Phenolic, Amine, Or Ketone Condensate With Aldehyde Patents (Class 523/143)
  • Patent number: 5473009
    Abstract: A self-hardening mold material composition comprising 100 parts by weight of molding sand, 0.1 to 6 parts by weight of a component (a), 0.1 to 4 parts by weight of a component (b), 0.05 to 2.0 parts by weight of a component (c) as SiO.sub.2, and 0.01 to 0.
    Type: Grant
    Filed: February 17, 1994
    Date of Patent: December 5, 1995
    Assignee: Nippon Polyurethane Industry Co., Ltd.
    Inventors: Tadashi Kimura, Osamu Ishizu, Shin Konishi
  • Patent number: 5455287
    Abstract: This invention relates to foundry mixes which comprise a dry foundry aggregate and a polyurethane-forming foundry binder. The binder components include a polyether polyol component and an organic polyisocyanate component which is cured with a liquid tertiary amine catalyst. The foundry mixes are used to prepare foundry shapes made from foundry mixes by a no-bake process. The resulting foundry shapes are used to cast metal parts from ferrous and non ferrous metals.
    Type: Grant
    Filed: March 7, 1994
    Date of Patent: October 3, 1995
    Assignee: Ashland Inc.
    Inventors: William G. Carpenter, William R. Dunnavant
  • Patent number: 5447968
    Abstract: This invention relates to polyurethane-forming foundry binder systems which contain a nitrogen-containing aromatic compound selected from the group consisting of 2,2'-dipyridyl, 1,10-phenanthroline, and their substituted alkyl derivatives. The foundry binder systems are particularly useful for making foundry mixes used in the cold-box fabrication process for making foundry shapes. However, the binders systems can also be used to hold foundry shapes, such as molds and cores, together in an assembly.
    Type: Grant
    Filed: July 23, 1993
    Date of Patent: September 5, 1995
    Assignee: Ashland Inc.
    Inventors: Kenneth W. Barnett, William G. Carpenter, William R. Dunnavant, Robert B. Fechter
  • Patent number: 5346942
    Abstract: The present invention provides a monolithic refractory with self-flowability. A monolithic refractory of the first invention of the present invention contains refractory aggregates, liquid novolak type phenol resin and an organic separation preventative. A monolithic refractory of the second invention of the present invention contains refractory aggregates and a novolak type phenol resin solution with a number-average molecular weight of not more than 600. The first invention of the present invention gives good hot flowability and prevention of sedimentation of the aggregates to the monolithic refractory. The second invention gives good hot flowability, stabilization in adhesion and prevention of warpage of the hardened body obtained. With the present invention a monolithic refractory can be suitably selected and used according to its intended use and purpose.
    Type: Grant
    Filed: March 22, 1993
    Date of Patent: September 13, 1994
    Assignee: Shinagawa Refractories Co., Ltd.
    Inventors: Takashi Yamamura, Ryosuke Nakamura, Hiroshi Kiriyama
  • Patent number: 5338774
    Abstract: Polyphosphoryl chlorides are used in polyurethane-forming foundry binder systems to extend the bench life of foundry mixes prepared by mixing the binder systems with sand. The foundry mixes are particularly useful for preparing molds and cores used for making metal castings.
    Type: Grant
    Filed: July 15, 1992
    Date of Patent: August 16, 1994
    Assignee: Ashland Oil, Inc.
    Inventors: William R. Dunnavant, Robert B. Fechter
  • Patent number: 5281644
    Abstract: There are disclosed methods and compositions for retarding the ambient temperature hardening of a phenolic resole resin alone or with an aggregate when such resin is contacted with a nitroalkane and a hardening agent such as lightburned magnesium oxide, an organic ester functional hardening agent, and mixtures of lightburned magnesium oxide and an organic ester functional hardening agent in an alkaline medium. There is also disclosed a hardener composition for phenolic resole resins wherein the hardener composition consists essentially of a solution of a nitroalkane in an organic ester functional hardening agent.
    Type: Grant
    Filed: November 4, 1992
    Date of Patent: January 25, 1994
    Assignee: Borden, Inc.
    Inventors: S. Raja Iyer, David R. Armbruster, Arthur H. Gerber
  • Patent number: 5198478
    Abstract: A binder composition for producing articles of bonded particulate material such as foundry moulds or cores comprises an alkaline aqueous solution of a resol phenol-aldehyde resin, an oxyanion which can form a stable complex with the resin, and pyrrolidone or an N-substituted pyrrolidone, and the amount of alkali present in the solution is sufficient to substantially prevent stable complex formation between the resin and the oxyanion. Bonded articles are produced by passing carbon dioxide gas through articles formed from a mixture of particulate material and the binder composition so as to produce stable complex formation and curing of the resin.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: March 30, 1993
    Assignee: Foseco International Limited
    Inventors: Garry Smith, Martin Bradley
  • Patent number: 5189079
    Abstract: 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: Grant
    Filed: June 12, 1991
    Date of Patent: February 23, 1993
    Assignee: Acme Resin Corp.
    Inventors: Michael M. Geoffrey, Robert A. Laitar
  • Patent number: 5180759
    Abstract: An exothermic composition comprises a particulate readily oxidizable metal such as aluminum, magnesium or silicon and an organic fluorine-containing compound, and usually an oxidizing agent for the readily oxidizable metal. The preferred organic fluorine-containing compound is polytetrafluoroethylene. The composition may also contain a binder, a particulate refractory material, refractory fibres and/or organic fibres. The composition may be used in the casting of molten metal, either in particulate form or as a preformed shape such as a sleeve or board, to cover or surround molten metal in the feeder of a casting mould or in the head or head box of an ingot mould.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: January 19, 1993
    Assignee: Foseco International Limited
    Inventors: Max G. Neu, Michael J. Gough
  • Patent number: 5132339
    Abstract: Certain polyether polyols are used in polyurethane-forming binders to improve the shakeout of molds and cores, made by cold-box and no-bake processes. Such molds and cores are used to make metal castings, particularly from low melting metals such as aluminum.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: July 21, 1992
    Assignee: Ashland Oil, Inc.
    Inventors: William G. Carpenter, William R. Dunnavant
  • Patent number: 5043365
    Abstract: A granular molding material with a binder comprising a phenol novolac and a polyisocyanate which hardens upon addition of amine catalysts wherein the molar ratio of phenol to formaldehyde in the novolac is 1:0.25 to 1:0.5 and has the formula ##STR1## wherein R, R' and R" are individually selected from the group consisting of hydrogen, alkyl of 1 to 12 carbon atoms, hydroxy, cycloalkyl of 3 to 12 carbon atoms and an anellated ring and X is an integer from 0 to 4 or >4 with the percent molar distribution based on X is as follows:______________________________________ when X = 0: 20-55% X = 1: 15-30% X = 2: 10-30% X = 3: 0-50% X .gtoreq. 4: 0-2.5% ______________________________________for the production of improved foundry cores and molds.
    Type: Grant
    Filed: September 14, 1989
    Date of Patent: August 27, 1991
    Assignee: Rutgerswerke AG
    Inventors: Arno Gardziella, Alois Kwasniok, Peter Adolphs, Ralf Wetzig
  • Patent number: 5043412
    Abstract: A raw batch composition for use in making a shaped article such as a foundry shape or refractory article is disclosed. The composition comprises a mixture of an aggregate material; a phenol formaldehyde novolak resin; a phenol formaldehyde resole resin; and an ester functional curing agent. A shaped article prepared from the composition and processes for making a refractory body or foundry article are also disclosed.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: August 27, 1991
    Assignee: Borden, Inc.
    Inventors: Pitchaiya Chandramouli, Raja Iyer, Calvin Johnson
  • Patent number: 5021539
    Abstract: 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: Grant
    Filed: March 24, 1989
    Date of Patent: June 4, 1991
    Assignee: Acme Resin Corporation
    Inventors: David R. Armbruster, Merlyn C. Pasion
  • Patent number: 4946876
    Abstract: Certain polyester polyols are used in polyurethane-forming binders to improve the shakeout of molds and cores, made by a cold-box process, used to make low melting metal castings.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: August 7, 1990
    Assignee: Ashland Oil, Inc.
    Inventors: William G. Carpenter, William R. Dunnavant
  • Patent number: 4852629
    Abstract: Certain carboxylic acids are used in polyurethane-forming binder compositions to extend the bench life of such compositions. The binder compositions are particularly useful for preparing sand castings used for making foundry parts.
    Type: Grant
    Filed: May 16, 1988
    Date of Patent: August 1, 1989
    Assignee: Ashland Oil, Inc.
    Inventors: Robert B. Fechter, John J. Gardikes
  • Patent number: 4852636
    Abstract: This invention relates to phenolic resin compositions containing propylene glycol mono methyl ether acetate as a solvent. It also relates to the use of these compositions in foundry binders.
    Type: Grant
    Filed: February 8, 1989
    Date of Patent: August 1, 1989
    Assignee: Ashland Oil, Inc.
    Inventor: Colleen M. Henry
  • Patent number: 4814363
    Abstract: This invention relates to phenolic resin compositions containing propylene glycol mono methyl ether acetate as a solvent. It also relates to the use of these compositions in foundry binders.
    Type: Grant
    Filed: January 15, 1988
    Date of Patent: March 21, 1989
    Assignee: Ashland Oil, Inc.
    Inventor: Colleen M. Henry
  • Patent number: 4782102
    Abstract: A novel organofunctional silane for use in binding agent compositions employed in foundry sands and the cores and molds made therefrom. The novel organofunctional silane is characterized in that it contains at least one sterically hindered hydrocarbon group and has attached to the silicon atom a nitrogen containing group via a carbon-silicon bond.
    Type: Grant
    Filed: August 7, 1985
    Date of Patent: November 1, 1988
    Assignee: Union Carbide Corporation
    Inventors: James G. Marsden, Herbert E. Petty, Anthony C. Vecere, Patrick Morabito
  • Patent number: 4775704
    Abstract: A mold material for forming sandmolds for manufacturing metal castings, consisting essentially of an organic binder: 0.4-3.0 percent, a catalyst for curing the organic binder: 0.2-2.0 percent of, a ceramic binder: 0.05-2.0 percent in terms of SiO.sub.2, a catalyst for curing the ceramic binder: 0.05-2.0 percent, and foundry sand: the balance. The mold material can be formed into a sandmold which is excellent in both strength after exposure under a room temperature atmosphere and strength after pouring molten metal thereinto and requires no mold wash or a very small amount of mold wash as obtained by spraying or the like. The mold material may preferably further includes, if required, anti-infiltration fire-proof powder; 0.1-3.0 percent, a high-temperature reinforcing material: 0.1-3.0 percent, a viscosity adjuster: 0.1-2.0 percent, and/or a grannular carbon stabilizer: 0.03-0.5 percent.
    Type: Grant
    Filed: April 22, 1987
    Date of Patent: October 4, 1988
    Inventors: Teiji Nagahori, Masanori Ohshima
  • Patent number: 4760101
    Abstract: Certain carboxylic acids are used in polyurethane-forming binder compositions to extend the bench life of such compositions. The binder compositions are particularly useful for preparing sand castings used for making foundry parts.
    Type: Grant
    Filed: August 25, 1986
    Date of Patent: July 26, 1988
    Assignee: Ashland Oil, Inc.
    Inventors: Robert B. Fechter, John J. Gardikes
  • Patent number: 4735973
    Abstract: An additive to foundry sand molding and core aggregates used to produce cores and molds which improves the quality of castings by reducing thermal expansion and gas defects. The additive comprises a composition containing from about 15% to about 95% titanium dioxide (TiO.sub.2). Preferably, the composition of the additive comprises about 2-38% silicon dioxide (SiO.sub.2), about 5-40% ferric oxide (Fe.sub.2 O.sub.3), about 15-95% titanium dioxide (TiO.sub.2), and about 2-45% aluminum oxide (Al.sub.2 O.sub.3).
    Type: Grant
    Filed: November 15, 1985
    Date of Patent: April 5, 1988
    Inventor: John J. Brander
  • Patent number: 4723592
    Abstract: 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: Grant
    Filed: September 19, 1986
    Date of Patent: February 9, 1988
    Assignee: Acme Resin Corporation
    Inventors: Robert A. Laitar, Eduardo Gmez
  • Patent number: 4698377
    Abstract: Esters of alkoxy acids, particularly those of 3-alkoxypropionic acids are used as part or all of the polar solvent in solvent systems for binder compositions containing phenolic resins and polyisocyanates.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: October 6, 1987
    Assignee: Acme Resin Corporation
    Inventor: Robert A. Laitar
  • Patent number: 4692479
    Abstract: An adhesive paste composition containing in admixture a resin component, a hardener component, a hydrophobic filler component and a curing agent. The resin component includes a polyol having at least two hydroxyl groups and the hardener component includes a liquid polyisocyanate containing at least two isocyanate groups. The admixture may be made by mixing together a premixed resin component containing a filler and a catalyst and a premixed hardener component containing a hydrophobic filler. The filler in the resin component, the hardener component, or both may be a thixotropic agent.
    Type: Grant
    Filed: July 19, 1985
    Date of Patent: September 8, 1987
    Assignee: Ashland Oil, Inc.
    Inventors: James T. Schneider, Albert L. Haugse
  • Patent number: 4683252
    Abstract: A binder containing a phenolic resin, a polyisocyanate, and an organohalophosphate and use thereof.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: July 28, 1987
    Assignee: Ashland Oil, Inc.
    Inventors: William R. Dunnavant, Robert B. Fechter, John J. Gardikes, Heimo J. Langer
  • Patent number: 4634758
    Abstract: 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: Grant
    Filed: September 30, 1985
    Date of Patent: January 6, 1987
    Assignee: Acme Resin Corporation
    Inventors: Robert A. Laitar, Eduardo Gomez
  • Patent number: 4602069
    Abstract: A binder composition containing a phenolic resin, a polyisocyanate, a phosphorus based acid and optionally an acid halide and/or a base, and methods of making and using the same.
    Type: Grant
    Filed: April 11, 1984
    Date of Patent: July 22, 1986
    Assignee: Ashland Oil, Inc.
    Inventors: William R. Dunnavant, John J. Gardikes, Heimo J. Langer
  • Patent number: 4590229
    Abstract: A binder composition containing a phenolic resin in an organic solvent, a polyisocyanate, wherein said organic solvent is substantially free from polar solvents, and methods of making and using the same.
    Type: Grant
    Filed: June 4, 1984
    Date of Patent: May 20, 1986
    Assignee: Ashland Oil, Inc.
    Inventor: John J. Gardikes
  • Patent number: 4568728
    Abstract: A foundry binder for preparing shaped foundry products, said binder having improved breakdown, which binder comprises:(a) a resin component organic resin alkyd resins, furan resins, shell phenolic resins or acid setting phenolic resin and(b) a catalystic amount of a metal drier.
    Type: Grant
    Filed: July 16, 1984
    Date of Patent: February 4, 1986
    Assignee: Delta Resins & Refractories
    Inventors: Jordan J. Kopac, Arek Khachaturian
  • Patent number: 4546124
    Abstract: A foundry binder composition which provides foundry cores and molds of superior hot strength comprises a polyisocyanate, a polyhydroxy component and a catalyst. The polyhydroxy component is an alkoxy modified phenolic resole resin containing at least one alkoxy methylene group for every six phenolic nuclei in the resin.
    Type: Grant
    Filed: October 12, 1984
    Date of Patent: October 8, 1985
    Assignee: Acme Resin Corporation
    Inventors: Robert A. Laitar, Eduardo Gomez
  • Patent number: 4540724
    Abstract: A binder containing a phenolic resin; a polyisocyanate; a curing component, and a phosphorus halide and use thereof.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: September 10, 1985
    Assignee: Ashland Oil Inc.
    Inventors: William R. Dunnavant, John J. Gardikes, Heimo J. Langer
  • Patent number: 4507408
    Abstract: This relates to a bonding agent which is used for the production of molded foundry parts and which is composed of two basic components which harden out cold in the mixture of the molded material in the presence of a catalyst under the formation of polyurethane. One basic component is a polyol in the form of a solution of a co-condensate containing an OH group consisting of phenol, aldehyde and an alkyl phenyl siloxane with a contents of at least 3% by weight in free OH groups, if applicable in mixture with a phenol aldehyde condensate containing an OH group, and the second basic component is a polyisocyanate likewise dissolved under normal conditions. Appropriately the solvent has a content in vegetable oils, preferably castor oil.
    Type: Grant
    Filed: October 4, 1983
    Date of Patent: March 26, 1985
    Assignee: Huettenes-Albertus Chemische Werke GmbH
    Inventors: Marek A. Torbus, Aleksandar Vujevic
  • Patent number: 4478269
    Abstract: A method and composition for forming a dry free-flowing particulate solid is disclosed which utilizes a novel binder system for bonding particles of carbon, sand and/or other solid aggregate materials. The solid, non-sticky binder system comprises furfural, a phenolic novolak resin, and a liquid amine having free hydrogens on the amine nitrogen which is capable of reacting with furfural. This system is capable of adhering to such particles while retaining the free-flowing characteristics of the particles. The method involves mixing the aggregate with the furfural-phenolic novolak resin until tacky, and adding methylene chloride to the tacky mix while continuing to mix. The mix is cooled by the rapid evaporation of the methylene chloride and quickly forms the free-flowing characteristics of a powder or granulated material.
    Type: Grant
    Filed: February 16, 1982
    Date of Patent: October 23, 1984
    Assignee: QO Chemicals, Inc.
    Inventor: Denis W. Akerberg
  • Patent number: 4460629
    Abstract: The process for preparing a resin-coated casting sand by coating sand grains with a binder comprising a liquid phenolic resin component and a polyisocyanate component, the improvement of which comprises coating sand grains with an organic solvent prior to coating of the sand grains with the binder, thereby prolonging the bench life of the resulting resin-coated casting sand and enhancing the strength of a casting mold prepared from this resin-coated casting sand. Furthermore, this process enables the utilization of sand of a low grade or reclaimed sand having a high alkaline component content, that has not been used in the conventional process, and the supply of an excellent resin-coated casting sand which is capable of providing a casting mold having a high strength and has a long bench life.
    Type: Grant
    Filed: January 8, 1982
    Date of Patent: July 17, 1984
    Assignees: Toyota Jidosha Kogyo Kabushiki Kaisha, Asahi Yukizai Kogyo Kabushiki Kaisha
    Inventors: Tetsuo Haraga, Ryuji Nomura, Isao Kai, Motoyoshi Yamasaki
  • Patent number: 4459374
    Abstract: This invention is concerned with foundry binder compositions for alkaline aggregates such as reclaimed sand, Olivia sand, alumina sand, etc., which cure at ambient temperatures. The binder composition is composed of phenolic resins, polyisocyanates and a hydrogen chloride emitting substance upon hydrolysis. Curing of this composition is by gaseous amines. The hydrogen chloride emitting substance on hydrolysis is selected from the following: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 can be selected from: Hydrogen, Chlorine, alkyl, vinyl or alkoxy, or(b) Thionyl chloride, sulfuryl chloride, acid chlorides of sulfur, such as methyl chlorosulfuric acid, ethyl chloroculfuric acid.
    Type: Grant
    Filed: April 8, 1983
    Date of Patent: July 10, 1984
    Assignee: Sumitomo Durez Company, Ltd.
    Inventors: Toshiaki Nishimura, Toshiyuki Tachikawa
  • Patent number: 4426484
    Abstract: The cure of resin compositions comprising a mixture of a resole type phenol aldehyde resin and a novolac type phenol formaldehyde resin is improved by employing resorcinol as all or part of the phenolic component in the novolac type resin. The resin compositions are particularly useful as binders for foundry sand.
    Type: Grant
    Filed: October 14, 1981
    Date of Patent: January 17, 1984
    Assignee: Sumitomo Durez Company, Ltd.
    Inventors: Yukio Saeki, Katsuyuki Tanaka
  • Patent number: 4366266
    Abstract: A binder composition for making molded products in conjunction with an aggregate includes in admixture a resin component comprising an organic solvent solution of a non-aqueous phenolic resin, a hardener component comprising a liquid polyisocyanate containing at least two isocyanate groups, the resin component and hardener component being curable by a curing agent, and an additional component comprising an oil-soluble phenolic resin dissolved in a drying oil and partially cross-linked therewith.
    Type: Grant
    Filed: July 14, 1981
    Date of Patent: December 28, 1982
    Assignee: Valvoline Oil & Chemicals Ltd.
    Inventors: Tom Mitsopoulos, Satish Jhaveri, Charles Lui
  • Patent number: 4358570
    Abstract: A binder composition for foundry sands comprises (a) a polyisocyanate compound (e.g., polymethylene polyisocyanate), (b) a polyol compound (e.g., a polyol compound having as its principal constituent a polyether polyol of being at least bifunctional), and (c) an alkylphenol and/or an alkylphenol derivative (e.g., nonylphenol). In this binder composition, the equivalent weight ratio of the isocyanate group of component (a) and the hydroxyl group of component (b) is from 0.3:1 to 3:1, and the quantity of component (c) is 3 to 150 parts by weight relative to 100 parts by weight of the sum of the quantities of components (a) and (b).
    Type: Grant
    Filed: September 16, 1980
    Date of Patent: November 9, 1982
    Assignee: Mitsubishi Petrochemical Company Limited
    Inventor: Takeshi Tobinaga
  • Patent number: 4317896
    Abstract: A binder for foundry aggregate capable of being catalytically cured with a polyisocyanate and an alkaline catalyst comprising in combination, as a major portion, a butylated phenol-formaldehyde resin, a lesser amount of a resole resin and a still lesser amount of a novolac resin.
    Type: Grant
    Filed: December 10, 1980
    Date of Patent: March 2, 1982
    Assignee: International Minerals & Chemical Corp.
    Inventor: Melville J. Holik
  • Patent number: RE34092
    Abstract: This invention relates to phenolic resin compositions containing propylene glycol mono methyl ether acetate as a solvent. It also relates to the use of these compositions in foundry binders.
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: October 6, 1992
    Assignee: Ashland Oil, Inc.
    Inventor: Colleen M. Henry
  • Patent number: RE34228
    Abstract: 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: Grant
    Filed: March 2, 1992
    Date of Patent: April 20, 1993
    Assignee: Acme Resin Corp.
    Inventors: David R. Armbruster, Merlyn C. Pasion