Sulphur Organic Compound Containing Patents (Class 252/406)
  • Patent number: 5164434
    Abstract: 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: Grant
    Filed: November 30, 1990
    Date of Patent: November 17, 1992
    Assignee: Rohm and Haas Company
    Inventors: Susan M. Liwak, Nazir A. Memon
  • Patent number: 5147569
    Abstract: 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: Grant
    Filed: September 4, 1990
    Date of Patent: September 15, 1992
    Assignee: Texaco Inc.
    Inventors: Thomas F. DeRosa, Benjamin J. Kaufman, Rosemary J. Jennejahn
  • Patent number: 5133900
    Abstract: 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: Grant
    Filed: April 21, 1989
    Date of Patent: July 28, 1992
    Assignee: King Industries, Inc.
    Inventors: Lawrence V. Gallacher, Alfen J. Gustavsen, Robert L. Kugel
  • Patent number: 5096947
    Abstract: 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: Grant
    Filed: May 6, 1991
    Date of Patent: March 17, 1992
    Assignee: Atochem North America, Inc.
    Inventors: Joseph M. Bohen, Edward P. Hibbard, Vasanth R. Kamath, James L. Reilly
  • Patent number: 5069819
    Abstract: 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: Grant
    Filed: September 10, 1990
    Date of Patent: December 3, 1991
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Budd H. Sturm, Joseph A. Kuczkowski
  • Patent number: 5045233
    Abstract: 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: Grant
    Filed: October 30, 1987
    Date of Patent: September 3, 1991
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Yuichi Kita, Kentaro Sakamoto, Masao Baba, Tomoaki Tobo
  • Patent number: 5041485
    Abstract: 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: Grant
    Filed: July 23, 1990
    Date of Patent: August 20, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Eichenauer, Karl-Erwin Piejko, Christian Lindner, Adolf Schmidt, Karl-Heinz Ott
  • Patent number: 5023235
    Abstract: 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: Grant
    Filed: February 8, 1988
    Date of Patent: June 11, 1991
    Assignee: L'Oreal
    Inventors: Quang L. N'Guyen, Jacqueline Griat, Francois Millecamps
  • Patent number: 4963276
    Abstract: 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: Grant
    Filed: December 15, 1988
    Date of Patent: October 16, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Samuel Evans
  • Patent number: 4959402
    Abstract: 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: Grant
    Filed: June 8, 1989
    Date of Patent: September 25, 1990
    Assignee: Becton, Dickinson and Company
    Inventors: Joel L. Williams, George R. Titus
  • Patent number: 4904403
    Abstract: 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: Grant
    Filed: June 12, 1989
    Date of Patent: February 27, 1990
    Assignee: R. T. Vanderbilt Company, Inc.
    Inventor: Thomas J. Karol
  • Patent number: 4845137
    Abstract: 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: Grant
    Filed: November 5, 1987
    Date of Patent: July 4, 1989
    Assignee: Becton, Dickinson and Company
    Inventors: Joel L. Williams, George R. Titus
  • Patent number: 4829115
    Abstract: 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: Grant
    Filed: March 3, 1988
    Date of Patent: May 9, 1989
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Kirkwood S. Cottman
  • Patent number: 4797218
    Abstract: 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: Grant
    Filed: August 18, 1986
    Date of Patent: January 10, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: David H. Steinberg, Frank Cortolano
  • Patent number: 4777307
    Abstract: 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: Grant
    Filed: December 14, 1987
    Date of Patent: October 11, 1988
    Assignee: Exxon Research and Engineering Company
    Inventors: Sandra J. Alward, Michael A. Fefer
  • Patent number: 4772741
    Abstract: 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: Grant
    Filed: August 31, 1987
    Date of Patent: September 20, 1988
    Assignee: Millinckrodt, Inc.
    Inventors: Neil Dunski, Ali A. Bazzi
  • Patent number: 4769164
    Abstract: The use of aromatic amine or hindered phenols, and beta-thiodialkanol reaction products are described as being useful anti-oxidants.
    Type: Grant
    Filed: May 22, 1987
    Date of Patent: September 6, 1988
    Assignee: The Lubrizol Corporation
    Inventor: Mary F. Salomon
  • Patent number: 4664826
    Abstract: 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: Grant
    Filed: August 7, 1985
    Date of Patent: May 12, 1987
    Assignee: Exxon Research & Engineering Co.
    Inventors: Antonio Gutierrez, Stanley J. Brois, Jack Ryer, Harold E. Deen
  • Patent number: 4664825
    Abstract: 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: Grant
    Filed: February 10, 1986
    Date of Patent: May 12, 1987
    Assignee: The Lubrizol Corporation
    Inventor: Reed H. Walsh
  • Patent number: 4654450
    Abstract: 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: Grant
    Filed: February 24, 1986
    Date of Patent: March 31, 1987
    Assignee: Atlantic Richfield Company
    Inventor: Richard F. Miller
  • Patent number: 4618411
    Abstract: 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: Grant
    Filed: June 4, 1985
    Date of Patent: October 21, 1986
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Ghazi B. Dickakian
  • Patent number: 4612133
    Abstract: 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: Grant
    Filed: July 3, 1985
    Date of Patent: September 16, 1986
    Assignees: Atochem, Gaz de France
    Inventors: Rene Bertocchio, Bernard Genest, Henri Mathais
  • Patent number: 4582618
    Abstract: 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: Grant
    Filed: December 14, 1984
    Date of Patent: April 15, 1986
    Assignee: The Lubrizol Corporation
    Inventor: Kirk E. Davis
  • Patent number: 4576734
    Abstract: 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: Grant
    Filed: March 15, 1985
    Date of Patent: March 18, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tamaki Ishii, Shinichi Yachigo, Manji Sasaki, Masahisa Shionoya, Haruki Okamura
  • Patent number: 4551259
    Abstract: Reaction products obtained by reacting certain hindered phenols with selected thiaalkene provide antioxidant properties when added to lubricants.
    Type: Grant
    Filed: December 14, 1983
    Date of Patent: November 5, 1985
    Assignee: Mobil Oil Corporation
    Inventor: Milton Braid, deceased
  • Patent number: 4517115
    Abstract: 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: Grant
    Filed: September 30, 1982
    Date of Patent: May 14, 1985
    Assignee: Plastic Specialties and Technologies, Inc.
    Inventors: Dale J. Dieckmann, Charles W. Fletcher
  • Patent number: 4511491
    Abstract: 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: Grant
    Filed: July 15, 1983
    Date of Patent: April 16, 1985
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Tamaki Ishii, Shinichi Yachigo, Yukoh Takahashi
  • Patent number: 4508863
    Abstract: 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: Grant
    Filed: February 10, 1984
    Date of Patent: April 2, 1985
    Assignee: Argus Chemical Corporation
    Inventors: Otto S. Kauder, Charles Keeley
  • Patent number: 4488985
    Abstract: 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: Grant
    Filed: July 21, 1983
    Date of Patent: December 18, 1984
    Assignee: Akzona Incorporated
    Inventors: Paul K. Battey, Peter Hope
  • Patent number: 4466894
    Abstract: 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: Grant
    Filed: April 20, 1983
    Date of Patent: August 21, 1984
    Assignee: The Lubrizol Corporation
    Inventor: Kent B. Grover
  • Patent number: 4417990
    Abstract: 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: Grant
    Filed: December 24, 1981
    Date of Patent: November 29, 1983
    Assignee: The Lubrizol Corporation
    Inventors: Donald L. Clason, Calvin W. Schroeck
  • Patent number: 4416797
    Abstract: 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: Grant
    Filed: February 19, 1981
    Date of Patent: November 22, 1983
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Tetsuyu Inoue, Naoyasu Kurita
  • Patent number: 4411808
    Abstract: 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: Grant
    Filed: August 4, 1982
    Date of Patent: October 25, 1983
    Assignee: Exxon Research & Engineering Co.
    Inventors: Antonio Gutierrez, Stanley J. Brois, Jack Ryer, Harold E. Deen
  • Patent number: 4394325
    Abstract: 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: Grant
    Filed: November 27, 1981
    Date of Patent: July 19, 1983
    Assignee: Carstab Corporation
    Inventors: Robert E. Bresser, Sidney S. White, Jr., Arthur F. Koeniger
  • Patent number: 4391757
    Abstract: 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: Grant
    Filed: November 27, 1981
    Date of Patent: July 5, 1983
    Assignee: Carstab Corporation
    Inventors: Thomas G. Kugele, Dennis W. Gilmore
  • Patent number: 4392000
    Abstract: 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: Grant
    Filed: October 19, 1981
    Date of Patent: July 5, 1983
    Assignee: Solvay & Cie.
    Inventors: Andre' Ryckaert, Michel Servais
  • Patent number: 4376220
    Abstract: 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: Grant
    Filed: June 22, 1981
    Date of Patent: March 8, 1983
    Assignee: Reichhold Chemicals, Incorporated
    Inventors: William H. Wetzel, Hsi-Lung Pan, Robert J. Goodwin, John E. Wilkinson
  • Patent number: 4369273
    Abstract: 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: Grant
    Filed: August 22, 1980
    Date of Patent: January 18, 1983
    Assignee: Nautamix B.V.
    Inventor: Martinus A. Snel
  • Patent number: 4349459
    Abstract: 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: Grant
    Filed: March 13, 1981
    Date of Patent: September 14, 1982
    Assignee: Queen's University at Kingston
    Inventors: Cesar Romero-Sierra, John C. Webb
  • Patent number: 4330302
    Abstract: 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: Grant
    Filed: August 28, 1975
    Date of Patent: May 18, 1982
    Assignee: Exxon Research & Engineering Co.
    Inventor: William F. Taylor
  • Patent number: 4321191
    Abstract: 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: Grant
    Filed: October 11, 1979
    Date of Patent: March 23, 1982
    Assignee: Argus Chemical Corp.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna
  • Patent number: 4315850
    Abstract: 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: Grant
    Filed: February 26, 1981
    Date of Patent: February 16, 1982
    Assignee: Carstab Corporation
    Inventor: Thomas G. Kugele
  • Patent number: 4314934
    Abstract: 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: Grant
    Filed: February 26, 1981
    Date of Patent: February 9, 1982
    Assignee: Carstab Corporation
    Inventors: Kenneth V. Smith, Jack D. Taylor
  • Patent number: 4302366
    Abstract: The present invention relates to new fluorinated products resulting from the reaction of:(a) one molecule of one or more acids of the formula:HS - A (COOH).sub.n (I)and of(b) one to five molecules of one or more compounds possessing at least one ethylenic bond, at least one of these compounds corresponding to the general formula: ##STR1## and possibly neutralized or partially neutralized with an inorganic or organic base.In the formulae (I) and (II), A represents an aliphatic or aromatic hydrocarbon radical, n is a whole number from 1 to 4, Rf represents a straight or branched perfluorinated chain containing 1 to 20 carbon atoms, B represents bivalent, possibly branched, chaining and may comprise sulfur, oxygen or nitrogen atoms, one of the symbols R represents a hydrogen atom and the other a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms.
    Type: Grant
    Filed: November 1, 1979
    Date of Patent: November 24, 1981
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Jean Perronin, Andre L. Dessaint
  • Patent number: 4295976
    Abstract: New fluorinated telomerization products are disclosed which are products produced by the reaction of:a. one mole of an ester of one or more acids of the formulaHS-A(COOH).sub.n (I)with one or more polyols, andb. 1 to 5 moles of one or more compounds possessing at least one ethylenic bond, one at least of these compounds conforming to the general formula ##STR1## In formulae (I) and (II), A represents a hydrocarbon radical which may contain atoms of oxygen, nitrogen, phosphorus, sulphur or halogen, n is a whole number from 1 to 4, Rf is a perfluorinated chain containing 1 to 20 carbon atoms, B is a bivalent chain, one of the symbols R represents a hydrogen atom and the other a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms. These products when applied to substrates, such as textile fabrics, confer on them a permanent anti-stain and soil release finish while permitting easy elimination of soil by washing.
    Type: Grant
    Filed: September 28, 1976
    Date of Patent: October 20, 1981
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventors: Andre L. Dessaint, Jean Perronin
  • Patent number: 4292195
    Abstract: 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: Grant
    Filed: May 16, 1977
    Date of Patent: September 29, 1981
    Assignee: The B. F. Goodrich Company
    Inventor: Roger E. Morris
  • Patent number: 4280894
    Abstract: 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: Grant
    Filed: June 4, 1975
    Date of Patent: July 28, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventor: William F. Taylor
  • Patent number: 4256618
    Abstract: 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: Grant
    Filed: January 24, 1979
    Date of Patent: March 17, 1981
    Assignee: Argus Chemical Corporation
    Inventors: Lawrence R. Brecker, Charles Keeley
  • Patent number: 4255301
    Abstract: 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: Grant
    Filed: May 10, 1978
    Date of Patent: March 10, 1981
    Assignee: Argus Chemical Corporation
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Naohiro Kubota
  • Patent number: 4255320
    Abstract: 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: Grant
    Filed: June 8, 1978
    Date of Patent: March 10, 1981
    Assignee: Argus Chemical Corporation
    Inventors: Lawrence R. Brecker, Charles Keeley