Carbocyclic Ring Containing Patents (Class 549/559)
  • Patent number: 9440907
    Abstract: Provided is a method for producing a 2-alkenylamine compound efficiently and at low cost, using a primary or secondary amine compound and a 2-alkenyl compound as the starting materials therefor. The 2-alkenylamine compound is produced by adding Bronsted acid when 2-alkenylating by reacting the primary or secondary amine compound with the 2-alkenyl compound, and 2-alkenylating in the presence of a catalyst comprising a complexing agent and a transition metal precursor stabilized by a monovalent anionic five-membered conjugated diene.
    Type: Grant
    Filed: August 29, 2012
    Date of Patent: September 13, 2016
    Assignees: SHOWA DENKO K.K., NATIONAL UINVERSITY CORPORATION NAGOYA UNIVERSITY
    Inventors: Yoshitaka Ishibashi, Naoya Fukumoto, Masato Kitamura
  • Publication number: 20150119547
    Abstract: A fluorinated aromatic epoxy compound having a fluorinated ether tail and a pendant epoxy functional group. These compounds are particularly useful as starting materials for producing various water and oil repellents and soil resists.
    Type: Application
    Filed: October 31, 2013
    Publication date: April 30, 2015
    Applicant: E I DU PONT DE NEMOURS AND COMPANY
    Inventors: NEVILLE EVERTON DRYSDALE, Garret D. Figuly
  • Publication number: 20140248263
    Abstract: Compounds having a structure of Formula I: wherein G, a, Q, L2, R1, R2, R3, R4, R5 and R6 are as defined herein are provided. Uses of such compounds for treatment of various indications, including prostate cancer as well as methods of treatment involving such compounds are also provided.
    Type: Application
    Filed: April 6, 2012
    Publication date: September 4, 2014
    Applicants: THE UNIVERSITY OF BRITISH COLUMBIA, BRITISH COLUMBIA CANCER AGENCY BRANCH
    Inventors: Raymond John Andersen, Javier Garcia Fernandez, Marianne Dorothy Sadar, Nasrin Mawji, Carmen Adriana Banuelos, Jun Wang
  • Publication number: 20130046067
    Abstract: The present disclosure provides for polycyclopentadiene compounds that useful as an epoxide resin and/or as an adduct for a curable composition.
    Type: Application
    Filed: April 21, 2011
    Publication date: February 21, 2013
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Robert E. Hefner, JR., Michael J. Mullins
  • Patent number: 8354147
    Abstract: The purpose of the invention is to provide a polymerizable liquid crystal compound that has a liquid crystal phase with a wide temperature range, has an excellent compatibility with another polymerizable liquid crystal compound, has an excellent solubility in organic solvent and is polymerizable in air by heat or light. Means for Solving the Subject A polymerizable liquid crystal compound represented by formula (1) wherein A1 and A2 are a ring such as 1,4-cyclohexylene and 1,4-phenylene; Z1 to Z3 are a bonding group such as a single bond and —O—, m is an integer of 1 to 5; Q1 and/or Q2 are —O(C2H4O)n1(C3H6O)n2— or —O(C3H6O)n2(C2H4O)n1—, where n1 and n2 are integer of 0 to 5 and the sum of n1 and n2 is 2 to 5; one of Q1 and Q2 may be alkylene; P1 and P2 are a polymerizable group represented by any one of formula (2-1) to formula (2-3) and R is hydrogen, halogen or alkylene having 1 to 5 carbons.
    Type: Grant
    Filed: June 18, 2010
    Date of Patent: January 15, 2013
    Assignees: JNC Corporation, JNC Petrochemical Corporation
    Inventors: Daisuke Ootsuki, Tomohiro Yano
  • Publication number: 20100317515
    Abstract: The present invention relates to triazolylmethyloxiranes of the formula I in which the variables A, B and D have the meanings described in the claims and the description.
    Type: Application
    Filed: December 12, 2008
    Publication date: December 16, 2010
    Applicant: BASF SE
    Inventors: Jochen Dietz, Thomas Grote, Bernd Mueller, Jan Klaas Lohmann, Jens Renner, Sarah Ulmschneider, Alice Glaettli, Marianna Vrettou
  • Patent number: 7816537
    Abstract: Disclosed is a process for the manufacture of a compound of formula (I) wherein Hal represents fluoro or chloro, and R1 and R2 represent, independently from one another, hydrogen or Hal; in which process a compound of formula (II) is converted to a corresponding alkyl, fluoroalkyl or aryl sulfonic acid ester, which is then reacted with an alkali metal nitrite in the presence of a suitable crown ether in a polar non-nucleophilic solvent at a temperature of ?10 to 50° C. to give the compound of formula (I).
    Type: Grant
    Filed: November 29, 2006
    Date of Patent: October 19, 2010
    Assignee: Basilea Pharmaceutica AG
    Inventors: Marc Muller, Lin Xu
  • Publication number: 20100184853
    Abstract: The present invention relates to the use of some terpenes, for example chlovalicin, ovalicin or fumagillin, as antifungal against Malassezia species and to their use in the manufacture of medicaments for the treatment of human skin diseases caused by these Malassezia species, such as pityriasis versicolor, seborrheic dermatitis, dandruff, atopic dermatitis, psoriasis, confluent and reticulated papillomatosis, onychomycosis, and transient acantholytic dermatosis.
    Type: Application
    Filed: June 13, 2008
    Publication date: July 22, 2010
    Applicant: INSTITUTO BIOMAR, S.A.
    Inventors: Librada Maria Canedo Hernandez, Maria De Los Angeles Vinuesa-Navarro, Antonio Fernandez-Medarde
  • Publication number: 20090099326
    Abstract: To provide a polymerizable group-containing and fluorine-containing adamantane derivative capable of affording a cured product having good heat resistance, good mechanical properties such as mar resistance and a low refractive index, a resin composition containing such a polymerizable group-containing adamantane derivative, and a fluorine-containing adamantane derivative which is useful as a reaction intermediate used for the production of the polymerizable group-containing and fluorine-containing adamantane derivative. Specifically provided are a fluorine-containing adamantane derivative represented by the general formula (I) below, a polymerizable group-containing and fluorine-containing adamantane derivative represented by the general formula (II) below, and a resin composition containing such a polymerizable group-containing and fluorine-containing adamantane derivative.
    Type: Application
    Filed: April 20, 2007
    Publication date: April 16, 2009
    Applicant: IDEMITSU KOSAN CO., LTD.
    Inventors: Yasunari Okada, Hideki Yamane, Hajime Ito, Nobuaki Matsumoto
  • Patent number: 6677468
    Abstract: In accordance with the present invention, methods have been developed for the reduction of the chloride content of epoxy compound starting materials. Invention methods comprise fractionating an epoxy compound starting material into portions (e.g., fractions or cuts) having different chloride content relative to the epoxy compound starting material. Certain of these collected portions (i.e., the portions fractionated and collected after collection of the forecut and before discontinuation of the fractionation) contain substantially reduced chloride levels relative to the epoxy compound starting material.
    Type: Grant
    Filed: July 24, 2001
    Date of Patent: January 13, 2004
    Assignee: Loctite Corporation
    Inventors: Mark T. Dimke, Richard E. Miller
  • Patent number: 6566541
    Abstract: Novel compounds that are anti-angiogenic or immunosuppressive are described. Also described are methods for determining if an animal is at risk for a disease involving abnormal angiogenesis or an immune reaction resulting in pathology comprising evaluating an aspect of MetAP2 metabolism or structure; methods for identifying agents that are anti-angiogenic or immunosuppressive comprising evaluating the effect of the agent on an aspect of MetAP2 metabolism; methods for treating a cell having an abnormality in metabolism or structure of MetAP2; and methods for treating abnormal angiogenesis or an immune reaction which results in pathology in an animal. Pharmaceutical compositions are also provided.
    Type: Grant
    Filed: March 21, 2001
    Date of Patent: May 20, 2003
    Assignee: Massachusetts Institute of Technology
    Inventors: Jun O. Liu, Eric C. Griffith, Zhuang Su
  • Patent number: 6559268
    Abstract: A perfluoro group-containing compound are represented by the following formula (I): —Rf— is a perfluoro group; and —A represents —OH or a group: or —CyF2y+1 or —CzF2z−1 and a perfluoro group-containing polymerizable compound represented by the following formula (II): R1—O—CH2—CH(OH)—CH2—O—Rf—B  (II) In Formula (II), —Rf— is a perfluoro group; —B is —OH or —O—CH2—CH(OH)—CH2—O—R2, or —CyF2y+1 or —CzF2z−1; and R1 and R2 each is a dehydroxyl residue of a (meth)acryloyl group-containing compound or a vinyl group-containing compound. The hardened polymer from the compound has water-repellency, oil-repellency and adhering ability.
    Type: Grant
    Filed: March 17, 2000
    Date of Patent: May 6, 2003
    Assignee: Kyoeisha Chemcial Co., Ltd.
    Inventors: Junichi Ikeda, Hajimu Kawa
  • Patent number: 6211389
    Abstract: In accordance with the present invention, methods have been developed for the reduction of the chloride content of epoxy compound starting materials. Invention methods comprise subjecting specifically defined combinations comprising an epoxy resin starting material and other components to conditions sufficient to produce a treated epoxy compound (i.e., an epoxy compound having a chloride content which is reduced relative to that of the epoxy resin starting material), and separating the treated epoxy compound from the combination. Other components contemplated for use in the practice of the present invention comprise, alternatively, mixtures of crown ether, organic solvent and suitable base; mixtures of crown ether-like solvent and suitable base; mixtures of aprotic solvents and hydrides (other than tin hydride); mixtures of nonhalogenated organic solvent and reducing metal; and the like. In accordance with a further aspect of the present invention, products (i.e.
    Type: Grant
    Filed: May 23, 2000
    Date of Patent: April 3, 2001
    Assignee: Dexter Corporation
    Inventor: Mark Thomas Dimke
  • Patent number: 6147224
    Abstract: Compounds of Formula 1, Formula 2 or Formula 3 where X is O, S, or (CR.sub.1 R.sub.1).sub.n where n is 0, 1 or 2; Y is a bivalent radical having Formula 4 or Formula 5 where o is an integer from 1 to 4 ##STR1## or Y is a bivalent aryl or 5 or 6 membered heteroaryl radical having 1 to 3 heteroatoms selected from N, S and O, said aryl or heteroaryl groups being unsubstituted, or substituted with 1 to 3 C.sub.1-6 alkyl or with 1 to 3 C.sub.1-6 fluoroalkyl groups; and the remaining symbols have the meaning described in the specification, have RXR selective retinoid agonist-like activity.
    Type: Grant
    Filed: October 1, 1998
    Date of Patent: November 14, 2000
    Assignee: Allergan Sales, Inc.
    Inventors: Vidyasagar Vuligonda, Kwok Yin Tsang, Jayasree Vasudevan, Roshantha A. Chandraratna
  • Patent number: 6127558
    Abstract: Epoxy resins which are diglycidyl ethers of tetrabromobisphenol A having a crystalline structure and in particulate form have an epoxy equivalent weight between 320 and 380 g/eq and a chlorine content that is smaller than 0.3%.
    Type: Grant
    Filed: May 5, 1998
    Date of Patent: October 3, 2000
    Assignee: Bromine Compounds Ltd.
    Inventors: Yoav Bar-Yaakov, Daniel Plewinski
  • Patent number: 5959012
    Abstract: An epoxylated DBR, dibenzoylresorcinol and various derivatives thereof have been prepared to show usefulness in coatings due to compatibility and solubility. Such coatings can be acrylics, epoxies, or silicone hardcoats which are thermally or photo cured thermoset, or thermoplastic coating materials in a variety of solvent types. The disclosed UV absorber also has the advantage of a higher molecular weight and lower volatility than DBR alone thus providing processing advantages.
    Type: Grant
    Filed: August 11, 1997
    Date of Patent: September 28, 1999
    Assignee: General Electric Company
    Inventors: Amy Kathleen Simonian, Gregory Ronald Gillette, James Edward Pickett
  • Patent number: 5908943
    Abstract: Epoxy-containing compounds which are essentially free of organic halides are prepared by (I) reacting an allyl derivative of an active hydrogen-containing compound with (II) a peroxygen-containing compound. The epoxy-containing compounds are useful in coatings, castings, laminates etc.
    Type: Grant
    Filed: October 8, 1996
    Date of Patent: June 1, 1999
    Assignee: The Dow Chemical Company
    Inventors: Andrew T. Au, J. Lowell Nafziger
  • Patent number: 5777007
    Abstract: Brominated p-cumylphenol represented by the formula (1) described hereinafter and derivative thereof represented by the formula (2) described hereinabove, process for the preparation of the same, and flame-retardant resin compositions containing the same, are disclosed. Those compounds are useful flame retardant, and can be blended with various thermosetting resins or thermoplastic resins to obtain flame retardant resin compositions.
    Type: Grant
    Filed: March 10, 1997
    Date of Patent: July 7, 1998
    Assignee: Tosoh Corporation
    Inventors: Takumi Kagawa, Norihisa Kondo, Noriyuki Kasai, Hideo Sakka
  • Patent number: 5750631
    Abstract: The present invention relates to an epoxy composition represented by the formula (I) below, wherein G is a glycidyl group or a halogen atom. It is produced by reacting a halogenated polyhydric phenol compound with epihalohydrin in the presence of an alkali metal hydroxide. It is incorporated into a resin to render it flame retardant.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: May 12, 1998
    Assignee: Shell Oil Company
    Inventors: Yasuyuki Murata, Yoshinori Nakanishi
  • Patent number: 5710154
    Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two groups convertible in vivo into hydroxy moieties, (e.g., a polyether ester, amino acid ester or phosphate ester) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: January 20, 1998
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
  • Patent number: 5707545
    Abstract: Novel oxiranylmethyl ethers can advantageously be employed in liquid-crystal mixtures since they have high spontaneous-polarization values and features in their molecular structure which make them miscible with other components of liquid-crystal systems.
    Type: Grant
    Filed: June 24, 1994
    Date of Patent: January 13, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hubert Schlosser, Rainer Wingen, Anke Kaltbeitzel, Javier Manero
  • Patent number: 5693626
    Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two phosphate ester groups (e.g., a phosphate ester convertible in vivo into a hydroxy group) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: December 2, 1997
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
  • Patent number: 5675027
    Abstract: Intermediate for making 4-?2-Benzothiazolyl)methylamino!-alpha-?93,4-difluorophenoxy0methyl!1-pipe ridineethanol having the formula ##STR1##
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: October 7, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Raymond Antoine Stokbroekx, Gilbert Arthur Jules Grauwels
  • Patent number: 5661151
    Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two hydroxy moieties, an ether or ester thereof (e.g., a polyether ester amino acid ester or phosphate ester) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: August 26, 1997
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
  • Patent number: 5439989
    Abstract: Macrocyclic epoxy resins comprising at least one compound of the formula (I) ##STR1## wherein n is an integer from 3 to 10.R.sup.1 and R.sup.3 are either the same or different and are selected from hydrogen, hydroxyl, alkoxy, allyloxy and epoxypropyloxy (glycidyloxy);R.sup.2 is selected from hydrogen, arylakalkyl optionally substituted with halogen, alkyl optionally substituted with halogen, and aryl optionally substituted with halogen;R.sup.4 is selected from hydrogen, alkyl optionally substituted with halogen, arylalkyl optionally substituted with alkyl or halogen, and aryl optionally substituted with halogen;R.sup.5 is selected from hydrogen, aryl and alkyl; with the proviso that the resin contains on average at least one epoxy group per molecule.
    Type: Grant
    Filed: May 3, 1993
    Date of Patent: August 8, 1995
    Assignee: Commonwealth Scientific & Industrial Research Organisation
    Inventors: Trevor C. Morton, Jonathan H. Hodgkin, Buu N. Dao
  • Patent number: 5391552
    Abstract: A diphenylpiperazine derivative represented by general formula (1), salt thereof, and drug for the circulatory organs containing the same as the active ingredient: ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different from each other and each represents hydrogen, halogen, alkyl, alkoxy, nitro, amino, hydroxy, optionally esterified carboxyl or trifluoromethyl; R.sup.3 represents hydrogen, alkyl, aralkyl, acyl, nitro or optionally esterified carboxymethyl; Ar represents phenyl or naphthyl which may have one to three substituents such as halogen, alkyl, alkoxy, aryloxy, aralkyloxy, nitro, amino, cyano, acyl, hydroxy, optionally esterified carboxyl, substituted sulfonyl, aryl or trifluoromethyl; Z represents sulfur or -NR.sup.4 - wherein R.sup.4 represents hydrogen, alkyl, aralkyl, acyl, aryl, substituted sulfonyl or optionally esterified carboxyl; m represents a number of 1 to 5; and n represents a number of 0 to 5.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: February 21, 1995
    Assignee: Pola Chemical Industries, Inc.
    Inventors: Masato Inazu, Yoshiyuki Miyata, Toshihiro Morimoto, Takeshi Yamamoto, Yuji Yoshiko, Kazunori Harada, Yoshiharu Momota, Masayuki Yanagi, Ryoko Yokota, Tetsuo Katoh, Takayuki Namiki, Makoto Kimura, Nobuyuki Kawakatsu
  • Patent number: 5391735
    Abstract: The present invention relates to a new process for the preparation of 3-substituted derivatives of 1-amino-2-hydroxy-propane in the form of single diastereoisomers, to certain of these diastereoisomers, and to compounds which are intermediates in the new process of the invention.
    Type: Grant
    Filed: April 12, 1994
    Date of Patent: February 21, 1995
    Assignee: Farmitalia Carlo Erba S.p.A.
    Inventors: Piero Melloni, Arturo D. Torre, Ettore Lazzari, Giuseppe Mazzini
  • Patent number: 5340788
    Abstract: Storing stabilizers for color image of heat sensitive recording materials, which are higher safe diphenylsulfone derivatives represented by general formula (I), and the heat sensitive recording materials using them. ##STR1## (Wherein, R.sup.1 is aralkyl or lower alkenyl which may be substituted with halogen or lower alkyl and R.sup.2 is hydrogen or methyl, but when R.sup.1 is unsubstituted benzyl, R.sub.2 is methyl).
    Type: Grant
    Filed: March 19, 1992
    Date of Patent: August 23, 1994
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Takafumi Tohyama, Takehiro Sato, Kousaku Morita, Masaaki Uchikawa, Nobuyuki Hirai
  • Patent number: 5306748
    Abstract: Fluorine-modified thermosetting reins are available as phenolic or epoxy resins having trifluoromethyl groups and a naphthalene skeleton in a molecule. They are useful as components of resin compositions or resin modifiers and cure to products having low water pickup, low coefficient of thermal expansion, and adhesion as well as heat resistance and mechanical strength. Thermosetting resin compositions having such a thermosetting resin blended therein are useful in semiconductor element packaging.
    Type: Grant
    Filed: July 29, 1992
    Date of Patent: April 26, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Shiobara, Hisashi Shimizu, Manabu Narumi
  • Patent number: 5264598
    Abstract: A novel fluorine-containing aromatic compound of the formula: ##STR1## wherein X is ##STR2## in which R.sub.f is a perfluoroalkyl group having 1 to 10 carbon atoms, R.sub.f ' is a perfluoroalkyl group having 1 to 12 carbon atoms, p is an integer of 1 to 3, q is an integer of 0 to 3, r is 0 or 1, s is an integer of 0 to 5 and t is an integer of 0 to 5,Y is X, a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a fluoroalkyl group having 1 to 8 carbon atoms, andeach A is independently ##STR3## in which D is an amino, carboxyl, hydroxyl, methyl or haloformyl group, and n is an integer of 1 or 2, or ##STR4## can be used to derive various compounds, some of which are useful for preparing a fluorine-containing epoxy compound or polyimide with good properties.
    Type: Grant
    Filed: September 23, 1992
    Date of Patent: November 23, 1993
    Assignee: Daikin Industries Ltd.
    Inventors: Yohnosuke Ohsaka, Tsutomu Kobayashi, Motonobu Kubo
  • Patent number: 5242996
    Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: September 7, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
  • Patent number: 5218060
    Abstract: An epoxide resin having the formula I: ##STR1## in which R.sup.1 to R.sup.4 are the same or different and each is hydrogen or C.sub.1 -C.sub.12 alkyl; R.sup.5 to R.sup.12 are the same or different and each is C.sub.1 -C.sub.12 alkyl or alkenyl or the glycidyl residue such that at least two R.sup.5 to R.sup.12 groups are glycidyl residues; and R.sup.13 to R.sup.20 are the same or different and are hydrogen, halogen C.sub.1 -C.sub.12 alkyl or alkenyl.
    Type: Grant
    Filed: February 7, 1992
    Date of Patent: June 8, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: William M. Rolfe, Michael R. Thoseby
  • Patent number: 5202360
    Abstract: An adhesive composition comprising a photopolymerization initiator or curing agent and the compound represented by the formula (I) ##STR1## wherein M is a divalent organic group comprising at least one substituted or unsubstituted alicyclic hydrocarbon group or a divalent organic group comprising at least two substituted or unsubstituted aromatic hydrocarbon groups, the alicyclic hydrocarbon group or aromatic hydrocarbon group may be linked by O, S or CH.sub.2 or may form a condensed ring, n is zero or a positive number.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: April 13, 1993
    Assignees: Daiken Industries, Ltd., Nippon Telegraph & Telephone Corp.
    Inventors: Akira Ohmori, Yoshiki Shimizu, Motonobu Kubo, Kouzaburou Nakamura, Tohru Maruno, Norio Murata, Hideo Kobayashi
  • Patent number: 5194637
    Abstract: Methods are provided for producing isomerically enriched camphorsulfonates, and in particular a diastereomerically enriched glycidyl camphorsulfonate by bromide-casylate exchange between an alkyl casylate and the bromide analog of the desired casylate, followed by separation of a higher melting diastereomer by selective recrystallization. There is also shown the production of a desired casylate by reacting a racemic or enantiomerically enriched arenesulfonate with a quaternary casylate. Randomization and recycling of an isomerically enriched casylate is provided by reaction with an achiral bromide analog in the presence of a quaternary salt. Specially adapted apparatus for conducting the randomization reaction is provided. There is also shown a process for producing an alkyl casylate by the reaction of a metal casylate and a quaternary casylate with a trialkyl phosphite in the presence of a slight molar excess of sulfuric acid.
    Type: Grant
    Filed: August 22, 1991
    Date of Patent: March 16, 1993
    Assignee: Syracuse University
    Inventor: Roger C. Hahn
  • Patent number: 5097047
    Abstract: Fungicidal and plant growth-regulating azolylmethylcyclopropyl derivatives of the formula ##STR1## in which R represents halogen, alkyl or optionally substituted phenyl, or represents the groupings --Y--R.sup.2,whereinY represents oxygen, sulphur, SO or SO.sub.2 andR.sup.2 represents optionally substituted phenyl,R.sup.1 represents hydrogen, alkyl or acyl,X represents nitrogen or a CH group,Z represents halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, halogenoalkyl with 1 or 2 carbon atoms and 1 to 5 halogen atoms, halogenoalkoxy with 1 or 2 carbon atoms and 1 to 5 halogen atoms, halogenoalkylthio with 1 or 2 carbon atoms and 1 to 5 halogen atoms or phenyl which is optionally substituted by alkyl with 1 or 2 carbon atoms and/or halogen, or represents phenoxy which is optionally substituted by alkyl with 1 or 2 carbon atoms and/or halogen andm represents the number 0, 1, 2 or 3, and addition products thereof with acids and metal salts.
    Type: Grant
    Filed: October 26, 1990
    Date of Patent: March 17, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Stroech, Wilhelm Brandes, Stefan Dutzmann
  • Patent number: 5089640
    Abstract: Plant growth-regulating and fungicidal compounds of the formula ##STR1## in which Ar represents optionally substituted aryl or optionally substituted heteroaryl,R.sup.1 represents hydrogen, alkyl, alkenyl, alkinyl, trialkylsilyl, optionally substituted phenylalkyl or an acyl radical,R.sup.2 represents halogen, cyano, thiocyano, alkylcarbonyloxy, alkylcarbonylthio or the groupings --X--R.sup.3 and --NR.sup.4 R.sup.5,R.sup.3 represents alkyl, cycloalkyl, alkenyl, alkinyl, hydroxyalkyl, alkylthioalkyl, carboxyalkyl, alkoxycarbonylalkyl, optionally substituted aryl, optionally substituted aralkyl or the radical of the formula ##STR2## R.sup.4 and R.sup.3 independently of one another represent hydrogen or alkyl, orR.sup.4 and R.sup.5, together with the nitrogen atom to which they are bonded, represent an optionally substituted cycloaliphatic ring which can contain further heteroatoms,X represents oxygen, sulphur, an SO group or an SO.sub.2 group, orR.sup.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: February 18, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Bockmann, Erik Regel, Karl H. Buchel, Klaus Lurssen, Jorg Konze, Wilhelm Brandes
  • Patent number: 5043747
    Abstract: A head for ink jet recording and an ink jet recording apparatus equipped with this head, wherein the head has an end face that includes an ink eject opening having a thin layer of a polymer derivative compound of 1,3- or 1,4-bis(hexafluoroisopropyl)benzene, or 2,2-disphenylhexafluoropropane represented by the formula (I or II): ##STR1## wherein X represents ##STR2## Y represents hydrogen atom or methyl group, m and n represent 0 or 1, and when m is 0, n is also 0.
    Type: Grant
    Filed: March 22, 1990
    Date of Patent: August 27, 1991
    Assignee: Canon Kabushiki Kaisha
    Inventors: Isao Ebisawa, Hiromichi Noguchi
  • Patent number: 4999440
    Abstract: Fungicidal hydroxyalkyl-triazdyl derivatives of the formula ##STR1## in which R represents a radical of the formula --CH.sub.2 --CH(CH.sub.3).sub.2, --(CH.sub.2).sub.4 --CH.sub.3, --(CH.sub.2).sub.5 --CH.sub.3, --(CH.sub.2).sub.6 --CH.sub.3, ##STR2## Z represents halogen, alkyl with 1 to 4 carbon atoms, halogenoalkyl with 1 or 2 carbon atoms and 1 to 5 halogen atoms, halogenoalkoxy with 1 or 2 carbon atoms and 1 to 5 halogen atoms, halogenoalkylthio with 1 or 2 carbon atoms and 1 to 5 halogen atoms, phenyl or alkoximinimethyl with 1 to 4 carbon atoms in the alkoxy group andm represents the numbers 0, 1, 2 or 3,and addition products thereof with acids and metal salts. Intermediates of the formulas ##STR3## are also new.
    Type: Grant
    Filed: August 17, 1989
    Date of Patent: March 12, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Udo Kraatz, Karl H. Buchel, Wilhelm Brandes, Stefan Dutzmann, Paul Reinecke
  • Patent number: 4990633
    Abstract: New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Negele, Dietmar Beilefeldt, Thomas Himmler, Albrecht Marhold
  • Patent number: 4952647
    Abstract: Epoxy resins containing aliphatic, non-hydrolyzable chlorine atoms are prepared by hydrochlorinating an epoxy resin thereby forming a chlorohydrin intermediate product; reacting this intermediate product with epichlorohydrin in the presence of a Lewis acid; and dehydrochlorinating the resultant product.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: August 28, 1990
    Assignee: The Dow Chemical Company
    Inventors: Robert P. Shirtum, Walter Wernli
  • Patent number: 4940809
    Abstract: Certain bis-anthrols and bis-naphthols and their diglycidyl ethers are novel and useful in the preparation of new polyether thermoplastic compositions.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: July 10, 1990
    Assignee: Shell Oil Company
    Inventors: Kenneth C. Dewhirst, Thomas G. Stewart, Jr.
  • Patent number: 4889953
    Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is a higher alkyl group which may be substituted; R.sup.2 is a hydrogen, a lower alkyl group which may be substituted, a lower alkanoyl group which may be substituted or a lower alkylthiocarbamoyl group; R.sup.3 is a primary to tertiary amino group or a quaternary ammonium group; and n is 2 or 3, and salts thereof, have antitumor activity and platelet activating factor inhibitory activity.
    Type: Grant
    Filed: July 22, 1987
    Date of Patent: December 26, 1989
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Keizo Inoue, Hiroaki Nomura, Tetsuya Okutani
  • Patent number: 4797499
    Abstract: Compounds which are substituted 1-hydroxyalkyl-azolyl derivatives of the general formula ##STR1## in which A represents a nitrogen atom or a CH group,B represents oxygen, sulphur or a CH.sub.2 group,R represents substituted alkyl, and, in the case in which B represents sulphur, also represents an unsubstituted alkyl, optionally substituted cycloalkyl or optionally substituted phenyl group,Z represents a halogen atom or an alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylalkyl or optionally substituted phenylalkoxy group, andm is 0, 1, 2 or 3,and the acid addition salts and metal salt complexes thereof, are new, are prepared as described and find use as fungicides and plant growth regulators.
    Type: Grant
    Filed: August 11, 1986
    Date of Patent: January 10, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Erik Regel, Gerhard Jager, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes, Volker Paul
  • Patent number: 4731423
    Abstract: Titled materials and their preparation. The materials contain a moiety such as, for example, 4-oxy-3,5-dimethyl-2,6-dibromobenzyl which can impart a high degree of thermal and hydrolytic stability to the materials, for example, epoxy thermosets such as in electronic encapsulations. For example, when used in electronic encapsulation formulations, these materials can provide a substantial increase in electronic device reliability. Their preparation involves an alkylation of an aromatic ring, for example, such as a Friedel-Crafts alkylation with 4-bromomethyl-3,5-dibromo-2,6-dimethylphenol or with 4-hydroxymethyl-3,5-dibromo-2,6-dimethylphenol.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: March 15, 1988
    Assignee: The Dow Chemical Company
    Inventors: Abel Mendoza, Chun S. Wang, Eric E. Bancroft, David B. Fritz
  • Patent number: 4724031
    Abstract: 2,6-Disubstituted 4-epoxypropyl glycidyl ethers of the formula ##STR1## wherein X is a group R' or X is a group of the formula ##STR2## and each of R and R' independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, a halogen atom or C.sub.6 -C.sub.10 aryl, can be used, together with customary epoxy resin hardeners, for the preparation of cured products, in particular for application in the electronics industry, or as adhesives. Compounds of the formula are also valuable reactive diluents for curable epoxy resin mixtures.
    Type: Grant
    Filed: June 4, 1986
    Date of Patent: February 9, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Charles E. Monnier, Sheik Abdul-Cader Zahir, Sameer H. Eldin
  • Patent number: 4717760
    Abstract: Epoxides of the invention are those of the formula ##STR1## wherein J is H or F, the same in each occurrence; Q is a valence bond or --O--, the same in each occurrence; and Y is H or F, independently. When cured, these epoxides are superior in moisture resistance, flame retardance, and thermal stability to the corresponding non-fluorinated, prior art epoxides. The epoxides of the preceding formula may be made by first reacting an allylic halide of the formula CJ.sub.2 .dbd.CJ--CJ.sub.2 --X, wherein X is halogen, with a compound of the formula ##STR2## wherein Z is MO, hal.Mg or Ag; M is an alkali metal; and hal=Br or I; then if Y is to be F, converting the --CH group to a --CF group, and finally, oxidizing the CJ.sub.2 .dbd.CJ group to a ##STR3## group.
    Type: Grant
    Filed: July 10, 1986
    Date of Patent: January 5, 1988
    Assignee: The Dow Chemical Company
    Inventors: Theodore L. Parker, Robert R. Stringham
  • Patent number: 4654426
    Abstract: Antimicrobial activity is exhibited by compounds having the formula ##STR1## wherein R.sub.1 is hydrogen or aryl;R.sub.2 is hydroxymethyl, carboxyaldehyde, propenalyl, 3-hydroxy-1-propenyl, or 3-hydroxy-1,2-epoxypropyl; andn is 2 and m is 1 or n is 3 and m is 0; with the proviso that if R.sub.1 is hydrogen, n is 2 and m is 1.
    Type: Grant
    Filed: January 22, 1986
    Date of Patent: March 31, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Gregory S. Bisacchi, William H. Koster
  • Patent number: 4652584
    Abstract: Phenoxypropanol derivatives having a 2-acetylenic moiety on the phenyl group thereof of the following formula (I): ##STR1## and their use as anti-hypertensives, e.g. in man. Also part of the invention are pharmaceutical compositions and intermediates used in the synthesis.
    Type: Grant
    Filed: July 13, 1984
    Date of Patent: March 24, 1987
    Assignee: McNeilab, Inc.
    Inventor: John R. Carson
  • Patent number: 4649160
    Abstract: Substituted phenoxy-aminopropanols of the formula ##STR1## wherein R is a branched-chain alkyl of 3 or 4 carbon atoms, R.sup.1 is hydrogen, halogen or lower alkyl and R.sup.2 and R.sup.3, independently, are hydrogen, halogen, lower alkyl, lower alkoxy or lower alkylthio, and pharmaceutically acceptable acid addition salts thereof, are described. A process for their preparation, as well as pharmaceutical preparations containing them are also described. The compounds of formula I and their salts possess cardioselective .beta.-adrenergic blocking activity and antihypertensive activity.
    Type: Grant
    Filed: September 6, 1985
    Date of Patent: March 10, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Peter J. Machin
  • Patent number: 4626595
    Abstract: According to the present invention 1-hydroxyethyl azole compounds are provided for in a process characterized by reacting an oxirane of the general formula ##STR1## in which R represents an alkyl radical, an optionally substituted cycloalkyl radical or an optionally substituted phenyl radical,Y represents a grouping --OCH.sub.2 --, --CH.sub.2 CH.sub.2 -- or --CH.dbd.CH--,Z represents a halogen atom, an alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy or halogenoalkylthio radical, an optionally substituted phenyl radical, an optionally substituted phenoxy radical, an optionally substituted phenylalkyl radical or an optionally substituted phenylalkoxy radical andm is 0, 1, 2 or 3,with an azole of the general formula ##STR2## in which X represents a nitrogen atom or a CH group.
    Type: Grant
    Filed: January 28, 1985
    Date of Patent: December 2, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes