Luminescence properties of structurally modified PPVs:: PPV derivatives bearing 2-(4-tert-butylphenyl)-5-phenyl-1,3,4-oxadiazole pendants

被引:115
|
作者
Lee, DW
Kwon, KY
Jin, JI [1 ]
Park, Y
Kim, YR
Hwang, IW
机构
[1] Korea Univ, Ctr Electro & Photo Respons Mol, Seoul 136701, South Korea
[2] Korea Res Inst Stand & Sci, Surface Anal Grp, Taejon 305600, South Korea
[3] Yonsei Univ, Dept Chem, Seoul 120749, South Korea
关键词
D O I
10.1021/cm000794g
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two new poly(p -phenylenevinylene) (PPV) derivatives bearing 2-phenyl-5 -(4-tert-butylphenyl)-1,3,4-oxadiazole pendants were prepared, and their photo- and electroluminescence properties were studied. The first polymer (P-1) is poly[2-(4- [5-(4-tert-butylphenyl)- 1,3,4oxadiazoly]phenyl]-1,4-phenylenevinylen,which is a PPV derivative having diphenyl-substituted 1,3,4-oxadiazole pendant that is known to be an excellent electron-transporting structure. The second polymer (P-2) is poly[2-(4- [5-(4-tert-butylphenyl)-1,3,4-oxadiazoly phenyl)-5-(2-ethylhexyloxy)-1,4-phenylene]. The only structural difference between P-l and P-2 is the presence of additional 2-ethylhexyloxy pendant groups in P-2. Both polymers were prepared by direct polymerization of the a,alpha,alpha ' -dibromo-p-xylene monomers having the pendant group(s) in the presence of excess potassium tert-butoxide. Both polymers reveal much improved electroluminescence (EL) properties when compared with PPV. They emit luminescence light over the wavelength range from about 500 to 600 nm. The external quantum efficiencies of P-l and P-2 were respectively 16 and 56 times the value for PPV when LED devices were fabricated using an indium-tin oxide (ITO) coated glass anode and the aluminum cathode. In particular, the EL device ITO/poly(3,4-ethylenedioxy-2,4-thienylene)/P-2/Al:Li geometry revealed a maximum luminance of 1090 cd/m(2) at the electric field of 2.36 MV/cm with the external quantum efficiency of 0.045%. The maximum brightness of the ITO/P-2/Ca/Al was 7570 cd/m(2) at the electric field of 2.80 MV/cm.
引用
收藏
页码:565 / 574
页数:10
相关论文
共 50 条
  • [1] 2-(4-tert-Butylphenyl)-5-p-tolyl-1,3,4-oxadiazole
    Jin, Biao
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O9 - U1158
  • [2] 2-(4-tert-Butylphenyl)-5-{3,4-dibutoxy-5-[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]-2-thienyl}-1,3,4-oxadiazole
    Guan, Jian-ning
    Li, Hai-lin
    Han, Lu-na
    Wang, Hai-bo
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O2154 - U2273
  • [3] 2-(3-benzyloxy-4-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole
    Shang, ZH
    Li, W
    Wang, SQ
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O704 - O705
  • [4] SYNTHESIS OF 2-(4'-ARYLAMINOSULFONYLBIPHENYL-4-YL)-5-PHENYL-1,3,4-OXADIAZOLE
    KURFURST, A
    NADENIK, P
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1991, 56 (09) : 1974 - 1976
  • [5] Synthesis of 2-(2-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole derivatives and evaluation of their antiglycation potential
    Taha, Muhammad
    Ismail, Nor Hadiani
    Jamil, Waqas
    Imran, Syahrul
    Rahim, Fazal
    Kashif, Syed Muhammad
    Zulkefeli, Mohd
    MEDICINAL CHEMISTRY RESEARCH, 2016, 25 (02) : 225 - 234
  • [6] 2-phenyl-5-(4-biphenylyl)-1,3,4-oxadiazole and 2-(4′-tert-butylphenyl-5)-(4"biphenylyl)-1,3,4-oxadiazole in a polymethyl methacrylate based plastic scintillator
    Salimgareeva, VN
    Polevoi, RM
    Ponomareva, VA
    Sannikova, NS
    Kolesov, SV
    Leplyanin, GV
    RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2003, 76 (10) : 1655 - 1658
  • [7] Synthesis of 2-(2-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole derivatives and evaluation of their antiglycation potential
    Muhammad Taha
    Nor Hadiani Ismail
    Waqas Jamil
    Syahrul Imran
    Fazal Rahim
    Syed Muhammad Kashif
    Mohd Zulkefeli
    Medicinal Chemistry Research, 2016, 25 : 225 - 234
  • [8] 2-Phenyl-5-(4-Biphenylyl)-1,3,4-Oxadiazole and 2-(4'-tert-Butylphenyl-5)-(4''biphenylyl)-1,3,4-Oxadiazole in a Polymethyl Methacrylate Based Plastic Scintillator
    V. N. Salimgareeva
    R. M. Polevoi
    V. A. Ponomareva
    N. S. Sannikova
    S. V. Kolesov
    G. V. Leplyanin
    Russian Journal of Applied Chemistry, 2003, 76 : 1655 - 1658
  • [9] 2-[3,4-Dibutoxy-5-(5-phenyl-1,3,4-oxadiazol-2-yl)-2-thienyl]-5-phenyl-1,3,4-oxadiazole
    Li, Hai-lin
    Zeng, Hai-su
    Kang, Si-shun
    Wang, Hai-bo
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1419 - U1615
  • [10] Electrical conduction mechanisms in thermally evaporated thin films of 2-(4-biphenyly)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole
    Azim-Araghi, ME
    Campbell, D
    THIN SOLID FILMS, 1998, 320 (02) : 320 - 323