Two Benzene Rings Bonded Directly To The Same Oxygen, Sulfur, Or Polysulfide Chain Patents (Class 564/430)
  • Patent number: 5243077
    Abstract: 4,4'-bis-(4-aminophenoxy)-diphenyl sulfone (BAPS) has been prepared from 4-aminophenol and a 4,4'-dihalodiphenyl sulfone in an organic solvent in the presence of an inorganic carbonate in a one-stage reaction, a pure product having a high melting point being obtained.
    Type: Grant
    Filed: November 12, 1991
    Date of Patent: September 7, 1993
    Assignee: Huels Aktiengesellschaft
    Inventors: Gunter Poll, Friedrich Sosna, Jurgen Finke
  • Patent number: 5196583
    Abstract: The invention provides a novel class of propargyl compounds represented by the formula: ##STR1## wherein R is an C.sub.1 -C.sub.20 alkyl group, C.sub.1 -C.sub.20 alkylene group, C.sub.1 -C.sub.20 alkylene group interrupted by --NH-- group(s), C.sub.6 -C.sub.7 alicyclic group and an aromatic group; R.sub.1 comprises 1-100% --CH.sub.2 --C.tbd.CH group and 99-0% hydrogen atom and n is an integer of 1 to 4, and preparation thereof.These compounds are useful as coating material or sealer or rim-injection molding material.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: March 23, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki
  • Patent number: 5124483
    Abstract: Aromatic diamines, such as toluenediamine, are alkylated in the ortho position by heating the diamine in the presence of an aluminum alloy, aluminium chloride and, optionally, zinc, and then reacting with an alkene at elevated temperatures and pressures.
    Type: Grant
    Filed: September 13, 1990
    Date of Patent: June 23, 1992
    Assignee: The Dow Chemical Company
    Inventors: Guo-shuh J. Lee, V. Rao Durvasula, George E. Hartwell, Kirk D. Anderson, Louis N. Moreno, Nirad N. Shah
  • Patent number: 5118848
    Abstract: High purity 4,4'-bis(4-aminophenoxy)diphenyl sulfone is prepared from p-aminophenol, alkali metal hydroxide and 4,4'-dihalodiphenyl sulfone by using a molar ratio of alkali metal hydroxide: 4-aminophenol in the range of 1.0-1.1:1.0 and a molar ratio of 4-aminophenol: 4,4'-dihalodiphenyl sulfone in the range of 2.005-2.05:1.0 and by using a dialkylamide or N-alkyl lactam as a solvent. Pristine products (no-recrystallization) of 99.0% purity having melting points above 195.degree. C. are obtained.
    Type: Grant
    Filed: December 28, 1990
    Date of Patent: June 2, 1992
    Assignee: Huels Aktiengesellschaft
    Inventors: Martin Bartmann, Jurgen Finke, Wilfred Ribbing, Gunter Poll
  • Patent number: 5107029
    Abstract: This invention concerns a process for preparing diketones and keto-acids by reacting a dicarboxylic acid and an aromatic compound in the presence of an alkylsulfonic acid such as methanesulfonic acid and an organic anhydride compound such as methanesulfonic anhydride or trifluoroacetic anhydride. The diketones and keto-acids can be used to prepare polyketones which are useful as molding plastics, coatings, films, fibers, and the like.
    Type: Grant
    Filed: July 23, 1990
    Date of Patent: April 21, 1992
    Assignee: Eastman Kodak Company
    Inventors: Theodore R. Walker, Jr., Winston J. Jackson, Jr., Jean C. Fleischer
  • Patent number: 5104910
    Abstract: Described herein is an isocyanate-reactive compound containing at least one linkage of the formula:--X--X--wherein X is independently in each occurrence --NR--, --S--, or --O--; R is independently in each occurrence hydrogen, C.sub.1-10 alkyl, aryl, or arylene; and at least one N, S, or O atom of the above formula is bonded to an aryl or arylene group. Also disclosed are isocyanate-reactive compositions containing the above compound and flexible polyurethane foams prepared therefrom.
    Type: Grant
    Filed: January 3, 1991
    Date of Patent: April 14, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert B. Turner, Ralph D. Priester, Jr., Stephen R. Burkes
  • Patent number: 5103060
    Abstract: The novel compounds of the general formula I ##STR1## where X is straight-chain or branched alkanediyl having from 1 to 20 carbon atoms orX is straight-chain or branched alkanediyl having from 2 to 20 carbon atoms, whose carbon chain is interrupted by --O--, --S-- and/or --NR--,R is hydrogen, straight-chain or branched alkyl having from 1 to 6 carbon atoms or cycloalkyl, andY is a non-centrosymmetric radical containing an easily polarized conjugated .pi.-electron system and at least one terminal electron-acceptor group,having nonlinear optical properties, are highly suitable as nonlinear optical materials for nonlinear optical arrangements and for the preparation of polymers having nonlinear optical properties. In particular, they can be used to prepare organopolysiloxanes having nonlinear optical properties and containing side groups of the general formula Ia ##STR2## in which the variables are as defined above.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: April 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Brox, Dirk Funhoff, Ulrike Licht, Harald Fuchs, Wolfgang Schrepp
  • Patent number: 5100460
    Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 31, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Philippe Desbordes, Michel Euvrard
  • Patent number: 5053544
    Abstract: A novel diamino compound and a dinitro compound and a diol compound as its derivatives are provided,which diamino compound is useful as a raw material for polyimide compounds for an aligning film in a liquid crystal display element exhibiting a high pretilt angle, and expressed by the formula ##STR1## wherein R.sub.1 to R.sub.6 each are H or 1-22C alkyl and may be the same as or different from one another, and R.sub.7 to R.sub.14 each are H or 1-3C alkyl and may be the same as or different from one another.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: October 1, 1991
    Assignee: Chisso Corporation
    Inventors: Shizuo Murata, Minoru Nakayama
  • Patent number: 5015770
    Abstract: (Hydrocarbylthio)aromatic amines are prepared by reacting an aromatic amine, such as an aminobenzene, with a hydrocarbyl disulfide, such as an alkyl disulfide, in the presence of iodine, iodine monochloride, or iodine monobromide as a catalyst.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: May 14, 1991
    Assignee: Ethyl Corporation
    Inventor: Gordon G. Knapp
  • Patent number: 5011939
    Abstract: A hydroxy arylamine compound is disclosed represented by the formula: ##STR1## wherein: m is 0 or 1,Z is selected from the group consisting of: ##STR2## n is 0 or 1, Ar is selected from the group consisting of: ##STR3## R is selected from the group consisting of --CH.sub.3, --CH.sub.2 H.sub.5, --C.sub.3 H.sub.7, and --C.sub.4 H.sub.9,Ar' is selected from the group consisting of: ##STR4## X is selected from the group consisting of: ##STR5## s is 0, 1 or 2, the dihydroxy arylamine compound being free of any direct conjugation between the --OH groups and the nearest nitrogen atom through one or more aromatic rings. The dihydroxy arylamine compound may be employed in an electrophotographic imaging member and the member may be used in an electrophotographic imaging process.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: April 30, 1991
    Assignee: Xerox Corporation
    Inventors: William W. Limburg, John F. Yanus, Dale S. Renfer, Richard L. Schank, Beng S. Ong
  • Patent number: 5006660
    Abstract: The present invention relates to a process for producing an alkoxybenzene compound or an aryloxybenzene compound by reacting a halogenobenzene compound with an alcohol or a phenol compound in the presence of copper or a copper compound, an amine, and a base. According to the disclosure, an alkoxybenzene compound and an aryloxybenzene compound can be produced under moderate conditions in good yield with high selectivity.
    Type: Grant
    Filed: June 28, 1989
    Date of Patent: April 9, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Katsuyoshi Yamakawa
  • Patent number: 5003039
    Abstract: High temperature polymeric materials, which are easily process into void-free components, are needed for use in composites for advanced aerospace applications. These materials could bridge the gap between currently-used polymeric materials and ceramics or metal. Phthalonitrile resins can be used as high temperature polymeric material and 1,3-bis(3-aminophenoxy)benzene can be used as a curing agent to reduce voids and benzene can be used as a curing agent to reduce voids and blisters formed from volatiles during polymerization.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: March 26, 1991
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Teddy M. Keller
  • Patent number: 4992575
    Abstract: N,N'-dimethyl aromatic diamines are prepared from the corresponding diprimary amines via a two step synthesis forming first the corresponding di-succinylimidomethylamine and then reductively cleaving the succinylimido group. The products are useful, e.g., as epoxy curing agents.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: February 12, 1991
    Assignee: American Cyanamid Company
    Inventor: Dalip K. Kohli
  • Patent number: 4992589
    Abstract: Compounds of the formula (1) ##STR1## in which X denotes a sulfur atom or the group ##STR2## in which R denotes a hydrogen atom, an alkylene-C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 - or alkyl-C.sub.1 -C.sub.6 - group, each of which can be substituted by hydroxyl, sulfo, carboxyl or cyano groups, R.sub.1 denotes a hydrogen atom or an alkyl-C.sub.1 -C.sub.6 -group which can be substituted by --SO.sub.3 M or COOM groups (where M denotes an H, Li, Na, K or Ca atom), hydroxyl, amino, methylamino, acetylamino, alkyl-C.sub.1 -C.sub.4 -sulfonylamino, methoxy, ethoxy, .beta.-hydroxyethylsulfonyl, phenyl, monosulfophenyl, disulfophenyl, or 4-[.beta.-hydroxyethylsulfonyl]-2-sulfophenyl groups, or represents a phenyl or naphthyl group, each of which can be substituted by --SO.sub.3 M or COOM groups (where M denotes an H, Li, Na, K or Ca atom), alkyl-C.sub.1 -C.sub.4 -, alkoxy-C.sub.1 -C.sub.4 -, amino, methylamino, alkyl-C.sub.1 -C.sub.4 -sulfonylamino or acetylamino groups, and R.sub.
    Type: Grant
    Filed: August 10, 1988
    Date of Patent: February 12, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hermann Fuchs, Theodor Papenfuhs, Werner Brodt, Folker Kohlhaas
  • Patent number: 4985463
    Abstract: An antifungal or anthelmintic method of treatment is disclosed which comprises the step of administering to a mammal in need of said treatment, a pharmaceutically effective amount of a compound of the Formula (I) ##STR1## wherein X is halogen, C.sub.1 to C.sub.6 alkoxy, or a group --NRR.sup.1 in which R and R.sup.1 are each hydrogen or C.sub.1 to C.sub.6 alkyl; andR.sup.2 is hydrogen, halogen, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, phenyl, phenylthio, or phenyl or phenylthio substituted by at least one halogen or amino substituent; or a pharmaceutically acceptable acid addition salt thereof.
    Type: Grant
    Filed: February 28, 1985
    Date of Patent: January 15, 1991
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt
    Inventors: Janos Kreidl, Peter Turcsanyi, Zsuzsanna Arcs nee Trischler, Bela Stefko, Judit M. Meszaros nee Brill, Ida Deutsch nee Juhasz, Jeno Szilbereky, Eva Csizer, Szilard Vezer
  • Patent number: 4977236
    Abstract: A process for preparation of a copoly(arylene sulfide) corresponding to the structure ##STR1## wherein A is a divalent substituted or unsubstituted aromatic radical, T is a monovalent aromatic radical, x is in the range of 0.5 to 0.001 and n is an integer from 1 to 100.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: December 11, 1990
    Assignee: Eastman Kodak Company
    Inventors: David R. Fagerburg, Joseph J. Watkins, Paul B. Lawrence, Mark Rule
  • Patent number: 4956007
    Abstract: The invention relates to a new process for the preparation of nitraminodiaryl sulfoxide derivatives of the formula (I), ##STR1## wherein R and R.sup.1 represent hydrogen or alkyl having from 1 to 6 carbon atoms, andR.sup.2 is hydrogen, halogen, alkyl having from 1 to 6 carbon atoms, alkoxy having from 1 to 6 carbon atoms, or phenyl or thiophenyl both optionally substituted by one or more identical or different halogen(s) and/or nitro group(s).The compounds of formula (I) are pharmaceutically active, and are particularly useful in the veterinary therapy as anthelmintics. In addition they show pesticidal, particularly acaricidal, fungicidal and herbicidal properties. The invention relates also to pharmaceutical and pesticidal compositions containing as active ingredient compounds of formula (I).The compounds of formula (I), in which the substituents are as defined, with the proviso that if R.sup.2 is hydrogen and the substituent --N(R,R.sup.1) is in para-position related to the sulfoxide group, R and R.sup.
    Type: Grant
    Filed: February 28, 1985
    Date of Patent: September 11, 1990
    Assignee: Richter Gedeon Vegyeszeti Gyor Rt.
    Inventors: Janos Kreidl, Peter Turcsanyi, Bela Stefko, Judit Meszaros nee Brill, Erika Bogsch
  • Patent number: 4913729
    Abstract: The herbicidal 4-trifluoromethyl-3'-substituted amino-4'-nitro diphenyl ethers comprise a class of compounds that are highly effective herbicides.
    Type: Grant
    Filed: June 3, 1987
    Date of Patent: April 3, 1990
    Assignee: Rohm and Haas Company
    Inventor: Colin Swithenbank
  • Patent number: 4906662
    Abstract: Disclosed are phenol derivatives of the formula ##STR1## wherein R.sup.1 is a substituted phenyl group, R.sup.2 and R.sup.3 are C.sub.1 -C.sub.6 alkyl group and of the formula ##STR2## wherein R.sup.8, R.sup.9 and R.sup.10 are C.sub.1 -C.sub.6 alkyl and the like and A is H, C.sub.1 -C.sub.6 alkylsulfonyl and the like substituents. These compounds and some related compounds have anti-inflammatory activity and lipoxygenase inhibitory activity.
    Type: Grant
    Filed: January 27, 1987
    Date of Patent: March 6, 1990
    Assignee: Otsuka Pharmaceutical Factory, Inc.
    Inventors: Kinji Hashimoto, Kiyoto Goto, Ken-ichi Kanai, Yoshiaki Tsuda
  • Patent number: 4898944
    Abstract: Precursors for the preparation of fiber-reactive triphendioxazine dyestuffs correspond to the general formulas: ##STR1## in which Y' is a vinyl, a beta-hydroxyethyl or an ethyl group which contains in the beta-position a substituent which can be eliminated by an alkali;T is an optionally substituted alkyl (e.g.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: February 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer, Walter Helmling
  • Patent number: 4897424
    Abstract: Novel substituted aryloxyphenyl-thioureas, -isothioureas and -carbodiimides of formula I ##STR1## in which R.sub.1 represents C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkyl mono- or poly-substituted by halogen and/or by C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.8 cycloalkyl mono- or poly-substituted by C.sub.1 -C.sub.3 alkyl, or C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl;R.sub.2 represents hydroben or C.sub.1 -C.sub.5 alkyl;R.sub.3 represents a C.sub.1 -C.sub.5 alkyl or C.sub.5 -C.sub.6 cycloalkyl;R.sub.4 represents hydrogen or methyl;R.sub.5 represents a --CH.dbd.CH--.sub.2, --CH.sub.2 --.sub.3 or --CH.sub.2 --.sub.4 bridge in the 2,3- or 3,4-position;Z represents --NH--CS--NH--, --N.dbd.C(SR.sub.6)--NH-- or --N.dbd.C.dbd.N-- andR.sub.6 represents C.sub.1 -C.sub.
    Type: Grant
    Filed: June 9, 1988
    Date of Patent: January 30, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Manfred Boger, Jozef Drabek, Josef Ehrenfreund
  • Patent number: 4889955
    Abstract: ar-(Hydrocarbylthio)aromatic amines, such as (alkylthio) anilines, are prepared by heating one or more other ar-(hydrocarbylthio)aromatic amines in the presence of a catalyst, such as aluminum chloride, to redistribute the hydrocarbylthio groups with little or no co-formation of secondary or tertiary amines. The amine starting material is one or more primary aromatic amines having at least one free ring position and at least one hydrocarbylthio substituent in a ring position other than a meta-position.
    Type: Grant
    Filed: November 14, 1988
    Date of Patent: December 26, 1989
    Assignee: Ethyl Corporation
    Inventor: Paul F. Ranken
  • Patent number: 4883718
    Abstract: This invention relates to flexible copper-clad circuit substrates where copper foil is directly and firmly jointed with a polyimide film.Polyimide used is obtained conventionally by reacting diamine components including 3,3'-diaminobenzophenone, 1,3-bis(3-aminophenoxy)-bezene, 4,4'-bis(3-aminophenoxy)biphenyl, 2,2-bis[4-(3-aminophenoxy)-phenyl]propane, 2,2-bis[4-(3-aminophenoxy)phenyl]-1,1,1,3,3,3-hexafluoropropane, bis[4(3-aminophenoxy)phenyl] sulfide, bis[4-(3-aminophenoxy)phenyl] ketone and bis[4-(3-aminophenoxy)phenyl] sulfone, with tetracarboxylic acid dianhydride including pyromellitic dianhydride, 3,3',4,4'-benzophenone tetracarboxylic dianhydride, 3,3',4,4'-biphenyl tetracarboxylic dianhydride and bis(3,4-dicarboxyphenyl) ether dianhydride, in organic solvent, and by thermally or chemically imidizing resultant polyamic acid.Polyimide thus obtained has relatively lower melt viscosity and is flowable at high temperatures.
    Type: Grant
    Filed: February 5, 1988
    Date of Patent: November 28, 1989
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Masahiro Ohta, Saburo Kawashima, Yoshiho Snobe, Shoji Tamai, Hideaki Oikawa, Akihiro Yamaguchi
  • Patent number: 4865618
    Abstract: New chloro-meta-phenylenediamines, their use as couplers in the oxidation dyeing of keratinous fibres, dyeing compositions for hair containing these compounds and dyeing process using the said compositions.The invention relates to the compounds of formula: ##STR1## in which Z and Z' denote, independently of one another, an alkyl radical having from 1 to 4 carbon atoms or a hydroxyalkyl radical having from 2 to 4 carbon atoms, andR.sub.1 and R.sub.2 denote, independently of one another, a hydrogen atom, an alkyl radical having from 1 to 4 carbon atoms or a mono- or polyhydroxyalkyl radical having 2 or 3 carbon atoms, to their addition salts with an acid, and to their use by way of couplers for the oxidation dyeing of keratinous fibres, especially human hair.These compounds, when they are combined with paraphenylenediamines, surprisingly give beige to light brown hues or purple hues of greater or lesser redness, depending on the substitution of the 5-amino group of the chlorobenzene.
    Type: Grant
    Filed: May 31, 1988
    Date of Patent: September 12, 1989
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Borowiak, Gerard Lang
  • Patent number: 4855503
    Abstract: Oxybisaniline is prepared in high yield by reacting a hydroxylamine with a polycarboxylic diphenyl ether in the presence of an inorganic acid. The acid groups are directly converted to amine groups. By-products of the reaction are negligible.
    Type: Grant
    Filed: April 23, 1987
    Date of Patent: August 8, 1989
    Assignee: Amoco Corporation
    Inventors: Douglas E. Fjare, Gary P. Hagen
  • Patent number: 4853442
    Abstract: Novel sulfur containing polyarylene polyether oligomers are disclosed. The oligomers are prepared through condensing salts of hydroxy and/or thio aromatic compounds, halobenzenoid compounds bearing two replaceable halogens and metal or ammonium sulfides following by end capping the resultant oligomer intermediate with a salt of a hydroxy and/or thio aromatic compound.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: August 1, 1989
    Assignee: Hercules Incorporated
    Inventor: Tuyen T. Nguyen
  • Patent number: 4831194
    Abstract: The invention relates to a new process for the preparation of aminodiaryl sulfoxide derivatives of the formula (I), ##STR1## wherein X is halogen, alkoxy having from 1 to 6 carbon atoms or a group --(N,R,R.sup.1), in which p1 R and R.sup.1 are hydrogen or alkyl having from 1 to 6 carbon atoms,R.sup.2 is hydrogen, halogen, alkyl having from 1 to 6 carbon atoms, alkoxy having from 1 to 6 carbon atoms or phenyl or phenylthio both optionally substituted by one or more identical or different halogen(s) and/or amino group(s),and acid addition salts thereof.The compounds of formula (I) are pharmaceutically active, in particular are potent anthelmintics, or can be used as active ingredients in pesticidal compositions. The invention therefore relates to pharmaceutical and pesticidal compositions containing compounds of formula (I) or salts thereof as active ingredient.Compounds of formula (I), in which the substituents are as defined above, but if X stands for a group --N(R,R.sup.1) in which R and R.sup.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: May 16, 1989
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Janos Kreidl, Peter Turcsanyi, Zsuzsanna Aracs nee Trischler, Bela Stefko, Judit Meszaros nee Brill, Ida Deutsch nee Juhasz, Jeno Szilbereky, Eva Csizer, Szilard Vezer, Erik Bogsch, Jozsef Bakos, Laszlo Szotyori, Balint Heil
  • Patent number: 4825002
    Abstract: A Lewis acid contaminant is removed from a (hydrocarbylthio)aromatic amine by mixing a solid alkali metal hydroxide with a solution of the Lewis acid in the amine, preferably at about 110.degree.-120.degree. C., and then filtering the solids from the mixture.
    Type: Grant
    Filed: November 2, 1987
    Date of Patent: April 25, 1989
    Assignee: Ethyl Corporation
    Inventor: Robert L. Davis
  • Patent number: 4808750
    Abstract: Novel fluorophenoxyphenoxypropionates and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops. Preemergent and postemergent applications are contemplated.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: February 28, 1989
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, B. Clifford Gerwick, III
  • Patent number: 4792634
    Abstract: A method for preparing aryl sulfides by heating an iodoaromatic compound with elemental sulfur at a temperature above about 150.degree. C.
    Type: Grant
    Filed: August 20, 1987
    Date of Patent: December 20, 1988
    Assignee: Eastman Kodak Company
    Inventor: Mark Rule
  • Patent number: 4783213
    Abstract: Compounds of the formula ##STR1## wherein X is oxy, thio, sulfinyl or sulfonyl;R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl, trifluoromethyl or difluoromethyl;R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene;R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl with the proviso that R.sup.1 and R.sup.3 are not both phenyl or substituted phenyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, or phenyl;R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.
    Type: Grant
    Filed: August 20, 1987
    Date of Patent: November 8, 1988
    Assignee: Stauffer Chemical Company
    Inventor: David L. Lee
  • Patent number: 4781751
    Abstract: Compounds of the formula ##STR1## wherein R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; trifluoromethyl or difluoromethyl;R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, halogen, phenyl or substituted phenyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene;R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl, with the proviso that R.sup.1 and R.sup.3 are not both phenyl or substituted phenyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.5 is hydrogen, halogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is halogen, cyano, nitro, trifluoromethyl, --C(O)--OR.sup.f wherein R.sup.f is C.sub.1 -C.sub.4 alkyl, or --C(O)NR.sub.2.sup.b wherein R.sup.b is hydrogen or C.sub.1 -C.sub.2 alkyl;R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.
    Type: Grant
    Filed: October 2, 1987
    Date of Patent: November 1, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Hsiao-Ling M. Chin
  • Patent number: 4778932
    Abstract: In preparing a diarylsulfone by condensing sulfuric acid or an aromatic sulfonic acid with an aromatic compound having at least one replaceable hydrogen atom on the aromatic ring, the process of the present invention is characterized in that the condensation reaction is carried out in the presence of at least one catalyst selected from the group consisting of a tungstic acid, molybdic acid and heteropoly acid thereof.
    Type: Grant
    Filed: July 7, 1987
    Date of Patent: October 18, 1988
    Assignee: New Japan Chemical Co., Ltd.
    Inventors: Hiroshi Manami, Shigeo Miki, Mikio Nakazawa
  • Patent number: 4777296
    Abstract: Styryl derivatives of the formula ##STR1## and an electrophotographic photoconductor comprising an electroconductive support material and a photosensitive layer comprising at least one styryl derivative of the same formula are disclosed, in which R.sup.1 is selected from the group consisting of an alkyl group, a substituted alkyl group, an aryl group and substituted aryl group; R.sup.2 is selected from the group consisting of hydrogen, an alkyl group, a substituted alkyl group, an aryl group and a substituted aryl group; and Ar represents an aryl group or a substituted aryl group.
    Type: Grant
    Filed: April 29, 1986
    Date of Patent: October 11, 1988
    Assignee: Ricoh Company, Ltd.
    Inventor: Masaomi Sasaki
  • Patent number: 4774359
    Abstract: The synthesis and characterization of several polyenamine ketones are discussed wherein conjugated diacetylenic diketones and aromatic diamines are used as a route to the formation of high molecular weight polyenamine ketones which exhibit good mechanical properties and can be cast into creasible films. Typical polymerization conditions involved the reaction of stoichiometric amounts of 1,4- or 1,3-PPPO and a diamine at 60.degree.-130.degree. C. in m-cresol at (w/w) solids content of 8-26% for a specified period of time under a nitrogen atmosphere. Novel polyenamine ketones were prepared with inherent viscosities as high as 1.99 dl/g and tough, clear amber films with tensile strengths of 12,400 psi and tensile moduli of 397,000 psi were cast from solutions of the polymers in chloroform. The polymers exhibited T.sub.g s as high as 235.degree. C. and weight losses of 14% after aging at 232.degree. C. in circulating air for sixty hours.
    Type: Grant
    Filed: January 5, 1987
    Date of Patent: September 27, 1988
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Robert G. Bass, Mark S. Sinsky, John W. Connell
  • Patent number: 4766199
    Abstract: Secondary amine-terminated aromatic oligomers are prepared by conventional reactions for the formation of such polymers as polyimides, polyethersulfones and polyetherketones, using such compounds as methylamino or phenylamino anilines or phenols as endcapping agents. The secondary amine-terminated oligomers may be reacted with cyclic polycarbonate oligomers to prepare copolyurethanecarbonates which are useful as engineering thermoplastics.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: August 23, 1988
    Assignee: General Electric Company
    Inventors: Tohru Takekoshi, Patricia P. Anderson
  • Patent number: 4762551
    Abstract: A compound of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, nitro; cyano; C.sub.1 -C.sub.2 haloalkyl, or R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms; R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.3 and R.sup.4 can be oxo; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.5 and R.sup.6 together are alkylene having 2 to 5 carbon atoms; and R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: August 9, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Christopher G. Knudsen
  • Patent number: 4754068
    Abstract: 1,3-Bis(3-aminophenoxy)-5-halogenobenzenes represented by the formula (I): ##STR1## wherein X is a chlorine or bromine atom, are novel compounds and can be prepared by reacting trihalogenobenzenes represented by the formula (II): ##STR2## wherein X.sub.1, X.sub.2 and X.sub.3 are each a chlorine or bromine atom, with 3-aminophenol in the presence of a dehydrohalogenating agent.
    Type: Grant
    Filed: December 15, 1986
    Date of Patent: June 28, 1988
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keizaburo Yamaguchi, Yukihiro Yoshikawa, Yoshimitsu Tanabe, Kenichi Sugimoto, Akihiro Yamaguchi
  • Patent number: 4751330
    Abstract: (Hydrocarbylthio)aromatic amines are prepared by reacting an aromatic amine, such as an aminobenzene, with a hydrocarbyl disulfide, such as an alkyl disulfide, in the presence of a metal or metal halide catalyst and iodine as a promoter.
    Type: Grant
    Filed: March 17, 1987
    Date of Patent: June 14, 1988
    Assignee: Ethyl Corporation
    Inventor: Robert L. Davis
  • Patent number: 4751329
    Abstract: Novel intermediates useful in the preparation of fluorophenoxyphenoxypropionates and derivatives thereof which possess herbicidal activity selectively in the presence of broadleaf crops.
    Type: Grant
    Filed: May 9, 1986
    Date of Patent: June 14, 1988
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, B. Clifford Gerwick, III
  • Patent number: 4746718
    Abstract: Diamines of the structure ##STR1## Wherein X is --SO.sub.2 -- or --CO--, Y is O or S, and Ar is a linear aryl ether moiety comprising from 1 to 80 aryl rings, are epoxy resin curing agents providing cured resins with improved moisture resistance and toughness. The resins are particularly useful in preparing prepregs and composites.
    Type: Grant
    Filed: April 6, 1987
    Date of Patent: May 24, 1988
    Assignee: Amoco Corporation
    Inventors: Hugh C. Gardner, Linda A. Domeier
  • Patent number: 4727191
    Abstract: A (hydrocarbylthio)aromatic amine, such as a methylthiosubstituted toluenediamine, is separated from corresponding aromatic amines containing fewer hydrocarbylthio groups by washing an organic solution of the amine mixture with a dilute aqueous acid having a pKa value below 7 to extract at least a portion of the corresponding aromatic amines.
    Type: Grant
    Filed: July 10, 1986
    Date of Patent: February 23, 1988
    Assignee: Ethyl Corporation
    Inventor: Christopher J. Nalepa
  • Patent number: 4724267
    Abstract: Bis(haloacylaromatic) compounds have been made by a new process in which monohaloacylated aromatic compounds have been reacted by a coupling reaction. These bis(haloacylaromatic) compounds can be employed as monomers in the preparation of polyesters and polyamides which have easy processability. The monohaloacylated compound is coupled by reacting two moles of the monomer with a carbon or sulfur compound containing at least two halogen atoms in the presence of a Friedel-Crafts catalyst.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: February 9, 1988
    Assignee: The Dow Chemical Company
    Inventors: George M. St. George, Marlin E. Walters
  • Patent number: 4720584
    Abstract: Nitro-isopropenyldiphenyl ethers are provided which can serve as a useful source of known monomer intermediates or as intermediates for the preparation of nitro-haloisopropyl substituted diphenyl ethers. The latter have been discovered to act as facile alkylating agents with phenols providing nitro-p-hydroxyphenylisopropyl substituted diphenyl ethers. When the latter compounds are reduced there are obtained the corresponding amino-p-hydroxyphenylisopropyl substituted diphenyl ethers.The polymerization of this last class of compounds with acid halides provides polyamide-esters. The polymers can be used in the manufacture of such articles as tubing, hose, bellows hose, and the like.
    Type: Grant
    Filed: June 30, 1986
    Date of Patent: January 19, 1988
    Assignee: The Dow Chemical Company
    Inventor: Shenghong A. Dai
  • Patent number: 4714780
    Abstract: Thiobisphenols, such as 2,2-bis[2,2-bis(4-hydroxyphenyl)propane]-sulfide are provided by effecting reaction betwen a dihydric phenol such as bisphenol-A and sulfur dichloride in the presence of an effective amount of a Lewis acid catalyst and organic solvent.
    Type: Grant
    Filed: February 3, 1986
    Date of Patent: December 22, 1987
    Assignee: General Electric Company
    Inventor: Thomas L. Guggenheim
  • Patent number: 4713439
    Abstract: A novel series of polymers and copolymers based on a polyimide backbone with the incorporation of carbonate moieties along the backbone. The process for preparing these polymers and copolymers is also disclosed as is a novel series of dinitrodiphenyl carbonates and diaminodiphenyl carbonates. The novel polymers and copolymers exhibit high temperature capability and because of the carbonate unit, many exhibit a high degree of order and/or crystallinity.
    Type: Grant
    Filed: February 27, 1986
    Date of Patent: December 15, 1987
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Terry L. St. Clair, Shubha Maudgal, J. Richard Pratt
  • Patent number: H726
    Abstract: Compounds of formula: ##STR1## and oxidation hair dye compositions containing the same; also includes a process for dyeing hair with such compositions; Ar being an aryl radical.
    Type: Grant
    Filed: January 9, 1987
    Date of Patent: January 2, 1990
    Assignee: Clairol Incorporated
    Inventors: Keith C. Brown, James E. Kijek
  • Patent number: H754
    Abstract: There are provided substituted p-phenylene diamines of the formula ##STR1## wherein Ar is phenyl or phenoxyphenyl.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: March 6, 1990
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: J. Shield Wallace, Fred E. Arnold
  • Patent number: RE34300
    Abstract: New chloro-meta-phenylenediamines, their use as couplers in the oxidation dyeing of keratinous fibres, dyeing compositions for hair containing these compounds and dyeing process using the said compositions.The invention relates to the compounds of formula: ##STR1## in which Z and Z' denote, independently of one another, an alkyl radical having from 1 to 4 carbon atoms or a hydroxyalkyl radical having from 2 to 4 carbon atoms, andR.sub.1 and R.sub.2 denote, independently of one another, a hydrogen atom, an alkyl radical having from 1 to 4 carbon atoms or a mono- or polyhydroxyalkyl radical having 2 or 3 carbon atoms, to their addition salts with an acid, and to their use by way of couplers for the oxidation dyeing of keratinous fibres, especially human hair.These compounds, when they are combined with paraphenylenediamines, surprisingly give beige to light brown hues or purple hues of greater of lesser redness, depending on the substitution of the 5-amino group of the chlorobenzene.
    Type: Grant
    Filed: August 13, 1990
    Date of Patent: July 6, 1993
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Borowiak, Gerard Lang