Electron affinities of 1,1-diaryl-2,3,4,5-tetraphenyisiloles:: Direct measurements and comparison with experimental and theoretical estimates

被引:153
作者
Zhan, XW
Risko, C
Amy, F
Chan, C
Zhao, W
Barlow, S
Kahn, A
Brédas, JL
Marder, SR [1 ]
机构
[1] Georgia Inst Technol, Sch Chem & Biochem, Atlanta, GA 30332 USA
[2] Georgia Inst Technol, Ctr Organ Photon & Elect, Atlanta, GA 30332 USA
[3] Princeton Univ, Dept Elect Engn, Princeton, NJ 08544 USA
关键词
D O I
10.1021/ja051139i
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We present a comprehensive experimental and theoretical characterization of the electronic structure of four 1,1-diaryl-2,3,4,5-tetraphenylsiloles (aryl = phenyl, 2-(9,9-dimethylfluorenyl), 2-thienyl, pentafluorophenyl). Solid-state electron affinities and ionization potentials of these siloles were measured using inverse-photoelectron spectroscopy (IPES) and photoelectron spectroscopy (PES), respectively; the density of electronic states obtained from calculations performed at the density functional theory (DFT) level corresponds very well to the PES and IPES data. The direct IPES measurements of electron affinity were then used to assess alternative estimates based on electrochemical and/or optical data. We also used DFT to calculate the reorganization energies for the electron-transfer reactions between these siloles and their radical anions. Additionally, optical data and ionization potential and electron affinity data were utilized to estimate the binding energies of excitons in these siloles.
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收藏
页码:9021 / 9029
页数:9
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共 42 条
  • [1] Electrochemistry and electrogenerated chemiluminescence processes of the components of aluminum quinolate/triarylamine, and related organic light-emitting diodes
    Anderson, JD
    McDonald, EM
    Lee, PA
    Anderson, ML
    Ritchie, EL
    Hall, HK
    Hopkins, T
    Mash, EA
    Wang, J
    Padias, A
    Thayumanavan, S
    Barlow, S
    Marder, SR
    Jabbour, GE
    Shaheen, S
    Kippelen, B
    Peyghambarian, N
    Wightman, RM
    Armstrong, NR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (37) : 9646 - 9655
  • [2] Contemporary issues in electron transfer research
    Barbara, PF
    Meyer, TJ
    Ratner, MA
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (31) : 13148 - 13168
  • [3] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE
    BECKE, AD
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) : 5648 - 5652
  • [4] DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR
    BECKE, AD
    [J]. PHYSICAL REVIEW A, 1988, 38 (06): : 3098 - 3100
  • [5] Charge-transfer and energy-transfer processes in π-conjugated oligomers and polymers:: A molecular picture
    Brédas, JL
    Beljonne, D
    Coropceanu, V
    Cornil, J
    [J]. CHEMICAL REVIEWS, 2004, 104 (11) : 4971 - 5003
  • [6] Electron energetics at surfaces and interfaces: Concepts and experiments
    Cahen, D
    Kahn, A
    [J]. ADVANCED MATERIALS, 2003, 15 (04) : 271 - 277
  • [7] Highly efficient organic light-emitting diodes with a silole-based compound
    Chen, HY
    Lam, WY
    Luo, JD
    Ho, YL
    Tang, BZ
    Zhu, DB
    Wong, M
    Kwok, HS
    [J]. APPLIED PHYSICS LETTERS, 2002, 81 (04) : 574 - 576
  • [8] Synthesis, light emission, nanoaggregation, and restricted intramolecular rotation of 1,1-substituted 2,3,4,5-tetraphenylsiloles
    Chen, JW
    Law, CCW
    Lam, JWY
    Dong, YP
    Lo, SMF
    Williams, ID
    Zhu, DB
    Tang, BZ
    [J]. CHEMISTRY OF MATERIALS, 2003, 15 (07) : 1535 - 1546
  • [9] Electrochemical oxidation of silacyclopentadienes (siloles)
    Dhiman, A
    Zhang, ZR
    West, R
    Becker, JY
    [J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2004, 569 (01) : 15 - 22
  • [10] Electron-transport properties and use in organic light-emitting diodes of a bis(dioxaborine)fluorene derivative
    Domercq, B
    Grasso, C
    Maldonado, JL
    Halik, M
    Barlow, S
    Marder, SR
    Kippelen, B
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2004, 108 (25) : 8647 - 8651