• Bulletin of the Korean Chemical Society
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• 제25권5호
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• pp.652-656
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• 2004

A new luminescent polymer, poly{1,4-phenylene-1,2-ethenediyl-2'-[2"-(4'"-octyloxyphenyl)-(5"-yl)-1",3",4"-oxadiazole]-1,4-phenylene-1,2-ethenediyl-2,5-bis-dodecyloxy-1,4-phenylene-1,2-ethenediyl} (Oxd-PPV), was synthesized by the Heck coupling reaction. Electron withdrawing pendant, conjugated 1,3,4-oxadiazole (Oxd), is on the vinylene unit. The band gap of the polymer figured out from the UV-visible spectrum was 2.23 eV and the polymer film shows bright yellow emission maximum at 552 nm. The electroluminescence (EL) maximum of double layer structured device (ITO/PEDOT:PSS/Oxd-PPV/Al) appeared at 553 nm. Relative PL quantum yield of Oxd-PPV film is 3.6 times higher than that of MEH-PPV film. The HOMO and LUMO energy levels of Oxd-PPV figured out from the cyclic voltammogram and the UV-visible spectrum are -5.32 and -3.09 eV, respectively, so that more balanced hole and electron injection efficiency can be expected compared to MEH-PPV. A double layer EL of Oxd-PPV has an maximum efficiency of 0.15 cd/A and maximum brightness of 464 cd/$m^2$.

• 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.

• Macromolecular Research
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• 제17권5호
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• pp.319-324
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• 2009

A new $\pi$-conjugated polymer, poly[(2-methoxy-(5-(2-(4-oxyphenyl)-5-phenyl-1,3,4-oxadiazole)-hexyloxy))-1,4-pheny1ene-1,2-etheny1ene-alt-(10-hexyl-3,7-phenothiazine )-1,2-ethenylene] (PTOXDPPV), was synthesized by the Heck coupling reaction. The electron transporting unit, conjugated 1,3,4-oxadiazo1e (OXD), is attached on the main chain via linear 1,6-hexamethylenedioxy chain. The band gap and photoluminescence (PL) maximum of PTOXDPPV are 2.35 eV and 565 nm, respectively. These values are very close to those of po1y[(2,5-didecyloxy-1,4-phenylene-1,2-etheny1ene )-alt-(l0-hexyl-3,7-phenothiazine)-1,2-ethenylene] (PTPPV), which does not have OXD pendant. The estimated HOMO energy level of PTOXDPPV was -4.98 eV, which is very close to that of PTPPV (-4.91 eV). The maximum wavelength of EL device based on PTOXDPPV and PTPPV appeared at 587 and 577 nm, respectively. In the PL and EL spectrum, the emission from OXD pendant was not observed. This indicates that the energy transfer from OXD pendants to main chain is occurred completely. The EL device based on PTOXD-PPV (ITO/PEDOT/PTOXDPPV/AI) has an efficiency of 0.033 cd/A, which is significantly higher than the device based on PTPPV (ITO/PEDOT/PTPPV/AI) ($4.28{\times}10^{-3}\;cd/A$). From the results, we confirm that the OXD pendants in PTOXDPPV facilitate hole-electron recombination processes in the emissive layer effectively.

• 공업화학
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• 제19권3호
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• pp.299-303
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• 2008

열경화가 가능한 PPV유도체인 poly[(2,5-dimethoxy-1,4-phenylenevinylene)-alt-(1,4-phenylenevinylene)] (Cross-PPV)를 Heck coupling 반응을 이용하여 합성하였다. Cross-PPV 박막은 $200^{\circ}C$에서 경화 시키면 일반적인 유기용매에 용해되지 않는 불용성의 고분자 박막이 된다. 열경화 전 후의 Cross-PPV의 구조는 FT-IR로 확인하였으며 구조의 차이는 크지 않았다. 경화된 Cross-PPV는 일반적인 유기용매에 대하여 내용매성이 강하다. 순환전압전류법과 흡수분광법으로 측정한 경화된 Cross-PPV의 호모 및 루모 에너지 준위는 각각 -5.11 eV와 -2.56 eV으로 ITO로 부터의 정공주입장벽(hole injection barrier)이 작아(약 0.1 eV) 정공주입층으로 효과적으로 사용 할 수 있다. 호모 및 루모 에너지 준위가 각각 -5.44 eV, -3.48 eV인 poly(1,4-phenylenevinylene-(4-dicyanomethylene-4H-pyran)-2,6-vinylene-1,4-phenylene-vinylene-2,5-bis(dodecyloxy)-1,4-phenylenevinylene) (PM-PPV)을 발광층으로 사용하여 두층의 구조(bilayer structure)를 갖는 소자(ITO/crosslinked Cross-PPV/PM-PPV/Al)를 제작, 특성을 평가한 결과 최대 효율은 0.024 cd/A, 최대 발광세기는 $45cd/m^2$으로 단층형 소자(ITO/PM-PPV/Al)(최대 효율 = 0.003 cd/A, 최대 발광세기 = $3cd/m^2$)에 비하여 매우 월등한 성능을 나타냄을 확인하였다. 또한 두층의 구조를 가지는 다층형 소자의 발광스펙트럼은 단층형 소자의 발광 스펙트럼과 동일하다. 이러한 사실들로 보아 ITO 및 Al에서 주입된 전자는 모두 발광층인 PM-PPV층에서 재결합(recombination)되어 여기자(exciton)가 형성되는 것으로 사료된다.