IP Library Granted Patent US 10,513,819
Granted Patent B2
US 10,513,819 · App. 15/714,458 · Granted Dec 24, 2019

Water/oil repellent composition, method for its production, and article

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Quick Facts
Patent No.
US 10,513,819
App. No.
15/714,458
Granted
Dec 24, 2019
Kind
B2
Abstract

To provide a water/oil repellent composition whereby it is possible to obtain an article which is excellent in each of water-repellency, oil-repellency, washing durability, heavy rain durability and texture, a method for producing said composition, and an article which is excellent in each of water-repellency, oil-repellency, washing durability, heavy rain durability and texture. The water/oil repellent composition comprises a copolymer having units based on a monomer (a), units based on a monomer (b) and units based on a monomer (c), and a liquid medium. Monomer (a): a compound represented by (Z—Y) n X (Z: a C 1-6 perfluoroalkyl group, etc.; Y: a divalent organic group, etc.; n: 1 or 2; X: a polymerizable unsaturated group). Monomer (b): a (meth)acrylate having no polyfluoroalkyl group and having an alkyl group with at least 20 carbon atoms. Monomer (c): a compound represented by CH 2 ═CR 1 C(O)O—[(C 2 H 4 O) a (C 4 H 8 O) b ]—H (R 1 : a hydrogen atom or a methyl group, and a/b=1 to 3).

Claims (38)

1. A water/oil repellent composition comprising a copolymer comprising units based on the following monomer (a), units based on the following monomer (b) and units based on the following monomer (c), and a liquid medium:

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

(Z−Y) n X  (1),

wherein Z is a C 4-6 perfluoroalkyl group, Y is a C 1-4 alkylene group, n is 1, and X is at least one group represented by the following formula (3-3) represented by

—OC(O)CR═CH 2   (3-3),

wherein R is a hydrogen atom, a methyl group or a chlorine atom,

monomer (b): a (meth)acrylate having no polyfluoroalkyl group and having an alkyl group with 20 to 24 carbon atoms,

monomer (c): a compound represented by the following formula (5),

CH 2 ═CR 1 C(O)O—[(C 2 H 4 O) a (C 4 H 8 O) b ]—H  (5),

wherein R 1 is a hydrogen atom or a methyl group, a is 10, b is 5, and a bonding order of (C 2 H 4 O) units and (C 4 H 8 O) units is not limited,

wherein a content of C 2 H 4 O (EO) units is from 0.05 mass % to 9.93 mass %, relative to the total mass content of units based on all monomers in the copolymer, and

wherein a content of units based on the monomer (a) is from 5 to 40 mass %, a content of units based on the monomer (b) is from 40 to 94.9 mass %, and a content of units based on the monomer (c) is from 0.1 to 20 mass %, relative to the total mass content of units based on all monomers in the copolymer.

2. The water/oil repellent composition according to claim 1 , wherein the copolymer further comprises units based on the following monomer (d);

monomer (d): a halogenated olefin.

3. The water/oil repellent composition according to claim 2 , wherein the monomer (d) is vinyl chloride.

4. The water/oil repellent composition according to claim 2 , wherein a content of units based on the monomer (d) is from 3 mass % to 25 mass %, relative to the total mass content of units based on all monomers in the copolymer.

5. The water/oil repellent composition according to claim 1 , wherein the copolymer further comprises units based on the following monomer;

monomer (e): a monomer comprising a crosslinkable functional group.

6. The water/oil repellent composition according to claim 1 , wherein the liquid medium is an aqueous medium.

7. A method for producing a water/oil repellent composition, which comprises polymerizing monomer components comprising the following monomer (a), the following monomer (b) and the following monomer (c) in a liquid medium in the presence of a surfactant and a polymerization initiator, to form a copolymer:

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

(Z−Y) n X  (1)

wherein Z is a C 4-6 perfluoroalkyl group, Y is a C 1-4 alkylene group, n is 1, and X is at least one group represented by the following formula (3-3)

—OC(O)CR═CH 2   (3-3),

wherein R is a hydrogen atom, a methyl group or a chlorine atom,

monomer (b): a (meth)acrylate having no polyfluoroalkyl group and having an alkyl group with 20 to 24 carbon atoms,

monomer (c): a compound represented by the following formula (5),

CH 2 ═CR 1 C(O)O−[(C 2 H 4 O) a (C 4 H 8 O) b ]—H  (5),

wherein R 1 is a hydrogen atom or a methyl group, a is 10, b is 5, and a bonding order of (C 2 H 4 O) units and (C 4 H 8 O) units is not limited,

wherein a content of C 2 H 4 O (EO) units is from 0.05 mass % to 9.93 mass %, relative to the total mass content of units based on all monomers in the copolymer, and

wherein a content of units based on the monomer (a) is from 5 to 40 mass %, a content of units based on the monomer (b) is from 40 to 94.9 mass %, and a content of units based on the monomer (c) is from 0.1 to 20 mass %, relative to the total mass content of units based on all monomers in the copolymer.

8. The method for producing a water/oil repellent composition according to claim 7 , wherein the copolymer further comprises the following monomer (d):

monomer (d): a halogenated olefin.

9. The method for producing a water/oil repellent composition according to claim 7 , wherein the copolymer further comprises the following monomer (e):

monomer (e): a monomer having a crosslinkable functional group.

10. The method for producing a water/oil repellent composition according to claim 7 , wherein the liquid medium is an aqueous medium.

11. An article treated by using the water/oil repellent composition as defined in claim 1 .

12. The article according to claim 11 , wherein the article is a fiber product.

Assignments (2)
CHANGE OF NAME Recorded Aug 7, 2018
From: ASAHI GLASS COMPANY, LIMITED
To: AGC INC.
Reel/Frame 046730/0786 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 25, 2017
From: YOSHIMOTO, YUKIKO; HARA, HIROYUKI; OOMORI, YUUICHI; MASUDA, SHO
To: ASAHI GLASS COMPANY, LIMITED
Reel/Frame 043999/0500 →