From Nonring Hydrocarbon Patents (Class 585/365)
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Patent number: 10294175Abstract: Disclosed is a process for the conversion of acyclic C5 feedstock to a product comprising cyclic C5 compounds, such as for example, cyclopentadiene, and catalyst compositions for use in such process. The process comprising the steps of contacting said feedstock and, optionally, hydrogen under acyclic C5 conversion conditions in the presence of a catalyst composition to form said product. The catalyst composition comprising a crystalline aluminosilicate having a constraint index of less than or equal to 5, and a Group 10 metal, and, optionally, a Group 11 metal, in combination with a Group 1 alkali metal and/or a Group 2 alkaline earth metal.Type: GrantFiled: October 7, 2016Date of Patent: May 21, 2019Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Jeremy W. Bedard, Karl G. Strohmaier, Machteld M. W. Mertens, Robert T. Carr, Jane C. Cheng
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Patent number: 10155702Abstract: This invention relates to a process for converting acyclic C5 hydrocarbons to cyclopentadiene in a reactor system, wherein the process comprises a reaction interval comprising: cyclically providing to the reactor system a feedstock comprising acyclic C5 hydrocarbons; contacting the feedstock and with a particulate material comprising a catalyst material in a first reaction zone under reaction conditions to convert at least a portion of the acyclic C5 hydrocarbons to a first effluent comprising cyclopentadiene; and a reheating interval comprising: cyclically halting the feedstock to the first reaction zone; and providing a reheating gas to the first reaction zone to reheat the particulate material.Type: GrantFiled: October 7, 2016Date of Patent: December 18, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Romain O. V. Lemoine
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Patent number: 10155703Abstract: This invention relates to a process for converting acyclic C5 hydrocarbons to cyclic C5 compounds including cyclopentadiene in a reactor system, wherein the process comprises: providing to the reactor system a feedstock comprising acyclic C5 hydrocarbons; providing to the reactor system a particulate material comprising a catalyst material; contacting the feedstock and the particulate material in at least one reaction zone under reaction conditions to convert at least a portion of the acyclic C5 hydrocarbons to a first effluent comprising cyclopentadiene; wherein the feedstock flows co-current to a direction of a flow of the particulate material.Type: GrantFiled: October 7, 2016Date of Patent: December 18, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Romain O. V. Lemoine
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Patent number: 10011539Abstract: Disclosed is a process for the conversion of acyclic C5 feedstock to a product comprising cyclic C5 compounds, such as, for example, cyclopentadiene, and catalyst compositions for use in such process. The process comprises the steps of contacting said feedstock and, optionally, hydrogen under acyclic C5 conversion conditions in the presence of a catalyst composition to form said product. The catalyst composition comprising a microporous crystalline aluminosilicate having a constraint index in the range of 3 to 12, a Group 10 metal, and, optionally, a Group 11 metal, in combination with a Group 1 alkali metal and/or a Group 2 alkaline earth metal.Type: GrantFiled: October 7, 2016Date of Patent: July 3, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Jeremy W. Bedard, Wenyih F. Lai, Robert T. Carr, Jane C. Cheng
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Patent number: 9994499Abstract: Disclosed is a process for the conversion of acyclic C5 feedstock to a product comprising cyclic C5 compounds, including cyclopentadiene, and catalyst compositions for use in such process. The process comprises contacting the feedstock and, optionally, hydrogen under acyclic C5 conversion conditions in the presence of a catalyst composition to form said product. The catalyst composition comprises a microporous crystalline metallosilicate, a Group 10 metal or compound thereof, and a Group 11 metal or compound thereof.Type: GrantFiled: October 7, 2016Date of Patent: June 12, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Jeremy W. Bedard, Wenyih F. Lai
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Patent number: 9988324Abstract: Processes and systems for making cyclopentadiene and/or dicyclopentadiene include converting acyclic C5 hydrocarbon(s) into CPD in a first reactor to obtain a product mixture, separating the product mixture in a separation sub-system such as compression train to obtain a C5-rich fraction comprising CPD and essentially depleted of hydrogen and C1-C4 hydrocarbons, dimerizing the C5-rich fraction in a dimerization reactor to obtain a product effluent comprising DCPD, followed by separating the product effluent to obtain a DCPD-rich fraction. Multiple-stage of dimerization and separation steps can be optionally used to obtain multiple DCPD-rich fractions of various degrees of purity and quantity. C5-rich fractions from various stages of the process may be recycled to the first reactor, or converted into mogas components after selective hydrogenation. C5-rich fractions and mogas components may be optionally separated to produce value-adding chemicals.Type: GrantFiled: October 7, 2016Date of Patent: June 5, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Kevin C. P. Leung
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Patent number: 9963405Abstract: A method to generate cyclic hydrocarbons from farnesene to increase both the density and net heat of combustion of the product fuels.Type: GrantFiled: October 12, 2016Date of Patent: May 8, 2018Assignee: The United States of America as Represented by the Secretary of the NavyInventor: Benjamin G Harvey
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Patent number: 9919988Abstract: Processes and systems for making cyclopentadiene and/or dicyclopentadiene include converting acyclic C5 hydrocarbon(s) into CPD in a first reactor in the presence of a C1-C4 co-feedstock to obtain a product mixture, separating the product mixture in a separation sub-system such as compression train to obtain a C5-rich fraction comprising CPD and essentially depleted of hydrogen and C1-C4 hydrocarbons, dimerizing the C5-rich fraction in a dimerization reactor to obtain a product effluent comprising DCPD, followed by separating the product effluent to obtain a DCPD-rich fraction. Multiple-stage of dimerization and separation steps can be optionally used to obtain multiple DCPD-rich fractions of various degrees of purity and quantity. C5-rich fractions from various stages of the process may be recycled to the first reactor, or converted into mogas components after selective hydrogenation. C5-rich fractions and mogas components may be optionally separated to produce value-adding chemicals.Type: GrantFiled: October 7, 2016Date of Patent: March 20, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Kevin Leung
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Patent number: 9908825Abstract: This invention relates to a process for converting acyclic C5 hydrocarbons to cyclopentadiene in a reactor system, wherein the process comprises: providing to the reaction system a feedstock comprising acyclic C5 hydrocarbons; providing to the reaction system a particulate material comprising a catalyst material; contacting the feedstock and the particulate material in at least one reaction zone under reaction conditions to convert at least a portion of the acyclic C5 hydrocarbons to a first effluent comprising cyclopentadiene; wherein the feedstock flows counter-current to a direction of a flow of the particulate material.Type: GrantFiled: October 7, 2016Date of Patent: March 6, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Romain O. V. Lemoine
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Patent number: 9896396Abstract: Processes and systems for making cyclopentadiene and/or dicyclopentadiene include converting acyclic C5 hydrocarbon(s) into CPD in a first reactor to obtain a first reactor hydrocarbon effluent, which is processed in an eductor to obtain an eductor effluent at higher total pressure than atmospheric pressure, separating the eductor effluent in a separator such as compression train to obtain a C5-rich fraction comprising CPD, dimerizing the C5-rich fraction in a second reactor to obtain a product effluent comprising DCPD, which is separated to obtain a DCPD-rich fraction. Multiple-stage of dimerization and separation steps can be optionally used to obtain multiple DCPD-rich fractions of various degrees of purity and quantity. C5-rich fractions from various stages of the process may be recycled to the first reactor, or converted into mogas components after selective hydrogenation. C5-rich fractions and mogas components may be optionally separated to produce value-adding chemicals.Type: GrantFiled: October 7, 2016Date of Patent: February 20, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Kevin C. P. Leung
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Patent number: 9896395Abstract: Processes and systems for making cyclopentadiene and/or dicyclopentadiene include converting acyclic C5 hydrocarbon(s) into CPD in a first reactor to obtain a product mixture, washing the product mixture with a wash oil, separating the washed product mixture in a separation sub-system such as compression train to obtain a C5-rich fraction comprising CPD, dimerizing the C5-rich fraction in a dimerization reactor to obtain a product effluent, followed by separating the product effluent to obtain a DCPD-rich fraction. Wash oil can be recovered and recycled. Multiple-stage of dimerization and separation steps can be used to obtain multiple DCPD-rich fractions of various purity and quantity. C5-rich fractions from various stages of the process may be recycled to the first reactor, or converted into mogas components after selective hydrogenation. C5-rich fractions and mogas components may be optionally separated to produce value-adding chemicals.Type: GrantFiled: October 7, 2016Date of Patent: February 20, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Kevin C. P. Leung
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Patent number: 9873647Abstract: This invention relates to a process for converting acyclic C5 hydrocarbons to cyclopentadiene including: providing to the at least one adiabatic reaction zone a feedstock comprising acyclic C5 hydrocarbons at a temperature, T1, wherein the at least one adiabatic reaction zone comprises a first particulate material comprising catalyst material; contacting the feedstock and the first particulate material in the at least one adiabatic reaction zone under reaction conditions to convert at least a portion of the acyclic C5 hydrocarbons to a first effluent comprising cyclopentadiene intermediates, unconverted acyclic C5 hydrocarbons, and, optionally, cyclopentadiene; heating the first effluent to a temperature, T2; providing the first effluent to the at least one diabatic reaction zone; and contacting the first effluent and a second particulate material comprising catalyst material in the at least one diabatic reaction zone under reaction conditions to convert at least a portion of the cyclopentadiene intermediatesType: GrantFiled: October 7, 2016Date of Patent: January 23, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventor: Larry L. Iaccino
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Patent number: 9856187Abstract: Disclosed is a process for the conversion of acyclic C5 feedstock to a product comprising cyclic C5 compounds, such as for example, cyclopentadiene, and catalyst compositions for use in such process. The process comprising the steps of contacting said feedstock and, optionally, hydrogen under acyclic C5 conversion conditions in the presence of a catalyst composition to form said product. The catalyst composition comprising a microporous crystalline ferrosilicate, a Group 10 metal, and, optionally, a Group 11 metal, in combination with an optional Group 1 alkali metal and/or an optional Group 2 alkaline earth metal.Type: GrantFiled: October 7, 2016Date of Patent: January 2, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Jeremy W. Bedard, Wenyih F. Lai, Christopher M. Evans, Jane C. Cheng
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Patent number: 8691728Abstract: Provided is a composition comprising (a) at least one cyclopropene molecular encapsulating agent complex, and (b) at least one salt other than calcium chloride, wherein the ratio of dry weight of said salt to dry weight of said cyclopropene molecular encapsulating agent complex is from 0.03 to 500, and wherein said composition either (i) has 30% or less water by weight, based on the weight of said composition, and has at least one said salt that is non-deliquescent, or (ii) has more than 30% water by weight, based on the weight of said composition, and has a ratio of dry weight of said salt to weight of said water of 0.05 or higher. Also provided are methods of storing and using such compositions.Type: GrantFiled: October 18, 2007Date of Patent: April 8, 2014Assignee: Rohm and Haas CompanyInventors: Edward Charles Kostansek, Bridget Marie Stevens
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Patent number: 8647493Abstract: The present disclosure is a system and method for producing a first product from a first region of an electrochemical cell having a cathode and a second product from a second region of the electrochemical cell having an anode. The method may include a step of contacting the first region with a catholyte comprising carbon dioxide. The method may include another step of contacting the second region with an anolyte comprising a recycled reactant. The method may include a step of applying an electrical potential between the anode and the cathode sufficient to produce a first product recoverable from the first region and a second product recoverable from the second region. The second product may be removed from the second region and introduced to a secondary reactor. The method may include forming the recycled reactant in the secondary reactor.Type: GrantFiled: December 21, 2012Date of Patent: February 11, 2014Assignee: Liquid Light, Inc.Inventors: Kyle Teamey, Jerry J. Kaczur
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Patent number: 8636976Abstract: This invention relates to a crystalline molecular sieve having, in its as-synthesized form, an X-ray diffraction pattern including d-spacing maxima at 13.18±0.25 and 12.33±0.23 Angstroms, wherein the peak intensity of the d-spacing maximum at 13.18±0.25 Angstroms is at least as great as 90% of the peak intensity of the d-spacing maximum at 12.33±0.23 Angstroms. This invention also relates to a method of making thereof.Type: GrantFiled: June 28, 2012Date of Patent: January 28, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Wieslaw J. Roth, Thomas Yorke, Michael C. Kerby, Simon C. Weston
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Publication number: 20130232852Abstract: The present invention is directed generally to a method of production of value-added, biobased chemicals from lignin sources, including waste lignin. A method of using a depolymerization of lignin to create a tiered production of biobased aromatic chemicals and biofuels is also described herein. The method described herein may also allow for the selective production of the biobased aromatic chemicals and biofuels. Additionally, a reduction of waste products may also be provided from the present method.Type: ApplicationFiled: April 23, 2012Publication date: September 12, 2013Applicant: THESIS CHEMISTRY, LLCInventors: John R. Peterson, Vladimir Romakh, Benjamin M.T. Scott
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Patent number: 8529752Abstract: This invention relates to a process for hydrocarbon conversion comprising contacting a hydrocarbon feedstock with a crystalline molecular sieve, in its ammonium exchanged form or in its calcined form, under conversion conditions to form a conversion product, said crystalline molecular sieve comprising unit cells with MWW topology and is characterized by diffraction streaking from the unit cell arrangement in the c direction as evidenced by the arced hk0 patterns of electron diffraction pattern.Type: GrantFiled: December 15, 2011Date of Patent: September 10, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Wieslaw J. Roth, Thomas Yorke, Douglas Lewis Dorset, Mohan Kalyanaraman, Michael Charles Kerby, Simon Christopher Weston
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Publication number: 20130030170Abstract: The cobalt(II) complex of new D2-symmetric chiral porphyrin 3,5-DiMes-ChenPhyrin, [Co(P2)], has been shown to be a highly effective chiral metalloradical catalyst for enantioselective cyclopropenation of alkynes with acceptor/acceptor-substituted diazo reagents such as ?-cyanodiazoacetamides and ?-cyanodiazoacetates. The [Co(P2)]-mediated metalloradical cyclopropenation is suitable to a wide range of terminal aromatic and related conjugated alkynes with varied steric and electronic properties, providing the corresponding tri-substituted cyclopropenes in high yields with excellent enantiocontrol of the all-carbon quaternary stereogenic centers. In addition to mild reaction conditions, the Co(II)-based metalloradical catalysis for cyclopropenation features a high degree of functional group tolerance.Type: ApplicationFiled: February 2, 2012Publication date: January 31, 2013Applicant: UNIVERSITY OF SOUTH FLORIDAInventors: X. Peter Zhang, Xin Cui
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Publication number: 20120209047Abstract: An approach that permits continuous batch conversion of alpha-olefins and internal- olefins to oligomeric materials without fouling the reaction vessel and provides a simple and highly efficient method for making very cost effective catalyst systems based on Zeigler-Natta Group 4 metallocenes.Type: ApplicationFiled: March 21, 2012Publication date: August 16, 2012Inventor: Michael E. Wright
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Patent number: 8168841Abstract: Preparation of cyclododecatriene in a continuous or discontinuous process by trimerization of butadiene in the presence of a catalyst system and a solvent, the crude cyclododecatriene obtained being able to be isolated by means of distillation. The cyclooctadiene formed as by-product can likewise be isolated from the crude product.Type: GrantFiled: March 20, 2007Date of Patent: May 1, 2012Assignee: EVONIK DEGUSSA GmbHInventors: Jürgen Herwig, Wilhelm Brügging, Martin Roos, Norbert Wilczok
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Publication number: 20110009680Abstract: This disclosure relates to a crystalline molecular sieve comprising silicalite-1 having substantially hexagonal column morphology of at least 90% and having less than 20% crystal twinning as measured by SEM. This disclosure also relates to a method of making the crystalline molecular sieve of this disclosure, the method comprises: (a) providing a mixture comprising at least one source of at least one tetravalent element (Y), at least one source of hydroxide ion, at least one directing-agent (R), water, the mixture having the following molar composition: H2O/Y=10 to 1000 OH?/Y=0.41 to 0.74 R/Y=0.001 to 2 wherein R comprises at least one of TPAOH, TPACl, TPABr, TPAI, and TPAF, wherein OH?/Y is not corrected for trivalent ion; (b) submitting the mixture at crystallization conditions to form a product comprising the crystalline molecular sieve, wherein the crystallization conditions comprise a temperature in the range of from 100° C. to 250° C.Type: ApplicationFiled: February 13, 2009Publication date: January 13, 2011Inventor: Sebastien Kremer
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Patent number: 7781636Abstract: A process for converting methane to higher hydrocarbon(s) including aromatic hydrocarbon(s) in a reaction zone comprises providing to a hydrocarbon feedstock containing methane and a catalytic particulate material to the reaction zone and contacting the catalytic particulate material and the hydrocarbon feedstock in a substantially countercurrent fashion in the reaction zone, while operating the reaction zone under reaction conditions sufficient to convert at least a portion of said methane to a first effluent having said higher hydrocarbon(s).Type: GrantFiled: April 2, 2007Date of Patent: August 24, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Neeraj Sangar, Elizabeth L. Stavens, Matthew J. Vincent
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Patent number: 7772450Abstract: In a process for converting methane to syngas and aromatic hydrocarbons, a feed containing methane is contacted with a dehydrocyclization catalyst under conditions effective to convert said methane to aromatic hydrocarbons and produce a first effluent comprising aromatic hydrocarbons and H2, wherein said first effluent comprises at least 5 wt % more aromatic hydrocarbons than said feed. At least part of the H2 from said first effluent is then reacted with an oxygen-containing species, such as carbon dioxide, to produce a second effluent having an increased H2 and CO content compared with said first effluent.Type: GrantFiled: April 26, 2007Date of Patent: August 10, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, James R. Lattner
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Patent number: 7759535Abstract: In a process for converting methane to higher hydrocarbons including aromatic hydrocarbons, a feed containing methane is contacted with a dehydrocyclization catalyst under conditions effective to convert said methane to aromatic hydrocarbons and produce a first effluent stream comprising aromatic hydrocarbons and hydrogen, wherein said first effluent stream comprises at least 5 wt % more aromatic hydrocarbons than said feed. At least part of the hydrogen from said first effluent stream is then reacted with an oxygen-containing species, such as carbon dioxide, to produce a second effluent stream having a reduced hydrogen content compared with said first effluent stream.Type: GrantFiled: December 2, 2005Date of Patent: July 20, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Larry L. Iaccino, Xiaobing Feng, Matthew J. Vincent, Elizabeth L. Stavens
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Publication number: 20100076239Abstract: Cobalt-catalyzed asymmetric cyclopropanation of electron-deficient olefins.Type: ApplicationFiled: September 17, 2009Publication date: March 25, 2010Applicant: UNIVERSITY OF SOUTH FLORIDAInventor: X. Peter Zhang
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Patent number: 7151199Abstract: Hydrocarbon or oxygenate conversion process in which a feedstock is contacted with a non zeolitic molecular sieve which has been treated to remove most, if not all, of the halogen contained in the catalyst. The halogen may be removed by one of several methods. One method includes heating the catalyst in a low moisture environment, followed by contacting the heated catalyst with air and/or steam. Another method includes steam-treating the catalyst at a temperature from 400° C. to 1000° C. The hydrocarbon or oxygenate conversion processes include the conversion of oxygenates to olefins, the conversion of oxygenates and ammonia to alkylamines, the conversion of oxygenates and aromatic compounds to alkylated aromatic compounds, cracking and dewaxing.Type: GrantFiled: June 10, 2002Date of Patent: December 19, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: Luc Roger Marc Martens, Stephen N. Vaughn, Albert Edward Schweizer, John K. Pierce, Shun Chong Fung
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Patent number: 6770618Abstract: Trans-2,2,6-trimethylcyclohexyl methyl ketone, including (1S,6R)-2,2,6-trimethylcyclohexyl methyl ketone represented by the formula (1a): and (1R,6S)-2,2,6-trimethylcyclohexyl methyl ketone represented by the formula (1b): are useful components in a perfume composition. A process for producing the same is also described. A unique eucalyptus, mint-like and white floral perfume material is provided using the ketone compounds disclosed in the present invention. The process of the present invention produces the optically active ketone compounds having optical purity up to at least 98.0 % e.e.Type: GrantFiled: June 7, 2001Date of Patent: August 3, 2004Assignee: Takasago International Corp.Inventors: Hideo Ujihara, Shinya Watanabe, Takeshi Yamamoto, Toshimitsu Hagiwara
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Patent number: 6660813Abstract: An in-situ method for performing organic metathesis polymer chemistry in the solid state includes the step of providing an organic monomer and a catalyst, the catalyst for driving a metathesis polymerization reaction of the monomer. The organic monomer can be provided as a liquid monomer. The reaction produces reaction products including a polymeric end product and at least one volatile reaction product. At least a portion of the volatile reaction product is removed during the reaction to favor formation of the reaction product. Significantly, the reaction is performed at a temperature being below an average melting point of the polymeric end product such that at least a portion of the reaction is performed in the solid phase.Type: GrantFiled: August 1, 2002Date of Patent: December 9, 2003Assignee: University of FloridaInventors: Kenneth B. Wagener, Stephen E. Lehman, Jr., Garrett W. Oakley, Jason A. Smith
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Patent number: 6590048Abstract: The present invention describes the use of cationic vinylidene, allenylidene and higher cumulenylidene complexes of ruthenium or osmium as catalysts or catalyst precursors for olefin metathesis reactions of all types, as well as to new cationic allenylidene complexes of ruthenium and osmium which can be used as metathesis catalysts with preferred embodiment. These catalysts or catalyst precursors are easy to prepare from well accessible, stable and essentially non toxic starting materials, can be isolated and stored, they exhibit a high catalytic activity, a good compatibility with functional groups, solvents, water and additives, and they need not to be activated by any additive.Type: GrantFiled: January 2, 2001Date of Patent: July 8, 2003Assignee: Studiengesellschaft Kohle mbHInventors: Alois Fürstner, Pierre Dixneuf, Christian Bruneau, Michel Picquet
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Publication number: 20020043730Abstract: The present invention relates to a continuous method to prepare encapsulated cyclopropenes, a method to purify cyclopropene gas, and a method to prepare an &agr;-cyclodextrin/cyclopropene complex.Type: ApplicationFiled: September 12, 2001Publication date: April 18, 2002Inventors: Joshua Anthony Chong, Vincent John Farozic, Richard Martin Jacobson, Bret Alan Snyder, Randall Wayne Stephens, David Wayne Mosley
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Patent number: 6313068Abstract: The present invention generally relates to the regulation of plant physiology, in particular to methods for inhibiting the ethylene response in plants or plant products, and has three embodiments. The first embodiment relates to methods of minimizing impurities capable of reversibly binding to plant ethylene receptor sites during the synthesis of cyclopropene and its derivatives such as methylcyclopropene, thereby avoiding the negative effects these impurities have on plants treated with cyclopropene and its derivatives. The second embodiment relates to complexes formed from molecular encapsulation agents such as cyclodextrin, and cyclopropene and its derivatives such as methylcyclopropene, in addition to cyclopentadiene and diazocyclopentadiene and their derivatives, thereby providing a convenient means for storing and transporting these compounds capable of inhibiting the ethylene response in plants, which are reactive gases and highly unstable because of oxidation and other potential reactions.Type: GrantFiled: August 20, 1999Date of Patent: November 6, 2001Assignee: AgroFresh, Inc.Inventors: James Daly, Bob Kourelis
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Patent number: 6187903Abstract: A dimeric fatty acid and/or dimeric fatty ester product having a low residual content of interesters is obtained by hydrolyzing the interesters to provide monomeric unsaturated fatty acids and alcohols as the hydrolysates and thereafter removing the hydrolysates from the dimeric fatty acid and/or dimeric fatty ester product.Type: GrantFiled: July 29, 1999Date of Patent: February 13, 2001Assignee: Cognis CorporationInventors: A. Fred Elsasser, Laura A. McCargar
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Patent number: 6103814Abstract: Disclosed are hot-melt adhesive compositions suitable for the manufacture of soft goods. They have a melt viscosity of 60,000 mPa.s or less at a temperature of 120.degree. C. and include: (a) 50 to 150 parts by weight of a styrenic block copolymer or mixtures and/or modified and/or hydrogenated derivatives thereof; (b) 20 to 450 parts by weight of a tackifying resin which, when incorporated into a reference composition, leads to the following properties:a tan .delta. value of 3.5 or less, wherein tan .delta. is defined as the ratio between the loss modulus and the storage modulus of said composition andan elastic retention on spandex fibers (300%) or natural latex rubber (200%) after 4 h at 40.degree. C. of 70% or more; anda crossover temperature of 95.degree. C. or less.Further disclosed are novel partially hydrogenated hydrocarbon resins which are useful as tackifying resins and have the following properties: (a) a R&B softening point (R&B) of 50.degree. C. to 150.degree. C.Type: GrantFiled: April 10, 1997Date of Patent: August 15, 2000Assignee: Hercules IncorporatedInventors: Jan vanDrongelen, Johannes Cornelis M. Simons
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Patent number: 6017849Abstract: The present invention generally relates to the regulation of plant physiology, in particular to methods for inhibiting the ethylene response in plants or plant products, and has three embodiments. The first embodiment relates to methods of minimizing impurities capable of reversibly binding to plant ethylene receptor sites during the synthesis of cyclopropene and its derivatives such as methylcyclopropene, thereby avoiding the negative effects these impurities have on plants treated with cyclopropene and its derivatives. The second embodiment relates to complexes formed from molecular encapsulation agents such as cyclodextrin, and cyclopropene and its derivatives such as methylcyclopropene, in addition to cyclopentadiene and diazocyclopentadiene and their derivatives, thereby providing a convenient means for storing and transporting these compounds capable of inhibiting the ethylene response in plants, which are reactive gases and highly unstable because of oxidation and other potential reactions.Type: GrantFiled: August 20, 1998Date of Patent: January 25, 2000Assignee: Biotechnologies for Horticulture, Inc.Inventors: James Daly, Bob Kourelis
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Patent number: 5952537Abstract: The process of invention reacts an alkynyl halide with a mixture that includes a dialkylaminomagnesium halide or a bis(dialkylamino)magnesium compound to produce a cycloalkylacetylene compound. Preferably, the dialkylaminomagnesium halide compound is of the general formula R.sub.2 NMgX (where R is a linear, branched, or cyclic alkyl substituent or R.sub.2 N represents a heterocyclic alkyl amine and X is Cl, Br, or I) and the bis(dialkylamino)magnesium compound is of the general formula (R.sub.2 N).sub.2 Mg (where R is a linear, branched, or cyclic alkyl substituent or R.sub.2 N represents a heterocyclic alkylamine). In a preferred method of the invention, the reaction is conducted at moderate temperatures for a period of about 12 to 24 hours. The reaction mixture preferably includes tetrahydrofuran (THF), or a hydrocarbon, or a hydrocarbonether mixture.Type: GrantFiled: March 13, 1998Date of Patent: September 14, 1999Assignee: Wiley Organics, Inc.Inventors: Kurt R. Stickley, David B. Wiley
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Patent number: 5723708Abstract: A method for producing cyclopentadienes which comprises the step of cyclodehydration of an unsaturated carbonyl compound having a specific chemical structure in a vapor phase in the presence of a specific solid acid catalyst. The cyclopentadienes of the invention can be produced in a high yield from inexpensive starting materials through a simplified reaction process and are useful as intermediate compounds for organic synthesis.Type: GrantFiled: September 27, 1995Date of Patent: March 3, 1998Assignee: Nippon Petrochemicals Company, LimitedInventors: Yasuo Matsumura, Kazuharu Suyama, Yoshihisa Inomata
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Patent number: 5620935Abstract: Zeolites containing titanium atoms used as catalyst for the preparation of epoxides from olefins and hydrogen peroxide are regenerated by treating the spent catalyst with hydrogen peroxide in the absence of olefins and the regenerated catalyst is again used for the epoxidation.Type: GrantFiled: June 14, 1996Date of Patent: April 15, 1997Assignee: Degussa AktiengesellschaftInventor: Georg Thiele
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Patent number: 5516953Abstract: A process for the preparation of optically active cycloolefins based upon reaction of optically active dienes in the presence of catalyst compositions comprising molybdenum and tungsten complexes.Type: GrantFiled: March 8, 1994Date of Patent: May 14, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Jerald Feldman, William A. Nugent, Jr.
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Patent number: 5436361Abstract: A process for synthesizing enediynes is provided. Specifically, the formed enediynes contain a hex-3-ene-1,5-diynyl group. Production of the enediynes involves adding a base to a propargylic halide in the presence of a chelating agent, which causes a carbenoid coupling-elimination sequence of the propargylic halides. A carbenoid destabilizing agent can also be added to the reaction mixture in order to enhance yield. Acyclic and cyclic enediynes can be synthesized according to this process. The enediynes are useful compounds that can be used in a variety of applications including use in the production of anti-tumor agents.Type: GrantFiled: April 22, 1994Date of Patent: July 25, 1995Assignee: Clemson UniversityInventors: Graham B. Jones, Robert S. Huber
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Patent number: 5284986Abstract: This invention is a process of converting n-pentane to cyclopentene. In accordance with a preferred embodiment n-pentane feed is converted in a dual temperature stage-dual catalyst process without interstage processing of the first-stage product mixture.Type: GrantFiled: October 26, 1992Date of Patent: February 8, 1994Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
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Patent number: 5283385Abstract: This invention is a process of converting n-pentane to cyclopentane. In accordance with a preferred embodiment of the invention, n-pentane feed is converted in dual temperature stage process without interstage processing of the first stage product mixture.Type: GrantFiled: May 4, 1992Date of Patent: February 1, 1994Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
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Patent number: 4655484Abstract: A hexanes stream, including normal hexane, isohexanes, methylcyclopentane and cyclohexane is isomerized by first fractionating the hexanes stream in a first fractionation step to produce a normal hexaneisohexanes rich overhead stream and a methylcyclopentane-cyclohexane rich bottoms stream, the bottom stream of the first fractionation step is isomerized to maximize the conversion of methylcyclopentane to cyclohexane, the overhead stream from the first fractionation step is fractionated in a second fractionation step to produce an isohexane rich overhead stream and a normal hexane rich bottoms stream, the effluent from the isomerization step is fractionated in at least one stage of a third fractionation step to produce a cyclohexane rich bottoms fraction and a methylcyclopentane-isohexane rich overhead stream and at least a part of the overhead stream from the third fractionation step is recycled to at least one of the isomerization steps and the first fractionation step.Type: GrantFiled: December 16, 1982Date of Patent: April 7, 1987Assignee: Phillips Petroleum CompanyInventor: William C. Rahlwes
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Patent number: 4654452Abstract: A hexanes stream, conventionally produced in petroleum refining, comprising normal hexane, isohexanes, methylcyclopentane, and cyclohexane is isomerized to produce primarily cyclohexane and to recover normal hexane by first fractionating the hexanes stream in a first fractionation step in a manner and under conditions to produce a normal hexane-isohexane rich overhead stream and a methylcyclopentane-cyclohexane rich bottoms stream, the bottoms stream is isomerized in the presence of an isomerization catalyst and under conditions sufficient to maximize the conversion of methylcyclopentane to cyclohexane, the overhead from the first fractionation step and the effluent from the isomerization step is then fractionated in at least one stage of a second fractionation step in a manner and under conditions to produce separate streams, comprising isohexanes, normal hexane, cyclohexane, and unreacted methylcyclopentane and the methylcyclopentane is recycled to the isomerization step and/or the first fractionation step.Type: GrantFiled: December 16, 1982Date of Patent: March 31, 1987Assignee: Phillips Petroleum CompanyInventors: William C. Rahlwes, Ralph G. Carrasco, Jr.
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Patent number: 4384153Abstract: The present invention provides a process which is adapted for cyclodimerization of 1,3-butadiene to 4-vinylcyclohexene-1 under Diels-Alder conditions in the presence of a low acidity form of a large-pore zeolite such as ZSM-20, beta or Y.Type: GrantFiled: March 18, 1982Date of Patent: May 17, 1983Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
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Patent number: 4255595Abstract: Optically active compounds are prepared from optically inactive unsaturated hydrocarbons by reacting at least one unsaturated hydrocarbon in the presence of a catalyst prepared by combining a nickel compound, a Lewis acid and an optically active phosphine of the general formulaPR'R"R'"in which R', R" and R'" are hydrocarbon radicals, thereby forming optically active compounds having chiral centers formed by the carbon-to-carbon linkages. The optically active compounds can be polymerized to provide optically active polymers.Type: GrantFiled: October 10, 1979Date of Patent: March 10, 1981Assignee: Studiengesellschaft Kohle mbHInventors: Gunther Wilke, Borislav Bogdanovic, Horst Pauling
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Patent number: 4246202Abstract: This invention provides a process for the production of cyclic hydrocarbons from light olefinic hydrocarbons which involves contacting n-octene feed with a Group VIII metal oxide catalyst in the presence of molecular oxygen at temperatures of 130.degree.-500.degree. C. and a pressure of 1-200 psi to yield vinylcyclohexene and ethylbenzene.The invention further provides a two step vapor phase process embodiment for converting n-octene feed to styrene via a vinylcyclohexene/ethylbenzene intermediate mixture. When nitrobenzene is employed as the oxidizing agent in place of molecular oxygen, aniline is obtained as an additional product.Type: GrantFiled: May 23, 1979Date of Patent: January 20, 1981Assignee: El Paso Products CompanyInventor: John L. Cihonski
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Patent number: 4218571Abstract: Hydrogenation-dehydrogenation of suitable feedstock is provided wherein such feedstock is subjected to hydrogenation-dehydrogenation conditions in the presence of a catalytic amount of a solid containing, at least in part, a synthetic amorphous solid prepared by hydrolyzing and polymerizing in the presence of water a silane having the formula R(Si)X.sub.3, wherein R is a nonhydrolyzable organic group, X is a hydrolyzable group and (Si) is selected from the group consisting of ##STR1## and calcining the polymerized product, said silane being admixed with a second component, R'.sub.n MY.sub.m, wherein R' is selected from the group consisting of the same groups as R, Y is selected from the group consisting of the same groups as X and oxygen, M is at least one member selected from the group consisting of the elements of Groups IIIA, IVA, VA, IVB, VB, VIB, VIIB and VIII of the Periodic Table, m is any number greater than 0 and up to 8 and n is from 0 to any number less than 8.Type: GrantFiled: May 21, 1979Date of Patent: August 19, 1980Assignee: Mobil Oil CorporationInventors: Thomas O. Mitchell, Darrell D. Whitehurst
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Patent number: 4210603Abstract: This invention provides a process for the production of cyclic hydrocarbons for light olefinic hydrocarbons which involves contacting n-butenes with a Group VIII metal oxide catalyst in the presence of molecular oxygen at temperatures of 130.degree.-500.degree. C. and a pressure of 1-200 psi to yield vinylcyclohexene and ethylbenzene with a selectivity of at least 80 weight percent.The invention further provides a two step vapor phase process embodiment for converting n-butenes to styrene via a vinylcyclohexene/ethylbenzene intermediate mixture. When nitrobenzene is employed as the oxidizing agent in place of molecular oxygen, aniline is obtained as an additional product.Type: GrantFiled: April 16, 1979Date of Patent: July 1, 1980Assignee: El Paso Products CompanyInventor: John L. Cihonski
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Patent number: 4179401Abstract: A process for heterogenizing a metal salt or organometallic complex catalyst of the type containing a group VIII metal comprising the steps of radiation grafting a monomer having a .alpha. unsaturated bond to a metal or an organic polymer and complexing a nitrogen, halogen or phosphorous containing group to the monomer with the metal salt or organometallic complex. The resultant catalysts being useful in the hydrogenation, hydroformylation, isomerization, cracking or dehydrogenation of organic molecules.Type: GrantFiled: July 11, 1977Date of Patent: December 18, 1979Inventors: John L. Garnett, Robert S. Kenyon