Bridged- Or Fused-ring-containing Reactant Other Than As Anhydride Fused To A Nonfused- Or Bridged-ring System Patents (Class 528/344)
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Patent number: 4709006Abstract: A polymer having repeating units of the general formula ##STR1## wherein BB is a benzobisaxazole, benzobisthiazole or benzobisimidazole group and Y is a phenolic, pyridyl or phenoxyphenyl group.Type: GrantFiled: April 16, 1986Date of Patent: November 24, 1987Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Tsu-Tzu Tsai, Fred E. Arnold
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Patent number: 4673726Abstract: Polymer compositions containing repeating units from 0 to 95 mol percent of aromatic dicarboxylic acids containing 8 to 16 carbon atoms and having at least three carbon atoms between carboxyl groups or esters thereof, repeating units from 0 to 95 mol % 1,4-cyclohexanedimethanol, repeating units from 5 to 100 mol % trimellitic acid or anhydride, and repeating units from 5 to 100 mol % 4-(aminomethyl)cyclohexanemethanol, and wherein the mol % of the repeating units from the trimellitic acid or anhydride does not exceed the mol % of repeating units from the 4-(aminomethyl)cyclohexanemethanol.Type: GrantFiled: January 13, 1986Date of Patent: June 16, 1987Assignee: Eastman Kodak CompanyInventors: Winston J. Jackson, Jr., John C. Morris
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Patent number: 4647616Abstract: Thermosettable prepolymers are prepared by reacting (A) a heterocyclic material containing one or more rings and one nitrogen atom or a mixture of such materials wherein at least one of such materials contains at least two reactive substituent groups having at least one reactive hydrogen atom attached to a carbon atom which is attached to the ring such as 2,4,6-trimethyl pyridine; with (B) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as phthalic anhydride. These prepolymers or resins, can be homopolymerized without coreactants or copolymerized with N,N'-bis-imide such as 1,1'-(methylenedi-4,1-phenylene)bismaleimide, to produce products, mat castings or composites having good mechanical and thermal properties.Type: GrantFiled: July 15, 1985Date of Patent: March 3, 1987Assignee: The Dow Chemical CompanyInventors: Loren L. Swearingen, Jimmy D. Earls, Randy J. LaTulip
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Patent number: 4617375Abstract: Polyamides formed from 80 to 100 mol %, relative to the polyamide, of at least one structural element of the formula I ##STR1## and 20 and 0 mol % of at least one structural element of the formulae II and/or IIa ##STR2## wherein R.sup.1 and R.sup.2 are lower alkyl, or together are alkylene, R.sup.3 is naphthylene or anthracenylene or the corresponding cycloaliphatic ring systems, R.sup.4 is alkylene, R.sup.5 is alkylene or an aromatic radical, and R.sup.6 is alkylene, cycloalkylene or a divalent araliphatic radical. The polyamides have melting points which render possible processing by thermoplastic shaping processes.Type: GrantFiled: July 16, 1985Date of Patent: October 14, 1986Assignee: Ciba-Geigy CorporationInventor: Josef Pfeifer
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Patent number: 4609723Abstract: Polyamide resins are disclosed of polymeric fat acids or certain dicarboxylic acids derived from a fatty acid and a bis(aminomethyl)tricyclodecane. Copolymerized acids or diamine or amino acids may be present. Because of the greater rigidity of some of the resins in addition to the other desirable properties of the polymeric fat acid polyamides, more application areas are opened such as the injection molded or extruded structural parts and components in addition to their utility as adhesives.Type: GrantFiled: July 18, 1984Date of Patent: September 2, 1986Assignee: Henkel CorportionInventors: Edgar R. Rogier, H. Gordon Kanten, Dwight E. Peerman
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Patent number: 4542205Abstract: The process for manufacturing a nylon-type polyamide from a dinitrile, a diamine, water and a catalyst is improved by using as a catalyst an oxygenated phosphorus compound and a molybdate compound. For example, high quality nylon-6,6 is manufactured by contacting adiponitrile, hexamethylene diamine, water with disodium phosphite and sodium molybdate at an elevated temperature and pressure.Type: GrantFiled: September 17, 1984Date of Patent: September 17, 1985Assignee: The Standard Oil CompanyInventors: Benedict S. Curatolo, Robert C. Sentman, Gerald P. Coffey
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Patent number: 4539393Abstract: A process for producing an aromatic polyamide film, which comprises drawing an undrawn aromatic polyamide film biaxially at a draw ratio of at least 1.5 in a solvent mixture consisting of (a) 5% to 75% by weight of a good solvent of the aromatic polyamide and (b) 25% to 95% by weight of a non-solvent of the aromatic polyamide, and heat treating the drawn film, which contains at least 1% by weight, based on the weight of the film, of a good solvent of said aromatic polyamide, at a temperature of not lower than 150.degree. C.An m-phenyleneisophthalamide polymer film having extremely excellent dimensional stability under moist conditions, which film has a density d of from 1.35 to 1.41 g/cm.sup.3 and principal refractive indices n.sub..alpha., n.sub..beta. and n.sub..gamma. (n.sub..alpha. >n.sub..beta. >n.sub..gamma.Type: GrantFiled: April 5, 1983Date of Patent: September 3, 1985Assignee: Teijin LimitedInventors: Yorikazu Tamura, Jiro Sadanobu, Tsutomu Nakamura
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Patent number: 4451642Abstract: Aromatic-aliphatic diamines of the formula ##STR1## in which Ar is an arylene or substituted arylene are useful in preparing thermally stable, rigid, polyamides, polyureas and polyurethanes having a repeating unit of the formula ##STR2## in which Ar is arylene or substituted arylene, X is --NH-- or --O--, n is 0 or 1, and R is a divalent organic radical. Polymers of this invention can be melt-spun into thermally stable fibers.Type: GrantFiled: September 20, 1982Date of Patent: May 29, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventors: August H. Frazer, John F. Harris, Jr.
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Patent number: 4414381Abstract: A melt-processable aromatic polyester anhydride characterized in that from 5 to 80% of the units linking the reactant residues in the polymer chain have the formula: ##STR1## the remaining linkages between the residues of the reactants being of the formula: ##STR2## optionally together with linkages of the formula: ##STR3## substantially all of said remaining linkages being disposed in coaxial or parallel and oppositely directed manner with respect to the residues to which they are linked, the polyester anhydride having a solubility of less than 5% by weight in dimethyl sulphoxide at room temperature.Type: GrantFiled: December 7, 1981Date of Patent: November 8, 1983Assignee: Imperial Chemical Industries PLCInventors: Brian P. Griffin, William A. MacDonald
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Patent number: 4413114Abstract: An aromatic copolyamide comprising recurring units (A) of the formula (I), (B) of the formula (II) and (C) of the formula (III): ##STR1## wherein in (I), (II) and (III), Ar.sub.1 is phenylene, naphthylene or biphenylene radicals, each having two valence bonds oriented meta; Ar.sub.2 is phenylene, naphthylene or biphenylene radicals, each having two valence bonds oriented coaxially or in parallel to each other and radicals of the formula (IV): ##STR2## wherein Y.sub.1 and Y.sub.2 are independently ##STR3## and; X.sub.1, X.sub.2, X.sub.3, X.sub.4, X.sub.5 and X.sub.6 respectively are independently --NH-- and --CO-- radicals, connected to each other to form an amide bond (--NHCO-- or --CHNH--), and the molar proportions of said recurring units (A), (B), and (C) fall within a quadrilateral defined by the co-ordinates P, Q, R and S or on a twice-turned line defined by the co-ordinates Q, R, S and P:P (A 50, B 5, C 45)Q (A 5, B 5, C 90)R (A 5, B 40, C 55) andS (A 50, B 15, C 35)on a triangular composition diagram.Type: GrantFiled: March 30, 1982Date of Patent: November 1, 1983Assignee: Teijin LimitedInventors: Keizo Shimada, Hiroshi Mera, Noriaki Sasaki, Akihiro Aoki
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Patent number: 4395513Abstract: An improved high performance thermally stable polymer is provided. Such polymer is composed primarily of recurring 6-oxy-2-naphthoyl moieties and is preferably a homopolymer of 6-oxy-2-naphthoyl moieties, i.e. poly(6-oxy-2-naphthoate). It is particularly suited for use in the formation of plasma spray coatings and compression or impact molded articles, and has been found to offer a thermal stability which is superior to that of poly(4-oxybenzoate). Small amounts (as described) of other ester-forming moieties and/or amide-forming moieties optionally may also be present.Type: GrantFiled: April 8, 1982Date of Patent: July 26, 1983Assignee: Celanese CorporationInventor: Gordon W. Calundann
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Patent number: 4371690Abstract: High molecular weight processible polymers derived from 2,6- and 2,7-diacids, diols and diamines of 9,10-dihydro-9,10-ethanoanthracenes and various complementary comonomers are prepared. These are converted into rigid, thermally-stable anthraceno polyesters and polyamides by thermal removal of the 9,10-ethano bridge.Type: GrantFiled: February 9, 1981Date of Patent: February 1, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventors: Burton C. Anderson, August H. Frazer
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Patent number: 4355132Abstract: A melt processable poly(ester-amide) which is capable of forming an anisotropic melt phase is provided. The poly(ester-amide) of the present invention consists essentially of the recurring units (a) p-oxybenzoyl moiety, (b) 2,6-dicarboxynaphthalene moiety, (c) aromatic moiety capable of forming an amide linkage in the polymer, and, optionally, (d) p-dioxyphenyl moiety and (e) other carbocyclic dicarboxyl moiety, in the proportions indicated. Preferably, the aromatic moiety capable of forming an amide linkage is derived from p-aminophenol or p-phenylenediamine. The carbocyclic dicarboxyl moiety is preferably aromatic. The resulting poly(ester-amide) exhibits a melting temperature below approximately 400.degree. C., preferably below approximately 350.degree. C. The poly(ester-amide) of the present invention is preferably formed by a melt polymerization technique.Type: GrantFiled: April 7, 1981Date of Patent: October 19, 1982Assignee: Celanese CorporationInventors: Anthony J. East, Gordon W. Calundann, Larry F. Charbonneau
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Patent number: 4355151Abstract: An aromatic copolyamide comprising recurring units (A) of the formula (I), (B) of the formula (II) and (C) of the formula (III): ##STR1## wherein in (I), (II) and (III) Ar.sub.1 is phenylene, naphthylene or biphenylene radicals, each having two valence bonds oriented meta; Ar.sub.2 is phenylene, naphthylene or biphenylene radicals, each having two valence bonds oriented coaxially or in parallel to each other and radicals of the formula (IV): ##STR2## wherein Y.sub.1 and Y.sub.2 are independently; ##STR3## and; X.sub.1, X.sub.2, X.sub.3, X.sub.4, X.sub.5 and X.sub.6 respectively are independently --NH-- and --CO-- radicals, connected to each other to form an amide bond (--NHCO-- or --CHNH--), and the molar proportions of said recurring units (A), (B) and (C) fall within a quadrilateral defined by the co-ordinates P, Q, R and S or on a twice-turned line defined by the co-ordinates Q,R,S, and P:P (A 50, B 5, C 45)Q (A 5, B 5, C 90)R (A 5, B 40, C 55) andS (A 50, B 15, C 35)on a triangular composition diagram.Type: GrantFiled: February 13, 1980Date of Patent: October 19, 1982Assignee: Teijin LimitedInventors: Keizo Shimada, Hiroshi Mera, Noriaki Sasaki, Akihiro Aoki
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Patent number: 4351918Abstract: A melt processable poly(ester-amide) which is capable of forming an anisotropic melt phase is provided. The poly(ester-amide) of the present invention consists essentially of the recurring units (a) 6-oxy-2-naphthoyl moiety, (b) other aromatic moiety derived from aromatic hydroxyacid, (c) carbocyclic dicarboxyl moiety, (d) aromatic moiety capable of forming an amide linkage in the polymer, and, optionally, (e) dioxyaryl moiety in the proportions indicated. Preferably, the moiety capable of forming an amide linkage is derived from p-aminophenol or p-phenylenediamine. The resulting poly(ester-amide) exhibits a melting temperature below approximately 400.degree. C., preferably below approximately 350.degree. C. The poly(ester-amide) of the present invention is preferably formed by a melt polymerization technique.Type: GrantFiled: April 6, 1981Date of Patent: September 28, 1982Assignee: Celanese CorporationInventors: Larry F. Charbonneau, Anthony J. East, Gordon W. Calundann
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Patent number: 4351917Abstract: A melt processable poly(ester-amide) which is capable of forming an anisotropic melt phase is provided. The poly(ester-amide) of the present invention consists essentially of the recurring units (a) 6-oxy-2-naphthoyl moiety, (b) aromatic moiety capable of forming an amide linkage in the polymer, and, optionally, (c) other aromatic moiety derived from aromatic hydroxyacid, in the proportions indicated. The aromatic moiety capable of forming an amide linkage in the polymer is an amino derivative or a substituted amino derivative of an aromatic carboxylic acid. Preferably, the aromatic moiety capable of forming an amide linkage is derived from p-aminobenzoic acid. The resulting poly(ester-amide) exhibits a melting temperature below approximately 400.degree. C., preferably below approximately 350.degree. C. The poly(ester-amide) of the present invention is preferably formed by a melt polymerization technique.Type: GrantFiled: April 6, 1981Date of Patent: September 28, 1982Assignee: Celanese CorporationInventors: Gordon W. Calundann, Larry F. Charbonneau, Anthony J. East
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Patent number: 4341688Abstract: A melt processable poly(ester-amide) which is capable of forming an anisotropic melt phase is provided. The poly(ester-amide) of the present invention consists essentially of the recurring units (a) dioxyanthraquinone moiety, (b) p-oxybenzoyl moiety, (c) dicarboxyl moiety, as defined, and (d) aromatic moiety capable of forming an amide linkage in the polymer, in the proportions indicated. Preferably, the moiety capable of forming an amide linkage is derived from p-aminophenol or p-phenylenediamine. The resulting poly(ester-amide) exhibits a melting temperature below approximately 400.degree. C., preferably below approximately 350.degree. C. The poly(ester-amide) of the present invention is preferably formed by a melt polymerization technique.Type: GrantFiled: April 7, 1981Date of Patent: July 27, 1982Assignee: Celanese CorporationInventors: Larry F. Charbonneau, Gordon W. Calundann, Anthony J. East
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Patent number: 4281106Abstract: High molecular weight processible polymers derived from 2,6- and 2,7-diacids, diols and diamines of 9,10-dihydro-9,10-ethanoanthracenes and various complementary comonomers are prepared. These are converted into rigid, thermally-stable anthraceno polyesters and polyamides by thermal removal of the 9,10-ethano bridge.Type: GrantFiled: July 12, 1979Date of Patent: July 28, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventors: Burton C. Anderson, August H. Frazer
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Patent number: 4279834Abstract: New dinitriles are prepared by reacting an alpha, beta saturated nitrile with an alpha, beta unsaturated nitrile. For this preparation subzero temperatures are preferred. Higher diamines can be prepared by hydrogenating the dinitriles thus obtained, such diamines being reacted with a dicarboxylic acid or a salt, ester or chloride of such an acid to prepare polyamides having an amorphous character, i.e. transparent polyamides.Type: GrantFiled: January 17, 1980Date of Patent: July 21, 1981Assignee: Anic S.p.A.Inventors: Aldo Prevedello, Maurizio Brunelli, Edoardo Platone
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Patent number: 4269967Abstract: The invention relates to membranes which consist of aromatic polyamides containing disulphimide groups and have relative viscosities .eta..sub.rel of .gtoreq.1.4 as measured on a 0.5% N-methylpyrrolidone solution at 20.degree. C., and which may be used for ultrafiltration and inverse osmosis. The membranes of these polyamides according to the invention have a high permeability to water, for example, a throughflow of 1000-5000 1/m.sup.2 d under a pressure of 20 bars, and a high retention capacity for dissolved substances.Type: GrantFiled: May 30, 1979Date of Patent: May 26, 1981Assignee: Bayer AktiengesellschaftInventors: Klaus Elfert, Gerhard D. Wolf, Hans J. Rosenkranz
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Patent number: 4246395Abstract: Fiber-forming 6T/6I terpolyamides having melting points below 320.degree. C., glass transition temperatures above 115.degree. C. and good thermal stablities are provided. The terpolyamides may be prepared by melt polymerization and melt spun into useful fibers.Type: GrantFiled: July 25, 1979Date of Patent: January 20, 1981Assignee: Monsanto CompanyInventor: George A. Mortimer
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Patent number: 4232131Abstract: Condensation polymers or addition polymers which contain sterically hindered polyalkylpiperidine groups are proposed as light stabilizers for plastics. The polymers concerned are relatively low-molecular polymers and a difunctional derivative of a polyalkylpiperidine is additionally used for the manufacture of these. The piperidine radical can be present in the main chain or as a side group or the polymeric stabilizer. Polymeric stabilizers of this type do not tend to migrate out of the plastic or to be removed by extraction; they are therefore very permanent in use.Type: GrantFiled: November 13, 1978Date of Patent: November 4, 1980Assignee: Ciba-Geigy CorporationInventors: Jean Rody, Michael Rasberger
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Patent number: 4197339Abstract: Filament-reinforced A-type PMR polyimide composites are prepared by mixing known monomers, applying the mixture as a matrix material to a plurality of the filaments, imidizing to obtain a prepolymer having a defined melt temperature range, heating the prepolymer to an addition polymerization temperature to effect cure, applying a pressure of 50-300 psi before reaching cure temperature and while in the melt temperature range, and maintaining said pressure while curing.Type: GrantFiled: December 27, 1977Date of Patent: April 8, 1980Assignee: United Technologies CorporationInventors: Roy D. Paul, Henry C. Winiarski
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Patent number: 4178431Abstract: Fibers of a copolyamide derived from a diamine component including 10 to 50 mole % of benzidine sulfone or 2,7-diaminophenanthridone and 90 to 50 mole % of p-phenylene diamine and a dicarboxylic acid component derived from a reactive derivative of terephthalic acid are disclosed. The fibers have an initial modulus of elasticity of at least 400 g/d and a tensile strength of at least 16 g/d.The fibers have in combination various desirable properties, such as excellent initial modulus of elasticity, high tensile strength, high knot strength, high heat resistance and good adhesiveness to various plastics, rubbers and adhesives, and they are valuably used in various industrial fields as fibrous reinforcers and for production of fiber-reinforced plastics and rubber products.Type: GrantFiled: May 20, 1977Date of Patent: December 11, 1979Assignee: Ube Industries, Ltd.Inventors: Takaho Kaneda, Seiji Ishikawa, Hiroshi Daimon, Toshio Katsura, Tatsuaki Maeda, Tadahiro Hondo
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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: 4154922Abstract: Methyl-substituted polyphenylacyl compounds are prepared by selective oxidation of oligomers of mesitylene. These methyl-substituted polyphenylacyl compounds are useful as intermediates for polyamides and polyesters. The esters are useful as plasticizers for polyvinylchloride.Type: GrantFiled: October 15, 1975Date of Patent: May 15, 1979Assignee: Standard Oil Company (Indiana)Inventor: John A. Donohue
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Patent number: 4151194Abstract: A mixture of 3,8- and 4,8-dicyanotricyclo[5.2.1.0]decane is prepared by the hydrocyanation of 8-cyanotricyclo[5.2.1.0]dec-3-ene in the presence of a catalyst system comprising a zero valent nickel complex, free of carbon monoxide, a promoting amount of a metal compound such as zinc chloride and a hydroxy-containing aryl compound such as p-cresol as a solvent.Type: GrantFiled: December 12, 1977Date of Patent: April 24, 1979Assignee: Gulf Research & Development CompanyInventors: Ching-Yong Wu, Harold E. Swift
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Patent number: 4142036Abstract: Adamantane compounds having 2 to 4 bridgehead positions substituted with phenylacyl moieties are prepared by oxidizing poly(phenylalkyl) adamantanes. The polyacyl adamantane compounds are useful as intermediates for polyesters, polyamides and polyimides. The esters are useful as plasticizers for polyvinylchloride.Type: GrantFiled: June 1, 1976Date of Patent: February 27, 1979Assignee: Standard Oil Company (Indiana)Inventors: Allen I. Feinstein, Ellis K. Fields
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Patent number: 4111906Abstract: This invention relates to a novel aromatic diamine and more particularly to the use of said diamine for the preparation of thermally stable high-molecular weight polymers including, for example, polyamides, polyamideimides, polyimides, and the like. This diamine is obtained by reacting a stoichometric amount of a disodium salt of 2,2-bis(4-hydroxyphenyl) hexafluoropropane with 4-chloronitrobenzene to obtain an intermediate, 2,2-bis[4-(4-nitrophenoxy)phenyl] hexafluoropropane, which is reduced to the corresponding 2,2-bis[4-(4-aminophenoxy)phenyl] hexafluoropropane.Type: GrantFiled: July 19, 1976Date of Patent: September 5, 1978Assignee: TRW Inc.Inventors: Robert J. Jones, Michael K. O'Rell, Jim M. Hom
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Patent number: 4107420Abstract: There is provided a process for preparing the reaction product of maleic anhydride with a non-conjugated monocyclic terpene in the presence of controlled amounts of iodine to attain a mixture of more than 15% di-adduct and the balance of said mixture being mono-adducts.Type: GrantFiled: April 18, 1977Date of Patent: August 15, 1978Assignee: Arizona Chemical CompanyInventors: Robert William Schluenz, Curry Beach Davis
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Patent number: 4100112Abstract: Amine silicate compounds are formed by the chemical reaction of hydrated silica with an amine compound in the presence of a suitable alkali catalyst at a suitably elevated temperature, and then by reacting the resultant compounds with aldehydes, epoxys, organic dicarboxylic anhydrides, polycarboxylic acid compounds or carbon disulfide, thereby forming a resinous condensation product.Type: GrantFiled: May 19, 1977Date of Patent: July 11, 1978Inventor: David H. Blount