Sulfur-containing Heterocyclic Compound Patents (Class 525/348)
  • Patent number: 4321339
    Abstract: Fluorinated phenolic polymer, process for its preparation, and use thereof, particularly in the form of a film as a membrane in an electrolytic cell, said polymer consisting essentially of recurring units of(1) --CF.sub.2 CFX--wherein X in each of the recurring units is independently selected from F, Cl, R and OR wherein R is perfluoroalkyl of 1 to 4 carbon atoms and ##STR1## wherein Y is Cl, R or OR wherein R is perfluoroalkyl of 1 to 4 carbon atoms; M is H, alkali metal or NR'.sub.4 wherein R' in each of the recurring units is independently selected from H and alkyl of 1 to 6 carbon atoms; x is an average value within the range about 0.2 to about 1.0; n is 1, 2 or 3; and p is 0 or 1,said polymer having 0 to about 21 units of (1) per unit of (2).
    Type: Grant
    Filed: March 18, 1981
    Date of Patent: March 23, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Burton C. Anderson, Ronald E. Uschold
  • Patent number: 4321118
    Abstract: Aromatic-aliphatic ketones of the formulae I, II, III or IV ##STR1## wherein n is 1 or 2, Ar is an aryl radical, R.sup.1 and R.sup.2 are monovalent aliphatic, cycloaliphatic or araliphatic radicals, R.sup.3 is a direct bond or a divalent organic radical, X is a hydroxyl or amino group or the monovalent etherification or silylation products thereof, and X' is a divalent amino, ether or silyloxy group, Y is a direct bond or CH.sub.2 and Z is O, S, SO.sub.2, CH.sub.2 or C(CH.sub.3).sub.2, are suitable sensitizers for the photopolymerization of unsaturated compounds and for the photochemical crosslinking of polyolefins. Some of these compounds are novel and can be obtained by methods analogous to those for obtaining the known compounds of this type.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: March 23, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Louis Felder, Rudolf Kirchmayr, Rinaldo Husler
  • Patent number: 4315807
    Abstract: Aromatic-aliphatic ketones of the formulae I, II, III or IV ##STR1## wherein n is 1 or 2, Ar is an aryl radical, R.sup.1 and R.sup.2 are monovalent aliphatic, cycloaliphatic or araliphatic radicals, R.sup.3 is a direct bond or a divalent organic radical, X is a hydroxyl or amino group or the monovalent etherification or silylation products thereof, and X' is a divalent amino, ether or silyloxy group, Y is a direct bond or CH.sub.2 and Z is O, S, SO.sub.2, CH.sub.2 or C(CH.sub.3).sub.2, are suitable sensitizers for the photopolymerization of unsaturated compounds and for the photochemical crosslinking of polyolefins. Some of these compounds are novel and can be obtained by methods analogous to those for obtaining the known compounds of this type.
    Type: Grant
    Filed: December 28, 1979
    Date of Patent: February 16, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Louis Felder, Rudolf Kirchmayr, Rinaldo Husler
  • Patent number: 4311813
    Abstract: Compounds of the formula ##STR1## in which R and R.sub.1 are alkyl are described which compounds are potent inhibitors of premature vulcanization of rubber.
    Type: Grant
    Filed: January 6, 1978
    Date of Patent: January 19, 1982
    Assignee: Monsanto Company
    Inventor: Mark D. Wolfinger
  • Patent number: 4306992
    Abstract: A mixture comprising sulphur or a sulphur donor, a mercapto- or sulfenamide vulcanization accelerator, a compound containing a thiophenyl radical and a standard auxiliary accelerator is used as a vulcanization system for natural or synthetic rubber.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: December 22, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudiger Schubart, Ulrich Eholzer, Theo Kempermann, Ernst Roos
  • Patent number: 4303765
    Abstract: A process for the production of storable 2-chloro-1,3-butadiene/sulphur copolymers by peptization using sulphur containing petizing agents, wherein a compound corresponding to the following general formula:R.sub.1 --S.sub.n --R.sub.1whereinn represents an integer having a value of from 2 to 10, preferably from 3 to 8 and, more particularly, from 4 to 6; and R.sub.1 represents a C.sub.6 -C.sub.14 aryl radical, a C.sub.6 -C.sub.14 aryl-C.sub.1 -C.sub.3 alkyl radical or a heterocycle containing from 1 to 3 hereto atoms, such as N, which may be the same or different and which may optionally be substituted;optionally in combination with a nucleophilic substance, is added to the latex and peptized at from 5.degree. to 100.degree. C. and at pH of from 14 to 3.
    Type: Grant
    Filed: June 6, 1980
    Date of Patent: December 1, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudiger Musch, Rudiger Schubart, Wilhelm Gobel, Gottfried Pampus
  • Patent number: 4301258
    Abstract: New compositions and a process for the preparation of conjugated diene polymers of broadened molecular weight distribution by reacting non-terminated lithium catalyzed conjugated diene polymers with cyclic organic compounds selected from the group of carbonates, thiocarbonates and sulfites. The resulting new compositions are suitable for use in making high impact plastics and for fabricating rubber goods.
    Type: Grant
    Filed: May 27, 1980
    Date of Patent: November 17, 1981
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Joginder Lal, Michael L. Senyek
  • Patent number: 4301260
    Abstract: Vulcanizable rubber compositions inhibited from premature vulcanization by 2-(thioamino)-4,6-diamino-1,3,5-triazines are described.
    Type: Grant
    Filed: May 12, 1980
    Date of Patent: November 17, 1981
    Assignee: Monsanto Company
    Inventor: Gene R. Wilder
  • Patent number: 4287320
    Abstract: A diorgano sulfur oxide is included in a curable vinylidene fluoride elastomer formulation to provide desirable curing characteristics.
    Type: Grant
    Filed: February 19, 1980
    Date of Patent: September 1, 1981
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Robert E. Kolb
  • Patent number: 4284743
    Abstract: A process for the cross-linking of high density polyethylene in the solid state according to which the polyethylene is admixed with the agents normally used for the vulcanization of unsaturated rubber compounds, then processed into the desired article and thereafter cross-linked at a temperature lower than the melting point of the polyethylene, the process being carried out in polyethylene containing a certain number of unsaturated bonds along the polymer chain.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: August 18, 1981
    Assignee: Anic S.p.A.
    Inventors: Gian P. Giuliani, Roberto Paiella
  • Patent number: 4278778
    Abstract: Scorch safety and shelf-life of a heat-curable composition including a chlorine- or bromine-containing halopolymer such as chlorinated polyethylene; a 1,3-diaminopropane or salt thereof; a sulfur source; and an acid acceptor are improved by adding N-(cyclohexylthio)phthalimide and N-nitrosodiphenylamine to the composition.
    Type: Grant
    Filed: June 28, 1979
    Date of Patent: July 14, 1981
    Assignee: The Dow Chemical Company
    Inventor: Norman E. Warren
  • Patent number: 4275014
    Abstract: A selected group of N-(oxazolidinothio) imides are active as scorch retarders without causing bloom in both unsaturated elastomers and elastomers with a slight degree of unsaturation.
    Type: Grant
    Filed: December 3, 1979
    Date of Patent: June 23, 1981
    Assignee: Pennwalt Corporation
    Inventors: Ivan C. Popoff, Everett A. Mailey, Paul G. Haines
  • Patent number: 4271050
    Abstract: Vulcanizable rubber compositions are described which are inhibited from premature vulcanization by activated methylene di(thioethers) in which the adjacent activating groups are either carbonyl or cyano. Novel compounds are also described.
    Type: Grant
    Filed: November 23, 1979
    Date of Patent: June 2, 1981
    Assignee: Monsanto Company
    Inventors: Otto W. Maender, Eiichi Morita
  • Patent number: 4255299
    Abstract: A polymer containing perfluoroalkyl group in its side chain which is an addition reaction product of a polymer having the following general formula: ##STR1## wherein R is phenyl group or alkoxyl group having 1 to 12 carbon atoms, R.sup.1 is alkyl group having 1 to 12 carbon atoms, and n is an integer of 10 to 2,000, with an epoxy compound selected from the group consisting of ##STR2## wherein R.sub.f is perfluoroalkyl group having 3 to 20 carbon atoms and R.sup.2 is alkyl group having 1 to 12 carbon atoms, the addition reaction product containing 0.1 to 50% by mole of the group derived from the epoxy compound having the formulae (IIa) to (IIc) per 1 mole of the recurring unit of the polymer having the formula (I). The polymer is good in compatibility with film-forming resins and solvents and improves the leveling property of a coating composition when incorporated thereinto and the surface smoothness of the film obtained from the composition.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: March 10, 1981
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Shigeo Daimon, Kazuo Okamura
  • Patent number: 4250278
    Abstract: A vulcanizable fluorinated rubber composition comprising a fluorinated rubber containing --CH.sub.2 --CF.sub.2 -- units in the polymeric chain, a vulcanizing agent and a vulcanization accelerator as the essential components, characterized in that the vulcanizing agent is a fluorine-containing polyhydroxy aliphatic compound.
    Type: Grant
    Filed: May 1, 1979
    Date of Patent: February 10, 1981
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Takeshi Suzuki, Yasuyoshi Furukawa, Masayasu Tomoda, Yutaka Ueta, Akira Ohmori
  • Patent number: 4237247
    Abstract: A cured or uncured chlorinated polyethylene composition free from hexamethyl-phosphoric triamide complex comprising (A) chlorinated polyethylene, (B) a mercaptotriazine as cross-linking agent, (C) a cross-linking accelerator selected from the group consisting of specified dithiocarbamic compounds, secondary and tertiary amines, and the carboxylates, mercaptothiazole salts, dithiocarbamates and dithiophosphates of said secondary and tertiary amines and the benzothiazylsulfenamides of said secondary amines, and (D) an acid acceptor of metal compounds; as well as a process for curing uncured chlorinated polyethylene which comprises heating same in the absence of hexamethylphosphoric triamide complex in the presence of (B), (C) and (C) at a temperature of about 120.degree. to about 200.degree. C.
    Type: Grant
    Filed: April 21, 1978
    Date of Patent: December 2, 1980
    Assignee: Osaka Soda Co. Ltd.
    Inventors: Yasuo Matoba, Akira Hashimoto, Mikio Sugahara
  • Patent number: 4237248
    Abstract: A cured or uncured chlorinated polyethylene composition comprising(A) chlorinated polyethylene,(B) a complex formed between hexamethylphosphoric triamide and a member selected from the group consisting of carboxylic acids, cyanuric acid, substituted or unsubstituted phenols, alcohols and metal salts, and(C) a member selected from the group consisting of (a) a mercaptotriazine, (b) a thiuram disulfide and (c) sulfur. And a process for curing chlorinated polyethylene, which comprises heating it in the presence of (B) and (C) at a temperature of about 100.degree. to about 200.degree. C.
    Type: Grant
    Filed: June 27, 1978
    Date of Patent: December 2, 1980
    Assignee: Osaka Soda Co. Ltd.
    Inventors: Yasuo Matoba, Yoshio Kise, Nobuo Yamada, Akira Hashimoto, Tetsuya Nakata
  • Patent number: 4234705
    Abstract: A curable composition consisting essentially of(1) 100 parts by weight of a halogen-containing polymer,(2) 0.1 to 10 parts by weight of a 3,5-dimercapto-1,2,4-triazole compound defined in claim 1 as a crosslinking agent,(b) 0.5 to 50 parts by weight of a compound of a metal of group II or IVa of the periodic table as an acid acceptor.
    Type: Grant
    Filed: September 26, 1979
    Date of Patent: November 18, 1980
    Assignee: Osaka Soda Co. Ltd.
    Inventor: Yasuo Matoba
  • Patent number: 4233421
    Abstract: A thermally stable, curable fluoroelastomer composition containing sulfonium curing agent is described. The composition is curable in reactive admixture with an inorganic acid acceptor and includes:(a) a fluoroelastomer comprising vinylidene fluoride;(b) at least one triorgano sulfonium compound; and(c) at least one aromatic polyhydroxy compound.
    Type: Grant
    Filed: February 26, 1979
    Date of Patent: November 11, 1980
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Allan T. Worm
  • Patent number: 4220589
    Abstract: A selected group of N-(oxazolidinothio) imides are active as scorch retarders without causing bloom in both unsaturated elastomers and elastomers with a slight degree of unsaturation.
    Type: Grant
    Filed: May 23, 1978
    Date of Patent: September 2, 1980
    Assignee: Pennwalt Corporation
    Inventors: Ivan C. Popoff, Everett A. Mailey, Paul G. Haines
  • Patent number: 4216297
    Abstract: Vinyl polybutadiene bisimide copolymers which are peroxide curable are provided by two methods of formation. In the first method a bisimide cross-linked vinyl polybutadiene prepolymer is formed by combining a high vinyl content polybutadiene providing pendant vinyl groups with a bisimide in the presence of a first free radical initiating catalyst. The resultant cross-linked prepolymer is cured to a hard resin by the formation of additional cross-linkages through the pendant vinyl groups by heating the prepolymer to a temperature of at least about 300.degree. F. in the presence of a second free radical initiating catalyst. The second method discloses a method wherein the bisimide cross-linkages are formed in situ. In the second method, a high vinyl content polybutadiene providing pendant vinyl groups is reacted with maleic anhydride to form a maleic anhydride vinyl polybutadiene adduct. The adduct is subsequently combined with an aromatic polyamine and a free radical initiating catalyst.
    Type: Grant
    Filed: February 13, 1978
    Date of Patent: August 5, 1980
    Assignee: TRW Inc.
    Inventors: Robert W. Vaughan, Michael K. O'Rell, Clyde H. Sheppard
  • Patent number: 4214058
    Abstract: A vulcanizable rubber composition having an excellent adhesive property when vulcanized in contact with metals is obtained by compounding(a) 100 parts by weight of a raw rubber(b) from 0.5 to 10 parts by weight of a vulcanizing agent, and(c) from 0.01 to 1 part by weight (as metal content) of at least one metal compound selected from the class consisting of organic acid salts of titanium and molybdenum and organic complex compounds of titanium, molybdenum and cobalt.The vulcanizable rubber composition thus obtained is not susceptible to the oxidative deterioration in unvulcanized state during the storage.
    Type: Grant
    Filed: October 17, 1977
    Date of Patent: July 22, 1980
    Assignee: Bridgestone Tire Company
    Inventors: Takaaki Imamura, Takahiro Kawagoe, Toshio Chikaraishi, Takashi Nyomura
  • Patent number: 4209596
    Abstract: A rubber composition and a process for the preparation of rubber compositions comprising, in the presence of a metal oxide, vulcanizing, or vulcanizing after blending with another unsaturated rubber, of the reaction product of (1) an unsaturated rubber, sulfur and a sulfur cleaving agent, (2) an unsaturated rubber and a mercaptan compound, (3) a halogenated unsaturated rubber and a metal salt of a sulfur cleaving agent, or (4) an unsaturated rubber, a sulfur cleaving agent and a compound having a functional group such as a nitrile oxide, a nitroso or a thionylamine.
    Type: Grant
    Filed: January 31, 1977
    Date of Patent: June 24, 1980
    Assignee: Mitsuboshi Belting, Ltd.
    Inventors: Kenjiro Hashimoto, Shinichi Takagi, Harunori Okamoto, Minoru Miura
  • Patent number: 4207216
    Abstract: Vulcanizable rubber compositions inhibited from premature vulcanization by incorporation of hindered alkylthioimidazolidinetriones are described.
    Type: Grant
    Filed: October 2, 1978
    Date of Patent: June 10, 1980
    Assignee: Monsanto Company
    Inventor: Otto W. Maender
  • Patent number: 4205153
    Abstract: An elastomeric interpolymer, method of preparation and blends thereof, where said interpolymer is comprised of (A) a conjugated diene, (B) a comonomer of selected esters and amides and (C) optionally a termonomer selected from at least one of (1) particular conjugated vinylic monomers and (2) selected alkyl esters. The elastomeric interpolymer is particularly useful for the production of industrial goods, especially when blended with thermoplastic materials.
    Type: Grant
    Filed: August 21, 1978
    Date of Patent: May 27, 1980
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Arthur H. Weinstein
  • Patent number: 4176142
    Abstract: A powder coating composition is disclosed. The composition comprises at least one 1, 2 epoxy compound combined with a functionally terminated elastomer and a curing agent mixture. The curing agent mixture comprises an imidazoline derivative combined with an adduct of (a) a polyhydroxyl compound and (b) a diglycidyl ether of the polyhydroxyl compound, where reactant (b) is present in a less than equimolar amount to reactant (a).
    Type: Grant
    Filed: May 22, 1978
    Date of Patent: November 27, 1979
    Assignee: Western Electric Company, Inc.
    Inventors: Robert B. Lewis, Terri A. Giversen
  • Patent number: 4174341
    Abstract: A cured or uncured chlorinated polyethylene composition comprising(A) chlorinated polyethylene,(B) a complex formed between hexamethylphosphoric triamide and a member selected from the group consisting of carboxylic acids, cyanuric acid, substituted or unsubstituted phenols, alcohols and metal salts, and(C) a member selected from the group consisting of (a) a mercaptotriazine, (b) a thiuram disulfide and (c) sulfur. And a process for curing chlorinated polyethylene, which comprises heating it in the presence of (B) and (C) at a temperature of about 100.degree. to about 200.degree. C.
    Type: Grant
    Filed: May 5, 1976
    Date of Patent: November 13, 1979
    Assignee: Osaka Soda Co. Ltd.
    Inventors: Yasuo Matoba, Yoshio Kise, Nobuo Yamada, Akira Hashimoto, Tetsuya Nakata
  • Patent number: 4171273
    Abstract: Fatty alkyl succinate ester and succinimide modified copolymers of ethylene and an alpha-olefin, such as an ethylene-propylene copolymer, are useful as shear stable viscosity index (VI) improvers, dispersants and pour point depressants in lubricating oils. Especially useful is the succinate ester of mixtures of primary n-alkanols containing about 12 to about 18 carbon atoms and the N-(3-dimethylaminopropyl) succinimide derivative of the copolymer of ethylene and an alpha-olefin, such as an ethylene-propylene copolymer. This succinate ester-succinimide derivative is prepared by reacting the copolymer in an aromatic solvent with maleic anhydride in the presence of a free radical initiator, then esterifying the anhydride with a fatty alcohol or mixtures thereof in the presence of an acidic catalyst and finally converting any unreacted anhydride and half esters to the succinimide by reaction with a polyamine containing a primary amine. Additive concentrates containing 5 to 30 wt.
    Type: Grant
    Filed: March 14, 1977
    Date of Patent: October 16, 1979
    Assignee: Texaco Inc.
    Inventors: James O. Waldbillig, Isaac D. Rubin
  • Patent number: 4169115
    Abstract: Block copolymers of AB or ABA configuration are prepared by anionically polymerizing one component, terminating the living polymer with sulfur or an episulfide and completing polymerization of the remaining block portion by free-radical polymerization.
    Type: Grant
    Filed: May 22, 1978
    Date of Patent: September 25, 1979
    Assignee: The Dow Chemical Company
    Inventors: Lu H. Tung, Grace Y. Lo, Billy E. Burgert
  • Patent number: 4165416
    Abstract: A cured or uncured chlorinated polyethylene composition free from hexamethylphosphoric triamide complex comprising (A) chlorinated polyethylene, (B) a mercaptotriazine as cross-linking agent, (C) a cross-linking accelerator selected from the group consisting of specified dithiocarbamic compounds, secondary and tertiary amines, and the carboxylates, mercaptothiazole salts, dithiocarbamates and dithiophosphates of said secondary and tertiary amines and the benzothiazylsulfenamides of said secondary amines, and (D) an acid acceptor of metal compounds; as well as a process for curing uncured chlorinated polyethylene which comprises heating same in the absence of hexamethylphosphoric triamide complex in the presence of (B), (C) and (D) at a temperature of about 120.degree. to about 200.degree. C.
    Type: Grant
    Filed: March 25, 1977
    Date of Patent: August 21, 1979
    Assignee: Osaka Soda Co. Ltd.
    Inventors: Yasuo Matoba, Akira Hashimoto, Mikio Sugahara