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: 5202407Abstract: The reaction between epoxy compounds and active hydrogen-containing compounds or anhydrides is catalyzed with a phosphine or phosphonium compound containing at least three C.sub.1 to C.sub.4 alkyl phenyl groups attached to the phosphorus atom per molecule.Type: GrantFiled: January 24, 1992Date of Patent: April 13, 1993Assignee: The Dow Chemical CompanyInventors: Ha Q. Pham, Michael B. Cavitt, Pamela A. Hardcastle
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Patent number: 5200475Abstract: A lightly-crosslinked thermosettable formulation comprises (a) a diepoxy resin, (b) an aromatic diamine of the structural formula ##STR1## in which each R is a divalent linking moiety selected from C.sub.1-6 alkylene, --S-- and --O--, and R' is ethyl, (c) an amine or phenolic crosslinking agent, and (d) 2,6-dialkyl aniline. The formulation exhibits relatively long outlife and can be used as the matrix resin in aerospace composites applications.Type: GrantFiled: June 3, 1991Date of Patent: April 6, 1993Assignee: Shell Oil CompanyInventor: Kenneth C. Dewhirst
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Patent number: 5194560Abstract: A series of oligomeric adducts of diols and diepoxides are disclosed which are precursors of amine resins for use in electrodeposition coatings. The adducts are epoxide-alcohol addition products of a polyaromatic and/or a mono-aromatic diol and a polyaromatic bis-glycidyl ether, and/or a monoaromatic bis-glycidyl ether and/or an alkoxy arylene bis-glycidyl ether, thioether or amine. The coatings which include amine resin, cross linking agent, grind resin and pigment exhibit excellent corrosion resistance.Type: GrantFiled: March 21, 1991Date of Patent: March 16, 1993Assignee: BASF CorporationInventors: James A. Laugal, Glenn E. Martin, Donald L. St. Aubin, Gerald G. Wold
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Patent number: 5190995Abstract: Epoxy resin compositions comprising (A) an epoxy resin of formula (1), (B) a curing agent based on a novolak type phenol resin and/or a triphenolalkane resin of formula (2), and (C) an inorganic filler are suitable for encapsulating semiconductor elements because they show good flow behavior upon casting and cure into less stressed products having improved mechanical strength, Tg, and moisture resistance. ##STR1## R.sup.1 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, OG is ##STR2## m is 0, 1 or 2, n is 1 or 2, and l is 0, 1, 2 or 3.Type: GrantFiled: January 24, 1991Date of Patent: March 2, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Shiobara, Kazutoshi Tomiyoshi
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Patent number: 5171765Abstract: This application describes a water dispersible polymeric vehicle comprising epoxy polymers having about 5 to 50 weight percent mesogens or a cross-linkable blend of an amine salt of a mesogenic carboxylic acid, cross-linker resin and an epoxy polymer, the mesogenic acid providing about 5 to 50 weight percent mesogenic groups to the blend.Type: GrantFiled: May 8, 1991Date of Patent: December 15, 1992Assignee: North Dakota State UniversityInventors: Frank N. Jones, Daozhang Wang, Steven L. Kangas, Der-Shyang Chen, Adel F. Dimian
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Patent number: 5166228Abstract: An epoxy resin composition comprising (A) a specific epoxy resin, (B) a phenolic resin having at least one naphthalene ring in a molecule, and (C) an inorganic filler has improved flow and cures into products having a low coefficient of expansion, high Tg, and low moisture absorption. The composition is suitable for encapsulating semiconductor devices.Type: GrantFiled: August 2, 1991Date of Patent: November 24, 1992Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Shiobara, Kazutoshi Tomiyoshi, Koji Futatsumori, Takashi Tsuchiya, Takayuki Aoki
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Patent number: 5164472Abstract: Polyethers having improved barrier to oxygen are normally solid, thermoplastic polyethers having backbone repeating units of m-phenylene, p-phenylene, carbonyldiphenylene and/or sulfonyldiphenyl and pendent hydroxyl moieties. Such polyethers are prepared by reacting diglycidyl ethers of dihydric aromatic compounds such as the diglycidyl ether of bisphenol A with resorcinol.Type: GrantFiled: January 18, 1990Date of Patent: November 17, 1992Assignee: The Dow Chemical CompanyInventors: Jerry E. White, James W. Ringer
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Patent number: 5162400Abstract: An epoxy resin composition comprising (A) an epoxy resin having at least two epoxy groups in a molecule, (B) a phenolic resin having at least one naphthalene ring in a molecule, and (C) an inorganic filler has improved flow and cures into products having a low coefficient of expansion, high Tg, and low moisture absorption. The composition is thus suitable for encapsulating semiconductor devices.Type: GrantFiled: June 12, 1991Date of Patent: November 10, 1992Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Shiobara, Takashi Tsuchiya, Kazutoshi Tomiyoshi, Takayuki Aoki
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Patent number: 5155202Abstract: A phenolic novolak resin comprising a compound represented by the general formula [I]: ##STR1## wherein X is H or ##STR2## R is an alkyl group having 1 to 4 carbon atoms, and n is 1 to 10, particularly a phenolic novolak epoxy resin, and material, and a cured substance therefrom, and a process for producing the resin are disclosed. This resin is excellent in heat resistance and in reluctance to absorb water as compared with conventional phenolic resins, and useful in sealing electronic parts, molding, and laminating.Type: GrantFiled: February 6, 1991Date of Patent: October 13, 1992Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hiromi Morita, Kazuyuki Murata, Ichiro Kimura, Susumu Nagao
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Patent number: 5151471Abstract: Epoxy resin formulations having improved storage stability comprising epoxys selected from the group consisting of polyglcidyl ethers of polycyclic bridged hydroxy-substituted polyaromatic compounds and N,N,N',N'-tetraglycidyl-bis(4-amino-3-ethylphenyl) methane with from about 6 to about 150 pbw, per hundred parts by weight of the epoxy resin components, of a solid aromatic diamine hardener insoluble in said composition at room temperature in an amount effective to cure said epoxy resin.Type: GrantFiled: October 23, 1990Date of Patent: September 29, 1992Assignee: Amoco CorporationInventors: Shahid P. Qureshi, Hugh C. Gardner
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Patent number: 5149768Abstract: Hydroxy-functional poly(ether sulfonamides) prepared by polymerizing an N,N'-dialkyl or N,N'-diaryldisulfonamide with a diepoxide in the presence of a suitable catalyst exhibit high barrier properties. These are suitable for use in the manufacture of articles such as rigid containers and flexible films exhibiting high barrier to oxygen.Type: GrantFiled: June 21, 1991Date of Patent: September 22, 1992Assignee: The Dow Chemical CompanyInventors: Jerry E. White, Anthony P. Haag, R. Garth Pews
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Patent number: 5115075Abstract: Polyethers having improved barrier to oxygen are normally solid, thermoplastic polyethers having aromatic ether repeating units in their backbones and pendent hydroxyl moieties and pendent amido, N-substituted amido and/or hydroxyalkyl moieties. Such polyethers are prepared by reacting diglycidyl ethers of dihydric aromatic compounds such as diglycidyl ether of bisphenol A with dihydric phenols having pendent amido, N-substituted amido and/or hydroxyalkyl moieties such as 2,2-bis(4-hydroxyphenyl)acetamide and 3,5-dihydroxybenzamide.Type: GrantFiled: May 8, 1990Date of Patent: May 19, 1992Assignee: The Dow Chemical CompanyInventors: David J. Brennan, Jerry E. White, Anthony P. Haag, Shari L. Kram
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Patent number: 5089587Abstract: An epoxy resin having the formula: ##STR1## wherein R is a hydrogen atom or a methyl group, and n is an integer of from 0 to 15, and wherein the resin has an epoxy equivalent in the range of 320-345 g/eq.Type: GrantFiled: December 27, 1989Date of Patent: February 18, 1992Assignee: Sanyo-Kokusaku Pulp Co., Ltd.Inventors: Hiroaki Namba, Minoru Hishinuma
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Patent number: 5089588Abstract: Hydroxy-functional poly(amide-ethers) are fabricated into articles such as rigid containers and flexible films exhibiting high barrier to oxygen transmission in both dry and moist environments. For example, a polymer prepared by reacting the diglycidyl ether of 4,4'-biphenol with N,N'-bis(m-hydroxyphenyl)-adipamide exhibits especially high barrier.Type: GrantFiled: February 26, 1991Date of Patent: February 18, 1992Assignee: The Dow Chemical CompanyInventors: Jerry E. White, David J. Brennan, Steven Pikulin
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Patent number: 5075411Abstract: A curable epoxy resin composition comprises (I) an epoxy resin and (II) a curing agent. It may comprise (III) another curing agent. It is preferable for it to comprise 25 to 95 wt.% of (I) and 5 to 45 wt.% of (II).1 an epoxy resin (I) represented by the general formula: ##STR1## wherein Z represents a group selected from among a hydrogen atom, a methyl group and an ethyl group, R represents a group selected from among a hydrogen atom and alkyl groups, and n represents a number of 0 to 1.6, and2 a curing agent comprising a polyamine reaction composition (II) obtained by reacting 1 mol of a phenol (II-1) having at least one unsubstituted reactive site in the aromatic nucleus with at least 1 mol of an aliphatic polyamine (II-2) and at least 1 mol of a carbonyl compound (II-3) having at least one carbonyl group in the molecule.Type: GrantFiled: February 16, 1990Date of Patent: December 24, 1991Assignees: Nissan Motor Co., Tsuchiya Mfg. Co., Ltd., Asahi Denka Kogyo K.K., A.C.R. Co., Ltd.Inventors: Akio Ogawa, Yukio Ohsaki, Takeichiro Takehara, Tadashi Ashida, Seiichiro Hashimoto
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Patent number: 5073595Abstract: A method of improving epoxy resin compositions to provide a cured resin having improved glass transition temperature and toughness characteristics is provided. The method includes providing in an epoxy resin composition an effective amount of a substituted fluorene unit in the composition. The fluorene component acts as a chain extension agent and provides for increased glass transition temperature and less cross-link density. As a result, improved toughness occurs. In preferred applications a toughening agent is provided in the resin composition, to further enhance toughness. Preferred resin compositions, cured resins and methods of providing improved cured resins are also provided.Type: GrantFiled: October 1, 1990Date of Patent: December 17, 1991Assignee: Minnesota Mining and Manufacturing CompanyInventors: Carl J. Almer, William J. Schultz
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Patent number: 5068293Abstract: The invention relates to naphthol-based epoxy resins of the general formula (I) ##STR1## in which A is a naphthalene nucleus, R is hydrogen or methyl, and n is an integer from 0 to 15, naphthol aralkyl resins which are intermediates for said epoxy resins, a process for the preparation of said naphthol aralkyl resins, and epoxy resin compositions containing said naphthol-based epoxy resins which are highly heat- and moisture-resistant, possess excellent impact strength and other mechanical properties, and are useful for such applications as lamination, molding, casting, and adhesion.Type: GrantFiled: August 30, 1990Date of Patent: November 26, 1991Assignee: Nippon Steel Chemical Co., Ltd.Inventors: Masashi Kaji, Takanori Aramaki, Norito Nakahara, Yasuharu Yamada
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Patent number: 5068268Abstract: New epoxy polymers comprise lightly crosslinked linear molecules prepared from segments containing stiff units interconnected to form internally non-rotating, planar segments.Type: GrantFiled: September 12, 1989Date of Patent: November 26, 1991Assignee: Shell Oil CompanyInventor: Kenneth C. Dewhirst
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Patent number: 5066764Abstract: This invention relates to ditertiary-butyl substituted bridged di(cyclohexylamines) where the tert-butyl substituent is alpha to the amine group and to polyepoxide formulations incorporating the di(cyclohexylamine). The formula of the diamine is: ##STR1## wherein R is tert-butyl. The di(tertiary butyl)methylene bridged cyclohexylamines have delayed reactivity when incorporated in epoxy resins and they also enhance physical properties in high resilience polyurethane foams.Type: GrantFiled: June 26, 1990Date of Patent: November 19, 1991Assignee: Air Products and Chemicals, Inc.Inventors: Jeremiah P. Casey, Peter A. Lucas, Menas S. Vratsanos
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Patent number: 5061779Abstract: A liquid epoxy composition containing a diglycidyl ether of a dihydric phenol and/or a diglycidyl ether of a tetrabrominated dihydric phenol, an epoxy with a functionality from 2.2 to 4, cycloaliphatic diamine curing agent, and thixotropic agent; and use thereof to fill drilled through-holes in circuit boards and cards and as isolation border around the edges of a board or card.Type: GrantFiled: March 14, 1989Date of Patent: October 29, 1991Assignee: International Business Machines CorporationInventor: David W. Wang
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Patent number: 5057557Abstract: Epoxy resins are modified by reaction with an acidified polytertiary amine-containing compound. These modified epoxy resins when cured result in products having improved properties.Type: GrantFiled: May 11, 1990Date of Patent: October 15, 1991Assignee: The Dow Chemical CompanyInventors: Duane S. Treybig, Pong S. Sheih, John M. McIntyre
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Patent number: 5045363Abstract: A method of improving epoxy resin compositions to provide a cured resin having improved glass transition temperature and toughness characteristics is provided. The method includes providing in an epoxy resin composition an effective amount of a 9,9-bis(hydroxphenyl)fluorene composition. The fluorene component acts as a chain extension agent and provides for increased glass transition temperature and less cross-link density. As a result, improved toughness occurs. In preferred applications a toughening agent is provided in the resin composition, to further enhance toughness. Preferred resin compositions, cured resins and methods of providing improved cured resins are also provided.Type: GrantFiled: October 1, 1990Date of Patent: September 3, 1991Assignee: Minnesota Mining and Manufacturing CompanyInventors: Carl J. Almer, William J. Schultz
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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
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Patent number: 5021470Abstract: A series of oligomeric adducts of diols and diepoxides are disclosed which are precursors of amine resins for use in electrodeposition coatings. The adducts are epoxide-alcohol addition products of a polyaromatic and/or a mono-aromatic diol and a polyaromatic bis-glycidyl ether, and/or a monoaromatic bis-glycidyl ether and/or an alkoxy arylene bis-glycidyl ether, thioether or amine. The coatings which include amine resin, cross linking agent, grind resin and pigment exhibit excellent corrosion resistance.Type: GrantFiled: March 23, 1989Date of Patent: June 4, 1991Assignee: BASF CorporationInventors: James A. Laugal, Glenn E. Martin, Donald L. St. Aubin, Gerald G. Wold
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Patent number: 4996279Abstract: Dissymmetric new epoxy polymer materials have improved processability because they can be cured at lower temperatures.Type: GrantFiled: October 7, 1988Date of Patent: February 26, 1991Assignee: Shell Oil CompanyInventor: Kenneth C. Dewhirst
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Patent number: 4983672Abstract: A method of improving epoxy resin compositions to provide a cured resin having improved glass transition temperature and toughness characteristics is provided. The method includes providing in an epoxy resin composition an effective amount of a 9,9-bis(hydroxphenyl)fluorene composition. The fluorene component acts as a chain extension agent and provides for increased glass transition temperature and less cross-link density. As a result, improved toughness occurs. In preferred applications a toughening agent is provided in the resin composition, to further enhance toughness. Preferred resin compositions, cured resins and methods of providing improved cured resins are also provided.Type: GrantFiled: December 23, 1987Date of Patent: January 8, 1991Assignee: Minnesota Mining and Manufacturing CompanyInventors: Carl J. Almer, William J. Schultz
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Patent number: 4980234Abstract: A method of improving epoxy resin compositions to provide a cured resin having improved glass transition temperature and toughness characteristics is provided. The method includes providing in an epoxy resin composition an effective amount of a substituted fluorene unit in the composition. The fluorene component acts as a chain extension agent and provides for increased glass transition temperature and less cross-link density. As a result, improved toughness occurs. In preferred applications a toughening agent is provided in the resin composition, to further enhance toughness. Preferred resin compositions, cured resins and methods of providing improved cured resins are also provided.Type: GrantFiled: December 15, 1988Date of Patent: December 25, 1990Assignee: Minnesota Mining and Manufacturing Co.Inventors: Carl J. Almer, William J. Schultz
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Patent number: 4956440Abstract: Polymeric tertiary arylamine compounds of the phenoxy resin type which find utility especially in electrophotographic imaging.Type: GrantFiled: November 23, 1988Date of Patent: September 11, 1990Assignee: Xerox CorporationInventors: William W. Limburg, Dale S. Renfer, John F. Yanus, Leon A. Teuscher
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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
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Patent number: 4908424Abstract: Certain bis-anthrols and bis-naphthols and their diglycidyl ethers are novel and useful in the preparation of new polyether thermoplastic compositions.Type: GrantFiled: February 6, 1989Date of Patent: March 13, 1990Assignee: Shell Oil CompanyInventors: Kenneth C. Dewhirst, Thomas G. Stewart, Jr.
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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
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Patent number: 4904752Abstract: A liquid crystal copolyester having a blocked molecular chain terminal comprising a copolyester which exhibits anisotropy in a molten state and has a functional group located at the terminal of its molecular chain and is blocked with a low-molecular compound having at least one aromatic ring and a molecular weight of 350 or less.Type: GrantFiled: November 13, 1987Date of Patent: February 27, 1990Assignee: Polyplastics Co., Ltd.Inventors: Toshio Kanoe, Kenji Hijikata
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Patent number: 4900848Abstract: A low viscosity epoxy resin, i.e., a low viscosity polyglycidyl derivative, of an aminophenol having at least one alkyl group on its aromatic ring of which viscosity is 15 poises or below as measured at 25.degree. C., a resin composition containing said resin, and a fiber-reinforced composite material containing as matrix a cured product of said epoxy resin composition and a fiber as reinforcing material.Type: GrantFiled: March 29, 1988Date of Patent: February 13, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Yasuhisa Saito, Katsuya Watanabe, Kohichi Okuno, Kunimasa Kamio, Akira Morii, Hiroshi Nakamura
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Patent number: 4889907Abstract: Novel polymeric polyhydroxy polyethers containing moieties of 2,2-di(oxyphenyl)propane and a 1,6-diazaspiro[4.4] spirodilactam having oxyaryl substituents on each spiro ring nitrogen atom, which moieties are connected by 2-hydroxy-1,3-propylidene connecting groups, are characterized by relatively high glass transition temperatures.Type: GrantFiled: September 16, 1988Date of Patent: December 26, 1989Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4888408Abstract: Novel linear polymeric polyhydroxy polyethers characterized by alternating moieties of (1) a 1,6-diaza [4.4] spirodilactam having oxyaryl-containing substituents on each ring nitrogen atom and (2) a 2-hydroxy-1,3-propylene connecting group, exhibit relatively high glass transition temperatures.Type: GrantFiled: September 27, 1988Date of Patent: December 19, 1989Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4857567Abstract: A series of oligomeric adducts of diols and diepoxides are disclosed which are precursors of amine resins for use in electrodeposition coatings. The adducts are epoxide-alcohol addition products of a polyaromatic and/or a mono-aromatic diol and a polyaromatic bis-glycidyl ether, and/or a monoaromatic bis-glycidyl ether and/or an alkoxy arylene bis-glycidyl ether, thioether or amine. The coatings which include amine resin, cross linking agent, grind resin and pigment exhibit excellent corrosion resistance.Type: GrantFiled: July 24, 1987Date of Patent: August 15, 1989Assignee: BASF Corporation, Inmont DivisionInventors: James A. Laugal, Glenn E. Martin, Donald L. St. Aubin, Gerald G. Wold
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Patent number: 4855385Abstract: A low viscosity product is obtained when an adduct is prepared by reacting (A) at least one polyglycidyl ether of: (1) a compound containing an average of more than one hydroxyl group per molecule and also at least one cycloalkadiene or oligomer of a cycloalkadiene per molecule or (2) a compound represented by the formula HO--(--A--Y--).sub.n --A--OH wherein each A is independently a divalent hydrocarbyl group having from about 2 to about 6 carbon atoms; each Y independently is --S-- or --S--S--; and n has a value from 1 to about 11; with (B) at least one aliphatic monocarboxylic acid containing from about 6 to about 18 carbon atoms per molecule; wherein components (A) and (B) are present in amounts which provide a ratio of carboxylic acid group per epoxide group of from about 0.01:1 to about 0.2:1.Type: GrantFiled: June 22, 1988Date of Patent: August 8, 1989Assignee: The Dow Chemical CompanyInventor: Michael B. Cavitt
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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
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Patent number: 4829133Abstract: Novel epoxy resins are prepared by dehydrohalogenating the reaction product of an epihalohydrin and a hydroxyalkyl containing polysulfide.Type: GrantFiled: August 19, 1988Date of Patent: May 9, 1989Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Paul L. Wykowski
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Patent number: 4820797Abstract: Thermoset products are prepared by polymerizing (A) at least one thermosettable compound which contains both a maleimide group and a cyanate group such as 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)phenyl cyanate and optionally (B) at least one of (1) at least one aromatic polycyanate such as bisphenol A dicyanate; (2) at least one polymaleimide such as N,N'-(methylenedi-p-phenylene)bismaleimide; (3) at least one material having an average of more than one vicinal epoxide group per molecule such as a diglycidyl ether of bisphenol A; (4) at least one polymerizable ethylenically unsaturated material such as styrene; or (5) a mixture of any two or more of components 1-4 in any combination.Type: GrantFiled: May 17, 1988Date of Patent: April 11, 1989Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4820798Abstract: Thermoset products are prepared by polymerizing (A) at least one thermosettable compound which contains both a maleimide group and a cyanate group such as 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)phenyl cyanate and optionally (B) at least one of (1) at least one aromatic polycyanate such as bisphenol A dicyanate; (2) at least one polymaleimide such as N,N'-(methylenedi-p-phenylene)bismaleimide; (3) at least one material having an average of more than one vicinal epoxide group per molecule such as a diglycidyl ether of bisphenol A; (4) at least one polymerizable ethylenically unsaturated material such as styrene; or (5) a mixture of any two or more of components 1-4 in any combination.Type: GrantFiled: May 17, 1988Date of Patent: April 11, 1989Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4808740Abstract: 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 defined above and R.sup.Type: GrantFiled: January 25, 1988Date of Patent: February 28, 1989Assignee: Ciba-Geigy CorporationInventors: Martin Roth, Charles E. Monnier
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Patent number: 4786668Abstract: The present invention relates to a new thermoplastic polymer composition having the processing characteristics of a thermosetting polymer along with an improved balance of properties including solvent resistance and improved modulus/glass transition temperature/toughness balance. These new polymer compositions are prepared by reacting certain diphenolic compounds with certain diepoxide compounds to form linear units which are lightly crosslinked through the resulting secondary hydroxyl groups. Also disclosed and claimed are processes for preparing such compositions, cured compositions and end-use applications.Type: GrantFiled: June 9, 1986Date of Patent: November 22, 1988Assignee: Shell Oil CompanyInventor: Kenneth C. Dewhirst
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Patent number: 4786669Abstract: The present invention relates to a new polymer composition having the processing characteristics of a thermosetting polymer along with an improved balance of properties including improved modulus/glass transition temperature/toughness balance. These new polymer compositions are prepared by reacting certain diphenolic compounds with certain diepoxide compounds to form linear units which are lightly crosslinked through the resulting secondary hydroxyl groups. Also disclosed and claimed are processes for preparing such compositions, cured compositions and end-use applications.Type: GrantFiled: June 9, 1986Date of Patent: November 22, 1988Assignee: Shell Oil CompanyInventor: Kenneth C. Dewhirst
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Patent number: 4764571Abstract: An epoxy resin having the formula: ##STR1## wherein R is a hydrogen atom or a methyl group, and n is an integer of from 0 to 15, and wherein said resin has an epoxy equivalent in the range of 260-345 g/eq.Type: GrantFiled: January 30, 1987Date of Patent: August 16, 1988Assignee: Sanyo-Kokusaku Pulp Company LimitedInventors: Hiroaki Namba, Minoru Hishinuma
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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
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Patent number: 4736010Abstract: An epoxy resin curing composition comprising a novel curing agent which is obtained by the amidation with elimination of alcohol between an adduct of a carboxyl-containing acrylonitrile-butadiene copolymer with an epoxidized fatty acid ester and an amide-forming nitrogenous compound. This composition exhibits improved adhesion involving peel strength to plastics, rubbers or flexible vinyl chloride resins and is excellent in mechanical strength and resistance to water and alkali and particularly to acid.Type: GrantFiled: April 6, 1987Date of Patent: April 5, 1988Assignees: Asahi Denka Kogyo K.K., A.C.R. Co., Ltd.Inventors: Hiroshi Suzuki, Yutaka Asakawa
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Patent number: 4710429Abstract: Laminates are prepared for reinforced expoxy resin compositions comprising (A) a reinforcing material such as fiberglass, (B) one or more epoxy resins such as a hydrocarbon-phenol eposy resin and (C) one or more epoxy resin curing agents such as a hydrocarbon-phenol resin or phenol-formaldehyde novolac resin. These laminates are particularly suitable for use in electrical applications such as the manufacture of printed circuit boards.Type: GrantFiled: January 20, 1987Date of Patent: December 1, 1987Assignee: The Dow Chemical CompanyInventors: Gary W. Bogan, Peter A. Lucas, Georgia A. Monnerat, Dale J. Aldrich
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Patent number: 4707534Abstract: Diglycidyl ethers of ortho-substituted-4-hydroxyphenylfluorenes, curable compositions comprising the diglycidyl ethers, and cured resins thereof have a high glass transition and an improved modulus of elasticity. The diglycidyl ethers of the invention for use in the curable composition of the invention can be mixtures obtained by the reaction of epihalohydrin with mixtures of fluorenebisphenols obtained by the reaction of one mole of one or more fluorenones with two or more moles or mixtures of two or more ortho-substituted phenols. The compositions are useful in molding and coating applications and in composite articles where the operating temperature of the article or material is elevated.Type: GrantFiled: December 9, 1986Date of Patent: November 17, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventor: William J. Schultz
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Patent number: RE32745Abstract: 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) .Iadd.epoxide groups to 1-oxa-3-aza-tetraline groups .Iaddend.being in the range of about 0.2 to about 2.Type: GrantFiled: March 3, 1987Date of Patent: September 6, 1988Assignee: Gurit-Essex AGInventor: Herbert Schreiber