Carbazole-linked porphyrin dimers for organic light emitting diodes: synthesis and initial photophysical studies

被引：35

作者：

Ryan, Aoife ^{[2
]}

Tuffy, Brian ^{[1
]}

Horn, Sabine ^{[2
]}

Blau, Werner J. ^{[1
]}

Senge, Mathias O. ^{[2
]}

机构：

[1] Trinity Coll Dublin, Sch Phys, Dublin 2, Ireland

[2] Trinity Coll Dublin, SFI Tetrapyrrole Lab, Sch Chem, Dublin 2, Ireland

来源：

TETRAHEDRON | 2011年 / 67卷 / 43期

基金：

爱尔兰科学基金会;

关键词：

Porphyrins; Carbazoles; OLED; Suzuki; Photoluminescence; Electroluminescence; CONJUGATED POLYMERS; ENERGY-TRANSFER; EFFICIENT BLUE; DEVICES; ELECTROLUMINESCENCE; ORANGE;

D O I：

10.1016/j.tet.2011.08.096

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carbazole linked porphyrin dimers were synthesized in good yields via stepwise Suzuki coupling reactions using bromoporphyrins and borylated carbazoles as the precursors, the latter of which were synthesized via known procedures from biphenyl derivatives. For comparative purposes porphyrin-carbazole monomers were synthesized. Single layer organic light emitting diodes (OLEDs) were created to demonstrate the optical properties of these materials. Light emission from these carbazole substituted porphyrins showed better results compared to previously examined bromo substituted porphyrins with better electroluminescence and lower turn-on voltages. Dimers exhibited turn-on voltages of 3 V compared to 6 V for monomeric porphyrin-carbazoles. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：8248 / 8254

页数：7

共 43 条

[1] The Fluorescence and Electroluminescence Properties of the Carbazole-Phenylazomethine Double Layer-Type Dendrimer [J].

Albrecht, Ken ;

Kasai, Yuto ;

Yamamoto, Kimihisa .

JOURNAL OF INORGANIC AND ORGANOMETALLIC POLYMERS AND MATERIALS, 2009, 19 (01) :118-123

[2] Phosphorescent materials for application to organic light emitting devices [J].

Baldo, MA ;

Thompson, ME ;

Forrest, SR .

PURE AND APPLIED CHEMISTRY, 1999, 71 (11) :2095-2106

[3] Highly efficient phosphorescent emission from organic electroluminescent devices [J].

Baldo, MA ;

O'Brien, DF ;

You, Y ;

Shoustikov, A ;

Sibley, S ;

Thompson, ME ;

Forrest, SR .

NATURE, 1998, 395 (6698) :151-154

[4] Porphyrin, phthalocyanine and porphyrazine derivatives with multifluorenyl substituents as efficient deep-red emitters [J].

Barker, Carl A. ;

Zeng, Xianshun ;

Bettington, Sylvia ;

Batsanov, Andrei S. ;

Bryce, Martin R. ;

Beeby, Andrew .

CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (23) :6710-6717

[5] Long-range energy transfer of singlet and triplet excitations in dye-doped tris(phenylquinoxaline) [J].

Blumstengel, S ;

Meinardi, F ;

Tubino, R ;

Gurioli, M ;

Jandke, M ;

Strohriegl, P .

JOURNAL OF CHEMICAL PHYSICS, 2001, 115 (07) :3249-3255

[6]

BUCHLER JW, 1978, PORPHYRINS, V1, pCH10

[7] LIGHT-EMITTING-DIODES BASED ON CONJUGATED POLYMERS [J].

BURROUGHES, JH ;

BRADLEY, DDC ;

BROWN, AR ;

MARKS, RN ;

MACKAY, K ;

FRIEND, RH ;

BURN, PL ;

HOLMES, AB .

NATURE, 1990, 347 (6293) :539-541

[8] REACTIVITY OF ORGANOPHOSPHORUS COMPOUNDS .19. REDUCTION OF NITRO-COMPOUNDS BY TRIETHYL PHOSPHITE - A CONVENIENT NEW ROUTE TO CARBAZOLES INDOLES INDAZOLES TRIAZOLES AND RELATED COMPOUNDS [J].

CADOGAN, JIG ;

CAMERONW.M ;

MACKIE, RK ;

SEARLE, RJG .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (SEP) :4831-&

[9] Anthracenylporphyrins [J].

Davis, Mia ;

Senge, Mathias O. ;

Locos, Oliver B. .

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2010, 65 (12) :1472-1484

[10]

Eston S. S., 1975, J AM CHEM SOC, P3660

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