TY - JOUR
T1 - Limonene-derived polycarbonates as biobased UV-curable (powder) coating resins
AU - Li, Chunliang
AU - Johansson, Mats
AU - Buijsen, Paul
AU - Dijkstra, Gert
AU - Sablong, Rafaël J.
AU - Koning, Cor E.
N1 - Funding Information:
The work of Chunliang Li forms part of the research programme of the Dutch Polymer Institute (DPI), project #796p. This project has also received funding from the European Union’s Seventh Framework Programme for research , technological development and demonstration under grant agreement No. 289253 (C. L.).
Funding Information:
The work of Chunliang Li forms part of the research programme of the Dutch Polymer Institute (DPI), project #796p. This project has also received funding from the European Union's Seventh Framework Programme for research, technological development and demonstration under grant agreement No. 289253 (C. L.).
Publisher Copyright:
© 2020 The Authors
PY - 2021/2
Y1 - 2021/2
N2 - The evaluation of poly(limonene carbonate)s (PLCs), derived from orange oils and carbon dioxide, as UV-curable (powder) coating binders is described. PLCs with moderate molecular weight were prepared by copolymerization of limonene oxide with CO2 and a subsequent molecular weight reduction step by transcarbonation with 1,10-decanediol (1,10-DCD). These PLCs were cured with a trifunctional thiol monomer in the presence of a photoinitiator via thiol-ene chemistry to form poly(thioether-co-carbonate) networks. The UV curing of the resins following solvent casting was studied at 130 °C using ATR-FTIR, revealing a fast curing and a quick thiol-ene network (TEN) formation, realized by the addition reactions of thiol groups of the curing agent onto pendant isopropenyl groups of PLC. An ene addition enhanced by thiol-ene crosslinking was also observed, known as a ‘cage effect’, which was discovered for the first time in a UV-curable thiol-ene system. The efficient TEN formation was also evidenced by the high sol fractions in those UV-cured samples and their dynamic mechanical thermal analysis (DMTA). The DMTA results of these TENs showed high Tgs (up to 125.9 °C) and a wide range of thermomechanical properties, including rubbery moduli from 4.4–27.5 MPa. The UV-cured powder coating employing PLCs as binders showed outstanding properties such as high transparency, good acetone resistance, high pencil hardness (H-2 H) and high König hardness (174−199 s), suggesting their potential as very promising biobased alternatives to conventional powder coating resins.
AB - The evaluation of poly(limonene carbonate)s (PLCs), derived from orange oils and carbon dioxide, as UV-curable (powder) coating binders is described. PLCs with moderate molecular weight were prepared by copolymerization of limonene oxide with CO2 and a subsequent molecular weight reduction step by transcarbonation with 1,10-decanediol (1,10-DCD). These PLCs were cured with a trifunctional thiol monomer in the presence of a photoinitiator via thiol-ene chemistry to form poly(thioether-co-carbonate) networks. The UV curing of the resins following solvent casting was studied at 130 °C using ATR-FTIR, revealing a fast curing and a quick thiol-ene network (TEN) formation, realized by the addition reactions of thiol groups of the curing agent onto pendant isopropenyl groups of PLC. An ene addition enhanced by thiol-ene crosslinking was also observed, known as a ‘cage effect’, which was discovered for the first time in a UV-curable thiol-ene system. The efficient TEN formation was also evidenced by the high sol fractions in those UV-cured samples and their dynamic mechanical thermal analysis (DMTA). The DMTA results of these TENs showed high Tgs (up to 125.9 °C) and a wide range of thermomechanical properties, including rubbery moduli from 4.4–27.5 MPa. The UV-cured powder coating employing PLCs as binders showed outstanding properties such as high transparency, good acetone resistance, high pencil hardness (H-2 H) and high König hardness (174−199 s), suggesting their potential as very promising biobased alternatives to conventional powder coating resins.
KW - Aliphatic polycarbonate
KW - Biobased
KW - Glass transition temperature
KW - Powder coatings
KW - Thiol-ene
KW - UV-curable
UR - http://www.scopus.com/inward/record.url?scp=85098453452&partnerID=8YFLogxK
U2 - 10.1016/j.porgcoat.2020.106073
DO - 10.1016/j.porgcoat.2020.106073
M3 - Article
AN - SCOPUS:85098453452
SN - 0300-9440
VL - 151
JO - Progress in Organic Coatings
JF - Progress in Organic Coatings
M1 - 106073
ER -