Sulfur, Not Bonded Directly To A Ring, In Same Side Chain As Ester Function Patents (Class 560/15)
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Patent number: 4342705Abstract: 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: GrantFiled: December 1, 1980Date of Patent: August 3, 1982Assignee: Monsanto CompanyInventors: Otto W. Maender, Eiichi Morita
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Patent number: 4330556Abstract: 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: GrantFiled: January 5, 1981Date of Patent: May 18, 1982Assignee: Ciba-Geigy CorporationInventors: Adolf Hubele, Wolfgang Eckhardt, Walter Kunz
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Patent number: 4311514Abstract: 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: GrantFiled: September 2, 1980Date of Patent: January 19, 1982Assignee: Ciba-Geigy CorporationInventors: Henry Szczepanski, Otto Rohr, Hermann Rempfler
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Patent number: 4302366Abstract: 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: GrantFiled: November 1, 1979Date of Patent: November 24, 1981Assignee: Produits Chimiques Ugine KuhlmannInventors: Jean Perronin, Andre L. Dessaint
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Patent number: 4301296Abstract: 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: GrantFiled: September 29, 1980Date of Patent: November 17, 1981Assignee: The Goodyear Tire & Rubber CompanyInventor: Joseph A. Kuczkowski
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Patent number: 4296125Abstract: 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: GrantFiled: February 21, 1980Date of Patent: October 20, 1981Assignee: Alpha Farmaceutici S.p.A.Inventors: Valerio Borzatta, Manlio Cristofori, Mauro Morotti, Giuseppe Mascellani
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Patent number: 4295976Abstract: 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: GrantFiled: September 28, 1976Date of Patent: October 20, 1981Assignee: Produits Chimiques Ugine KuhlmannInventors: Andre L. Dessaint, Jean Perronin
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Patent number: 4284790Abstract: 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: GrantFiled: January 23, 1979Date of Patent: August 18, 1981Assignee: Sandoz Ltd.Inventors: Hans Hinsken, Horst Mayerhoefer, Wolfgang Mueller
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Patent number: 4270948Abstract: .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: GrantFiled: October 17, 1979Date of Patent: June 2, 1981Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
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Patent number: 4254020Abstract: 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: GrantFiled: November 16, 1979Date of Patent: March 3, 1981Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
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Patent number: 4245108Abstract: 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: GrantFiled: August 17, 1978Date of Patent: January 13, 1981Assignee: Sagami Chemical Research CenterInventors: Kiyosi Kondo, Daiei Tunemoto, Akira Negishi, Minoru Suda
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Patent number: 4243816Abstract: 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: GrantFiled: July 17, 1978Date of Patent: January 6, 1981Assignee: Ciba-Geigy CorporationInventor: Andreas Schmidt
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Patent number: 4242519Abstract: Novel .alpha.-thio-alkanoic acid derivatives and a process for their preparation. These novel compounds can be easily converted to useful medicines.Type: GrantFiled: March 13, 1979Date of Patent: December 30, 1980Assignee: Sagami Chemical Research CenterInventors: Genichi Tsuchihashi, Katsuyuki Ogura, Shuichi Mitamura
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Patent number: 4241217Abstract: 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: GrantFiled: May 26, 1978Date of Patent: December 23, 1980Assignee: The Goodyear Tire & Rubber CompanyInventor: Joseph A. Kuczkowski
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Patent number: 4237298Abstract: 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: GrantFiled: December 5, 1978Date of Patent: December 2, 1980Assignee: Sagami Chemical Research CenterInventors: Genichi Tsuchihashi, Katsuyuki Ogura
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Patent number: 4233054Abstract: 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: GrantFiled: March 12, 1979Date of Patent: November 11, 1980Assignee: Ciba-Geigy CorporationInventors: Henry Szczepanski, Otto Rohr, Georg Pissiotas, Beat Bohner, Hermann Rempfler
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Patent number: 4223155Abstract: 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: GrantFiled: July 26, 1979Date of Patent: September 16, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4219562Abstract: 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: GrantFiled: March 8, 1979Date of Patent: August 26, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4204064Abstract: 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: GrantFiled: January 24, 1978Date of Patent: May 20, 1980Assignee: L'OrealInventor: Gregoire Kalopissis
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Patent number: 4185155Abstract: 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: GrantFiled: October 28, 1977Date of Patent: January 22, 1980Assignee: Polaroid CorporationInventors: Henry Bader, Susan J. Pavelko
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Patent number: 4180672Abstract: 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: GrantFiled: March 7, 1977Date of Patent: December 25, 1979Assignee: Teijin LimitedInventors: Seizi Kurozumi, Takeshi Toru, Makiko Kobayashi, Yoshinobu Hashimoto
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Patent number: 4151211Abstract: 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: GrantFiled: March 6, 1978Date of Patent: April 24, 1979Assignee: Borg-Warner CorporationInventors: Ingenuin Hechenbleikner, William P. Enlow
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Patent number: 4134879Abstract: 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: GrantFiled: November 5, 1976Date of Patent: January 16, 1979Assignee: Ciba-Geigy CorporationInventor: Andreas Schmidt
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Patent number: 4107197Abstract: 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: GrantFiled: March 31, 1977Date of Patent: August 15, 1978Assignee: International Flavors & Fragrances Inc.Inventors: William J. Evers, Howard H. Heinsohn, Jr.
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Patent number: 4080364Abstract: 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: GrantFiled: September 27, 1976Date of Patent: March 21, 1978Assignee: Argus Chemical CorporationInventors: Otto S. Kauder, Lawrence R. Brecker
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Patent number: 4077942Abstract: 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: GrantFiled: December 17, 1976Date of Patent: March 7, 1978Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
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Patent number: 4072718Abstract: 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: GrantFiled: July 19, 1976Date of Patent: February 7, 1978Assignee: Phillips Petroleum CompanyInventor: William G. Billings
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Patent number: 4062973Abstract: 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: GrantFiled: October 6, 1976Date of Patent: December 13, 1977Assignee: Boehringer Ingelheim GmbHInventors: Josef Nickl, Berthold Narr, Erich Muller, Josef Roch, Walter Haarmann
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Patent number: 4058554Abstract: 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: GrantFiled: December 22, 1975Date of Patent: November 15, 1977Assignee: Lever Brothers CompanyInventors: Eddie N. Gutierrez, Vincent Lamberti