Solid Polymer Or Specified Intermediate Condensation Product Derived From At Least One Phenolic Reactant And At Least One Aldehyde Or Aldehyde-type Reactant Or Polymer Therefrom Patents (Class 525/480)
  • Patent number: 5223554
    Abstract: There are disclosed methods and compositions for accelerating the hardening of phenolic resole resins having a pH of about 4.5 to 9.5 with lightburned magnesium oxide or magnesium hydroxide, with or without the addition of an ester functional hardening agent. Acceleration of hardening is achieved by incorporating into said compositions an effective quantity of a material which: increases the solubility of magnesium in the hardenable mixture; by certain amines; or by certain chelating agents. Accelerator compounds include those which provide chloride, sulfamate, nitrate, formate, and phosphite anions as well as selected tertiary amines.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: June 29, 1993
    Assignee: Borden, Inc.
    Inventor: Arthur H. Gerber
  • Patent number: 5223587
    Abstract: Disclosed is an adhesive composition for wood comprising a phenol resin adhesive and a phenol resin highly condensed in a mole ratio (F/P) of formaldehyde (F) to a phenol (P) in the range of 0.8:1 to 1.5:1, having a softening point of 100.degree. to 200.degree. C. and having a number average molecular weight of 2,000 or more, whereby the adhesive is accelerated in hardening to impart fast setting-ability thereto, which causes the pressing temperature to be reduced and makes it possible to raise the allowable moisture content of adherends.
    Type: Grant
    Filed: August 7, 1992
    Date of Patent: June 29, 1993
    Assignee: Oshika Shinko Co. Ltd.
    Inventor: Natsuhi Tsuruta
  • Patent number: 5218010
    Abstract: The hardening of a composition containing a phenolic resin solution and a magnesia aggregate is effected by mixing into such composition at a pH of at least 4.5: a compound which provides an acetate, adipate, 4-aminobenzeneslfonate, 1,2,4-benzenetricarboxylate, formate, glycolate, lactate, nitrate, benzenesulfonate, naphthalenesulfonate, methanesulfonate, phenolsulfonate, succinate, sulfamate, or toluenesulfonate anion to the composition; or an acetylacetone, 2-nitrophenol, 4-nitrophenol, salicylaldehyde compound; or a mixture of said compounds.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: June 8, 1993
    Assignee: Borden, Inc.
    Inventor: Arthur H. Gerber
  • Patent number: 5215861
    Abstract: Reaction products of organosilane compounds and a novolac resin having phenolic groups are capable of generating either positive or negative tone patterns depending on the time and temperature of processing.
    Type: Grant
    Filed: March 17, 1992
    Date of Patent: June 1, 1993
    Assignee: International Business Machines Corporation
    Inventors: Peter A. Agostino, Adolph Herbst, Frederick M. Pressman
  • Patent number: 5214079
    Abstract: There are disclosed methods and compositions for accelerating the hardening of phenolic resole resins having a pH of about 4.5 to 9.5 with lightburned magnesium oxide or magnesium hydroxide, with or without the addition of an ester functional hardening agent. Acceleration of hardening is achieved by incorporating into said compositions an effective quantity of a material which: increases the solubility of magnesium in the hardenable mixture; by certain amines; or by certain chelating agents. Accelerator compounds include those which provide chloride, sulfamate, nitrate, formate, and phosphite anions as well as selected tertiary amines.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: May 25, 1993
    Assignee: Borden, Inc.
    Inventor: Arthur H. Gerber
  • Patent number: 5208274
    Abstract: There is disclosed methods and compositions for retarding the room temperature hardening of phenolic resole resins when such resins are mixed with lightburned magnesium oxide with or without an ester functional hardening agent. Compounds which act as retarders include azelaic acid, salicylamide, sulfanilic acid, glyoxal, salicylic acid, N-methylaniline, and 2,6-diethylaniline.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: May 4, 1993
    Assignee: Borden, Inc.
    Inventor: Arthur H. Gerber
  • Patent number: 5194331
    Abstract: The present invention is a fiber comprising cyanato group containing phenolic resin comprising repeating units of the formula: ##STR1## wherein p is 0 or an integer of one or more, q is O or an integer of 1 or more, X is a radical selected from the group consisting of: --CH.sub.2 --, --CO--, --SO.sub.2 --, ##STR2## and R is the same or different and is selected from the group consisting of hydrogen and methyl radicals. The fiber of the present invention can be made a phenolic triazine derived from the cyanato group containing phenolic resin.
    Type: Grant
    Filed: September 16, 1991
    Date of Patent: March 16, 1993
    Assignee: Allied-Signal Inc.
    Inventors: Sajal Das, Dusan C. Prevorsek
  • Patent number: 5187201
    Abstract: Coating compositions and molding compositions containing an amount of alkyl vinyl ether polymer which is effective for improving leveling and/or preventing or eliminating foam, and the use of these copolymers for improving leveling and/or preventing or eliminating foam in coating compositions and molding compositions. The alkyl vinyl ether polymer is a copolymer containing identical or different repeating units of the formula ##STR1## in which R represents a C.sub.1-18 --alkyl group or C.sub.m F.sub.2m+1 --(CH.sub.2).sub.2 --group, where m is a number from 4 to 18, and identical or different repeating units of the formula ##STR2## in which R' represents various groups.
    Type: Grant
    Filed: January 19, 1990
    Date of Patent: February 16, 1993
    Assignee: BYK-Chemie GmbH
    Inventors: Karl-Heinz Haubennestel, Alfred Bubat
  • Patent number: 5175214
    Abstract: The invention relates to a pressure-sensitive conductive elastomer compound which exhibits high resistance (insulating performance) when it is in non-pressed condition and the resistance of which, as the compound is pressed, varies according to the magnitude of the pressure. The compound comprises a matrix material having insulating and elastomeric properties and baked and carbonized conductive spherical particles of a macromolecular material incorporated and dispersed into the matrix material. The conductivity of the conductive particles varies according to the degree of their carbonization.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: December 29, 1992
    Assignee: Nitta Industries Corporation
    Inventors: Mitsuo Takaya, Kiyotaka Inoue, Katsumi Higuchi
  • Patent number: 5162428
    Abstract: A phenolic resin composition comprising (a) 30-55% by weight of an alkylbenzene-modified novolac type phenolic resin, (b) 30-55% by weight of a novolac type phenolic resin and (c) 15-30% by weight of a dimethylene ether resole type phenolic resin, and a phenolic resin molding material comprising said composition.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: November 10, 1992
    Assignee: Sumitomo Bakelite Company Limited
    Inventors: Ken Katoh, Keiji Ooi
  • Patent number: 5162431
    Abstract: A polymeric compound is derived from a polyhydric material and has pendant sulphonate groups of the general formula ##STR1## and pendant alkyl urethane groups of the formula ##STR2## where X is an aliphatic, aromatic, carboxylic or heterocyclic group; Y is hydrogen, halogen or an alkyl, aryl, alkoxy, aryloxy or aralkyl group, CO.sub.2.sup.- Z.sup.+, CO.sub.2 R or SO.sub.3.sup.- Z.sup.+ ; Z.sup.+ is a cationic counter ion and R is hydrogen alkyl, alkylene, aryl or aralkyl group.
    Type: Grant
    Filed: February 5, 1991
    Date of Patent: November 10, 1992
    Assignee: Du Pont-Howson Limited
    Inventors: Rodney M. Potts, Terence Etherington, Jianrong Ren
  • Patent number: 5162427
    Abstract: Heat cured, thermoset protective surface coating films applied to a substrate are produced preferably by a dual cure of a polymeric ionomeric binder comprising zinc modified carboxyl functional epoxy-ester polymers. The epoxy-ester polymer contains both carboxy and hydroxyl functionality and coreacts with a zinc salt selected from a zinc carbonate or an organic zinc salt having a pKa above about 3.0. Upon heat curing, the carboxyl and hydroxyl groups crosslink while the zinc forms a zinc cluster to produce a thermoset film.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: November 10, 1992
    Assignee: The Glidden Company
    Inventors: Gary P. Craun, Barbara L. Kunz
  • Patent number: 5151339
    Abstract: Process for producing dimer-free phenolic polymers, particularly novolak polymers produced from cresol mixtures, and photoresist compositions containing such dimer-free novolak polymers. The process comprises reacting phenolic polymers containing phenolic dimers with a capping agent, such as a silylating agent, to cap all of the phenolic hydroxy groups. This reduces the distillation temperature of the capped dimers and renders the capped polymer stable at such distillation temperature. The capped dimers are distilled off, and finally the phenolic polymer is uncapped. Dimer-free novolaks produce scum-free developed photoresist images.
    Type: Grant
    Filed: May 15, 1991
    Date of Patent: September 29, 1992
    Assignee: OCG Microelectronic Materials, Inc.
    Inventor: Thomas R. Sarubbi
  • Patent number: 5145887
    Abstract: There are disclosed methods and compositions for room temperature hardening of phenolic resole resin refractory compositions containing a magnesium oxide hardening agent alone or together with an organic ester. The resin is a low viscosity, low molecular weight resin having a high free phenol content. The magnesium hardening agent has a surface area of at least 20 square meters per gram. The compositions provide adequate working times and room temperature hardening within 24 hours.
    Type: Grant
    Filed: April 4, 1991
    Date of Patent: September 8, 1992
    Assignee: Borden, Inc.
    Inventors: John G. Taylor, Arthur H. Gerber
  • Patent number: 5137989
    Abstract: The present invention is directed to a process of preparing a cyanato group containing phenolic resin by reacting the corresponding phenolic resin with a tertiary amine in a water immiscible, non-hydrogen bonding solvent at a temperature of preferably less than about 25.degree. C. to form the corresponding ammonium salt of the phenolic resin; and reacting the ammonium salt with a cyanogen halide at a temperature equal to or less than about 0.degree. C. in said solvent to form the cyanato containing phenolic resin.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: August 11, 1992
    Assignee: Allied-Signal Inc.
    Inventor: Sajal Das
  • Patent number: 5132376
    Abstract: Process for producing dimer-free phenolic polymers, particularly novolak polymers produced from cresol mixtures, and photoresist compositions containing such dimer-free novolak polymers. The process comprises reacting phenolic polymers containing phenolic dimers with a capping agent, such as a silylating agent, to cap all of the phenolic hydroxy groups. This reduces the distillation temperature of the capped dimers and renders the capped polymer stable at such distillation temperature. The capped dimers are distilled off, and finally the phenolic polymer is uncapped. Dimer-free novolaks produce scum-free developed photoresist images.
    Type: Grant
    Filed: December 20, 1990
    Date of Patent: July 21, 1992
    Assignee: OCG Microelectronic Materials, Inc.
    Inventor: Thomas R. Sarubbi
  • Patent number: 5132349
    Abstract: A preparation process of a phenol-based resin composition by conducting a crosslinking reaction of a specific silicone compound in the phenol-based resin in the presence of a specific emulsifier, crosslinking agent and catalyst and by the addition of water to disperse resulting silicone rubber as fine particles in the phenol-based resin.The phenol-based resin of the invention has no time-dependent variation in molding processability and molded products are stable and has no time-dependent change in impact resistance, flexural strength and thermal shock resistance (heat crack resistance), and hence the phenol-based resin composition is used for various molding materials and friction materials which require excellent mechanical strength, crack resistance, thermal shock resistance, stress relaxation resistance or abrasion resistance.
    Type: Grant
    Filed: May 7, 1991
    Date of Patent: July 21, 1992
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Shigeru Iimuro, Masahiko Asano, Toshimiki Shimizu
  • Patent number: 5130410
    Abstract: This invention relates to alternating and block copolymer resins and methods for preparing the same. The alternating copolymer resins are formed from the reaction of a preformed bishydroxymethyl phenol and a reactive phenolic compound. The alternating copolymer may then be further reacted with a second reactive compound in the presence of an aldehyde to form the substantially block copolymer. The alternating and block copolymer resins are characterized by enhanced ortho-, ortho-coupling and low molecular weight distribution.
    Type: Grant
    Filed: February 27, 1991
    Date of Patent: July 14, 1992
    Assignee: Shipley Company Inc.
    Inventor: Anthony Zampini
  • Patent number: 5101001
    Abstract: This invention relates to no-bake foundry binders and a no-bake process for preparing foundry shapes which utilizes polyurethane-forming foundry binders. The binders are unique because the isocyanate component preferably contains no solvent and the weight ratio of the phenolic resin component to isocyanate component is atypical. It has been found that the use of these binders in a no-bake process produces foundry shapes with improved tensile strengths.
    Type: Grant
    Filed: December 21, 1989
    Date of Patent: March 31, 1992
    Assignee: Ashland Oil, Inc.
    Inventors: Colleen M. Henry, Richard L. Smith
  • Patent number: 5089559
    Abstract: Fire retardant salts of organic-phosphorus acid compounds are produced by mixing and reacting an organic compound with an acidic salt-forming phosphorus compound to produce an organic-phosphorus acidic compound which is then reacted with a salt-forming basic compound. These fire retardant compounds are mixed with plastics to produce fire retardant plastics.
    Type: Grant
    Filed: November 6, 1990
    Date of Patent: February 18, 1992
    Inventor: David H. Blount
  • Patent number: 5043412
    Abstract: A raw batch composition for use in making a shaped article such as a foundry shape or refractory article is disclosed. The composition comprises a mixture of an aggregate material; a phenol formaldehyde novolak resin; a phenol formaldehyde resole resin; and an ester functional curing agent. A shaped article prepared from the composition and processes for making a refractory body or foundry article are also disclosed.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: August 27, 1991
    Assignee: Borden, Inc.
    Inventors: Pitchaiya Chandramouli, Raja Iyer, Calvin Johnson
  • Patent number: 5043214
    Abstract: The present invention is flame resistant article and related method, made of phenolic triazine resin derived from a cyanato group containing phenolic resin of the formula: ##STR1## wherein: n is a positive whole number greater than or equal to 1;q and r are the same or different at each occurrence and are whole numbers from 0 to 3, with the proviso that the sum of q and r at each occurrence is equal to 3;Z is --CN, or hydrogen and --CN;o and p are the same or different at each occurrence and are whole numbers from 0 to 4 with the proviso that the sum of o and p at each occurrence is equal to 4;--X-- is a divalent organic radical; andR.sub.3 is the same or different at each occurrence and is a substituent other than hydrogen which is unreactive under conditions necessary to completely cure the copolymer.
    Type: Grant
    Filed: February 26, 1990
    Date of Patent: August 27, 1991
    Assignee: Allied-Signal Inc.
    Inventors: Sajal Das, Dusan C. Prevorsek, Raj Sharma, Bruce DeBona
  • Patent number: 5025063
    Abstract: Heat cured, thermoset protective surface coating films applied to a substrate are produced preferably by a dual cure of a polymeric ionomeric binder comprising zinc modified carboxyl functional epoxy-ester polymers. The epoxy-ester polymer contains both carboxy and hydroxyl functionality and coreacts with a zinc salt selected from a zinc carbonate or an organic zinc salt having a pKa above about 3.0. Upon heat curing, the carboxyl and hydroxyl groups crosslink while the zinc forms a zinc cluster to produce a thermoset film.
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: June 18, 1991
    Assignee: The Glidden Company
    Inventors: Gary P. Craun, Barbara L. Kunz
  • Patent number: 5004788
    Abstract: The present invention is a cyanato group containing phenolic resin of the formula: ##STR1## wherein n is 0 or an integer of one or more, and R is the same or different and is selected from the group consisting of hydrogen and methyl radicals. The advancement over the art is that the resin of the present invention is stable and has a long shelf life. This is indicated by the gel time of greater than 1 minute, preferably greater than 2 minutes, more preferably greater than 10 minutes, and most preferably greater than 20 minutes at 155.degree. C. Alternately, the improved resin of the present invention can be characterized as having a thermal stability indicated by thermal decomposition temperature of at least 400.degree. C. and preferably of at least 450.degree. C. as measured by Thermal Gravimetric Analysis (TGA).
    Type: Grant
    Filed: March 1, 1989
    Date of Patent: April 2, 1991
    Assignee: Allied-Signal Inc.
    Inventors: Sajal Das, Dusan C. Prevorsek
  • Patent number: 4988780
    Abstract: The present invention is flame resistant article and related method, made of phenolic triazine resin derived from a cyanato group containing phenolic resin of the formula: ##STR1## wherein: n is a positive whole number greater than or equal to 1;q and r are the same or different at each occurrence and are whole numbers from 0 to 3, with the proviso that the sum of q and r at each occurrence is equal to 3;Z is --CN, or hydrogen and --CN;o and p are the same or different at each occurrence and are whole numbers from 0 to 4 with the proviso that the sum of o and p at each occurrence is equal to 4;--X-- is a divalent organic radical; andR.sub.3 is the same or different at each occurrence and is a substituent other than hydrogen which is unreactive under conditions necessary to completely cure the copolymer.
    Type: Grant
    Filed: August 15, 1988
    Date of Patent: January 29, 1991
    Assignee: Allied-Signal
    Inventors: Sajal Das, Dusan C. Prevorsek, Raj Sharma, Bruce DeBona
  • Patent number: 4981909
    Abstract: Plasma-resistant polymeric materials are prepared by reacting a polymeric material containing reactive hydrogen functional groups with a multifunctional organometallic material containing at least two functional groups which are reactive with the reactive hydrogen functional groups of the polymeric material, such as hexamethylcyclotrisilazane.
    Type: Grant
    Filed: September 7, 1988
    Date of Patent: January 1, 1991
    Assignee: International Business Machines Corporation
    Inventors: Edward D. Babich, Michael Hatzakis, Scott L. Jacobs, Juri R. Parasczcak, Jane M. Shaw, David F. Witman
  • Patent number: 4978727
    Abstract: The present invention is a cyanato group containing phenolic resin, and method to prepare the resin. The resin of the present invention is stable and has a long shelf life. This is indicated by the gel time of greater than 1 minute, preferably greater than 2 minutes, more preferably greater than 10 minutes. The resin has substantially no smoke generation during gel time measurement at 155.degree. C.
    Type: Grant
    Filed: April 12, 1988
    Date of Patent: December 18, 1990
    Assignee: Allied-Signal
    Inventors: Sajal Das, Dusan C. Prevorsek
  • Patent number: 4977222
    Abstract: The cross-linking or curing of thermosetting resins and of hot curable elastomers is carried out by heating the material or the article comprising the resin (or the elastomer) by saturated vapor of the commercial perfluoropolyether having an average boiling point corresponding to the temperature necessary for the cross-linking and having a point range not exceeding 12.degree. C. (measured according to ASTM D 1078) in the presence of a chlorofluorohydrocarbon secondary vapor.
    Type: Grant
    Filed: March 11, 1988
    Date of Patent: December 11, 1990
    Assignee: Ausimont S.p.A.
    Inventors: Gianangelo Bargigia, Alberto Re, Luigi Corbelli, Ken Johns, Luciano Flabbi, Padmanabhan Srinivasan
  • Patent number: 4970276
    Abstract: Phenolic cyanate/phenolic triazine copolymers and cured resins prepared therefrom.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: November 13, 1990
    Assignee: Allied-Signal Inc.
    Inventors: Sajal Das, Dusan C. Prevorsek
  • Patent number: 4962162
    Abstract: The resin composition which contains thermosetting resin as Component (A), a thermoplastic resin as Component (B), and at least one compound selected from the group consisting of an epoxy resin capable of dissolving the thermoplastic resin and a reactive diluent possessing at least one epoxy group as Component (C) in a ratio such that the proportions of Components (A), (B), and (C) fall respectively in the ranges of 30 to 96% by weight, 2 to 50% by weight, and 2 to 49% by weight, based on the total weight of the resin composition. The resin composition is capable of producing a molded article combining the highly satisfactory mechanical and thermal properties of a thermosetting resin and the highly satisfactory toughness of a thermoplastic resin.
    Type: Grant
    Filed: September 30, 1987
    Date of Patent: October 9, 1990
    Assignee: Toho Rayon Co., Ltd.
    Inventors: Hiroyuki Kosuda, Yasuhisa Nagata, Masato Andoh
  • Patent number: 4961795
    Abstract: A composition and a process for bonding lignocellulosic material under heat and pressure is disclosed. According to the process, a curing agent is combined with a binder which is an alkaline phenol-formaldehyde resin. In one aspect the combination is by injection into a line carrying the binder to application apparatus, followed by in-line mixing of the curing agent and binder and application of the mixture to the lignocellulosic material. The lignocellulosic material is then compressed and the binder cured. The curing agent may be an ester, a lactone or an organic carbonate. The effect of the curing agent may be moderated with an aliphatic mono or polyhydric alcohol.
    Type: Grant
    Filed: January 27, 1988
    Date of Patent: October 9, 1990
    Assignee: Borden, Inc.
    Inventors: William D. Detlefsen, Earl K. Phillips, Richard V. Norton
  • Patent number: 4956409
    Abstract: A glass wool binder is made to include a surfactant decomposable upon heating so as to produce a hydrophobic surface on the wool after curing of the binder.
    Type: Grant
    Filed: July 26, 1988
    Date of Patent: September 11, 1990
    Assignee: Owens-Corning Fiberglas Corporation
    Inventor: Ronald F. Sieloff
  • Patent number: 4942217
    Abstract: A heat-hardenable binder comprising (a) a phenolic resin of a phenolic compound and formaldehyde in a molar ratio of 1:1 to 1:2 and (b) an effective amount of a hardener mixture of hexamethylenetetramine and an acidic latent hardening agent with reduced emission problems and curing rapidly.
    Type: Grant
    Filed: October 26, 1988
    Date of Patent: July 17, 1990
    Assignee: Rutgerswerke AG
    Inventors: Arno Gardziella, Alois Kwasniok
  • Patent number: 4933452
    Abstract: A radiation sensitive compound and method for making same. The compound has the general formula: ##STR1## wherein, R.sup.1 and R.sup.2, which may be the same or different, each represents lower alkyl, aryl, X, CHX.sub.2, CH.sub.2 X, CX.sub.3 or NHR.sup.3 wherein R.sup.3 represents hydrogen, lower alkyl, aryl or ##STR2## and provided at least one of R.sup.1 and R.sup.2 is CX.sub.3, X is halogen, and A.sup.1 and A.sup.2 are each residues of A.sup.1 --H and A.sup.2 --H respectively wherein A.sup.1 --H and A.sup.2 --H which may be the same or different are each compounds containing at least one group having an active hydrogen atom. The method comprises reacting together an isocyanate of the formula ##STR3## with a compound of the formula A.sup.1 --H or A.sup.2 --H to obtain the desired compound wherein R.sup.1 or R.sup.4 represents lower alkyl, aryl, X, CHX.sub.2, CX.sub.3, NCO or NHR.sup.5 wherein R.sup.5 represents hydrogen, lower alkyl or aryl and at least one of R.sup.1 and R.sup.4 is CX.sub.3.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: June 12, 1990
    Inventors: Nicholas J. White, Victor Kolodziejczyk
  • Patent number: 4931496
    Abstract: Fiber-reinforced compositions comprising a structural fiber and a cyanate ester resin formulation having an N-substituted urea compound as a latent cure accelerator provide rapid-curing prepreg with good out-time characteristics. The prepreg may be used to form composite articles with good toughness and excellent retention of properties on extended exposure to moisture at elevated temperatures.
    Type: Grant
    Filed: March 24, 1989
    Date of Patent: June 5, 1990
    Assignee: Amoco Corporation
    Inventors: Shahid P. Qureshi, Hugh C. Gardner, Richard H. Newman-Evans
  • Patent number: 4918157
    Abstract: Urea compounds having a plurality of substituents selected from hydrogen, substituted hydrocarbyl radicals and unsubstituted hydrocarbyl radicals are good latent cure accelerators for thermosetting cyanate resin formulations. The resulting cyanate resin formulations are useful as coatings, adhesives and as impregnating resins, particularly in applications where extended storage at or near room temperature is desired.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: April 17, 1990
    Assignee: Amoco Corporation
    Inventors: Hugh C. Gardner, Richard H. Newman-Evans
  • Patent number: 4918116
    Abstract: Improved high temperature resistant molding materials containing customary filler materials and additives and a carbon forming bonding agent which is a phenol novolac with a molar ratio of phenol to formaldehyde of 1 to 0.2 to 1 to 0.35 of high quality and free of solvents useful as refractory products, carbon materials, abrasive wheels, friction lining and the like.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: April 17, 1990
    Assignee: Rutgerswerke AG
    Inventors: Arno Gardziella, Karl-Heinz Schwieger, Peter Adolphs, Josef Suren
  • Patent number: 4904516
    Abstract: A process for preparing a water soluble phenol-formaldehyde resole resin having improved storage stability employs a calcium compound to catalyze the condensation reaction which occurs under basic conditions. Sulfamic acid is used to neutralize the resole solution, yielding a soluble calcium salt which will not settle out of the solution or clog transfer lines or spray nozzles as may a calcium salt precipitated during the neutralization. Glass fiber insulation produced using a binder prepared with the aqueous resole solution shows enhanced thickness recovery and lower odor potential.
    Type: Grant
    Filed: January 12, 1988
    Date of Patent: February 27, 1990
    Inventor: Albert W. Creamer
  • Patent number: 4904753
    Abstract: Disclosed is a catalyst system which improves the cure time of acid-catalyzable resole resins while providing extended shelf life thereof. Broadly, the present invention includes a method for formulating an acid-catalyzed, non-aqueous resole resin composition and to the composition itself. The catalyst system comprises an acid catalyst and an oxidizing agent in an amount adequate for cure in at least about the same time that occurs by use of at least twice the amount of said acid catalyst alone. The shelf life of the catalyzed resole resin is greater with the inventive catalyst system than with an equivalent resole resin containing only the acid catalyst in twice the amount.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: February 27, 1990
    Assignee: Ashland Oil, Inc.
    Inventors: Golden F. Watts, Warren L. Robbins
  • Patent number: 4862948
    Abstract: An adhesive paste for adhering two or more objects, a composite assembly comprising two or more elements bonded by such paste, and a process for preparing cast metal articles using such paste are provided. The adhesive paste comprises an aqueous solution of a specific alkali phenol-formaldehyde resin and a hardener for that resin, wherein the paste prepared by mixing the resin and hardener has a viscosity, as mixed, in the range of about 1,000 cps to about 15,000 cps. The composite assembly comprises at least two separate elements bonded by the adhesive paste of the invention. The process uses a mold or core assembly having at least two separate elements.
    Type: Grant
    Filed: February 24, 1988
    Date of Patent: September 5, 1989
    Assignee: Borden, Inc.
    Inventor: Robert A. Laitar
  • Patent number: 4851279
    Abstract: The present invention is a fiber comprising cyanato group containing phenolic resin comprising repeating units of the formula: ##STR1## wherein p is 0 or an integer of one or more, q is 0 or an integer of 1 or more, X is a radical selected from the group consisting of: --CH.sub.2 --, --CO--, --SO.sub.2 --, ##STR2## and R is the same or different and is selected from the group consisting of hydrogen and methyl radicals. The fiber of the present invention can be made a phenolic triazine derived from the cyanato group containing phenolic resin.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: July 25, 1989
    Assignee: Allied-Signal Inc.
    Inventors: Sajal Das, Dusan C. Prevorsek
  • Patent number: 4845159
    Abstract: Iodonation of novolak resin or polyphenylene ether followed by the metatheses of the resulting iodonated product with a polyhalometal or metalloid salt can provide a photoactive cure catalyst or thermally active cure catalyst for cationically polymerizable organic materials. A copper cocatalyst has been found useful in thermal curing.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: July 4, 1989
    Assignee: General Electric Company
    Inventor: Herbert S. Chao
  • Patent number: 4841002
    Abstract: Compositions have melting points below 100.degree. C. which are useful in the formation of resins by reaction with polyphenolic compounds consisting of a mixture of more than two compounds having the formula ##STR1## wherein A represents a cyclic or acyclic aliphatic or substituted cyclic or acyclic aliphatic moiety having from 1 to 20 carbon atoms or an aromatic mono- or multi-nuclear or aliphatic substituted aryl residue having from 6 to 20 carbon atoms,R independently represents H, CH.sub.3, CH.sub.2 CH.sub.3 or C.sub.6 H.sub.5,R.sup.1 independently represents H or CH.sub.3,R.sup.2 independently represents H or CH.sub.3, andx represents an integer from 0 to 2are described.
    Type: Grant
    Filed: November 8, 1988
    Date of Patent: June 20, 1989
    Assignee: Ashland Oil, Inc
    Inventors: Billy M. Culbertson, Omar Tiba
  • Patent number: 4839446
    Abstract: A polymerizable thermosetting composition which is a flowable liquid at moderate temperatures which comprises a mixture of:(A) from about 75% to about 95% by weight of a mixture of:(1) from about 80% to about 20% by weight of a bisoxazoline and(2) from about 20% to about 80% by weight of a polyphenolic compound and(B) from about 5% to about 25% by weight of at least one member selected from the group consisting of a monooxazoline and a monooxazine,a method for forming thermoset products therefrom and the novel thermoset products resulting from said method are described.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: June 13, 1989
    Assignee: Ashland Oil, Inc.
    Inventors: Billy M. Culbertson, Omar Tiba
  • Patent number: 4833215
    Abstract: A new segmented polymer comprising alternately cross-linked multiblocks of duroplast type and linear multiblocks of thermoplast type and a method of producing these new segmented polymers. The polymers have the structure of a multiblock A-B copolymer, where A denotes a spatially cross-linked oligomeric block and B denotes an oligomeric block of thermoplast type. The method according to the invention consists in that a linear reactive trifunctional A oligomer having two reactive terminal groups and at least one reactive internal group is polyreacted with a reactive bifunctional B oligomer having two reactive terminal groups. The linear multiblock A-B prepolymer, having in A blocks at least one unutilized reactive group, is subject to cross-linking. The A oligomer is selected from the group of non-saturated oligoesters, oligoepoxides, phenol-formaldehyde resins and reactive amino resins.
    Type: Grant
    Filed: March 27, 1986
    Date of Patent: May 23, 1989
    Inventors: Zbigniew Jedlinski, Antoni Kotas
  • Patent number: 4831086
    Abstract: The present invention is a cyanato group containing phenolic resin of the formula: ##STR1## wherein n is 0 or an integer of one or more, and R is the same or different and is selected from the group consisting of hydrogen and methyl radicals. The advancement over the art is that the resin of the present invention is stable and has a long shelf life. This is indicated by the gel time of greater than 1 minute, preferably greater than 2 minutes, more preferably greater than 10 minutes, and most preferably greater than 20 minutes at 155.degree. C. Alternately, the improved phenolic triazine resin of the present invention can be characterized as having a thermal stability indicated by thermal decomposition temperature of at least 400.degree. C. and preferably of at least 450.degree. C. as measured by Thermal Gravimetric Analysis (TGA).
    Type: Grant
    Filed: October 5, 1987
    Date of Patent: May 16, 1989
    Assignee: Allied-Signal Inc.
    Inventors: Sajal Das, Dusan C. Prevorsek
  • Patent number: 4808692
    Abstract: Advanced epoxy resins are prepared from glycidyl ethers of bisphenols or biphenols in the presence of cycloalkyl triphenyl phosphonium catalysts.
    Type: Grant
    Filed: February 18, 1988
    Date of Patent: February 28, 1989
    Assignee: The Dow Chemical Company
    Inventors: Ha Q. Pham, Loan A. Ho
  • Patent number: 4804721
    Abstract: The resins resulting from converting the phenol-formaldehyde type condensation products of dicyclopentadiene-phenol adducts with selected aldehydes and ketones to their corresponding vinylbenzyl ethers are an excellent matrix in which to embed fibers to produce a composite. Such resins, especially as a blend of materials with varying molecular weight distribution, are amorphous materials whose glass transition temperature is well under the curing temperature, and whose solubility permits solutions with high solids content so as to afford coatings with high resin content. The extensively crosslinked polymer resulting from thermal, photochemical, or free radical initiated polymerization has excellent thermal and electrical properties for use in multilayer circuit boards.
    Type: Grant
    Filed: November 30, 1987
    Date of Patent: February 14, 1989
    Assignee: Allied-Signal Inc.
    Inventors: Joseph J. Zupancic, Jeffrey P. Conrad
  • Patent number: 4800118
    Abstract: A light stabile composition for imparting stain resistance to polyamide fiber-containing textile articles (e.g. nylon, wool or silk carpets) comprises a halogenated (e.g. brominated or chlorinated) aryl group-containing product of the condensation polymerization of a hydroxyaryl sulfonic acid (e.g., para-hydroxyphenyl sulfonic acid), a dihydroxydiaryl sulfone (e.g., dihydroxydiphenyl sulfone) and an aldehyde (e.g., formaldehyde). The polyamide fiber-containing textile articles are converted to a stain resistant product by containing the fibers with an acidified aqueous solution of the aforesaid composition.
    Type: Grant
    Filed: November 4, 1987
    Date of Patent: January 24, 1989
    Assignee: West Point Pepperell
    Inventors: John W. Reed, Richard D. Smith
  • Patent number: 4785073
    Abstract: A series of melamine-phenol-formaldehyde resoles for pressure-free to low pressure, low/medium temperture conversion into moulded product. The molar ratio of melamine:phenol is the range 1:4.7 to 1:0.29; for each mole of melamine there are 1.5 to 3 moles of formaldehyde; and for each mole of phenol there are 1.2 to 2 moles of formaldehyde. The resin compositions may contain fillers/reinforcing fibers, glycols and water curing is at or near neutal pH and may be accelerated by the use of boric oxide or acid and also by microwave heating. Moulded products have good heat-and fire-resistance, and good smoke emission properties, and are non-toxic.
    Type: Grant
    Filed: April 11, 1985
    Date of Patent: November 15, 1988
    Assignee: Polymer Tectonics Limited
    Inventors: Robert Farkas, Lothar M. Hohmann