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Isosorbide. Preparation, Properties and Chemistry
Abstract
Isosorbide is obtained by dehydration of sorbitol and therefore can be considered as a valuable product from biomass. The acid‐catalyzed reaction gives rise to different anhydro‐compounds, but also to polymer‐like products. Kinetics of sorbitol decrease, followed with the help of HPLC, shows, remarkedly, the different reactions taking place during the dehydration. Physiocochemical properties of isosorbide are also discussed: melting temperature, specific gravity, solubility. Emphasis is put on stereochemistry aspect, pointing out the endo‐exo position of hydroxyl groups versus those of other isomers: exo‐exo for isoiodide and endo‐endo for isomannide. Some other properties such as: hygroscopicity ant thermal stability are also discussed. The chemical reactivity of the molecule is then described and some reactions analyzed, proving the interest of the cyclic conformation. Finally, a review of known applications is presented.
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Cited by
Alternative Monomers Based on Lignocellulose and Their Use for Polymer Production
Delidovich, I., Hausoul, P. J. C., Deng, L., Pfützenreuter, R., Rose, M., & Palkovits, R. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00354 · Cited by 773
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. (2010) · Progress in Polymer Science · doi:10.1016/j.progpolymsci.2009.10.001 · Cited by 752
Biorefineries for the production of top building block chemicals and their derivatives
Choi, S., Song, C. W., Shin, J. H., & Lee, S. Y. (2015) · Metabolic Engineering · doi:10.1016/j.ymben.2014.12.007 · Cited by 516
Synthesis and utilisation of sugar compounds derived from lignocellulosic biomass
Kobayashi, H., & Fukuoka, A. (2013) · Green Chemistry · doi:10.1039/c3gc00060e · Cited by 489
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Baroncini, E. A., Kumar Yadav, S., Palmese, G. R., & Stanzione, J. F. (2016) · Journal of Applied Polymer Science · doi:10.1002/app.44103 · Cited by 451
Metadata
- Authors
- Flèche, G., & Huchette, M.
- Venue
- Starch - Stärke
- Publisher
- Wiley
- Published
- 1986-01
- Volume
- 38
- Issue
- 1
- Pages
- 26-30
- ISSN
- 0038-9056 (ISSN-L)
- 1521-379X
- OpenAlex
- W2094671329
- Cited by
- 239
- References
- 0
- FWCI
- 0.50
- Type
- journal article
- Language
- en
- Open access
- closed
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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