Material Contains A Carboxylic Acid, Anhydride Thereof, Ester Thereof, Or Salt Thereof Patents (Class 528/144)
  • Patent number: 5344909
    Abstract: A latent catalyzed phenolic resin composition is provided containing a thermosetting phenolic resole resin and a latent catalyst consisting essentially of a primary or secondary amine salt of a strong acid.
    Type: Grant
    Filed: June 3, 1993
    Date of Patent: September 6, 1994
    Assignee: Georgia-Pacific Resins, Inc.
    Inventors: David A. Hutchings, Ted M. McVay, Richard F. Pennock
  • Patent number: 5334692
    Abstract: New, highly branched polyphosphonates which have a greatly improved flame retardant action compared with known polyphosphonates which are suitable as additives for plastics. In addition the new polyphosphonates may be incorporated in plastics as stabilizers with excellent migration properties.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: August 2, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernhard Hess, Wolfgang Schulz-Schlitte, Jurgen Kirsch, Dieter Freitag, Uwe Arndt, Hans-Georg Gehrke, Klaus Zander
  • Patent number: 5319063
    Abstract: A phenolic resin can be obtained by a condensation reaction between a specific trifunctional aromatic compound and a phenolic compound. This resin can be reacted with a curing agent such as a hexamine to give cured articles having excellent heat resistance, electrical properties, wear resistance and chemical resistance, and the phenolic resin is also much more excellent in curing reactivity as compared with conventional techniques.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: June 7, 1994
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Shinji Ando, Yukio Fukui, Shigeru Iimuro
  • Patent number: 5243015
    Abstract: A latent catalyzed phenolic resin composition is provided containing a thermosetting phenolic resole resin and a latent catalyst consisting essentially of a primary or secondary amine salt of a strong acid.
    Type: Grant
    Filed: June 25, 1992
    Date of Patent: September 7, 1993
    Assignee: Georgia-Pacific Resins, Inc.
    Inventors: David A. Hutchings, Ted M. McVay, Richard F. Pennock
  • Patent number: 5216111
    Abstract: An essentially aromatic alkali soluble novolak resin comprising the product resulting from the acid condensation of an aromatic aldehyde and a phenol where the resin has a molecular weight in excess of 1500 and a glass transition temperature in excess of 125.degree. C. If desired, the aromatic novolak resin may be blended with a conventional novolak resin to regulate the glass transition temperature of the resin. The aromatic novolak resin and blends formed therefrom are especially suitable as coating resins and are useful for the formation of photoresist coating compositions.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: June 1, 1993
    Assignee: Shipley Company Inc.
    Inventor: Anthony Zampini
  • Patent number: 5216112
    Abstract: A phenolic resin can be obtained by a condensation reaction between a specific trifunctional aromatic compound and a phenolic compound. This resin can be reacted with a curing agent such as a hexamine to give cured articles having excellent heat resistance, electrical properties, wear resistance and chemical resistance, and the phenolic resin is also much more excellent in curing reactivity as compared with conventional techniques.
    Type: Grant
    Filed: August 15, 1991
    Date of Patent: June 1, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Shinji Ando, Yukio Fukui, Shigeru Iimuro
  • Patent number: 5206333
    Abstract: A copolycondensation of a phenol, a naphthol and formaldehyde proceeds smoothly in the presence of an acid and a metallic element selected from the group consisting of transition metallic elements and metallic elements of Group IIa, Group IIIa, Group IVa, Group Va and Group VIa of the Periodic Table, and a naphthol-modified phenolic resin which has a large molecular weight and does not gel is obtained.
    Type: Grant
    Filed: May 7, 1992
    Date of Patent: April 27, 1993
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Haruaki Sue, Ken Nanaumi, Takuji Itou, Ken Madarame, Shinsuke Hagiwara
  • Patent number: 5182357
    Abstract: One hundred percent thermosetting phenol/formaldehyde (P/F) resin and method of preparation thereof are disclosed. The resin comprises a molar ratio of F/P of about 1.2-1.7, has a softening point of about 80.degree. C. and cures at temperature of about 140.degree.-160.degree. C. The method comprises heating the reactants in a solvent-less system in the presence of an ortho directing catalyst while monitoring the amount of free formaldehyde present in the reaction system.
    Type: Grant
    Filed: October 22, 1991
    Date of Patent: January 26, 1993
    Assignee: DAP, Inc.
    Inventor: Gary L. Linden
  • Patent number: 5155164
    Abstract: Products of the condensation of phenolmonosulfonic acids, dihydroxydiphenyl sulfones, urea and formaldehyde can be obtained by(A) preparing a homogeneous reaction mixture in sulfuric acid from the phenolmonosulfonic acid and dihydroxydiphenyl sulfone in the molar ratio of from 3:1 to 10:1, with the proviso that the water content of the mixture is not more than 10% of the total weight of the components, and the mixture contains from 0.3 to 1.5 moles of sulfuric acid per mole of dihydroxydiphenyl sulfone, at from 100.degree. to 180.degree. C.,(B) subsequently, at from 40.degree. to 90.degree. C., carrying out a precondensation with 1 to 2 moles of formaldehyde and 0.5 to 1.5 moles of urea per mole of phenol units present in aqueous medium,(C) partially neutralizing the reaction mixture,(D) adding to the partially neutralized reaction mixture 0 to 0.5 mole of phenol per mole of phenol units present and then 0.1 to 0.8 mole of formaldehyde per mole of phenol units then present,(E) further condensing at from 40.
    Type: Grant
    Filed: May 8, 1991
    Date of Patent: October 13, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Graf, Adolf Stuebinger, Klaus Lorenz, Ortwin Schaffer, Karl Stork
  • Patent number: 5151496
    Abstract: The 2-functional component of substituted phenol-aldehyde novolac resins is reduced. Epoxy novolac resins prepared from the novolac resin containing reduced quantities of 2-functional product exhibit increased Tg values when cured.
    Type: Grant
    Filed: December 18, 1991
    Date of Patent: September 29, 1992
    Assignee: The Dow Chemical Company
    Inventors: James L. Bertram, Louis L. Walker, Avis L. McCrary, Fermin M. Cortez
  • Patent number: 5071940
    Abstract: A curing agent mixture for curing alkaline phenol/formaldehyde resins containsA) a pulverulent or fibrous filler andB) a carbonic ester.
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: December 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Dormeyer, Winfried Kochersperger, Franz Wolf, Eberhard Pfuetze
  • Patent number: 5021522
    Abstract: An improved vulcanizable rubber composition of the type comprising (I) a rubber component selected from natural rubber, synthetic rubber or combinations thereof, and (II) a methylene donor compound which generates formaldehyde upon heating, and (III) a phenolic novolak resin type methylene acceptor compound is disclosed. The improvement comprises having at least ten mole percent of the phenolic groups of the phenolic novolak resin aralkylated with one or more compounds selected from the group consisting of styrene, alpha methyl styrene, beta methyl styrene, p-methyl styrene, alpha chloro styrene and vinyl naphthalenes.
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: June 4, 1991
    Assignee: Indspec Chemical Corporation
    Inventors: Bojayan Durairaj, Alex Peterson, Jr., Robert M. Lamars, Richard T. Hood
  • 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: 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: 4939229
    Abstract: A method for preparing branched novolak polymers possessing excellent lithographic performance is provided. The method involves the acid catalyzed reaction of a phenol with a tris- or tetrakis(dialkylaminoalkyl)phenol followed by purification of the reaction product. The branched novolaks are soluble in aqueous base and organic solvent solutions and are particularly useful as the polymeric component of either positive acting or negative acting photoresist compositions.
    Type: Grant
    Filed: May 12, 1989
    Date of Patent: July 3, 1990
    Assignee: Rohm and Haas Company
    Inventor: Leonard E. Bogan, Jr.
  • 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: 4876324
    Abstract: Orthocresol or a mixture of orthocresol and paracresol and an aldehyde compound or a derivative thereof are subjected to polycondensation in a solvent selected from an aliphatic alcohol having 3 to 12 carbon atoms, a glycol ether having 3 to 6 carbon atoms, benzyl alcohol and an aliphatic carboxylic acid having 2 to 6 carbon atoms, in the presence of an acid catalyst, to obtain linear and high molecular weight orthocresol-novolak resins or orthocresol/paracresol random copolymerized novolak resins which have a high softening point of 145.degree. C. or higher and a high number average molecular weight of 1500 or more and which are highly soluble in alcohols and ketones and are highly compatible with resins.
    Type: Grant
    Filed: May 13, 1987
    Date of Patent: October 24, 1989
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Yoshitomo Nakano, Masumi Kada
  • Patent number: 4839457
    Abstract: A developing composition and a sheet for a pressure-sensitive copy paper comprising a phenolic resin as a main component which is obtained by condensating with formaldehyde using a p-substituted phenol with a 2,4-di-substituted and/or 2,6-di-substituted phenol, and zinc oxide which may be added thereto, as occasion demands.
    Type: Grant
    Filed: March 18, 1988
    Date of Patent: June 13, 1989
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Kazuhide Hayama, Yukio Saitoh
  • Patent number: 4745172
    Abstract: Phenolic resins obtained by condensation from alkylphenol, aldehyde, polyamine and polyether in a molar ratio of 1:0.7 to 1.3:0.005 to 0.2:0.001 to 0.3 are suitable as tackifiers for rubber mixtures.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: May 17, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Scholl, Reinhard Preuss, Manfred Abele, Hermann Fries, Theo Kempermann
  • Patent number: 4698401
    Abstract: A polyfunctional reaction product having functional phenolic OH groups is made available by reacting a phenol and an alkoxylated amino-aldehyde condensation product in the presence of a solvent and of an acid catalyst. This method makes it possible to prepare a polyfunctional phenolic reaction product which is soluble in organic solvents at a low ratio of phenolic OH groups to alkoxy groups without gelling. The reaction product is particularly useful as a curing agent for epoxy resins.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: October 6, 1987
    Assignee: The Dow Chemical Company
    Inventors: Dieter H. Klein, Raymond Koenig
  • Patent number: 4675375
    Abstract: Essentially phenol-free phenol resol ethers which are bonded via o,o'-methylene ether groups are prepared by a process in whichA. where the process is carried out beginning with the methylolation in an aqueous medium, the methylolation is carried out in the presence of 0.5-10% by weight, based on the phenol employed, of Me.sup.++ ions, the latter are then removed as a sparingly soluble salt, the water present as a solvent in the reaction mixture is removed at 30.degree.-80.degree. C. in the presence or absence of one or more monohydric, dihydric or trihydric alcohols and an entraining agent, and the water of reaction formed during the etherification is separated off at 45.degree.-120.degree. C., andB. where the process is carried out beginning with the methylolation in a non-polar organic solvent, the methylolation is carried out in the presence of 0.1-0.3% by weight, based on the phenol employed, of Me.sup.++ ions, the etherification is effected at 95.degree.-120.degree. C.
    Type: Grant
    Filed: June 13, 1985
    Date of Patent: June 23, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Fritz E. Kempter, Juergen Nieberle
  • Patent number: 4649188
    Abstract: The 2-functional content of phenol-aldehyde novolac resins is reduced by water extraction. Epoxy novolac resins prepared from the novolac resin containing less 2-functional product exhibit increased Tg values when cured.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: March 10, 1987
    Assignee: The Dow Chemical Company
    Inventors: James L. Bertram, Louis L. Walker, Avis L. McCrary, Fermin M. Cortez
  • Patent number: 4623686
    Abstract: The invention relates to novel compositions for coating purposes comprising(A) polyvinyl plastisols,(B) surface modified, finely divided, stabilized polyisocyanates with retarded reactivity, in which 0.1 to 25 equivalents-% of the isocyanate groups of the unstabilized polyisocyanate have been deactivated on the surface, preferably by a reaction with polyamines, hydrazine, alkylhydrazines, polyhydrazide compounds and/or selected amidine and/or guanidine compounds; and(C) plasticizers and/or lightly branched, relatively high molecular weight polyhydroxyl compounds having melting points below 60.degree. C. and compatible with PVC plastisol.The invention also relates to the use of these storage stable but heat curable mixtures as primers for PVC coatings on plastics, foils, textile sheet products or filaments and as primer coats for flocking.
    Type: Grant
    Filed: January 24, 1985
    Date of Patent: November 18, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Hurnik, Gerhard Grogler, Heinrich Hess, Richard Kopp
  • Patent number: 4612254
    Abstract: Novel metal-modified phenolic resins useful in the color developer part of a carbonless copy paper system are disclosed, as well as methods for preparing such resins. The metal-modified phenolic resins are reaction products of an aromatic carboxylic acid and a partial condensation reaction product (an oligomer) of a phenol and an aldehyde. The metal-containing compound is added either to the mixture of phenol and aldehyde in forming the oligomer or to the mixture of aromatic carboxylic acid and the oligomer. The color developer materials of the invention are coated on a paper substrate which forms a part of a pressure sensitive recording paper system. The color developer materials exhibit improved performance over prior art colored developer materials.
    Type: Grant
    Filed: March 7, 1985
    Date of Patent: September 16, 1986
    Assignee: Occidental Chemical Corporation
    Inventors: James W. Ginter, Donald H. Thorpe, Victor F. G. Cooke
  • Patent number: 4480055
    Abstract: Amino-resin products, which include aminoplast foams, can be modified by reacting an aminoplast precondensate, which contains an excess of formaldehyde or to which supplemental formaldehyde or another lower monoaldehyde or dialdehyde has been added before processing, with a hardening agent or with a solution of hardening agent, surfactant, and foamer in the presence of an additive that consists of one or more mononuclear or binuclear phenols, phenolic ethers, or acenaphthene derivatives with the overall formulas ##STR1## in which X is H, OH, SO.sub.3 H, Cl, CH.sub.3, or C.sub.2 H.sub.5 andR is H or an alkyl radical, with 1 to 9 carbon atoms, at a pH between about 1 and 2, mixed if necessary with aromatic sulphonic acids, at a pH between about 1 and 2. The modified products can be employed wherever free formaldehyde is undesirable.
    Type: Grant
    Filed: February 26, 1982
    Date of Patent: October 30, 1984
    Assignee: Schaum-Chemie Wilhelm Bauer G.m.b.H. & Co. KG
    Inventor: Heinz Baumann
  • Patent number: 4403076
    Abstract: A fast curing shell molding composition having the tensile strength of a conventional novolac resin when cured contains a fast curing novolac resin comprising a methylene chained polyphenylol wherein a major portion of the methylene linkages are coupled to adjacent phenylol groups at the o-o' and p-p' position, wherein at least about 19% of the methylene linkages are coupled to adjacent phenylol groups at the o-o' portions, and wherein at least about 3% of the total number of methylene linkages are coupled to adjacent phenylol groups at the p-p' positions. The shell molding composition is produced from the fast curing novolac resin by uniformly coating refractory granules with the fast curing resin. The fast curing novolac resin can be prepared by blending a conventional novolac resin with a novolac resin having a large proportion of methylene linkages coupled to adjacent phenylol groups at the o-o' position.
    Type: Grant
    Filed: March 5, 1982
    Date of Patent: September 6, 1983
    Assignee: Pacific Resins & Chemicals, Inc.
    Inventor: Roderick A. McDonald
  • Patent number: 4400492
    Abstract: Disclosed is a color-developer for pressure-sensitive recording sheets, comprising a co-condensate of a reaction intermediate of a p-substituted phenol and a trifunctional or higher phenol, or a polyvalent metal salt of said co-condensate, said reaction intermediate being obtained by the reaction of said p-substituted phenol under acidic conditions with formaldehyde or a substance capable of generating formaldehyde.
    Type: Grant
    Filed: March 24, 1981
    Date of Patent: August 23, 1983
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Makoto Asano, Saburo Kawashima, Yoshimitu Tanabe, Hisamichi Murakami
  • Patent number: 4395535
    Abstract: A process for the manufacture of condensation products of phenols and isobutyraldehyde by reacting the phenols and isobutyraldehyde at elevated temperature in a mole ratio of 0.5:1 to 1.5:1 in the presence of acid or compounds hydrolyzable to acids as catalysts, subsequent neutralization and removal of the resultant reaction water by distillation wherein the reaction products obtained in this manner are also subjected to a water-vapor distillation.
    Type: Grant
    Filed: October 6, 1981
    Date of Patent: July 26, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Nieberle, Karl-Clemens Peters, Wolfgang Reuther, Heinz-Hilmar Bankowsky
  • Patent number: 4378453
    Abstract: An adhesive consisting comprising an alkoxyphenol derivative/resorcin derivative/formaldehyde cocondensate has a high adhesive strength and can bond firmly polyester fibrous material with rubber.
    Type: Grant
    Filed: April 6, 1982
    Date of Patent: March 29, 1983
    Assignee: Bridgestone Tire Co., Ltd.
    Inventors: Toshihiro Yotsumoto, Kazuo Koyama
  • Patent number: 4376854
    Abstract: A process for preparing a resorcinol copolymer, comprising at least one specific phenol with formaldehyde at a certain mole ratio to obtain a resol-type precondensate containing 1 to 30% of residual unreacted formaldehyde and then adding said resol-type precondensate to a mixture of an acid catalyst and at least one resorcinol to effect co-condensation. The obtained copolymer is useful for an adhesive for polyester fiber and rubber.
    Type: Grant
    Filed: April 5, 1982
    Date of Patent: March 15, 1983
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Toyohiko Yamaguchi, Koichi Kashima, Nobuo Kaifu
  • Patent number: 4374962
    Abstract: An adhesive comprising a cocondensate of formaldehyde with m-alkylphenol or its derivative and alkylresorcin is excellent in the adhesion, heat resistance and flexibility and can bond firmly polyester fibrous material with rubber.
    Type: Grant
    Filed: April 6, 1982
    Date of Patent: February 22, 1983
    Assignee: Bridgestone Tire Company Limited
    Inventors: Toshihiro Yotsumoto, Kazuo Koyama
  • Patent number: 4362853
    Abstract: Carboxylate salts, prepared by a Mannich reaction and useful in the preparation of water-borne coatings, have the general formula ##STR1## where R.sup.1 represents an aliphatic, aromatic, or araliphatic divalent group which may contain a further --COO.sup.- M.sup.+ ; R.sup.2 represents --H, --CH(R.sup.3)N(R.sup.10)R.sup.1 COO.sup.- M.sup.+, or alkyl which may be substituted by --COO.sup.- M.sup.+, --CH(R.sup.3)OH, or --CH(R.sup.3)OR.sup.8, R.sup.1 and R.sup.2 containing together not more than one --COO.sup.- M.sup.+ ; R.sup.3 represents --H or alkyl; each R.sup.4 represents --H, halogen, alkyl, or alkenyl; R.sup.5 represents --H, halogen, alkyl, alkenyl, or a group --CH(R.sup.3)OH, --CH(R.sup.3)OR.sup.8, or --CHR.sup.3 --NR.sup.2 --R.sup.1 --COO.sup.- M.sup.+ ; either R.sup.6 represents --H and R.sup.7 represents the residue of a polyepoxide, preferably of average mol. wt. 1000-5000, or R.sup.6 represents a covalent bond linked to the group R.sup.7, and R.sup.
    Type: Grant
    Filed: October 13, 1981
    Date of Patent: December 7, 1982
    Assignee: Ciba-Geigy Corporation
    Inventor: Christopher G. Demmer
  • Patent number: 4350800
    Abstract: A process for the preparation of synthetic resins based on resorcinol compounds which comprises reacting a resorcinol pitch which is obtained in the manufacture of resorcinol from benzenedisulfonic acid in at least one step with an oxo-compound selected from aldehydes, ketones and compounds based on or splitting off at least one of these substances, and the use of the products as binders for abrasive articles.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: September 21, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Hesse, Franz Landauer, Klaus Schmiedel
  • Patent number: 4345061
    Abstract: This invention relates to cellular plastic compositions of condensation products of phenol-urea and formaldehyde useful for thermal and acoustical insulation and methods for their preparation in which the phenol is present in amounts of about 1 to about 20 percent by weight wherein the condensation product prior to foaming and setting as a rigid cellular plastic has a viscosity at room temperature of approximately 30 to 36 seconds, No. 1 Zahn cup, and a pH maintained in the range of about 6 to 8.
    Type: Grant
    Filed: December 15, 1980
    Date of Patent: August 17, 1982
    Assignee: C.P. Chemical Co., Inc.
    Inventor: Walter Hasselman, Jr.
  • Patent number: 4337334
    Abstract: A process for producing a phenolic resin comprising condensing a phenol component and an aldehyde component, characterized in that the phenol component comprises (high-molecular-weight phenolic compounds which are left after bisphenol A-containing by-products formed in the production of bisphenol A by condensing acetone and phenol in the presence of an acid catalyst are treated at a high temperature of at least 150.degree. C. in the presence of an alkaline catalyst to remove low-boiling components therefrom.
    Type: Grant
    Filed: February 10, 1981
    Date of Patent: June 29, 1982
    Assignee: Mitsui Toatsu Chemicals Inc.
    Inventors: Yoshiro Shimizu, Toshio Itakura, Mitsuhiro Iwasa, Kunio Hanauye
  • Patent number: 4336366
    Abstract: Cationically polymerizable compounds, for example cyclic ethers, can be thermally polymerised if an aromatic iodonium salt of the formula I[(Ar.sup.1)(Ar.sup.2)I].sup.+ [MX.sub.n ].sup.- (I)in which Ar.sup.1 Ar.sup.2, M, X and n are as defined in claim 1, is used as the catalyst and an agent which forms free radicals on heating and has the formula III or IV ##STR1## in which R.sup.2, R.sup.3, R.sup.5, R.sup.6, R.sup.8 and m are as defined in claim 1, for example a benzpinacol silyl ether, is used as the co-catalyst. The process is of particular importance for heat-curing epoxide resins as a one-component system.
    Type: Grant
    Filed: February 20, 1981
    Date of Patent: June 22, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Godwin Berner, Rudolf Kirchmayr
  • Patent number: 4318840
    Abstract: Binders for foundry core sand and other binder applications are produced from the tars resulting from production of bisphenol A.
    Type: Grant
    Filed: December 17, 1980
    Date of Patent: March 9, 1982
    Assignee: The Quaker Oats Company
    Inventors: James E. Doyle, Russell B. Lembke
  • Patent number: 4309527
    Abstract: Flame retardant polymer resins formed by an acid condensation reaction from a mixture of resorcinol and furfural with a molar excess of the aldehyde. In one particular embodiment the resin is formed of a mixture of two prepolymer solutions with at least a boric acid catalyst, one or both of the prepolymer solutions being an acid-condensation reaction product of resorcinol and furfural with excess aldehyde functionality, or one of the prepolymers being a mix of substantially unreacted resorcinol and furfural with a slight molar excess of aldehyde.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: January 5, 1982
    Assignee: Fiber Materials, Inc.
    Inventors: Lawrence E. McAllister, Herbert Dietrich
  • Patent number: 4299947
    Abstract: A high-ortho phenolic novolac resin having excellent curability, heat stability and flowability can be produced safely at low cost by a process which comprises reacting a phenol and an aldehyde at a temperature of more than 100.degree. C. with (A) a catalyst effective for the addition reaction selected from the salts of divalent metals in combination with (B) a catalyst effective for the condensation reaction, or comprises reacting a phenol and an aldehyde under reflux in the presence of the catalyst (A), adding an acid to adjust the pH to 1-5, removing water under reduced pressure and then subjecting the product to reaction at a temperature of more than 100.degree. C. This process enables the addition reaction and the condensation reaction to proceed with a good balance, can solve problems arising in the prior process such as gelation, low yield and the like, and can produce a high-ortho type phenolic novolac resin safely at low cost. Accordingly, this process is quite advantageous in industry.
    Type: Grant
    Filed: June 11, 1980
    Date of Patent: November 10, 1981
    Assignee: Sumitomo Bakelite Company Limited
    Inventors: Motoyuki Nanjo, Tsutomu Watanabe, Shigeru Koshibe, Keiji Azuma
  • Patent number: 4297473
    Abstract: Disclosed herein is a novel high-ortho phenolic novolac resin having excellent quick-curing property and thermal stability for use as phenolic resin molding material and perfectly free of divalent metal salt which is detrimental to the electrical properties of the molding material. This resin can be obtained by condensing a phenol and an aldehyde in an aldehyde/phenol molar ratio ranging from 0.6 to 1.0 and at a reaction temperature of more than 100.degree. C. at which the selectivity for condensation at the para-position is lowered (that is, the probability of the condensation at the ortho-position increases), with a weakly acidic catalyst having a specified dissociation constant (pKa value). The high-ortho phenolic novolac resin (having the specific molecular weight and ortho/para linkage ratio) obtained from said reaction is very useful for industrial applications as a phenolic injection molding material or epoxy/phenolic low-pressure encapsulation molding material with excellent electrical properties.
    Type: Grant
    Filed: May 9, 1980
    Date of Patent: October 27, 1981
    Assignee: Sumitomo Bakelite Company Limited
    Inventors: Shigeru Koshibe, Motoyuki Nanjo
  • Patent number: 4281098
    Abstract: Phenol/aldehyde condensation reactions are short-stopped by the addition of an aqueous solution of a salt of a weak acid and a metal of Groups III to VIII of the Periodic Table.
    Type: Grant
    Filed: October 24, 1979
    Date of Patent: July 28, 1981
    Assignee: BP Chemicals Limited
    Inventor: Bryan H. McCormick
  • Patent number: 4275170
    Abstract: Flame retardant polymer resins formed by an acid condensation reaction from a mixture of resorcinol and furfural with a molar excess of the aldehyde. In one particular embodiment the resin is formed of a mixture of two prepolymer solutions with at least a boric acid catalyst, one or both of the prepolymer solutions being an acid-condensation reaction product of resorcinol and furfural with excess aldehyde functionality, or one of the prepolymers being a mix of substantially unreacted resorcinol and furfural with a slight molar excess of aldehyde.
    Type: Grant
    Filed: September 7, 1979
    Date of Patent: June 23, 1981
    Assignee: Fiber Materials, Inc.
    Inventors: Lawrence E. McAllister, Herbert Dietrich
  • Patent number: 4269949
    Abstract: A finished resin comprising a highly condensed phenol formaldehyde resole resin which has green groups formed by a low condensation phenol formaldehyde resin, the finished resin being modified by addition of a weak acid and a non-cellulosic protective colloid to improve reactivity and flow properties thereof.
    Type: Grant
    Filed: June 27, 1979
    Date of Patent: May 26, 1981
    Assignee: Borden, Inc.
    Inventors: Charles H. Hickson, Pitchaiya Chandramouli
  • Patent number: 4268657
    Abstract: Improved friction elements suited for use for example in an automotive or similar brake or in a clutch are provided by employing therein as a binder the reaction product of phenol, formaldehyde, and monoalkylphenol having from 4 to about 20 carbon atoms in the alkyl group. The mole ratio range of phenol:alkylphenol:formaldehyde is about 2:1-5:1-7 and the number of moles of phenol and alkylphenol combined exceeds the number of moles of formaldehyde. An improved method of making friction elements is also provided which uses such binder.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: May 19, 1981
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Anthony P. Manzara
  • Patent number: 4259473
    Abstract: Self-curing or curable materials are obtained from the distillation residues of coal hydrogenation by condensing a residue of this type having a softening point of 30.degree. to 54.degree. C. in a first stage with a mono- or dihydroxybenzene and/or a methylhydroxybenzene and/or an ethylene substituted benzene. These reactants are used at a ratio of residue to benzene derivative between 1:1 and 2:1 and the reaction is carried out in the presence of acid at a pH of 1 to 2 and at a temperature of 90.degree. to 100.degree. C. In a second stage the thus obtained reaction product is then further reacted at about the same temperature with an aldehyde. As a result a novolak-type resin is obtained. The invention permits the making of inexpensive self-curing or curable materials with properties similar to those of phenolic acids. Besides, the invention also provides an outlet for the high boiling residue of the extractive coal hydrogenation which otherwise had little use.
    Type: Grant
    Filed: January 15, 1980
    Date of Patent: March 31, 1981
    Assignee: Bergwerksverband GmbH
    Inventors: Ingo Romey, Menachem El-Roy
  • Patent number: 4259464
    Abstract: Cyclic phenol-aldehyde resins, for example cyclic tetramers; derivatives thereof; processes by which they are prepared; and uses thereof.
    Type: Grant
    Filed: May 13, 1976
    Date of Patent: March 31, 1981
    Assignee: Petrolite Corporation
    Inventors: Rudolf S. Buriks, Allen R. Fauke, John H. Munch
  • Patent number: 4239881
    Abstract: This invention relates to cellular plastic compositions of condensation products of phenol-urea and formaldehyde useful for thermal and acoustical insulation and methods for their preparation in which the phenol is present in amounts of about 1 to about 20 percent by weight wherein the condensation product prior to foaming and setting as a rigid cellular plastic has a viscosity at room temperature of approximately 30 to 36 seconds, No. 1 Zahn cup, and a pH maintained in the range of about 6 to 8.
    Type: Grant
    Filed: December 27, 1978
    Date of Patent: December 16, 1980
    Assignee: C.P. Chemical Company, Inc.
    Inventor: Walter Hasselman, Jr.
  • Patent number: 4235989
    Abstract: Thermosetting water-immiscible phenol-formaldehyde resins in which a large proportion of the linkages between the benzene rings are benzyl ether linkages located ortho to the phenolic hydroxyl groups are produced by reaction of at least one mole of formaldehyde with 1 mole of phenol in an aqueous reaction medium in the presence of a metal carboxylate catalyst, such as, zinc acetate. Methods of control of the exothermic addition of formaldehyde to phenol are described.
    Type: Grant
    Filed: December 22, 1978
    Date of Patent: November 25, 1980
    Assignee: Cor Tech Research Ltd.
    Inventors: Sim Y. Leong, Pitchaiya Chandramouli, Ramesh C. Vasishth
  • Patent number: 4221873
    Abstract: A method for producing a phenol foam plastic, consisting in that polycondensation of phenols with formaldehyde is conducted with simultaneous foaming and curing in the presence of a foaming agent and an acid or alkaline catalyst. Used as the phenols are pyrocatechol, hydroquinone, resorcinol, 5-methyl resorcinol, shale alkyl resorcinols, shale total phenols, or various combinations of said phenols. The method is simple and permits obtaining a foam plastic with improved physico-mechanical properties.
    Type: Grant
    Filed: April 17, 1978
    Date of Patent: September 9, 1980
    Inventors: Leonid V. Volodko, Mikhail A. Ksenofontov, Ljudmila E. Ostrovskaya, Galina G. Dzivitskaya, Igor D. Goretsky, Vasily M. Khoruzhy, Nikolai M. Denisjuk, Anatoly Y. Volokh, Oleg N. Pogorelsky
  • Patent number: 4219634
    Abstract: Water-immiscible thermosetting phenol-formaldehyde resins in which a large proportion of the linkages between the benzene rings are benzyl ether linkages located ortho to the phenolic hydroxyl groups are produced by reaction of at least 1 mole of formaldehyde with 1 mole of phenol in an aqueous reaction medium in the presence of a metal carboxylate catalyst, such as, zinc acetate, in two stages, in which, in the first stage exothermic addition of formaldehyde to phenol occurs and, in the second stage, methylol phenol is polymerized to form the resin. Methods for control of the rate of polymerization, methods of separation of product resin from aqueous phase, methods of molecular weight distribution control, a semi-continuous operation and an alternative polymerization procedure are described.
    Type: Grant
    Filed: June 20, 1979
    Date of Patent: August 26, 1980
    Assignee: Cor Tech Research Ltd.
    Inventor: Ramesh C. Vasishth