Organic light emitting diode

1. An organic light emitting device comprising:

a first electrode;

a second electrode provided opposite to the first electrode; and

at least one organic material layer provided between the first electrode and the second electrode,

wherein the at least one organic material layer includes a light emitting layer,

wherein the at least one organic material layer includes a coating composition including a compound represented by the following Chemical Formula 1; and an ionic compound including an anion group represented by the following Chemical Formula 11, or a cured material thereof:

in Chemical Formula 1,

Ar1 and Ar2 are the same as or different from each other, and each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group;

R1 to R4 are the same as or different from each other, and each independently hydrogen; deuterium; a halogen group; a nitrile group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group;

r1 to r3 are the same as or different from each other, and each independently from 1 to 3;

r4 is from 1 to 4;

when r1 to r4 are each 2 or greater, the two or more R1 to R4 are each the same as or different from each other;

X1 to X3 are the same as or different from each other, and each independently selected from among the following structural formulae,

each

means a linking site;

L4 is a substituted or unsubstituted alkylene group;

L5 is a direct bond; or a substituted or unsubstituted arylene group;

R5 is hydrogen, or a substituted or unsubstituted alkyl group;

a1 and a2 are the same as or different from each other, and each independently 0 or 1;

when a2 is 0, L2 is a substituted or unsubstituted aryl group;

when a2 is 1, L2 is a direct bond; or a substituted or unsubstituted arylene group;

L1 is a direct bond; or a substituted or unsubstituted arylene group;

m is 1 or 2, and when m is 2, L1s are the same as or different from each other;

L3 is a direct bond; or a substituted or unsubstituted alkylene group; and

0≤a1+a2≤2,

in Chemical Formula 11,

at least one of R101 to R120 is F; a cyano group; or a substituted or unsubstituted fluoroalkyl group;

at least one of the remaining R101 to R120 is a curing group; and

the remaining R101 to R120 if present are the same as or different from each other, and each independently hydrogen; deuterium; a nitro group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, and

wherein the cured material of the coating composition is in a cured state by heat treating or light treating the coating composition.

2. The organic light emitting device of claim 1 , wherein Chemical Formula 1 is represented by the following Chemical Formula 2:

in Chemical Formula 2,

L1 to L3, Ar1, Ar2, R1 to R4, r1 to r4, X1 to X3, m, a1 and a2 have the same definitions as in Chemical Formula 1.

3. The organic light emitting device of claim 1 , wherein L1 is a substituted or unsubstituted phenylene group.

4. The organic light emitting device of claim 1 , wherein Ar1 and Ar2 are the same as or different from each other, and each independently a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group.

5. The organic light emitting device of claim 1 , wherein the compound represented by Chemical Formula 1 is any one selected from among the following compounds:

6. The organic light emitting device of claim 1 , wherein at least one of R103, R108, R113 and R118 is a curing group.

7. The organic light emitting device of claim 1 , wherein the curing group is any one selected from among the following structures:

in the structures,

L11 is a direct bond; —O—; —S—; a substituted or unsubstituted alkylene group; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group;

k is 1 or 2;

when k is 2, L11s is are the same as or different from each other;

R131 is a substituted or unsubstituted alkyl group; and

each

means a linking site.

8. The organic light emitting device of claim 1 , wherein the anion group represented by Chemical Formula 11 is any one selected from among the following structures:

9. The organic light emitting device of claim 1 , wherein the ionic compound includes a cation group selected from among the following structural formulae:

in the structural formulae,

X 4 to X 79 are the same as or different from each other, and each independently hydrogen; a cyano group; a nitro group; a halogen group; —COOR 200 ; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted fluoroalkyl group; or a substituted or unsubstituted aryl group, or the curing group;

R 200 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group;

p is an integer of 0 to 10;

a is 1 or 2, b is 0 or 1, and a+b=2; and

X80 to X82 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or groups adjacent to each other bond to each other to form a ring.

10. The organic light emitting device of claim 1 , wherein the at least one organic material layer including a cured material of the coating composition is a hole transfer layer, a hole injection layer, or a layer carrying out hole transfer and hole injection at the same time.

11. The organic light emitting device of claim 1 , wherein the at least one organic material layer including the coating composition or a cured material thereof is a light emitting layer.

12. The organic light emitting device of claim 1 , wherein Ar1 and Ar2 are the same as or different from each other, and each independently a phenyl group unsubstituted or substituted with deuterium, a halogen group, an alkyl group or a fluoroalkyl group, or a biphenyl group unsubstituted or substituted with deuterium, a halogen group, an alkyl group or a fluoroalkyl group.

13. The organic light emitting device of claim 1 , wherein R1 to R4 are hydrogen; or a phenyl group unsubstituted or substituted with deuterium or a halogen group.

14. The organic light emitting device of claim 1 , wherein X3 is

15. The organic light emitting device of claim 1 , wherein X1 and X2 are the same as or different from each other, and each independently

16. The organic light emitting device of claim 1 , wherein L1 is a direct bond; a phenylene group unsubstituted or substituted with an alkyl group; a naphthylene group unsubstituted or substituted with an alkyl group; a divalent fluorene group unsubstituted or substituted with an alkyl group.

17. The organic light emitting device of claim 1 , wherein L3 is a direct bond; or a linear or branched alkylene group having 1 to 10 carbon atoms.

18. The organic light emitting device of claim 1 , wherein at least one of R103, R108, R113 and R118 of Chemical Formula 11 is a vinyl group, and the rest are F.

19. The organic light emitting device of claim 1 , wherein the ionic compound includes a cation group represented by the following Chemical Formula 12:

in Chemical Formula 12,

R121 to R130 are the same as or different from each other, and each independently hydrogen; deuterium; a nitro group; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or a curing group.