Advanced search
1 file | 823.16 KB Add to list

Rigid polyurethanes, polyesters, and polycarbonates from renewable ketal monomers

Sophie Lingier (UGent) , Yann Spiesschaert (UGent) , Bastiaan Dhanis (UGent) , Stefaan De Wildeman (UGent) and Filip Du Prez (UGent)
(2017) MACROMOLECULES. 50(14). p.5346-5352
Author
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

Downloads

  • (...).pdf
    • full text
    • |
    • UGent only
    • |
    • PDF
    • |
    • 823.16 KB

Citation

Please use this url to cite or link to this publication:

MLA
Lingier, Sophie et al. “Rigid Polyurethanes, Polyesters, and Polycarbonates from Renewable Ketal Monomers.” MACROMOLECULES 50.14 (2017): 5346–5352. Print.
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.
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): 5346–5352.
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.
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}},
}

Altmetric
View in Altmetric
Web of Science
Times cited: