Phenylcarbazole-based compound and organic electroluminescent device employing the same
View Patent ↗A phenylcarbazole-based compound is represented by Formula 1, and has superior electric properties and charge transport abilities, and thus is useful as a hole injection material, a hole transport material, and/or an emitting material which is suitable for fluorescent and phosphorescent devices of all colors, including red, green, blue, and white colors. The phenylcarbazole-based compound is synthesized by reacting carbazole with diamine. The organic electroluminescent device manufactured using the phenylcarbazole-based compound has high efficiency, low voltage, high luminance, and a long lifespan.
1. A compound represented by one of formulae (5), (7) and (27):
2. A method of preparing a compound represented by Formula (1), comprising:
reacting carbazole (B′ and B″) with a diamine compound (C′):
where X is a biphenyl group;
each of R 1 , R 2 , R 3 , R 1 ′, R 2 ′ and R 3 ′ is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C6-C30 aryloxy group, a substituted or unsubstituted C2-C30 heterocyclic group, a substituted or unsubstituted C6-C30 condensed polycyclic group, a hydroxy group, a cyano group, and a substituted or unsubstituted amino group, and, alternatively, two or more adjacent groups among R 1 , R 2 , R 3 , R 1 ′, R 2 ′ and R 3 ′ can be connected to each other to form a saturated or unsaturated carbocycle;
each Ar is independently a substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C2-C30 heteroaryl group; and
Y is a halogen atom.
3. The method of claim 2 , wherein the reaction is carried out in the presence of Pd 2 (dba) 3 where dba is dibenzylideneacetone, sodium tert-butoxide, and tri(tert-butyl)phosphine at a temperature of 50 to 150° C.
4. An organic electroluminescent display device, comprising:
a first electrode;
a second electrode; and
an organic layer interposed between the first electrode and the second electrode, the organic layer comprising a compound represented by Formulae 5, 7 and 27:
5. The organic electroluminescent device of claim 4 , wherein the organic layer is a hole injection layer or a hole transport layer.
6. The organic electroluminescent device of claim 4 , wherein the organic layer is a single layer serving as both a hole injection layer and a hole transport layer.
7. The organic electroluminescent device of claim 4 , wherein the organic layer is an emitting layer.
8. The organic electroluminescent device of claim 7 , wherein the emitting layer is composed of a phosphorescent or fluorescent material.
9. The organic electroluminescent device of claim 7 , wherein the compound is used as a fluorescent or phosphorescent host in the emitting layer.
10. The organic electroluminescent device of claim 4 , wherein the compound is a compound represented by Formula (5):
11. The organic electroluminescent device of claim 4 , wherein the compound is a compound represented by Formula (7):
12. The organic electroluminescent device of claim 4 , wherein the compound is a compound represented by Formula (27):
13. The compound of claim 1 , wherein the compound is represented by formulae (5).
14. The compound of claim 1 , wherein the compound is represented by formulae (7).
15. The compound of claim 1 , wherein the compound is represented by formulae (27).