Phenolic Reactant Contains At Least Two Ring Moieties (includes Fused Or Bridged Ring System) Patents (Class 528/153)
  • Patent number: 4430491
    Abstract: Thermoplastic and thermoset polymeric compositions, having particular utility in the area of molding applications, are obtained by reacting a compound containing a plurality of oxazoline groups with a phenol or a phenolic resin each containing a plurality of aromatic hydroxyl groups.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: February 7, 1984
    Assignee: Ashland Oil, Inc.
    Inventors: Billy M. Culbertson, Timothy A. Tufts
  • Patent number: 4424315
    Abstract: This invention relates to resin blends of naphthol resins and novolak resins. Naphthol resins are acid catalyzed condensation products of an aromatic alcohol with an aldehyde where the aromatic alcohol is a naphthol or a mixture of a naphthol and a phenol. The blends of the invention preferably contain a total of from 5 to 35 mole percent repeating units derived from naphthol. The blends are useful as molding compounds or as film forming materials.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: January 3, 1984
    Assignee: Shipley Company Inc.
    Inventors: Paul Taylor, Michael Gulla
  • Patent number: 4414379
    Abstract: A granular or powdery nitrogen-containing phenol-aldehyde copolymer resin which is a condensation product of a phenol, a nitrogen-containing compound having at least two active hydrogen atoms and an aldehyde, said granular or powdery resin being characterized by(A) containing spherical primary particles and secondary particles resulting from the agglomeration of the primary particles, each of said particles having a particle diameter of 0.1 to 100 microns,(B) having such a size that at least 50% by weight thereof can pass through a 150 Tyler mesh sieve,(C) having a free phenol content, determined by liquid chromatography, of not more than 50 ppm, and(D) having a D.sub.960-1020 /D.sub.1450-1500 ratio of from 0.1 to 2.0 in its infrared absorption spectrum.
    Type: Grant
    Filed: June 16, 1982
    Date of Patent: November 8, 1983
    Assignees: Kanebo Ltd., Mitsubishi Chemical Industries Limited
    Inventors: Hiroaki Koyama, Shigeo Shimizu
  • Patent number: 4414378
    Abstract: A granular or powdery resin which is a condensation product of a phenol and formaldehyde, said granular or powdery resin being characterized by(A) containing spherical primary particles and secondary particles resulting from the agglomeration of the primary particles, each of the particles having a particle diameter of 0.1 to 150 microns,(B) having such a size that at least 50% by weight thereof can pass through a 100 Tyler mesh sieve,(C) having a free phenol content, determined by liquid chromatography, of not more than 50 ppm,(D) having a D.sub.990-1015 /D.sub.1600 ratio of from 0.2 to 9.0 and a D.sub.890 /D.sub.1600 ratio of from 0.09 to 1.0 in its infrared absorption spectrum measured by a KBr tablet method, wherein D.sub.1600 represents the absorption intensity of an absorption peak at 1600 cm.sup.-1, D.sub.990-1015 represents the highest absorption intensity of absorption peaks at 990 to 1015 cm.sup.-1, and the D.sub.890 represents the absorption intensity of an absorption peak at 890 cm.sup.
    Type: Grant
    Filed: April 15, 1982
    Date of Patent: November 8, 1983
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Hiroaki Koyama, Shigeo Shimizu
  • Patent number: 4404357
    Abstract: Novel resins are disclosed that are the reaction products of an aldehyde and an aromatic alcohol mixture of naphthol, preferably 1-naphthol, and a phenol. The molar ratio of the naphthol to the phenol in the reaction mixture can vary from about 20 to 1 to 1 to 20. The resins are formed by condensing the aldehyde with the aromatic alcohol mixture in the presence of an acid catalyst where the molar ratio of the aromatic alcohol to aldehyde is less than 1. The resins of the invention are characterized by melt temperature higher than the melt temperatures of conventional novolak resins.
    Type: Grant
    Filed: May 3, 1982
    Date of Patent: September 13, 1983
    Assignee: Shipley Company Inc.
    Inventors: Paul Taylor, Michael Gulla
  • 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: 4396732
    Abstract: An amine resin soluble in water with the aid of an acid is produced by reacting a dihydric phenolic compound, such as a bisphenol, with a stoichiometric deficiency of preferably aromatic diepoxide, and then reacting the product containing less than -0.3 part of unreacted dihydric phenolic compound per part of reaction product with at least about 3.25 mol of formaldehyde per mol of said reaction product and with monosecondary amine to produce a Mannich base. This Mannich base is then reacted with additional diepoxide in an amount of from 0.5 to 2 epoxy equivalents per epoxy equivalent in the initially used diepoxide.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: August 2, 1983
    Assignee: DeSoto, Inc.
    Inventors: Kazys Sekmakas, Raj Shah
  • Patent number: 4379897
    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 alkaline conditions with formaldehyde or a substance capable of generating formaldehyde.
    Type: Grant
    Filed: March 17, 1981
    Date of Patent: April 12, 1983
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Makoto Asano, Yoshimitu Tanabe, Hisamichi Murakami
  • 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: 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: 4343924
    Abstract: Disclosed is an improved method for coating a substrate with a film of a coating composition rapidly curable at room temperature in the presence of a vaporous tertiary-amine catalyst. The pot life of the coating composition is substantially increased without deleterious loss of properties of the ultimately cured film wherein the coating composition comprises three components. The first component is a phenol-functional condensation product of (a) a phenol-aldehyde reaction product bearing a plurality of methylol and phenol groups, and (b) a polyol, polycarboxylic acid, or polyepoxide, wherein the condensation product is reacted with a selective transmethylolating agent for substantially transforming residual methylol groups into non-active hydrogen groups. The second component is a multi-isocyanate cross-linking agent and the third component is an organic solvent. The coating composition is applied to a substrate and cured by exposure of the coated substrate to a vaporous tertiary amine catalyst.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: August 10, 1982
    Assignee: Ashland Oil, Inc.
    Inventor: Gary L. Linden
  • Patent number: 4340700
    Abstract: A process for preparing a resin containing phenolic groups, in which an aralkylene ether of formula ROCH.sub.2.Ar. CH.sub.2 OR, wherein Ar represents a phenylene group and R is an alkyl group of 1-4 carbon atoms, is reacted with a phenol containing 1-3 hydroxyl groups and at least 2 hydrogen atoms in the aromatic phenolic nucleus, wherein (1) an ether composition which comprises at least 50 molar % e.g. 50-100% of said ether and the remainder of said composition, if any i.e. up to 50% (such as 0.1-50%) is selected from aromatic compounds each with an Ar nucleus having two substituents selected from CH.sub.3, CH.sub.2 OR, CHO, CH(OR).sub.2, said phenol and (2) an added compound of formula R'CHO or R'CH (OR.sup.2).sub.2, wherein R' is monovalent phenyl group or substituted phenyl group, in which each substituent is an alkyl group of 1-4 carbon atoms or a chlorine atom, and R.sup.
    Type: Grant
    Filed: August 19, 1981
    Date of Patent: July 20, 1982
    Assignee: Albright & Wilson Limited
    Inventor: Alfred G. Edwards
  • 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: 4320043
    Abstract: Binders for foundry core sands and the like comprising furfuryl alcohol and an aromatic dialdehyde and optionally an aromatic alcohol.
    Type: Grant
    Filed: January 12, 1981
    Date of Patent: March 16, 1982
    Assignee: The Quaker Oats Company
    Inventor: Hugh C. Anderson
  • 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: 4310653
    Abstract: A method of producing essentially monomeric etherified formaldehyde condensates with a bisphenol having a plurality of formaldehyde-reactive sites is disclosed in which the bisphenol is reacted with at least about 2 moles of formaldehyde per mole of bisphenol in solution in etherifying alcohol in the presence of an insoluble strong acid cation exchange resin. The reaction is carried out at a reaction temperature of from about 30.degree. C. to about 100.degree. C. to simultaneously provide the desired methylolation and etherification without introducing soluble ionic contaminants.
    Type: Grant
    Filed: October 8, 1980
    Date of Patent: January 12, 1982
    Assignee: DeSoto, Inc.
    Inventors: John J. Krajewski, Edward J. Murphy
  • Patent number: 4308180
    Abstract: A rubber composition comprising vulcanizable natural or synthetic rubber and a sulfide resin produced by (1) reacting a component (A) with a componet (B), followed by reacting with a component (D), or (2) reacting a component (A) with a component (B), followed by reacting with a component (C) and a component (D) simultaneously or sequentially, and if desired reacting the resulting phenol resin with an acylating agent, the component (A) being a phenol compound of the following formula, and/or an acylated compound thereof, ##STR1## wherein R.sub.1 and R.sub.2 are each a hydrogen atom, a hydroxyl, carboxyl, amino, C.sub.1 -C.sub.18 alkyl, C.sub.3 -C.sub.10 cycloalkyl, C.sub.3 -C.sub.10 cycloalkenyl or C.sub.7 -C.sub.12 aralkyl group or a phenyl group unsubstituted or substituted with at least one C.sub.1 -C.sub.
    Type: Grant
    Filed: March 19, 1980
    Date of Patent: December 29, 1981
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Haruki Okamura, Tetsuo Yamaguchi, Tamaki Ishii
  • Patent number: 4291073
    Abstract: A compound comprising molybdenum disulfide emulsified in a resin of the para phenyl phenol formaldehyde group, diluted in a vehicle of the methylbenzene group in a homogenized emulsion is deposited onto metal surfaces preheated to a surface temperature of 350.degree. to 500.degree. F. The heat stored in the metal promotes quick evaporation of the benzene vehicle while the resin sets. The cure and evaporation of the carrier may be further promoted by baking the coated article in an oven at a temperature of 300.degree. to 500.degree. F.
    Type: Grant
    Filed: August 4, 1980
    Date of Patent: September 22, 1981
    Inventor: Michael D. Soutsos
  • Patent number: 4273891
    Abstract: Hydroxy aromatic compositions containing (a) a hydroxyl group bonded directly to a carbon of an aromatic nucleus, (b) a hydrocarbon-based substituent of at least about 50 aliphatic carbon atoms bonded directly to a carbon atom of an aromatic nucleus, (c) at least one methylol or lower hydrocarbyl substituted methylol substituent bonded directly to a carbon atom of an aromatic nucleus, and not having any alkylene linkages between carbon atoms of two aromatic nuclei are useful as additives for normally liquid fuels and lubricating oils. These hydroxy aromatic compositions are also useful as intermediates for preparing other additives for fuels and lubricants. Typical hydroxy aromatic compositions of the present invention are formed by reaction of formaldehyde with an alkenyl- or alkyl-substituted phenol wherein the alkyl or alkenyl substituent contains an average of about 50 carbon atoms.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: June 16, 1981
    Assignee: The Lubrizol Corporation
    Inventors: John F. Pindar, Jerome M. Cohen, Charles P. Bryant
  • Patent number: 4268648
    Abstract: A process for the preparation of resol resins by reacting bisphenol A with 1.2 to 1.8 moles of formaldehyde in the presence of n-butanol or isobutanol and in the presence of a tri-alkali metal phosphate as a catalyst, and their use, optionally combined with epoxy resins, for the preparation of deep-drawable, sterilizable and chemically resistant lacquer films.
    Type: Grant
    Filed: June 16, 1980
    Date of Patent: May 19, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Freitag, Wolfgang Beer, Ferdinand Senge
  • Patent number: 4260730
    Abstract: A bisphenol is reacted with formaldehyde in solution in alcohol in the presence of an alkali metal hydroxide, preferably at a pH of from 7-10, to provide a polymethylol derivative. Nitric acid is then added to precipitate the hydroxide and an excess is preferably used to provide an acid pH, preferably pH 1-3, and the acidic mixture is heat reacted to remove water of etherification. The nitric acid catalyst is then precipitated with alkali metal hydroxide to enable easy removal of both acid and alkali as an insoluble salt.
    Type: Grant
    Filed: January 3, 1980
    Date of Patent: April 7, 1981
    Assignee: DeSoto, Inc.
    Inventors: Kazys Sekmakas, Thomas H. Plaisance
  • 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: 4252938
    Abstract: An acid agent comprises a liquid water-insoluble product of concurrent reaction of:(a) one mole of an hydroxy(R)-methyl derivative of phenol in which 0.4-2.0 moles of HO--CH(R)-groups are present per one mole of phenol, wherein R equals H--, CH.sub.3 --, or(b) one mole of phenol and 0.3-2.0 moles of an aldehyde and(c) 0.03-100.0 moles of an aryl sulphonic acid, having an acid number from 10 to 300 (mg.KOH/g) with a maximum water content of 35% by weight.The process of reacting said components is conducted in a flow reactor for 0.1-10 minutes at 50.degree.-150.degree. C.The acid agent according to the invention may be modified with other substances, such as amines, alcohols, or acids to impart additional useful properties thereto. The acid agent has low viscosity, low corrosive activity, improves the strength of phenol-formaldehyde resins cured therewith by 30% and lowers their water absorption capacity by 2-10 times.
    Type: Grant
    Filed: August 29, 1977
    Date of Patent: February 24, 1981
    Inventors: Vasily D. Valgin, Alexandr M. Vasilenko, Dmitry V. Valgin, Ljudmila A. Istratova
  • Patent number: 4247293
    Abstract: The invention relates to sulphonated, aromatic reaction products as agents for tanning hides and leather. They are obtained by reacting a sulphonation product, which is previously formed from a diphenyl ether, a phenol and a sulphonating agent, with formaldehyde, with a reaction mixture of an aminoplast-forming agent and formaldehyde or with an aminoplast precondensate.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: January 27, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Albert Wurmli
  • Patent number: 4241201
    Abstract: Phenolic novolak resins are described which are structurally characterized as having from about 55% to about 90% of the available theoretical paraphenyl linkages in the resin chain bridged to a phenyl group. The resin compositions of this invention provide extended resin stability at relatively low temperatures without significant adverse affect on the cure speed at the molding temperature. The resins are especially suited for use in runnerless injection or cold manifold molding processes, but can also be used in transfer, compression and injection molding processes.
    Type: Grant
    Filed: April 13, 1979
    Date of Patent: December 23, 1980
    Assignee: Hooker Chemicals & Plastics Corp.
    Inventor: Myron C. Annis
  • Patent number: 4232134
    Abstract: Boron containing phenol/formaldehyde resins can be isolated from their reaction media by evaporating said resins in a spiral flow evaporator which has a ratio between throughput and tube cross section from 0.1 to 1.5 and a ratio between throughput and evaporation surface from 100 to 400.
    Type: Grant
    Filed: November 6, 1979
    Date of Patent: November 4, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Schmidt, Eberhard Bandtel, Walter Traudisch, Georg Spott, Dieter Freitag
  • Patent number: 4210732
    Abstract: Phenolic novolak resins are described which are structurally characterized as having from about 55% to about 90% of the available theoretical paraphenyl linkages in the resin chain bridged to a phenyl group. The resin compositions of this invention provide extended resin stability at relatively low temperatures without significant adverse affect on the cure speed at the molding temperature. The resins are especially suited for use in runnerless injection or cold manifold molding processes, but can also be used in transfer, compression and injection molding processes.
    Type: Grant
    Filed: April 13, 1979
    Date of Patent: July 1, 1980
    Assignee: Hooker Chemicals & Plastics Corp.
    Inventor: Myron C. Annis
  • Patent number: 4194071
    Abstract: There is disclosed a thermosetting phenolic resin composition, suitable for use in injection molding, which resin composition contains a molding grade phenolic resin and an effective amount of a reactive compound (e.g., para-t-butylphenol) that is capable of reducing the viscosity of molding compositions containing said phenolic resin compositon to a processable viscosity at a temperature at which the period of time within which said molding composition cures to a thermoset state is longer than the period of time that said molding composition is in the runner during a normal injection molding operation. There is also disclosed molding compositions containing said phenolic resin composition, and an injection molding process utilizing the same.
    Type: Grant
    Filed: February 11, 1976
    Date of Patent: March 18, 1980
    Assignee: Union Carbide Corporation
    Inventor: Marvin E. Sauers
  • Patent number: 4182732
    Abstract: A coating and adhesive composition that may be in finely divided powder form is provided comprising a solid phenolic resole (one-step) resin having a gel time of between 150 seconds to about 250 seconds at 150.degree. C., said resin being the reaction product of bisphenol-A and formaldehyde at a mole ratio between about 2.11 to 2.64 moles of formaldehyde per mole of bisphenol-A in the presence of a catalytic quantity of a condensation catalyst at a temperature of at least about 70.degree. C. that is acidified to a pH from about 3 up to 7 and dehydrated.
    Type: Grant
    Filed: September 28, 1977
    Date of Patent: January 8, 1980
    Assignee: Union Carbide Corporation
    Inventor: John S. Fry
  • Patent number: 4180646
    Abstract: The invention concerns orthoester and orthocarbonate polymers having a repeating mer comprising a hydrocarbon radical and a symmetrical dioxycarbon unit of the general formula: ##STR1## wherein R.sub.1 is a multivalent hydrocarbon radical, R.sub.2 and R.sub.3 are hydrocarbon radicals with at least one of R.sub.2 or R.sub.3 bonded to the dioxycarbon through an oxygen linkage, and which polymers are synthesized by reacting a polyol with an orthoester or orthocarbonate. The polymers are useful for making articles of manufacture, including devices and coatings for delivering beneficial agents.
    Type: Grant
    Filed: March 3, 1978
    Date of Patent: December 25, 1979
    Assignee: Alza Corporation
    Inventors: Nam S. Choi, Jorge Heller
  • Patent number: 4179429
    Abstract: A new resol-type phenol resin is described which is obtained by heat-reacting isopropenylphenol oligomer as partial or whole phenol component of the resin with an aldehyde in the presence of a basic catalyst. Varnishes are obtained by adding a suitable vehicle to the resin. Laminates manufactured by impregnating a base with the phenol resin and heating the impregnated base to cure the resin are obtained with superior mechanical and electrical characteristics.
    Type: Grant
    Filed: January 19, 1978
    Date of Patent: December 18, 1979
    Assignee: Mitsui Toatsu Chemicals Incorporated
    Inventors: Kunio Hanauye, Tsutomu Takase, Yoshio Morimoto
  • Patent number: 4150944
    Abstract: The invention relates to sulphonated, aromatic reaction products as agents for tanning hides and leather. They are obtained by reacting a sulphonation product, which is previously formed from a diphenyl ether, a phenol and a sulphonating agent, with formaldehyde, with a reaction mixture of an aminoplast-forming agent and formaldehyde or with an aminoplast precondensate.
    Type: Grant
    Filed: April 11, 1977
    Date of Patent: April 24, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Albert Wurmli
  • Patent number: 4137220
    Abstract: A Novolak epoxy resin is prepared by adding an aqueous solution of alkali metal hydroxide to a solution of Novolak phenolic resin in epichlorohydrin, distilling off water during said addition in the form of an azeotrope with epichlorohydrin and recycling the latter, while maintaining the reaction medium at 60-80.degree. C and at a pH between 7 and 8 and a water content of from 0.5 to 2.5 wt.% in said medium.The thermosetting resin thus obtained can be used in applications requiring resins with low chlorine contents, low viscosity and high epoxy value.
    Type: Grant
    Filed: December 6, 1976
    Date of Patent: January 30, 1979
    Assignee: Societa' Italiana Resine S.I.R. S.p.A.
    Inventors: Giorgio Lazzerini, Silvio Vargiu, Mario Pitzalis
  • Patent number: 4116921
    Abstract: There is described a new "one-step" bis A-formaldehyde resin, and a molding material containing the resin with which one may achieve molded products possessing excellent properties and almost optimum molding characteristics such as excellent molding latitude, low degree of mold shrinkage, high modulus at elevated temperature, a low degree of deformation at elevated temperatures, and excellent steam crack resistance and electrical properties. The molding material comprises a light colored bis-A formaldehyde resin and reinforcing filler for the resin. The resin is a heat convertible resin (resole) which comprises the product of the reaction of formaldehyde and bis A in the mole ratio of about 2 to about 3.75, in the presence of a catalytic amount of an alkali metal hydroxide or barium hydroxide condensation catalyst. The molding material of this invention is particularly desirable in making molded products by the injection molding or transfer molding processes.
    Type: Grant
    Filed: January 5, 1977
    Date of Patent: September 26, 1978
    Assignee: Union Carbide Corporation
    Inventors: Anthony Robert Olivo, Anthony Constantine Soldatos, Sidney Joseph Schultz
  • Patent number: 4115365
    Abstract: A method for the preparation of soluble, fusible, aminomethyl diaryl compound resins in the absence of halomethylation or halomethylated materials, which method comprises (a) refluxing a mixture of diaryl compound, an aldehyde, a saturated monocarboxylic acid, and a small amount of a strong acid catalyst to form an aldehyde-diaryl resin, (b) stripping off excess monocarboxylic acid under vacuum, and then (c) adding at least about 1 mole of a primary or secondary amine containing at least one additional nontertiary amino group per reactive group on the aldehyde-diaryl resin.
    Type: Grant
    Filed: December 1, 1977
    Date of Patent: September 19, 1978
    Assignee: The Dow Chemical Company
    Inventor: Harry A. Smith
  • Patent number: 4112160
    Abstract: Rubber cement compositions which consist of rubbers and multi- (three and more) functional phenol-aldehyde modified bifunctional phenol resins, which are made by first obtaining the bifunctional phenolic resin by condensing 1 mole of bifunctional phenol with 0.5 to 3.0 moles of aldehydes in the presence of an alkaline catalyst, and then co-condensing 0.05 to 2.5 moles of multifunctional (three and more) phenols against 1 mol of the bifunctional phenols in the above-mentioned resin in the presence of an acidic catalyst, said co-condensed resin having a number average molecular weight of 700 - 1900, a resin melting point of 80.degree. - 160.degree. C, being curable and also being soluble in aromatic hydrocarbon solvents.
    Type: Grant
    Filed: December 15, 1976
    Date of Patent: September 5, 1978
    Assignee: Sumitomo Durez Company, Ltd.
    Inventors: Yuji Kako, Toyoji Kikuga, Akira Toko
  • Patent number: 4110540
    Abstract: A process for the preparation of multinuclear phenols alkylated in the nucleus, wherein bisphenol A is reacted with a phenyl alkenyl compound in the presence of a catalytic quantity of aluminium phenolate and resols obtained from said alkylated phenols.
    Type: Grant
    Filed: July 27, 1976
    Date of Patent: August 29, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Freitag, Erhard Tresper, Rolf Kuchenmeister, Wolfgang Beer
  • Patent number: 4110279
    Abstract: A polymer derived by heating in the presence of an acid catalyst at between about 65.degree. C. and 260.degree. C.I. a reaction product, a cogeneric mixture of alkoxy functional compounds, having average equivalent weights in the range from about 220 to about 1200, obtained by heating in the presence of a strong acid at about 50.degree. C. to about 250.degree. C.(a) a diaryl compound selected from naphthalene, diphenyl oxide, diphenyl sulfide, their alkylated or halogenated derivatives or mixtures thereof,(B) formaldehyde or formaldehyde-yielding derivative,(C) water, and(D) a hydroxy aliphatic hydrocarbon compound having at least one free hydroxyl group and from 1 to 4 carbon atoms, which mixture contains up to 50 percent by weight unreacted (A); withIi. at least one monomeric phenolic reactant selected from the group ##STR1## WHEREIN R is selected from the group consisting of ##STR2## HYDROGEN, ALKYL RADICAL OF 1-20 CARBON ATOMS, ARYL RADICAL OF 6-20 CARBON ATOMS, WHEREIN R.sub.
    Type: Grant
    Filed: February 3, 1977
    Date of Patent: August 29, 1978
    Assignee: The Dow Chemical Company
    Inventors: Donald L. Nelson, Norman T. Herbert
  • Patent number: 4108808
    Abstract: Liquid oxyalkylated polyol prepolymers are prepared by oxyalkylating a prepolymer prepared from a hydroxy aromatic compound, an aldehyde and furfuryl alcohol with an alkylene oxide containing about 2-4 carbon atoms. The oxyalkylated polyol prepolymers have a viscosity of 1000-500,000 centipoises at 25.degree. C. and contain about 1.1-6 moles of interpolymerized aldehyde, about 3.1-15 moles of interpolymerized furfuryl alcohol, and about 1-10 moles of interpolymerized alkylene oxide for each mole of interpolymerized hydroxy aromatic compound. The resultant prepolymers are highly reactive and may be further polymerized with or without monomers such as polyisocyanate to produce flame retardant solid or cellular interpolymers. Flame retardant solid or cellular polyurethanes are prepared in one variant by interpolymerizing organic polyisocyanates with the oxyalkylated polyol prepolymers. In another variant, flame retardant closed cell cellular interpolymers are provided.
    Type: Grant
    Filed: November 26, 1976
    Date of Patent: August 22, 1978
    Assignee: BASF Wyandotte Corporation
    Inventors: Thirumurti Narayan, Moses Cenker
  • Patent number: 4108809
    Abstract: Liquid prepolymers are prepared by interpolymerizing monomers including a hydroxy aromatic compound, an aldehyde and furfuryl alcohol. The resultant liquid prepolymers have a viscosity of about 100-500,000 centipoises at 25.degree. C. and contain about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of interpolymerized hydroxy aromatic compound. The prepolymers are highly reactive and may be polymerized with or without other monomers to produce flame retardant solid or cellular interpolymers. In one variant, flame retardant solid or cellular polymers are produced by interpolymerizing organic polyisocyanates with the prepolymers. In another variant, solid or cellular interpolymers are produced by polymerizing the prepolymers without monomers such as polyisocyanate in the presence of unreacted furfuryl alcohol. Processes are provided for preparing the aforementioned novel liquid prepolymers and solid or cellular interpolymers.
    Type: Grant
    Filed: November 29, 1976
    Date of Patent: August 22, 1978
    Assignee: BASF Wyandotte Corporation
    Inventors: Thirumurti Narayan, Moses Cenker
  • Patent number: 4107141
    Abstract: Novel phenolamine resins which are condensation products of hexamethylene tetramine with a phenol component such as an alkylphenol with 5 to 12 carbon atoms in the alkyl radical, styrene-alkylated phenol, cumylphenol, diphenylolpropane, hydroxybenzoic acid. The condensation reaction is conducted at a temperature ranging from 90.degree. to 180.degree. C.The products thus prepared are efficient stabilizing agents for rubbers and vulcanizates.
    Type: Grant
    Filed: October 10, 1975
    Date of Patent: August 15, 1978
    Inventors: Vladimir Vasilievich Moiseev, Vladimir Vasilievich Kosovtsev, Galina Prokofievna Kolesnikova, Tamara Ivanovna Esina, Alexandr Nikolaevich Polukhin, Viktor Alexandrovich Zimnukhov