Effect of the solvent in the liquid phase rearrangement of 1,2-epoxyoctane over Al-MCM-41 and Al-TS-1 catalysts

被引:12
作者
van Grieken, R [1 ]
Serrano, DP [1 ]
Melero, JA [1 ]
García, A [1 ]
机构
[1] Rey Juan Carlos Univ, ESCET, Chem & Environm Engn Grp, Mostoles 28933, Madrid, Spain
关键词
1,2-epoxyoctane; rearrangement solvent; Al-MCM-41; Al-TS-1;
D O I
10.1016/j.molcata.2004.07.019
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The role of solvent nature in the liquid phase rearrangement of 1,2-epoxyoctane over Al-TS-1 and Al-MCM-41 catalysts is reported. The main reaction product is the aldehyde, while other rearrangement products, mainly allylic alcohols and diol are obtained. The solvent polarity influences strongly on the activity and product selectivity. The catalytic activity decreases with the increasing of solvent polarity especially for Al-MCM-41 materials. The use of acetonitrile as solvent yields a low conversion of epoxide as a consequence of its basic character. Formation of bulky by-products was detected when dimethylcarbonate was used as solvent over Al-MCM-41. Toluene displays the best catalytic performance in regards to activity and selectivity towards valuable products, with both Al-TS-1 and Al-MCM-41 catalysts, in comparison to those obtained with more polar solvents. (C) 2004 Elsevier B.V All rights reserved.
引用
收藏
页码:167 / 174
页数:8
相关论文
共 21 条
[1]   A sol-gel approach for the room temperature synthesis of Al-containing micelle-templated silica [J].
Aguado, J ;
Serrano, DP ;
Escola, JM .
MICROPOROUS AND MESOPOROUS MATERIALS, 2000, 34 (01) :43-54
[2]   CATALYTIC REARRANGEMENT OF EPOXIDE COMPOUNDS [J].
ARATA, K ;
TANABE, K .
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 1983, 25 (03) :365-420
[3]   EPOXIDE REARRANGEMENT .12. ISOMERIZATION OF CYCLOHEXENE OXIDE OVER SOLID ACIDS AND BASES [J].
ARATA, K ;
TANABE, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (02) :299-303
[4]   REARRANGEMENT REACTIONS OF 1,2-ALKENE OXIDES OVER ZEOLITES - IMPROVED SELECTIVITY IN ALDEHYDES BY THE USE OF SILANATED OFFRETITES [J].
BRUNEL, D ;
CHAMOUMI, M ;
GENESTE, P ;
MOREAU, P .
JOURNAL OF MOLECULAR CATALYSIS, 1993, 79 (1-3) :297-304
[5]   SOME REARRANGEMENTS OF 2,3- AND 2,10- OXYGENATED PINANE DERIVATIVES [J].
COXON, JM ;
DANSTED, E ;
HARTSHOR.MP ;
RICHARDS, KE .
TETRAHEDRON, 1969, 25 (16) :3307-&
[6]   Zeolite catalyzed ring opening of styrene oxide [J].
Dimitrova, R ;
Minkov, V ;
Micheva, N .
APPLIED CATALYSIS A-GENERAL, 1996, 145 (1-2) :49-55
[7]  
Elings JA, 1997, STUD SURF SCI CATAL, V105, P1165
[8]  
FARAJ MJ, 1993, Patent No. 4312995
[9]  
GILBERT L, 1993, STUD SURF SCI CATAL, V78, P51
[10]   The use of zeolites in the synthesis of fine and intermediate chemicals [J].
Holderich, WF ;
Roseler, J ;
Heitmann, G ;
Liebens, AT .
CATALYSIS TODAY, 1997, 37 (04) :353-366