IP Library › Granted Patent US 9,691,990
Granted Patent B2
US 9,691,990 · App. 14/008,340 · Granted Jun 27, 2017

Compound, organic electronic element using same, and electronic device using the latter

Inventors: Soungyun Mun (Yongin-si, KR); Bumsung Lee (Cheonan-si, KR); Jungcheol Park (Seongnam-si, KR); Kiwon Kim (Suwon-si, KR); Yongwook Park (Anyang-si, KR); Jeongkeun Park (Seongnam-si, KR); Heesun Ji (Seongnam-si, KR); Junghwan Park (Seoul, KR)
Assignee: Duk San Neolux Co., Ltd.
H01L51/006C07C211/54C07D209/80C07D209/86C07D307/91C07D333/36C07D333/76C07D409/04C07D409/10C09B57/008H01L51/0068H01L51/0072H01L51/0073H01L51/0074C07C2103/18C07C2103/94Y02E10/549
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Quick Facts
Patent No.
US 9,691,990
App. No.
14/008,340
Granted
Jun 27, 2017
Kind
B2
Abstract

The present invention relates to a compound, which is represented by one chemical formula among the chemical formulas (1) to (3), an organic electronic element comprising the compound, and an electronic device comprising the organic electronic element. The compound is characterized by comprising at least one phenyl group having at least one substitution with deuterium or tritium.

Claims (15)

1. A compound represented by one of Formulas below:

wherein Formulas above,

(1) R 1 ˜R 7 each are independently selected from the group consisting of an hydrogen atom; a C 6 ˜C 60 aryl group substituted or unsubstituted with at least one substituent selected from the group including a halogen group, an amino group, a nitrile group, a nitro group, a C 1 ˜C 20 alkyl group, a C 1 ˜C 20 alkoxy group, a C 1 ˜C 20 alkylamine group, a C 1 ˜C 20 alkylthiophene group, a C 6 ˜C 20 arylthiophene group, a C 2 ˜C 20 alkenyl group, a C 2 ˜C 20 alkynyl group, a C 3 ˜C 20 cycloalkyl group, a C 6 ˜C 60 aryl group, a C 8 ˜C 20 arylalkenyl group, a silane group, a boron group, a germanium group, and a C 2 ˜C 20 heterocyclic group; a substituted or unsubstituted C 3 ˜C 60 heteroaryl group that is substituted or unsubstituted with at least one substituent selected from the group including a halogen group, a C 1 ˜C 20 alkyl group, a C 2 ˜C 20 alkenyl group, a C 1 ˜C 20 alkoxy group, a C 6 ˜C 20 arylamine group, a C 6 ˜C 60 aryl group, a C 7 ˜C 20 arylalkyl group, a C 8 ˜C 20 arylalkenyl group, a C 2 ˜C 20 heterocyclic group, a nitrile group, and an acetylenic group, and comprises at least one of O, N, and S; a C 1 ˜C 30 alkoxy group substituted or unsubstituted with at least one substituent selected from the group including a halogen group, an amino group, a nitrile group, a nitro group, a C 1 ˜C 20 alkyl group, a C 2 ˜C 20 alkenyl group, a C 1 ˜C 20 alkoxy group, a C 3 ˜C 30 cycloalkyl group, a C 2 ˜C 30 heterocycloalkyl group, a C 6 ˜C 60 aryl group, and a C 3 ˜C 60 heteroaryl group; a C 6 ˜C 30 aryloxy group substituted or unsubstituted with at least one substituent selected from the group including a halogen group, an amino group, a nitrile group, a nitro group, a C 1 ˜C 20 alkyl group, a C 2 ˜C 20 alkenyl group, a C 1 ˜C 20 alkoxy group, a C 3 ˜C 30 cycloalkyl group, a C 2 ˜C 30 heterocycloalkyl group, a C 6 ˜C 60 aryl group, and a C 3 ˜C 60 heteroaryl group; a C 6 ˜C 60 arylamine group substituted or unsubstituted with at least one substituent selected from the group including a halogen group, an amino group, a nitrile group, a nitro group, a C 1 ˜C 20 alkyl group, a C 2 ˜C 20 alkenyl group, a C 1 ˜C 20 alkoxy group, a C 3 ˜C 30 cycloalkyl group, a C 2 ˜C 30 heterocycloalkyl group, a C 6 ˜C 60 aryl group, and a C 3 ˜C 60 hetero aryl group; and a C 1 ˜C 50 alkyl group substituted or unsubstituted with at least one substituent selected from the group including a C 1 ˜C 20 alkyl group, a C 2 ˜C 20 alkenyl group, a C 1 ˜C 20 alkoxy group, a C 6 ˜C 20 aryl group, a C 7 ˜C 20 arylalkyl group, a C 8 ˜C 20 arylalkenyl group, a C 2 ˜C 20 heterocyclic group, a nitrile group, and an acetylenic group,

R 1 and R 7 each may be combined with adjacent groups to form a saturated or unsaturated ring,

(2) L is selected from the group consisting of a C 6 ˜C 60 arylene group substituted or unsubstituted with at least one substituent selected from the group including a nitro group, a nitrile group, a halogen group, an alkyl group, an alkoxy group, and an amino group; and a C 3 ˜C 60 hetero arylene group substituted or unsubstituted with at least one substituent selected from the group including a nitro group, a nitrile group, a halogen group, an alkyl group, an alkoxy group, and an amino group,

(3) D represents deuterium or tritium,

(4) X represents CR′R″, NR′, O, or S, wherein R′ and R″ each are independently selected from the group consisting of an hydrogen atom; a C 1 ˜C 50 alkyl group substituted or unsubstituted with at least one substituent selected from the group including a C 1 ˜C 20 alkyl group, a C 2 ˜C 20 alkenyl group, a C 1 ˜C 20 alkoxy group, a C 6 ˜C 20 aryl group, a C 7 ˜C 20 arylalkyl group, a C 8 ˜C 20 arylalkenyl group, a C 2 ˜C 20 heterocyclic group, a nitrile group, and an acetylenic group; a C 6 ˜C 60 aryl group substituted or unsubstituted with at least one substituent selected from the group including a halogen group, an amino group, a nitrile group, a nitro group, a C 1 ˜C 20 alkyl group, a C 1 ˜C 20 alkoxy group, a C 1 ˜C20 alkylamine group, a C 1 ˜C 20 alkylthiophene group, a C 6 ˜C 20 arylthiophene group, a C 2 ˜C 20 alkenyl group, a C 2 ˜C 20 alkynyl group, a C3˜C 20 cycloalkyl group, a C 6 ˜C 60 aryl group, a C 8 ˜C 20 arylalkenyl group, a silane group, a boron group, a germanium group, and a C 2 ˜C 20 heterocyclic group; and a substituted or unsubstituted C 2 ˜C 60 heterocyclic group that is substituted or unsubstituted with at least one substituent selected from the group including a halogen group, a C 1 ˜C 20 alkyl group, a C 2 ˜C 20 alkenyl group, a C 1 ˜C 20 alkoxy group, a C 6 ˜C 20 arylamine group, a C 6 ˜C 60 aryl group, a C 7 ˜C 20 arylalkyl group, a C 8 ˜C 20 arylalkenyl group, a C 2 ˜C 20 heterocyclic group, a nitrile group, and an acetylenic group, and comprises at least one of O, N, and S, and

(5) “a” represents an integer of 1 to 5, and “b, h, j and k” each represent an integer of 1 to 4, “c” represents an integer of 0 to 2, “d and e” each represent an integer of 0 to 5, “f and g” each represent an integer of 0 to 3, and “i and l” each represent an integer of 1 to 3, with the proviso that d+e≧1, and f+g≧1.

2. The compound as claimed in claim 1 , which is one of the compounds below:

3. An organic electronic element comprising one or more organic material layers comprising the compound as claimed in claim 1 .

4. The organic electronic element as claimed in claim 3 , wherein the organic material layers are formed by a soluble Process selected from the group consisting of spin coating, dip coating, doctor blading, screen printing, inkjet printing, and thermal transfer.

5. The organic electronic element as claimed in claim 3 , wherein the organic electronic element is an organic electro-luminescence element in which a first electrode, said one or more organic material layers, and a second electrode are sequentially layered.

6. The organic electronic element as claimed in claim 5 , wherein the organic material layers comprise at least one of a hole injection layer, a hole transport layer, an emitting layer, an electron transport layer, and an electron injection layer.

7. An electronic device comprising a display device and a control part for driving the display device, the display device comprising the organic electronic element as claimed in claim 3 .

8. The electronic device as claimed in claim 7 , wherein the organic electronic element is at least one of an organic light emitting diode (OLED), an organic solar cell, an organic photo conductor (OPC) drum, and an organic transistor (organic TFT).

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 23, 2015
From: DUKSAN HIGH METAL CO., LTD.
To: DUK SAN NEOLUX CO., LTD.
Reel/Frame 034799/0265 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2013
From: MUN, SOUNGYUN; LEE, BUMSUNG; PARK, JUNGCHEOL; KIM, KIWON; PARK, YONGWOOK; PARK, JEONGKEUN; JI, HEESUN; PARK, JUNGHWAN
To: DUKSAN HIGH METAL CO., LTD.
Reel/Frame 031302/0281 →
Priority Claims (1)
KR 10-2011-0030303 · Apr 1, 2011 · national
Continuity (1)
Related Publication 20140027747A1 · Jan 30, 2014