Blue electroluminescent polymer and organic electroluminescent device using the same
View Patent ↗A blue electroluminescent polymer having a phenoxazine-based unit in a polyarylene backbone and an organic electroluminescent device using the polymer. The organic electroluminescent device has improved luminous efficiency and color purity.
1. A polymer comprised of 1 to 99 mol % of a repeating unit having Formula (1) and 99 to 1 mol % of a repeating unit having Formula (2), the polymer having a degree of polymerization of 5 to 2,000:
—Ar— (1)
wherein Ar is independently selected from the group consisting of a substituted or unsubstituted C6-C30 arylene group and a substituted or unsubstituted C2-C30 heteroarylene group;
L is selected from the group consisting of the following formulas;
wherein each of R 8 and R 9 is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C1-C12 alkoxy group, and a substituted or unsubstituted amino group;
each X is CH 2 —CH 2 ; and
each of R 1 through R 7 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 arylalkyl group, a substituted or unsubstituted C6-C30 aryloxy group, a substituted or unsubstituted C5-C30 heteroaryl group, a substituted or unsubstituted C5-C30 heteroarylalkyl group, a substituted or unsubstituted C5-C30 heteroaryloxy group, a substituted or unsubstituted C5-C20 cycloalkyl group, and a substituted or unsubstituted C5-C30 heterocycloalkyl group.
2. The polymer of claim 1 , wherein the arylene (Ar) unit in the Formula (1) is represented by one selected from the group consisting of Formulae (1i), (1k), (1o) and (1q)
wherein each of R 8 and R 9 is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C1-C12 alkoxy group, and a substituted or unsubstituted amino group.
3. The polymer of claim 1 , wherein the Ar unit in the Formula (1) is represented by Formula (1p):
wherein each of R 8 and R 9 is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C1-C12 alkoxy group, and a substituted or unsubstituted amino group.
4. The polymer of claim 1 , wherein the L unit in the Formula (2) is represented by Formula (1m):
wherein each of R 8 and R 9 is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C1-C12 alkoxy group, and a substituted or unsubstituted amino group.
5. The polymer of claim 1 , having a weight average molecular weight (Mw) of 10,000-2,000,000 and a molecular weight distribution (MWD) of 1.5 to 3.0.
6. The polymer of claim 1 , which is comprised of 80 to 99 mol % of the repeating unit having the Formula (1) and 1 to 20 mol % of the repeating unit having the Formula (2).
7. An organic electroluminescent device comprising an organic layer containing the polymer of claim 1 .
8. The organic electroluminescent device of claim 7 , wherein the organic layer is a light-emitting layer or a hole transport layer.
9. The organic electroluminescent device of claim 7 , wherein the Ar unit in the Formula (1) is represented by Formula (1p) and the L unit in the Formula (2) is represented by Formula (1m):
wherein each of R 8 and R 9 is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C1-C12 alkoxy group, and a substituted or unsubstituted amino group.
10. The organic electroluminescent device of claim 7 , wherein the Ar unit in the Formula 1 has a spirofluorene structure.
11. The organic electroluminescent device of claim 7 , wherein the polymer has a weight average molecular weight (Mw) of 10,000 to 2,000,000 and a molecular weight distribution (MWD) of 1.5 to 3.0.
12. A polymer comprised of 1 to 99 mol % of a repeating unit having Formula (3) and 99 to 1 mol % of a repeating unit having Formula (4):
13. The polymer of claim 12 , having a weight average molecular weight (Mw) of 10,000 to 2,000,000 and a molecular weight distribution of 1.5 to 3.0.
14. A polymer comprised of 1 to 99 mol % of a repeating unit having Formula (1) and 99 to 1 mol % of a repeating unit having Formula (2), the polymer having a degree of polymerization of 5 to 2,000:
—Ar— (1)
wherein L is selected from the group consisting of a substituted or unsubstituted C6-C30 arylene group and a substituted or unsubstituted C2-C30 heteroarylene group;
Ar is selected from the group consisting of the following formulas:
wherein each of R 8 and R 9 is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C12 alkyl group, a substituted or unsubstituted C1-C12 alkoxy group, and a substituted or unsubstituted amino group;
each X is CH 2 —CH 2 ; and
each of R 1 through R 7 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 arylalkyl group, a substituted or unsubstituted C6-C30 aryloxy group, a substituted or unsubstituted C5-C30 heteroaryl group, a substituted or unsubstituted C5-C30 heteroarylalkyl group, a substituted or unsubstituted C5-C30 heteroaryloxy group, a substituted or unsubstituted C5-C20 cycloalkyl group, and a substituted or unsubstituted C5-C30 heterocycloalkyl group.