Triazine Based Bipolar Host Materials for Blue Phosphorescent OLEDs

Wagner, Daniel; Hoffmann, Sebastian T.; Heinemeyer, U.; Münster, Ingo; Köhler, Anna; Strohriegl, Peter

doi:10.1021/cm4023216

Cited by 91 publications

(53 citation statements)

References 34 publications

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“…The functionalization of triazines is of great importance, since these compounds are often used as building blocks in material chemistry24 and as agrochemicals 25…”

Section: Resultsmentioning

confidence: 99%

Practical Iron‐ and Cobalt‐Catalyzed Cross‐Coupling Reactions between N‐Heterocyclic Halides and Aryl or Heteroaryl Magnesium Reagents

Kuzmina

Steib

Fernández

et al. 2015

Chemistry A European J

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The reaction scope of iron- and cobalt-catalyzed cross-coupling reactions in the presence of isoquinoline (quinoline) in the solvent mixture tBuOMe/THF has been further investigated. Various 2-halogenated pyridine, pyrimidine, and triazine derivatives were arylated under these mild conditions in excellent yields. The presence of isoquinoline allows us to perform Fe-catalyzed cross-coupling reactions between 6-chloroquinoline and aryl magnesium reagents. Furthermore, it was found that the use of 10% N,N-dimethylquinoline-8-amine increases the yields of some Co-catalyzed cross-coupling reactions with chloropyridines bearing electron-withdrawing substituents.

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“…The functionalization of triazines is of great importance, since these compounds are often used as building blocks in material chemistry24 and as agrochemicals 25…”

Section: Resultsmentioning

confidence: 99%

Practical Iron‐ and Cobalt‐Catalyzed Cross‐Coupling Reactions between N‐Heterocyclic Halides and Aryl or Heteroaryl Magnesium Reagents

Kuzmina

Steib

Fernández

et al. 2015

Chemistry A European J

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“…151,[212][213][214][215][216] Modification of the host CBP by replacing one phenyl ring in the biphenyl unit with a pyridine or a pyrimidine ring, CPPY and CPHP (Fig. As discussed in Section 3.7.1.3, nitrogencontaining six-membered heterocyclic groups such as pyridine, pyrimidine and triazine are electron-deficient structures and can be combined with a triphenylamine moiety to synthesize bipolar host materials and show good performance in PHOLEDs.…”

Section: 723mentioning

confidence: 99%

“…With the molecular size enlarged, T g is also raised in the order of CzPPQ (145 1C). [213][214][215]223 However, it seems that the carbazole/ triazine bipolar hosts with direct linkages between the triazine and the nitrogen atom in carbazole cannot bring about high efficiencies to the related blue PHOLEDs, which can be ascribed to the fact that the strong electron-deficient character will significantly decrease the electron density on carbazole to weaken the HI/HT ability, 221 and thereby fail to show bipolar character. Using these quinoline/carbazole hybrids as hosts, the orange-emitting device based on Ir(pq) 3 and the deep-red emitting device based on Ir(piq) 3 were fabricated.…”

Section: 723mentioning

confidence: 99%

Functionalization of phosphorescent emitters and their host materials by main-group elements for phosphorescent organic light-emitting devices

2015

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Phosphorescent organic light-emitting devices (OLEDs) have attracted increased attention from both academic and industrial communities due to their potential practical application in high-resolution full-color displays and energy-saving solid-state lightings. The performance of phosphorescent OLEDs is mainly limited by the phosphorescent transition metal complexes (such as iridium(III), platinum(II), gold(III), ruthenium(II), copper(I) and osmium(II) complexes, etc.) which can play a crucial role in furnishing efficient energy transfer, balanced charge injection/transporting character and high quantum efficiency in the devices. It has been shown that functionalized main-group element (such as boron, silicon, nitrogen, phosphorus, oxygen, sulfur and fluorine, etc.) moieties can be incorporated into phosphorescent emitters and their host materials to tune their triplet energies, frontier molecular orbital energies, charge injection/transporting behavior, photophysical properties and thermal stability and hence bring about highly efficient phosphorescent OLEDs. So, in this review, the recent advances in the phosphorescent emitters and their host materials functionalized with various main-group moieties will be introduced from the point of view of their structure-property relationship. The main emphasis lies on the important role played by the main-group element groups in addressing the key issues of both phosphorescent emitters and their host materials to fulfill high-performance phosphorescent OLEDs.

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“…[ 17 ] Synthesis 3-(Carbazol-9-yl)-3′-(4,4,5,5-tetramethyl-1,3,2dioxaborolan)biphenyl was prepared as reported in the literature.…”

Section: Methodsmentioning

confidence: 99%

Chemical Bond Stabilization and Exciton Management by CN Modified Host Material for Improved Efficiency and Lifetime in Blue Phosphorescent Organic Light‐Emitting Diodes

Choi

Lee

2016

Advanced Optical Materials

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A high triplet energy host material for improved effi ciency and elongated lifetime is developed by modifying carbazole linked terphenyl with a CN substituent. The CN modifi cation strengthens electron injection and transport of the host material, which reduces the driving voltage, improved quantum effi ciency, and power effi ciency of blue phosphorescent organic light-emitting diodes. Furthermore, the CN modifi cation also extends the lifetime of the blue device due to the chemical bond stabilizing effect of the CN moiety in radical, anion, and cation states. Therefore, the molecular design modifying the backbone structure with CN is an effi cient approach for high effi ciency and long lifetime.

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Triazine Based Bipolar Host Materials for Blue Phosphorescent OLEDs

Cited by 91 publications

References 34 publications

Practical Iron‐ and Cobalt‐Catalyzed Cross‐Coupling Reactions between N‐Heterocyclic Halides and Aryl or Heteroaryl Magnesium Reagents

Practical Iron‐ and Cobalt‐Catalyzed Cross‐Coupling Reactions between N‐Heterocyclic Halides and Aryl or Heteroaryl Magnesium Reagents

Functionalization of phosphorescent emitters and their host materials by main-group elements for phosphorescent organic light-emitting devices

Chemical Bond Stabilization and Exciton Management by CN Modified Host Material for Improved Efficiency and Lifetime in Blue Phosphorescent Organic Light‐Emitting Diodes

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