TY - JOUR
T1 - Photopolymerization and 3D/4D applications using newly developed dyes
T2 - Search around the natural chalcone scaffold in photoinitiating systems
AU - Chen, Hong
AU - Noirbent, Guillaume
AU - Zhang, Yijun
AU - Sun, Ke
AU - Liu, Shaohui
AU - Brunel, Damien
AU - Gigmes, Didier
AU - Graff, Bernadette
AU - Morlet-Savary, Fabrice
AU - Xiao, Pu
AU - Dumur, Frédéric
AU - Lalevée, Jacques
N1 - Publisher Copyright:
© 2021 Elsevier Ltd
PY - 2021/4
Y1 - 2021/4
N2 - Chalcones are well-known natural dyes, 18 different derivatives selected from the rational molecular design (i.e. through molecular orbital calculations) were synthesized. If used in conjunction with an amine (i.e. ethyl l, 4-(dimethylamino) benzoate, EDB) and an iodonium salt (bis(4-tert-butylphenyl) iodonium hexafluorophosphate, Iod) as photoinitiating systems (PISs), these dyes can initiate both the free radical polymerization of polyethylene glycol diacrylate (PEG-diacrylate) and the cationic polymerization of 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate (EPOX) via oxidation–reduction reaction mechanisms. Furthermore, among the 18 different suggested structures, except for dyes 9 and 10, which have been synthesized and used in other fields, the remaining 16 dyes have never been synthesized before. The photopolymerization efficiency of acrylates carried out under LED@405 nm are excellent both for thin films (the thickness is about 0.2 mm) and thick films (the thickness is about 2 mm). Furthermore, all of them can also boost the cationic polymerization of EPOX upon LED irradiation at 405 nm, in the presence of an iodonium salt and an amine. More interestingly, stereoscopic 3D patterns were successfully fabricated by the direct laser write (DLW) technique which demonstrated reversible swelling properties and reversible shape-memory effects induced via swelling and dehydration for the access to 4D printing.
AB - Chalcones are well-known natural dyes, 18 different derivatives selected from the rational molecular design (i.e. through molecular orbital calculations) were synthesized. If used in conjunction with an amine (i.e. ethyl l, 4-(dimethylamino) benzoate, EDB) and an iodonium salt (bis(4-tert-butylphenyl) iodonium hexafluorophosphate, Iod) as photoinitiating systems (PISs), these dyes can initiate both the free radical polymerization of polyethylene glycol diacrylate (PEG-diacrylate) and the cationic polymerization of 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate (EPOX) via oxidation–reduction reaction mechanisms. Furthermore, among the 18 different suggested structures, except for dyes 9 and 10, which have been synthesized and used in other fields, the remaining 16 dyes have never been synthesized before. The photopolymerization efficiency of acrylates carried out under LED@405 nm are excellent both for thin films (the thickness is about 0.2 mm) and thick films (the thickness is about 2 mm). Furthermore, all of them can also boost the cationic polymerization of EPOX upon LED irradiation at 405 nm, in the presence of an iodonium salt and an amine. More interestingly, stereoscopic 3D patterns were successfully fabricated by the direct laser write (DLW) technique which demonstrated reversible swelling properties and reversible shape-memory effects induced via swelling and dehydration for the access to 4D printing.
KW - 3D/4D printing
KW - Natural dyes
KW - Photopolymerization
KW - Reversible shape-memory
KW - Thermo-responsive and water-responsive polymers
UR - http://www.scopus.com/inward/record.url?scp=85101276779&partnerID=8YFLogxK
U2 - 10.1016/j.dyepig.2021.109213
DO - 10.1016/j.dyepig.2021.109213
M3 - Article
SN - 0143-7208
VL - 188
JO - Dyes and Pigments
JF - Dyes and Pigments
M1 - 109213
ER -