Rational design of host materials for phosphorescent organic light-emitting diodes by modifying the 1-position of carbazole

Kim, Sung Moo; Byeon, Sung Yong; Hwang, Seok‐Ho; Lee, Jun Yeob

doi:10.1039/c5cc02188j

Cited by 35 publications

(13 citation statements)

References 22 publications

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“…The combination of diphenyltriazine and 1‐position‐modified carbazole was used to develop four diphenyltriazine derivatives for green PHOLEDs . The four host materials were 9‐(4,6‐diphenyl‐1,3,5‐triazin‐2‐yl)‐9′‐phenyl‐9 H ,9′ H ‐1,10‐bicarbazole (1‐PCz‐1‐TCz), 9‐(4,6‐diphenyl‐1,3,5‐triazin‐2‐yl)‐9′‐phenyl‐9 H ,9′ H ‐1,2′‐bicarbazole (2‐PCz‐1‐TCz), 9‐(4,6‐diphenyl‐1,3,5‐triazin‐2‐yl)‐9′‐phenyl‐9 H ,9′ H ‐1,3′‐bicarbazole (3‐PCz‐1‐TCz), and 9‐(4,6‐diphenyl‐1,3,5‐triazin‐2‐yl)‐9′‐phenyl‐9 H ,9′ H ‐1,4′‐bicarbazole (4‐PCz‐1‐TCz), which showed bipolar charge‐transport character.…”

Section: Bipolar Host Materials For Oledsmentioning

confidence: 99%

Bipolar Host Materials for Organic Light-Emitting Diodes

Yook

Lee

2015

The Chemical Record

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It is important to balance holes and electrons in the emitting layer of organic light-emitting diodes to maximize recombination efficiency and the accompanying external quantum efficiency. Therefore, the host materials of the emitting layer should transport both holes and electrons for the charge balance. From this perspective, bipolar hosts have been popular as the host materials of thermally activated delayed fluorescent devices and phosphorescent organic light-emitting diodes. In this review, we have summarized recent developments of bipolar hosts and suggested perspectives of host materials for organic light-emitting diodes.

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Section: Bipolar Host Materials For Oledsmentioning

confidence: 99%

Bipolar Host Materials for Organic Light-Emitting Diodes

Yook

Lee

2015

The Chemical Record

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“…In the FIrpic doped blue PhOLED,t he electron trappingd ominates the device performances, while hole trapping dictates the device characteristics in the Ir(ppy) 3 doped green PhOLEDs. [20] The different Jv alues of Chem. Asian J.…”

Section: Electroluminescence Propertiesmentioning

confidence: 99%

Decoration of Dibenzofuran Using Cyanocarbazole via 6‐Position as a Molecular Design Approach for High‐Triplet‐Energy Bipolar Host Materials

Konidena

Lee

2018

Chemistry An Asian Journal

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In this study, two new dibenzofuran derivatives featuring one or two cyanocarbazole units, 6‐(dibenzo[b,d]furan‐4‐yl)‐9‐phenyl‐9H‐carbazole‐3‐carbonitrile (mBFCzCN) and 6,6′‐(dibenzo[b,d]furan‐4,6‐diyl)bis(9‐phenyl‐9H‐carbazole‐3‐carbonitrile) (dBFCzCN), were developed as host materials for phosphorescent organic light emitting diodes (PhOLEDs). A new molecular design connecting the cyanocarbazole to the dibenzofuran using the cyanocarbazole 6‐position instead of its 9‐position was created, and the effects of number of cyanocarbazole units in the dibenzofuran building block on the photophysical and electroluminescence properties were investigated in detail. The mBFCzCN compound revealed high triplet energy (2.78 eV) than that of dBFCzCN (2.68 eV) and good bipolar charge transporting properties. The potential of these materials as hosts for blue and green PhOLEDs was investigated using bis(4,6‐(difluorophenyl)pyridinato‐N,C2′)picolinate iridium(III) (FIrpic) and tris(2‐phenylpyridinato)iridium(III) (Ir(ppy)3) dopants, respectively. The results indicated that the mBFCzCN with one cyanocarbazole unit showed better device performance than the dBFCzCN with two cyanocarbazole units in the blue and green devices. High external quantum efficiencies of 19.0 and 21.2 % were demonstrated in the blue and green PhOLEDs with the mBFCzCN host due to its high triplet energy and good bipolar charge transporting characteristics.

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“…Halogen (−Br, −Cl, −F)-substituted 2,2′-diamino-1,1′-biaryls produced the corresponding carbazoles ( 2b – d ). In particular, 1-bromocarbazole 2b is a good precursor for the synthesis of various host materials for phosphorescent organic light-emitting diodes by further functionalization at the 1-position . Substrates with various electron-withdrawing groups (such as −Br, −Cl, −F, −OCF 3 , −COMe, −CO 2 Me, −CN, and −NO 2 ) smoothly underwent cyclization to furnish the desired carbazoles ( 2b – i ).…”

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confidence: 91%

Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate

et al. 2017

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A visible-light-induced synthesis of N-H carbazoles from easily accessible 2,2'-diaminobiaryls in the absence of any external photosensitizer is reported. The process only requires BuONO and natural resources, visible light, and molecular oxygen for the synthesis of N-H carbazoles. Experimental and computational studies support that the in situ formation of a visible-light-absorbing photosensitizing intermediate, benzocinnoline N-imide, is responsible for the activation of triplet molecular oxygen to singlet oxygen that, in turn, promotes the synthesis of carbazole.

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Rational design of host materials for phosphorescent organic light-emitting diodes by modifying the 1-position of carbazole

Cited by 35 publications

References 22 publications

Bipolar Host Materials for Organic Light-Emitting Diodes

Bipolar Host Materials for Organic Light-Emitting Diodes

Decoration of Dibenzofuran Using Cyanocarbazole via 6‐Position as a Molecular Design Approach for High‐Triplet‐Energy Bipolar Host Materials

Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate

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