Sulphur Organic Compound Containing Patents (Class 252/406)
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Patent number: 5164434Abstract: The invention is directed to stabilizer compositions, to polymers containing three stabilizer compositions for use as additives in polymers, and to polymeric products which contain these additives. The stabilizer compositions comprise a compositon of: a) at least two hindered phenols and b) a sulfide. These compositions are admixed with polymers to provide polymeric additives to improve the physical and mechanical properties of polymers matrices.Type: GrantFiled: November 30, 1990Date of Patent: November 17, 1992Assignee: Rohm and Haas CompanyInventors: Susan M. Liwak, Nazir A. Memon
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Patent number: 5147569Abstract: A polymeric additive prepared from ethylene and at least one (C.sub.3 -C.sub.10) alpha-monoolefin and a non-conjugated dienes or triene comprising from about 15 to 80 mole percent of ethylene and from about 20 to 85 mole percent of the (C.sub.3 -C.sub.10) alpha-monoolefin and from about 0 to 15 mole percent of the diene or triene. This polymeric substrate has a number average molecular weight ranging from about 5,000 to about 500,000. It is modified by reacting the polymer with an unsaturated epoxide wherein the intermediate graft co- or terpolymer is characterized as having pendant epoxides within the substrate.Post-reacting this graft co- or terpolymer with 1,3,4-thiadiazine modified with substituted phenols, diaryl amines, or phenophiazines generates a polymeric lubricant additive with enhanced anti-oxidant, dispersant, and anti-wear properties.Type: GrantFiled: September 4, 1990Date of Patent: September 15, 1992Assignee: Texaco Inc.Inventors: Thomas F. DeRosa, Benjamin J. Kaufman, Rosemary J. Jennejahn
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Patent number: 5133900Abstract: A composition which is thermooxidatively stable is provided which comprises a normally thermooxidatively unstable organic compound and effective amount of a thermooxidative stabilizing composition comprising an oil soluble sulfonate of a metal selected from barium, calcium, magnesium, zinc or a mixture of any of the foregoing; an effective amount of a stabilizer comprising an alkali or alkaline earth metal or zinc soap of an alkyl or alkenyl succinic acid, a partial ester thereof or a mixture of the foregoing; an effective amount of at least one primary antioxidant; optionally an effective amount of a secondary antioxidant; and optionally a carrier for the thermooxidative stabilizing composition. A thermooxidative stabilizing composition and a method for stabilizing a normally unstable organic compound comprising the addition of an effective amount of the thermooxidative stabilizing composition are provided as well.Type: GrantFiled: April 21, 1989Date of Patent: July 28, 1992Assignee: King Industries, Inc.Inventors: Lawrence V. Gallacher, Alfen J. Gustavsen, Robert L. Kugel
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Patent number: 5096947Abstract: A composition comprises a thermoplastic or polymeric resin; an organic peroxide; and an organic sulfide antioxidant represented by Formula I, II or III: ##STR1## wherein m, n, r, R.sup.1, R.sup.2, R.sup.3, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are as set forth in the Summary of the Invention.Type: GrantFiled: May 6, 1991Date of Patent: March 17, 1992Assignee: Atochem North America, Inc.Inventors: Joseph M. Bohen, Edward P. Hibbard, Vasanth R. Kamath, James L. Reilly
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Patent number: 5069819Abstract: The present invention relates to thioesters having the structural formula: ##STR1## wherein R.sup.x is selected from the group of formulae consisting of: ##STR2## R.sup.1, R.sup.2 and R.sup.3 are independently selected from the group of radicals consisting of hydrogen or methyl; R.sup.4 and R.sup.5 are independently selected from the group of radicals consisting of hydrogen, alkyls having 1 to 18 carbon atoms, aryls having 6 to 10 carbon atoms, aralkyls having 7 to 9 carbon atoms, and radicals of the formula: ##STR3## and R.sup.6 is selected from the group of radials consisting of alkyls having 1 to 24 carbon atoms, aryls having 6 to 12 carbon atoms and aralkyls having 7 to 12 carbon atoms.These thioesters are particularly useful as a synergist for conventional phenolic and amine antioxidants.Type: GrantFiled: September 10, 1990Date of Patent: December 3, 1991Assignee: The Goodyear Tire & Rubber CompanyInventors: Budd H. Sturm, Joseph A. Kuczkowski
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Patent number: 5045233Abstract: A method for inhibiting polymerization of a maleimide, which comprises adding to said maleimide, as a polymerization inhibitor, at least one compound selected from the group consisting of thiodipropionic esters, 4-t-butyl-catechol, 2,4-dimethyl-6-t-butyl phenol, 2,5-di-t-butylhydroquinone, 2-t-butyl-hydroquinone, 2,4-bis-(n-octylthio)-6-(4-hydroxy-3,5-di-t-butylanilino)-1,3,5-trizaine, 2,2'-thiobis-(4-methyl-6-t-butylphenol), 4,4'-thiobis-(6-butyl-m-cresol), and triethyleneglycol-bis-[3-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate].Type: GrantFiled: October 30, 1987Date of Patent: September 3, 1991Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Yuichi Kita, Kentaro Sakamoto, Masao Baba, Tomoaki Tobo
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Patent number: 5041485Abstract: Dispersions of stabilizers for plastics in water which contain special reaction products of diols and carboxylic acid anhydrides as auxiliary emulsifiers, and which are characterized by simple preparation, stability and good effectiveness in chemical materials.Type: GrantFiled: July 23, 1990Date of Patent: August 20, 1991Assignee: Bayer AktiengesellschaftInventors: Herbert Eichenauer, Karl-Erwin Piejko, Christian Lindner, Adolf Schmidt, Karl-Heinz Ott
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Patent number: 5023235Abstract: An antioxidant system comprises at least one ascorbyl ester stabilized with at least one complexing agent and at least one thiol. The antioxidant system is usefully employed in fatty body containing compositions such as cosmetic or alimentary compositions.Type: GrantFiled: February 8, 1988Date of Patent: June 11, 1991Assignee: L'OrealInventors: Quang L. N'Guyen, Jacqueline Griat, Francois Millecamps
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Patent number: 4963276Abstract: Composition containing at least one lubricant, for example based on mineral oils, synthetic oils or mixtures thereof or a hydraulic fluid and a mixture of one or more compounds from series (A) and one or more compounds from series (B), the compounds of series (A) having the general formula ##STR1## and the compounds of series (B) having the general formula ##STR2## in which the radicals R.sup.1 and R.sup.1 ' are, for example, --H or alkyl having 1 to 24 C atoms and n is 0, 1 or 2, R.sup.2 and R.sup.3 are, for example, --H, alkyl having 1 to 24 C atoms or phenyl or R.sup.2 and R.sup.3 together are an alkylene group, and R.sup.4 is, for example, an alkyl group having 4-18 C atoms or a radical ##STR3## in which R.sup.5 can be an alkyl group, and R.sup.4' is an alkylene group and Y is O or S. The mixture imparts a high stability towards oxidative degradation to lubricant compositions.Type: GrantFiled: December 15, 1988Date of Patent: October 16, 1990Assignee: Ciba-Geigy CorporationInventor: Samuel Evans
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Patent number: 4959402Abstract: A high clarity polymeric composition which is stable toward sterilizing radiation includes a semicrystalline polyolefin of narrow molecular weight distribution having incorporated therein a liquid mobilizing additive, a radiation stabilizing amount of a hindered amine and a clarifying agent. The invention includes a sterilized article fabricated from the composition and a method to radiation sterilize the article.Type: GrantFiled: June 8, 1989Date of Patent: September 25, 1990Assignee: Becton, Dickinson and CompanyInventors: Joel L. Williams, George R. Titus
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Patent number: 4904403Abstract: Disclosed are novel compounds derived from 2,5-dimercapto-1,3,4-thiadiazole and one or two moles of polyolefin having 5 to 400 carbon atoms. Furthermore, the 5-position of the 2-mercapto-1,3,4-thiadiazole may be substituted by alkylthio, 2-hydroxyalkylthio, amino or hydroxy group. The compounds are effective dispersants, antiwear agents and antioxidants when incorporated into lubricating compositions.Type: GrantFiled: June 12, 1989Date of Patent: February 27, 1990Assignee: R. T. Vanderbilt Company, Inc.Inventor: Thomas J. Karol
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Patent number: 4845137Abstract: Polyolefin compositions having high clarity and resistance to oxidative degradation are obtained with new dibenzylidene sorbitol additives having a sulfur-containing substituent on at least one of the benzylidene rings. Preferred additives are thioethers.Type: GrantFiled: November 5, 1987Date of Patent: July 4, 1989Assignee: Becton, Dickinson and CompanyInventors: Joel L. Williams, George R. Titus
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Patent number: 4829115Abstract: This invention is concerned with the stabilization of organic materials subject to oxidative degradation. The synergists of this invention possess organothioethyl alcohol segmers or moieties which enhance the antioxidative activity of phenolic and amine stabilizers. The invention is also concerned with compounds that contain an organothioethyl alcohol moiety and their use in oxidizable materials in combination with polymerizable and/or conventional antidegradants.Type: GrantFiled: March 3, 1988Date of Patent: May 9, 1989Assignee: The Goodyear Tire & Rubber CompanyInventor: Kirkwood S. Cottman
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Patent number: 4797218Abstract: Compounds of the formula I ##STR1## in which R.sub.1 and R.sub.2, independently, denote alkyl with 1 to 6 carbon atoms, cycloalkyl with 5 to 8 carbon atoms, allyl, methallyl, aralkyl with 5 to 9 carbon atoms, phenyl, 1- or 2-naphthyl, or alkaryl with 7 to 9 carbon atoms, R.sub.2 moreover also denotes hydrogen, R.sub.3 denotes hydrogen, alkyl with 1 to 6 carbon atoms, unsubstituted phenyl or phenyl substituted by one or two chlorine atoms and/or one or two methyl groups, B denotes a hetero atom, the group --OC(O)--, --OC(O)--CH.sub.2 CH.sub.2 -- or a direct bond, m is an integer from 0 to 6, and n is an integer from 1 to 6, are prepared by reaction of a thioglycerol derivative with a carboxylic acid containing the hindered phenol moiety in the presence of an acid and are used as antioxidants and thermal stabilizers for lubricating oils, plastics, resins and other organic substrates.Type: GrantFiled: August 18, 1986Date of Patent: January 10, 1989Assignee: Ciba-Geigy CorporationInventors: David H. Steinberg, Frank Cortolano
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Patent number: 4777307Abstract: The oxidation stability of a refined hydrocarbon oil can be sigificantly improved by adding at least one cyclic sulfide and at least one aromatic compound to said oil.Type: GrantFiled: December 14, 1987Date of Patent: October 11, 1988Assignee: Exxon Research and Engineering CompanyInventors: Sandra J. Alward, Michael A. Fefer
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Patent number: 4772741Abstract: Pentaerythritol co-esters derived from pentaerythritol, (3-alkyl-4-hydroxyphenyl)-alkanoic acids and alkylthioalkanoic acids or lower alkyl esters of such acids are useful as stabilizers of organic material normally susceptible to oxidative and/or thermal deterioration. The co-esters are advantageously prepared by transesterification of such esters with pentaerythritol. Preferred co-esters are (I) pentaerythritol tris[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]-mono[3-n-dodecylthio propionate]and (II) pentaerythritol bis [3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]-bis[3-n-dodecylthiopropi onate]. The co-esters are especially useful in stabilizing applications for which physical mixtures of (i) (3-alkyl-4-hydroxyphenyl)alkanoic acid esters of polyols with (ii) polyalkanol esters of alkylthioalkanoic acids have heretofore been proposed.Type: GrantFiled: August 31, 1987Date of Patent: September 20, 1988Assignee: Millinckrodt, Inc.Inventors: Neil Dunski, Ali A. Bazzi
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Patent number: 4769164Abstract: The use of aromatic amine or hindered phenols, and beta-thiodialkanol reaction products are described as being useful anti-oxidants.Type: GrantFiled: May 22, 1987Date of Patent: September 6, 1988Assignee: The Lubrizol CorporationInventor: Mary F. Salomon
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Patent number: 4664826Abstract: The present invention provides certain metal (e.g., Ca or Mg) ester salt derivatives capable of exhibiting friction modification, oxidation inhibition, and corrosion inhibition properties in power transmitting fluids such as automatic transmission fluids. These salts are derived from mono or diesters prepared by the reaction of an alkanol (e.g., thio-bis-ethanol) and a hydrocarbon substituted succinic acid or anhydride, such as octadecenyl succinic anhydride.Type: GrantFiled: August 7, 1985Date of Patent: May 12, 1987Assignee: Exxon Research & Engineering Co.Inventors: Antonio Gutierrez, Stanley J. Brois, Jack Ryer, Harold E. Deen
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Patent number: 4664825Abstract: A sulfurized composition prepared by sulfurizing a mixture of at least one terpene and at least one other olefinic compound is described. More particularly, sulfurized compositions prepared by sulfurizing a mixture of pine oil and at least one other olefinic compound are described. Such sulfurized compositions are useful as lubricant additive compositions, and more particularly, as additive compositions in industrial and gear lubricants. The compositions when added to lubricants provide lubricants which exhibit improved antioxidant characteristics, nitrile seal compatibility and acceptable color characteristics.Type: GrantFiled: February 10, 1986Date of Patent: May 12, 1987Assignee: The Lubrizol CorporationInventor: Reed H. Walsh
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Patent number: 4654450Abstract: Vinyl aromatic compounds are stabilized against undesired polymerization by adding to the vinyl aromatic compounds small amounts of a N,N-dialkylhydroxylamine and an alkyl benzene sulfonic acid.Type: GrantFiled: February 24, 1986Date of Patent: March 31, 1987Assignee: Atlantic Richfield CompanyInventor: Richard F. Miller
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Patent number: 4618411Abstract: Deposit formation on the contact surfaces of structures containing heated hydrocarbon fluids such as refinery units, particularly units associated with the distilling process such as preheating stages, is inhibited by incorporating in the feed stock from 0.0001 to 0.01 weight percent of the combination of thiophene-containing polycondensed aromatic/naphthenic compounds of number average molecular weight (Mn) from 200 to 1000 and a macrocyclic polyamine of 2 to 8 nitrogen atoms per molecule and, if desired, at least one other additive such as an oil-soluble dispersant, antioxidant, antipolymerant, anti-foulant and mixtures thereof into said hydrocarbon stream.Type: GrantFiled: June 4, 1985Date of Patent: October 21, 1986Assignee: Exxon Chemical Patents Inc.Inventor: Ghazi B. Dickakian
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Patent number: 4612133Abstract: Compositions for use as fluids in absorption heat pumps, which compositions comprise a chlorofluoro-hydrocarbon heat exchange fluid, an amide or glycol-ether solvent vehicle, and at least one metal salt of an alkylarylsulfonate which stabilizes the fluid against decomposition, together with use of the compositions in absorption heat pumps.Type: GrantFiled: July 3, 1985Date of Patent: September 16, 1986Assignees: Atochem, Gaz de FranceInventors: Rene Bertocchio, Bernard Genest, Henri Mathais
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Patent number: 4582618Abstract: Lubricating oil compositions containing less than about 0.1% by weight of phosphorus are described, and these lubricating compositions comprise a major amount of an oil of lubricating viscosity, and a minor amount of at least one oil-soluble sulfur-containing material which comprises the reaction product of sulfur and a Diels-Alder adduct in a molar ratio less than 1.7:1 wherein the adduct is an adduct of at least one dienophile with at least one aliphatic conjugated diene. Such lubricating oil compositions exhibit improved oxidation-corrosion-inhibiting properties, anti-wear properties, and/or extreme pressure properties. Such lubricating compositions also exhibit improved compatibility with nitrile seals.Type: GrantFiled: December 14, 1984Date of Patent: April 15, 1986Assignee: The Lubrizol CorporationInventor: Kirk E. Davis
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Patent number: 4576734Abstract: A stabilizer for synthetic resins containing as an effective component a mixture comprising a phenol type compound (I) represented by the formula (I), ##STR1## wherein R.sub.1 represents a C.sub.1 -C.sub.3 alkyl group, and at least one sulfur type compound (II) selected from the group consisting of compounds represented by the formula (II-1), ##STR2## wherein R.sub.2 represents a C.sub.4 -C.sub.20 alkyl group, and compounds represented by the formula (II-2), ##STR3## wherein R.sub.3 represents a C.sub.3 -C.sub.18 alkyl group, and R.sub.4 and R.sub.5 independently represent a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group, the weight ratio of phenol type compound (I) to sulfur type one (II) being 1 to 0.5-15.Type: GrantFiled: March 15, 1985Date of Patent: March 18, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Tamaki Ishii, Shinichi Yachigo, Manji Sasaki, Masahisa Shionoya, Haruki Okamura
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Patent number: 4551259Abstract: Reaction products obtained by reacting certain hindered phenols with selected thiaalkene provide antioxidant properties when added to lubricants.Type: GrantFiled: December 14, 1983Date of Patent: November 5, 1985Assignee: Mobil Oil CorporationInventor: Milton Braid, deceased
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Patent number: 4517115Abstract: A vinyl halide resin stabilizer composition which essentially contains:(a) an antimony organic sulfur-containing compound, for example, antimony mercaptoacid esters, antimony alkyl mercaptides, and the like,(b) an alkaline earth metal salt of a carboxylic acid, such as calcium stearate, and(c) an alkali metal carbonate, such as sodium carbonate.These compositions synergistically contribute to the dynamic processing stability of vinyl halide resin compositions. Rigid polyvinyl chloride compositions are stabilized against dynamic processing conditions of heat and shearing forces.Type: GrantFiled: September 30, 1982Date of Patent: May 14, 1985Assignee: Plastic Specialties and Technologies, Inc.Inventors: Dale J. Dieckmann, Charles W. Fletcher
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Patent number: 4511491Abstract: Phenolic compounds and methods of producing such phenolic compounds are disclosed, said compounds being of the formula: ##STR1## wherein n' is an integer from 1 to 3, and R.sub.1 is a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms or an acyl group having 1 to 5 carbon atoms.These compounds are suitable as stabilizers for synthetic resins with at least one sulfur compound of the following formulas: ##STR2## wherein R.sub.2 is an alkyl group having 4 to 20 carbon atoms, and ##STR3## wherein R.sub.3 is an alkyl group having 3 to 18 carbon atoms, and R.sub.4 and R.sub.5 each independently is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,in the ratio (I):(II) of 1:0.5-15 by weight.Type: GrantFiled: July 15, 1983Date of Patent: April 16, 1985Assignee: Sumitomo Chemical Co., Ltd.Inventors: Tamaki Ishii, Shinichi Yachigo, Yukoh Takahashi
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Patent number: 4508863Abstract: The resistance to deterioration of polyvinyl chloride resins when heated and worked is improved by combinations of polyvinyl chloride resin stabilizers and alpha-olefin oligomers obtained by oligomerization of a 1-olefin having from six to about twelve carbon atoms, and having a highly branched chain with alkyl substituents of at least two carbon atoms.Type: GrantFiled: February 10, 1984Date of Patent: April 2, 1985Assignee: Argus Chemical CorporationInventors: Otto S. Kauder, Charles Keeley
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Patent number: 4488985Abstract: Novel phosphoramidates of the general formula: ##STR1## wherein R, R' and R" represent certain specified substituent groups, are useful as stabilizing agents for organic materials, such as natural and synthetic rubbers and lubricating oils. The combined use of these compounds with certain sulfur-containing compounds shows a surprising synergistic effect.Type: GrantFiled: July 21, 1983Date of Patent: December 18, 1984Assignee: Akzona IncorporatedInventors: Paul K. Battey, Peter Hope
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Patent number: 4466894Abstract: A composition comprising (A) at least one metal salt of a mixture of acids comprising (A)(I) at least one acid of Formula I ##STR1## wherein R' and R.sup.2 are the same or different and each of R' and R.sup.2 is a hydrocarbon-based group, and (A)(II) at least one aliphatic or alicyclic carboxylic acid containing from about 2 to about 40 carbon atoms, (B) at least one sulfurized Group II metal phenate, and (C) a stabilizing amount of at least one triazole selected from the group consisting of benzotriazole and alkyl substituted benzotriazoles containing up to 15 carbon atoms in the alkyl group.Type: GrantFiled: April 20, 1983Date of Patent: August 21, 1984Assignee: The Lubrizol CorporationInventor: Kent B. Grover
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Patent number: 4417990Abstract: A composition comprising (A) a mixed metal salt of (A)(I) at least one acid of formula I ##STR1## wherein R' and R.sup.2 are the same or different and each of R' and R.sup.2 is a hydrocarbon-based radical, and (A)(II) at least one aliphatic or alicyclic carboxylic acid containing from about 2 to about 40 carbon atoms; the ratio of equivalents of (A)(I) to (A)(II) being in the range of about 0.5:1 and about 400:1; and (B) at least one sulfurized Group II metal phenate; the weight ratio of (A) to (B) being in the range of about 40:1 to about 1:2. These compositions are useful in lubricants and functional fluids (such as hydraulic fluids) as antioxidants and extreme pressure agents having improved thermal stability.Type: GrantFiled: December 24, 1981Date of Patent: November 29, 1983Assignee: The Lubrizol CorporationInventors: Donald L. Clason, Calvin W. Schroeck
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Patent number: 4416797Abstract: Chlorinated organic compounds having their resistance to deterioration (when heated, exposed to light or water, or in contact with certain metals such as iron and aluminum) enhanced by a 1,3-dicarbonyl compound having the formula: ##STR1## wherein: R.sub.1 is selected from the group consisting of hydrogen, hydrocarbon groups having from one to about eighteen carbon atoms and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR.sub.1, ester COOR.sub.1, alkyl and alkoxycarbonyl alkyl having from one to about eighteen carbon atoms;R.sub.2 is selected from the group consisting of hydrocarbon groups having from one to about eighteen carbon atoms and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR.sub.1, ester COOR.sub.1, alkyl and alkoxycarbonyl alkyl having from one to about eighteen carbon atoms;R.sub.Type: GrantFiled: February 19, 1981Date of Patent: November 22, 1983Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Motonobu Minagawa, Tetsuyu Inoue, Naoyasu Kurita
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Patent number: 4411808Abstract: There are disclosed power shaft transmission fluids such as automatic transmission fluids containing a multifunctional anti-oxidant, anti-corrosion and friction modification additive being an oil soluble aliphatic succinate ester of alkoxylated mercaptan.Type: GrantFiled: August 4, 1982Date of Patent: October 25, 1983Assignee: Exxon Research & Engineering Co.Inventors: Antonio Gutierrez, Stanley J. Brois, Jack Ryer, Harold E. Deen
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Patent number: 4394325Abstract: Provided are organic antimony compound compositions comprising (a) at least one organic antimony compound having at least one antimony-sulfur-carbon (i.e. Sb-S-C) linkage and as a stabilizer therefor, (b) elemental sulfur. Also provided are stabilized organic polymer compositions comprising a halogen containing polymer and said organic antimony compound-elemental sulfur compositions.Type: GrantFiled: November 27, 1981Date of Patent: July 19, 1983Assignee: Carstab CorporationInventors: Robert E. Bresser, Sidney S. White, Jr., Arthur F. Koeniger
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Patent number: 4391757Abstract: In accordance with this invention there are provided organic antimony stabilizer compositions effective in stabilizing halogen containing organic polymers against the deteriorative effects of heat comprising (1) at least one organic antimony compound having at least one antimony to sulfur to carbon (i.e. Sb-S-C) linkage, (2) elemental sulfur, and (3) at least one 2-mercaptocarboxylic acid. Said 2-mercaptocarboxylic acid and elemental sulfur also serve to provide hydrolytic and UV light stability to the antimony compound per se. Also provided are stabilized organic polymer compositions comprising a halogen containing polymer and said organic antimony stabilizer composition.Type: GrantFiled: November 27, 1981Date of Patent: July 5, 1983Assignee: Carstab CorporationInventors: Thomas G. Kugele, Dennis W. Gilmore
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Patent number: 4392000Abstract: The invention relates to compositions of chlorinated solvents such as 1,1,1-trichloroethane, stabilized by means of a heterocyclic compound containing oxaziridine units, such as 2-tert.-butyloxaziridine.Type: GrantFiled: October 19, 1981Date of Patent: July 5, 1983Assignee: Solvay & Cie.Inventors: Andre' Ryckaert, Michel Servais
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Patent number: 4376220Abstract: The invention covers the use of novel co-catalysts as inhibitors that reduce the formation of undesirable chlorinated dioxins during the preparation of pentachlorophenol and tetrachlorophenol from phenol or lower chlorinated phenols.Type: GrantFiled: June 22, 1981Date of Patent: March 8, 1983Assignee: Reichhold Chemicals, IncorporatedInventors: William H. Wetzel, Hsi-Lung Pan, Robert J. Goodwin, John E. Wilkinson
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Patent number: 4369273Abstract: A stabilizing composition consisting of substituted alpha- or beta-naphthindoles, benzoylated or not benzoylated, and combined with organic polyimines such as those of formula 1 of the formulae sheet, in which R is alkyl or dialkyl, ethoxylated alkylmercaptans with 2.varies.8 ethoxy groups and (metal) halides of barium, calcium, lithium, zinc or aluminum, have a strong thermostabilizing effect on chlorine containing thermoplastics, especially on polyvinyl chloride, both homo-M and S polymers thereof, and on polyvinylidene chloride.Type: GrantFiled: August 22, 1980Date of Patent: January 18, 1983Assignee: Nautamix B.V.Inventor: Martinus A. Snel
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Patent number: 4349459Abstract: A relatively inexpensive solution for the single step preservation of fresh naturally colored blooms, comprising (in amounts per liter)600-700 ml tert-butyl alcohol200-250 ml 2-propanol3-30 g thiourea3-30 g citric acid3-30 g sodium citrate50-150 ml propionic acid0-250 ml phenol.Type: GrantFiled: March 13, 1981Date of Patent: September 14, 1982Assignee: Queen's University at KingstonInventors: Cesar Romero-Sierra, John C. Webb
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Patent number: 4330302Abstract: Liquid petroleum hydrocarbon blends having improved thermal stability at temperatures of 1000.degree. F. and higher are prepared by removing from the blends dissolved molecular oxygen and maintaining low levels of certain trace impurities in the blends. Trace impurity compounds that are maintained at low levels include: sulfur compounds classed as thiols, sulfides, disulfides and polysulfides; organic oxygen compounds classed as hydroperoxides, peroxides, paraffinic carboxylic acids, and phenols; nitrogen compounds classed as amides and alkyl-pyridines; and reactive olefins. Additional improvements in the blends can be obtained by providing them with a dibenzothiophene or a nitrogen compound classed as a paraffinic amine, carbazole or piperidine. The treated blends of this invention have substantially the same physical properties as similar blends that have not been so treated.Type: GrantFiled: August 28, 1975Date of Patent: May 18, 1982Assignee: Exxon Research & Engineering Co.Inventor: William F. Taylor
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Patent number: 4321191Abstract: Stabilizer compositions are provided to increase the resistance of a synthetic resin to deterioration upon heating, comprising in combination (A) a thiodipropionic acid ester of a dihydric alcohol having 2 to 20 carbon atoms and an alcohol or carboxylic acid chain terminator having 1 to 21 carbon atoms, and (B) a 700 to about 10,000 molecular weight ester of a polyhydric phenol with carbonic acid or with carbonic acid and another acid which can be an aliphatic dicarboxylic acid, phosphorous acid, phosphoric acid, boric acid, or an organophosphonic acid.Synthetic resins that can be stabilized with composition of the invention include polymers of alpha-olefins having 2 to 6 carbon atoms, vinyl chloride polymers, acrylonitrile-butadiene-styrene polymers, and terephthalic acid ester polymers.Type: GrantFiled: October 11, 1979Date of Patent: March 23, 1982Assignee: Argus Chemical Corp.Inventors: Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna
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Patent number: 4315850Abstract: Compositions which are effective in stabilizing polymers against the deteriorative effects of heat are provided comprising (1) an organic tin compound or mixture of organic tin compounds, (2) an organic compound having an aromatic ring which is substituted with a hydroxyl (--OH) group and a mercapto (--SH) group ortho to each other, and, optionally, (3) an organotin mercaptide or mixture of organotin mercaptides. Also provided are polymer compositions containing said stabilizers and articles of manufacture made from said stabilized polymer compositions.Type: GrantFiled: February 26, 1981Date of Patent: February 16, 1982Assignee: Carstab CorporationInventor: Thomas G. Kugele
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Patent number: 4314934Abstract: Compositions which are effective in stabilizing polymers against the deteriorative effects of heat are provided comprising (1) an organic tin compound or mixture of organic tin compounds and (2) an organic compound or mixture of organic compounds having an aromatic ring which is substituted with hydroxy (--OH) and mercapto (--SH) groups ortho to each other. Also provided are polymer compositions containing said stabilizers and articles of manufacture made from said stabilized polymer compositions.Type: GrantFiled: February 26, 1981Date of Patent: February 9, 1982Assignee: Carstab CorporationInventors: Kenneth V. Smith, Jack D. Taylor
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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: 4292195Abstract: Antioxidant compositions as described which are the reaction products of a mixture of(a) at least one compound selected from compounds having the formula ##STR1## wherein each Ar is an aromatic group, and R and R.sup.1 are each independently hydrogen, alkyl, substituted alkyl, oxyalkylene or --C(O)--R.sup.2 --COOH groups wherein R.sup.2 is an alkylene or alkenylene group, with the proviso that at least one of the R and R.sup.1 groups must be hydrogen or a group containing at least one substituent reactive with an epoxy group, andAr--NH--Ar--O--R.sup.3 (FORMULA II)wherein Ar is as defined above and R.sup.3 is hydrogen, or a substituted alkyl group containing at least one substituent reactive with an epoxy group, or --C(O)--R.sup.2 --COOH wherein R.sup.2 is an alkylene or alkenylene group, and(b) at least one polyepoxide having at least 2 epoxy groups per molecule.Type: GrantFiled: May 16, 1977Date of Patent: September 29, 1981Assignee: The B. F. Goodrich CompanyInventor: Roger E. Morris
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Patent number: 4280894Abstract: Liquid petroleum hydrocarbon blends having improved thermal stability at temperatures of 1000.degree. F. and higher are prepared by removing from the blends dissolved molecular oxygen and maintaining low levels of certain trace impurities in the blends. Trace impurity compounds that are maintained at low levels include: sulfur compounds classed as thiols, sulfides, disulfides and polysulfides; organic oxygen compounds classed as hydroperoxides, peroxides, paraffinic carboxylic acids, and phenols; nitrogen compounds classed as amides and alkyl-pyridines; and reactive olefins. Additional improvements in the blends can be obtained by providing them with a dibenzothiophene or a nitrogen compound classed as a paraffinic amine, carbazole or piperidine. The treated blends of this invention have substantially the same physical properties as similar blends that have not been so treated.Type: GrantFiled: June 4, 1975Date of Patent: July 28, 1981Assignee: Exxon Research & Engineering Co.Inventor: William F. Taylor
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Patent number: 4256618Abstract: Stabilizer compositions for rigid polyvinyl chloride resin compositions are provided comprising an antimony mercaptocarboxylic acid or ester and a mercaptocarboxylic acid ester in amounts within the range from about 90 to about 25 parts antimony mercaptocarboxylic acid or ester and from about 10 to about 75 parts mercaptocarboxylic acid ester; the amount of mercaptocarboxylic acid ester being selected within these ranges to synergize the stabilizing effectiveness of the antimony mercaptocarboxylic acid or ester.Rigid polyvinyl chloride resin compositions also are provided having their resistance to the development of early discoloration enhanced by a stabilizing amount of the antimony mercaptocarboxylic acid or ester and mercaptocarboxylic acid ester, the synergistic effect being particularly evidenced in rigid polyvinyl chloride resin compositions containing both an ortho-dihydric phenol and an alkaline earth metal carboxylate, such as catechol and calcium stearate.Type: GrantFiled: January 24, 1979Date of Patent: March 17, 1981Assignee: Argus Chemical CorporationInventors: Lawrence R. Brecker, Charles Keeley
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Patent number: 4255301Abstract: Stabilizer compositions comprising a polymer stabilizer and a carbonate ester of cyclic dihydroxy compounds protect synthetic resins against the harmful effects of light having a wavelength less than 400 nanometers. The carbonate ester can be represented by the formula ##STR1## in which a is a number from 1 to 50, A is hydrogen or ##STR2## B is R' or --G--OH, R and R' are independently alkyl, alkoxyalkyl, cycloalkyl, aryl, aryloxyalkyl, aralkyl, or alkaryl groups, and G in at least one occurrence is a residue of a cycloaliphatic or non-aromatic oxygen heterocyclic dihydroxy compound having 3 to 20 carbon atoms and 1 or 2 rings of 3 to 12 members, of which up to 4 can be oxygen. Additional occurrences of G can be aliphatic glycol or bisphenol residues if desired.Type: GrantFiled: May 10, 1978Date of Patent: March 10, 1981Assignee: Argus Chemical CorporationInventors: Motonobu Minagawa, Yutaka Nakahara, Naohiro Kubota
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Patent number: 4255320Abstract: Stabilizer mixtures are provided for rigid polyvinyl chloride resin compositions, capable of enhancing the resistance of the polyvinyl chloride resin to the development of an early discoloration during the first five to twenty minutes of heating at elevated processing temperatures, of the order of 375.degree. F. and higher, comprising a monoalkyltin 2-acyloxyethylmercaptide and/or a dialkyltin 2-acyloxyethylmercaptide inadmixture with an alkyltin sulfide.Type: GrantFiled: June 8, 1978Date of Patent: March 10, 1981Assignee: Argus Chemical CorporationInventors: Lawrence R. Brecker, Charles Keeley