Four series of bis-chalcone compounds based on benzylpiperidinone, tetrahydrothiopyranone, pyridine or biphenyl central parts are designed and synthesized, enabling the development of ten bis-chalcones varying both by the central cores and by the substitution patterns (ortho, meta, para-positions) and the choice of the different groups attached to the peripheral substituents (alkoxy or allyloxy-substituted aromatic rings, thiophene, or ferrocene). In this series of ten bis-chalcones, eight of them were never synthesized before (i.e. only bis-chalcones 8 and 10 were already reported albeit never used as photoinitiators). These different dyes are proposed as new near-UV/visible light sensitive photoinitiators, in combination with an amine and an iodonium salt, to initiate the free radical photopolymerization (FRP) of PEG-diacrylate and the cationic photopolymerization (CP) of EPOX under LED@405 nm and LED@375 nm irradiation conditions. For the photopolymerization of acrylates carried out between thin films in laminate, all the bis-chalcones proposed in this work show higher photoinitiation abilities upon irradiation with a LED at 375 nm than at 405 nm, which is mainly due to their excellent light absorption properties in the near-UV region. Markedly, in contrast with the other two series of bis-chalcone compounds, pyridine-based bis-chalcones prove to be the most efficient photoinitiators, especially the bis-chalcones 5 and 9. Furthermore, all of them can also promote the cationic polymerization of epoxides upon LED irradiation at 375 nm, in the presence of an iodonium salt and an amine. More interestingly, some 3D patterns fabricated through the free radical polymerization of PEG-diacrylate demonstrate reversible swelling properties and shape-memory for access to 4D printing.
机构:
Sahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
Sahand Univ Technol, Inst Polymer Mat, POB 51335-1996, Tabriz, IranSahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
Enayati-Gerdroodbar, Amirhossein
Khayati, Amirreza
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机构:
Amirkabir Univ Technol, Dept Polymer Engn, Tehran, IranSahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
Khayati, Amirreza
Ahmadi, Mostafa
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机构:
Johannes Gutenberg Univ Mainz, Dept Chem, Duesbergweg 10-14, D-55128 Mainz, GermanySahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
Ahmadi, Mostafa
Pourabbas, Behzad
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Sahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
Sahand Univ Technol, Nanostruct Mat Res Ctr, Dept Polymer Engn, Tabriz 5331817634, IranSahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
Pourabbas, Behzad
Aboudzadeh, M. Ali
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Univ Basque Country, UPV EHU, Fac Chem, POLYMAT, Paseo Manuel de Lardizabal 3, Donostia San Sebastian 20018, Spain
Univ Basque Country, UPV EHU, Fac Chem, Dept Polymers & Adv Mat Phys Chem & Technol, Paseo Manuel de Lardizabal 3, Donostia San Sebastian 20018, SpainSahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
Aboudzadeh, M. Ali
Salami-Kalajahi, Mehdi
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机构:
Sahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
Sahand Univ Technol, Inst Polymer Mat, POB 51335-1996, Tabriz, IranSahand Univ Technol, Fac Polymer Engn, POB 51335-1996, Tabriz, Iran
机构:
Anhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
UHA, Inst Sci Mat Mulhouse, CNRS, IS2M,UMR 7361, 15 Rue Jean Starcky, F-68057 Mulhouse, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Xu, Yangyang
Noirbent, Guillaume
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机构:
Aix Marseille Univ, CNRS, UMR 7273, ICR, F-13397 Marseille, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Noirbent, Guillaume
Brunel, Damien
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机构:
Aix Marseille Univ, CNRS, UMR 7273, ICR, F-13397 Marseille, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Brunel, Damien
Liu, Feiyang
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Anhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R ChinaAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Liu, Feiyang
Gigmes, Didier
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Aix Marseille Univ, CNRS, UMR 7273, ICR, F-13397 Marseille, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Gigmes, Didier
Sun, Ke
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UHA, Inst Sci Mat Mulhouse, CNRS, IS2M,UMR 7361, 15 Rue Jean Starcky, F-68057 Mulhouse, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Sun, Ke
Zhang, Yijun
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UHA, Inst Sci Mat Mulhouse, CNRS, IS2M,UMR 7361, 15 Rue Jean Starcky, F-68057 Mulhouse, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Zhang, Yijun
Liu, Shaohui
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UHA, Inst Sci Mat Mulhouse, CNRS, IS2M,UMR 7361, 15 Rue Jean Starcky, F-68057 Mulhouse, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Liu, Shaohui
Morlet-Savary, Fabrice
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UHA, Inst Sci Mat Mulhouse, CNRS, IS2M,UMR 7361, 15 Rue Jean Starcky, F-68057 Mulhouse, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Morlet-Savary, Fabrice
Xiao, Pu
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机构:
Australian Natl Univ, Res Sch Chem, Canberra, ACT 2601, AustraliaAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Xiao, Pu
Dumur, Frederic
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机构:
Aix Marseille Univ, CNRS, UMR 7273, ICR, F-13397 Marseille, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
Dumur, Frederic
Lalevee, Jacques
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机构:
UHA, Inst Sci Mat Mulhouse, CNRS, IS2M,UMR 7361, 15 Rue Jean Starcky, F-68057 Mulhouse, FranceAnhui Normal Univ, Coll Chem & Mat Sci, Wuhu 241002, Peoples R China
机构:
South China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R ChinaSouth China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China
Lu, Weineng
Qu, Jinqing
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机构:
South China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R ChinaSouth China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China
机构:
UPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, FranceUPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, France
Sautrot-Ba, Pauline
Brezova, Vlasta
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机构:
Politecn Torino, DISAT, Corso Duca Abruzzi 24, Turin, TO, ItalyUPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, France
Brezova, Vlasta
Malval, Jean-Pierre
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机构:
Inst Sci Mat Mulhouse, CNRS, LRC 7228, 15 Rue Jean Starcky, Mulhouse, FranceUPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, France
Malval, Jean-Pierre
Chiappone, Annalisa
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机构:
Politecn Torino, DISAT, Corso Duca Abruzzi 24, Turin, TO, ItalyUPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, France
Chiappone, Annalisa
Breloy, Louise
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机构:
UPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, FranceUPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, France
Breloy, Louise
Abbad-Andaloussi, Samir
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机构:
Univ Paris Est Creteil UPEC, UMR MA 102, Lab Eau, Environm,Syst Urbains LEESU, 61 Ave Gen Gaulle, F-94010 Creteil, FranceUPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, France
Abbad-Andaloussi, Samir
Versace, Davy-Louis
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机构:
UPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, FranceUPEC, CNRS, UMR 7182, Syst Polymeres Complexes,Inst Chim & Mat Paris Es, 2-8 Rue Henri Dunant, F-94320 Thiais, France