Novel organic compounds for capping layers and organic light-emitting devices containing the same

Abstract

To provide an organic light-emitting element including a capping layer capable of achieving high efficiency and high color purity by an excellent optical pulse extracting effect.SOLUTION: The organic light-emitting element includes: an organic material layer interposed on the inner side of a first electrode 1000 and a second electrode 2000; and a capping layer 3000 arranged on the outer side. The capping layer satisfies the following conditions (1) to (3), and includes a compound represented by the following chemical formula 1. Condition (1); n(@450nm)≥2.50, Condition (2): k(@450nm)≤0.30, and Condition (3): k(@380nm)≥0.90 (where n indicates a refractive index at each wavelength and k indicates an extinction coefficient at each wavelength.)<Formula 1>.SELECTED DRAWING: Figure 1

Claims

1. First electrode and second electrode, An organic layer interposed inside the first electrode and the second electrode, A capping layer disposed on the outside of at least one of the first or second electrodes, The capping layer is an organic light-emitting element that satisfies the following conditions (1) to (3). Condition (1) n(@450nm)≧2.50 Condition (2) k (@450nm)≦0.30 Condition (3) k (@380nm)≧1.00 (In this case, n represents the refractive index at each wavelength, and k represents the extinction coefficient at each wavelength.)

2. The organic light-emitting element according to claim 1, wherein the capping layer satisfies conditions (1) to (3) and simultaneously contains a compound represented by the following chemical formula 1. <Chemical formula 1> (In the above chemical formula 1, X is O, S, Se, Te, or CRR', R and R' are each independently hydrogen, deuterium, halogen, nitro group, nitrile group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide, substituted or unsubstituted C6-C50 aryl group, or substituted or unsubstituted C2-C50 heteroaryl group, and adjacent R and R' may or may not bond to each other to form a ring. Y １ ~Y ４ These are C and CR, respectively, independently. １ or N, R １ Each of these is independently hydrogen, deuterium, halogen, nitro group, nitrile group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, or substituted or unsubstituted C6-C50 aryl group, and adjacent R １ They may or may not combine to form a ring. Ar １ and Ar ２ Each of these is independently a substituted or unsubstituted C6-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group. R ２ Each of these is independently hydrogen, deuterium, halogen, nitro group, nitrile group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, substituted or unsubstituted C6-C50 aryl group, or substituted or unsubstituted C2-C50 heteroaryl group. L, L １ and L ２ each independently is a direct bond, a substituted or unsubstituted C6-C50 arylene group, or a substituted or unsubstituted C2-C50 heteroarylene group, p is an integer between 0 and 2.

3. The organic light-emitting element according to claim 2, wherein the aforementioned chemical formula 1 includes a compound represented by the following chemical formula 2. <Chemical formula 2> (In the above chemical formula 2, X, Y １ ~Y ４ Ar １ Ar ２ , R ２ , L １ , L ２ and p are the same as defined in the above chemical formula 1, R ３ R in the above chemical formula 1 is ２ This is the same as the definition (however, R ３ The number of carbon atoms satisfies the range of carbon atoms defined by L. q is an integer between 0 and 4. m is an integer between 1 and 5.

4. The organic light-emitting element according to claim 2, wherein the aforementioned chemical formula 1 includes a compound represented by the following chemical formula 3. <Chemical formula 3> (In the above chemical formula 3, X, Y １ ~Y ４ Ar １ Ar ２ , R ２ L, L １ and L ２ This is the same as the definition in chemical formula 1 above, p is either 0 or 1.

5. The organic light-emitting element according to claim 2, wherein the aforementioned chemical formula 1 includes a compound represented by the following chemical formula 4. <Chemical formula 4> (In the above chemical formula 4, X, Y １ ~Y ４ Ar １ Ar ２ , R ２ , L １ , L ２ and p are the same as defined in the above chemical formula 1, R ３ R in the above chemical formula 1 is ２ This is the same as the definition (however, R ３ The number of carbon atoms satisfies the range of carbon atoms defined by L. q is an integer between 0 and 4. m is an integer between 1 and 5.

6. The organic light-emitting element according to claim 2, wherein the aforementioned chemical formula 1 includes a compound represented by the following chemical formula 5. <Chemical formula 5> (In the above chemical formula 5, X, Ar １ Ar ２ , R ２ , L １ and L ２ This is the same as the definition in chemical formula 1 above, R ３ Each of these is independently R in the chemical formula 1. ２ This is the same as the definition (however, R ３ The number of carbon atoms satisfies the range of carbon atoms defined by L. R ４ Each of these is independently R in the chemical formula 1. １ This is the same as the definition, p is either 0 or 1, q is an integer between 0 and 4. m is an integer between 1 and 5. n is an integer between 0 and 4.

7. The organic light-emitting element according to claim 2, wherein the aforementioned chemical formula 1 includes a compound represented by the following chemical formula 6. <Chemical formula 6> (In the above chemical formula 6, X, Y １ ~Y ４ Ar １ , R ２ L, L １ and p are the same as defined in the above chemical formula 1, L ３ L, L in the above chemical formula 1 １ and L ２ This is the same as the definition, X ２ This is the same as the definition of X in the above chemical formula 1, Y ５ ~Y ８ Each of these independently represents Y in the aforementioned chemical formula 1. １ ~Y ４ This is the same as the definition (however, Y ５ ~Y ８ The number of carbon atoms is Ar ２ It satisfies the range of carbon numbers defined by [the relevant definition].

8. The organic light-emitting element according to claim 2, wherein the aforementioned chemical formula 1 includes a compound represented by the following chemical formula 7. <Chemical formula 7> (In the above chemical formula 7, X, Y １ ~Y ４ , R ２ L and p are each independently the same as defined in the above chemical formula 1, L ３ and L ４ Each of these is independently L in the aforementioned chemical formula 1. １ and L ２ This is the same as the definition, X ２ and X ３ Each of these is independently the same as the definition of X in the aforementioned chemical formula 1, Y ５ ~Y １２ Each of these independently represents Y in the aforementioned chemical formula 1. １ ~Y ４ This is the same as the definition (however, Y ５ ~Y １２ The number of carbon atoms is Ar １ or Ar ２ (Satisfies the range of carbon numbers defined by [the relevant standard]).

9. The aforementioned X and X ２ The organic light-emitting element according to claim 7 or 8, wherein the elements are different from each other.

10. The aforementioned R １ and R ２ The organic light-emitting element according to claim 2, wherein each is independently selected from hydrogen, deuterium, a methyl group, a methoxy group, a phenyl group, or a combination thereof.

11. The aforementioned R １ and R ２ The organic light-emitting element according to claim 10, wherein each is independently selected from hydrogen, a phenyl group, a biphenyl group, or a combination thereof.

12. Said L, L １ and L ２ The organic light-emitting element according to claim 2, wherein neither is a direct bond.

13. The organic light-emitting element according to claim 3, wherein m is 1 to 3.

14. The aforementioned Ar 1 and Ar ２ The organic light-emitting element according to claim 2, wherein each is independently selected from a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a phenantrenyl group, a triphenylenyl group, a benzofuran group, a benzothiophene group, or a combination thereof.

15. The organic light-emitting element according to claim 2, wherein the chemical formula 1 comprises any one of the following compounds.

16. A first electrode and a second electrode, An organic layer interposed inside the first electrode and the second electrode, A capping layer disposed on the outside of at least one of the first or second electrodes, The capping layer satisfies the following conditions (1) to (3) and contains a compound represented by the following chemical formula 6 or chemical formula 7, wherein the light-emitting element is an organic light-emitting element. Condition (1) n(@450nm)≧2.50 Condition (2) k (@450nm)≦0.30 Condition (3) k (@380nm)≧0.90 (In this case, n represents the refractive index at each wavelength, and k represents the extinction coefficient at each wavelength.) <Chemical formula 6> <Chemical formula 7> (In chemical formulas 6 and 7 above, X, X2, and X3 are each independently O, S, Se, Te, or CRR, where X and X2 are distinct from each other. R and R' are each independently hydrogen, deuterium, halogen, nitro group, nitrile group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide, substituted or unsubstituted C6-C50 aryl group, or substituted or unsubstituted C2-C50 heteroaryl group, and adjacent R and R' may or may not bond to each other to form a ring. Ar1 is a substituted or unsubstituted C6-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group. Y1 to Y12 are each independently C, CR1, or N (wherein the number of carbon atoms in Y5 to Y12 satisfies the range of carbon atoms defined by Ar1). Each R1 is independently hydrogen, deuterium, halogen, nitro group, nitrile group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, or substituted or unsubstituted C6-C50 aryl group, and adjacent R1s may or may not bond to each other to form a ring. R2 is independently hydrogen, deuterium, halogen, nitro group, nitrile group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, substituted or unsubstituted C6-C50 aryl group, or substituted or unsubstituted C2-C50 heteroaryl group. L is biphenylene, and L1, L3, and L4 are each independently directly bonded, substituted, or unsubstituted C6-C50 arylene groups, or substituted or unsubstituted C2-C50 heteroarylene groups. p is an integer between 0 and 2.

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