Aqueous emulsion composition

Patent metadata

Field	Value
Publication number	US-9932504-B2
Application number	US-201314387047-A
Country	US
Kind code	B2
Filing date	Mar 19, 2013
Priority date	Mar 23, 2012
Publication date	Apr 3, 2018
Grant date	Apr 3, 2018

Abstract

Provided is an aqueous emulsion composition which has excellent chemical stability (stability with respect to impurities) and excellent mechanical stability. Disclosed is an aqueous emulsion composition which contains: (A) a polymer that contains a fluoroalkyl group; and (B) a surfactant that contains (B1) an amidoamine surfactant having an amide group and an amino group, and (B2) a nonionic surfactant. It is preferable that the surfactant does not contain a monool having an unsaturated triple bond or an alkylene oxide addition product of a polyol.

First claim

The invention claimed is:

1. An aqueous emulsion composition comprising:
(A) a polymer having a fluoroalkyl group, and
(B) a surfactant comprising:
(B1) an amidoamine surfactant having an amide group and an amino group, and
(B2) a nonionic surfactant,

wherein
the polymer having a fluoroalkyl group (A) comprises repeating units derived from a fluorine-containing monomer of the formula:
CH 2 ═C(—X)—C(═O)—Y—Z—Rf

wherein X is a hydrogen atom, a monovalent organic group or a halogen atom,
Y is —O— or —NH—,
Z is a direct bond or a divalent organic group, and
Rf is a fluoroalkyl group having 1 to 20 carbon atoms,
the amidoamine surfactant (B1) is a compound of the formula:
R 1 —CONH—(CH 2 ) n —N(R 2 )(R 3 )

wherein R 1 is an alkyl group or alkenyl group having 8-30 carbon atoms,
R 2 and R 3 are an alkyl group having 1-6 carbon atoms, and
n is 1 to 10,
the nonionic surfactant (B2) is a surfactant of the formula:
R 1 O—(CH 2 CH 2 O) p —H

wherein R 1 is an alkyl group having 1 to 22 carbon atoms or an alkenyl or acyl group having 2 to 22 carbon atoms, and
p is the number of at least 2, and
the surfactant (B) does not contain an alkylene oxide adduct of a monool or polyol having an unsaturated triple bond, and
the amount of the amidoamine surfactant (B1) is 0.1 to 20 parts by weight and the amount of the nonionic surfactant (B2) is 0.1 to 20 parts by weight, based on 100 parts by weight of the polymer (A).

2. The composition according to claim 1 , wherein the polymer having a fluoroalkyl group (A) has a perfluoroalkyl group having 6 carbon atoms.

3. The composition according to claim 1 , wherein, in at least one nonionic surfactant (B2), the R 1 group is a branched alkyl group.

4. The composition according to claim 1 , wherein the composition is a water- and oil-repellent agent, and/or a soil-resistant agent.

5. The composition according to claim 1 , wherein the fluorine-containing monomer is an acrylate ester of the formula:
CH 2 ═C(—X)—C(═O)—Y—Z—Rf  (I)

wherein X is a hydrogen atom, a linear or branched alkyl group having 1 to 21 carbon atoms, a fluorine atom, a chlorine atom, a bromine atom, a iodine atom, a CFX 1 X 2 group wherein X 1 and X 2 is a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or a iodine atom; a cyano group, a linear or branched fluoroalkyl group having 1 to 21 carbon atoms, a substituted or unsubstituted benzyl group, or a substituted or unsubstituted phenyl group;
Y is —O—or —NH—;
Z is an aliphatic group having 1 to 10 carbon atoms, an aromatic or cycloaliphatic group having 6 to 18 carbon atoms,
a —CH 2 CH 2 N(R 1 )SO 2 — group wherein R 1 is an alkyl group having 1 to 4carbon atoms,
a —CH 2 CH(OZ 1 ) CH 2 -(Ph-O) p — group wherein Z 1 is a hydrogen atom or an acetyl group, Ph is a phenylene group and p is 0 or 1,
a —(CH 2 ) n -Ph-O—group wherein Ph is a phenylene group and n is 0 to 10,
a —(CH 2 ) m —SO 2 —(CH 2 ) n - group, or a —(CH 2 ) m —S—(CH 2 ) n — group wherein m is from 1 to 10 and n is from 0 to 10; and
Rf is a linear or branched fluoroalkyl group having 1 to 20 carbon atoms.

6. The composition according to claim 1 , wherein the polymer having a fluoroalkyl group (A) further comprises repeating units derived from a fluorine-free non-crosslinkable monomer, and the fluorine-free non-crosslinkable monomer is acrylates of the general formula:
CH 2 ═CA 1 COOA 2

wherein A 1 is a hydrogen atom, a methyl group, or a halogen atom other than a fluorine atom, and
A 2 is an alkyl group represented by C n H 2n+1 (n=1-30).

7. The composition according to claim 6 , wherein the amount of the fluorine-free non-crosslinkable monomer is 0.1 to 300 parts by weight, based on 100 parts by weight of the fluorine-containing monomer.

8. The composition according to claim 1 , wherein, in the amidoamine surfactant (B1), R 1 is the alkyl group or alkenyl group having 12-24 carbon atoms, R 2 and R 3 are the alkyl groups having 1-4carbon atoms, and n is 2 to 5.

9. The composition according to claim 1 , wherein the amount of the amidoamine surfactant (B1) is from 5 to 50% by weight, based on the total of the surfactant.

10. The composition according to claim 1 , wherein the amount of the nonionic surfactant (B2) is 0.1 to 10 parts by weight, based on 100 parts by weight of the polymer (A).

11. The composition according to claim 1 , wherein the aqueous emulsion composition further comprises:
(C) an aqueous medium, and
the concentration of the polymer (A) in the aqueous emulsion composition is from 0.01 to 50% by weight.

12. The composition according to claim 1 , wherein the amidoamine surfactant (B1) is nonionic.

13. A method of treating a substrate which comprises applying to the substrate the aqueous emulsion composition according to claim 1 .

14. A treated substrate obtained by the treatment method according to claim 13 .

Assignees

• Daikin Ind Ltd

Inventors

• Kawabe Rumi
• Hara Ryousuke
• Miyahara Masahiro
• Fukumori Masaki
• Kubota Kouji
• Mohara Kensuke
• Enomoto Takashi

Classifications

• C09K3/18 Primary

  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

• D06M2200/11

  Oleophobic properties · CPC title

• C08K5/20

  Carboxylic acid amides · CPC title

• C08K5/101

  of monocarboxylic acids · CPC title

• D06M13/402

  Amides {imides, sulfamic acids} · CPC title