The DOI matches its Crossref record; 10 of the 10 references it cites were found in a registry or an index.
Linseed and soybean oil-based polyurethanes prepared via the non-isocyanate route and catalytic carbon dioxide conversion
Abstract
Soy- and linseed oil-based polyurethanes were prepared without using isocyanate monomers by curing carbonated soybean (CSBO) and linseed (CLSO) oils with different diamines. The conversion of the epoxidized seed oils with carbon dioxide to form cyclic carbonates was catalyzed with tetra-butylammonium bromide (TBAB) and silica-supported 4-pyrrolidinopyridinium iodide (SiO2–(I)), which was readily recovered without requiring the conventional purification by solvent extraction of TBAB. Carbonate formation was monitored as a function of catalyst type and pressure, indicating slower conversion rates for the supported catalyst. Quantitative epoxy conversion was achieved and the amount of immobilized carbon dioxide increased from 15.2 wt% for CSBO to 19.6% for CLSO. The seed oil carbonates with variable carbonate content (20.2 to 26.8 wt%) were cured with 1,2-ethane diamine (EDA), 1,4-butane diamine (BDA) and isophorone diamine (IPDA) in order to examine the thermal and mechanical properties of the resulting non-isocyanate polyurethanes (NIPU). In contrast to the flexible conventional CSBO/EDA-NIPU, it was possible to increase NIPU glass transition temperatures from 17 °C to 60 °C and to improve stiffness, as expressed by Young's modulus, by three orders of magnitude. Higher crosslink densities accounted for reduced water swelling and toluene uptake.
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Cites
Reactive Applications of Cyclic Alkylene Carbonates
Clements, J. H. (2003) · Industrial & Engineering Chemistry Research · doi:10.1021/ie020678i · Cited by 784
Takahashi, T., Watahiki, T., Kitazume, S., Yasuda, H., & Sakakura, T. (2006) · Chemical Communications · doi:10.1039/b517140g · Cited by 298
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Tomita, H., Sanda, F., & Endo, T. (2001) · Journal of Polymer Science Part A: Polymer Chemistry · doi:10.1002/pola.10009 · Cited by 226
Soy‐based polyurethanes by nonisocyanate route
Javni, I., Hong, D. P., & Petrović, Z. S. (2008) · Journal of Applied Polymer Science · doi:10.1002/app.27995 · Cited by 184
Motokura, K., Itagaki, S., Iwasawa, Y., Miyaji, A., & Baba, T. (2009) · Green Chemistry · doi:10.1039/b916764c · Cited by 167
Soybean oil epoxidation with hydrogen peroxide using an amorphous Ti/SiO 2 catalyst
Campanella, A., Baltanás, M. A., Capel‐Sánchez, M. C., Campos‐Martín, J. M., & Fierro, J. L. G. (2004) · Green Chemistry · doi:10.1039/b404975f · Cited by 132
Doll, K. M., & Erhan, S. Z. (2005) · Green Chemistry · doi:10.1039/b511014a · Cited by 121
Natürliche Fette und Öle – nachwachsende Rohstoffe für die chemische Industrie
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Carbonation of Epoxy Methyl Soyate at Atmospheric Pressure
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Cited by
Non-isocyanate polyurethanes: from chemistry to applications
Kathalewar, M. S., Joshi, P. B., Sabnis, A. S., & Malshe, V. C. (2013) · RSC Advances · doi:10.1039/c2ra21938g · Cited by 414
Blattmann, H., Fleischer, M., Bähr, M., & Mülhaupt, R. (2014) · Macromolecular Rapid Communications · doi:10.1002/marc.201400209 · Cited by 339
Self-citationRecent advances in the synthesis of cyclic carbonates via CO2 cycloaddition to epoxides
Rehman, A., Saleem, F., Javed, F., Ikhlaq, A., Ahmad, S. W., & Harvey, A. (2021) · Journal of Environmental Chemical Engineering · doi:10.1016/j.jece.2021.105113 · Cited by 281
Structure–properties relationship of fatty acid-based thermoplastics as synthetic polymer mimics
Maisonneuve, L., Lebarbé, T., Grau, E., & Cramail, H. (2013) · Polymer Chemistry · doi:10.1039/c3py00791j · Cited by 220
Metadata
- Authors
- Bähr, M., & Mülhaupt, R.
- Venue
- Green Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2012
- Volume
- 14
- Issue
- 2
- Pages
- 483
- ISSN
- 1463-9262 (ISSN-L)
- 1463-9270
- OpenAlex
- W2040851558
- Cited by
- 326
- References
- 10
- FWCI
- 10.54
- Type
- journal article
- Language
- en
- Open access
- closed
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