Title:
METHOD FOR PREPARING PERHYDROFLUORENE OR PERHYDROFLUORENE ALKYL SUBSTITUENT
Document Type and Number:
WIPO Patent Application WO/2017/161780
Kind Code:
A1
Abstract:
A method for preparing perhydrofluorene or a perhydrofluorene alkyl substituent, comprising the following steps: (1) reacting a phenolic compound or an arene compound or an aromatic ketone compound or an aromatic ether compound with a benzyl compound to allow alkylation in the presence of a first catalyst to generate substituted or unsubstituted diphenylmethane, wherein the first catalyst is an acid catalyst; and (2) reacting the substituted or unsubstituted diphenylmethane with hydrogen to allow hydrogenation or hydrodeoxygenation in the presence of a second catalyst to obtain perhydrofluorene or a perhydrofluorene alkyl substituent, wherein the second catalyst is a mechanical mixture of a metal catalyst and an acid catalyst or a metal catalyst loaded on an acid catalyst.
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Inventors:
ZOU JIJUN (CN)
PAN LUN (CN)
ZHANG XIANGWEN (CN)
WANG QINGFA (CN)
WANG LI (CN)
PAN LUN (CN)
ZHANG XIANGWEN (CN)
WANG QINGFA (CN)
WANG LI (CN)
Application Number:
PCT/CN2016/089625
Publication Date:
September 28, 2017
Filing Date:
July 11, 2016
Export Citation:
Assignee:
UNIV TIANJIN (CN)
International Classes:
C07C13/567; C07C1/20; C07C5/00
Foreign References:
| CN105732291A | 2016-07-06 |
Other References:
ZHANG , XUESONG ET AL.: "From Lignocellulosic Biomass to Renewable Cycloalkanes for Jet Fuels", GREEN CHEMISTRY, vol. 17, 17 August 2015 (2015-08-17), pages 4736 - 4747, XP055426672
ZHANG, XUESONG ET AL.: "From Lignocellulosic Biomass to Renewable Cycloalkanes for Jet Fuels", GREEN CHEMISTRY, vol. 17, 17 August 2015 (2015-08-17), pages 4736 - 4747, XP055426678
ITOH, M. ET AL.: "Rhodium-and Iridium-Catalyzed Dehydrogenative Cyclization through Double C H Bond Cleavages To Produce Fluorene Derivatives", J. ORG. CHEM., vol. 78, 29 January 2013 (2013-01-29), pages 1365 - 1370, XP055426686
LIU, TAOPING ET AL.: "Synthesis of Fluorene and Indenofluorene Compounds: Tandem Palladium-Catalyzed Suzuki Cross-Coupling and Cyclization", ANGEW. CHEM. INT. ED., vol. 49, 31 December 2010 (2010-12-31), pages 2909 - 2912, XP055426689
KAMALAKAR, G. ET AL.: "Friedel-Crafts Benzylation of Aromatics with Benzyl Alcohols Catalyzed by Heteropoly Acids Supported on Mesoporous Silica", JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, vol. 81, 31 December 2006 (2006-12-31), pages 981 - 988, XP055426691
MANTRI, K. ET AL.: "Friedel-Crafts Alkylation of Aromatics with Benzyl Alcohols Catalyzed by Rare Earth Metal Triflates Supported on MCM-41 Mesoporous Silica", JOURNAL OF MOLECULAR CATALYSIS A: CHEMICAL, vol. 236, 31 December 2005 (2005-12-31), pages 168 - 175, XP027658166
BAGRII, E.I. ET AL.: "Acenaphthene and Fluorene Hydrogenation on Industrial Aluminum Oxide Catalysts in a Flow System", PETROLEUM CHEMISTRY, vol. 54, no. 2, 31 December 2014 (2014-12-31), pages 100 - 104, XP055426696
ZHANG, XUESONG ET AL.: "From Lignocellulosic Biomass to Renewable Cycloalkanes for Jet Fuels", GREEN CHEMISTRY, vol. 17, 17 August 2015 (2015-08-17), pages 4736 - 4747, XP055426678
ITOH, M. ET AL.: "Rhodium-and Iridium-Catalyzed Dehydrogenative Cyclization through Double C H Bond Cleavages To Produce Fluorene Derivatives", J. ORG. CHEM., vol. 78, 29 January 2013 (2013-01-29), pages 1365 - 1370, XP055426686
LIU, TAOPING ET AL.: "Synthesis of Fluorene and Indenofluorene Compounds: Tandem Palladium-Catalyzed Suzuki Cross-Coupling and Cyclization", ANGEW. CHEM. INT. ED., vol. 49, 31 December 2010 (2010-12-31), pages 2909 - 2912, XP055426689
KAMALAKAR, G. ET AL.: "Friedel-Crafts Benzylation of Aromatics with Benzyl Alcohols Catalyzed by Heteropoly Acids Supported on Mesoporous Silica", JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, vol. 81, 31 December 2006 (2006-12-31), pages 981 - 988, XP055426691
MANTRI, K. ET AL.: "Friedel-Crafts Alkylation of Aromatics with Benzyl Alcohols Catalyzed by Rare Earth Metal Triflates Supported on MCM-41 Mesoporous Silica", JOURNAL OF MOLECULAR CATALYSIS A: CHEMICAL, vol. 236, 31 December 2005 (2005-12-31), pages 168 - 175, XP027658166
BAGRII, E.I. ET AL.: "Acenaphthene and Fluorene Hydrogenation on Industrial Aluminum Oxide Catalysts in a Flow System", PETROLEUM CHEMISTRY, vol. 54, no. 2, 31 December 2014 (2014-12-31), pages 100 - 104, XP055426696
Attorney, Agent or Firm:
BEIJING PANTECH INTELLECTUAL PROPERTY LAW FIRM et al. (CN)
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