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- In relation to this article, we declare that there is no conflict of interest.
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Received May 23, 2007
Accepted July 18, 2007
- This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
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High efficiency ester condensation using hydrophobic zeolite membranes
Tomoya Inoue1†
Yuta Nemoto1 2
Takako Nagase1
Yasuhisa Hasegawa1
Yoshimichi Kiyozumi1
Koichi Sato1
Masateru Nishioka1
Satoshi Hamakawa1
Toshikazu Nishide2
Fujio Mizukami1
1Research Center for Compact Chemical Process, National Institute of Advanced Industrial Science and Technology (AIST), Sendai, Miyagi, 983-8551, Japan 2College of Engineering, Nihon University, Kohriyama, Fukushima, Japan
Korean Journal of Chemical Engineering, May 2008, 25(3), 437-442(6), 10.1007/s11814-008-0074-6
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Abstract
We successfully developed zeolite membranes with hydrophilic character, by choosing appropriate zeolites in terms of hydrophilicity and high acid tolerance. We evaluated thus developed membranes by their pervaporation (PV) performance, dehydration from acidic organic solvent. The zeolite membranes we developed, based on merlinoite (MER), chabazite (CHA) or phillipsite (PHI), are shown to exhibit stable dehydration performance, respectively. We successfully applied the membranes to the selective removal of water in an ester condensation reaction starting from a stoichiometric mixture of a carboxylic acid and an alcohol. The availability of pervaporation-assisted ester condensation reaction was validated by various kinds of combinations of carboxylic acid and alcohols, which implies the general availability of pervaporation-assisted process intensification by zeolite membranes.
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Kalipcilar H, Bowen TC, Noble RD, Falconer JL, Chem. Mater., 14, 3458 (2002)
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Tanaka K, Yoshikawa R, Ying C, Kita H, Okamoto K, Chem. Eng. Sci., 57(9), 1577 (2002)
Shiina I, Tetrahedron, 60, 1587 (2004)
Wakasugi K, Nakamura A, Iida A, Nishii Y, Nakatani N, Fukushima S, Tanabe Y, Tetrahedron, 59, 5337 (2003)
Otera J, Accounts Chem. Res., 37, 288 (2004)
Yoshida A, Hao X, Nishikido J, Green Chem., 5, 554 (2003)
Ishihara K, Nakagawa S, Sakakura A, J. Am. Chem. Soc., 127(12), 4168 (2005)
Ishihara K, Nakayama M, Ohara S, Yamamoto H, Tetrahedron, 58, 8179 (2002)
Sato A, Nakamura Y, Maki T, Ishihara K, Yamamoto H, Adv. Synth. Catal., 347, 1337 (2005)
Asthana N, Kolah A, Vu DT, Lira CT, Miller DJ, Org. Proc. Res. Dev., 9, 599 (2005)
Kita H, Tanaka K, Okamoto KI, Yamamoto M, Chem. Lett., 2053 (1987)
Okamoto KI, Yamamoto M, Otoshi Y, Semoto T, Yano M, Tanaka K, Kita H, J. Chem. Eng. Jpn., 26, 475 (1993)
Okamoto K, Yamamoto M, Noda S, Semoto T, Otoshi Y, Tanaka K, Kita H, Ind. Eng. Chem. Res., 33(4), 849 (1994)
Lipnizki F, Field RW, Ten PK, J. Membr. Sci., 153(2), 183 (1999)
Tanaka K, Yoshikawa R, Ying C, Kita H, Okamoto K, Catal. Today, 67(1-3), 121 (2001)
Lim SY, Park B, Hung F, Sahimi M, Tsotsis TT, Chem. Eng. Sci., 57(22-23), 4933 (2002)
Benedict DJ, Parulekar SJ, Tsai SP, Ind. Eng. Chem. Res., 42(11), 2282 (2003)
http://www.iza-structure.org/database
Nagase T, Kiyozumi Y, Hasegawa Y, Mizukami F, Clay Sci., 12, 100 (2005)
Inoue T, Hasegawa Y, Nagase T, Kiyozumi Y, Hamakawa S, Mizukami F, in Combinatorial methods and informatics in materials science (Materials Research Society Symposium Proceedings Volume 894), M. J. Fasolka, Q. Wang, R. A. Potyrailo, T. Chikyow, U. S. Schubert and A. Korkin Eds., Materials Research Society, Boston, p. 211 (2005)
Inoue T, Nagase T, Hasegawa Y, Kiyozumi Y, Sato K, Kobayashi K, Nishioka M, Hamakawa S, Mizukami F, Chem. Lett., 35(1), 76 (2006)
Inoue T, Nagase T, Hasegawa Y, Kiyozumi Y, Sato K, Nishioka M, Hamakawa S, Mizukami F, Ind. Eng. Chem. Res., 46(11), 3743 (2007)
Nagase T, Kiyozumi Y, Hasegawa Y, Inoue T, Ikeda T, Mizukami F, Chem. Lett., 36(5), 594 (2007)
Cui Y, Kita H, Okamoto KI, J. Membr. Sci., 236(1), 17 (2004)
Li G, Kikuchi E, Matsukata M, J. Membr. Sci., 218(1-2), 185 (2003)
Li G, Kikuchi E, Matsukata M, Sep. Purif. Technol., 32(1-3), 199 (2003)
Okamoto K, Kita H, Horii K, Tanaka K, Kondo M, Ind. Eng. Chem. Res., 40(1), 163 (2001)
Zhang YF, Xu ZQ, Chen QL, J. Membr. Sci., 210(2), 361 (2002)
Hasegawa Y, Ikeda T, Nagase T, Kiyozumi Y, Hanaoka T, Mizukami F, J. Membr. Sci., 280(1-2), 397 (2006)
Hasegawa Y, Nagase T, Kiyozumi Y, Mizukami F, J. Membr. Sci., 294(1-2), 186 (2007)