Title:
DIELS-ALDER REACTIONS CATALYZED BY LEWIS ACID CONTAINING SOLIDS: RENEWABLE PRODUCTION OF BIO-PLASTICS
Document Type and Number:
WIPO Patent Application WO/2014/197195
Kind Code:
A3
Abstract:
The present disclosure is related to silica-based Lewis acid catalysts, being essentially devoid of strong Bronsted acid character, and their ability to effect the [4+2] cycloaddition and dehydrative aromatization of dienes and dienophiles containing oxygenated substituents to form substituted benzene products. In some embodiments, the processes comprise contacting biomass-derived substrates with ethylene to form terephthalic acid and its derivatives.
Inventors:
DAVIS MARK E (US)
PACHECO JOSHUA (US)
PACHECO JOSHUA (US)
Application Number:
PCT/US2014/038696
Publication Date:
January 29, 2015
Filing Date:
May 20, 2014
Export Citation:
Assignee:
CALIFORNIA INST OF TECHN (US)
International Classes:
C07C2/52; C07C7/20; C07C51/50; C07C65/05
Foreign References:
| US7262299B2 | 2007-08-28 |
Other References:
CHUN-CHIH CHANG ET AL.: "Ultra-selective cycloaddition of dimethylfuran for renewable p-xylene with H-BEA", GREEN CHEM., vol. 16, 2014, pages 585 - 588
ATTA-UR-RAHMAN ET AL.: "Mordern Organofluorine Chemistry-Synthetic Aspects", ADVANCES IN ORGANIC SYNTHESIS, vol. 1, 2005
ORAZIO A. ATTANASI ET AL., TARGETS IN HETEROCYCLIC SYSTEMS; CHEMISTRY AND PROPERTIES, vol. 7, 2003
FRAILE J. M ET AL.: "ZnCl 2, ZnI, and TiCl, supported on silica gel as catalysts for the Diels-Alder reactions of furan", JOURNAL OF MOLECULAR CATALYSIS A: CHEMICAL, vol. 123, 1997, pages 43 - 47
CHESTER, A. W. ET AL., ZEOLITE CHARATERIZATION AND CATALYSIS, 2009
GERRIT J. MEUZELAAR ET AL.: "Diels-Alder reactions of carbonyl-containing dienophiles catalyzed by tungstophosphoric acid supported on silica gel", CATALYSIS LETTERS, vol. 56, 1998, pages 49 - 51
GHODSI MOHAMMADI ZIARANI ET AL.: "A Study of the Diastereoselectivity of Diels-Alder Reactions on the Ce-SiO2 as Support", BULL. KOREAN CHEM. SOC., vol. 29, no. 1, 2008, pages 47 - 50
LUIZ C. DIAS ET AL.: "Chiral Lewis Acid Catalysis in Diels-Alder Cycloadditions; Mechanistic Aspects and Synthetic Applications of Recent Systems", J. BRAZ. CHEM. SOC., vol. 8, no. 4, 1997, pages 289 - 332
ATTA-UR-RAHMAN ET AL.: "Mordern Organofluorine Chemistry-Synthetic Aspects", ADVANCES IN ORGANIC SYNTHESIS, vol. 1, 2005
ORAZIO A. ATTANASI ET AL., TARGETS IN HETEROCYCLIC SYSTEMS; CHEMISTRY AND PROPERTIES, vol. 7, 2003
FRAILE J. M ET AL.: "ZnCl 2, ZnI, and TiCl, supported on silica gel as catalysts for the Diels-Alder reactions of furan", JOURNAL OF MOLECULAR CATALYSIS A: CHEMICAL, vol. 123, 1997, pages 43 - 47
CHESTER, A. W. ET AL., ZEOLITE CHARATERIZATION AND CATALYSIS, 2009
GERRIT J. MEUZELAAR ET AL.: "Diels-Alder reactions of carbonyl-containing dienophiles catalyzed by tungstophosphoric acid supported on silica gel", CATALYSIS LETTERS, vol. 56, 1998, pages 49 - 51
GHODSI MOHAMMADI ZIARANI ET AL.: "A Study of the Diastereoselectivity of Diels-Alder Reactions on the Ce-SiO2 as Support", BULL. KOREAN CHEM. SOC., vol. 29, no. 1, 2008, pages 47 - 50
LUIZ C. DIAS ET AL.: "Chiral Lewis Acid Catalysis in Diels-Alder Cycloadditions; Mechanistic Aspects and Synthetic Applications of Recent Systems", J. BRAZ. CHEM. SOC., vol. 8, no. 4, 1997, pages 289 - 332
Attorney, Agent or Firm:
MURPHY, John F. et al. (2929 Arch StreetCira Centre, 12th Floo, Phildaelphia PA, US)
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