From Organic Reactant Containing A Sulfur To Oxygen Bond, E.g., -s(=o), Etc. Patents (Class 528/391)
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Patent number: 4451645Abstract: An epoxy compound includes one or two aromatic rings, one N-diglycidyl group per aromatic ring and one or two halogen or halogen-containing groups per aromatic ring, the epoxy compound having the general formula: ##STR1## in which Y is selected from A and ##STR2## each A being independently selected from halogen, halogen containing group and H, provided that at least one of the groups A per aromatic ring is a halogen or halogen containing group. In any one compound, when A is a hologen or halogen containing group, it is preferred that each A is the same.When the epoxy compound contains only one aromatic ring the group A may be a polyfluoroalkyl group in which case one or two such groups may be attached to the aromatic ring; or a polyfluoro-alkoxy group, in which case only one such group is attached to the aromatic ring.When the epoxy compound contains two aromatic rings, the group A may be Cl, Br, or a polyfluoroalkyl group and one or two such groups may be attached to each aromatic ring.Type: GrantFiled: September 24, 1982Date of Patent: May 29, 1984Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventor: Peter Johncock
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Patent number: 4417039Abstract: Aromatic and aromatic heterocyclic enyne polymers are prepared by reacting a di-.beta.-bromovinylbenzene and a diacetylenic compound. The polymers have relatively low glass transition temperatures for fabrication, and after heat treatment exhibit high glass transition temperatures, as well as low solvent susceptibility. Also provided is a new composition of matter 1,4-bis-(cis-.beta.-bromovinyl)benzene.Type: GrantFiled: July 19, 1982Date of Patent: November 22, 1983Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Bruce A. Reinhardt, Fred E. Arnold
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Patent number: 4415720Abstract: Aromatic polysulphones are prepared by the reaction under substantially anhydrous conditions in the presence of a fluoroalkane sulphonic acid, particularly trifluoromethane sulphonic acid or difluoromethane sulphonic acid, of the reactants selected from the following class:(a) an aromatic compound of specified formula (such as diphenyl ether or diphenyl) and a sulphonating agent;(b) an aryl monosulphonic acid of specified formula (such as diphenyl ether-4-sulphonic acid or diphenyl-4-sulphonic acid); and(c) an aryl disulphonic acid of specified formula (such as diphenyl ether-4,4'-disulphonic acid or diphenyl-4,4'-disulphonic acid) and an aromatic compound as defined in (a).Type: GrantFiled: September 22, 1981Date of Patent: November 15, 1983Assignee: Imperial Chemical Industries PLCInventor: John B. Rose
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Patent number: 4412047Abstract: 1,5-Dimethyl-1,2;5,6-diepoxycyclooctane is prepared by epoxidizing 1,5-dimethylcycloocta-1,5-diene with aqueous peracetic or perpropionic acid at a temperature not exceeding 50.degree. C. and within a pH range from 1.5 to 5.5.The diepoxide according to the invention can be cured by means of curing agents for epoxide resins to give moulded materials having valuable mechanical properties. It is also suitable for use as a reactive, latent diluent.Type: GrantFiled: September 20, 1982Date of Patent: October 25, 1983Assignee: Ciba-Geigy CorporationInventors: Charles E. Monnier, Friedrich Lohse
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Patent number: 4395541Abstract: Ionene polymers have been prepared and have been found to be useful in cosmetic compositions for the treatment of the hair and skin, or in the treatment of natural or synthetic textile fibers.Type: GrantFiled: December 17, 1980Date of Patent: July 26, 1983Assignee: Societe Anonyme dite: L'OrealInventors: Bernard Jacquet, Gerard Lang, Alain Malaval, Serge Forestier, Do Le Trung
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Patent number: 4383054Abstract: A self curing aqueous solution/dispersion comprising about 50-70 wt. % water, about 25-35 wt. % of a novel N-polymethylene substituted polyoxypropylene polyamine and about 3-9 wt. % of a curable polymer-forming component such as an epoxy-resin is described. The solution is useful for injection into permeable earth formations such as unconsolidated sands to reduce their permeability and consolidate the formation. Novel N-substituted polyamines of the formula [NaO.sub.3 S--R.sub.1 ].sub.m A wherein R.sub.1 is a C.sub.2 to C.sub.6 polymethylene group and A is a polyoxyalkylene polyamine are employed in the solution to render the epoxy-resin component adequately soluble or dispersible in the aqueous solution and to act as the curing agent for the resin.Type: GrantFiled: May 28, 1981Date of Patent: May 10, 1983Assignee: Texaco Inc.Inventors: Heinz Schulze, Harold G. Waddill
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Patent number: 4379872Abstract: Amphoteric amino sulfonate derivatives of epoxy resins having at least one terminal group of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or methyl, R.sub.3 is hydrogen or C.sub.1 -C.sub.20 alkyl or substituted alkyl, and R.sub.4 is C.sub.1 -C.sub.6 alkylene or substituted alkylene, which are reaction products of an epoxy resin having a plurality of terminal groups of the formula: ##STR2## wherein R.sub.1 and R.sub.2 are as defined, with an amino sulfonate of the formula:R.sub.3 --NH--R.sub.4 --SO.sub.3 Mwherein R.sub.3 and R.sub.4 are as defined, and M is a cation.Type: GrantFiled: August 17, 1981Date of Patent: April 12, 1983Assignee: Nippon Paint Co., Ltd.Inventors: Shin-Ichi Ishikura, Kazunori Kanda, Ryuzo Mizuguchi
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Patent number: 4370671Abstract: A semiconductor device comprises a semiconductor wafer arranged between metallic connecting members for supplying electric current to, and leading it from, the wafer, each connecting member having a substantially cylindrical external part. A ring of a sulphone polymer or of polyphenylene sulphide, which may be reinforced with glass fibre material, has portions of its internal peripheral surface surrounding and firmly engaged with the cylindrical parts of the connecting members, the ring and the connecting members forming a protective casing around the semiconductor wafer.Type: GrantFiled: February 13, 1980Date of Patent: January 25, 1983Assignee: Asea AktiebolagInventors: Gunno Eriksson, Anders Nilarp
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Patent number: 4367299Abstract: The process according to the invention is performed by reaction of epoxide resins with primary and/or secondary polyamines with simultaneous quaternizing by means of aromatic and aliphatic polysulfonic esters, halogen-free organic phosphoric esters, or organic compounds which contain at least 1 chlorine or bromine atom, and which are free from -COOH groups and corresponding salt groups. The crosslinked plastics thus obtained are distinguished by an improved electrical conductivity.Type: GrantFiled: December 8, 1980Date of Patent: January 4, 1983Assignee: Ciba-Geigy CorporationInventors: Alfred Renner, Theobald Haug
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Patent number: 4363898Abstract: Perfluoroglycidyl ethers of the formula ##STR1## are prepared by epoxidation of a perfluorodiallyl ether of the formula:CF.sub.2 .dbd.CFCF.sub.2 OR.sub.F.The glycidyl ethers are useful as monomers for preparing polymers which provide crosslinking or cure sites and are stable elastomeric materials useful as sealants, caulks, and fabricated objects.Type: GrantFiled: April 3, 1981Date of Patent: December 14, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventors: Carl G. Krespan, Thomas R. Darling
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Patent number: 4361696Abstract: An oxidated silicon compound will react with a substituted organic compound in the presence of an alkali compound to produce organic alkali metal silicate products which may be used as molding powders, as adhesives, as coating agents and be reacted with polyisocyanates to produce insulating foams.Type: GrantFiled: December 21, 1981Date of Patent: November 30, 1982Inventor: David H Blount
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Patent number: 4360645Abstract: Perfluoroglycidyl ethers of the formula: ##STR1## are prepared by epoxidation of a perfluoroallyl ether of the formula:CF.sub.2 .dbd.CFCF.sub.2 OR.sub.F.The glycidyl ethers are useful as monomers for preparing polymers which are useful as stable oils and greases. Polymers containing functional moieties which provide crosslinking or cure sites are stable elastomeric materials useful as sealants, caulks, and fabricated objects.Type: GrantFiled: April 3, 1981Date of Patent: November 23, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventors: Carl G. Krespan, Alicia P. King
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Patent number: 4331582Abstract: A catalyst for forming ambient temperature stable diamino-diphenyl sulfone-epoxy composition comprises the half-salt of a strong aromatic sulfonic acid such as toluene sulfonic acid and an imidazole, preferably an alkylated imidazole such as 2-ethyl-4-methylimidazole. The composition fully cures at moderate temperature to form a humidity resistant resin having a high heat distortion temperature and can be impregnated onto reinforcing fibers such as graphite to form composites.Type: GrantFiled: January 14, 1980Date of Patent: May 25, 1982Assignee: HitcoInventor: Eduard P. Babayan
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Patent number: 4330671Abstract: Copolymers of an aziridine and sulfur dioxide are disclosed which are useful as positive radiation resists for use in electron beam and x-ray lithography.Type: GrantFiled: November 14, 1980Date of Patent: May 18, 1982Assignee: RCA CorporationInventor: Thomas R. Pampalone
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Patent number: 4301274Abstract: Aromatic sulfide/sulfone polymers are prepared by initially contacting a dihaloaromatic sulfone, an alkali metal sulfide, an organic amide, and, optionally, an alkali metal carboxylate under polymerization conditions and subsequently at or near completion of the polymerization reaction, adding an end-capping agent comprising additional dihaloaromatic sulfone to the reaction mixture producing a polymer exhibiting improved physical properties including melt flow stability. The resulting polymers have utility as coatings, films, molded objects, filaments, fibers, and the like.Type: GrantFiled: January 29, 1980Date of Patent: November 17, 1981Assignee: Phillips Petroleum CompanyInventor: Robert W. Campbell
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Patent number: 4299951Abstract: The tensile strength of shaped articles made from arylene sulfide/sulfone polymers is increased by treating the article with an organic liquid at an elevated temperature. In one embodiment, the organic liquid comprises at least one of selected hydrocarbons, alcohols, and esters.Type: GrantFiled: January 29, 1980Date of Patent: November 10, 1981Assignee: Phillips Petroleum Co.Inventor: Robert W. Campbell
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Patent number: 4299943Abstract: A process for producing layered organometallic polymers having organo groups covalently bonded to pentavalent metal atoms. The pentavalent metal atoms are, in turn, covalently bonded through an oxygen linkage to tetravalent metal atoms. The layered organometallic compounds are produced by reacting a silyl diester of an organo-substituted pentavalent metal acid with at least one tetravalent metal ion.Type: GrantFiled: March 25, 1980Date of Patent: November 10, 1981Assignee: Occidental Research CorporationInventors: Peter M. DiGiacomo, Martin B. Dines
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Patent number: 4298723Abstract: Inorganic compounds which contain pendant organic functional groups are prepared by the reaction of an acid of the formula [(HO).sub.2 OZO.sub.x ].sub.k R, in which Z is a pentavalent metal, X is 0 or 1, k is 1 or 2, and R is an acyclic organo group, with a tetravalent metal ion. The compounds are insoluble in the reaction medium, exist in a layered crystalline to amorphous form, and have the formula M(O.sub.3 ZO.sub.x R).sub.n, in which M is the tetravalent metal and n is 1 or 2. One use for the compounds is as selective sorbents.Type: GrantFiled: September 25, 1979Date of Patent: November 3, 1981Assignee: Occidental Research CorporationInventors: Peter M. DiGiacomo, Martin B. Dines
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Patent number: 4297320Abstract: This invention relates to a polymerization reaction vessel having a coating on the inner surfaces thereof resulting from applying thereto an aqueous coating composition containing the reaction product of a thiodiphenol, or a derivative thereof, with a bleaching agent or material, such as, for example, sodium hypochlorite (NaOCl). When polymerizing olefinic monomers, such as vinyl halides, vinylidene halides, and vinylidene monomers having at least one terminal CH.sub.2 .dbd.C< group, and mixtures thereof, polymer buildup on the inner surfaces of the reaction vessel is substantially reduced. Multiple charges or batches of polymer can be made in said internally coated reaction vessel without opening the same between charges thus preventing the escape of unreacted monomer(s) to the surrounding atmosphere.Type: GrantFiled: June 23, 1980Date of Patent: October 27, 1981Assignee: The B. F. Goodrich CompanyInventor: Louis Cohen
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Patent number: 4271285Abstract: A linear aryl sulfide/sulfonate polymer having improved thermal stability is provided consisting essentially of units of the formula: ##STR1## wherein n is an integer of from 3 to about 250.Type: GrantFiled: November 30, 1979Date of Patent: June 2, 1981Assignee: Koppers Company, Inc.Inventor: Hans Dressler
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Patent number: 4269759Abstract: The present invention is directed to (1) an epoxy compound identified as 3,3'-tetraglycidylsulfonyldianiline (referred to herein as 3,3'-TGDDS); (2) a thermosetting composition comprising 3,3'-TGDDS and a curing agent; (3) a thermosetting composition having improved resistance to moisture and to a reduction in the glass transition temperature at elevated temperatures when cured comprising (a) the above epoxy compound, i.e., 3,3'-TGDDS, (b) a polybutadiene rubber or mixture thereof, (c) an epoxy curing agent such as 4,4'-diaminodiphenylsulfone, (d) a free radical initiator and esterification catalyst for the polybutadiene rubber; and (4) a carbon fiber/rubber modified epoxy composite prepared from the thermosetting composition of (3).The 3,3'-TGDDS when melted and admixed with the polybutadiene rubber in a solventless system forms a homogeneous mixture which is stable for extended periods.Type: GrantFiled: August 1, 1979Date of Patent: May 26, 1981Assignee: Celanese CorporationInventor: Robert Edelman
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Patent number: 4235991Abstract: Sulfo-organophosphonic acid compounds react by a metathesis reaction in a liquid medium with tetravalent metal ions, yielding layered crystalline to amorphous inorganic polymers having the empirical formula M(O.sub.3 PRSO.sub.3 H).sub.2 where M is a tetravalent metal and R is an organic group covalently bonded to phosphorus and the terminal sulfonic acid group. One use for the compounds is as ion exchangers.Type: GrantFiled: December 4, 1978Date of Patent: November 25, 1980Assignee: Occidental Research CorporationInventors: Peter M. DiGiacomo, Martin B. Dines
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Patent number: 4232142Abstract: Aromatic polymers containing benzenoid groups and oxygen atoms in the polymer chains are made by the action of an alkali metal hydroxide on a dihalogenobenzenoid compound in which each halogen atom is activated by an inert electron-attracting group such as --SO.sub.2 --.Type: GrantFiled: November 18, 1975Date of Patent: November 4, 1980Assignee: Imperial Chemical Industries LimitedInventors: Dennis A. Barr, John B. Rose
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Patent number: 4229564Abstract: The molecular weight of highly aromatic polymers made by the Friedel-Crafts polymerization of EN monomers of the formula Ar--L--Ar.sup.1 --X, wherein X is selected from SO.sub.2 Y or COY, Y being a radical selected from --OH, halogen, or alkyl, wherein Ar and Ar.sup.1 are independently ##STR1## wherein L is --CO--, --SO.sub.2 --, phenyleneoxy, --NHCO--, a covalent bond, --O--, or --CR.sub.2 --, wherein each R is independently hydrogen, an alkyl or fluoroalkyl group, phenyl or a phenyl group substituted by an electron withdrawing group such as halogen, NO.sub.2 or --CN, is controlled by including in the reaction mixture an acylatable aromatic compound whose rate of acylation under Friedel-Crafts conditions is at least about 150 times that of benzene. The molecular weight of other polymers made from EN type monomers by Friedel-Crafts catalysis can also be controlled in this way.Type: GrantFiled: April 26, 1976Date of Patent: October 21, 1980Assignee: Raychem CorporationInventor: Klaus J. Dahl
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Patent number: 4229560Abstract: A thermostable heterocyclic polymer constituted by monomer units of the general formula ##STR1## where R.sup.1 and R.sup.2 denote an organic radical having from 2 to 1000 carbon atoms;a radical having 2 to 1000 carbon atoms, containing:1 to 1000 atoms of Si,and/or 1 to 1000 atoms of F,and/or 1 to 1000 atoms of Cl,and/or 1 to 1000 atoms of Br,and/or 1 to 1000 atoms of N,and/or 1 to 1000 atoms of S,and/or 1 to 1000 atoms of P,and/or 1 to 1000 atoms of B,and/or 1 to 1000 atoms of O,R.sup.1 and R.sup.2 being either the same or different;R.sup.3 .dbd.NH, CH.sub.2 ;R.sup.4 is a radical which, with R.sup.3 .dbd.NH, may be ##STR2## while with R.sup.3 .dbd.CH.sub.Type: GrantFiled: May 30, 1978Date of Patent: October 21, 1980Inventors: Alexei Y. Chernikhov, Mikhail N. Yakovlev, Valentina B. Lysova, Evgeny L. Gefter, Nina N. Shmagina
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Patent number: 4226972Abstract: Poly(organophosphazenes) containing repeating units of the structure: ##STR1## wherein X and X' represent organic substituents which may be the same or different and n is from 20 to 50,000, are prepared by a process which involves reacting a poly(dichlorophosphazene) having the formula --(NPCl.sub.2).sub.n --, in which n is from 20 to 50,000, with an active hydrogen-containing compound in the presence of a bicyclic amidine represented by the structure: ##STR2## in which m is an integer of from 1 to 10. A unique aspect of the process of the invention is that it can be utilized to prepare such poly(organophosphazenes) utilizing either soluble or gelled (insoluble) poly(dichlorophosphazenes) as starting materials.Type: GrantFiled: November 3, 1978Date of Patent: October 7, 1980Assignee: The Firestone Tire & Rubber CompanyInventors: Donald N. Schulz, Jung W. Kang, John W. Spiewak
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Patent number: 4210500Abstract: A composition is described which provides an improvement in the electrodeposition of zinc from aqueous alkaline plating baths containing cyanide ions. The new composition comprises the reaction product obtained by the process of reacting(a) a polyhydroxyethylated polyamine having a carbon to nitrogen weight ratio of about 2.8:1 to about 3.3:1 and a nitrogen to oxygen weight ratio of about 1:1 to about 2:1, and(b) a 3-halo-2-hydroxypropane sulfonate.Aqueous, alkaline cyanide zinc electroplating baths containing the additive compositions of the invention deposit a bright zinc coating over a wide range of current densities.Type: GrantFiled: June 28, 1979Date of Patent: July 1, 1980Assignee: Rohco, Inc.Inventor: Craig V. Bishop
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Patent number: 4195132Abstract: The present invention relates to novel, substantially insoluble and infusible plastics which are cross-linked by way of triazine rings and, optionally, by way of tri-substituted bis-oxymethylene urea groups or urethane groups.Type: GrantFiled: May 5, 1977Date of Patent: March 25, 1980Assignee: Bayer AktiengesellschaftInventors: Rudolf Sundermann, Gunther Rottloff, Ernst Grigat
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Patent number: 4189562Abstract: The instant invention is directed to polyhydroxyl compounds containing at least two hydroxyl groups and at least one sulfonic acid ester group and having an average molecular weight of from 300 to 12,000, wherein at least one hydroxyl containing compound contains a urethane aryl sulfonic acid hydroxyalkyl ester group. The invention also relates to a process for producing these compounds and the product by the process.Type: GrantFiled: July 31, 1978Date of Patent: February 19, 1980Assignee: Bayer AktiengesellschaftInventor: Dieter Dieterich
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Patent number: 4182837Abstract: Polyphosphazene copolymers are prepared which contain units represented by the formulas: ##STR1## wherein X is a sulfone radical selected from the group consisting of --CR.sub.1 R.sub.2 --SO.sub.2 --R and ##STR2## in which R is alkyl containing from 1 to 12 carbon atoms, cycloalkyl containing from 3 to 12 carbon atoms or aryl and R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen, alkyl radicals containing from 1 to 11 carbon atoms, cycloalkyl radicals containing from 3 to 11 carbon atoms and aryl radicals; wherein X' is an organic radical selected from the group consisting of substituted or unsubstituted alkoxy, aryloxy, amino and mercapto groups and wherein 20.ltoreq.(a+b+c).ltoreq.50,000 per polymer.The copolymers of the invention can be utilized to form films and may also be utilized in applications for moldings, coatings and the like.Type: GrantFiled: October 20, 1978Date of Patent: January 8, 1980Assignee: The Firestone Tire & Rubber CompanyInventors: William L. Hergenrother, Adel F. Halasa
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Patent number: 4180653Abstract: Novel polymers, useful as films or filaments, are prepared as by the reaction of a bispiperazide with a reactive derivative of an acid.Type: GrantFiled: June 23, 1978Date of Patent: December 25, 1979Assignee: s.a. Texaco Belgium n.v.Inventor: Johny C. Hermans
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Patent number: 4175179Abstract: Novel polymers, useful as films or filaments, are prepared as by the reaction of a bispiperazide with a reactive derivative of an acid.Type: GrantFiled: June 22, 1978Date of Patent: November 20, 1979Assignee: s.a. Texaco Belgium n.v.Inventor: Johny C. Hermans
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Patent number: 4172935Abstract: Novel polymers, useful as films or filaments, are prepared as by the reaction of a bispiperazide with a reactive derivative of an acid.Type: GrantFiled: June 26, 1978Date of Patent: October 30, 1979Assignee: S.A Texaco Belgium n.v.Inventor: Johny C. Hermans
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Patent number: 4166894Abstract: Novel functional ionene polymer compositions useful in a wide variety of applications, including, among others, as wet and dry strength additives, corrosion inhibitors, and electroconductive coatings.Type: GrantFiled: November 17, 1977Date of Patent: September 4, 1979Assignee: Calgon CorporationInventor: Raymond J. Schaper
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Patent number: 4127713Abstract: Aromatic sulfide/sulfone polymers of increased molecular weight are produced by contacting at least one dihalo aromatic sulfone, at least one alkali metal sulfide, at least one organic amide, at least one sodium carboxylate, and a sufficient amount of water to produce higher molecular weight polymers than are normally produced. The resulting polymers have utility as coatings, films, molded objects, filaments, fibers, and the like.Type: GrantFiled: November 14, 1977Date of Patent: November 28, 1978Assignee: Phillips Petroleum CompanyInventor: Robert W. Campbell
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Patent number: 4116946Abstract: Hardenable mixtures ofA. 40 to 90% by weight of at least one aromatic polyfunctional cyanic acid ester,B. 10 to 60% by weight of at least one polymerizable olefinically unsaturated monomer and, optionally,C. 0.01 to 10% by weight, based on the sum of A) and B) of at least one hardening catalyst such as amines, Mannich bases and organic metal compounds. They are suitable for use as casting resins and as pourable sealing compounds for covering materials, for producing shaped articles, coatings, bonds, electrical insulations, as binders for fibre-reinforced plastics.Type: GrantFiled: June 20, 1977Date of Patent: September 26, 1978Assignee: Bayer AktiengesellschaftInventors: Hans-Dieter Jakob, Rolf Kubens, Heinrich Heine
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Patent number: 4098768Abstract: Novel polymers, useful as films or filaments, are prepared as by the reaction of a bispiperazidophosphosphorus compound with a reactive derivative of an acid.Type: GrantFiled: November 3, 1975Date of Patent: July 4, 1978Assignee: S.A. Texaco Belgium n.v.Inventor: Johny C. Hermans