Material Contains A Group Iia Metal Atom (be, Mg, Ca, Sr, Ba, Ra) Patents (Class 528/140)
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Patent number: 8586698Abstract: The present invention relates to a production process for a phenols novolac resin obtained by reacting phenols with formaldehydes, wherein they are reacted in the presence of a metal compound used as a catalyst for the reaction described above, and a chelating agent is further added in order to deactivate a catalytic action of the metal compound and a resin-coated sand prepared by using the above phenols novolac resin. It is possible to provide a process for producing a phenols novolac resin having an ortho rate of 30 to 60%, suitably 40 to 55% at a good yield (70% or more) and a resin-coated sand having a high curing property prepared by using the above phenols novolac resin.Type: GrantFiled: June 3, 2009Date of Patent: November 19, 2013Assignee: Hitachi Chemical Company, Ltd.Inventors: Hiroyuki Kawata, Sadao Takashou, Tetsurou Saikawa
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Patent number: 8247072Abstract: Resol beads are disclosed that are prepared in high yield by reaction of a phenol with an aldehyde, with a base as catalyst, a colloidal stabilizer, and optionally a surfactant. The resol beads have a variety of uses, and may be thermally treated and carbonized to obtain activated carbon beads.Type: GrantFiled: November 8, 2006Date of Patent: August 21, 2012Assignee: Eastman Chemical CompanyInventors: Charles Edwan Sumner, Jr., Ramesh Chand Munjal, Ruairi Seosamh O'Meadhra, Chester Wayne Sink, Jerry Steven Fauver, Robert Melvin Schisla, Jr., Shriram Bagrodia, Spencer Erich Hochstetler, Tera Jill Hardin
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Publication number: 20110086974Abstract: The present invention relates to a production process for a phenols novolac resin obtained by reacting phenols with formaldehydes, wherein they are reacted in the presence of a metal compound used as a catalyst for the reaction described above, and a chelating agent is further added in order to deactivate a catalytic action of the metal compound and a resin-coated sand prepared by using the above phenols novolac resin. It is possible to provide a process for producing a phenols novolac resin having an ortho rate of 30 to 60%, suitably 40 to 55% at a good yield (70% or more) and a resin-coated sand having a high curing property prepared by using the above phenols novolac resin.Type: ApplicationFiled: June 3, 2009Publication date: April 14, 2011Inventors: Hiroyuki Kawata, Sadao Takeshou, Tetsurou Saikawa
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Publication number: 20100273917Abstract: The present invention relates to an aqueous phenol-formaldehyde resole resin prepared by reacting phenol and formaldehyde in the presence of a source of calcium ions, to a curable powdered (particulate) resole resin made by spray drying the aqueous phenol-formaldehyde resole resin, to a method of preparing a wood composite using the curable, powdered resin, and the related wood composite bonded with the curable, powdered resin.Type: ApplicationFiled: March 16, 2010Publication date: October 28, 2010Applicant: GEORGIA-PACIFIC CHEMICALS LLCInventors: Robert A. Breyer, Paul S. Baxter, James H. Knight, John D. Cothran, Robert M. Meacham, Jessica D. Jennings, Herman D. Watts, JR., Derek L. Atkinson, Daniel C. Yeager
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Patent number: 7662902Abstract: A phenolic resin having not more than 5 wt% of free bisphenol and a molecular weight distribution Mw/Mn of not more than 2.0 is prepared by reacting a bisphenol and aldehyde in the presence of an alkaline catalyst at a temperature of from 0° C. to 100° C., neutralizing with an acid, adding an acid to adjust the pH to from 0 to 6, heating to a temperature of from 50° C. to 200° C, and vacuuming to recover the phenolic resin.Type: GrantFiled: November 9, 2006Date of Patent: February 16, 2010Assignee: Chang Chun Plastics Co., Ltd.Inventors: Kuen Yuan Hwang, An Pang Tu, Chun Hsiung Kao, Fang Shian Su
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Patent number: 6646094Abstract: A phenol-formaldehyde resole resin is prepared using a high level of catalyst at a polymerization temperature of about 63° C. The endpoint, measured by salt water tolerance, is selected so that the resulting resin has a water dilutability of 20:1 at neutral pH after storage for three weeks at a temperature of about 13° C., with a free phenol level of no more than 0.50 percent.Type: GrantFiled: December 17, 2001Date of Patent: November 11, 2003Assignees: CertainTeed Corporation, Borden Chemical, Inc.Inventors: Vinay Malhotra, Wayne Walliser, Susan G. Watson, Pierre C. Herault, Domenic Tessari, Philippe Espiard, Serge Tetart, Bruno Malhieuxe
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Patent number: 6642345Abstract: Preparation process for a novolak aralkyl resin having excellent heat resistance and curing property by reacting 0.4 to 0.8 mol of an aralkyl compound based on one mol of the low molecular weight novolak containing 90% by weight or more of bi-nuclear novolak in the presence of an acidic catalyst, the process comprising at first melting the low molecular weight novolak, heating it up to a reaction temperature, then adding 0.001 to 0.05% by weight of the acidic catalyst to the total amount of the low molecular weight novolak and the aralkyl compound, then continuously adding the aralkyl compound for reaction, neutralizing the residual acidic catalyst after the completion of the reaction, a novolak aralkyl resin obtained by the preparation process and a novolak aralkyl resin composition containing said resin.Type: GrantFiled: January 2, 2002Date of Patent: November 4, 2003Assignee: Mitsui Chemicals, Inc.Inventors: Teruo Yuasa, Hiroaki Narisawa, Masahiro Kaneko
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Publication number: 20020128423Abstract: Preparation process for a novolak aralkyl resin having excellent heat resistance and curing property by reacting 0.4 to 0.8 mol of an aralkyl compound based on one mol of the low molecular weight novolak containing 90% by weight or more of bi-nuclear novolak in the presence of an acidic catalyst, the process comprising at first melting the low molecular weight novolak, heating it up to a reaction temperature, then adding 0.001 to 0.05% by weight of the acidic catalyst to the total amount of the low molecular weight novolak and the aralkyl compound, then continuously adding the aralkyl compound for reaction, neutralizing the residual acidic catalyst after the completion of the reaction, a novolak aralkyl resin obtained by the preparation process and a novolak aralkyl resin composition containing said resin.Type: ApplicationFiled: January 2, 2002Publication date: September 12, 2002Inventors: Teruo Yuasa, Hiroaki Narisawa, Masahiro Kaneko
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Patent number: 6372878Abstract: Resols modified with organic phosphonic acids and/or phosphinic acids or their alkali and/or alkaline-earth metal salts obtained by reacting phenolic compounds and aldehyde in an alkaline medium in a molar ratio of the phenolic compounds to the aldehyde in a range from 1:0.3 to 1:6, with the reaction mixture comprising 0.1 to 10 percent by weight of at least one organic phosphonic acids and/or phosphinic acids or their alkali and/or alkaline-earth metal salts.Type: GrantFiled: July 17, 2000Date of Patent: April 16, 2002Assignee: Bakelite AGInventors: Sonja Wernik, H. Juergen Dern, Athina Kerkaidou, Stephan Schroeter
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Patent number: 6307009Abstract: An aqueous binder composition suitable for use as a binder in making wool and board products including fiberglass insulation comprising a phenolic resole resin binder made from phenol and formaldehyde by using an excess amount of a basic catalyst.Type: GrantFiled: December 29, 1999Date of Patent: October 23, 2001Assignee: Owens Corning Fiberglas Technology, Inc.Inventor: Jianjun Li
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Publication number: 20010029291Abstract: An aqueous binder composition suitable for use as a binder in making wool and board products including fiberglass insulation comprising a phenolic resole resin binder made from phenol and formaldehyde by using an excess amount of a basic catalyst.Type: ApplicationFiled: December 29, 1999Publication date: October 11, 2001Inventor: JIANJUN LI
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Patent number: 6245882Abstract: Method for the manufacture of a phenolic resin emulsion and/or dispersion, wherein an aldehyde, a phenolic compound and an alkaline catalyst are allowed to react at a temperature of 40-100° C. until a desired degree of condensation is achieved, and the pH of the resin is adjusted to a value below 9 using an acid in the presence of a surface active agent or a mixture thereof at a temperature below 100° C. and a phenolic resin emulsion and/or dispersion is obtained providing a colorless or light-colored glue line or surface when cured.Type: GrantFiled: September 1, 1999Date of Patent: June 12, 2001Assignee: Neste Chemicals OyInventors: Leena Matilainen, Guomin Bian, Claude Ostiguy, Rick Cheng, Matti Satuli, Kari Leskinen, Kwok Tang
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Patent number: 5756640Abstract: This invention relates to a process for preparing benzylic ether phenolic resole resins in a sealed reaction vessel. The benzylic ether phenolic resole resins are prepared by heating phenol and an aldehyde in a sealed reaction vessel in the presence of a divalent metal catalyst without removing water generated by the reaction until an appropriate endpoint for the resin is reached. The benzylic ether phenolic resole resins produced by the process are preferably free or essentially free of unreacted formaldehyde and can be used in the resin component of phenolic-urethane foundry binders to make foundry cores and/or molds by the cold-box and no-bake processes. The cores and/or molds are used for making metal castings.Type: GrantFiled: July 17, 1996Date of Patent: May 26, 1998Assignee: Ashland Inc.Inventors: Thomas Edward Dando, William Rexford Dunnavant, Robert Bernard Fechter, Heimo Josef Langer
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Patent number: 5576139Abstract: A novel positive type photoresist composition is provided, comprising an alkali-soluble novolak resin obtained by the condensation of substituted or unsubstituted phenols and aldehydes in the presence of a silica-magnesia solid catalyst and a light-sensitive material containing 1,2-naphthoquinone-diazido-5-(and/or -4-) sulfonate as main component.Type: GrantFiled: October 28, 1991Date of Patent: November 19, 1996Assignee: Fuji Photo Film Co., Ltd.Inventors: Kazuya Uenishi, Shiro Tan, Yasumasa Kawabe, Tadayoshi Kokubo
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Patent number: 5367040Abstract: A process for the production of modified phenol-formaldehyde resins includes the use of a difunctional phenolic compound as the phenolic component of the resins. The inventive resins resist pre-curing and are useful in the production of molded wood composites produced, for example, by wet-dry forming processes.Type: GrantFiled: December 29, 1992Date of Patent: November 22, 1994Assignee: Masonite CorporationInventor: Zygmunt Teodorczyk
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Patent number: 5264535Abstract: A resin is prepared by the reaction of a phenol, an aldehyde and an aliphatic hydroxy compound containing two or more hydroxy groups per molecule in the presence of a divalent metal ion catalyst. These resins react with polyisocyanates to form polyurethanes that are useful binders for foundry cores and molds.Type: GrantFiled: November 16, 1992Date of Patent: November 23, 1993Assignee: Acme Resin Corp.Inventors: Michael M. Geoffrey, Robert A. Laitar
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Patent number: 5206333Abstract: 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: GrantFiled: May 7, 1992Date of Patent: April 27, 1993Assignee: Hitachi Chemical Company, Ltd.Inventors: Haruaki Sue, Ken Nanaumi, Takuji Itou, Ken Madarame, Shinsuke Hagiwara
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Patent number: 5189079Abstract: A resin is prepared by the reaction of a phenol, an aldehyde and an aliphatic hydroxy compound containing two or more hydroxy groups per molecule in the presence of a divalent metal ion catalyst. These resins react with polyisocyanates to form polyurethanes that are useful binders for foundry cores and molds.Type: GrantFiled: June 12, 1991Date of Patent: February 23, 1993Assignee: Acme Resin Corp.Inventors: Michael M. Geoffrey, Robert A. Laitar
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Patent number: 5182357Abstract: 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: GrantFiled: October 22, 1991Date of Patent: January 26, 1993Assignee: DAP, Inc.Inventor: Gary L. Linden
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Patent number: 5082918Abstract: Phenolic resin compositions.Phenolic resin compositions containing an additive consisting of at least 20% by weight of an alkaline or alkaline-earth metaborate relative to the toal weight of the additive.Applications to the manufacture of phenolic prepreg mats which are stable in storage.Type: GrantFiled: August 31, 1990Date of Patent: January 21, 1992Assignee: NorsolorInventors: Francois Boinot, Michel Cousin, Andre Hochin, Nicolas Meyer
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Patent number: 5057591Abstract: The invention is a solution of highly advanced phenolic resin with improved inherent foamability that is made from the reaction of phenol, aldehyde, water and alkali the improved foamability being brought about by the incorporation of up to 1.0% by weight, anhydrous basis, lime (calcium hydroxide) into the early stages of the reaction mix. In another embodiment, the invention is a plywood glue composition comprising a solution of lime-containing highly advanced phenolic resin, dried animal blood and preferably an aldehyde glue viscosity-lowering agent.Type: GrantFiled: August 25, 1988Date of Patent: October 15, 1991Assignee: Borden, Inc.Inventors: William D. Detlefsen, Lewis D. Creel, Lee R. Johnson
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Patent number: 5051454Abstract: The present invention relates to phenolic resin compositions and methods for making cured phenolic resin compositions. The phenolic resin compositions of this invention comprise an esterified phenolic compound and a base and optionally an unesterified phenolic resole resin. The composition cures in the presence of water or other polar solvent. The esterified phenolic compound contains at least one phenolic hydroxyl group or an esterified phenolic hydroxyl group and further contains at least one esterified methylol group positioned ortho or para to a phenolic hydroxyl group or an esterified phenolic group.The compounds find particular use in bonding refractory materials, such as sand, in the production of foundry moulds and cores and in treating subterranean formations. These composition have the advantage that cure can be obtained at room temperature without the use of strong alkali. The use of this system also prevents the release of alcohols during the saponification stage of the ester cure process.Type: GrantFiled: December 15, 1989Date of Patent: September 24, 1991Assignee: Borden, Inc.Inventors: Peter H. R. B. Lemon, James G. King, Graham Murray, Henry Leoni, Arthur H. Gerber
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Patent number: 5021539Abstract: Modified benzylic ether resole resins and process for their preparation. The resins are prepared by treating a phenol with a molar excess of aldehyde in the presence of a divalent metal ion catalyst at a pH below 7 followed by further reaction at a pH above 8 in the presence of an alkaline catalyst. Alkaline solutions of the resins are used as foundry binders in an ester cure process.Type: GrantFiled: March 24, 1989Date of Patent: June 4, 1991Assignee: Acme Resin CorporationInventors: David R. Armbruster, Merlyn C. Pasion
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Patent number: 4977231Abstract: Carbamate curing agents for phenol-aldehyde resins provide a delayed curing period for product assembly. Thereafter, the resin cures quickly even at low temperatures.Type: GrantFiled: April 13, 1989Date of Patent: December 11, 1990Assignee: Georgia-Pacific CorporationInventors: Ted M. McVay, Gene F. Baxter
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Patent number: 4962166Abstract: In the manufacture of creep-free prepregs based on phenolic resins of the resole type, the reinformcing agents are impregnated with an essentially solvent-free mixture of a phenolic resin and a viscosity controlling amount up to 60% by weight of the resin of an alkali metal metaborate or an alkaline-earth metaborate or a mixture thereof. The resultant compression molded articles exhibit improved strengths.Type: GrantFiled: August 18, 1988Date of Patent: October 9, 1990Assignee: NorsolorInventors: Francois Boinot, Michel Cousin
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Patent number: 4954394Abstract: Phenolic resin compositions.Phenolic resin compositions containing an additive consisting of at least 20% by weight of an alkaline or alkaline-earth metaborate relative to the total weight of the additive.Applications to the manufacture of phenolic pre-preg mats which are stable in storage.Type: GrantFiled: January 22, 1990Date of Patent: September 4, 1990Assignee: NorsolorInventors: Francois Boinot, Michel Cousin, Andre Hochin, Nicolas Meyer
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Patent number: 4912178Abstract: Phenolic resin compositions.Phenolic resin compositions containing an additive consisting of at least 20% by weight of an alkaline or alkaline-earth metaborate relative to the total weight of the additive.Applications to the manufacture of phenolic prepreg mats which are stable in storage.Type: GrantFiled: November 6, 1987Date of Patent: March 27, 1990Assignee: Societe Chimique des Charbonnages S.A.Inventors: Francois Boinot, Michel Cousin, Andre Hochin, Nicolas Meyer
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Patent number: 4904516Abstract: 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: GrantFiled: January 12, 1988Date of Patent: February 27, 1990Inventor: Albert W. Creamer
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Patent number: 4857624Abstract: Improved phenolic-modified rosin ester resins are disclosed. The phenolic-modified rosin ester resins comprise the reaction product of substantially unsaturated rosins with a dienophile, a phenolic compound and a formaldehyde-containing compound, which product is then esterified. The resulting composition is useful in vehicles for publication gravure printing inks, as well as in the printing inks themselves. Printing inks fabricated in accordance with the invention employing these improved phenolic-modified rosin ester resins provide prints of superior quality.Type: GrantFiled: May 27, 1988Date of Patent: August 15, 1989Assignee: BASF CorporationInventors: Douglas S. DeBlasi, John P. Walsh
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Patent number: 4841002Abstract: 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: GrantFiled: November 8, 1988Date of Patent: June 20, 1989Assignee: Ashland Oil, IncInventors: Billy M. Culbertson, Omar Tiba
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Patent number: 4839446Abstract: 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: GrantFiled: August 8, 1988Date of Patent: June 13, 1989Assignee: Ashland Oil, Inc.Inventors: Billy M. Culbertson, Omar Tiba
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Patent number: 4785073Abstract: 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: GrantFiled: April 11, 1985Date of Patent: November 15, 1988Assignee: Polymer Tectonics LimitedInventors: Robert Farkas, Lothar M. Hohmann
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Patent number: 4778695Abstract: A resole resin in the form of microspherical particles whose surfaces are partly or entirely covered with a coating of a substantially water-insoluble inorganic salt and which are not larger than 500 .mu.m in size, and a process for producing such resole resin. The resole resin comprises solid particles that are highly heat reactive and can be stored in a stable manner for a prolonged period. The resin particles can be used with good results in all fields of applications (e.g., moldings, laminations and binders) where conventional phenolic resins are used.Type: GrantFiled: October 3, 1986Date of Patent: October 18, 1988Assignee: Unitika Ltd.Inventors: Yoshiaki Echigo, Mutsunori Yamao, Yoshiyuki Suematu, Tadashi Ishikura, Keiichi Asami, Ritsuko Shidei
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Patent number: 4731430Abstract: Phenol resins which are modified with compounds possessing amide and/or imide groups and are based on phenol resol ethers bonded via o,o'-methylene ether groups, and a process for their preparation.The novel modified phenol resol ethers are useful for the preparation of coating systems, in particular as crosslinking agents for cathodic electrocoating binders, and for the preparation of adhesives and rubber assistants.Type: GrantFiled: July 9, 1986Date of Patent: March 15, 1988Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Juergen Nieberle
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Patent number: 4722991Abstract: A terpolymer is prepared from phenol, furfuryl alcohol and formaldehyde wherein a substantial amound of the furfuryl alcohol is catalytically reacted by means of a water soluble multivalent metal salt catalyst, and wherein the reaction is carried out under essentially hydrous conditions.Type: GrantFiled: May 23, 1986Date of Patent: February 2, 1988Assignee: Acme Resin CorporationInventor: David R. Armbruster
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Patent number: 4675375Abstract: 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: GrantFiled: June 13, 1985Date of Patent: June 23, 1987Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Juergen Nieberle
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Patent number: 4668759Abstract: A process for preparing modified phenolic resole resins providing improved binders for refractories and foundry cores and molds. The resins are prepared by treating a phenol with a molar excess of aldehyde in the presence of an alkaline catalyst followed by further reaction at a pH below 7 in the presence of a catalyst which promotes formation of ortho-ortho benzylic ether bridges between the phenolic nuclei.Type: GrantFiled: July 31, 1985Date of Patent: May 26, 1987Assignee: Acme Resin CorporationInventors: Raja Iyer, Rasik C. Shah
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Patent number: 4663418Abstract: An improved moisture-stable phenolic resin binder with calcium ions from the catalyst complexed with the phenolic resin and a process for its preparation and laminate boards with the said binder as the binding agent.Type: GrantFiled: December 31, 1985Date of Patent: May 5, 1987Assignee: Rutgerswerke AktiengesellschaftInventors: Karl Jellinek, Rolf Muller, Gerhard Wisomirski
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Patent number: 4657950Abstract: Refractory shaped articles are prepared by heating refractory mixes comprised of refractory particles and an alkoxy modified phenolic resole resin having at least one alkoxy methylene group for every 20 phenolic hydroxyl groups.Type: GrantFiled: October 12, 1984Date of Patent: April 14, 1987Assignee: Acme Resin CorporationInventors: Raja Iyer, Rasik C. Shah, Robert A. Laitar
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Patent number: 4656239Abstract: The process described herein involves the gradual addition of aqueous formaldehyde, containing 35-60 percent by weight of formaldehyde, to a phenol maintained at a temperature of 60.degree.-100.degree. C., preferably 70.degree.-90.degree. C., and at a reduced pressure of 11-26 inches of mercury in the presence of an alkaline catalyst. The rate of formaldehyde addition is such that the exothermic reaction aids in maintaining the stated temperature range and thereby simultaneously distills approximately all the water added with the formaldehyde and that formed by the condensation so that the volume of the reaction mass is maintained approximately constant. This constant volume allows efficient use of the equipment.Type: GrantFiled: March 27, 1986Date of Patent: April 7, 1987Assignee: Plastics Engineering CompanyInventors: Phillip A. Waitkus, Bohumir Lepeska
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Patent number: 4634758Abstract: A process for preparing an alkoxy-modified phenolic resole resin useful as the polyhydroxy component of a urethane binder composition. A phenol is reacted with a molar excess of an aldehyde in the presence of an alkaline catalyst and the resulting product is further reacted with a monohydric aliphatic alcohol under acidic conditions.Type: GrantFiled: September 30, 1985Date of Patent: January 6, 1987Assignee: Acme Resin CorporationInventors: Robert A. Laitar, Eduardo Gomez
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Patent number: 4613662Abstract: A process comprising copolymerizing an oxazoline with a bis-or poly-phenolic compound in the presence of a catalyst which is a cationic complex of an alkali or an alkaline earth metal at a temperature in the range of from about 100.degree. to 200.degree. C. is described.Type: GrantFiled: August 7, 1985Date of Patent: September 23, 1986Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4612254Abstract: 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: GrantFiled: March 7, 1985Date of Patent: September 16, 1986Assignee: Occidental Chemical CorporationInventors: James W. Ginter, Donald H. Thorpe, Victor F. G. Cooke
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Patent number: 4587291Abstract: Binders are described based on acid curing phenol resins and acid curing agents which, after mixing, have an extended processability time but nevertheless exhibit a rapid curing time at relatively low temperatures. They are obtained by using, as the resin, aqueous phenol resols and, as the curing agent, either copper, aluminum, or iron(III) salts of aromatic sulfonic acids or addition products of hydroxy-containing, water-compatible polyols with aromatic sulfonic acids or mixtures of these salts and the polyol addition products. The binders are used for impregnation of fabrics, for production of abrasives and for fiber reinforced plastics.Type: GrantFiled: April 25, 1985Date of Patent: May 6, 1986Assignee: Rutgerswerke AktiengesellschaftInventors: Arno Gardziella, Karl-Heinz Schwieger, Peter Adolphs, Gerhard Grossmann
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Patent number: 4578448Abstract: Disclosed are high-ortho phenol-formaldehyde resoles having stable hemiformal groups. These resoles are of low viscosity, are essentially free of unbound water and volatile organic compounds. They are curable to phenolic formaldehyde resinous solids and are particularly suitable for use in liquid injection molding processes to form composites.Type: GrantFiled: December 14, 1983Date of Patent: March 25, 1986Assignee: Union Carbide CorporationInventors: George L. Brode, Sui-Wu Chow
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Patent number: 4542204Abstract: A method for a condensate of an aldehyde compound and a phenol compound, said method comprising dispersing a viscous condensate obtained by the reaction of an aldehyde compound with a phenol compound into cold water or hot water by the aid of a dispersing agent, and then solidifying said condensate.Type: GrantFiled: October 28, 1983Date of Patent: September 17, 1985Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Hiroshi Shibahara, Hiromitsu Tachibana
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Patent number: 4476191Abstract: A method of preparing a thermoplastic, water-soluble, phenolic aldehyde resin and the composition are provided to enhance the flexibility and resistance to compression fatigue breakage of glass fibers to which the resin has been applied. The method involves two steps. In the first step, the phenolic compound and the aldehyde are reacted to less than 100 percent completion in an amount so that the aldehyde to phenolic compound ratio is in the range of about 0.6 to about 1.5 and at an acidic pH and for a period of time equivalent to about 3 hours to about 10 hours when the temperature is in the range of about 55.degree. F. (13.degree. C.) to about 90.degree. F. (32.degree. C.) to produce a resinous mixture. In the second stage the pH of the reaction is adjusted within the range above about 7.0 to about 7.Type: GrantFiled: September 29, 1982Date of Patent: October 9, 1984Assignee: PPG Industries, Inc.Inventor: Mikhail M. Girgis
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Patent number: 4473669Abstract: Modified benzyl ether-containing resole polyols derived from phenol, paraformaldehyde and an aliphatic hydroxyl compound are prepared using a metal derivative as a catalyst. These polyols react with organic polyisocyanates to yield closed cell, low friability, low combustibility, rigid polyurethane foams without the need for post curing at elevated temperature. They are also useful in the preparation of modified rigid polyisocyanurate foams.Type: GrantFiled: February 17, 1984Date of Patent: September 25, 1984Assignee: BASF Wyandotte CorporationInventors: John P. Rupert, John T. Patton, Jr.
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Patent number: 4448952Abstract: Modified benzyl ether-containing resole polyols derived from a phenolic component, a non-aqueous aldehyde, and a halogen-containing aliphatic hydroxyl component are prepared using a metal derivative as a catalyst. These polyols react with organic polyisocyanates to yield closed cell, low friability, low combustibility, rigid polyurethane foams without the need for post curing at elevated temperature. They are also useful in the preparation of modified rigid polyisocyanurate foams.Type: GrantFiled: January 17, 1983Date of Patent: May 15, 1984Assignee: BASF Wyandotte CorporationInventors: John T. Patton, Jr., John P. Rupert
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Patent number: RE34228Abstract: Modified benzylic ether resole resins and process for their preparation. The resins are prepared by treating a phenol with a molar excess of aldehyde in the presence of a divalent metal ion catalyst at a pH below 7 followed by further reaction at a pH above 8 in the presence of an alkaline catalyst. Alkaline solutions of the resins are used as foundry binders in an ester cure process.Type: GrantFiled: March 2, 1992Date of Patent: April 20, 1993Assignee: Acme Resin Corp.Inventors: David R. Armbruster, Merlyn C. Pasion