journal article·2008-03-11

Tetraphenylimidazole‐Based Excited‐State Intramolecular Proton‐Transfer Molecules for Highly Efficient Blue Electroluminescence

Sanghyuk Park, Jangwon Seo, Se Hun Kim, Soo Young Park

Advanced Functional Materials· Volume 18· Issue 5
Publisher page

Abstract

Abstract Aiming for highly efficient blue electroluminescence, we have designed and synthesized a novel class of tetraphenylimidazole‐ based excited‐state intramolecular proton‐transfer (ESIPT) molecules with covalently linked charge‐transporting functional groups (carbazole‐ and oxadiazole‐functionalized hydroxyl‐substituted tetraphenylimidazole (HPI), i.e., HPI‐Cbz and HPI‐Oxd, respectively). High Tg (ca. 130 °C) amorphous films of HPI‐Cbz and HPI‐Oxd showed intense and ideal blue‐light emission (λmax = 462 and 468 nm, ΦPL = 0.44 and 0.38) with a large Stokes shift of over 160 nm and a narrow full width at half‐maximum of less than 65 nm. Organic light‐emitting devices using HPI‐Cbz and HPI‐Oxd as the emitting layer generated an efficient blue electroluminescence (EL) emission peaking at around 460 nm with excellent CIE coordinates of (x, y) = (0.15, 0.11). A maximum external quantum efficiency of 2.94%, and a maximum brightness of 1 229 cd m−2 at 100 mA cm−2, as well as a low turn‐on voltage of 4.8 V were achieved in this work.
Source: crossref · Quality: baseline

Research context

OpenAlex topics: Organic Light-Emitting Diodes Research · Organic Electronics and Photovoltaics · Conducting polymers and applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (79)

Show source-provided references
1. 10.1063/1.9879910.1063/1.98799 ↗
2. 10.1039/a908713c10.1039/a908713c ↗
3. 10.1039/a908130e10.1039/a908130e ↗
4. 10.1021/cm052188x10.1021/cm052188x ↗
5. Forrest S. R. · Laser Focus World · 1995 · 31 · 99
6. 10.1109/16.60545310.1109/16.605453 ↗
7. 10.1063/1.10317710.1063/1.103177 ↗
8. 10.1063/1.11529510.1063/1.115295 ↗
9. 10.1021/ol034268h10.1021/ol034268h ↗
10. 10.1021/cm049679m10.1021/cm049679m ↗
11. 10.1021/ma060154k10.1021/ma060154k ↗
12. 10.1002/adfm.20060054210.1002/adfm.200600542 ↗
13. 10.1021/ma034470010.1021/ma0344700 ↗
14. 10.1063/1.185541510.1063/1.1855415 ↗
15. 10.1063/1.178452110.1063/1.1784521 ↗
16. 10.1021/ja010819s10.1021/ja010819s ↗
17. 10.1002/1521-4095(20020605)14:11<822::AID-ADMA822>3.0.CO;2-S10.1002/1521-4095(20020605)14:11<822::AID-ADMA822>3.0.CO;2-S ↗
18. 10.1002/1521-4095(200111)13:22<1690::AID-ADMA1690>3.0.CO;2-K10.1002/1521-4095(200111)13:22<1690::AID-ADMA1690>3.0.CO;2-K ↗
19. 10.1063/1.214172010.1063/1.2141720 ↗
20. 10.1002/adma.20030561910.1002/adma.200305619 ↗
21. 10.1063/1.219342910.1063/1.2193429 ↗
22. 10.1002/adfm.20050078510.1002/adfm.200500785 ↗
23. 10.1002/adfm.20060010410.1002/adfm.200600104 ↗
24. 10.1021/ja037150510.1021/ja0371505 ↗
25. 10.1021/ja992414210.1021/ja9924142 ↗
26. 10.1021/cm950344210.1021/cm9503442 ↗
27. 10.1021/ja010120m10.1021/ja010120m ↗
28. 10.1002/adfm.20060018710.1002/adfm.200600187 ↗
29. 10.1021/ja004113u10.1021/ja004113u ↗
30. 10.1038/1639310.1038/16393 ↗
31. 10.1002/(SICI)1521-3773(19980302)37:4<402::AID-ANIE402>3.0.CO;2-910.1002/(SICI)1521-3773(19980302)37:4<402::AID-ANIE402>3.0.CO;2-9 ↗
32. 10.1016/S0038-1098(98)00215-410.1016/S0038-1098(98)00215-4 ↗
33. 10.1021/ja044455q10.1021/ja044455q ↗
34. 10.1021/ja044624710.1021/ja0446247 ↗
35. 10.1021/nl050995p10.1021/nl050995p ↗
36. 10.1002/adma.20050018510.1002/adma.200500185 ↗
37. 10.1021/cm049473l10.1021/cm049473l ↗
38. 10.1021/ma048118d10.1021/ma048118d ↗
39. 10.1002/1521-4095(200011)12:22<1655::AID-ADMA1655>3.0.CO;2-210.1002/1521-4095(200011)12:22<1655::AID-ADMA1655>3.0.CO;2-2 ↗
40. Weller A. · Z. Elektrochem. · 1956 · 60 · 1144
41. Weller A. · Prog. React. Kinet. · 1961 · 1 · 188
42. 10.1016/0009-2614(79)87221-810.1016/0009-2614(79)87221-8 ↗
43. 10.1021/ja983557b10.1021/ja983557b ↗
44. 10.1039/f2986820237910.1039/f29868202379 ↗
45. 10.1021/jp962019n10.1021/jp962019n ↗
46. 10.1021/j150664a03210.1021/j150664a032 ↗
47. 10.1021/ja026896k10.1021/ja026896k ↗
48. 10.1021/jp991375d10.1021/jp991375d ↗
49. 10.1016/S1010-6030(03)00014-510.1016/S1010-6030(03)00014-5 ↗
50. 10.1021/ja047815i10.1021/ja047815i ↗
51. 10.1002/adma.20030505010.1002/adma.200305050 ↗
52. 10.1021/jp021048x10.1021/jp021048x ↗
53. 10.1021/ma020319z10.1021/ma020319z ↗
54. 10.1021/ma011385o10.1021/ma011385o ↗
55. 10.1021/ja050872710.1021/ja0508727 ↗
56. Birks J. B. · 1970
57. 10.1002/1521-4095(200107)13:14<1053::AID-ADMA1053>3.0.CO;2-710.1002/1521-4095(200107)13:14<1053::AID-ADMA1053>3.0.CO;2-7 ↗
58. 10.1002/cber.1877010012210.1002/cber.18770100122 ↗
59. 10.1021/ja961336510.1021/ja9613365 ↗
60. 10.1063/1.149128810.1063/1.1491288 ↗
61. 10.1016/S0379-6779(02)00952-910.1016/S0379-6779(02)00952-9 ↗
62. 10.1016/S0009-2614(02)00546-810.1016/S0009-2614(02)00546-8 ↗
63. Kim S. · Bull. Kor. Chem. Soc. · 2001 · 22 · 1407
64. 10.1002/adma.20040173910.1002/adma.200401739 ↗
65. The fluorescence quantum efficiencies (FPL) of HPI‐Oxd and HPI‐Cbz in CHCl3solutions were measured to be 0.18 and 0.19 respectively.
66. 10.1002/adma.20039004810.1002/adma.200390048 ↗
67. 10.1063/1.35845810.1063/1.358458 ↗
68. 10.1016/0379-6779(94)02295-A10.1016/0379-6779(94)02295-A ↗
69. Additional EL devices with different device structures were designed and fabricated and the electroluminescence spectra from a HPI‐Cbz device without BCP (HBL) and from a HPI‐Oxd device with HBL were measured. The EL devices were fabricated with configurations of ITO/m‐MTDATA (50 nm)/NPD (20 nm)/HPI‐Cbz (30 nm)/Alq3(20 nm)/LiF (1 nm)/Al (100 nm) and ITO/m‐MTDATA (50 nm)/NPD (20 nm)/HPI‐Oxd (30 nm)/BCP (10 nm)/Alq3(20 nm)/LiF (1 nm)/Al (100 nm) respectively. In the HPI‐Cbz device without HBL the excitons were generated not only in the emission layer (EML) but also in the ETL (see Fig. S7). This can probably be attributed to the small energy barrier between HPI‐Cbz and ETL as well as the enhanced hole‐transport ability of HPI‐Cbz. On the other hand the HPI‐Oxd device with HBL showed no significant difference in electroluminescence spectra but the efficiency was slightly decreased which means that the HPI‐Oxd layer had a similar role as that of the HBL.
70. 10.1063/1.36609710.1063/1.366097 ↗
71. 10.1063/1.36639610.1063/1.366396 ↗
72. 10.1021/ma050009r10.1021/ma050009r ↗
73. 10.1002/adma.1995007022210.1002/adma.19950070222 ↗
74. 10.1021/ja961336510.1021/ja9613365 ↗
75. 10.1016/S0030-4018(98)00128-X10.1016/S0030-4018(98)00128-X ↗
76. 10.1016/1010-6030(95)04252-010.1016/1010-6030(95)04252-0 ↗
77. 10.1021/jp047990l10.1021/jp047990l ↗
78. Berlman I. B. · 1971
79. 10.1002/adma.1997009030810.1002/adma.19970090308 ↗