New Triarylamine-Containing Polymers as Hole Transport Materials in Organic Light-Emitting Diodes: Effect of Polymer Structure and Cross-Linking on Device Characteristics
Source abstract
Abstract
A series of poly(norbornenes) with pendant triarylamine (TPA) groups has been synthesized by ring-opening metathesis polymerization and investigated as hole transport materials in organic two-layer light-emitting diodes (LEDs). Efficient device fabrication through spin casting of the hole transport layer (HTL) was possible, since the polymers exhibited excellent film formation properties. LEDs of the form ITO/poly(norbornene)-TPA/Alq 3 /Mg (ITO = indium tin oxide, Alq 3 = tris(8-quinolinato)aluminum) showed bright green emission with external quantum efficiencies of up to 0.77% (1.30 lm/W) for 20 nm thick HTL films. The length and polarity of the linker between the triarylamine functionality and the polymer backbone were varied systematically. The device performance was found to depend strongly on these structural differences. Substitution of ester groups by less polar ether functionalities greatly enhances external quantum efficiencies, lowers the operating voltage, and improves the stability of the device. Further improvement of the device characteristics is achieved by reducing the length of the alkyl linker. The HTL can be conveniently cross-linked by UV irradiation. Cross-linking was found to decrease device performance. A maximum external quantum efficiency of 0.37% was achieved for an Alq 3 -LED with cross-linked HTL.
Source: openalex_inverted_index · Quality: baseline
Research context
OpenAlex topics: Organic Light-Emitting Diodes Research · Organic Electronics and Photovoltaics · Semiconductor materials and devices
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125; Optical Sciences Center, University of Arizona, Tucson, Arizona 85721; and Beckman Institute and The Jet Propulsion Laboratory, California Institute of Technology, Pasadena, California 91109
References (44)
Show source-provided references
1. Tsutsui T. · MRS Bull. · 1997 · 3910.1557/S0883769400033613 ↗
2. Van der Auweraer M. · J. Phys. Chem. · 1993 · 97 · 880810.1021/j100136a027 ↗
3. Borsenberger P. M. · J. Chem. Phys. · 1991 · 94 · 827610.1063/1.460112 ↗
4. Gruenbaum W. T. · Jpn. J. Appl. Phys. · 1996 · 35 · 271410.1143/JJAP.35.2714 ↗
5. Heun S. · Physica B · 1995 · 216 · 4310.1016/0921-4526(95)00444-0 ↗
6. Bässler H. · Phys. Status Solidi (b) · 1993 · 175 · 1510.1002/pssb.2221750102 ↗
7. Tang C. W. · Appl. Phys. Lett. · 1987 · 51 · 91310.1063/1.98799 ↗
8. Tang C. W. · J. Appl. Phys. · 1989 · 65 · 361010.1063/1.343409 ↗
9. Kalinowski J. · Appl. Phys. Lett. · 1996 · 68 · 231710.1063/1.115843 ↗
10. Tanaka K. · J. Chem. Soc., Chem. Commun. · 1996 · 217510.1039/cc9960002175 ↗
11. Tokito S. · Appl. Phys. Lett. · 1996 · 69 · 87810.1063/1.117974 ↗
12. Adachi C. · Jpn. J. Appl. Phys. · 1988 · 27 · L26910.1143/JJAP.27.L269 ↗
13. Mori T. · Appl. Phys. Lett. · 1996 · 69 · 330910.1063/1.117289 ↗
14. Burrows P. E. · J. Appl. Phys. · 1996 · 79 · 799110.1063/1.362350 ↗
15. Lin C. P. · New Polym. Mater. · 1995 · 4 · 277
16. Kim D. U. · Jpn. J. Appl. Phys. · 1995 · 34 · 625510.1143/JJAP.34.6255 ↗
17. Kim D. U. · J. Appl. Phys. · 1996 · 80 · 478510.1063/1.363420 ↗
18. Kolb E. S. · Macromolecules · 1996 · 29 · 235910.1021/ma951021u ↗
19. Hosokawa C. · Appl. Phys. Lett. · 1992 · 61 · 250310.1063/1.108162 ↗
20. Kraft A. · Synth. Met. · 1993 · 55 · 416310.1016/0379-6779(93)90575-H ↗
21. Gustaffson G. · J. Nature · 1992 · 357 · 47710.1038/357477a0 ↗
22. Grubbs R. H. · Science · 1989 · 243 · 90710.1126/science.2645643 ↗
23. Schrock R. R. · Acc. Chem. Res. · 1990 · 23 · 15810.1021/ar00173a007 ↗
24. Maughon B. R. · Macromolecules · 1997 · 30 · 25710.1021/ma960658q ↗
25. Maughon B. R. · Macromolecules · 1997 · 30 · 345910.1021/ma961780s ↗
26. Boyd T. J. · Macromolecules · 1997 · 30 · 355310.1021/ma961613s ↗
27. Percec V. · Macromolecules · 1997 · 30 · 578310.1021/ma970157k ↗
28. Biagini S. C. G. · J. Chem. Soc., Chem. Commun. · 1997 · 109710.1039/a701494e ↗
29. Gibson V. C. · J. Chem. Soc., Chem. Commun. · 1997 · 109510.1039/a701363i ↗
30. Gratt J. · Macromolecules · 1997 · 30 · 313710.1021/ma961532w ↗
31. Wagaman M. W. · Philos. Trans. R. Soc. London A · 1997 · 355 · 72710.1098/rsta.1997.0039 ↗
32. Schneider M. F. · Angew. Chem., Int. Ed. Engl. · 1997 · 36 · 25710.1002/anie.199702571 ↗
33. Schwab P. · J. Am. Chem. Soc. · 1996 · 118 · 10010.1021/ja952676d ↗
34. Schwab P. · Angew. Chem., Int. Ed. Engl. · 1995 · 34 · 203910.1002/anie.199520391 ↗
35. Jacobine A. F. · Polym. Mater. Sci. Eng. · 1989 · 60 · 211
36. Wolfe J. P. · Tetrahedron · 1996 · 52 · 752510.1016/0040-4020(96)00266-9 ↗
37. Wolfe J. P. · J. Am. Chem. Soc. · 1996 · 118 · 721510.1021/ja9608306 ↗
38. Driver M. S. · J. Am. Chem. Soc. · 1996 · 118 · 721710.1021/ja960937t ↗
39. Thayumanavan S. · Chem. Mater. · 1997 · 9 · 323110.1021/cm970567n ↗
40. Tamao K. · J. Am. Chem. Soc. · 1972 · 94 · 437410.1021/ja00767a075 ↗
41. Nugent W. A. · J. Org. Chem. · 1985 · 50 · 537010.1021/jo00225a072 ↗
42. Millar J. G. · J. Org. Chem. · 1986 · 51 · 4727
43. Nakano J. · Heterocycles · 1983 · 20 · 197510.3987/R-1983-10-1975 ↗
44. Domes H. · Makromol. Chem. · 1989 · 190 · 16510.1002/macp.1989.021900118 ↗