Cyclic Alcohol Moiety Patents (Class 560/220)
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Patent number: 5283360Abstract: An unsaturated (meth)acrylic compound of formula: ##STR1## (X.dbd.O, S, NH, NR.sup.3 (R.sup.3 =C.sub.1-12 -alkyl) or O--(CH.sub.2).sub.n (where n=1-16 approximately); R.sup.2 =C.sub.2-20 straight-chain or branched alkyl, monocyclic or polycyclic cycloalkyl or heterocycloalkyl, or alkylaryl hydrocarbon chain, comprising an olefinic double bond in the chain, or at the end of the chain in the case of alkyl or alkylaryl, or an exocyclic or endocyclic olefinic double bond in the case of monocyclic or polycyclic cycloalkyl or heterocycloalkyl; and R.sup.1 =H or C.sub.1-5 -alkyl), is reacted at 10.degree.-60.degree. C. with at least one oxidizing compound (hydrogen peroxide) in the presence of at least one catalyst (alkali metal molybdates and tungstates) and in the presence of at least one phase transfer agent and when R.sup.2 =polycyclic cycloalkyl or hetercycloalkyl, an organic peracid or hydrogen peroxide in the presence of at least one heteropolyacid.Type: GrantFiled: July 8, 1991Date of Patent: February 1, 1994Assignee: AtochemInventors: Paul Caubere, Yves Fort, Agnes Ortar
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Patent number: 5231220Abstract: Derivatives (I) of norbornylane and of dimethanodecahydornaphthylane of formula: ##STR1## in which: R is the hydrogen atom when n is equal to 1, orR is the acrylol or methacryloyl radical when n is equal to 0 or 1.Also disclosed are processes for the preparation of the derivatives (I) and their application in obtaining polymers and copolymers.Type: GrantFiled: May 14, 1992Date of Patent: July 27, 1993Assignee: NorsolorInventors: Jean Francois Croisy, Paul Grosius
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Patent number: 5210282Abstract: Perfluoro(cycloaliphatic methyleneoxyalkylene) compositions are provided. These compositions comprise perfluoro(cycloaliphatic methyleneoxyalkylene) carbonyl fluoride compounds having (a) a perfluorocycloaliphatic moiety which can have up to two perfluoroalkyl substituents and a perfluoroalkylene substituent, and (b) a perfluoromethyleneoxyalkylene carbonyl fluoride radical, the methylene group of the radical being bonded to a ring carbon atom or the perfluoroalkylene substituent of the moiety and the alkylene group of the perfluoromethyleneoxyalkylene carbonyl fluoride being a perfluoro(methyl)methylene group, a perfluoroisopropyleneoxy(methyl)methylene group, or a poly(perfluoroisopropyleneoxy)perfluoro(methyl)methylene group having up to about 10 perfluoroisopropyleneoxy units.Type: GrantFiled: June 30, 1992Date of Patent: May 11, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard M. Flynn, Patricia M. Savu
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Patent number: 5191032Abstract: A heterofunctional macromer represented by the formula: ##STR1## in which R.sub.1 is H or C.sub.1 -C.sub.4 alkyl; R.sub.2 is a (poly) lactone or (poly) ether chain;X.sub.1 is --COO--, --COOCH.sub.2 CH.sub.2 OCO--, --CONHCOO--, --COOCH.sub.2 CH.sub.2 NH--COO-- or ##STR2## X.sub.2 is --O--, --COO-- or --OCO--NH--R.sub.3 --NHCOO-- group; R.sub.3 is C.sub.1 -C.sub.6 alkylene, aromatic or alicyclic group;A is --CH.sub.2 --, --C(CH.sub.3).sub.2 -- or ##STR3## group; and reactive polymers derived from said macromer.Type: GrantFiled: November 22, 1991Date of Patent: March 2, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki
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Patent number: 5157148Abstract: Fluorine-containing alicyclic or aromatic cyclic compounds represented by the formula ##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 group, the alicyclic hydrocarbon group or aromatic hydrocarbon group may be linked by O, S or CH.sub.2, or may form a condensed ring, X is ##STR2## Y is H or CH.sub.3, n is zero or a positive number, are useful as an effective component of the adhesive composition.Type: GrantFiled: October 18, 1990Date of Patent: October 20, 1992Assignees: Daikin Industries, Ltd., Nippon Telegraph and Telephone CorporationInventors: Akira Ohmori, Yoshiki Shimizu, Motonobu Kubo, Kouzaburou Nakamura, Tohru Maruno, Norio Murata, Hideo Kobayashi
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Patent number: 5132335Abstract: Acrylic and methacrylic esters of substituted 1,2-bis(phenoxy)-3,3,4,4,5,5-hexafluoro-1-cyclopentenes of the formula ##STR1## in which, in each case independently of one another, R.sup.1 and R.sup.2 denote C.sub.1 -to C.sub.4 -alkyl, C.sub.1 - to C.sub.4 -halogenoalkyl or hydrogen,R.sup.3 and R.sup.4 denote (n+1)- or (m+1)-valent, straight-chain or branched hydrocarbon radicals having 2 to 15 carbon atoms, which may optionally contain 1 to 3 oxygen bridges,R.sup.5 and R.sup.6 denote hydrogen or methyl,X represents ##STR2## and n and m denote integers from 1 to 5The ester can be polymerized to form dental fillings, coatings and artificial teeth.Type: GrantFiled: February 11, 1991Date of Patent: July 21, 1992Assignee: Bayer AktiengesellschaftInventors: Michael Muller, Wolfgang Podszun, Jens Winkel, Michael Negele
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Patent number: 5105010Abstract: Carbodiimide compounds having the following structural formula are claimed: ##STR1## Z being selected from the group consisting of the following moieties: ##STR2## wherein R.sub.1 represents an alkylidene radical;R.sub.2 represents hydrogen or an alkyl radical;R.sub.3 represents an alkyl radical, an aromatic hydrocarbon moiety or a cycloaliphatic hydrocarbon moiety or substituted derivatives thereof;R.sub.4 represents an aromatic hydrocarbon moiety;R.sub.5 represents an alkyl radical; andx is an integer ranging from 1 to 6.Polymers containing moieties of at least two such carbodiimide compounds depending therefrom are also claimed and are useful in the formulation of coating compositions which harden or cure at low temperatures.Type: GrantFiled: June 13, 1991Date of Patent: April 14, 1992Assignee: PPG Industries, Inc.Inventors: Padmanabhan Sundararaman, James A. Claar, Charles M. Kania
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Patent number: 5084584Abstract: There are disclosed a process for producing an .alpha.-acyloxy-.alpha.,.beta.-unsaturated carbonyl compound represented by the general formula (VI): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.4 are independently hydrogen atoms or substituted or unsubstituted hydrocarbon residues, or R.sub.1 and R.sub.2, when taken together with one another in an optional combination, form a ring, R.sub.3 is a substituted or unsubstituted hydrocarbon residue, and indicates that the configuration may be either E-configuration or Z-configuration, in particular, a 20-acyloxy-17(20)-methylen-21-al-steroid represented by the partial structural formula (II): ##STR2## wherein R is a hydrocarbon residue, and indicates that the configuration of the acyloxy group and the formyl group bonded to the carbon atom at the 20-position may be either E-configuration or Z-configuration, which comprises oxidizing a propargyl ester represented by the general formula (V): ##STR3## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.Type: GrantFiled: October 9, 1990Date of Patent: January 28, 1992Assignee: Nippon Zeon Co., Ltd.Inventors: Kiyoshi Watanabe, Hideaki Kataoka, Kuniaki Goto
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Patent number: 5041620Abstract: A method for producing an optically active 2-cyclopenten-4-one-1-ol ester useful as an intermediate for medicines, agricultural chemicals and represented by the general formula (I), ##STR1## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, and a mark * represents an asymmetric carbon,which comprises bringing a 2-cyclopenten-4-one-1-ol ester represented by the general formula ##STR2## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, into contact with an optically active 1,6-diphenyl-2,4-hexadiyne-1,6-diol derivative represented by the general formula (II), ##STR3## wherein R' represents a halogenated phenyl, lower alkylphenyl, naphthyl or tertiary lower alkyl group, and a mark * represents an asymmetric carbon,in an organic solvent to obtain an optically active cyclopentenone ester complex which is a bound product of the optically active 2-cType: GrantFiled: August 4, 1986Date of Patent: August 20, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Fumio Toda, Masayoshi Minai
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Patent number: 5021453Abstract: Compounds of formula (I) and (II): ##STR1## are HMG-CoA reductase inhibitors.Type: GrantFiled: June 6, 1990Date of Patent: June 4, 1991Assignee: Merck & Co., Inc.Inventors: Henry Joshua, Kenneth E. Wilson, Michael S. Schwartz, Ta J. Lee, Gerald E. Stokker
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Patent number: 5010105Abstract: Compounds of Formula (I) and (II): ##STR1## are HMG-CoA reductase inhibitors.Type: GrantFiled: May 9, 1990Date of Patent: April 23, 1991Assignee: Merck & Co., Inc.Inventor: Ta J. Lee
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Patent number: 5008436Abstract: For filling and forming teeth, novel (meth)acrylic acid derivatives of triisocyanates of the formula ##STR1## wherein R.sup.1 and R.sup.2 are identical or different and stand for hydrogen or a lower alkyl radical,R.sup.3, R.sup.4 and R.sup.5 are identical or different and denote hydrogen or methyl,Y.sup.1 to Y.sup.3 are identical or different and denote divalent straight-chain or branched hydrocarbon radicals of 2 to 15 carbon atoms which may optionally include 1 to 3 oxygen bridges and which may be unsubstituted or substituted by 1 to 4 additional (meth)acryloyloxy radicals,X.sup.1 to X.sup.3 are identical or different and denote --NR.sup.1 -- or --O--, at least one of the radicals X.sup.1 to X.sup.3 denoting --NR.sup.1 --, and the ringsA and B are identical or different and may be aromatic or saturated.Type: GrantFiled: May 1, 1990Date of Patent: April 16, 1991Assignee: Bayer AktiengesellschaftInventors: Michael Muller, Wolfgang Podszun, Jens Winkel
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Patent number: 5006622Abstract: Branched alkylhydroxycycloalkyl methacrylate monomers, such as t-butylhydroxycyclohexyl methacrylate, are polymerized with hydrophilic monomers and crosslinking agents to produce compositions for shaped biomedical devices, including soft contact lenses. Such copolymers have high oxygen permeability and good mechanical properties.Type: GrantFiled: April 2, 1987Date of Patent: April 9, 1991Assignee: Bausch & Lomb IncorporatedInventors: Jay F. Kunzler, Gary D. Friends
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Patent number: 4916255Abstract: Methacrylate esters of alcohols having an ether linkage and/or an alicyclic ring can be obtained with no trouble of coloration or polymer formation during the production and for the product. An alcohol having an ether linkage and/or an alicyclic ring is treated with an alkaline substance, and the treated alcohol is caused to react with methyl methacrylate for a transesterification reaction in the presence of an alkaline substance.Type: GrantFiled: May 16, 1988Date of Patent: April 10, 1990Assignee: Hitachi, Ltd.Inventors: Akihiro Kobayashi, Toshiyuki Fujita, Takayuki Saito, Toshio Akima
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Patent number: 4906675Abstract: An active energy ray-curable composition substantially comprising at least one of (meth)acrylates and oligomers thereof represented by the following general formula (I) ##STR1## wherein R represents a hydrogen atom or a methyl group, X represents an alkylene group in which at least one hydrogen atom may be replaced by a hydroxyl group, m is 0 or an integer of 1 to 4, Y represents a hydrocarbon group having a cyclic hydrocarbon moiety therein, and n is 1 or 2. The composition is useful as an adhesive, particularly as one in the production of optical discs.Type: GrantFiled: February 10, 1987Date of Patent: March 6, 1990Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Hajime Inagaki, Kenji Yamane
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Patent number: 4894181Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.Type: GrantFiled: May 16, 1988Date of Patent: January 16, 1990Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Klaus Praefcke, Bernd Kohne, Eike Poetsch
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Patent number: 4874889Abstract: 3-Pentenoates are prepared by isomerization of 2-pentenoates to 3-pentenoates by a process in which the 2-pentenoate is treaated with from 0.01 to 0.5 mole of cyclic tertiary amine having a pK.sub.a of >6 per mole of 2-pentenoate at from 50.degree. to 250.degree. C. and the 3-pentenoate is distilled off continuously.Type: GrantFiled: November 18, 1987Date of Patent: October 17, 1989Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Franz Merger, Hans-Juergen Gosch
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Patent number: 4853151Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.Type: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4841005Abstract: A tricyclodecane derivative represented by formula (I): ##STR1## wherein R.sup.1 represents a group X.sup.1 O-- or a hydrogen atom;R.sup.2 represents a hydrogen atom when R.sup.1 represents a group X.sup.1 O--, or R.sup.2 represents a group X.sup.1 O-- when R.sup.1 represents a hydrogen atom;wherein X.sup.1 represents a group ##STR2## or a hydrogen atom, wherein X.sup.2 represents a hydrogen atom, a methyl group, or a trifluoromethyl group;R.sup.3 represents a fluoroalkyl group containing from 1 to 21 carbon atoms, an iodine atom, or a hydrogen atom; andR.sup.4 represents an iodine atom or a hydrogen atom when R.sup.3 represents a fluoroalkyl group containing from 1 to 21 carbon atoms, or R.sup.4 represents a fluoroalkyl group containing from 1 to 21 carbon atoms when R.sup.3 represents an iodine atom or a hydrogen atom.Type: GrantFiled: February 12, 1988Date of Patent: June 20, 1989Assignee: Daikin Industries, Ltd.Inventors: Sinji Tamaru, Motonobu Kubo
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Patent number: 4788218Abstract: Novel compounds having the general formula: ##STR1## wherein: R.sup.1 is hydrogen or an acyl substituent of the formula:--(C.dbd.O)--R.sup.2wherein:R.sup.2 is an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkylene, haloalkyl, aryl, haloaryl or arylalkylene are described. These compounds have both gonadotropic and antigonadotropic properties depending upon the dosage level, and are therefore useful in therapy in the control of male fertility in mammals, particularly in human beings. These compounds combine gonadotropic, antigonadotropic and androgenic properties in the same compound. Their use with LHRH antagonists on male fertility control is also disclosed.Type: GrantFiled: April 28, 1986Date of Patent: November 29, 1988Assignee: SRI InternationalInventors: Masato Tanabe, David F. Crowe, George Detre, Peters, Richard H., Mitchell A.g34 Avery
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Patent number: 4788327Abstract: 4,4'-(Perfluoroisopropylidene)dicyclohexanol or its organic acid ester of the formula ##STR1## wherein R' is hydrogen atom or acyl group having 1 to 10 carbon atoms, is useful as a starting material of a curable resin, cross-linking agent or the like.Type: GrantFiled: February 19, 1988Date of Patent: November 29, 1988Assignee: Daiken Industries, Ltd.Inventors: Sinji Tamaru, Motonobu Kubo
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Patent number: 4786427Abstract: Use as lubricants, especially for tractive drives, of ester compounds of the general formula I ##STR1## wherein Cb denotes a carboxylic grouping which may be monocarboxylic (MCb) of formula --O--CO--or --CO--O--, dicarboxylic (DiCb) of formula --O--CO--R.sub.4 --CO--O--or --CO--O--R.sub.4 --O--CO--, or tetracarboxylic (TCb) of formula --O--CO--R.sub.5 --CO--O--R.sub.6 --O--CO--R.sub.5 --CO--O--; R.sub.4 represents an optionally substituted alkylene or alkenylene group, a C.sub.5-10 cycloalkylene group, a di-(C.sub.5-10 cycloalkylene) group, or a C.sub.5-10 cycloalkenylene group; R.sub.5 represents an alkylene group and R.sub.6 represents a cycloalkylene group;each group R.sub.3 individually represents a C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.3-20 mono- or polycycloalkyl group or a hydrogen atom; m and n are each 0 or 1;R.sub.1 represents an optionally substituted C.sub.4-10 tertiary alkyl group or an optionally substituted C.sub.3-8 cycloalkyl or C.sub.6-14 bicyclo or tricycloalkyl group; and R.sub.Type: GrantFiled: October 22, 1987Date of Patent: November 22, 1988Assignee: Shell Oil CompanyInventor: Martin P. Dare-Edwards
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Patent number: 4780542Abstract: The invention relates to the preparation of an ester or an amide from an anhydride with an alcohol or an amine, wherein the anhydride is first prepared by reacting an acid and an alkyl chloroformate in a 100% aqueous medium, that is, 100% water.Type: GrantFiled: September 26, 1983Date of Patent: October 25, 1988Assignee: Montefiore Medical CenterInventor: Iraj Lalezari
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Patent number: 4778915Abstract: The invention relates to fluoroacrylic monomers of formula: ##STR1## in which R.sub.f denotes a perfluoroalkyl radical, R is hydrogen or a methyl radical, R' denotes an alkyl or cycloalkyl radical, or --NR'-- denotes a 1, 4-piperazinylene radical, W and Z denote divalent connecting groups, Q is oxygen or sulphur or an --NR"-- group, R" denoting hydrogen an alkyl radical, and A is a C.sub.2 or C.sub.3 alkylene group. The polymers (homo- or copolymers) derived from these monomers may be used for the water-repellency and oil-repellency treatment of various substrates, particularly leather.Type: GrantFiled: October 16, 1986Date of Patent: October 18, 1988Assignee: AtochemInventors: Marie-Jose Lina, Andre Dessaint
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Patent number: 4767883Abstract: A cyclohexyleneoxyalkyl acrylate monomer having the structural formula: ##STR1## wherein R is H or CH.sub.3,a is an integer of from 1 to 10 andb is 1 or 2is useful in polymerizable compositions.Type: GrantFiled: July 24, 1987Date of Patent: August 30, 1988Assignee: Eastman Kodak CompanyInventor: Michel F. Molaire
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Patent number: 4744828Abstract: The invention relates to novel (meth)-acrylic acid derivatives of tricyclodecanes of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and denote hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sup.3 and R.sup.4 are identical or different and represent the groups. ##STR2## in which X is a divalent bridge member comprising the group ##STR3## and Y is a linear or branched hydrocarbon chain which has 2 to 10 carbon atoms and can optionally contain oxygen bridges and is optionally substituted by 1 to 4 acrylate or methacrylate radicals, andR.sup.5 represent hydrogen or methyl andR.sup.6 represents hydrogen, lower alkyl or phenyland to their use in dental compositions.Type: GrantFiled: June 4, 1986Date of Patent: May 17, 1988Assignee: Bayer AktiengesellschaftInventors: Jens Winkel, Bruno Bomer, Carlhans Suling, Jurgen Reiners, Wolfgang Podszun
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Patent number: 4744827Abstract: (Meth)-acrylic acid derivatives of tricyclodecanes of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and denote hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sup.3 and R.sup.4 are identical or different and represent the group ##STR2## wherein X denotes a divalent bridge member from the group ##STR3## and Y denotes a divalent bridge member from the group ##STR4## and wherein R.sup.5 represents hydrogen or methyl and R.sup.6 represents lower alkyl or phenyl, have been found. Dental compositions in which the present (meth)-acrylic acid derivatives of tricyclodecanes are used, exhibit considerably less polymerization shrinkage.Type: GrantFiled: June 4, 1986Date of Patent: May 17, 1988Assignee: Bayer AktiengesellschaftInventors: Jens Winkel, Bruno Bomer, Robert Schmitz-Josten, Gerhard Klein, Carlhans Suling, Dieter Arlt
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Patent number: 4739112Abstract: Perfluoropolycycloalkanes are provided. These perfluoropolycycloalkanes are ring assemblies having (a) at least two perfluorinated cyclohexane rings, (b) at least two perfluorinated fused ring systems, or (c) combinations of at least one perfluorinated cyclohexane ring with at least one perfluorinated fused ring system, each perfluorinated ring or fused ring system being directly joined to another perfluorinated ring or ring system by a single bond and the ring assemblies having a total of at least 13 carbon atoms.Type: GrantFiled: February 1, 1985Date of Patent: April 19, 1988Assignee: Minnesota Mining and Manufacturing CompanyInventor: Patricia M. Savu
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Patent number: 4736055Abstract: Oxime sulfonates of formula I ##STR1## wherein Y is a polymerizable unsaturated group or epoxide group or an --OH, --NHR.sup.5, --COOH, COOR.sup.6, --COCl, --CH.sub.2 Hal, --SO.sub.2 Cl or --NCO group, Z is an (x+y)-valent connecting member, R.sup.1 and R.sup.2 are monovalent organic radicals, m is 0 or 1, x is 1 or 2 and y is 1 or 2, can be converted into polymers which can be thermally or photochemically dissociated to form free sulfonic acid groups. Said polymers can therefore be used as photoresists which can be developed with aqueous alkalis.Type: GrantFiled: April 11, 1986Date of Patent: April 5, 1988Assignee: Ciba-Geigy CorporationInventors: Kurt Dietliker, Werner Rutsch, Godwin Berner, Max Hunziker, Christopher G. Demmer
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Patent number: 4716241Abstract: Novel cyclopentane derivatives which are useful as an intermediate for the preparation of N-(L-aspartyl)-N'-(2,2,5,5-tetramethylcyclopentanecarbonyl)-R-1,1-diaminoe thane are represented by the formula (I) ##STR1## wherein R.sub.1 is hydrogen and R.sub.2 is cyano, formyl, carbamoyl, alkanesulfonyloxy, or ##STR2## wherein R.sub.3 and R.sub.4 are the same or different and represent alkyl, substituted alkyl or R.sub.1 and R.sub.2 are combined to be methylsulfinylmethylene, acetoxymethylthiomethylene, halomethylthiomethylene, methylthiomethylene, alkoxy-methylene, or --CH.sub.2 --O--.Type: GrantFiled: February 28, 1986Date of Patent: December 29, 1987Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Takayoshi Yamauchi, Kaneaki Hattori, Shunichi Ikeda, Kentaro Tamaki
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Patent number: 4707295Abstract: Bicyclooctane derivatives of the formula IR.sup.1 --A.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 independently of one another are each an alkyl group which has 1-12 C atoms and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by O atoms and/or CO groups and/or --O13 CO groups and/or --CO--O groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 being also --A.sup.3 --R.sup.3,A.sup.1 is a 1,4-cyclohexylene group which is unsubstituted or substituted in the 1-position and/or 2-position and/or 3-position and/or 4-position by alkyl which has in each case 1-5 C atoms and is unsubstituted or substituted or fluorinated, and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by one or two different groupings from the group --O--, --CO--, --CH.dbd.CH--, --S--, --SO-- or --SO.sub.2 --, or is substituted by F, Cl, Br, CN and/or CHO,A.sup.2 is a 1,4-bicyclo[2.2.2] octylene group,--A.sup.3 --R.sup.3 is --Cy--R.sup.Type: GrantFiled: March 24, 1986Date of Patent: November 17, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Ludwig Pohl, Bernhard Scheuble, Andreas Wachtler, Reinhard Hittich, Peter Fuss
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Patent number: 4663412Abstract: Polymers of fluorene containing compounds which form crosslinked networks are found to provide useful negative photoresists which are sensitive in the ultraviolet wavelength range of between about 200 nm to 300 nm. When used in negative photoresist compositions, these fluorene compounds produce a high resolution and thus higher information density in microcircuits manufactured using these photoresists.Type: GrantFiled: July 2, 1986Date of Patent: May 5, 1987Assignee: Ecoplastics LimitedInventors: James E. Guillet, Anthony E. Redpath
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Patent number: 4640706Abstract: Novel cyclohexenonecarboxylic acid derivatives exhibit herbicidal and plant growth regulating activity.The cyclohexenonecarboxylic derivatives are of the formula I ##STR1## wherein A is an aliphatic or aromatic alcohol, or is an amino group which may be substituted by halogen, lower alkoxy, lower alkylthio, nitro or cyano, or is a heterocyclic amino group which is unsubstituted or substituted,R is C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio,R.sub.1 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl or C.sub.3 -C.sub.6 alkynyl,B is an aliphatic or aromatic radical or is an aliphatic or aromatic carbonyl or sulfonyl group which may be substituted by halogen, lower alkoxy, lower alkylthio, nitro or cyano.The compounds are suitable for selectively controlling grasses in crops of useful plants.Type: GrantFiled: March 20, 1985Date of Patent: February 3, 1987Assignee: Ciba-Geigy CorporationInventor: Hans-Georg Brunner
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Patent number: 4624980Abstract: An N-t-alkyl-N-sec-alkyl secondary amine compound of the formula: ##STR1## wherein X, Y and Z are each independently selected from --H, --OH, or an alkyl group having from 1 to about 15 carbon atoms; and n is an integer of from 3 to about 6.Type: GrantFiled: March 28, 1985Date of Patent: November 25, 1986Assignee: Milliken Research CorporationInventors: John W. Rekers, Edward W. Kluger
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Patent number: 4620028Abstract: Compounds having the general formula: ##STR1## wherein X is the 2-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)oxy, R is --(CH.sub.2).sub.p -- where p varies from 1 to 3; R' is (CH.sub.2).sub.n -- where n varies from 1 to 7; R" is hydrogen or methyl; and m is 0 to 4.Type: GrantFiled: May 28, 1985Date of Patent: October 28, 1986Assignee: SCM CorporationInventors: C. Rodney Gorman, James M. Evans, Sean G. Traynor
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Patent number: 4613680Abstract: Angelic acid or esters thereof which are useful as perfume materials are prepared by isomerizing tiglic acid or an ester thereof with an organic sulfinic acid as the catalyst, and novel esters of angelic acid represented by the formula ##STR1## wherein R represents 3-hexenyl, 3-methyl-2-butenyl, 3-methyl-3-butenyl, 3-methyl-2-pentenyl, 3-methyl-4-pentenyl, CH.sub.3 (CH.sub.2).sub.l - (in which l is an integer from 5 to 9), cyclopentyl, cyclohexyl, 2-methylpentyl, .alpha.-methylbenzyl, neryl or furfuryl are provided as part of said esters of angelic acid.Type: GrantFiled: February 24, 1984Date of Patent: September 23, 1986Assignee: Toray Industries, Inc.Inventors: Masanobu Naruto, Hisao Kondo, Go Hata
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Patent number: 4612386Abstract: Carboxylic acid esters are produced by the reaction of a carboxylic acid halide with a carbonate ester in the presence of an initiator. The reaction of a dicarboxylic acid dihalide and a bis(alkyl carbonate) ester produces a polymeric polyester.Type: GrantFiled: December 17, 1981Date of Patent: September 16, 1986Assignee: The Dow Chemical CompanyInventor: James M. Renga
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Patent number: 4609491Abstract: Novel odorant substances of the formula: ##STR1## wherein: one of the three dotted lines represents an optional bond,R.sup.1 represents hydrogen, an alkyl group of one to four carbons or an alkenyl group of two to four carbons,R.sup.2 represents hydrogen or methyl,R.sup.3 represents hydrogen or methyl, provided thatR.sup.2 and R.sup.3 are never both hydrogen, and novel fragrance compositions containing same.Type: GrantFiled: May 23, 1983Date of Patent: September 2, 1986Assignee: Givaudan CorporationInventor: Hanspeter Schenk
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Patent number: 4594448Abstract: Esters of vinylcarboxylic acids having the formula (I): ##STR1## wherein R is H, or methyl. The esters of the present invention are useful as monomers which can be used to prepare polymers which are used to prepare dental materials.Type: GrantFiled: August 9, 1985Date of Patent: June 10, 1986Assignee: Rohm GmbH Chemische FabrikInventor: Heinz-Juergen Hohage
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Patent number: 4556729Abstract: A novel diacrylate or dimethacrylate characterized in that diols having two allyloxy groups in a molecule are esterified with acrylic acid, methacrylic acid or their derivatives, and represented by the following structural formula: ##STR1## wherein R denotes acryloyl or methacryloyl group, and a method for manufacturing the same.Type: GrantFiled: July 9, 1984Date of Patent: December 3, 1985Assignee: Sanyo-Kokusaku Pulp Co., Ltd.Inventors: Motonobu Kubo, Kazumi Honda
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Patent number: 4532050Abstract: Described is a genus of compounds defined according to the structure: ##STR1## hereinafter termed "norbornyl esters" wherein R.sub.1, R.sub.2 and R.sub.3 represent methyl or hydrogen with the proviso that at least one of R.sub.1, R.sub.2 and R.sub.3 is hydrogen as well as uses thereof in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos, smoking tobaccos, smoking tobacco articles, perfume compositions, colognes and perfumed articles (including, but not limited to, solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, hair preparations and perfumed polymers). Also described is a novel process for preparing such norbornyl esters.Type: GrantFiled: August 24, 1984Date of Patent: July 30, 1985Assignee: International Flavors & Fragrances Inc.Inventor: Mark A. Sprecker
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Patent number: 4515931Abstract: Compositions comprising polyfunctional acrylate monomers of the formula ##STR1## wherein R.sup.1 is an aliphatic or alicyclic radical having about 20-40 carbon atoms, R.sup.2 is hydrogen or methyl, and n is from 2 to 4, at least about 40% of said monomers containing alicyclic R.sup.1 moieties, may be polymerized to form polymers useful as dielectrics for capacitors. Illustrative polyfunctional acrylates are those prepared from a diol which is the reduction product of linoleic acid dimer, or from condensation products of fatty acids such as linoleic acid with such materials as acrylic acid.Type: GrantFiled: December 19, 1983Date of Patent: May 7, 1985Assignee: General Electric CompanyInventors: Daniel R. Olson, Timothy W. O'Donnell
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Patent number: 4474806Abstract: Sulfonyl or carbonyl derivatives of inositols are found to be effective phospholipase C inhibitors and thereby potent anti-inflammatory and analgesic agents. These inositol derivatives are prepared by condensation of a protected inositol with a substituted sulfonic or carboxylic acid derivative followed by removal of protecting groups.Type: GrantFiled: May 10, 1982Date of Patent: October 2, 1984Assignee: Merck & Co., Inc.Inventors: Thomas R. Beattie, Shu S. Yang
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Patent number: 4474982Abstract: 1-Halomethyl-2-alkoxyethyl acrylates and methacrylates useful for making acrylate and methacrylate polymers and copolymers. Preferred monomers are used to prepare fluorochemical copolymers which impart oil and water repellency to cellulosic materials and textile fibers. The fluorochemical copolymers are derived (by weight) from about 1 to 30% of the preferred monomers, 60 to 80% fluorochemical acrylate, 1 to 15% glycidyl acrylate or methacrylate, 1 to 6% of certain cationic acrylates or methacrylates, and 0 to 20% vinylidene chloride.Type: GrantFiled: October 13, 1982Date of Patent: October 2, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventor: Richard D. Howells
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Patent number: 4438278Abstract: Compounds useful in making crosslinkable polymers having the formula (I): ##STR1## wherein R is hydrogen or methyl; R.sup.1 is cyano or ##STR2## wherein R.sup.2 is alkyl; Z is --X--R.sup.3 --X--or ##STR3## wherein each --X-- is --O-- or --NR.sup.4 --, provided at least one --X-- is --NR.sup.4 -- wherein R.sup.4 is hydrogen or alkyl, R.sup.3 is divalent hydrocarbon and D.sub.1 and D.sub.2 together are the carbon atoms necessary to complete a 5 to 7 membered ring. These compounds can be homopolymerized or copolymerized with each other or with other polymerizable ethylenically unsaturated monomers to give crosslinkable polymers. Such polymers can be purified by conventional purification techniques such as dialysis, diafiltration, ultrafiltration without losing their capability of crosslinking. The resulting purified polymers are particularly useful in photographic materials as gelatin extenders, binders or polymeric color couplers.Type: GrantFiled: April 19, 1982Date of Patent: March 20, 1984Assignee: Eastman Kodak CompanyInventors: Ignazio S. Ponticello, Kenneth R. Hollister, Richard C. Tuites
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Patent number: 4435316Abstract: Described is a genus of compounds defined according to the structure: ##STR1## hereinafter termed "norbornyl esters" wherein R.sub.1, R.sub.2 and R.sub.3 represent methyl or hydrogen with the proviso that at least one of R.sub.1, R.sub.2 and R.sub.3 is hydrogen as well as uses thereof in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos, smoking tobaccos, smoking tobacco articles, perfume compositions, colognes and perfumed articles (including, but not limited to, solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, hair preparations and perfumed polymers). Also described is a novel process for preparing such norbornyl esters.Type: GrantFiled: July 8, 1982Date of Patent: March 6, 1984Assignee: International Flavors & Fragrances Inc.Inventor: Mark A. Sprecker
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Patent number: 4426505Abstract: New polymers are disclosed comprising recurring units of the formula ##STR1## wherein R is hydrogen or lower alkyl containing from 1 to 5 carbon atoms, L is a divalent linking group, and each X is independently chloro or bromo. The polymers are capable of providing a relatively high index of refraction in combination with a relatively high Abbe number and can be utilized as raw materials in the manufacture of plastic optical articles or elements such as lenses or prisms and in the manufacture of optical films and coatings.Type: GrantFiled: February 25, 1982Date of Patent: January 17, 1984Assignee: Polaroid CorporationInventor: Richard A. Minns
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Patent number: 4377707Abstract: Halogenated dicyclopentyl ethers or thioethers of alkylene glycol mono(meth) acrylate or mono (meth) propionates are prepared. The dihalo compounds having (meth) acrylic functionality are useful to prepare thermosetting or thermoplastic resins with built in fire retardency. The tetrahalo compounds are useful fire retardant additives in the manufacture of polymeric foams.Type: GrantFiled: December 17, 1981Date of Patent: March 22, 1983Assignee: The Dow Chemical CompanyInventors: Clinton J. Boriack, Hans R. Friedli
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Patent number: 4374263Abstract: The invention relates to an esterification process employing as a heterogeneous catalyst an inorganic oxide, e.g. silica, to which there is bonded by reaction with surface hydroxyl groups a sulphonic acid-functionalized silane.Type: GrantFiled: October 24, 1980Date of Patent: February 15, 1983Assignee: The British Petroleum Company LimitedInventors: Ronald D. Hancock, Robert Mackison
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Patent number: 4370497Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.Type: GrantFiled: August 7, 1980Date of Patent: January 25, 1983Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz