TY - JOUR
T1 - C 2v symmetrical two-photon polymerization initiators with anthracene core
T2 - Synthesis, optical and initiating properties
AU - Xing, Jin Feng
AU - Zheng, Mei Ling
AU - Chen, Wei Qiang
AU - Dong, Xian Zi
AU - Takeyasu, Nobuyuki
AU - Tanaka, Takuo
AU - Zhao, Zhen Sheng
AU - Duan, Xuan Ming
AU - Kawata, Satoshi
PY - 2012/12/5
Y1 - 2012/12/5
N2 - A series of C 2v symmetrical two-photon absorption compounds with anthracene core, 2,7-bis[2-(4-substituted phenyl)-vinyl]-9,10- dipentyloxyanthracenes designated as I, II and III (the substituted groups at the 4-position of phenyl of I, II and III were dimethylamino, methyl and cyano, respectively) were designed and synthesized as initiators in two-photon induced polymerization (TPIP). The anthracene ring was modified by linking vinylphenyl groups to the 2,7-position to extend conjugation system length and two pentyloxy groups to the 9,10-position to serve as electronic donors. Two-photon absorption cross section of I was around 300 GM, which was much larger than the 10 GM of II and 29 GM of III at 800 nm. I of 0.18% molar ratio in resin composed of methacrylic acid and dipentaerythritol hexaacrylate exhibited a dramatically low threshold of 0.64 mW compared with commercial photoinitiator benzil at a scanning speed 10 μm s -1. Moreover, the threshold of photoinitiator I was only increased to 2.53 mW at a scanning speed of 1000 μm s -1. The dependency of threshold on the concentration and exposure time was in accordance with theoretical calculation. Finally, a reasonable mechanism of the two-photon initiating process was proposed. This study provides good prospects for developing low threshold photoinitiator in TPIP.
AB - A series of C 2v symmetrical two-photon absorption compounds with anthracene core, 2,7-bis[2-(4-substituted phenyl)-vinyl]-9,10- dipentyloxyanthracenes designated as I, II and III (the substituted groups at the 4-position of phenyl of I, II and III were dimethylamino, methyl and cyano, respectively) were designed and synthesized as initiators in two-photon induced polymerization (TPIP). The anthracene ring was modified by linking vinylphenyl groups to the 2,7-position to extend conjugation system length and two pentyloxy groups to the 9,10-position to serve as electronic donors. Two-photon absorption cross section of I was around 300 GM, which was much larger than the 10 GM of II and 29 GM of III at 800 nm. I of 0.18% molar ratio in resin composed of methacrylic acid and dipentaerythritol hexaacrylate exhibited a dramatically low threshold of 0.64 mW compared with commercial photoinitiator benzil at a scanning speed 10 μm s -1. Moreover, the threshold of photoinitiator I was only increased to 2.53 mW at a scanning speed of 1000 μm s -1. The dependency of threshold on the concentration and exposure time was in accordance with theoretical calculation. Finally, a reasonable mechanism of the two-photon initiating process was proposed. This study provides good prospects for developing low threshold photoinitiator in TPIP.
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U2 - 10.1039/c2cp42512b
DO - 10.1039/c2cp42512b
M3 - Article
C2 - 23080400
AN - SCOPUS:84868561625
VL - 14
SP - 15785
EP - 15792
JO - Physical Chemistry Chemical Physics
JF - Physical Chemistry Chemical Physics
SN - 1463-9076
IS - 45
ER -