Indolo[3,2-b]carbazole-based functional derivatives as materials for light emitting diodes

Lengvinaite, S.; Gražulevičius, Juozas V.; Grigalevičius, Saulius; Gu, Rong; Dehaen, Wim; Jankauskas, Vygintas; Zhang, B.; Xie, Zhiyuan

doi:10.1016/j.dyepig.2009.10.022

Cited by 68 publications

(30 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The OLED devices with TAZ-CBZ and TAZ-IaCBZ show the maximum current efficiencies of 60.6 and 49.5 cd A À1 , respectively, and the current efficiencies of 47.7 and 28.6 cd A À1 , respectively, at the target luminescence of 6000 cd m À2 . These findings explain the efficiency of IaCBZ and IbCB units in host materials [17,18] and in light-emitting materials. The larger roll-off for the device with TAZ-IaCBZ implies that its emission layer has a lower charge balance.…”

Section: Enhancing the Kinetic Stability And Lifetime Of Organic Lighmentioning

confidence: 69%

See 1 more Smart Citation

Enhancing the Kinetic Stability and Lifetime of Organic Light‐Emitting Diodes based on Bipolar Hosts by using Spiroconjugation

et al. 2018

View full text Add to dashboard Cite

We examined how to enhance the lifetime of organic light-emitting diodes (OLEDs) based on bipolar host molecules ET-HT, where ET and HT refer to electron- and hole-transporting units, respectively, by analyzing their thermodynamic and kinetic stabilities. Our DFT calculations reveal that the thermodynamic stability of ET-HT is determined by that of its anion, which is difficult to improve by chemical modifications of ET and HT. The kinetic stability of ET-HT can be enhanced by the spiroconjugation between ET and HT, which occurs when their π-frameworks are extended and have an orthogonal arrangement. Green OLED devices were fabricated by using ET-HTs with and without spiroconjugation, to find that the device with spiroconjugation has a lifetime that is approximately 6 times longer than the one without spiroconjugation.

show abstract

Section: Enhancing the Kinetic Stability And Lifetime Of Organic Lighmentioning

confidence: 69%

“…(In Figure 2b, IaCBZ refers to indolo[3, 2,a]carbazole, [16] and IbCBZ to indolo [3, 2,b]carbazole. [17,18] )…”

Section: Enhancing the Kinetic Stability And Lifetime Of Organic Lighmentioning

confidence: 99%

Enhancing the Kinetic Stability and Lifetime of Organic Light‐Emitting Diodes based on Bipolar Hosts by using Spiroconjugation

et al. 2018

View full text Add to dashboard Cite

show abstract

“…Notably, 2,8-diamino-substituted ICZ derivatives have previously been prepared by using the Buchwald–Hartwig amination of the corresponding 2,8-dibromo-ICZs [8]. In this study, we have realized a convenient synthesis of amino-containing ICZ derivatives, starting from 2,8-dinitro-ICZs 2 and 2-nitro-ICZ compounds 3 (Scheme 3).…”

Section: Resultsmentioning

confidence: 99%

Nitration of 5,11-dihydroindolo[3,2-b]carbazoles and synthetic applications of their nitro-substituted derivatives

Иргашев¹,

Kazin²,

Rusinov³

et al. 2017

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

A new general approach to double nitration of 6,12-di(hetero)aryl-substituted and 6,12-unsubstituted 5,11-dialkyl-5,11-dihydroindolo[3,2-b]carbazoles by acetyl nitrate has been developed to obtain their 2,8-dinitro and 6,12-dinitro derivatives, respectively. A formation of mono-nitro derivatives (at C-2 or C-6) from the same indolo[3,2-b]carbazoles has also been observed in several cases. Reduction of 2-nitro and 2,8-dinitro derivatives with zinc powder and hydrochloric acid has afforded 2-amino- and 2,8-diamino-substituted indolo[3,2-b]carbazoles, while reduction of 6,12-dinitro derivatives under similar reaction conditions has been accompanied by denitrohydrogenation of the latter compounds into 6,12-unsubstituted indolo[3,2-b]carbazoles. Formylation of 6,12-dinitro derivatives has proved to occur only at C-2, while bromination of these compounds has taken place at both C-2 and C-8 of indolo[3,2-b]carbazole scaffold. Moreover, 6,12-dinitro-substituted indolo[3,2-b]carbazoles have been modified by the reactions with S- and N-nucleophiles. Notably, the treatment of 6,12-dinitro compounds with potassium thiolates has resulted in the displacement of both nitro groups, unlike potassium salts of indole or carbazole, which have caused substitution of only one nitro group.

show abstract

“…We have synthesized series of hole-transporting carbazole and indolo [3,2-b]carbazole derivatives [9,10]. We have observed that phenyl substituted indolo [3,2-b]carbazole-based derivatives demonstrate better charge transporting properties than the derivatives containing unsubstituted indolo [3,2-b]carbazole fragments [11].…”

Section: Introductionmentioning

confidence: 97%

Functional derivatives of (bi)phenyl-substituted carbazoles as building blocks for electro-active polymers

Lengvinaite

Gražulevičius

Grigalevičius

et al. 2010

Reactive and Functional Polymers

Self Cite

View full text Add to dashboard Cite

Indolo[3,2-b]carbazole-based functional derivatives as materials for light emitting diodes

Cited by 68 publications

References 19 publications

Enhancing the Kinetic Stability and Lifetime of Organic Light‐Emitting Diodes based on Bipolar Hosts by using Spiroconjugation

Enhancing the Kinetic Stability and Lifetime of Organic Light‐Emitting Diodes based on Bipolar Hosts by using Spiroconjugation

Nitration of 5,11-dihydroindolo[3,2-b]carbazoles and synthetic applications of their nitro-substituted derivatives

Functional derivatives of (bi)phenyl-substituted carbazoles as building blocks for electro-active polymers

Contact Info

Product

Resources

About