With Nitrogen-containing Reactant Patents (Class 528/363)
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Patent number: 4315087Abstract: This invention relates to quaternary polyaminoamides. The polyaminoamides are prepared by reacting acrylate-type compounds with polyamines as disclosed in U.S. Pat. No. 3,445,441. This invention also relates to uses for the quaternized polymer, particularly in the prevention of corrosion.Type: GrantFiled: April 28, 1975Date of Patent: February 9, 1982Assignee: Petrolite CorporationInventors: Derek Redmore, Benjamin T. Outlaw
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Patent number: 4308356Abstract: Resin-forming polyepoxides are mixed with polyoxazolidinyl compounds or polymers containing pendant oxazolidinyl groups in which the carbon atom in the 2-position of the heterocyclic ring is substituted with saturated hydrocarbon groups, such as dialkyl, or with an alkylene group forming a saturated ring with the carbon atom in the 2-position of the oxazolidinyl ring to form, in the absence of water, a stable composition which can be stored in closed containers for months without undergoing gelation. When such compositions are spread into films and the films exposed to moisture at ambient temperature, e.g., to ambient air having a relative humidity of at least 20% and temperature of about 15.degree. to 25.degree. C., the polymer serves to react with and cure the polyepoxide.Type: GrantFiled: January 30, 1980Date of Patent: December 29, 1981Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Wayne E. Feely
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Patent number: 4296005Abstract: An advanced addition product containing hydroxyl groups is prepared from the reaction of specific mononuclear hydantoin glycidyl compounds with non-aromatic dicarboxylic acids of 9 to 44 carbon atoms and, optionally mono-carboxylic acids of 6 to 18 carbon atoms. The above advanced addition products are heat curable with suitable curing agents for hydroxyl containing materials to afford cured compositions exhibiting excellent weathering, color stability and chalking resistance.Type: GrantFiled: October 27, 1980Date of Patent: October 20, 1981Assignee: Ciba-Geigy CorporationInventor: Marianne Di Benedetto
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Patent number: 4293672Abstract: The present invention provides an improved process for reducing the premature gelation during esterification of epoxy compounds containing tertiary, allylic or benzylic hydrogens, e.g., saturated epoxy resins, with ethylenically unsaturated monocarboxylic acids, e.g., acylic acid, which comprises prereacting the said epoxy compound with a hydroxylamine compound prior to the esterification step.Type: GrantFiled: June 27, 1980Date of Patent: October 6, 1981Assignee: Shell Oil CompanyInventor: Roy J. Jackson
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Patent number: 4283524Abstract: Polymers containing amide linkages can be formed in good yields by the dehydrative addition polymerization of alpha, beta-unsaturated monocarboxylic acids or the ammonium salts thereof. These polymers are suitable for use as fibers, plastics, films and molding resins.Type: GrantFiled: April 23, 1979Date of Patent: August 11, 1981Assignee: The Standard Oil CompanyInventor: Janice L. Greene
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Patent number: 4283512Abstract: A copolymer having peroxy bonds in the molecule thereof which is obtained by copolymerizing an diacyl type polymeric peroxide having ester bonds therein with one or more monomers having double bonds therein, may have a broad range of average molecular weight and a lot of peroxy bonds therein, and it may be used as an useful polymerization initiator in producing a block copolymer.Type: GrantFiled: November 27, 1979Date of Patent: August 11, 1981Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Masaru Matsushima, Takeshi Komai, Masaharu Nakayama
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Patent number: 4282347Abstract: A process for the production of branched polymers of arylene sulfide in which a reaction mixture of (1) at least one p-dihalobenzene, (2) at least one alkali metal sulfide, (3) at least one organic amide, (4) water in an amount of about 1.0 mole to about 2.4 moles per mole of alkali metal sulfide, and (5) at least one alkali metal carboxylate is contacted under polymerization conditions for a time sufficient to form arylene sulfide polymer and the arylene sulfide polymer formed in said reaction mixture is contacted under polymerization conditions with a polyhaloaromatic compound having more than two halogen substituents per molecule for a time having a range of up to about 75 minutes before entering upon termination of the polymerization process. An embodiment of the process in which the alkali metal sulfide is produced in situ by the reaction of an excess of alkali metal hydroxide with alkali metal hydrosulfide.Type: GrantFiled: August 14, 1979Date of Patent: August 4, 1981Assignee: Phillips Petroleum CompanyInventors: Dale O. Tieszen, Lacey E. Scoggins
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Patent number: 4269626Abstract: An aqueous agent for treating wood and wooden materials, optionally containing customary additives, such as water-soluble wood protecting agents effective as insecticides and/or fungicides, comprises an organic binder drying by oxidation, said organic binder consisting essentially of the reaction product of an acid and a 1,3-butadiene substrate polymer modified to carry amino groups, wherein(1) the amino group carrying 1,3-butadiene polymer has a double bond content corresponding to an iodine number of at least 200 g iodine/100 g, of which a double bond content of at least 100, measured as iodine number, is derived from cis-1,4-structural elements of the 1,3-butadiene substrate polymer per se;(2) the amino group content of the amino group carrying 1,3-butadiene polymer is at least 50 mg-atoms of nitrogen/100 g of polymer; and(3) the 1,3-butadiene substrate polymer per se has at least 70 molar percent butadiene units and a molecular weight (Mn) of 500-6,000.Type: GrantFiled: September 7, 1979Date of Patent: May 26, 1981Assignee: Chemische Werke Heuls, A.G.Inventors: Klaus Gorke, Wilfried Bartz
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Patent number: 4247682Abstract: A polymer of the general formula: R'--M--Ar--B--Ar'--MArBAr'--.sub.k-2 M--Ar--B--Ar'--R wherein M and D, which can be the same or different, are independently ##STR1## wherein each Ar is independentlyR'--M--Ar--D--Ar'[--MArDAr'--].sub.k-2 M--Ar--D--Ar'--R"wherein L is ##STR2## phenyleneoxy, ##STR3## a covalent bond or T, wherein T is as defined belowand each Ar' is independently ##STR4## wherein T is O, S, phenyleneoxy, or --CR.sub.2 -- wherein R is as defined below, or --O--Ar--O-- wherein Ar can have any of the values set forth above and wherein R' and R" are independently ##STR5## wherein X is a covalent bond, --O--, --S--, or --CR.sub.2 -- wherein each R is independently hydrogen, an alkyl or fluoroalkyl group, preferably of 1 to 10 carbons, phenyl or an electron withdrawing group substituted phenyl, Y is CN, NO.sub.2, ##STR6## or if X is a covalent bond, Y can be hydrogen as well as any of the foregoing; or Ar"CO-- or Ar"SO.sub.Type: GrantFiled: May 7, 1979Date of Patent: January 27, 1981Assignee: Raychem CorporationInventor: Klaus J. Dahl
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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: 4221904Abstract: Polyphosphazene copolymers are prepared which contain randomly distributed units represented by the formulas: ##STR1## wherein X is ##STR2## in which R is alkyl containing from 1 to 12 carbon atoms or aryl, wherein X' is 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 solvent resistant films and may also be utilized in applications for moldings, coatings and the like. Additionally, the copolymers may be utilized as crosslinking agents for other reactive monomers or polymers. An especially useful feature of these copolymers is that they can be cured or crosslinked at room temperature.Type: GrantFiled: September 8, 1978Date of Patent: September 9, 1980Assignee: The Firestone Tire & Rubber CompanyInventors: William L. Hergenrother, Adel F. Halasa
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Acrylate-cyanoacetate-ureadiacetoacetamide-diacetoacetamide copolymers useful as protective surfaces
Patent number: 4218515Abstract: Cross-linked random acrylate-cyanoacetate-ureadiacetoacetamide-diacetoacetamide copolymers are disclosed. These copolymers are prepared by the reaction of at least one polyfunctional acrylate with at least one cyanoacetate, at least one ureadiacetoacetamide and at least one diacetoacetamide in the presence of a catalyst capable of promoting the reaction between the polyfunctional acrylate, the cyanoacetate, the ureadiacetoacetamide, and the diacetoacetamide. In a preferred embodiment, the copolymers are employed to produce wear layer compositions for surface coverings.Type: GrantFiled: May 14, 1979Date of Patent: August 19, 1980Inventor: John S. Heckles -
Patent number: 4218557Abstract: Polyphosphazene polymers are prepared which contain repeating units represented by the formulas: ##STR1## wherein X is represented by: ##STR2## wherein Y is selected from the group consisting of ##STR3## and --SO.sub.2 -- and p=0 or 1; when p=0, R.sub.1 and R.sub.2 are independently selected from a group consisting of substituted or unsubstituted aliphatic, aryl, araryl, and alkylaryl radicals or R.sub.1 and R.sub.2 can form a cyclic amide containing radical wherein R.sub.1 and R.sub.2 taken together are selected from a group consisting of --CH.sub.2).sub.n where n=2 to 12, wherein R.sub.3 is a lower alkyl radical or hydrogen; and when p=1, R.sub.1 and R.sub.2 taken together form a linkage in a cyclic imide containing radical selected from a group consisting of --CH.sub.2).sub.n, where n'=2 or 3 and ##STR4## where R.sub.3 is as defined above, R.sub.Type: GrantFiled: October 20, 1978Date of Patent: August 19, 1980Assignee: The Firestone Tire & Rubber CompanyInventors: William L. Hergenrother, Adel F. Halasa
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Patent number: 4213890Abstract: Flame retardant films and fibers of zinc chelates of terephthaloyl-terephthalic/oxalic copolyhydrazides, the oxalic dihydrazide and terephthalic dihydrazide units having a molar ratio in the range of 19:6 to 6:19. The products aftertreated with an oxalic acid solution are colorless.Type: GrantFiled: October 4, 1978Date of Patent: July 22, 1980Assignee: Akzona IncorporatedInventors: Walter Brodowski, Michael Wallrabenstein
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Patent number: 4210744Abstract: An advanced addition product containing 1,2-epoxide groups is prepared from the reaction of a hydantoin compound of the formula ##STR1## wherein R.sub.1 is hydrogen, alkyl containing 1 to 8 carbon atoms or cycloalkyl containing 5 to 6 carbon atoms; and R.sub.2 is alkyl containing 5 to 8 carbon atoms or cycloalkyl containing 5 to 6 carbon atoms; with less than 1.0 equivalents of NH groups per epoxide group the hydantoin compound, of a binuclear bis-hydantoin of the formula ##STR2## wherein R.sub.3 and R.sub.4 are selected from the group consisting of hydrogen or alkyl of 1 to 4 carbon atoms; or together R.sub.3 and R.sub.4 form tetramethylene or pentamethylene; and A is selected from the group consisting of alkylene, alkylidine or alkylidene substituted by one or more halogen atoms.Type: GrantFiled: December 11, 1978Date of Patent: July 1, 1980Assignee: Ciba-Geigy CorporationInventor: John H. Bateman
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Patent number: 4209608Abstract: An advanced addition product containing 1,2-epoxide groups is prepared from the reaction of a hydantoin diglycidyl compound of the formula ##STR1## wherein R.sub.1 is hydrogen, alkyl containing 1 to 8 carbon atoms or cycloalkyl containing 5 to 6 carbon atoms; and R.sub.2 is alkyl containing 5 to 8 carbon atoms or cycloalkyl containing 5 to 6 carbon atoms, with less than 1 equivalent of NH groups per epoxide group of the diglycidyl compound of a binuclear bishydrantoin compound of the formula ##STR2## wherein R.sub.3 and R.sub.4 are selected from the group consisting of hydrogen or alkyl of 1 to 4 carbon atoms; or together R.sub.1 and R.sub.2 form tetramethylene or pentamethylene, and A is a member selected from the group consisting of alkylene, alkylidene or alkylidene substituted by one or more halogen atoms.Such adducts exhibit superior melt-flow characteristics and, when formulated into a thermosettable coating composition, exhibit excellent weathering and over-cure properties.Type: GrantFiled: December 11, 1978Date of Patent: June 24, 1980Assignee: Ciba-Geigy CorporationInventor: John H. Bateman
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Patent number: 4202962Abstract: High strength fibers of arylene oxadiazole/arylene N-alkylhydrazide copolymers are prepared by a unique solution spinning process, whereby an arylene oxadiazole/arylene N-alkyloxadiazolium hydrosulfate copolymer in sulfuric acid or oleum is extruded into an aqueous coagulation medium in which concurrently a fiber is formed and the latter-mentioned copolymer undergoes a chemical transformation to provide the first-mentioned copolymer.Type: GrantFiled: January 15, 1979Date of Patent: May 13, 1980Assignee: Monsanto CompanyInventor: Hartwig C. Bach
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Patent number: 4181793Abstract: Disclosed is a poly(hydrazone-hydrazide) prepared from difunctional acid chlorides and 4-(hydrazonomethyl)benzoic acid hydrazide. The poly(hydrazone-hydrazide) contains repeating units corresponding to the structure: ##STR1## Films of this polymer have unobviously high tensile and tear strengths without the necessity of biaxially orienting the film.Type: GrantFiled: August 7, 1978Date of Patent: January 1, 1980Assignee: Eastman Kodak CompanyInventor: Harry R. Musser
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Patent number: 4180632Abstract: Rigid thermoset polyaminoesters are prepared by reacting a mixture of acrylate monomer having an average acrylate functionality of at least 2.5 and aliphatic amine having an average amine hydrogen functionality of at least 3.Type: GrantFiled: November 25, 1977Date of Patent: December 25, 1979Assignee: Rohm and Haas CompanyInventor: Casmir S. Ilenda
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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: 4166873Abstract: Diisocyanate-modified polyesters formed by heating 100 parts of a polyester with about 2 to 10 parts of a diisocyante to above about 260.degree. C. are useful as superior hot melt adhesives and as durable coatings.Type: GrantFiled: October 7, 1977Date of Patent: September 4, 1979Assignee: Standard Oil Company (Indiana)Inventors: Kenneth D. Gilliam, Edward E. Paschke
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Patent number: 4161492Abstract: Cycloaliphatic amines are prepared by catalytically hydrogenating an aromatic amine under elevated pressures and temperatures in the presence of a supported ruthenium catalyst wherein the support is a hydroxide and/or hydrated oxide of chromium and manganese and/or their dehydration products. The catalyst preferably contains from 0.1 to 10% by weight ruthenium based on the total weight of the supported catalyst. Novel cycloaliphatic amines produced according to the process have the formulas ##STR1## wherein THE R substituents are hydrogen or alkyl.Type: GrantFiled: July 27, 1977Date of Patent: July 17, 1979Assignee: Bayer AktiengesellschaftInventor: Oskar Weissel
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Patent number: 4158652Abstract: Compositions comprising an ester diol alkoxylate in conjunction with crosslinkers, or polycaprolactone polyols or derivatives thereof, or low molecular weight polyols, or isocyanates, or latexes have been produced that are useful as coatings, inks and adhesives.Type: GrantFiled: September 29, 1977Date of Patent: June 19, 1979Assignee: Union Carbide CorporationInventors: Joseph V. Koleske, Robert J. Knopf, Oliver W. Smith
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Patent number: 4156074Abstract: Processes for the production of hydantoins substituted by amide groups wherein maleic acid imides or maleic acid monoamides are reacted with ureas.Type: GrantFiled: April 19, 1978Date of Patent: May 22, 1979Assignee: Bayer AktiengesellschaftInventors: Ludwig Rottmaier, Rudolf Merten
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Patent number: 4154724Abstract: Novel polyether polyureides useful in the manufacture of plastics, sealants, molds, foams and coatings. The novel composition comprises a ureido-terminated polyoxyalkylene prepared by reacting a primary amine-terminated polyoxyalkylene with urea at temperatures in the range from about 120.degree. C. to about 150.degree. C. in a molar ratio of about one mole of urea for each terminal primary amino group.Type: GrantFiled: June 28, 1976Date of Patent: May 15, 1979Assignee: Texaco Development Corp.Inventor: Heinz Schulze
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Patent number: 4146701Abstract: An epoxy resin having superior resistance to thermal shock comprises a vicinal polyepoxide, a curing amount of a certain bicyclic anhydride and an effective amount of an additive comprising a polyoxyalkylenepolyamine-maleic anhydride condensation product having thioureide, ureide or thioformamide or formamide end groups.Type: GrantFiled: March 27, 1978Date of Patent: March 27, 1979Assignee: Texaco Development Corp.Inventors: Harold G. Waddill, Heinz Schulze
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Patent number: 4136086Abstract: Curable mixtures of (a) epoxide compounds, (b) adducts containing mercapto groups, which adducts are produced by an advancement reaction of dimercapto compounds with diglycidyl compounds in an amount less than the equivalent amount, and (c) carboxylic anhydrides. The curable mixtures are suitable as casting resin mixtures, particularly for producing moulded articles of large volume.Type: GrantFiled: February 21, 1978Date of Patent: January 23, 1979Assignee: Ciba-Geigy CorporationInventors: Dieter Baumann, Heinz Rembold
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Patent number: 4125519Abstract: Homopolymers and copolymers containing the amino acid 3,4-dihydroxy-L-phenylalanine (dopa) have been prepared via the synthesis of a protected N-carboxyanhydride (NCA) of the amino acid. These dopa-containing polymers have many uses as in the treatment of Parkinsonism, as drug delivery systems, antioxidants, and fibers and in the production of non-thrombogenic substrates.Type: GrantFiled: October 13, 1976Date of Patent: November 14, 1978Inventors: Murray Goodman, Michael S. Verlander, William D. Fuller
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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: 4101602Abstract: Novel products can be prepared by reaction of monohydrazides and/or polyhydrazides, in particular dihydrazides, with mono-, di- or, poly-acrylyl compounds. The reactants can be chosen such that the resulting polymers are strictly linear as in the case of reaction of a monohydrazide with a diacrylyl compound as follows: ##STR1## wherein each (O) is a carbonyl oxygen, n is a positive integer, each R is hydrogen or a monovalent group, and each Q is an organic group, R and Q being free of functions which would interfere with the desired reaction at 80.degree. C. Various degrees of crosslinking can be achieved by reacting monohydrazdes with components containing an average of more than two acrylate double bonds per molecule or by reacting di-hydrazides with di- or poly-acrylyl compounds.Fumaric, maleic and itaconic esters and acid esters add to hydrazides in a similar fashion as acrylates, the aliphatic double bond being similarly activated by the carbonyl group.Type: GrantFiled: May 23, 1977Date of Patent: July 18, 1978Assignee: The General Tire & Rubber CompanyInventors: Hubert J. Fabris, David P. Gruber, David R. Sponseller, Heinz Uelzmann