Silane compound containing perfluoro (poly ) ether group

Patent metadata

Field	Value
Publication number	US-11814537-B2
Application number	US-201816493382-A
Country	US
Kind code	B2
Filing date	Mar 15, 2018
Priority date	Mar 17, 2017
Publication date	Nov 14, 2023
Grant date	Nov 14, 2023

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′-X1—(SiRakRblRcm)α  (A1)(RcmRblRakSi)α—X1-PFPE-X1—(SiRakRblRcm)α  (A2)(Rf-PFPE)γ′-X2—(CRdk2Rel2Rfm2Rgn2)γ  (B1)(Rgn2Rfm2Rel2Rdk2C)γ—X2-PFPE-X2—(CRdk2Rel2Rfm2Rgn2)γ  (B2)

First claim

The invention claimed is:

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.

Assignees

• Daikin Ind Ltd

Inventors

• Mitsuhashi Hisashi
• Nose Masatoshi
• Nomura Takashi
• Takano Shinya
• Naitou Masato
• Ozawa Kaori
• Watanabe Yuusuke
• Hupfield Peter

Classifications

• C09D171/00 Primary

  Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain (based on polyacetals C09D159/00; based on epoxy resins C09D163/00; based on polythioether-ethers C09D181/02; based on polyethersulfones C09D181/06); Coating compositions based on derivatives of such polymers · CPC title

• C08G65/336 Primary

  containing silicon · CPC title

• C09D5/00

  Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes · CPC title

• C09D7/20

  Diluents or solvents · CPC title

• Y10T428/31504

  Composite [nonstructural laminate] · CPC title