For the preparation of fully biobased unsaturated polyester resins (UPRs), the replacement of styrene with alternate nonpetroleum-based monomers turned out to be one of the most challenging tasks. Its complexity lies in the fact that reactive diluents (RD) have to have low viscosity and volatility, good compatibility with prepolymer, and capability to homopolymerize and copolymerize with its unsaturations. In this context, we directed our efforts to develop fully biobased UPRs using the dialkyl itaconates as an alternative to styrene. Therefore, a series of 100% biobased UPRs were prepared from itaconic acid and 1,2-propandiol and diluted by dialkyl itaconates. The resins were characterized by Fourier transform infrared spectroscopy, NMR, volatility, and viscosity measurements, while the cured samples were characterized by dynamic mechanical properties, thermomechanical analysis, thermogravimetric analysis data, and tensile tests. The influence of RD structure on the properties of cure...d samples was discussed in detail. It was shown that the prepared resins had evaporation rates of dialkyl itaconates of several orders of magnitude less compared to styrene. The cured resins with dimethyl itaconate showed comparable or even better thermal and mechanical properties compared to the one with styrene. This investigation showed that itaconic acid and dialkyl itaconates are promising bioresources for the preparation of fully biobased UPRs for mass consumption.
TY - JOUR
AU - Panić, Vesna
AU - Šešlija, Sanja
AU - Popović, Ivanka G.
AU - Spasojevic, Vuk D.
AU - Popović, Aleksandar R.
AU - Nikolić, Vladimir B.
AU - Spasojević, Pavle
PY - 2017
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2126
AB - For the preparation of fully biobased unsaturated polyester resins (UPRs), the replacement of styrene with alternate nonpetroleum-based monomers turned out to be one of the most challenging tasks. Its complexity lies in the fact that reactive diluents (RD) have to have low viscosity and volatility, good compatibility with prepolymer, and capability to homopolymerize and copolymerize with its unsaturations. In this context, we directed our efforts to develop fully biobased UPRs using the dialkyl itaconates as an alternative to styrene. Therefore, a series of 100% biobased UPRs were prepared from itaconic acid and 1,2-propandiol and diluted by dialkyl itaconates. The resins were characterized by Fourier transform infrared spectroscopy, NMR, volatility, and viscosity measurements, while the cured samples were characterized by dynamic mechanical properties, thermomechanical analysis, thermogravimetric analysis data, and tensile tests. The influence of RD structure on the properties of cured samples was discussed in detail. It was shown that the prepared resins had evaporation rates of dialkyl itaconates of several orders of magnitude less compared to styrene. The cured resins with dimethyl itaconate showed comparable or even better thermal and mechanical properties compared to the one with styrene. This investigation showed that itaconic acid and dialkyl itaconates are promising bioresources for the preparation of fully biobased UPRs for mass consumption.
PB - American Chemical Society (ACS)
T2 - Biomacromolecules
T1 - Simple One-Pot Synthesis of Fully Biobased Unsaturated Polyester Resins Based on Itaconic Acid
VL - 18
IS - 12
SP - 3881
EP - 3891
DO - 10.1021/acs.biomac.7b00840
ER -
@article{
author = "Panić, Vesna and Šešlija, Sanja and Popović, Ivanka G. and Spasojevic, Vuk D. and Popović, Aleksandar R. and Nikolić, Vladimir B. and Spasojević, Pavle",
year = "2017",
abstract = "For the preparation of fully biobased unsaturated polyester resins (UPRs), the replacement of styrene with alternate nonpetroleum-based monomers turned out to be one of the most challenging tasks. Its complexity lies in the fact that reactive diluents (RD) have to have low viscosity and volatility, good compatibility with prepolymer, and capability to homopolymerize and copolymerize with its unsaturations. In this context, we directed our efforts to develop fully biobased UPRs using the dialkyl itaconates as an alternative to styrene. Therefore, a series of 100% biobased UPRs were prepared from itaconic acid and 1,2-propandiol and diluted by dialkyl itaconates. The resins were characterized by Fourier transform infrared spectroscopy, NMR, volatility, and viscosity measurements, while the cured samples were characterized by dynamic mechanical properties, thermomechanical analysis, thermogravimetric analysis data, and tensile tests. The influence of RD structure on the properties of cured samples was discussed in detail. It was shown that the prepared resins had evaporation rates of dialkyl itaconates of several orders of magnitude less compared to styrene. The cured resins with dimethyl itaconate showed comparable or even better thermal and mechanical properties compared to the one with styrene. This investigation showed that itaconic acid and dialkyl itaconates are promising bioresources for the preparation of fully biobased UPRs for mass consumption.",
publisher = "American Chemical Society (ACS)",
journal = "Biomacromolecules",
title = "Simple One-Pot Synthesis of Fully Biobased Unsaturated Polyester Resins Based on Itaconic Acid",
volume = "18",
number = "12",
pages = "3881-3891",
doi = "10.1021/acs.biomac.7b00840"
}
Panić, V., Šešlija, S., Popović, I. G., Spasojevic, V. D., Popović, A. R., Nikolić, V. B.,& Spasojević, P.. (2017). Simple One-Pot Synthesis of Fully Biobased Unsaturated Polyester Resins Based on Itaconic Acid. in Biomacromolecules
American Chemical Society (ACS)., 18(12), 3881-3891.
https://doi.org/10.1021/acs.biomac.7b00840
Panić V, Šešlija S, Popović IG, Spasojevic VD, Popović AR, Nikolić VB, Spasojević P. Simple One-Pot Synthesis of Fully Biobased Unsaturated Polyester Resins Based on Itaconic Acid. in Biomacromolecules. 2017;18(12):3881-3891.
doi:10.1021/acs.biomac.7b00840 .
Panić, Vesna, Šešlija, Sanja, Popović, Ivanka G., Spasojevic, Vuk D., Popović, Aleksandar R., Nikolić, Vladimir B., Spasojević, Pavle, "Simple One-Pot Synthesis of Fully Biobased Unsaturated Polyester Resins Based on Itaconic Acid" in Biomacromolecules, 18, no. 12 (2017):3881-3891,
https://doi.org/10.1021/acs.biomac.7b00840 . .
