Hydroxy, Bonded Directly To Carbon, Or Ether Containing (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/443)
  • Patent number: 5006563
    Abstract: This invention relates to alkylamino and alkyl amino alkyl diarylketones of the formula ##STR1## where Ar is aryl of the formula ##STR2## where V is hydrogen, halogen, loweralkyl, loweralkoxy, CF.sub.3, No.sub.2 and u is an integer of 1 to 3; X and Y are independently CH.sub.2 --, --CH.sub.2 -- or --CHF--; Z and W are independently --CH.sub.2 --, --O--, --CHOH--, or --CHF--; m, n, p, q and t are integers which are independently 0 or 1; R.sub.1 is H or loweralkyl; R.sub.2 and R.sub.3 are loweralkyl; and the pharmaceutically acceptable acid addition salts thereof and where applicable the geometric and optical isomers and racemic mixtures thereof. The compounds of this invention display utility as analgesic agents and as agents for alleviating various memory dysfunctions, characterized by a decreased cholinergic function, such as Alzheimer's disease.
    Type: Grant
    Filed: July 31, 1990
    Date of Patent: April 9, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: R. Richard L. Hamer, Brian Freed, Richard C. Allen
  • 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: 5002585
    Abstract: Trialkoxy-substituted meta-phenylenediamines, a process for their preparation, and their use as couplers for oxidation dying of keratinous fibres and in particulate of human hair.1,3,5-trialkoxy-meta-phenylenediamine of formula: ##STR1## in which: R.sub.1 and R.sub.2 denote, independently of each other, a hydrogen atom, an alkyl radical containing 1 to 4 carbon atoms or a mono- or polyhydroxyalkyl radical containing 2 or 3 carbon atoms,Z denotes an alkyl radical containing from 1 to 4 carbon atoms, provided that, when R.sub.1 and R.sub.2 simultaneously denote a hydrogen atom, Z does not denote the methyl radical, and the addition salts of this compound with an acid.Process for the preparation of these compounds and their use as coupler in oxidation dying compositions for hair.
    Type: Grant
    Filed: November 22, 1989
    Date of Patent: March 26, 1991
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Borowiak, Gerard Lang
  • Patent number: 4999186
    Abstract: The present invention relates to novel sunscreen agents which have the ability to absorb both UVA and UVB wavelength radiation. The sunscreen agents comprise a specific type of UVA-absorbing chromophore covalently bonded to a specific type of UVB-absorbing chromophore. The chromophore moieties are covalently bonded together such that the electron systems of these moieties are not directly coupled.The present invention further relates to sunscreen compositions containing the hereinbefore described type of sunscreen agents. Furthermore, the present invention relates to methods for protecting the skin of humans or lower animals from the effects of UVA and UVB wavelength radiation. This method comprises topically applying to the skin an effective coating of a sunscreen composition of the present invention.
    Type: Grant
    Filed: June 2, 1987
    Date of Patent: March 12, 1991
    Assignee: The Procter & Gamble Company
    Inventors: Anthony D. Sabatelli, Josephine A. Spirnak
  • Patent number: 4997451
    Abstract: Compositions for oxidative dyeing of hair based on 4-aminophenol derivatives of the formula (I): ##STR1## or their physiologically compatible water soluble salts, wherein R is selected from the group consisting of alkyl groups with from one to four carbon atoms, monohydroxyalkyl groups with from two to four carbon atoms, aminoalkyl groups with from two to four carbon atoms, aminoalkyl groups having amino groups substituted with from one to two alkyl groups having from one to four carbon atoms and dihydroxyalkyl groups with from three to four carbon atoms. New developer substances include 4-amino-2-propoxymethyl phenol, 4-amino-2-isopropoxymethyl phenol and 4-amino-2-(2'-hydroxyethoxymethyl)-phenol. The developer substances of the formula I have physiologically improved properties with equally good dyeing properties as the p-aminophenol used up to now in the red region of the spectrum.
    Type: Grant
    Filed: March 22, 1990
    Date of Patent: March 5, 1991
    Assignee: Wella Aktiengesellschaft
    Inventors: Thomas Clausen, Wolfgang Balzer, Anke Flohr
  • Patent number: 4990633
    Abstract: New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Negele, Dietmar Beilefeldt, Thomas Himmler, Albrecht Marhold
  • Patent number: 4987262
    Abstract: A novel cycloalkene compound represented by the following general formula [1]: ##STR1## wherein each of R.sup.1 and R.sup.2 is a C.sub.1 -C.sub.4 alkyl group, R.sup.3 is a hydrogen atom , or a C.sub.1 -C.sub.4 alkyl group, R.sup.4, together with R.sup.5, forms --CH.sub.2 --CH.sub.2 --or --CH.sub.2 --CH.sub.2 --CH.sub.2 --, and R.sup.6 is a C.sub.1 -C.sub.4 alkyl group.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: January 22, 1991
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Wakasugi Kazuyuki, Katsumasa Kikkawa, Masahiko Yamaguchi, Katsuichi Motohashi
  • Patent number: 4985042
    Abstract: A new substituted metaaminophenol of formula (I): ##STR1## wherein Z represents a monohydroxylated or polyhydroxylated hydrocarbon radical of 1 to 6 carbon atoms or an aminoalkyl radical of the formula: ##STR2## wherein n is an integer from 1 to 6 and R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom or an alkyl or hydroxyalkyl radical of 1 to 6 carbon atoms or an acyl radical of 1 to 4 carbon atoms, and R represents a hydrogen atom, an alkyl radical or monohydroxyalkyl or polyhydroxyalkyl, monocarbamylalkyl, dicarbamylalkyl, aminoalkyl, acyl, carbalkoxy, carbamyl or monoalkylcarbamyl radical, the abovementioned alkyl radicals containing 1 to 6 carbon atoms, or an acid salt thereof with the proviso that if R represents a hydrogen atom, Z cannot represent --CH.sub.2 CH.sub.2 OH is disclosed, together with a process for their preparation, hair-dyeing compositions containing them and a hair-dyeing process.
    Type: Grant
    Filed: April 26, 1990
    Date of Patent: January 15, 1991
    Assignee: L'Oreal
    Inventors: Andree Bugaut, Alex Junino
  • Patent number: 4985546
    Abstract: A substituted colorant which may be copolymerized with a condensation polymer to provide a covalently bound, nonextractable coloring, having the formula ##STR1## wherein R and R.sub.1 are independently selected from hydrogen or lower alkyl; R.sub.4 is selected from hydrogen or lower alkyl; x is 0 or 1; N and M are each integers of from 1 to about 100 and the sum of N and M is from 3 to about 100. The hydroxyl groups are protected by formation of a ring structure during alkoxylation and amination of the substituent.
    Type: Grant
    Filed: June 19, 1989
    Date of Patent: January 15, 1991
    Assignee: Milliken Research Corporation
    Inventors: John W. Miley, John W. Rekers
  • Patent number: 4980505
    Abstract: The conversion of ortho-hydroxylated Mannich bases to the corresponding methylated compounds, e.g., cresols, can be effectively carried out using a novel hydrogenation technique.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: December 25, 1990
    Assignee: Clairol Incorporated
    Inventors: Yuh-Guo Pan, Lana L. Hochman
  • Patent number: 4971987
    Abstract: The invention also relates to carbacyclin derivatives of general formula I' ##STR1## wherein R.sub.9 is an alkyl group of 1-10 carbon atoms or the group --C.dbd.C--(CH.sub.2).sub.m --R.sub.6 whereinm is 1 to 16 andR.sub.6 is hydroxy on amino.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: November 20, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Vorbrueggen, Bob Nieuweboer, Claus-Steffen Stuerzebecher, Ulrich Klar
  • Patent number: 4960432
    Abstract: New meta-phenylenediamines, process for preparation thereof, intermediate compounds and use of these metaphenylenediamines as couplers for the oxidation dyeing of keratinous fibres and especially human hair.The invention relates to the compounds of the formula: ##STR1## in which R.sub.1 and R.sub.2 denote, independently of one another, a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical or a C.sub.2 -C.sub.3 mono- or polyhydroxyalkyl radical,Z and Z' denote, independently of one another, a C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.4 hydroxyalkyl radical, with the proviso that, when R.sub.1 and R.sub.2 simultaneously denote a hydrogen atom, Z and Z' do not simultaneously denote a methyl radical, and to their addition salts with an acid, to a process for preparation thereof and also to their use, by way of couplers, in an aqueous vehicle, in combination with at least one oxidation dye percursor of the para type, for the dyeing of human hair.
    Type: Grant
    Filed: May 31, 1988
    Date of Patent: October 2, 1990
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Borowiak, Gerard Lang
  • Patent number: 4954131
    Abstract: A new substituted metaaminophenol of formula (I): ##STR1## wherein Z represents a monohydroxylated or polyhydroxylated hydrocarbon radical of 1 to 6 carbon atoms or an aminoalkyl radical of the formula: ##STR2## wherein n is an integer from 1 to 6 and R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom or an alkyl or hydroxyalkyl radical of 1 to 6 carbon atoms or an acyl radical of 1 to 4 carbon atoms, and R represents a hydrogen atom, an alkyl radical or monohydroxyalkyl or polyhydroxyalkyl, monocarbamylalkyl, dicarbamylalkyl, aminoalkyl, acyl, carbalkoxy, carbamyl or monoalkylcarbamyl radical, the abovementioned alkyl radicals containing 1 to 6 carbon atoms, or an acid salt thereof with the proviso that if R represents a hydrogen atom, Z cannot represent --CH.sub.2 CH.sub.2 OH is disclosed, together with a process for their preparation, hair-dyeing compositions containing them and a hair-dyeing process.
    Type: Grant
    Filed: July 26, 1989
    Date of Patent: September 4, 1990
    Assignee: L'Oreal
    Inventors: Andree Bugaut, Alex Junino
  • Patent number: 4950795
    Abstract: Compounds of the formula I ##STR1## in which n is 1-30 and X, Y, R, Ar.sup.1 and Ar.sup.2 are as defined in claim 1 can be prepared by reaction of a benzil dialkyl ketal with a diol. Depending on the molar ratio of the two reaction components, products having a different polycondensation degree n are obtained. The compounds can be used as photoinitiators.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: August 21, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Rinaldo Husler, Rudolf Kirchmayr, Werner Rutsch, Manfred Rembold
  • Patent number: 4929741
    Abstract: Propiolophenone derivatives of the formula ##STR1## wherein R.sup.6 is hydrogen, lower alkyl or a group of the formula ##STR2## as well as corresponding hydroxy compounds of the formula ##STR3## wherein R.sup.6' is hydrogen, lower alkyl, a group of formula (a), (b), (c), (d) or (e) or a group of the formula--C(R.sup.14)(R.sup.15)OR.sup.16' (f'):exhibit mucosa-protective and/or gastric acid secretion-inhibiting properties, such that they can be used for the control or prevention of illnesses of the gastrointestinal tract, especially against gastric ulcers and/or duodenal ulcers.
    Type: Grant
    Filed: March 17, 1988
    Date of Patent: May 29, 1990
    Assignee: Hoffman-La Roche Inc.
    Inventors: Albert Fischli, Eva-Maria Gutknecht, Daniel Obrecht
  • Patent number: 4923479
    Abstract: A composition and a process for the oxidative dyeing of hair based on a combination of developer substance and coupling substance, wherein there is used as the coupling substance a 3-(2',2',2'-trifluoroethyl)aminophenol derivative having the formula (I) ##STR1## wherein the radical R represents an alkyl radical containing 1 to 4 carbon atoms, a mono- or polyhydroxy-alkyl radical containing 1 to 4 carbon atoms and up to 3 hydroxyl groups, an alkoxy radical containing 1 to 4 carbons atoms, a mono- or polyhydroxy-alkoxy radical containing 1 to 4 carbons atoms and up; to 3 hydroxyl groups or a halogen atom or its physiologically compatible salt as well as novel 3'-(2',2',2'-trifluoroethyl)aminophenol derivatives.
    Type: Grant
    Filed: August 24, 1988
    Date of Patent: May 8, 1990
    Assignee: Wella Aktiengesellschaft
    Inventor: Hans-Jurgen Braun
  • Patent number: 4918236
    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.m -wherein m 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.2 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 together are 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; 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: April 17, 1990
    Assignee: ICI Americas Inc.
    Inventors: Christopher G. Knudsen, William J. Michaely
  • Patent number: 4912259
    Abstract: A pentadiene compound of the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is a C.sub.1 -C.sub.4 alkyl group or a substituted or unsubstituted aryl or aralkyl group, R.sub.5 is an alkyl group, and X is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group or a halogen atom.
    Type: Grant
    Filed: August 5, 1988
    Date of Patent: March 27, 1990
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Kazuo Kaneko, Masahiko Yamaguchi, Michihiro Gonda, Kensaku Okano, Kazuyuki Wakasugi
  • Patent number: 4904788
    Abstract: Hydrocarbon-soluble complexes of magnesium alkoxides with magnesium amides are described. The magnesium amide moiety is derived from an amine (e.g., an N-heterocyclic amine). The complexes can be formed by reaction between a magnesium alkyl and a mixture of aliphatic alcohols and an amine.
    Type: Grant
    Filed: June 7, 1988
    Date of Patent: February 27, 1990
    Assignee: Texas Alkyls, Inc.
    Inventors: Andrzej M. Piotrowski, Dennis B. Malpass
  • Patent number: 4902787
    Abstract: A method of producing a UV lightfast disperse dyestuff comprising selecting a disperse dyestuff having predetermined chromophoric groups, selecting a photostabilizer compound, designing a hybrid disperse dye molecular structure which contains the chromophoric groups of the selected disperse dyestuff and also contains the molecular structural features of the selected photostabilizer compound, and synthesizing the thus designed hybrid disperse dyestuff molecule. Such a method produces a hybrid dye molecule which is a UV lightfast analog of a disperse dyestuff having predetermined chromophoric groups, said hybrid dye molecule containing in its molecular structure the chromophoric groups of the selected disperse dyestuff and also containing the molecular structural features of a photostabilizer compound.
    Type: Grant
    Filed: April 21, 1988
    Date of Patent: February 20, 1990
    Assignee: North Carolina State University
    Inventor: Harold S. Freeman
  • Patent number: 4894181
    Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.
    Type: Grant
    Filed: May 16, 1988
    Date of Patent: January 16, 1990
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Klaus Praefcke, Bernd Kohne, Eike Poetsch
  • Patent number: 4891045
    Abstract: The invention relates to 2,4-diamino-1,3,5-trimethoxybenzene, a process for its preparation by catalytic reduction of 2,4-dinitro-1,3,5-trimethoxybenzene, and to its use, as a coupler, in combination with at least one oxidation dye precursor of the para type, for dyeing keratinous fibres and particularly human hair.The hair dyeing compositions according to the invention contain, in a cosmetically acceptable aqueous substrate, 0.05 to 3.5% by weight of 2,4-diamino-1,3,5-trimethoxybenzene or one of its salts, which imparts strong blue colors to hair when it is combined with p-phenylenediamines, or red colors when it is combined with p-aminophenols, in an alkaline oxidizing medium.
    Type: Grant
    Filed: April 27, 1988
    Date of Patent: January 2, 1990
    Assignee: L'Oreal
    Inventors: Alex Junino, Jean J. Vandenbossche, Herve Borowiak, Gerard Lang
  • Patent number: 4888445
    Abstract: The invention relates to a compound of formula ##STR1## in which: X denotes a branched or unbranched alkylene radical containing 2 to 6 carbon atoms, optionally being able to be substituted with one or more hydroxyl radicals;R denotes a hydrogen atom, an alkyl or a mono- or polyhydroxyalkyl radical or an aminoalkyl radical in which the amine group can be mono- or disubstituted with an alkyl radical or with a mono- or polyhydroxyalkyl radical, the nitrogen atom also being able to form part of a heterocyclic system and the alkyl radicals containing 1 to 4 carbon atoms;R' denotes a hydrogen atom or a C.sub.1 to C.sub.4 alkyl radical;Y and Z denote a nitro and/or --NHR.sub.1 radical, R.sub.
    Type: Grant
    Filed: November 10, 1987
    Date of Patent: December 19, 1989
    Assignee: L'Oreal
    Inventors: Alex Junino, Gerard Lang, Nicole Jehanno
  • Patent number: 4885392
    Abstract: Polyamines based on derivatives of 1,3-bissubstituted 2-propanol containing a multiplicity of amino groups, the latter containing at least one primary amino group and additionally further N-basic groupings, prepared by reacting 1,2,3-trisubstituted propane compounds with bis(primary amines or with monoamines and bis(primary amines).The polyamines according to the invention are clear to yellowish or yellow products which, at room temperature, form viscous to highly viscous liquids or may be paste-like or wax-like. They may be used, inter alia, advantageously as starting products for the preparation of thermosetting, in particular water-dispersible and cataphoretically depositable binders based on aminourethanes for coating solid substrates, in particular metals.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: December 5, 1989
    Assignee: Hoechst AG
    Inventors: Rudiger Lenz, Gerd Walz, Michael Honel, Peter Ziegler
  • Patent number: 4883787
    Abstract: A process for preparing 2-acyl-3,4-dialkoxyanilines is described. The 2-acyl-3,4-dialkoxyanilines are useful intermediates in the preparation of 5,6-dialkoxy-4-alkyl-2(1H)-quinazolinones. The substituted quinazolinones are active as cardiotonic agents.
    Type: Grant
    Filed: June 20, 1988
    Date of Patent: November 28, 1989
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Richard A. Conley, Donald L. Barton
  • Patent number: 4871372
    Abstract: A dye composition for keratinous fibers comprising a specific type of trifluoromethylated aniline derivative, as a developer, and a coupling substance is disclosed. The composition provides high degree of saturation and vividness of colors as well as good fastness. Dyeing with the use of the dye composition ensures a variety of developer-coupling agent combinations, which can provide a wide variety of colors with a high degree of color saturation and vividness. The color produced possesses excellent light resistance, washing resistance, and wear resistance. Among the trifluoromethylated aniline derivative, used as a developer, a p-phenylenediamine-type trifluoromethylated aniline derivative of the following formula is a novel compound. ##STR1## in which X represents a specific type of mono- or polyhydroxyalkyl group, alkyl group, or other organic group.
    Type: Grant
    Filed: July 12, 1988
    Date of Patent: October 3, 1989
    Assignee: Kao Corporation
    Inventors: Tsutomu Mano, Jiro Kawase, Daisuke Misu, Michio Obayashi
  • 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: 4865619
    Abstract: The invention relates to the use, by way of a coupler, of 2,4-diamino-1,3-dimethoxybenzene or one of its addition salts with an acid, in combination with at least one oxidation dye precursor of the para type, for dyeing keratinous fibres and especially human hair.The hair dyeing compositions according to the invention contain, in a cosmetically acceptable aqueous vehicle, 0.05 to 3.5% by weight of 2,4-diamino-1,3-dimethoxybenzene or one of its salts, which imparts to the hair strong blue colorations when it is combined with p-phenylenediamines or red colorations when it is combined with p-aminophenols, in an oxidizing alkaline medium.
    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: 4863910
    Abstract: A complex of an azo compound of the formula ##STR1## wherein R and R' are selected from the group consisting of hydrogen, --COCR.sub.4.sup.3, --COCHR.sub.2.sup.4, --CO.sub.2 C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 R.sup.4, --(CH.sub.2 CH.sub.2 R.sup.4)2, --CH.sub.2 CH.sub.2 OH, --CONHCH.sub.2 CH.sub.2 R.sup.4 and --CH.sub.2 CH.sub.2 OCOHN.sub.2, R.sup.4 is selected from the group consisting of chlorine, ##STR2## --NHCO.sub.2 CH.sub.2 CH.sub.2 OH, --HNCO.sub.2 C.sub.2 H.sub.5, --NHOH, --NHCONHOH and --NHCH.sub.3 ; R.sup.1 and R.sup.2 are individually selected from the group consisting of ##STR3## --NHCH.sub.2 CH.sub.2 Cl, --NHCONHOH, --NHCO.sub.2 C.sub.2 H.sub.5, 6-mercapropurin, 5-fluoruracil and prenissolin, R.sup.3 is selected from the group consisting of hydrogen, --COCHR.sub.2.sup.4, --SO.sub.2 CH.sub.3, --COC.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 R.sub.4 and --CONH.sub.2, R.sup.
    Type: Grant
    Filed: May 20, 1986
    Date of Patent: September 5, 1989
    Inventor: Takeo Takayanagi
  • Patent number: 4863480
    Abstract: A new substituted metaaminophenol of formula (I): ##STR1## wherein Z represents a monohydroxylated or polyhydroxylated hydrocarbon radical of 1 to 6 carbon atoms or an aminoalkyl radical of the formula: ##STR2## wherein n is an integer from 1 to 6 and R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom or an alkyl or hydroxyalkyl radical of 1 to 6 carbom atoms or an acyl radical of 1 to 4 carbon atoms, and R represents a hydrogen atom, an alkyl radical or monohydroxyalkyl or polyhydroxyalkyl, monocarbamylalkyl, dicarbamylalkyl, aminoalkyl, acyl, carbalkoxy, carbamyl or monoalkylcarbamyl radical, the abovementioned alkyl radicals containing 1 to 6 carbon atoms, or an acid salt thereof with the proviso that if R represents a hydrogen atom, Z cannot represent --CH.sub.2 CH.sub.2 OH is disclosed, together with a process for their preparation, hair-dyeing compositions containing them and a hair-dyeing process.
    Type: Grant
    Filed: June 7, 1984
    Date of Patent: September 5, 1989
    Assignee: The French joint stock company "L'Oreal"
    Inventors: Andree Bugaut, Alex Junino
  • Patent number: 4854935
    Abstract: New 5-alkoxy-2,4-diaminoalkylbenzenes is disclosed having the formula (I) ##STR1## where R.sup.1 is methyl or ethyl and R.sup.2 is an alkyl radical having from 2 to 4 carbon atoms, a monohydroxyalkyl radical having from 2 to 4 carbon atoms or a dihydroxyalkyl radical having from 3 to 4 carbon atoms, as well as their acid addition salts, and oxidative hair dyeing compositions containing compounds of formula (I).
    Type: Grant
    Filed: February 26, 1988
    Date of Patent: August 8, 1989
    Assignee: Wella Aktiengesellschaft
    Inventors: Thomas Clausen, Eugen Konrad
  • Patent number: 4847416
    Abstract: Disclosed is a class of poly(aminoaromatic) compounds (I) obtained by capping polymeric polyols or polythiols with aromatic amine groups wherein the latter groups are linked by --O--or --S--to the polyol (polythiol) residues. Also disclosed are the precursor poly(nitroaromatic) compounds (II) from which the compounds (I) are derived.The polyamines are characterized by amine reactivities in respect of isocyanate polyaddition reactions which allows for polymer reaction rates that are intermediate of prior art related polyamine compounds.Accordingly, the compounds (I) find their prime utility in the formation of synthetic resins containing polyurea linkages.
    Type: Grant
    Filed: April 6, 1987
    Date of Patent: July 11, 1989
    Assignee: The Dow Chemical Company
    Inventors: Visweswara R. Durvasula, Fred A. Stuber
  • Patent number: 4845129
    Abstract: The invention discloses certain diaryl substituted cyclopentane and cyclopentene derivatives useful as PAF inhibitors, pharmaceutical compositions containing said compounds as an active ingredient thereof and a method of using such compositions for inhibiting PAF-induced blood platelet aggregation, PAF-mediated broncho-constriction and extravasation, PAF-induced hypotension, PAF-induced ischemic bowel disease and PAF-mediated, endotoxin induced lug injury.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: July 4, 1989
    Assignee: Sandoz Pharm. Corp.
    Inventors: Robert C. Anderson, William J. Houlihan, Howard C. Smith, Edwin B. Villhauer
  • Patent number: 4842612
    Abstract: N-4-aminophenyl-N'-2,4-diaminophenyl alkylenediamines corresponding to the formula ##STR1## and water-soluble salts thereof. The above compounds are suitable as developers in oxidation hair dyes. Such hair dyes contain compounds corresponding to formula (I) or salts thereof as developer component in addition to conventional developer and conventional coupler components and, optionally, conventional substantive hair dyes in a cosmetic carrier. In conjunction with phenols, naphthols, resorcinols and 1,3-bis-(2,4-diaminophenyl)-alkanes or 1,3-bis-(2,4-diaminophenoxy)-alkanes as couplers, the new developers give particularly intensive colors with good light fastness properties.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: June 27, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak
  • Patent number: 4841009
    Abstract: Described herein are novel substantially linear monomeric compositions which can be polymerized with one or more difunctional monomers to give novel polymeric compositions having liquid crystal properties. This invention is also directed to a process for preparation of the novel substantially linear monomeric compositions.
    Type: Grant
    Filed: July 5, 1985
    Date of Patent: June 20, 1989
    Assignee: Amoco Corporation
    Inventor: Donald R. Kelsey
  • Patent number: 4838894
    Abstract: A substituted m-aminophenol coupler useful in hair dyeing having the formula ##STR1## and acid addition salts thereof wherein x and y are selected from the group consisting of halogen and the groups OR of which R is the same or different alkyl, aminoalkyl or hydroxyalkyl groups, at least one of x or y being a group OR and a process for preparing these compounds.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: June 13, 1989
    Assignee: Clairol Incorporated
    Inventors: James E. Kijek, Keith C. Brown, Bryan P. Murphy
  • Patent number: 4830263
    Abstract: Thermally stable polyoxyethylene polyethers prepared by oxyethylating aromatic initiators having at least two reactive hydrogens derived from amino or hydroxyl functional groups located para to each other are disclosed. These polyethers are especially suitable as solder bath oils, solder reflow oils, and heat transfer fluids for high temperature applications.
    Type: Grant
    Filed: November 21, 1986
    Date of Patent: May 16, 1989
    Assignee: BASF Corporation
    Inventor: Edward M. Dexheimer
  • Patent number: 4812543
    Abstract: A novel metathesis catalyst polymerizable composition is provided which comprises at least one ring-opening metathesis catalyst polymerizable norbornene-type monomer and at least one ring-opening metathesis catalyst polymerizable amine antioxidant comonomer.
    Type: Grant
    Filed: March 1, 1988
    Date of Patent: March 14, 1989
    Assignee: Hercules Incorporated
    Inventors: Albert S. Matlack, Martin J. Paisner
  • Patent number: 4806687
    Abstract: Ortho-alkylanilines are prepared by catalytic hydrodesulfurization of ortho-aminobenzyl sulfides using a cobalt-molybdenum oxide catalyst. For example, 2-methyl-6-trifluoromethylaniline is prepared by catalytic hydrodesulfurization of 3-trifluoromethyl-2-aminobenzyl sulfides. The substituted anilines prepared by the method of this invention are useful as intermediates in the synthesis of compounds shown to have herbicidal activity.
    Type: Grant
    Filed: September 30, 1987
    Date of Patent: February 21, 1989
    Assignee: Monsanto Company
    Inventors: Terry M. Balthazor, Samuel J. Tremont
  • Patent number: 4806688
    Abstract: Prepare diamino- or dialkylaminobenzenediols by hydrogenating benzoquinone compounds in the presence of a solvent and a catalyst.
    Type: Grant
    Filed: May 16, 1986
    Date of Patent: February 21, 1989
    Assignee: The Dow Chemical Company
    Inventors: Muthiah N. Inbasekaran, Robert M. Strom
  • Patent number: 4804756
    Abstract: A method for preparing 5,6-dialkoxy-4-alkyl-quinazolinones is described. The 5,6-dialkoxy-4-alkyl-quinazolinones are active cardiotonic agents.
    Type: Grant
    Filed: March 28, 1988
    Date of Patent: February 14, 1989
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Victor T. Bandurco, Robert A. Mallory, Jeffery B. Press
  • Patent number: 4803221
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is an anthracene or substituted anthracene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: February 7, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • 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: 4780569
    Abstract: Compounds of the formula ##STR1## wherein R is hydrogen; 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 C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy;R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 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.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) --SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; and (13) --N(R.sup.c)C(O)R.sup.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: October 25, 1988
    Assignee: Stauffer Chemical Company
    Inventor: David L. Lee
  • Patent number: 4767447
    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 or 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 or C.sub.1 -C.sub.4 alkyl;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 or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are C.sub.2 -C.sub.5 alkylene;R.sup.5, R.sup.6, 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.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.
    Type: Grant
    Filed: September 12, 1986
    Date of Patent: August 30, 1988
    Assignee: Stauffer Chemical Company
    Inventors: David L. Lee, William J. Michaely
  • Patent number: 4766244
    Abstract: High purity 4,6-dinitro-1,3-benzenediol is prepared by (a) contacting a 1,2,3-trihalobenzene with a nitrating agent and an acid under reaction conditions such that a 1,2,3-trihalo-4,6-dinitrobenzene is produced, (b) contacting the 1,2,3-trihalo-4,6-dinitrobenzene prepared in (a) with an alkanol and a base under reaction conditions such that a 4,6-dinitro-2-halo-1,3-benzenediol is produced, and (c) contacting the 4,6-dinitro-2-halo-1,3-benzenediol prepared in (b) with a hydrogenating agent in the presence of a solvent and a catalyst under reaction conditions such that a 4,6-diamino-1,3-benzenediol is produced. This 4,6-diamino-1,3-benzenediol is useful in the preparation of high molecular weight polybenzoxazoles.
    Type: Grant
    Filed: October 30, 1986
    Date of Patent: August 23, 1988
    Assignee: The Dow Chemical Company
    Inventor: Zenon Lysenko
  • Patent number: 4762950
    Abstract: The subject invention relates to compositions prepared by oxyalkylation of N-(2-hydroxyalkyl)-aniline as the initiator compound with one or more alkylene oxides at elevated temperatures and in the presence of an alkali metal hydroxide. The resulting compositions have an unsymmetric structure with two functional groups, a secondary amino nitrogen and a hydroxyl group. The initiator compound reacts completely and removal of any residual initiator from the polyol is not required. When the subject invention polyol composition is reacted with an isocyanate, both urea and urethane groups form. The subject polyols may be used in the preparation of polyurethane products as well as nonionic and ionic surfactants.
    Type: Grant
    Filed: December 16, 1985
    Date of Patent: August 9, 1988
    Assignee: BASF Corporation
    Inventors: Alexander Korczak, William W. Levis, Jr.
  • Patent number: 4751304
    Abstract: A method for preparing 5,6-dialkoxy-4-alkyl-quinazolinones is described. The 5,6-dialkoxy-4-alkyl-quinazolinones are active cardiotonic agents.
    Type: Grant
    Filed: September 26, 1984
    Date of Patent: June 14, 1988
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Victor T. Bandurco, Robert A. Mallory, Jeffery B. Press
  • Patent number: RE33024
    Abstract: A novel carbostyril derivative of the formula: ##STR1## or a pharmaceutically acceptable acid addition salt thereof, and a process for preparing same. The compound (I) shows potent bronchodilating activity and is useful as a bronchodilator.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: August 15, 1989
    Assignee: Tanabe Seiyaku Co. Ltd.
    Inventors: Takeo Iwakuma, Akira Tsunashima, Katsuo Ikezawa, Osasi Takaiti