Organic electroluminescent compounds, layers and organic electroluminescent device using the same

1. A light emitting layer, comprising:

an organic electroluminescent compound as a host material in the layer; and

an iridium complex dopant,

wherein the organic electroluminescent compound is represented by the following Formula 1; and the iridium complex dopant is represented by the following Formula 2:

wherein:

L 1 represents a single bond;

X 1 represents N;

Y represents —NR 13 —;

Ar 1 represents a single bond, a substituted or unsubstituted 5- to 30-membered heteroarylene group, a substituted or unsubstituted (C6-C30)arylene group;

Ar 2 represents hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted 5- to 30-membered heteroaryl group;

R 1 to R 5 each independently represent hydrogen, deuterium, a halogen, as substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group, a substituted or unsubstituted (C3-C30)cycloalkyl group, a substituted or unsubstituted 5- to 7-membered heterocycloalkyl group, a substituted or unsubstituted (C6-C30)aryl(C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group fused with at least one (C3-C30)cycloalkyl group, a 5- or 7-membered heterocycloalkyl group fused with at least one substituted or unsubstituted (C6-C30)aromatic ring, (C3-C30)cycloalkyl group fused with at least one substituted or unsubstituted (C6-C30)aromatic ring, —NR 14 R 15 , —SiR 16 R 17 R 18 , —SR 19 , —OR 20 , a substituted or unsubstituted (C2-C30)alkenyl group, a substituted or unsubstituted (C2-C30)alkynyl group, a cyano group, a nitro group, or a hydroxyl group; or are linked to an adjacent substituent via a substituted or unsubstituted (C3-C30)alkylene group or a substituted or unsubstituted (C3-C30)alkenylene group to form a mono- or polycyclic alicyclic ring or a mono- or polycyclic aromatic ring whose carbon atom(s) may be substituted by at least one hetero atom selected from nitrogen, oxygen and sulfur;

R 13 to R 20 have the same meaning as one of R 1 to R 5 ,

a, b and e each independently represent an integer of 1 to 4; where a, b or e is an integer of 2 or more, each of R 1 , each of R 2 or each of R 5 is the same or different;

c and d each independently represent an integer of 1 to 3; where c or d is an integer of 2 or more, each of R 3 or each of R 4 is the same or different; and

the heterocycloalkyl group and the heteroaryl(ene) group contain at least one hetero atom selected from B, N, O, S, P(═O), Si and P, and

M 1 L 101 L 102 L 103   [Formula 2]

wherein

M 1 is Ir;

L 101 and L 102 are the same and represent

 and

L 103 represents

wherein R 201 to R 203 each independently represent hydrogen, deuterium, or a (C1-C30)alkyl group;

R 206 to R 208 , R 210 , and R 212 to R 215 each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl group, or a substituted or unsubstituted (C6-C30)aryl group; and

R 209 and R 211 each independently represent a substituted or unsubstituted (C1-C30)alkyl group.

2. The light emitting layer of claim 1 , wherein R 209 and R 211 each independently represent unsubstituted (C1-C10)alkyl group, and wherein R 207 , R 208 , R 210 , R 214 and R 215 each independently represent hydrogen or deuterium.

3. The light emitting layer of claim 1 , wherein the iridium complex dopant is selected from:

4. The light emitting layer of claim 1 , wherein the iridium complex dopant is:

5. The light emitting layer of claim 1 , wherein R 13 is a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted 5- to 30-membered heteroaryl group, a substituted or unsubstituted (C6-C30)aryl group fused with at least one (C3-C30)cycloalkyl group, a 5- or 7-membered heterocycloalkyl group fused with at least one substituted or unsubstituted (C6-C30)aromatic ring, or a (C3-C30)cycloalkyl group fused with at least one substituted or unsubstituted (C6-C30)aromatic ring.

6. The light emitting layer of claim 2 , wherein R 13 is a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted 5- to 30-membered heteroaryl group.

7. The light emitting layer of claim 2 , wherein R 13 is substituted or unsubstituted (C6-C30)aryl group.

8. The light emitting layer of claim 1 , wherein the organic electroluminescent compound as a host material is selected from the following compounds C-1, C-5, C-9, or C-77:

9. The light emitting layer of claim 3 , wherein the organic electroluminescent compound as a host material is selected from the following compounds C-1, C-5, C-9, or C-77:

10. The light emitting layer of claim 1 , wherein the organic electroluminescent compound as a host material is selected from the following compounds C-135, C-136 or C-137:

11. The light emitting layer of claim 4 , wherein the organic electroluminescent compound as a host material is selected from the following compounds C-135, C-136 of C-137:

12. The light emitting layer of claim 3 , wherein one of (a) R 1 to R 5 each independently represent hydrogen or a substituted or unsubstituted (C6-C30)aryl group; (b) R 3 represents a substituted or unsubstituted (C6-C30)aryl group; or (c) R 4 represents a substituted or unsubstituted (C6-C30)aryl group.

13. The light emitting layer of claim 4 , wherein one of (a) R 1 to R 5 each independently represent hydrogen or a substituted or unsubstituted (C6-C30)aryl group; (b) R 3 represents a substituted or unsubstituted (C6-C30)aryl group; or (c) R 4 represents a substituted or unsubstituted (C6-C30)aryl group.

14. The light emitting layer of claim 3 , wherein a ratio of an amount by weight of the host material to the iridium complex ranges from about 100:1 to about 10:1.

15. The light emitting layer of claim 14 , wherein the layer luminesces red upon application of a driving voltage, and wherein the light emitting layer exhibits a peak intensity at a wavelength within a range of about 600 nm to about 700 nm and the host exhibits a glass transition temperature (T g ) of at least about 80° C.

16. The light emitting layer of claim 4 , wherein a ratio of an amount by weight of the host material to the iridium complex ranges from about 100:1 to about 10:1.

17. The light emitting layer of claim 16 , wherein the layer luminesces red upon application of a driving voltage, and wherein the light emitting layer exhibits a peak intensity at a wavelength within a range of about 600 nm to about 700 nm and the host exhibits a glass transition temperature (T g ) of at least about 80° C.

18. An organic electroluminescent device comprising an anode, a cathode, and the light emitting layer according to claim 3 disposed between the anode and the cathode.

19. An organic electroluminescent device comprising an anode, a cathode, and the light emitting layer according to claim 4 disposed between the anode and the cathode.

20. An organic electroluminescent device comprising an anode, a cathode, and the light emitting layer according to claim 9 disposed between the anode and the cathode.