Polycarboxylic Acid Patents (Class 560/154)
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Patent number: 4395569Abstract: A sulfonic acid salt of an acyloxyalkylamine is prepared by reaction of an organic acid or amino-acid with a sulfonic acid salt of an alkanolamine. Isocyanates are prepared therefrom by reaction with phosgene.Type: GrantFiled: December 17, 1979Date of Patent: July 26, 1983Assignee: Rohm and Haas CompanyInventors: Sheldon N. Lewis, Jerome F. Levy
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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: 4313956Abstract: Novel, transient prodrug forms of the phenolic dihydroxy sympathomimetic amines have (i) the structural formula (I): ##STR1## wherein X is O, S or NR.sup.5 ; n is 1 or 2; R.sup.1 is the monodehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 1, and the didehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 2; R.sup.Type: GrantFiled: December 28, 1979Date of Patent: February 2, 1982Assignee: INTERx Research Corp.Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4311706Abstract: Novel, transient prodrug forms of dopa and dopamine have (i) the structural formula (I): ##STR1## wherein each R is independently selected from the group consisting of hydrogen, R.sup.3 -CO- and ##STR2## wherein X is O, S or NR.sup.6 ; R.sup.1 is hydrogen or --COOR.sup.8 ; R.sup.2 is hydrogen or OR; R.sup.Type: GrantFiled: January 22, 1980Date of Patent: January 19, 1982Assignee: INTERx Research CorporationInventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4307225Abstract: An olefinically unsaturated alkyl carboxylate is reacted with hydrogen sulfide in the presence of a lower alkanol using an addition catalyst with water and/or sulfur cocatalyst to give an alkyl mercaptocarboxylate/dialkyl thiodicarboxylate mixture having a high proportion of the mercaptocarboxylate. If sulfur is contained in the cocatalyst, dialkyl dithiodicarboxylates are also formed. The resulting mixture on transesterification with a poly(oxyalkylene)-polyol gives a poly(oxyalkylene)-polyester-poly(monosulfide)-polythiol or a poly(oxyalkylene)-polyester-poly(monosulfide)-poly(disulfide)-polythiol having a good balance of properties.Type: GrantFiled: June 9, 1980Date of Patent: December 22, 1981Assignee: Phillips Petroleum CompanyInventor: Rector P. Louthan
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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: 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: 4267307Abstract: A sealant composition based on a mercaptan-terminated liquid polymer, fillers, plasticizer, and curing agent wherein the liquid mercaptan-terminated polymer employed is prepared from a mercapto acid or mercapto acid ester and a polyoxypropylene glycol, the polyoxypropylene glycol having been end-capped with ethylene oxide prior to esterification to give primary alcohol terminal groups. The cured sealant based on the ethylene oxide-end capped polymer exhibits a non-tacky surface, whereas a cured sealant based on a propylene oxide end-capped glycol exhibits a tacky surface.Type: GrantFiled: November 29, 1979Date of Patent: May 12, 1981Assignee: Phillips Petroleum CompanyInventors: Rector P. Louthan, Richard C. Doss
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Patent number: 4248723Abstract: Acetal and thioacetal derivatives of the formula I ##STR1## in which R.sub.1 and R.sub.2 are identical or different C.sub.1 -C.sub.12 alkyl or together are C.sub.4 -C.sub.7 alkylene, X and Y are identical or different and are each O or S and R.sub.3 is C.sub.1 -C.sub.18 alkyl, C.sub.6 -C.sub.18 aryl, C.sub.7 -C.sub.9 aralkyl, carboxy-(C.sub.1 -C.sub.2)-alkyl, (C.sub.1 -C.sub.18 -alkoxy)-carbonyl-(C.sub.1 -C.sub.2)-alkyl, N-C.sub.1 -C.sub.18 -alkylated carbamoyl-(C.sub.1 -C.sub.2)-alkyl or an ammonium salt of an amine with carboxymethyl or 2-carboxyethyl, or two R.sub.3 radicals of an acetal/thioacetal group together are C.sub.2 -C.sub.4 alkylene.Type: GrantFiled: June 14, 1978Date of Patent: February 3, 1981Assignee: Ciba-Geigy CorporationInventor: Andreas Schmidt
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Patent number: 4238397Abstract: Hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one vinylidene monomer having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) a mixture of at least one hydroxyl-containing disulfide and at least one hydroxyl-containing trisulfide. Use of the above disulfide-trisulfide mixture permits viscosity control during polymerization with substantially less disulfide required than if the disulfide alone were used, and the resulting polymers have less odor and discolor less upon heating than if the disulfide alone were used.Type: GrantFiled: May 18, 1979Date of Patent: December 9, 1980Assignee: The B. F. Goodrich CompanyInventor: Jack C. Gilles
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Patent number: 4231956Abstract: The process of preparing thioethers by reacting aliphatic thioalcohols, e.g., mercaptans, including hydrogen sulfide with activated, alpha, beta unsaturated compounds ##STR1## capable of participating in the Michael Addition Rection* in which X is a suitable electron withdrawing group. The Addition, which is carried out in the presence of a catalytic base is greatly improved with respect to minimizing formation of side products by utilizing a specially selected catalyst comprising one or more cyclic tertiary nitrogen compounds having an excellent balance between reactivity and selectivity. The preparation of thioethers from acrylic acid derivatives especially esters (CH.sub.2 .dbd.CH--COOR', R'=C.sub.1 --C.sub.8) is preferred. The preparation of the dimethyl ester of 3,3'-thiodipropionic acid to result in dimethylthiodipropionate of relatively high purity is especially preferred.* See Vogel, PRACTICAL ORGANIC CHEMISTRY, p. 912-913, Third Enlarged Edition.Type: GrantFiled: August 28, 1978Date of Patent: November 4, 1980Assignee: Exxon Research & Engineering Co.Inventors: Daniel S. Sullivan, III, Wilbur L. Bridges
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Patent number: 4232167Abstract: An olefinically unsaturated alkyl carboxylate is reacted with hydrogen sulfide in the presence of a lower alkanol using an addition catalyst with water and/or sulfur cocatalyst to give an alkyl mercaptocarboxylate/dialkyl thiodicarboxylate mixture having a high proportion of the mercaptocarboxylate. If sulfur is contained in the cocatalyst, dialkyl dithiodicarboxylates are also formed. The resulting mixture on transesterification with a poly(oxyalkylene)-polyol gives a poly(oxyalkylene)-polyester-poly(monosulfide)-polythiol or a poly(oxyalkylene)-polyester-poly(monosulfide)-poly(disulfide)-polythiol having a good balance of properties.Type: GrantFiled: December 5, 1978Date of Patent: November 4, 1980Assignee: Phillips Petroleum CompanyInventor: Rector P. Louthan
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Patent number: 4207238Abstract: Hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one vinylidene monomer having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) a mixture of at least one hydroxyl-containing disulfide and at least one hydroxyl-containing trisulfide. Use of the above disulfide-trisulfide mixture permits viscosity control during polymerization with substantially less disulfide required than if the disulfide alone were used, and the resulting polymers have less odor and discolor less upon heating than if the disulfide alone were used.Type: GrantFiled: September 1, 1977Date of Patent: June 10, 1980Assignee: The B. F. Goodrich CompanyInventor: Jack C. Gilles
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Patent number: 4182725Abstract: Novel bisphenol condensation derivatives including polyphosphorous, polyborate, polycarbonate and polysilicate products which are capped with various capping agents such as phenoxy or alkoxy compounds are effective stabilizers for a wide spectrum of hydrocarbon polymeric materials against their thermal oxidative and photochemical degradations.Type: GrantFiled: April 3, 1978Date of Patent: January 8, 1980Assignee: Exxon Research & Engineering Co.Inventors: Joseph C. Floyd, Don A. Plank
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Patent number: 4177338Abstract: Organic polymer compounds having semi-telechelic olefinic unsaturation, which correspond to the general formula: ##STR1## in which V is the radical of an organic compound containing at least one polymerizable ##STR2## group and another group capable of reacting with the functional groups of organic compounds having radicals represented by W and Y; W is the radical of a chain transfer agent RSH, R being an organic radical having at least one hydroxyl or carboxyl group; X is the radical of an organic compound containing a polymerizable ##STR3## group; Y is the radical of an organic compound containing a polymerizable ##STR4## group and at least one other reactive group selected from hydroxyl, carboxyl, acid anhydride and epoxy groups; y is 0 or a whole number of from 1 to 10; x is the number of moles of X necessary to enable the chain --(X).sub.x --(Y).sub.Type: GrantFiled: October 24, 1974Date of Patent: December 4, 1979Assignee: UCB, Societe AnonymeInventors: August Vrancken, Paul Dufour
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Patent number: 4171282Abstract: The perfluoroalkylthio-substituted half esters and amides of succinic acid having the formula ##STR1## wherein R.sub.f is a perfluoroalkyl, R.sup.1 alkylene optionally interrupted with oxygen, sulfur or nitrogen atom, X is oxygen or NH, y is zero or 1, Q is a polyether or polyester diradical moiety having a molecular weight of 300 to 5000 or a polysiloxane having 5 to 80 repeating units and A is hydrogen, hydroxyl, amino, alkoxy of 1 to 21 carbons, phenoxy, alkylphenoxy of 7 to 20 carbons, dialkylamino where each alkyl has 1 to 18 carbons or the group ##STR2## said compounds being prepared by first reacting maleic anhydride with a polyether, polyester, diamine or a polysiloxane derivative of an alcohol or a primary amine and then reacting the product with a perfluoroalkyl alkylene thiol. The novel compounds are useful as surfactants with specific applications as wetting agents in coatings, waxes, emulsions, paints and resins.Type: GrantFiled: December 7, 1977Date of Patent: October 16, 1979Assignee: Ciba-Geigy CorporationInventor: Karl F. Mueller
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Patent number: 4132702Abstract: Compounds of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another denote alkyl, cycloalkyl or aralkyl, R.sub.3 denotes hydrogen or, conjointly with R.sub.1, denotes tetramethylene, R.sub.4 denotes hydrogen or lower alkyl or, conjointly with R.sub.2, denotes tetramethylene, R.sub.5 denotes hydrogen, alkyl, aralkyl, acyloxyalkyl, oxaalkyl or phenyl, R.sub.6 denotes hydrogen, alkhyl, phenyl or the group or, conjointly with R.sub.5, denotes alkylene, R.sub.7 denotes hydrogen, alkyl, phenyl, benzyl or alkylphenyl or, conjointly with R.sub.5 or R.sub.6, denotes alkylene or, conjointly with R.sub.5 and R.sub.6, denotes alkanetriyl, R.sub.5, R.sub.6 and R.sub.7 together containing at least one carbon atom, Y denotes --O-- or --NH--, P denotes 1, 2, 3 or 4 and A denotes hydrogen or a group which is derived from an organic or inorganic oxygen acid A-(OH).sub.p, are suitable for stabilizing organic material against thermo-oxidative degradation.Type: GrantFiled: July 27, 1976Date of Patent: January 2, 1979Assignee: Ciba-Geigy CorporationInventors: Andreas Schmidt, Kurt Schwarzenbach
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Patent number: 4129510Abstract: Sulfur-containing compounds of the formula ##STR1## WHEREIN R is a hydrocarbyl radical; each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is independently hydrogen or a hydrocarbyl radical; m' is from one to about five; and each A is an alkyl radical containing at least one carboxyl group or functional derivative thereof, are useful as additives in lubricants and fuels.Type: GrantFiled: April 28, 1976Date of Patent: December 12, 1978Assignee: The Lubrizol CorporationInventor: Donald M. Smith
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Patent number: 4128483Abstract: Novel sulfur-containing complex esters are constituted with thiodipropionic acid, polyhydric alcohols having at least three valencies and monobasic acids having 5 - 24 carbon atoms. The sulfur-containing complex esters are excellent in the thermal stability and the lubricity, so that these esters are useful as base oils for spin finishing compositions for synthetic fibers.Type: GrantFiled: March 9, 1978Date of Patent: December 5, 1978Assignee: Nippon Oil and Fats Co. Ltd.Inventors: Shiro Ishida, Genuemon Funatsuki, Hiromi Izaiku, Jiro Hirano
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Patent number: 4125622Abstract: 1,4-Oxathianes of the formula ##STR1## and the physiologically-acceptable salts thereof wherein R.sup.1 is H or alkyl with 1-4 C-atoms; R.sup.2 is H or alkyl with 1-4 C-atoms; R.sup.3 is H, alkyl with 1-8 C-atoms, phenyl or phenyl substituted by F, Cl, Br, OH, OCH.sub.3, CF.sub.3 or NO.sub.2 ; R.sup.4 is H or CH.sub.3 ; B is a single bond, --CH.sub.2 --, --CH.sub.2 CH.sub.2 -- or --CH.sub.2 O--; and a wavy line ( ) indicates that these bonds can be in the .alpha.- or .beta.- positions possess thrombocyte inhibition properties.Type: GrantFiled: December 14, 1977Date of Patent: November 14, 1978Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Hans-Eckart Radunz, Dieter Orth, Manfred Baumgarth, Reinhard Lissner, Jurgen Maisenbacher
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Patent number: 4113707Abstract: Poly(oxyalkylene)-polyester-poly(sulfide)-polythiol is prepared by ester interchange between an alkyl mercaptocarboxylate/dialkyl thiodicarboxylate mixture and a poly(oxyalkylene)-polyol. The resulting polymer is a liquid material having more than two, preferably at least three pendant thiol groups. This polymer exhibits exceptional stability and is well suited for sealant applications.Type: GrantFiled: November 2, 1976Date of Patent: September 12, 1978Assignee: Phillips Petroleum CompanyInventors: Rector P. Louthan, Richard C. Doss
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Patent number: 4088674Abstract: This invention concerns novel ester isocyanates derived from acyloxyalkylamine hydrochlorides. The novel compounds may contain a hetero atom in either the acid or alkanolamine moiety and may contain oxalic acid as the acyl moiety.Type: GrantFiled: May 12, 1972Date of Patent: May 9, 1978Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Jerome F. Levy
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Patent number: 4083848Abstract: Novel carbonic acid esters are disclosed which are useful in a process for introducing esterified carboxy-type protective groups on amino and/or imino groups in amino and/or imino group - containing compounds for the temporary protection of said amino and/or imino groups. Additionally, processes for preparing said esters are also disclosed.Type: GrantFiled: January 3, 1977Date of Patent: April 11, 1978Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masumi Itoh, Takashi Kamiya, Daijiro Hagiwara
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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: 4067901Abstract: A process is provided for the preparation of mercapto propionic acid esters and/or polythio dipropionic acid esters by reaction of an acrylic acid ester with hydrogen sulfide in the presence of a weakly basic amine as a catalyst, a polythiodipropionic acid ester as a reactive solvent, and added elemental sulfur.Type: GrantFiled: May 11, 1977Date of Patent: January 10, 1978Assignee: Witco Chemical CorporationInventors: Shaul Gladstone, Srinivasa R. Rao, C. Joseph Rosshirt
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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
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Patent number: 4052440Abstract: A process is provided for the preparation of mercapto propionic acid esters and/or polythio dipropionic acid esters by reaction of an acrylic acid ester with hydrogen sulfide in the presence of a weakly basic amine base as a catalyst and a polythiodipropionic acid ester as a reactive solvent.Type: GrantFiled: September 19, 1975Date of Patent: October 4, 1977Assignee: Witco Chemical CorporationInventors: Shaul Gladstone, Srinivasa R. Rao, C. Joseph Rosshirt