To Produce Polycyclic Patents (Class 585/268)
-
Patent number: 10441944Abstract: A catalyst composition for isomerization of paraffins includes at least one metal, at least one heteropoly acid and a support material. Further provided are a process for preparation of the catalyst composition and a process for isomerization of paraffins using the catalytic composition.Type: GrantFiled: December 15, 2015Date of Patent: October 15, 2019Assignee: Hindustan Petroleum Corporation Ltd.Inventors: Raman Ravishankar, Safinaz Saif, Sunil Mehla, Bennet Chellian, Peddy Venkatachallapathy Rao, Choudary Venkateswarlu Nettem, Sriganesh Gandham
-
Patent number: 9452965Abstract: A process for producing phenol and/or cyclohexanone is described in which cyclohexylbenzene is contacted with an oxygen-containing gas under conditions effective to produce an oxidation effluent comprising cyclohexylbenzene hydroperoxide and at least part of cyclohexylbenzene hydroperoxide is contacted with a cleavage catalyst under conditions effective to produce a cleavage effluent containing phenol and cyclohexanone. At least one of the oxidation effluent and the cleavage effluent contains at least one phenylcyclohexanol as a by-product and the process further comprises contacting the phenylcyclohexanol with a dehydration catalyst comprising a molecular sieve of the MCM-22 family under conditions effective to convert at least part of the phenylcyclohexanol to phenylcyclohexene.Type: GrantFiled: September 13, 2013Date of Patent: September 27, 2016Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jihad M. Dakka, Charles Morris Smith, Keith H. Kuechler, Christopher L. Becker, Terry E. Helton, Jason D. Davis, Edmund J. Mozeleski
-
Publication number: 20150126782Abstract: In a process for producing cyclohexylbenzene, hydrogen, and benzene are contacted in a first reaction zone under conditions effective to produce a product effluent containing residual benzene in the vapor phase and cyclohexylbenzene in the liquid phase. The product effluent is separated into a first stream that is rich in residual benzene in the vapor phase as compared to the product effluent and a second stream that is rich in cyclohexylbenzene in the liquid phase as compared to the product effluent. At least a portion of the first stream is cooled to condense at least a portion of the residual benzene in the vapor phase to the liquid phase and produce a condensate stream. At least a portion of the condensate stream is recycled to the first reaction zone.Type: ApplicationFiled: September 5, 2012Publication date: May 7, 2015Applicant: ExxonMobil Chemical Company - Law TechnologyInventors: Hari Nair, Christopher L. Becker, James R. Lattner, Jihad M. Dakka
-
Publication number: 20150099910Abstract: A process for activating a hydroalkylation catalyst in a first state comprising an acid component and a hydrogenating metal component, including: (i) treatment at a temperature of at least 120° C. in the presence of hydrogen for a first duration to produce a catalyst in a second state having a first hydroalkylation activity; (ii) contacting the catalyst in the second state with an aromatic compound and hydrogen under a hydroalkylation condition effective to convert at least part of the aromatic compound to a cycloalkylaromatic compound and produce a catalyst in a third state; and (iii) treating the catalyst in the third state at a temperature of at least 160° C. in the presence of hydrogen but advantageously in the substantial absence of the aromatic compound for a third duration to produce an activated catalyst in a fourth state having a third hydroalkylation activity greater than the first hydroalkylation activity.Type: ApplicationFiled: July 9, 2013Publication date: April 9, 2015Inventors: Gabor Kiss, Tan-Jen Chen, Thomas E. Green
-
Publication number: 20150045596Abstract: In a process for producing cyclohexylbenzene, benzene is contacted with hydrogen in the presence of a hydroalkylation catalyst under hydroalkylation conditions effective to form a first effluent stream comprising cyclohexylbenzene, cyclohexane, and benzene. At least a portion of the cyclohexane from the first effluent stream is then contacted with hydrogen in the presence of a dehydrogenation catalyst under dehydrogenation conditions effective to convert at least some of the cyclohexane into benzene contained in a second effluent stream. At least some of the hydrogen is supplied to the process so as to contact the dehydrogenation zone (e.g., the dehydrogenation catalyst) before contacting the hydroalkylation catalyst.Type: ApplicationFiled: December 5, 2012Publication date: February 12, 2015Inventors: Christopher L. Becker, James R. Lattner, Keith H. Kuechler, Hari Nair
-
Publication number: 20140371498Abstract: In a process for producing cyclohexylbenzene, benzene is contacted with hydrogen under hydroalkylation conditions effective to form a first effluent stream comprising cyclohexylbenzene, cyclohexane, methylcyclopentane, and unreacted benzene. At least a portion of the first effluent stream is contacted with a dehydrogenation catalyst under dehydrogenation conditions to convert at least a portion of the cyclohexane to benzene thereby forming a second effluent stream. The amount of methylcyclopentane in the second effluent stream is different by no more than 65% of the total amount of the portion of the first effluent stream, said amounts being on a weight basis. A methylcyclopentane-containing stream is removed from either the first or the second effluent stream and at least a portion of the second effluent stream containing benzene is recycled to the hydroalkylation step.Type: ApplicationFiled: December 2, 2011Publication date: December 18, 2014Applicant: ExxonMobil Chemical Company - Law TechnologyInventors: Keith H. Kuechler, James R. Lattner, Christopher L. Becker, Jihad M. Dakka, Tan-Jen Chen
-
Publication number: 20140275605Abstract: A composition is described comprising a mixture of (methylcyclohexyl)toluene isomers having the following formula: wherein the mixture comprises at least 50 wt % in total of the 3,3, 3,4 4,3 and 4,4-isomers of (methylcyclohexyl)toluene.Type: ApplicationFiled: March 7, 2014Publication date: September 18, 2014Inventors: Jihad M. Dakka, Lorenzo C. DeCaul, Wei Tang
-
Publication number: 20140100400Abstract: A method for preparing a phenylcyclohexane of formula I by hydrogenation of a biphenyl of formula II with hydrogen in the presence of Raney nickel, where R1 and R2 both have the same meaning in formulas I and II and independently of one another are hydrogen atoms, C1- to C10-alkyl groups or phenyl groups, wherein the hydrogenation takes place in the presence of 0 to 20 parts by weight of water to 100 parts by weight of Raney nickel.Type: ApplicationFiled: September 30, 2013Publication date: April 10, 2014Applicant: BASF SEInventor: Martin BOCK
-
Publication number: 20130289323Abstract: A hydroalkylation catalyst comprising a molecular sieve and a compound of a hydrogenation metal is activated by treating the catalyst at a temperature of less than about 250° C. in the presence of hydrogen.Type: ApplicationFiled: September 20, 2011Publication date: October 31, 2013Applicant: Exxon Mobil Chemical Company -Law TechnologyInventors: Teng Xu, Edward Andrew Lemon, JR., Terry Eugene Helton, Tan-Jen Chen, Charles Morris Smith
-
Publication number: 20130202522Abstract: The invention relates to hydroalkylation processes. In the processes, a hydrogen stream comprising hydrogen and an impurity is treated to reduce the amount of the impurity in the hydrogen stream. The hydrogen is then hydroalkylated with benzene to form at least some cyclohexylbenzene. The processes also relate to treating a benzene stream comprising benzene and an impurity with an adsorbent to reduce the amount of the impurity in the benzene stream. The hydroalkylation processes described herein may be used as part of a process to make phenol.Type: ApplicationFiled: April 4, 2011Publication date: August 8, 2013Inventors: Tan-Jen Chen, Teng Xu, Terry Helton, Francisco M. Benitez, Charles M. Smith
-
Publication number: 20130150623Abstract: An object is to provide a process for providing hydrogen or heavy hydrogens conveniently without the necessity of large-scale equipment and a process capable of performing hydrogenation (protiation, deuteration or tritiation) reaction conveniently without the use of an expensive reagent and a special catalyst. The production process includes a process for producing hydrogen or heavy hydrogens, containing subjecting water or heavy water to mechanochemical reaction in the presence of a catalyst metal, and a process for producing a hydrogenated (protiated, deuterated or tritiated) organic compound, containing subjecting an organic compound and water or heavy water to mechanochemical reaction in the presence of a catalyst metal.Type: ApplicationFiled: August 16, 2011Publication date: June 13, 2013Applicant: Shiono Chemical Co., Ltd.Inventors: Hironao Sajiki, Yasunari Monguchi, Yoshinari Sawama, Shinichi Kondo
-
Patent number: 8450541Abstract: A method for producing products containing cyclic organic compounds from biomass oil includes adding a biomass oil to a vessel; heating the biomass oil to crack the biomass oil; removing undesired or unreacted materials, heavy ends, and light ends from the cracked biomass oil; and extracting components from the cracked biomass oil to produce a mixture of products containing between 5% and 90% cyclic organic compounds by weight. A method for producing a high-octane aviation fuel with low lead content includes cracking a biomass oil, separating a middle distillate mixture from cracked biomass oil, decarboxylating the middle distillate mixture to produce a mixture of products containing at least about 50% cyclic alkane and alkene compounds by weight, and blending the mixture of products with a fuel having an octane number below 95 to produce an aviation fuel having an octane number of at least 100.Type: GrantFiled: November 25, 2009Date of Patent: May 28, 2013Assignee: The University of North DakotaInventors: Wayne S. Seames, Darrin S. Muggli, Brian M. Tande
-
Patent number: 8329956Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are contacted under hydroalkylation conditions with a catalyst system comprising a MCM-22 family molecular sieve and at least one hydrogenation metal. The conditions comprise a temperature of about 140° C. to about 175° C., a pressure of about 135 psig to about 175 psig (931 kPag to 1207 kPag), a hydrogen to benzene molar ratio of about 0.30 to about 0.65 and a weight hourly space velocity of benzene of about 0.26 to about 1.05 hr?1.Type: GrantFiled: March 1, 2012Date of Patent: December 11, 2012Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jane C. Cheng, Tan-Jen Chen, Prasenjeet Ghosh
-
Patent number: 8309777Abstract: An aromatics hydrogenation catalyst composition which comprises a noble metal component and a support comprising zirconia, silica, and, optionally, alumina. The catalyst composition is manufactured by co-mulling silica, a zirconium compound, and, optionally, alumina to form a mixture that is formed into a shape, such as by extrusion to form an extrudate, with the shape being calcined and noble metal being incorporated into the shape. The catalyst composition may be used in the saturation of aromatic compounds.Type: GrantFiled: April 21, 2010Date of Patent: November 13, 2012Assignee: Shell Oil CompanyInventors: John Anthony Smegal, Johannes Anthonius Robert Van Veen
-
Publication number: 20120277472Abstract: The present invention relates to a hydrogenation process that may be used in connection with the production of phenol. In the process, a composition comprising: (i) cyclohexylbenzene; and (ii) a hydrogenable component are contacted with hydrogen in the presence of a hydrogenation catalyst under hydrogenation conditions. The hydrogenable component can be one or more of an olefin, a ketone or phenol. The hydrogenation catalyst has hydrogenation component and a support.Type: ApplicationFiled: November 23, 2010Publication date: November 1, 2012Inventors: Jihad M. Dakka, Keith H. Kuechler, James R. Lattner, Edmund J. Mozeleski
-
Patent number: 8279435Abstract: Metal-polyaniline (PANI) composites are provided together with a process of preparing such composites by an electrodeless process. The metal of the composite can have nanoscale structural features and the composites can be used in applications such as catalysis for hydrogenation reactions and for analytical detection methods employing SERS.Type: GrantFiled: November 16, 2009Date of Patent: October 2, 2012Assignee: Los Alamos National Security, LLCInventors: Hsing-Lin Wang, Wenguang Li, James A. Bailey, Yuan Gao
-
Publication number: 20120232266Abstract: The present invention relates to a process for the reaction of a compound with hydrogen wherein the reaction is conducted using a hydrogen-containing gas comprising up to about 10 vol. % hydrogen and at least about 90 vol. % of an inert gas and wherein the compound to be reacted with hydrogen is provided in a liquid phase. The process of the present invention is particularly suitable for hydrogenation and hydrogenolysis reactions.Type: ApplicationFiled: November 26, 2010Publication date: September 13, 2012Applicant: SANDOZ AGInventor: Martin Decristoforo
-
Publication number: 20120178969Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are contacted under hydroalkylation conditions with a catalyst system comprising a MCM-22 family molecular sieve and at least one hydrogenation metal. The conditions comprise a temperature of about 140° C. to about 175° C., a pressure of about 135 psig to about 175 psig (931 kPag to 1207 kPag), a hydrogen to benzene molar ratio of about 0.30 to about 0.65 and a weight hourly space velocity of benzene of about 0.26 to about 1.05 hr?1.Type: ApplicationFiled: March 1, 2012Publication date: July 12, 2012Inventors: Jane C. CHENG, Tan-Jen CHEN, Prasenjeet GHOSH
-
Patent number: 8178728Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are contacted under hydroalkylation conditions with a catalyst system comprising a MCM-22 family molecular sieve and at least one hydrogenation metal. The conditions comprise a temperature of about 140° C. to about 175° C., a pressure of about 135 psig to about 175 psig (931 kPag to 1207 kPag), a hydrogen to benzene molar ratio of about 0.30 to about 0.65 and a weight hourly space velocity of benzene of about 0.26 to about 1.05 hr?1.Type: GrantFiled: February 24, 2009Date of Patent: May 15, 2012Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jane C. Cheng, Tan-Jen Chen, Prasenjeet Ghosh
-
Publication number: 20110288341Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are fed to at least one reaction zone comprising a catalyst system which comprises a molecular sieve and at least one hydrogenation metal. The MCM-22 family molecular sieve having an X-ray diffraction pattern including d-spacing maxima at 12.4±0.25, 6.9±0.15, 3.57±0.07 and 3.42±0.07 Angstrom, and the hydrogenation metal is selected from the group consisting of palladium, ruthenium, nickel, zinc, tin, cobalt, and combinations of any two or more thereof Hydroalkylation conditions of temperature and pressure are selected to produce a hydroalkylation conversion in a range of from about 15% to about 75% The benzene and hydrogen are then contacted in the at least one reaction zone under said selected hydroalkylation condition to produce an effluent containing cyclohexylbenzene.Type: ApplicationFiled: November 24, 2009Publication date: November 24, 2011Inventors: Tan-Jen Chen, Francisco M. Benitez, John S. Buchanan, Jane C. Cheng, Jon E. Stanat
-
Publication number: 20110077438Abstract: This disclosure relates to a process for manufacturing a mono-cycloalkyl-substituted aromatic compound, said process comprising contacting a feedstock comprising an aromatic compound and hydrogen under hydroalkylation reaction conditions with a catalyst system comprising a molecular sieve, wherein said molecular sieve comprises a framework of tetrahedral atoms bridged by oxygen atoms, the tetrahedral atom framework being defined by a unit cell with atomic coordinates in nanometers shown in Table 2.Type: ApplicationFiled: July 15, 2009Publication date: March 31, 2011Inventors: Wieslaw J. Roth, Terry E. Helton, Jane C. Cheng, Michael J. Brennan
-
Publication number: 20110071329Abstract: This disclosure relates to a process for manufacturing a mono-cycloalkyl-substituted aromatic compound, said process comprising contacting a feedstock comprising an aromatic compound and hydrogen under hydroalkylation reaction conditions with a catalyst system comprising a molecular sieve and at least one metal with hydrogenation activity, wherein said molecular sieve has, in its as-synthesized form and in calcined form, an X-ray diffraction pattern including peaks having a d-spacing maximum in the range of 14.17 to 12.57 Angstroms, a d-spacing maximum in the range of 12.1 to 12.56 Angstroms.Type: ApplicationFiled: July 15, 2009Publication date: March 24, 2011Inventors: Wieslaw J. Roth, Terry E. Helton, Jane C. Cheng, Michael J. Brennan
-
Publication number: 20110028762Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are fed to at least one reaction zone. The benzene and hydrogen are then contacted in the at least one reaction zone under hydroalkylation conditions with a catalyst system comprising a molecular sieve having an X-ray diffraction pattern including d-spacing maxima at 12.4±0.25, 6.9±0.15, 3.57±0.07 and 3.42±0.07 Angstrom, and at least one hydrogenation metal to produce an effluent containing cyclohexylbenzene. The catalyst system has an acid-to-metal molar ratio of from about 75 to about 750.Type: ApplicationFiled: October 14, 2010Publication date: February 3, 2011Inventors: Tan-Jen CHEN, Jane C. Cheng, Terry E. Helton, John Scott Buchanan
-
Publication number: 20110015457Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are contacted under hydroalkylation conditions with a catalyst system comprising a MCM-22 family molecular sieve and at least one hydrogenation metal. The conditions comprise a temperature of about 140° C. to about 175° C., a pressure of about 135 psig to about 175 psig (931 kPag to 1207 kPag), a hydrogen to benzene molar ratio of about 0.30 to about 0.65 and a weight hourly space velocity of benzene of about 0.26 to about 1.05 hr?1.Type: ApplicationFiled: February 24, 2009Publication date: January 20, 2011Inventors: Jane C. Cheng, Tan-Jen Chen, Prasenjeet Ghosh
-
Patent number: 7803265Abstract: A process is disclosed for converting distillate to gasoline-range hydrocarbons using a two-stage catalyst system including a first catalyst containing platinum, palladium, or platinum and palladium, and an acidic support, and a second catalyst containing iridium and an inorganic oxide support, and optionally nickel.Type: GrantFiled: February 4, 2009Date of Patent: September 28, 2010Assignee: ConocoPhillips CompanyInventors: Tushar V. Choudhary, Paul F. Meier, Edward L. Sughrue, II, Walter E. Alvarez
-
Publication number: 20100060894Abstract: Metal-polyaniline (PANI) composites are provided together with a process of preparing such composites by an electrodeless process. The metal of the composite can have nanoscale structural features and the composites can be used in applications such as catalysis for hydrogenation reactions and for analytical detection methods employing SERS.Type: ApplicationFiled: November 16, 2009Publication date: March 11, 2010Applicant: LOS ALAMOS NATIONAL SECURITY, LLCInventors: Hsing-Lin Wang, Wenguang Li, James A. Bailey, Yuan Gao
-
Patent number: 6858769Abstract: A catalyst for the selective oxidation of hydrogen has been developed. It comprises an inert core such as cordierite and an outer layer comprising a lithium aluminate support. The support has dispersed thereon a platinum group metal and a promoter metal, e.g. platinum and tin respectively. This catalyst is particularly effective in the selective oxidation of hydrogen in a dehydrogenation process.Type: GrantFiled: October 18, 2002Date of Patent: February 22, 2005Assignee: UOP LLCInventors: Guy B. Woodle, Andrew S. Zarchy, Jeffery C. Bricker, Andrzej Z. Ringwelski
-
Publication number: 20040024274Abstract: A process for the hydrogenation of a monocyclic or polycyclic aromatic which may be unsubstituted or substituted by at least one aikyi group comprises bringing the aromatic into contact with a hydrogen-containing gas in the presence of a catalyst comprising at least one metal of transition group VIII of the Periodic Table as active metal applied to a structured or monolithic support.Type: ApplicationFiled: April 2, 2003Publication date: February 5, 2004Inventors: Arnd Bttcher, Jochem Henkelmann, Mathias Haake, Gerd Kaibel
-
Publication number: 20040024273Abstract: In a process for hydrogenating unsubstituted monocyclic or polycyclic aromatics or monocyclic or polycyclic aromatics substituted by at least one alkyl group, amino group or hydroxyl group or a combination of two or more thereof to form the corresponding cycloaliphatics by means of gaseous hydrogen in the presence of at least one catalyst in a reaction column (4) in which the reactants are passed over the catalyst(s) (5) fixed in the reaction column (4), the cycloaliphatics are taken off at a side offtake (14) or from the bottom of the column (6) through a line (8) or at the side offtake (14) and from the bottom of the column (6) through a line (8).Type: ApplicationFiled: April 2, 2003Publication date: February 5, 2004Inventors: Arnd Bottcher, Carsten Oost, Mathias Haake
-
Patent number: 6506953Abstract: There is described a process the hydroalkylation of an aromatic hydrocarbon, particularly benzene, to produce a cycloalkyl-substituted aromatic compound, particularly cyclohexylbenzene, comprising the step of contacting the aromatic hydrocarbon with hydrogen in the presence of a catalyst comprising MCM-68 and at least one metal having hydrogenation activity.Type: GrantFiled: January 24, 2000Date of Patent: January 14, 2003Assignee: ExxonMobil Oil CorporationInventors: Jane Chi-Ya Cheng, Ajit B. Dandekar, Michael Alan Steckel, Hye Kyung Cho Timken
-
Patent number: 6037513Abstract: There is described a process and a catalyst for the hydroalkylation of an aromatic hydrocarbon, particularly benzene, wherein the catalyst comprises a first metal having hydrogenation activity and a crystalline inorganic oxide material having a X-ray diffraction pattern including the following d-spacing maxima 12.4.+-.0.25, 6.9.+-.0.15, 3.57.+-.0.07 and 3.42.+-.0.07.Type: GrantFiled: July 9, 1998Date of Patent: March 14, 2000Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Jane C. Cheng, Terry E. Helton, Michael A. Steckel, Scott A. Stevenson
-
Patent number: 5986154Abstract: The invention concerns a process for the hydrogenation of aromatic compounds contained in feeds with an initial boiling point of more than 100.degree. C. and which contain at least 10% by weight of aromatic compounds. It consists of introducing chlorine in a concentration of 0.5-500 ppm by weight with respect to the feed at a temperature of between 200.degree. C. and 450.degree. C., a pressure in the range 1 MPa to 25 MPa, an HSV of between 0.1 h.sup.-1 and 10 h.sup.-1 and a volume ratio of hydrogen to feed of 100-2000. The catalyst used is a noble metal type and contains less than 1% of at least one halogen. Preferably, the catalyst is fluorinated or chlorinated.Type: GrantFiled: June 26, 1998Date of Patent: November 16, 1999Assignee: Institut Francais du PetroleInventors: Samuel Mignard, Virginie Harle, Slavik Kasztelan, Nathalie Marchal-George
-
Patent number: 5789637Abstract: The invention concerns a process for the hydrogenation of aromatic compounds contained in feeds with an initial boiling point of more than 100.degree. C. and which contain at least 10% by weight of aromatic compounds. It consists of introducing chlorine in a concentration of 0.5-500 ppm by weight with respect to the feed at a temperature of between 200.degree. C. and 450.degree. C., a pressure in the range 1 MPa to 25 MPa, an HSV of between 0.1 h.sup.-1 and 10 h.sup.-1 and a volume ratio of hydrogen to feed of 100-2000. The catalyst used is a noble metal type and contains less than 1% of at least one halogen. Preferably, the catalyst is fluorinated or chlorinated.Type: GrantFiled: June 27, 1996Date of Patent: August 4, 1998Assignee: Institut Francais du PetroleInventors: Samuel Mignard, Virginie France Harle, Slavik Kasztelan, Nathalie Marchal-George
-
Patent number: 5449847Abstract: There is provided a process for preparing tercyclohexane by reacting benzene with hydrogen. The process involves the use of a catalyst comprising an acidic solid and a hydrogenation component. The acidic solid may comprise a Group IVB metal oxide, such as zirconia, modified with an oxyanion of a Group VIB metal, such as tungsten. The hydrogenation component may comprise platinum.Type: GrantFiled: April 18, 1994Date of Patent: September 12, 1995Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Scott Han, John D. Lutner, Jose G. Santiesteban
-
Patent number: 5350504Abstract: Non-acidic tin-, lead-, or indium-modified Pt/ZSM-5 catalysts are effective catalysts for the shape selective preferential hydrogenation of certain aromatic hydrocarbons in admixture with others. These catalysts can be used to reduce the aromatic content of gasoline and distillates.Type: GrantFiled: December 18, 1992Date of Patent: September 27, 1994Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
-
Patent number: 5146024Abstract: A process for converting aromatic hydrocarbons (in particular benzene) to cycloalkyl-substituted aromatic hydrocarbons (in particular cyclohexylbenzene) in the presence of free hydrogen and a palladium-promoted zeolite catalyst is carried out in the presence of carbon monoxide as process modifier (so as to enhance the selectivity to the cycloalkyl-substituted aromatic hydrocarbon).Type: GrantFiled: May 20, 1991Date of Patent: September 8, 1992Assignee: Phillips Petroleum CompanyInventor: Larry E. Reed
-
Patent number: 4950386Abstract: It has now been discovered that hydrocarbon feeds containing a polycyclic aromatic compound or mixtures thereof can be selectively hydrogenated by contacting the feed with a transition metal catalyst and hydrogen in the presence of an acid to provide a hydrocarbon mixture in which the aromatic content consists substantially of mono- and di-aromatic compounds. Useful acids include Lewis acids and acids having a pKa in the range of 0 to about -10.Type: GrantFiled: August 15, 1988Date of Patent: August 21, 1990Assignee: Exxon Research and Engineering CompanyInventor: Manuel A. Francisco
-
Patent number: 4840745Abstract: A stable fluid composition is provided by this invention which contains a cis-o-tercyclohexyl compound and a trans-o-tercyclohexyl compound at a weight ratio of 25:75-65:35. This composition is useful as a fluid for traction drive.Type: GrantFiled: November 20, 1987Date of Patent: June 20, 1989Assignee: Idemitsu Kosan Company LimitedInventors: Toshiyuki Tsubouchi, Kazuaki Abe, Hitoshi Hata
-
Patent number: 4795840Abstract: The present invention provides a method for preparing a hydrocarbon mixture solvent comprising 1 to 15 wt % of alkyl tetralins and 0 to 10 wt % of aromatic hydrocarbons and having a boiling point of 160.degree. to 300.degree. C., the solvent being substantially free from naphthalene and biphenyl; the method being characterized by comprising the steps of subjecting a kerosene fraction having a boiling point of 150.degree. to 300.degree. C. to a nucleus hydrogenation treatment at a temperature of 100.degree. to 300.degree. C. at a pressure of 30 to 100 kg/cm.sup.2 in the presence of a metallic catalyst for nucleus hydrogenation of aromatic nuclei; separating and removing at least a part of n-paraffins in the kerosene therefrom by the use of a molecular sieve made from a synthesized zeolite having pores of 5 .ANG. in diameter in order to obtain a residual oil; and subjecting the latter to a rectification.Type: GrantFiled: July 2, 1987Date of Patent: January 3, 1989Assignee: Nippon Petrochemicals Co., Ltd.Inventors: Michiaki Torii, Seiji Hirooka
-
Patent number: 4783565Abstract: A cis-isomer of perhydroacenaphthene is selectively prepared through hydrogenation of acenaphthene by effecting hydrogenation of 80.degree. to 200.degree. C. in the presence of a Ru and/or Rh based catalyst. A cis-isomer having the highest boiling point is obtained as a major product.Type: GrantFiled: May 4, 1987Date of Patent: November 8, 1988Assignee: Kawasaki Steel CorporationInventors: Yoshihiro Naruse, Toshihide Suzuki
-
Patent number: 4774013Abstract: This invention provides a novel perhydrofluorene derivative which is represented by the following general formula and which is useful as a fluid for traction drive and a process for production of the derivative. ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each represents a hydrogen atom or an alkyl group of 1-4 carbon atoms, X represents (CH.sub.2).sub.p or ##STR2## wherein R.sup.4 represents a hydrogen atom or an alkyl group of 1-4 carbon atoms, p represents a real number of 2-6, q represents a real number of 1-4 and s represents 1 or 0 and k, m and n each represents a real number of 1-4.Type: GrantFiled: November 24, 1987Date of Patent: September 27, 1988Assignee: Idemitsu Kosan Company LimitedInventors: Kazuaki Abe, Toshiyuki Tsubouchi, Hitoshi Hata
-
Patent number: 4761510Abstract: Trans-isomers of perhydroacenaphthene are selectively prepared through hydrogenation of acenaphthene by effecting hydrogenation at 200.degree. to 300.degree. C. in the presence of a nickel catalyst on a kieselguhr carrier.Type: GrantFiled: May 4, 1987Date of Patent: August 2, 1988Assignee: Kawasaki Steel CorporationInventors: Yoshihiro Naruse, Toshihide Suzuki
-
Patent number: 4751335Abstract: A process for preparing a fluid for traction drive from a fraction containing compounds having at least four aromatic rings is disclosed. The fraction is a by-product produced at the time of the preparation of alpha-methyl-benzylalkylbenzenes by alkylation of at least one compound selected from C.sub.7 -C.sub.10 alkylbenzenes with styrene in the presence of an acid catalyst. The process comprises the steps of decomposing the fraction in an atmosphere of hydrogen at a predetermined temperature and pressure, collecting a decomposition product having a boiling range not higher than 450.degree. C. and then subjecting the decomposition product to nuclear hydrogenation at aromatic rings thereof in the presence of a catalyst capable of nuclear hydrogenation.Type: GrantFiled: February 2, 1987Date of Patent: June 14, 1988Assignee: Nippon Oil Co., Ltd.Inventors: Junichi Kubo, Kenji Suzuki, Kozo Kamiya, Eiji Akiyama, Masao Nambu
-
Patent number: 4696733Abstract: A process is disclosed for hydrogenating or partially hydrogenating polynuclear aromatics by contacting them with manganese nodules in the presence of hydrogen at elevated temperatures. The resulting partially hydrogenated products are useful as hydrogen donors in processes such as thermal cracking.Type: GrantFiled: September 17, 1984Date of Patent: September 29, 1987Assignee: Mobil Oil CorporationInventor: Ying-Yen P. Tsao
-
Patent number: 4684754Abstract: The working fluid for traction drive comprises (A) a compound having, in a molecule, two decahydronaphthalene rings bonded either directly to each other or to the same or different carbon atoms in an alkane molecule or a compound having, in a molecule, one decahydronaphthalene ring and one cyclohexane ring bonded either directly to each other or to the same carbon atom in an alkane molecule and (B) a compound having two cyclohexane rings bonded either to the terminal carbon atoms of a C.sub.2-3 alkane molecule or to the carbon atoms of cyclopentane. The working fluid has a high traction coefficient with stability over a wide range of temperature, especially, in low temperatures.Type: GrantFiled: November 14, 1986Date of Patent: August 4, 1987Assignee: Idemitsu Kosan Company LimitedInventors: Toshiyuki Tsubouchi, Hitoshi Hata
-
Patent number: 4380683Abstract: Mononuclear aromatic hydrocarbons, e.g. benzene and analogs, are converted by hydroalkylation to the corresponding cycloalkyl aromatics by contacting the mononuclear aromatic hydrocarbons in the presence of hydrogen with a catalyst comprising a rare earth-exchanged Y-type zeolite support carrying a promoter comprising at least one of ruthenium, iridium, rhodium and palladium, the catalyst being calcined in an oxygen-containing atmosphere at a temperature of 250.degree. to 600.degree. C. prior to the hydroalkylation reaction.Type: GrantFiled: December 22, 1981Date of Patent: April 19, 1983Assignee: The Standard Oil CompanyInventors: Serge R. Dolhyj, Louis J. Velenyi
-
Patent number: 4329531Abstract: An aromatic hydrocarbon is contacted under suitable hydroalkylation conditions with a composition comprising a calcined, acidic, nickel and rare earth-treated crystalline zeolite.Type: GrantFiled: May 29, 1980Date of Patent: May 11, 1982Assignee: Phillips Petroleum CompanyInventors: Timothy P. Murtha, Ernest A. Zuech
-
Patent number: 4329529Abstract: Traction fluids for traction drive transmissions, prepared by hydrogenating an alkylation product obtained by the reaction of xylene and/or toluene, together with or without ethylbenzene, with styrene.Type: GrantFiled: March 2, 1981Date of Patent: May 11, 1982Assignee: Nippon Oil Co., Ltd.Inventor: Masao Nambu
-
Patent number: 4322284Abstract: Ash-containing raw coal is converted to a liquid fuel product by contacting the coal with hydrogen and an OHP-enriched solvent containing OHP and THP in a ratio of OHP/THP greater than 0.4, wherein the OHP is present in an amount of at least 5 weight percent of the solvent, to produce a liquid stream and a coal minerals stream, and recycling at least a portion of the coal minerals stream.A portion of the liquid stream (64) is catalytically hydrogenated (68), preferably with a tungsten-containing catalyst, to increase the ratio of OHP/THP to a value greater than 0.4 or preferably greater than l. The OHP-enriched liquid stream solvent is passed as solvent to a mixing zone (11) where it is admixed with raw coal (10) and recycled coal minerals (38), admixed with hydrogen (58) and passed to a preheater (20) and dissolver (24).Type: GrantFiled: February 5, 1980Date of Patent: March 30, 1982Assignee: Gulf Research & Development CompanyInventors: Shirley C. Tsai, Howard G. McIlvried, III
-
Patent number: 4313017Abstract: Polynuclear aromatic reactants are selectively hydrogenated in the presence of hydrogen gas with a zinc titanate catalyst.Type: GrantFiled: December 29, 1980Date of Patent: January 26, 1982Assignee: Phillips Petroleum Co.Inventors: Roger N. McGinnis, Lloyd E. Gardner, Floyd Farha, Jr.