Four-membered Alicyclic Ring Containing Patents (Class 568/839)
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Patent number: 11623904Abstract: Provided is a process in which a cyclobutanediol compound having a high cis:trans ratio can be stably obtained. The cyclobutanediol compound having a cis:trans ratio of 1.5:1 to 5000:1 is produced by using at least one compound selected from a group consisting of a cyclobutanedione compound, a cyclobutane ketol compound, and a cyclobutanediol compound as a raw material, and performing a catalytic hydrogenation reaction and an isomerization reaction in the cyclobutanediol compound in a solid phase state in the presence of a metal catalyst without adding a solvent.Type: GrantFiled: March 17, 2021Date of Patent: April 11, 2023Assignee: JNC CORPORATIONInventors: Shinichi Furusato, Toshiyuki Kawanabe, Kaori Tsuruoka, Hironao Sajiki, Tsuyoshi Yamada, Kwihwan Park
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Patent number: 9238603Abstract: This invention is generally directed to a batch process for the preparation of cis-2,2,4,4-tetramethylcyclobutane-1,3-diol comprising: (A) treatment of at least one monomer selected from 2,2,4,4-tetramethylcyclobutane-1,3-dione, 3-hydroxy-2,2,4,4-tetramethylcyclobutanone, and 2,2,4,4-tetramethylcyclobutane-1,3-diol said diol having a starting cis:trans molar ratio of 0:1 to about 2:1, or mixtures thereof by contacting said monomer(s) with hydrogen in the presence of a reaction solvent in which the resulting cis-2,2,4,4-tetramethylcyclobutane-1,3-diol is partially soluble and further in the presence of a catalyst comprising about 0.Type: GrantFiled: December 10, 2014Date of Patent: January 19, 2016Assignee: Eastman Chemical CompanyInventors: Jerome Leonard Stavinoha, Jr., Carey Dan Ashcroft, Craig Alan Hoyme, Kelmara Khadene Kelly
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Patent number: 9238602Abstract: This invention is generally directed to a process for the preparation of cis-2,2,4,4-tetramethylcyclobutane-1,3-diol comprising: treatment of at least one monomer selected from 2,2,4,4-tetramethylcyclobutane-1,3-dione, 3-hydroxy-2,2,4,4-tetramethylcyclobutanone, and 2,2,4,4-tetramethylcyclobutane-1,3-diol said diol having a starting cis:trans molar ratio of 0:1 to about 2:1, or mixtures thereof by contacting said monomer(s) with hydrogen in the presence of a reaction solvent in which the resulting cis-2,2,4,4-tetramethylcyclobutane-1,3-diol is partially soluble and further in the presence of a catalyst comprising about 0.1 to about 10 weight percent ruthenium, based on the total weight of the catalyst, deposited on a support material, under reaction conditions sufficient to produce a cis-2,2,4,4-tetramethylcyclobutane-1,3-diol having a final cis:trans molar ratio of from 2:1 to about 25:1.Type: GrantFiled: December 10, 2014Date of Patent: January 19, 2016Assignee: Eastman Chemical CompanyInventors: Jerome Leonard Stavinoha, Jr., Carey Dan Ashcroft, Kelmara Khadene Kelly, Craig Alan Hoyme
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Patent number: 9156759Abstract: A method for isolating 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCD) solids from an isolated feed slurry formed in a TMCD process comprising TMCD, a liquid phase, and impurities by (a) treating the isolated feed slurry in a product isolation zone to produce an isolated TMCD product wet cake, a mother liquor, and impurities; wherein the product isolation zone can comprise at least one rotary pressure drum filter.Type: GrantFiled: May 1, 2015Date of Patent: October 13, 2015Assignee: EASTMAN CHEMICAL COMPANYInventors: Kenny Randolph Parker, Craig Alan Hoyme
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Patent number: 9024080Abstract: A method for isolating 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCD) solids from an isolated feed slurry formed in a TMCD process comprising TMCD, a liquid phase, and impurities by (a) treating the isolated feed slurry in a product isolation zone to produce an isolated TMCD product wet cake, a mother liquor, and impurities; wherein the product isolation zone can comprise at least one rotary pressure drum filter.Type: GrantFiled: September 15, 2014Date of Patent: May 5, 2015Assignee: Eastman Chemical CompanyInventors: Kenny Parker, Craig Hoyme
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Publication number: 20140378716Abstract: A method for isolating 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCD) solids from an isolated feed slurry formed in a TMCD process comprising TMCD, a liquid phase, and impurities by (a) treating the isolated feed slurry in a product isolation zone to produce an isolated TMCD product wet cake, a mother liquor, and impurities; wherein the product isolation zone can comprise at least one rotary pressure drum filter.Type: ApplicationFiled: September 15, 2014Publication date: December 25, 2014Applicant: Eastman Chemical CompanyInventors: Kenny Parker, Craig Hoyme
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Patent number: 8859825Abstract: A method for isolating 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCD) solids from an isolated feed slurry formed in a TMCD process comprising TMCD, a liquid phase, and impurities by (a) treating the isolated feed slurry in a product isolation zone to produce an isolated TMCD product wet cake, a mother liquor, and impurities; wherein the product isolation zone can comprise at least one rotary pressure drum filter.Type: GrantFiled: December 19, 2011Date of Patent: October 14, 2014Assignee: Eastman Specialties Holdings CorporationInventors: Kenny Randolph Parker, Craig Alan Hoyme
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Patent number: 8716535Abstract: The invention provides alkene fluoroalkanol and fluorinated polyol precursors to fluoroalkanol-substituted ?,?-unsaturated esters. The fluoroalkanol-substituted ?,?-unsaturated esters are olefins that can be readily polymerized to provide fluoroalkanol-substituted polymers useful in lithographic photoresist compositions. Also provided are methods for synthesizing the alkene fluoroalkanol and fluorinated polyol precursors.Type: GrantFiled: October 16, 2008Date of Patent: May 6, 2014Assignee: International Business Machines CorporationInventors: Gregory Breyta, Richard Anthony DiPietro, Daniel Joseph Dawson
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Patent number: 8716534Abstract: The invention provides alkene fluoroalkanol and fluorinated polyol precursors to fluoroalkanol-substituted ?,?-unsaturated esters. The fluoroalkanol-substituted ?,?-unsaturated esters are olefins that can be readily polymerized to provide fluoroalkanol-substituted polymers useful in lithographic photoresist compositions. Also provided are methods for synthesizing the alkene fluoroalkanol and fluorinated polyol precursors.Type: GrantFiled: October 16, 2008Date of Patent: May 6, 2014Assignee: International Business Machines CorporationInventors: Gregory Breyta, Richard Anthony DiPietro, Daniel Joseph Dawson
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Patent number: 8420868Abstract: Disclosed is a process for the preparation of a 2,2,4,4-tetraalkylcyclobutane-1,3-diols by hydrogenation of a 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of a catalyst comprising ruthenium deposited on a carbon nanotube support. The process is useful for the preparation of 2,2,4,4-tetramethylcyclobutane-1,3-diol. The process may be carried out in the presence or absence of a solvent and in the liquid or vapor phase. Also disclosed is a process for modifying the cis:trans ratio of the 2,2,4,4-tetramethylcyclobutane-1,3-diol hydrogenation product by contacting the diol with hydrogen in the presence of a supported ruthenium catalyst.Type: GrantFiled: December 9, 2010Date of Patent: April 16, 2013Assignee: Eastman Chemical CompanyInventors: Zhufang Liu, Lori Cooke Ensor, Guy Ralph Steinmetz, Jerome Leonard Stavinoha, Jr.
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Patent number: 8420869Abstract: Disclosed is a process for the preparation of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of the corresponding 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the vapor phase in the presence of a supported catalyst. The process is useful for the preparation of 2,2,4,4-tetramethylcyclobutane-1,3-diol from 2,2,4,4-tetramethylcyclobutane-1,3-dione. The process can produce a 2,2,4,4-tetraalkylcyclobutane-1,3-diol product having a cis:trans isomer ratio of 1:1 or greater.Type: GrantFiled: December 9, 2010Date of Patent: April 16, 2013Assignee: Eastman Chemical CompanyInventors: Zhidong Zhu, Gerald Charles Tustin, Philip Conrad Heidt, Zhufang Liu
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Patent number: 8394997Abstract: Disclosed is a process for the isomerization of 2,2,4,4-tetraalkylcyclobutane-1,3-diols, such as 2,2,4,4-tetramethylcyclobutane-1,3-diol, by contacting the diol with a supported ruthenium catalyst in the presence of hydrogen at elevated pressures and temperatures. The process is carried under conditions in which there is no net production of 2,2,4,4-tetraalkylcyclobutane-1,3-diol. The process may be carried out in the presence or absence of a solvent and in the liquid or vapor phase.Type: GrantFiled: December 9, 2010Date of Patent: March 12, 2013Assignee: Eastman Chemical CompanyInventors: Zhufang Liu, Lori Cooke Ensor, Kelmara Khadene Kelly, Jerome Leonard Stavinoha, Jr., Kim Steven Chamberlin, Charles Everette Kelly, Carey Dan Ashcroft, Charles Edwan Sumner, Jr.
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Publication number: 20130012422Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.Type: ApplicationFiled: September 14, 2012Publication date: January 10, 2013Inventors: Johan SMETS, Hugo Robert Germain Denutte, An Pintens, David Thomas Stanton, Koen Van Aken, Inge Helena Hubert Laureyn, Bram Denolf, Freek Annie Camiel Vrielynck
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Publication number: 20120189546Abstract: This invention relates to novel cyclo alkyl compounds suitable for labeling by 18F, methods of preparing such a compound, compositions comprising such compounds, kits comprising such compounds or compositions and uses of such compounds, compositions or kits for diagnostic imaging by positron emission tomography (PET).Type: ApplicationFiled: July 9, 2010Publication date: July 26, 2012Applicant: BAYER PHARMA AKTIENGESELLSCHAFTInventors: Keith Graham, Heribert Schmitt-Willich, Dominic Franck
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Publication number: 20120157720Abstract: A method for isolating 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCD) solids from an isolated feed slurry formed in a TMCD process comprising TMCD, a liquid phase, and impurities by (a) treating the isolated feed slurry in a product isolation zone to produce an isolated TMCD product wet cake, a mother liquor, and impurities; wherein the product isolation zone can comprise at least one rotary pressure drum filter.Type: ApplicationFiled: December 19, 2011Publication date: June 21, 2012Applicant: EASTMAN CHEMICAL COMPANYInventors: Kenny Randolph Parker, Craig Alan Hoyme
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Publication number: 20120149946Abstract: Disclosed is a process for the preparation of a 2,2,4,4-tetraalkylcyclobutane-1,3-diols by hydrogenation of a 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of a catalyst comprising ruthenium deposited on a carbon nanotube support. The process is useful for the preparation of 2,2,4,4-tetramethylcyclobutane-1,3-diol. The process may be carried out in the presence or absence of a solvent and in the liquid or vapor phase. Also disclosed is a process for modifying the cis:trans ratio of the 2,2,4,4-tetramethylcyclo-butane-1,3-diol hydrogenation product by contacting the diol with hydrogen in the presence of a supported ruthenium catalyst.Type: ApplicationFiled: December 9, 2010Publication date: June 14, 2012Applicant: EASTMAN CHEMICAL COMPANYInventors: Zhufang Liu, Lori Cooke Ensor, Guy Ralph Steinmetz, Jerome Leonard Stavinoha, JR.
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Publication number: 20120149947Abstract: Disclosed is a process for the preparation of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of the corresponding 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the vapor phase in the presence of a supported catalyst. The process is useful for the preparation of 2,2,4,4-tetramethylcyclobutane-1,3-diol from 2,2,4,4-tetramethylcyclobutane-1,3-dione. The process can produce a 2,2,4,4-tetraalkylcyclobutane-1,3-diol product having a cis:trans isomer ratio of 1:1 or greater.Type: ApplicationFiled: December 9, 2010Publication date: June 14, 2012Applicant: EASTMAN CHEMICAL COMPANYInventors: Zhidong Zhu, Gerald Charles Tustin, Philip Conrad Heidt, Zhufang Liu
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Publication number: 20120149948Abstract: Disclosed is a process for the isomerization of 2,2,4,4-tetraalkylcyclobutane-1,3-diols, such as 2,2,4,4-tetramethylcyclobutane-1,3-diol, by contacting the diol with a supported ruthenium catalyst in the presence of hydrogen at elevated pressures and temperatures. The process is carried under conditions in which there is no net production of 2,2,4,4-tetraalkylcyclobutane-1,3-diol. The process may be carried out in the presence or absence of a solvent and in the liquid or vapor phase.Type: ApplicationFiled: December 9, 2010Publication date: June 14, 2012Applicant: EASTMAN CHEMICAL COMPANYInventors: Zhufang Liu, Lori Cooke Ensor, Kelmara Khadene Kelly, Jerome Leonard Stavinoha, JR., Kim Steven Chamberlin, Charles Everette Kelly, Carey Dan Ashcroft, Charles Edwan Sumner, JR.
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Publication number: 20110282105Abstract: Disclosed is a novel process for the continuous crystallization of a mixture of cis-2,2,4,4-tetramethylcyclobutanediol and trans-2,2,4,4-tetramethylcyclobutanediol dissolved in a solvent.Type: ApplicationFiled: May 16, 2011Publication date: November 17, 2011Applicant: EASTMAN CHEMICAL COMPANYInventor: Ruairi Seosamh O'meadhra
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Patent number: 7989667Abstract: Disclosed is a novel process for the continuous crystallization of a mixture of cis-2,2,4,4-tetramethylcyclobutanediol and trans-2,2,4,4-tetramethylcyclobutanediol dissolved in a solvent.Type: GrantFiled: September 4, 2009Date of Patent: August 2, 2011Assignee: Eastman Chemical CompanyInventor: Ruairi Seosamh O'meadhra
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Patent number: 7838707Abstract: The present disclosure relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of a 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of a ruthenium-promoted cobalt-based catalyst.Type: GrantFiled: November 30, 2007Date of Patent: November 23, 2010Assignee: Eastman Chemical CompanyInventors: Jennifer Ellen McCusker-Orth, Jerome Leonard Stavinoha, Jr., Anthony Dominick Messina, Steven Thomas Perri, Zhufang Liu, Philip Conrad Heidt, Brent Alan Tennant
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Publication number: 20100137178Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.Type: ApplicationFiled: December 1, 2009Publication date: June 3, 2010Inventors: Johan Smets, Hugo Robert Germain Denutte, An Pintens, David Thomas Stanton, Koen Van Aken, Inge Helena Hubert Laureyn, Bram Denolf, Freek Annie Camiel Vrielynck
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Patent number: 7723551Abstract: The present disclosure pertains to processes for the simultaneous co-production of 2,2,4,4-tetramethylcyclobutane-1,3-diol and 1,4-cyclohexanedimethanol by hydrogenation 2,2,4,4-tetramethylcyclobutane-1,3-dione and dimethylcyclohexane-1,4-dicarboxylate, respectively, under hydrogenation conditions of temperature and pressure.Type: GrantFiled: November 30, 2007Date of Patent: May 25, 2010Assignee: Eastman Chemical CompanyInventors: Jennifer Ellen McCusker, Jerome Leonard Stavinoha, Jr., Christopher Fletcher Tomlin, Michael Wayne Salyer
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Patent number: 7691456Abstract: The invention relates to novel dioxane derivatives of the formula R1-(A1-Z1)m-G-(Z2-A2)n-R2, in which G denotes (I) or (II), and in which R1, R2, A1, A2, Z1, Z2, m and n have the meanings indicated in claim 1, to the use thereof as component(s) of liquid-crystalline media, and to liquid-crystal and electro-optical display elements which contain the liquid-crystalline media according to the invention.Type: GrantFiled: October 11, 2006Date of Patent: April 6, 2010Assignee: Merck Patent GesellschaftInventors: Lars Lietzau, Werner Binder, Melanie Klasen-Memmer, Eike Poetsch, Markus Czanta
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Publication number: 20100063331Abstract: Disclosed is a novel process for the continuous crystallization of a mixture of cis-2,2,4,4-tetramethylcyclobutanediol and trans-2,2,4,4-tetramethylcyclobutanediol dissolved in a solvent.Type: ApplicationFiled: September 4, 2009Publication date: March 11, 2010Applicant: EASTMAN CHEMICAL COMPANYInventor: Ruairi Seosamh O'Meadhra
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Patent number: 7582804Abstract: The present disclosure relates to the production of 2,2,4,4-tetraalkylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of a promoted copper-based catalyst.Type: GrantFiled: November 30, 2007Date of Patent: September 1, 2009Assignee: Eastman Chemical CompanyInventors: Jennifer Ellen McCusker-Orth, Jerome Leonard Stavinoha, Jr., Anthony Dominick Messina, Steven Thomas Perri, Zhufang Liu, Philip Conrad Heidt, Brent Alan Tennant
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Patent number: 7560600Abstract: The present invention relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of a 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of a promoted nickel-based catalyst.Type: GrantFiled: November 30, 2007Date of Patent: July 14, 2009Assignee: Eastman Chemical CompanyInventors: Jennifer Ellen McCusker-Orth, Michael Wayne Salyer
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Patent number: 7524994Abstract: The present disclosure relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of a 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of an iridium-promoted cobalt-based catalyst.Type: GrantFiled: November 30, 2007Date of Patent: April 28, 2009Assignee: Eastman Chemical CompanyInventors: Jennifer Ellen McCusker-Orth, Jerome Leonard Stavinoha, Jr., Anthony Dominick Messina, Steven Thomas Perri, Zhufang Liu, Philip Conrad Heidt, Brent Alan Tennant
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Patent number: 7521583Abstract: The present invention relates to the production of 2,2,4,4-tetramethylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of 2,2,4,4-tetramethylcyclobutane-1,3-diol by hydrogenation of 2,2,4,4-tetramethylcyclobutane-1,3-dione in the presence of a cobalt-based catalyst.Type: GrantFiled: November 30, 2007Date of Patent: April 21, 2009Assignee: Eastman Chemical CompanyInventors: Jennifer Ellen McCusker-Orth, Jerome Leonard Stavinoha, Jr., Anthony Dominick Messina, Steven Thomas Perri, Zhufang Liu, Philip Conrad Heidt, Brent Alan Tennant
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Publication number: 20080154069Abstract: The present disclosure relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of a 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of a ruthenium-promoted cobalt-based catalyst.Type: ApplicationFiled: November 30, 2007Publication date: June 26, 2008Applicant: EASTMAN CHEMICAL COMPANYInventors: Jennifer Ellen McCusker-Orth, Jerome Leonard Stavinoha, Anthony Dominick Messina, Steven Thomas Perri, Zhufang Liu, Philip Conrad Heidt, Brent Alan Tennant
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Publication number: 20080132737Abstract: The present disclosure relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of a 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of an iridium-promoted cobalt-based catalyst.Type: ApplicationFiled: November 30, 2007Publication date: June 5, 2008Applicant: EASTMAN CHEMICAL COMPANYInventors: Jennifer Ellen McCusker-Orth, Jerome Leonard Stavinoha, Anthony Dominick Messina, Steven Thomas Perri, Zhufang Liu, Philip Conrad Heidt, Brent Alan Tennant
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Publication number: 20080132738Abstract: The present invention relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of a 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the presence of a promoted nickel-based catalyst.Type: ApplicationFiled: November 30, 2007Publication date: June 5, 2008Applicant: EASTMAN CHEMICAL COMPANYInventors: Jennifer Ellen McCusker-Orth, Michael Wayne Salyer
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Publication number: 20080132739Abstract: The present invention relates to the production of 2,2,4,4-tetramethylcyclobutane-1,3-diol. In one embodiment, the present invention relates to the production of 2,2,4,4-tetramethylcyclobutane-1,3-diol by hydrogenation of 2,2,4,4-tetramethylcyclobutane-1,3-dione in the presence of a cobalt-based catalyst.Type: ApplicationFiled: November 30, 2007Publication date: June 5, 2008Applicant: EASTMAN CHEMICAL COMPANYInventors: Jennifer Ellen McCusker-Orth, Jerome Leonard Stavinoha, Anthony Dominick Messina, Steven Thomas Perri, Zhufang Liu, Philip Conrad Heidt, Brent Alan Tennant
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Publication number: 20080076946Abstract: The object of the present invention is to provide a process capable of producing cycloalkanol and/or cycloalkanone in excellent selectivity by oxidizing cycloalkane in a good degree of conversion. The present invention relates to a process for producing cycloalkanol and/or cycloalkanone, which comprises oxidizing cycloalkane with oxygen at 25 to 140° C. in the presence of mesoporous silica containing the group 8 and/or 9 element in the periodic table, wherein the content of phosphorus atom in the mesoporous silica is 0 to 4 mol % based on silicon atom. Said element is preferably cobalt and said mesoporous silica is preferably MCM-41.Type: ApplicationFiled: September 6, 2007Publication date: March 27, 2008Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Masahiro HOSHINO, Hajime Ishida, Tatsuya Suzuki
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Patent number: 6894198Abstract: An alkali metal alkoxide or alkaline earth metal alkoxide in granular form.Type: GrantFiled: October 15, 2002Date of Patent: May 17, 2005Assignee: Degussa AGInventors: Andreas Harthun, Christoph Theis, André Noppe, Josef Metz
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Publication number: 20040014633Abstract: An alkyl gycol ether having the following formula 1Type: ApplicationFiled: July 10, 2002Publication date: January 22, 2004Applicant: Takasago International CorporationInventors: Takashi Aida, Andrew T. Lupo, Hiroyuki Matsuda
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Patent number: 6646170Abstract: The present invention relates to novel ether compounds, compositions comprising ether compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising an ether compound. The compounds, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's Disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatitis, hypertension, renal disease, cancer, inflammation, and impotence. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.Type: GrantFiled: April 26, 2002Date of Patent: November 11, 2003Assignee: Esperion Therapeutics, Inc.Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
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Patent number: 5498734Abstract: The magnesium complexes of cyclic hydrocarbons containing conjugated dienes, such as 1,2-dimethylenecycloalkanes, and 1,3-butadienes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4 diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, alkylditriflates, bromoalkylnitriles, esters, or amides serve as a convenient method for synthesizing carbocyclic systems. Significantly, carbocycles prepared by this method contain functional groups such as the exocyclic double bond or a keto group in one of the rings which could be used for further elaboration of these molecules. Furthermore, fused bicyclic systems containing a substituted five-membered ring can be conveniently prepared at high temperatures by the reactions of (2-butene-1,4-diyl)magnesium complexes with carboxylic esters or acid halides whereas low temperatures lead to regioselective synthesis of .beta.,.gamma.-unsaturated ketones. Additionally, .gamma.Type: GrantFiled: July 30, 1993Date of Patent: March 12, 1996Assignee: University of NebraskaInventor: Reuben D. Rieke
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Patent number: 5475151Abstract: Disclosed is a process for the preparation of cyclopropylmethanol(hydroxymethylcyclopropane) by the hydrogenation of cyclopropanecarboxaldehyde in the presence of a cobalt or nickel catalyst.Type: GrantFiled: November 28, 1994Date of Patent: December 12, 1995Inventors: Shaowo Liang, Timothy W. Price
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Patent number: 5449840Abstract: A cyclopropane derivative of formula (I) ##STR1## wherein B.sup.1 is a purine or pyrimidine residue, R.sup.1 and R.sup.2 are, independently, hydrogen or a protecting group for hydroxyl and each of k, m and n represents, independently, an integer of 1 or 2 is useful for its antiviral effect.Type: GrantFiled: December 16, 1994Date of Patent: September 12, 1995Assignee: Ajinomoto Co., Inc.Inventors: Satoshi Hatsuya, Takaaki Sekiyama, Takashi Tsuji, Satoshi Iwayama, Masahiko Okunishi
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Patent number: 5412134Abstract: The protected cyclobutanone of the formula ##STR1## is treated with a dialkylaluminum chloride, an alkylaluminum dichloride, a trialkylaluminum compound, diphenylsilane in the presence of tris(triphenylphosphine) rhodium (I) chloride, or iridium tetrachloride to yield the corresponding diprotected cyclobutanol. This compound is useful as an intermediate in the preparation of antiviral agents.Type: GrantFiled: May 26, 1992Date of Patent: May 2, 1995Assignee: E. R. Squibb & Sons, Inc.Inventors: Janak Singh, Gregory S. Bisacchi, Richard H. Mueller
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Patent number: 5258556Abstract: Disclosed is a novel process for the manufacture of 2,2,4,4 tetramethylcyclobutane 1,3 diol commencing with the pyrolysis of isobutyric anhydride to produce dimethylketene. Dimethylketene is absorbed into 2,2,4,4 tetramethylcyclobutane 1,3 dione which function as the process solvents for subsequent dimerization of the dimethylketene to 2,2,4,4-tetramethylcyclobutane-1,3 -dione followed by the catalytic hydrogenation of the dione to the diol product.Type: GrantFiled: February 1, 1993Date of Patent: November 2, 1993Assignee: Eastman Kodak CompanyInventors: Charles E. Sumner, Jr., Bruce L. Gustafson, Jennifer R. Knight
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Patent number: 5210265Abstract: Novel compounds have at least one perfluorocyclobutane ring and at least two functional groups suitable for forming condensation polymers. Preferably the compounds have a structures represented by Formula II: ##STR1## wherein R and R' independently represent optionally inertly substituted groups: X and X' represent any molecular structures which link R and R' with the perfluorocyclobutane ring; n and n' are the number of G and G' groups, respectively: and G and G' independently represent any reactive functional groups or any groups convertible into reactive functional groups. The compounds are preferably prepared by a process of thermally dimerizing trifluorovinyl compound to form a compounds of Formula IG.sub.n -R-X-CF.dbd.CF.sub.2wherein G represents G or G' in Formula II: X represents X or X' of Formula II: and n represents n or n' of Formula II, to form a compound having a perfluorocyclobutane group.Type: GrantFiled: March 12, 1991Date of Patent: May 11, 1993Assignee: The Dow Chemical CompanyInventors: Katherine S. Clement, David A. Babb, Bobby R. Ezzell
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Patent number: 5169994Abstract: Disclosed is a novel process for the manufacture of 2,2,4,4-tetramethylcyclobutanediol commencing with the pyrolysis of isobutyric anhydride to produce dimethylketene. Dimethylketene is absorbed into certain carboxylate ester solvents which function as the process solvents for subsequent dimerization of the dimethylketene to 2,2,4,4-tetramethylcyclobutanedione followed by the catalytic hydrogenation of the dione to the diol product.Type: GrantFiled: August 20, 1991Date of Patent: December 8, 1992Assignee: Eastman Kodak CompanyInventors: Charles E. Sumner, Jr., Bruce L. Gustafson, Jennifer R. Knight
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Patent number: 5149889Abstract: A process is disclosed for the preparation of tertiary alcohols, alpha-alkyl substituted nitriles, alkyl-substituted imines or tertiary amines by alkylation of a starting material that is a carbonyl compound or a nitrile followed by hydrolysis wherein the alkylation is carried out with the aid of a reaction system formed by suspending a mixture of:substantially 15 to 25% by weight of methyllithium or ethyllithium;substantially 35 to 45% by weight of an inorganic compound selected from the group which consists of at least one metal oxide selected from the group which consists of SiO.sub.2, Al.sub.2 O.sub.3, and CaO, and synthetic anhydrous aluminum silicate; andsubstantially 35 to 45% by weight of a paraffin oil or wax; in an organic solvent selected from the group which consists of:C.sub.5 to C.sub.10 saturated aliphatic hydrocarbons, C.sub.5 to C.sub.Type: GrantFiled: October 30, 1990Date of Patent: September 22, 1992Assignee: Metallgesellschaft AktiengesellschaftInventors: Jurgen Deberitz, Wilfried Weiss
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Patent number: 5126345Abstract: Antiviral activity is exhibited by compounds having the formula ##STR1## and its pharmaceutically acceptable salts wherein R.sub.1 is ##STR2## R.sub.6 is hydrogen, alkyl, substituted alkyl, or aryl; and R.sub.7 and R.sub.Type: GrantFiled: February 8, 1991Date of Patent: June 30, 1992Assignee: E. R. Squibb & Sons, Inc.Inventors: William A. Slusarchyk, Robert Zahler
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Patent number: 5087775Abstract: A process for the preparation of partially fluorinated alcohols starting from halogen-containing alkenes, and 2,2,3,3,4,4-hexafluorocyclopentanol as a new partially fluorinated alcohol.Type: GrantFiled: October 24, 1990Date of Patent: February 11, 1992Assignee: Bayer AktiengesellschaftInventors: Karl-Rudolf Gassen, Dietmar Bielefeldt, Michael Negele, Heinz Ziemann
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Patent number: 5004843Abstract: Process for preparing predominantly Z-substituted allylic alcohols of the formula: ##STR1## wherein R.sup.1 is a straight or branched C.sub.1 -C.sub.25 alkyl group optionally bearing at least one substituent and/or at least one unsaturated linkage and R.sup.2 is a hydrogen atom or a methyl group, which comprises reacting a vinyl epoxide of the formula: ##STR2## wherein R.sup.2 is as defined above with an organolithium compound of the formula above. More particularly, there is disclosed a process for R.sup.1 --Li wherein R.sup.1 is as defined above; particularly, process for preparing .alpha.-santalol of the formula: ##STR3## which comprises reacting 3-methyl-3,4-epoxybutene-1 with lithiomethyl-2,3-dimethyltricyclo[2.2.1.0.sup.2,6 ]heptane.Type: GrantFiled: May 29, 1990Date of Patent: April 2, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsuhisa Tamura, Gohu Suzukamo, Ken-ichi Hirose
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Patent number: 4999454Abstract: The invention is directed to a new process for the preparation of carbinols of the general formula I ##STR1## by reaction chloral and olefins of the general formula ##STR2## and by optional acylation of the product comprising dissolving a catalyst of the general formula IIIFe.sub.n (NH.sub.4).sub.x Y.sub.m .multidot.A.sub.p IIIin chloral, then adding the olefin of the general formula II in order to produce a complex of the general formula IV ##STR3## from which a complex of the general formula V ##STR4## is formed, and from the reaction mixture a compound of the general formula I is obtained whereafter(a) the residual complex of the general formula V dissolved in the product is decomposed with an acidic solution and if desired the obtained product is distilled or(b) the product in the reaction mixture is acylated.The compounds prepared according to the invention can be utilized as intermediates when preparing e.g., permethrin and other pyrethroid insecticides.Type: GrantFiled: October 3, 1985Date of Patent: March 12, 1991Assignee: Chinoin Gyogyszer ES Vegyeszeti Termekek Gyara RT.Inventors: Rudolf Soos, Jozsef Nemes, Miklos Szelestei, Istvan Schler, Laszlo Vidra, Istvan Szekely
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Patent number: 4990693Abstract: Novel physiologically active substances KS-504a, KS-504b and KS-504d having a vasodilative activity and a novel physiologically active substance KS-504e having an activity to inhibit histamine secretion are produced by culturing a microorganism of the genus Mollisia.Type: GrantFiled: January 16, 1990Date of Patent: February 5, 1991Assignee: Kyowa Hakko Kogyo Co. Ltd.Inventors: Satoshi Nakanishi, Koji Yamada, Katsuhiko Ando, Isao Kawamoto, Toru Yasuzawa, Hiroshi Sano, Noriaki Hirayama, Hiroshi Kase, Joji Goto, Etsuyo Shimizu