Carbocyclic Ring Containing Patents (Class 549/559)
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Patent number: 11509120Abstract: A dual spark plug may include: a metal body made of metal material, an insulating body provided inside of the metal body and made of an insulating material, a pair of central electrodes provided inside of the insulating body and electrically connected with an ignition coil, and a pair of ground electrodes respectively extended from both ends the metal body, and spaced apart from ends of the pair of central electrodes by a predetermined distance.Type: GrantFiled: December 2, 2020Date of Patent: November 22, 2022Assignees: HYUNDAI MOTOR COMPANY, KIA MOTORS CORPORATIONInventor: Soo Hyung Woo
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Patent number: 9440907Abstract: 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: GrantFiled: August 29, 2012Date of Patent: September 13, 2016Assignees: SHOWA DENKO K.K., NATIONAL UINVERSITY CORPORATION NAGOYA UNIVERSITYInventors: Yoshitaka Ishibashi, Naoya Fukumoto, Masato Kitamura
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Publication number: 20150119547Abstract: 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: ApplicationFiled: October 31, 2013Publication date: April 30, 2015Applicant: E I DU PONT DE NEMOURS AND COMPANYInventors: NEVILLE EVERTON DRYSDALE, Garret D. Figuly
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Publication number: 20140248263Abstract: 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: ApplicationFiled: April 6, 2012Publication date: September 4, 2014Applicants: THE UNIVERSITY OF BRITISH COLUMBIA, BRITISH COLUMBIA CANCER AGENCY BRANCHInventors: Raymond John Andersen, Javier Garcia Fernandez, Marianne Dorothy Sadar, Nasrin Mawji, Carmen Adriana Banuelos, Jun Wang
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Publication number: 20130046067Abstract: The present disclosure provides for polycyclopentadiene compounds that useful as an epoxide resin and/or as an adduct for a curable composition.Type: ApplicationFiled: April 21, 2011Publication date: February 21, 2013Applicant: DOW GLOBAL TECHNOLOGIES LLCInventors: Robert E. Hefner, JR., Michael J. Mullins
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Patent number: 8354147Abstract: 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: GrantFiled: June 18, 2010Date of Patent: January 15, 2013Assignees: JNC Corporation, JNC Petrochemical CorporationInventors: Daisuke Ootsuki, Tomohiro Yano
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Publication number: 20100317515Abstract: 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: ApplicationFiled: December 12, 2008Publication date: December 16, 2010Applicant: BASF SEInventors: Jochen Dietz, Thomas Grote, Bernd Mueller, Jan Klaas Lohmann, Jens Renner, Sarah Ulmschneider, Alice Glaettli, Marianna Vrettou
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Patent number: 7816537Abstract: 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: GrantFiled: November 29, 2006Date of Patent: October 19, 2010Assignee: Basilea Pharmaceutica AGInventors: Marc Muller, Lin Xu
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Publication number: 20100184853Abstract: 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: ApplicationFiled: June 13, 2008Publication date: July 22, 2010Applicant: INSTITUTO BIOMAR, S.A.Inventors: Librada Maria Canedo Hernandez, Maria De Los Angeles Vinuesa-Navarro, Antonio Fernandez-Medarde
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Publication number: 20090099326Abstract: 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: ApplicationFiled: April 20, 2007Publication date: April 16, 2009Applicant: IDEMITSU KOSAN CO., LTD.Inventors: Yasunari Okada, Hideki Yamane, Hajime Ito, Nobuaki Matsumoto
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Patent number: 6677468Abstract: 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: GrantFiled: July 24, 2001Date of Patent: January 13, 2004Assignee: Loctite CorporationInventors: Mark T. Dimke, Richard E. Miller
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Patent number: 6566541Abstract: 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: GrantFiled: March 21, 2001Date of Patent: May 20, 2003Assignee: Massachusetts Institute of TechnologyInventors: Jun O. Liu, Eric C. Griffith, Zhuang Su
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Patent number: 6559268Abstract: 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: GrantFiled: March 17, 2000Date of Patent: May 6, 2003Assignee: Kyoeisha Chemcial Co., Ltd.Inventors: Junichi Ikeda, Hajimu Kawa
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Patent number: 6211389Abstract: 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: GrantFiled: May 23, 2000Date of Patent: April 3, 2001Assignee: Dexter CorporationInventor: Mark Thomas Dimke
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Patent number: 6147224Abstract: 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: GrantFiled: October 1, 1998Date of Patent: November 14, 2000Assignee: Allergan Sales, Inc.Inventors: Vidyasagar Vuligonda, Kwok Yin Tsang, Jayasree Vasudevan, Roshantha A. Chandraratna
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Patent number: 6127558Abstract: 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: GrantFiled: May 5, 1998Date of Patent: October 3, 2000Assignee: Bromine Compounds Ltd.Inventors: Yoav Bar-Yaakov, Daniel Plewinski
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Patent number: 5959012Abstract: 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: GrantFiled: August 11, 1997Date of Patent: September 28, 1999Assignee: General Electric CompanyInventors: Amy Kathleen Simonian, Gregory Ronald Gillette, James Edward Pickett
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Patent number: 5908943Abstract: 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: GrantFiled: October 8, 1996Date of Patent: June 1, 1999Assignee: The Dow Chemical CompanyInventors: Andrew T. Au, J. Lowell Nafziger
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Patent number: 5777007Abstract: 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: GrantFiled: March 10, 1997Date of Patent: July 7, 1998Assignee: Tosoh CorporationInventors: Takumi Kagawa, Norihisa Kondo, Noriyuki Kasai, Hideo Sakka
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Patent number: 5750631Abstract: 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: GrantFiled: June 28, 1996Date of Patent: May 12, 1998Assignee: Shell Oil CompanyInventors: Yasuyuki Murata, Yoshinori Nakanishi
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Patent number: 5710154Abstract: 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: GrantFiled: June 2, 1995Date of Patent: January 20, 1998Assignee: Schering CorporationInventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
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Patent number: 5707545Abstract: 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: GrantFiled: June 24, 1994Date of Patent: January 13, 1998Assignee: Hoechst AktiengesellschaftInventors: Hubert Schlosser, Rainer Wingen, Anke Kaltbeitzel, Javier Manero
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Patent number: 5693626Abstract: 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: GrantFiled: June 2, 1995Date of Patent: December 2, 1997Assignee: Schering CorporationInventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
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Patent number: 5675027Abstract: Intermediate for making 4-?2-Benzothiazolyl)methylamino!-alpha-?93,4-difluorophenoxy0methyl!1-pipe ridineethanol having the formula ##STR1##Type: GrantFiled: March 24, 1995Date of Patent: October 7, 1997Assignee: Janssen Pharmaceutica N.V.Inventors: Raymond Antoine Stokbroekx, Gilbert Arthur Jules Grauwels
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Patent number: 5661151Abstract: 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: GrantFiled: June 2, 1995Date of Patent: August 26, 1997Assignee: Schering CorporationInventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
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Patent number: 5439989Abstract: 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: GrantFiled: May 3, 1993Date of Patent: August 8, 1995Assignee: Commonwealth Scientific & Industrial Research OrganisationInventors: Trevor C. Morton, Jonathan H. Hodgkin, Buu N. Dao
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Patent number: 5391735Abstract: 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: GrantFiled: April 12, 1994Date of Patent: February 21, 1995Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Piero Melloni, Arturo D. Torre, Ettore Lazzari, Giuseppe Mazzini
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Patent number: 5391552Abstract: 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: GrantFiled: May 10, 1993Date of Patent: February 21, 1995Assignee: 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
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Patent number: 5340788Abstract: 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: GrantFiled: March 19, 1992Date of Patent: August 23, 1994Assignee: Nippon Soda Co., Ltd.Inventors: Takafumi Tohyama, Takehiro Sato, Kousaku Morita, Masaaki Uchikawa, Nobuyuki Hirai
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Patent number: 5306748Abstract: 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: GrantFiled: July 29, 1992Date of Patent: April 26, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Shiobara, Hisashi Shimizu, Manabu Narumi
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Patent number: 5264598Abstract: 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: GrantFiled: September 23, 1992Date of Patent: November 23, 1993Assignee: Daikin Industries Ltd.Inventors: Yohnosuke Ohsaka, Tsutomu Kobayashi, Motonobu Kubo
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Patent number: 5242996Abstract: 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: GrantFiled: May 22, 1991Date of Patent: September 7, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
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Patent number: 5218060Abstract: 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: GrantFiled: February 7, 1992Date of Patent: June 8, 1993Assignee: Ciba-Geigy CorporationInventors: William M. Rolfe, Michael R. Thoseby
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Patent number: 5202360Abstract: 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: GrantFiled: July 29, 1991Date of Patent: April 13, 1993Assignees: Daiken Industries, Ltd., Nippon Telegraph & Telephone Corp.Inventors: Akira Ohmori, Yoshiki Shimizu, Motonobu Kubo, Kouzaburou Nakamura, Tohru Maruno, Norio Murata, Hideo Kobayashi
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Method and apparatus for synthesis of highly isomerically pure stereoisomers of glycidol derivatives
Patent number: 5194637Abstract: 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: GrantFiled: August 22, 1991Date of Patent: March 16, 1993Assignee: Syracuse UniversityInventor: Roger C. Hahn -
Patent number: 5097047Abstract: 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: GrantFiled: October 26, 1990Date of Patent: March 17, 1992Assignee: Bayer AktiengesellschaftInventors: Klaus Stroech, Wilhelm Brandes, Stefan Dutzmann
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Patent number: 5089640Abstract: 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: GrantFiled: September 28, 1988Date of Patent: February 18, 1992Assignee: Bayer AktiengesellschaftInventors: Klaus Bockmann, Erik Regel, Karl H. Buchel, Klaus Lurssen, Jorg Konze, Wilhelm Brandes
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Patent number: 5043747Abstract: 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: GrantFiled: March 22, 1990Date of Patent: August 27, 1991Assignee: Canon Kabushiki KaishaInventors: Isao Ebisawa, Hiromichi Noguchi
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Patent number: 4999440Abstract: 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: GrantFiled: August 17, 1989Date of Patent: March 12, 1991Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Udo Kraatz, Karl H. Buchel, Wilhelm Brandes, Stefan Dutzmann, Paul Reinecke
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Patent number: 4990633Abstract: New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.Type: GrantFiled: May 4, 1989Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Michael Negele, Dietmar Beilefeldt, Thomas Himmler, Albrecht Marhold
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Patent number: 4952647Abstract: 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: GrantFiled: January 31, 1990Date of Patent: August 28, 1990Assignee: The Dow Chemical CompanyInventors: Robert P. Shirtum, Walter Wernli
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Patent number: 4940809Abstract: Certain bis-anthrols and bis-naphthols and their diglycidyl ethers are novel and useful in the preparation of new polyether thermoplastic compositions.Type: GrantFiled: February 6, 1989Date of Patent: July 10, 1990Assignee: Shell Oil CompanyInventors: Kenneth C. Dewhirst, Thomas G. Stewart, Jr.
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Patent number: 4889953Abstract: 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: GrantFiled: July 22, 1987Date of Patent: December 26, 1989Assignee: Takeda Chemical Industries, Ltd.Inventors: Keizo Inoue, Hiroaki Nomura, Tetsuya Okutani
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Patent number: 4797499Abstract: 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: GrantFiled: August 11, 1986Date of Patent: January 10, 1989Assignee: Bayer AktiengesellschaftInventors: Graham Holmwood, Erik Regel, Gerhard Jager, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger, Wilhelm Brandes, Volker Paul
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Patent number: 4731423Abstract: 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: GrantFiled: August 13, 1986Date of Patent: March 15, 1988Assignee: The Dow Chemical CompanyInventors: Abel Mendoza, Chun S. Wang, Eric E. Bancroft, David B. Fritz
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Patent number: 4724031Abstract: 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: GrantFiled: June 4, 1986Date of Patent: February 9, 1988Assignee: Ciba-Geigy CorporationInventors: Charles E. Monnier, Sheik Abdul-Cader Zahir, Sameer H. Eldin
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Patent number: 4717760Abstract: 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: GrantFiled: July 10, 1986Date of Patent: January 5, 1988Assignee: The Dow Chemical CompanyInventors: Theodore L. Parker, Robert R. Stringham
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Patent number: 4654426Abstract: 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: GrantFiled: January 22, 1986Date of Patent: March 31, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Gregory S. Bisacchi, William H. Koster
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Patent number: 4652584Abstract: 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: GrantFiled: July 13, 1984Date of Patent: March 24, 1987Assignee: McNeilab, Inc.Inventor: John R. Carson
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Patent number: 4649160Abstract: 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: GrantFiled: September 6, 1985Date of Patent: March 10, 1987Assignee: Hoffmann-La Roche Inc.Inventor: Peter J. Machin