US 10,378,146 B2Granted

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

AssigneeAGC Inc.

InventorsAkira Isobe, Minako Shimada, Yuuichi Oomori

Life of this patent

Estimating the term…

Loading patent…

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 and heavy rain durability, a method for its production, and an article which is excellent in each of water repellency, oil repellency, heavy rain durability and texture. The water/oil repellent composition comprises a copolymer containing structural units based on a monomer (a), structural units based on a monomer (b) and structural units based on a monomer (c). Here, the monomer (a) is a compound represented by (Z—Y)nX (wherein Z is a C1-6perfluoroalkyl group, etc.; Y is a bivalent organic group, etc.; n is 1 or 2; and X is a polymerizable unsaturated group). The monomer (b) is a (meth)acrylate having no polyfluoroalkyl group and having an alkyl group with at least 12 carbon atoms. The monomer (c) is a monomer having a poly(oxypolyfluoroalkylene) chain.

Claims13

Dependent claims

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

Monomer (a):
a compound represented by the following formula (1).
(Z—Y)nX (1)
wherein Z is a C1-6 perfluoroalkyl group or a group represented by the following formula (2), Y is a divalent organic group having no fluorine atom, or a single bond, n is 1 or 2, and X is, when n is 1, any one of groups represented by the following formulae (3-1) to (3-5), or, when n is 2, any one of groups represented by the following formulae (4-1) to (4-4):
CsF2s+1CH2CF2 —(CH2CF2)t(CF2CF2)u— (2)
wherein s is an integer of from 1 to 6, t is an integer of from 0 to 3, and u is an integer of from 1 to 3,
—CR═CH2 (3-1) ,
—C(O)OCR═CH2 (3-2),
—OC(O)CR═CH2 (3-3),
—OCH2-φ-CR═CH2 (3-4),
—OCH═CH2 (3-5),
wherein R is a hydrogen atom, a methyl group or a halogen atom, and φ is a phenylene group,
—CH[—(CH2)mCR═CH2]— (4-1),
—CH[—(CH2)mC(O)OCR═CH2]— (4-2),
—CH[—(CH2)mOC(O)CR═CH2]— (4-3),
—OC(O)CH═CHC(O)O— (4-4),
wherein 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 haying no polyfluoroalkyl group and having an alkyl group with at least 12 carbon atoms,
Monomer (c):
a monomer having a poly(oxypolyfluoroalkylene) chain wherein the proportion of the number of fluorine atoms to the total number of fluorine atoms and hydrogen atoms is at least 70%,
wherein the proportion of structural units based on the monomer (a) in the copolymer is from 5 to 40 mass % among the structural units (100 mass %) based on all monomers constituting the copolymer,
the proportion of structural units based on the monomer (b) in the copolymer is from 40 to 94.9 mass % among the structural units (100 mass %) based on all monomers constituting the copolymer, and
the proportion of structural units based on the monomer (c) in the copolymer is from 0.1 to 20 mass % among the structural units (100 mass %) based on all monomers constituting the copolymer.

21 more elements

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)nX (1)
wherein Z is a C1-6 perfluoroalkyl group or a group represented by the following formula (2), Y is a divalent organic group having no fluorine atom, or a single bond, n is 1 or 2, and X is, when n is 1, any one of groups represented by the following formulae (3-1) to (3-5), or, when n is 2, any one of groups represented by the following formulae (4-1) to (4-4):
CsF2s+1CH2CF2—(CH2CF2)t(CF2CF2)u— (2)
wherein s is an integer of from 1 to 6, t is an integer of from 0 to 3, and u is an integer of from 1 to 3,
—CR═CH2 (3-1)
—C(O)OCR═CH2 (3-2),
—OC(O)CR═CH2 (3-3),
—OCH2-φ-CR═CH2 (3-4),
—OCH═CH2 (3-5),
wherein R is a hydrogen atom, a methyl group or a halogen atom, and φ is a phenylene group,
—CH[—(CH2)mCR═CH2]— (4-1),
—CH[—(CH2)mC(O)OCR═CH2]— (4-2),
—CH[—(CH2)mOC(O)CR═CH2]— (4-3),
—OC(O)CH═CHC(O)O— (4-4),
wherein 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 having no polyfluoroalkyl group and having an alkyl group with at least 12 carbon atoms,
Monomer (c):
a monomer having a poly(oxypolyfluoroalkylene) chain wherein the proportion of the number of fluorine atoms to the total number of fluorine atoms and hydrogen atoms is at least 70%,
wherein the proportion of the monomer (a) in the monomer components is from 5 to 40 mass % among the monomer components (100 mass %),
the proportion of the monomer (b) in the monomer components is from 40 to 94.9 mass % among the monomer components (100 mass %), and
the proportion of the monomer (c) in the monomer components is from 0.1 to 20 mass % among the monomer components (100 mass %).

21 more elements

Dependencies are inferred from the claim text.

Facts

Application: 15/620,219Filed 12 Jun 2017 · continuation
Priority: JP 2014-25493717 Dec 2014
Published: US 2017/0275813 A128 Sep 2017
Granted: 13 Aug 2019
Term ends: Not estimatedThe source records don’t support an estimate.

Classification27 codes

D06M 15/277
Of unsaturated carboxylic acids; Salts or esters thereof: containing fluorine
C08F 214/06
Monomers containing two carbon atoms: vinyl chloride
C08F 214/18
Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one…:…
C08F 220/12
Esters: of monohydric alcohols or phenols