Annaka, JP); Noriyuki Koike (Annaka, JP)
Assignee: Shin-Etsu Chemical Co., Ltd.
C07F7/1836C03C17/30C07F7/00C07F7/0843C08G65/336B05D1/185C03C2217/76
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Quick Facts
Patent No.
US 9,771,384
App. No.
14/810,670
Granted
Sep 26, 2017
Kind
B2
Abstract

A fluorochemical surface treating agent comprising a hydrolyzable group-containing silane modified with a fluorooxyalkylene-containing polymer and/or a partial hydrolytic condensate thereof forms a water/oil repellent layer having chemical resistance and mar resistance.

Claims (29)

1. A fluorochemical surface treating agent, comprising:

(A) a hydrolyzable group-containing silane modified with a fluorooxyalkylene-containing polymer, represented by the average compositional formula (1) and/or a partial hydrolytic condensate thereof,

wherein A is a monovalent fluorinated group terminated with —CF 3 ,

Rf is —(CF 2 ) d —(OCF 2 ) p (OCF 2 CF 2 ) q (OCF 2 CF 2 CF 2 ) r (OCF 2 CF 2 CF 2 CF 2 ) s (OCF(CF 3 )CF 2 ) t —O(CF 2 ) d —, d is independently an integer of 0 to 5, p, q, r, s and t are each independently an integer of 0 to 200, p+q+r+s+t is 10 to 200, units in parentheses may be randomly arranged,

Q is a single bond or a divalent organic group,

B is a divalent group: -J 2 C—, a divalent group: -L 2 Si—, a trivalent group: -JC═, a trivalent group: -LSi═, a tetravalent group: —C≡, or a tetravalent group: —Si≡, wherein J is independently an alkyl group, hydroxyl group, —C 3 H 5 , or silyl ether group: K 3 SiO—, K is independently hydrogen, alkyl, aryl or alkoxy, L is independently alkyl, alkoxy or chloro,

R is a monovalent organic group, and

X is a hydrolyzable group, a is an integer of 1 to 3, b is an integer of 1 to 3, an average of b being 1.5 to 3.0, c is an integer of 1 to 10; and

(B) a hydrolyzable group-containing silane modified with a fluorooxyalkylene-containing polymer, represented by the average compositional formula (2) and/or a partial hydrolytic condensate thereof, component (B) being present in an amount of 0.1 to 20 mol % based on the total moles of components (A) and (B),

wherein Rf, Q, B, R, X, a, b, and c are as defined in formula (1).

2. The fluorochemical surface treating agent of claim 1 , further comprising (C) a fluorooxyalkylene-containing polymer having the general formula (3), component (C) being present in an amount of 0.1 to 40 mol % based on the total moles of components (A), (B) and (C),

D-Rf-D  (3)

wherein Rf is as defined in formula (1) and D is independently fluorine, hydrogen, or a monovalent fluorinated group terminated with —CF 3 , —CF 2 H or —CFH 2 .

3. An article treated with the fluorochemical surface treating agent of claim 2 .

4. An optical article treated with the fluorochemical surface treating agent of claim 2 .

5. A glass, chemically strengthened glass, physically strengthened glass, SiO 2 -deposited glass, sapphire glass, SiO 2 -deposited sapphire glass, quartz substrate, or metal treated with the fluorochemical surface treating agent of claim 2 .

6. A touch panel, antireflective film, wearable terminal, eyeglass lens, or solar cell panel treated with the fluorochemical surface treating agent of claim 2 .

7. The fluorochemical surface treating agent of claim 1 , wherein Q is a single bond or a substituted or unsubstituted, divalent hydrocarbon group of 2 to 12 carbon atoms which may contain at least one structure selected from an amide bond, ether bond, ester bond, diorganosilylene group, and —Si[OH][(CH 2 ) g Si(CH 3 ) 3 ]— wherein g is an integer of 2 to 4.

8. An article treated with the fluorochemical surface treating agent of claim 7 .

9. An optical article treated with the fluorochemical surface treating agent of claim 7 .

10. A glass, chemically strengthened glass, physically strengthened glass, SiO 2 -deposited glass, sapphire glass, SiO 2 -deposited sapphire glass, quartz substrate, or metal treated with the fluorochemical surface treating agent of claim 7 .

11. A touch panel, antireflective film, wearable terminal, eyeglass lens, or solar cell panel treated with the fluorochemical surface treating agent of claim 7 .

12. The fluorochemical surface treating agent of claim 1 , wherein X is a hydrolyzable group selected from the group consisting of C 1 -C 10 alkoxy groups, C 2 -C 10 alkoxyalkoxy groups, C 1 -C 10 acyloxy groups, C 2 -C 10 alkenyloxy groups, halogen groups, and silazane groups.

13. The fluorochemical surface treating agent of claim 1 , which is diluted with a solvent.

14. The fluorochemical surface treating agent of claim 13 , wherein the solvent is selected from the group consisting of methyl perfluorobutyl ether, ethyl perfluorobutyl ether, methoxyperfluoroheptene, decafluoropentane, pentafluorobutane, and perfluorohexane.

15. An article treated with the fluorochemical surface treating agent of claim 1 .

16. An optical article treated with the fluorochemical surface treating agent of claim 1 .

17. A glass, chemically strengthened glass, physically strengthened glass, SiO 2 -deposited glass, sapphire glass, SiO 2 -deposited sapphire glass, quartz substrate, or metal treated with the fluorochemical surface treating agent of claim 1 .

18. A touch panel, antireflective film, wearable terminal, eyeglass lens, or solar cell panel treated with the fluorochemical surface treating agent of claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2015
From: YAMANE, YUJI; MATSUDA, TAKASHI; SAKOH, RYUSUKE; KOIKE, NORIYUKI
To: SHIN-ETSU CHEMICAL CO., LTD.
Reel/Frame 036192/0574 →
Priority Claims (1)
JP 2014-161004 · Aug 7, 2014 · national
Continuity (1)
Related Publication 20160040039A1 · Feb 11, 2016