Sulfur, Not Bonded Directly To A Ring, In Same Side Chain As Ester Function Patents (Class 560/15)
  • Patent number: 4342705
    Abstract: Vulcanizable rubber compositions are described which are inhibited from premature vulcanization by activated methylene di(thioethers) in which the adjacent activating groups are either carbonyl or cyano. Novel compounds are also described.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: August 3, 1982
    Assignee: Monsanto Company
    Inventors: Otto W. Maender, Eiichi Morita
  • Patent number: 4330556
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently of one another are each C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy or halogen,R.sub.3 is hydrogen, C.sub.1 -C.sub.3 -alkyl or halogen,R.sub.4 is hydrogen or methyl, the total number of carbon atoms in R.sub.1, R.sub.2, R.sub.3 and R.sub.4 not exceeding 6,R.sub.5 is C.sub.3 -C.sub.8 -alkyl, C.sub.2 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl both unsubstituted or substituted by halogen, or it is C.sub.3 -C.sub.7 -cycloalkyl unsubstituted or substituted by halogen or C.sub.1 -C.sub.3 -alkyl, or it is C.sub.6 -C.sub.10 -aryl unsubstituted or substituted by halogen, cyano, nitro, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy or C.sub.1 -C.sub.2 -halogenoalkyl,R.sub.6 is 2-furyl or 2-tetrahydrofuryl both unsubstituted or substituted by halogen, or R.sub.6 is .beta.-(C.sub.1 -C.sub.4)-alkoxyethyl, or the group CH.sub.2 Z, where Z is one of the groups (a) -X-R.sub.7, (b) -NH-N(R.sub.8)(R.sub.9), (c) -OSO.sub.2 R.sub.
    Type: Grant
    Filed: January 5, 1981
    Date of Patent: May 18, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Wolfgang Eckhardt, Walter Kunz
  • Patent number: 4311514
    Abstract: The sulfur-containing alkanecarboxylic acids of the formula ##STR1## possess herbicidal and plant growth-regulating properties. In this formula, A is the cyano group, the carboxyl group, a carboxylic acid salt or a carboxylic acid ester, thioester, or carboxamide radical, n is O, 1 or 2, Q is a substituted phenyl or pyrid-2-yl radical, R.sub.3 is a halogen atom, cyano, or nitro group, R.sub.4 is C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkynyl, phenyl or benzyl, C.sub.2 -C.sub.6 alkoxyalkyl or C.sub.3 -C.sub.12 cycloalkyl.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: January 19, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Szczepanski, Otto Rohr, Hermann Rempfler
  • Patent number: 4302366
    Abstract: The present invention relates to new fluorinated products resulting from the reaction of:(a) one molecule of one or more acids of the formula:HS - A (COOH).sub.n (I)and of(b) one to five molecules of one or more compounds possessing at least one ethylenic bond, at least one of these compounds corresponding to the general formula: ##STR1## and possibly neutralized or partially neutralized with an inorganic or organic base.In the formulae (I) and (II), A represents an aliphatic or aromatic hydrocarbon radical, n is a whole number from 1 to 4, Rf represents a straight or branched perfluorinated chain containing 1 to 20 carbon atoms, B represents bivalent, possibly branched, chaining and may comprise sulfur, oxygen or nitrogen atoms, one of the symbols R represents a hydrogen atom and the other a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms.
    Type: Grant
    Filed: November 1, 1979
    Date of Patent: November 24, 1981
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Jean Perronin, Andre L. Dessaint
  • Patent number: 4301296
    Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis(3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.
    Type: Grant
    Filed: September 29, 1980
    Date of Patent: November 17, 1981
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Joseph A. Kuczkowski
  • Patent number: 4296125
    Abstract: Derivatives of benzoylphenoxyalkanoic acids corresponding to the formula: ##STR1## wherein: X represents for example a halogen, R.sup.1 and R.sup.2 represent for example alkyl groups, R represents for example an aminoacid; and the salts thereof are new products showing antilipaemic and anticholesterolemic pharmacological activity.
    Type: Grant
    Filed: February 21, 1980
    Date of Patent: October 20, 1981
    Assignee: Alpha Farmaceutici S.p.A.
    Inventors: Valerio Borzatta, Manlio Cristofori, Mauro Morotti, Giuseppe Mascellani
  • Patent number: 4295976
    Abstract: New fluorinated telomerization products are disclosed which are products produced by the reaction of:a. one mole of an ester of one or more acids of the formulaHS-A(COOH).sub.n (I)with one or more polyols, andb. 1 to 5 moles of one or more compounds possessing at least one ethylenic bond, one at least of these compounds conforming to the general formula ##STR1## In formulae (I) and (II), A represents a hydrocarbon radical which may contain atoms of oxygen, nitrogen, phosphorus, sulphur or halogen, n is a whole number from 1 to 4, Rf is a perfluorinated chain containing 1 to 20 carbon atoms, B is a bivalent chain, one of the symbols R represents a hydrogen atom and the other a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms. These products when applied to substrates, such as textile fabrics, confer on them a permanent anti-stain and soil release finish while permitting easy elimination of soil by washing.
    Type: Grant
    Filed: September 28, 1976
    Date of Patent: October 20, 1981
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Andre L. Dessaint, Jean Perronin
  • Patent number: 4284790
    Abstract: 3-Hydroxylbenzyl compounds of formula, ##STR1## in which each of R.sub.1, R.sub.2 and R.sub.3 is a hydrocarbon group, e.g. alkyl, R.sub.4 is hydrogen or alkyl, or forms with R.sub.1 --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, and Z is either an oxygen- or sulphur-containing group featuring at least one ester or amide moiety, or a disubstituted amino group, Z being bound to the rest of the molecule via the oxygen or sulphur atom, or nitrogen atom, respectively, are useful as antioxidants. Organic materials which are susceptible to the degradative effects of oxygen are treated with one or more of such compounds, e.g. by incorporation into the body of the organic material, in order to be stabilized against such effects.
    Type: Grant
    Filed: January 23, 1979
    Date of Patent: August 18, 1981
    Assignee: Sandoz Ltd.
    Inventors: Hans Hinsken, Horst Mayerhoefer, Wolfgang Mueller
  • Patent number: 4270948
    Abstract: .alpha.-[4-(4-Trifluoromethylphenoxy)phenoxy]alkanecarboxylic acids (the "4-trifluoromethylphenoxy group" of which may contain one chlorine atom as a substituent) and derivatives thereof useful as a herbicide, a herbicidal composition containing the compound, methods of controlling weeds and production thereof.
    Type: Grant
    Filed: October 17, 1979
    Date of Patent: June 2, 1981
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
  • Patent number: 4254020
    Abstract: Compounds of the formula: ##STR1## wherein R is selected from (1) alkyl radicals having 6 to 20 carbon atoms; (2) phenyl radicals which may be substituted by 1 or 2 alkyl groups having 1 to 8 carbon atoms; or (3) aralkyl radicals having 7 to 12 carbon atoms; and wherein R.sup.1 is selected from (1) alkylene radicals having 2 to 6 carbon atoms; (2) cycloalkylene radicals having 5 to 12 carbon atoms; (3) alkylcycloalkylene radicals of the formula --R.sub.3 --R.sub.2 (R.sub.4).sub.n, wherein R.sub.2 is a cycloalkylene radical having 5 to 12 carbon and R.sub.3 and R.sub.4 are alkylene radicals having 1 to 6 carbon atoms, and n equals 1 or 0; (4) or a group of the formula --R.sub.5 --YR.sub.6, wherein R.sub.5 and R.sub.6 are alkylene radicals having 2 to 6 carbon atoms and Y is oxygen, sulfur, or a 1,4-phenylene radical.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: March 3, 1981
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard H. Kline
  • Patent number: 4245108
    Abstract: A process for preparing a 2-thio-2-substituted-alkanoic acid derivative represented by the formula (I) ##STR1## wherein A, R, R.sup.3 and R.sup.4 are as defined hereinafter, which comprises condensing an aldehyde compound of the formula (V)A--CHO (V)wherein A is as defined hereinafter, with a haloform of the formula CHX.sub.3 wherein X is as defined hereinafter and a mercaptan compound of the formula (IV)R.sup.3 SH (IV)wherein R.sup.3 is as defined hereinafter, in the presence of a base to produce a 2-(arylthio or alkylthio)-2-substituted-acetic acid of the formula (III) ##STR2## wherein A and R.sup.3 are as defined hereinafter, and reacting the resulting 2-(arylthio or alkylthio)-2-substituted-acetic acid of the formula (III) with an alkylating agent represented by the formula (II)RZ (II)wherein R and Z are as defined hereinafter, in the presence of at least 2 mols of a base per mol of the 2-(arylthio or alkylthio)-2-substituted-acetic acid, to form the compound of the formula (I) wherein R.sup.
    Type: Grant
    Filed: August 17, 1978
    Date of Patent: January 13, 1981
    Assignee: Sagami Chemical Research Center
    Inventors: Kiyosi Kondo, Daiei Tunemoto, Akira Negishi, Minoru Suda
  • Patent number: 4243816
    Abstract: Compounds of the general formula I ##STR1## in which R.sub.1 and R.sub.5 independently of one another denote hydrogen or lower alkyl, one of R.sub.2 and R.sub.3 denotes hydroxyl and the other denotes alkyl, cycloalkyl or aralkyl, R.sub.4 denotes hydrogen or, if R.sub.3 denotes hydroxyl, additionally also denotes alkyl, cycloalkyl or aralkyl, X denotes a group ##STR2## wherein R.sub.8 is alkyl, aralkyl or phenyl and R.sub.9 is alkyl, aralkyl, phenyl or the group ##STR3## or R.sub.9 and R.sub.8 together are alkylene, Y.sub.1 and Y.sub.2 independently of one another denote oxygen or sulphur, p denotes 1 or 2, q denotes 0 or 1, with the proviso that p+q=2, and R.sub.6, if q is 0, denotes alkyl, cycloalkyl, aralkyl or thiaalkyl, in which case Y.sub.1 is linked to a carbon atom in the thiaalkyl radical which does not carry a further hetero-atom, or denotes oxaalkyl, in which case Y.sub.
    Type: Grant
    Filed: July 17, 1978
    Date of Patent: January 6, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Andreas Schmidt
  • Patent number: 4242519
    Abstract: Novel .alpha.-thio-alkanoic acid derivatives and a process for their preparation. These novel compounds can be easily converted to useful medicines.
    Type: Grant
    Filed: March 13, 1979
    Date of Patent: December 30, 1980
    Assignee: Sagami Chemical Research Center
    Inventors: Genichi Tsuchihashi, Katsuyuki Ogura, Shuichi Mitamura
  • Patent number: 4241217
    Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis (3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.
    Type: Grant
    Filed: May 26, 1978
    Date of Patent: December 23, 1980
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Joseph A. Kuczkowski
  • Patent number: 4237298
    Abstract: Aromatic acetic acid derivatives having a sulfur atom at the alpha-position, and a process for their preparation. Useful drugs can be produced from derivatives. erivatives.
    Type: Grant
    Filed: December 5, 1978
    Date of Patent: December 2, 1980
    Assignee: Sagami Chemical Research Center
    Inventors: Genichi Tsuchihashi, Katsuyuki Ogura
  • Patent number: 4233054
    Abstract: New phenoxy-alkanecarboxylic acid derivatives which have a herbicidal action and which are effective in regulating plant growth are described. They correspond to the formula ##STR1## in which A is the cyano group, a carboxylic acid, a salt, ester, thioester or amide thereof,Q is a mono- to trisubstituted phenyl or pyrid-2-yl radical,R.sub.3 is hydrogen, halogen, cyano, nitro, alkyl or carbamoyl,R.sub.4 is alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, phenyl or benzyl, andX, Y and Z are each oxygen or sulfur.They can be used as selective herbicides in cereal and rice crops, or for reducing the vegetative growth, for example in soya-bean crops, and also for defoliation and desiccation in cotton or potato crops shortly before the harvesting thereof.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: November 11, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Szczepanski, Otto Rohr, Georg Pissiotas, Beat Bohner, Hermann Rempfler
  • Patent number: 4223155
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an optionally halo-substituted hydrocarbyl group, and X is --C(O)Cl, --C(O)Br or C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the neutral terpene, 3-carene.
    Type: Grant
    Filed: July 26, 1979
    Date of Patent: September 16, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4219562
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an optionally halo-substituted hydroxcarbyl group, and X is --C(O)Cl, --C(O)Br or C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.
    Type: Grant
    Filed: March 8, 1979
    Date of Patent: August 26, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4204064
    Abstract: A method, composition and compounds useful in said compositions for treating the skin and scalp characterized by an excessive secretion of sebum to improve the condition thereof by reducing said excessive secretion of sebum includes topically applying to a human having skin and/or a scalp so characterized a cosmetic composition containing as an active ingredient a derivative of cysteine or cysteamine. The composition contains about 0.1-5 weight percent of said derivative and also contains as a carrier for the active ingredient, water, a mixture of water and a lower alkanol, a lower alkanol, a mixture of a lower alkanol and a cosmetic resin, a reducing agent, a neutralizing agent or a vegetable oil.
    Type: Grant
    Filed: January 24, 1978
    Date of Patent: May 20, 1980
    Assignee: L'Oreal
    Inventor: Gregoire Kalopissis
  • Patent number: 4185155
    Abstract: A process for an acid catalyzed esterification of a mercapto-carboxylic acid followed by an in situ S-alkylation of the mercapto-ester by slow addition of aqueous base to a mixture of said ester and an alkylating agent.
    Type: Grant
    Filed: October 28, 1977
    Date of Patent: January 22, 1980
    Assignee: Polaroid Corporation
    Inventors: Henry Bader, Susan J. Pavelko
  • Patent number: 4180672
    Abstract: Organothiocyclopentanes of the formula ##STR1## wherein E represents >C.dbd.O or ##STR2## in which Z' represents a hydrogen atom, a hydroxyl group or a protected hydroxyl group; X represents --S--, --CH.sub.2 --, --CH.dbd.; represents a single or double bond; R' represents a monovalent or divalent organic group containing 1 to 25 carbon atoms; R represents a monovalent organic group containing 1 to 25 carbon atoms; Z represents a hydrogen atom, a hydroxyl group or a protected hydroxyl group; and when both E and Z represent a hydroxyl group or a protected hydroxyl group, X represents --S--.Also, 2-organothio-2-cyclopentenones of the formula ##STR3## wherein R and Z are as defined above. The compounds of formula (I) are prepared by reacting 2,3-epoxy-cyclopentanone or its derivatives with mercaptans in the presence of basic compounds.
    Type: Grant
    Filed: March 7, 1977
    Date of Patent: December 25, 1979
    Assignee: Teijin Limited
    Inventors: Seizi Kurozumi, Takeshi Toru, Makiko Kobayashi, Yoshinobu Hashimoto
  • Patent number: 4151211
    Abstract: Phenolic acetals wherein the phenolic groups are hindered by ortho substituents. The acetals are prepared by the reaction of certain phenolic aldehydes with alcohols or mercaptans and are effective to impart thermal stability to olefin polymers.
    Type: Grant
    Filed: March 6, 1978
    Date of Patent: April 24, 1979
    Assignee: Borg-Warner Corporation
    Inventors: Ingenuin Hechenbleikner, William P. Enlow
  • Patent number: 4134879
    Abstract: Compounds of the general formula I ##STR1## in which R.sub.1 and R.sub.5 independently of one another denote hydrogen or lower alkyl, one of R.sub.2 and R.sub.3 denotes hydroxyl and the other denotes alkyl, cycloalkyl or aralkyl, R.sub.4 denotes hydrogen or, if R.sub.3 denotes hydroxyl, additionally also denotes alkyl, cycloalkyl or aralkyl, X denotes a group ##STR2## wherein R.sub.8 is alkyl, aralkyl or phenyl and R.sub.9 is alkyl, aralkyl, phenyl or the group ##STR3## or R.sub.9 and R.sub.8 together are alkylene, Y.sub.1 and Y.sub.2 independently of one another denote oxygen or sulphur, p denotes 1 or 2, q denotes 0 or 1, with the proviso that p + q = 2, and R.sub.6, if q is 0, denotes alkyl, cycloalkyl, aralkyl or thiaalkyl, in which case Y.sub.1 is linked to a carbon atom in the thiaalkyl radical which does not carry a further hetero-atom, or denotes oxaalkyl, in which case Y.sub.
    Type: Grant
    Filed: November 5, 1976
    Date of Patent: January 16, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Andreas Schmidt
  • Patent number: 4107197
    Abstract: Described are .alpha.-oxy(oxo) sulfides and ethers having the generic structure: ##STR1## wherein X is one of: ##STR2## Z is one of sulfur or oxygen; when R.sub.1 and R.sub.2 are taken separately, R.sub.1 is hydrogen or methyl, and R.sub.2 is methyl; and when R.sub.1 and R.sub.2 are taken together, R.sub.1 and R.sub.2 form phenyl moieties; and Y is one of C.sub.1 -C.sub.4 alkyl, C.sub.3 or C.sub.4 alkenyl, acetyl, methoxycarbonylmethyl, or 1,3-diethylacetonyl.Addition of one or more .alpha.
    Type: Grant
    Filed: March 31, 1977
    Date of Patent: August 15, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William J. Evers, Howard H. Heinsohn, Jr.
  • Patent number: 4080364
    Abstract: Stabilizer mixtures that are capable of enhancing the resistance of polyolefins to degradation as a result of exposure to light and air, particularly at elevated temperatures, are obtained by reacting an .alpha.-olefin with an ester of a mercaptocarboxylic acid and a polyhydric alcohol, forming a reaction product of unknown structure containing thioether groups and carboxylic acid ester groups.
    Type: Grant
    Filed: September 27, 1976
    Date of Patent: March 21, 1978
    Assignee: Argus Chemical Corporation
    Inventors: Otto S. Kauder, Lawrence R. Brecker
  • Patent number: 4077942
    Abstract: Compounds such as bis[1-(4-anilinophenoxy)-2-propyl] 4,7-dithiadecanedioate and [3-(4-anilinophenoxy)-2-hydroxypropyl] 4,7-dithiadecanedioate are provided by reactions between 4-anilinophenoxy alcohols and epoxides and a dicarboxylic acid. The bis(4-anilinophenoxy) ester products are useful as antioxidants in polymers.
    Type: Grant
    Filed: December 17, 1976
    Date of Patent: March 7, 1978
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard H. Kline
  • Patent number: 4072718
    Abstract: Ditertiary organic disulfides are produced by contacting at least one ditertiary organic sulfide with at least one suitable hydrocarbyl sulfoxide and a catalyzing amount of a protonic acid.
    Type: Grant
    Filed: July 19, 1976
    Date of Patent: February 7, 1978
    Assignee: Phillips Petroleum Company
    Inventor: William G. Billings
  • Patent number: 4062973
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or halogen,R.sub.2 is hydroxyl, alkoxy of 1 to 6 carbon atoms, aralkoxy of 7 to 10 carbon atoms, amino, (alkyl of 1 to 3 carbon atoms)-amino, piperidino or morpholino, andn is 0, 1 or 2,Diastereoisomers thereof and, when R.sub.2 is hydroxyl, non-toxic, pharmacologically acceptable salts thereof formed with an inorganic or organic base; the compounds, their diastereoisomers and the salts are useful as antithrombotics, anti-hypercholesteremics and anti-hyperglyceridemics.
    Type: Grant
    Filed: October 6, 1976
    Date of Patent: December 13, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Nickl, Berthold Narr, Erich Muller, Josef Roch, Walter Haarmann
  • Patent number: 4058554
    Abstract: Novel polyfunctional compounds which may be hydrolyzed to the corresponding salts, which in turn are metal sequestering agents, are disclosed, as well as a novel method for their preparation. The compounds are the reaction product obtained from the reaction of selected salts of monoalkyl esters of maleic acid with selected active hydrogen containing compounds. These products are prepared by a reaction of the starting materials in preferably a substantially anhydrous medium at an elevated temperature.
    Type: Grant
    Filed: December 22, 1975
    Date of Patent: November 15, 1977
    Assignee: Lever Brothers Company
    Inventors: Eddie N. Gutierrez, Vincent Lamberti