US4612280A
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US
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Hardened gelatin and method for hardening gelatin
Assignee: Fujifilm Holdings Corp
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Filing: 1985-10-21
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Granted: 1986-09-16
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Expires: 2005-10-21
Abstract
Abstract A hardened gelatin and a method for obtaining the hardened gelatin are described, using at least one compound represented by formula (I) ##STR1## wherein all symbols are as defined in the appended claims. The compounds of formula (I) are high in hardening speed and cause little or no post-hardening. Thus these compounds are very useful, for example, in preparation of a light-sensitive material.
Inventors
- 👤 Hisashi Okamura
- 👤 Hiroshi Kawamoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 20:55
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/30; C; C09; C09H; C09H7/00
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
379 words
A hardened gelatin that has been hardened with at least one compound represented by formula (I) ##STR14## wherein R 1 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a group R 11 O--, a group ##STR15## a group ##STR16## or a group R 16 S--, wherein R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group; or R 14 and R 15 each represents hydrogen atoms, or R 12 and R 13 or R 14 and R 15 combine together to form a ring structure or R 1 together with R 2 forms a nitrogen-containing heterocyclic ring, or the thus formed ring is further condensed with another ring; R 2 and R 3 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group, or combine together to form a nitrogen-containing heterocyclic ring; R 4 and R 5 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a group ##STR17## a group R 42 --SO 2 --, or a group R 43 --N═N--, or R 4 and R 5 share the same carbon atom such that the group ##STR18## takes a form of ##STR19## or R 4 and R 5 combine together to form a nitrogen-containing heterocyclic ring, or the thus formed ring is further condensed with another ring; R 41 , R 42 , R 43 , R 44 , and R 45 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group; or R 44 and R 45 each represents a hydrogen atom or combine together to form a ring; and X.sup.⊖ represents an anion or combines together with another part of the compound of formula (I) to form an intramolecular salt.
Claim 2
Dependent Claim
379 words
A hardened gelatin that has been hardened with at least one compound represented by formula (I) ##STR14## wherein R 1 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a group R 11 O--, a group ##STR15## a group ##STR16## or a group R 16 S--, wherein R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group; or R 14 and R 15 each represents hydrogen atoms, or R 12 and R 13 or R 14 and R 15 combine together to form a ring structure or R 1 together with R 2 forms a nitrogen-containing heterocyclic ring, or the thus formed ring is further condensed with another ring; R 2 and R 3 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group, or combine together to form a nitrogen-containing heterocyclic ring; R 4 and R 5 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a group ##STR17## a group R 42 --SO 2 --, or a group R 43 --N═N--, or R 4 and R 5 share the same carbon atom such that the group ##STR18## takes a form of ##STR19## or R 4 and R 5 combine together to form a nitrogen-containing heterocyclic ring, or the thus formed ring is further condensed with another ring; R 41 , R 42 , R 43 , R 44 , and R 45 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group; or R 44 and R 45 each represents a hydrogen atom or combine together to form a ring; and X.sup.⊖ represents an anion or combines together with another part of the compound of formula (I) to form an intramolecular salt.
Claim 3
Dependent Claim
197 words
A hardened gelatin as in claim 1, wherein R 1 represents a straight or branched substituted or unsubstituted alkyl group having from 1 to 20 carbon atoms, a substituted or unsubstituted aralkyl group having from 7 to 20 carbon atoms, a substituted or unsubstituted aryl group having from 6 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having from 2 to 20 carbon atoms, a group R 11 O--, a group ##STR20## or a group R 16 --S--, wherein R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 each represents a straight or branched substituted or unsubstituted alkyl group having from 1 to 20 carbon atoms, a substituted or unsubstituted aralkyl group having from 7 to 20 carbon atoms, a substituted or unsubstituted aryl group having from 6 to 20 carbon atoms, or a substituted or unsubstituted alkenyl group having from 2 to 20 carbon atoms, or R 12 and R 13 combine together to form a 5- to 8-membered ring, or R 14 and R 15 combine together to form a 5- to 8-membered ring, or R 14 and R 15 each represents hydrogen atoms.
Claim 4
Dependent Claim
49 words
A hardened gelatin as in claim 1, wherein R 1 and R 2 combine together to form a 5- to 8-membered ring containing a nitrogen atom or further containing at least one atom selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom.
Claim 5
Dependent Claim
62 words
A hardened gelatin as in claim 1, wherein R 1 and R 2 combine together to form a ring selected from the group consisting of a pyridine ring, a quinoline ring, an isoquinoline ring, an oxazole ring, a benzoxazole ring, an oxazoline ring, an imidazole ring, a benzimidazole ring, an imidazoline ring, a thiazole ring, a benzothiazole ring, and a thiazoline ring.
Claim 6
Dependent Claim
49 words
A hardened gelatin as in claim 1, wherein R 12 and R 13 combine together to form a 5- to 8-membered ring containing a nitrogen atom or further containing at least one atom selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom.
Claim 7
Dependent Claim
34 words
A hardened gelatin as in claim 2, wherein R 12 and R 13 combine together to form a ring selected from the group consisting of pyrolidine ring, a piperadine ring and a morpholine ring.
Claim 8
Dependent Claim
23 words
A hardened gelatin as in claim 2, wherein R 14 and R 15 combine together to form a 5- to 8-membered cycloalkyl group.
Claim 9
Dependent Claim
71 words
A hardened gelatin as in claim 1, wherein R 2 and R 3 each represents a straight or branched substituted or unsubstituted alkyl group having from 1 to 20 carbon atoms, a substituted or unsubstituted aralkyl group having from 7 to 20 carbon atoms, a substituted or unsubstituted aryl group having from 6 to 20 carbon atoms, or a substituted or unsubstituted alkenyl group having from 2 to 20 carbon atoms.
Claim 10
Dependent Claim
49 words
A hardened gelatin as in claim 1, wherein R 2 and R 3 are combined to form a 5- to 8-membered ring containing a nitrogen atom or further containing at least one atom selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom.
Claim 11
Dependent Claim
34 words
A hardened gelatin as in claim 1, wherein R 2 and R 3 combine together to form a ring selected from the group consisting of a pyrrolidine ring, piperadine ring and a morpholine ring.
Claim 12
Dependent Claim
153 words
A hardened gelatin as in claim 1, wherein R 4 and R 5 each represents a straight or branched substituted or unsubstituted alkyl group having from 1 to 20 carbon atoms, a substituted or unsubstituted aralkyl group having from 7 to 20 carbon atoms, a substituted or unsubstituted aryl group having from 6 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having from 2 to 20 carbon atoms, a group ##STR21## a group R 42 --SO 2 , or group R 43 --N═N--, wherein R 41 , R 42 , and R 43 each represents a straight or branched substituted or unsubstituted alkyl group having from 1 to 20 carbon atoms, a substituted or unsubstituted aralkyl group having from 7 to 20 carbon atoms, a substituted or unsubstituted aryl group having from 6 to 20 carbon atoms, or a substituted or unsubstituted alkenyl group having from 2 to 20 carbon atoms.
Claim 13
Dependent Claim
100 words
A hardened gelatin as in claim 1, wherein R 4 and R 5 share the same carbon atom such that the group ##STR22## forms the group ##STR23## wherein R 44 and R 45 each represents a hydrogen atom, a straight or branched substituted or unsubstituted alkyl group having from 1 to 20 carbon atoms, a substituted or unsubstituted aralkyl group having from 7 to 20 carbon atoms, a substituted or unsubstituted aryl group having from 6 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having from 2 to 20 carbon atoms or combine together to form a ring.
Claim 14
Dependent Claim
48 words
A hardened gelatin as in claim 1, wherein R 4 and R 5 combine to form a 5- to 8-membered ring containing a nitrogen atom or further containing at least one atom selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom.
Claim 15
Dependent Claim
41 words
A hardened gelatin as in claim 1, wherein R 4 and R 5 combine together to form a ring selected from the group consisting of a phthalimide ring, a succinimide ring, a glutarimide ring, a piperadine ring and a benzotriazole ring.
Claim 16
Dependent Claim
64 words
A hardened gelatin as in claim 1, wherein said substituents for each of R 1 , R 2 , R 3 , R 4 and R 5 are selected from the group consisting of a halogen atom, an alkoxy group having from 1 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, an N,N-di-substituted carbamoyl group and N,N-di-substituted sulfamoyl group.
Claim 17
Dependent Claim
57 words
A hardened gelatin as in claim 15, wherein the substituent for said N,N-di-substituted carbamoyl group and N,N-di-substituted sulfamoyl group is a substituent selected from the group consisting of an alkyl group having 1 to 20 carbon atoms, an aryl group havig from 6 to 20 carbon atoms and aralkyl group having from 7 to 20 carbon atoms.
Claim 18
Dependent Claim
35 words
A hardened gelatin as in claim 1, wherein X.sup.⊖ represents a halide ion BF 4 .sup.⊖, PF 6 .sup.⊖, ClO 4 .sup.⊖ or sulfonate ion, a sulfate ion, a phosphonate ion or a phosphate ion.
Claim 19
Dependent Claim
31 words
A hardened gelatin as in claim 1, wherein R 2 or R 3 is substituted by a sulfo group and X.sup.⊖ and R 3 combine together to form an intramolecular salt.
Claim 20
Dependent Claim
32 words
A hardened gelatin as in claim 1, wherein said compound represented by formula (I) is used in an amount of form 0.05 to 10 wt% based on the weight of dry gelatin.
Claim 21
Dependent Claim
17 words
A hardened gelatin as in claim 1, wherein said hardened gelatin is contained in a photographic material.
Claim 22
Dependent Claim
17 words
A hardened gelatin as in claim 20, wherein said photographic material is a silver halide photographic material.
Claim 23
Dependent Claim
39 words
A hardened gelatin as in claim 21, wherein said hardened gelatin is contained in at least one of a silver halide emulsion layer, a subbing layer, a back layer, a filter layer, an intermediate layer and an overcoat layer.
Claim 24
Independent Claim
381 words
A method for hardening gelatin which comprises incorporating in a gelatin at least one compound represented by formula (I): ##STR24## wherein: R 1 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a group R 11 --O--, a group ##STR25## a group ##STR26## or a group R 16 S--, wherein R 11 , R 12 , R 13 , R 14 , R 15 and R 16 each represents a substituted or unsubstituted alkyl group a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group; or R 14 and R 15 each represents hydrogen atoms, or R 12 and R 13 or R 14 and R 15 combine together to form a ring structure or R 1 together with R 2 forms a nitrogen-containing heterocyclic ring or the thus formed ring is further condensed with another ring; R 2 and R 3 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group, or combine together to form a nitrogen-containing heterocyclic ring; R 4 and R 5 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a group ##STR27## a group R 42 --SO 2 --, or a group R 43 --N═N--, or R 4 and R 5 share the same carbon atom such that the group ##STR28## takes a form of ##STR29## or R 4 and R 5 combine together to form a nitrogen-containing heterocyclic ring, or the thus formed ring is further condensed with another ring; R 41 , R 42 , R 43 , R 44 , and R 45 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group; or R 44 and R 45 each represents a hydrogen atom or combine together to form a ring, and X.sup.⊖ represents an anion or combines together with another part of the compound of formula (I) to form an intramolecular salt.
Claim 25
Independent Claim
381 words
A method for hardening gelatin which comprises incorporating in a gelatin at least one compound represented by formula (I): ##STR24## wherein: R 1 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a group R 11 --O--, a group ##STR25## a group ##STR26## or a group R 16 S--, wherein R 11 , R 12 , R 13 , R 14 , R 15 and R 16 each represents a substituted or unsubstituted alkyl group a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group; or R 14 and R 15 each represents hydrogen atoms, or R 12 and R 13 or R 14 and R 15 combine together to form a ring structure or R 1 together with R 2 forms a nitrogen-containing heterocyclic ring or the thus formed ring is further condensed with another ring; R 2 and R 3 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group, or combine together to form a nitrogen-containing heterocyclic ring; R 4 and R 5 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a group ##STR27## a group R 42 --SO 2 --, or a group R 43 --N═N--, or R 4 and R 5 share the same carbon atom such that the group ##STR28## takes a form of ##STR29## or R 4 and R 5 combine together to form a nitrogen-containing heterocyclic ring, or the thus formed ring is further condensed with another ring; R 41 , R 42 , R 43 , R 44 , and R 45 each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkenyl group; or R 44 and R 45 each represents a hydrogen atom or combine together to form a ring, and X.sup.⊖ represents an anion or combines together with another part of the compound of formula (I) to form an intramolecular salt.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-09-15 | 1990-03-17 | 1990-09-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-09-15 | 1994-03-17 | 1994-09-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-09-15 | 1998-03-17 | 1998-09-16 | $7700.00 | Window Closed / Lapsed |