Isopropylidene Diphenol Produced Patents (Class 568/728)
  • Patent number: 11225451
    Abstract: The present inventions relates to the preparation of 3,3,5-trimethylcyclohexylidene bisphenol. Especially, the present invention relates to the preparation of 3,3,5-trimethylcyclohexylidene bisphenol from 3,3,5-trimethylcyclohexanone and phenol in the presence of a gaseous acidic catalyst. The preparation comprises a first drying step and a second drying step wherein in the second drying step the temperature is increased in comparison to first drying step or in the second drying step the pressure is lowered in comparison to first drying step, or in second drying step both the temperature is increased and the pressure is lowered in comparison to the first drying step (d1).
    Type: Grant
    Filed: November 13, 2019
    Date of Patent: January 18, 2022
    Assignee: Covestro Intellectual Property GMBH & Co. KG
    Inventors: Johan Vanden Eynde, Kristof Heylen, Anja Ehrig, Lars Frye
  • Patent number: 10913699
    Abstract: In an embodiment, a method of recovering phenol comprises heating a preheater inlet stream in a preheater to form a splitter inlet stream; separating the splitter inlet stream into a splitter top outlet stream and a splitter bottom outlet stream in a splitter column; separating the splitter bottom outlet stream into a crude top outlet stream and a crude bottom outlet stream in a crude phenol column; hydro-extracting the crude top outlet stream in a hydro-extractor column to form an extractor primary outlet stream; recovering a product phenol outlet stream from the extractor primary outlet stream in a finishing column; combining a bisphenol A plant phenol recovery stream from a bisphenol A reaction from a bisphenol A phenol purification system with the preheater inlet stream, the splitter inlet stream, the splitter bottom outlet stream, the crude top outlet stream, or a combination comprising at least one of the foregoing.
    Type: Grant
    Filed: July 3, 2019
    Date of Patent: February 9, 2021
    Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
    Inventors: Mark Erik Nelson, Ahmed Abouelfetouh Youssef, Karl Aaron Baro, Paulus Johannes Maria Eijsbouts
  • Patent number: 9732022
    Abstract: A process for recovery of materials from a mother liquor residue comprising cracking a mother liquor residue with an aromatic sulfonic acid catalyst to form a cracked product mixture and separating phenol from the cracked product mixture wherein the mother liquor residue results from distillation of a mother liquor resulting from bisphenol A synthesis and isolation.
    Type: Grant
    Filed: October 28, 2013
    Date of Patent: August 15, 2017
    Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
    Inventors: Ahmed Youssef, Mohan Khadilkar, Martin Oyevaar
  • Patent number: 9056821
    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: April 10, 2014
    Date of Patent: June 16, 2015
    Assignee: SABIC Global Technologies B.V.
    Inventors: Umesh Krishna Hasyagar, Rathinam Jothi Mahalingam, Kishan Gurram, Paul Eijsbouts
  • Publication number: 20150011800
    Abstract: The present invention relates to the treatment of a promoted strong acid ion exchange resin for use as an acid catalyst with an antioxidant to protect the resin from oxidative degradation and the use of said treated promoted ion exchange resin catalyst in chemical production processes.
    Type: Application
    Filed: December 14, 2012
    Publication date: January 8, 2015
    Applicant: ROHM AND HAAS COMPANY
    Inventors: Robert James Olsen, Gregory C. Pierce, Alfred K. Schultz, Klaus-Dieter Topp
  • Publication number: 20140221697
    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: Application
    Filed: April 10, 2014
    Publication date: August 7, 2014
    Inventors: Umesh Krishna Hasyagar, Rathinam Jothi Mahalingham, Kishan Gurram, Paul Eijsbouts, Johannes A.M. de Brouwer
  • Publication number: 20140148569
    Abstract: In a process for oxidizing a feed comprising cyclohexylbenzene, the feed is contacted with oxygen and an oxidation catalyst in a plurality of reaction zones connected in series, the contacting being conducted under conditions being effective to oxidize part of the cyclohexylbenzene in the feed to cyclohexylbenzene hydroperoxide in each reaction zone. At least one of the plurality of reaction zones has a reaction condition that is different from another of the plurality of reaction zones. The different reaction conditions may include one or more of (a) a progressively decreasing temperature and (b) a progressively increasing oxidation catalyst concentration as the feed flows from one reaction zone to subsequent reaction zones in the series.
    Type: Application
    Filed: August 16, 2011
    Publication date: May 29, 2014
    Applicant: ExxonMobil Chemical Patents Inc.
    Inventors: Jihad Mohammed Dakka, Francisco Manuel Benitez, Bryan Amrutlal Patel, Edmund John Mozeleski
  • 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
  • Publication number: 20130261323
    Abstract: Isobutene, isoprene, and butadiene are obtained from mixtures of C4 and/or C5 olefins by dehydrogenation. The C4 and/or C5 olefins can be obtained by dehydration of C4 and C5 alcohols, for example, renewable C4 and C5 alcohols prepared from biomass by thermochemical or fermentation processes. Isoprene or butadiene can be polymerized to form polymers such as polyisoprene, polybutadiene, synthetic rubbers such as butyl rubber, etc. in addition, butadiene can be converted to monomers such as methyl methacrylate, adipic acid, adiponitrile, 1,4-butadiene, etc. which can then be polymerized to form nylons, polyesters, polymethylmethacrylate etc.
    Type: Application
    Filed: May 24, 2013
    Publication date: October 3, 2013
    Applicant: GEVO, INC.
    Inventors: Matthew W. Peters, Joshua D. Taylor, David E. Henton, Leo E. Manzer, Patrick R. Gruber, Josefa M. Griffith, Yassin Al Obaidi
  • Patent number: 8436057
    Abstract: An anion exchange membrane and fuel cell incorporating the anion exchange membrane are detailed in which proazaphosphatrane and azaphosphatrane cations are covalently bonded to a sulfonated fluoropolymer support along with anionic counterions. A positive charge is dispersed in the aforementioned cations which are buried in the support to reduce the cation-anion interactions and increase the mobility of hydroxide ions, for example, across the membrane. The anion exchange membrane has the ability to operate at high temperatures and in highly alkaline environments with high conductivity and low resistance.
    Type: Grant
    Filed: February 17, 2010
    Date of Patent: May 7, 2013
    Assignee: U.S. Department of Energy
    Inventors: John G. Verkade, Kuldeep Wadhwa, Xueqian Kong, Klaus Schmidt-Rohr
  • Patent number: 8436055
    Abstract: The present invention provides an ion-exchange resin catalyst, as a catalyst for preparing bisphenol from phenol compounds and ketone, which has a higher selectivity to bisphenol and a longer life time, as compared to a conventional ion-exchange resin, and a method for preparing the same. The present invention also provides a method for preparing bisphenol comprising reacting phenol compounds with ketone, wherein the modified acidic ion-exchange resin in which at least one kind of cationic compound selected from the following (a), (b), (c) and (d) ionically binds to an acidic functional group, is used as a catalyst: (a) a quaternary phosphonium ion, (b) a quaternary ammonium ion, (c) a bis(phosphoranylidene) ammonium ion, and (d) an N-substituted nitrogen-containing aromatic cation.
    Type: Grant
    Filed: September 2, 2010
    Date of Patent: May 7, 2013
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Takashi Terajima, Toshihiro Takai, Kenji Fujiwara
  • Patent number: 8426479
    Abstract: There is provided a modified ion exchange resin catalyst which exhibits higher bisphenols selectivity than the conventional modified ion exchange resins in processes wherein bisphenols are produced by reacting a phenolic compound with ketones, and to provide such a process for producing bisphenols.
    Type: Grant
    Filed: May 19, 2011
    Date of Patent: April 23, 2013
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Takashi Terajima, Toshihiro Takai, Hideaki Nakamura
  • Publication number: 20120283484
    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: Application
    Filed: May 2, 2011
    Publication date: November 8, 2012
    Inventors: Umesh Krishna Hasyagar, Rathinam Jothi Mahalingam, Kishan Gurram, Paul Eijsbouts
  • Publication number: 20120283485
    Abstract: A modified ion exchange resin catalyst having an attached dimethyl thiazolidine promoter is disclosed. Also disclosed is a process for catalyzing condensation reactions between phenols and ketones, wherein reactants are contacted with a modified ion exchange resin catalyst having an attached dimethyl thiazolidine promoter. Also disclosed is a process for catalyzing condensation reactions between phenols and ketones that does not utilize a bulk promoter.
    Type: Application
    Filed: May 2, 2011
    Publication date: November 8, 2012
    Inventors: Umesh Krishna Hasyagar, Rathinam Jothi Mahalingam, Kishan Gurram, Paul Eijsbouts
  • Publication number: 20120238649
    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: May 29, 2012
    Publication date: September 20, 2012
    Applicant: LANXESS DEUTSCHLAND GMBH
    Inventors: Pierre Vanhoorne, Hans-Jürgen Wedemeyer
  • Patent number: 8143456
    Abstract: Methods for removing methanol from acetone recycle streams during bisphenol-A production, thereby avoiding the deactivation of catalyst, by distilling an acetone-methanol-water comprising mixture such that acetone is taken overhead in form of a relatively pure distillate, and substantial portions of the methanol and the water are leaving with the bottom product.
    Type: Grant
    Filed: August 22, 2008
    Date of Patent: March 27, 2012
    Assignee: Dow Global Technologies LLC
    Inventors: Thomas C. Young, Michael D. Cloeter, Mark E. Busbice
  • 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: 8044248
    Abstract: In a method of reducing the viscosity of a residue stream from the production of bisphenol-A, the residue stream is combined with at least one of (a) a bottoms stream comprising polyalkylaromatic compounds and remaining after the fractionation of an effluent from an aromatics alkylation process to remove monoalkylaromatic compounds, (b) a stream containing at least 90 wt % phenol and (c) a mixture of phenol and said bottoms stream (a) to produce a combined stream.
    Type: Grant
    Filed: March 3, 2009
    Date of Patent: October 25, 2011
    Assignee: Badger Licensing LLC
    Inventor: David P. Palmer
  • Patent number: 8039679
    Abstract: An improved process is provided for producing bisphenol-A (BPA) comprising steps of (1) contacting benzene and a C3 alkylating agent to produce an alkylation effluent comprising cumene; (2) oxidizing the cumene to produce the corresponding hydroperoxide; (3) cleaving the hydroperoxide to produce product comprising phenol and acetone; (4) reacting acetone with phenol to form a reaction product stream comprising crude bisphenol-A product; (5) distilling the reaction product stream, while sending downstream to a BPA-phenol adduct crystallization and purification step, the resulting concentrated BPA phenolic feed stream; (6) producing BPA-phenol adduct crystals by crystallization of the concentrated BPA phenolic feed stream; (7) separating the BPA-phenol adduct crystals by solid-liquid separationr; (8) cracking a stream comprising at least a portion of said final mother liquor to recover a product; and (9) recovering and feeding the phenol product of step (8) to step (4) and/or step (7).
    Type: Grant
    Filed: August 24, 2006
    Date of Patent: October 18, 2011
    Assignee: Badger Licensing LLC
    Inventors: Steven D. Evitt, Stephen W. Fetsko, Chung-Ming Chi
  • Publication number: 20110224315
    Abstract: There is provided a modified ion exchange resin catalyst which exhibits higher bisphenols selectivity than the conventional modified ion exchange resins in processes wherein bisphenols are produced by reacting a phenolic compound with ketones, and to provide such a process for producing bisphenols.
    Type: Application
    Filed: May 19, 2011
    Publication date: September 15, 2011
    Inventors: Takashi TERAJIMA, Toshihiro Takai, Hideaki Nakamura
  • 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
  • Patent number: 7968612
    Abstract: There is provided a modified ion exchange resin catalyst which exhibits higher bisphenols selectivity than the conventional modified ion exchange resins in processes wherein bisphenols are produced by reacting a phenolic compound with ketones, and to provide such a process for producing bisphenols.
    Type: Grant
    Filed: June 14, 2005
    Date of Patent: June 28, 2011
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Takashi Terajima, Toshihiro Takai, Hideaki Nakamura
  • Publication number: 20110152389
    Abstract: A strong-acid cation exchange resin comprising a plurality of acid groups which are partially neutralized with a cation of formula (I); wherein R1 at each occurrence independently is hydrogen or a Ci-4-alkyl group, R2 at each occurrence independently is hydrogen, alkyl or aryl, R3 at each occurrence independently is hydrogen or alkyl or two vicinal groups R3 together form an aromatic ring, m is 1, 2, 3, 4, 5 or 6, n is 1, 2, 3 or 4, o is 1 or 2, and p is 1, 2 or 3, is useful in the production of bisphenols.
    Type: Application
    Filed: July 18, 2007
    Publication date: June 23, 2011
    Inventor: Johann-Wilhelm Frey
  • Publication number: 20110152578
    Abstract: A method for preventing the degradation of a catalyst during storage of the catalyst and prior to using the catalyst in a chemical process comprising treating the catalyst with an antioxidant and storing the treated catalyst until further use. The stabilized treated catalyst may be used in a process for producing organic chemicals such as in a process for producing bisphenol A.
    Type: Application
    Filed: March 3, 2011
    Publication date: June 23, 2011
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: James Richard Stahlbush, Katherine H. Stahlbush, Harlan Robert Goltz, Thomas Caldwell Young, Edward Alan Fraini
  • Publication number: 20110137087
    Abstract: Methods for removing methanol from acetone recycle streams during bisphenol-A production, thereby avoiding the deactivation of catalyst, by distilling an acetone-methanol-water comprising mixture such that acetone is taken overhead in form of a relatively pure distillate, and substantial portions of the methanol and the water are leaving with the bottom product.
    Type: Application
    Filed: August 22, 2008
    Publication date: June 9, 2011
    Inventors: Thomas C. Young, Michael D. Cloeter, Mark E. Busbice
  • Publication number: 20110112333
    Abstract: The present disclosure enables phenol recovery, purification and recycle in a simple, economic manner from waste streams from, for example, a phenol/acetone production process, e.g., a phenol/acetone plant or an upstream cumene hydroperoxide cleavage process step, and BPA production step, for use in the reaction with acetone to produce BPA. The disclosure therefore reduces the overall consumption of phenol in the production of BPA.
    Type: Application
    Filed: January 14, 2011
    Publication date: May 12, 2011
    Applicant: STONE & WEBSTER, INC
    Inventor: David P. Palmer
  • Publication number: 20110092744
    Abstract: The present invention provides a process for producing bisphenol A by reacting phenol with actone, wherein reaction is performed at higher temperatures while maintaining high selectivity, and thus high productivity is obtained. The invention relates to a cation-exchange resin, wherein a cation-exchange group is introduced into a syndiotactic polystyrene polymer and the amount of acid is 0.8 milliequivalent/g or more, to a catalyst comprising the cation-exchange resin, and to a process for producing bisphenol A using a cation-exchange resin catalyst.
    Type: Application
    Filed: December 29, 2010
    Publication date: April 21, 2011
    Inventors: Takashi TERAJIMA, Yuko Maruyama, Toshihiro Takai, Kenji Fujiwara
  • Patent number: 7923586
    Abstract: A method for preventing the degradation of a catalyst during storage of the catalyst and prior to using the catalyst in a chemical process comprising treating the catalyst with an antioxidant and storing the treated catalyst until further use. The stabilized treated catalyst may be used in a process for producing organic chemicals such as in a process for producing bisphenol A.
    Type: Grant
    Filed: January 24, 2006
    Date of Patent: April 12, 2011
    Inventors: James Richard Stahlbush, Katherine H. Stahlbush, legal representative, Harlan Robert Goltz, Thomas Caldwell Young, Edward Alan Fraini
  • Patent number: 7858830
    Abstract: An improved process for recovering phenol from a bisphenol-A residue stream by reconfiguring the distillation column and the cracking reactor in a way that separates the reboil/distillation heat load and the cracking heat load, so that separate heat sources are used.
    Type: Grant
    Filed: October 28, 2008
    Date of Patent: December 28, 2010
    Assignee: Badger Licensing LLC
    Inventors: Steven Evitt, Chung-Ming Chi, Marshall S. Lee, David Palmer
  • Publication number: 20100324341
    Abstract: The present invention provides an ion-exchange resin catalyst, as a catalyst for preparing bisphenol from phenol compounds and ketone, which has a higher selectivity to bisphenol and a longer life time, as compared to a conventional ion-exchange resin, and a method for preparing the same. The present invention also provides a method for preparing bisphenol comprising reacting phenol compounds with ketone, wherein the modified acidic ion-exchange resin in which at least one kind of cationic compound selected from the following (a), (b), (c) and (d) ionically binds to an acidic functional group, is used as a catalyst: (a) a quaternary phosphonium ion, (b) a quaternary ammonium ion, (c) a bis(phosphoranylidene) ammonium ion, and (d) an N-substituted nitrogen-containing aromatic cation.
    Type: Application
    Filed: September 2, 2010
    Publication date: December 23, 2010
    Inventors: Takashi TERAJIMA, Toshihiro Takai, Kenji Fujiwara
  • 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
  • Publication number: 20100152406
    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: Application
    Filed: December 11, 2009
    Publication date: June 17, 2010
    Applicant: SABIC INNOVATIVE PLASTICS IP B.V.
    Inventor: James A. Mahood
  • 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: 7598424
    Abstract: An object of present invention is to provide a process of producing bisphenol A, and more particularly a process of producing bisphenol A having high purity and an excellent hue. In the present invention, in a crystallization step to form the slurry containing adduct crystals, (a) a fed solution of bisphenol A in phenol is cooled at the temperatures of at least two steps to form a slurry containing adduct crystals, (b) at least two crystallization stages having different cooling temperatures are provided, and (c) when the solid fraction of the slurry is A [% by weight] in the final crystallization stage prior to transporting the slurry into the solid-liquid separation step and the solid fraction of the slurry is B [% by weight] in the crystallization stage in which crystals are first formed, the value of B/A is kept 0.7 or less.
    Type: Grant
    Filed: March 25, 2004
    Date of Patent: October 6, 2009
    Assignee: Mitsui Chemicals, Inc.
    Inventor: Hideaki Nakamura
  • Publication number: 20090137848
    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: Application
    Filed: May 4, 2006
    Publication date: May 28, 2009
    Applicant: BADGER LICENSING LLC
    Inventors: Stephen W. Fetsko, Steven D. Evitt
  • Patent number: 7491855
    Abstract: Use of a specific combination of catalysts for the first and second steps of the process for the conversion of CHP to BPA provides high yields of BPA and low impurity yields, without a requirement for the intermediate purification steps. In the first step, CHP is cleaved in the presence of an acid treated clay such as acid treated Montmorillonite clay to produce phenol and acetone. In the second step, the phenol and acetone produced is reacted, preferably without intermediate purification, in the presence of a cation exchange resin catalyst that includes a cation exchange resin and a mercaptan or mercaptoalkanoic acid promoter to produce BPA.
    Type: Grant
    Filed: June 4, 2003
    Date of Patent: February 17, 2009
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventors: Pramod Shankar Kumbhar, Jegadeesh Thampi, Bharat Singh, John W. Fulmer, Prashant Anil Tatake
  • Publication number: 20080319237
    Abstract: A method for preventing the degradation of a catalyst during storage of the catalyst and prior to using the catalyst in a chemical process comprising treating the catalyst with an antioxidant and storing the treated catalyst until further use. The stabilized treated catalyst may be used in a process for producing organic chemicals such as in a process for producing bisphenol A.
    Type: Application
    Filed: January 24, 2006
    Publication date: December 25, 2008
    Inventors: James Richard Stahlbush, Katherine H. Stahlbush, Harlan Robert Goltz, Thomas Caldwell Young, Edward Alan Fraini
  • Publication number: 20080091051
    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: Application
    Filed: September 24, 2004
    Publication date: April 17, 2008
    Inventors: Dingyi Hong, Jidong Zhou, Jinlai Qin
  • 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: 7154010
    Abstract: Use of a specific combination of catalysts for the first and second steps of the process for the conversion of CHP to BPA provides high yields of BPA and low impurity yields, without a requirement for the intermediate purification steps. In the first step, CHP is cleaved in the presence of a sulfated metal oxide catalyst such as sulfated Zirconia to produce phenol and acetone. In the second step, the phenol and acetone produced is reacted, preferably without intermediate purification, in the presence of a cation exchange resin catalyst that includes a cation exchange resin and a mercaptan or mercaptoalkanoic acid promoter to produce BPA.
    Type: Grant
    Filed: June 4, 2003
    Date of Patent: December 26, 2006
    Assignee: General Electric Company
    Inventors: Pramod Shankar Kumbhar, Jegadeesh Thampi, Bharat Singh, John W. Fulmer, Prashant Anil Tatake
  • 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: 7129382
    Abstract: There is disclosed a process for producing bisphenol A by subjecting phenol and acetone to condensation reaction in the presence of a catalyst composed of an acid type ion exchange resin which is modified in part with a sulfur-containing amine compound, wherein the ion exchange resin having a modification rate of 10 to less than 20 mol % is used for a methanol concentration in acetone of lower than 250 ppm by weight, and the ion exchange resin having a modification rate of 20 to 65 mol % is used for a methanol concentration in acetone of 250 to 8000 ppm by weight. The above process is capable of producing bisphenol A at high conversion and selectivity by suppressing deterioration of catalytic activity due to methanol as an impurity in acetone.
    Type: Grant
    Filed: April 13, 2004
    Date of Patent: October 31, 2006
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventors: Masahiro Iwahara, Tetsuya Saruwatari
  • Patent number: 7112703
    Abstract: A process for the production of bisphenol-A having low concentration of sulphur is disclosed. The process comprise a) reacting phenol with acetone in the presence of a sulfonic acid ion exchanger to form a product mixture containing water, bisphenol-A/phenol adduct, phenol and sulfurous particles, and b) filtering the product mixture to separate the sulfurous particles to obtain a purified product mixture that contains water, phenol and bisphenol-A/phenol adduct. In one embodiment of the process further comprise distilling the purified product mixture to remove the water to obtain a first material system that contains said adduct and phenol, crystallizing the adduct, and removing the phenol by filtration using a filtering apparatus to obtain crystalline adduct.
    Type: Grant
    Filed: January 26, 2005
    Date of Patent: September 26, 2006
    Assignee: Bayer MaterialScience AG
    Inventors: Rainer Neumann, Ulrich Blaschke, Stefan Westernacher
  • 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: 7109385
    Abstract: A process for producing a phenol product generally comprises a first step comprising reacting in a first reactor a feed stream comprising cumene hydroperoxide and water with an acid catalyst to produce an effluent comprising the phenol product, acetone, and at least 1% by weight residual cumene hydroperoxide, and a second step comprising passing the effluent into a second reactor and decomposing the residual cumene hydroperoxide, wherein during said process the ratio of phenol to acetone is maintained at a molar ratio of greater than 1:1, and wherein the water in each of the first and second steps is present in an amount more than 0 and less than or equal to 5 weight percent based on the total weight of the feed stream or effluent, and wherein the process is continuous.
    Type: Grant
    Filed: March 29, 2005
    Date of Patent: September 19, 2006
    Assignee: General Electric Company
    Inventors: Prashant Anil Tatake, Pramod Shankar Kumbhar, Bharat Singh, John William Fulmer, Sabyasachi Mandal, Arun N. Kumar, Rupesh Pawar
  • Patent number: 7078573
    Abstract: A process for producing bisphenol A is disclosed. The process entails a) reacting phenol with acetone in the presence of an acidic catalyst to form a reaction mixture that includes bisphenol A and water, and b) removing water from the reaction mixture by distillation in a column to obtain a bottom product, and c) separating bisphenol-A/phenol adduct from the reaction mixture by crystallization and filtration. The bottom temperature of the column is 100 to 150° C., the overhead temperature of the column is 20 to 80° C., the absolute pressure is 50 to 300 mbar at the head of the column and 100 to 300 mbar at the bottom of the column, and wherein said (c) is carried out before or after said (b).
    Type: Grant
    Filed: January 26, 2005
    Date of Patent: July 18, 2006
    Assignee: Bayer Materialscience AG
    Inventors: Rainer Neumann, Ulrich Blaschke, Stefan Westernacher
  • 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: 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