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

Patent metadata

Field	Value
Publication number	US-10513819-B2
Application number	US-201715714458-A
Country	US
Kind code	B2
Filing date	Sep 25, 2017
Priority date	May 27, 2015
Publication date	Dec 24, 2019
Grant date	Dec 24, 2019

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)nX (Z: a C1-6 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 CH2═CR1C(O)O—[(C2H4O)a(C4H8O)b]—H (R1: a hydrogen atom or a methyl group, and a/b=1 to 3).

First claim

What is claimed is:

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.

Assignees

• Agc Inc

Inventors

• Yoshimoto Yukiko
• Hara Hiroyuki
• Oomori Yuuichi
• Masuda Sho

Classifications

• D06M15/27

  of alkylpolyalkylene glycol esters of unsaturated carboxylic acids · CPC title

• D06M15/29

  containing a N-methylol group or an etherified N-methylol group; containing a N-aminomethylene group; containing a N-sulfidomethylene group · CPC title

• D06M15/248

  containing chlorine · CPC title

• C08F220/22

  Esters containing halogen · CPC title

• D06M15/277 Primary

  containing fluorine · CPC title