Two Phenols Bonded Directly To Each Other Patents (Class 568/730)
  • Patent number: 5583267
    Abstract: In accordance with the present invention, tetraalkylbisphenols are prepared by biocatalytic dimerization of di-(lower alkyl)-substituted phenols in the presence of peroxidase enzyme and peroxide. Three reaction pathways to the desired diols are provided.
    Type: Grant
    Filed: January 27, 1995
    Date of Patent: December 10, 1996
    Assignee: Enzymol International, Inc.
    Inventors: Thurman M. Wheeler, Mark K. Morehart, Gregory Kaplan, Alexander R. Pokora
  • Patent number: 5324868
    Abstract: 4,4'-Biphenol is prepared through debutylation of 3,3', 5,5'-tetra-tert-butyl-4,4'-biphenol in an organic solvent in the presence of an acid catalyst wherein the debutylation is carried out continuously using at least two reactors aligned in series, with a high yield and high purity on an industrial level.
    Type: Grant
    Filed: May 24, 1993
    Date of Patent: June 28, 1994
    Assignee: Mitsubishi Petrochemical Company, Ltd.
    Inventors: Masashi Inaba, Norioki Mine, Mamoru Mizutani
  • Patent number: 5276214
    Abstract: A biphenyl compound having the formula (I) is newly separated into its optical active compound, and useful as an optically separating agent: ##STR1## wherein W, X and Y are each an atom or atomic group selected from among H, F, Cl, Br, I, CH.sub.3, CF.sub.3, OH, OCH.sub.3, NH.sub.2 and N(CH.sub.3).sub.2 and Z is an atom or atomic group selected from among Cl, Br, I, CH.sub.3 and OCH.sub.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: January 4, 1994
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Fumio Toda
  • Patent number: 5245086
    Abstract: The phenols/phenol ethers are hydroxylated by reaction with hydrogen peroxide, in the presence of a catalytically effective amount of (a) at least one alkali metal or alkaline earth metal salt of a protonic acid having a pKa in water of less than -0.1 and (b) a free protonic acid.
    Type: Grant
    Filed: December 5, 1990
    Date of Patent: September 14, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Costantini, Dominique Laucher
  • Patent number: 5243016
    Abstract: Polymers and copolymers having high glass transition temperature and which are soluble in organic solvents are produced from highly hindered biphenols, in particular polyetherketones, polyethersulfones, polyesters and polyetherimides, as well as copolymers based on these polymers may be produced for a variety of applications.
    Type: Grant
    Filed: October 22, 1992
    Date of Patent: September 7, 1993
    Inventors: Allan S. Hay, Whan Gi Kim
  • Patent number: 5202504
    Abstract: A biphenyl compound having the formula (I) is newly separated into its optical active compound and useful as an optically separating agent: ##STR1## wherein W, X and Y are each an atom or atomic group selected from among H, F, Cl, Br, I, CH.sub.3, CF.sub.3, OH, OCH.sub.3, NH.sub.2 and N(CH.sub.3).sub.2 and Z is an atom or atomic group selected from among Cl, Br, I, CH.sub.3 and OCH.sub.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: April 13, 1993
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Fumio Toda
  • Patent number: 5202433
    Abstract: A polysaccharide derivative prepared by replacing a part or the whole of hydrogen atoms of hydroxyl and/or amino groups of a polysaccharide with one or more atomic groups represented by the following formula (1), (2) or (3) is new and useful for the separation of optical isomers: ##STR1## wherein the number of carbon atoms constituting R is 1 to 30 and R is a group having at least one asymmetric center.
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: April 13, 1993
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yoshio Okamoto, Koichi Hatada
  • Patent number: 5196605
    Abstract: In a process for the preparation of 4,4'-dihydroxybiphenyl of high purity 4,4'-dibromobiphenyl is hydrolized in the presence of a copper compound catalyst, the insoluble materials comprising the catalyst is filtered off from the product mixture, 4,4'-dihydroxybiphenyl is precipitated by adjusting the pH and crude 4,4'-dihydroxybiphenyl separated from the product mixture is fractionally distilled to obtain substantially pure 4,4'-dihydroxybiphenyl.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: March 23, 1993
    Assignee: Bromine Compounds, Ltd.
    Inventors: Jakob Oren, Hugo Kesselman, Joshua Hermolin
  • Patent number: 5182358
    Abstract: Polymers and copolymers having high glass transition temperature and which are soluble in organic solvents are produced from highly hindered biphenols, in particular polyetherketones, polyethersulfones, polyesters and polyetherimides, as well as copolymers based on these polymers may be produced for a variety of applications.
    Type: Grant
    Filed: April 11, 1991
    Date of Patent: January 26, 1993
    Inventors: Allan S. Hay, Whan Gi Kim
  • Patent number: 5177258
    Abstract: Biaryl derivatives are produced by coupling an aryl halide in an aqueous alkaline solution in the presence of a palladium catalyst, using formic hydrazide as the reducing agent.
    Type: Grant
    Filed: May 21, 1992
    Date of Patent: January 5, 1993
    Assignee: Bromine Compounds, Ltd.
    Inventors: Abram Becker, Ariel A. Ewenson, Bertha Croitoru
  • Patent number: 5130356
    Abstract: A novel, optically transparent, isotropic molding for optical purposes which is free of orientation birefringence consists of a mixture of polyphenylene ethers, vinylaromatic polymers and additives. The novel molding contains traces of novel diphenoquinone and/or diphenohydroquinone derivatives as additives and may also contain novel ammonium salts of sulfuric acid half esters of diphenohydroquinones as further additives. The novel molding has a yellowness index (YI) of from 40 to 90. It can be produced in a simple manner by injection molding processes. The novel molding in the form of a circular disk having a central hole is very useful as a dimensionally stable substrate of audio compact disks (CD), audiovisual compact disks (CDV), laser-optical computer disks and magneto-optical computer disks, and data media of this type which contain these novel dimensionally stable substrates have particularly advantageous performance characteristics.
    Type: Grant
    Filed: February 1, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Feuerherd, Carola Hedtmann-Rein, Ludger Leber
  • Patent number: 5099076
    Abstract: The present invention is directed to a method for the preparation of p,p'-biphenol by simplified processes achieved by batch or continuous operations which comprises using phenol and isobutylene as starting materials, allowing phenol to react with isobutylene in the presence of aluminum phenoxide, oxidizing the resulting reaction liquid in the presence of an alkaline catalyst, and debutylating the reaction liquid in the presence of a debutylation catalyst.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: March 24, 1992
    Assignee: Honshu Chemical Industry Co., Ltd.
    Inventors: Katsunori Takahashi, Mikio Kawahara, Shunji Yago, Yoshiharu Ayabe
  • Patent number: 5091592
    Abstract: A process for preparing 4,4'-dihydroxybiphenyl comprising oxidizing 4,4'-diisopropylbiphenyl with molecular oxygen and decomposing the resulting oxidation product in the presence of an acid catalyst is disclosed, in which oxidation of 4,4'-diisopropylbiphenyl is carried out in the presence of ammonia or an ammonium salt. The oxidation product has an increased selectivity of 4,4'-diisopropylbiphenyl dihydroperoxide and, therefore, produces the desired product in high yield upon acid decomposition.
    Type: Grant
    Filed: January 16, 1991
    Date of Patent: February 25, 1992
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Hiroshi Iwane, Takahiro Sugawara, Kimiko Kaneko
  • Patent number: 5087768
    Abstract: A process for the purification of dihydroxybiphenyls, preferably 4,4'-dihydroxybiphenyl, by acylation of the preparation medium of the dihydroxybiphenyl and selective precipitation of the biphenyl diester (diacetylbiphenyl), followed by conversion of the biphenyl diester to dihydroxybiphenyl.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: February 11, 1992
    Assignee: Rhone-Poulenc Chimie
    Inventor: Alain Nonn
  • Patent number: 5068463
    Abstract: A process for the production of tetrabromo-4,4'-alkylidenediphenols, especially tetrabromobisphenol A (TBBA), from the corresponding alkylidenediphenols by oxidative bromination with Br.sub.2, HBr.sub.3 or HBr and aqueous hydrogen peroxide in the presence of an organic solvent. The process is characterized by washing the organic phase containing dissolved tetrabromo-4,4'-alkylidenediphenol with an aqeuous alkali sulphite solution, preferably at 50.degree. to 90.degree. C. Through this washing treatment, the tetrabromo compound is obtained in higher purity; in addition, the mother liquor can be recycled without difficulty.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: November 26, 1991
    Inventor: Eberhard Walter
  • Patent number: 5053548
    Abstract: There is disclosed a biphenyl derivative of the formula (B): ##STR1## wherein R.sup.1, R.sup.3, R.sup.4, R.sup.5 and R.sup.c are as defined or its salt, a composition for nerve cell degeneration repairing or protecting agent containing a phenyl derivative selected from compounds (1) to (4) and (B) as defined, and a process for preparing a phenyl derivative contained in the composition.
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: October 1, 1991
    Assignee: Otsuka Pharmaceutical Company, Ltd.
    Inventors: Tatsuyoshi Tanaka, Yoji Sakurai, Hiroshi Okazaki, Takashi Hasegawa, Yoshiyasu Fukuyama
  • Patent number: 5008472
    Abstract: 4,4'-Dihydroxyterphenyl is prepared by sulfonating terphenyl with sulfuric acid, sulfur trioxide, a mixture thereof or chlorosulfonic acid and then treating the resulting terphenyl-4,4'-disulfonic acid, which may be first converted into a dialkali metal salt, with an alkali metal hydroxide.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: April 16, 1991
    Assignee: BASF Aktiengesellschaft
    Inventor: Ulrich Eichenauer
  • Patent number: 5001282
    Abstract: The present invention relates to a method of lowering blood glucose in a patient afflicted with diabetes mellitus comprising administering to said patient a therapeutically effective glucose lowering amount of a 4,4'-bis(2,6-di-alkyl-phenol). The present invention also relates to a process for making 4,4'-bis(2,6-di-alkyl-phenol).
    Type: Grant
    Filed: July 26, 1989
    Date of Patent: March 19, 1991
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Keith M. Robinson, Simon J. T. Mao, Roger A. Parker, Richard L. Jackson
  • Patent number: 4962240
    Abstract: A method for symmetrically dimerizing phenols which comprises oxidizing phenols in molten state in the liquid phase using a transition metal compound as a catalyst and an oxygen-containing gas as an oxidizing agent to conduct dimerization; and a process for producing diphenols which comprises oxidizing phenols in molten state in the liquid phase using a transition metal compound as a catalyst and an oxygen-containing gas as an oxidizing agent to conduct dimerization, and then interrupting introduction of the oxygen-containing gas to conduct a proton disproportionation reaction.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: October 9, 1990
    Assignee: Danippon Ink and Chemicals, Inc.
    Inventors: Taku Kitamura, Noriko Kurokawa, Katsuji Takahashi
  • Patent number: 4950808
    Abstract: Reducing 3,3', 5,5'-tetra-t-butyldiphenoquinone with 2,6-di-t-butylphenol, in the melt, in the presence of a 4-dialkylaminopyridine, and then dealkylating the intermediate formed, in the melt, by adding a phosphorus-containing acid or its derivative provides 4,4'-dihydroxybiphenyl of high purity in high yield.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: August 21, 1990
    Assignee: Huels Aktiengesellschaft
    Inventors: Udo Kowalczik, Martin Bartmann, Juergen Finke
  • Patent number: 4939306
    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: July 3, 1990
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tohru Miura, Teruyuki Nagata, Koju Okazaki, Masayuki Furuya, Emiko Nishida
  • Patent number: 4922031
    Abstract: 4,4'-dihydroxybiphenyl is prepared by treating biphenyl-4,4'-disulfonic acid or one of its alkali metal salts in an alkali metal hydroxide melt by a process in which the treatment is carried out in a melt which contains from 7 to 14 moles of potassium hydroxide and from 0 to 8 moles of sodium hydroxide, based in each case on 1 mole of biphenyl-4,4'-disulfonic acid, in the presence of an alkali metal carbonate at from 280.degree. to 360.degree. C.
    Type: Grant
    Filed: January 23, 1989
    Date of Patent: May 1, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Eichenauer, Peter Neumann
  • Patent number: 4902837
    Abstract: Processes for preparing biphenols by oxidation coupling of phenols, to which the present invention is directed, are characterized in that said oxidation coupling reaction is carried out under such conditions that the same diphenoquinones as those produced as by-products at the time when said oxidation coupling is effected are added to the reaction system. According to a preferred embodiment of the invention, moreover, the yield of biphenols can be enhanced by the reuse in the abovementioned reaction of diphenoquinones recovered from the reaction mixture containing the same.
    Type: Grant
    Filed: June 13, 1988
    Date of Patent: February 20, 1990
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Michio Tanaka, Yoshito Kurano, Katsuo Taniguchi
  • Patent number: 4891453
    Abstract: A process is disclosed which is capable of producing p,p'-biphenol of high purity by the dealkylation reaction of 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl and which yet allows isobutene to be recovered in high yield. The process performs the dealkylation reaction of 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl in the presence of an acid catalyst using as a solvent a saturated hydrocarbon having a boiling point of 190.degree. C. or above, an alicyclic hydrocarbon having a boiling point of 190.degree. C. or above, a hydrocarbon with an iodine value of no more than 1, sulfolane, or a mixture of these solvents. Also disclosed is a process for producing p,p'-biphenol from a mixture of 2,6-di-t-butyl-phenol and 3,3',5,5'-tetra-t-butyl-4,4'-diphenoquinone or from a mixture of 2,6-di-t-butylphenol, 3,3',5,5'-tetra-t-butyl-4,4'-diphenoquinone and 3,3',5,5'-tetra-t-butyl-4,4'-dihydroxybiphenyl.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: January 2, 1990
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Michio Tanaka, Yoshito Kurano, Katsuo Taniguchi, Masayasu Ishibashi
  • Patent number: 4891452
    Abstract: A process for preparing hydroxybiphenyls. A bromobiphenyl is contacted with a base in aqueous liquid phase at a temperature less than or equal to 230.degree. C. in the presence of a copper-based catalyst. The hydroxyl ion concentration of base ranges from 0.1 to about 1.6 molar equivalents per liter. At temperatures less than 215.degree. C., a cocatalyst is preferably added.
    Type: Grant
    Filed: February 10, 1988
    Date of Patent: January 2, 1990
    Assignee: Rhone-Poulenc Chimie
    Inventors: Alain Nonn, Jean R. Desmurs
  • 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: 4853487
    Abstract: A process for the production of a hydroxybiphenyl by the hydrolysis of a bromobiphenyl, at a temperature below 300.degree. C., in the presence of both a copper-based catalyst and a separate cocatalyst selected from amongst halides, phosphates, nitrates, alcoholates, silicates, alcohols, carboxylic acids, sulfonic acids, organic sulfur-containing compounds, carbon monoxide, quinolines, tertiary amines, ammoniums, phosphines, phosphoniums, cyanides and palladium.
    Type: Grant
    Filed: January 20, 1988
    Date of Patent: August 1, 1989
    Assignee: Rhone-Poulenc Chimie
    Inventor: Alain Nonn
  • Patent number: 4851589
    Abstract: This invention relates to the use of copper catalysts in the oxidative coupling of 2,6-dialkylphenols to produce mixtures of 3,3',5,5'-tetra-alkyl-4,4'-dihydroxybiphenyls and corresponding diphenoquinones.
    Type: Grant
    Filed: September 18, 1987
    Date of Patent: July 25, 1989
    Assignee: Amoco Corporation
    Inventors: Michael D. Cliffton, Stephen J. Carter
  • Patent number: 4847434
    Abstract: Phenols, e.g. 2,6-di-tert-butylphenol, are coupled to form biphenols, e.g. 4,4'-bis(2,6-di-tert-butylphenol), by reaction with aqueous hydrogen peroxide under basic conditions in the presence of a phase transfer agent.
    Type: Grant
    Filed: January 21, 1988
    Date of Patent: July 11, 1989
    Assignee: Ethyl Corporation
    Inventors: George L. Mina, Dixie E. Goins, John S. Gramling
  • Patent number: 4804788
    Abstract: 4,4'-Dihydroxybiphenyl is prepared by decomposing 4,4'-di(2-hydroxy-2-propyl)biphenyl with hydrogen peroxide and an acid catalyst in acetonitrile as a solvent. Especially, this process minimizes the formation of byproducts and permits easy purification of the intended product.
    Type: Grant
    Filed: November 4, 1987
    Date of Patent: February 14, 1989
    Assignee: Kureha Kagaku Kogyo K.K.
    Inventors: Yutaka Konai, Tadashi Nakamura, Takayuki Tanonaka, Kazuo Yoshida, Yoshihisa Machida
  • Patent number: 4723046
    Abstract: A process for preparing 4,4'-biphenol comprising subjecting 4,4-bis(4-hydroxyphenyl)cyclohexanol to decomposition and dehydrogenation in the presence of a dehydrogenation catalyst.4,4-Bis(4-hydroxyphenyl)cyclohexanol is a novel compound which can be prepared by reacting 4-hydroxycyclohexanone with phenol.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: February 2, 1988
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Teruyuki Nagata, Tohru Miura
  • Patent number: 4720576
    Abstract: A process for dehalogeno-dimerization reaction of an aromatic halide compound which comprises dimerizing aromatic halide compound having at least one halogen atom attached to a carbon atom in the aromatic nucleus, and optionally having a substituent other than the halogen atom, in the presence of a platinum group metal catalyst, carbon monoxide, and an alkali metal compound and/or an alkaline earth metal compound.
    Type: Grant
    Filed: September 18, 1986
    Date of Patent: January 19, 1988
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Keisuke Wada, Keiichi Sato
  • Patent number: 4654447
    Abstract: Prepare 3,3',5-tribromo-2,2',6,6'-tetra(primary alkyl)-1,1'-biphenol in high yields by contacting a 3,3',5,5'-tetra-substituted diphenoquinone and a brominating agent under proper reaction conditions.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: March 31, 1987
    Assignee: The Dow Chemical Company
    Inventor: Abel Mendoza
  • Patent number: 4633024
    Abstract: A process for producing an aromatic hydroxy compound which comprises reacting an alkali metal salt of an aromatic sulfonic acid with an alkali metal hydroxide in a reaction medium which is an aliphatic, alicyclic or aromatic hydrocarbon, or an aromatic ether or a mixture of these.
    Type: Grant
    Filed: May 1, 1985
    Date of Patent: December 30, 1986
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Kazuyuki Sakota, Yoshiyuki Naito, Mitsuyuki Kishimoto
  • Patent number: 4628125
    Abstract: A class of polyesters comprising recurring units having certain bis(trifluoromethyl)biphenylene radicals is disclosed. The polyesters exhibit favorable solubility properties in certain organic solvents so as to facilitate the production of the polyesters via polycondensation methods to film- and fiber-forming molecular weights. Monomeric compounds comprising a bis(trifluoromethyl)biphenylene radical and useful for the production of the polyesters are also disclosed.
    Type: Grant
    Filed: February 9, 1984
    Date of Patent: December 9, 1986
    Assignee: Polaroid Corporation, Patent Dept.
    Inventors: Howard G. Rogers, Russell A. Gaudiana, Richard A. Minns
  • Patent number: 4612404
    Abstract: Polychlorinated biphenyls present as contaminants in fluids such as petroleum distillates are effectively removed by reacting with sodium or potassium hydroxide in the presence of or through subsequent filtration through an adsorbent such as alumina and/or diatomaceous earth. A mixture of diatomaceous earth, calcium hydroxide and potassium hydroxide in the ratio of 10/1/1 is exposed to the fluid to be decontaminated by stirring a quantity of the mixture in a quantity of the fluid or by passing the fluid through a column packed with the mixture. Alternatively, the contaminated fluid is mixed with the alkali metal hydroxide and then passed through a column of adsorbent such as activated basic alumina. The fluid may be pretreated by storing in a tank over a bed of potassium hydroxide flakes. Ferric oxide may be added to the reaction mixture to enhance the retention of the octachlorodihydroxybiphenyl on the adsorbent material.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: September 16, 1986
    Inventor: Budalur S. Thyagarajan
  • Patent number: 4564713
    Abstract: A process for producing 4,4'-dihydroxydiphenyls is disclosed, which comprises dimerizing alkylphenols in an aqueous solution of pH 7 to 12 containing a surfactant in the presence of an oxidizing agent, wherein the dimerization is conducted in the presence of a copper compound and a basic boron compound or a mixture of a basic substance and a boron compound. According to this process, the desired 4,4'-dihydroxydiphenyls can be easily obtained in high yield.
    Type: Grant
    Filed: January 11, 1985
    Date of Patent: January 14, 1986
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Makoto Imanari, Hiroshi Iwane, Takahiro Sugawara
  • Patent number: 4537996
    Abstract: New hydroxybiphenyl compounds of the general formula: ##STR1## wherein R.sub.1 stands for a hydrogen atom or a hydroxyl group, R.sub.2 for a hydrogen atom or a hydroxyl group, R.sub.3 for a hydroxyl group, a group of the formula -CH.sub.2 -CH.dbd.CH.sub.2 or a group of the formula -CH.dbd.CH-CHO, R.sub.4 for a hydrogen atom or a group of the formula ##STR2## and R.sub.5 for a hydroxyl group or a group of the formula ##STR3## These compounds are obtained by extraction of "Tokoboku", i.e. dried cortex of Magnolia officinalis which belongs to the family Magnoliaceae. They are useful as pharmaceuticals or intermediates therefor, in particular as anti-allergics.
    Type: Grant
    Filed: September 22, 1983
    Date of Patent: August 27, 1985
    Assignee: Kabushiki Kaisha Tsumurajuntendo
    Inventors: Akihide Kooda, Itsuo Nishioka, Takeshi Nishiyori, Shoji Yahara
  • Patent number: 4524032
    Abstract: A process for direct fluorination of etherified or unetherified hydroxy group-bearing aromatic compounds, which comprises reacting an etherified or unetherified hydroxy group-bearing aromatic compound with fluorine gas to give the corresponding etherified or unetherified hydroxy group and at least one fluorine atom-bearing aromatic compound.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: June 18, 1985
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Susumu Misaki, Sadamu Ishii, Masahiro Suefuji
  • Patent number: 4496773
    Abstract: The invention is a process for coupling 2-naphthols which comprises contacting 2-naphthols dissolved in a polar acidic solvent in the presence of a catalytic amount of a catalyst which comprises a readily reducible form of a Group IB, Group VIII or manganese metal in the further presence of oxygen or a source of oxygen, under conditions such that 1,1'-bi-2-naphthol is prepared.
    Type: Grant
    Filed: March 28, 1983
    Date of Patent: January 29, 1985
    Assignee: The Dow Chemical Company
    Inventors: Robert C. Clouse, R. Garth Pews
  • Patent number: 4492807
    Abstract: Bisphenol A is commonly purified by a method which includes formation of an adduct thereof with phenol from a liquid mixture to which water has been added. This method is improved by the simultaneous addition of an organic liquid in an amount up to about 15% by weight of the mixture. The preferred organic liquids are acetone and toluene.
    Type: Grant
    Filed: April 22, 1983
    Date of Patent: January 8, 1985
    Assignee: General Electric Company
    Inventor: Viney P. Aneja
  • Patent number: 4490564
    Abstract: A process for the preparation of 4,4'-dihydroxybiphenyl having high purity by hydrolyzing 4,4'-dibromobiphenyl in the presence of a hydrolysis catalyst in an alkaline aqueous solution, separating the catalyst from the alkaline aqueous solution, acidifying the alkaline aqueous solution with an acid to form crude solid 4,4'-dihydroxybiphenyl, separating the 4,4'-dihydroxybiphenyl, dissolving the 4,4'-dihydroxybiphenyl in an inert organic solvent which is preferably at an elevated temperature, adding water to the inert organic solvent mixture which allows the inorganic salt that may be present to remain in solution and the 4,4'-dihydroxybiphenyl begins to precipitate out of solution and recovering the precipitated solid 4,4'-dihydroxybiphenyl having high purity.
    Type: Grant
    Filed: April 22, 1983
    Date of Patent: December 25, 1984
    Assignee: Ethyl Corporation
    Inventor: John J. Pendery
  • Patent number: 4487978
    Abstract: Biphenol and para substituted alkyl benzene derivatives are produced in high yield and purity by heating alkyl benzene solvent solutions of tetraalkyl substituted 4,4'-biphenols in the presence of strong acid catalyst.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: December 11, 1984
    Assignee: ICI Americas Inc.
    Inventors: Walter M. Kruse, John F. Stephen
  • Patent number: 4487977
    Abstract: 3,3',5,5'-tetraalkyl-4,4'-biphenols are prepared in high yields under relatively mild conditions by the hydrogenation of tetra-substituted diphenoquinones in alkyl benzene solvent solution.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: December 11, 1984
    Assignee: ICI Americas Inc.
    Inventors: Walter M. Kruse, John F. Stephen
  • Patent number: 4482755
    Abstract: 4,4'-biphenol and tert-alkyl substituted alkyl benzene derivatives are produced by hydrogenating a tetraalkyl diphenoquinone in an alkyl benzene solvent solution under relatively mild conditions in the presence of a heterogeneous catalyst, removing said catalyst from the resultant tetraalkyl biphenol and thereafter heating said alkyl benzene solvent solution in the presence of a strong acid catalyst to form relatively pure biphenol in high yields and a para substituted alkyl benzene derivative.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: November 13, 1984
    Assignee: ICI Americas Inc.
    Inventors: Walter M. Kruse, John F. Stephen
  • Patent number: 4482754
    Abstract: Substituted phenols are converted in high yields to substituted 4,4'-biphenols by reaction with a substituted 4,4'-diphenoquinone. The substituted 4,4'-diphenoquinone reactant is regenerated by oxidation of a portion of the substituted 4,4'-biphenol product.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: November 13, 1984
    Assignee: The Dow Chemical Company
    Inventor: Robert M. Strom
  • Patent number: 4475000
    Abstract: A process for the preparation of 4,4'-dihydroxybiphenyl by hydrolyzing 4,4'-dibromobiphenyl in the presence of a copper compound catalyst containing copper in the plus two oxidation state. The process involves only one extraction.
    Type: Grant
    Filed: February 25, 1983
    Date of Patent: October 2, 1984
    Assignee: Ethyl Corporation
    Inventors: John J. Pendery, James G. Jolly
  • Patent number: 4471143
    Abstract: A composition of matter in the form of a coordination complex which is the product of the reaction of an alkali metal or alkali metal hydroxide of a polyglycol or a polyglycol monoalkyl ether and oxygen having utility as a decomposition reagent for halogenated organic compounds.
    Type: Grant
    Filed: December 22, 1982
    Date of Patent: September 11, 1984
    Assignee: The Franklin Institute
    Inventors: Louis L. Pytlewski, Kenneth Krevitz, Arthur B. Smith
  • Patent number: 4467123
    Abstract: Hydroxydiphenyls can be prepared by reacting diphenylsulphonic acids or their alkali metal salts with an alkali metal hydroxide at elevated temperature and elevated pressure, in the presence of water. For this purpose, the diphenylsulphonic acids or their alkali metal salts are reacted, at a temperature between 280.degree. and 330.degree. C. and a pressure of up to 120 bar, with an amount of aqueous alkali metal hydroxide having a concentration of at least 50% by weight, such that, after all acidic groups have been neutralized, 3 to 25 mols of alkali metal hydroxide per equivalent of sulphonate group are present in the reaction mixture. Mineral acids are added to the alkaline reaction mixture, after it has been cooled and diluted with water, until the pH value is less than 8, and the precipitated hydroxydiphenyl is isolated at a temperature from -5.degree. C. to +100.degree. C.
    Type: Grant
    Filed: January 20, 1983
    Date of Patent: August 21, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietmar Mayer, Horst-Dieter Kramer, Eike Gabel, Wilfried Kohler
  • Patent number: RE33779
    Abstract: 4,4'-Dihydroxybiphenyl is prepared by decomposing 4,4'-di(2-hydroxy-2-propyl)biphenyl with hydrogen peroxide and an acid catalyst in acetonitrile as a solvent. Especially, this process minimizes the formation of by-products and permits easy purification of the intended product.
    Type: Grant
    Filed: August 13, 1990
    Date of Patent: December 24, 1991
    Assignee: Kureha Kagaku Kogyo K.K.
    Inventors: Yutaka Konai, Tadashi Nakamura, Takayuki Tanonaka, Kazuo Yoshida, Yoshihisa Machida