C 2v symmetrical two-photon polymerization initiators with anthracene core: Synthesis, optical and initiating properties

Jin Feng Xing, Mei Ling Zheng, Wei Qiang Chen, Xian Zi Dong, Nobuyuki Takeyasu, Takuo Tanaka, Zhen Sheng Zhao, Xuan Ming Duan, Satoshi Kawata

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)15785-15792
Number of pages8
JournalPhysical Chemistry Chemical Physics
Volume14
Issue number45
DOIs
Publication statusPublished - Dec 5 2012
Externally publishedYes

ASJC Scopus subject areas

  • Physics and Astronomy(all)
  • Physical and Theoretical Chemistry

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    Xing, J. F., Zheng, M. L., Chen, W. Q., Dong, X. Z., Takeyasu, N., Tanaka, T., Zhao, Z. S., Duan, X. M., & Kawata, S. (2012). C 2v symmetrical two-photon polymerization initiators with anthracene core: Synthesis, optical and initiating properties. Physical Chemistry Chemical Physics, 14(45), 15785-15792. https://doi.org/10.1039/c2cp42512b