The Additional Ring Is Six-membered Patents (Class 568/743)
  • Patent number: 10919828
    Abstract: A process for producing cannabidiol from hemp and cannabis plants is disclosed. The steps of the process include the steps of: plant conditioning and size reduction, infusing with an extraction agent, separating a solid biomass and a liquid phase, treating the liquid phase with a removal agent, decarboxylation, removal of impurities; and color removal. The resulting cannabidiol conversion efficiency is over 90% and a TCH content within the legal limits for commercial cannabidiol.
    Type: Grant
    Filed: February 14, 2020
    Date of Patent: February 16, 2021
    Inventors: Aicardo Roa-Espinosa, Joaquin Camilo Perez-Mahecha, Michelle H Pham, Charles Kevin Jepson
  • Publication number: 20150141707
    Abstract: A method comprising a step of stirring a composition containing a biphenol compound represented by the formula (1): wherein, R1 and R2 represent each independently an alkyl group having 1 to 3 carbon atoms, and m and n represent each independently an integer of 0 to 2, a secondary alcohol and a nickel catalyst, for producing a hydroxyphenylcyclohexanol compound represented by the formula (2): wherein, R1, R2, m and n represent the same meaning as described above, with the proviso that the above-described secondary alcohol has a different structure from that of the hydroxyphenylcyclohexanol compound represented by the above-described formula (2).
    Type: Application
    Filed: April 8, 2013
    Publication date: May 21, 2015
    Applicant: Sumitomo Chemical Company, Limited
    Inventors: Takeshi Hara, Yoshihiko Iwanaga
  • Publication number: 20140256830
    Abstract: Provided herein are methods and compositions comprising resorcinol derivatives for the use of treating, regulating or preventing a skin condition characterized by oxidative stress or a degenerative process. Methods of preventing, lightening or reducing the appearance of visible discontinuities of the skin resulting from skin pigmentation, skin aging, or other disorders are also disclosed.
    Type: Application
    Filed: March 6, 2014
    Publication date: September 11, 2014
    Inventors: Andrew W. HINMAN, Dana Davis, Viktoria Kheifets
  • Publication number: 20140221469
    Abstract: The present invention relates to the use of phytocannabinoids in the treatment of cancer. More particularly it relates to the use of phytocannabinoids in the treatment of tumour cell invasion and cell migration or metastases. Cancers, where invasion and cell migration plays a key role in prognosis include brain tumours, more particularly gliomas, and most particularly Glioblastoma multiforme (GBM) and breast cancers. The phytocannabinoids tetrahydrocannabivarin (THCV) and cannabidivarin (CBDV) alone or in combination with each other and/or other phytocannabinoids, particularly cannabidiol (CBD), tetrahydrocannabinol (THC) and cannabigerol (CBG) or their respective acids are of particular use.
    Type: Application
    Filed: September 10, 2012
    Publication date: August 7, 2014
    Applicants: Otsuka Pharmaceutical Co., Ltd., GW Pharma Limited
    Inventors: Ruth Alexandra Ross, Daniela Parolaro
  • Patent number: 8791274
    Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.
    Type: Grant
    Filed: March 5, 2012
    Date of Patent: July 29, 2014
    Assignee: SK Innovation Co., Ltd.
    Inventors: Myungahn Ok, Jisu Jeong, BunYeoul Lee, S. Sujith, Anish Cyriac, JaeKi Min, JongEon Seong
  • Publication number: 20140051751
    Abstract: Environmentally-friendly alternatives to organometallic antifoulants that are efficacious at preventing biofouling by organisms such as the zebra mussel. Preferred antifoulant compositions utilize compounds having a Lipophilic-Amide-Spacer-ElectroNegative (“LASEN”) structural motif, such as capsaicin, and compounds having a TetraHydroCannibinoid (“THC”) structural motif. The antifoulant compositions are non-toxic, and effective.
    Type: Application
    Filed: October 25, 2013
    Publication date: February 20, 2014
    Applicants: The Board of Regents of the University of Texas System, University of North Texas Health Science Center at Fort Worth
    Inventors: John A. Schetz, Robert F. McMahon
  • Publication number: 20140027671
    Abstract: To provide a liquid crystal composition satisfying at least one characteristic such as high maximum temperature of nematic phase, low minimum temperature thereof, small viscosity, suitable optical anisotropy, large negative dielectric anisotropy and specific resistance, high stability to ultraviolet light and heat; a liquid crystal composition having a suitable balance regarding at least two thereof; and an AM device including the composition.
    Type: Application
    Filed: July 19, 2013
    Publication date: January 30, 2014
    Inventors: YASUYUKI GOTOH, TEIZI SATOU, MAIKO MATSUKUMA, CHIKAHIDE KANADANI, YOSHIMASA FURUSATO
  • Patent number: 8575230
    Abstract: Environmentally-friendly alternatives to organometallic antifoulants that are efficacious at preventing biofouling by organisms such as the zebra mussel. Preferred antifoulant compositions utilize compounds having a Lipophilic-Amide-Spacer-ElectroNegative (“LASEN”) structural motif, such as capsaicin, and compounds having a TetraHydroCannibinoid (“THC”) structural motif. The antifoulant compositions are non-toxic, and effective.
    Type: Grant
    Filed: April 16, 2008
    Date of Patent: November 5, 2013
    Assignees: University of North Texas Health Science Center at Fort Worth, The Board of Regents of the University of Texas System
    Inventors: John A. Schetz, Robert F. McMahon
  • Publication number: 20130209483
    Abstract: The disclosure relates to cannabinoid derivative compounds, pharmaceutical compositions made thereof, and methods for treating various diseases and disorders including cancer.
    Type: Application
    Filed: November 30, 2012
    Publication date: August 15, 2013
    Applicant: SUTTER WEST BAY HOSPITALS
    Inventor: SUTTER WEST BAY HOSPITALS
  • Patent number: 8507733
    Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.
    Type: Grant
    Filed: March 5, 2012
    Date of Patent: August 13, 2013
    Assignee: SK Innovation Co., Ltd.
    Inventors: Myungahn Ok, Jisu Jeong, BunYeoul Lee, Sujith S., Anish Cyriac, JaeKi Min, JongEon Seong
  • Publication number: 20130203984
    Abstract: In a process for oxidizing a hydrocarbon to a product comprising at least one of the corresponding hydroperoxide, alcohol, ketone, carboxylic acid and dicarboxylic acid, the hydrocarbon is contacted with an oxygen-containing compound in at least one oxidation zone in the presence of a catalyst comprising a cyclic imide having an imide group of formula (I): wherein X represents an oxygen atom, a hydroxyl group, or an acyloxy group and wherein the oxygen-containing compound supplied to said at least one oxidation zone has a water content of less than or equal to 0.6% by weight of the oxygen-containing compound.
    Type: Application
    Filed: August 16, 2011
    Publication date: August 8, 2013
    Inventors: Christopher L. Becker, Jihad M. Dakka, Franisco M. Benitez, Edmund J. Mozeleski
  • Patent number: 8420637
    Abstract: The present invention provides a method of treating glaucoma or ocular hypertension which comprises applying to the eye of a person in need thereof an amount sufficient to treat glaucoma or ocular hypertension of a compound of formula I wherein Y, Q, Z, R, R1 and R2 are as defined in the specification. The present invention further comprises pharmaceutical compositions, e.g. ophthalmic compositions, including said compound of formula I.
    Type: Grant
    Filed: September 22, 2009
    Date of Patent: April 16, 2013
    Assignee: Allergan, Inc.
    Inventors: June Chen, Simon Pettit, Hans Fliri
  • Publication number: 20120172339
    Abstract: Novel resorcinol derivatives and methods of preparation and use are presented. These compounds can stimulate angiogenesis as a biological function triggered by the activation of one cannabinoid receptor distinct from CB1 and CB2. Thus, these compounds are specific ligands for one cannabinoid receptor distinct from CB1 and CB2. The invented compounds, when administered in a therapeutically effective amount to an individual or animal, results in a sufficiently high level of that compound in the individual or animal to cause a physiological response. The physiological response may be useful to treat a number of physiological conditions.
    Type: Application
    Filed: July 9, 2010
    Publication date: July 5, 2012
    Applicant: Northeastern University
    Inventors: Alexandros Makriyannis, Spyridon P. Nikas, Shariku O. Alapafuja
  • Publication number: 20120165575
    Abstract: Provided are a complex prepared from ammonium salt-containing ligands and having such an equilibrium structural formula that the metal center takes a negative charge of 2 or higher, and a method for preparing polycarbonate via copolymerization of an epoxide compound and carbon dioxide using the complex as a catalyst. When the complex is used as a catalyst for copolymerizing an epoxide compound and carbon dioxide, it shows high activity and high selectivity and provides high-molecular weight polycarbonate, and thus easily applicable to commercial processes. In addition, after forming polycarbonate via carbon dioxide/epoxide copolymerization using the complex as a catalyst, the catalyst may be separately recovered from the copolymer.
    Type: Application
    Filed: March 5, 2012
    Publication date: June 28, 2012
    Applicant: SK ENERGY CO., LTD.
    Inventors: Myungahn OK, Jisu Jeong, BunYeoul Lee, Sujith S., Anish Cyriac, JaeKi Min, JongEon Seong
  • Publication number: 20120127633
    Abstract: A metal electrolytic capacitor capable of quickly absorbing and immobilizing a belching vapor of a driving electrolyte and widely reducing leakage when an explosion-proof valve operates. An aluminum electrolytic capacitor body is configured by housing a capacitor element in a cylindrical aluminum case, a pair of leads extend from the capacitor body, an explosion-proof valve is formed on a top panel portion of the metal case, a cylindrical cap as a casing is attached from above to the capacitor body, a plurality of small openings are formed on a top panel portion (bottom portion) of the cap, and an absorbent or a mixture of an absorbent and a water molecular compound wrapped in a permeable fiber material, such as unwoven fabric and filter paper, is placed in a space between the cap and the top panel portion of the capacitor body.
    Type: Application
    Filed: June 2, 2010
    Publication date: May 24, 2012
    Inventors: Koichi Mori, Mitsuru Nozue, Minoru Yagi
  • Patent number: 7884133
    Abstract: Cannabinoid derivatives are known for their function in the central as well as peripheral nervous system. Disclosed are some novel (+)-cannabidiol (CBD) derivatives of the general formula (I) having selective activity in the peripheral, but not in the central nervous system. Use of (+)-CBD derivatives as analgesics, anti-inflammatory and anti-diarrheal agents is also disclosed.
    Type: Grant
    Filed: September 8, 2004
    Date of Patent: February 8, 2011
    Assignees: Yissum Research Development Company of the Hebrew University of Jerusalem, Ariel Ltd.
    Inventors: Raphael Mechoulam, Ester Fride
  • Publication number: 20100256256
    Abstract: Environmentally-friendly alternatives to organometallic antifoulants that are efficacious at preventing biofouling by organisms such as the zebra mussel. Preferred antifoulant compositions utilize compounds having a Lipophilic-Amide-Spacer-ElectroNegative (“LASEN”) structural motif, such as capsaicin, and compounds having a TetraHydroCannibinoid (“THC”) structural motif. The antifoulant compositions are non-toxic, and effective.
    Type: Application
    Filed: April 16, 2008
    Publication date: October 7, 2010
    Inventors: John A. Schetz, Robert F. McMahon
  • Publication number: 20100204312
    Abstract: This disclosure provides compositions and method useful for treating cell proliferative disorders including cancer. The disclosure provides cannabidiol derivatives and compositions thereof either alone or in combination with THC or a derivative thereof.
    Type: Application
    Filed: May 16, 2008
    Publication date: August 12, 2010
    Applicant: CALIFORNIA PACIFIC MEDICAL CENTER
    Inventors: Sean D. McAllister, Pierre-Yves Desprez
  • Patent number: 7674922
    Abstract: The present invention relates to a process for preparation of a delta-9-tetrahydrocannabinol compound or derivative thereof involving treating a first intermediate compound with an organoaluminum-based Lewis acid catalyst, under conditions effective to produce the delta-9-tetrahydrocannabinol compound or derivative thereof. Another aspect of the present invention relates to a process for preparation of a cannabidiol or cannabidiolate compound involving reacting a first starting compound with a second starting compound in the presence of a metal triflate catalyst, under conditions effective to form the cannabidiol or cannabidiolate compound. The present invention also relates to a compound of the formula: where R8, R9, and R10 are the same or different and independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or halo, with R1, R2, and R3 defined herein.
    Type: Grant
    Filed: September 28, 2006
    Date of Patent: March 9, 2010
    Assignee: Albany Molecular Research, Inc.
    Inventors: David C. Burdick, Steven J. Collier, Frédéric Jos, Betina Biolatto, Bernhard J. Paul, Harold Meckler, Mark A. Helle, Alicia J. Habershaw
  • Patent number: 7618966
    Abstract: The present invention provides a method of treating glaucoma or ocular hypertension which comprises applying to the eye of a person in need thereof an amount sufficient to treat glaucoma or ocular hypertension of a compound of formula I wherein Y, Q, Z, R, R1 and R2 are as defined in the specification. The present invention further comprises pharmaceutical compositions, e.g. ophthalmic compositions, including said compound of formula I.
    Type: Grant
    Filed: April 24, 2006
    Date of Patent: November 17, 2009
    Assignee: Allergan, Inc.
    Inventors: June Chen, Simon Pettit, Hans Fliri
  • Patent number: 7129381
    Abstract: The present invention relates to glucopyranosyl-oxybenzylbenzene derivatives represented by the general formula: wherein R1 represents a hydrogen atom, a hydroxy group, a substituted or unsubstituted amino group, a carbamoyl group, a substituted or unsubstituted(lower alkyl) group, a substituted or unsubstituted(lower alkoxy) group etc.; R2 represents a hydrogen atom or a lower alkyl group; and R3 represents a substituted or unsubstituted(lower alkyl) group, a substituted or unsubstituted(lower alkoxy) group, a substituted or unsubstituted(lower alkylthio) group etc., or pharmaceutically acceptable salts thereof, which have an inhibitory activity in human SGLT2 and are useful as agents for the prevention or treatment of a disease associated with hyperglycemia such as diabetes, diabetic complication or obesity, pharmaceutical compositions comprising the same and intermediates thereof.
    Type: Grant
    Filed: November 2, 2004
    Date of Patent: October 31, 2006
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Hideki Fujikura, Toshihiro Nishimura, Nobuhiko Fushimi, Kazuya Tatani, Norihiko Kikuchi, Kenji Katsuno, Masayuki Isaji
  • Patent number: 7045665
    Abstract: The present invention relates to benzylphenol derivatives represented by the general formula: wherein R11 represents a hydrogen atom or a protected hydroxy(lower alkyl) group; and R12 represents a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a protected hydroxy(lower alkyl) group, a protected hydroxy(lower alkoxy) group, a protected hydroxy(lower alkylthio) group, a lower alkoxy-substituted (lower alkyl) group, a lower alkoxy-substituted (lower alkoxy) group or a lower alkoxy-substituted (lower alkylthio) group; with the proviso that R12 is not a methyl group, an ethyl group, an isopropyl group, a tert-butyl group or a methoxy group when R11 is a hydrogen atom, or a salt thereof, which are used as intermediates for making glucopyranosyloxybenzylbenzene compounds having inhibitory activity in human SGLT2 and are useful in treating diseases associated with hyperglycemia, such as diabetes.
    Type: Grant
    Filed: October 7, 2004
    Date of Patent: May 16, 2006
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Hideki Fujikura, Nobuhiko Fushimi, Toshihiro Nishimura, Kazuya Tatani, Kenji Katsuno, Masahiro Hiratochi, Yoshiki Tokutake, Masayuki Isaji
  • Patent number: 6867335
    Abstract: The present invention relates to process wherein (+)-2-carene epoxide is coupled with a compound X—Y that contains nucleophilic and electrophilic moieties, to produce a compound of formula (5). The reaction mixture consists essentially of a source of (+)-2-carene epoxide, compound X—Y, optionally an inert solvent and optionally a pH buffer. No acid catalyst is used in the process.
    Type: Grant
    Filed: May 9, 2002
    Date of Patent: March 15, 2005
    Assignee: Johnson Matthey Public Limited Company
    Inventors: Michael Casner, Theodore Maurice Resnick, Lee Jonathan Silverberg
  • Patent number: 6828460
    Abstract: The present invention relates to the use of certain resorcinol derivatives as skin lightening agents.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: December 7, 2004
    Assignee: Pfizer Inc.
    Inventors: Andrew Francis Browning, Eric William Collington, Martin James Procter, Joanna Victoria Geden
  • Patent number: 6563009
    Abstract: Cannabinoids have been found to have antioxidant properties, unrelated to NMDA receptor antagonism. This new found property makes the cannabinoids useful in the treatment and prophylaxis of wide variety of oxidation associated diseases, such as ischemic, age-related, inflammatory and autoimmune diseases. The cannabinoids are found to have particular application as neuroprotuctants, for example in limiting neurological damage following ischemic insults, such as stroke and trauma, or in the treatment of neurodegenerative diseases, such as Alzheimer's disease, Parkinson's disease and HIV dementia. Nonpsychoactive cannabinoids, such as cannabidoil, are particularly advantageous to use because they avoid toxicity that is encountered with psychoactive cannabinoids at high doses useful in the method of the present invention.
    Type: Grant
    Filed: March 8, 2002
    Date of Patent: May 13, 2003
    Assignee: Virginia Commonwealth University
    Inventors: George Kunos, Billy Martin, Raj Razdan
  • Publication number: 20020128524
    Abstract: A method of purifying dihydroxydiphenyl (1), 1
    Type: Application
    Filed: March 5, 2002
    Publication date: September 12, 2002
    Inventors: Silke Kratschmer, Hans Deml
  • Publication number: 20020032352
    Abstract: The present invention relates to an improved process for preparing 4-substituted resorcinol derivatives, and intermediate compounds useful in the preparation of such resorcinol derivatives.
    Type: Application
    Filed: March 8, 2001
    Publication date: March 14, 2002
    Inventors: Stuart Edward Bradley, John Kitchin, Graham Michael Wynne
  • Patent number: 5618871
    Abstract: Novel compounds of the formula I and formula II ##STR1## in which R and R.sub.1, independently of one another, are hydrogen or C.sub.1 -C.sub.4 alkyl or together with the carbon atom to which they are attached form a 3,4-dehydrocyclohexylidene ring,R.sub.2 is hydrogen, C.sub.1 -C.sub.8 alkyl or C.sub.5 -C.sub.6 cycloalkyl,R.sub.3 is C.sub.1 -C.sub.8 alkyl or C.sub.5-C.sub.6 cycloalkyl,R.sub.4, R.sub.5 and R.sub.6, independently of one another, are hydrogen or C.sub.1-C.sub.4 alkyl, R.sub.4, R.sub.5 and R.sub.6 together containing 1 to 4 carbon atoms, andR.sub.7 and R.sub.8 are hydrogen or together an additional direct bond, are described for use as stabilizers for organic materials against thermal, oxidative or light-induced degradation.
    Type: Grant
    Filed: February 3, 1995
    Date of Patent: April 8, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Nesvadba
  • Patent number: 5420361
    Abstract: The production of cis-dihydrodiol compounds of the formula ##STR1## where n is 0 or 1 (preferably 0) by the microbial oxidation of a diphenylaceylene compound of the formula ##STR2## using a mutant of a Pseudomonas bacteria at 25.degree. to 35.degree. C. and pH 6-8 is disclosed. The cis-dihydrodiol compound is in turn treated with an aqueous solution of a base to produce a corresponding 3-hydroxydiphenylacetylene compound or with an aqueous solution of an acid to produce a corresponding 2-hydroxyacetylene compound.
    Type: Grant
    Filed: May 10, 1994
    Date of Patent: May 30, 1995
    Assignee: Bio-Technical Resources
    Inventor: Alan D. Grund
  • Patent number: 5420363
    Abstract: An optically active tri-substituted methane compound having, as substituents, an aromatic ring group and a phenyl group having hydroxyl group at ortho or para position can be obtained by allowing a phenol compound unsubstituted at the ortho- or/and para-position to react with an optically active secondary carbinol compound having an aromatic ring group at the alpha-position in the presence of tri-substituted phosphine and diazodicarboxylate or diazodicarboxamide. These and other optically active tri-substituted methane compounds are useful as active ingredients for medicines or as intermediate compounds for preparing medicines.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: May 30, 1995
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Mitsuru Shiraishi, Shoji Fukumoto
  • Patent number: 5356976
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 n-alkyl, isopropyl, s-butyl, cyclopentyl, cyclohexyl or .alpha.-methylbenzyl, R.sub.2 is C.sub.4 -C.sub.18 tert-alkyl or .alpha.,.alpha.-dimethylbenzyl, R.sub.3 is C.sub.1 -C.sub.28 alkyl, and R.sub.4 s methyl or ethyl, with the proviso that the --CHR.sub.3 R.sub.4 group contains at least 4 carbon atoms, are suitable for stabilizing organic material which is susceptible to degradation induced by heat, oxidation or actinic light.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: October 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Dubs, Rita Pitteloud
  • Patent number: 5245089
    Abstract: Provided is a process for alkylating aromatic compounds in the presence of mixed oxides of titanium and gallium which have been found to be highly active catalysts for the alkylation of aromatics with alkyl esters, alcohols, olefins and ethers. When the alkyl acceptor is a phenol, the catalysts provide high reaction rates and high selectivity for ortho alkylated products.
    Type: Grant
    Filed: October 23, 1992
    Date of Patent: September 14, 1993
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Leslie S. LaForce
  • Patent number: 5233097
    Abstract: Certain crystalline titanoaluminosilicate molecular sieve compositions having titanium, aluminum, and silicon present as framework tetrahedral oxide units are particularly effective in hydroxylating the aromatic nucleus of aromatic compounds using hydrogen peroxide, even where the hydrogen peroxide is used at concentrations of 10 weight percent or less. The variant where the exchangeable hydrogens of the titanoaluminosilicate are replaced by an alkali or alkaline earth metal cation is particularly favored because of the concomitant increase in selectivity. Excellent utilization of hydrogen peroxide often is observed, even when the hydroxylation is effected at temperatures under about 60.degree. C.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: August 3, 1993
    Assignee: UOP
    Inventors: Laszlo T. Nemeth, Eric M. Hyatt, Thomas P. Malloy
  • Patent number: 5177245
    Abstract: Provided is a process for preparing optionally-substituted cyclohexenylhydroquinones starting from cyclohexanone.
    Type: Grant
    Filed: November 25, 1991
    Date of Patent: January 5, 1993
    Assignee: Eastman Kodak Company
    Inventors: Dewey W. Fuller, Jr., Gether Irick, Jr.
  • Patent number: 5149888
    Abstract: The phenols and phenol ethers, e.g., phenol itself, are effectively hydroxylated by reacting hydrogen peroxide therewith, in the presence of a catalytically effective amount of titanium dioxide.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: September 22, 1992
    Assignee: Rone-Poulenc Chimie
    Inventors: Michel Costantini, Eric Garcin, Michel Gubelmann, Jean-Michel Popa
  • Patent number: 5146008
    Abstract: A process for the synthesis of phenyl substituted aromatic diols, obtained by dehydrogenation of the corresponding substituted cyclohexyl derivatives in the presence of a palladium supported catalyst, said palladium supported catalyst being prepared by a process which comprises treating a palladium hydrolysis compound with reducing agents.
    Type: Grant
    Filed: March 19, 1991
    Date of Patent: September 8, 1992
    Assignee: Himont italia S.r.l.
    Inventors: Andrea Gardano, Alfredo Coassolo, Francesco Casagrande, Marco Foa, Larry L. Chapoy
  • Patent number: 4996377
    Abstract: Aliphatically substituted fluorobenzenes of the general formula I ##STR1## where R is an aliphatic or cycloaliphatic radical, n is 2, 3 or 4 and X is hydrogen, fluorine, chlorine or bromine, are prepared by diazotization of the corresponding aniline derivative of the general formula II ##STR2## in the presence of tetrafluoboric acid and decomposition of the resulting diazonium tetrafluoborate of the general formula III ##STR3## by a process in which the decomposition reaction is carried out simultaneously with the diazotization reaction, in the presence of elemental copper and/or copper(I) and/or copper(II) salts and at from -15.degree. to 80.degree. C.
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: February 26, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochen Wild, Albrecht Harreus, Norbert Goetz
  • Patent number: 4990687
    Abstract: 4-Methyl-2-cyclohexylphenol can be prepared by alkylation of p-cresol with cyclohexanol or cyclohexene by performing the reaction in the liquid phase in the presence of 1-10% by weight, based on the amount of p-cresol, of a large pore, acidic zeolite.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alfons Klein, Helmut Fiege, Lothar Puppe, Werner Jeblick
  • Patent number: 4985589
    Abstract: A method is provided for converting 4-substituted biphenyls, such as 4-hydroxybiphenyl, to the corresponding 3,4'-dihydroxybiphenyl utilizing mutant strains of Alcaligenes eutrophus or Pseudomonas putida. Hydroxylation of the unsubstituted biphenyl ring to the corresponding (1S-cis)-3-(4-hydroxyphenyl)-3,5-cyclohexadiene-1,2-diol and its conversion to the corresponding triacetate, followed by treatment in base to form 3,4'-dihydroxybiphenyl is also provided.
    Type: Grant
    Filed: August 1, 1990
    Date of Patent: January 15, 1991
    Assignee: General Electric Company
    Inventors: Bruce F. Johnson, Frank J. Mondello
  • Patent number: 4978789
    Abstract: A process for producing an alkenyl substituted aromatic compound having the general formula (I): ##STR1## wherein Ar represents an aromatic ring, R.sup.1 represents an alkenyl group having 2 to 8 carbon atoms, p is 1, 2, or 3 provided that R.sup.1 may be the same or different when p is 2 or 3, R.sup.2 represents an alkyl group having 1 to 8 carbon atoms, q is 0, 1, or 2 provided that R.sup.2 may be the same or different when q is 2, X represents --OH or --NR.sup.3 R.sup.4 wherein R.sup.3 and R.sup.4 independently represent hydrogen or an alkyl group having 1 to 2 carbon atoms, n is 1 or 2, provided that the sum of p and q is 1, 2, or 3 comprising the step of catalytically dehydrogenating an alkyl substituted aromatic compound having the general formula (III): ##STR2## wherein R.sup.5 represents an alkyl group having 2 to 8 carbon atoms and Ar, R.sup.2, X, p, q, and n are the same as defined above, n is 1 or 2, provided that R.sup.
    Type: Grant
    Filed: July 10, 1989
    Date of Patent: December 18, 1990
    Inventors: Katsuo Taniguchi, Shigeki Fujikawa, Yoshito Kurano
  • Patent number: 4978811
    Abstract: Ortho-aromatic diaryl ethers, such as o-biphenylyl phenyl ether, are hydrolyzed to corresponding phenolic compounds, such as o-phenylphenol and phenol, when contacted with water in the presence of ceria or thoria at a temperature of between about 250.degree. C. and 700.degree. C.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: December 18, 1990
    Assignee: The Dow Chemical Company
    Inventors: Robert A. Koster, Philip J. Brondsema, Willis J. Pennington, William C. Sumner, Susan E. Vilmer
  • Patent number: 4894487
    Abstract: This invention relates to a novel preparation process of 4-(4-hydroxyphenyl)-cyclohexanol, which comprises subjecting 4-(4-hydroxphenyl)-3-cyclohexen-1-ol to reduction. 4-(4-Hydroxyphenyl)-cyclohexanol is a compound useful as a monomer for liquid crystalline polyesters and the like.
    Type: Grant
    Filed: August 4, 1988
    Date of Patent: January 16, 1990
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tohru Miura, Masayuki Furuya, Teruyuki Nagata
  • Patent number: 4891424
    Abstract: 4-Aralkyl-2-nitro-2'-hydroxy-3',5'-dialkyl (or cumyl)-azobenzenes are made by coupling the corresponding diazotized 4-aralkyl-o-nitroaniline with the corresponding phenol. These azobenzene intermediates are used to prepare the corresponding 2H-benzotriazole UV absorber stabilizers substituted on the 5-position of the benzo ring by an aralkyl group, preferably alpha,alpha-dimethylbenzyl.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: January 2, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Seltzer, Roland A. E. Winter
  • Patent number: 4877907
    Abstract: A novel compound, 4-(4-hydroxyphenyl)-3-cyclohexene-1-ol, and a novel preparation process of 4,4'-biphenol by using the novel compound as the raw material.4-(4-Hydroxyphenyl)-3-cyclohexene-1-ol can be obtained by conducting a thermal decomposition reaction of 4,4-bis(4-hydroxyphenyl)cyclohexanol. 4,4'-Biphenol can be industrially manufactured by conducting a dehydrogenation reaction of 4-(4-hydroxyphenyl)-3-cyclohexene-1-ol.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: October 31, 1989
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tohru Miura, Teruyuki Nagata, Koju Okazaki, Masayuki Furuya, Emiko Nishida
  • Patent number: 4873374
    Abstract: A novel compound, 4-(4-hydroxyphenyl)-3-cyclohexene-1-ol, and a novel preparation process of 4,4'-biphenol by using the novel compound as the raw material.4-(4-Hydroxyphenyl)-3-cyclohexene-1-ol can be obtained by conducting a thermal decomposition reaction of 4,4-bis(4-hydroxyphenyl)cyclohexanol. 4,4'-Biphenol can be industrially manufactured by conducting a dehydrogenation reaction of 4-(4-hydroxyphenyl)-3-cyclohexene-1-ol.
    Type: Grant
    Filed: April 6, 1988
    Date of Patent: October 10, 1989
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tohru Miura, Teruyuki Nagata, Koju Okazaki, Masayuki Furuya, Emiko Nishida
  • Patent number: 4871470
    Abstract: Cyclohexane derivatives of formula I ##STR1## wherein R is an alkyl group which has 1-12 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by O, --CO--O-- or --OCO--,A.sup.1 and A.sup.2 each independently of one another are trans-1,4-cyclohexylene or unsubstituted or fluorine-substituted 1,4-phenylene, and one of the groups A.sup.1 and A.sup.2 can also be a single bond,X is --CN, halogen, OH, --COOR.sup.1, --OOCR.sup.1, --COR.sup.1, --OR.sup.1 or R.sup.1 andR.sup.1 is an alkyl group which has 1-12 C atoms and in which one or two CH.sub.2 groups can also be replaced by O, but excluding direct links between two O atoms,with the proviso that, in the case of X=CN, A.sup.2 is trans-1,4-cyclohexylene or fluorine-substituted, 1,4-phenylene, are suitable as components of liquid-crystalline phases.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: October 3, 1989
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Joachim Krause, Rudolf Eidenschink, Georg Weber
  • Patent number: 4739098
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## where n is 0-5 and A is H, lower alkyl, or --COOH or ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: April 19, 1988
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4643844
    Abstract: Perfume compositions and perfumed articles containing dihydro- and/or tetrahydro-1-naphthol derivatives of the formula ##STR1## wherein the dotted lines represent carbon-carbon single or double bonds with the proviso that no more than one of them is a double bond and wherein R.sub.1, R.sub.2 and R.sub.3 independently are methyl groups or hydrogen atoms; said naphthol derivatives have a very natural leather-like odor.
    Type: Grant
    Filed: February 26, 1985
    Date of Patent: February 17, 1987
    Assignee: 501 Naarden International N.V.
    Inventors: Nicolaas L. J. M. Broekhof, Antonius J. A. van der Weerdt, Jogchum Hofma
  • Patent number: 4628127
    Abstract: A process for producing 2,4-di-substituted phenols wherein an olefin is reacted with phenol in the presence of a heterogeneous catalyst comprising an aluminum phenoxide bonded to an acidic solid polymeric resin to preferably form 2,4-di-substituted phenol. A process for preparing a heterogeneous catalyst and a heterogeneous catalyst having the structure(Resin --A--).sub.m Al(--OC.sub.6 R.sub.5).sub.n (11)wherein Resin is a solid polymeric resin having acidic functional groups A, m is 1 or 2, n is 2 or 3 and the R are independently selected from H, alkyl, cycloalkyl, and aralkyl. Preferably, a styrene-divinylbenzene polymeric resin of a macroreticular structure is used for the alkylation process and A is --SO.sub.3 --.
    Type: Grant
    Filed: June 25, 1985
    Date of Patent: December 9, 1986
    Assignee: Ethyl Corporation
    Inventors: Silas W. Holmes, Edward A. Burt, Dixie E. Goins
  • Patent number: 4620938
    Abstract: New hydroterphenyls of formula IR.sup.1 --Cy--Cy--Ph--R.sup.2 Iwherein R.sup.1 is alkyl; R.sup.2 is H, F, Cl, Br, I, OH, CN, alkyl, --O-alkyl, --COOR.sup.3 or --O--CO--R.sup.3 ; R.sup.3 is H, alkyl, --Cy-alkyl, --Ph-alkyl, --Ph--O-alkyl, --Ph--CN or --Ph--F; Cy is 1,4-cyclohexylene; and Ph is 1,4-phenylene; can be used as dielectrics for electrooptical display elements.
    Type: Grant
    Filed: April 5, 1985
    Date of Patent: November 4, 1986
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Michael Romer, Joachim Krause, Rudolf Eidenschink, Georg Weber