4.4 Article

Synthesis and Characterization of Triphenylethylene Derivatives with Aggregation-Induced Emission Characteristics

Journal

JOURNAL OF FLUORESCENCE
Volume 21, Issue 5, Pages 1969-1977

Publisher

SPRINGER/PLENUM PUBLISHERS
DOI: 10.1007/s10895-011-0896-1

Keywords

Triphenylethylene; Blue light emission; Thermal property stability; Synthesis; Aggregation-induced emission

Funding

  1. National Natural Science Foundation of China [50773096, 51073177]
  2. SYSU
  3. Science and Technology Planning Project of Guangdong Province, China [2007A010500001-2, 2008B090500196]
  4. Commission of Economy and Informatization of Guangdong Province [20081203]
  5. Fundamental Research Funds for the Central Universities
  6. Laboratory Sun Yat-sen University [KF201026]
  7. School of Chemistry and Chemical Engineering

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New aggregation-induced emission (AIE) compounds derived from triphenylethylene were synthesized. The thermal, photophysical, electrochemical and aggregation-induced emissive properties were investigated. All the compounds had strong blue light emission capability and good thermal stability. Their maximum fluorescence emission wavelengths were between 443 to 461 nm in solid states, while their glass transition temperatures ranged from 86 to 129 degrees C. The decomposition temperatures of the synthesized compounds were in the range of 432-534 degrees C. The synthesized compounds possessed aggregation-induced emission properties, namely exhibited enhanced fluorescence emission in aggregated states. The highest occupied molecular orbital (HOMO) energy levels estimated from the oxidation potentials were between 5.61 and 5.66 eV and the lowest unoccupied molecular orbital/highest occupied molecular orbital (LUMO/HOMO) energy gap values were found to be in the range of 3.18-3.22 eV. The compounds 4-(4-(2,2-bis(4-(naphthalen-1-yl)phenyl)vinyl)phenyl) dibenzothiophene [(BN)(2)Bt] and 4-(4-(2,2-di(biphenyl-4-yl)vinyl)phenyl) dibenzothiophene [(BB)(2)Bt] exhibited vibronic fine-structure photoluminescence spectra when the water fraction was less than 70%.

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