Two Or More Aldehydes Or Derivatives Patents (Class 528/156)
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Patent number: 9018337Abstract: The present invention relates to a process for producing a polycondensation product by polycondensing monomers including (A) an aromatic or heteroaromatic compound containing a polyether chain, (B) optionally an aromatic or heteroaromatic compound which is different from monomer (A), and (C) an aldehyde, in the presence of a protonation catalyst, wherein the aldehyde is provided by a fast-releasing aldehyde source and a slow-releasing aldehyde source.Type: GrantFiled: January 26, 2011Date of Patent: April 28, 2015Assignee: Construction Research & Technology GmbHInventors: Liyi Chen, Jan Kluegge
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Patent number: 8835002Abstract: Water-dispersible core-shell microcapsules that are essentially free of formaldehyde. Also, oligomeric compositions of, and microcapsules obtained from, particular reaction products between a polyamine component and a particular mixture of glyoxal and a C4-6 2,2-dialkoxy-ethanal. These compositions and microcapsules can be used as part of a perfuming composition or of a perfumed consumer product.Type: GrantFiled: June 21, 2011Date of Patent: September 16, 2014Assignee: Firmenich SAInventors: Damien Berthier, Géraldine Leon, Nicolas Paret
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Patent number: 8759471Abstract: The invention relates a mixture of a urethane-aldehyde resin UA prepared by condensation of an aldehyde A1 and an alkyl urethane U, and of a novolak PA, to a process for the preparation of the said mixture, and a method of use thereof as adhesion promoter in rubber goods.Type: GrantFiled: May 19, 2010Date of Patent: June 24, 2014Assignee: Allnex Germany GmbHInventors: Ralph Schäfer, Peter Ziegler
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Patent number: 8674019Abstract: Composite products made with binder compositions that include one or more tannins, one or more multifunctional aldehydes, and one or more Lewis acids and methods for making same. The method can include contacting a plurality of substrates with the binder composition and at least partially curing the binder composition to produce a composite product. The one or more multifunctional aldehyde compounds can include (1) two or more carbon atoms and two or more aldehyde functional groups, or (2) two or more carbon atoms, at least one aldehyde functional group, and at least one functional group other than an aldehyde functional group. A carbon atom of at least one aldehyde functional group can have a first bond with a first tannin molecule and a second bond with (a) the first tannin molecule, (b) a second tannin molecule, or (c) an oxygen atom of the at least one aldehyde functional group.Type: GrantFiled: April 24, 2013Date of Patent: March 18, 2014Assignee: Georgia-Pacific Chemicals LLCInventors: Bobby L. Williamson, Feng Jing
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Patent number: 8614155Abstract: An enhanced prepreg for printed circuit board (PCB) laminates includes a substrate and a resin applied to the substrate. The resin includes a curable polymer and a polymerization initiator polymer having a backbone with a free radical initiator forming segment that breaks apart upon being subjected to heat to generate a plurality of non-volatile initiating species. This resin composition eliminates possible volatile loss of the free radical initiator during all processing steps in the preparation of PCB laminates. The resin may additionally include a cross-linking agent, flame retardant and viscosity modifiers. In one embodiment, a sheet of woven glass fibers is impregnated with the resin and subsequently dried or cured. The glass cloth substrate may include a silane coupling agent to couple the resin to the substrate. In another embodiment, resin coated copper (RCC) is prepared by applying the resin to copper and subsequently curing the resin.Type: GrantFiled: August 20, 2010Date of Patent: December 24, 2013Assignee: International Business Machines CorporationInventors: Dylan Joseph Boday, Joseph Kuczynski
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Publication number: 20100247941Abstract: The invention relates to aminoplast or phenoplast resins comprising the reaction product of the following compounds: a substituted or unsubstituted amine derivative or a substituted or unsubstituted phenol derivative; at least one glyoxal monoacetal; and glyoxylic acid, and also the compositions containing them and their uses as adhesives or binders.Type: ApplicationFiled: May 21, 2007Publication date: September 30, 2010Applicant: CLARIANT SPECIALTY FINE CHEMICALS (FRANCE)Inventors: Didier Wilhelm, Ngoc Can Vu
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Patent number: 7285616Abstract: There is provided a polymer electrolyte which shows excellent characteristics as proton conductive membrane of fuel cells and the like. This polymer electrolyte contains an aromatic polymer which is characterized by having a super strong acid group in a side chain.Type: GrantFiled: March 25, 2003Date of Patent: October 23, 2007Assignee: Sumitomo Chemical Company, LimitedInventors: Ken Yoshimura, Arihiro Yashiro, Mitsunori Nodono
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Patent number: 6159405Abstract: A fire resistant phenolic resole-resorcinol novolac system for a pultrusion process, having a much improved pot life of the two part mixture, lower emissions during processing and a much better surface finish of the pultruded composite when compared to a similar existing system. A method of making a phenolic resole for pultrusion including, but not limited to, the use of modified phenols such as p-phenyl phenol and nonyl phenol.Type: GrantFiled: April 29, 1999Date of Patent: December 12, 2000Assignee: Borden Chemical, Inc.Inventor: John G. Taylor
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Patent number: 6043305Abstract: Halogen-free, oligomeric or polymeric, alkylene-bridged alkyl phosphonates having the general formula ##STR1## where n is a whole number of from 1 to 20;R.sup.1 and R.sup.5 are each C.sub.1 -C.sub.6 alkyl;R.sup.2 and R.sup.4 are each C.sub.2 -C.sub.10 alkyl andR.sup.3 is C.sub.2 -C.sub.10 alkyl.The use of such phosphonates as, or in connection with, a flame-retardant (e.g. for polyurethane foams, resins and composites, epoxy resins, phenolic resins, paints, varnishes or textiles).Type: GrantFiled: November 10, 1997Date of Patent: March 28, 2000Assignee: Albright & Wilson UK LimitedInventors: Christopher John Harris, Gary Woodward, Andrew John Taylor, Jasvir Singh Manku
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Patent number: 5932389Abstract: This invention relates to alternating and block copolymer resins of uniform and controlled chain length and methods for preparing the same. The alternating copolymer resins are formed from the reaction of a bisoxymethylphenol, a reactive phenolic compound and a monooxymethylphenol. The alternating copolymer may then be further reacted with a second reactive compound in the presence of an aldehyde to form the substantially blocked copolymer. The resins of the invention are characterized by a low molecular weight distribution. The resins are useful for the formulation of high resolution photoresist materials.Type: GrantFiled: February 20, 1998Date of Patent: August 3, 1999Assignee: Shipley Company, L.L.C.Inventor: Anthony Zampini
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Patent number: 5847058Abstract: A process for the production of a storage-stable, modified phenol-aldehyde resol resin includes the use of an alkylresorcinol modifier and preferably a readily-available mixture of alkylresorcinols. A binder system includes the modified phenol-aldehyde resin combined with a curing agent that includes an additional source of an aldehyde, e.g., a phenol-formaldehyde resin. The resin and binder system are useful in the production of a wood composite (such as plywood, oriented strandboard, or fiberboard).Type: GrantFiled: April 5, 1996Date of Patent: December 8, 1998Assignee: Masonite CorporationInventor: Zygmunt Teodorczyk
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Patent number: 5763558Abstract: A process for hardening a composition and a hardenable composition, in wh there are used:at least one novolac resin;at least one hardener of the resin, selected from the group consisting of substituted melamines;at least one compound comprising at least one ##STR1## group, this compound being without methylol group and ether group corresponding to methylol, and/or at least one reagent capable of giving such a compound under the conditions of the hardening.The hardening of the resin is caused by the action of heat.Type: GrantFiled: June 11, 1996Date of Patent: June 9, 1998Assignee: Compagnie Generale Des Etablissements Michelin-Michelin & CieInventors: Brigitte Marie Chauvin, Olivier Durel
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Patent number: 5719228Abstract: The present invention relates to a glass fiber binding composition having an effective binding amount of an aqueous compatible furan resin mixed with sufficient water to result in a binding composition having from 0.5 to 80% nonvolatile. The aqueous compatible furan resin is the reaction product of a source of ammonia and a first reaction product, the first reaction product being derived from the reaction of an acidic furan resin, a source of reactable formaldehyde, and a formaldehyde scavenger. The invention further pertains to a process of binding glass fibers at junctions of the fibers comprising the steps of providing glass fibers, applying an effect binding amount of the binding composition of the invention to the glass fibers such that the binder is present at a portion of the junctions, and curing the resin at the junctions of the glass fibers.Type: GrantFiled: January 6, 1995Date of Patent: February 17, 1998Assignees: Schuller International, Inc., QO Chemicals Inc.Inventors: Thomas John Taylor, William Henry Kielmeyer, Carl A. Rude
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Patent number: 5698657Abstract: Flexible epoxy resins are made by curing the epoxy with an amine curing agent in the presence of a low molecular weight acrylate copolymer made from a major amount of a lower aliphatic ester or amide of acrylic or methacrylic acid and a minor amount of an ethylenically unsaturated monomer having functionality reactive with functional groups present in the epoxy resin or its curing agent. The acrylate copolymer has a number average molecular weight in the range of 1000 to 6000, preferably 2000 to 3000, and a ratio of weight average to number average molecular weight in the range of 1 to 3.5. Copolymers of butylacrylate and acrylic acid or maleic anhydride are favored. Further advantages are realized by including in the cure formulation a monofunctional diluent reactive with the curative.Type: GrantFiled: August 3, 1995Date of Patent: December 16, 1997Assignee: Air Products and Chemicals, Inc.Inventors: Mark David Conner, Richard Henry Bott, William Edward Starner, Lloyd Mahlon Robeson
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Patent number: 5684114Abstract: A two-part adhesive is provided wherein the first part comprises a stable aqueous alkaline monohydroxylic phenolic resole resin solution containing a methylene donor such as oxazolidine or a methylolurea and the second part comprises a stable resorcinolic resin precondensate having a shortage of formaldehyde and optionally containing a catalyst such as an ester functional compound for the resole resin. The resin in each part exhibits viscosity stability of an unmodified resin until mixed with the other part wherein the methylene donor, of the first part catalyzes the resorcinolic resin of the second part and the catalyst, when used, of the second part catalyzes the monohydroxylic phenolic resole resin of the first part. The adhesive finds utility in the production of structural lignocellulosic panels.Type: GrantFiled: June 7, 1995Date of Patent: November 4, 1997Assignee: Borden Chemical, Inc.Inventors: Earl K. Phillips, William D. Detlefsen, Fred E. Carlson
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Patent number: 5654344Abstract: The invention relates to a process for the production of rigid to semirigid polyurethane foams having an increased proportion of open cells and reduced shrinkage using recyclate polyols. The invention furthermore relates to the rigid to semirigid polyurethane foams produced by this process.Type: GrantFiled: April 3, 1995Date of Patent: August 5, 1997Assignee: BASF AktiengesellschaftInventors: Peter Falke, Inge Rotermund, Bernhard Naber
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Patent number: 5646219Abstract: A process for the production of a modified phenol-aldehyde resin which may form a binder system when combined with a curing agent which includes an additional source of an aldehyde, e.g., a phenol-formaldehyde resin. The inventive phenol-aldehyde resin may be modified with compounds from one of the following classes: (1) dihydroxybenzenes, (2) aminophenols, and (3) phenylenediamines. The resin and adhesive are useful in the production of a wood composite (such as plywood, oriented strandboard, or fiberboard).Type: GrantFiled: June 7, 1995Date of Patent: July 8, 1997Assignee: Masonite CorporationInventor: Zygmunt Teodorczyk
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Patent number: 5589553Abstract: A resin suitable for use as a photoresist that is the esterification product of an o-quinonediazide compound and an aromatic novolak resin. The aromatic novolak resin may be the condensation product of a reactive phenol with a bis(hydroxymethyl)phenol or an aromatic aldehyde. The aromatic resin may be chain extended by further reaction with an additional aldehyde. The resin has a maximum of 20 percent of its phenolic hydroxyl groups esterified with the o-quinonediazide sulfonate compound.Type: GrantFiled: March 29, 1995Date of Patent: December 31, 1996Assignee: Shipley Company, L.L.C.Inventors: Anthony Zampini, Peter Trefonas, III
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Patent number: 5534612Abstract: The present invention relates to a glass fiber binding composition having an effective binding amount of an aqueous compatible furan resin mixed with sufficient water to result in a binding composition having from 0.5 to 80% nonvolatile. The aqueous compatible furan resin is the reaction product of a source of ammonia and a first reaction product, the first reaction product being derived from the reaction of an acidic furan resin, a source of reactable formaldehyde, and a formaldehyde scavenger. The invention further pertains to a process of binding glass fibers at junctions of the fibers comprising the steps of providing glass fibers, applying an effect binding amount of the binding composition of the invention to the glass fibers such that the binder is present at a portion of the junctions, and curing the resin at the junctions of the glass fibers.Type: GrantFiled: May 19, 1993Date of Patent: July 9, 1996Assignee: Schuller International, Inc.Inventors: Thomas J. Taylor, William H. Kielmeyer
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Patent number: 5494785Abstract: A phenolic novolak composition prepared by a process comprising the steps of:(1) reacting a first phenolic monomer comprising a major portion of at least one trifunctional phenolic monomer with a first aldehyde source in the absence of a catalyst at a reaction temperature from about 100.degree. C. to about 200.degree. C. and at a reaction pressure of about 2 to about 15 atmospheres to form a phenolic oligomer having a weight average molecular weight from about 500 to about 2,000, having ortho-ortho bonding of about 55% to about 75% of the methylene bonds between the phenolic moieties; and having a time to clear of less than 125 seconds per micron; wherein the mole ratio of said first aldehyde source to said first phenolic monomer is from about 0.3:1.0 to about 0.55:1.0; and(2) then reacting said oligomer with an optional second phenolic source and a second aldehyde source at a temperature from about 80.degree. C. to about 150.degree. C.Type: GrantFiled: January 17, 1995Date of Patent: February 27, 1996Assignee: OCG Microelectronic Materials, Inc.Inventors: Joseph J. Sizensky, Thomas R. Sarubbi, Medhat A. Toukhy
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Patent number: 5473045Abstract: A phenolic novolak composition prepared by a process comprising the steps of:(1) reacting a first phenolic monomer comprising a major portion of at least one trifunctional phenolic monomer with a first aldehyde source in the absence of a catalyst at a reaction temperature from about 100.degree. C. to about 200.degree. C. and at a reaction pressure of about 2 to about 15 atmospheres to form a phenolic oligomer having a weight average molecular weight from about 500 to about 2,000, having ortho--ortho bonding of about 55% to about 75% of the methylene bonds between the phenolic moieties; and having a time to clear of less than 125 seconds per micron; wherein the mole ratio of said first aldehyde source to said first phenolic monomer is from about 0.3:1.0 to about 0.55:1.0; and(2) then reacting said oligomer with an optional second phenolic source and a second aldehyde source at a temperature from about 80.degree. C. to about 150.degree. C.Type: GrantFiled: January 17, 1995Date of Patent: December 5, 1995Assignee: OCG Microelectronic Materials, Inc.Inventors: Joseph J. Sizensky, Thomas R. Sarubbi, Medhat A. Toukhy
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Patent number: 5470924Abstract: A process for forming a phenol formaldehyde resin including the steps of: (i) forming a first additive including a glycol and an aromatic dicaborxylic acid; (ii) adding said first additive as well as an alpha hydroxy acid to a first resin component comprising resin precursors including phenol, formaldehyde, an acid catalyst or a base catalyst after said precursors have reacted for 40-55 minutes and/or when water has separated from said precursors; (iii) isolating or storing said first resin component which is maintained in a non cured state by the addition of said first additive; (iv) forming a second additive including zinc chloride, an alpha hydroxy acid, para toluene sulphonic acid, sulphuric or hydrochloric acid and a non aqueous solvent; (v) adding said second additive to a second resin component which includes resin precursors phenol, formaldehyde, methanol and an aliphatic dicarboxylic acid after said precursors have reacted for 20-30 minutes; (vi) combining said first resin component and said second rType: GrantFiled: November 24, 1993Date of Patent: November 28, 1995Inventor: Barry W. Ryan
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Patent number: 5468590Abstract: A positive resist composition containing a quinone diazide compound and an alkali-soluble resin which contains a resin (A) obtained by a condensation reaction of an aldehyde compound, at least one phenol compound of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently a hydrogen atom, or a C.sub.1 -C.sub.4 alkyl or alkoxy group, and j is 1 or 2, and at least one compound of the formula: ##STR2## wherein R'.sub.1, R'.sub.2, R'.sub.3, R'.sub.4, R'.sub.5 and R'.sub.6 are independently a hydrogen atom, or a C.sub.1 -C.sub.4 alkyl or alkoxy group, R'.sub.7 is a hydrogen, a C.sub.1 -C.sub.4 alkyl group or an aryl group, and k, m and n are independently 0, 1 or 2 provided that a sum of k, m and n is larger than 2, which composition is excellent in balance among various properties such as a profile, a sensitivity, heat resistance and a depth of focus.Type: GrantFiled: November 29, 1994Date of Patent: November 21, 1995Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuhiko Hashimoto, Haruyoshi Osaki, Chinehito Ebina, Kyoko Nagase, Hiroshi Moriuma, Yasunori Uetani
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Patent number: 5413894Abstract: A phenolic novolak composition prepared by a process comprising the steps of:(1) reacting a first phenolic monomer comprising a major portion of at least one trifunctional phenolic monomer with a first aldehyde source in the absence of a catalyst at a reaction temperature from about 100.degree. C. to about 200.degree. C. and at a reaction pressure of about 2 to about 15 atmospheres to form a phenolic oligomer having a weight average molecular weight from about 500 to about 2,000, having ortho-ortho bonding of about 55% to about 75% of the methylene bonds between the phenolic moieties; and having a time to clear of less than 125 seconds per micron; wherein the mole ratio of said first aldehyde source to said first phenolic monomer is from about 0.3:1.0 to about 0.55:1.0; and(2) then reacting said oligomer with an optional second phenolic source and a second aldehyde source at a temperature from about 80.degree. C. to about 150.degree. C.Type: GrantFiled: May 7, 1993Date of Patent: May 9, 1995Assignee: OCG Microelectronic Materials, Inc.Inventors: Joseph J. Sizensky, Thomas R. Sarubbi, Medhat A. Toukhy
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Patent number: 5372909Abstract: A photosensitive resin composition comprising an alkali-soluble resin, a quinonediazide-type photosensitive compound and a solvent, as the main components, wherein the alkali-soluble resin is a polycondensation product of 1 at least one phenolic compound of the following formula (A) and 2 (a) formaldehyde and (b) at least one ketone or aldehyde of the following formula (B), and the mixing ratio of the formaldehyde (a) to the ketone or aldehyde (b) is within a range of from 1/99 to 99/1 in terms of the molar ratio of (a)/(b): ##STR1## wherein R.sup.1 is a group of the formula R.sup.2, OR.sup.3, COOR.sup.4 or CH.sub.2 COOR.sup.5 wherein R.sup.2 is a C.sub.1-4 alkyl group, each of R.sup.3, R.sup.4 and R.sup.5 which are independent of one another, is a hydrogen atom or a C.sub.1-4 alkyl group, n is an integer of from 0 to 3, provided that when n is 2 or 3, a plurality of R.sup.1 are the same or different, and each of R.sup.6 and R.sup.7 which are independent of each other, is a hydrogen atom, a C.sub.Type: GrantFiled: September 22, 1992Date of Patent: December 13, 1994Assignee: Mitsubishi Kasei CorporationInventors: Mineo Nishi, Koji Nakano, Yoshihiro Takada
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Patent number: 5354788Abstract: A phenolic resole resin for use as a foundry binder which has been internally modified to reduce its hot strength and thereby enhance its shakeout property is disclosed. The resin is the reaction product of a phenolic compound; a dialdehyde; and formaldehyde. A process of preparing such resin is also disclosed, comprising first reacting the phenolic compound and the dialdehyde, and subsequently reacting the product with the formaldehyde. The resin may be, in a preferred embodiment, an ester-curable alkaline phenolic resin. Also disclosed are a raw batch formulation including the resin of the invention, and foundry articles prepared therefrom.Type: GrantFiled: September 10, 1993Date of Patent: October 11, 1994Assignee: Borden, Inc.Inventors: Calvin K. Johnson, David R. Armbruster, Sudhir K. Trikha
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Patent number: 5350827Abstract: A novolak resin composition comprising at least one unit of the reaction product of a para-, para-bonded bisphenol having formula (A): ##STR1## wherein R.sub.1 =hydrogen, lower alkyl group having 1-4 carbon atoms, halogen, or lower alkoxy group having 1-4 carbon atoms;wherein R.sub.2 =hydrogen or lower alkyl group having 1-4 carbon atoms; andwherein X is selected from the group consisting of: CH.sub.2, CH(CH.sub.3), C(CH.sub.3).sub.2, O, and S;with a bismethylol monomer selected from a difunctional ortho-, ortho-phenolic bismethylol of Formula (B), a difunctional ortho-, para-phenolic bismethylol of Formula (C): ##STR2## wherein R.sub.3 is selected from CH.sub.3, CH.sub.2 CH.sub.3, Cl, and Br; andwherein R.sub.4 is selected from H and CH.sub.3.Type: GrantFiled: February 9, 1994Date of Patent: September 27, 1994Assignee: OCG Microelectronic Materials, Inc.Inventors: Thomas R. Sarubbi, Joseph J. Sizensky
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Patent number: 5302688Abstract: Block phenolic oligomers of the formula (I): ##STR1## These may be reacted alone or with selected phenolic monomers during or after the formation of a phenolic novolak resin thereby said resin having at least one unit of formula (II): ##STR2##Type: GrantFiled: December 3, 1992Date of Patent: April 12, 1994Assignee: OCG Microelectronic Materials, Inc.Inventors: Alfred T. Jeffries, III, Kenji Honda, Andrew J. Blakeney, Sobhy Tadros
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Patent number: 5182184Abstract: Novolak resins are provided which are the condensation product of (a) a phenol, phenol derivative, or mixtures thereof, and (b) a mixture of formaldehyde or a formaldehyde precursor and (1) a monohydroxy aromatic aldehyde and wherein at least a portion of the hydroxyl groups thereof are esterified or (2) a mixture of at least one monohydroxy aromatic aldehyde and at least one non-hydroxylic aromatic aldehyde; the novolak resins having a hydroxyl number of from about 120 to about 180 grams of resin per equivalent of hydroxyl. The novolak resins are especially useful in positive photoresist formulations and have enhanced photospeed and film loss characteristics as well as improved thermal stability.Type: GrantFiled: February 5, 1990Date of Patent: January 26, 1993Assignee: Morton International, Inc.Inventors: Richard M. Lazarus, Randall Kautz, Sunit S. Dixit
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Patent number: 5130409Abstract: Novolak resins are provided which are the condensation product of (a) a phenol, phenol derivative, or mixtures thereof, and (b) a mixture of formaldehyde or a formaldehyde precursor and an aromatic aldehyde. When the aromatic aldehyde is a monohydroxy aromatic aldehyde, the novolak resin is especially useful in positive photoresist formulations.Type: GrantFiled: November 16, 1990Date of Patent: July 14, 1992Assignee: Morton International, Inc.Inventors: Richard M. Lazarus, Randall Kautz, Sunit S. Dixit
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Patent number: 5089589Abstract: The preparation of novolaks from phenols or mixtures of different phenols, and oxo compounds or mixtures of oxo compounds by condensation of the reactants in a medium having a low water content in homogeneous phase at temperature of .gtoreq.110.degree. C., preferably between 115.degree. and 200.degree. C. and preferably at normal pressure, in the presence of water-immiscible and/or only partially water-miscible inert organic solvents and of acids as catalysts with removal of water by distillation, the medium having a low water content being prepared or maintained by distilling off water from the reaction mixture, preferably by azeotropic distillation. Particular advantages are obtained when readily volatile oxo compounds, in particular aqueous formaldehyde solutions, are used.Type: GrantFiled: January 22, 1990Date of Patent: February 18, 1992Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Hesse, Klaus Hofmann, Erhard Leicht
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Patent number: 5075413Abstract: A fire resistant resin for use as a binder in reinforced plastics and a resultant reinforced plastic includes the reaction product of (a) at least one resorcinol component selected from the group consisting of resorcinol and resorcinol formaldehyde novolak resin, and (b) a phenolic resole resin. The reaction may be achieved in the presence of an alkaline catalyst.A method of making a fire resistant resin binder for reinforced plastics and the method of making such reinforced plastics including, (a) at least one resorcinol component selected from the group consisting of resorcinol and resorcinol formaldehyde novolak resin, and (b) a phenolic resole resin. The reaction may be achieved in the presence of an alkaline catalyst.Type: GrantFiled: September 4, 1990Date of Patent: December 24, 1991Assignee: Indspec Chemical CorporationInventor: Theodore H. Dailey, Jr.
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Patent number: 5075414Abstract: A fire resistant resin for use as a binder in reinforced plastics and a resultant reinforced plastic includes the reaction product of (a) at least one resorcinol component selected from the group consisting of resorcinol and resorcinol formaldehyde novolak resin, and (b) a phenolic resole resin. The reaction may be achieved in the presence of an alkaline catalyst.A method of making a fire resistant resin binder for reinforced plastics and the method of making such reinforced plastics including, (a) at least one resorcinol component selected from the group consisting of resorcinol and resorcinol formaldehyde novolak resin, and (b) a phenolic resole resin. The reaction may be achieved in the presence of an alkaline catalyst.Type: GrantFiled: September 4, 1990Date of Patent: December 24, 1991Assignee: Indspec Chemical CorporationInventor: Theodore H. Dailey, Jr.
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Patent number: 5053479Abstract: A phenolic novolak resin comprising the product of a condensation reaction of an aldehyde comprising a haloacetaldehyde source or a mixture of a haloacetaldehyde source and a formaldehyde source with a phenolic monomer comprising at least one compound of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are individually selected from hydrogen or a one to four carbon alkyl group and wherein the ratio of total carbon atoms in the sum of R.sub.1, R.sub.2 and R.sub.3 to the total number of phenolic nuclei in said resin is from about 0.5:1 to about 1.5:1 in the presence of a solvent; said resin made by employing a molar ratio of total aldehyde to total phenolic monomers from about 0.33:1 to about 0.70:1. These phenolic resins are suitable for use in light-sensitive compositions (e.g. positive-working photoresists).Type: GrantFiled: June 18, 1990Date of Patent: October 1, 1991Assignee: OCG Microelectronic Materials, Inc.Inventors: Andrew J. Blakeney, Thomas Sarubbi, Joseph J. Sizensky
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Patent number: 4820576Abstract: A flame-retardant polymer is created by forming a first resin typically by reacting resorcinol with furfural in a ratio of one mole of the former to less than a mole of the latter in the presence of an alkaline catalyst. A resole is then formed by reacting typically phenol with formaldehyde in a ratio of one mole of phenol to more than a mole of the aldehyde in the presence of an alkaline catalyst. The first resin and resole are mixed together with a powered oxyborate compound such as zinc borate and allowed to polymerize to form the polymer.Type: GrantFiled: February 18, 1988Date of Patent: April 11, 1989Assignee: Fiber Materials, Inc.Inventor: Harold E. Duryea
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Patent number: 4801678Abstract: A rechargeable electrochemical storage cell comprising a housing, in the interior of which is an anode and a cathode spaced from each other and both provided with a core of glassy carbon, graphite or carbon cloth and both anode and cathode having thereon an electrodeposited coating of poly(2,6-naphthoquinone), said anode and cathode having therebetween an electrolyte of a buffer at a pH in the range of about 6 to 9.Type: GrantFiled: October 6, 1986Date of Patent: January 31, 1989Assignee: Georgetown UniversityInventors: Vaclav Horak, Mani Mala
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Patent number: 4454298Abstract: A granular or powdery resin which is a condensation product of a phenol and an aldehyde and optionally a nitrogen-containing compound having at least two active hydrogens, 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 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 500 ppm, and(D) having a methanol solubility (S) of more than 20% by weight when about 10 g of the resin is heated under reflux in 500 ml of substantially anhydrous methanol.Type: GrantFiled: December 23, 1982Date of Patent: June 12, 1984Assignee: Kanebo Ltd.Inventors: Hiroaki Koyama, Shigeo Shimizu
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Patent number: 4454311Abstract: The invention provides a polycondensation product of(a) sulfamic acid (H.sub.2 N--SO.sub.3 H) and/or at least one N-substituted organic derivative of the sulfamic acid as such or in the form of their salts,(b) formaldehyde and/or glyoxal(c) melamine and/or at least one phenolic compound.This polycondensation product may be used as at least one component in a material for construction.Type: GrantFiled: September 30, 1982Date of Patent: June 12, 1984Assignee: Sika AG, vorm. Kaspar Winkler & Co.Inventors: Theodor Burge, Jurg Widmer, Theodor Meyer, Ulrich Sulser
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Patent number: 4414379Abstract: 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: GrantFiled: June 16, 1982Date of Patent: November 8, 1983Assignees: Kanebo Ltd., Mitsubishi Chemical Industries LimitedInventors: Hiroaki Koyama, Shigeo Shimizu
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Patent number: 4414378Abstract: 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: GrantFiled: April 15, 1982Date of Patent: November 8, 1983Assignee: Mitsubishi Chemical Industries LimitedInventors: Hiroaki Koyama, Shigeo Shimizu
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Patent number: 4379866Abstract: Tris (hydroxymethyl) nitromethane is used as the formaldehyde-source, cross-linking agent for a phenol-formaldehyde or resorcinol polymer resin binder system for a plugging refractory to enhance the plugging refractory's ability to withstand residence periods in a mud gun without premature solidification.Type: GrantFiled: September 14, 1981Date of Patent: April 12, 1983Assignee: General Refractories CompanyInventors: Francis W. Henry, Jr., Subrata Banerjee
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Patent number: 4309527Abstract: Flame retardant polymer resins formed by an acid condensation reaction from a mixture of resorcinol and furfural with a molar excess of the aldehyde. In one particular embodiment the resin is formed of a mixture of two prepolymer solutions with at least a boric acid catalyst, one or both of the prepolymer solutions being an acid-condensation reaction product of resorcinol and furfural with excess aldehyde functionality, or one of the prepolymers being a mix of substantially unreacted resorcinol and furfural with a slight molar excess of aldehyde.Type: GrantFiled: February 9, 1981Date of Patent: January 5, 1982Assignee: Fiber Materials, Inc.Inventors: Lawrence E. McAllister, Herbert Dietrich
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Patent number: 4308180Abstract: 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: GrantFiled: March 19, 1980Date of Patent: December 29, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Haruki Okamura, Tetsuo Yamaguchi, Tamaki Ishii
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Patent number: 4244906Abstract: Phenol-aldehyde resins are prepared by condensing phenol with formaldehyde and isobutyraldehyde in the presence of an alkali. The resulting resins are particularly suited for manufacturing products such as fiberboard and chipboard.Type: GrantFiled: May 14, 1979Date of Patent: January 13, 1981Assignee: Deutsche Texaco AktiengesellschaftInventors: Karl-Heinz Heinemann, Georg Michalczyk, Gerd Ripkens
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Patent number: 4107127Abstract: A resinous product has high resistance to flame spread, low heat release, and exhibits a low smoke-developed rating when exposed to flame or to indirect or radiant heat, and is flexible, tough, free of hydraulic cement, and resistant to cracking and embrittlement upon curing. Such a product is the condensation product of resorcinol with or without included phenol, and a minor amount of paraformaldehyde and aqueous formaldehyde solution. The resorcinol starting material of this invention can also suitably be used in the form of a B-stage or partially cured resin of resorcinol-phenol-formaldehyde which is then condensed with the paraformaldehyde and, if necessary, additional formaldehyde. The product is useful as a cast material or as laminated with fiberglass or can contain fillers or the like. A method of making the product and articles is provided.Type: GrantFiled: April 29, 1977Date of Patent: August 15, 1978Inventor: Lawrence E. Shea