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US4598155A Expired / Lapsed US ⏱️ 0.0 years remaining

3(5-tetrazolyl)1,4-diaminoanthraquinones

Assignee: BASF Corp
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Filing: 1982-11-15
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Granted: 1986-07-01
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Expires: 2002-11-15
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Abstract

Abstract There are described novel compounds of the formula I <IMAGE> (I) wherein the symbols R1, R2, R3, R7 and A have the meanings defined in claim 1, also processes for producing them and their use as dyes for dyeing and printing textile materials, on which are obtained brilliant, deeply colored, blue dyes, particularly on polyester materials.

Inventors

  • 👤 Jean-Marie Adam

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 11:02
CPC Classifications
C; C09; C09B; C09B1/00; C09B1/16; C09B1/20

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 341 words
A 1,4-diaminoanthraquinone compound of the formula ##STR125## wherein R 1 and R 2 independently of one another are each hydrogen; C 1 -C 6 alkyl or C 1 -C 6 alkyl substituted by hydroxy, C 1 -C 4 alkoxy or hydroxy-C 1 -C 4 alkoxy; C 5 -C 8 cycloalkyl or C 5 -C 8 cycloalkyl substituted by C 1 -C 3 alkyl; or phenyl or phenyl substituted by C 1 -C 6 alkyl, C 1 -C 6 alkoxy, halogen, nitro, NHCO-C 1 -C 6 alkyl, --COO--C 1 --C 4 alkyl or --COO--C 1 --C 4 hydroxyalkyl; R 3 is hydrogen, cyano, or COOR 4 or CONR 5 R 6 , wherein R 4 is C 1 -C 10 alkyl or C 1 -C 10 alkyl substituted by hydroxy, phenoxy, alkoxy or hydroxyalkoxy or is C 5 -C 8 cycloalkyl, and R 5 and R 6 independently of one another are each hydrogen or C 1 -C 10 alkyl, R 7 is C 1 -C 10 alkyl or C 1 -C 10 alkyl substituted by hydroxy, C 1 -C 4 alkoxy, phenyl or phenyl substituted by C 1 -C 4 alkyl, halogen or nitro, phenyl-C 1 -C 3 alkoxy, phenyl-C 1 -C 3 alkylthio, phenoxy, lower alkanoyl, lower alkanoyloxy, --NR 8 R 9 or --.sup.⊕ NR 8 R 9 R 10 An.sup.⊖ wherein R 8 , R 9 and R 10 independently are C 1 -C 4 alkyl or phenyl-C 1 -C 4 alkyl and An.sup.⊖ is an anion, or COR 12 wherein R 12 is phenyl, C 1 -C 6 alkyl or C 1 -C 6 alkyl substituted by phenyl which is unsubstituted or substituted by C 1 -C 4 alkyl or halogen, and wherein the benzo radical A is not substituted or is substituted by halogen, hydroxy, C 1 -C 4 -alkoxy, hydroxy-C 1 -C 4 -alkoxy, phenoxy, C 1 -C 4 -alkylphenoxy, halophenoxy, nitro, amino, N-C 1 -C 4 -alkylamino, N,N-di-C 1 -C 4 -alkylamino, phenylamino, C 1 -C 4 -alkylphenylamino, C 1 -C 4 -alkoxyphenylamino or halophenylamino.
Claim 2
Dependent Claim 341 words
A 1,4-diaminoanthraquinone compound of the formula ##STR125## wherein R 1 and R 2 independently of one another are each hydrogen; C 1 -C 6 alkyl or C 1 -C 6 alkyl substituted by hydroxy, C 1 -C 4 alkoxy or hydroxy-C 1 -C 4 alkoxy; C 5 -C 8 cycloalkyl or C 5 -C 8 cycloalkyl substituted by C 1 -C 3 alkyl; or phenyl or phenyl substituted by C 1 -C 6 alkyl, C 1 -C 6 alkoxy, halogen, nitro, NHCO-C 1 -C 6 alkyl, --COO--C 1 --C 4 alkyl or --COO--C 1 --C 4 hydroxyalkyl; R 3 is hydrogen, cyano, or COOR 4 or CONR 5 R 6 , wherein R 4 is C 1 -C 10 alkyl or C 1 -C 10 alkyl substituted by hydroxy, phenoxy, alkoxy or hydroxyalkoxy or is C 5 -C 8 cycloalkyl, and R 5 and R 6 independently of one another are each hydrogen or C 1 -C 10 alkyl, R 7 is C 1 -C 10 alkyl or C 1 -C 10 alkyl substituted by hydroxy, C 1 -C 4 alkoxy, phenyl or phenyl substituted by C 1 -C 4 alkyl, halogen or nitro, phenyl-C 1 -C 3 alkoxy, phenyl-C 1 -C 3 alkylthio, phenoxy, lower alkanoyl, lower alkanoyloxy, --NR 8 R 9 or --.sup.⊕ NR 8 R 9 R 10 An.sup.⊖ wherein R 8 , R 9 and R 10 independently are C 1 -C 4 alkyl or phenyl-C 1 -C 4 alkyl and An.sup.⊖ is an anion, or COR 12 wherein R 12 is phenyl, C 1 -C 6 alkyl or C 1 -C 6 alkyl substituted by phenyl which is unsubstituted or substituted by C 1 -C 4 alkyl or halogen, and wherein the benzo radical A is not substituted or is substituted by halogen, hydroxy, C 1 -C 4 -alkoxy, hydroxy-C 1 -C 4 -alkoxy, phenoxy, C 1 -C 4 -alkylphenoxy, halophenoxy, nitro, amino, N-C 1 -C 4 -alkylamino, N,N-di-C 1 -C 4 -alkylamino, phenylamino, C 1 -C 4 -alkylphenylamino, C 1 -C 4 -alkoxyphenylamino or halophenylamino.
Claim 3
Dependent Claim 15 words
A 1,4-diaminoanthraquinone compound of claim 1, wherein R 1 and R 2 are each hydrogen.
Claim 4
Dependent Claim 13 words
A 1,4-diaminoanthraquinone compound of claim 1, wherein R 3 is the CN group.
Claim 5
Dependent Claim 26 words
A 1,4-diaminoanthraquinone compound of claim 1, wherein R 7 is either unsubstituted C 1 -C 4 -alkyl, or C 1 -C 4 -alkyl substituted by phenyl.
Claim 6
Dependent Claim 14 words
A 1,4-diaminoanthraquinone compound of claim 1, wherein the benzo radical A is not substituted.
Claim 7
Dependent Claim 76 words
A 1,4-diaminoanthraquinone compound of claim 1, wherein R 1 is hydrogen, R 2 is hydrogen, phenyl which is unsubstituted or substituted by C 1 -C 4 -alkyl, or it is C 1 -C 4 -alkyl, cyclohexyl or C 2 H 4 OCH 3 , R 3 is hydrogen or CN, and R 7 is C 1 -C 4 -alkyl, benzyl or CH 2 CH--CH 3 --O--COCH 3 and wherein the benzo radical A is not substituted.
Claim 8
Dependent Claim 30 words
The 1,4-diaminoanthraquinone compound of claim 1, wherein R 1 and R 2 are hydrogen, R 3 is cyano, R 7 is n-butyl, and the benzo radical A is not substituted.

References Cited (Backward Citations)

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GB1452891A Cited
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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) 1989-06-30 1989-12-30 1990-07-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-06-30 1993-12-30 1994-07-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-06-30 1997-12-30 1998-07-01 $7700.00 Window Closed / Lapsed

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