Preparing From A Phenol And An Aldehyde Or Ketone Patents (Class 568/727)
  • Patent number: 10370601
    Abstract: Methods of separating and purifying products from the catalytic fast pyrolysis of biomass are described. In a preferred method, a portion of the products from a pyrolysis reactor are recovered and purified using a hydrotreating step that reduces the content of sulfur, nitrogen, and oxygen components, and hydrogenates olefins to produce aromatic products that meet commercial quality specifications.
    Type: Grant
    Filed: July 1, 2015
    Date of Patent: August 6, 2019
    Assignee: Anellotech, Inc.
    Inventors: Charles M. Sorensen, Jr., Ruozhi Song, Terry J. Mazanec
  • Patent number: 10155709
    Abstract: Various embodiments disclosed relate to methods and apparatus for synthesizing various biphenols. In various embodiments, the present invention provides a method of making a bisphenol including feeding a phenol at or proximate to the first end of a reactor column including a first end and a second end and including a solid catalyst distributed in multiple locations between the first end and the second end of the reactor column. The method includes feeding an oxomethylene compound to the reactor column at a first location that is at or proximate the first end and at one or more additional locations between the first location and the second end of the reactor column, and removing at least some water from the reactor column. The method includes removing a product composition including a diphenolmethylene product at or proximate to the second end of the reactor column.
    Type: Grant
    Filed: July 14, 2015
    Date of Patent: December 18, 2018
    Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
    Inventors: Arun Vasant Manchekar, Samir Anapat, Martin Oyevaar
  • Patent number: 9328309
    Abstract: Disclosed is a process for preparing a salt of a sulfurized alkyl-substituted hydroxyaromatic composition having a reduced content of unsulfurized alkyl-substituted hydroxyaromatic compound and its unsulfurized metal salt.
    Type: Grant
    Filed: November 15, 2013
    Date of Patent: May 3, 2016
    Assignee: Chevron Oronite Company LLC
    Inventors: Cedrick Mahieux, Richard Pran Dutta, Curtis B. Campbell, Benjamin David Yip
  • Patent number: 9174904
    Abstract: Disclosed herein are ortho aryl substituted bisphenol monomers that exhibit a lower binding energy to estradiol related receptors. The monomers are provided by the condensation of a ketone and phenol in the presence of an acid catalyst.
    Type: Grant
    Filed: July 15, 2014
    Date of Patent: November 3, 2015
    Assignee: SABIC Global Technologies B.V.
    Inventors: Girish Chandra, Meerakani Mohamed Ali Sait, Akhilesh Tanwar, Sharankumar Shetty
  • Patent number: 9006496
    Abstract: The subject of the present invention is a method for separating phenolic compounds in salified form from a reaction medium comprising them. The method of the invention for separating phenolic compounds in salified form from an aqueous reaction medium resulting from the reaction of a phenolic compound and of glyoxylic acid in the presence of a base leading to a reaction medium comprising at least the excess of initial phenolic compound in salified form and the various mandelic compounds in salified form resulting from the reaction, is characterized by the fact that said reaction medium is brought into contact with a basic anion-exchange resin that leads to the selective attachment of the initial phenolic compound to said resin and to the recovery of an aqueous stream comprising the mandelic compounds in salified form resulting from the reaction, and that the phenolic compound in salified form attached to the resin is separated by a resin regeneration treatment.
    Type: Grant
    Filed: December 6, 2013
    Date of Patent: April 14, 2015
    Assignee: Rhodia Operations
    Inventor: Magali Desouhant-Massacret
  • Patent number: 8969629
    Abstract: Disclosed are: a cyclic compound which has high solubility in a safe solvent, is highly sensitive, enables the formation of a resist pattern having a good shape, and rarely causes resist pattern collapse; a process for producing the cyclic compound; a radiation-sensitive composition containing the cyclic compound; and a resist pattern formation method using the composition. Specifically disclosed are: a cyclic compound having a specific structure; a process for producing the cyclic compound; a radiation-sensitive composition containing the compound; and a resist pattern formation method using the composition.
    Type: Grant
    Filed: November 25, 2010
    Date of Patent: March 3, 2015
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Masaaki Takasuka, Masatoshi Echigo, Yu Okada
  • Patent number: 8846292
    Abstract: A radiation-sensitive composition containing a resist compound having a high sensitivity, a high resolution, a high etching resistance, and a low outgas which forms a resist pattern with good shape and a method of forming a resist pattern and novel compositions for forming a photoresist under coat film which is excellent in optical properties and etching resistance and contains substantially no sublimable substance and an under coat film formed by the composition. Radiation-sensitive composition containing a solvent and a cyclic compound having, e.g., a cyclic compound (A) having a molecular weight of 700 to 5000 which is synthesized by the condensation reaction of a compound having 2 to 59 carbon atoms and 1 to 4 formyl groups with a compound having 6 to 15 carbon atoms and 1 to 3 phenolic hydroxyl groups, and a cyclic compound for use in the radiation-sensitive composition.
    Type: Grant
    Filed: December 29, 2011
    Date of Patent: September 30, 2014
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Masatoshi Echigo, Dai Oguro
  • Patent number: 8766016
    Abstract: Processes for producing 1,3,5-trimethyl-2,4,6-tris(3,5-dialkyl-4-hydroxybenzyl)benzene are provided, in particular such processes that utilize 2,6-di-tert-butylphenol, paraformaldehyde, a secondary amine, mesitylene, and acetic acid.
    Type: Grant
    Filed: July 6, 2010
    Date of Patent: July 1, 2014
    Assignee: Albermarle Corporation
    Inventors: Mahmood Sabahi, Thomas Robert Nicholas
  • Patent number: 8735634
    Abstract: Methods for performing a condensation reaction are disclosed. Specifically, various methods for the production of highly-pure bisphenol-A are disclosed in which an attached promoter ion exchange resin catalyst system is combined with a solvent crystallization step.
    Type: Grant
    Filed: May 2, 2011
    Date of Patent: May 27, 2014
    Assignee: SABIC Innovative Plastics IP B.V.
    Inventors: Umesh Krishna Hasyagar, Rathinam Jothi Mahalingam, Kishan Gurram, Paul Eijsbouts
  • Patent number: 8445731
    Abstract: Provided is a process for producing a bisphenol compound stably at a high conversion and with high selectivity over a long period. A process for producing a bisphenol compound by feeding a phenol compound and a carbonyl compound continuously to a reactor packed with an acid catalyst, characterized in that the acid catalyst is a sulfonic-acid-form cation-exchange resin in which part of the sulfo groups have been modified with at least any one of 2-pyridylalkanethiol compounds and 3-pyridylalkanethiol compounds.
    Type: Grant
    Filed: July 20, 2011
    Date of Patent: May 21, 2013
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Susumu Tsutsuminai, Kazuaki Kanno, Makiko Tachikura
  • Patent number: 8350096
    Abstract: A radiation-sensitive composition containing 1 to 80% by weight of a solid component and 20 to 99% by weight of a solvent. The solid component contains a compound B which has (a) a structure derived from a polyphenol compound A by introducing an acid-dissociating group to at least one phenolic hydroxyl group of the polyphenol compound A which is synthesized by a condensation between a di- to tetrafunctional aromatic ketone or aromatic aldehyde each having 5 to 36 carbon atoms with a compound having 1 to 3 phenolic hydroxyl groups and 6 to 15 carbon atoms, and (b) a molecular weight of 400 to 2000. The composition containing the compound B is useful as an acid-amplified, non-polymeric resist material, because it is highly sensitive to radiation such as KrF excimer lasers, extreme ultraviolet rays, electron beams, and X-rays, and provides resist patterns with a high resolution, high heat resistance, and high etching resistance.
    Type: Grant
    Filed: March 18, 2011
    Date of Patent: January 8, 2013
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Masatoshi Echigo, Dai Oguro
  • Publication number: 20120310014
    Abstract: In a method of treating a residue stream from the production of bisphenol-A, the residue stream is contacted with an aqueous solution of a base under conditions effective to hydrolyze at least part of said residue stream into acetone and phenol and produce an effluent stream. Acetone is recovered from the effluent stream to produce a phenol-containing mixed phase stream which is substantially free of acetone and which contains water and unhydrolyzed heavy organic compounds. The phenol-containing mixed phase stream is then treated with a water-immiscible organic solvent to extract phenol and unhydrolyzed heavy organic compounds into said solvent and produce an organic phase containing the solvent, phenol and unhydrolyzed heavy aromatic compounds and an aqueous phase with reduced concentrations of phenol and unhydrolyzed heavy organic compounds. At least part of the phenol and the organic solvent are subsequently recovered from the organic phase.
    Type: Application
    Filed: June 4, 2012
    Publication date: December 6, 2012
    Applicant: BADGER LICENSING LLC
    Inventors: David P. PALMER, Steven D. EVITT, Stephen W. FETSKO, Chung-Ming CHI
  • Patent number: 8247619
    Abstract: Bio-derived bisphenol A is made by combining bio-derived phenol and/or bio-derived acetone in the presence of a catalyst, The phenol or the acetone or both contain at least 0.5%, for example at least 1 weight % of bio-derived impurities. In the case of bio-derived phenol, these impurities may include one or more of 2-methylbenzofuran, 2-methoxyphenol, 2-methylphenol, 4-methylphenol (para-cresol) or 2-methoxy-4-methylphenol. In the case of acetone, the impurity may be ethanol, mesityl acetone and/or diacetone alcohol. This bio-derived BPA can be used in the production of polycarbonates with less fossil fuel-based carbon content.
    Type: Grant
    Filed: December 11, 2009
    Date of Patent: August 21, 2012
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventor: James A. Mahood
  • Publication number: 20120108854
    Abstract: Processes for producing 1,3,5-trimethyl-2,4,6-tris(3,5-dialkyl-4-hydroxybenzyl)benzene are provided, in particular such processes that utilize 2,6-di-tert-butylphenol, paraformaldehyde, a secondary amine, mesitylene, and acetic acid.
    Type: Application
    Filed: July 6, 2010
    Publication date: May 3, 2012
    Applicant: Albemarle Corporation
    Inventors: Mahmood Sabahi, Thomas Robert Nicholas
  • Patent number: 8110334
    Abstract: A radiation-sensitive composition containing a resist compound having a high sensitivity, a high resolution, a high etching resistance, and a low outgas which forms a resist pattern with a good shape is described. Further described is a method of forming a resist pattern using the radiation-sensitive composition. Still further described are a novel composition for forming a photoresist under coat film which is excellent in optical properties and etching resistance and contains substantially no sublimable substance and an under coat film formed by the composition.
    Type: Grant
    Filed: November 1, 2007
    Date of Patent: February 7, 2012
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Masatoshi Echigo, Dai Oguro
  • Publication number: 20120029100
    Abstract: Strongly acidic cation exchangers with high mechanical, osmotic and oxidation stability can be prepared by sulfonating bead polymers formed from one or more vinylaromatic monomer(s), one or more crosslinker(s) and from 0.2 to 20% by weight of one or more vinyl ethers and/or vinyl esters.
    Type: Application
    Filed: October 7, 2011
    Publication date: February 2, 2012
    Applicant: LANXESS DEUTSCHLAND GMBH
    Inventors: Pierre Vanhoorne, Hans-Jürgen Wedemeyer
  • Publication number: 20120010434
    Abstract: Provided is a process for producing a bisphenol compound stably at a high conversion and with high selectivity over a long period. A process for producing a bisphenol compound by feeding a phenol compound and a carbonyl compound continuously to a reactor packed with an acid catalyst, characterized in that the acid catalyst is a sulfonic-acid-form cation-exchange resin in which part of the sulfo groups have been modified with at least any one of 2-pyridylalkanethiol compounds and 3-pyridylalkanethiol compounds.
    Type: Application
    Filed: July 20, 2011
    Publication date: January 12, 2012
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Susumu Tsutsuminai, Kazuaki Kanno, Makiko Tachikura
  • Patent number: 8053609
    Abstract: A solid (i.e., heterogeneous) catalyst useful for preparing an alkylene glycol from the corresponding alkylene oxide as well as a process for the catalytic hydration of an alkylene oxide to an alkylene glycol utilizing such a catalyst are provided. The catalyst of the present invention is based on an ion exchange resin including polystyrene crosslinked with from about 2 to about 10 weight (wt.) % divinyl benzene. The ion exchange resin further includes quaternary ammonium groups or quaternary phosphonium groups. The process includes reacting water and an alkylene oxide in at least one reactor under conditions to form an alkylene glycol, wherein the at least one reactor includes a catalyst based on an ion exchange resin that includes polystyrene crosslinked with from about 2 to about 10 weight (wt.) % divinyl benzene.
    Type: Grant
    Filed: October 15, 2007
    Date of Patent: November 8, 2011
    Assignee: SD Lizenzverwertungsgesellschaft mbH & Co. KG
    Inventors: William Crudge, Jaap Willem van Hal, Xiankuan Zhang
  • Patent number: 7989666
    Abstract: The present invention discloses a method for preparing bisphenol A, comprising the following steps: transferring phenol and acetone into a reaction zone charged with condensation catalyst, obtaining a stream containing bisphenol A after reaction; transferring the obtained stream containing bisphenol A into a rectification zone, obtaining a product fraction primarily containing bisphenol A and phenol; and transferring the product fraction primarily containing bisphenol A and phenol into a crystallization zone to obtain a bisphenol A product; wherein a water-depleted fraction primarily containing phenol, bisphenol A and acetone is obtained from the rectification zone, and said water-depleted fraction is cooled and returned as a cycled stream to the reaction zone.
    Type: Grant
    Filed: September 24, 2004
    Date of Patent: August 2, 2011
    Assignee: China Petroleum & Chemical Corporation
    Inventors: Dongyi Hong, Jidong Zhou, Jinlai Qin, Xuelei Li, Zhenwei Yao, Hongjiang Zhang, Cuiyun Liu, Weihua Fan
  • Publication number: 20100305365
    Abstract: The invention relates to a method for regenerating acidic cation exchangers, which are used as catalysts in the reaction of phenols with aldehydes or ketones to give bisphenols, in particular to give bisphenol A, with acids, with the proviso that, in the method according to the invention, these cation exchangers experience very little mechanical damage due to swelling processes during the regeneration process.
    Type: Application
    Filed: May 21, 2010
    Publication date: December 2, 2010
    Applicant: Bayer MaterialScience AG
    Inventors: Michael Prein, Christian Münnich, Ulrich Blaschke
  • Patent number: 7820866
    Abstract: An improved process for the manufacture of a polyphenol compound such as bisphenol-A by introducing into a reaction zone a phenolic compound reactant, a carbonyl compound reactant, and a catalyst promoter comprising bismethylthiopropane added to the reaction system in certain specific locations, and reacting the ingredients within the reaction zone in the presence of an acid catalyst.
    Type: Grant
    Filed: May 4, 2006
    Date of Patent: October 26, 2010
    Assignee: Badger Licensing LLC
    Inventors: Stephen W. Fetsko, Steven D. Evitt
  • Patent number: 7763757
    Abstract: Processes for producing bisphenols (e.g., bisphenol A (BPA)) having a purity greater than 99.7% are described, such processes including reacting a phenol and acetone in the presence of an acidic catalyst to form a product mixture comprising a bisphenol; removing at least a portion of the bisphenol from the product mixture in the form of a bisphenol/phenol adduct by crystallization, filtration and washing to provide bisphenol/phenol adduct crystals; and removing at least a portion of the phenol from the bisphenol/phenol adduct crystals to provide the bisphenol having a purity of more than 99.7%; wherein the crystallization comprises continuous suspension crystallization and is carried out in at least three crystallization devices arranged such that the product mixture is first cooled in a first stage of the crystallization to a temperature of 50 to 70° C.
    Type: Grant
    Filed: January 9, 2008
    Date of Patent: July 27, 2010
    Assignee: Bayer Material Science AG
    Inventors: Christian Münnich, Ulrich Blaschke, Rob Eek, Michael Prein, Raymond Audenaert, Gert Tytgat
  • Patent number: 7737310
    Abstract: A process for preparing biphenols of the general formula I by reaction of monophenols of the general formula II where the radicals R1, R2 and R3 are each, independently of one another, hydrogen, alkyl, aryl or arylalkyl having from 1 to 10 carbon atoms, in the presence of an oxidant in a reactor, wherein a) the reactor comprises no stationary internals which act as baffles, b) a total of not more than 0.6 mol of oxidant is used per one mol of monophenol, and c) the oxidant is introduced either continuously or discontinuously in a plurality of portions over a period of from 10 minutes to 24 hours, with the amount of oxidant introduced per unit time not being constant over the total period of time but instead being varied.
    Type: Grant
    Filed: April 5, 2006
    Date of Patent: June 15, 2010
    Assignee: BASF SE
    Inventors: Michael Bartsch, Gerd Haderlein, Tobias Aechtner, Jens Scheidel, Christian Dienes, Alexander Tempel, Thorsten Hofrichter, Werner Weinle
  • Patent number: 7686958
    Abstract: Disclosed is a method for producing at least one chemical reaction product by chemically reacting one or several reactants that is/are optionally dissolved in one or several solvents and is/are supplied as a feed stream by bringing the same in contact with a heterogeneous catalyst in a continuously operated fixed-bed reactor which is filled with a particle bed, a continuous annular chromatograph (CAC) that is filled with the particle bed being used as a fixed-bed reaction in which the at least one reaction product is formed and purified while the at least one purified reaction product as well as optionally provided secondary products and/or non-reacted reactants are withdrawn at a different, predetermined azimuthal position of the annular chromatograph, respectively. The inventive method is characterized in that only one type of particle material is used in a single particle bed as both a formation catalyst and a chromatographic medium for purifying the at least one reaction product in the particle bed.
    Type: Grant
    Filed: January 13, 2005
    Date of Patent: March 30, 2010
    Assignee: A.L.P. Technology AG
    Inventors: Massimo Morbidelli, Marco Mazzotti, Adalbert Prior, Joachim Prior, Frank Lang
  • Patent number: 7321069
    Abstract: A process for preparing aromatic bisphenols, wherein the method comprises reacting an aromatic hydroxy compound with an alkylating agent having a functionality of two in the presence of a catalyst system. The catalyst system used for the process is selected from the group consisting of a heteropolyacid compound, a clay, a functionalized metal oxide catalyst and combinations of the foregoing.
    Type: Grant
    Filed: December 17, 2004
    Date of Patent: January 22, 2008
    Assignee: General Electric Company
    Inventors: Gurram Kishan, Ramesh Krishnamurti, Kapila Debjani, Arakali Radhakrishna Srinivasarao, Jan-Pleun Lens
  • Patent number: 7227046
    Abstract: The continuous process for manufacturing bisphenol A according to the invention, by reacting phenol and acetone in the presence of a strong acid catalyst and a co-catalyst, is carried out using as co-catalyst a dithio ether of general formula: in which the symbols R and R? each represent a hydrogen atom, an alkyl radical or a phenyl radical, and the symbol R? represents an optionally substituted alkyl radical.
    Type: Grant
    Filed: January 8, 2002
    Date of Patent: June 5, 2007
    Assignee: Arkema
    Inventor: Annie Commarieu
  • Patent number: 7132575
    Abstract: A process for the production of a bisphenol comprises reacting a feed comprising a phenol, a ketone and water in the presence of an ion exchange resin catalyst to produce an effluent; determining the para—para bisphenol selectivity of the reaction; and adjusting the concentration of the water in the feed based upon the para—para bisphenol selectivity in the effluent.
    Type: Grant
    Filed: July 1, 2003
    Date of Patent: November 7, 2006
    Assignee: General Electric Company
    Inventors: Brian Carvill, Katherine Glasgow, Michael Roland
  • Patent number: 7112702
    Abstract: A commercial scale continuous process for the production of a bisphenol comprising reacting a phenol and a ketone in the presence of a modified ion exchange resin catalyst, wherein said modified ion exchange resin comprises a crosslinked gellular acid functionalized polystyrene resin modified by neutralization of with a mercapto promoter.
    Type: Grant
    Filed: December 12, 2002
    Date of Patent: September 26, 2006
    Assignee: General Electric Company
    Inventors: Brian Carvill, Katherine Glasgow, Gurram Kishan, Ramesh Krishnamurti, Nilesh Kumar Parkash Kukalyekar, G. V. Ramanarayanan
  • Patent number: 7067704
    Abstract: Bisphenol-A is purified in a process which comprises the following steps: a) cooling a liquid mixture comprising bisphenol-A and water in a bisphenol-A crystallizer to form bisphenol-A crystals in a liquid phase; b) separating the bisphenol-A crystals from the liquid phase; c) dividing at least a portion of the liquid phase into a bisphenol-rich organic phase and a water-rich phase; d) feeding phenol and at least a portion of the bisphenol-rich organic phase into a adduct crystallizer to form a crystalline adduct of phenol and bisphenol-A in a mother liquor, and e) separating the crystalline adduct from the mother liquor. Bisphenol-A of high purity at a high yield is obtained.
    Type: Grant
    Filed: November 12, 2003
    Date of Patent: June 27, 2006
    Assignee: Dow Global Technologies Inc.
    Inventors: Thomas C. Young, Damian M. Feord, Johann-Wilhelm Frey
  • Patent number: 7049475
    Abstract: Ascorbic acid and/or ascorbic acid salt is made to act together with oxygen on an organic compound. Alternatively, light radiation is applied during chemical action with oxygen so as to improve a composition efficiency of an organic compound and obtain a preferable decomposition amount. This reduces the load caused by an organic compound decomposition on the environment.
    Type: Grant
    Filed: April 15, 2003
    Date of Patent: May 23, 2006
    Assignee: Sony Corporation
    Inventor: Yasuhito Inagaki
  • Patent number: 6995294
    Abstract: This disclosure relates to a method for producing and using catalysts in the production of bisphenols, and in particular to a method for producing catalysts which contain poly-sulfur mercaptan promoters, and using these catalysts in the production of bisphenol-A and its derivatives.
    Type: Grant
    Filed: July 25, 2003
    Date of Patent: February 7, 2006
    Assignee: General Electric Company
    Inventors: Jimmy Lynn Webb, James Lawrence Spivack
  • Patent number: 6992228
    Abstract: This disclosure relates to a method for producing and using catalysts in the production of bisphenols, and in particular to a method for producing catalysts which contain poly-sulfur mercaptan promoters, and using these catalysts in the production of bisphenol-A and its derivatives.
    Type: Grant
    Filed: July 25, 2003
    Date of Patent: January 31, 2006
    Assignee: General Electric Company
    Inventors: Jimmy Lynn Webb, James Lawrence Spivack
  • Patent number: 6906227
    Abstract: The application relates to a process for producing high-purity bis(4-hydroxyaryl)alkanes from adducts of bis(4-hydroxyaryl)alkanes and aromatic hydroxy compounds, which are obtained by acid-catalysed reaction of the aromatic hydroxy compounds with ketones.
    Type: Grant
    Filed: December 7, 2000
    Date of Patent: June 14, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Neumann, Rolf Lanze, Frieder Heydenreich, Michael Bödiger, Michael Prein
  • Patent number: 6906226
    Abstract: Hydroxymethyl-substituted polyfunctional phenols, expressed by the following structure: General structure (I) (wherein X represents: bivalent group (a) expressed by the following structure: General structure (II) (wherein R1, R2, R3 and R4 each independently represent a hydrogen atom or an alkyl group with a carbon atom number of 1 through 4); quadrivalent group (b) expressed by the following structure: General structure (III) (wherein R5 and R6 each independently represent a hydrogen atom or an alkyl group with a carbon atom number of 1 through 4); or bivalent group (c) expressed by the following structure: General structure (IV) (wherein R7 and R8 each independently represent a hydrogen atom or a monofluoromethyl, difluoromethyl or trifluoromethyl group; however, R7 and R8 cannot be both hydrogen atoms); wherein n takes 2 when X is bivalent group (a), takes 4 when X is quadrivalent group (b), or takes 2 when X is bivalent group (c)).
    Type: Grant
    Filed: April 3, 2003
    Date of Patent: June 14, 2005
    Assignee: Honshu Chemical Industry Co., Ltd.
    Inventors: Kazuya Matsuishi, Takayuki Ohno, Taiichi Shiomi
  • Patent number: 6884894
    Abstract: This disclosure relates to a method for producing and using catalysts in the production of bisphenols, and in particular to a method for producing catalysts which contain poly-sulfur mercaptan promoters, and using these catalysts in the production of bisphenol-A and its derivatives.
    Type: Grant
    Filed: July 25, 2003
    Date of Patent: April 26, 2005
    Assignee: General Electric Company
    Inventors: Jimmy Lynn Webb, James Lawrence Spivack
  • Patent number: 6872860
    Abstract: This disclosure relates to a method for producing and using catalysts in the production of bisphenols, and in particular to a method for producing catalysts which contain poly-sulfur mercaptan promoters, and using these catalysts in the production of bisphenol-A and its derivatives.
    Type: Grant
    Filed: July 25, 2003
    Date of Patent: March 29, 2005
    Assignee: General Electric Company
    Inventors: Jimmy Lynn Webb, James Lawrence Spivack
  • Patent number: 6872859
    Abstract: The present invention relates to a process for preparing bisphenols which comprises reacting a carbonyl compound containing at least two carbon atoms with an aromatic compound, containing a hydroxyl group and at least one hydrogen atom bound to the aromatic ring, in the presence of a catalyst comprising a zeolite characterized by a spaciousness index equal to or higher than 8. The invention also relates to a method for the regeneration of the zeolitic catalyst used in this process and comprises subjecting the exhausted catalyst to hot treatment with a suitable aromatic compound containing at least one activating group, preferably the same hydroxylated aromatic compound used in the process for the preparation of bisphenols from which the exhausted catalyst derives.
    Type: Grant
    Filed: May 28, 2002
    Date of Patent: March 29, 2005
    Assignee: Enitecnologie S.p.A.
    Inventors: Carlo Perego, Alberto De Angelis
  • Patent number: 6858759
    Abstract: A method for the manufacture of bisphenols comprises introducing a combined feed stream comprising a feed stream and a recycle stream into a reactor system comprising at least one reactor containing a catalytic proportion of an acid catalyst and wherein the combined feed stream comprises a carbonyl compound and a stoichiometric excess of phenol; removing from the reactor system a reactor effluent; splitting the reactor effluent into a crystallization feed stream and an effluent recycle stream; extracting from said crystallization feed stream a bisphenol adduct, remainder comprising a mother liquor stream; dehydrating said mother liquor stream and said effluent recycle stream in a dehydrator wherein excess water and carbonyl compound are removed; and recycling the dehydrated mother liquor and the dehydrated effluent recycle stream back to the combined feed stream to effect improved production of p,p-bisphenol, along with increased reactor selectivity and reduced promoter quantities.
    Type: Grant
    Filed: August 12, 2003
    Date of Patent: February 22, 2005
    Assignee: General Electric Company
    Inventors: Martin Herke Oyevaar, Rudy Francois Alain Jos Peemans, Eduard Hendricus Schlarmann
  • Patent number: 6858758
    Abstract: A method for producing a bisphenol is disclosed. The method entails reacting in at least one first reactant selected from a first group consisting of phenol and substituted phenols with at least one second reactant selected from a second group consisting of ketones and diols, in the presence of hydrogen chloride catalyst and volatile sulphur compound having an SH bond as co-catalyst. The reaction product is a mixture that contains bisphenol, first reactant and second reactant. The catalyst and co-catalyst and water of reaction are separated by distillation. The method is characterized by the high reaction rates and selectivities.
    Type: Grant
    Filed: July 16, 2002
    Date of Patent: February 22, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Tony Van Osselaer, Werner Verhoeven, Domien Sluyts
  • Patent number: 6825386
    Abstract: Provided are a catalyst of high activity and good heavy substance resistance and alcohol resistance for production of bisphenols, and a method for producing bisphenols with the catalyst. The catalyst is a sulfonic acid-type cation-exchange resin modified with (a) a pyridinealkanethiol and (b) an aminoalkanethiol and/or a thiazolidine; and the method comprises reacting a phenol and a ketone in the presence of the catalyst for producing bisphenols.
    Type: Grant
    Filed: August 27, 2003
    Date of Patent: November 30, 2004
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventors: Masahiro Iwahara, Tetsuya Saruwatari
  • Publication number: 20040171888
    Abstract: The present invention relates to a process for preparing bisphenols which comprises reacting a carbonyl compound containing at least two carbon atoms with an aromatic compound, containing a hydroxyl group and at least one hydrogen atom bound to the aromatic ring, in the presence of a catalyst comprising a zeolite characterized by a spaciousness index equal to or higher than 8. The invention also relates to a method for the regeneration of the zeolitic catalyst used in this process and comprises subjecting the exhausted catalyst to hot treatment with a suitable aromatic compound containing at least one activating group, preferably the same hydroxylated aromatic compound used in the process for the preparation of bisphenols from which the exhausted catalyst derives.
    Type: Application
    Filed: April 30, 2004
    Publication date: September 2, 2004
    Inventors: Carlo Perego, Alberto De Angelis
  • Patent number: 6784228
    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.
    Type: Grant
    Filed: July 9, 2002
    Date of Patent: August 31, 2004
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Ichiro Ogura, Yoshiyuki Takahashi, Tomoyuki Imada
  • Patent number: 6740684
    Abstract: A strong-acid cation exchange resin in acid form is contacted with an alkylcarhamoyl alkylthioester in the presence of water for producing a strong-acid cation exchange resin comprising a plurality of acid groups being partially neutralized with a mercaptoalkylamine. The produced partially neutralized cation exchange resin is useful as a catalyst in a process of producing a bisphienol by reaction of a phenolic compound with a carhonyl compound.
    Type: Grant
    Filed: February 21, 2003
    Date of Patent: May 25, 2004
    Assignee: Dow Global Technologies Inc.
    Inventors: Mihail Paliuras, Damian M. Feord, Johann-Wilhelm Frey
  • Patent number: 6730816
    Abstract: A high productivity catalyst for bisphenol-A has been discovered which comprises strongly acidic cation-exchange resin spheres produced from a polystyrene/divinylbenzene (PS/DVB) copolymer sulfonated under conditions to introduce sulfone cross-linking. Surprisingly, the sulfone cross-linking improves the resistance to deformation but does not have a negative effect on the activity and selectivity of the catalyst in bisphenol-A production.
    Type: Grant
    Filed: November 27, 2001
    Date of Patent: May 4, 2004
    Assignee: Rohm and Haas Company
    Inventor: Eric Gustave Lundquist
  • Patent number: 6710212
    Abstract: A method of producing a chemical reaction is provided. In the practice of one embodiment of the invention, the method includes the steps of providing a reaction vessel and reactants; placing at least one of the reactants in the reaction vessel; and allowing the reaction to proceed for a time interval. A volume increment of at least one of the reactants is withdrawn from the reaction vessel, and a volume increment of at least one of the reactants is added to the reaction vessel. The volume increment withdrawal/addition is repeated after successive time intervals until the reaction reaches a substantially steady state. In various alternative embodiments, the volume increment withdrawal can take place before, after, or contemporaneously with the volume increment addition.
    Type: Grant
    Filed: June 26, 2002
    Date of Patent: March 23, 2004
    Assignee: General Electric Company
    Inventors: William Patrick Flanagan, Cheryl Lynn Sabourin, James Lawrence Spivack
  • Patent number: 6693220
    Abstract: Method for producing multiple chemical reactions and for rapid screening of chemicals, catalysts, process conditions and the like is disclosed. The method includes the steps of providing an array of reactor vessels and reactants; loading each reactor vessel with at least one reactant; and allowing the reactions to proceed for a predetermined time interval. A volume increment is withdrawn from each reactor vessel and a volume increment of at least one reactant is added to each reactor vessel in the array. The steps of volume increment withdrawal and addition are repeated after successive time intervals until the reactions reach a substantially steady state. The loading, withdrawal, and addition steps are performed by liquid or solid handling robots. In one embodiment, the volume increment withdrawal occurs before, after, or contemporaneously with the volume increment addition.
    Type: Grant
    Filed: September 4, 2002
    Date of Patent: February 17, 2004
    Assignee: General Electric Company
    Inventors: William Patrick Flanagan, James Lawrence Spivack, Cheryl Lynn Sabourin
  • Patent number: 6683223
    Abstract: A process for fluidizing bisphenol dust is disclosed. The process entails adding 0.1 to 10 parts by weight of water per 1 part by weight of bisphenol dust. Also disclosed is a process for preparing a bisphenol wherein the fluidized bisphenol dust according to the invention is introduced before, during or after reaction of a phenol with a carbonyl compound.
    Type: Grant
    Filed: October 15, 2002
    Date of Patent: January 27, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Bödiger, Rainer Neumann, Nikolai Kostyszyn, Rolf Lanze, Frieder Heydenreich, Michael Prein
  • Patent number: 6646097
    Abstract: A method for purifying 1,1-bis(4′-hydroxy-3′-methylphenyl)cyclohexane comprises dissolving said 1,1-bis(4′-hydroxy-3′-methylphenyl)cyclohexane in a first solvent consisting essentially of an alcohol to form a first solution; filtering said first solution; adding a second solvent consisting essentially of water to the filtered first solution to form a second solution, wherein said second solution comprises about 40 parts to about 95 parts of the first solvent per 100 parts of the combined weight of the first and second solvents; crystallizing said 1,1-bis(4′-hydroxy-3′-methylphenyl) cyclohexane from said second solution to form a first crystalline product; dissolving said first crystalline product in a third solvent to form a third solution, wherein the third solvent comprises an aromatic compound; and crystallizing said 1,1-bis(4′-hydroxy-3′-methylphenyl)cyclohexane from said third solution to produce a second crystalline product.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: November 11, 2003
    Assignee: General Electric Company
    Inventors: Ashok Shyadligeri, Gary C. Davis, Debjani Kapila, Ramesh Krishnamurti, A. S. Radhakrishna, Veeraraghavan Srinivasan
  • Patent number: 6635788
    Abstract: A method for the manufacture of bisphenols comprises introducing a combined feed stream comprising a feed stream and a recycle stream into a reactor system comprising at least one reactor containing a catalytic proportion of an acid catalyst and wherein the combined feed stream comprises a carbonyl compound and a stoichiometric excess of phenol; removing from the reactor system a reactor effluent; splitting the reactor effluent into a crystallization feed stream and an effluent recycle stream; extracting from said crystallization feed stream a bisphenol adduct, remainder comprising a mother liquor stream; dehydrating said mother liquor stream and said effluent recycle stream in a dehydrator wherein excess water and carbonyl compound are removed; and recycling the dehydrated mother liquor and the dehydrated effluent recycle stream back to the combined feed stream to effect improved production of p,p-bisphenol, along with increased reactor selectivity and reduced promoter quantities.
    Type: Grant
    Filed: December 20, 2002
    Date of Patent: October 21, 2003
    Assignee: General Electric Company
    Inventors: Martin Herke Oyevaar, Rudy Francois Alain Jos Peemans, Eduard Hendricus Schlarmann
  • Patent number: RE41290
    Abstract: The process of the present invention comprises a first step in which crude molten bisphenol A containing phenol is supplied to a flash evaporator and separated into a gaseous phase comprising phenol and a liquid phase comprising bisphenol A and residual phenol, and a second step in which the liquid phase obtained in the first step is heated by a thin film evaporator and separated into a gaseous phase comprising phenol and a liquid phase comprising concentrated bisphenol A and residual phenol, part of the liquid phase obtained in the second step being circulated to the first step and supplied to the flash evaporator along with crude molten bisphenol A. It is possible with this process to obtain high-quality bisphenol A stably from phenol-containing bisphenol A.
    Type: Grant
    Filed: June 7, 2007
    Date of Patent: April 27, 2010
    Assignee: Mitsubishi Chemical Corporation
    Inventor: Hiroaki Kimura