Copolymer and method for producing the same
View Patent ↗To provide a copolymer which can impart sufficient dynamic water repellency, after air-drying water repellency and friction durability to a surface of an article, and which has low impact on the environment, a method for producing the same, a water repellent composition and an article excellent in dynamic water repellency, after air-drying water repellency and friction durability. A copolymer which is characterized in that it has structural units based on the following monomer (a) and structural units based on the following monomer (b), wherein the content of structural units based on the monomer (a) is from 5 to 95 mass % in the total structural units (100 mass %), the content of structural units based on the monomer (b) is from 5 to 60 mass % in the total structural units (100 mass %) and the sum of the contents of structural units based on the monomer (a) and structural units based on the monomer (b) is at least 65 mass % in the total structural units (100 mass %), and a water repellent composition which comprises the copolymer: Monomer (a): a (meth)acrylate having no R f group and having a C 20-30 alkyl group; Monomer (b): a halogenated olefin.
1. A copolymer having structural units based on the following monomer (a) and structural units based on the following monomer (b), wherein the content of structural units based on the following monomer (a) is from 5 to 95 mass % in the total structural units, 100 mass %, the content of structural units based on the following monomer (b) is from 5 to 60 mass % in the total structural units, 100 mass %, and the sum of the contents of structural units based on the following monomer (a) and structural units based on the following monomer (b) is at least 70 mass % in the total structural units, 100 mass %:
monomer (a): a (meth)acrylate having no polyfluoroalkyl group and having a C 20-30 alkyl group;
monomer (b): at least one halogenated olefin selected from the group consisting of vinyl chloride, vinylidene chloride, tetrafluoroethylene and vinylidene fluoride.
2. The copolymer according to claim 1 , which further has structural units based on the following monomer (c):
monomer (c): a monomer having a polyfluoroalkyl group.
3. The copolymer according to claim 2 , wherein the monomer (c) is a compound of the following formula (1):
(Z—Y) n X (1)
wherein Z is a C 1-6 polyfluoroalkyl group or a group of the following formula (2), Y is a bivalent organic group or a single bond, n is 1 or 2, and X is one of groups of the following formulae (3-1) to (3-5) when n is 1, or one of groups of the following formulae (4-1) to (4-4) when n is 2;
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)
—COOCR═CH 2 (3-2)
—OCOCR═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 is a phenylene group;
—CH[—(CH 2 ) m —CR═CH 2 ]— (4-1)
—CH[—(CH 2 ) m —COOCR═CH 2 ]— (4-2)
—CH[—(CH 2 ) m —OCOCR═CH 2 ]— (4-3)
—OCOCH═CHCOO— (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.
4. The copolymer according to claim 2 , wherein the content of structural units based on the monomer (c) is from 1 to 30 mass % in the total structural units, 100 mass %.
5. The copolymer according to claim 1 , wherein the monomer (b) is vinyl chloride or vinylidene chloride.
6. The copolymer according to claim 1 , which further has structural units based on the following monomer (d):
monomer (d): a monomer having no polyfluoroalkyl group and having a crosslinkable functional group.
7. The copolymer according to claim 6 , wherein the content of structural units based on the monomer (d) is from 0.1 to 8 mass % in the total structural units, 100 mass %.
8. A water repellent composition which comprises the copolymer as defined in claim 1 and a medium.
9. The water repellent composition according to claim 8 , which further contains a nonionic surfactant and a cationic surfactant.
10. An article treated with the water repellent composition as defined in claim 8 .
11. A method for producing a copolymer, which comprises polymerizing a monomer mixture comprising the following monomer (a) and the following monomer (b) in a medium in the presence of a surfactant and a polymerization initiator, wherein the content of the monomer (a) is from 5 to 95 mass % in the total monomers, 100 mass %, the content of the monomer (b) is from 5 to 60 mass % in the total monomers, 100 mass %, and the sum of the contents of the monomer (a) and the monomer (b) is at least 70 mass % in the monomer mixture, 100 mass %:
monomer (a): a (meth)acrylate having no polyfluoroalkyl group and having a C 20-30 alkyl group;
monomer (b): at least one halogenated olefin selected from the group consisting of vinyl chloride, vinylidene chloride, tetrafluoroethylene and vinylidene fluoride.
12. The method for producing a copolymer according to claim 11 , wherein the monomer mixture further contains the following monomer (c) and the content of the monomer (c) is from 1 to 30 mass % in the total monomers, 100 mass %:
monomer (c): a monomer having a polyfluoroalkyl group.
13. The method for producing a copolymer according to claim 11 , wherein the monomer (b) is vinyl chloride or vinylidene chloride.