The isopropylation of diphenyl ether over H-mordenite catalysts

Sugi, Yoshihiro, Kamiya, Masateru, Tamada, Hiroshi, Kobayashi, Natsuko, Toyama, Ikuyo, Tawada, Shogo, Komura, Kenichi, Kubota, Yoshihiro, Chokkalingam, Anand and Vinu, Ajayan (2012) The isopropylation of diphenyl ether over H-mordenite catalysts. Journal of Molecular Catalysis A: Chemical, 355 113-122. doi:10.1016/j.molcata.2011.12.004

Author Sugi, Yoshihiro
Kamiya, Masateru
Tamada, Hiroshi
Kobayashi, Natsuko
Toyama, Ikuyo
Tawada, Shogo
Komura, Kenichi
Kubota, Yoshihiro
Chokkalingam, Anand
Vinu, Ajayan
Title The isopropylation of diphenyl ether over H-mordenite catalysts
Journal name Journal of Molecular Catalysis A: Chemical   Check publisher's open access policy
ISSN 1381-1169
Publication date 2012-03
Year available 2011
Sub-type Article (original research)
DOI 10.1016/j.molcata.2011.12.004
Volume 355
Start page 113
End page 122
Total pages 10
Place of publication Amsterdam, Netherlands
Publisher Elsevier
Collection year 2012
Language eng
Formatted abstract
The isopropylation of diphenyl ether (PE) was examined over dealuminated H-mordenite (MOR) under 0.8 MPa of propene at 175–350 °C. 4,4′-Diisopropyldiphenyl ether (4,4′-DIPPE) was selectively formed at low and moderate reaction temperatures (175–250 °C). The selectivities for 4,4′-DIPPE decreased with increasing reaction temperature, and resulted in the formation of thermodynamically more stable 3,4′- and 3,3′-DIPPE at high temperatures (300–350 °C). The selectivities for DIPPE isomers in encapsulated products had similar features to the selectivities of bulk products. The shape-selective isopropylation of PE consecutively occurs at low and moderate reaction temperatures: 4-isopropyldiphenyl ether (4-IPPE) forms preferentially from PE, and then rapidly convert to 4,4′-DIPPE. However, the isomerization of 4,4′-DIPPE occurred on internal acidic sites in the channels as well as on external acidic sites at high temperatures. MOR channels were large enough for the isomerization of 4,4′-DIPPE at high temperatures because of the fluctuations of zeolite structure and organic molecules.

These features of the isopropylation of PE were quite different from the isopropylation of biphenyl (BP), where no isomerization of 4,4′-diisopropylbiphenyl occurred inside the channels. These differences were due to the conformation of the transition states between PE and BP in MOR channels. Flexible conformation of 4,4′-DIPPE also enabled the isomerization inside the channels.
Keyword Diphenyl ether (PE)
Shape-selective catalysis
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ
Additional Notes Available online 17 December 2011

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2012 Collection
Australian Institute for Bioengineering and Nanotechnology Publications
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