IP Library Granted Patent US 9,803,120
Granted Patent B2
US 9,803,120 · App. 14/537,996 · Granted Oct 31, 2017

Water repellent composition, its production method, hydrophobic substrate treating agent composition and article

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Quick Facts
Patent No.
US 9,803,120
App. No.
14/537,996
Granted
Oct 31, 2017
Kind
B2
Abstract

A water repellent composition comprising a fluorinated copolymer having structural units based on a monomer (a) having a C 1-6 polyfluoroalkyl group, structural units based on a monomer (b) having a C 1-6 alkyl group and structural units based on a monomer (c) (halogenated olefin), and a medium, wherein the proportion of the structural units based on the monomer (a) is from 50 to 90 mass % of the structural units (100 mass %) based on all the monomers.

Claims (82)

1. A hydrophobic substrate treating agent composition, comprising:

a water repellent composition;

a penetrant; and

an antistatic agent,

wherein said water repellent composition comprises a fluorinated copolymer comprising structural units based on monomer (a), structural units based on monomer (b) and structural units based on monomer (c), and a medium,

wherein the proportion of the structural units based on the monomer (a) is from 55 to 80 mass % of the structural units (100 mass %) based on all monomers present in the fluorinated copolymer:

monomer (a): a compound represented by formula (1):

(Z—Y) n X  (1)

wherein Z is a C 1-6 polyfluoroalkyl group or a group represented by formula (2), Y is a bivalent organic group or a single bond, n is 1 or 2, and X is, when n is 1, any one of the groups represented by formulae (3-1) to (3-5) and, when n is 2, any one of the groups represented by formulae (4-1) to (4-4):

C i F 2i+1 O(CFX 1 CF 2 O) j CFX 2 —  (2)

wherein i is an integer of from 1 to 6, j is an integer of from 0 to 10, and each of X 1 and X 2 is a fluorine atom or a trifluoromethyl group;

—CR═CH 2   (3-1)

—C(O)OCR═CH 2   (3-2)

—OC(O)CR═CH 2   (3-3)

—OCH 2 -Φ-CR═CH 2   (3-4)

—OCH═CH 2   (3-5)

wherein R is a hydrogen atom, a methyl group or a halogen atom, and Φ is a phenylene group;

—CH[—(CH 2 ) m CR═CH 2 ]—  (4-1)

—CH[—(CH 2 ) m C(O)OCR═CH 2 ]—  (4-2)

—CH[—(CH 2 ) m OC(O)CR═CH 2 ]—  (4-3)

—OC(O)CH═CHC(O)O—  (4-4)

where R is a hydrogen atom, a methyl group or a halogen atom, and m is an integer of from 0 to 4;

monomer (b): a (meth)acrylate comprising no polyfluoroalkyl group and comprising a linear or branched C 1-6 alkyl group;

monomer (c): a halogenated olefin.

2. The hydrophobic substrate treating agent composition according to claim 1 , wherein Z represents:

F(CF 2 ) 4 —,

F(CF 2 ) 5 —,

F(CF 2 ) 6 —,

(CF 3 ) 2 CF(CF 2 ) 2 —, or

C K F 2K+1 O[CF(CF 3 )CF 2 O] H —CF(CF 3 )—,

wherein k is an integer of from 1 to 6, and h is an integer of from 0 to 10.

3. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein Y is a bivalent organic group, excluding a polyfluoroalkylene group.

4. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein Y is a single bond.

5. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein Y is

—CH 2 —,

—CH 2 CH 2 —,

—(CH 2 ) 3 —,

—CH 2 CH 2 CH(CH 3 )—,

—CH═CH—CH 2 —,

—S—CH 2 CH 2 —,

—CH 2 CH 2 —S—CH 2 CH 2 —,

—CH 2 CH 2 —SO 2 —CH 2 CH 2 —, or

—W—OC(O)NH-A-NHC(O)O—(C p H 2p )—,

wherein p is an integer of from 2 to 30,

wherein A is a symmetric alkylene group comprising no branched groups, an arylene group or an aralkylene group,

wherein W is any one of:

—SO 2 N(R 1 )—C d H 2d ,

—CONHC d H 2d —,

—CH(R F1 )—C e H 2e —, and

—C q H 2q —

wherein R 1 is a hydrogen atom or a C 1-4 alkyl group, d is an integer of from 2 to 8, R F1 is a C 1-20 perfluoroalkyl group, e is an integer of from 0 to 6, and q is an integer of from 1 to 20.

6. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the monomer (b) is a (meth)acrylate comprising no polyfluoroalkyl group and comprising a C 1-4 alkyl group.

7. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the monomer (b) is n-butyl (meth)acrylate.

8. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the monomer (c) is at least one halogenated olefin selected from the group consisting of tetrafluoroethylene, chlorotrifluoroethylene, vinylidene fluoride, vinyl fluoride, vinyl chloride, and vinylidene chloride.

9. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the monomer (c) is at least one halogenated olefin selected from the group consisting of vinyl chloride and vinylidene chloride.

10. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the monomer (c) is vinyl chloride.

11. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the proportion of the structural units based on the monomer (a) is from 60 to 70 mass % of the structural units (100 mass %) based on all monomers present in the fluorinated copolymer.

12. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the proportion of the structural units based on the monomer (b) is from 5 to 30 mass % of the structural units (100 mass %) based on all monomers present in the fluorinated copolymer.

13. The hydrophobic substrate treating agent composition according to claim 12 ,

wherein the proportion of the structural units based on the monomer (b) is from 5 to 20 mass % of the structural units (100 mass %) based on all monomers present in the fluorinated copolymer.

14. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the proportion of the structural units based on the monomer (c) is from 5 to 40 mass % of the structural units (100 mass %) based on all monomers present in the fluorinated copolymer.

15. The hydrophobic substrate treating agent composition according to claim 14 ,

wherein the proportion of the structural units based on the monomer (c) is from 10 to 35 mass % of the structural units (100 mass %) based on all monomers present in the fluorinated copolymer.

16. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the fluorinated copolymer further comprises structural units based on monomer (d), which is a monomer comprising no polyfluoroalkyl group and comprising a crosslinkable functional group.

17. The hydrophobic substrate treating agent composition according to claim 16 ,

wherein the monomer (d) is a polyalkylene glycol mono(meth)acrylate.

18. The hydrophobic substrate treating agent composition according to claim 1 ,

wherein the monomer (b) is a (meth)acrylate comprising no polyfluoroalkyl group and comprising a linear or branched C 3-6 alkyl group.

19. An article comprising a hydrophobic substrate treated with the hydrophobic substrate treating agent composition as defined in claim 1 .

20. The article according to claim 19 , wherein the hydrophobic substrate is a substrate made of a polyolefin.

Assignments (1)
CHANGE OF NAME Recorded Aug 7, 2018
From: ASAHI GLASS COMPANY, LIMITED
To: AGC INC.
Reel/Frame 046730/0786 →