Coating composition, surface treatment agent containing said composition, and article which is surface-treated with said surface treatment agent

Patent metadata

Field	Value
Publication number	US-11560494-B2
Application number	US-201816963615-A
Country	US
Kind code	B2
Filing date	Dec 3, 2018
Priority date	Jan 22, 2018
Publication date	Jan 24, 2023
Grant date	Jan 24, 2023

Abstract

According to the present invention, a surface treatment agent which contains a coating composition that contains (A) one or more compounds selected from among organosilane or siloxane compounds represented by formula (1) and partial (hydrolysis) condensation products of the compounds and (B) one or more compounds selected from among silane or siloxane compounds represented by formula (2) and partial (hydrolysis) condensation products of the compounds at a mass ratio of from 50:50 to 90:10 is able to form a cured coating film that has excellently low fingerprint visibility.

(In formula (1), A represents —C(═O)OR 1 , —C(═O)NR 1 2 , —C(═O)SR 1 or —P(═O)(OR 1 ) 2 ; R 1 represents H, an alkyl group, an aryl group or an aralkyl group; Y represents a divalent organic group; R represents an alkyl group or a phenyl group; X represents a hydroxyl group or a hydrolyzable group; and n is 1-3.)

(In formula (2), Rf represents a perfluoroalkylene group or a divalent perfluoropolyether group.)

First claim

The invention claimed is:

1. A coating composition comprising (A) one or more compounds selected from among compounds having general formula (1) and partial condensates or partial hydrolytic condensates thereof and (B) one or more compounds selected from among compounds having general formula (2) and partial condensates or partial hydrolytic condensates thereof in a weight ratio of from 50:50 to 90:10, total of components (A) and (B) being 100,

wherein A is —C(═O)OR 1 , —C(═O)NR 1 2 , or —C(═O)SR 1 , R 1 is hydrogen, a C 1 -C 30 alkyl group, C 6 -C 30 aryl group or C 7 -C 30 aralkyl group, Y is independently a divalent organic group which may contain an organopolysiloxane residue, R is independently a C 1 -C 4 alkyl group or phenyl group, X is independently a hydroxyl group or hydrolyzable group, and n is an integer of 1 to 3,

wherein Rf is a perfluoroalkylene group or divalent perfluoropolyether group, Y is independently a divalent organic group which may contain an organopolysiloxane residue, R is independently a C 1 -C 4 alkyl group or phenyl group, X is independently a hydroxyl group or hydrolyzable group, and n is an integer of 1 to 3.

2. The coating composition of claim 1 wherein in formulae (1) and (2), the divalent organic group of Y is independently a C 2 -C 30 alkylene group optionally comprising a divalent group selected from among —O—, —S—, —NR—, —C(═O)—, —C(═O)O—, —C(═O)NR—, —OC(═O)NR—, a C 6 -C 20 arylene group, silalkylene group, silarylene group, and straight, branched or cyclic divalent organopolysiloxane residues of 2 to 10 silicon atoms, wherein R is C 1 -C 4 alkyl or phenyl.

3. The coating composition of claim 1 wherein in formulae (1) and (2), the hydroxyl group or hydrolyzable group of X is independently selected from the group consisting of hydroxyl, C 1 —C 10 alkoxy, C 2 -C 10 alkoxy-substituted alkoxy, C 2 -C 10 acyloxy, C 2 -C 10 alkenyloxy, halogen, oxime, isocyanate, and cyanate.

4. The coating composition of claim 1 wherein in formula (2), Rf is a C 3 -C 12 perfluoroalkylene group or a divalent perfluoropolyether group having a formula (3):

wherein J is at least one group selected from perfluoroalkylene groups having a structural formulae (a) to (e):

and all J groups may have the same structure or plural structures that may be arrayed randomly or blockwise, and b indicative of a number of repeating units is from 3 to 6.

5. The coating composition of claim 1 , wherein in formula (1), n is 2 or 3.

6. The coating composition of claim 1 , wherein in formula (1), n is 3.

7. The coating composition of claim 1 , wherein in formula (1), Y is a divalent group having an formula (4):
—R 3 —Z—(R 3 ) a —  (4)

wherein R 3 is independently a C 1 -C 30 alkylene group, or a C 7 -C 30 alkylene-arylene group containing a C 6 -C 20 arylene group, Z is a single bond, or a divalent group selected from the groups consisting of —O—, —S—, —NR—, —C(═O)—, —C(═O)O—, —C(═O)NR—, —OC(═O)NR—, silalkylene group, silarylene group, and straight, branched or cyclic divalent organopolysiloxane residues of 2 to 10 silicon atoms, wherein R is independently a C 1 -C 4 alkyl group or phenyl group, and “a” is 0 or 1.

8. The coating composition of claim 1 , wherein in formula (1), Y is any one of the following groups:

9. The coating composition of claim 1 , wherein in formulae (1) and (2), Y is a C 2 -C 20 alkylene group.

10. A surface treating agent comprising the coating composition of claim 1 .

11. The surface treating agent of claim 10 , further comprising a solvent.

12. The surface treating agent of claim 10 , further comprising a hydrolytic condensation catalyst.

13. The surface treating agent of claim 10 , which cures into a film having a contact angle with oleic acid of up to 30° at 25° C. at relative humidity 40%.

14. The surface treating agent of claim 10 , which cures into a film having a haze of up to 10 when sebum is deposited to the cured film under a load of 1 kg.

15. An article having on its surface a cured film of the surface treating agent of claim 10 .

16. A coating composition comprising (A) one or more compounds selected from among compounds having a general formula (1) and partial condensates or partial hydrolytic condensates thereof and (B) one or more compounds selected from among compounds having a general formula (2) and partial condensates or partial hydrolytic condensates thereof in a weight ratio of from 50:50 to 90:10, a total of components (A) and (B) being 100,

wherein A is —C(═O)OR 1 , —C(═O)NR 1 2 , —C(═O)SR 1 or —P(═O)(OR 1 ) 2 , R 1 is hydrogen, a C 1 -C 30 alkyl group, C 6 -C 30 aryl group or C 7 -C 30 aralkyl group, Y is independently a divalent organic group which may contain an organopolysiloxane residue, R is independently a C 1 -C 4 alkyl group or phenyl group, X is independently a hydroxyl group or hydrolyzable group, and n is 2 or 3,

wherein Rf is a perfluoroalkylene group or divalent perfluoropolyether group, Y is independently a divalent organic group which may contain an organopolysiloxane residue, R is independently a C 1 -C 4 alkyl group or phenyl group, X is independently a hydroxyl group or hydrolyzable group, and n is an integer of 1 to 3.

17. The coating composition of claim 16 wherein in formulae (1) and (2), the divalent organic group of Y is independently a C 2 -C 30 alkylene group optionally comprising a divalent group selected from among —O—, —S—, —NR—, —C(═O)—, —C(═O)O—, —C(═O)NR—, —OC(═O)NR—, a C 6 -C 20 arylene group, silalkylene group, silarylene group, and straight, branched or cyclic divalent organopolysiloxane residues of 2 to 10 silicon atoms, wherein R is C 1 -C 4 alkyl or phenyl.

18. The coating composition of claim 16 wherein in formulae (1) and (2), the hydroxyl group or hydrolyzable group of X is independently selected from the group consisting of hydroxyl, C 1 -C 10 alkoxy, C 2 -C 10 alkoxy-substituted alkoxy, C 1 -C 10 acyloxy, C 2 -C 10 alkenyloxy, halogen, oxime, isocyanate, and cyanate.

19. The coating composition of claim 16 wherein in formula (2), Rf is a C 3 -C 12 perfluoroalkylene group or a divalent perfluoropolyether group having a formula (3):

wherein J is at least one group selected from perfluoroalkylene groups having a structural formulae (a) to (e):

and all J groups may have the same structure or plural structures that may be arrayed randomly or blockwise, and b indicative of a number of repeating units is from 3 to 6.

20. The coating compositio

Assignees

• Shinetsu Chemical Co

Inventors

• Mori Seiya
• Sakoh Ryusuke

Classifications

• C09D183/14 Primary

  in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms (C09D183/10 takes precedence) · CPC title

• C09D183/08 Primary

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• C09D5/00 Primary

  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

• C09K3/18

  for application to surfaces to minimize adherence of ice, mist or water thereto (rendering particulate materials free flowing, in general, e.g. making them hydrophobic B01J2/30); Thawing or antifreeze materials for application to surfaces (used in liquids for heat-transfer, heat-exchange or heat-storage or for the production of heat or cold other than by combustion, e.g. radiator liquids, C09K5/00) · CPC title

• C09D7/20

  Diluents or solvents · CPC title