Phenolic Reactant Contains Ethylenic Unsaturation Or Contains A 1,2-epoxy Group Fused To A Carbocyclic Ring Patents (Class 528/101)
-
Patent number: 5270405Abstract: Advanced epoxy resins containing mesogenic moieties are prepared from epoxy resins which contain such moieties.Type: GrantFiled: July 27, 1992Date of Patent: December 14, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
-
Patent number: 5268434Abstract: An epoxy resin composition useful as a molded article is curable with a combination of curing agents including diamino-alpha-alkylstilbenes and other curing agents wherein the epoxy resin and/or the other curing agents can contain rodlike mesogenic moieties.Type: GrantFiled: January 5, 1993Date of Patent: December 7, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
-
Patent number: 5266365Abstract: The present invention is directed to an epoxy-containing polymeric material having nonlinear optical properties, particularly a glycidyl amine polymer, and a process for making the nonlinear optical (NLO) epoxy-containing polymeric material including poling the polymeric material under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical functionalities in the polymer. The polymers have enhanced thermal stability and good NLO properties.Type: GrantFiled: February 28, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical CompanyInventors: John J. Kester, H. Craig Silvis
-
Patent number: 5266405Abstract: This invention relates to thermosetting compositions for the production of epoxide networks of very high impact strength, to a process for their preparation and to their use as polymer materials, coating compounds, adhesives and materials for electrical insulation.Type: GrantFiled: July 22, 1991Date of Patent: November 30, 1993Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Hanns P. Muller, Alexander Karbach, Joachim Franke
-
Patent number: 5266660Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with curing agents which will normally cure epoxy resins. These curable compositions can be oriented by the application of an electric field, magnetic field drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical or mechanical properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: July 17, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical Co.Inventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
-
Patent number: 5266661Abstract: Curable compositions are disclosed which contain (I) an advanced resin composition prepared by reacting epoxy resins with active hydrogen-containing compounds which contain mesogenic moieties and (II) a suitable curing agent.Type: GrantFiled: September 15, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Paul M. Puckett, Robert E. Hefner, Jr.
-
Patent number: 5242996Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.Type: GrantFiled: May 22, 1991Date of Patent: September 7, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
-
Patent number: 5235006Abstract: Novel mesogens, epoxy resins and the synthesis thereof as well as coating binders for coating compositions based upon the mesogens and epoxy resins are described.Type: GrantFiled: September 18, 1990Date of Patent: August 10, 1993Assignee: North Dakota State UniversityInventors: Frank N. Jones, Steven L. Kangas, Der-Shyang Chen, Adel F. Dimian, Daozhang Wang
-
Patent number: 5227452Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: June 29, 1992Date of Patent: July 13, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
-
Patent number: 5218074Abstract: The invention provides epoxy resins having the following structure: ##STR1## The cross-linked epoxy resins have non-linear optical properties. The group "Z" constitutes a nonlinear optical chromophone having stilbene, azo, azomethine or propargyl moieties as linking units.Type: GrantFiled: September 17, 1991Date of Patent: June 8, 1993Assignees: Siemens Aktiengesellschaft, Siemens AktiengesellschaftInventors: Jens Nordmann, Heinz Hacker
-
Patent number: 5218062Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: June 29, 1992Date of Patent: June 8, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
-
Patent number: 5210115Abstract: A modified epoxy resin of the general formula (I) is prepared by dissolving an epoxy resin in a solvent, adding the mixture to allyl magnesium halide at -70.degree. C. under a nitrogen atmosphere, and removing the solvent and salts from the resultant product. The modified epoxy resin is useful for epoxy maleimide resin compositions as a heat resistance enhancer. An epoxy resin composition for sealing semiconductor elements comprising the modified epoxy resin as a heat resistance enhancer is an amount of from 0.1 to 30% by weight, based on the total weight of the composition, is also provided. ##STR1## wherein, R represents H or C.sub.1 to C.sub.10 -alkyl group and m represents an integer of 0 to 100 and n represents an integer of 1 to 100.Type: GrantFiled: December 6, 1991Date of Patent: May 11, 1993Assignee: Cheil Industries, Inc.Inventors: Whan G. Kim, Tai Y. Nam
-
Patent number: 5179176Abstract: An epoxy resin having a propenyl group conjugated with an aromatic ring is heat resistant and is easily molded and cured into products having high strength and Tg. It is thus useful as a resin component or modifier.Type: GrantFiled: February 1, 1991Date of Patent: January 12, 1993Assignee: Shin-Etsu Chemical Company, Ltd.Inventors: Toshio Shiobara, Hisashi Shimizu, Takayuki Aoki
-
Patent number: 5164464Abstract: Thermosettable vinyl ester resin compositions are prepared from polyepoxide compounds, optionally, monoepoxide compounds, at least one of which contains a mesogenic or rigid rodlike moiety and a monounsaturated monocarboxylic acid. These vinyl ester resins can be mixed with polymerizable ethylenically unsaturated monomers which can, if desired, contain a mesogenic or rigid rodlike moiety.Type: GrantFiled: June 7, 1991Date of Patent: November 17, 1992Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
-
Patent number: 5079330Abstract: A polyoxymethylene multi-copolymer obtainable by copolymerizing(a) trioxane,(b) at least one cyclic ether or formal compound chosen from the group of ethylene oxide, 1,3-dioxolane, 1,3-dioxepane, 1,3,5-trioxepane and 1,3,6-trioxocane, and(c) at least one compound chosen from the group of glycidyl phenyl ether, styrene oxide and glycidyl naphthyl ether,and characterized in that the number average molecular weight of said polyoxymethylene multi-copolymer is from 10,000 to 100,000, that the melting point (Tm) and crystallization temperature (Tc) there of are in a relationship ofTm-Tc<15 (.degree.C.)and that the size of the spherulites is 10 .mu.m or less, or a resin composition comprised of this polyoxymethylene multi-copolymer and a polyoxymethylene resin, is distinguished in crystallinity, mechanical strength and surface appearance and is particularly suited for faster cycle molding.Type: GrantFiled: August 6, 1990Date of Patent: January 7, 1992Assignee: Toray Industries, Inc.Inventors: Yoshiki Makabe, Shigeru Okita, Yoshiyuki Yamamoto
-
Patent number: 5023310Abstract: Chain extended tougheners derived from the reaction of a propenylphenol, a di- or polyphenol, and an epoxy resin may be used to increase the toughness of bismaleimide resin systems.Type: GrantFiled: September 14, 1989Date of Patent: June 11, 1991Assignee: BASF AktiengesellschaftInventor: Jack D. Boyd
-
Patent number: 4916203Abstract: A curable resin composition comprises an epoxy compound and a propargyl aromatic ether.Type: GrantFiled: November 14, 1988Date of Patent: April 10, 1990Assignee: Shell Oil CompanyInventors: Anthony M. Pigneri, James Vick, III, deceased
-
Patent number: 4908423Abstract: The invention relates to compounds of the formula I or II ##STR1## in which A is a radical ##STR2## R.sup.1 is hydrogen or methyl, R.sup.2 is the radical of an aliphatic, cycloaliphatic, aromatic or araliphatic diol after both of the hydroxyl groups have been removed, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently of one another are hydrogen, C.sub.1 -C.sub.6 alkyl, chlorine or bromine, R.sup.7 is a radical of the formula III, IV, V or VI ##STR3## R.sup.8, R.sup.10, R.sup.12 and R.sup.14 are hydrogen, C.sub.1 -C.sub.6 alkyl or phenyl, R.sup.9, R.sup.11, R.sup.13 and R.sup.15 are hydrogen or C.sub.1 -C.sub.6 alkyl and the average value of n (number average) is a number from 1 to 20, it being possible for the radicals R.sup.1 to R.sup.15, within a given molecule, to assume different meanings within the scope of the definitions given.These compounds or also the epoxidized intermediates of the formula X ##STR4## in which R.sup.1 to R.sup.3 are as defined above and R.sup.Type: GrantFiled: November 14, 1988Date of Patent: March 13, 1990Assignee: Ciba-Geigy CorporationInventors: Martin Roth, Charles E. Monnier
-
Patent number: 4883844Abstract: Epoxy resins of substituted hydroxystyrylaza compounds are disclosed. These thermosettable epoxy resins are cured to give a combination of high mechanical strength and glass transition temperature.Type: GrantFiled: December 6, 1988Date of Patent: November 28, 1989Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., John W. Robinson, Jimmy D. Earls
-
Patent number: 4845172Abstract: Co-advanced epoxy resins prepared by the reaction of polyethers of polyhydric phenols, diglycidyl ethers of di-secondary alcohols and dihydric phenols, said co-advanced resins being heat curable with suitable curing agents to afford cured coating compositions exhibiting a variety of excellent physical properties and performance characteristics.The diglycidyl ethers have the following formula: ##STR1## as defined in the specification.Type: GrantFiled: April 26, 1988Date of Patent: July 4, 1989Assignee: Ciba-Geigy CorporationInventors: Vincent Brytus, Kenneth L. Payne
-
Patent number: 4840979Abstract: This invention provides a process for the preparation of cationic coating compositions, which comprises blending:(1) 5-35% w of a crosslinking compound, and(2) 65-95% w of a carboxylated amide group-containing amino binder being the reaction product of an amino group-containing resin binder and not more than about 0.1 mole of a cyclic anhydride per amino group equivalent of said amino group containing resin binder, which amino group-containing binder comprises the reaction product of(a) ammonia, and(b) a blend of(b.sub.1) a polyglycidyl ether having n epoxy groups per molecule, wherein 1<n<1.9, said polyglycidyl ether being the reaction product of a multifunctional polyglycidyl ether having x epoxy groups per molecule, wherein x>2, and (x-n) mol of a monofunctional phenol per mol of the multifunctional polyglycidyl ether, and(b.sub.Type: GrantFiled: June 10, 1988Date of Patent: June 20, 1989Assignee: Shell Oil CompanyInventors: Roeland Van Iperen, Johannes M. Van Der Mark, Petrus G. Kooijmans
-
Patent number: 4789711Abstract: The invention relates to compounds of the formula I ##STR1## in which A is a group ##STR2## R.sup.1 is hydrogen or methyl R.sup.2 is C.sub.1 -C.sub.6 -alkyl, halogen or phenyl,X is a direct C--C bond, --CH.sub.2 -- or --SO.sub.2 --,m is 0, 1, 2 or 3, n is 0, 1 or 2 andp is 0 or, in the case of X=--CH.sub.2 --, can also be an integer from 1 to 6, with the proviso that the groups --A and --O--A are in the ortho-position relative to one another.The compounds can preferably be used as matrix resins for composite materials.The invention also relates to the allyl glycidyl ether intermediates, from which the compounds of the formula I are as a rule prepared by epoxidation with peracids.Type: GrantFiled: November 23, 1987Date of Patent: December 6, 1988Assignee: Ciba-Geigy CorporationInventors: Charles E. Monnier, Sameer H. Eldin, Peter Flury
-
Patent number: 4774282Abstract: Novel curable resin compositions are disclosed containing an aromatic cyanate ester and an allyl ether of a bisphenol as a modifier. These compositions provide improved prepregs and composites. Additional modifiers including epoxy resins and bismaleimides may be included.Type: GrantFiled: November 20, 1986Date of Patent: September 27, 1988Assignee: Amoco CorporationInventor: Shahid P. Qureshi
-
Patent number: 4771112Abstract: Oligomeric and prepolymeric organic compounds with aldehyde, epoxide, isocyanate, or halotriazine groups and polymerizable groups. Compounds of this type and mixtures thereof have outstanding adhesion properties, especially in relation to biological substrates, can be copolymerized with composites based on unsaturated monomers, and are especially appropriate in dentistry and medicine as adhesion promoters, adhesive fillers, or adhesive cement.Type: GrantFiled: October 7, 1987Date of Patent: September 13, 1988Assignee: Ernst Muhlbauer KGInventor: Jurgen Engelbrecht
-
Patent number: 4754003Abstract: Novel epoxidised phenol ethers of formula I ##STR1## are described wherein R.sup.1 denotes C.sub.1 -C.sub.20 alkyl, C.sub.5 -C.sub.9 cycloalkyl or C.sub.7 -C.sub.14 aralkyl, R.sup.2 has one of the meanings of R.sup.1 or is, in addition hydrogen or a radical or formula II ##STR2## R.sup.3 denotes C.sub.1 -C.sub.6 alkyl or halogen, R.sup.4 and R.sup.5 denotes hydrogen or C.sub.1 -C.sub.6 alkyl, R.sup.6 denotes hydrogen or methyl, m is 0, 1 or 2 and n is an integer from 0 to 30, with the proviso that at least two radicals, R.sup.2, must be epoxide groups of formula II. The compounds are especially suitable for encasing electronic components.Type: GrantFiled: April 15, 1987Date of Patent: June 28, 1988Assignee: Ciba-Geigy CorporationInventors: Charles E. Monnier, Martin Roth
-
Patent number: 4737553Abstract: Advanced epoxy resins prepared by the reaction of diglycidyl ethers of di-secondary alcohols and dihydric phenols, said advanced resins being heat curable with suitable curing agents to afford cured coating compositions exhibiting a variety of excellent physical properties and performance characteristics.Type: GrantFiled: September 29, 1986Date of Patent: April 12, 1988Assignee: Ciba-Geigy CorporationInventors: John A. Gannon, Joseph S. Puglisi, Vincent Brytus, Kenneth L. Payne
-
Patent number: 4707533Abstract: Vinyl ester resins are prepared by reacting a polyepoxide of a co-oligomerization product of a mixed cyanate of a polyphenol and a polymaleimide with a monounsaturated monocarboxylic acid.Type: GrantFiled: December 8, 1986Date of Patent: November 17, 1987Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4677170Abstract: The invention relates to polyepoxides which are obtainable by reacting compounds of formula I ##STR1## wherein n is 1 or 2, and X, if n is 1, is a group R.sub.3, or, if n is 2, X is a group of the formula ##STR2## each of R.sub.1 and R.sub.3 independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, allyl, a halogen atom or C.sub.6 -C.sub.10 aryl and R.sub.2 is allyl, 1-propenyl or 2-propenyl, with compounds containing phenolic OH groups, and subsequently epoxidizing the resultant adducts in the presence of a peracid. Said polyepoxides can be used, together with customary epoxy resin hardeners, for the preparation of cured products, in particular for coating electronic components, or as adhesives.Type: GrantFiled: June 4, 1986Date of Patent: June 30, 1987Assignee: Ciba-Geigy CorporatonInventors: Charles E. Monnier, Sheik Abdul-Cader Zahir
-
Patent number: 4661553Abstract: Vinyl ester resins are prepared by reacting a polyepoxide of a co-oligomerization product of a mixed cyanate of a polyphenol and a polymaleimide with a monounsaturated monocarboxylic acid.Type: GrantFiled: February 24, 1986Date of Patent: April 28, 1987Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
Patent number: 4639503Abstract: A thermosetting resin composition having an improved crack resistance comprising 100 weight parts of a curable epoxy resin and 30 to 300 weight parts of a phenol compound-added conjugated diolefin polymer, which is prepared in the presence of aluminum phenoxide as the catalyst. The composition is suitable for resin encapsulation of electronic components.Type: GrantFiled: November 15, 1985Date of Patent: January 27, 1987Assignee: Nippon Oil Co., Ltd.Inventors: Hajime Hara, Shingo Orii, Kazuho Aoyama, Masami Enomoto
-
Patent number: 4616066Abstract: A vinyl or acrylic polymer-modified epoxy resin comprising a reaction product of(A) an epoxy group-containing vinyl or acrylic polymer,(B) a bisphenol compound, and(C) a diglycidyl ether of a bisphenol compound.Type: GrantFiled: October 4, 1985Date of Patent: October 7, 1986Assignee: Kansai Paint Co., Ltd.Inventor: Akira Tominaga
-
Patent number: 4554213Abstract: Sheet steel used for making the cores of electrical machines is improved as to its punchability by coating it with a heat resistant coating of a complex mixture of phosphates and resins compatible with acid phosphate ions. The coating contains between 60 and 95% by weight of the phosphates and between 5 and 40% by weight of the resins. The resins can be acrylic base resins, ethylene-vinyl acetate copolymer resins, or thermosetting epoxy resins.Type: GrantFiled: November 29, 1984Date of Patent: November 19, 1985Assignees: Centro Sperimentale Metallurgico SpA, Terni - Societa per l'Industria e l'Elettricita SpAInventors: Paolo Marini, Marcello Candiotti
-
Patent number: 4525572Abstract: A mixture consisting of a polymaleimide and a copolymerizable monomer or a prepolymer formed from these two compounds contains, as the polymerization catalyst, an ethane which is substituted by aromatic groups and hydroxyl groups or halogen (cf. formula II), such as benzpinacol. The mixture is stable on storage and heat-curable. It can be cured, while at the same time being shaped to give mouldings, sheet-like structures, laminates, adhesive bonds or foams, for example by casting or compression moulding.Type: GrantFiled: April 16, 1984Date of Patent: June 25, 1985Assignee: Ciba-Geigy CorporationInventors: Hermann Diethelm, Sheik A. Zahir
-
Patent number: 4496709Abstract: Epoxy resins having improved properties are prepared by reacting an epoxy resin with a dihydric phenol in the presence of a sufficient quantity of a phosphonium trifluoroacetate catalyst such that the product resulting from reacting a mixture of the catalyst, epoxy resin and dihydric phenol has a % epoxide difference from the theoretical percent epoxide of from about 0.5 to about 4.0.Type: GrantFiled: June 16, 1983Date of Patent: January 29, 1985Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, Marsha A. Paul, Adolphus V. Gist
-
Patent number: 4412055Abstract: Phosphonopolyester oligomers are prepared from hydroxyalkylated 2,2',-bis(3-allylphenyl-4-hydroxy) alkanes and phosphonyl dihalides. The oligomers are useful in the preparation of polyester resins, epoxy resins, and polyurethanes.Type: GrantFiled: September 27, 1982Date of Patent: October 25, 1983Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
-
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
-
Patent number: 4393165Abstract: A polymer composition is herein disclosed, which consists essentially of:(A) 90 to 50 wt % of a saturated polymer having in one molecule (1) at least two groups of at least one type selected from the group consisting of an epoxy group of the formula ##STR1## (R is hydrogen or methyl), an alcoholic or phenolic hydroxyl group and an alkoxymethyl-substituted acid amide group of the formula ##STR2## (R is an alkyl group of C.sub.1 to C.sub.4) and (2) a repeating unit made of a nonaromatic methylene group or methine group; and(B) 50 to 10 wt % of a nonfunctional radical polymerizable monomer mixture consisting of (a) a radical polymerizable monomer having in one molecule at least one functional group selected from the group consisting of a carboxyl group, an acid anhydride group, an alcoholic hydroxyl group, an alkoxymethyl-substituted acid amide group of the formula ##STR3## (R is an alkyl group of C.sub.1 to C.sub.4) and an amino group of the formula --NR.sub.1 R.sub.2 (R.sub.1 and R.sub.Type: GrantFiled: August 9, 1982Date of Patent: July 12, 1983Assignee: Japan Atomic Energy Research InstituteInventors: Takashi Sasaki, Miyuki Hagiwara, Fumio Hosoi, Tohru Takagi
-
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
-
Patent number: 4384129Abstract: Mono- and polyvalent phenolglycidyl ethers which contain in the molecule at least one 1-propenyl group in the ortho- or para-position with respect to the glycidyl ether group, or isomeric mixtures of mono- or polyvalent phenolglycidyl ethers which are propenyl-substituted in the ortho or para-position with respect to the glycidyl ether group and mono- or polyvalent phenolglycidyl ethers which are allyl-substituted in the ortho- or para-position with respect to the glycidyl ether group, the proportion of propenyl groups in the isomeric mixture having to be at least 5 equivalent-%, relative to the sum of the equivalents of propenyl and allyl groups, are obtained by a process wherein the propenyl-substituted phenols, or isomeric mixtures of propenyl- and allyl-substituted phenols, are glycidylated with an epihalohydrin. The novel compounds can be converted, both by use of curing agents for epoxide resins and by radical polymerization, into polymers having valuable mechanical properties.Type: GrantFiled: April 27, 1981Date of Patent: May 17, 1983Assignee: Ciba-Geigy CorporationInventors: Sheik A. Zahir, Sameer H. Eldin
-
Patent number: 4343843Abstract: A fiber reinforced epoxy resin article in which a Lewis base is employed as the catalyst for the addition reaction of a phenolic or alcoholic hydroxyl group and the oxirane group of the epoxy resin. The resin system has improved flexibility and pot life and the cured article has improved chemical resistance.Type: GrantFiled: August 28, 1980Date of Patent: August 10, 1982Assignee: A. O. Smith-Inland, Inc.Inventors: Junior L. Johnson, Leonard E. Pikey
-
Patent number: 4289812Abstract: Hydrophobic, thermoset resins having highly desirable properties in coatings applications can be prepared from novel, water-thinnable, base-neutralized, acidic reaction products of orthophosphoric acid with hydrophobic, nominally-difunctional polyether epoxide resins having average epoxide equivalent weights (EEW) of from about 172 to about 5500. The phosphate groups in these products, when formed with fugitive bases, are thermally decomposable to yield resins which are not rapidly self-converting as such but are rapidly heat convertible in admixture with any of several types of curing agents. The functional groups responsible for water solubilization are utilized (and reacted out) in curing of the resins. The invention provides a method of utilizing hydrophobic, high performance polyether epoxide type polymers in aqueous coating systems having the ability to wet metal surfaces.Type: GrantFiled: March 12, 1979Date of Patent: September 15, 1981Assignee: The Dow Chemical CompanyInventor: Patrick H. Martin
-
Patent number: 4283521Abstract: A prepolymer is comprised of the reaction product of at least one aliphatic bismaleimide, at least one aromatic amine and at least one aromatic bismaleimide in combination with an aromatic and/or a cycloaliphatic epoxy resin providing at least two functional epoxy groups to provide a low temperature curable composition. The cured products are strongly adherent to a variety of substrates.Type: GrantFiled: February 14, 1979Date of Patent: August 11, 1981Assignee: TRW Inc.Inventor: Robert J. Jones
-
Patent number: 4282345Abstract: A method for preparing a resinous condensation product of an allylated phenol and an ethoxyline resin comprising reacting an allylated phenol with an ethoxyline resin in the presence of an acid catalyst and a compound selected from certain ketones and esters.Type: GrantFiled: April 16, 1980Date of Patent: August 4, 1981Assignee: General Electric CompanyInventor: John D. Nelson
-
Patent number: 4273916Abstract: A prepolymer comprised of the reaction product of at least one aliphatic bismaleimide, at least one aromatic amine and at least one aromatic bismaleimide is combined with at least one cycloaliphatic epoxy resin having a melting point less than about 120.degree. F. and at least two functional epoxy groups to provide a low temperature curable composition. The cured products are strongly adherent to a variety of substrates.Type: GrantFiled: June 13, 1980Date of Patent: June 16, 1981Assignee: TRW Inc.Inventor: Robert J. Jones
-
Patent number: 4237035Abstract: An epoxy resin useful for coatings, adhesives and molding materials which is derived from a by-product tar produced as by-product in manufacturing resorcinol or resorcinol and hydroquinone via hydroperoxide of m-diisopropylbenzene or of a combination of m- and p-diisopropylbenzenes and containing m-substituted phenolic constituents or a combination of m- and p-substituted phenolic constituents as major constituents, or is derived from a polymerization product of said by-product tar.Type: GrantFiled: May 29, 1979Date of Patent: December 2, 1980Assignee: Sumitomo Chemical Company, LimitedInventors: Shuichi Kanagawa, Kazunori Kawakami, Akira Shintani
-
Patent number: 4220513Abstract: Polymerizable compositions comprise(a) a compound containing in the same molecule both at least one 1,2-epoxide group and at least two groups chosen from allyl, methallyl, and 1-propenyl groups, e.g., 2,2-bis(3-allyl-4-(glycidyloxy)phenyl)propane or bis(3-(1-propenyl)-4-(glycidyloxy)phenyl)methane, and(b) a compound containing at least two mercaptan groups per molecule, e.g., pentaerythritol tetrathioglycollate.The compositions are caused to polymerize by the action of irradiation or free-radical catalysts. They may, if desired, also contain a heat-curing crosslinking agent for epoxide resins; the epoxide-containing polymers so obtained can be subsequently crosslinked in situ. The compositions are useful in various two-stage operations, such as the production of multilayer printed circuits.Type: GrantFiled: January 19, 1979Date of Patent: September 2, 1980Assignee: Ciba-Geigy CorporationInventors: George E. Green, Abdul-Cader Zahir
-
Patent number: 4196066Abstract: A cured or uncured linear aromatic polyester composition melt-blended and composed of(A) 100 parts by weight of a saturated linear aromatic polyester in which at least 70 mole % of the acid component consists of an aromatic dicarboxylic acid, and(B) 0.1 to 50 parts by weight of a reactive compound which is solid at room temperature or is a liquid having a boiling point of at least 200.degree. C. under atmospheric pressure, and which contains in its molecule at least one aliphatic unsaturated group substantially non-reactive with the polyester (A) and the aliphatic unsaturated group of the reactive compound (B) under conditions of melt-blending with the polyester (A) and at least one epoxy group reactive with the polyester (A) under the melt-blending conditions. The cured linear aromatic polyester composition can be prepared by extruding the uncured linear aromatic polyester composition under melting conditions, and subjecting the resulting extrudate to a curing treatment.Type: GrantFiled: June 30, 1978Date of Patent: April 1, 1980Assignee: Teijin LimitedInventors: Hiroo Inata, Makoto Ogasawara, Tsuto Morinaga, Akihiro Norike
-
Patent number: 4195152Abstract: There is disclosed a class of N-alkylpolyamines and their use as curing agents for epoxy resins, and in particular to such polyamines having the formula R--[NH(CH.sub.2).sub.x ].sub.y --NHR' where R is an aliphatic hydrocarbon radical having from 5 through 8 carbon atoms, R' is H, R or R", x is an integer of 2 or 3 and y is an integer of 2-4. A monoepoxide adduct of the monoalkyl substituted polyamine is also disclosed wherein R" may then become an aliphatic substituent (2-14 carbon atoms) which may contain (a) an oxygen atom, (b) a hydroxyl group or (c) an aromatic substituent such as a phenyl ring.Type: GrantFiled: July 20, 1978Date of Patent: March 25, 1980Assignee: Henkel CorporationInventor: Don E. Floyd
-
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
-
Patent number: 4153586Abstract: A process of making modified epoxy resins wherein a polyepoxide resin is reacted with a mercaptan compound of the formula HS--R--(COOX).sub.m wherein R is an organic radical having from 1 to 10 carbon atoms, X is hydrogen or a moiety formed by reacting the carboxyl group with a basic compound to form its salt and m is an integer of from 1 to 5. The compounds are reacted in the presence of a tin catalyst to produce resins of the structureB [--S--R--(COOX).sub.m ].sub.nwherein B is the residue from the ring opening reaction of an epoxide group on the polyepoxide resin molecule and the sulfhydryl hydrogen, R, X and m are as defined previously and n is at least 1. The aforementioned resins are produced without the need of a hydrolysis step.The modified epoxy resins are useful in formulating coating compositions having excellent physical and chemical properties. The resins can be dissolved or dispersed in water to form aqueous coating compositions.Type: GrantFiled: March 13, 1978Date of Patent: May 8, 1979Assignee: PPG Industries, Inc.Inventors: Thomas R. Hockswender, Marvis E. Hartman