The DOI matches its Crossref record; 2 of the 2 references it cites were found in a registry or an index.
Terpene-Based Renewable Monomers and Polymers via Thiol–Ene Additions
Abstract
Solvent and radical initiator-free addition of thiols to terpenes (( R )-(+)- and ( S )-(−)-limonene and (−)-β-pinene) are described as a simple approach to obtain a wide range of alcohol and/or ester functionalized renewable monomers. ( R )-(+)-Limonene ( 1 ) and ( S )-(−)-limonene ( 2 ), presenting different reactivity at the endocyclic and exocyclic double bonds, have yielded the monoaddition or diaddition product by simple variation of the thiol feed ratio. In the same manner, (−)-β-pinene ( 3 ) derived alcohol and ester monomers have been prepared. The monomers thus obtained have been characterized, and their behavior in polycondensation has been studied. It has been found that long chain diesters or diols, which were synthesized from a castor oil derived platform chemical, are suitable comonomers and result in polycondensates with number-average molecular weights of up to 25 kDa. Thus, terpene/fatty acid-based polyesters were prepared, and their structure–thermal property relationships were studied.
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Cites
Chemical Routes for the Transformation of Biomass into Chemicals
Corma, A., Iborra, S., & Velty, A. (2007) · Chemical Reviews · doi:10.1021/cr050989d · Cited by 5,970
Alternating Copolymerization of Limonene Oxide and Carbon Dioxide
Byrne, C. M., Allen, S. D., Lobkovsky, E. B., & Coates, G. W. (2004) · Journal of the American Chemical Society · doi:10.1021/ja0472580 · Cited by 428
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Thiyl Radicals in Organic Synthesis
Dénès, F., Pichowicz, M., Povie, G., & Renaud, P. (2014) · Chemical Reviews · doi:10.1021/cr400441m · Cited by 985
Lowe, A. B. (2014) · Polym. Chem. · doi:10.1039/c4py00339j · Cited by 768
Progress in Renewable Polymers from Natural Terpenes, Terpenoids, and Rosin
Wilbon, P. A., Chu, F., & Tang, C. (2013) · Macromolecular Rapid Communications · doi:10.1002/marc.201200513 · Cited by 675
From monomers to polymers from renewable resources: Recent advances
Gandini, A., & Lacerda, T. M. (2015) · Progress in Polymer Science · doi:10.1016/j.progpolymsci.2014.11.002 · Cited by 620
Controlled Polymerization of Next-Generation Renewable Monomers and Beyond
Yao, K., & Tang, C. (2013) · Macromolecules · doi:10.1021/ma3019574 · Cited by 485
Bio-based polyesters: Recent progress and future prospects
Zhang, Q., Song, M., Xu, Y., Wang, W., Wang, Z., & Zhang, L. (2021) · Progress in Polymer Science · doi:10.1016/j.progpolymsci.2021.101430 · Cited by 433
Stempfle, F., Ortmann, P., & Mecking, S. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00705 · Cited by 397
Bio-based polycarbonate as synthetic toolbox
Hauenstein, O., Agarwal, S., & Greiner, A. (2016) · Nature Communications · doi:10.1038/ncomms11862 · Cited by 305
Recent 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
Mahato, N., Sharma, K., Sinha, M., Baral, E. R., Koteswararao, R., Dhyani, A., Hwan Cho, M., & Cho, S. (2020) · Journal of Advanced Research · doi:10.1016/j.jare.2020.01.007 · Cited by 162
TBD catalysis with dimethyl carbonate: a fruitful and sustainable alliance
Mutlu, H., Ruiz, J., Solleder, S. C., & Meier, M. A. R. (2012) · Green Chemistry · doi:10.1039/c2gc35191a · Cited by 116
Self-citation
Metadata
- Authors
- Firdaus, M., Montero de Espinosa, L., & Meier, M. A. R.
- Venue
- Macromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-08-18
- Volume
- 44
- Issue
- 18
- Pages
- 7253-7262
- ISSN
- 0024-9297 (ISSN-L)
- 1520-5835
- OpenAlex
- W2314724646
- Cited by
- 230
- References
- 2
- FWCI
- 5.54
- Type
- journal article
- Language
- en
- Open access
- closed
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