US4456668A
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US
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Azo dyes containing phosphamic acid diester groups
Assignee: HA WHITTEN & Co PO BOX 1368 NEW YORK NY 10008 A PARTNERSHIP
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Filing: 1982-09-29
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Granted: 1984-06-26
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Expires: 2002-09-29
Abstract
Abstract Azo dyes of the formula ##STR1## in which X 1 and X 2 independently of one another are alkyl, cycloalkyl, alkenyl, aryl or aralkyl, Y 1 is hydrogen or alkyl, Y 2 is hydrogen, alkyl, alkenyl or aryl or together with Y 1 stands for the atoms required to complete a ring, Z 1 is hydrogen, alkyl, alkenyl, alkoxy, aryl, aryloxy, alkylmercapto, arylmercapto, halogen, cyano, carbalkoxy or stands for the atoms which together with Y 1 form a ring, and D 1 is the radical of a heterocyclic azo component such as a thienyl, thiazolyl, benzthiazolyl, pyrazolyl or imidazolyl radical, or is phenyl optionally substituted by alkyl, cycloalkyl, alkoxy, alkenyl, electronegative substituents such as halogen, cyano, nitro or carboxylic acyl, alkyl- or phenylsulfone or N-alkyl or N,N-dialkyl-substituted sulfonamido, can be used as image dyes in photographic silver dye-bleach materials, or for dyeing textile materials.
Inventors
- 👤 John Lenoir
- 👤 Gerald Jan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 16:28
CPC Classifications
C; C09; C09B; C09B29/00; C09B29/06; C09B29/08; C09B29/0833; C09B29/0836; C09B29/34; C09B29/36; C09B29/3604; C09B29/3617; C09B29/3643; C09B29/3686; C09B31/00; C09B31/02; C09B31/04; C09B31/043; G; G03; G03C; G03C7/00; G03C7/28; G03C7/29; Y; Y10; Y10S; Y10S534/00; Y10S534/02
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
229 words
A photographic silver dye bleach material material which comprises, on a support, at least one layer containing a dye of the formula ##STR77## in which X 1 and X 2 independently of one another are substituted or unsubstituted alkyl having 1 to 24 carbon atoms, alkenyl having 2 to 4 carbon atoms, substituted or unsubstituted cycloalkyl having 5 or 6 carbon atoms, substituted or unsubstituted aryl or aralkyl having 1 to 4 carbon atoms in the alkyl moiety, Y 1 is hydrogen or substituted or unsubstituted alkyl having 1 to 5 carbon atoms, Y 2 is hydrogen, substituted or unsubstituted alkyl having 1 to 12 carbon atoms, alkenyl having 2 to 4 carbon atoms or substituted or unsubstituted aryl or together with Y 1 stands for the atoms required to complete a substituted or unsubstituted ring, Z 1 is hydrogen, substituted, or unsubstituted alkyl having 1 to 4 carbon atoms, alkenyl having 2 to 4 carbon atoms, substituted or unsubstituted alkoxy having 1 to 5 carbon atoms, substituted or unsubstituted aryl or aryloxy, substituted or unsubstituted alkylmercapto having 1 to 5 carbon atoms, substituted or unsubstituted arylmercapto, halogen, cyano or carbalkoxy having 2 to 5 carbon atoms, or stands for the atoms which together with Y 1 form a substituted or unsubstituted ring and D 1 is the radical of a substituted or unsubstituted, homocyclic or heterocyclic, diazo component.
Claim 2
Dependent Claim
229 words
A photographic silver dye bleach material material which comprises, on a support, at least one layer containing a dye of the formula ##STR77## in which X 1 and X 2 independently of one another are substituted or unsubstituted alkyl having 1 to 24 carbon atoms, alkenyl having 2 to 4 carbon atoms, substituted or unsubstituted cycloalkyl having 5 or 6 carbon atoms, substituted or unsubstituted aryl or aralkyl having 1 to 4 carbon atoms in the alkyl moiety, Y 1 is hydrogen or substituted or unsubstituted alkyl having 1 to 5 carbon atoms, Y 2 is hydrogen, substituted or unsubstituted alkyl having 1 to 12 carbon atoms, alkenyl having 2 to 4 carbon atoms or substituted or unsubstituted aryl or together with Y 1 stands for the atoms required to complete a substituted or unsubstituted ring, Z 1 is hydrogen, substituted, or unsubstituted alkyl having 1 to 4 carbon atoms, alkenyl having 2 to 4 carbon atoms, substituted or unsubstituted alkoxy having 1 to 5 carbon atoms, substituted or unsubstituted aryl or aryloxy, substituted or unsubstituted alkylmercapto having 1 to 5 carbon atoms, substituted or unsubstituted arylmercapto, halogen, cyano or carbalkoxy having 2 to 5 carbon atoms, or stands for the atoms which together with Y 1 form a substituted or unsubstituted ring and D 1 is the radical of a substituted or unsubstituted, homocyclic or heterocyclic, diazo component.
Claim 3
Dependent Claim
31 words
A process for the preparation of the photographic material according to claim 1, which comprises incorporating a dye of the formula (1) into at least one layer of the photographic material.
Claim 4
Dependent Claim
12 words
The photographic image produced with the photographic material according to claim 1.
Claim 5
Dependent Claim
84 words
A photographic material according to claim 1, wherein in the azo dye of the formula (1) Z 1 is hydrogen, alkyl or alkoxy each having 1 to 4 carbon atoms or --OC 2 H 4 OCH 3 , or stands for the atoms which together with Y 1 form a saturated 6-membered ring which can contain an oxygen atom as a further hetero-atom, and X 1 , X 2 , Y 1 , Y 2 and D 1 are as defined in claim 1.
Claim 6
Dependent Claim
229 words
A photographic material according to claim 4, containing an azo dye of the formula ##STR78## wherein B 3 is hydrogen or alkyl having 1 to 4 carbon atoms which is unsubstituted or substituted by cyano or carbethoxy or cyano and carbethoxy, or is alkenyl having 2 to 4 carbon atoms which is unsubstituted or substituted by cyano or carbethoxy or cyano and carbethoxy, or is acetyl, benzoyl, cyano, nitro, halogen, alkylsulfone having 1 to 6 carbon atoms or N-alkyl-substituted or N,N-dialkyl-substituted sulfonamido in which each alkyl moiety has 1 or 2 carbon atoms, A 3 and A 4 independently of one another are hydrogen, alkyl having 1 to 4 carbon atoms, carbalkoxy having 2 to 5 carbon atoms, carbalkoxyethoxy having 1 to 4 carbon atoms in the alkoxy moiety, trifluoromethyl, cyano, nitro, alkylsulfone having 1 to 5 carbon atoms or halogen, E 1 is hydrogen, alkyl having 1 to 4 carbon atoms or cyano, nitro, chlorine, bromine, trifluoromethyl, acetyl, benzoyl, carbmethoxy, carbethoxy, methoxy, ethoxy or cyano- or carbethoxy- or cyano- and carbethoxy-substituted vinyl or stands for the atoms which together with B 3 form a propylene or imido group, in which the nitrogen atom is alkoxyalkyl-substituted, the alkoxy and alkyl moieties each having 1 to 4 carbon atoms, and X 1 , X 2 , Y 1 , Y 2 and Z 1 are as defined in claim 4.
Claim 7
Dependent Claim
118 words
A photographic material according to claim 5, wherein in the azo dye of the formula (11) X 1 and X 2 have the same meaning and each is alkyl having 1 to 12 carbon atoms, substituted by hydroxyl, methoxy, ethoxy, cyano or chlorine, or is phenyl or benzyl, Y 2 is hydrogen or alkyl having 1 to 6 carbon atoms which is unsubstituted or substituted by methoxy, phenyl, cyano, hydroxyl, chlorine, carbethoxy, acetoxy or benzoyloxy, or is phenyl, Z 1 is hydrogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms and Y 1 , A 3 , A 4 , B 3 and E 1 are as defined in claim 5.
Claim 8
Dependent Claim
69 words
A photographic material according to claim 6, wherein in the azo dye of the formula (11) A 3 and A 4 are hydrogen, trifluoromethyl, methyl, cyano, nitro or halogen, E 1 is hydrogen, methyl, carbalkoxy having 2 to 5 carbon atoms, trifluoromethyl, nitro or chlorine and X 1 , X 2 , Y 1 , Y 2 , Z 1 and B 3 are as defined in claim 6.
Claim 9
Dependent Claim
71 words
A photographic material according to claim 7, wherein in the azo dye of the formula (11) X 1 and X 2 have the same meanings and each is alkyl having 1 to 12 carbon atoms, Z 1 is hydrogen or alkoxy having 1 to 4 carbon atoms and Y 1 , Y 2 , E 1 , A 3 , A 4 and B 3 are as defined in claim 7.
Claim 10
Dependent Claim
66 words
A photographic material according to claim 8, wherein in the azo dye of the formula (11) Z 1 is hydrogen or methoxy, A 3 and A 4 have the same meanings and each is cyano, nitro or bromine, E 1 is hydrogen, carbomethoxy or methyl and X 1 , X 2 , Y 1 , Y 2 and B 3 are as defined in claim 8.
Claim 11
Dependent Claim
80 words
A photographic material according to claim 9, wherein in the azo dye of the formula (11) Y 2 is hydrogen or alkyl having 1 to 4 carbon atoms, B 3 is hydrogen, alkyl having 1 or 2 carbon atoms, cyano- or cyano- and carbethoxy or carbethoxy-substituted vinyl, acetyl, benzoyl, cyano, nitro or halogen and X 1 , X 2 , Y 1 , Z 1 , A 3 , A 4 and E 1 are as defined in claim 9.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-06-26 | 1987-12-26 | 1988-06-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-06-26 | 1991-12-26 | 1992-06-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-06-26 | 1995-12-26 | 1996-06-26 | $7700.00 | Window Closed / Lapsed |