From Alkylene Oxide Patents (Class 568/867)
  • Patent number: 10807928
    Abstract: An improved catalytic hydration process that includes a catalytic hydration reaction section containing adiabatic reactors with ion exchange resin catalyst and which maintains low resin swelling and excellent selectivity while also reducing process complexity and increasing versatility.
    Type: Grant
    Filed: April 30, 2019
    Date of Patent: October 20, 2020
    Assignee: Scientific Design Company, Inc.
    Inventors: Shaun McGovern, Eunice Yamada, Barry Jay Billig, Chun Chau Chan
  • Patent number: 10807929
    Abstract: An improved catalytic hydration process that includes a catalytic hydration reaction section containing adiabatic reactors with ion exchange resin catalyst and which maintains low resin swelling and excellent selectivity while also reducing process complexity and increasing versatility.
    Type: Grant
    Filed: April 30, 2019
    Date of Patent: October 20, 2020
    Assignee: Scientific Design Company, Inc.
    Inventors: Chun Chau Chan, Eunice Yamada, Barry Jay Billig, Shaun McGovern
  • Patent number: 9828318
    Abstract: The objective of the present invention is to provide a method for the highly selective production of dipropylene glycol containing 1,1?-oxybis-2-propanol in a proportion of 0.10 to 0.70 and/or tripropylene glycol containing 1,1?-[(1-methyl-1,2-ethanediyl)bis(oxy)]bis-2-propanol in a proportion of 0.10 to 0.70. The present invention is a method for producing dipropylene glycol containing 1,1?-oxybis-2-propanol in a proportion of 0.10 to 0.70 and/or tripropylene glycol containing 1,1?-[(1-methyl-1,2-ethanediyl)bis(oxy)]bis-2-propanol in a proportion of 0.10 to 0.70, the method comprising a reaction step of making a reactant comprising propylene oxide and water react in the presence of a catalyst, wherein the catalyst comprises at least one element selected from the group consisting of vanadium, niobium, and tantalum, and the Hammett acidity function (H) of the catalyst satisfies H?9.3.
    Type: Grant
    Filed: December 12, 2012
    Date of Patent: November 28, 2017
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shinjiro Ishihara, Shoko Ikeda, Masayuki Yoshii, Makoto Murata
  • Patent number: 9096564
    Abstract: A process for the production of ethylene glycol comprising: (i) supplying ethylene and oxygen and an organic chloride moderator to an EO reactor, thereby producing a reactor product stream; (ii) supplying the reactor product stream to an EO absorber, thereby producing a fat absorbent stream; (iii) supplying the fat absorbent stream to an EO stripper, thereby producing a concentrated ethylene oxide stream and a lean absorbent stream; (iv) recirculating the lean absorbent stream to the EO absorber; and (v) supplying the ethylene oxide stream and/or the ethylene carbonate stream to hydrolysis reactors with an alkali metal salt hydrolysis catalyst to form an ethylene glycol stream; wherein the process additionally comprises: (vi) removing a glycol bleed stream from the ethylene oxide stripper; and (vii) adding a base to the ethylene oxide stripper such that the pH in the bottom section of the stripper is maintained from 9.5 to 12.0.
    Type: Grant
    Filed: January 31, 2012
    Date of Patent: August 4, 2015
    Assignee: Shell Oil Company
    Inventors: Jan Van Ogtrop, Hendrik Stichter, Jacqueline Hessing
  • Patent number: 9006499
    Abstract: The present invention relates to a process for preparing polyether polyols by base-catalyzed addition of alkylene oxides (epoxides) onto starter compounds which are solid at room temperature and have Zerevitinov-active hydrogen atoms, a particular feature of which is that visually clear and/or homogeneous products are obtained even in the absence of solvents.
    Type: Grant
    Filed: February 12, 2014
    Date of Patent: April 14, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Klaus Lorenz, Marcus Eichmann
  • Patent number: 8987529
    Abstract: The present invention relates to a process for solvent-free preparation of polyether polyols with blockwise polyether chain structure, based on starter compounds solid at room temperature.
    Type: Grant
    Filed: February 17, 2014
    Date of Patent: March 24, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Klaus Lorenz, Marcus Eichmann
  • Patent number: 8969602
    Abstract: The invention relates to a process for the production of ethylene oxide, comprising the steps of producing ethylene resulting in a stream comprising ethylene and ethane; producing ethylene oxide by subjecting ethylene and ethane from the stream comprising ethylene and ethane to oxidation conditions resulting in a stream comprising ethylene oxide, unconverted ethylene and ethane; and recovering ethylene oxide from the stream comprising ethylene oxide, unconverted ethylene and ethane.
    Type: Grant
    Filed: January 23, 2012
    Date of Patent: March 3, 2015
    Assignee: Shell Oil Company
    Inventor: Michael Johannes Franciscus Maria Verhaak
  • Publication number: 20150045565
    Abstract: A carrier having at least three lobes, a first end, a second end, a wall between the ends and a non-uniform radius of transition at the intersection of an end and the wall is disclosed. A catalyst comprising the carrier, silver and promoters deposited on the carrier and useful for the epoxidation of olefins is also disclosed. A method for making the carrier, a method for making the catalyst and a process for epoxidation of an olefin with the catalyst are also disclosed.
    Type: Application
    Filed: October 27, 2014
    Publication date: February 12, 2015
    Inventors: Michael A. Richard, John David Covey
  • Patent number: 8940946
    Abstract: The present invention has an object to provide a method for efficiently producing high-purity 1,5-pentanediol by reacting tetrahydrofurfuryl alcohol with hydrogen. This manufacturing method for producing high-purity 1,5-pentanediol comprises: step (I): a step of obtaining a crude reaction product by a hydrogenolysis reaction of tetrahydrofurfuryl alcohol with hydrogen carried out in the presence of a copper-containing catalyst with reaction temperature of 200 to 350° C. and reaction pressure of 1 to 40 MPa until conversion rate of tetrahydrofurfuryl alcohol reaches 80% or less; step (II): a step of separating tetrahydrofurfuryl alcohol and crude 1,5-pentanediol (A) from the crude reaction product obtained in the step (I), and then, supplying recovered tetrahydrofurfuryl alcohol as a raw material for the step (I); and step (III): a step of obtaining the high-purity 1,5-pentanediol by distillation of the crude 1,5-pentanediol (A) obtained in the step (II).
    Type: Grant
    Filed: November 19, 2012
    Date of Patent: January 27, 2015
    Assignee: Ube Industries, Ltd.
    Inventors: Yasutaka Yoshida, Kenji Hirotsu, Ryo Fujimoto, Ryousuke Katsura, Satoru Fujitsu, Takashi Doi, Kouichi Kashiwagi
  • Publication number: 20140371470
    Abstract: Methods are provided for producing epoxidation catalysts. The present methods are able to produce catalysts having the desired loading levels of catalytic species at a lower vacuum level (having a higher minimum residual pressure) than previously appreciated by the art, thereby providing equipment cost and time savings.
    Type: Application
    Filed: October 4, 2012
    Publication date: December 18, 2014
    Applicant: DOW TECHNOLOGY INVESTMENTS LLC
    Inventors: Biju M. Divassy, Albert C. Liu, Hwaili Soo
  • Patent number: 8895763
    Abstract: An integrated process for preparing alkylene oxides and alkylene glycols is described. For this purpose, an alkylene oxide plant and an alkylene glycol plant are combined with one another and the water originating from the alkylene oxide plant and also other constituents of the reaction mixture are introduced into the alkylene glycol plant. In this way, alkylene glycols which have been produced in the alkylene oxide plant can be recovered as materials of value and the water circulation into the alkylene glycol plant can be eliminated or drastically reduced. In addition, the energy-intensive treatment of the process water from the alkylene oxide plant can be dispensed with. The integration of the two processes leads overall to better energy efficiency and conservation of resources in the work-up of residues from the process.
    Type: Grant
    Filed: August 12, 2010
    Date of Patent: November 25, 2014
    Assignee: Thyssenkrupp UHDE GmbH
    Inventor: Ferdinand Rudolf Reif
  • Publication number: 20140316167
    Abstract: Provided by the present invention is a method for producing an alkanediol, such as 1,5-pentanediol, with a high reaction selectivity thereto by reacting a cyclic ether group-containing methanol such as tetrahydrofurfuryl alcohol by using a non-chromium catalyst not containing chromium atom. More specifically, the method is to produce an alkanediol having hydroxy groups at both molecular terminals shown by the formula (2), includes reacting a cyclic ether group-containing methanol shown by the formula (1) with hydrogen in the presence of a metal catalyst which contains copper atom, at least one co-existing atom selected from the group consisting of elements of the third to the sixth periods of the II to XIV groups (excluding chromium) in the periodical table and lanthanide elements.
    Type: Application
    Filed: November 19, 2012
    Publication date: October 23, 2014
    Applicant: UBE INDUSTRIES, LTD
    Inventors: Yasutaka Yoshida, Kenji Hirotsu, Takashi Doi, Kouichi Kashiwagi
  • Publication number: 20140200357
    Abstract: A method for the epoxidation of an olefin comprising the steps of reacting a feed gas composition containing an olefin, oxygen, and a moderator having a post-conditioning step where the catalyst is exposed to reactor feed having a chlorides concentration of from about 5 ppm to about 7 ppm and at a temperature of about 215° C. to about 225° C.
    Type: Application
    Filed: January 10, 2014
    Publication date: July 17, 2014
    Applicant: SCIENTIFIC DESIGN COMPANY, INC.
    Inventors: Ashok S. Padia, Hassan Eisa Al-Ahmadi
  • Patent number: 8742146
    Abstract: The present invention relates to a process for improving the overall selectivity of an EO process for converting ethylene to ethylene oxide utilizing a highly selective EO silver catalyst containing a rhenium promoter wherein following normal operation a hard strip of the chloride on the surface of the catalyst is conducted in order to remove a portion of the chlorides on the surface of the catalyst. Following the hard strip, the catalyst is optionally re-optimized. Surprisingly, it has been found that the selectivity of the catalyst following the hard strip may be substantially higher than the selectivity prior to the hard strip.
    Type: Grant
    Filed: December 2, 2011
    Date of Patent: June 3, 2014
    Assignee: Shell Oil Company
    Inventors: Martin Lysle Hess, Wayne Errol Evans, Jeffery Michael Kobe, Marek Matusz
  • Patent number: 8742147
    Abstract: The present invention relates to a process for improving the overall selectivity of an EO process for converting ethylene to ethylene oxide utilizing a highly selective EO silver catalyst containing a rhenium promoter wherein following normal operation a chloride strip of the chloride on the surface of the catalyst is conducted in order to remove a portion of the chlorides on the surface of the catalyst. The chloride strip involves the addition of certain saturated hydrocarbons to the feed. Following the chloride strip, the catalyst is optionally re-optimized.
    Type: Grant
    Filed: December 2, 2011
    Date of Patent: June 3, 2014
    Assignee: Shell Oil Company
    Inventors: Wayne Errol Evans, Marek Matusz, Paul Michael McAllister
  • Publication number: 20140135513
    Abstract: Techniques are provided for determining the proper way to load thermocouple reactor tubes in multi-tubular ethylene oxide reactors containing a large number of reactor tubes containing silver catalysts. In these techniques, it is necessary to adjust the pressure drop so that oxygen conversion by thermocouple reactor tubes will closely match that of non-thermocouple reactor tubes.
    Type: Application
    Filed: November 16, 2012
    Publication date: May 15, 2014
    Applicant: SHELL OIL COMPANY
    Inventor: Paul Michael MCALLISTER
  • Publication number: 20140107356
    Abstract: A method for producing epoxidation catalysts is provided. The catalyst comprises a support, a catalytic species, maganese and at least one alkali metal and/or promoter. The catalytic species may be silver. The catalyst is prepared by a method wherein at least a portion of the manganese is impregnated in a step separate from the at least one alkali metal and/or promoter. Advantageously, catalysts produced by the present method may exhibit greater efficiencies than catalysts produced by conventional methods. A method for the epoxidation of alkylenes using the catalysts so produced is provided as is a method for using the alkylene oxides for the production of 1,2-diols, 1,2-carbonates, 1,2-diol ethers, or alka-nolamines.
    Type: Application
    Filed: May 25, 2012
    Publication date: April 17, 2014
    Applicant: DOW TECHNOLOGY INVESTMENTS, LLC
    Inventors: Srikant Gopal, Lakshmi N. Vutukuru Murthy, Arun G. Basrur
  • Patent number: 8658842
    Abstract: Disclosed is a process for producing ethylene glycol catalyzed by an ionic liquid, characterized in that the process includes the following three steps: (a) a carbonylation step of ethylene oxide and CO2 catalyzed by an ionic liquid composite catalyst comprising a hydroxyl functionalized ionic liquid and an alkali metal salt under an aqueous condition to produce ethylene carbonate and ethylene glycol; (b) a hydrolysis step of reacting the reaction solution containing ethylene carbonate and the ionic liquid composite catalyst obtained in step (a) with water to produce ethylene glycol; (c) a purification step of dehydrating and refining ethylene glycol from the aqueous solution containing ethylene glycol and the catalyst produced in step (b). The present process has the following advantages: the catalyst has high activity, high suitability, and good stability, the reaction condition is wild, the conversion of ethylene oxide is high, the selectivity of ethylene glycol is high, and the process is simple.
    Type: Grant
    Filed: June 7, 2010
    Date of Patent: February 25, 2014
    Assignee: Institute of Process Engineering, Chinese Academy of Sciences
    Inventors: Suojiang Zhang, Jian Sun, Weiguo Cheng, Jinquan Wang, Jianxin Zhang, Zengzeng Fu, Xiangping Zhang
  • Publication number: 20140012019
    Abstract: The present invention provides rhenium-promoted epoxidation catalysts based upon shaped porous bodies comprising a minimized percentage of their total pore volume being present in pores having diameters of less than one micron, and a surface area of at least about 1.0 m2/g. Processes of making the catalysts and using them in epoxidation processes are also provided.
    Type: Application
    Filed: September 6, 2013
    Publication date: January 9, 2014
    Applicant: DOW TECHNOLOGY INVESTMENTS, LLC
    Inventors: Albert C. Liu, Hwaili Soo
  • Patent number: 8569548
    Abstract: A process for the preparation of an alkylene glycol, said process comprising contacting an alkylene oxide with carbon dioxide and water in the presence of a catalytic composition comprising an active anion, selected from the group consisting of metalates, carbonate, bicarbonate and hydroxide, immobilized on a first solid support having one or more electropositive sites and a halide immobilized on the first or a second solid support having one or more electropositive sites.
    Type: Grant
    Filed: July 18, 2008
    Date of Patent: October 29, 2013
    Assignee: Shell Oil Company
    Inventor: Eugene Marie Godfried Andre Van Kruchten
  • Patent number: 8546592
    Abstract: A process for the production of an olefin oxide, which process comprises reacting a feed comprising an olefin and oxygen in a reactor tube in the presence of a silver-containing catalyst, wherein the presence of water in the catalyst bed is controlled such that the ratio of the partial pressure of water (PPH2O) divided by the vapor pressure of water (VPH2O) is less than 0.006, preferably less than 0.004.
    Type: Grant
    Filed: September 27, 2011
    Date of Patent: October 1, 2013
    Assignee: Shell Oil Company
    Inventors: Wayne Errol Evans, Paul Michael McAllister, Randall Clayton Yeates, Jeffrey Michael Kobe
  • Patent number: 8536353
    Abstract: A process for the epoxidation of an olefin comprising contacting a reactor feed comprising an olefin, oxygen, and carbon dioxide, with a catalyst comprising a carrier and, deposited on the carrier, silver, a rhenium promoter, a first co-promoter, and a second co-promoter; wherein the carbon dioxide is present in the reactor feed in a quantity of at most 3 mole percent based on the total epoxidation reactor feed; the first co-promoter is selected from sulfur, phosphorus, boron, and mixtures thereof; and the second co-promoter is selected from tungsten, molybdenum, chromium, and mixtures thereof; a process for preparing a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine.
    Type: Grant
    Filed: May 7, 2008
    Date of Patent: September 17, 2013
    Assignee: Shell Oil Company
    Inventor: Marek Matusz
  • Patent number: 8480961
    Abstract: Herein disclosed is a system for hydrating an alkylene oxide that includes a high shear device configured to form a dispersion of an alkylene oxide and water, the high shear device comprising a rotor, a stator, and a catalytic surface, wherein the dispersion comprises gas bubbles with an average gas bubble diameter of less than about 5 ?m; a pump configured for delivering a liquid stream to the high shear device; and a reactor coupled to the high shear device, and configured to receive the dispersion from the high shear device, wherein the alkylene oxide is hydrated in the reactor.
    Type: Grant
    Filed: September 28, 2012
    Date of Patent: July 9, 2013
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Aziz Hassan, Rayford G. Anthony, Krishnan Viswanathan, Gregory G. Borsinger
  • Patent number: 8431752
    Abstract: Herein disclosed is a method of hydrating an alkylene oxide that includes introducing an alkylene oxide into water to form a first stream; flowing the first stream through a high shear device to produce a second stream; and contacting the second stream with a catalyst in a reactor to hydrate the alkylene oxide and form an alkylene glycol.
    Type: Grant
    Filed: September 28, 2012
    Date of Patent: April 30, 2013
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Aziz Hassan, Rayford G. Anthony, Krishnan Viswanathan, Gregory G. Borsinger
  • Patent number: 8389775
    Abstract: The invention relates to a process for preparing polyether alcohols, which comprises the steps a) reaction of an unsaturated natural oil or fat with a mixture of carbon monoxide and hydrogen, b) reaction of the mixture from step a) with hydrogen, c) reaction of the product from step b) with an alkylene oxide in the presence of a catalyst.
    Type: Grant
    Filed: January 26, 2009
    Date of Patent: March 5, 2013
    Assignee: BASF SE
    Inventors: Darijo Mijolovic, Andrea Haunert, Andreas Kunst, Stephan Bauer, Qiang Miao, Berend Eling
  • Patent number: 8378154
    Abstract: The invention provides a process for the preparation of an alkylene glycol from an alkene wherein conversion of alkylene oxide to alkylene glycol occurs in an alkylene oxide absorber and optionally in further reactors, and alkylene glycol is extracted from fat absorbent by contacting the fat absorbent with a lean solvent, thereby producing fat solvent, recovering alkylene glycol from the fat solvent and recycling the lean solvent.
    Type: Grant
    Filed: April 8, 2009
    Date of Patent: February 19, 2013
    Assignee: Shell Oil Company
    Inventor: Dominicus Maria Rekers
  • Publication number: 20130030223
    Abstract: Herein disclosed is a method of hydrating an alkylene oxide that includes introducing an alkylene oxide into water to form a first stream; flowing the first stream through a high shear device to produce a second stream; and contacting the second stream with a catalyst in a reactor to hydrate the alkylene oxide and form an alkylene glycol.
    Type: Application
    Filed: September 28, 2012
    Publication date: January 31, 2013
    Applicant: H R D Corporation
    Inventor: H R D Corporation
  • Patent number: 8357813
    Abstract: The invention provides a process for the epoxidation of an olefin, which process comprises reacting a feed comprising an olefin and oxygen in the presence of a catalyst comprising a carrier and silver deposited on the carrier, which carrier comprises at least 85 weight percent ?-alumina and has a surface area of at least 1.3 m2/g, a median pore diameter of more than 0.8 ?m, and a pore size distribution wherein at least 80% of the total pore volume is contained in pores with diameters in the range of from 0.1 to 10 ?m and at least 80% of the pore volume contained in the pores with diameters in the range of from 0.1 to 10 ?m is contained in pores with diameters in the range of from 0.3 to 10 ?m.
    Type: Grant
    Filed: November 18, 2011
    Date of Patent: January 22, 2013
    Assignee: Shell Oil Company
    Inventors: William Herman Gerdes, John Robert Lockemeyer, Donald James Remus, Thomas Szymanski, Randall Clayton Yeates
  • Patent number: 8357825
    Abstract: A process for preparing a 1,2-diol, a 1,2-diol ether or an alkanolamine comprising converting an olefin oxide, wherein the olefin oxide has been obtained by a process for the epoxidation of an olefin, said process comprising using a catalyst comprising a carrier and silver deposited thereon, wherein the carrier comprises at least 85 weight percent ?-alumina and has a surface area of at least 1.3 m2/g, a median pore diameter of more than 0.8 ?m, and a pore size distribution wherein at least 80% of the total pore is contained in pores with diameters in the range of from 0.1 to 10 ?m, and at least 80% of the pore volume contained in the pores with diameters in the range of from 0.1 to 10 ?m is contained in pores with diameters in the range of from 0.3 to 10 ?m.
    Type: Grant
    Filed: November 18, 2011
    Date of Patent: January 22, 2013
    Assignee: Shell Oil Company
    Inventors: William Herman Gerdes, John Robert Lockemeyer, Donald James Remus, Thomas Szymanski, Randall Clayton Yeates
  • Patent number: 8354562
    Abstract: Methods and systems for preparing alkylene glycols are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of alkylene oxides with water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time.
    Type: Grant
    Filed: May 15, 2012
    Date of Patent: January 15, 2013
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Publication number: 20120323026
    Abstract: A catalyst for the epoxidation of an olefin comprising a carrier and, deposited thereon, silver, a rhenium promoter, a first co-promoter, and a second co-promoter; wherein the quantity of the rhenium promoter deposited on the carrier is greater than 1 mmole/kg, relative to the weight of the catalyst; the first co-promoter is selected from sulfur, phosphorus, boron, and mixtures thereof; the second co-promoter is selected from tungsten, molybdenum, chromium, and mixtures thereof; the total quantity of the first co-promoter and the second co-promoter deposited on the carrier is at most 5.0 mmole/kg, relative to the weight of the catalyst; and wherein the carrier has a monomodal, bimodal or multimodal pore size distribution, a pore diameter of 0.01-200 ?m, a specific surface area of 0.03-10 m2/g, a pore volume of 0.2-0.7 cm3/g, wherein the median pore diameter is 0.1-100 ?m, and a water absorption of 10-80%.
    Type: Application
    Filed: February 24, 2011
    Publication date: December 20, 2012
    Inventors: John Robert Lockemeyer, Marek Matusz, Randall Clayton Yeates
  • Patent number: 8309771
    Abstract: A two-stage, gas phase process for manufacturing alkylene glycol (e.g., ethylene glycol) from an alkene (e.g., ethylene), oxygen and water, the process comprising the steps of: (A) Contacting under gas phase, oxidation conditions gaseous alkene and oxygen over a heterogeneous oxidation catalyst to produce a gaseous oxidation product comprising alkylene oxide, water and unreacted alkene; (B) Contacting under gas phase, hydrolysis conditions the gaseous oxidation product of (A) with added water over a heterogeneous hydrolysis catalyst to produce a gaseous alkylene glycol and unreacted alkene; and (C) Recycling the unreacted alkene of (B) to (A). The hydrolysis catalyst is selected from the group consisting of hydrotalcites, metal-loaded zeolites, phosphates, and metal-loaded ion-exchanged molecular sieves.
    Type: Grant
    Filed: July 31, 2009
    Date of Patent: November 13, 2012
    Assignee: Dow Technology Investments LLC
    Inventors: Joseph C. Noronha, Elbert J. Campbell, Brian T. Keen, Dick A. Nagaki, Hwaili Soo, David A. Spears, John F. Szul
  • Patent number: 8304584
    Abstract: Herein disclosed is a method of hydrating an alkylene oxide. In an embodiment, the method comprises (a) introducing an alkylene oxide into water to form a first stream; (b) flowing the first stream through a high shear device to produce a second stream; and (c) contacting the second stream with a catalyst in a reactor to hydrate the alkylene oxide and form an alkylene glycol. In some embodiments, alkylene oxide comprises ethylene oxide, propylene oxide, butylene oxide, or combinations thereof. In some embodiments, producing the second stream comprises an energy expenditure of at least about 1000 W/m3. In some embodiments, the catalyst comprises an amine, an acid catalyst, an organometallic compound, an alkali metal halide, a quaternary ammonium halide, zeolites, or combinations thereof. In some embodiments, the alkylene glycol comprises ethylene glycol.
    Type: Grant
    Filed: March 12, 2010
    Date of Patent: November 6, 2012
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Aziz Hassan, Rayford G. Anthony, Krishnan Viswanathan, Gregory G. Borsinger
  • Publication number: 20120277447
    Abstract: The present invention relates to a process for improving the selectivity of an EO process utilizing a highly selective EO catalyst. In particular, the present invention is an improvement in the initial operation of a process for manufacturing ethylene oxide by contacting ethylene, oxygen, a chloride moderator and a hydrocarbon co-moderator with a high selectivity silver-containing catalyst at a concentration of carbon dioxide of less than about 2 mole percent, wherein the initial operating temperature is determined by optimization of such initial operating temperature at a level higher than the normal low initial operating temperature that is typically selected to obtain a longer operating cycle.
    Type: Application
    Filed: April 26, 2012
    Publication date: November 1, 2012
    Applicant: SHELL OIL COMPANY
    Inventors: Wayne Errol EVANS, Jeffrey Michael KOBE, Marek MATUSZ
  • Publication number: 20120259132
    Abstract: The invention is directed to a process to prepare an ethanol-derivate compound or compounds by reacting ethanol in the presence of molecular oxygen and a catalyst comprising a gamma-alumina carrier, metal nano-particles wherein the metal is selected from silver, copper or gold. The invention is also directed to processes to prepare such a catalyst.
    Type: Application
    Filed: April 5, 2012
    Publication date: October 11, 2012
    Inventors: Meindert Jan Lippits, Bernard Egbert Nieuwenhuijs
  • Patent number: 8273925
    Abstract: A method for the production of alkylene oxide addition products comprising (i) charging a stirred reactor with a starting compound capable of adding on or inserting alkylene oxides, introducing at least one alkylene oxide plus a different diluent gas, wherein a portion of said alkylene oxide reacts in a liquid phase with said starting compound, and the remaining alkylene oxide together with said diluent gas forms a gas phase above the liquid phase, (ii) continuously drawing off said liquid phase from the bottom of the reactor via an outlet stub, and recycling to the top of the reactor via an external circulation system, which comprises at least one heat exchanger and at least one Venturi nozzle within said external circulation system, and (iii) metering said gas phase comprising alkylene oxide into said Venturi nozzle via a vacuum line.
    Type: Grant
    Filed: December 8, 2007
    Date of Patent: September 25, 2012
    Assignee: Cognis IP Management GmbH
    Inventors: Stefan Franzen, Thomas Koelker
  • Publication number: 20120226078
    Abstract: Methods and systems for preparing alkylene glycols are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of alkylene oxides with water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time.
    Type: Application
    Filed: May 15, 2012
    Publication date: September 6, 2012
    Applicant: H R D Corporation
    Inventors: Abbas HASSAN, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 8247623
    Abstract: The present invention relates to an apparatus for the catalytic production of alkylene glycol from alkylene oxide, comprising: a reactor having at least one heat exchange element incorporated therein, wherein a catalyst for the hydration of alkylene oxide to alkylene glycol is coated on the outer surface of the heat exchange element. The present invention also relates to a process utilizing such an apparatus.
    Type: Grant
    Filed: June 15, 2005
    Date of Patent: August 21, 2012
    Assignee: Saudi Basic Industries Corporation
    Inventor: Radu Valentin Vladea
  • Patent number: 8217190
    Abstract: The invention provides a process for the production of ethylene oxide and, optionally, ethylene glycol. A base is added at various positions downstream of the quench section of an ethylene oxide absorber. This mitigates corrosion in the ethylene oxide and ethylene glycol plant.
    Type: Grant
    Filed: January 22, 2008
    Date of Patent: July 10, 2012
    Assignee: Shell Oil Company
    Inventors: Dominicus Maria Rekers, Abraham Adriaan Smaardijk
  • Patent number: 8212086
    Abstract: Methods and systems for preparing alkylene glycols are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of alkylene oxides with water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time.
    Type: Grant
    Filed: February 15, 2011
    Date of Patent: July 3, 2012
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 8193374
    Abstract: The invention provides a reaction system for the production of an alkylene carbonate and/or an alkylene glycol comprising: an epoxidation zone containing an epoxidation catalyst located within an epoxidation reactor; a carboxylation zone containing an iodide-containing carboxylation catalyst located within an alkylene oxide absorber; and one or more purification zones containing a purification absorbent capable of reducing the quantity of iodide-containing impurities in a feed comprising a recycle gas, which purification zones are located upstream from the epoxidation zone; and a process for the production of an alkylene carbonate and/or an alkylene glycol.
    Type: Grant
    Filed: May 13, 2009
    Date of Patent: June 5, 2012
    Assignee: Shell Oil Company
    Inventors: Wayne Errol Evans, Marek Matusz, Eugene Marie Godfried Andre Van Kruchten, Martin Lysle Hess
  • Publication number: 20120136178
    Abstract: The invention provides a process for the production of ethylene glycol from ethylene. An ethylene glycol stream comprises inorganic chloride contaminants and the process comprises steps of converting the inorganic chloride contaminants to 2-chloroethanol by reaction with ethylene oxide in one or more dehydration columns, and removing 2-chloroethanol in a waste water stream.
    Type: Application
    Filed: November 22, 2011
    Publication date: May 31, 2012
    Applicant: SHELL OIL COMPANY
    Inventors: Abraham Adriaan SMAARDIJK, Jacqueline Hessing, Hendrik Stichter
  • Patent number: 8173850
    Abstract: A less malodorous alkanediol composition, a process for producing the alkanediol composition efficiently, and a cosmetic containing the alkanediol composition are provided. An alkanediol composition contains 0.005 parts by mass or less of ester compound per 100 parts by mass of alkanediol compound having four or more carbon atoms. An alkanediol composition contains 0.2 parts by mass or less of dioxane compound per 100 parts by mass of alkanediol compound having four or more carbon atoms. Furthermore, an ether-containing dihydric alcohol is preferably 0.3 parts by mass or less per 100 parts by mass of alkanediol compound.
    Type: Grant
    Filed: August 19, 2011
    Date of Patent: May 8, 2012
    Assignee: Adeka Corporation
    Inventors: Masaki Furuya, Yasuhiro Tsushima, Kimiyoshi Namiwa
  • Publication number: 20120077997
    Abstract: A process for the production of an olefin oxide, which process comprises reacting a feed comprising an olefin and oxygen in a reactor tube in the presence of a silver-containing catalyst, wherein the presence of water in the catalyst bed is controlled such that the ratio of the partial pressure of water (PPH2O) divided by the vapor pressure of water (VPH2O) is less than 0.006, preferably less than 0.004.
    Type: Application
    Filed: September 27, 2011
    Publication date: March 29, 2012
    Applicant: SHELL OIL COMPANY
    Inventors: Wayne Errol EVANS, Paul Michael MCALLISTER, Randall Clayton YEATES, Jeffrey Michael KOBE
  • Patent number: 8084632
    Abstract: A method for enhancing the efficiency of a rhenium-promoted epoxidation catalyst is provided. Advantageously, the method may be carried out in situ, i.e., within the epoxidation process, and in fact, may be carried out during production of the desired epoxide. As such, a method for the epoxidation of alkylenes incorporating the efficiency-enhancing method is also provided, as is a method for using the alkylene oxides so produced for the production of 1,2-diols, 1,2-carbonates, 1,2-diol ethers, or alkanolamines.
    Type: Grant
    Filed: April 5, 2010
    Date of Patent: December 27, 2011
    Assignee: Dow Technology Investments LLC
    Inventors: Albert C. Liu, Liping Zhang
  • Publication number: 20110301389
    Abstract: A less malodorous alkanediol composition, a process for producing the alkanediol composition efficiently, and a cosmetic containing the alkanediol composition are provided. An alkanediol composition contains 0.005 parts by mass or less of ester compound per 100 parts by mass of alkanediol compound having four or more carbon atoms. An alkanediol composition contains 0.2 parts by mass or less of dioxane compound per 100 parts by mass of alkanediol compound having four or more carbon atoms. Furthermore, an ether-containing dihydric alcohol is preferably 0.3 parts by mass or less per 100 parts by mass of alkanediol compound.
    Type: Application
    Filed: August 19, 2011
    Publication date: December 8, 2011
    Applicant: ADEKA CORPORATION
    Inventors: Masaki FURUYA, Yasuhiro TSUSHIMA, Kimiyoshi NAMIWA
  • Patent number: 8063255
    Abstract: A process for recovering monoethylene glycol from a catalyst bleed stream is disclosed. The process comprises combining the catalyst bleed stream with a heavies stream comprising at least 40 wt % diethylene glycol, to provide a combined stream and distilling the combined stream to provide a first stream comprising monoethylene glycol and a second stream comprising diethylene glycol.
    Type: Grant
    Filed: October 9, 2009
    Date of Patent: November 22, 2011
    Assignee: Shell Oil Company
    Inventor: Mathias Jozef Paul Slapak
  • 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: 8049044
    Abstract: The invention relates to a process for remediation of a fluid contaminated with alkylene oxide, involving contacting the contaminated fluid with an aqueous absorbent to yield a fat absorbent having absorbed fluid, conferring intimate contact of fat absorbent and alkylene oxide and conversion of alkylene oxide; and, an apparatus for remediation of the fluid which has a converter having inlet means connected to the outlet of a fluid absorber for contacting fluid and aqueous absorbent, a holding unit having a volume V for the fat absorbent, and outlet means connected to the inlet of a fluid desorber.
    Type: Grant
    Filed: December 18, 2003
    Date of Patent: November 1, 2011
    Assignee: Shell Oil Company
    Inventors: Alouisius Nicolaas Rene Bos, Dominicus Maria Rekers, Arthur Willibrordus Titus Rots
  • Patent number: 8013192
    Abstract: The invention provides a process for preparing 1,3-alkanediols, such as 1,3-propanediol (PDO), from 3-hydroxyaldehydes, such as 3-hydroxypropanal (HPA), comprising providing a mixture of 3-hydroxyaldehydes in an organic solvent; extracting into an aqueous liquid a major portion of the 3-hydroxyaldehydes to provide an aqueous phase comprising 3-hydroxyaldehydes in greater concentration than the concentration of 3-hydroxyaldehydes in the 3-hydroxyaldehyde mixture, and an organic phase; separating the aqueous phase from the organic phase; contacting the aqueous phase with hydrogen in the presence of a hydrogenation catalyst to provide a hydrogenation product mixture comprising 1,3-alkanediols and water; separating water from the 1,3-alkanediols using a multi-effect evaporation scheme; recycling water containing about 50 wt % or less 1,3-propanediol based upon the total amount of 1,3-propanediol and water to the extraction stage; and recovering 1,3-alkanediols.
    Type: Grant
    Filed: December 4, 2007
    Date of Patent: September 6, 2011
    Assignee: Shell Oil Company
    Inventors: Douglas Lee Husen, Glenn Charles Komplin, Joseph Broun Powell, Paul Richard Weider