Abstract: Provided is a method for producing a phenol condensate by oxidative condensation of a phenol compound not having a substituted group on at least one ortho-position, in the presence of a specific complex (II) and oxygen, wherein a condensate coupled at para-position of the phenol can be produced in an excellent yield,
Abstract: The present invention relates to an epoxy resin composition a cure article thereof, a novel epoxy resin used therein, a polyhydric phenol compound suited for used as an intermediate thereof, and a process for preparing the same. One of the objects to be achieved by the present invention is to exert the heat resistance, the moisture resistance, the dielectric performances and the flame-resistant effect required of electric or electronic materials such as semiconductor encapsulating materials and varnishes for circuit boards in the epoxy resin composition.
Abstract: In a process for the preparation of ring compounds via a combinatorial synthesis, the reaction procedure is based on a Suzuki coupling, subsequent halo-demetallation and finally a further Suzuki coupling. The Suzuki couplings are each carried out with a boronic acid or a boronic acid ester. The reaction procedure uses provides novel ring compounds and uses novel synthesis units used for this purpose. The novel ring compounds are suitable for use as constituents in liquid-crystalline mixtures.
Type:
Application
Filed:
March 17, 2003
Publication date:
January 8, 2004
Applicant:
Merck Patent GmbH
Inventors:
Detlef Pauluth, Peer Kirsch, Peter Baeuerle, Oliver Deeg
Abstract: There is described the preparation of phenylphenol compounds of formula (I) by reaction of a keto compound of formula (3) with dioxolane of formula (4) and with an ammonium compound of formula (5) to form a &bgr;-aminoketone compound of formula (6) (reaction step (I)), reaction of the compound of formula (6) with a compound of formula (7) to form a compound of formula (2) (reaction step (II)), and subsequent alkylation to form a compound of formula (I) (reaction step (III)) in accordance with scheme (A); wherein R1, R2, R3, R6 and R7 are each independently of the others hydrogen or C1-C8-alkyl; R4, R5 and R8 are each independently of the others hydrogen or C1-C5alkyl; and Hal is a halogen atom. The compounds prepared in accordance with the invention are suitable as antimicrobial active substances.
Abstract: The invention relates to a method for carrying out CC-coupling reactions, in particular a Heck and Suzuki reaction, in the presence of supported palladium as the catalyst and a base in a monophase or multiphase solvent mixture. According to said method, palladium detaches itself from the support in a characteristic manner, is redeposited after the reaction and the quantity of palladium not deposited after the reaction is significantly lower than 5000 ppm, in relation to the palladium used.
Type:
Application
Filed:
March 6, 2003
Publication date:
September 25, 2003
Inventors:
J?uuml;rgen Krauter, J?ouml;rg Pietsch, Peter Panster, Klaus Khler, Roland Heidenreich
Abstract: The present invention provides a positive photoresist composition including (A) an alkali-soluble resin and (B) a photosensitizer, and the ingredient (B) is a quinonediazide ester of, for example, 2,6-bis[4-hydroxy-3-(2-hydroxy-3,5-dimethylbenzyl)-2,5-dimethylbenzyl]-4-methylphenol, where the average degree of esterification of 20% to 80%.
Abstract: The present invention concerns a process for arylating or vinylating or alkynating a nucleophilic compound. More particularly, the invention concerns arylating nitrogent-containing organic derivatives. The arylating or vinylating or alkynating process of the invention consists of reacting a nucleophilic compound with a compound carrying a leaving group and is characterized in that the reaction is carried out in the presence of an effective quantity of a catalyst based on a metallic element M selected from groups (VIII), (Ib) and (IIb) of the periodic table and at least one at least bidentate ligand comprising at least two chelating atoms, namely at least one oxygen atom and at least one nitrogen atom.
Type:
Application
Filed:
May 31, 2002
Publication date:
September 11, 2003
Inventors:
Pascal Philippe Cellier, Henri-Jean Cristau, Jean-Francis Spindler, Marc Taillefer
Abstract: The specification provides a method for producing p-cumylphenol phenol by reacting phenol with &agr;-methylstyrene in the presence of a highly efficient heterogeneous aluminum zirconium catalyst.
Type:
Application
Filed:
February 3, 2003
Publication date:
August 21, 2003
Inventors:
Arkady Samuilovich Dyckman, John William Fulmer, Boris V. Krasy, Viktor Vladimirovich Pinson, Yury Alekseevich Shavandin, Genrikh Petrovich Yavshits, Andrey Vladimirovich Zinenkov
Abstract: A method of preparing polyestercarbonates is presented in which a mixture of at least one activated diaryl carbonate is reacted under melt polymerization conditions with at least one aromatic dihydroxy compound together with at least one dicarboxylic acid. Polyestercarbonates possessing up to about percent 10 mole dicarboxylic acid residues based on the total amount of structural units derived from aromatic dihydroxy compounds are obtained. The method provides both for high levels of incorporation of the dicarboxylic acid into the polyestercarbonate backbone and a high level of polymer endcapping.
Type:
Grant
Filed:
April 10, 2002
Date of Patent:
July 29, 2003
Assignee:
General Electric Company
Inventors:
Patrick Joseph McCloskey, Paul Michael Smigelski
Abstract: A antimicrobial compound, compositions containing the same, and method of using the same for reducing the presence of microorganism on a substrate or in a fluid environment comprising an antimicrobial effective carrier and at least one antimicrobial compounds including non-halogenated biphenyl triol compounds.
Type:
Application
Filed:
December 13, 2002
Publication date:
July 24, 2003
Inventors:
D. Scott Harper, Robert A. Coburn, Andre Soshinsky, Marianne D. Huntley
Abstract: The present invention is a high-quality bisphenol A wherein the content of sodium is not more than 80 ppb and the content of each element of the group A consisting of iron, nickel, chromium, manganese, lead, and molybdenum is not more than 50 ppb, or a high-quality bisphenol A containing an organic compound such as 9,9′-dimethylxanthene, 2-(4-hydroxyphenyl)-2,4,4-trimethylchroman, 2,2,4-trimethyl-chromene, etc., in an amount of lower than a specific amount, and a preparation process of these high-quality bisphenol A. When an aromatic polycarbonate is prepared using the high-quality bisphenol of the invention, an aromatic polycarbonate which is not colored at the preparation thereof and molding the polycarbonate.
Abstract: Hindered tert-butylphenolic antioxidant compositions characterized by a low level of volatile and undesirable single-ring tert-butylphenolic antioxidants and a high level of non-volatile multi-ring (or methylene bridged) tert-butylphenolic antioxidants are obtained by reacting a specific mixture of ultra pure ortho-tert-butylphenol (OTBP), ultra pure 2,6-di-tert-butylphenol (DTBP) and formaldehyde in a solvent in the presence of catalyst. These antioxidants are further characterized by having a low level of 2,6-di-tert-butylphenol, low levels of ortho-tert-butylphenol, and trace levels of 2,4,6-tri-tert-butylphenol.
Abstract: The present invention relates to a method of neutralizing residual acid species in crude dihydric phenol comprising the step of introducing a thermally stable organic base selected from the group consisting of tetraalkyl phosphonium hydroxides, tetraorganophosphonium carboxylic acid salts, or a mixture thereof into the crude dihydric phenol.
Type:
Grant
Filed:
March 2, 2001
Date of Patent:
July 2, 2002
Assignee:
General Electric Company
Inventors:
Paul Michael Smigelski, Jr., Timothy Brydon Burnell, Patrick Joseph McCloskey
Abstract: Phenol aralkyistion polymers can be prepared by reaction among a phenolic monomer, at least one styrenic monomer and an aryl diolefin. A phenolic monomer can be initially aralkylated in the presence of an acid catalyst with a first portion of at least one styrenic monomer to obtain an aralkylated phenol. The aralkylated phenol thereafter can be reacted with an aryl diolefin to obtain a phenol aralkylation polymer. Optionally, (though preferably) the phenol aralkylation polymer is further aralkylated with a second portion of at least one styrenic monomer. By employing specific catalyst concentrations, reactant concentrations, reaction temperatures, and reaction times, the formation of mono-functional and non-functional by-products is substantially reduced.
Type:
Grant
Filed:
July 6, 1999
Date of Patent:
June 4, 2002
Assignee:
Georgia-Pacific Resins, Inc.
Inventors:
Edward Lucas, Jr., David A. Hutchings, Rajan Hariharan, Syed A. Elahi, David J. Bir
Abstract: A process for producing bis(4-hydroxyaryl)alkane is disclosed. The process comprise in sequence the steps of (a) passing inert gas through a melt at 150 to 230° C. that contains bis(4-hydroxyaryl)alkane and other aromatic hydroxy compounds, under conditions designed to remove said other aromatic hydroxy compounds from said melt and to obtain a stream of inert gas that contains said other aromatic hydroxy compounds (b) condensing the stream obtained in (a) to remove said other aromatic hydroxy compound, and to obtain a stream of inert gas, and (c) purifying and compressing the stream of inert gas obtained in (b), and recycling to step (a).
Type:
Grant
Filed:
April 16, 2001
Date of Patent:
May 7, 2002
Assignee:
Bayer Aktiengesellschaft
Inventors:
Steffen Kühling, Rolf Lanze, Rainer Neumann, Frieder Heydenreich, Tony van Osselaer
Abstract: A new two-step process for the preparation and industrial manufacture of calixarenes is disclosed. In the first step, linear phenolic oligomers are prepared in a basic medium from an optionally substituted phenol and a formaldehyde source. The reaction mixture is then neutralized or acidified, and cyclization of the oligomers is brought about at higher temperatures in the same reaction medium which is made water free and optionally completed by higher boiling liquids.
The process allows a definite control of the cyclic compounds to be synthesized.
Furthermore, novel calixarene compounds are disclosed as well as an installation for carrying out the process on a laboratory or industrial scale.
Type:
Grant
Filed:
October 8, 1998
Date of Patent:
August 7, 2001
Assignee:
Fillger S.A.
Inventors:
Roger Lamartine, Isabelle Dumazet, Philippe Choquard, Arnold Marcillac, Francis Vocanson, Christian Duchamp
Abstract: A catalyst composition for organic a symmetric synthesis is provided, which comprises:
(A) a lanthanoid element ion;
(B) a binaphthol, and
(C) a nitrogen and/or phosphorus compound such as lutidine-N-oxide, 1,3-dimethyl-2-imidazolldinone, hexamethyl-phosphortriamide, triphenylphosphine oxide, tri(2-methylphenyl)phosphine oxide or tri(4-methylphenyl )phosphine oxide. Asymmetric epoxidation of an enone is conducted by allowing an enone to react with an oxidizing agent in the presence of the catalyst composition or a catalyst solution containing the catalyst composition.
Abstract: A process for making ethynylated, hydroxy-substituted biphenyl compounds comprising:a) halogenating 3,3'-dimethoxybiphenyl to form 2,2'-dihalo-5,5'-dimethoxybiphenyl;b) reacting the resulting 2,2'-dihalo-5,5'-dimethoxybiphenyl with a bromide-containing compound in a chlorinated solvent to form 2,2'-dihalo-5,5'-dihydroxybiphenyl;c) reacting the resulting 2,2'-dihalo-5,5'-dihydroxybiphenyl with a hydroxyl-containing compound in the presence of a protection catalyst to form 2,2'-dihalo-5,5'-bis(tetrahydropyranoxy)biphenyl;d) ethynylating the resulting 2,2'-dihalo-5,5'-bis(tetrahydropyranoxy)biphenyl with a compound of the formulaCuC.tbd.CR'wherein R' is comprised of an alkyl group having from about 1 to about 20 carbon atoms, an alkenyl group having from about 1 to about 20 carbon atoms, an aryl group, a heteroaryl group, or mixtures thereof to form 2,2'-bis(C.tbd.CR')-5,5'-bis(tetrahydropyranoxy)biphenyl; ande) hydrolyzing the resulting 2,2'-bis(C.tbd.
Type:
Grant
Filed:
June 14, 1996
Date of Patent:
September 28, 1999
Assignee:
Alliedsignal, Inc.
Inventors:
Kreisler Lau, Neil Hendricks, William Wan, Aaron Smith
Abstract: Methods/systems for making a relatively high-purity bisphenol A product from phenol and acetone. Controlled turbulence is used to form bisphenol A adduct solids having improved physical properties. Phenol is separated from the bisphenol A product while inhibiting decomposition of bisphenol A.
Abstract: The present invention is directed to the formation of phenol alkylation polymers which release negligible phenol and formaldehyde emissions. The phenol aralkylation polymers of the present invention are derived from a phenolic monomer, at least one styrene derivative and an aryl diolefin. In addition to the phenolic monomer, styrene derivative and aryl diolefin, other reactants may be introduced to produce a product with particular properties.
Type:
Grant
Filed:
January 10, 1997
Date of Patent:
March 30, 1999
Assignee:
Georgia-Pacific Resins, Inc.
Inventors:
David A. Hutchings, Jeffrey L. Mills, Kenneth Bourlier
Abstract: A process which includes the step of heating a compound of Formula (I): ##STR1## wherein R.sup.1 is a hydroxyphenyl group or a group of Formula (II): ##STR2## and R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are independently in each occurrence H or a C.sub.1-10 alkyl group; to a temperature in the range of from 100.degree. C. to 400.degree. C. under reaction conditions sufficient to form one or more 4,4'-dihydroxy-alpha-substituted stilbenes.
Type:
Grant
Filed:
April 25, 1997
Date of Patent:
February 23, 1999
Assignee:
The Dow Chemical Company
Inventors:
Anthony P. Haag, Thomas A. Chamberlin, Robert E. Hefner, Jr., David A. Carr
Abstract: The present invention is directed to the formation of phenol alkylation polymers which release negligible phenol and formaldehyde emissions. The phenol aralkylation polymers of the present invention are derived from a phenolic monomer, at least one styrene derivative and an aryl diolefin. In addition to the phenolic monomer, styrene derivative and aryl diolefin, other reactants may be introduced to produce a product with particular properties.
Type:
Grant
Filed:
January 3, 1997
Date of Patent:
June 30, 1998
Assignee:
Georgia-Pacific Resins Inc.
Inventors:
David A. Hutchings, Jeffrey L. Mills, Kenneth Bourlier
Abstract: The present invention is directed to the formation of phenol alkylation polymers which release negligible phenol and formaldehyde emissions. The phenol aralkylation polymers of the present invention are derived from a phenolic monomer, at least one styrene derivative and an aryl diolefin. In addition to the phenolic monomer, styrene derivative and aryl diolefin, other reactants may be introduced to produce a product with particular properties.
Type:
Grant
Filed:
January 3, 1997
Date of Patent:
May 26, 1998
Assignee:
Georgia-Pacific Resins, Inc.
Inventors:
David A. Hutchings, Jeffrey L. Mills, Kenneth Bourlier
Abstract: The present invention is directed to the formation of phenol alkylation polymers which release negligible phenol and formaldehyde emissions. The phenol aralkylation polymers of the present invention are derived from a phenolic monomer, at least one styrene derivative and an aryl diolefin. In addition to the phenolic monomer, styrene derivative and aryl diolefin. In addition to the introduced to produce a product with particular properties.
Type:
Grant
Filed:
January 3, 1997
Date of Patent:
April 14, 1998
Assignee:
Georgia-Pacific Resins, Inc.
Inventors:
David A. Hutchings, Jeffrey L. Mills, Kenneth Bourlier
Abstract: A process for preparing an adduct of a bisphenol with a phenolic compound comprising the following steps:a) reacting a carbonyl compound with a stoichiometric excess of a phenolic compound in the presence of an acidic cation exchange resin as a catalyst, to produce a product mixture containing a bisphenol, unreacted phenolic compound, unreacted carbonyl compound and water, andb) crystallizing an adduct of the bisphenol with the phenolic compound from the product mixture in a crystallization device in the presence of water and acetone.The product mixture obtained in step a) is not subjected to a distillation step before the product mixture enters the crystallization device and prior to the crystallization step b) the content of the carbonyl compound in the product mixture is controlled and, if necessary, carbonyl compound is added such that the total concentration of the carbonyl compound is from about 0.1 to about 8 percent, based on the total weight of the product mixture.
Type:
Grant
Filed:
November 15, 1995
Date of Patent:
March 3, 1998
Assignee:
The Dow Chemical Company
Inventors:
Emil Patrascu, Johann Wilhelm Frey, Hartwig Sendner
Abstract: The present invention is directed to the formation of phenol alkylation polymers which release negligible phenol and formaldehyde emissions. The phenol aralkylation polymers of the present invention are derived from a phenolic monomer, at least one styrene derivative and an aryl diolefin. In addition to the phenolic monomer, styrene derivative and aryl diolefin, other reactants may be introduced to produce a product with particular properties.
Type:
Grant
Filed:
July 12, 1995
Date of Patent:
October 7, 1997
Assignee:
Georgia-Pacific Resins, Inc.
Inventors:
David A. Hutchings, Jeffrey L. Mills, Kenneth Bourlier
Abstract: Novel polycyanate compositions containing one or more mesogenic moieties as lateral substituents are disclosed which provide improved processability relative to polycyanates containing one or more mesogenic moieties in the main chain of the molecule. Molecular level ordering of the resulting thermosets is maintained much similar to that found thermosets of polycyanates which have one or more mesogenic moieties in the main chain.
Abstract: In accordance with the present invention, tetraalkylbisphenols are prepared by biocatalytic dimerization of di-(lower alkyl)-substituted phenols in the presence of peroxidase enzyme and peroxide. Three reaction pathways to the desired diols are provided.
Type:
Grant
Filed:
January 27, 1995
Date of Patent:
December 10, 1996
Assignee:
Enzymol International, Inc.
Inventors:
Thurman M. Wheeler, Mark K. Morehart, Gregory Kaplan, Alexander R. Pokora
Abstract: 4,4'-Dihydroxy-alpha-alkylstilbenes of high purity are prepared by reacting at a temperature of from about -20.degree. C. to about 20.degree. C. a mixture of (1) at least one alpha-haloketone, (2) at least one phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound, and (3) at least one strong protonic acid or Lewis acid; such that the mole ratio of phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound:alpha-haloketone(s) is from 0.1:1 to 1.9:1, and the mole ratio of phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound:alpha-haloketone(s):strong protonic acid or Lewis acid is from about 0.1:1:0.0026 to about 1.9:1:0.95. The high purity 4,4'-dihydroxy-alpha-alkylstilbenes are useful for the advancement of epoxy resins, for the preparation of phenoxy resins and for the preparation of epoxy resins.
Type:
Grant
Filed:
January 18, 1995
Date of Patent:
December 12, 1995
Assignee:
The Dow Chemical Company
Inventors:
Robert E. Hefner, Jr., Maria I. Villarreal, David A. Carr
Abstract: A process for the condensation of an aldehyde or ketone starting material with a phenol, unsubstituted in the 4-position, comprises reacting the aldehyde or ketone starting material with the phenol in a reaction mixture in the presence of a soluble or insoluble mercaptosulfonic acid compound under conditions sufficient to bring about formation of a geminal bisphenolic moiety at each aldehyde or ketone moiety in the starting material. A miscible mercaptosulfonic acid compound is characterized by the formula(HS).sub.a -.theta.-(SO.sub.3 H).sub.bor a precursor thereof, wherein .theta. is an alkylene, cycloaliphatic, arylene, alkylenearylene, alkylenecycloaliphatic, alkylenearyl, heterocyclic or alkyleneheterocyclic residue.
Type:
Grant
Filed:
August 31, 1994
Date of Patent:
October 31, 1995
Assignee:
The Dow Chemical Company
Inventors:
Richard M. Wehmeyer, Marlin E. Walters, Emmett L. Tasset, Steven L. Brewster
Abstract: An optically active tri-substituted methane compound having, as substituents, an aromatic ring group and a phenyl group having hydroxyl group at ortho or para position can be obtained by allowing a phenol compound unsubstituted at the ortho- or/and para-position to react with an optically active secondary carbinol compound having an aromatic ring group at the alpha-position in the presence of tri-substituted phosphine and diazodicarboxylate or diazodicarboxamide. These and other optically active tri-substituted methane compounds are useful as active ingredients for medicines or as intermediate compounds for preparing medicines.
Abstract: The production of cis-dihydrodiol compounds of the formula ##STR1## where n is 0 or 1 (preferably 0) by the microbial oxidation of a diphenylaceylene compound of the formula ##STR2## using a mutant of a Pseudomonas bacteria at 25.degree. to 35.degree. C. and pH 6-8 is disclosed. The cis-dihydrodiol compound is in turn treated with an aqueous solution of a base to produce a corresponding 3-hydroxydiphenylacetylene compound or with an aqueous solution of an acid to produce a corresponding 2-hydroxyacetylene compound.
Abstract: 4,4'-Dihydroxy-alpha-alkylstilbenes of high purity are prepared by reacting at a temperature of from about -20.degree. C. to about 20.degree. C. a mixture of (1) at least one alpha-haloketone, (2) at least one phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound, and (3) at least one strong protonic acid or Lewis acid; such that the mole ratio of phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound:alpha-haloketone(s) is from 0.1:1 to 1.9:1, and the mole ratio of phenolic hydroxyl-containing compound or alkoxy-containing aromatic compound:alpha-haloketone(s):strong protonic acid or Lewis acid is from about 0.1:1:0.0026 to about 1.9:1:0.95. The high purity 4,4'-dihydroxy-alpha-alkylstilbenes are useful for the advancement of epoxy resins, for the preparation of phenoxy resins and for the preparation of epoxy resins.
Type:
Grant
Filed:
December 3, 1993
Date of Patent:
May 9, 1995
Assignee:
The Dow Chemical Company
Inventors:
Robert E. Hefner, Jr., Maria I. Villarreal, David A. Carr
Abstract: A compound represented by the general formula (I) and a separating agent comprising the same: ##STR1## wherein Ar and Ar' are each an aromatic group; and the positional relationship of the two substituents on the central benzene ring may be any of ortho, meta and para.The above compound is effective in the separation and purification of many compounds to and enables the provision of various compounds (such as intermediates of drugs) which are useful in the field of fine chemicals, particularly optically active substances, at high purities and in large amounts.
Abstract: The present invention provides novel clathrate compounds using tetrakisphenols as host. The clathrate compounds are obtained easily and efficiently by reacting tetrakisphenols represented by the general formula [I] as host and various organic compounds such as alcohol, ether, ester, ketone, heterocyclic compounds containing nitrogen, essential oil, perfume and the like as guest under the condition of solvent-free or diluted with solvent if required. ##STR1## wherein X represents (CH.sub.2)n, n represents 0-3, and R.sup.1 and R.sup.2 represents each independently hydrogen atom, a lower alkyl group, a pheny group optionally having substituents, a halogen atom or a lower alcoxy group.The clathrate compounds specified in the present invention are useful in the technological field of selective separation, chemical stabilization, conversion to non-volatility, powder processing and the like.
Abstract: An optically active tri-substituted methane compound having, as substituents, an aromatic ring group and a phenyl group having hydroxyl group at ortho or para position can be obtained by allowing a phenol compound unsubstituted at the ortho- or/and para-position to react with an optically active secondary carbinol compound having an aromatic ring group at the alpha-position in the presence of tri-substituted phosphine and diazodicarboxylate or diazodicarboxamide. These and other optically active tri-substituted methane compounds are useful as active ingredients for medicines or as intermediate compounds for preparing medicines.
Abstract: This invention includes an improved process of converting a phenate to a phenol using acid in which a two phase system having an aqueous phase containing phenate and an organic, phenol-containing, phase are present, the improvement comprising adding the acid to enter the aqueous phase while avoiding contact of the acid and phenol phase. Preferably, with sufficient mixing to substantially surround the organic phase with the aqueous phase. The addition is preferably accomplished by mixing the two phases sufficiently to disperse a small organic (phenol) phase in a (bulk) aqueous phase. Such a process conveniently comprises the steps of: (a) mixing a system containing an organic phenol-containing phase and an aqueous phase sufficiently to substantially surround regions of organic phase with aqueous phase; and (b) adding acid to the aqueous phase; and, optionally, (c) maintaining sufficient mixing to prevent contact of concentrated acid with the organic or phenol phase.
Type:
Grant
Filed:
January 8, 1993
Date of Patent:
August 23, 1994
Inventors:
Edward A. Fraini, George W. Tepera, Malcolm W. McClure
Abstract: The present invention relates to a process for monohydroxylation of phenolic compounds which allows an increase in the amount of para isomer.The invention relates to a process for monohydroxylation of a phenolic compound having a hydrogen atom in the para position to the hydroxyl group, for the purpose of obtaining a dihydroxylated aromatic compound by reacting the initial phenolic compound with hydrogen peroxide in the presence of an effective amount of a strong acid and of a ketonic compound, said process being characterized by the fact that the reaction is carried out in the presence of an effective amount of a polar aprotic organic solvent with a basicity such that it has a "donor number" below 25.
Abstract: Bis[4-(4-hydroxyphenyl)-phenyl]alkanes, as illustrated by 2,2-bis[4-(4-hydroxyphenyl)-phenyl]propane, may be prepared by the reaction of a bisphenol A ester or a similar compound with a p-trialkyltin-substituted anisole, followed by demethylation with a Lewis acid such as boron tribromide. Polycarbonates prepared therefrom are ductile and have high glass transition temperatures.
Type:
Grant
Filed:
October 1, 1993
Date of Patent:
June 7, 1994
Assignee:
General Electric Company
Inventors:
John T. Bendler, John C. Schmidhauser, Kathryn L. Longley
Abstract: A process for the preparation of bishydroxy aromatic compounds, such as 9,9-bis(4-hydroxyphenyl)fluorene, involving contacting a ketone, such as fluorenone, with phenol or substituted phenol in the presence of a mercaptan cocatalyst and a solid superacid catalyst of Hammett acid strength H.sub.0 greater than about -13.0. Solid superacid catalysts include the sulfates, sulfated oxides, sulfated oxyhydroxides, and sulfated oxysilicates of aluminum, tin, and the Group IVA metals, such as zirconium, as well as mixed metal oxides, such as tungsten-zirconium oxides. Isolated yields are high for 9,9-bis(4-hydroxyphenyl)fluorene.
Type:
Grant
Filed:
April 13, 1993
Date of Patent:
April 19, 1994
Assignee:
The Dow Chemical Company
Inventors:
Robert G. Bowman, Muthiah N. Inbasekaran
Abstract: This invention relates to naphthol aralkyl resins of the general formula (I) ##STR1## in which A is a naphthalene nucleus, R is hydrogen or methyl, and n is an integer from 0 to 15 and cured products thereof, which are highly heat- and moisture-resistant, possess excellent impact strength and other mechanical properties, and are useful for such applications as lamination, molding, casting, and adhesion.
Abstract: In a process for the preparation of 4,4'-dihydroxybiphenyl of high purity 4,4'-dibromobiphenyl is hydrolized in the presence of a copper compound catalyst, the insoluble materials comprising the catalyst is filtered off from the product mixture, 4,4'-dihydroxybiphenyl is precipitated by adjusting the pH and crude 4,4'-dihydroxybiphenyl separated from the product mixture is fractionally distilled to obtain substantially pure 4,4'-dihydroxybiphenyl.
Type:
Grant
Filed:
May 28, 1991
Date of Patent:
March 23, 1993
Assignee:
Bromine Compounds, Ltd.
Inventors:
Jakob Oren, Hugo Kesselman, Joshua Hermolin
Abstract: Biaryl derivatives are produced by coupling an aryl halide in an aqueous alkaline solution in the presence of a palladium catalyst, using formic hydrazide as the reducing agent.
Type:
Grant
Filed:
May 21, 1992
Date of Patent:
January 5, 1993
Assignee:
Bromine Compounds, Ltd.
Inventors:
Abram Becker, Ariel A. Ewenson, Bertha Croitoru
Abstract: The invention relates to a new process for the preparation of geminal diarylalkanes of the formula ##STR1## by Friedel-Crafts alkylation of aromatic compounds with specific aliphatic halogen compounds (addition compounds of CCl.sub.4 , to .alpha.-olefins), to new geminal diarylalkanes and the aralkyl compounds resulting as intermediates.
Abstract: The invention is a process for the preparation of triaromatic bisphenols reacting a phenolic compound, e.g. phenol, with a suitable halo-compound, for instance 1,1-dichloroethylbenzene, 1-chlorostyrene, or mixtures thereof. The reaction may be conducted in the presence or absence of a solvent; an excess of the phenolic compound can serve as the solvent. The product is conveniently recovered by removing the by-product HCl, excess phenolic compound, excess solvent and cooling. Yields of bis-1,1-(4-hydroxyphenyl)-1-phenylethane which are greater than 90% of theoretical have been obtained by the reaction of phenol and 1,1-dichloroethylbenzene and a large portion of the yield is para isomer.
Type:
Grant
Filed:
December 12, 1990
Date of Patent:
August 4, 1992
Assignee:
The Dow Chemical Company
Inventors:
Marlin E. Walters, W. Frank Richey, Emmett L. Tasset