Sulfur Patents (Class 524/289)
  • Patent number: 5679729
    Abstract: The present invention relates to a silica reinforced rubber composition and pneumatic tires having treads comprised of the silica reinforced rubber compositions. The silica reinforced rubber composition comprises an elastomer, silica, optionally carbon black and a silica coupler of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 individually represent hydrogen or an alkyl of 1 to 6 carbon atoms; X represents oxygen or sulfur; and Z represents a hydroxyalkyl group of 2 to 7 carbon atoms.
    Type: Grant
    Filed: July 22, 1996
    Date of Patent: October 21, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Lawson Gibson Wideman, Paul Harry Sandstrom, Denise Jeannette Keith
  • Patent number: 5672730
    Abstract: The present invention relates to a compound of the formula ##STR1## wherein n is an integer from 1 to 4, R is selected from the group consisting of hydrogen and methyl; wherein when n is 1, R.sup.1 is selected from the group consisting of alkyl radicals having 1 to 18 carbon atoms, aryl radicals having 6 to 12 carbon atoms, aralkyl radicals having 7 to 12 carbon atoms, cycloalkyl radicals having 5 to 12 carbon atoms and radicals of the formula: ##STR2## wherein x is an integer of from 1 to 7; wherein when n is 2, R.sup.1 is selected from the group consisting of alkylene radicals having 2 to 18 carbon atoms, cycloalkylene radicals having 5 to 12 carbon atoms, arylene radicals having 6 to 12 carbon atoms, ##STR3## polyalkyl glycol ether radicals having the following structure ##STR4## wherein x is an integer from 1 to 7.
    Type: Grant
    Filed: September 22, 1995
    Date of Patent: September 30, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Kirkwood Storer Cottman
  • Patent number: 5668206
    Abstract: Products are described which can be obtained by reacting components a), b) and c), where component a) is a compound of the formula I or a mixture of compounds of the formula I, component b) is a compound of the formula II or a mixture of compounds of the formula II and component c) is a compound of the formula III or a mixture of compounds of the formula III, ##STR1## in which the general symbols are as defined in claim 1, the compound of the formula I being, for example, pentaerythritol, thiodiethylene glycol, 1,4-butanediol, 1,4-propanediol, diethylene glycol, triethylene glycol, diethanolamine or glycerol, the compound of the formula II being, for example, sunflower oil or coconut fat, and the compound of the formula III being, for example, methyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate. The abovementioned products can be used as liquid antioxidants in polymers and lubricants.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: September 16, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Dubs, Roger Martin, Samuel Evans
  • Patent number: 5574085
    Abstract: A composition comprisinga) an uncross linked black-filled rubber homopolymer, copolymer or terpolymer based on diene monomers, andb) at least one compound of formula (I) ##STR1## wherein n is 1, 2, 3 or 4, R.sub.1 and R.sub.2 are each independently of the other C.sub.1 -C.sub.4 alkyl or C.sub.5 -C.sub.8 cycloalkyl, X is methylene or ethylene and, when n is 1, R.sub.3 is C.sub.1 C.sub.20 alkyl, C.sub.3 -C.sub.20 alkyl which is interrupted by --O-- and/or --S--; C.sub.3 C.sub.20 alkenyl, C.sub.5 C.sub.12 cycloalkyl, C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.12 cycloalkyl; phenyl, C.sub.1 -C.sub.4 alkyl-substituted phenyl; C.sub.7 -C.sub.10 phenylalkyl or C.sub.7 -C.sub.10 phenylalkyl which is substituted in the phenyl moiety by C.sub.1 -C.sub.4 alkyl; when n is 2, R.sub.3 is C.sub.2 -C.sub.10 alkylene, C.sub.4 -C.sub.10 alkylene which is interrupted by --O-- and/or --S--, C.sub.6 -C.sub.12 cycloalkylene or phenylene; when n is 3, R.sub.3 is C.sub.3 -C.sub.8 alkanetriyl and, when n is 4, R.sub.3 is C.
    Type: Grant
    Filed: August 21, 1995
    Date of Patent: November 12, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Gerrit Knobloch
  • Patent number: 5519074
    Abstract: The invention relates to crystalline complex compounds of formula I ##STR1## wherein the general symbols are as defined in claim 1, as corrosion inhibitors in coating compositions for protecting metallic surfaces.
    Type: Grant
    Filed: January 12, 1995
    Date of Patent: May 21, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Kramer, Adalbert Braig
  • Patent number: 5510402
    Abstract: The novel compounds of the formula I ##STR1## in which n is an integer from the range from 4 to 8 and m is an integer from the range from 1 to 4,A is the aliphatic, aromatic, araliphatic or heterocyclic radical of a monobasic to tetrabasic carboxylic acid, andR.sup.1 and R.sup.1', independently of one another, are C.sub.1 -C.sub.24 alkyl or C.sub.5 -C.sub.8 cycloalkyl, are suitable for stabilizing organic material against thermal, oxidative or actinic degradation.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: April 23, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Dubs, Rita Pitteloud
  • Patent number: 5466496
    Abstract: Liquid crystal films which are stable to light, moisture and heat, and which have an improved response time and viewing angle are provided by combining ferroelectric liquid crystals and a polymer matrix. The invention further provides for liquid crystal display elements utilizing the liquid crystal films of the invention. Still further, the invention provides methods of producing the liquid crystal films. According to the invention, liquid crystalline polymers having optical anisotropy as a polymer matrix and functional side chain radicals having an asymmetric carbon atom and dipole moment in the polymer matrix are matched with the dipole moment of the ferroelectric crystals.
    Type: Grant
    Filed: April 13, 1994
    Date of Patent: November 14, 1995
    Assignee: Samsung Electron Devices Co., Ltd.
    Inventor: Yong W. Jin
  • Patent number: 5447978
    Abstract: A curable composition comprising as effect components:(A) 100 parts by weight of at least one member selected from the group consisting of a polyester, an ether ester block-copolymer, a vinyl polymer, a diallyl phthalate compound, a diallyl phthalate copolymer and an epoxy compound, said component (A) having in its molecule at least one silyl group represented by the formula (I): ##STR1## (B) 0.0001 to 50 parts by weight of an organotin compound, and (C) 0.1 to 20 parts by weight of a mercapto group-containing compound. The curable composition has well balanced pot life and curability and provides a cured product having an excellent appearance.
    Type: Grant
    Filed: October 14, 1993
    Date of Patent: September 5, 1995
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Naotami Ando, Hisao Furukawa, Yasushi Kato
  • Patent number: 5434208
    Abstract: The invention relates to an optically non-linear active waveguiding material comprising an optically transparent polymer and a non-linear optical dopant comprising more than one donor-.pi.-acceptor unit.Dopants comprising more than one donor-.pi.-acceptor unit, especially dopants in which the donor-.pi.-acceptor units are positioned in a cyclic group, have a high hyperpolarizability and a charge-transfer absorption band wavelength which is about the same as that of dopants with only one donor-.pi.-acceptor unit.Especially suitable dopants for use are calix(4)arenes. These are provided with acceptor groups at the upper rim and with donor groups at the lower rim. In addition to having excellent hyperpolarizability, these compounds were found to be readily soluble in host polymers, such as polymethylene (meth) acrylate and polystyrene.
    Type: Grant
    Filed: July 7, 1993
    Date of Patent: July 18, 1995
    Assignee: Akzo Nobel N.V.
    Inventors: Jan G. Batelaan, Johannes F. J. Engbersen, Erik Kelderman, David N. Reinhoudt, Willem Verboom
  • Patent number: 5420218
    Abstract: A polymeric monomer (A) having as a main component thereof a (meth)acryl type monomer which is subjected to aqueous suspension polymerization in the presence of a compound (B) which is substantially insoluble in water and sparingly soluble in the polymeric monomer (A). The compound (B) has at least one, preferably two or more, structural units, selected from the group consisting of --SH, --S--S--, --COOH, --NO.sub.2, and --OH. The use of compound (B), in the suspension polymerization of the (meth)acryl type monomer, represses of the production of by-produced minute particles due to sympathetic emulsion polymerization. The suspension polymerization permits production of meth)acryl type polymer particles having high heat stability and a small range of particle diameters.
    Type: Grant
    Filed: June 15, 1993
    Date of Patent: May 30, 1995
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Hironobu Toribuchi, Nobuaki Urashima, Yoshikuni Mori
  • Patent number: 5412012
    Abstract: The present invention relates to flame retardant insulation and jacketing compositions useful for wire and cable products which exhibit improved adhesion to the metal conductor. This is achieved by the use of a specific stabilizer package comprised of three specific antioxidants and by varying their relative proportions. The compositions are based on ethylene-vinyl esters and ethylene-alkyl acrylate copolymers and are formulated with a hydrated inorganic filler, an alkoxy silane, a crosslinking agent and the three-component stabilizer package. Antioxidants utilized for the three-component stabilizer package include tetrakis[methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]methane, pentaerythritol tetrakis(betalaurylthiopropionate) and thiodiethylene bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate).
    Type: Grant
    Filed: January 24, 1994
    Date of Patent: May 2, 1995
    Assignee: Quantum Chemical Corporation
    Inventors: Steven W. Horwatt, James W. Biggs
  • Patent number: 5371127
    Abstract: Polyketone compositions can be stabilized by the addition of a suitable stabilizing amount of a blend of a hindered phenol compound, such as a thioester-containing hindered phenol and an epoxy compound (such as an epoxy cycloaliphatic carboxylate).
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: December 6, 1994
    Assignee: Akzo Nobel N.V.
    Inventors: Andrzej M. Piotrowski, Norbert A. Langwald
  • Patent number: 5358986
    Abstract: The present invention aims to provide a cover for accommodating an air bag, having a high opening reliability, adaptable to a wide range of temperatures, having a good durability and a suitable touch, and providing a high productivity and a lower cost, and reducing the weight of the air bag apparatus as a whole. To attain the above object, the cover of the present invention is injection molded from a thermoplastic elastomer comprised of the following components (a), (b), (c) and (d), and having a hardness of between 60 and 85 measured according to JIS K 6301 TypeA. (a) a hydrogenated styrene and conjugated diene block copolymer of between 30 parts by weight and 55 parts by weight and obtained by hydrogenating a block copolymer composed of at least two polymer blocks including styrene units as a main part thereof and at least one polymer block including conjugated diene units as a main part thereof, a content of the styrene in the copolymer being between 20% by weight of the copolymer being 10.sup.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: October 25, 1994
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Norio Onofusa, Toshiaki Yamazaki
  • Patent number: 5310773
    Abstract: Perfluoroalkyl substituted neopentyl alcohols can be reacted with substituted hydroxphenylalkanoic esters to form perfluoroalkyl containing hydroxyphenylalkanoic ester antioxidants. The perfluoroalkyl substituted hindered hydroxyphenyl alkanoates are stablizers which confer superior processing stability to polymers processed at elevated temperatures such as polypropylene, as well as protecting said polymers from thermal and oxidative degradation.
    Type: Grant
    Filed: June 4, 1992
    Date of Patent: May 10, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Eduard K. Kleiner
  • Patent number: 5306754
    Abstract: The resin composition of the invention comprises as resin components specific aromatic polyamide (A), a specific graft-modified polymer (B), an aliphatic polyamide (C), and plural antioxidants comprising a hindered phenol type antioxidant (D) having a molecular weight of not less than 500 and a TGA 10% weight loss temperature of not lower than 300.degree. C. and a sulfur type antioxidant (E) having a molecular weight of not less than 600 and a TGA 10% weight loss temperature of not lower than 280.degree. C. The connector of the invention has housing formed from the above-mentioned resin composition. The resin composition of the invention shows excellent heat resistance. The connector of the invention is lightweight and is excellent in heat resistance, water resistance and chemical resistance.
    Type: Grant
    Filed: March 17, 1993
    Date of Patent: April 26, 1994
    Assignees: Mitsui Petrochemical Industries, Ltd., Yazaki Corporation
    Inventors: Sanehiro Yamamoto, Kazuto Sugiyama, Akinori Toyota, Yoshikatsu Amimoto, Fumitoshi Ikejiri, Tetsuo Kato, Masahiro Kanda
  • Patent number: 5277709
    Abstract: A coating composition comprising a) an organic film-forming binder; and b) a corrosion-inhibiting amount of a substantially water-insoluble mono- or poly-basic salt of:i) a ketoacid having the formula I: ##STR1## in which m and n, independently, are 0 or an integer from 1 to 10 provided that the sum of m and n is at least 1; A is C.sub.1 -C.sub.15 alkyl, C.sub.2 -C.sub.15 alkenyl, optionally substituted C.sub.3 -C.sub.12 cycloalkyl, C.sub.2 -C.sub.15 alkyl interrupted by one or more O-, N- or S-atoms, optionally substituted C.sub.6 -C.sub.10 aryl, optionally substituted C.sub.7 -C.sub.12 aralkyl, optionally substituted C.sub.7 -C.sub.12 aralkenyl, a heterocyclic residue or a ferrocenyl residue; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different and each is a substituent A, hydrogen, OH, O-C.sub.1 -C.sub.15 alkyl, NH.sub.2, NH(C.sub.1 -C.sub.15 alkyl), N(C.sub.1 -C.sub.15 alkyl).sub.2, CO.sub.2 H, CO.sub.2 (C.sub.1 -C.sub.15 alkyl), SO.sub.3 H, P(O) (OH).sub.2 P(O)(OH)(O-C.sub.1 -C.sub.
    Type: Grant
    Filed: January 16, 1992
    Date of Patent: January 11, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: William P. Armstrong, Emyr Phillips
  • Patent number: 5258433
    Abstract: Sulfoxides of alkylthiomethylphenols of the formula I ##STR1## in which R.sub.1 is hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.5 -C.sub.7 cycloalkenyl, phenyl or C.sub.7 -C.sub.9 phenylalkyl, R.sub.2 is hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.5 -C.sub.7 cycloalkenyl, phenyl, C.sub.7 -C.sub.9 phenylalkyl or a radical --CH.sub.2 --SO--R.sub.5, in which R.sub.5 is C.sub.8 -C.sub.20 alkyl which may be interrupted by --O--, --S-- or --SO-- groups, mono- or dihydroxy-substituted C.sub.2 -C.sub.12 alkyl, phenyl, benzyl, --(CH.sub.2).sub.n COOR.sub.6 or --CH(CH.sub.3)COOR.sub.6, in which R.sub.6 is C.sub.1 -C.sub.20 alkyl and n is 1 or 2, R.sub.3 is hydrogen or a group --CH.sub.2 --SO--R.sub.5, in which R.sub.5 is as defined above, and R.sub.4 has the same meanings as R.sub.2 , with the proviso that only one of the radicals R.sub.2, R.sub.3 or R.sub.4 is the group --CH.sub.2 --SO--R.sub.5 and that, if R.sub.
    Type: Grant
    Filed: August 20, 1991
    Date of Patent: November 2, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Rudolf Meier, Paul Dubs
  • Patent number: 5252652
    Abstract: One-piece and multi-layered golf balls are improved in flying performance by forming the one-piece ball entirely or multi-layered golf ball core from a rubber composition comprising a base rubber, an unsaturated carboxylic acid metal salt, and an organic sulfur compound and/or a metal salt thereof.
    Type: Grant
    Filed: May 10, 1990
    Date of Patent: October 12, 1993
    Assignee: Bridgestone Corporation
    Inventors: Yoshinori Egashira, Kazuyuki Takahashi, Seisuke Tomita
  • Patent number: 5183842
    Abstract: The present invention provides coating compositions comprisinga) an organic film-forming binder; andb) a corrosion-inhibiting amount of a salt ofi) a ketoacid having the formula (I): ##STR1## wherein a is 1,2,3,4 or 5; the R substituents are the same or different and each is hydrogen; halogen; nitro; cyano; CF.sub.3 ; C.sub.1 -C.sub.15 alkyl; C.sub.5 -C.sub.12 cycloalkyl; C.sub.2 -C.sub.15 alkenyl; C.sub.1 -C.sub.12 halogenoalkyl; C.sub.1 -C.sub.12 alkoxy; C.sub.1 -C.sub.12 thioalkyl; C.sub.6 -C.sub.12 aryl; C.sub.6 -C.sub.10 aryloxy; C.sub.7 -C.sub.12 alkaryl; --CO.sub.2 R.sub.1 in which R.sub.1 is a) hydrogen, b) C.sub.1 -C.sub.20 alkyl optionally interrupted by one or more O-, N- or S-atoms, c) C.sub.7 -C.sub.12 alkaryl or d) C.sub.6 -C.sub.12 aryl optionally substituted with one or more carboxy groups; --COR.sub.1 in which R.sub.1 has its previous significance; NR.sub.2 R.sub.3 in which R.sub.2 and R.sub.3 are the same or different and each is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: April 22, 1992
    Date of Patent: February 2, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert M. O'Neil, Emyr Phillips, Robert C. Wasson
  • Patent number: 5166241
    Abstract: Thiol compounds are combined with an organometallic halide or metallic halide to provide thermal stability to vinyl halide polymers.
    Type: Grant
    Filed: November 22, 1989
    Date of Patent: November 24, 1992
    Inventor: Simon Kornbaum
  • Patent number: 5162405
    Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A R1 ? ? ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilites and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: November 10, 1992
    Assignee: ELF Atochem North America, Inc.
    Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
  • Patent number: 5132344
    Abstract: A stabilized polyethylene composition containing catalyst residues comprising at least one transition metal comprises (a) polyethylene, (b) 100 to 2000 ppm by weight based on the total weight of the composition of one or more antioxidants of the phenolic type and (c) 100 to less than 2000 ppm by weight, based on the total weight of the composition of zinc oxide but substantially no calcium stearate. The composition has improved color and improved resistance to coloration effects.
    Type: Grant
    Filed: April 30, 1991
    Date of Patent: July 21, 1992
    Assignee: BP Chemicals Limited
    Inventor: Jean-Baptiste Matteodo
  • Patent number: 5128396
    Abstract: The present invention provides coating compositions comprisinga) an organic film-forming binder; andb) a corrosion-inhibiting amount of a salt ofi) a ketoacid having the formula (I): ##STR1## wherein a is 1,2,3,4 or 5; the R substituents are the same or different and each is hydrogen; halogen; nitro; cyano; CF.sub.3 ; C.sub.1 -C.sub.15 alkyl; C.sub.5 -C.sub.12 cycloalkyl; C.sub.2 -C.sub.15 alkenyl; C.sub.1 -C.sub.12 halogenoalkyl; C.sub.1 -C.sub.12 alkoxy; C.sub.1 -C.sub.12 thioalkyl; C.sub.6 -C.sub.12 aryl; C.sub.6 -C.sub.10 aryloxy; C.sub.7 -C.sub.12 alkaryl; --CO.sub.2 R.sub.1 in which R.sub.1 is a) hydrogen, b) C.sub.1 -C.sub.20 alkyl optionally interrupted by one or more O--, N-- or S--atoms, c) C.sub.7 -C.sub.12 alkaryl or d) C.sub.6 -C.sub.12 aryl optionally substituted with one or more carboxy groups; --COR.sub.1 in which R.sub.1 has its previous significance; NR.sub.2 R.sub.3 in which R.sub.2 and R.sub.3 are the same or different and each is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: August 1, 1990
    Date of Patent: July 7, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert M. O'Neil, Emyr Phillips, Robert C. Wasson
  • Patent number: 5128397
    Abstract: Hot melt adhesive compositions stabilized against thermal degradation, discoloration, skin formation and substantial viscosity changes, said adhesives being based on ethylene-vinyl acetate copolymer and a hydrocarbon tackifying resin and containing a stabilizer system of a hindered phenol antioxidant, a phosphite costabilizer and an acid scavenger.
    Type: Grant
    Filed: May 9, 1991
    Date of Patent: July 7, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Douglas W. Horsey, Ambelal R. Patel
  • Patent number: 5106893
    Abstract: A fiber-reinforced polymer composition containing resin components including (a) 30-90 weight % of a polyamide resin, and (b) 10-70 weight % of polyolefin+unsaturated carboxylic acid-modified polyolefin, based on the resin components; and, per 100 parts by weight of the total components, (c) 5-50 parts by weight of glass fibers, and (d) additives including the following set of additives: 0.1-1 parts by weight of N,N'-hexamethylene-bis (3,5-di-tert-butyl-4-hydroxy-hydrocinnamide); 0.1-1 parts by weight of triethylene glycol-bis [3-(3-tert-butyl-5-methyl-4-hydroxyphenyl) propionate]; and 0.1-1 parts by weight of pentaerythrityl-tetrakis [3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate]. An alternative set of additives are 0.1-2 parts by weight of N,N'-bis [3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionyl] hydrazine; 0.05-0.5 parts by weight of pentaerythrityl-tetrakis [3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate]; 0.05-0.5 parts by weight of distearyl-pentaerythritol diphosphite; and 0.
    Type: Grant
    Filed: February 7, 1991
    Date of Patent: April 21, 1992
    Assignees: Tonen Sekiyukagaku Kabushiki Kaisha, Nippondenso Co., Ltd.
    Inventors: Kunio Iwanami, Kissho Kitano, Kiyotada Narukawa, Masato Sakuma, Takashi Mikami, Masami Esaki, Koji Egashira, Hiroyuki Wakabayashi, Fumio Kato
  • Patent number: 5041617
    Abstract: Multifunctional dithiodialkanoic acid esters useful in the stabilization of organic materials normally susceptible to oxidative degradation are prepared by contacting a selected dithiodialkanoic acid chloride with a selected 4-(3-hydroxypropyl)(mono- or di-alkyl) phenol under ester-forming reaction conditions. In a preferred embodiment, the ester is bis-3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propyl dithiodipropionate.
    Type: Grant
    Filed: February 19, 1988
    Date of Patent: August 20, 1991
    Assignee: Mallinckrodt Specialty Chemicals Company
    Inventors: Neil Dunski, Ali A. Bazzi, Henry J. Buehler
  • Patent number: 5030671
    Abstract: A composition containing a) a chlorine-containing polymer, b) at least one Me(II) carboxylate and/or Me(II) phenolate, wherein Me(II) represents Ba, Ca, Mg, Sr or Zn, and c) at least one compound of formula I ##STR1## wherein n is 1, 2, 3, 4 or 6 and, when n is 1, X is C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.20 -alkenyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.5 -C.sub.12 cycloalkyl substituted by C.sub.1 -C.sub.4 alkyl, phenyl, C.sub.7 -C.sub.9 phenylalkyl, phenyl substituted by from 1 to 3 radicals or C.sub.7 -C.sub.9 phenylalkyl substituted on the phenyl ring by from 1 to 3 radicals, the radicals being selected from the group consisting of C.sub.1 -C.sub.4 alkyl, chlorine, hydroxy, methoxy and ethoxy; when n is 2, X is C.sub.2 -C.sub.12 alkylene, C.sub.2 -C.sub.12 alkylene substituted by phenyl, or C.sub.2 -C.sub.12 alkylene interrupted by oxygen or sulfur atoms; when n is 3, X is, for example, C.sub.3 -C.sub.7 alkanetriyl; when n is 4, X is, for example, C.sub.4 .varies.C.sub.
    Type: Grant
    Filed: October 16, 1989
    Date of Patent: July 9, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Wehner, Gerd Abeler
  • Patent number: 5008459
    Abstract: Novel compositions are described which comprise an elastomer or a lubricant and at least one compound of the formulae I or II ##STR1## The symbols R.sub.1, R.sub.2, R.sub.3, Z.sub.1 and Z.sub.2 are as defined in claim 1.The compounds of the formula II and some of the compounds of the formula I are novel, and they are used especially as antioxidants.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: April 16, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans R. Meier, Samuel Evans, Paul Dubs
  • Patent number: 5008313
    Abstract: An impact modifier for a thermoplastic resin is disclosed, which comprises (I) 100 parts by weight of a graft copolymer formed by graft-polymerizing (B) a monomer having a vinyl group in the molecule onto (A) a butadiene polymer and, incorporated therein, (II) 0.01 to 5 parts by weight of a thioether type heat stabilizer, (III) 0.01 to 5 parts by weight of a phosphite type heat stabilizer and (IV) 0.01 to 5 parts by weight of a phenol type heat stabilizer having a molecular eight of at least 500. A thermoplastic resin composition having this impact modifier incorporated therein exhibits a good heat discoloration resistance and heat deterioration resistance under high-temperature conditions, as well as an improved impact resistance.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: April 16, 1991
    Assignee: Mitsubishi Rayon Company, Ltd.
    Inventors: Kazuo Kishida, Kiyokazu Kitai, Masaaki Mohri
  • Patent number: 4973619
    Abstract: Stabilized composition containing a polymer of vinyl chloride or the like and at least one primary stabilizer and, as the costabilizer, mercaptals or monothioacetals of thioglycolic acid esters of the formula ##STR1## The costabilizers contained in the compositions do not exhibit any unpleasant odor, yet improve the initial color and also the total stability of the molding compositions.
    Type: Grant
    Filed: April 27, 1989
    Date of Patent: November 27, 1990
    Assignee: Huels Aktiengesellschaft
    Inventor: Bruno Kemper
  • Patent number: 4963605
    Abstract: The invention relates to a stabilized polyolefin composition, which composition is stabilized against deterioration caused by contact with heavy metals and improved in coloration properties. This is achieved by blending a polyolefin with:(A) a phenolic compound represented by the formula (I), ##STR1## wherein R.sub.1 represents a C.sub.1 -C.sub.3 alkyl group, (B) a metal deactivator having one or more ##STR2## groups in the side chain, and (C) a sulfur-containing compound represented by the formula (II-1), (II-2), (II-3) or (II-4): ##STR3## wherein R.sub.2 represents a C.sub.4 -C.sub.20 alkyl group, ##STR4## wherein R.sub.3 represents a C.sub.4 -C.sub.20 alkyl group, ##STR5## wherein R.sub.4 represents a C.sub.3 -C.sub.18 alkyl group, and R.sub.5 and R.sub.6 independently represent a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group, ##STR6## wherein R.sub.7 represents a C.sub.3 -C.sub.18 alkyl group.
    Type: Grant
    Filed: March 16, 1989
    Date of Patent: October 16, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshiharu Fukui, Kazuhisa Kuroda, Tamaki Ishii, Manji Sasaki
  • Patent number: 4957960
    Abstract: An encapsulating composition for electronic devices comprises a curable material such as a silicone resin and an ion scavenger compound selected from certain calixarene or oxacalixarene compounds in which at least half of the phenolic groups have been substituted by specific groups and certain silacrown compounds. Exemplary ion scavenger compounds include ##STR1## the tetraethyl acetate of 7, 13, 19, 25-tetra-tertbutyl-27, 28, 29, 30-tetrahydroxy-2,3-dihomo-3-oxacalix-4-arene and 1,1-dimethasila-17-crown-6.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: September 18, 1990
    Assignee: Loctite (Ireland) Ltd.
    Inventors: Stephen J. Harris, John G. Woods, John M. Rooney, Marueen G. MacManus, John Guthrie
  • Patent number: 4921890
    Abstract: A process for improving the flame retardancy, hygroscopic, soil release and other properties of a polymer substrate is provided in which the substrate is contacted with a suitable aqueous mixture containing a water-soluble monomer and an organic halogen-containing hydrophobic carrier compound at a temperature of between about 40.degree. C. to 100.degree. C. Polymerization of the monomer is thereafter initiated by a chemical or physical initiator to form a polymer evenly disposed on the substrate. The flame retardancy, hygroscopic, soil release and other surface properties of the substrate are thereby improved. The mixture may be in the form of an emulsion wherein the hydrophobic carrier compound is emulsified by an appropriate agent. The invention also pertains to the improved substrates prepared in accordance with the present process.
    Type: Grant
    Filed: April 24, 1987
    Date of Patent: May 1, 1990
    Assignee: Intera Company, Ltd.
    Inventors: Katsumi Hayashi, Gregory A. Lentz
  • Patent number: 4914145
    Abstract: As an outline of the invention of the present inventors, the gist of the present invention resides in the following:A polyester composition comprising:(A) 100 parts by weight of a substantially linear polyester comprising, as the main constituent unit, ethylene terephthalate;(B) 0.05 to 15 parts by weight of a crystallization promotor; and(C) 0.1 to 15 parts by weight of at least one plasticizer selected from the group consisting of (C.sub.1), (C.sub.2), (C.sub.3) and (C.sub.4) which are defined as follows:(C.sub.1) a condensation product of a compound of the formula (I):(HQ-R).sub.2 S (I)wherein two R groups may be the same as or different from each other and represent a hydrocarbon group selected from the group consisting of aliphatic, alicyclic, and aromatic hydrocarbon groups and any combination thereof, and two Q groups may be the same as or different from each other and represent oxygen or sulfur, with an organic compound containing two alcoholic or phenolic hydroxyl groups:(C.sub.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: April 3, 1990
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Akira Tohdoh, Takashi Nagai, Takayuki Nakano, Takashi Ueda
  • Patent number: 4912159
    Abstract: A stabilizer mixture for molding compounds based on polymers of vinyl chloride; use of said mixture; and molding compounds is disclosed. The heretofore known physiologically unobjectionable stabilizer systems have the disadvantage of disagreeable odor, as well as inadequate initial stability. In addition to physiologically unobjectionable stabilizers (e.g., metal soaps, salts of aromatic carboxylic acids, or metal phenolates), co-stabilizers of the present invention are used, in the form of derivatives of thiosalicylic acid esters masked at the mercapto group by monothioacetal formation. The field of application is hard and soft PVCs.
    Type: Grant
    Filed: January 23, 1989
    Date of Patent: March 27, 1990
    Assignee: Huels Aktiengesellschaft
    Inventors: Thomas Hildebrand, Bruno Kemper
  • Patent number: 4908399
    Abstract: An encapsulating composition for electronic devices comprises a curable material such as an epoxy resin and an ion scavenger compound selected from certain calixarene or oxycalixarene compounds in which at least half of the phenolic groups have been substituted by specific groups and certain silacrown compounds. Exemplary ion scavenger compounds include ##STR1## the tetraethyl acetate of 7, 13, 19, 25-tetra-tertbutyl-27, 28, 29, 30-tetrahydroxy-2,3-dihomo-3-oxacalix-4-arene and 1,1-dimethasila-17-crown-6.
    Type: Grant
    Filed: November 14, 1988
    Date of Patent: March 13, 1990
    Assignee: Loctite (Ireland) Ltd.
    Inventors: Stephen J. Harris, Maureen G. MacManus, John Guthrie
  • Patent number: 4889883
    Abstract: The phenol-mercaptocarboxylic acid esters used for stabilizing elastomers are those of the formula ##STR1## wherein R is C.sub.1 -C.sub.18 Alkyl.
    Type: Grant
    Filed: May 4, 1987
    Date of Patent: December 26, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Siegfried Rosenberg, Kurt Schwarzenbach
  • Patent number: 4874804
    Abstract: Hot melt packaging adhesive compositions consisting essentially of 35 to 45% by weight of an ethylene n-butyl acrylate copolymer containing 25-45% by weight, preferably 30 to 40% n-butyl acrylate and having a melt index of at least 50; 35 to 55% of a terpene phenolic tackifier; and 10 to 20% by weight of a high melting synthetic wax provide adhesives characterized by an excellent balance of high and low temperature performance without sacrifice to machinability or thermal stability.
    Type: Grant
    Filed: August 24, 1988
    Date of Patent: October 17, 1989
    Assignee: National Starch and Chemical Corporation
    Inventors: Francis X. Brady, Thomas F. Kauffman
  • Patent number: 4857572
    Abstract: Novel compositions are described which contain an elastomer or a tackifying resin and at least one compound of formula I ##STR1## The symbols R.sub.1 is alkyl or cycloalkyl, R.sub.2 is alkyl, hydroxyalkyl, phenyl or benzyl, and R.sub.3 is hydrogen or methyl with the proviso that, when R.sub.1 is other than methyl, R.sub.3 is methyl.
    Type: Grant
    Filed: February 10, 1988
    Date of Patent: August 15, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Rudolf Meier, Gerrit Knobloch
  • Patent number: 4849463
    Abstract: Stabilized compositions containing a polymer of vinyl chloride or the like and at least one primary stabilizer and, as the costabilizer, mercaptals or monothioacetals of thioglycolic acid esters of Formula I and/or II ##STR1## The costabilizers contained in the compositions do not exhibit any unpleasant odor, yet improve the initial color and also the total stability of the molding compositions.
    Type: Grant
    Filed: December 4, 1986
    Date of Patent: July 18, 1989
    Assignee: Huels Aktiengesellschaft
    Inventor: Bruno Kemper
  • Patent number: 4835200
    Abstract: A hot melt adhesive composition possessing color stability and resistance to heat degradation, oxidation and skin formation. The adhesive composition contains a block copolymer prepared using a bromide based coupling agent, a tackifying resin, and an effective amount of a stabilizer composition. The stabilizer composition contains a thio compound, a phenolic antioxidant, a tris-(nonylated phenyl) phosphite, and an aliphatic compatible epoxy compound. Optionally, the adhesive composition may also contain a plasticizer and/or a petroleum derived wax.
    Type: Grant
    Filed: December 19, 1986
    Date of Patent: May 30, 1989
    Assignee: Shell Oil Company
    Inventor: David J. St. Clair
  • 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: 4820756
    Abstract: Novel compounds of the formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.8, R.sub.9 and R.sub.10 are independently alkyl, alkenyl, cycloalkyl, phenyl, naphthyl, alkylphenyl or aralkyl and R.sub.1 and R.sub.2 may also be independently hydrogen or alkoxycarbonylmethyl, are described.The novel phenols are suitable as stabilizers in organic polymers and lubricants.
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: April 11, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Rita Pitteloud, Paul Dubs
  • Patent number: 4812501
    Abstract: 1,3,2-oxazaphospholidine derivatives of the formula ##STR1## are effective in stabilizing organic materials against oxidative, thermal and actinic degradation, said derivatives being particularly effective as color improvers and process stabilizers in organic materials containing phenolic antioxidants.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: March 14, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul A. Odorisio, Stephen D. Pastor, James L. Hyun
  • Patent number: 4806675
    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[3,5-di-tert-butyl-4-hydroxyphenyl)propionate]-mono[3-n-dodecylthiopro pionate] and (II) pentaerythritol bis[-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]-bis[3-n-dodecylthiopro pionate]. The co-esters are especially useful in stabilizing applications for which physical mixtures of (i) (3-alkyl-4-hydroxyphenylalkanoic acid esters of polyols with (ii) polyalkanol esters of alkylthioalkanoic acids have heretofore been proposed.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: February 21, 1989
    Assignee: Mallinckrodt, Inc.
    Inventors: Neil Dunski, Ali A. Bazzi
  • Patent number: 4797511
    Abstract: A composition stabilized against oxidative degradation comprising: a polyolefin, carbon black homogeneously incorporated in said polyolefin, a stabilizing amount of thiodiethylene bis(3,5-di-t-butyl-4-hydroxy)hydrocinnamate first stabilizer component incorporated into said polyolefin and a second stabilizer component of at least one amine antioxidant selected from the group consisting of a para-substituted aralkyl-substituted diphenylamine; a para-phenylenediamine and a polymerized dihydroquinoline incorporated into said polyolefin.
    Type: Grant
    Filed: September 25, 1987
    Date of Patent: January 10, 1989
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Janet D. Capolupo, Thomas M. Chucta
  • Patent number: 4797441
    Abstract: The present disclosure relates to novel compounds of the formula: ##STR1## where Y is a hydrogen atom or a metal group and p=1 or 2, and when p=1, ##STR2## n=2, 3, 4 or 5 and n+r.ltoreq.5 and when p=2, ##STR3## m=2, 3 or 4 and m+s.ltoreq.4 and q=0 or 1, where R represents a lower alkyl group containing 1 to 3 carbon atoms, and when q=1, A has the meaning of a substituted or unsubstituted alkylidene group containing 1 to 3 carbon atoms, SO.sub.2, S or O; fire retardant polymer compositions in which these compounds are incorporated, and shaped articles that are entirely or partly made up of such fire retardant polymer compositions.
    Type: Grant
    Filed: June 11, 1987
    Date of Patent: January 10, 1989
    Assignee: Akzo N.V.
    Inventors: William J. Parr, Peter Hope
  • Patent number: 4794138
    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-do-decylthi opropionate] and (II) pentaerythritol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]-bis[3-n-dodecylthiopr opionate]. 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 28, 1987
    Date of Patent: December 27, 1988
    Assignee: Mallinckrodt, Inc.
    Inventors: Neil Dunski, Ali A. Bazzi
  • Patent number: 4777203
    Abstract: A molding thermoplastic, elastomeric resin composition having superior flexibility, impact resistance, mechanical strengths and moldability is provided, which composition comprises (1) a block copolymer expressed by the formula B-A-B' (wherein A is a conjugated diene polymer block and B and B' each are an aromatic vinyl compound polymer block of a specified molecular weight and are the same or different and contained in the copolymer in a specified proportion); a non-crystalline ehtylene-.alpha.-olefin random copolymer; a propylene-ethylene block coplymer and/or a crystalline propylene-ethylene random copolymer; and a specified phenolic antioxidant, or (2) a specified proportion of a hydrogenated derivative of a block copolymer expressed by the formula B-A-B' wherein A, B and B' are as defined above, and having a specified solution viscosity and a specified proportion of a crystalline propylene-ethylene random copolymer having a specified flexural modulus.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: October 11, 1988
    Assignee: Chisso Corporation
    Inventors: Takanobu Kawamura, Tamihiro Oohashi, Shinji Chiku
  • Patent number: 4772651
    Abstract: Polyol carboxyalkylthioalkanoesterphenol compounds useful in the stabilization of organic materials normally susceptible to oxidative degradation are prepared by reaction of an appropriate polythio, which is a selected tetra-(mercapto alkanoic acid) ester of pentaerythritol or a selected tri-(mercapto alkanoic acid) ester of a selected 1, 1, 1-trimethylolalkane, with an appropriate alkenyl compound, which is a selected 4-hydroxy-(mono- or di-alkyl)phenylalkylalkenoate. In a preferred embodiment, the compound is pentaerythritol tetrakis [3,5-di-tert-butyl-4-hydroxyphenyl-(3-propyl)oxycarbonylethylthiopropionat e].
    Type: Grant
    Filed: June 29, 1987
    Date of Patent: September 20, 1988
    Assignee: Mallinckrodt, Inc.
    Inventor: Neil Dunski