Substituted stilbene-based oxime esters used as highly reactive wavelength-dependent photoinitiators for LED photopolymerization
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作者:
Chen, Shixiong
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Tongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R ChinaTongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R China
Chen, Shixiong
[1
]
Jin, Ming
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Tongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R ChinaTongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R China
Jin, Ming
[1
]
Matval, Jean-Pierre
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Univ Haute Alsace, CNRS, UMR 7361, Inst Sci Mat Mulhouse, 15 Rue Jean Starcky, F-68057 Mulhouse, FranceTongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R China
Matval, Jean-Pierre
[2
]
Fu, Jingming
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Tongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R ChinaTongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R China
Fu, Jingming
[1
]
Morlet-Savary, Fabrice
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Univ Haute Alsace, CNRS, UMR 7361, Inst Sci Mat Mulhouse, 15 Rue Jean Starcky, F-68057 Mulhouse, FranceTongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R China
Morlet-Savary, Fabrice
[2
]
Pan, Haiyan
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Tongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R ChinaTongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R China
Pan, Haiyan
[1
]
Wan, Decheng
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Tongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R ChinaTongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R China
Wan, Decheng
[1
]
机构:
[1] Tongji Univ, Sch Mat Sci & Engn, Dept Polymer Mat, 4800 Caoan Rd, Shanghai 201804, Peoples R China
[2] Univ Haute Alsace, CNRS, UMR 7361, Inst Sci Mat Mulhouse, 15 Rue Jean Starcky, F-68057 Mulhouse, France
Six novel oxime carboxylate photoinitiators were designed on the basis of a pi-conjugated (E)-1-(4-styrylphenyl)-1-one subunit. Different substituent groups were introduced into three distinctive sites of the chromophore to rationalize their related electronic and structural effects on free-radical photoinitiating reactivities. The electronic properties, photodissociation mechanism, and structure-reactivity relationships were investigated by UV-visible spectroscopy, DFT calculations, real-time H-1 NMR, electron spin resonance spectroscopy, and photo-DSC. We demonstrate that the structural change affecting the photoinitiating properties corresponds to a para-substitution effect on the stilbene subunit using an electron-acceptor group. Such a structural change leads to a 10-fold enhancement in initiation efficiency (phi(i)) upon visible irradiation of light-emitting diodes. The photoinitiating performances of these new derivatives are strikingly sensitive to the excitation wavelengths, leading to an impressive enhancement of phi(i) by more than three orders of magnitude from 365 nm to 405 nm irradiation. This wavelength-dependent reactivity previously observed for commercially available oxime esters can be generalized in our series and has high potential photocuring applications in low-power visible LEDs.
机构:
Univ Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Univ Strasbourg, Strasbourg, France
Univ Libanaise, EDST, Campus Hariri, Hadath, Beyrouth, LebanonUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Abdallah, Mira
Hijazi, Akram
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Univ Libanaise, EDST, Campus Hariri, Hadath, Beyrouth, LebanonUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Hijazi, Akram
Graff, Bernadette
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Univ Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Univ Strasbourg, Strasbourg, FranceUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Graff, Bernadette
Fouassier, Jean-Pierre
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机构:
Univ Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Univ Strasbourg, Strasbourg, FranceUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Fouassier, Jean-Pierre
Rodeghiero, Giacomo
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机构:
ALMA MATER STUDIORUM Univ Bologna, Dipartimento Chim G Ciamician, Via Selmi 2, I-40126 Bologna, ItalyUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Rodeghiero, Giacomo
Gualandi, Andrea
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机构:
ALMA MATER STUDIORUM Univ Bologna, Dipartimento Chim G Ciamician, Via Selmi 2, I-40126 Bologna, ItalyUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Gualandi, Andrea
Dumur, Frederic
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机构:
Aix Marseille Univ, CNRS, ICR UMR 7273, F-13397 Marseille, FranceUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Dumur, Frederic
Cozzi, Pier Giorgio
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机构:
ALMA MATER STUDIORUM Univ Bologna, Dipartimento Chim G Ciamician, Via Selmi 2, I-40126 Bologna, ItalyUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
机构:
Univ Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Univ Strasbourg, Strasbourg, France
Univ Libanaise, EDST, Campus Hariri, Hadath, Beyrouth, LebanonUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Abdallah, Mira
Hijazi, Akram
论文数: 0引用数: 0
h-index: 0
机构:
Univ Libanaise, EDST, Campus Hariri, Hadath, Beyrouth, LebanonUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Hijazi, Akram
Graff, Bernadette
论文数: 0引用数: 0
h-index: 0
机构:
Univ Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Univ Strasbourg, Strasbourg, FranceUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Graff, Bernadette
Fouassier, Jean-Pierre
论文数: 0引用数: 0
h-index: 0
机构:
Univ Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Univ Strasbourg, Strasbourg, FranceUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Fouassier, Jean-Pierre
Rodeghiero, Giacomo
论文数: 0引用数: 0
h-index: 0
机构:
ALMA MATER STUDIORUM Univ Bologna, Dipartimento Chim G Ciamician, Via Selmi 2, I-40126 Bologna, ItalyUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Rodeghiero, Giacomo
Gualandi, Andrea
论文数: 0引用数: 0
h-index: 0
机构:
ALMA MATER STUDIORUM Univ Bologna, Dipartimento Chim G Ciamician, Via Selmi 2, I-40126 Bologna, ItalyUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Gualandi, Andrea
Dumur, Frederic
论文数: 0引用数: 0
h-index: 0
机构:
Aix Marseille Univ, CNRS, ICR UMR 7273, F-13397 Marseille, FranceUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France
Dumur, Frederic
Cozzi, Pier Giorgio
论文数: 0引用数: 0
h-index: 0
机构:
ALMA MATER STUDIORUM Univ Bologna, Dipartimento Chim G Ciamician, Via Selmi 2, I-40126 Bologna, ItalyUniv Haute Alsace, CNRS, IS2 M UMR 7361, F-68100 Mulhouse, France