Research ArticleOpen AccessGoogle Scholar indexed
AlCl3 Supported Catalysts for the Isomerization of <i>Endo</i>-Tetrahydrodicyclopentadiene
School of Chemistry, Dalian University of Technology, Dalian, China
School of Chemistry, Dalian University of Technology, Dalian, China
School of Chemistry, Dalian University of Technology, Dalian, China
Laboratory of Nano-Green Catalysis and Nano Center for Fine Chemicals Fusion Technology
School of Chemistry, Dalian University of Technology, Dalian, China
- 1 School of Chemistry, Dalian University of Technology, Dalian, China
- 2 School of Chemistry, Dalian University of Technology, Dalian, China
- 3 School of Chemistry, Dalian University of Technology, Dalian, China
- 4 Laboratory of Nano-Green Catalysis and Nano Center for Fine Chemicals Fusion Technology
- 5 School of Chemistry, Dalian University of Technology, Dalian, China
Green and Sustainable Chemistry·Volume 03 (2013)·Pages 43–47·Published 14 May 2013·DOI10.4236/gsc.2013.32008
Copy link · social · email
Abstract
Two of zeolites such as H β and HY, and mesoporous HMCM-41 were used as supports to immobilize AlCl 3 for the investigation of the isomerization of endo -tetrahydrodicyclopentadiene ( endo -TCD). The dependences of porous structure and surface acidity of the AlCl 3 immobilized catalysts on the activity and selectivity were studied. Based on characterization studies, both the large pore diameter and strong acid sites of the supported catalysts contributed to the high activities in the endo -TCD conversion. And specifically the stronger Lewis acid sites seems to be responsible for the higher selectivity onto exo -TCD, and the stronger Br?nsted acid sites were crucial to the formation of adamantane through the further isomerization of exo -TCD.
KeywordsTetrahydrodicyclopentadieneIsomerizationZeoliteImmobilizationAluminium Chloride
- H. S. Chung, C. S. H. Chen, R. A. Kremer, J. R. Boulton and G. W. Burdette, “Recent Developments in High-Energy Density Liquid Hydrocarbon Fuels,” Energy and Fuels, Vol. 13, No. 3, 1999, pp. 641-649. doi:10.1021/ef980195k
- G. Lamoureux and G. Artavia, “Use of the Adamantane Structure in Medicinal Chemistry,” Current Medicinal Chemistry, Vol. 17, No. 26, 2010, pp. 2967-2978. doi:10.2174/092986710792065027
- A. Masaaki, G. Akira and M. Shinji, EP Patent 2372799, 2011.
- E. M. Engler, M. Farcasiu, A. Sevin, J. M. Cense and P. V. R. Schleyer, “Mechanism of Adamantane Rearrange- ments,” Journal of the American Chemical Society, Vol. 95, No. 17, 1973, pp. 5769-5771. doi:10.1021/ja00798a059
- “Société des Usines Chimiques Rhǒne-Poluenc,” FR Patent 1431816, 1966.
- G. A. Olah and O. Farooq, “Chemistry in Superacids. 7. Superacid-Catalyzed Isomerization of Endoto Exo-Trimethylenenorbornane (Tetrahydrodicyclopentadiene) and to Adamantine,” Journal of Organic Chemistry, Vol. 51, No. 26, 1986, pp. 5410-5413. doi:10.1021/jo00376a067
- M. Y. Huang, J. C. Wu, F. S. Shieu and J. J. Lin, “Isomerization of Exo-Tetrahydrodicyclopentadiene to Adamantane Using an Acidity-Adjustable Chloroaluminate Ionic Liquid,” Catalysis Communications, Vol. 10, No. 13, 2009, pp. 1747-1751. doi:10.1016/j.catcom.2009.05.030
- K. Honna, M. Sugimoto, N. Shimizu and K. Kurisaki, “Catalytic Rearrangement of Tetrahydrodicyclotadiene to Adamantine over Y-Zeolite,” Chemistry Letters, Vol. 3, No. 3, 1986, pp. 315-318.
- M. Navrátilová and K. Sporka, “Synthesis of Adamantane on Commercially Available Zeolitic Catalysts,” Applied Catalysis A: General, Vol. 203, No. 1, 2000, pp. 127-132. doi:10.1016/S0926-860X(00)00477-4
- J. H. Clark, K. Martin, A. J. Teasdale and S. J. Barlow, “Environmentally Friendly Catalysis Using Supported Reagents: Evolution of a Highly Active Form of Immobilised Aluminium Chloride,” Journal of the Chemical Society, Chemical Communications, Vol. 19, No. 19, 1995, pp. 2037-2040. doi:10.1039/c39950002037
- C. DeCastro, E. Sauvage, M. H. Valkenberg and W. F. Holderich, “Immobilised Ionic Liquids as Lewis Acid Catalysts for the Alkylation of Aromatic Compounds with Dodecene,” Journal of Catalysis, Vol. 196, No. 1, 2000, pp. 86-94. doi:10.1006/jcat.2000.3004
- Y. Takefumi, I. Tokuji, I. Shigeru, S. Michimasa, K. Yoshiyuki and T. Masanori, “Highly Active Supported Catalysts for Olefin Polymerization: Preparation and Characterization of the Catalyst,” Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 26, No. 2, 1988, pp. 477-489. doi:10.1002/pola.1988.080260212