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US4845223A Expired / Lapsed US ⏱️ 0.0 years remaining

Fluorescent aryloxy-substituted perylene-3,4,9,10-tetracarboxylic acid diimides

Assignee: BASF SE
•
Filing: 1986-12-08
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Granted: 1989-07-04
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Expires: 2006-12-08
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Abstract

Abstract The novel compounds of the general formula ##STR1## where R 1 and R 2 are identical or different aliphatic, cycloaliphatic, aromatic or heterocyclic radicals which are free of groups which impart water solubility, X, Y and Z are each chlorine, bromine or a radical OR 3 and R 3 is unsubstituted or substituted phenyl, naphthyl or anthryl, are very useful as fluorescent dyes in organic material.

Inventors

  • 👤 Guenther Seybold
  • 👤 Andreas Stange

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 06:23
CPC Classifications
C; C09; C09B; C09B5/00; C09B5/62

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 163 words
A compound of the formula ##STR34## where R 1 and R 2 are identical or different C 1 -C 18 -alkyls which are unsubstituted or substituted by C 1 -C 18 -alkoxy, C 1 -C 18 -alkanoyloxy, C 1 -C 18 -alkylthio, hydroxyl, phenyl, phenoxy or phenylthio; cyclohexyl which is unsubstituted or substituted by hydroxyl, C 1 -C 5 -alkyl, methoxy, ethoxy, C 1 - or C 2 -alkylthio, C 1 -C 18 -alkanoyloxy or C 1 -C 18 -alkoxycarbonyl; phenyl which is monosubstituted or disubstituted in the ortho-position by C 1 -C 5 -alkyl or chlorine or by C 1 -C 5 -alkyl and chlorine; or naphthyl; X, Y and Z are each chlorine, bromine or --OR 3 , and R 3 is unsubstituted phenyl, or phenyl substituted by cyano, halogen, nitro, C 1 -C 18 -alkyl or a mixture thereof, or naphthyl or anthryl, and wherein X, Y, Z and OR 3 are in the 1, 6, 7 and 12 position.
Claim 2
Dependent Claim 163 words
A compound of the formula ##STR34## where R 1 and R 2 are identical or different C 1 -C 18 -alkyls which are unsubstituted or substituted by C 1 -C 18 -alkoxy, C 1 -C 18 -alkanoyloxy, C 1 -C 18 -alkylthio, hydroxyl, phenyl, phenoxy or phenylthio; cyclohexyl which is unsubstituted or substituted by hydroxyl, C 1 -C 5 -alkyl, methoxy, ethoxy, C 1 - or C 2 -alkylthio, C 1 -C 18 -alkanoyloxy or C 1 -C 18 -alkoxycarbonyl; phenyl which is monosubstituted or disubstituted in the ortho-position by C 1 -C 5 -alkyl or chlorine or by C 1 -C 5 -alkyl and chlorine; or naphthyl; X, Y and Z are each chlorine, bromine or --OR 3 , and R 3 is unsubstituted phenyl, or phenyl substituted by cyano, halogen, nitro, C 1 -C 18 -alkyl or a mixture thereof, or naphthyl or anthryl, and wherein X, Y, Z and OR 3 are in the 1, 6, 7 and 12 position.
Claim 3
Dependent Claim 32 words
A compound as claimed in claim 1, of the formula ##STR35## where R 1 and R 3 have the meanings stated in claim 1 and X is chlorine or OR 3 .
Claim 4
Dependent Claim 21 words
A compound as claimed in claim 2, wherein X and --OR 3 are in the 1, 6, 7 and 12 positions.
Claim 5
Dependent Claim 71 words
A compound of the formula ##STR36## where R 1 is phenyl which is monosubstitut4ed or disubstituted in the ortho position by C 1 -C 5 -alkyl or chlorine, the substituents being identical or different where there are two of them, X is chlorine or OR 3 and R 3 is phenyl which is unsubstituted or substituted by cyano, nitro, halogen or C 1 -C 8 -alkyl, or is naphthyl or anthryl.
Claim 6
Dependent Claim 71 words
A compound of the formula ##STR36## where R 1 is phenyl which is monosubstitut4ed or disubstituted in the ortho position by C 1 -C 5 -alkyl or chlorine, the substituents being identical or different where there are two of them, X is chlorine or OR 3 and R 3 is phenyl which is unsubstituted or substituted by cyano, nitro, halogen or C 1 -C 8 -alkyl, or is naphthyl or anthryl.
Claim 7
Dependent Claim 13 words
A compound as claimed in claim 4, wherein X is OR 3 .
Claim 8
Dependent Claim 64 words
A compound of the formula ##STR37## where R 1 is 2,6-diisopropyl phenyl, 2,6-dimethylphenyl, 2,4,6-trimethylphenyl, 2,6-diethylphenyl, 2,4-diisopropylphenyl, 2,6-dimethyl-4-octylphenyl, 2,6-dimethyl-4-tridecylphenyl, 2,6-bistrifluoromethylphenyl, naphth-1-yl, anthr-9-yl, 9-(2',6'-diisopropylphenyl)-anthr-10-yl, 2-tert-butylphenyl, 2,4-di-tert-butylphenyl, 2,5-di-tert-butylphenyl, neopentyl, octyl, butyl, 2-heptyl, 2-ethylhex-1-yl, 4-(stearoyloxy)-but-2-yl or 4-(stearoyloxy)-but-1-yl, X is chlorine or --OR 3 and R 3 is phenyl which is unsubstituted or substituted by bromine, chlorine, fluorine or C 1 -C 8 -alkyl, or is naphthyl or anthryl.
Claim 9
Dependent Claim 64 words
A compound of the formula ##STR37## where R 1 is 2,6-diisopropyl phenyl, 2,6-dimethylphenyl, 2,4,6-trimethylphenyl, 2,6-diethylphenyl, 2,4-diisopropylphenyl, 2,6-dimethyl-4-octylphenyl, 2,6-dimethyl-4-tridecylphenyl, 2,6-bistrifluoromethylphenyl, naphth-1-yl, anthr-9-yl, 9-(2',6'-diisopropylphenyl)-anthr-10-yl, 2-tert-butylphenyl, 2,4-di-tert-butylphenyl, 2,5-di-tert-butylphenyl, neopentyl, octyl, butyl, 2-heptyl, 2-ethylhex-1-yl, 4-(stearoyloxy)-but-2-yl or 4-(stearoyloxy)-but-1-yl, X is chlorine or --OR 3 and R 3 is phenyl which is unsubstituted or substituted by bromine, chlorine, fluorine or C 1 -C 8 -alkyl, or is naphthyl or anthryl.
Claim 10
Dependent Claim 34 words
A compound as claimed in claim 6, wherein R 1 is 2,6-diisopropyl or neopentyl, X is OR 3 and R 3 is phenyl which is unsubstituted or substituted by bromine, chlorine, fluorine or tert-butyl.

References Cited (Backward Citations)

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US3379934A Cited
US4142781A Cited
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US4110123A Cited
DE2629641A1 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) 1992-07-03 1993-01-02 1993-07-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-07-03 1997-01-02 1997-07-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-07-03 2001-01-02 2001-07-04 $7700.00 Window Closed / Lapsed

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