Acyclic Carbon To Carbon Unsaturation Containing Patents (Class 568/654)
  • Patent number: 5698727
    Abstract: A chemiluminescent 1,2-dioxetane derivative having a formula (I): ##STR1## wherein R.sup.1 and R.sup.4 each represent, individually, hydrogen, an alkyl group, an alkoxyl group, a hydroxyl group, or --OSi(R.sup.9 R.sup.10 R.sup.11) in which R.sup.9, R.sup.10 and R.sup.11 each represent an alkyl group; R.sup.2, R.sup.3, R.sup.5 and R.sup.6 each represent, individually, hydrogen or an alkyl group, provided that R.sup.2, R.sup.3, R.sup.5 and R.sup.6 each cannot be hydrogen at the same time, and that R.sup.2 and R.sup.3, and R.sup.5 and R.sup.6, each taken together, can form a cycloalkyl group; R.sup.7 represents an alkyl group; R.sup.8 represents hydrogen, an alkoxyl group, a phosphate salt group, or --OSi(R.sup.9 R.sup.10 R.sup.11); intermediates for synthesizing the above 1,2-dioxetane derivative; and methods of producing the intermediates are provided.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: December 16, 1997
    Inventor: Masakatsu Matsumoto
  • Patent number: 5633411
    Abstract: Allylic styrene ether compounds of the formula: ##STR1## where R.sup.1 is an optionally substituted allylic or propargyl hydrocarbon group, and R.sup.2, R.sup.3, and R.sup.4 are independently H, C.sub.1-6 hydrocarbon or C.sub.1-6 hydrocarbonoxy groups, are prepared in a single pot reaction from relatively low cost materials. The method includes the steps of reacting a 4-acyloxystyrene of the formula ##STR2## where R is an acyl group, with at least one mole of a base which can readily saponify or hydrolyze the phenolic ester bond per mole of acyloxystyrene, and then adding to the reaction mixture an alloylating agent of the formula R.sup.1 X, where R.sup.1 is as previously defined and X is chloride, bromide, iodide, a sulfonic ester or a hydrocarbon sulfate group, to form said allylic styrene ether compound. The method may be employed to prepare mono-styryl functional compounds or di-styryl functional compounds such as 1,4-bis(4'-vinylphenoxy)but-2-ene.
    Type: Grant
    Filed: May 28, 1996
    Date of Patent: May 27, 1997
    Assignee: Loctite Corporation
    Inventors: John G. Woods, Maria Masterson
  • Patent number: 5567858
    Abstract: Propenyl ether monomers of formula VA(OCH.dbd.CHCH.sub.3).sub.nwherein n is an integer from one to six and A is selected from cyclic ethers, polyether and alkanes are disclosed. The monomers are readily polymerized in the presence of cationic photoinitiators, when exposed to actinic radiation, to form poly(propenyl ethers) that are useful for coatings, sealants, varnishes and adhesives. Compositions for preparing polymeric coatings comprising the compounds of formula V together with particular cationic photoinitiators are also disclosed, as are processes for making the monomers from allyl halides and readily available alcohols. The process involves rearranging the resulting allyl ethers to propenyl ethers.
    Type: Grant
    Filed: December 12, 1995
    Date of Patent: October 22, 1996
    Assignee: Rensselaer Polytechnic Institute
    Inventor: James V. Crivello
  • Patent number: 5563129
    Abstract: There are disclosed novel hydroquinone derivatives of the formula: ##STR1## The derivatives of the formula (I) have various pharmacological activities such as antioxidation in living bodies and are useful as medicaments.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: October 8, 1996
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hirotomo Masuya, Masayoshi Yamaoka
  • Patent number: 5510541
    Abstract: Mono-alkadienyl alkyl ethers and di-alkadienyl alkyl ethers are prepared by telomerization of a conjugated diene, by causing said conjugated diene to react with an aliphatic alcohol or an aliphatic diol respectively, by operating in an aqueous/organic biphasic liquid system, in the presence of a catalytic system formed by:(a) a palladium salt or complex;(b) an alkyl-, alkylcycloalkyl-, or alkylarylphosphine ligand, bearing an acidic or neutral hydrophylic moiety, having the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, x and y are as defined in the disclosure; and(c) an either inorganic or organic base.
    Type: Grant
    Filed: February 25, 1994
    Date of Patent: April 23, 1996
    Assignee: Snamprogetti S.p.A.
    Inventors: Renata Patrini, Mario Marchionna
  • Patent number: 5486545
    Abstract: Propenyl ether monomers of formula VA(OCH.dbd.CHCH.sub.3).sub.nwherein n is an integer from one to six and A is selected from cyclic ethers, polyether and alkanes are disclosed. The monomers are readily polymerized in the presence of cationic photoinitiators, when exposed to actinic radiation, to form poly(propenyl ethers) that are useful for coatings, sealants, varnishes and adhesives. Compositions for preparing polymeric coatings comprising the compounds of formula V together with particular cationic photoinitiators are also disclosed, as are processes for making the monomers from allyl halides and readily available alcohols. The process involves rearranging the resulting allyl ethers to propenyl ethers.
    Type: Grant
    Filed: April 25, 1994
    Date of Patent: January 23, 1996
    Assignee: Rensselaer Polytechnic Institute
    Inventor: James V. Crivello
  • 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: 5385942
    Abstract: A quinone derivative useful in the treatment of hepatic diseases defined by the general formula: ##STR1## where X and Y may be the same or different from each other and are each a hydroxyl group, a group represented by the formula --(--OCH.sub.2 --).sub.n --OR.sup.6, wherein n is 0 or 1 and R.sup.6 is a lower alkyl group, or an acyl group.
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: January 31, 1995
    Assignee: Eisai Co., Ltd.
    Inventors: Shinya Abe, Yasushi Okamoto, Katsuya Tagami, Shigeki Hibi, Junichi Nagakawa, Kazuo Hirota, Ieharu Hishinuma, Kaname Miyamoto, Takashi Yamanaka, Hiromitsu Yokohama, Tsutomu Yoshimura, Tohru Horie, Yasunori Akita, Koichi Katayama, Isao Yamatsu
  • Patent number: 5349071
    Abstract: Processes for synthesizing tertiary alkynols by reacting carbonyl-group-containing compounds with alkynes in the presence of a basic catalyst are disclosed. Preferred products are 6,10,14-trimethyl-4-pentadecyn-6-ol compounds having the structure: ##STR1## A preferred, novel compound, 6,10,14-trimethyl-4-pentadecyne-2,6-diol, can be used in the synthesis of Vitamin E or Vitamin K.sub.1.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: September 20, 1994
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 5324862
    Abstract: The surfactant of this invention is a compound of general formula (I) ##STR1## wherein R.sub.1 is an alkyl, alkenyl or aralkyl group containing 6 to 18 carbon atoms; R.sub.2 is a hydrogen atom or an alkyl, alkenyl or aralkyl group containing 6 to 18 carbon atoms; R.sub.3 is a hydrogen atom or a propenyl group; A is an alkylene group of 2 to 4 carbon atoms; n is an integer of 1 to 200.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: June 28, 1994
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Kinya Yokota, Akinobu Ichihara, Hitoshi Shinike
  • 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: 5141970
    Abstract: A method of forming high-temperature resistant polymers by a 2 step curing process comprising(a) curing a polymerizable composition at least one aromatic compound having alpha and/or beta instruction which is not substantially reactive under the curing condition of step a, particularly allyl or properyl, and(b) heating the cured composition of step a in the presence of acid to form a crosslinked resin.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: August 25, 1992
    Assignee: Loctite (Ireland) Limited
    Inventors: Ciaran B. McArdle, Joseph Burke, John G. Woods, Edward K. Welch, II
  • Patent number: 5087769
    Abstract: A method of forming 6-substituted-2-vinyl naphthalene from a 2-substituted naphthalene compound wherein the substituent in the 2-position is an ortho-para directing electron-donating group not reactive with hydrogen fluoride, comprises contacting the naphthalene compound and an acylating agent with substantially anhydrous hydrogen fluoride to acylate the naphthalene compound to a 6-substituted-2-acylnaphthalene compound, hydrogenating the 6-substituted-2-acylnaphthalene compound to convert the 2-acyl substituent to an alcohol substituent, dehydrating the product of hydrogenation in the presence of a free radical inhibitor to convert the alcohol substituent to an olefinic substituent, and isolating the formed 6-substituted-2-vinylnaphthalene subsequent to the dehydration.
    Type: Grant
    Filed: September 26, 1990
    Date of Patent: February 11, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Henry C. Linstid, III., Kenneth G. Davenport
  • Patent number: 5084490
    Abstract: Styryloxy compounds of the formula IV ##STR1## wherein R.sup.1 and R.sup.2 are H, or one of R.sup.1 and R.sup.2 is H and the other is methyl;R.sup.7 and R.sup.8 (which may be the same or different) are H, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkenyl; or one of R.sup.7 and R.sup.8 may be --OR.sup.6 or C.sub.1 -C.sub.5 alkoxy or C.sub.1 -C.sub.5 alkenyloxy if R.sup.2 is not methyl;R.sup.6 is selected from the group consisting of: ##STR2## where R.sup.10 is C.sub.1 -C.sub.5 alkyl; and R.sup.11, R.sup.12 and R.sup.13, which may be the same or different, are H or C.sub.1 -C.sub.5 alkyl, are described as new low viscosity liquid styryloxy monomers which can be photocured and which form transparent polymers. They have an advantageous effect in a mixture with 4-allyloxystyrene, and this mixture has a synergistic effect in combination with divinyl ethers of a polyalkylene oxide.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: January 28, 1992
    Assignee: Loctite (Ireland) Limited
    Inventors: Ciaran B. McArdle, Joseph Burke, John G. Woods
  • Patent number: 5053556
    Abstract: A one-step process for producing an alkenyl ether in only one step and under mild conditions by reacting an aldehyde of the formula ##STR1## with an alcohol of the formulaR.sup.3 --OHin the presence of an acidic catalyst in liquid phase, and recovering as the reaction product an alkenyl ether of the formula ##STR2## wherein R.sup.1 is a 2-8 C alkyl or R--CH.sub.2 --CH.dbd. wherein R is a 1-8 C alkyl group,R.sup.2 is a 1-6 C alkyl,R.sup.3 is a linear or branched 6-12 C alkyl, a cyclohexyl, a hydroxyhexamethylenyl or ##STR3## wherein R' is H and n is 2 or 3, R.sup.4 is hydrogen or R--CH.sub.2 --CH.dbd. wherein R is a 1-8 C alkyl group, andR.sup.5 is a 2-8 C alkyl or R--CH.dbd.CH-- wherein R is a 1-8 C alkyl.
    Type: Grant
    Filed: January 17, 1990
    Date of Patent: October 1, 1991
    Assignee: Chisso Corporation
    Inventor: Noriyuki Ohnishi
  • Patent number: 5030733
    Abstract: Novel hydroxy-, alkoxy- and benzyloxy-substituted phospholipids, a process for the preparation thereof, and methods for treating pain, phospholipase, A.sub.2 mediated inflammation and similar conditions utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: June 15, 1989
    Date of Patent: July 9, 1991
    Assignee: Hoechst-Roussel Pharmaceticals Incorporated
    Inventors: John J. Tegeler, Kirk D. Shoger
  • Patent number: 4997989
    Abstract: Novel tert-butylalkynols of the formula (I) ##STR1## where Y is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, aryl, aryloxy or benzyl and m is an integer from 1 to 3, and the individual groups Y may be identical or different when m>1, and a process for their preparation are described.
    Type: Grant
    Filed: January 4, 1989
    Date of Patent: March 5, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Smuda, Wolfgang Rohr
  • Patent number: 4946865
    Abstract: A compound of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.3 alkyl group or a C.sub.1 -C.sub.3 alkoxy group and Y is a hydrogen atom, a halogen atom, a cyano group, a formyl group, an ethylene-dioxymethyl group, a hydroxyl group, a hydroxymethyl group or a group of either one of the formulas: --CH.dbd.N--OR.sup.1, --COOR.sup.2, --CONH--R.sup.2 and --CH(OR.sup.3).sub.2 in which R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group, a halo(C.sub.3 -C.sub.5)alkynyl group or a C.sub.1 -C.sub.3 alkyl group substituted with a phenyl group or a cyano group, R.sup.2 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group or a C.sub.3 -C.sub.5 alkynyl group and R.sup.3 is a C.sub.1 -C.sub.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: August 7, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Shigeko Nakamura
  • Patent number: 4935560
    Abstract: Novel styryl-tetrahydromaphthalene and indane derivatives useful for treating neoplasms and dermatoses.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: June 19, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • Patent number: 4918211
    Abstract: Novel surfactants of the formula: ##STR1## wherein R.sub.1 is alkyl, alkenyl or aralkyl of 4-18 carbon atoms, R.sub.2 is hydrogen or same as R.sub.1, R.sub.3 is hydrogen or methyl, A is alkylene of 2-4 carbon atoms, and n is 1-200. Sulfates, phosphates and sulfosuccinates thereof are also useful as anionic surfactants.
    Type: Grant
    Filed: November 10, 1987
    Date of Patent: April 17, 1990
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Kinya Yokota, Akinobu Ichihara, Hitoshi Shinike
  • Patent number: 4886891
    Abstract: The present invention provides a process for preparing a 1,1-disubstituted ethylene derivative of the formula ##STR1## which comprises reacting lead with a carbinol derivative of the formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, X, Y, m and n are defined in the specification. The reaction is conducted more advantageously in the presence of a metal having higher ionization tendency than lead.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: December 12, 1989
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Shigeru Torii, Masatoshi Taniguchi, Michio Sasaoka, Yoshihisa Tomotaki, Mitsuo Akada, Hideo Tanaka, Akira Suzuki, Shiro Yamashita
  • Patent number: 4864054
    Abstract: A method is provided for making cationically polymerizable aromatic polypropenylethers and to the aromatic polypropenylethers made thereby. Aromatic polyalkylene glycol prepared from the corresponding polyphenol is reacted with an allylhalide to produce aromatic polyallylether which is thereafter isoemrized to the corresponding cationically polymerizable aromatic polypropenylether.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: September 5, 1989
    Assignee: General Electric Company
    Inventors: James V. Crivello, David A. Conlon
  • Patent number: 4814514
    Abstract: Novel surfactants of the formula: ##STR1## wherein R.sub.1 is alkyl, alkenyl, alkylaryl or aralkylaryl of 8-30 carbon atoms,A is alkylene of 2-4 carbon atoms,x is 0, or 1-100 andy is 1-200. Sulfates, phosphates and sulfosuccinates thereof are also useful as anionic surfactants.
    Type: Grant
    Filed: May 6, 1987
    Date of Patent: March 21, 1989
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Kinya Yokota, Akinobu Ichihara
  • Patent number: 4792637
    Abstract: A process for the synthesis of vinyl ethers of formula ##STR1## wherein R.sub.1 and R.sub.2, each independently, represent hydrogen or a primary, secondary or tertiary alkyl group,R.sub.3 is a hydrogen, a primary alkyl, phenyl, or substituted phenyl group, orR.sub.2 and R.sub.3, taken together, represent a polymethylene chain containing from 3 to 10 carbon atoms wherein one or more hydrogens can be replaced by methyl or ethyl groups, andR is a primary, secondary or tertiary alkyl group, which comprises reacting a suitably selected dioxolane derivative of formula II ##STR2## wherein R.sub.1, R.sub.2, and R.sub.3 are as defined above, andR.sub.4, R.sub.5, R.sub.6, and R.sub.7, each independently, represent hydrogen or an alkyl group, with a boric acid ester of formula IIIB(OR).sub.3 IIIwhereinR is as defined above, in the vapor phase, at a temperature comprised between 100.degree. and 400.degree. C., and in the presence of an acidic heterogeneous catalyst.
    Type: Grant
    Filed: July 17, 1987
    Date of Patent: December 20, 1988
    Assignee: Enichem Anic SpA
    Inventors: Giuseppe Messina, Mario D. Moretti, Salvatore R. Sanna, Giovanni Soma, Pier G. Cabras
  • Patent number: 4778934
    Abstract: A process for the manufacture of p-tert-butyl-.alpha.-methylhydrocinnamaldehyde which comprises the catalytic rearrangement of p-tert-butylbenzyl propenyl ether is provided.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: October 18, 1988
    Assignee: Givaudan Corporation
    Inventor: Peter Gygax
  • Patent number: 4749815
    Abstract: A process for the manufacture of p-tert-butyl-.alpha.-methylhydrocinnamaldehyde which comprises the catalytic rearrangement of p-tert-butylbenzyl propenyl ether is provided.
    Type: Grant
    Filed: February 3, 1987
    Date of Patent: June 7, 1988
    Assignee: Givaudan Corporation
    Inventor: Peter Gygax
  • Patent number: 4678811
    Abstract: New substituted benzyl-type ethers of formula I ##STR1## in which R.sub.1 is aryl or aryl substituted by C.sub.1-4 -alkyl, halo-C.sub.1-4 -alkyl, phenyl-C.sub.1-4 -alkyl, C.sub.2-4 -alkenyl, halo-C.sub.2-4 -alkenyl, phenyl-C.sub.2-4 -alkenyl, C.sub.2-4 -alkynyl, halo-C.sub.2-4 -alkynyl, phenyl-C.sub.2-4 -alkynyl, C.sub.1-4 -alkoxy, halo-C.sub.1-4 -alkoxy, phenyl-C.sub.1-4 -alkoxy, C.sub.2-4 -alkenyloxy, halo-C.sub.2-4 -alkenyloxy, phenyl-C.sub.2-4 -alkenyloxy, C.sub.2-4 -alkynyloxy, halo-C.sub.2-4 -alkynyloxy, phenyl-C.sub.2-4 -alkynyloxy, alkylsulfonyloxy, haloalkylsulfonyloxy, arylsulfonyloxy, halo, cyano, nitro, aryloxy, haloaryloxy, C.sub.1-4 -alkyl-aryloxy, or nitroaryloxy,R.sub.2 is hydrogen or C.sub.1-4 alkyl,R.sub.3 is hydrogen, cyano or ethynyl,R.sub.4 is phenyl or pyridyl or one of these groups substituted by one or more of C.sub.1-6 -alkyl, halo-C.sub.1-6 -alkyl, phenyl-C.sub.1-6 -alkyl, C.sub.1-6 -alkyl interrupted by an O--, N-- or S-- atom, C.sub.2-4 -alkenyl, halo-C.sub.2-4 -alkenyl, phenyl-C.
    Type: Grant
    Filed: October 17, 1985
    Date of Patent: July 7, 1987
    Assignee: Schering Aktiengesellschaft
    Inventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien
  • Patent number: 4652563
    Abstract: This invention relates to dihydropyridazinone compounds having a cyclopropylmethoxyethyl group in the 6-substituent. These compounds are vasodilators and .beta.-adrenoceptor antagonists. A particular compound of the invention is 6-[4-[3-[2-hydroxy-3-[4-(2-(cyclopropylmethoxy) ethyl)phenoxy]propylamino]propionamido]phenyl]-5-methyl-4,5-dihydro-3 (2H)-pyridazinone.
    Type: Grant
    Filed: May 16, 1985
    Date of Patent: March 24, 1987
    Assignee: Smith Kline & French Laboratories Ltd.
    Inventor: Robert A. Slater
  • Patent number: 4616082
    Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and Q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification,The new compounds are useful e.g. as stabilizers in photographic material.
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: October 7, 1986
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4614747
    Abstract: This invention relates to novel compounds having pharmaceutical activity and having the general structure ##STR1## wherein the Z, R.sub.1, R.sub.2, R.sub.3, R.sub.4, n and m are defined within.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: September 30, 1986
    Assignee: USV Pharmaceutical Corp.
    Inventors: Bernard Loev, Howard Jones, Wan-kit Chan
  • Patent number: 4544775
    Abstract: Described are ether carbinols defined according to the generic structure: ##STR1## wherein X.sub.1 represents a moiety selected from the group consisting of: ##STR2## and wherein Y.sub.1 represents C.sub.4 or C.sub.5 alkylene; C.sub.4 or C.sub.5 alkenylene or C.sub.4 or C.sub.5 alkynylene; processes for preparing such ether carbinols by means of first reacting allyl ethers with a mixture of carbon monoxide and hydrogen by means of an oxo reaction to produce ether carboxaldehydes and then reducing the thus formed ether carboxaldehydes to ether carbinols; or reacting camphene with appropriate diols; as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carbinols.
    Type: Grant
    Filed: August 24, 1984
    Date of Patent: October 1, 1985
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
  • Patent number: 4536347
    Abstract: Ruthenium-on-charcoal and ruthenium-on-carbon black catalysts, containing from 0.1 to 5% by weight of iron, for the preparation of olefinically unsaturated alcohols by selective hydrogenation of the corresponding .alpha., .beta.-unsaturated carbonyl compounds in the liquid phase are prepared by modifying the catalyst with iron only after it has been impregnated with the ruthenium compound, and reducing the catalyst with hydrogen at from 400.degree. to 600.degree. C., with thorough mixing.The catalysts according to the invention are particularly useful for improving the industrially difficult hydrogenation of citral to give the soughtafter fragrances geraniol and nerol.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: August 20, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Horner, Matthias Irgang
  • Patent number: 4533759
    Abstract: Ethylene glycol monoaryl ethers useful as fragrance chemicals are obtained by ethoxylating a phenol in the presence of an alkali metal borohydride and alkali metal hydroxide and neutralizing the resulting monoethoxylated product to pH 6.5-7.5 with an aliphatic di- or polycarboxylic acid or hydroxyaliphatic carboxylic acid. Ethylene glycol monophenyl ether having a consistent mild rose odor profile and free of undesirable metallic notes is obtained by the present process.
    Type: Grant
    Filed: July 6, 1984
    Date of Patent: August 6, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventor: Eugene G. Harris
  • Patent number: 4521634
    Abstract: Described are ether carbinols defined according to the generic structure: ##STR1## wherein X.sub.1 represents a moiety selected from the group consisting of: ##STR2## and wherein Y.sub.1 represents C.sub.4 or C.sub.5 alkylene or C.sub.4 or C.sub.5 alkenylene or C.sub.4 or C.sub.5 alkynylene; processes for preparing such ether carbinols by means of first reacting allyl ethers with a mixture of carbon monoxide and hydrogen by means of an oxoreaction to produce ether carboxaldehydes and then reducing the thus formed ether carboxaldehydes to ether carbinols; or reacting camphene with appropriate diols; as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carbinols.
    Type: Grant
    Filed: January 26, 1984
    Date of Patent: June 4, 1985
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
  • Patent number: 4518788
    Abstract: Aromatic polyvinylethers and active hydrogen compound reaction products thereof have been found to provide fast heat curable molding compositions when used with various heat activated curing catalysts, for example, diaryliodonium salts in combination with aromatic polyvinylether soluble copper compounds, or dialkylhydroxyarylsulfonium salts in combination with certain organic oxidants.
    Type: Grant
    Filed: January 20, 1983
    Date of Patent: May 21, 1985
    Assignee: General Electric Company
    Inventor: James V. Crivello
  • Patent number: 4489212
    Abstract: Arenes are reacted with allyl chloride to produce allylarenes and 2-chloropropyl- or propenylarenes using a catalyst comprising a metal oxide substrate having tantalum (V) halide/oxide bound to the surface of the substrate.
    Type: Grant
    Filed: October 25, 1983
    Date of Patent: December 18, 1984
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 4435585
    Abstract: There is disclosed a novel process for preparing a number of cinnamaldehyde derivatives. These cinnamaldehyde derivatives can be reduced to dihydrocinnamaldehyde derivatives, a number of which are commercially important in the preparation of fragrances. The invention is also directed to a number of novel intermediates and their preparation.
    Type: Grant
    Filed: November 17, 1981
    Date of Patent: March 6, 1984
    Assignee: Givaudan Corporation
    Inventors: Yvo Crameri, Paul A. Ochsner, Peter Schudel
  • Patent number: 4388323
    Abstract: There are described hydroquinone-diethers endowed with a high acaricide activity, the processes for their preparation and their use as acaricides.
    Type: Grant
    Filed: March 17, 1981
    Date of Patent: June 14, 1983
    Assignee: Montedison S.p.A.
    Inventors: Pietro Massardo, Angelo Longoni, Paolo Piccardi
  • Patent number: 4352760
    Abstract: The present invention provides novel substituted heptadeca-5,9- and 5,10-dienoic acid and similar fatty acid compounds which are derivatives of certain prostaglandins and are potent thromboxane A.sub.2 inhibitors. By virtue of this pharmacological property, they represent useful pharmacological agents for a wide variety of purposes.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: October 5, 1982
    Assignee: The Upjohn Company
    Inventor: Kirk M. Maxey
  • Patent number: 4277610
    Abstract: A synthesis of 2,6,10-trimethyl-undecan-1-ol, an intermediate for producing vitamin E, from methacrolein, crotonaldehyde, .beta.-hydroxy-isobutyric acid including intermediates in this synthesis.
    Type: Grant
    Filed: May 12, 1978
    Date of Patent: July 7, 1981
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Noal Cohen, Gabriel Saucy
  • Patent number: 4263212
    Abstract: The present invention relates to a process for the preparation of aromatic or furyl substituted olefins, which comprises reacting an olefinic compound with an aromatic compound or furan compound in the presence of carbon monoxide by using a rhodium carbonyl complex as a catalyst to form a corresponding aromatic or furyl substituted olefin.
    Type: Grant
    Filed: February 14, 1980
    Date of Patent: April 21, 1981
    Assignee: Rikagaku Kenkyusho
    Inventors: Pangbu Hong, Hiroshi Yamazaki
  • Patent number: 4247718
    Abstract: An improved process for the preparation of .alpha.-.beta. unsaturated alcohols by the liquid phase catalytic hydrogenation of the corresponding aldehyde. An aldehyde is selected having the general formula ##STR1## wherein at least one of R.sub.1, R.sub.2 and R.sub.3 is an unsubstituted phenyl group or a phenyl group substituted with alkyl and/or alkoxy groups wherein the carbon atoms of the substituents on any phenyl group total no more than five, and the remainder of said R.sub.1, R.sub.2 and R.sub.3 independently represents hydrogen or an alkyl group having from 1 to 10 carbon atoms. The selected aldehyde is hydrogenated in the presence of a platinum catalyst in a liquid reaction medium of water and a water-immiscible organic solvent, wherein an alkali metal hydroxide and/or an alkali metal alkoxide promoter is dissolved in the water.
    Type: Grant
    Filed: March 13, 1979
    Date of Patent: January 27, 1981
    Assignee: Stamicarbon, B.V.
    Inventors: Jozef M. A. Dautzenberg, Joannes M. C. A. Mulders, Petrus A. M. J. Stijfs
  • Patent number: 4235932
    Abstract: Compounds represented by the formulaHC.tbd.C--H.sub.2 C--O--H.sub.2 C--X--CH.sub.2 --O--CH.sub.2 --C.tbd.CHwherein X is phenylene or cyclohexylene as well as pesticidal compositions containing these compounds as the active ingredient, and methods for their use, are disclosed.
    Type: Grant
    Filed: May 29, 1979
    Date of Patent: November 25, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Silvia Dorn, Albert Pfiffner, Rene Zurfluh
  • Patent number: 4226800
    Abstract: Phenolic materials containing propargyl groups are prepared by reacting a polyhydric, phenolic material with propargyl bromide, the reaction being conducted in an aqueous sodium hydroxide solution. The products can be thermally polymerized to polymers which are useful as adhesives and as matrix resins in the fabrication of composites.
    Type: Grant
    Filed: June 14, 1979
    Date of Patent: October 7, 1980
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventor: Lewellyn G. Picklesimer
  • Patent number: 4225527
    Abstract: Novel 9-(halo-substituted phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraene derivatives useful in treating dermatological conditions.
    Type: Grant
    Filed: December 15, 1977
    Date of Patent: September 30, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Werner Bollag, Rudolf Ruegg, Gottlieb Ryser
  • Patent number: 4224244
    Abstract: Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid, tetraenal or tetraenol derivatives useful as anti-tumor agents.
    Type: Grant
    Filed: May 9, 1979
    Date of Patent: September 23, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Werner Bollag, Rudolf Ruegg, Gottlieb Ryser
  • Patent number: 4202822
    Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the F.sub.1 series.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: May 13, 1980
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: 4199531
    Abstract: A novel method for producing hydroquinone and quinone derivatives by a regio- and stereo-specific coupling reaction of hydroquinone derivative having a terminal activated (poly)prenyl side chain with a prenyl derivative. This method can provide in good yield various hydroquinone and quinone derivatives having any prenyl length of the side chain.
    Type: Grant
    Filed: October 11, 1977
    Date of Patent: April 22, 1980
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Kaneyoshi Kato
  • Patent number: 4196127
    Abstract: There is provided a novel method of synthesizing certain heterocyclic quinones. In particular there is provided a novel and regiospecific synthesis of 9-acetyl-6,11-dihydroxy-4-methoxy-7,8,9,10-tetrahydronaphthacene-5,12-quin one (7,9-dideoxydaunomycinone) which is a known intermediate in the synthesis of daunomycinone. There is also provided a method of preparing analogs of 7,9-dideoxydaunomycinone which thus provide for the preparation of known and desired analogs of daunomycinone. Daunomycinone is a known compound which is an intermediate in the preparation of the clinically accepted naturally-occurring antitumor antibiotics daunomycin and its derivative adriamycin.
    Type: Grant
    Filed: June 1, 1978
    Date of Patent: April 1, 1980
    Assignee: Research Corporation
    Inventors: Francis Johnson, Kyoung S. Kim
  • Patent number: 4182911
    Abstract: Novel optically-active (S)- 1-aryloxy-2,3-epoxy-propane derivatives, a process for their manufacture, various intermediates used in the preparation thereof, and a process for using them for the manufacture of optically-active (S)-1-aryloxy-3-amino-2-propanol derivatives useful as .beta.-adrenergic blocking agents.
    Type: Grant
    Filed: December 20, 1977
    Date of Patent: January 8, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventor: Howard Tucker