Carbon Bonded Directly To The Anthracene Configured Ring System Patents (Class 552/251)
  • Patent number: 8263973
    Abstract: This invention relates to anthracene derivatives that are useful in electroluminescent applications. It also relates to electronic devices in which the active layer includes such an anthracene derivative.
    Type: Grant
    Filed: December 18, 2009
    Date of Patent: September 11, 2012
    Assignee: E I du Pont de Nemours and Company
    Inventors: Norman Herron, Weiying Gao, Adam Fennimore, Mark A. Guidry
  • Patent number: 6861541
    Abstract: Disclosed herein is a method for producing a 1-[4-(biphenyl-4-carbonyl)]phenylaminonthraquinone colorant composition where the method comprises: reacting 4-halobenzoic acid with about 1 mole to about 4 moles of a halogenating agent per mole of said 4-halobenzoic acid to form a 4-halobenzoyl halide composition; reacting in the presence of a first catalyst composition, said 4-halobenzoyl halide composition with biphenyl, in a solvent, to form a 1-[4-(biphenyl-4-carbonyl)]halobenzene composition, and reacting in the presence of a second catalyst composition and an acid scavenger, said 1-[4-(biphenyl-4-carbonyl)]phenylaminonthraquinone with a 1-aminoanthraquinone, in a reaction medium comprising a dipolar aprotic solvent, to form said 1-[4-(biphenyl-4-carbonyl)]phenylaminoanthraquinone colorant composition.
    Type: Grant
    Filed: January 15, 2004
    Date of Patent: March 1, 2005
    Assignee: General Electric Company
    Inventors: Arun Nandkishor Dixit, Adil Minoo Dhalla
  • Patent number: 5493036
    Abstract: The invention relates to fibre-reactive anthraquinone dyes of formula ##STR1## wherein R.sub.1, R.sub.2, B, U, R and n are as defined in claim 1. The anthraquinone dyes of formula (1) are suitable for dyeing or printing hydroxyl group containing or nitrogen-containing fibre materials and give dyeings or prints of good allround fastness properties.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: February 20, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 5387704
    Abstract: Process for preparing amino- and carbamoyl-substituted anthraquinones by Diels-Alder reaction of an N-butadienylcarbamic acid ester of the formula H.sub.2 C.dbd.CH--CH.dbd.CH--NH--COOR.sup.2, wherein R.sup.2 is alkyl or phenylalkyl, with a 1,4-naphthoquinone or with 1,4-benzoquinone to form a carbamoyl-substituted hydroanthraquinone intermediate and by oxidation of this intermediate with an oxygen-containing gas in a tertiary amine and in the presence of a copper salt to obtain a carbamoyl-substituted anthraquinone product. The Diels-Alder reaction and the oxidation reaction can be carried out as a one-pot synthesis or in separate steps. The carbamic acid ester reactant provides a blocking group represented by --COOR.sup.2, and this blocking group is optionally removed by treatment of the carbamoyl-substituted anthraquinone with an alkaline hydroxide solution.
    Type: Grant
    Filed: November 9, 1993
    Date of Patent: February 7, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Juergen Schroeder
  • Patent number: 5213665
    Abstract: A process for producing 1-aminoanthraquinones represented by formula (C) ##STR1## wherein R.sup.1 and R.sup.2, independently from each other, denote one type selected from a hydrogen atom, an alkyl group having 1 to 4 carbon atoms and a halogen atom,which comprises converting 5-nitro-1,4,4a,9a-tetrahydroanthraquinones represented by formula (A) ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, into 1-hydroxylaminoanthraquinones represented by formula (B) ##STR3## wherein R.sup.1 and R.sup.2 are as defined above, in the presence of a basic compound, and electrolytically reducing the resulting 1-hydroxylaminoanthraquinones in the presence of a basic compound.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: May 25, 1993
    Assignee: Nippon Shokubai Kagaku Kogyo, Co., Ltd.
    Inventors: Noboru Sugishima, Noriaki Ikeda, Yasushi Fujii, Akira Inoue
  • Patent number: 5204370
    Abstract: The present invention provides novel substituted anthraquinones having the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently H, C.sub.1 -C.sub.10 alkyl, aryl, arylalkyl, alkylaryl;n and m are independently 1, 2, or 3;A is Halogen, OH, alkoxy, OCO(NR.sub.3 R.sub.4), S--C(NH.sub.2).dbd.NR.sub.5, or when m=1, comprises an oxirane ring with the adjacent oxygen atom;R.sub.3, R.sub.4, and R.sub.5 are independently H, alkyl, or aryl;X is H, OH, NR.sub.6 R.sub.7, Cl, Br, I, F, alkyl, aryl, alkoxy, aryloxy, COOR.sub.8, or CONR.sub.9 R.sub.10 ; andR.sub.6, R.sub.7, R.sub.8, R.sub.9, and R.sub.10 are independently H, lower alkyl, or aryluseful for inhibiting protein kinase C and treating conditions related to, or affected by inhibition of protein kinase C, particularly cancer tumors, inflammatory disease, reperfusion injury, and cardiac dysfunctions related to reperfusion injury.
    Type: Grant
    Filed: November 5, 1990
    Date of Patent: April 20, 1993
    Assignee: Sphinx Pharmaceuticals Corporation
    Inventors: Jack B. Jiang, Mary G. Johnson
  • Patent number: 5182395
    Abstract: Disclosed are a novel compound represented by the formula ##STR1## and compositions for sublimation transfer records and for color toners containing the same.
    Type: Grant
    Filed: October 12, 1990
    Date of Patent: January 26, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keisuke Takuma, Tsukasa Ohyama, Akitoshi Igata, Tamio Mikoda, Isamu Ghoda, Hitoshi Koshida
  • Patent number: 5149848
    Abstract: A process for producing 1-aminoanthraquinones represented by the formula (C) ##STR1## wherein R.sup.1 and R.sup.2, independently from each other, denote one type selected from a hydrogen atom, an alkyl group having 1 to 4 carbon atoms and a halogen atom,which comprises converting 5-nitro-1,4,4a,9a-tetrahydroanthraquinones respresented by formula (A) ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, into 1-hydroxylaminoanthraquinones represented by formula (B) ##STR3## wherein R.sup.1 and R.sup.2 are as defined above, in the presence of a basic compound, and electrolytically reducing the resulting 1-hydroxylaminoanthraquinones in the presence of a basic compound.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: September 22, 1992
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Noboru Sugishima, Noriaki Ikeda, Yasushi Fujii, Akira Inoue
  • Patent number: 5141957
    Abstract: The present invention provides novel substituted anthraquinones having the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently H, alkyl, aryl, or arylalkyl;m and n are independently 1, 2, or 3;X is H, OH, NR.sub.3 R.sub.4, Cl, Br, I, F, alkyl, aryl alkoxy, aroxy, COOR.sub.5, or CONR.sub.6 R.sub.7 ;R.sub.3, R.sub.4, R.sub.5, R.sub.6, and R.sub.7 are independently H, lower alkyl or aryluseful for inhibiting protein kinase C and treating conditions related to, or affected by inhibition of protein kinase C, particularly cancer tumors, inflammatory disease, reperfusion injury, and cardiac dysfunctions related to reperfusion injury.
    Type: Grant
    Filed: November 5, 1990
    Date of Patent: August 25, 1992
    Assignee: Sphinx Pharmaceuticals Corporation
    Inventors: Jack B. Jiang, Mary G. Johnson
  • Patent number: 5132437
    Abstract: 1-Aminoanthraquinone (1-AAQ) is synthesized by the reaction of 2-chlorobenzyl chloride and xylene in the presence of a solid acid catalyst to yield 2-chloro dimethyldiphenylmethane, subsequent oxidation of the methyl groups, ring closure to form a 1-chloroanthraquinone carboxylic acid, replacement of the 1-chloro group with ammonia, and decarboxylation.
    Type: Grant
    Filed: February 12, 1991
    Date of Patent: July 21, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Daniel A. Aguilar
  • Patent number: 5130448
    Abstract: 1-Aminoanthraquinone (1-AAQ) is synthesized by the condensation of 2-substituted benzoic acid and xylene to yield 2-substituted-dimethylbenzophenone, subsequent oxidation of the methyl groups, ring closure to form a 1-substituted anthraquinone carboxylic acid, replacement of the 1-substituent with ammonia, and decarboxylation.
    Type: Grant
    Filed: February 12, 1991
    Date of Patent: July 14, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Daniel A. Aguilar
  • Patent number: 5066820
    Abstract: The preparation of 1-amino-2-carboxyanthraquinones I ##STR1## (X denotes hydrogen, chlorine or bromine) by oxidation, under alkaline conditions, of a 1-aminoanthraquinone substituted in the 2-position by an oxidizable carbo-organic radical followed by acidification of the reaction mixture, wherein a 1-amino-2-acetylanthraquinone II ##STR2## (Y denotes chlorine or bromine and n is equal to 0, 1 or 2) is reacted with a peroxide compound or oxygen as oxidizing agent.
    Type: Grant
    Filed: July 12, 1990
    Date of Patent: November 19, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhard Helwig, Helmut Hoch
  • Patent number: 5017713
    Abstract: Substituted aminoanthraquinone compounds, which are used for dye stuffs or intermediate thereof, represented by the formula (II) ##STR1## wherein R.sub.3 represents a C.sub.1 -C.sub.6 alkyl group which may be substituted, X represents a hydrogen atom, --COR.sub.1 or --SO.sub.2 R.sub.2 wherein R.sub.1 and R.sub.2 each represents a substituted or unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.6 -C.sub.12 aryl group, and Y and Z represent independently a hydrogen atom, a halogen atom, a nitro group or a C.sub.1 -C.sub.4 alkyl group, is prepared by allowing anthraquinone compounds represented by the formula ##STR2## wherein X, Y and Z are as defined above, to react with alkylating agents in organic solvents in the presence of organic quaternary ammonium salts and alkalies.
    Type: Grant
    Filed: November 8, 1989
    Date of Patent: May 21, 1991
    Assignees: Sumitomo Chemical Company, Ltd., Daiei Chemical Company, Ltd.
    Inventors: Takanori Kondo, Hiroshi Yamachika, Kunihiko Tanaka, Yasuhiro Nishida
  • Patent number: 4950756
    Abstract: 1-Nitroanthraquinone-2-carboxylic acid of the formula I ##STR1## is prepared by treating novel 2-substituted 1-nitroanthraquinones of the general formula II ##STR2## where R is --CH.dbd.CH--R.sup.1 or --CH.sub.2 --CHO, where R.sup.1 is C.sub.1 -C.sub.5 -dialkylamino or a cyclic 5- or 6-membered amine which may contain further hetero atoms, with oxidizing agents free of heavy metal.
    Type: Grant
    Filed: October 30, 1989
    Date of Patent: August 21, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochem Henkelmann, Helmut Hoch, Thomas-Michael Kahl, Gerhard Kilpper, Walter Maier
  • Patent number: 4940692
    Abstract: Heat transferable dyes which compared with the prior art show better solubility and/or higher light fastness and good to excellent transfer properties have the formula (I) ##STR1## where X is H or CN, R.sup.1, R.sup.2, and R.sup.3 independently of one another are alkyl, alkylcarbonyloxyalkyl, alkoxycarbonyloxyalkyl, alkoxycarbonylalkyl, haloalkyl, hydroxyalkyl, cyanoalkyl, unsubstituted or alkyl-or alkoxy-substituted phenyl or benzyl or a radical of the formula--Y--O].sub.m R.sup.4 (II)where Y is C.sub.2 -C.sub.6 -alkylene, m is 1 to 6 and R.sup.4 is alkyl or phenyl, with the proviso that if X is H then R.sup.1 and R.sup.3 are each substituted or unsubstituted alkyl or substituted or unsubstituted phenyl or if X is H and R.sup.1 is H, then R.sup.3 must be substituted or unsubstituted phenyl.
    Type: Grant
    Filed: April 3, 1989
    Date of Patent: July 10, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Bach, Ruediger Sens, Karl-Heinz Etzbach, Manfred Ruske