Rigid polyurethanes, polyesters, and polycarbonates from renewable ketal monomers
- Author
- Sophie Lingier (UGent) , Yann Spiesschaert, Bastiaan Dhanis (UGent) , Stefaan De Wildeman (UGent) and Filip Du Prez (UGent)
- Organization
- Abstract
- Two novel biobased diols containing rigid cyclic ketal functionalities have been synthesized on a relatively large scale from glycerol and two diketones, i.e., 1,4-cyclohexanedione and 4,4'-bicyclohexanone. The diols have been used in several types of step growth reactions, resulting in polycarbonates, polyesters, and polyurethanes. While molecular weights (M-n) of up to 50 kg mol(-1) are obtained for the polyurethanes, they also exhibit high glass transition (T-g = 95-150 degrees C) and degradation temperatures (T-d = 260-320 degrees C), are transparent, and show a high mechanical strength (E = 1.10-1.35 GPa) but brittle behavior. For the polycarbonates, M-n values higher than 24 kg mol(-1) and T-g's in the range of 70-100 degrees C have been obtained. Moreover, the polycarbonates show good mechanical properties like ductility and are transparent. Finally, a new generation of fully renewable polyesters have been synthesized with dimethyl succinate and dimethyl furan dicarboxylate. While moderate molecular weight values are obtained, the polyesters show T-g's of up to 96 degrees C as well as high T-d's (+/- 315 degrees C).
- Keywords
- ACETALIZED GALACTARIC ACID, ALIPHATIC POLYESTERS, AROMATIC COPOLYESTERS, THERMAL-PROPERTIES, BIOBASED POLYMERS, BICYCLIC MONOMERS, MOLECULAR-WEIGHT, CO-POLYESTERS, BISPHENOL-A, D-MANNITOL
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8547557
- MLA
- Lingier, Sophie, et al. “Rigid Polyurethanes, Polyesters, and Polycarbonates from Renewable Ketal Monomers.” MACROMOLECULES, vol. 50, no. 14, 2017, pp. 5346–52, doi:10.1021/acs.macromol.7b00899.
- APA
- Lingier, S., Spiesschaert, Y., Dhanis, B., De Wildeman, S., & Du Prez, F. (2017). Rigid polyurethanes, polyesters, and polycarbonates from renewable ketal monomers. MACROMOLECULES, 50(14), 5346–5352. https://doi.org/10.1021/acs.macromol.7b00899
- Chicago author-date
- Lingier, Sophie, Yann Spiesschaert, Bastiaan Dhanis, Stefaan De Wildeman, and Filip Du Prez. 2017. “Rigid Polyurethanes, Polyesters, and Polycarbonates from Renewable Ketal Monomers.” MACROMOLECULES 50 (14): 5346–52. https://doi.org/10.1021/acs.macromol.7b00899.
- Chicago author-date (all authors)
- Lingier, Sophie, Yann Spiesschaert, Bastiaan Dhanis, Stefaan De Wildeman, and Filip Du Prez. 2017. “Rigid Polyurethanes, Polyesters, and Polycarbonates from Renewable Ketal Monomers.” MACROMOLECULES 50 (14): 5346–5352. doi:10.1021/acs.macromol.7b00899.
- Vancouver
- 1.Lingier S, Spiesschaert Y, Dhanis B, De Wildeman S, Du Prez F. Rigid polyurethanes, polyesters, and polycarbonates from renewable ketal monomers. MACROMOLECULES. 2017;50(14):5346–52.
- IEEE
- [1]S. Lingier, Y. Spiesschaert, B. Dhanis, S. De Wildeman, and F. Du Prez, “Rigid polyurethanes, polyesters, and polycarbonates from renewable ketal monomers,” MACROMOLECULES, vol. 50, no. 14, pp. 5346–5352, 2017.
@article{8547557,
abstract = {{Two novel biobased diols containing rigid cyclic ketal functionalities have been synthesized on a relatively large scale from glycerol and two diketones, i.e., 1,4-cyclohexanedione and 4,4'-bicyclohexanone. The diols have been used in several types of step growth reactions, resulting in polycarbonates, polyesters, and polyurethanes. While molecular weights (M-n) of up to 50 kg mol(-1) are obtained for the polyurethanes, they also exhibit high glass transition (T-g = 95-150 degrees C) and degradation temperatures (T-d = 260-320 degrees C), are transparent, and show a high mechanical strength (E = 1.10-1.35 GPa) but brittle behavior. For the polycarbonates, M-n values higher than 24 kg mol(-1) and T-g's in the range of 70-100 degrees C have been obtained. Moreover, the polycarbonates show good mechanical properties like ductility and are transparent. Finally, a new generation of fully renewable polyesters have been synthesized with dimethyl succinate and dimethyl furan dicarboxylate. While moderate molecular weight values are obtained, the polyesters show T-g's of up to 96 degrees C as well as high T-d's (+/- 315 degrees C).}},
author = {{Lingier, Sophie and Spiesschaert, Yann and Dhanis, Bastiaan and De Wildeman, Stefaan and Du Prez, Filip}},
issn = {{0024-9297}},
journal = {{MACROMOLECULES}},
keywords = {{ACETALIZED GALACTARIC ACID,ALIPHATIC POLYESTERS,AROMATIC COPOLYESTERS,THERMAL-PROPERTIES,BIOBASED POLYMERS,BICYCLIC MONOMERS,MOLECULAR-WEIGHT,CO-POLYESTERS,BISPHENOL-A,D-MANNITOL}},
language = {{eng}},
number = {{14}},
pages = {{5346--5352}},
title = {{Rigid polyurethanes, polyesters, and polycarbonates from renewable ketal monomers}},
url = {{http://dx.doi.org/10.1021/acs.macromol.7b00899}},
volume = {{50}},
year = {{2017}},
}
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