IP Library Granted Patent US 11,814,537
Granted Patent B2
US 11,814,537 · App. 16/493,382 · Granted Nov 14, 2023

Silane compound containing perfluoro (poly ) ether group

Inventors: Hisashi Mitsuhashi (Osaka, JP); Masatoshi Nose (Osaka, JP); Takashi Nomura (Osaka, JP); Shinya Takano (Osaka, JP); Masato Naitou (Osaka, JP); Kaori Ozawa (Osaka, JP); Yuusuke Watanabe (Osaka, JP); Peter Hupfield (Dusseldorf, DE)
Assignee: DAIKIN INDUSTRIES, LTD.
C09D171/00C08G65/336C09D5/00C09D7/20Y10T428/31504Y10T428/31663
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,814,537
App. No.
16/493,382
Granted
Nov 14, 2023
Kind
B2
Abstract

A perfluoro(poly)ether group-containing silane compound represented by formula (A1), (A2), (B1) or (B2), wherein the symbols are as defined in the description. Also disclosed is a surface-treating agent including the silane compound, a pellet including the surface-treating agent and an article including a base material and a layer formed from the silane compound or surface-treating agent. (Rf-PFPE) α′ -X 1 —(SiR a k R b l R c m ) α   (A1) (R c m R b l R a k Si) α —X 1 -PFPE-X 1 —(SiR a k R b l R c m ) α   (A2) (Rf-PFPE) γ′ -X 2 —(CR d k2 R e l2 R f m2 R g n2 ) γ   (B1) (R g n2 R f m2 R e l2 R d k2 C) γ —X 2 -PFPE-X 2 —(CR d k2 R e l2 R f m2 R g n2 ) γ   (B2)

Claims (39)

1. A perfluoro(poly)ether group-containing silane compound represented by any of formula (A1) or (B1):

Rf-PFPE-X 1 —SiR a 3   (A1)

Rf-PFPE-X 2 —CR d 3   (B1)

wherein:

PFPE represents, each independently at each occurrence, a group represented by formula:

—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 F 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f —

wherein a, b, c, d, e and f are each independently an integer of 0 or more and 50 or less, the sum of a, b, c, d, e and f is 20 to 50, and the occurrence order of respective repeating units in parentheses with a, b, c, d, e or f is not limited in the formula;

Rf represents, each independently at each occurrence, a perfluoroalkyl group having 1 to 16 carbon atoms;

X 1 represents, each independently at each occurrence, an alkylene group having 1 to 3 carbon atoms;

R a represents, each independently at each occurrence, —CH 2 CH 2 —SiR 2 3 ;

R 23 represent a hydroxyl group or a hydrolyzable group;

X 2 represents, each independently at each occurrence, an alkylene group having 1 to 3 carbon atoms;

R d represents, each independently at each occurrence, —CH 2 CH 2 —SiR 73 3 ;

R 73 represents, each independently at each occurrence, a hydroxyl group or a hydrolyzable group.

2. The perfluoro(poly)ether group-containing silane compound according to claim 1 , represented by formula (A1).

3. The perfluoro(poly)ether group-containing silane compound according to claim 1 , represented by formula (B1).

4. The perfluoro(poly)ether group-containing silane compound according to claim 1 , wherein

PFPE is represented, independently at each occurrence, by the following formula (a), (b) or (c):

—(OC 3 F 6 ) d —  (a)

wherein d is an integer of 20 to 50;

—(OC 4 F 8 ) c —(OC 3 F 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f —  (b)

wherein c and d are each independently an integer of 0 or more and 30 or less;

e and f are each independently an integer of 1 or more and 50 or less;

the sum of c, d, e and f is an integer of 20 or more and 50 or less; and

the occurrence order of respective repeating units in parentheses with a suffix c, d, e or f is not limited in the formula;

—(R 6 —R 7 ) j —  (c)

wherein R 6 is OCF 2 or OC 2 F 4 ;

R 7 is, each independently at each occurrence, a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 ; and

j is an integer of 10 to 25.

5. The perfluoro(poly)ether group-containing silane compound according to claim 1 , wherein the Rf-PFPE moiety has a number average molecular weight of 500 to 30,000.

6. The perfluoro(poly)ether group-containing silane compound according to claim 1 , wherein X 2 is, each independently at each occurrence, —CH 2 —, —CH 2 CH 2 —, or —CH 2 CH 2 CH 2 —.

7. A surface-treating agent comprising the perfluoro(poly)ether group-containing silane compound according to claim 1 .

8. The surface-treating agent according to claim 7 , further comprising one or more other components selected from a fluorine-containing oil, a silicone oil, an alcohol, a catalyst, a transition metal, a halide ion, and a compound containing an atom having an unshared electron pair in a molecular structure.

9. The surface-treating agent according to claim 7 , further comprising a solvent.

10. The surface-treating agent according to claim 7 , which is used as an antifouling coating agent or a water-proof coating agent.

11. The surface-treating agent according to claim 7 , for vacuum deposition.

12. A pellet comprising the surface-treating agent according to claim 7 .

13. An article comprising a base material, and a layer formed from the perfluoro(poly)ether group-containing silane compound according to claim 1 , on the surface of the base material.

14. The article according to claim 13 , wherein the article is an optical member.

Assignments (2)
CHANGE OF ADDRESS Recorded Jan 11, 2023
From: DAIKIN INDUSTRIES LTD.
To: DAIKIN INDUSTRIES LTD.
Reel/Frame 062355/0740 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 12, 2019
From: MITSUHASHI, HISASHI; NOSE, MASATOSHI; NOMURA, TAKASHI; TAKANO, SHINYA; NAITOU, MASATO; OZAWA, KAORI; WATANABE, YUUSUKE; HUPFIELD, PETER
To: DAIKIN INDUSTRIES, LTD.
Reel/Frame 050355/0557 →
Priority Claims (3)
JP 2017-053407 · Mar 17, 2017 · national
JP 2017-098376 · May 17, 2017 · national
JP 2017-209722 · Oct 30, 2017 · national
Continuity (1)
Related Publication 20200002567A1 · Jan 2, 2020