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Heterocyclic Compound and Organic Light Emitting Device Using Same
| Content Provider | The Lens |
|---|---|
| Abstract | The present application provides a hetero-cyclic compound capable of significantly enhancing lifespan, efficiency, electrochemical stability and thermal stability of an organic light emitting device, and an organic light emitting device containing the hetero-cyclic compound in an organic compound layer. |
| Related Links | https://www.lens.org/lens/patent/011-218-349-680-792/frontpage |
| Language | English |
| Publisher Date | 2019-10-17 |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Patent |
| Jurisdiction | United States of America |
| Date Applied | 2017-07-06 |
| Applicant | Heesung Mat Ltd |
| Application No. | 201716315485 |
| Claim | A hetero-cyclic compound represented by the following Chemical Formula 1: wherein, in Chemical Formula 1, L1 is a direct bond; a substituted or unsubstituted C 6 to C 60 arylene group; or a C 2 to C 60 heteroarylene group; Z1 is selected from the group consisting of hydrogen; deuterium; a halogen group; —CN; a substituted or unsubstituted C 1 to C 60 alkyl group; a substituted or unsubstituted C 6 to C 60 aryl group; a substituted or unsubstituted C 2 to C 60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a C 1 to C 20 alkyl group, a C 6 to C 60 aryl group or a C 2 to C 60 heteroaryl group; m is an integer of 0 to 4; n is an integer of 1 to 4; R1 to R11 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a halogen group; —CN; a substituted or unsubstituted C 1 to C 60 alkyl group; a substituted or unsubstituted C 2 to C 60 alkenyl group; a substituted or unsubstituted C 2 to Cho alkynyl group; a substituted or unsubstituted C 1 to C 60 alkoxy group; a substituted or unsubstituted C 3 to C 60 cycloalkyl group; a substituted or unsubstituted C 2 to C 60 heterocycloalkyl group; a substituted or unsubstituted C 6 to C 60 aryl group; a substituted or unsubstituted C 2 to C 60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a C 1 to C 20 alkyl group, a C 6 to C 60 aryl group or a C 2 to C 60 heteroaryl group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring; and R, R′ and R″ are the same as or different from each other, and each independently hydrogen; deuterium; —CN; a substituted or unsubstituted C 1 to C 60 alkyl group; a substituted or unsubstituted C 3 to C 60 cycloalkyl group; a substituted or unsubstituted C 6 to C 60 aryl group; or a substituted or unsubstituted C 2 to C 60 heteroaryl group. The hetero-cyclic compound of claim 1 , wherein at least one of R1 to R5 of Chemical Formula 1 is represented by -(L2)p-(Z2)q, L2 has the same definition as L1 of Chemical Formula 1 and Z2 has the same definition as Z1 of Chemical Formula 1, p is an integer of 0 to 4, and q is an integer of 1 to 4. The hetero-cyclic compound of claim 1 , wherein Chemical Formula 1 is represented by the following Chemical Formula 2: wherein, in Chemical Formula 2, at least one of R1 to R5 is represented by -(L2)p-(Z2)q and the rest have the same definitions as in Chemical Formula 1; L2 has the same definition as L1 of Chemical Formula 1 and Z2 has the same definition as Z1 of Chemical Formula 1; p is an integer of 0 to 4; q is an integer of 1 to 4; and R6 to R11 have the same definitions as in Chemical Formula 1. The hetero-cyclic compound of claim 1 , wherein Chemical Formula 1 is represented by the following Chemical Formula 3: wherein, in Chemical Formula 3, at least one of R12 to R16 is represented by -(L3)r-(Z3)s, and the rest are selected from the group consisting of hydrogen; deuterium; a halogen group; —CN; a substituted or unsubstituted C 1 to C 60 alkyl group; a substituted or unsubstituted C 6 to C 60 aryl group; a substituted or unsubstituted C 2 to C 60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a C 1 to C 20 alkyl group, a C 6 to C 60 aryl group or a C 2 to C 60 heteroaryl group; L3 has the same definition as L1 of Chemical Formula 1 and Z3 has the same definition as Z1 of Chemical Formula 1; r is an integer of 0 to 3; s is an integer of 1 to 4; and R6 to R11 have the same definitions as in Chemical Formula 1. The hetero-cyclic compound of claim 1 , wherein R6 to R11 of Chemical Formula 1 are each independently hydrogen or deuterium. The hetero-cyclic compound of claim 1 , wherein Chemical Formula 1 is represented by any one of the following compounds: An organic light emitting device comprising: an anode; a cathode; and one or more organic material layers provided between the anode and the cathode, wherein one or more layers of the organic material layers comprise the hetero-cyclic compound of claim 1 . The organic light emitting device of claim 7 , wherein the organic material layer comprises at least one of a hole blocking layer, an electron injection layer and an electron transfer layer, and at least one of the hole blocking layer, the electron injection layer and the electron transfer layer comprises the hetero-cyclic compound. The organic light emitting device of claim 7 , wherein the organic material layer comprises a light emitting layer, and the light emitting layer comprises the hetero-cyclic compound. The organic light emitting device of claim 7 , wherein the organic material layer comprises one or more of a hole injection layer, a hole transfer layer, and a layer carrying out hole injection and hole transfer at the same time, and one of the above-mentioned layers comprises the hetero-cyclic compound. The organic light emitting device of claim 7 , wherein the organic material layer comprises a charge generation layer, and the charge generation layer comprises the hetero-cyclic compound. The organic light emitting device of claim 7 , comprising: an anode; a first stack provided on the anode and comprising a first light emitting layer; a charge generation layer provided on the first stack; a second stack provided on the charge generation layer and comprising a second light emitting layer; and a cathode provided on the second stack. |
| CPC Classification | HETEROCYCLIC COMPOUNDS MATERIALS FOR MISCELLANEOUS APPLICATIONS; NOT PROVIDED FOR ELSEWHERE ORGANIC ELECTRIC SOLID-STATE DEVICES |
| Extended Family | 111-072-874-656-973 013-879-365-025-684 165-052-797-427-624 076-971-437-336-092 172-882-249-963-975 162-233-069-083-425 145-418-614-519-453 119-939-039-889-183 126-880-827-689-676 003-961-686-639-687 130-828-899-882-199 011-218-349-680-792 054-507-492-194-78X 080-666-941-146-857 |
| Patent ID | 20190319195 |
| Inventor/Author | Lee Gi-back Oh Han-kook Jung Yong-geun Mo Jun-tae Jeong Won-jang Choi Jin-seok Choi Dae-hyuk Lee Joo-dong |
| IPC | H10K99/00 |
| Status | Active |
| Owner | Lt Materials Co. Ltd |
| Simple Family | 111-072-874-656-973 013-879-365-025-684 165-052-797-427-624 076-971-437-336-092 172-882-249-963-975 162-233-069-083-425 145-418-614-519-453 119-939-039-889-183 126-880-827-689-676 003-961-686-639-687 130-828-899-882-199 011-218-349-680-792 054-507-492-194-78X 080-666-941-146-857 |
| CPC (with Group) | C07D401/10 C07D471/04 C09K11/06 C07D401/14 C07D221/10 C07D405/14 C07D409/14 H10K85/654 H10K85/6572 H10K50/19 H10K50/18 C07D221/06 C07D403/10 C09K2211/1029 C09K2211/1011 H10K50/171 H10K50/16 H10K85/615 H10K85/6574 H10K85/6576 |
| Issuing Authority | United States Patent and Trademark Office (USPTO) |
| Kind | Patent Application Publication |