Acyclic Polycarbon Hydrocarbyl Group Bonded Directly To The Benzene Group Patents (Class 568/766)
  • Patent number: 10644342
    Abstract: Flow batteries and other electrochemical systems can contain an active material that is a coordination complex having at least one monosulfonated catecholate ligand or a salt thereof bound to a metal center. The monosulfonated catecholate ligand has a structure of More particularly, the coordination complex can be a titanium coordination complex with a formula of DgTi(L1)(L2)(L3), in which D is a counterion selected from H, NH4+, Li+, Na+, K+, or any combination thereof g ranges between 3 and 6; and L1, L2 and L3 are ligands, where at least one of L1, L2 and L3 is a monosulfonated catecholate ligand. Methods for synthesizing such monosulfonated catecholate ligands can include providing a neat mixture of catechol and up to about 1.3 stoichiometric equivalents of sulfuric acid, and heating the neat mixture at a temperature of about 80° C. or above to form 3,4-dihydroxybenzenesulfonic acid or a salt thereof.
    Type: Grant
    Filed: March 3, 2016
    Date of Patent: May 5, 2020
    Assignee: Lockheed Martin Energy, LLC
    Inventors: Scott Thomas Humbarger, Matthew Millard
  • Patent number: 10316047
    Abstract: Coordination complexes can have a metal center with at least one unsubstituted catecholate ligand and at least one monosulfonated catecholate ligand or a salt thereof bound thereto. Some coordination complexes can have a formula of DgTi(L1)x(L2)y, in which D is a counterion selected from NH4+, Li+, Na+, K+, or any combination thereof; g ranges between 2 and 6; L1 is an unsubstituted catecholate ligand; L2 is a monosulfonated catecholate ligand; and x and y are non-zero numbers such that x+y=3. Methods for synthesizing such coordination complexes can include providing a neat mixture of catechol and a sub-stoichiometric amount of sulfuric acid, heating the neat mixture to form a reaction product containing catechol and a monosulfonated catechol or a salt thereof, and forming a coordination complex from the reaction product without separating the catechol and the monosulfonated catechol or the salt thereof from one another.
    Type: Grant
    Filed: March 3, 2016
    Date of Patent: June 11, 2019
    Assignee: Lockheed Martin Energy, LLC
    Inventors: Scott Thomas Humbarger, Matthew Millard
  • Patent number: 9227090
    Abstract: Skin lightening additives and skin lightening compositions having at least one of a heterosubstituted, saturated or unsaturated aliphatic acid are described. The compositions are suitable for topical application and may comprise 12-hydroxystearic acid, ricinoleic acid or both.
    Type: Grant
    Filed: October 20, 2010
    Date of Patent: January 5, 2016
    Assignee: Conopco, Inc.
    Inventor: Stephen Alan Madison
  • Patent number: 8981163
    Abstract: Disclosed is a fluorine-containing aromatic compound represented by the following general formula (1) and its production method. In the formula (1), R1 is a hydroxyl group or amino group, each of R2 to R5 is independently a hydrogen atom, or a C1-4 straight chain or a C3 or C4 branched chain alkyl group, hydrogen atoms of the alkyl group may partially or totally be replaced with fluorine atoms, n is an integer of 0 to 2, and each of m and l is independently 0 or 1. A polymer derived from this fluorine-containing aromatic compound contains —C(CF3)2OH group at a position away from the polymer main chain. Therefore, it is useful for resist use.
    Type: Grant
    Filed: August 8, 2012
    Date of Patent: March 17, 2015
    Assignee: Centrall Glass Company, Limited
    Inventors: Junya Nakatsuji, Makoto Matsuura, Kazuhiro Yamanaka
  • Publication number: 20140243424
    Abstract: Methods of treating or suppressing oxidative stress disorders affecting normal electron flow in the cells, including mitochondrial diseases, impaired energy processing disorders, neurodegenerative diseases, diseases of aging and diseases caused by reactive oxygen species are disclosed, as well as compounds useful in the methods of the invention, such as such as catechol or ortho-quinone derivatives of Formula (I).
    Type: Application
    Filed: June 14, 2012
    Publication date: August 28, 2014
    Applicant: Edison Pharmaceuticals, Inc.
    Inventors: Paul Mollard, Gloria Pfister
  • Publication number: 20140227239
    Abstract: It is an object of the present invention to provide a growth hormone secretagogue that is excellent in effect of promoting secretion of a growth hormone and is orally available. The growth hormone secretagogue of the present invention contains one or more selected from the group consisting of S-adenosylmethionine and/or a salt thereof, a Siberian larch extract, an olive extract, and a stilbene-based compound as an active ingredient. S-adenosylmethionine and/or the salt thereof may be a form itself of chemically synthesized S-adenosylmethionine and/or the salt thereof, or may be a microbial cell or a culture containing S-adenosylmethionine and/or the salt thereof. The stilbene-based compound may be an extract extracted from a Vitaceae plant or a Gnetaceae plant. The olive extract may be an extract separated from a fruit of olive.
    Type: Application
    Filed: March 2, 2012
    Publication date: August 14, 2014
    Applicant: LION CORPORATION
    Inventors: Toshio Gokita, Ikuko Kamada, Kiwamu Suzuki, Hiroaki Kambayashi
  • Publication number: 20140206905
    Abstract: The present invention relates to a process of preparing tocotrienol quinones. It has been found that this process allows the formation of the R-isomer in a high yield in a very efficient and economically interesting way. Said process is particularly useful when implemented in an industrial process. Furthermore, it has been found that this process allows using isomer mixtures as they result from traditional industrial synthesis.
    Type: Application
    Filed: September 21, 2012
    Publication date: July 24, 2014
    Applicant: SAM IP ASSETS B.V.
    Inventors: Gerhard Schiefer, Thomas Netscher, Alexander Lucia Leonardus Duchateau
  • Publication number: 20140155339
    Abstract: Compositions comprising hydroxytyrosol-containing formulations and treatment regiments comprising hydroxytyrosol and/or oleuropein and chemotherapeutic agents are disclosed. Compositions and/or regiments may optionally include the administration of vitamins, minerals, and anti-oxidants. Methods for using these compositions and treatment regimens for treating subjects for diseases, such as a malignancy, and for inducing or enhancing angiogenesis, treating or preventing oxidative stress, for treating or preventing high glucose-induced dysfunction, treating or preventing chemotherapy-induced dysfunction, and for improving cell viability are provided. Various methods for use of the hydroxytyrosol compositions for inhibition of lysine specific demethylase 1 (LSD1) in various cancers are also provided.
    Type: Application
    Filed: November 27, 2013
    Publication date: June 5, 2014
    Inventors: Darlene E. McCord, Thomas Karagiannis
  • Publication number: 20130150607
    Abstract: This invention is directed to a new process for making an alkylaromatic compound. In an embodiment of this invention, the process is directed to selective synthesizing an alkylaromatic compound comprising a high amount of dialkylate product. In general, this process involves contacting at least one alkylatable aromatic compound with an alkylating agent and a catalyst under suitable reaction conditions such that the resulting reactor effluent prior to any stripping step may be characterized by a dialkylate product content of at least 44 wt % and a trialkylate and higher polyalkylate product content of no more than 20 wt %. The alkylaromatic compounds produced have excellent thermal and oxidative stabilities, good additive solvency, and improved seal compatibility while maintaining good VI and low temperature properties. They are useful as lubricant basestocks and lubricant additives.
    Type: Application
    Filed: December 7, 2011
    Publication date: June 13, 2013
    Inventor: Beth A. WINSETT
  • Publication number: 20130150608
    Abstract: This invention is directed to an improvement in the process for the production of alkylaromatic compounds that results in lower levels of residual unreacted materials in the final product. This invention comprises: 1) alkylation of an aromatic compound with an alkylating agent and a catalyst to produce an effluent stream comprising an alkylaromatic compound and unreacted materials; 2) heating the effluent stream; 3) stripping the effluent stream in a stripping device in the presence of steam; 4) separating a stripping stream from the stripping device, the stripping stream rich in unreacted materials; and 5) separating a product stream from the stripping device, the product stream rich in alkylated aromatic compound.
    Type: Application
    Filed: December 13, 2011
    Publication date: June 13, 2013
    Inventors: Beth A. Winsett, James I. Arnett, II, Kenwyn M. Leger, Brady A. Compton
  • Publication number: 20130053450
    Abstract: Methods of treating or suppressing pervasive developmental disorders (PDDs) including; autistic disorder, Asperger's syndrome, childhood disintegrative disorder (CDD), Rett's disorder, and PDD-not otherwise specified (PDD-NOS) or attention deficit/hyperactivity disorder (ADHD) comprising administering to a subject in need thereof a therapeutically effective amount of one or more compounds as disclosed herein.
    Type: Application
    Filed: October 12, 2012
    Publication date: February 28, 2013
    Applicant: EDISON PHARMACEUTICALS, INC.
    Inventor: EDISON PHARMACEUTICALS, INC.
  • Publication number: 20120302645
    Abstract: The use of hydroxytyrosol or an olive juice extract containing hydroxytyrosol for improving muscle differentiation and thus improving or maintaining the body's adaptation to exercise is disclosed. The pharmaceutical and nutraceutical compositions comprising hydroxytyrosol useful for conditions characterized by altered muscle differentiation especially under inflammatory conditions, such as delayed onset muscle soreness subsequent to strenuous exercise or sarcopenia are provided.
    Type: Application
    Filed: October 8, 2010
    Publication date: November 29, 2012
    Inventors: Jiankang Liu, Ying Wang-Schmidt, Karin Wertz, Zhihui Feng
  • Publication number: 20120259020
    Abstract: Transdermal therapeutic systems that contain 4-n-butylresorcinol as an active ingredient.
    Type: Application
    Filed: July 14, 2010
    Publication date: October 11, 2012
    Applicant: Beiersdorf AG
    Inventors: Karl-Heinz Woeller, Ludger Kolbe, Cathrin Scherner, Rainer Wolber
  • Publication number: 20120184782
    Abstract: A heparanase activity inhibitor containing, as an active ingredient, a 4-alkylresorcinol represented by formula (I): wherein R represents a C1-6 linear or branched alkyl group.
    Type: Application
    Filed: September 29, 2010
    Publication date: July 19, 2012
    Inventors: Shunsuke Iriyama, Hirotada Fukunishi, Masaru Suetsugu, Satoshi Amano
  • Patent number: 8207380
    Abstract: An alkylated hydroxyaromatic compound prepared by reacting at least one hydroxyaromatic compound with a branched olefinic oligomer having from about 20 to about 80 carbon atoms in the presence of a acid catalyst. The alkylated hydroxyaromatic compound has been determined to be substantially free of endocrine disruptive chemicals when the effects were quantified on pubertal development and thyroid function in the intact juvenile female rat.
    Type: Grant
    Filed: April 27, 2007
    Date of Patent: June 26, 2012
    Assignee: Chevron Oronite LLC
    Inventors: Curt B. Campbell, James J. Harrison
  • Publication number: 20120142786
    Abstract: Oregano extract can act as a stimulant, yet it does not interfere with sleep patterns or induce nervousness the way many stimulants such as caffeine can. It also has the benefits of promoting improved vigilance, improving attention and ability to focus on a task, and improving general alertness.
    Type: Application
    Filed: February 19, 2010
    Publication date: June 7, 2012
    Inventors: Regina Goralczyk, Jonas Wittwer, Hasan Mohajeri
  • 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
  • Publication number: 20120052141
    Abstract: The present invention is directed inter alia to the use of at least one compound selected from the group consisting of (?)-epigallocatechin gallate, resveratrol, eicosapentaenoic acid, docosahexaenoic acid, rose hip extract/concentrate, hydroxytyrosol, lycopene, lutein, ?-cryptoxanthin, zeaxanthin and derivatives thereof, for the treatment of cellulite, for the prevention of the development of mild cellulite, for the prevention of the progression of mild cellulite to severe cellulite, for smoothening the micro relief of the skin, for maintaining or increasing the tensile properties of the skin, and/or for reducing the fat mass and the circumference at the hips and thighs, as well as to the corresponding cosmetic and medical methods.
    Type: Application
    Filed: November 4, 2011
    Publication date: March 1, 2012
    Applicant: DSM IP ASSETS B.V.
    Inventors: Regina GORALCZYK, Joseph Schwager, Karin Wertz
  • Publication number: 20100331377
    Abstract: The present disclosure relates to compositions for and methods of repairing the stratum corneum, compositions and methods for inhibiting excessive transepidermal water loss, compositions for and methods of treating skin that is distressed or wounded as a result of a disease or other biological condition or process (as distinguished from wounds resulting from trauma), compositions for and methods of treating chronic wounds, and compositions for the inhibition and treatment of necrosis and extended quiescence that result in cellular necrosis instead of normal proliferation
    Type: Application
    Filed: June 25, 2010
    Publication date: December 30, 2010
    Inventor: Darlene McCord
  • Publication number: 20100292345
    Abstract: The present invention relates to the use of the cannabinoid cannabigerol (CBG) in the manufacture of medicaments for use in the treatment of diseases and conditions benefiting from concurrent agonism of the CBi and the CB2 cannabinoid receptors. Such diseases or conditions to be treated are taken from the group: pain, neurodegenerative disease, ischemic disease, brain injury or damage, acquired brain injury, age related inflammatory or autoimmune disease, cachexia, nausea and vomiting, glaucoma, movement disorders, rheumatoid arthritis, asthma, allergy, psoriasis, Crohn's disease, systemic lupus erythematosus, diabetes, cancer, osteoporosis, renal ischemia and nephritis.
    Type: Application
    Filed: June 25, 2008
    Publication date: November 18, 2010
    Applicant: GW PHARMA LIMITED
    Inventor: Roger Pertwee
  • Patent number: 7759527
    Abstract: The invention entitled “A Microwave Induced One Pot Process for The Preparation of Arylethenes” provides a method for the preparation of commercially important 2- or 4-hydroxy substituted arylethenes like styrenes or stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted cinnamic acids and their derivatives as well as reagents in the form of base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, ammonium acetate, imidazole, methylimidazole and the combination thereof, with or without solvent such as dimethylformamide, dimethylsulfoxide, ethylene glycol, diethylene glycol, acetonitrile, acetone, methyl imidazoles, ionic liquid, water and the like. The reaction time vary from 1 min-12 hrs and yield of the products from 49-76% depending upon the base, acid, substrate source of heating monomode or multimode microwave or conventional.
    Type: Grant
    Filed: March 27, 2007
    Date of Patent: July 20, 2010
    Assignee: Council of Scientific & Industrial Research
    Inventors: Arun Kumar Sinha, Anuj A Sharma, Vinod Kumar
  • Publication number: 20100168229
    Abstract: A catalytic process for the preparation of optically active compounds and their conversion thereafter to desired drug substances. In particular, the process relates to the preparation of (S)-3-(1-Dimethylamino-ethyl)-phenol using asymmetric catalytic reduction and transfer hydrogenation, thereby providing an improved route to forming drug substances such as rivastigimine and rivastigimine hydrogen tartrate.
    Type: Application
    Filed: December 17, 2009
    Publication date: July 1, 2010
    Inventors: Christian Mathes, Michael Foulkes, Martin Kesselgruber
  • Publication number: 20100168448
    Abstract: The invention relates to methods of preparing cannabinoids in substantially pure form starting from plant material. Also described are substantially pure preparations of various cannabinoids and cannabinoid acids, and also extracts enriched in cannabinoids and cannabinoid acids.
    Type: Application
    Filed: March 1, 2010
    Publication date: July 1, 2010
    Applicant: GW Pharma Limited
    Inventors: Ian Flockhart, Gary William Wheatley, Su Dring, Leslie Archer
  • Publication number: 20100028318
    Abstract: The present invention has its object to provide a safer and highly effective composition capable of relieving or preventing xerostomia. The present invention relates to an agent for relieving or preventing xerostomia comprising an oxidized coenzyme Q and/or a reduced coenzyme Q as active ingredients, a composition containing the agent for relieving or preventing xerostomia in a form of a food product, a health food, a dietary supplement, a supplement, an oral health care product, a medicament, a quasi drug, a pet food, a feed or the like, and a method for treating xerostomia and a method for reducing risks of xerostomia comprising administering the composition.
    Type: Application
    Filed: January 31, 2008
    Publication date: February 4, 2010
    Applicants: KANEKA CORPORATION
    Inventors: Ichiro Saito, Kenji Fujii, Kazuya Hamada
  • Patent number: 7402713
    Abstract: Tyrosine was converted to p-hydroxystyrene in a two-step reaction without purification of individual intermediates. Conditions were determined for bromination of tyrosine in which reactive intermediates were formed. The mixture of these intermediates was used directly in a second step reaction to produce p-hydroxystyrene. The p-hydroxystyrene was further acetylated to produce p-acetoxystyrene in the second step reaction vessel.
    Type: Grant
    Filed: March 7, 2006
    Date of Patent: July 22, 2008
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Steven W. Shuey, Mukesh C. Shah
  • Patent number: 7355063
    Abstract: The compound represented by the following formula (1): wherein A, B, R1, R2, R3 and Z are as defined in the specification is analogous to shogaol and gingerol useful in the fields of foods, medicines, quasi-drugs, cosmetics, etc., and more highly active in tyrosinase activity inhibition, etc. than shogaol and gingerol.
    Type: Grant
    Filed: March 26, 2004
    Date of Patent: April 8, 2008
    Assignee: Toagosei Co., Ltd.
    Inventors: Shuhei Yamaguchi, Hisatoyo Kato
  • Patent number: 7112705
    Abstract: The present invention relates to a process for the preparation of alkylated dihydroxybenzene by alkylating dihydroxy benzene with tertiary butyl alcohol in the presence of a solid acid/solid polymer catalyst.
    Type: Grant
    Filed: December 26, 2001
    Date of Patent: September 26, 2006
    Assignee: Council of Scientific and Industrial Research
    Inventors: Narayanan Sankarasubbier, Palaniappan Srinivasan, Katravulapalli Veera Venkata Satya Bhaskara Sita Rama Murthy
  • Patent number: 6911562
    Abstract: A process for the preparation of a compound of formula I: wherein R is a hydrogen or a C1-6 alkyl group which is straight chain, branched or cyclic, with or without an oxygen, nitrogen or sulphur heteroatom anywhere in the chain or ring by reacting a compound of formula II: with a source of hydrogen selected from either hydrogen or water in the presence of a mixture of at least two catalysts selected from nickel, raney nickel, and palladium, at a pH below 7.0 in a solvent medium comprising an alcohol having a carbon chain length of up to 3.
    Type: Grant
    Filed: July 8, 2004
    Date of Patent: June 28, 2005
    Assignee: Unilever Home & Personal Care USA division of Conopco, Inc.
    Inventors: Ramachandra Bhat, Vinodkumar Ramniranjan Dhanuka, Bijan Harichian
  • Patent number: 6806395
    Abstract: A process for producing a 3,5-bisalkylphenol (2) according to the following reaction scheme: (wherein R1 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a hydroxyl-protecting group (other than methyl group); R2 represents a C1 to C5 lower alkyl group or an optionally substituted phenyl group; and each of R3 and R4, which may be identical to or different from each other, represents a lower alkyl group, an aralkyl group, or an aryl group); a carbinol compound (1); and a process for producing the carbinol compound. The production process of the present invention enables efficient and safe production of a variety of 3,5-bisalkylphenols including 3,5-diisopropylphenol, which are important as synthesis intermediates for drugs and agricultural chemicals, in shorter steps at high purity in high yield, thus contributing to consistent supply of drugs and agricultural chemicals.
    Type: Grant
    Filed: March 18, 2003
    Date of Patent: October 19, 2004
    Assignee: Kowa Co., Ltd.
    Inventors: Kimiyuki Shibuya, Tadaaki Ohgiya, Toru Miura, Kazuhiro Onogi
  • Publication number: 20040110847
    Abstract: The present invention relates to new antioxidative and cytotoxic hydroquinone compounds 10′(Z),13′(E),15′(E)-heptadecatrienylhydroquinone (1) and 10′(Z),13′(E)-heptadecadienylhydroquinone (2) that were mainly isolated from an ethanol extract of the sap of Rhus succedanea. The structures of these compounds were determined by spectral analyses and showed potent antioxidative activity and cytotoxicity against human cancer cells. This invention also includes anti-tumor pharmaceutical composition of the hydroquinone compounds.
    Type: Application
    Filed: June 11, 2002
    Publication date: June 10, 2004
    Inventors: Pei-Lin Wu, Shwu-Bin Lin, Robin Yih-Yuan Chiou
  • Patent number: 6717020
    Abstract: Disclosed are a method of producing p-hydroxyphenylalkanol of formula(I): wherein R1 and R2 independently represent hydrogen, an alkyl or a phenyl which may be substituted with an alkyl, or the like, R3, R4, R5, R6 and R7 independently represent hydrogen, an alkyl or the like and n denotes an integer from 0 to 7, the method being characterized in that a phenol compound of formula (II): wherein R1 and R2 respectively represent the aforementioned meaning, is reacted with an unsaturated alcohol of formula (III): R3R4C═C(R5)—C(R6)(R7)—(CH2)n—OH  (III) wherein R3, R4, R5, R6, R7 and n respectively represent the same as defined above, in the presence of (A) at least one compound selected from the group consisting of alkali metals, alkali metal compounds, alkaline earth metals and alkaline earth metal compounds and (B) at least one compound selected from the group consisting of transition metals and transition metal compounds, and the like.
    Type: Grant
    Filed: March 27, 2003
    Date of Patent: April 6, 2004
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Chikara Murakami
  • Patent number: 6670513
    Abstract: An alkylated hydroxyl-containing aromatic compound is produced by isomerizing a normal alpha-olefin having from about 16 to about 30 carbon atoms in the presence of a first solid, acidic catalyst capable of inducing both olefin isomerization and skeletal isomerization to produce a mixture of isomerized olefin, then alkylating an hydroxyl-containing aromatic compound with the mixture of isomerized olefins in the presence of a second solid, acidic catalyst. The first solid, acidic catalyst can be SM-3, MAPO-11, SAPO-11, SSZ-32, ZSM-23, MAPO-39, SAPO-39, ZSM-22, SSZ-20, ZSM-35, SUZ-4, NU-23, NU-87, natural ferrierite or synthetic ferrierite. The second solid, acidic catalyst can be a sulfonic acid anionic ion exchange resin catalyst or an acidic clay.
    Type: Grant
    Filed: December 3, 1999
    Date of Patent: December 30, 2003
    Assignees: Chevron Oronite Company, LLC, Chevron Oronite S.A.
    Inventors: Curtis Bay Campbell, Jean Louis Le Coënt
  • Patent number: 6451879
    Abstract: A process for producing a phenolic resin of good hue, characterized by reacting a hydroxylated aromatic compound with an unsaturated cyclic hydrocarbon compound in the presence of both active hydrogen and a reducing metal compound with the aid of an acid catalyst, subsequently deactivating the catalyst, and then removing the catalyst, the metal compound, and the starting materials remaining unreacted; and a process for producing an epoxy resin which comprises a step of reacting the phenolic resin with an epihalohydrin. By these processes, a phenolic resin and an epoxy resin are obtained which each is colored little and has an excellent hue. These resins are useful as resins for electrically insulating materials, especially as resins for semiconductor encapsulation materials and for laminated plates.
    Type: Grant
    Filed: April 13, 2001
    Date of Patent: September 17, 2002
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Satoshi Mori, Fumiaki Oshimi, Ryuichi Ueno
  • Patent number: 6407150
    Abstract: A process for producing phenol resin having good color tone, which process comprises reacting hydroxyl group-containing aromatic compound and unsaturated cyclic hydrocarbon under the condition that the moisture is 100 ppm or less and the concentration of Friedel-Crafts catalyst is 0.07 mass % or less in a reaction system and a process for producing epoxy resin having good color tone, which process comprises reacting the obtained phenol resin and epihalohydrin in the presence of base catalyst, removing remaining catalyst and further removing unreacted epihalohydrin.
    Type: Grant
    Filed: August 10, 2000
    Date of Patent: June 18, 2002
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Satoshi Mori, Fumiaki Oshimi, Masato Hattori
  • Publication number: 20020058848
    Abstract: A process for producing an aromatic hydroxyl compound alkylated at the ortho position in high yield by subjecting an aromatic hydroxyl compound and-an alkyl alcohol to a gas phase catalytic reaction in the presence of a metal oxide catalyst. The aromatic hydroxyl compound is a mixture of a phenol and ortho cresol, and the amount of ortho cresol in the mixture is 0.6 mole or less per 1 mole of phenol.
    Type: Application
    Filed: September 10, 2001
    Publication date: May 16, 2002
    Inventors: Hitoshi Ota, Masaru Aga
  • Publication number: 20010025126
    Abstract: The isomerization of an alkylated phenol composition that contains an ortho-alkyl substituted phenol component to isomerize and reduce the level of ortho-alkyl substituted phenol component therein can be accomplished by heating that composition in the presence of a catalytically effective amount of a solid acid catalyst to carry out such isomerization and reduction in the level of ortho-alkyl substituted phenol. Examples of suitable solid acid catalysts can be selected from the H-form zeolites, the supported sulfonic acids, and the heteropoly acids. The resulting isomerized product can be subsequently phosphorylated.
    Type: Application
    Filed: April 26, 2001
    Publication date: September 27, 2001
    Inventors: Anantha N. Desikan, George E. Whitwell
  • Patent number: 6255538
    Abstract: Disclosed is a process for the preparation of dialkyl aromatic hydroxyl compounds such as dialkylphenols, dialkylbenzenediols, dialkylnaphthols and dialkylnaphthalenediols, especially 2,5-dialkylhydroquinone, by contacting an aromatic hydroxy compound with an olefin in the presence of a sulfonic acid and sulfuric acid.
    Type: Grant
    Filed: January 5, 2000
    Date of Patent: July 3, 2001
    Assignee: Eastman Chemical Company
    Inventors: Shawn Marie Dougherty, Sharon Denise DeBord, Robert Joseph Maleski
  • Patent number: 6013844
    Abstract: A process for preparing catechol monoethers or catechols of the formula Ia or Ib ##STR1## where R.sup.1 and R.sup.2 are, independently of one another, hydrogen or C.sub.1 -C.sub.8 hydrocarbon radicals, and R.sup.3 is a C.sub.1 -C.sub.8 hydrocarbon radical, which comprises a 2-hydroxycyclohexanone dialkyl ketal of the formula II or a 2-alkoxycyclohexanone of the formula III ##STR2## a) being reacted in the gas phase in the presence of palladium on zirconium oxide as catalyst to obtain compounds Ia orb) carrying out stage a) in the presence of water to obtain compounds Ib.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: January 11, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Daniel Heineke, Uwe Dingerdissen, Joachim Wulff-Doring, Michael Hesse
  • Patent number: 5712231
    Abstract: The present invention provides novel polymers comprising a plurality of dihydroxy aromatic moieties and at least one polyalkyl moiety. In one embodiment of the present invention, the polymer is formed from about 2 to about 50 interconnected dihydroxy aromatic moieties each having an attached polyalkyl moiety. In another embodiment of the present invention, the polymer is represented by the formula A.sub.x P.sub.y where A is an aromatic dihydroxy moiety and P is a polyalkyl moiety. The polymers of the invention are useful as lubricating oil additives.
    Type: Grant
    Filed: June 4, 1996
    Date of Patent: January 27, 1998
    Assignee: Exxon Research and Engineering Company
    Inventors: Abhimanyn Onkar Patil, Manuel Anthony Francisco, Ken Lewtas, Howard Lih Fang
  • Patent number: 5663457
    Abstract: Conventional low vinylidene polyolefins are condensed with hydroxyaromatics under the influence of macroreticular ion exchange resins in acid form to yield alkylated hydroxyaromatics.
    Type: Grant
    Filed: February 16, 1996
    Date of Patent: September 2, 1997
    Assignee: The Lubrizol Corporation
    Inventor: Christopher Jay Kolp
  • Patent number: 5543487
    Abstract: A hydroxymethylated resorcinol coupling agent is provided, including a hydroxymethylated resorcinol as an active ingredient, which enables commercial thermosetting adhesives such as bisphenol-A epoxy, phenol-resorcinol-formaldehyde, emulsion-polymer isocyanate, phenol-formaldehyde, resorcinol-formaldehyde and other resins of similar chemical nature to develop strong and durable bonds to a variety of untreated and preservatively treated woods. The resulting bonds to wood withstand delaminating stresses that occur with weather and water in exterior environments.
    Type: Grant
    Filed: November 22, 1994
    Date of Patent: August 6, 1996
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventors: Charles B. Vick, Klaus H. Richter, Bryan H. River
  • Patent number: 5510402
    Abstract: The novel compounds of the formula I ##STR1## in which n is an integer from the range from 4 to 8 and m is an integer from the range from 1 to 4,A is the aliphatic, aromatic, araliphatic or heterocyclic radical of a monobasic to tetrabasic carboxylic acid, andR.sup.1 and R.sup.1', independently of one another, are C.sub.1 -C.sub.24 alkyl or C.sub.5 -C.sub.8 cycloalkyl, are suitable for stabilizing organic material against thermal, oxidative or actinic degradation.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: April 23, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Dubs, Rita Pitteloud
  • Patent number: 5508275
    Abstract: Lipid-selective antioxidants of the formula I(A).sub.a (L)(X).sub.a, (I),in whichA=an antioxidative component,L=a bridging member,X=a lipophilic componenta and a'=independently of one another the numbers 1 or 2.The compounds are used for the protection of lipid-containing substances against oxidation and in pharmaceuticals for the prophylaxis and treatment of diseases in which bioradicals are involved, in particular of coronary, circulatory and vascular diseases.
    Type: Grant
    Filed: March 15, 1994
    Date of Patent: April 16, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Klaus-Ulrich Weithmann, Gunther Wess, Dirk Seiffge
  • 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: 5414153
    Abstract: Phenolic compounds, e.g., the phenols and phenol ethers, are selectively hydroxylated whereby the amounts of the final product para isomer are enhanced, for example in favor of hydroquinone versus pyrocatechol in the event of the hydroxylation of phenol, by reacting such phenolic compounds with hydrogen peroxide, advantageously in a polar, aprotic, organic solvent reaction medium, in the presence of a catalytically effective amount of a sulfonated polymer and a cocatalytically effective amount of an aromatic ketone compound.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: May 9, 1995
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Costantini, Dominique Laucher
  • Patent number: 5399785
    Abstract: Disclosed is a chemically stable tyrosinase activity inhibitor having high tyrosinase activity inhibition effect and low toxicity. The tyrosinase activity inhibitor has a structure of the formula: ##STR1## wherein R.sub.1, R.sub.3 and R.sub.4 are a hydrogen atom or an alkyl or alkenyl group having 1 to 9 carbon atoms, and R.sub.2 is an alkyl or alkenyl group having 2 to 9 carbon atoms.
    Type: Grant
    Filed: August 4, 1993
    Date of Patent: March 21, 1995
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Yasutaka Miura, Yasuhiro Kinoshita, Yoshikazu Yamamoto, Kunio Takahashi, Kiyotaka Koyama, Kaoru Takatori
  • Patent number: 5393776
    Abstract: This invention relates to structurally novel acyclic tocotrienol analogs, which are useful for cholesterol/lipid lowering in cases of hypercholesterolemia and hyperlipidemia, and for atherosclerosis. Also provided are pharmaceutical compositions and a method of use employing those compositions.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: February 28, 1995
    Assignee: Bristol-Myers Squibb Company
    Inventor: Bradley C. Pearce
  • Patent number: 5354913
    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: July 2, 1993
    Date of Patent: October 11, 1994
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Mitsuru Shiraishi, Shoji Fukumoto
  • Patent number: 5344997
    Abstract: A fluorided silica-alumina catalyst, particularly one with a silica:alumina ratio in the range of 1:1-9:1 containing from 1 to 6 weight percent fluoride, is particularly effective in the liquid phase alkylation of benzene by linear olefins to produce linear alkyl benzenes at temperatures no greater than 140.degree. C. These catalysts also are effective in the liquid phase alkylation of alkylatable aromatics generally with a variety of alkylating agents, including olefins, alcohols, and alkyl halides.
    Type: Grant
    Filed: December 14, 1992
    Date of Patent: September 6, 1994
    Assignee: UOP
    Inventor: Joseph A. Kocal
  • Patent number: 5319148
    Abstract: The preparation of pyrocatechol monoethers or pyrocatechols of the formula Ia or Ib respectively ##STR1## ( R.sup.1 and R.sup.2 =H or C.sub.1 --C.sub.8 -hydrocarbon radicals; R.sup.3 =C.sub.1 --C.sub.8 -hydrocarbon radical ) by rearranging a 2-hydroxycyclohexanone dialkyl ketal II ##STR2## a) in the gas phase in the presence of a platinmetal or in the presence of a compound of one of these metals as catalyst in order to obtain a compound Ia, orb) carrying out step a) in the presence of water in order to obtain a compound Ib. The products are used as intermediates in the synthesis of pharmaceuticals, fragrances and flavors.
    Type: Grant
    Filed: March 2, 1993
    Date of Patent: June 7, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Karcher, Horst Zimmermann, Jochem Henkelmann