US2010121023A1PendingUtilityA1
Polymer having a sulfonic group or a sulfonate group and an amide group and method of producing same
Est. expiryMay 12, 2024(expired)· nominal 20-yr term from priority
G03G 9/097C07C 309/69C08F 8/34C08F 8/14C07C 309/51C07C 309/15C07C 309/76C08F 212/08G03G 9/08726C08F 220/585C08F 20/54C07C 231/02C08F 20/04
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Claims
Abstract
A polymer is provided in which a sulfonic group or a derivative thereof is introduced. The polymer includes a unit represented by the following chemical formula (1): wherein R represents -A 1 -SO 2 R 1 ; A l is selected from an alkylene group, a heterocyclic ring, an aromatic ring; and —SO 2 R 1 is a sulfonic group or of a derivative of a sulfonic acid.
Claims
exact text as granted — not AI-modified1 . A polymer which contains one or more units each having a structure represented by chemical formula (1):
wherein R represents -A 1 -SO 2 R 1 ; R 1w , R 1x , and R 1y are selected from combinations described in the following items (i) and (ii); for the item (i), A 1 and R 1 are selected from combinations described in the following items (i-A) to (i-G); for the item (ii), A 1 and R 1 are selected from combinations described in the following item (ii-A):
(i) R 1w and R 1x each represent a hydrogen atom, and R 1y represents a CH 3 group or a hydrogen atom;
(i-A) A 1 represents a methylene group, an ethylene group, a linear or branched alkylene group having 3 carbon atoms, an alkylene group having 4 carbon atoms selected from the chemical formulae (101), an alkylene group having 5 carbon atoms selected from the chemical formulae (402), a linear or branched alkylene group having 6 to 8 carbon atoms, an unsubstituted aromatic ring structure represented by the chemical formula (104a) or (104b), or an unsubstituted heterocyclic structure; and R 1 represents a halogen atom or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-B) A 1 represents an unsubstituted aromatic ring structure represented by the chemical formula (105); and R 1 represents a halogen atom or OR 1a where R 1a represents a methyl group, a linear or branched alkyl group having 3 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-C) A 1 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (106); and R 1 represents a halogen atom or OR 1a where R 1a represents a linear or branched alkyl group having 3 carbon atoms, a branched alkyl group having 4 carbon atoms, a linear or branched alkyl group having 5 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-D) A 1 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (107); and R 1 represents a halogen atom or OR 1a where R 1a represents a linear or branched alkyl group having 2 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-E) A 1 represents a substituted aromatic ring structure; and R 1 represents OH, a halogen atom, ONa, OK, or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-F) A 1 represents a substituted heterocyclic structure; and R 1 represents OH, a halogen atom, ONa, OK, or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-G) A 1 represents an unsubstituted naphthalene structure; and R 1 represents a halogen atom or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure.
(ii) R 1w , and R 1x each independently represent a halogen atom or a hydrogen atom; R 1y represents a CH 3 group, a halogen atom, or a hydrogen atom; at least one of R 1w , R 1x , and R 1y represents a halogen atom;
(ii-A) A 1 represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure; and R 1 represents OH, a halogen atom, ONa, OK, or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
2 . A polymer according to claim 1 , wherein the structure represented by the chemical formula (1) corresponds to chemical formula (2):
wherein R represents -A 2 -SO 2 R 2 ; R 2w and R 2x each represent a hydrogen atom, and R 2y represents a CH 3 group or a hydrogen atom; A 2 represents a methylene group, an ethylene group, a linear or branched alkylene group having 3 carbon atoms, an alkylene group having 4 carbon atoms represented by one of the chemical formulae (401), an alkylene group having 5 carbon atoms represented by one of the chemical formulae (502), a linear or branched alkylene group having 6 to 8 carbon atoms, an unsubstituted aromatic ring structure represented by the chemical formula (409a) or (409b), or an unsubstituted heterocyclic structure; R 2 represents a halogen atom or OR 2a . R 2a represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group;
3 . A polymer according to claim 1 , wherein the structure represented by the chemical formula (1) corresponds to chemical formula (5):
wherein R represents -A 5 -SO 2 R 5 ; R 5w and R 5x each represent a hydrogen atom, and R 5y represents a CH 3 group or a hydrogen atom; A 5 represents an unsubstituted aromatic ring structure represented by the chemical formula (110); R 5 represents a halogen atom or OR 5a where R 5a represents a methyl group, a linear or branched alkyl group having 3 to 8 carbon atoms, or a substituted or unsubstituted phenyl group:
4 . A polymer according to claim 1 , wherein the structure represented by the chemical formula (1) corresponds to chemical formula (6):
wherein R represents -A 6 -SO 2 R 6 ; R 6w and R 6x each represent a hydrogen atom, and R 6y represents a CH 3 group or a hydrogen atom; A 6 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (406); R 6 represents a halogen atom or OR 6a where R 6a represents a linear or branched alkyl group having 3 carbon atoms, a branched alkyl group having 4 carbon atoms, a linear or branched alkyl group having 5 to 8 carbon atoms, or a substituted or unsubstituted phenyl group:
5 . A polymer according to claim 1 , wherein the structure represented by the chemical formula (1) corresponds to chemical formula (7):
wherein R represents -A 7 -SO 2 R 7 ; R 7w and R 7x each represent a hydrogen atom, and R 7y represents a CH 3 group or a hydrogen atom; A 7 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (407); R 7 represents a halogen atom or OR 7a where R 7a represents a linear or branched alkyl group having 2 to 8 carbon atoms, or a substituted or unsubstituted phenyl group:
6 . A polymer according to claim 1 , wherein the structure represented by the chemical formula (1) corresponds to the chemical formula (8):
wherein R 203w and R 203x each represent a hydrogen atom, and R 203y represents a CH 3 group or a hydrogen atom; at least one of R 203a , R 203b , R 203c , R 203d , and R 203e represents SO 2 R 203f (R 203f represents OH, a halogen atom, ONa, OK, or OR 203h where R 203h represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group); each of R 203a , R 203b , R 203c , R 203d , and R 203e is selected from a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an OH group, an NH 2 group, an NO 2 group, COOR 203g (R 203g represents an H atom, an Na atom, or a K atom), an acetamide group, an OPh group, an NHPh group, a CF 3 group, a C 2 F 5 group, and a C 3 F 7 group; up to three of R 203a , R 203b , R 203c , R 203d , and R 203e can represent hydrogen atoms.
7 . A polymer according to claim 1 , wherein the structure represented by the chemical formula (1) corresponds to the chemical formula (507):
wherein R represents -A 507 -SO 2 R 507 ; R 507w and R 507x each represent a hydrogen atom, and R 507y represents a CH 3 group or a hydrogen atom; A 507 represents a substituted heterocyclic structure; R 507 represents OH, a halogen atom, ONa, OK, or OR 507a where R 507a represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group.
8 . A polymer according to claim 1 , wherein the structure represented by the chemical formula (1) corresponds to the chemical formula (509a) or (509b):
wherein R 509w and R 509x each represent a hydrogen atom, and R 509y represents a CH 3 group or a hydrogen atom; one of R 509a , R 509b , R 509c , R 509d , R 509e , R 509f and R 509g represents SO 2 R 509o (R 509o represents a halogen atom or OR 509s where R 509s represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group); the others represent hydrogen atoms;
wherein R 509v and R 509u each represent a hydrogen atom, and R 509z represents a CH 3 group or a hydrogen atom; one of R 509h , R 509i , R 509j ,R 509k , R 509l , R 509m and R 509n represents SO 2 R 509q (R 509q represents a halogen atom or OR 509t where R 509t represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group); the others represent hydrogen atoms.
9 . A polymer according to claim 1 , characterized in that the structure represented by the chemical formula (1) corresponds to the chemical formula (9a) or (9b).
(In the formula, R 10w and R 10x each represent a hydrogen atom, and R 10y represents a CH 3 group or a hydrogen atom. At least one of R 10a , R 10b , R 10c , R 10d , R 10e , R 10f and R 10g represents SO 2 R 10o (R 10o represents OH, a halogen atom, ONa, OK, or OR 10s . R 10s represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group.). Each of R 10a , R 10b , R 10c , R 10d , R 10e and R 10f , and R 10g is selected from a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an OH group, an NH 2 group, an NO 2 group, COOR 10p (R 10p represents an H atom, an Na atom, or a K atom.), an acetamide group, an OPh group, an NHPh group, a CF 3 group, a C 2 F 5 group, and a C 3 F 7 group. Up to five of R 10a , R 10b , R 10c , R 10d , R 10e and R 10f and R 10g can represent hydrogen atoms.)
(In the formula, R 10v and R 10u each represent a hydrogen atom, and R 10z represents a CH 3 group or a hydrogen atom. At least one of R 10h , R 10i , R 10j , R 10k , R 10l , R 10m and R 10n represents SO 2 R 10q (R 10q represents OH, a halogen atom, ONa, OK, or OR 10t . R 10t represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group.). Each of R 10h , R 10i , R 10j , R 10k , R 10l , R 10m and R 10n is selected from a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an OH group, an NH 2 group, an NO 2 group, COOR 10r (R 10r represents an H atom, an Na atom, or a K atom.), an acetamide group, an OPh group, an NHPh group, a CF 3 group, a C 2 F 5 group, and a C 3 F 7 group. Up to five of R 10h , R 10i , R 10j , R 10k , R 10l , R 10m and R 10n can represent hydrogen atoms.)
10 . A polymer according to claim 6 , wherein the structure represented by the chemical formula (1) corresponds to the chemical formula (10):
wherein R 16w and R 16x each represent a hydrogen atom, and R 16y represents a CH 3 group or a hydrogen atom; R 16a represents OH, a halogen atom, ONa, OK, or OR 16b where R 16b represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group.
11 . A polymer according to claim 8 , wherein the structure represented by the chemical formula (1) corresponds to the chemical formula (11):
wherein R 17w and R 17x each represent a hydrogen atom, and R 17y represents a CH 3 group or a hydrogen atom; R 17a represents a halogen atom or OR 17b where R 17b represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group.
12 . A polymer according to claim 6 , wherein the structure represented by the chemical formula (1) corresponds to the chemical formula (12):
wherein R 18w and R 18x each represent a hydrogen atom, and R 18y represents a CH 3 group or a hydrogen atom; R 18a represents OH, a halogen atom, ONa, OK, or OR 18b where R 18b represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group.
13 . A polymer according to claim 8 , wherein the structure represented by the chemical formula (1) corresponds to the chemical formula (13):
wherein R 19w and R 19x each represent a hydrogen atom, and R 19y represents a CH 3 group or a hydrogen atom; R 19a represents OH, a halogen atom, ONa, OK, or OR 19b where R 19b represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group.
14 . A polymer according to claim 1 , wherein the structure represented by the chemical formula (1) corresponds to the chemical formula (301) :
wherein R represents -A 301 -SO 2 R 301 ; R 301w and R 301x each independently represent a halogen atom or a hydrogen atom, and R 301y represents a CH 3 group, a halogen atom, or a hydrogen atom; at least one of R 301w , R 301x , and R 301y represents a halogen atom; A 301 represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure; R 301 represents OH, a halogen atom, ONa, OK, or OR 301a where R 301a represents a linear or branched alkyl group having 1 to 8 carbon atoms, or a substituted or unsubstituted phenyl group.
15 . A polymer according to any one of claims 1 to 14 , which further contains at least one unit derived from a vinyl-based monomer represented by chemical formula (108) in addition to the unit represented by the chemical formula (1):
wherein R 108w and R 108x each independently represent a halogen atom or a hydrogen atom, and R 108y represents a CH 3 group, a halogen atom, or a hydrogen atom; R 108 represents a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, a substituted or unsubstituted heterocyclic structure, a halogen atom, —CO—R 108a , —O—R 108b , —COO—R 108c , —OCO—R 108d , —CONR 108e R 108f , —CN, or a ring structure containing an N atom; R 108a , R 108b , R 108c , R 108d , R 108e , and R 108f each independently represent a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure.
16 . A polymer according to any one of claims 1 to 15 , which has a number average molecular weight of 1,000 to 1,000,000.
17 . A compound represented by chemical formula (617):
wherein R represents -A 617 -SO 2 R 617 ; R 617w , R 617x , and R 617y are selected from combinations described in the following items (i) and (ii); for the item (i), A 617 and R 617 are selected from combinations described in the following items (i-A) to (i-G); for the item (ii), A 617 and R 617 are selected from combinations described in the following item (ii-A):
(i) R 617w and R 617x each represent a hydrogen atom, and R 617y represents a CH 3 group or a hydrogen atom;
(i-A) A 617 represents a methylene group, an ethylene group, a linear or branched alkylene group having 3 carbon atoms, an alkylene group having 4 carbon atoms selected from the chemical formulae (601), an alkylene group having 5 carbon atoms selected from the chemical formulae (602), a linear or branched alkylene group having 6 to 8 carbon atoms, an unsubstituted aromatic ring structure represented by the chemical formula (604a) or (604b), or an unsubstituted heterocyclic structure; R 617 represents a halogen atom or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-B) A 617 represents an unsubstituted aromatic ring structure represented by the chemical formula (605); R 617 represents a halogen atom or OR 617a . R 617a represents a methyl group, a linear or branched alkyl group having 3 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-C) A 617 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (606); R 617 represents a halogen atom or OR 617a . R 617a represents a linear or branched alkyl group having 3 carbon atoms, a branched alkyl group having 4 carbon atoms, a linear or branched alkyl group having 5 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-D) A 617 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (607); R 617 represents a halogen atom or OR 617a where R 617a represents a linear or branched alkyl group having 2 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-E) A 617 represents a substituted aromatic ring structure; R 617 represents OH, a halogen atom, ONa, OK, or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-F) A 617 represents a substituted heterocyclic structure; R 617 represents OH, a halogen atom, ONa, OK, or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-G) A 617 represents an unsubstituted naphthalene structure; R 617 represents a halogen atom or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(ii) R 617w and R 617x each independently represent a halogen atom or a hydrogen atom; R 617y represents a CH 3 group, a halogen atom, or a hydrogen atom. At least one of R 617w , R 617x and R 617y represents a halogen atom;
(ii-A) A 617 represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure; R 617 represents OH, a halogen atom, ONa, OK, or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
18 . A compound according to claim 17 , wherein the compound represented by the chemical formula (617) has a structure represented by the chemical formula (618):
wherein R represents -A 618 -SO 2 R 618 ; R 618w , R 618x , and R 618y are selected from combinations described in the following items (i) and (ii); for the item (i), A 618 and R 618 are selected from combinations described in the following items (i-A) to (i-D); for the item (ii), A 618 and R 618 are selected from combinations described in the following item (ii-A):
(i) R 618w and R 618x each represent a hydrogen atom, and R 618y represents a CH 3 group or a hydrogen atom;
(i-A) A 618 represents a methylene group, an ethylene group, a linear or branched alkylene group having 3 carbon atoms, an alkylene group having 4 carbon atoms selected from the chemical formulae (701), an alkylene group having 5 carbon atoms selected from the chemical formulae (702), a linear or branched alkylene group having 6 to 8 carbon atoms, an unsubstituted aromatic ring structure, or an unsubstituted heterocyclic structure; R 618 represents a halogen atom or OR 618a where R 618a represents a methyl group, an ethyl group, or a phenyl group;
(i-B) A 618 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (706); R 618 represents a halogen atom or OR 618a where R 618a represents a phenyl group.
(i-C) A 618 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (707); R 618 represents a halogen atom, OK, or OR 618a where R 618a represents an ethyl group or a phenyl group;
(i-D) A 618 represents a substituted aromatic ring structure or a substituted heterocyclic structure; R 618 represents OH, a halogen atom, ONa, OK, or OR 618a where R 618a represents a methyl group, an ethyl group, or a phenyl group;
(ii) R 618w and R 618x each independently represent a halogen atom or a hydrogen atom; R 618y represents a CH 3 group, a halogen atom, or a hydrogen atom; at least one of R 618w , R 618x , and R 618y represents a halogen atom;
(ii-A) A 618 represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure; R 618 represents OH, a halogen atom, ONa, OK, or OR 618a where R 618a represents a methyl group, an ethyl group, or a phenyl group;
19 . A method for producing a polymer having a unit represented by the chemical formula (1), which comprises polymerizing a compound represented by the chemical formula (617):
wherein R represents -A 617 -SO 2 R 617 ; R 617w , R 617x , and R 617y are selected from combinations described in the following items (i) and (ii); for the item (i), A 617 and R 617 are selected from combinations described in the following items (i-A) to (i-G); for the item (ii), A 617 and R 617 are selected from combinations described in the following item (ii-A):
(i) R 617w and R 617x each represent a hydrogen atom, and R 617y represents a CH 3 group or a hydrogen atom;
(i-A) A 617 represents a methylene group, an ethylene group, a linear or branched alkylene group having 3 carbon atoms, an alkylene group having 4 carbon atoms selected from the chemical formulae (601), an alkylene group having 5 carbon atoms selected from the chemical formulae (602), a linear or branched alkylene group having 6 to 8 carbon atoms, an unsubstituted aromatic ring structure represented by the chemical formula (604a) or (604b), or an unsubstituted heterocyclic structure; R 617 represents a halogen atom or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-B) A 617 represents an unsubstituted aromatic ring structure represented by the chemical formula (605); R 617 represents a halogen atom or OR 617a where R 617a represents a methyl group, a linear or branched alkyl group having 3 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-C) A 617 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (606); R 617 represents a halogen atom or OR 617a where R 617a represents a linear or branched alkyl group having 3 carbon atoms, a branched alkyl group having 4 carbon atoms, a linear or branched alkyl group having 5 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-D) A 617 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (607); R 617 represents a halogen atom or OR 617a where R 617a represents a linear or branched alkyl group having 2 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-E) A 617 represents a substituted aromatic ring structure; R 617 represents OH, a halogen atom, ONa, OK, or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-F) A 617 represents a substituted heterocyclic structure; R 617 represents OH, a halogen atom, ONa, OK, or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-G) A 617 represents an unsubstituted naphthalene structure; R 617 represents a halogen atom or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(ii) R 617w and R 617x each independently represent a halogen atom or a hydrogen atom; R 617y represents a CH 3 group, a halogen atom, or a hydrogen atom; at least one of R 617w , R 617x , and R 617y represents a halogen atom;
(ii-A) A 617 represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure; R 617 represents OH, a halogen atom, ONa, OK, or OR 617a where R 617a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
wherein R represents -A 1 -SO 2 R 1 ; R 1w , R 1x , and R 1y are selected from combinations described in the following items (i) and (ii); for the item (1), A 1 and R 1 are selected from combinations described in the following items (i-A) to (i-G);
for the item (ii), A 1 and R 1 are selected from combinations described in the following item (ii-A):
(i) R 1w and R 1x each represent a hydrogen atom, and R 1y represents a CH 3 group or a hydrogen atom;
(i-A) A 1 represents a methylene group, an ethylene group, a linear or branched alkylene group having 3 carbon atoms, an alkylene group having 4 carbon atoms selected from the chemical formulae (101), an alkylene group having 5 carbon atoms selected from the chemical formulae (402), a linear or branched alkylene group having 6 to 8 carbon atoms, an unsubstituted aromatic ring structure represented by the chemical formula (104a) or (104b), or an unsubstituted heterocyclic structure; R 1 represents a halogen atom or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-B) A 1 represents an unsubstituted aromatic ring structure represented by the chemical formula (105); R 1 represents a halogen atom or OR 1a where R 1a represents a methyl group, a linear or branched alkyl group having 3 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-C) A 1 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (106); R 1 represents a halogen atom or OR 1a where R 1a represents a linear or branched alkyl group having 3 carbon atoms, a branched alkyl group having 4 carbon atoms, a linear or branched alkyl group having 5 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-D) A 1 represents a branched alkylene group having 4 carbon atoms represented by the chemical formula (107); R 1 represents a halogen atom or OR 1a where R 1a represents a linear or branched alkyl group having 2 to 8 carbon atoms, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-E) A 1 represents a substituted aromatic ring structure; R 1 represents OH, a halogen atom, ONa, OK, or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-F) A 1 represents a substituted heterocyclic structure; R 1 represents OH, a halogen atom, ONa, OK, or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-G) A 1 represents an unsubstituted naphthalene structure; R 1 represents a halogen atom or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(ii) R 1w and R 1x each independently represent a halogen atom or a hydrogen atom; R 1y represents a CH 3 group, a halogen atom, or a hydrogen atom; at least one of R 1w , R 1x , and R 1y represents a halogen atom;
(ii-A) A 1 represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure; R 1 represents OH, a halogen atom, ONa, OK, or OR 1a where R 1a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
20 . A method of producing a polymer having a unit represented by chemical formula (16), which comprises subjecting a polymer having a unit represented by the chemical formula (14) and at least one kind of amine compound represented by chemical formula (15) to condensation reaction:
wherein R 20w and R 20x each independently represent a halogen atom or a hydrogen atom; R 20y represents a CH 3 group, a halogen atom, or a hydrogen atom; R 20 represents an H atom, an Na atom, or a K atom;
H 2 N- A 21 -SO 2 R 21 (15)
wherein R 21 represents OH, a halogen atom, ONa, OK, or OR 21a ; A 21 and R 21a each independently represent a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
wherein R represents -A 22 -SO 2 R 22 ; R 22w and R 22x each independently represent a halogen atom or a hydrogen atom; R 22y represents a CH 3 group, a halogen atom, or a hydrogen atom; R 22 represents OH, a halogen atom, ONa, OK, or OR 22a ; A 22 and R 22a each independently represent a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure.
21 . A method of producing a polymer according to claim 20 , wherein a condensation agent is used to form an amide bond in an identical reaction field.
22 . A method of producing a polymer according to claim 21 , wherein the condensation agent is a phosphoric acid-based condensation agent.
23 . A method of producing a polymer according to claim 22 , wherein the condensation agent is selected from the group consisting of a phosphite-based condensation agent, a phosphorus chloride-based condensation agent, a phosphoric anhydride-based condensation agent, a phosphate-based condensation agent, and a phosphoric amide-based condensation agent.
24 . A method of producing a polymer according to any one of claims 20 to 23 , wherein condensation reaction is performed in the presence of pyridine.
25 . A method of producing a polymer having a unit represented by chemical formula (18), which comprises esterifying a polymer having a unit represented by the chemical formula (17) by using an esterifying agent:
wherein R represents -A 23 -SO 2 R 23 ; R 23w and R 23x each independently represent a halogen atom or a hydrogen atom; R 23y represents a CH 3 group, a halogen atom, or a hydrogen atom; R 23 represents OH, a halogen atom, ONa, or OK; A 23 represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
wherein R represents -A 24 -SO 3 R 24 ; R 24w and R 24x each independently represent a halogen atom or a hydrogen atom; R 24y represents a CH 3 group, a halogen atom, or a hydrogen atom; A 24 and R 24 each independently represent a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure.
26 . A method of producing a polymer according to claim 25 , wherein trimethylsilyldiazomethane or trimethyl orthoformate is used as the esterifying agent.
27 . A method of producing a polymer according to claim 25 , wherein triethyl orthoformate is used as the esterifying agent.
28 . A charge control agent for controlling a charged state of powder, which contains a polymer having a unit having a structure represented by the chemical formula (19):
wherein R represents -A 25 -SO 2 R 25 ; R 25w , R 25x , and R 25y are selected from combinations described in the following items (i) and (ii); for the item (i), A 25 and R 25 are selected from combinations described in the following items (i-A) and (i-B); for the item (ii), A 25 and R 25 are selected from combinations described in the following item (ii-A):
(i) R 25w and R 25x each represent a hydrogen atom, and R 25y represents a CH 3 group or a hydrogen atom;
(i-A) A 25 represents a substituted or unsubstituted aliphatic hydrocarbon structure; R 25 represents a halogen atom or OR 25a where R 25a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(i-B) A 25 represents a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure; R 25 represents OH, a halogen atom, ONa, OK, or OR 25a where R 25a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure;
(ii) R 25w and R 25x each independently represent a halogen atom or a hydrogen atom; R 25y represents a CH 3 group, a halogen atom, or a hydrogen atom; at least one of R 25w , R 25x and R 25y represents a halogen atom;
(ii-A) A 25 represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure; R 25 represents OH, a halogen atom, ONa, OK, or OR 25a where R 25a represents a substituted or unsubstituted aliphatic hydrocarbon structure, a substituted or unsubstituted aromatic ring structure, or a substituted or unsubstituted heterocyclic structure.
29 . A charge control agent for controlling a charged state of powder, which contains at least one kind of polymer according to any one of claims 1 to 16 .
30 . A charge control agent according to claim 28 wherein the powder is toner for developing an electrostatic charge image.
31 . A toner for developing an electrostatic charge image, which contains at least:
a binder resin; a colorant; and the charge control agent according to claim 28 .
32 . An image forming method, comprising at least the steps of:
externally applying a voltage to a charging member to charge an electrostatic latent image-bearing member; forming an electrostatic charge image on the charged electrostatic latent image-bearing member; developing the electrostatic charge image with toner for developing an electrostatic charge image to form a toner image on the electrostatic latent image-bearing member; transferring the toner image on the electrostatic latent image-bearing member onto a recording material; and fixing the toner image on the recording material under heating, wherein the toner for developing an electrostatic charge image according to claim 31 is used.
33 . An image forming apparatus, comprising at least:
means for externally applying a voltage from an outside to a charging member to charge an electrostatic latent image-bearing member; means for forming an electrostatic charge image on the charged electrostatic latent image-bearing member; means for developing the electrostatic charge image with toner for developing an electrostatic charge image to form a toner image on the electrostatic latent image-bearing member; means for transferring the toner image on the electrostatic latent image-bearing member onto a recording material; and means for fixing the toner image on the recording material under heating, wherein the toner for developing an electrostatic charge image according to claim 31 is used.Join the waitlist — get patent alerts
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