Surfactant comprising fluorine-containing polymer
AssigneeDaikin Industries, Ltd.
InventorsMitsuhiro USUGAYA, Kayo Kusumi
Life of this patent
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Abstract
Provided is a surfactant which has a high surface tension reducing ability and a high solubility in a liquid medium, comprising a fluorine-containing copolymer containing, as essential components, a monomer having a fluoroalkyl group having 1 to 7 carbon atoms, a hydrophilic monomer, and a monomer having an ion donor group. Further provided are a coating composition, an ink composition and a photographic emulsion composition, each comprising the surfactant.
Claims21
A method of lowering the surface tension of a solution, comprising applying a surface active agent comprising a fluorine-containing copolymer to the solution, wherein the fluorine-containing copolymer comprises repeating units derived from the following monomers (a), (b) and (c):
- (a) a fluorine-containing monomer having a fluoroalkyl group, represented by the general formula:
- CH2═C(—X)—C(═O)—Y—Z—Rf (1)
- wherein X represents a hydrogen atom, a linear or branched C1 to C21 alkyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group wherein X1 and X2 are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, a cyano group, a linear or branched C1 to C21 fluoroalkyl group, a substituted or non-substituted benzyl group, or a substituted or non-substituted phenyl group;
- Y is —O— or —NH—;
- Z is a C1 to C10 aliphatic group, a C6 to C10 aromatic or cyclic aliphatic group,
- a —CH2CH2N(R1)SO2— group wherein R1 is a C1 to C4 alkyl group,
- a —CH2CH(OZ1) CH2— group wherein Z1 is a hydrogen atom or an acetyl group,
- a —(CH2), —SO2—(CH2)n— group or a —(CH2)m—S—(CH2)n— group wherein
- m is an integer from 1 to 10 and n is an integer from 0 to 10, and
- Rf is a linear or branched C1 to C7 fluoroalkyl group,
- (b) a hydrophilic monomer, and
- (c) a monomer having an ion-donating group.
A liquid modifier for paint comprising a surface active agent which comprises a fluorine-containing copolymer comprising repeating units derived from the following monomers (a), (b) and (c):
- (a) a fluorine-containing monomer having a fluoroalkyl group, represented by the general formula:
- CH2═C(—X)—C(═O)—Y—Z—Rf (1)
- wherein X represents a hydrogen atom, a linear or branched C1 to C21 alkyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group wherein X1 and X2 are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, a cyano group, a linear or branched C1 to C21 fluoroalkyl group, a substituted or non-substituted benzyl group, or a substituted or non-substituted phenyl group;
- Y is —O— or —NH—;
- Z is a C1 to C10 aliphatic group, a C6 to C10 aromatic or cyclic aliphatic group,
- a —CH2CH2N(R1)SO2— group wherein R1 is a C1 to C4 alkyl group,
- a —CH2CH(OZ1)CH2— group wherein Z1 is a hydrogen atom or an acetyl group,
- a —(CH2)m—SO2—(CH2)n— group or a —(CH2)m—S—(CH2)n— group wherein
- m is an integer from 1 to 10 and n is an integer from 0 to 10, and
- Rf is a linear or branched C1 to C7 fluoroalkyl group,
- (b) a hydrophilic monomer, and
- (c) a monomer having an ion-donating group.
A liquid modifier for ink comprising a surface active agent which comprises a fluorine-containing copolymer comprising repeating units derived from the following monomers (a), (b) and (c):
- (a) a fluorine-containing monomer having a fluoroalkyl group, represented by the general formula:
- CH2═C(—X)—C(═O)—Y—Z—Rf (1)
- wherein X represents a hydrogen atom, a linear or branched C1 to C21 alkyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group wherein X1 and X2 are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, a cyano group, a linear or branched C1 to C21 fluoroalkyl group, a substituted or non-substituted benzyl group, or a substituted or non-substituted phenyl group;
- Y is —O— or —NH—;
- Z is a C1 to C10 aliphatic group, a C6 to C10 aromatic or cyclic aliphatic group,
- a —CH2CH2N(R1)SO2— group wherein R1 is a C1 to C4 alkyl group,
- a —CH2CH(OZ1)CH2— group wherein Z1 is a hydrogen atom or an acetyl group,
- a —(CH2)m—SO2—(CH2)n— group or a —(CH2)m—S—(CH2)n— group wherein
- m is an integer from 1 to 10 and n is an integer from 0 to 10, and
- Rf is a linear or branched C1 to C7 fluoroalkyl group,
- (b) a hydrophilic monomer, and
- (c) a monomer having an ion-donating group.
A liquid modifier for photographic emulsion comprising a surface active agent which comprises a fluorine-containing copolymer comprising repeating units derived from the following monomers (a), (b) and (c):
- (a) a fluorine-containing monomer having a fluoroalkyl group, represented by the general formula:
- CH2═C(—X)—C(═O)—Y—Z—Rf (1)
- wherein X represents a hydrogen atom, a linear or branched C1 to C21 alkyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group wherein X1 and X2 are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, a cyano group, a linear or branched C1 to C21 fluoroalkyl group, a substituted or non-substituted benzyl group, or a substituted or non-substituted phenyl group;
- Y is —O— or —NH—;
- Z is a C1 to C10 aliphatic group, a C6 to C10 aromatic or cyclic aliphatic group,
- a —CH2CH2N(R1)SO2— group wherein R1 is a C1 to C4 alkyl group,
- a —CH2CH(OZ1) CH2— group wherein Z1 is a hydrogen atom or an acetyl group,
- a —(CH2)m—SO2—(CH2)n— group or a —(CH2)m—S—(CH2)n— group wherein
- m is an integer from 1 to 10 and n is an integer from 0 to 10, and
- Rf is a linear or branched C1 to C7 fluoroalkyl group,
- (b) a hydrophilic monomer, and
- (c) a monomer having an ion-donating group.
A method of using a fluorine-containing copolymer as a surface active agent, wherein the fluorine-containing copolymer comprises repeating units derived from the following monomers (a), (b) and (c):
- (a) a fluorine-containing monomer having a fluoroalkyl group, represented by the general formula:
- CH2═C(—X)—C(═O)—Y—Z—Rf (1)
- wherein X represents a hydrogen atom, a linear or branched C1 to C21 alkyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group wherein X1 and X2 are a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, a cyano group, a linear or branched C1 to C21 fluoroalkyl group, a substituted or non-substituted benzyl group, or a substituted or non-substituted phenyl group;
- Y is —O— or —NH—;
- Z is a C1 to C10 aliphatic group, a C6 to C10 aromatic or cyclic aliphatic group,
- a —CH2CH2N(R1)SO2— group wherein R1 is a C1 to C4 alkyl group,
- a —CH2CH(OZ1)CH2— group wherein Z1 is a hydrogen atom or an acetyl group,
- a —(CH2)m—SO2—(CH2)n— group or a —(CH2)m—S—(CH2)n— group wherein
- m is an integer from 1 to 10 and n is an integer from 0 to 10, and
- Rf is a linear or branched C1 to C7 fluoroalkyl group,
- (b) a hydrophilic monomer, and
- (c) a monomer having an ion-donating group.
Dependencies are inferred from the claim text.