Phenolic Reactant Contains A Fused-or Bridged-ring Other Than As A 1,2 Epoxy Group Fused To Carbocyclic Or Aromatic Ring Patents (Class 528/97)
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Patent number: 4690998Abstract: The invention relates to epxoy resins obtained by reaction of epichlorohydrin with selected mixtures of phenols for the production of thermosetting and cold-hardening moldings, coating compositions and adhesive compositions.Type: GrantFiled: February 14, 1986Date of Patent: September 1, 1987Assignee: Bayer AktiengesellschaftInventors: Bernd Wahle, Dieter Freitag, Walter Uerdingen, Heinrich Heine, Manfred Blazejak
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Patent number: 4687832Abstract: An epoxy resin composition comprising an epoxy resin and a curing agent for said resin and optionally a curing accelerator, the improvement of which the epoxy resin is an epoxy resin obtained by reacting dihydroxynaphthalene of formula ##STR1## with epichlorohydrin.Type: GrantFiled: December 30, 1985Date of Patent: August 18, 1987Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Shunji Ehara, Shuji Nakamura, Masato Akama
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Patent number: 4684678Abstract: Epoxy resin compositions which on curing yield cured resins having a high glass transition temperature, high ductility, and low moisture pick-up are disclosed. To obtain such cured resins, 9,9-bis(aminophenyl)fluorenes are used as curing agents.Type: GrantFiled: February 18, 1986Date of Patent: August 4, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventors: William J. Schultz, Gene B. Portelli, Jeffrey P. Tane
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Patent number: 4684700Abstract: Advanced epoxy resin products are prepared by reacting a triglycidyl ether of a trihydric phenol such as the triglycidyl ether of 1,1,1-tri(hydroxyphenyl)methane with a dihydric phenol such as bisphenol A. These advanced epoxy resins are non-sintering solid resins useful in the preparation of electrical potting or molding compositions.Type: GrantFiled: February 14, 1986Date of Patent: August 4, 1987Assignee: The Dow Chemical CompanyInventors: Chun S. Wang, Wuu N. Chen, Robert L. Bowden, Jody R. Berman
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Patent number: 4672102Abstract: Polyhydroxy ethers containing spirobiinadanols are tough, soluble thermoplastics with high heat distortion temperatures relative to bisphenol A based materials. These materials could function as surface coating resins.Type: GrantFiled: December 23, 1985Date of Patent: June 9, 1987Assignee: The Dow Chemical CompanyInventors: H. Craig Silvis, Ted A. Morgan
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Patent number: 4663400Abstract: New epoxy resins result from dehydrohalogenation of the reaction product of an epihalohydrin such as epichlorohydrin with the reaction product of a trisphenol such as 1,1,1-tris(hydroxyphenyl)methane with dicyclopentadiene or an oligomer thereof. These new epoxy resins are useful in the electronics industry as encapsulants, potting compounds, laminates and the like.Type: GrantFiled: April 28, 1986Date of Patent: May 5, 1987Assignee: The Dow Chemical CompanyInventors: Chun S. Wang, Gary W. Bogan
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Patent number: 4663398Abstract: Hydroxyaromatic oligomers are prepared by (I) reacting (A) an aromatic hydroxyl-containing material such as bisphenol A with (B) a cyanogen halide such as cyanogen bromide in the presence of a base such as triethylamine and (II) co-oligomerizing the cyanate-containing product from (I) with (C) a polymaleimide such as the reaction product of maleic anhydride with methylenedianiline optionally in the presence of (D) a co-oligomerization catalyst such as cobalt naphthenate. These oligomers are useful in the preparation of epoxy resins.Type: GrantFiled: February 24, 1986Date of Patent: May 5, 1987Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4636542Abstract: Imide functional polyphenols are prepared by reacting an excess of a phenol with an unsaturated diimide which is prepared by reacting an unsaturated polycycloaliphatic dicarboxylic acid anhydride with a diamine.These materials are useful in the preparation of castings, coatings, laminates and the like.Type: GrantFiled: September 9, 1985Date of Patent: January 13, 1987Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Mary N. White
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Patent number: 4632972Abstract: Imide functional polyphenols are prepared by reacting an excess of a phenol with an unsaturated diimide which is prepared by reacting an unsaturated polycycloaliphatic dicarboxylic acid anhydride with a diamine.These materials are useful in the preparation of castings, coatings, laminates and the like.Type: GrantFiled: September 9, 1985Date of Patent: December 30, 1986Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Mary N. White
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Patent number: 4632965Abstract: Hydroxyaromatic compounds are amido-alkylated or cyano-alkylated to form the corresponding compounds by:(a) heating said compounds with an alkylating agent in the presence of water and a catalyst, e.g., benzyltrimethylammonium chloride;(b) adding an alkaline agent, e.g., NaOH, to the heated mixture of (a); and(c) continuing to heat the resulting mixture until the corresponding amido- or cyano-alkylated compound is formed.Fully or partially amido-alkylated compositions are useful in the preparation of copolymers with epoxy resins.Type: GrantFiled: April 16, 1985Date of Patent: December 30, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4612359Abstract: Thermosettable compositions are prepared which contain (A) from about 0.1 to 100 percent by weight of an esterified aromatic cyanate; (B) from zero to about 99.9 percent by weight of an aromatic polycyanate, an aromatic polycyanamide or mixture thereof and (C) from zero to about 99.9 percent by weight of an epoxy resin.Type: GrantFiled: October 16, 1985Date of Patent: September 16, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4607091Abstract: A composition comprising a polymeric resin derived from (A) at least one compound containing an average of more than one 1-oxa-3-aza-tetraline group per molecule with (B) at least one cycloaliphatic epoxide containing at least two epoxide groups, at least one of said epoxide groups being part of said ring, the mole ratio of (B) to (A) being in the range of about 0.2 to about 2.Type: GrantFiled: September 10, 1985Date of Patent: August 19, 1986Assignee: Gurit-Essex AGInventor: Herbert Schreiber
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Patent number: 4594291Abstract: Relatively high molecular weight epoxy resins cured with conventional curing agents are disclosed wherein the relatively high molecular weight epoxy resin is prepared in the presence of the curing agents. The resultant cured epoxy resin has an improvement in Tg or toughness and the mixture prior to reaction and curing is much easier to apply as a coating or in the preparation of castings, laminates and the like as compared to applications of mixtures of relatively high molecular weight epoxy resins and the curing agents.Type: GrantFiled: March 25, 1985Date of Patent: June 10, 1986Assignee: The Dow Chemical CompanyInventors: James L. Bertram, Louis L. Walker, Jody R. Berman, James A. Clarke
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Patent number: 4579916Abstract: Heat-curable mixtures, containing (a) an epoxide resin having on average more than one epoxide group in the molecule, (b) an allyl-substituted or methallyl-substituted imide of the formula I ##STR1## in which E is allyl or methallyl, G is hydrogen or methyl, n is 1 or 2, and R is hydrogen, alkyl, alkenyl, cycloalkyl, aryl, benzyl or arylene, and (c) a curing catalyst, have good storage stability and processability and produce moulded materials having high mechanical strength values and good resistance to heat.Type: GrantFiled: November 8, 1984Date of Patent: April 1, 1986Assignee: Ciba-Geigy CorporationInventors: Rolf Schmid, Alfred Renner, Werner Stauffer, Michael Fischer
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Patent number: 4558115Abstract: Compositions comprising a material containing (a) alkenyl phenyl cyanate groups, (b) a material containing epoxide groups and optionally any one or more of (c) an aromatic polycyanate, (d) a polymaleimide or (e) a polymerizable ethylenically unsaturated aromatic material are curable to products having excellent mechanical, thermal and chemical resistant properties.Type: GrantFiled: March 11, 1985Date of Patent: December 10, 1985Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4555553Abstract: Novel hydroxyaromatic oligomers are prepared by the co-oligomerization reaction of a mixed cyanate of a polyphenol with an aromatic polyamine. These oligomers are useful in preparing epoxy resins therefrom.Type: GrantFiled: February 15, 1985Date of Patent: November 26, 1985Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4555554Abstract: Oligomeric vinyl esters are prepared by reacting (A) an epoxy resin prepared by co-oligomerizing (1) a mixed cyanate of a polyphenol and (2) an aromatic polyamine with (B) a monounsaturated monocarboxylic acid.These vinyl ester resins are (oligomeric vinyl ester and copolymerizable monomer blend) useful in the preparation of laminates, composites, castings, coatings and the like.Type: GrantFiled: February 15, 1985Date of Patent: November 26, 1985Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4551508Abstract: Polyglycidyl ethers of the formula ##STR1## wherein: G represents hydrogen, ##STR2## R.sup.1 represents a hydrogen atom, an aliphatic, alicyclic, or aromatic hydrocarbon group, or a 5- or 6-membered oxygen or sulfur atom containing heterocyclic group which groups, other than hydrogen, may be substituted by halogen or the group --OG,R.sup.2 is hydrogen or ##STR3## n is a positive number up to 10, and at least two G groups in the molecule are other than hydrogen. The polyglycidyl ether is produced by condensing alpha-naphthol with an aldehyde, such as acetaldehyde, in the presence of an acid catalyst such as nitric acid, and optionally in the presence of an inert medium such as toluene, to form a novolak-type phenol which is thereafter condensed with an epihalohydrin. The polyglycidyl ethers may be cured with conventional curing agents. Composite materials containing a matrix formed from the cured polyglycidyl ether and a filler dispersed in the matrix have excellent heat resistance and low water absorption.Type: GrantFiled: May 23, 1984Date of Patent: November 5, 1985Assignee: Agency of Industrial Science and TechnologyInventor: Takanori Urasaki
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Patent number: 4487914Abstract: A curable composition comprising an epoxy resin or a monoepoxide and a curing agent comprising a metal salt complex of an adduct of an imidazole and a monofunctional epoxy compound.Type: GrantFiled: February 16, 1984Date of Patent: December 11, 1984Assignee: National Research Development CorporationInventor: John M. Barton
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Patent number: 4394497Abstract: Solid compositions are prepared by reacting (A) one or more materials containing an average of more than one 1,2-epoxy groups with (B) one or more materials containing an average of more than one phenolic hydroxy groups wherein at least one of (A) or (B) contains with respect to (B) or has been prepared from with respect to (A) a reaction product of (1) at least one aromatic compound having at least one aromatic ring, at least one aromatic hydroxyl group and which aromatic ring contains at least one ortho or para position which is capable of being alkylated and (2) at least one aliphatic or cycloaliphatic C.sub.4 -C.sub.6 unsaturated hydrocarbon or a dimer, codimer, oligomer or cooligomer thereof.Type: GrantFiled: March 29, 1982Date of Patent: July 19, 1983Assignee: The Dow Chemical CompanyInventors: Donald L. Nelson, Bryan A. Naderhoff
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Patent number: 4390680Abstract: Epoxy resins are prepared by dehydrohalogenating the reaction product of an epoxy alkyl halide such as epichlorohydrin with the reaction product of an aromatic hydroxyl-containing compound such as phenol with an unsaturated hydrocarbon such as piperylene or isoprene or mixtures of dicyclopentadiene with other dimers or oligomers derived from C.sub.3 -C.sub.6 unsaturated hydrocarbons.Type: GrantFiled: March 29, 1982Date of Patent: June 28, 1983Assignee: The Dow Chemical CompanyInventor: Donald L. Nelson
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Patent number: 4211715Abstract: An epoxy resin of the formulae (I) and/or (II), ##STR1## wherein R and R' are each hydrogen atom or an alkyl group having 1 to 3 carbon atoms and n is a mean value satisfying the equation, 0<n.ltoreq.2, which is excellent in heat resistance, flexibility, curability and the like, and is useful in paints, adhesives, civil engineering and construction industry, electric appliances and the like.Type: GrantFiled: May 26, 1978Date of Patent: July 8, 1980Assignee: Sumitomo Chemical Company, LimitedInventors: Shuichi Kanagawa, Shinji Nakao, Kiyoshi Nakai, Kunimasa Kamio, Shunsuke Matsushima, Kazuhiko Hata, Kentaro Mashita
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Patent number: 4175173Abstract: Powder coating compositions comprise an epoxide resin and a carboxylic acid of formula ##STR1## where R.sup.1 represents a phenylene or naphthylene group or a group comprising 2 or 3 phenylene radicals linked by one or two carbon-carbon bonds, ether oxygen atoms, sulfur atoms, or sulfonyl, sulfoxide, carbonyl or alkylene groups,R.sup.2 represents a saturated alkyl group, a benzenoid group or an aralkyl group, andboth n are the same and represent zero or 1.Type: GrantFiled: September 8, 1978Date of Patent: November 20, 1979Assignee: Ciba-Geigy CorporationInventors: Madan M. Bagga, Noel S. Moss
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Patent number: 4174333Abstract: Carboxylated amide polymers and coating compositions containing same are especially useful for the coating of food and beverage containers. The carboxylated amide polymers are the reaction product of (1) a compound of formula: ##STR1## wherein A is the organic residue resulting from a ring opening reaction of a 1,2-epoxy group on a polyepoxide with ammonia or amine, R.sub.1 is hydrogen or a C.sub.1-4 alkyl group, R.sub.2 is a C.sub.2-12 alkylene group, x is 0 or 1, y is from 0 to 4, R.sub.3 is hydrogen or a C.sub.1-6 alkyl group, R.sub.4 is hydrogen or a C.sub.1-6 alkyl group, provided at least one R.sub.1, R.sub.3 or R.sub.4 is hydrogen, and n is at least 1.0 with (2) a cyclic anhydride of a dibasic carboxylic acid. The carboxylated amide polymers can be made water reducible by neutralizing the polymer with an organic or inorganic base and used in aqueous coating compositions.Type: GrantFiled: November 2, 1978Date of Patent: November 13, 1979Assignee: PPG Industries, Inc.Inventors: Marvis E. Hartman, Thomas R. Hockswender
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Patent number: 4129556Abstract: Curable mixtures containing (a) a polyepoxide compound having on average more than one epoxide group per molecule and (b) a diamine which contains hydroxyl groups and has the general formula Ia or Ib ##STR1## IN WHICH R is an alkyl radical having 2 to 16 C atoms, an aralkylene radical having 7 to 12 C atoms, an arylene radical having 6 to 16 C atoms, a cycloaliphatic radical having 6 to 12 C atoms or a radical containing at least one N, O or S atom in chains or cyclic groups, and R.sub.1 is a hydrogen atom, a halogen atom or an alkyl group having 1 to 4 C atoms and in which, in formula Ia, the two OH groups are in the orthoposition or para-position relative to the methylene group, there being, in the mixtures, 0.5 to 1.5 equivalents of active hydrogen atoms, which are bonded to nitrogen and oxygen in the diamine containing hydroxyl groups, per 1 equivalent of epoxide groups.Type: GrantFiled: December 2, 1977Date of Patent: December 12, 1978Assignee: Ciba-Geigy CorporationInventors: Helmut Zondler, Roland Moser
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Patent number: 4119592Abstract: Rubbery bladders are produced by rotational casting a liquid polymer composition containing (1) an epoxy resin, (2) a liquid carboxyl-terminated polymer, (3) an amine, (4) a dihydric compound, and (5) a plasticizer. In order to obtain the desired flex and tear properties, the equivalent ratio of the other reactants to epoxy must be from about 0.70 to about 1.15. The valve area of the bladder is reinforced with a spun bonded fabric.Type: GrantFiled: February 25, 1977Date of Patent: October 10, 1978Assignee: The B. F. Goodrich CompanyInventor: Walter Thomas Murphy
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Patent number: 4115296Abstract: To accelerate the curing of epoxide resins by particular curing agents, i.e., polyamines, polyaminoamides, polycarboxylic acids, or polycarboxylic acid anhydrides, there is employed an aliphatic or araliphatic monocarboxylic acid group at least two halogen atoms chosen from fluorine and chlorine atoms, or a salt thereof, such as magnesium trifluoroacetate and magnesium trichloroacetate.Type: GrantFiled: December 16, 1976Date of Patent: September 19, 1978Assignee: Ciba-Geigy CorporationInventor: Christopher Michael Andrews