Catalytic conversion of biomass-derived compounds to high added value products using an acid treated natural mordenite

被引:4
作者
Makarouni, Dimitra [1 ,2 ]
Evgenidi, Chara Dimitriadi [2 ]
Kordulis, Christos [1 ,3 ,4 ]
Dourtoglou, Vassilios [2 ]
机构
[1] Univ Patras, Dept Chem, Patras 26504, Greece
[2] VIORYL, Chem & Agr Ind, Sci Res SA, 28th km Athens Lamia Natl Rd, Afidnes 19014, Greece
[3] Hellen Open Univ, Sch Sci & Technol, Tsamadou 13-15, Patras 26222, Greece
[4] Fdn Res & Technol, Inst Chem Engn Sci, FORTH ICE HT, POB 1414, Stadiou Str Platani, Patras 26500, Greece
关键词
Mordenite; Citral; Campholenic aldehyde; Isopulegol; Furfuryl ethers; Stereoisomers selectivity; FURFURYL ETHYL ETHER; ALPHA-PINENE OXIDE; SELECTIVE HYDROGENATION; ALDEHYDE; ALCOHOL; TRANSFORMATION; CITRONELLAL; LIMONENE; MARKER;
D O I
10.1016/j.scp.2023.101125
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, the mordenite catalyst TECH ΝOSA-H2 that originates from volcanic soils in Greek islands is utilized for the synthesis of ethers and acetals from renewable raw materials. Di-furfuryl ether and furfuryl ethyl ether are used in perfumery and fuels, respectively, and are usually produced by employing either homogeneous catalysts or heterogeneous catalysts which however may lead to undesirable polymer products. Using TECHNOSA H2 we achieved yields in di-furfuryl ether and furfuryl ethyl ether 30% and 60%, respectively, in 3 h and 150 & DEG;C. We also report the synthesis of citral propylene glycol acetal and citral diethyl acetal, two important compounds in perfumery industry whose industrial synthesis often requires homogeneous catalysts while with TECHNOSA-H2 50% yields are achieved in 20 min and mild temperatures. The nature of the active sites of TECHNOSA-H2 was inspected by its application to relevant test reactions revealing that Bronsted acidity dominates in this catalyst. To that end, the one-step isomerization of apinene oxide to campholenic aldehyde and the one-step cyclization of citronellal to isopulegol in 10min were achieved. Finally, the shape selectivity of the catalyst was examined, proving TECHNOSA-H2 to be selective between the (E)- and (Z)- isomers of Citral. Based on our findings, TECHNOSA-H2 applications vary and include acetalization, isomerization and etherification reactions, as well as reactions where shape selectivity between reactants is desired.
引用
收藏
页数:10
相关论文
共 51 条
[1]   Probing the Lewis acidity and catalytic activity of the metal-organic framework [Cu3(btc)2] (BTC = benzene-1,3,5-tricarboxylate) [J].
Alaerts, Luc ;
Seguin, Etienne ;
Poelman, Hilde ;
Thibault-Starzyk, Frederic ;
Jacobs, Pierre A. ;
De Vos, Dirk E. .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (28) :7353-7363
[2]  
[Anonymous], DI 2 FUR
[3]  
[Anonymous], DIF ETH
[4]  
[Anonymous], ETH FURF ETH
[5]   Coffee aroma: Chemometric comparison of the chemical information provided by three different samplings combined with GC-MS to describe the sensory properties in cup [J].
Bressanello, Davide ;
Liberto, Erica ;
Cordero, Chiara ;
Rubiolo, Patrizia ;
Pellegrino, Gloria ;
Ruosi, Manuela R. ;
Bicchi, Carlo .
FOOD CHEMISTRY, 2017, 214 :218-226
[6]  
Butin A.V., 1999, Chem. Heterocycl. Compd, V35, P757, DOI [10.1007/BF02252099, DOI 10.1007/BF02252099]
[7]   Etherification Reactions of Furfuryl Alcohol in the Presence of Orthoesters and Ketals: Application to the Synthesis of Furfuryl Ether Biofuels [J].
Chaffey, Dawn R. ;
Davies, Thomas E. ;
Taylor, Stuart H. ;
Graham, Andrew E. .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2018, 6 (04) :4996-5002
[8]   MOFs as multifunctional catalysts: One-pot synthesis of menthol from citronellal over a bifunctional MIL-101 catalyst [J].
Cirujano, F. G. ;
Llabres i Xamena, F. X. ;
Corma, A. .
DALTON TRANSACTIONS, 2012, 41 (14) :4249-4254
[9]   Lewis acids:: From conventional homogeneous to green homogeneous and heterogeneous catalysis [J].
Corma, A ;
García, H .
CHEMICAL REVIEWS, 2003, 103 (11) :4307-4365
[10]  
Corma A., 2010, HDB ZEOLITE SCI TECH, V13