Phenol Ether Patents (Class 528/154)
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Patent number: 5025095Abstract: Substituted diallylphenol derivatives are useful as reactive diluents for bismaleimides. Formulations comprising bismaleimides and substituted diallylphenol derivatives are particularly useful in resin transfer molding and filament winding techniques.Type: GrantFiled: October 12, 1990Date of Patent: June 18, 1991Assignee: Ciba-Geigy CorporationInventors: Yefim Blyakhman, Byung H. Lee
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Patent number: 4987198Abstract: There is provided thermosetting resin compositions suitable for injection molding compounds having an apparent curing rate of 0.7 and 0.008 cm/sec respectively at 170.degree. C. and 110.degree. C. by a disk cure tester and an apparent activation energy of at least 26 Kcal/mol, by the addition of fluidity modifiers selected from ether compounds having methylene ether type structure, ester compounds having methylene groups connected with carbonyl ether groups and alcohol compounds having methylene groups connected with hydroxyl groups, to phenolic resin, hexamethylenetetramine, fillers and additives.Type: GrantFiled: October 24, 1988Date of Patent: January 22, 1991Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tsukuru Izukawa, Shuhei Ikado, Toshiyuki Enomoto
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Patent number: 4987206Abstract: This invention relates to a process for cross-linking polymers that contain aromatic ether containing rings by heating the polymers together with selected halocarbon compounds. The crosslinked polymers have improved chemical resistance.Type: GrantFiled: June 4, 1990Date of Patent: January 22, 1991Assignee: E. I. du Pont de Nemours and CompanyInventor: Israel A. David
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Patent number: 4888409Abstract: Thermotropic copolyazomethines having a mesophase temperature range lying within a desired range of values are obtained by copolymerizing terephthalic aldehyde with at least two different 1,n-bis(4-aminophenoxy)alkanes.Such copolyazomethines are particularly useful as reinforcing materials for the usual thermoplastic polymers, such as polycarbonate, polybutyleneterephthalate, polyethyleneterephthalate and polyamides.Type: GrantFiled: December 6, 1988Date of Patent: December 19, 1989Assignee: Eniricerche S.p.A.Inventors: Ugo Pedretti, Cesarina Bonfanti, Enrico Montani, Hassan A. Hakemi, Arnaldo Roggero
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Patent number: 4843143Abstract: An improved process for increasing the rate of the copolymerization of mixtures of polyphenolic compounds having more than two phenolic hydroxyl groups per molecule and bis-oxazolines comprising carrying out the copolymerization in the presence of a catalytic amount of a halohydrocarbon at a temperature in the range of from about 130.degree. C. to 150.degree. C. is described.Type: GrantFiled: April 18, 1988Date of Patent: June 27, 1989Assignee: Ashland Oil, Inc.Inventors: Billy M. Culberton, Omar Tiba
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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: 4816498Abstract: Oligomeric condensation products of certain dialdehydes and phenols can be end-capped with a vinylbenzyl moiety and certain other moieties, especially alkyl groups, to afford thermosetting resins particularly valuable in making laminated circuit boards. Resins prepared by the reaction of 1 molar proportion of glyoxal with from 3 to 4 molar proportions of phenol and end-capped with from 50 to 85% vinylbenzyl groups with the remainder being alkyls of 1 through 11 carbon atoms are particularly useful.Type: GrantFiled: November 30, 1987Date of Patent: March 28, 1989Assignee: Allied-Signal Inc.Inventors: Joseph J. Zupancic, Jean M. J. Frechet, Andrew M. Zweig, Jeffery P. Conrad
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Patent number: 4806267Abstract: Compositions having 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 2as described.Type: GrantFiled: January 15, 1988Date of Patent: February 21, 1989Assignee: Ashland Oil, Inc.Inventors: Billy M. Culbertson, Omar Tiba
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Patent number: 4774282Abstract: Novel curable resin compositions are disclosed containing an aromatic cyanate ester and an allyl ether of a bisphenol as a modifier. These compositions provide improved prepregs and composites. Additional modifiers including epoxy resins and bismaleimides may be included.Type: GrantFiled: November 20, 1986Date of Patent: September 27, 1988Assignee: Amoco CorporationInventor: Shahid P. Qureshi
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Patent number: 4745172Abstract: Phenolic resins obtained by condensation from alkylphenol, aldehyde, polyamine and polyether in a molar ratio of 1:0.7 to 1.3:0.005 to 0.2:0.001 to 0.3 are suitable as tackifiers for rubber mixtures.Type: GrantFiled: August 13, 1986Date of Patent: May 17, 1988Assignee: Bayer AktiengesellschaftInventors: Thomas Scholl, Reinhard Preuss, Manfred Abele, Hermann Fries, Theo Kempermann
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Patent number: 4698401Abstract: A polyfunctional reaction product having functional phenolic OH groups is made available by reacting a phenol and an alkoxylated amino-aldehyde condensation product in the presence of a solvent and of an acid catalyst. This method makes it possible to prepare a polyfunctional phenolic reaction product which is soluble in organic solvents at a low ratio of phenolic OH groups to alkoxy groups without gelling. The reaction product is particularly useful as a curing agent for epoxy resins.Type: GrantFiled: September 9, 1985Date of Patent: October 6, 1987Assignee: The Dow Chemical CompanyInventors: Dieter H. Klein, Raymond Koenig
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Patent number: 4650840Abstract: There are disclosed thermosetting resoles containing chemically bonded boron, tungsten and/or zirconium atoms. The metal containing resoles of this invention are useful, for example, as reimpregnation resins.Type: GrantFiled: October 11, 1985Date of Patent: March 17, 1987Assignee: HitcoInventor: Paul V. Mosher
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Patent number: 4585837Abstract: There are disclosed thermosetting resoles containing chemically bonded boron, tungsten and/or zirconium atoms. The metal containing resoles of this invention are useful, for example, as reimpregnation resins.Type: GrantFiled: January 16, 1985Date of Patent: April 29, 1986Assignee: HitcoInventor: Paul V. Mosher
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Patent number: 4579876Abstract: A polyol comprising an alkoxylated modified resole, said modified resole being formed by the reaction of(i) a phenolic compound and/or mixtures of homologues thereof,(ii) urea and/or melamine,(iii) an organic primary and/or secondary amine group-containing compound, and(iv) an aldehyde.Type: GrantFiled: January 10, 1985Date of Patent: April 1, 1986Assignee: Mobay Chemical CorporationInventor: Miltiadis I. Iliopulos
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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: 4500691Abstract: Phenol-novolaks containing amino groups of formulas VI and VII ##STR1## wherein R.sup.1 is halogen, nitro, alkyl, alkoxy or phenyl, R.sup.2 is hydrogen, alkyl, cycloalkyl, phenyl or furfuryl, R.sup.3 is hydrogen or alkyl, R.sup.4 and R.sup.5 independently are alkyl, halogen, nitro or cyano, and x is 1 to 8, are obtained by reacting the corresponding phenol-novolak with an aldehyde or ketone of formula II ##STR2## and with a substituted aniline of formula III or IV ##STR3## in a molar ratio of 1 mol of phenol-novolak to 2 mols of compound of formula II and to 2 mols of compound of formula III or IV in an acid medium at a pH value of 0.5 to 3.0. The phenol-novolaks containing amino groups are useful curing agents for epoxy resins and are also suitable as starting compounds for the preparation of epoxy resins.Type: GrantFiled: January 6, 1984Date of Patent: February 19, 1985Assignee: Ciba-Geigy CorporationInventors: Friedrich Stockinger, Theobald Haug
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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: 4468507Abstract: Large-scale preparation of branched novolacs by the acid catalyzed, exothermic condensation of methylol-reactive phenols with polymethylol diphenols is made practical by first carrying out the reaction on a scale which permits temperature control simply by cooling and then separately adding more of the premixed reactants and the catalyst at rates such that the temperature of the reaction mixture can readily be controlled.Type: GrantFiled: November 21, 1983Date of Patent: August 28, 1984Assignee: The Dow Chemical CompanyInventor: Theodore L. Parker
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Patent number: 4448951Abstract: 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: January 17, 1983Date of Patent: May 15, 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: 4433129Abstract: This invention is directed to hemi-formals having the following formulas: ##STR1## wherein b is 1 to about 5, c is 1 to about 3, d is 0 to about 2, the sum of c and d does not exceed 3 and is equal to or greater than 1 and n has a value equal to or greater than 1. These materials can be used to manufacture phenolic resins and are adaptable to liquid injection molding processes.Type: GrantFiled: January 19, 1982Date of Patent: February 21, 1984Assignee: Union Carbide CorporationInventors: George L. Brode, Sui-Wu Chow
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Patent number: 4430491Abstract: Thermoplastic and thermoset polymeric compositions, having particular utility in the area of molding applications, are obtained by reacting a compound containing a plurality of oxazoline groups with a phenol or a phenolic resin each containing a plurality of aromatic hydroxyl groups.Type: GrantFiled: September 30, 1982Date of Patent: February 7, 1984Assignee: Ashland Oil, Inc.Inventors: Billy M. Culbertson, Timothy A. Tufts
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Patent number: 4429103Abstract: An aromatic polyesterpolycarbonate containing a dihydroxy-diaryl compound residue, a terephthalic acid residue and/or isophthalic acid residue, and a carbonate bond in a molar ratio of 1:0.25-0.75:0.75-0.25 is prepared by first mixing and reacting an aqueous alkaline solution of a dihydroxy-diaryl compound, an organic solvent solution of terephthaloyl chloride and/or isophthaloyl chloride, and phosgene to obtain a polyesterpolycarbonate oligomer having --OCOCl groups, --COCl groups and --OH groups as end groups and then subjecting the oligomer to polycondensation with a caustic alkali in the substantial absence of the dihydroxy-diaryl compound.Type: GrantFiled: March 19, 1982Date of Patent: January 31, 1984Assignee: Mitsubishi Chemical Industries, LimitedInventors: Katsuhisa Kohyama, Katsuyuki Sakata, Shinji Ono
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Patent number: 4368298Abstract: A process for producing a novolak-type epoxy resin, which comprises reacting a halohydrin ether of a phenol compound with an aldehyde compound in the presence of an acid catalyst, and thereafter treating the product with a cyclizing agent to form an epoxy ring.Type: GrantFiled: February 13, 1981Date of Patent: January 11, 1983Inventors: Kiyoaki Okayama, Makoto Nishizuka
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Patent number: 4340700Abstract: A process for preparing a resin containing phenolic groups, in which an aralkylene ether of formula ROCH.sub.2.Ar. CH.sub.2 OR, wherein Ar represents a phenylene group and R is an alkyl group of 1-4 carbon atoms, is reacted with a phenol containing 1-3 hydroxyl groups and at least 2 hydrogen atoms in the aromatic phenolic nucleus, wherein (1) an ether composition which comprises at least 50 molar % e.g. 50-100% of said ether and the remainder of said composition, if any i.e. up to 50% (such as 0.1-50%) is selected from aromatic compounds each with an Ar nucleus having two substituents selected from CH.sub.3, CH.sub.2 OR, CHO, CH(OR).sub.2, said phenol and (2) an added compound of formula R'CHO or R'CH (OR.sup.2).sub.2, wherein R' is monovalent phenyl group or substituted phenyl group, in which each substituent is an alkyl group of 1-4 carbon atoms or a chlorine atom, and R.sup.Type: GrantFiled: August 19, 1981Date of Patent: July 20, 1982Assignee: Albright & Wilson LimitedInventor: Alfred G. Edwards
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Patent number: 4337334Abstract: A process for producing a phenolic resin comprising condensing a phenol component and an aldehyde component, characterized in that the phenol component comprises (high-molecular-weight phenolic compounds which are left after bisphenol A-containing by-products formed in the production of bisphenol A by condensing acetone and phenol in the presence of an acid catalyst are treated at a high temperature of at least 150.degree. C. in the presence of an alkaline catalyst to remove low-boiling components therefrom.Type: GrantFiled: February 10, 1981Date of Patent: June 29, 1982Assignee: Mitsui Toatsu Chemicals Inc.Inventors: Yoshiro Shimizu, Toshio Itakura, Mitsuhiro Iwasa, Kunio Hanauye
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Patent number: 4318821Abstract: A composition of (a) of product of condensing a phenylene di- or tri(methyl halide) or di- or tri-(methyl alkoxy ether) with a molar excess of a phenol and (b) 10-20% of hexamethylene tetramine is curable and can be used in the preparation of moulding compounds, laminates and coating compositions.Type: GrantFiled: April 28, 1976Date of Patent: March 9, 1982Assignee: Albright & Wilson LimitedInventors: Glyn I. Harris, Frederick Coxon
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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: 4273700Abstract: A new and improved foundry aggregate binder system and composition is comprised of a mixture of polyols.Type: GrantFiled: October 17, 1979Date of Patent: June 16, 1981Assignee: Reichhold Chemicals, IncorporatedInventor: Khe-Bing J. Kho
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Patent number: 4259464Abstract: Cyclic phenol-aldehyde resins, for example cyclic tetramers; derivatives thereof; processes by which they are prepared; and uses thereof.Type: GrantFiled: May 13, 1976Date of Patent: March 31, 1981Assignee: Petrolite CorporationInventors: Rudolf S. Buriks, Allen R. Fauke, John H. Munch
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Patent number: 4252938Abstract: An acid agent comprises a liquid water-insoluble product of concurrent reaction of:(a) one mole of an hydroxy(R)-methyl derivative of phenol in which 0.4-2.0 moles of HO--CH(R)-groups are present per one mole of phenol, wherein R equals H--, CH.sub.3 --, or(b) one mole of phenol and 0.3-2.0 moles of an aldehyde and(c) 0.03-100.0 moles of an aryl sulphonic acid, having an acid number from 10 to 300 (mg.KOH/g) with a maximum water content of 35% by weight.The process of reacting said components is conducted in a flow reactor for 0.1-10 minutes at 50.degree.-150.degree. C.The acid agent according to the invention may be modified with other substances, such as amines, alcohols, or acids to impart additional useful properties thereto. The acid agent has low viscosity, low corrosive activity, improves the strength of phenol-formaldehyde resins cured therewith by 30% and lowers their water absorption capacity by 2-10 times.Type: GrantFiled: August 29, 1977Date of Patent: February 24, 1981Inventors: Vasily D. Valgin, Alexandr M. Vasilenko, Dmitry V. Valgin, Ljudmila A. Istratova
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Patent number: 4197395Abstract: A process, and the composition therefrom, is provided for crosslinking of polymers containing hydroxy or mercaptan groups by reaction with polyaldehyde compounds, the crosslinks being thermally labile.Type: GrantFiled: March 27, 1978Date of Patent: April 8, 1980Assignee: Polysar LimitedInventors: Raymond U. Lemieux, Rastko Vukov
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Patent number: 4100137Abstract: A process, and the composition therefrom, is provided for crosslinking of polymers containing hydroxy or mercaptan groups by reaction with polyaldehyde compounds, the crosslinks being thermally labile.Type: GrantFiled: April 15, 1975Date of Patent: July 11, 1978Assignee: Polysar LimitedInventors: Raymond Urgel Lemieux, Rastko Vukov