Sulphur Organic Compound Containing Patents (Class 252/406)
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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: 4252698Abstract: An anti-yellowing additive is provided for environmentally acceptable stabilized vinyl chloride polymer compositions from which arsenic, beryllium, cadmium, lead, mercury, and thallium are substantially excluded, comprising at least one overbased sulfonate or phenolate compound of lithium, sodium, potassium, magnesium, calcium, strontium, barium, zinc, titanium, aluminum, zirconium, or tin, and a 1,3-diketone compound having 5 to 30 carbon atoms, which is a cyclic or open-chain 1,3-diketone or a lithium, sodium, potassium, magnesium, calcium, strontium, barium, zinc, aluminum, tin or zirconium salt thereof.Type: GrantFiled: April 17, 1979Date of Patent: February 24, 1981Assignee: Argus Chemical CorporationInventors: Michio Ito, Yoshimitsu Numajiri, Seiji Kimura, Tetsuo Sekiguchi
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Patent number: 4244848Abstract: An environmentally acceptable stabilizer composition is provided for enhancing the resistance to deterioration upon heating at 175.degree. C. of a vinyl chloride polymer from which lead, cadmium, mercury, thallium, and arsenic are substantially excluded, comprising (A) at least one zinc, alkali metal, or alkaline earth metal organic phosphate ester salt having per metal atom from one to a number equal to the valence of the metal of phosphate ester groups and from one to two organic groups per phosphate groups, the organic groups being alkyl, aryl, alkaryl, aralkyl, ether-interrupted allyl, or ether-interrupted aralkyl groups having from 1 to about 80 carbon atoms; and (B) at least one betadiketone compound having 5 to about 30 carbon atoms which is a cyclic or open-chain betadiketone or a zinc, alkali metal or alkaline earth metal salt thereof.A stabilized vinyl chloride polymer composition in which the environmentally acceptable composition is used as stabilizer is also provided.Type: GrantFiled: January 31, 1979Date of Patent: January 13, 1981Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Tetsuo Sekiguchi, Kenji Nakazawa
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Patent number: 4239803Abstract: A composition for enhancing and maintaining mechanical properties such as tensile strength of an ethylene polymer on heating at elevated temperature comprises (A) an initiator of cross-linking having a half-life measured at 110.degree. C. of 0.1 to 50 hours and (B) an alkylthioalkylenecarboxylic acid ester of a polycarbocyclic polyhydric phenol.Type: GrantFiled: June 14, 1977Date of Patent: December 16, 1980Assignee: Argus Chemical CorporationInventors: Toshio Ohzeki, Mitsuo Akutsu, Yutaka Nakahara, Tohru Haruna, Motonobu Minagawa, Masahiro Nonoyama
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Patent number: 4220805Abstract: Linear dimers of certain bisphenols are provided by heating together a monocapped bisphenol salt and a certain dihalogenated alkylene or alkarylene compound in the presence of an inert organic solvent. The linear bisphenol dimers are useful as anti-oxidants and intermediates for making polycarbonates, polyesters and block polymers.Type: GrantFiled: September 18, 1978Date of Patent: September 2, 1980Assignee: General Electric CompanyInventor: James C. Carnahan
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Patent number: 4219463Abstract: Stabilizers for organic polymeric materials are provided, comprising a 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester having the general formula: ##STR1## wherein: R.sub.1 is selected from the group consisting of ##STR2## Y is selected from the group consisting of hydrogen and O; R.sub.Type: GrantFiled: November 17, 1977Date of Patent: August 26, 1980Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Naohiro Kubota, Tohru Haruna, Toshihiro Shibata
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Patent number: 4217258Abstract: A stabilizer composition is disclosed for increasing the resistance to yellowing and loss of clarity of a vinyl halidepolymer upon heating, which comprises a thio-1,3-dicarbonyl compound represented by the formula ##STR1## in which M represents hydrogen, an organotin group or a metal, R represents hydrogen, a hydrocarbon group or a group ##STR2## each of R, R", and R'" represents hydrogen or an organic group, X is oxygen or sulfur, and n representing the valence of M is an integer from 1 to 4, and at least one heat stabilizer which is an alkyltin compound or a metal salt of a non-nitrogenous monocarboxylic acid or of a hydrocarbon-substituted phenol.Stabilized vinyl halide polymer compositions, in which the above stabilizer composition is used to improve the resistance to yellowing and the clarity, are also disclosed.Type: GrantFiled: April 27, 1979Date of Patent: August 12, 1980Assignee: Argus Chemical Corp.Inventors: Motonobu Minagawa, Tetsuo Sekiguchi, Kenji Nakazawa
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Patent number: 4216116Abstract: A combination of a phenolic antioxidant, such as the butylated reaction product of p-cresol and dicyclopentadiene and an ester such as 3,6,9-trioxaundecamethylene bis [3-(dodecylthio)propionate] is used to stabilize polymers against oxidative degradation.Type: GrantFiled: October 20, 1977Date of Patent: August 5, 1980Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
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Patent number: 4216076Abstract: A method for preventing fouling of equipment used in hydrocarbon processing is provided comprising adding to said hydrocarbon a polyalkyleneoxy sulfoxy salt represented by the formula: ##STR1## wherein R is a linear alkyl radical having from about 6 to 15 carbon atoms or an alkyl phenyl radical wherein the alkyl group contains from about 8 to 10 carbon atoms, R.sub.1 is H or CH.sub.3, n is a number from 3 to 8, x is 3 or 4 and M.sup.+ is an ammonium or an alkali metal cation.An antifouling formulation is also provided which comprises an alcohol-water dispersion of the above antifouling agent and a surfactant comprising a fatty acid dialkanol amide.Type: GrantFiled: July 16, 1979Date of Patent: August 5, 1980Assignee: NL Industries, Inc.Inventors: Edward T. Dillon, Lloyd W. Duncan
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Patent number: 4208486Abstract: Organic amides, solutions of polymers thereof, which polymers are subject to hydrolysis and degradation in the presence of amines, and polymers isolated therefrom are stabilized by the presence of aromatic sulfonic acid esters of aliphatic, arylaliphatic and alicyclic alcohols and polyols.Type: GrantFiled: December 8, 1978Date of Patent: June 17, 1980Assignee: Exxon Research & Engineering Co.Inventor: Tad L. Patton
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Patent number: 4200543Abstract: Disclosed is a lubricating oil additive composition which imparts improved oxidation properties to internal combustion engine crankcase lubricants which comprises:(1) an antioxidant selected from aromatic or alkyl sulfides and polysulfides, sulfurized olefins, sulfurized carboxylic acid esters and sulfurized ester-olefins, and(2) an oil-soluble chlorinated hydrocarbon containing at least 6 carbon atoms.Lubricating oil compositions containing this additive composition are also disclosed. Particularly preferred are compositions which also contain an oil-soluble zinc salt.Type: GrantFiled: December 26, 1978Date of Patent: April 29, 1980Assignee: Chevron Research CompanyInventors: Thomas V. Liston, Warren Lowe
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Patent number: 4191659Abstract: Sulfurized compositions are prepared by the reaction, under superatmospheric pressure, of olefinic compounds with a mixture of sulfur and hydrogen sulfide in the presence of an acidic, basic or neutral catalyst, followed by removal of low boiling materials including unreacted olefin, mercaptan and monosulfide. An optional final step is removal of active sulfur; for example, by treatment with an alkali metal sulfide. The resulting sulfurized compositions are useful as lubricant additives.Type: GrantFiled: October 6, 1978Date of Patent: March 4, 1980Assignee: The Lubrizol CorporationInventor: Kirk E. Davis
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Patent number: 4188297Abstract: Lubricant additives having antioxidant and antiwear properties are made by reacting an oolefin such as dicyclopentadiene with sulfur and a mercaptan.Type: GrantFiled: July 12, 1978Date of Patent: February 12, 1980Assignee: Edwin Cooper and Company LimitedInventors: Gerald J. J. Jayne, David R. Woods
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Patent number: 4183846Abstract: In accordance with certain of its aspects, this invention relates to stabilizing compositions; to stabilized polymers; and to the process for preparing a novel halogen-containing polymer stabilized against the deteriorative effect of heat which comprises adding to a halogen-containing resin a stabilizing amount of: a first stabilizer having the formula RSn(SR').sub.3 wherein R is selected from the group consisting of methyl, butyl and octyl radicals and R' is a residue of a carboxylic acid ester derived from acetic or propionic acid and a monohydric alcohol containing between 8 and 12 carbon atoms or a dodecyl hydrocarbon radical; and a second stabilizer of the formula R".sub.2 Sn.dbd.S wherein R" represents a monovalent hydrocarbon radical selected from the group consisting of methyl and butyl radicals.Type: GrantFiled: May 10, 1971Date of Patent: January 15, 1980Assignee: M&T Chemicals Inc.Inventors: William A. Larkin, Robert C. Ringwood, Jr.
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Patent number: 4177187Abstract: A mixture of a tin tetrakis (mercaptide) and an overbased organic complex of an alkali or alkaline earth metal base has been found to provide unexpected improvement in the heat stabilization of halogenated resins.Type: GrantFiled: August 29, 1977Date of Patent: December 4, 1979Assignee: Pennwalt CorporationInventor: Joseph M. Bohen
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Patent number: 4174284Abstract: Liquid hydrocarbon-containing organic compositions have considerably improved anti-oxidation properties when a hydrocarbylpolythiobenzoic acid is present in the composition.Type: GrantFiled: August 14, 1978Date of Patent: November 13, 1979Assignee: Phillips Petroleum CompanyInventors: Albert W. Borel, Bernard A. Baldwin
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Patent number: 4174297Abstract: New polyhydric phenol coesters are disclosed of polyhydric phenols, having 2 to 3 phenolic hydroxyl groups and 1 to 3 benzenoid rings, with carbonic acid and an aliphatic dicarboxylic acid having 4 to 10 carbon atoms and optionally a thioether sulfur atom in the aliphatic chain of the dicarboxylic acid. The new coesters have molecular weights from 700 to about 10,000, preferably from 1200 to 7000, and are highly effective stabilizers for a variety of synthetic resins.Stabilizer compositions comprising a polyhydric phenol coester and a known polymer stabilizer, as well as synthetic resins stabilized with such stabilizer compositions, are also disclosed.Type: GrantFiled: November 9, 1976Date of Patent: November 13, 1979Assignee: Argus Chemical CorporationInventors: William E. Leistner, Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna
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Patent number: 4171272Abstract: A turbine lubricant having outstanding oxidation stability, corrosion resistance and good viscosity stability is based on an alkyl phenyl phosphate ester and contains small amounts of benzotriazole, a mixed mono- and dialkylphosphate of the formula RH.sub.2 PO.sub.4 and R.sub.2 HPO.sub.4, wherein R is an alkyl group of 8-12 carbon atoms, and an antioxidant selected from the group consisting of:(a) a C.sub.12 to C.sub.18 alcohol ester of 3,3'-thiodipropionic acid;(b) pentaerythritol tetra(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, and(c) 4,4'-thiobis-(3-methyl-6-tert-butylphenol).Type: GrantFiled: December 2, 1977Date of Patent: October 16, 1979Assignee: FMC CorporationInventor: R. Martin Wright
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Patent number: 4166803Abstract: The invention relates to heterocyclic benzoate compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing an amount of a heterocyclic benzoate composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may be incorporated into the organic compositions such as polymers by adding to the polymer melt or dissolved in the polymer dope, coated on the exterior of the shaped or molded article, film or extruded fiber.Type: GrantFiled: January 9, 1978Date of Patent: September 4, 1979Assignee: Eastman Kodak CompanyInventors: Gether Irick, Jr., James C. Ownby, Richard H. S. Wang
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Patent number: 4164480Abstract: The invention relates to polychromophoric compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the polychromophoric composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, or coated on the exterior of the molded article, film or extruded fiber.Type: GrantFiled: January 9, 1978Date of Patent: August 14, 1979Assignee: Eastman Kodak CompanyInventors: Gether Irick, Jr., James C. Ownby, Richard H. S. Wang
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Patent number: 4163729Abstract: A synergistic extreme-pressure lubricating composition comprising an oil of lubricating viscosity having dispersed therein: (1) 0.1-60 weight percent of hydrated potassium borate microparticles having a boron to potassium ratio of about 2.5 to 4.5, (2) from 0.01 to 5.0 weight percent of an antiwear agent selected from (a) a zinc dihydrocarbyl dithiophosphate having from 4 to 20 carbons in each hydrocarbyl group; (b) a C.sub.1 -C.sub.20 amine salt of a dihydrocarbyl dithiophosphoric acid having from 4 to 20 carbons in each hydrocarbyl group; (c) a zinc alkyl aryl sulfonate; or (d) mixtures thereof, and (3) from 0.1 to 5 weight percent of an oil-soluble antioxidant organic sulfur compound containing from 3 to 40 weight percent sulfur, which sulfur is present as organic sulfide or polysulfide or mixtures thereof.Type: GrantFiled: March 29, 1978Date of Patent: August 7, 1979Assignee: Chevron Research CompanyInventor: John H. Adams
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Patent number: 4158640Abstract: Liquid antimony organic sulfur-containing compounds are rendered stable at ambient conditions by incorporating an effective amount of a phenol. Liquid antimony organic sulfur-containing compounds such as antimony mercaptoacid esters, and the like, are also rendered shelf stable by phenols such as catechol, t-butyl catechol and butylated hydroxy anisole. The stable liquid compositions contribute to the heat stability of vinyl halide resins.Type: GrantFiled: June 10, 1977Date of Patent: June 19, 1979Assignee: Dart Industries Inc.Inventor: Dale J. Dieckmann
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Patent number: 4148747Abstract: An improved antioxidant composition, especially suitable for irradiated or fire-retardant plastics, comprising a mixture of a hydroxy aromatic compound containing sulfur and organic phosphonate compounds.Type: GrantFiled: October 10, 1974Date of Patent: April 10, 1979Assignee: Raychem CorporationInventor: Bernard J. Lyons
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Patent number: 4148739Abstract: Disclosed is a lubricating oil additive composition which imparts improved oxidation properties to crankcase lubricants which comprises:(1) an antioxidant selected from aromatic or alkyl sulfides and polysulfides, sulfurized olefins, sulfurized carboxylic acid esters and sulfurized ester-olefins, and(2) an oil-soluble iodo-containing hydrocarbon. Lubricating oil compositions containing this additive composition are also disclosed.Type: GrantFiled: March 31, 1978Date of Patent: April 10, 1979Assignee: Chevron Research CompanyInventors: Thomas V. Liston, Warren Lowe
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Patent number: 4148737Abstract: Disclosed is a lubricating oil additive composition which imparts improved oxidation properties to crankcase lubricants which comprises:(1) an antioxidant selected from aromatic or alkyl sulfides and polysulfides, sulfurized olefins, sulfurized carboxylic acid esters and sulfurized ester-olefins, and(2) an oil-soluble brominated hydrocarbon containing at least 3 carbon atoms.Lubricating oil compositions containing this additive composition are also disclosed.Type: GrantFiled: March 31, 1978Date of Patent: April 10, 1979Assignee: Chevron Research CompanyInventors: Thomas V. Liston, Warren Lowe
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Patent number: 4147659Abstract: A novel antioxidant composition and a method for making the same is disclosed. Said composition comprising, ##STR1## wherein R.sub.1 and R.sub.2 independently are selected from the group consisting of tertiary butyl, isopropyl, cyclohexyl, and phenyl, and R.sub.3 is a substituted triazine of the formula, ##STR2## wherein R.sub.4 and R.sub.5 independently are selected from the group consisting of organic radicals having at least one non-aromatic carbon atom, which non-aromatic carbon atom is attached to an oxygen atom connecting said radical with the triazine group.Type: GrantFiled: May 5, 1978Date of Patent: April 3, 1979Assignee: Akzona IncorporatedInventors: Cornelis R. H. De Jonge, Egenius A. Giezen
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Patent number: 4147640Abstract: Lubricating oils having improved antioxidant and antiwear properties are obtained by adding a minor amount of a reaction product made by reacting an olefinic hydrocarbon containing about 6-18 carbon atoms and about 1-3 olefinic double bonds concurrently with sulfur and hydrogen sulfide to obtain a reaction intermediate and reacting this intermediate with additional olefin hydrocarbon which may be the same or different. Preferred olefinic hydrocarbons are dicyclopentadiene and alloocimene.Type: GrantFiled: August 17, 1977Date of Patent: April 3, 1979Assignee: Edwin Cooper and Company LimitedInventors: Gerald J. J. Jayne, David R. Woods, Joseph P. O'Brien
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Patent number: 4146518Abstract: A stabilized halogen-containing resin composition by incorporating therein (a) at least one kind of mono alkyltin compounds or dialkyltin compounds and (b) at least one kind of monoalkoxycarbonylalkyltin compound or bis(alkoxycarbonylalkyl)tin compounds.Type: GrantFiled: July 21, 1977Date of Patent: March 27, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Tetsuo Sekiguchi
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Patent number: 4145333Abstract: Synthetic resins such as polyolefins, vinyl chloride polymers, ABS polymers, ethylene-vinyl acetate copolymers and polyesters are stabilized against deteriorating influences with new stabilizer compositions comprising certain hydroxyphenylalkylenephosphonic acid esters of polycarbocyclic polyhydroxy compounds having the general formula (1) ##STR1## (wherein, R.sub.1 denotes alkyl or cycloalkyl, R.sub.2 and R.sub.3 denote a hydrogen atom, alkyl or cycloalkyl. R.sub.4 denotes alkyl, cycloalkyl, arylalkyl, aryl, alkylaryl, alkylpolyoxyalkylene or a residue of polyhydricphenol. A is a residue of polynuclearpolyhydric phenol or hydrogenated derivative thereof of from 2 to 4 valent. n is 1 to 8. m is 1 to 5. L is 0, 1 or 2.Type: GrantFiled: July 20, 1977Date of Patent: March 20, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Yutaka Nakahara, Masayuki Takahashi
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Patent number: 4144213Abstract: Organic amides, solutions of polymers thereof, which polymers are subject to hydrolysis and degradation in the presence of amines, and polymers isolated therefrom are stabilized by the presence of aromatic sulfonic acid esters of aliphatic, arylaliphatic and alicyclic alcohols and polyols.Type: GrantFiled: May 17, 1977Date of Patent: March 13, 1979Assignee: Exxon Research & Engineering Co.Inventor: Tad L. Patton
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Patent number: 4136055Abstract: For incorporation in normally oxidizable polymers, polymeric antioxidants characterized by repeating hindered bisphenolic units, the average number of said units per polymeric chain in said composition being from about 2 to 10, preferably about 2 to 7, most preferably about 2 to 4. The antioxidants are prepared by oxidative coupling of appropriate bisphenols, as by reaction with a ferricyanide coupling agent. Polymer-antioxidant combinations formed according to the invention have excellent high temperature oxidative stability, high resistance to polymer damage by massive doses of ionizing radiation and the antioxidant does not release significant amounts of condensable species when subjected simultaneously to conditions of high vacuum and elevated temperatures.Type: GrantFiled: August 23, 1976Date of Patent: January 23, 1979Assignee: Raychem CorporationInventor: Bernard J. Lyons
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Patent number: 4134868Abstract: A stabilizer composition is disclosed that enhances the resistance to deterioration upon heating of vinyl chloride polymers. The stabilizer composition comprises (A) a metal salt of a non-nitrogenous monocarboxylic acid or hydrocarbon-substituted phenol and (B) an aromatic carboxylic acid ester of a polyhydric alcohol having at least two alcoholic hydroxyl groups in a polyhydric alcohol aromatic carboxylic acid ester group.Vinyl chloride polymer compositions stabilized with the above disclosed stabilizer composition are also disclosed.Type: GrantFiled: February 7, 1977Date of Patent: January 16, 1979Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Tetsuo Sekiguchi, Kouji Tsuruga
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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: 4125515Abstract: Ester such as 3,6,9-trioxyundecane-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: March 19, 1976Date of Patent: November 14, 1978Assignee: The Goodyear Tire & Rubber CompanyInventor: Joseph A. Kuczkowski
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Patent number: 4122064Abstract: The present invention provides novel organo-tin compounds of the formula ##STR1## AND THEIR USE AS STABILIZERS FOR HALOGEN CONTAINING POLYMERS. As compared to the known tin stabilizers, the tin compounds of the invention have improved stabilizing properties at identical tin content.Type: GrantFiled: December 20, 1976Date of Patent: October 24, 1978Assignee: Hoechst AktiengesellschaftInventors: Franz Scheidl, Hans Huber, Klaus Ulm, Harald Haberlein, Gerhard Pfahler
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Patent number: 4122034Abstract: Disclosed herein are 2-aminoalkyl-3-aryl-hetero-indenes useful as antimicrobial agents.Type: GrantFiled: September 13, 1976Date of Patent: October 24, 1978Assignee: Schering CorporationInventor: Martin Steinman
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Patent number: 4118352Abstract: The present invention is related to novel phosphites, their use as stabilizers for organic polymers, furthermore to stabilizer compositions containing these novel phosphites as well as the organic polymers being stabilized therewith. The novel phosphites have a good stabilization effect, especially in combination with known stabilizers, and they are substantially stable against hydrolytical influence. Their volatility and tendency to exudation are very weak.Type: GrantFiled: May 12, 1977Date of Patent: October 3, 1978Assignee: Hoechst AktiengesellschaftInventors: Harald Haberlein, Herbert Nies, Franz Scheidl
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Patent number: 4116812Abstract: This invention relates to a process of inhibiting or preventing fouling (i.e., preventing the adhesion of deposits from hydrocarbon on surfaces) at elevated temperatures which comprises adding to hydrocarbon an antifouling (preventing) amount of an organo-sulfur compounds having a high sulfur content. In the preferred embodiment, the organo-sulfur compound has at least 5% sulfur. An embodiment is a heterocyclic compound, a dithiole-thione. These organo sulfur compounds are particularly effective at elevated temperatures of at least about 500.degree. F.Type: GrantFiled: July 5, 1977Date of Patent: September 26, 1978Assignee: Petrolite CorporationInventors: Richard L. Godar, Philip R. Corneli
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Patent number: 4115352Abstract: Mixtures of alkali and alkaline earth metal salts of mercaptans or mercapto acids with specified sulfur containing organotin or antimony compounds are disclosed herein as heat stabilizers for halogenated resins.Type: GrantFiled: May 23, 1977Date of Patent: September 19, 1978Assignee: Pennwalt CorporationInventors: Joseph Michael Bohen, Sameeh Said Toukan
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Patent number: 4105629Abstract: Stabilizer compositions are provided whose ingredients interact synergistically to improve the resistance to deterioration on heating of synthetic resin compositions. The interacting ingredients are (a) a thioether carboxylic acid ester of a polyhydric alcohol having 5 to 15 carbon atoms and 3 to 8 primary hydroxyl groups with a 3-alkylthiopropionic acid having 4 to about 34 carbon atoms, and (b) at least one carbonate ester of an ortho-substituted polyhydric phenol having in the molecule one to three benzenoid rings, two to three phenolic hydroxyl groups, and in each benzenoid ring one to two alkyl, cycloalkyl, or aralkyl groups of which at least one is positioned ortho to a phenolic hydroxyl group.Synthetic resin compositions are provided that are stabilized with the stabilizer compositions disclosed, including olefin polymers, polyamides, acrylic polymers, and vinyl halide polymers.Type: GrantFiled: October 13, 1976Date of Patent: August 8, 1978Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna
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Patent number: 4095029Abstract: 2-Hydroxy-3-alkylsulfoxypropyl-1 esters of arene polycarboxylic acids.Type: GrantFiled: January 17, 1977Date of Patent: June 13, 1978Assignee: Standard Oil Company (Indiana)Inventor: Ellis K. Fields
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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: 4075121Abstract: A wood preservative composition for control of wood decay by fungi, which comprises 2H-benzopyran-2-spiro-3'-phthalide or its derivatives such as 6-methyl-2H-benzopyran-2-spiro-3'-phthalide or benzo[f]-2H-benzopyran-2-spiro-3'-phthalide as an active ingredient. The active ingredient has extremely low mammalian toxicity, and exhibits an excellent wood-decay controlling effect.Type: GrantFiled: February 27, 1976Date of Patent: February 21, 1978Assignee: Mitsubishi Petrochemical Company LimitedInventors: Kazuhiko Konno, Yosio Hayasi, Eiji Taniyama, Tetsuo Sekiya
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Patent number: 4064179Abstract: A novel organomercaptophenol is described.Type: GrantFiled: January 16, 1976Date of Patent: December 20, 1977Assignee: General Electric CompanyInventor: Allan S. Hay
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Patent number: 4059562Abstract: Vinyl halide resin compositions that are characterized by excellent early color and color hold, excellent long term heat and light stability, and good processability contain a liquid stabilizer system that comprisesA. 40% to 90% by weight of an organotin ethanol mercaptide having the structural formula ##STR1## WHEREIN EACH R represents an alkyl group having 1 to 8 carbon atoms, R' represents --SCH.sub.2 CH.sub.2 OH, --SCH.sub.2 COOR", or --SR",R" represents an alkyl group having 6 to 18 carbon atoms,a, b, m, and n each represents 1 or 2,X represents 0 or 1,When X is 0, m + n + b = 4, andWhen X is 1, m + n = 3 and a + b = 3;B. 10% to 60% by weight of a liquid alcohol component comprising a glycol having 2 to 10 carbon atoms; andC. 0.1% to 1% by weight of an alkyl acid phosphate.Type: GrantFiled: March 21, 1977Date of Patent: November 22, 1977Assignee: Tenneco Chemicals, Inc.Inventors: Samuel Hoch, Mario Q. Ceprini, Emery Szabo
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Patent number: 4058543Abstract: Organotin mercapto dicarboxylic acid esters are provided having either substantially no odor or a remarkably low odor, and capable of imparting to polyvinyl chloride resin compositions when heated at elevated temperatures an enhanced resistance to early discoloration as well as an enhanced resistance to long term discoloration, without any obnoxious mercaptide odors.A process is provided for preparing organotin mercapto carboxylic acid esters by reaction of a monohydric alcohol or mixed monohydric alcohol-glycol mercapto dicarboxylic acid ester with an organotin oxide or halide, and then, if the mercapto dicarboxylic acid ester is of a monohydric alcohol only, transesterifying this reaction product with a glycol.Polyvinyl chloride resin compositions are also provided containing such organotin mercapto carboxylic acid esters, and having an enhanced resistance to both early and long term discoloration, without any obnoxious mercaptide odor.Type: GrantFiled: January 2, 1976Date of Patent: November 15, 1977Inventor: Gerry P. Mack
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Patent number: 4056507Abstract: Compounds having the formula ##STR1## WHEREIN R.sub.1 and R.sub.2 are lower alkyl or cycloalkyl,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is alkylene, alkyl-thio-alkyl or alkyl-oxo-alkyl,M is hydrogen or a metal, andz has a value of from 1 to 4,Are good light stabilizers. The carboxylic acids are prepared, for example, from 2,2,6,6-tetramethyl-piperidin-4-ol and sebacic acid to give o-mono(2,2,6,6-tetramethyl-piperidin-4-ol)sebacate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.Type: GrantFiled: November 19, 1975Date of Patent: November 1, 1977Assignee: Ciba-Geigy CorporationInventors: Chester E. Ramey, John J. Luzzi
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Patent number: 4053427Abstract: Lubricating oil additives comprising a class of sulfurized mixtures of fatty acid mono esters and olefins are provided, which have the properties of extreme pressure lubrication, stability and noncorrosivity towards copper.Type: GrantFiled: July 26, 1971Date of Patent: October 11, 1977Assignee: Chevron Research CompanyInventor: Bruce W. Hotten
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Patent number: 4043957Abstract: Vinyl halide resin compositions that are characterized by excellent early color, clarity, color retention, and processability contain a stabilizer system that comprises a mono-organotin tris(alkyl mercaptide), a mercaptoalcohol, and an organotin sulfide.Type: GrantFiled: April 27, 1976Date of Patent: August 23, 1977Assignee: Tenneco Chemicals, Inc.Inventor: Emery Szabo
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Patent number: T985003Abstract: tin salts formed by the reaction of di lower alkyl or aryl tin oxides and dimercapto ethyl formal and similar dimercapto compounds of the general formula ##STR1## wherein R is --(CH.sub.2).sub.m (OCH.sub.2).sub.s --O--(CH.sub.2).sub.m --(OCH.sub.2).sub.p --O--.sub.n (CH.sub.2).sub.m -- wherein p is 0 or 1, m is 2 to about 6 and n is 0 to about 6 and R' is lower alkyl of up to about 10 carbon atoms, or carbocyclic aryl containing one or two aromatic rings when combined with conventional tin based stabilizers show a synergistic light and heat stabilizing effect in poly(vinyl chloride) polymers.Type: GrantFiled: September 20, 1978Date of Patent: August 7, 1979Assignee: Thiokol CorporationInventors: Eugene R. Bertozzi, Henry N. Paul, 3rd