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)
  • Patent number: 5202407
    Abstract: 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: Grant
    Filed: January 24, 1992
    Date of Patent: April 13, 1993
    Assignee: The Dow Chemical Company
    Inventors: Ha Q. Pham, Michael B. Cavitt, Pamela A. Hardcastle
  • Patent number: 5200475
    Abstract: 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: Grant
    Filed: June 3, 1991
    Date of Patent: April 6, 1993
    Assignee: Shell Oil Company
    Inventor: Kenneth C. Dewhirst
  • Patent number: 5194560
    Abstract: 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: Grant
    Filed: March 21, 1991
    Date of Patent: March 16, 1993
    Assignee: BASF Corporation
    Inventors: James A. Laugal, Glenn E. Martin, Donald L. St. Aubin, Gerald G. Wold
  • Patent number: 5190995
    Abstract: 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: Grant
    Filed: January 24, 1991
    Date of Patent: March 2, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Shiobara, Kazutoshi Tomiyoshi
  • Patent number: 5171765
    Abstract: 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: Grant
    Filed: May 8, 1991
    Date of Patent: December 15, 1992
    Assignee: North Dakota State University
    Inventors: Frank N. Jones, Daozhang Wang, Steven L. Kangas, Der-Shyang Chen, Adel F. Dimian
  • Patent number: 5166228
    Abstract: 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: Grant
    Filed: August 2, 1991
    Date of Patent: November 24, 1992
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Shiobara, Kazutoshi Tomiyoshi, Koji Futatsumori, Takashi Tsuchiya, Takayuki Aoki
  • Patent number: 5164472
    Abstract: 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: Grant
    Filed: January 18, 1990
    Date of Patent: November 17, 1992
    Assignee: The Dow Chemical Company
    Inventors: Jerry E. White, James W. Ringer
  • Patent number: 5162400
    Abstract: 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: Grant
    Filed: June 12, 1991
    Date of Patent: November 10, 1992
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Shiobara, Takashi Tsuchiya, Kazutoshi Tomiyoshi, Takayuki Aoki
  • Patent number: 5155202
    Abstract: 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: Grant
    Filed: February 6, 1991
    Date of Patent: October 13, 1992
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hiromi Morita, Kazuyuki Murata, Ichiro Kimura, Susumu Nagao
  • Patent number: 5151471
    Abstract: 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: Grant
    Filed: October 23, 1990
    Date of Patent: September 29, 1992
    Assignee: Amoco Corporation
    Inventors: Shahid P. Qureshi, Hugh C. Gardner
  • Patent number: 5149768
    Abstract: 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: Grant
    Filed: June 21, 1991
    Date of Patent: September 22, 1992
    Assignee: The Dow Chemical Company
    Inventors: Jerry E. White, Anthony P. Haag, R. Garth Pews
  • Patent number: 5115075
    Abstract: 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: Grant
    Filed: May 8, 1990
    Date of Patent: May 19, 1992
    Assignee: The Dow Chemical Company
    Inventors: David J. Brennan, Jerry E. White, Anthony P. Haag, Shari L. Kram
  • Patent number: 5089587
    Abstract: 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: Grant
    Filed: December 27, 1989
    Date of Patent: February 18, 1992
    Assignee: Sanyo-Kokusaku Pulp Co., Ltd.
    Inventors: Hiroaki Namba, Minoru Hishinuma
  • Patent number: 5089588
    Abstract: 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: Grant
    Filed: February 26, 1991
    Date of Patent: February 18, 1992
    Assignee: The Dow Chemical Company
    Inventors: Jerry E. White, David J. Brennan, Steven Pikulin
  • Patent number: 5075411
    Abstract: 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: Grant
    Filed: February 16, 1990
    Date of Patent: December 24, 1991
    Assignees: 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
  • Patent number: 5073595
    Abstract: 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: Grant
    Filed: October 1, 1990
    Date of Patent: December 17, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Carl J. Almer, William J. Schultz
  • Patent number: 5068293
    Abstract: 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: Grant
    Filed: August 30, 1990
    Date of Patent: November 26, 1991
    Assignee: Nippon Steel Chemical Co., Ltd.
    Inventors: Masashi Kaji, Takanori Aramaki, Norito Nakahara, Yasuharu Yamada
  • Patent number: 5068268
    Abstract: New epoxy polymers comprise lightly crosslinked linear molecules prepared from segments containing stiff units interconnected to form internally non-rotating, planar segments.
    Type: Grant
    Filed: September 12, 1989
    Date of Patent: November 26, 1991
    Assignee: Shell Oil Company
    Inventor: Kenneth C. Dewhirst
  • Patent number: 5066764
    Abstract: 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: Grant
    Filed: June 26, 1990
    Date of Patent: November 19, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Jeremiah P. Casey, Peter A. Lucas, Menas S. Vratsanos
  • Patent number: 5061779
    Abstract: 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: Grant
    Filed: March 14, 1989
    Date of Patent: October 29, 1991
    Assignee: International Business Machines Corporation
    Inventor: David W. Wang
  • Patent number: 5057557
    Abstract: 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: Grant
    Filed: May 11, 1990
    Date of Patent: October 15, 1991
    Assignee: The Dow Chemical Company
    Inventors: Duane S. Treybig, Pong S. Sheih, John M. McIntyre
  • Patent number: 5045363
    Abstract: 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: Grant
    Filed: October 1, 1990
    Date of Patent: September 3, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Carl J. Almer, William J. Schultz
  • Patent number: 5023310
    Abstract: 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: Grant
    Filed: September 14, 1989
    Date of Patent: June 11, 1991
    Assignee: BASF Aktiengesellschaft
    Inventor: Jack D. Boyd
  • Patent number: 5021470
    Abstract: 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: Grant
    Filed: March 23, 1989
    Date of Patent: June 4, 1991
    Assignee: BASF Corporation
    Inventors: James A. Laugal, Glenn E. Martin, Donald L. St. Aubin, Gerald G. Wold
  • Patent number: 4996279
    Abstract: Dissymmetric new epoxy polymer materials have improved processability because they can be cured at lower temperatures.
    Type: Grant
    Filed: October 7, 1988
    Date of Patent: February 26, 1991
    Assignee: Shell Oil Company
    Inventor: Kenneth C. Dewhirst
  • Patent number: 4983672
    Abstract: 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: Grant
    Filed: December 23, 1987
    Date of Patent: January 8, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Carl J. Almer, William J. Schultz
  • Patent number: 4980234
    Abstract: 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: Grant
    Filed: December 15, 1988
    Date of Patent: December 25, 1990
    Assignee: Minnesota Mining and Manufacturing Co.
    Inventors: Carl J. Almer, William J. Schultz
  • Patent number: 4956440
    Abstract: Polymeric tertiary arylamine compounds of the phenoxy resin type which find utility especially in electrophotographic imaging.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: September 11, 1990
    Assignee: Xerox Corporation
    Inventors: William W. Limburg, Dale S. Renfer, John F. Yanus, Leon A. Teuscher
  • Patent number: 4916203
    Abstract: A curable resin composition comprises an epoxy compound and a propargyl aromatic ether.
    Type: Grant
    Filed: November 14, 1988
    Date of Patent: April 10, 1990
    Assignee: Shell Oil Company
    Inventors: Anthony M. Pigneri, James Vick, III, deceased
  • Patent number: 4908424
    Abstract: Certain bis-anthrols and bis-naphthols and their diglycidyl ethers are novel and useful in the preparation of new polyether thermoplastic compositions.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: March 13, 1990
    Assignee: Shell Oil Company
    Inventors: Kenneth C. Dewhirst, Thomas G. Stewart, Jr.
  • Patent number: 4908423
    Abstract: 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: Grant
    Filed: November 14, 1988
    Date of Patent: March 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Roth, Charles E. Monnier
  • Patent number: 4904752
    Abstract: 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: Grant
    Filed: November 13, 1987
    Date of Patent: February 27, 1990
    Assignee: Polyplastics Co., Ltd.
    Inventors: Toshio Kanoe, Kenji Hijikata
  • Patent number: 4900848
    Abstract: 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: Grant
    Filed: March 29, 1988
    Date of Patent: February 13, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yasuhisa Saito, Katsuya Watanabe, Kohichi Okuno, Kunimasa Kamio, Akira Morii, Hiroshi Nakamura
  • Patent number: 4889907
    Abstract: 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: Grant
    Filed: September 16, 1988
    Date of Patent: December 26, 1989
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 4888408
    Abstract: 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: Grant
    Filed: September 27, 1988
    Date of Patent: December 19, 1989
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 4857567
    Abstract: 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: Grant
    Filed: July 24, 1987
    Date of Patent: August 15, 1989
    Assignee: BASF Corporation, Inmont Division
    Inventors: James A. Laugal, Glenn E. Martin, Donald L. St. Aubin, Gerald G. Wold
  • Patent number: 4855385
    Abstract: 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: Grant
    Filed: June 22, 1988
    Date of Patent: August 8, 1989
    Assignee: The Dow Chemical Company
    Inventor: Michael B. Cavitt
  • Patent number: 4845172
    Abstract: 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: Grant
    Filed: April 26, 1988
    Date of Patent: July 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Vincent Brytus, Kenneth L. Payne
  • Patent number: 4829133
    Abstract: Novel epoxy resins are prepared by dehydrohalogenating the reaction product of an epihalohydrin and a hydroxyalkyl containing polysulfide.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: May 9, 1989
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Paul L. Wykowski
  • Patent number: 4820797
    Abstract: 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: Grant
    Filed: May 17, 1988
    Date of Patent: April 11, 1989
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4820798
    Abstract: 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: Grant
    Filed: May 17, 1988
    Date of Patent: April 11, 1989
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4808740
    Abstract: 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: Grant
    Filed: January 25, 1988
    Date of Patent: February 28, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Roth, Charles E. Monnier
  • Patent number: 4786668
    Abstract: 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: Grant
    Filed: June 9, 1986
    Date of Patent: November 22, 1988
    Assignee: Shell Oil Company
    Inventor: Kenneth C. Dewhirst
  • Patent number: 4786669
    Abstract: 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: Grant
    Filed: June 9, 1986
    Date of Patent: November 22, 1988
    Assignee: Shell Oil Company
    Inventor: Kenneth C. Dewhirst
  • Patent number: 4764571
    Abstract: 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: Grant
    Filed: January 30, 1987
    Date of Patent: August 16, 1988
    Assignee: Sanyo-Kokusaku Pulp Company Limited
    Inventors: Hiroaki Namba, Minoru Hishinuma
  • Patent number: 4737553
    Abstract: 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: Grant
    Filed: September 29, 1986
    Date of Patent: April 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: John A. Gannon, Joseph S. Puglisi, Vincent Brytus, Kenneth L. Payne
  • Patent number: 4736010
    Abstract: 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: Grant
    Filed: April 6, 1987
    Date of Patent: April 5, 1988
    Assignees: Asahi Denka Kogyo K.K., A.C.R. Co., Ltd.
    Inventors: Hiroshi Suzuki, Yutaka Asakawa
  • Patent number: 4710429
    Abstract: 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: Grant
    Filed: January 20, 1987
    Date of Patent: December 1, 1987
    Assignee: The Dow Chemical Company
    Inventors: Gary W. Bogan, Peter A. Lucas, Georgia A. Monnerat, Dale J. Aldrich
  • Patent number: 4707534
    Abstract: 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: Grant
    Filed: December 9, 1986
    Date of Patent: November 17, 1987
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: William J. Schultz
  • Patent number: RE32745
    Abstract: 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: Grant
    Filed: March 3, 1987
    Date of Patent: September 6, 1988
    Assignee: Gurit-Essex AG
    Inventor: Herbert Schreiber