Six-membered Alicyclic Ring Containing Patents (Class 568/376)
  • Patent number: 10953396
    Abstract: A method of making a multifunctional catalyst for upgrading pyrolysis oil includes contacting a hierarchical mesoporous zeolite support with a solution including at least a first metal catalyst precursor and a second metal catalyst precursor, each or both of which may include a heteropolyacid. The hierarchical mesoporous zeolite support may have an average pore size of from 2 nm to 40 nm. Contacting the hierarchical mesoporous zeolite support with the solution deposits or adsorbs the first metal catalyst precursor and the second catalyst precursor onto outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support to produce a multifunctional catalyst precursor. The method further includes removing excess solution and calcining the multifunctional catalyst precursor to produce the multifunctional catalyst comprising at least a first metal catalyst and a second metal catalyst deposited on the outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support.
    Type: Grant
    Filed: July 3, 2019
    Date of Patent: March 23, 2021
    Assignees: Saudi Arabian Oil Company, Aramco Services Company
    Inventors: Miao Sun, Ke Zhang, Veera Venkata R Tammana
  • Patent number: 10835894
    Abstract: A method of making a multifunctional catalyst for upgrading pyrolysis oil includes contacting a hierarchical mesoporous zeolite support with a solution including at least a first metal catalyst precursor and a second metal catalyst precursor, each or both of which may include a heteropolyacid. The hierarchical mesoporous zeolite support may have an average pore size of from 2 nm to 40 nm. Contacting the hierarchical mesoporous zeolite support with the solution deposits or adsorbs the first metal catalyst precursor and the second catalyst precursor onto outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support to produce a multifunctional catalyst precursor. The method further includes removing excess solution and calcining the multifunctional catalyst precursor to produce the multifunctional catalyst comprising at least a first metal catalyst and a second metal catalyst deposited on the outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support.
    Type: Grant
    Filed: March 3, 2020
    Date of Patent: November 17, 2020
    Assignee: Saudi Arabian Oil Company
    Inventors: Miao Sun, Ke Zhang, Veera Venkata R Tammana
  • Patent number: 10751709
    Abstract: A method of making a multifunctional catalyst for upgrading pyrolysis oil includes contacting a hierarchical mesoporous zeolite support with a solution including at least a first metal catalyst precursor and a second metal catalyst precursor, each or both of which may include a heteropolyacid. The hierarchical mesoporous zeolite support may have an average pore size of from 2 nm to 40 nm. Contacting the hierarchical mesoporous zeolite support with the solution deposits or adsorbs the first metal catalyst precursor and the second catalyst precursor onto outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support to produce a multifunctional catalyst precursor. The method further includes removing excess solution and calcining the multifunctional catalyst precursor to produce the multifunctional catalyst comprising at least a first metal catalyst and a second metal catalyst deposited on the outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support.
    Type: Grant
    Filed: March 3, 2020
    Date of Patent: August 25, 2020
    Assignee: Saudi Arabian Oil Company
    Inventors: Miao Sun, Ke Zhang, Veera Venkata R Tammana
  • Patent number: 10675616
    Abstract: A method of making a multifunctional catalyst for upgrading pyrolysis oil includes contacting a hierarchical mesoporous zeolite support with a solution including at least a first metal catalyst precursor and a second metal catalyst precursor, each or both of which may include a heteropolyacid. The hierarchical mesoporous zeolite support may have an average pore size of from 2 nm to 40 nm. Contacting the hierarchical mesoporous zeolite support with the solution deposits or adsorbs the first metal catalyst precursor and the second catalyst precursor onto outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support to produce a multifunctional catalyst precursor. The method further includes removing excess solution and calcining the multifunctional catalyst precursor to produce the multifunctional catalyst comprising at least a first metal catalyst and a second metal catalyst deposited on the outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support.
    Type: Grant
    Filed: July 3, 2019
    Date of Patent: June 9, 2020
    Assignee: Saudi Arabian Oil Company
    Inventors: Miao Sun, Ke Zhang, Veera Venkata R Tammana
  • Patent number: 10639622
    Abstract: A method of making a multifunctional catalyst for upgrading pyrolysis oil includes contacting a hierarchical mesoporous zeolite support with a solution including at least a first metal catalyst precursor and a second metal catalyst precursor, each or both of which may include a heteropolyacid. The hierarchical mesoporous zeolite support may have an average pore size of from 2 nm to 40 nm. Contacting the hierarchical mesoporous zeolite support with the solution deposits or adsorbs the first metal catalyst precursor and the second catalyst precursor onto outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support to produce a multifunctional catalyst precursor. The method further includes removing excess solution and calcining the multifunctional catalyst precursor to produce the multifunctional catalyst comprising at least a first metal catalyst and a second metal catalyst deposited on the outer surfaces and pore surfaces of the hierarchical mesoporous zeolite support.
    Type: Grant
    Filed: July 3, 2019
    Date of Patent: May 5, 2020
    Assignee: Saudi Arabian Oil Company
    Inventors: Miao Sun, Ke Zhang, Veera Venkata R Tammana
  • Patent number: 9938220
    Abstract: Disclosed are processes and systems for making cyclohexanone from a mixture comprising phenol, cyclohexanone, and cyclohexylbenzene, comprising a step of or a device for subjecting at least a portion of the mixture to hydrogenation and a step of or a device for distilling a phenol/cyclohexanone/cyclohexylbenzene mixture to obtain an effluent rich in cyclohexanone.
    Type: Grant
    Filed: August 3, 2015
    Date of Patent: April 10, 2018
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Christopher L. Becker, Jason D. Davis, Jihad M. Dakka, Kirk C. Nadler
  • Patent number: 9926254
    Abstract: Disclosed are processes and systems for making cyclohexanone from a mixture comprising phenol, cyclohexanone, and cyclohexylbenzene comprising a step of or a device for subjecting at least a portion of the mixture to hydrogenation and a step of or a device for distilling a phenol/cyclohexanone/cyclohexylbenzene mixture to obtain an effluent rich in cyclohexanone.
    Type: Grant
    Filed: August 3, 2015
    Date of Patent: March 27, 2018
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Christopher L. Becker, Jason D. Davis, Jihad M. Dakka, Kirk C. Nadler
  • Patent number: 9868687
    Abstract: Disclosed are processes and systems for making cyclohexanone from a mixture comprising phenol, cyclohexanone, and cyclohexylbenzene, comprising a step of or a device for subjecting at least a portion of the mixture to hydrogenation and a step of or a device for distilling a phenol/cyclohexanone/cyclohexylbenzene mixture to obtain an effluent rich in cyclohexanone.
    Type: Grant
    Filed: September 8, 2015
    Date of Patent: January 16, 2018
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Christopher L. Becker, Jason D. Davis, Jihad M. Dakka, Kirk C. Nadler
  • Patent number: 9340474
    Abstract: In a process for producing phenol and/or cyclohexanone, a cleavage reaction mixture containing cyclohexyl-1-phenyl-hydroperoxide and cyclohexylbenzene is contacted with sulfuric acid and water under cleavage conditions effective to form a cleavage reaction effluent containing phenol, cyclohexanone, cyclohexylbenzene, water, sulfuric acid and 1-phenylcyclohexanol. At least a portion of the cleavage reaction effluent is neutralized with a basic material to produce a neutralized cleavage product and at least a portion of the neutralized cleavage product is supplied in the absence of an added dehydration catalyst to a distillation column. The distillation column is operated so that at least a portion of the neutralized cleavage product is exposed to a temperature greater than 70° C. at at least one location in the distillation column whereby at least a portion of the 1-phenylcyclohexanol in the neutralized cleavage product is dehydrated to phenylcyclohexene.
    Type: Grant
    Filed: November 22, 2013
    Date of Patent: May 17, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Keith H. Kuechler, Jason D. Davis
  • Patent number: 9334218
    Abstract: A cleavage process for making phenol and/or cyclohexanone, the process comprising: (A) providing a feed comprising cyclohexylbenzene hydroperoxide; (B) contacting the feed with a catalyst under cleavage reaction conditions effective to produce a cleavage effluent comprising phenol and cyclohexanone, the catalyst having a collidine uptake of at least 20 ?mol per gram of the catalyst and comprising an aluminosilicate molecular sieve of the FAU-type, an oxide binder, and a clay.
    Type: Grant
    Filed: December 6, 2013
    Date of Patent: May 10, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Kun Wang, Roberto Garcia, Terry E. Helton, Hari Nair, Charles Morris Smith
  • Patent number: 9238605
    Abstract: A process for oxidizing a first hydrocarbon to a corresponding first oxygenate by feeding a first feedstock comprising the first hydrocarbon into an oxidation reactor, contacting the reaction medium with a gas stream comprising O2 in the oxidation reactor, and supplying a hydroperoxide additive to the oxidation reactor. By including the hydroperoxide additive in the reaction medium, foaming at and/or close to the beginning of the oxidation reaction can be significantly reduced.
    Type: Grant
    Filed: September 5, 2013
    Date of Patent: January 19, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Bryan A. Patel, Travis A. Reine
  • Patent number: 9169170
    Abstract: An alkylating process such as hydroalkylating process comprising feeding a gas material and a liquid material into the reactor, distributing the liquid material to the upper surface of a bed of a catalyst substantially uniformly. The substantial uniform distribution of the liquid material to the upper surface allows for substantially uniform distribution of liquid reaction medium in the bed, thereby preventing hot spot and undesirable continuous liquid zone, both of which can cause the production of undesired by-products. The invention is particularly useful for the hydroalkylation reaction of benzene in making cyclohexylbenzene, which can be used for making cyclohexanone and phenol.
    Type: Grant
    Filed: September 4, 2014
    Date of Patent: October 27, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Gabor Kiss, Keith H. Kuechler
  • Patent number: 9169172
    Abstract: The present invention relates to hydrogenation processes including: contacting a first composition with hydrogen under hydrogenation conditions, in the presence of an eggshell hydrogenation catalyst, wherein the first composition has: (i) greater than about 50 wt % of cyclohexylbenzene, the wt % based upon the total weight of the first composition; and (ii) greater than about 0.3 wt % of cyclohexenylbenzene, the wt % based upon the total weight of the first composition; and thereby obtaining a second composition having less cyclohexenylbenzene than the first composition. Other hydrogenation processes are also described.
    Type: Grant
    Filed: April 10, 2013
    Date of Patent: October 27, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Tan-Jen Chen, Travis A. Reine, Keith H. Kuechler, Terry E. Helton, Jihad M. Dakka
  • Patent number: 9144792
    Abstract: Disclosed are a catalyst comprising (A) an aluminosilicate molecular sieve comprising a ferrierite phase and (B) a hydrogenation metal component, and a hydroalkylation process using the catalyst. The catalyst and the hydroalkylation process can be used in the production of phenol and/or cyclohexanone from benzene hydroalkylation.
    Type: Grant
    Filed: September 26, 2014
    Date of Patent: September 29, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Gabor Kiss, Thomas E. Green, Terry E. Helton, Tan-Jen Chen
  • Patent number: 9029605
    Abstract: The present invention relates to a method for preparing menthone, starting from isopulegol, using specific homogeneous catalysts.
    Type: Grant
    Filed: September 10, 2013
    Date of Patent: May 12, 2015
    Assignee: BASF SE
    Inventors: Thomas Schaub, Martine Weis, Stefan Rüdenauer
  • Publication number: 20150118165
    Abstract: The present invention relates to the use of at least one cyclohexanol ether derivative of the formula I as antimicrobial active compound or as anti-acne, antidandruff, deodorant or antiperspirant active compound, to preparations comprising these compounds, and to specific cyclohexanol ether derivatives.
    Type: Application
    Filed: April 5, 2013
    Publication date: April 30, 2015
    Applicant: Merck Patent GmbH
    Inventors: Thomas Rudolph, Sylvia Eisenberg
  • Patent number: 9000212
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Grant
    Filed: April 18, 2012
    Date of Patent: April 7, 2015
    Assignee: Takasago International Corporation
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Patent number: 8986896
    Abstract: The present invention provides an electrolyte solution including: a solvent composed primarily of a BF3-cyclic ether complex; and a supporting electrolyte. For example, preferred is an electrolyte solution in which the cyclic ether is one or two or more selected from optionally substituted tetrahydrofuran and optionally substituted tetrahydropyran.
    Type: Grant
    Filed: September 10, 2009
    Date of Patent: March 24, 2015
    Assignees: Toyota Jidosha Kabushiki Kaisha, National University Corporation Shizuoka University
    Inventors: Tatsuo Fujinami, Tatsuya Koga
  • Patent number: 8981158
    Abstract: In a process for oxidizing cyclohexylbenzene, a composition comprising cyclohexylbenzene is contacted with oxygen in at least one oxidation zone under oxidation conditions sufficient to produce at least some (i) cyclohexylbenzene hydroperoxide; (ii) a first byproduct; and (iii) a second byproduct in an effluent. A ratio ? is determined according to the following formula: ? = A B wherein A is the amount of the first byproduct in the effluent and B is the amount of the second byproduct in the effluent. The ratio ? is then maintained above a threshold value or adjusted above a threshold value.
    Type: Grant
    Filed: November 2, 2012
    Date of Patent: March 17, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Bryan A. Patel, Francisco M. Benitez, Charles Morris Smith, Jihad M. Dakka, Travis A. Reine
  • Publication number: 20150065339
    Abstract: Catalysts prepared from abundant, cost effective metals, such as cobalt, nickel, chromium, manganese, iron, and copper, and containing one or more neutrally charged ligands (e.g., monodentate, bidentate, and/or polydentate ligands) and methods of making and using thereof are described herein. Exemplary ligands include, but are not limited to, phosphine ligands, nitrogen-based ligands, sulfur-based ligands, and/or arsenic-based ligands. In some embodiments, the catalyst is a cobalt-based catalyst or a nickel-based catalyst. The catalysts described herein are stable and active at neutral pH and in a wide range of buffers that are both weak and strong proton acceptors. While its activity is slightly lower than state of the art cobalt-based water oxidation catalysts under some conditions, it is capable of sustaining electrolysis at high applied potentials without a significant degradation in catalytic current. This enhanced robustness gives it an advantage in industrial and large-scale water electrolysis schemes.
    Type: Application
    Filed: July 2, 2014
    Publication date: March 5, 2015
    Inventors: Aaron J. Bloomfield, Stafford W. Sheehan, Samuel L. Collom, Robert H. Crabtree, Paul T. Anastas
  • Patent number: 8940941
    Abstract: A process for producing phenol is described in which a feed comprising alkylbenzene hydroperoxide is contacted with a cleavage catalyst under cleavage conditions effective to convert at least part of the hydroperoxide into phenol, the process is characterized in that at least a part of the deactivated catalyst is regenerated using a oxidizing material comprising hydrogen peroxide and then return to the process. A method of regenerating the cleavage catalyst is also described.
    Type: Grant
    Filed: December 2, 2013
    Date of Patent: January 27, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Jihad Mohammed Dakka, Kun Wang
  • Patent number: 8921603
    Abstract: Described herein are compositions having (a) at least 99 wt % cyclohexanone; and (b) 0.1 wppm to 1000 wppm of at least one of cyclohexanedione and hydroxycyclohexanone. The wt % and wppm are based upon the total weight of the composition. The compositions may further comprise 0.1 wppm to 1000 wppm of cyclohexanol.
    Type: Grant
    Filed: August 16, 2011
    Date of Patent: December 30, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Keith H. Kuechler, Francisco M. Benitez
  • Patent number: 8889914
    Abstract: The invention relates to a method for producing isophorone by catalyzed aldol condensation of acetone as an educt, reprocessing the reaction product, hydrolyzing the product stream, and separating into an organic and an aqueous fraction, obtaining isophorone from the organic fraction, distillatively reprocessing the aqueous fraction, and feeding the vapors from the head of the distillative reprocessing apparatus into the hydrolysis apparatus.
    Type: Grant
    Filed: November 17, 2011
    Date of Patent: November 18, 2014
    Assignee: Evonik Degussa GmbH
    Inventors: Matthias Orschel, Robert Jansen, Martin Maier, Gerda Grund, Markus Schwarz, Joerg-Joachim Nitz, Axel Hengstermann
  • Patent number: 8889913
    Abstract: A hydride transfer process within a reaction between an alcohol and a ketone and in the presence of a heterogeneous catalyst is described. The process can transfer a hydride from an alcohol to a ketone, thus enabling reduction of the ketone and oxidation of the alcohol. Further described, is a process for the simultaneous preparation of cyclohexanone and isopropanol enabling an optimized industrial operation. A mixture of compounds useful for implementing the process and comprising two different ketones and two different alcohols is also described.
    Type: Grant
    Filed: July 20, 2011
    Date of Patent: November 18, 2014
    Assignee: Rhodia Operations
    Inventors: Roland Jacquot, Philippe Marion
  • Publication number: 20140336417
    Abstract: In a process for oxidizing cyclohexylbenzene, a composition comprising cyclohexylbenzene is contacted with oxygen in at least one oxidation zone under oxidation conditions sufficient to produce at least some (i) cyclohexylbenzene hydroperoxide; (ii) a first byproduct; and (iii) a second byproduct in an effluent. A ratio ? is determined according to the following formula: ? = A B wherein A is the amount of the first byproduct in the effluent and B is the amount of the second byproduct in the effluent. The ratio ? is then maintained above a threshold value or adjusted above a threshold value.
    Type: Application
    Filed: November 2, 2012
    Publication date: November 13, 2014
    Inventors: Bryan A. Patel, Francisco M. Benitez, Charles Morris Smith, Jihad M. Dakka, Travis A. Reine
  • Patent number: 8884067
    Abstract: In a process for producing phenol and cyclohexanone, a feed comprising cyclohexylbenzene is oxidized to produce an oxidation reaction product comprising cyclohexyl-1-phenyl-1-hydroperoxide. At least a portion of the oxidation reaction product is then cleaved to produce a cleavage reaction product comprising phenol, cyclohexanone, and at least one contaminant. At least a portion of the cleavage reaction product is contacted with an acidic material to convert at least a portion of the at least one contaminant to a converted contaminant and thereby produce a modified reaction product. The cleavage reaction product may comprise 1 wt %-30 wt % phenol; 1 wt %-30 wt % cyclohexanone; and 0.
    Type: Grant
    Filed: August 16, 2011
    Date of Patent: November 11, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Keith H. Kuechler, Francisco M. Benitez
  • Patent number: 8884068
    Abstract: Disclosed herein is a process for producing phenol. The process includes oxidizing at least a portion of a feed comprising cyclohexylbenzene to produce an oxidation composition comprising cyclohexyl-1-phenyl-1-hydroperoxide. The oxidation composition may then be cleaved in the presence of an acid catalyst to produce a cleavage reaction mixture comprising the acid catalyst, phenol and cyclohexanone. At least a portion of the cleavage reaction mixture may be neutralized with a basic material to form a treated cleavage reaction mixture. In various embodiments, the cleavage reaction mixture contains 1 wt % to 30 wt % phenol, 1 wt % to 30 wt % cyclohexanone and a complexation product.
    Type: Grant
    Filed: August 16, 2011
    Date of Patent: November 11, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Keith Holroyd Kuechler, Francisco Manuel Benitez
  • Patent number: 8884066
    Abstract: The invention relates to a process for preparing isophorone (3,5,5-trimethyl-2-cyclohexen-1-one) in the presence of at least one defoamer in the wastewater column in the workup section.
    Type: Grant
    Filed: April 25, 2012
    Date of Patent: November 11, 2014
    Assignee: Evonik Degussa GmbH
    Inventors: Matthias Orschel, Robert Jansen, Martin Maier, Joerg-Joachim Nitz, Markus Schwarz
  • Publication number: 20140330044
    Abstract: In a process for producing phenol, cyclohexylbenzene hydroperoxide is cleaved to produce a cleavage effluent stream comprising phenol and cyclohexanone and at least a portion of the cleavage effluent stream is fractionated to produce a first fraction richer in cyclohexanone than the cleavage effluent stream portion and a second fraction richer in phenol and depleted in cyclohexanone as compared with said cleavage effluent stream portion. At least a portion of the second fraction is then contacted with a dehydrogenation catalyst in a dehydrogenation reaction zone under dehydrogenation conditions effective to convert at least a portion of the cyclohexanone in said second fraction portion into phenol and cyclohexanol.
    Type: Application
    Filed: August 29, 2012
    Publication date: November 6, 2014
    Applicant: ExxonMobil Chemical Patents Inc.
    Inventors: Keith H. Kuechler, James R. Lattner, Christopher L. Becker
  • Publication number: 20140316098
    Abstract: In a process for producing phenol, a composition comprising an alkylaromatic compound is contacted with an oxygen-containing stream in the presence of an oxidation catalyst comprising a cyclic imide under oxidation conditions effective to oxidize 15 wt % or less of the alkylaromatic compound based upon the total weight of the composition and produce an oxidation product comprising unreacted alkylaromatic compound and alkylaromatic hydroperoxide in a molar ratio of 6:1 to 100:1. Thereafter, at least a portion of the oxidation product is contacted with an acidic molecular sieve catalyst under cleavage conditions effective to convert at least a portion of the alkylaromatic hydroperoxide into phenol and cyclohexanone.
    Type: Application
    Filed: December 15, 2011
    Publication date: October 23, 2014
    Applicant: ExxonMobil chemical Patents Inc.
    Inventors: Kun Wang, Roberto Garcia, Jihad M. Dakka, Gabor Kiss
  • Publication number: 20140302637
    Abstract: The present invention relates to polymers comprising one or more (repeating) unit(s) of the formula (I), and compounds of formula (III), wherein Y, Y15, Y16 and Y17 are independently of each other a group of formula (A), (B) or (C) and their use as IR absorber, organic semiconductor in organic devices, especially in organic photovoltaics and photodiodes, or in a device containing a diode and/or an organic field effect transistor. The polymers and compounds according to the invention can have excellent solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers and compounds according to the invention are used in organic field effect transistors, organic photovoltaics and photodiodes.
    Type: Application
    Filed: October 3, 2012
    Publication date: October 9, 2014
    Applicant: BASF SE
    Inventors: Pascal Hayoz, Mathias Dueggeli
  • Publication number: 20140303374
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Application
    Filed: April 18, 2012
    Publication date: October 9, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Patent number: 8841488
    Abstract: A method to confer, enhance, improve or modify the odor properties of a perfuming composition or of a perfumed article by adding to the composition or article an effective amount of at least one compound of formula I: wherein n represents 0, 1 or 2; m represents 0, 1 or 2; the dotted lines represent only single bonds or one double bond and two single bonds; R1 represents a hydrogen atom or a methyl or ethyl group, and R2 represents an OR3 group, R3 representing a C1-C3 alkyl or alkenyl group; a group of formula CR4?C(R4)2, or a group of formula with R4 representing a hydrogen atom or a methyl or ethyl group. These compounds impart a clean and natural fruity, pineapple odor type to the perfuming compositions or perfumed articles to which they are added.
    Type: Grant
    Filed: October 1, 2013
    Date of Patent: September 23, 2014
    Assignee: Firmenich SA
    Inventors: Christian Chapuis, Anthony Birkbeck, Maurus Marty
  • Publication number: 20140275400
    Abstract: The present invention provides methylene beta-diketone monomers, methods for producing the same, and compositions and products formed therefrom. In the method for producing the methylene beta-diketones of the invention, a beta-diketone is reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to further processing, which may be vaporization by contact with an energy transfer means in order to isolate the beta-diketone monomer. The present invention further compositions and products formed from methylene beta-diketone monomers of the invention, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).
    Type: Application
    Filed: October 18, 2012
    Publication date: September 18, 2014
    Inventors: Yangbin Chen, Adam G. Malofsky, Jeffrey M. Sullivan, Stanley C. Wojciak, Tanmoy Dey, Bernard M. Malofsky
  • Publication number: 20140163259
    Abstract: A process for producing phenol is described in which a feed comprising alkylbenzene hydroperoxide is contacted with a cleavage catalyst under cleavage conditions effective to convert at least part of the hydroperoxide into phenol, the process is characterized in that at least a part of the deactivated catalyst is regenerated using a oxidizing material comprising hydrogen peroxide and then return to the process. A method of regenerating the cleavage catalyst is also described.
    Type: Application
    Filed: December 2, 2013
    Publication date: June 12, 2014
    Inventors: Jihad Mohammed Dakka, Kun Wang
  • Publication number: 20140135532
    Abstract: A catalyst, its method of preparation and its use for producing aliphatic ketones by subjecting alkanes C3 to C9 to a gas phase catalytic oxidation in the presence of air or oxygen, and, optionally, steam and/or one or more diluting gases. The catalyst comprises a catalytically active mixed metal oxide phase and a suitable support material onto and/or into which the active catalytic phase id dispersed.
    Type: Application
    Filed: May 9, 2012
    Publication date: May 15, 2014
    Applicant: EverNu Technology LLc
    Inventors: Manhua Lin, Xiang Wang, Younghoon Yeom
  • Patent number: 8716531
    Abstract: A method for producing a norbornene derivative includes forming a Mannich base represented by any of general formulae (5) to (7) by reacting a carbonyl compound represented by any of general formulae (1) to (3) and an amine compound represented by general formula (4) with each other in an acidic solvent, to thereby obtain a reaction liquid comprising the Mannich base in the acidic solvent, wherein the acidic solvent comprises a formaldehyde derivative and 0.01 mol/L or more of an acid represented by formula HX; reacting the Mannich base and a diene compound represented by general formula (8) with each other by adding an organic solvent, a base in an amount of 1.0 to 20.0 equivalents to the acid, and the diene compound to the reaction liquid, and then heating the reaction liquid, to thereby form the norbornene derivative represented by any of general formulae (9) to (11).
    Type: Grant
    Filed: May 13, 2010
    Date of Patent: May 6, 2014
    Assignee: JX Nippon Oil & Energy Corporation
    Inventors: Shinichi Komatsu, Hisashi Sone, Takeshi Koike, Sayako Kawahama
  • Patent number: 8673818
    Abstract: The present invention relates to novel C2-phenyl-substituted cyclic ketoenols of the formula in which W is methyl, X is alkyl, alkenyl or alkinyl, Y is hydrogen, methyl, ethyl, i-propyl, alkenyl or alkinyl, and Z is hydrogen, alkyl, alkenyl or alkinyl, with the proviso that at least one of X, Y, or Z represents a chain having at least two carbon atoms and with the further proviso that X is not ethyl when Z is hydrogen and Y is methyl, and CKE represents the group in which B is hydrogen, alkyl or alkoxyalkyl, A and Q1 together are optionally substituted alkanediyl or alkenediyl, Q2 is represents hydrogen or C1-C4-alkyl, and G represents hydrogen or an acyl or acyl-like group, to a plurality of processes for their preparation and to their use as pesticides and herbicides.
    Type: Grant
    Filed: April 25, 2012
    Date of Patent: March 18, 2014
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Ruther, Hermann Hagemann, Udo Schneider, Markus Dollinger, Peter Dahmen, Ulrike Wachendorff-Neumann, Reiner Fischer, Alan Graff, Thomas Bretschneider, Christoph Erdelen, Mark Wilhelm Drewes, Dieter Feucht, Folker Lieb
  • Patent number: 8674143
    Abstract: A process for the preparation of 1-ethynyl-3,3-dimethylcyclohexan-1-ol from dimedone by a reaction sequence of reduction and ethynylation and its further transformation into green ketone.
    Type: Grant
    Filed: October 7, 2009
    Date of Patent: March 18, 2014
    Assignee: DSM IP Assets, B.V.
    Inventors: Werner Bonrath, Ulla Letinois, Jan Schütz
  • Publication number: 20140073817
    Abstract: The present invention relates to a method for preparing menthone, starting from isopulegol, using specific homogeneous catalysts.
    Type: Application
    Filed: September 10, 2013
    Publication date: March 13, 2014
    Applicant: BASF SE
    Inventors: Thomas Schaub, Martine Weis, Stefan Rudenauer
  • Publication number: 20140070145
    Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.
    Type: Application
    Filed: November 14, 2013
    Publication date: March 13, 2014
    Applicant: NOVALED AG
    Inventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
  • Patent number: 8658834
    Abstract: 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: Grant
    Filed: November 23, 2010
    Date of Patent: February 25, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Jihad M. Dakka, Keith H. Kuechler, James R. Lattner, Edmund J. Mozeleski
  • Patent number: 8629303
    Abstract: A 5-norbornene-2-spiro-?-cycloalkanone-??-spiro-2?-5?-norbornene represented by the following general formula (1): [in the formula (1), R1s, R2, and R3 each independently represent a hydrogen atom or the like, and n represents an integer of 0 to 12].
    Type: Grant
    Filed: February 9, 2011
    Date of Patent: January 14, 2014
    Assignee: JX Nippon Oil & Energy Corporation
    Inventors: Shinichi Komatsu, Michiaki Adachi
  • Publication number: 20130274524
    Abstract: In a process for oxidizing an alkylaromatic compound to the corresponding hydroperoxide, a feed comprising an alkylaromatic compound is contacted with an oxygen-containing gas in the presence of a catalyst comprising a cyclic imide. The contacting is conducted at a temperature of about 90° C. to about 150° C., with the cyclic imide being present in an amount between about 0.05 wt % and about 5 wt % of the alkylaromatic compound in the feed and the catalyst being substantially free of alkali metal compounds. The contacting oxidizes at least part of the alkylaromatic compound in said feed to the corresponding hydroperoxide.
    Type: Application
    Filed: May 28, 2013
    Publication date: October 17, 2013
    Inventors: Jihad M. Dakka, Stephen Zushma, Jon E.R. Stanat
  • Publication number: 20130245288
    Abstract: Provided is an anti-leishmanial compound represented by formula (1):
    Type: Application
    Filed: October 13, 2011
    Publication date: September 19, 2013
    Applicant: AOYAMA GAKUIN EDUCATIONAL FOUNDATION
    Inventors: Junji Kimura, Shohei Horie, Harumi Marushima, Yoshitsugu Matsumoto, Chizu Sanjoba, Yasutaka Osada
  • Publication number: 20130231506
    Abstract: Disclosed herein is a process for producing phenol. The process includes oxidizing at least a portion of a feed comprising cyclohexylbenzene to produce an oxidation composition comprising cyclohexyl-1-phenyl-1-hydroperoxide. The oxidation composition may then be cleaved in the presence of an acid catalyst to produce a cleavage reaction mixture comprising the acid catalyst, phenol and cyclohexanone. At least a portion of the cleavage reaction mixture may be neutralized with a basic material to form a treated cleavage reaction mixture. In various embodiments, the cleavage reaction mixture contains 1 wt % to 30 wt % phenol, 1 wt % to 30 wt % cyclohexanone and a complexation product.
    Type: Application
    Filed: August 16, 2011
    Publication date: September 5, 2013
    Applicant: ExxonMobil Chemical Patents Inc.
    Inventors: Keith Holroyd Kuechler, Francisco Manuel Benitez
  • Publication number: 20130225856
    Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.
    Type: Application
    Filed: February 24, 2013
    Publication date: August 29, 2013
    Applicant: Chemtex Italia, S.p.A.
    Inventor: Chemtex Italia, S.p.A.
  • Publication number: 20130225867
    Abstract: In a process for producing phenol and cyclohexanone, a feed comprising cyclohexylbenzene is oxidized to produce an oxidation reaction product comprising cyclohexyl-1-phenyl-1-hydroperoxide. At least a portion of the oxidation reaction product is then cleaved to produce a cleavage reaction product comprising phenol, cyclohexanone, and at least one contaminant. At least a portion of the cleavage reaction product is contacted with an acidic material to convert at least a portion of the at least one contaminant to a converted contaminant and thereby produce a modified reaction product. The cleavage reaction product may comprise 1 wt %-30 wt % phenol; 1 wt %-30 wt % cyclohexanone; and 0.
    Type: Application
    Filed: August 16, 2011
    Publication date: August 29, 2013
    Applicant: ExxonMobil Chemical Patents Inc.
    Inventors: Keith Holtroyd Kuachter, Francisco Manuel Benitez
  • Publication number: 20130204045
    Abstract: Described herein are compositions having (a) at least 99 wt % cyclohexanone; and (b) 0.1 wppm to 1000 wppm of at least one of cyclohexanedione and hydroxycyclohexanone. The wt % and wppm are based upon the total weight of the composition. The compositions may further comprise 0.1 wppm to 1000 wppm of cyclohexanol.
    Type: Application
    Filed: August 16, 2011
    Publication date: August 8, 2013
    Inventors: Keith Holroyd Kuechler, Francisco Manuel Benitez
  • Publication number: 20130204046
    Abstract: A hydride transfer process within a reaction between an alcohol and a ketone and in the presence of a heterogeneous catalyst is described. The process can transfer a hydride from an alcohol to a ketone, thus enabling reduction of the ketone and oxidation of the alcohol. Further described, is a process for the simultaneous preparation of cyclohexanone and isopropanol enabling an optimized industrial operation. A mixture of compounds useful for implementing the process and comprising two different ketones and two different alcohols is also described.
    Type: Application
    Filed: July 20, 2011
    Publication date: August 8, 2013
    Applicant: RHODIA OPERATIONS
    Inventors: Roland Jacquot, Philippe Marion