Antifouling coating composition containing fluorinated (meth)acrylates

Claim 2

An antifouling coating composition consisting essentially of: 50 to 99 wt. % of a fluorine-containing acrylate represented by the formula (1) ##STR17## wherein X is a fluorine atom, Y is alkylene having 1 to 3 carbon atoms, a group --CH 2 CH 2 N(R)SO 2 -- (wherein R is alkyl having 1 to 4 carbon atoms), a group --CH 2 CH(OZ)CH 2 -- (wherein Z is a hydrogen atom or acetyl) or a group ##STR18## and Rf is fluoralkyl having 6 to 15 carbon atoms or fluoroalkyl having 5 to 21 carbon atoms and containing 1 to 5 oxygen atoms in the carbon ring provided that the oxygen atoms are not present adjacent to one another, 50to 1 wt. % of a (meth)acrylate represented by the formula (3) ##STR19## wherein X is hydrogen atom, fluorine atom, chlorine atom or methyl, A is a group --(CH 2 ) a -- (wherein a is 0 or an integer of 1 to 4), and B is a group ##STR20## (wherein R 1 and R 2 are the same or different and represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms and b is 0 or an integer of 1 to 3), and an effective amount of a photopolymerization initiator or thermal polymerization initiator.

Claim 3

An antifouling coating composition consisting essentially of 50 to 99 wt. % of a fluorine-containing acrylate represented by the formula (1). ##STR21## wherein X is a fluorine atoms, Y is alkylene having 1 to 3 carbon atoms, a group --CH 2 CH 2 N(R)SO 2 -- (wherein R is alkyl having 1 to 4 carbon atoms), a group --CH 2 CH(OZ)CH 2 -- (wherein Z is a hydrogen atom or acetyl) or a group ##STR22## and Rf is fluoroalkyl having 6 to 15 carbon atoms or fluoroalkyl having 5 to 21 carbon atoms and containing 1 to 5 oxygen atoms in the carbon ring provided that the oxygen atoms are not present adjacent to one another, 50to 1 wt. % of a acrylate represented by the formula (3-a) ##STR23## wherein X is fluorine atom, A is a group --(CH 2 ) a -- (wherein a is 0 or an integer of 1 to 4), and B is a group ##STR24## (wherein R 1 and R 2 are the same or different and represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms and b is 0 or an integer of 1 to 3), and an effective amount of a photopolymerization initiator or thermal polymerization initiator.

Claim 4

An antifouling coating composition consisting essentially of 50 to 99 wt. % of a fluorine-containing acrylate represented by the formula (1). ##STR21## wherein X is a fluorine atoms, Y is alkylene having 1 to 3 carbon atoms, a group --CH 2 CH 2 N(R)SO 2 -- (wherein R is alkyl having 1 to 4 carbon atoms), a group --CH 2 CH(OZ)CH 2 -- (wherein Z is a hydrogen atom or acetyl) or a group ##STR22## and Rf is fluoroalkyl having 6 to 15 carbon atoms or fluoroalkyl having 5 to 21 carbon atoms and containing 1 to 5 oxygen atoms in the carbon ring provided that the oxygen atoms are not present adjacent to one another, 50to 1 wt. % of a acrylate represented by the formula (3-a) ##STR23## wherein X is fluorine atom, A is a group --(CH 2 ) a -- (wherein a is 0 or an integer of 1 to 4), and B is a group ##STR24## (wherein R 1 and R 2 are the same or different and represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms and b is 0 or an integer of 1 to 3), and an effective amount of a photopolymerization initiator or thermal polymerization initiator.

Claim 5

An antifouling coating composition consisting essentially of a polymer which comprises: 50 to 90 wt. % of a unit represented by the formula (2) ##STR25## wherein X is a fluorine atom, Y is alkylene having 1 to 3 carbon atoms, a group --CH 2 CH 2 N(R)SO 2 -- (wherein R is alkyl having 1 to 4 carbon atoms), a group --CH 2 CH(OZ)CH 2 -- (wherein Z is a hydrogen atom or acetyl) or a group ##STR26## and Rf is fluoroalkyl having 6 to 15 carbon atoms or fluoralkyl having 5 to 21 carbon atoms and containing 1 to 5 oxygen atoms in the carbon ring provided that the oxygen atoms are not present adjacent to one another, 50to 1 wt. % of a unit represented by the formula (3') ##STR27## wherein X is hydrogen atom, fluorine atom, chlorine atom or methyl, A is a group --(CH 2 ) a -- (wherein a is 0 or an integer of 1 to 4), and B is a hydrogen atom, hydroxyl, epoxy, a group --NHCH 2 OH, alkyl having 1 to 4 carbon atoms and having as substituent at least one of hydroxyl and halogen atoms or a group ##STR28## (wherein R 1 and R 2 are the same or different and represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms and b is 0 or an integer of 1 to 3), and an effective amount of a crosslinking agent and/or a crosslinking accelerator.

Claim 6

An antifouling coating composition consisting essentially of a polymer which comprises: 50 to 90 wt. % of a unit represented by the formula (2) ##STR25## wherein X is a fluorine atom, Y is alkylene having 1 to 3 carbon atoms, a group --CH 2 CH 2 N(R)SO 2 -- (wherein R is alkyl having 1 to 4 carbon atoms), a group --CH 2 CH(OZ)CH 2 -- (wherein Z is a hydrogen atom or acetyl) or a group ##STR26## and Rf is fluoroalkyl having 6 to 15 carbon atoms or fluoralkyl having 5 to 21 carbon atoms and containing 1 to 5 oxygen atoms in the carbon ring provided that the oxygen atoms are not present adjacent to one another, 50to 1 wt. % of a unit represented by the formula (3') ##STR27## wherein X is hydrogen atom, fluorine atom, chlorine atom or methyl, A is a group --(CH 2 ) a -- (wherein a is 0 or an integer of 1 to 4), and B is a hydrogen atom, hydroxyl, epoxy, a group --NHCH 2 OH, alkyl having 1 to 4 carbon atoms and having as substituent at least one of hydroxyl and halogen atoms or a group ##STR28## (wherein R 1 and R 2 are the same or different and represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms and b is 0 or an integer of 1 to 3), and an effective amount of a crosslinking agent and/or a crosslinking accelerator.

Claim 7

An antifouling coating composition consisting essentially of polymer which comprises: 60 to 95% wt. % of a unit represented by the formula (2) ##STR29## wherein X is a fluorine atom, Y is alkylene having 1 to 3 carbon atoms, a group --CH 2 CH 2 N(R)SO 2 -- (wherein R is alkyl having 1 to 4 carbon atoms), a group --CH 2 CH(OZ)CH 2 -- (wherein Z is a hydrogen atom or acetyl) or a group ##STR30## and Rf is fluoralkyl having 6 to 15 carbon atoms or fluoralkyl having 5 to 21 carbon atoms and containing 1 to 5 oxygen atoms in the carbon ring provided that the oxygen atoms are not present adjacent to one another, 5to 40 wt. % of a unit represented by the formula (3') ##STR31## wherein X is hydrogen atom, fluorine atom, chlorine atom or methyl, A is a group --(CH 2 ) a -- (wherein a is 0 or an integer of 1 to 4), and B is a hydrogen atom, hydroxyl, epoxy, a group --NHCH 2 OH, alkyl having 1 to 4 carbon atoms and having as substituent at least one of hydroxyl and halogen atoms or a group ##STR32## (wherein R 1 and R 2 are the same or different and represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms and b is 0 or an integer of 1 to 3), and up to 35 wt. % of a unit represented by the formula (4') ##STR33## wherein X is hydrogen atom, fluorine atom, chlorine atom or methyl, and Z is alkyl having 1 to 10 carbon atoms, or alicyclic or aromatic group having 6 to 10 carbon atoms, and an effective amount of a crosslinking agent and/or a crosslinking accelerator.

Claim 8

An antifouling coating composition consisting essentially of polymer which comprises: 60 to 95% wt. % of a unit represented by the formula (2) ##STR29## wherein X is a fluorine atom, Y is alkylene having 1 to 3 carbon atoms, a group --CH 2 CH 2 N(R)SO 2 -- (wherein R is alkyl having 1 to 4 carbon atoms), a group --CH 2 CH(OZ)CH 2 -- (wherein Z is a hydrogen atom or acetyl) or a group ##STR30## and Rf is fluoralkyl having 6 to 15 carbon atoms or fluoralkyl having 5 to 21 carbon atoms and containing 1 to 5 oxygen atoms in the carbon ring provided that the oxygen atoms are not present adjacent to one another, 5to 40 wt. % of a unit represented by the formula (3') ##STR31## wherein X is hydrogen atom, fluorine atom, chlorine atom or methyl, A is a group --(CH 2 ) a -- (wherein a is 0 or an integer of 1 to 4), and B is a hydrogen atom, hydroxyl, epoxy, a group --NHCH 2 OH, alkyl having 1 to 4 carbon atoms and having as substituent at least one of hydroxyl and halogen atoms or a group ##STR32## (wherein R 1 and R 2 are the same or different and represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms and b is 0 or an integer of 1 to 3), and up to 35 wt. % of a unit represented by the formula (4') ##STR33## wherein X is hydrogen atom, fluorine atom, chlorine atom or methyl, and Z is alkyl having 1 to 10 carbon atoms, or alicyclic or aromatic group having 6 to 10 carbon atoms, and an effective amount of a crosslinking agent and/or a crosslinking accelerator.