Influence of Substituted Pyridine Rings on Physical Properties and Electron Mobilities of 2-Methylpyrimidine Skeleton-Based Electron Transporters

被引：138

作者：

Sasabe, Hisahiro ^{[1
]}

Tanaka, Daisaku ^{[1
]}

Yokoyama, Daisuke ^{[1
]}

Chiba, Takayuki ^{[1
]}

Pu, Yong-Jin ^{[1
]}

Nakayama, Ken-ichi ^{[1
]}

Yokoyama, Masaaki ^{[1
]}

Kido, Junji ^{[1
]}

机构：

[1] Yamagata Univ, Dept Organ Device Engn, Yamagata 9928510, Japan

来源：

ADVANCED FUNCTIONAL MATERIALS | 2011年 / 21卷 / 02期

基金：

日本科学技术振兴机构;

关键词：

LIGHT-EMITTING DEVICES; BLUE PHOSPHORESCENT OLEDS; CROSS-COUPLING REACTION; ORGANIC ELECTROLUMINESCENT; CHARGE-TRANSPORT; EFFICIENCY; DIODES; FILMS; SEMICONDUCTORS; ORIENTATION;

D O I：

10.1002/adfm.201001252

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of 2-methylpyrimidine skeleton-based electron-transporting derivatives (BPyMPM) are designed and synthesized to investigate the influence of substituted pyridine rings on the physical properties and electron mobilities (mu(e)). The only structural difference is the position of substituted pyridine rings. The melting point (T m) of B4PyMPM is estimated to be ca. 50 degrees C higher than that of B3PyMPM, and ca. 120 degrees C higher than that of B2PyMPM. The ionization potential is observed to increase in the order B2PyMPM (6.62 eV) < B3PyMPM (6.97 eV) < B4PyMPM (7.30 eV), measured using ultraviolet photoelectron spectroscopy. Furthermore, time-of-fight measurements of vacuum-deposited films demonstrate that the mu(e) at 298 K of B4PyMPM is 10 times higher than that of B3PyMPM and 100 times higher than that of B2PyMPM. To extract the charge transport parameters, the temperature and field dependencies of mu(e) are investigated. Using Bassler's disorder formalism, the degree of energetic disorder is estimated to decrease in the order B2PyMPM (91 meV) > B3PyMPM (88 meV) > B4PyMPM (76 meV), and the positional disorder is 2.7 for B2PyMPM, and < 1.5 for B3PyMPM and B4PyMPM.

引用

页码：336 / 342

页数：7

共 41 条

[1] Very high-efficiency green organic light-emitting devices based on electrophosphorescence [J].

Baldo, MA ;

Lamansky, S ;

Burrows, PE ;

Thompson, ME ;

Forrest, SR .

APPLIED PHYSICS LETTERS, 1999, 75 (01) :4-6

[2]

Bartels L, 2010, NAT CHEM, V2, P87, DOI [10.1038/NCHEM.517, 10.1038/nchem.517]

[3] CHARGE TRANSPORT IN DISORDERED ORGANIC PHOTOCONDUCTORS - A MONTE-CARLO SIMULATION STUDY [J].

BASSLER, H .

PHYSICA STATUS SOLIDI B-BASIC RESEARCH, 1993, 175 (01) :15-56

[4]

borsenberger P.M., 1993, ORGANIC PHOTORECEPTO

[5] Charge transport in organic semiconductors [J].

Coropceanu, Veaceslav ;

Cornil, Jerome ;

da Silva Filho, Demetrio A. ;

Olivier, Yoann ;

Silbey, Robert ;

Bredas, Jean-Luc .

CHEMICAL REVIEWS, 2007, 107 (04) :926-952

[6] White organic light-emitting devices for solid-state lighting [J].

D'Andrade, BW ;

Forrest, SR .

ADVANCED MATERIALS, 2004, 16 (18) :1585-1595

[7] SPIN-ORBIT COUPLING AND RADIATIONLESS PROCESSES IN NITROGEN HETEROCYCLICS [J].

ELSAYED, MA .

JOURNAL OF CHEMICAL PHYSICS, 1963, 38 (12) :2834-&

[8]

Frisch M. J., 2003, Gaussian 03

[9] Electron-transporting materials for organic electroluminescent and electrophosphorescent devices [J].

Hughes, G ;

Bryce, MR .

JOURNAL OF MATERIALS CHEMISTRY, 2005, 15 (01) :94-107

[10] Synthesis of pinacol arylboronates via cross-coupling reaction of bis(pinacolato)diboron with chloroarenes catalyzed by palladium(0)-tricyclohexylphosphine complexes [J].

Ishiyama, T ;

Ishida, K ;

Miyaura, N .

TETRAHEDRON, 2001, 57 (49) :9813-9816

← 1 2 3 4 5 →