volume 18 issue 3 pages 760-770

Bio-based polycarbonate from limonene oxide and CO2 with high molecular weight, excellent thermal resistance, hardness and transparency

O Hauenstein 1
M. Reiter 2
Seema Agarwal 1
B. Rieger 2
Andreas Greiner 1
2
 
WACKER Chair for Macromolecular Chemistry, TU München, Lichtenbergstr 4, 85747 Garching bei München, Germany
Publication typeJournal Article
Publication date2016-01-01
scimago Q1
wos Q1
SJR1.928
CiteScore16.1
Impact factor9.2
ISSN14639262, 14639270
Environmental Chemistry
Pollution
Abstract
Completely bio-based, high molecular weight (>100 kDa) poly(limonene carbonate) (PLimC) with attractive thermal (glass transition temperature, Tg = 130 °C) and optical properties (transmission 94%, haze 0.75%) was prepared by coupling bio-based limonene oxide (LO) and carbon dioxide (CO2) using a β-diiminate zinc catalyst (bdi)Zn(OAc). The molar mass of the polymer could be controlled by changing the ratio of catalyst and monomer, keeping molar mass dispersities low. The synthesis of the LO with very high content (>85%) of trans-isomer and absence of impurities with hydroxyl functionality was also established, which was necessary to obtain a high molar mass of polymer and almost quantitative conversion of epoxide during polymerisation. The upscaled syntheses of both the monomer and the polymer (>1 kg per batch) were readily realised, suggesting an easy transfer to pilot plant scale. The polymerisation kinetics were studied suggesting a second order dependence on LO concentration, wherefrom a mechanism is proposed with an alternating insertion of LO and CO2. The effect of chain-ends on the thermal stability of PLimC was studied with a thermal desorption unit coupled with gas chromatography-mass spectrometry (GC-MS) experiments. PLimC with thermal stability as high as 240 °C could be achieved using appropriate end-capping agents. PLimC is characterised by excellent transparency and hardness.
Found 
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GOST Copy
Hauenstein O. et al. Bio-based polycarbonate from limonene oxide and CO2 with high molecular weight, excellent thermal resistance, hardness and transparency // Green Chemistry. 2016. Vol. 18. No. 3. pp. 760-770.
GOST all authors (up to 50) Copy
Hauenstein O., Reiter M., Agarwal S., Rieger B., Greiner A. Bio-based polycarbonate from limonene oxide and CO2 with high molecular weight, excellent thermal resistance, hardness and transparency // Green Chemistry. 2016. Vol. 18. No. 3. pp. 760-770.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/C5GC01694K
UR - https://doi.org/10.1039/C5GC01694K
TI - Bio-based polycarbonate from limonene oxide and CO2 with high molecular weight, excellent thermal resistance, hardness and transparency
T2 - Green Chemistry
AU - Hauenstein, O
AU - Reiter, M.
AU - Agarwal, Seema
AU - Rieger, B.
AU - Greiner, Andreas
PY - 2016
DA - 2016/01/01
PB - Royal Society of Chemistry (RSC)
SP - 760-770
IS - 3
VL - 18
SN - 1463-9262
SN - 1463-9270
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Hauenstein,
author = {O Hauenstein and M. Reiter and Seema Agarwal and B. Rieger and Andreas Greiner},
title = {Bio-based polycarbonate from limonene oxide and CO2 with high molecular weight, excellent thermal resistance, hardness and transparency},
journal = {Green Chemistry},
year = {2016},
volume = {18},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/C5GC01694K},
number = {3},
pages = {760--770},
doi = {10.1039/C5GC01694K}
}
MLA
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MLA Copy
Hauenstein, O., et al. “Bio-based polycarbonate from limonene oxide and CO2 with high molecular weight, excellent thermal resistance, hardness and transparency.” Green Chemistry, vol. 18, no. 3, Jan. 2016, pp. 760-770. https://doi.org/10.1039/C5GC01694K.
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