Isosorbide Production from Sorbitol over Heterogeneous Acid Catalysts: Screening and Kinetic Study

被引:14
作者
Morales, Gabriel [1 ]
Iglesias, Jose [1 ]
Melero, Juan A. [1 ]
Moreno, Jovita [1 ]
Sanchez-Vazquez, Rebeca [1 ]
Peral, Angel [1 ]
Cubo, Alberto [1 ]
机构
[1] Univ Rey Juan Carlos, ESCET, C Tulipan S-N, Madrid 28933, Spain
关键词
Isosorbide; Sorbitol dehydration; Acid heterogeneous catalysts; Zeolites; Sulfonic acid; Kinetic modelling; Hierarchical beta; LIQUID-PHASE DEHYDRATION; MESOPOROUS SILICA; CONVERSION; HYDROGENATION; CHEMICALS; ZEOLITES;
D O I
10.1007/s11244-017-0794-0
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The catalytic performance of two types of heterogeneous acid catalysts-sulfonic acid-functionalized materials and aluminum containing zeolites,-in the dehydration of sorbitol to isosorbide, in solventless and autogenous pressure conditions, has been studied. Catalysts screening evidenced strong differences between sulfonic acid-based materials and acid zeolites in terms of catalytic performance. Whereas sulfonic materials, such as Amberlyst-70 and SBA-15-Pr-SO3H, showed a very high catalytic activity, zeolites with beta structure evidenced good catalytic performance together with minimized promotion of side reactions (production of non-desired sorbitans, humins, etc.). Kinetic studies performed at different temperatures, adjusting to a Langmuir-Hinshelwood type model, allowed correlating the physicochemical properties of the acid materials with their catalytic performance in sorbitol dehydration. Thus, the analysis of initial selectivity through kinetic constants comparison indicated that commercial beta zeolite with a Si/Al ratio of 19 is the most selective catalyst for the production of isosorbide, though following a slower kinetics than the sulfonic materials. Furthermore, an equivalent hierarchical beta zeolite has been synthesised and evaluated, resulting in a slight improvement of the catalytic performance, in terms of both yield and selectivity to isosorbide. This improvement is attributed to the superior textural properties.
引用
收藏
页码:1027 / 1039
页数:13
相关论文
共 41 条
  • [1] Liquid-phase dehydration of sorbitol to isosorbide using sulfated titania as a solid acid catalyst
    Ahmed, Imteaz
    Khan, Nazmul Abedin
    Mishra, Dinesh Kumar
    Lee, Ji Sun
    Hwang, Jin-Soo
    Jhung, Sung Hwa
    [J]. CHEMICAL ENGINEERING SCIENCE, 2013, 93 : 91 - 95
  • [2] Selective direct conversion of C5 and C6 sugars to high added-value chemicals by a bifunctional, single catalytic body
    Barbaro, Pierluigi
    Liguori, Francesca
    Moreno-Marrodan, Carmen
    [J]. GREEN CHEMISTRY, 2016, 18 (10) : 2935 - 2940
  • [3] ACID-CATALYZED DEHYDRATION OF ALDITOLS .1. D-GLUCITOL AND D-MANNITOL
    BOCK, K
    PEDERSEN, C
    THOGERSEN, H
    [J]. ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1981, 35 (06): : 441 - 449
  • [4] Dehydration of sorbitol to isosorbide in melted phase with propyl-sulfonic functionalized SBA-15: Influence of catalyst hydrophobization
    Cubo, A.
    Iglesias, J.
    Morales, G.
    Melero, J. A.
    Moreno, J.
    Sanchez-Vazquez, R.
    [J]. APPLIED CATALYSIS A-GENERAL, 2017, 531 : 151 - 160
  • [5] Arenesulfonic acid functionalized ordered mesoporous silica as solid acid catalyst for solvent free dehydration of sorbitol to isosorbide
    Dabbawala, Aasif A.
    Park, Jung J.
    Valekar, Anil H.
    Mishra, Dinesh K.
    Hwang, Jin-Soo
    [J]. CATALYSIS COMMUNICATIONS, 2015, 69 : 207 - 211
  • [6] Role of acid sites and selectivity correlation in solvent free liquid phase dehydration of sorbitol to isosorbide
    Dabbawala, Aasif A.
    Mishra, Dinesh K.
    Huber, George W.
    Hwang, Jin-Soo
    [J]. APPLIED CATALYSIS A-GENERAL, 2015, 492 : 252 - 261
  • [7] Sulfated tin oxide as an efficient solid acid catalyst for liquid phase selective dehydration of sorbitol to isosorbide
    Dabbawala, Aasif Asharaf
    Mishra, Dinesh Kumar
    Hwang, Jin-Soo
    [J]. CATALYSIS COMMUNICATIONS, 2013, 42 : 1 - 5
  • [8] Hemicellulose hydrolysis and hydrolytic hydrogenation over proton- and metal modified beta zeolites
    Faba, Laura
    Kusema, Bright T.
    Murzina, Elena V.
    Tokarev, Anton
    Kumar, Narendra
    Smeds, Annika
    Diaz, Eva
    Ordonez, Salvador
    Maki-Arvela, Paivi
    Willfor, Stefan
    Salmi, Tapio
    Murzin, Dmitry Yu
    [J]. MICROPOROUS AND MESOPOROUS MATERIALS, 2014, 189 : 189 - 199
  • [9] Polymers from renewable 1,4:3,6-dianhydrohexitols (isosorbide, isomannide and isoidide): A review
    Fenouillot, F.
    Rousseau, A.
    Colomines, G.
    Saint-Loup, R.
    Pascault, J. -P.
    [J]. PROGRESS IN POLYMER SCIENCE, 2010, 35 (05) : 578 - 622
  • [10] ISOSORBIDE - PREPARATION, PROPERTIES AND CHEMISTRY
    FLECHE, G
    HUCHETTE, M
    [J]. STARCH-STARKE, 1986, 38 (01): : 26 - 30