Ethane-Bridged Organosilica Nanotubes Functionalized with Arenesulfonic Acid and Phenyl Groups for the Efficient Conversion of Levulinic Acid or Furfuryl Alcohol to Ethyl Levulinate

被引:35
作者
Song, Daiyu [2 ]
An, Sai [2 ]
Sun, Yingnan [1 ]
Zhang, Panpan [1 ]
Guo, Yihang [1 ]
Zhou, Dandan [1 ]
机构
[1] Northeast Normal Univ, Sch Environm, Changchun 130117, Peoples R China
[2] Northeast Normal Univ, Sch Chem, Changchun 130024, Peoples R China
关键词
biomass; heterogeneous catalysis; nanotubes; organic-inorganic hybrid composites; sol-gel processes; BIODIESEL PRODUCTION; FATTY-ACID; MESOPOROUS SILICAS; CATALYSTS; ESTERIFICATION; BIOMASS; LIQUID; NANOPARTICLES; CHEMISTRY; CELLULOSE;
D O I
10.1002/cctc.201600083
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
A series of ethane-bridged organosilica nanotubes functionalized with arenesulfonic acid and phenyl groups (ArSO3H-Si(Et)Si-Ph-NTs) was fabricated successfully by a P123-directed sol-gel co-condensation route combined with hydrothermal treatment with a carefully adjusted P123-to-bis-silylated organic precursor-to-HCl molar ratio in the starting system. The morphological characteristics, textural properties, BrOnsted acidity, surface hydrophobicity, and structural integrity of the carbon/silica framework were characterized. The ArSO3H-Si(Et)Si-Ph-NTs materials were applied in the synthesis of ethyl levulinate from the esterification of levulinic acid and the ethanolysis of furfuryl alcohol, and the excellent catalytic activity was explained in terms of the strong BrOnsted acidity, unique hollow nanotube morphology, and enhanced surface hydrophobicity. Reusability tests confirmed that ArSO3H-Si(Et)Si-Ph-NTs can be reused for three or five times without a significant loss of activity.
引用
收藏
页码:2037 / 2048
页数:12
相关论文
共 45 条
[1]   Morphology Tailoring of Sulfonic Acid Functionalized Organosilica Nanohybrids for the Synthesis of Biomass-Derived Alkyl Levulinates [J].
An, Sai ;
Song, Daiyu ;
Lu, Bo ;
Yang, Xia ;
Guo, Yi-Hang .
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (30) :10786-10798
[2]   Investigation of a molybdenum-containing silica catalyst synthesized by the sol-gel process in heterogeneous catalytic esterification reactions using methanol and ethanol [J].
Bail, Alesandro ;
dos Santos, Vannia Cristina ;
de Freitas, Marianne Roque ;
Ramos, Luiz Pereira ;
Schreiner, Wido Herwig ;
Ricci, Gustavo Pimenta ;
Ciuffi, Katia Jorge ;
Nakagaki, Shirley .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2013, 130 :314-324
[3]   Enhanced Heterogeneous Catalytic Conversion of Furfuryl Alcohol into Butyl Levulinate [J].
Cara, Piera Demma ;
Ciriminna, Rosaria ;
Shiju, N. R. ;
Rothenberg, Gadi ;
Pagliaro, Mario .
CHEMSUSCHEM, 2014, 7 (03) :835-840
[4]   Conversion of biomass platform molecules into fuel additives and liquid hydrocarbon fuels [J].
Climent, Maria J. ;
Corma, Avelino ;
Iborra, Sara .
GREEN CHEMISTRY, 2014, 16 (02) :516-547
[5]   Interdependent lateral interactions, hydrophobicity and acid strength and their influence on the catalytic activity of nanoporous sulfonic acid silicas [J].
Dacquin, Jean-Philippe ;
Cross, Hannah E. ;
Brown, D. Robert ;
Duren, Tina ;
Williams, Jennifer J. ;
Lee, Adam F. ;
Wilson, Karen .
GREEN CHEMISTRY, 2010, 12 (08) :1383-1391
[6]   Synthesis and Applications of Alkyl Levulinates [J].
Demolis, Alexandre ;
Essayem, Nadine ;
Rataboul, Franck .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2014, 2 (06) :1338-1352
[7]   Production of methyl levulinate from cellulose: selectivity and mechanism study [J].
Ding, Daqian ;
Xi, Jinxu ;
Wang, Jianjian ;
Liu, Xiaohui ;
Lu, Guanzhong ;
Wang, Yanqin .
GREEN CHEMISTRY, 2015, 17 (07) :4037-4044
[8]   Water-tolerant heteropolyacid on magnetic nanoparticles as efficient catalysts for esterification of free fatty acid [J].
Duan, Xixin ;
Liu, Yue ;
Zhao, Qian ;
Wang, Xiaohong ;
Li, Shiwu .
RSC ADVANCES, 2013, 3 (33) :13748-13755
[9]   Levulinic acid esterification with ethanol to ethyl levulinate production over solid acid catalysts [J].
Fernandes, D. R. ;
Rocha, A. S. ;
Mai, E. F. ;
Mota, Claudio J. A. ;
Teixeira da Silva, V. .
APPLIED CATALYSIS A-GENERAL, 2012, 425 :199-204
[10]   Cellulose-derived superparamagnetic carbonaceous solid acid catalyst for cellulose hydrolysis in an ionic liquid or aqueous reaction system [J].
Guo, Haixin ;
Lian, Youfen ;
Yan, Lulu ;
Qi, Xinhua ;
Smith, Richard Lee, Jr. .
GREEN CHEMISTRY, 2013, 15 (08) :2167-2174