Electron buffering materials, electron transport materials and organic electroluminescent device comprising the same

1. An electron buffering material comprising compound represented by the following formula 1:

wherein,

X 1 represents —N═, —O— or —S—;

Y 1 represents —N═, —NR 8 —, —O— or —S—;

where X 1 is —N═, Y 1 is —NR 8 —, —O— or —S—; where X 1 is —NR 7 —, Y 1 is —N═; the case that both of X 1 and Y 1 are —O— or —S—, and the case that one of X 1 and Y 1 is —O—, and the other is —S— are excluded;

R 1 represents an (C6-C30)aryl, unsubstituted or mono-substituted with a triazine wherein the triazine is substituted with a (C6-30)aryl, a dibenzofurayl, or a dibenzothiophenyl, or a (3 to 30-membered)heteroaryl unsubstituted or substituted with a (C6-C30)aryl;

R 2 represents hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3 to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30) cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino;

R 3 and R 4 , each independently, represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3 to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl (C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6- C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino, or may be linked to an adjacent substituent(s) to form a substituted or unsubstituted (C3-C30), mono- or polycyclic, alicyclic or aromatic ring, whose carbon atom(s) may be replaced with at least one heteroatom selected from nitrogen, oxygen, and sulfur;

R 7 and R 8 , each independently, represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, an unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3 to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl (C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino;

a represents an integer of 1; b and c, each independently, represent an integer of 1 or 2; d represents an integer of 1 to 4; and

the heteroaryl contains at least one heteroatom selected from B, N, O, S, Si and P.

2. The electron buffering material according to claim 1 , wherein formula 1 is represented by the following formulae 2 to 4:

wherein

L 1 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

X 2 to X 4 , each independently, represent —N— or —CR 9 —;

Ar 1 and Ar 2 , each independently, represent a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;

R 9 has the same definition as R 3 and R 4 ;

Z represents a single bond, or a substituted or unsubstituted (C1-C6)alkylene,

W represents —NR 10 —, —O—, —S— or —CR 11 R 12 —,

R 10 represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl,

R 11 and R 12 , each independently, represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl,

R 5 and R 6 are as defined for R 3 and R 4 ,

n represents 0 or 1, e and h, each independently, represent an integer of 1 to 3, f and g, each independently, represent an integer of 1 to 4, and

X1, Y1, R1 to R4, and a to c are as defined in claim 1 .

3. The electron buffering material according to claim 1 , wherein the compound of formula 1 is selected from the group consisting of:

4. An electron transport material comprising a compound represented by the following formula 1:

wherein, X 1 , Y 1 , R 1 to R 4 , and a to d are as defined in claim 1 .

5. The electron transport material according to claim 4 , wherein formula 1 is represented by any of the following formulae 2 to 4:

wherein, X 1 to X 4 , Y 1 , R 1 to R 6 , L 1 , Ar 1 , Ar 2 , Z, a to c, e to g and n are as defined in claim 2 .

6. The electron transport material according to claim 4 , wherein the compound of formula 1 is selected from the group consisting of:

7. An organic electroluminescent device comprising a first electrode, a second electrode facing the first electrode, a light-emitting layer between the first electrode and the second electrode, and an electron transport zone between the light-emitting layer and the second electrode, wherein the electron transport zone comprises the electron transport material according to claim 4 .

8. An organic electroluminescent device comprising a first electrode, a second electrode facing the first electrode, a light-emitting layer between the first electrode and the second electrode, and an electron transport zone and an electron buffering layer between the light-emitting layer and the second electrode, wherein the electron buffering layer comprises the electron buffering material according to claim 1 .

9. The organic electroluminescent device according to claim 8 , wherein the electron transport zone comprises the electron transport material according to claim 4 .

10. The organic electroluminescent device according to claim 7 , wherein the electron transport zone further comprises a reductive dopant.

11. The organic electroluminescent device according to claim 9 , wherein the electron transport zone further comprises a reductive dopant.