Fluorinated organic materials for electronic and optoelectronic applications: the role of the fluorine atom

被引:767
作者
Babudri, Francesco
Farinola, Gianluca M.
Naso, Francesco
Ragni, Roberta
机构
[1] Univ Bari, Dipartimento Chim, I-70126 Bari, Italy
[2] CNR, ICCOM, Dipartimento Chim, I-70126 Bari, Italy
关键词
D O I
10.1039/b611336b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this article we highlight, by means of selected examples drawn from work performed in our or other laboratories, the features of some classes of fluorinated conjugated materials and their use in electronic devices such as electroluminescent diodes or field effect transistors. A variety of fluorinated conjugated systems, either molecular or polymeric, such as poly(phenylenevinylene)s, poly(phenyleneethynylene) s, polythiophenes, polyphenylenes, are dealt with. Attention is also focused on a different class of electroluminescent compounds, represented by the cyclometalated iridium complexes with various forms (mer and fac). In particular, fluorine atoms lower both the HOMO and LUMO energy levels. Consequently, the electron injection is made easier, the materials display a greater resistance against the degradative oxidation processes and organic n-type or ambipolar semiconducting materials may result. Moreover, the C-H center dot center dot center dot F interactions play an important role in the solid state supramolecular organization, originating a typical pi-stack arrangement which enhances the charge carrier mobility.
引用
收藏
页码:1003 / 1022
页数:20
相关论文
共 93 条
  • [1] Endothermic energy transfer: A mechanism for generating very efficient high-energy phosphorescent emission in organic materials
    Adachi, C
    Kwong, RC
    Djurovich, P
    Adamovich, V
    Baldo, MA
    Thompson, ME
    Forrest, SR
    [J]. APPLIED PHYSICS LETTERS, 2001, 79 (13) : 2082 - 2084
  • [2] Synthesis and luminescent properties of blue light-emitting polymers containing high electron affinity and hole transporting group
    Ahn, T
    Shim, HK
    [J]. SYNTHETIC METALS, 2001, 121 (1-3) : 1663 - 1664
  • [3] Novel p- and n-type organic semiconductors with an anthracene unit
    Ando, S
    Nishida, J
    Fujiwara, E
    Tada, H
    Inoue, Y
    Tokito, S
    Yamashita, Y
    [J]. CHEMISTRY OF MATERIALS, 2005, 17 (06) : 1261 - +
  • [4] Synthesis and optical properties of a copolymer of tetrafluoro- and dialkoxy-substituted poly (p-phenylenevinylene) with a high percentage of fluorinated units
    Babudri, F
    Cardone, A
    Farinola, GM
    Naso, F
    Cassano, T
    Chiavarone, L
    Tommasi, R
    [J]. MACROMOLECULAR CHEMISTRY AND PHYSICS, 2003, 204 (13) : 1621 - 1627
  • [5] Synthesis of conjugated oligomers and polymers: the organometallic way
    Babudri, F
    Farinola, GM
    Naso, F
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2004, 14 (01) : 11 - 34
  • [6] Synthesis of poly(aryleneethynylene)s bearing glucose units as substituents
    Babudri, F
    Colangiuli, D
    Di Lorenzo, PA
    Farinola, GM
    Hassan Omar, O
    Naso, F
    [J]. CHEMICAL COMMUNICATIONS, 2003, (01) : 130 - 131
  • [7] Synthesis and characterization of poly(2,3,5,6-tetrafluoro-1,4-phenylenevinylene)
    Babudri, F
    Cardone, A
    Chiavarone, L
    Ciccarella, G
    Farinola, GM
    Naso, F
    Scamarcio, G
    [J]. CHEMICAL COMMUNICATIONS, 2001, (19) : 1940 - 1941
  • [8] A versatile copper-induced synthesis of fluorinated oligo(para-phenylenes)
    Babudri, F
    Cardone, A
    Farinola, GM
    Naso, F
    [J]. TETRAHEDRON, 1998, 54 (48) : 14609 - 14616
  • [9] BABUDRI F, UNPUB
  • [10] Fluorinated poly(p-phenylenevinylene) copolymers: Preparation and use in light-emitting diodes
    Benjamin, I
    Faraggi, EZ
    Avny, Y
    Davidov, D
    Neumann, R
    [J]. CHEMISTRY OF MATERIALS, 1996, 8 (02) : 352 - 355