• 제목/요약/키워드: 10-hexylphenothiazine

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적색발광재료용 6-(10-알킬페노티아진-3-비닐렌)-2-메틸-4-디시아노메틸렌-4H-피란의 합성 (Synthesis of 6-(10-Alkylphenothiazine-3-vinylene)-2-methyl-4-dicyanomethylene-4H-pyran)

  • 정평진;성진희
    • 공업화학
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    • 제18권6호
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    • pp.587-591
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    • 2007
  • 본 연구는 유기발광디바이스용 적색형광물질인 6-(10-알킬페노티아진-3-비닐렌)-2-메틸-4-디시아노메틸렌-4H-피란 합성에 관한 것으로서 유도체들은 Knoevenagel 축합반응에 의하여 합성되었다. 이들은 전자공여성의 6-(10-알킬페노티아진-3-비닐렌)기와 전자흡인성의 2-메틸-4-디시아노메틸렌-4H-피란의 공액구조를 가지고 있다. 합성한 물질은 각각 FT-IR, $^1H-NMR$ 등을 통하여 그의 구조적 특성을 확인하였고, 융점, 수득율을 통하여 열적 안정성, 반응성 등을 확인하였으며, UV-visible과 PL분석으로부터 이 형광재료들의 광학적 특성을 확인하였다.

Synthesis, Photophysical and Electrochemical Properties of Novel Conjugated Donor-Acceptor Molecules Based on Phenothiazine and Benzimidazole

  • Zhang, Xiao-Hang;Kim, Seon-Ho;Lee, In-Su;Gao, Chun-Ji;Yang, Sung-Ik;Ahn, Kwang-Hyun
    • Bulletin of the Korean Chemical Society
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    • 제28권8호
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    • pp.1389-1395
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    • 2007
  • Two series of new organic fluorophores such as asymmetrical 3-(benzimidazol-2-yl)-10-hexylphenothiazine derivatives 1 and symmetrical 3,7-bis(benzimidazol-2-yl)-10-hexylphenothiazine derivatives 2 have been synthesized. Electronic absorption, fluorescence, and electrochemistry measurements reveal that the electron withdrawing benzimidazole subunit directly connected to the phenothiazine core facilitates the charge transfer characters which were also verified by the theoretical calculations. Various substituents on the benzimidazole moieties can allow a fine-tuning of the LUMO energy levels of the molecules without significantly affecting the HOMO energy levels. The method provides a new route for designing ambipolar molecules whose energy levels are well-matched with the Fermi levels of the electrodes to facilitate the electron or hole injection/transfer in OLED devices.

Synthesis and Electro-optical Properties of π-Conjugated Polymer Based on 10-Hexylphenothiazine and Aromatic 1,2,4-Triazole

  • Choi, Ji-Young;Kim, Dong-Han;Lee, Bong;Kim, Joo-Hyun
    • Bulletin of the Korean Chemical Society
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    • 제30권9호
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    • pp.1933-1938
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    • 2009
  • New $\pi$-conjugated polymer with vinylene linkage, poly((10-hexyl-3,7-phenothiazine)-alt-(4-(4-butyl-phenyl)- 3,5-diphenyl-4H-[1,2,4]triazole)-3,5-vinylene) (PTV-TAZ) was synthesized by the Heck coupling reaction. The photoluminescence (PL) maximum wavelength and the band gap energy of PTV-TAZ film were 555 nm and 2.41 eV, respectively. The HOMO energy level of PTV-TAZ was -4.99 eV, which was slightly lower than that of PTV (-4.89 eV). Electron deficient aromatic 1,2,4-triazole (TAZ) in the polymer backbone does not affect the HOMO energy level significantly. The maximum efficiency and brightness of double layer structured electroluminescent (EL) device (ITO/PEDOT (30 nm)/PTV-TAZ (60 nm)/Al) were 0.247 cd/A and 553 cd/$m^2$, respectively, which were significantly higher than those of the device based PTV (1.65 ${\times}\;10^{-4}$ cd/A and 4.3 cd/$m^2$). This is due to that TAZ unit improves electron transporting ability in the emissive layer. The turn-on voltage (defined as the voltage required to give a luminescence of 1 cd/$m^2$) of brightness of the device based on PTV-TAZ was 12.0 V, which was similar to that the based on PTV (11.5 V). This is due to that the ionization potential of PTV-TAZ is very similar to that of PTV.