KR100587293B1 - Organic electroluminescent device - Google Patents
Organic electroluminescent device Download PDFInfo
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- KR100587293B1 KR100587293B1 KR1020010062444A KR20010062444A KR100587293B1 KR 100587293 B1 KR100587293 B1 KR 100587293B1 KR 1020010062444 A KR1020010062444 A KR 1020010062444A KR 20010062444 A KR20010062444 A KR 20010062444A KR 100587293 B1 KR100587293 B1 KR 100587293B1
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- light emitting
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- electroluminescent device
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- 239000000463 material Substances 0.000 claims abstract description 28
- 239000011368 organic material Substances 0.000 claims abstract description 16
- 239000000758 substrate Substances 0.000 claims abstract description 11
- 238000002347 injection Methods 0.000 claims description 14
- 239000007924 injection Substances 0.000 claims description 14
- 230000005525 hole transport Effects 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 239000002019 doping agent Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 claims description 2
- 239000010410 layer Substances 0.000 description 55
- 239000000126 substance Substances 0.000 description 7
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 238000000151 deposition Methods 0.000 description 4
- 238000005401 electroluminescence Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- XEPMXWGXLQIFJN-UHFFFAOYSA-K aluminum;2-carboxyquinolin-8-olate Chemical compound [Al+3].C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1.C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1.C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1 XEPMXWGXLQIFJN-UHFFFAOYSA-K 0.000 description 2
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- 125000000524 functional group Chemical group 0.000 description 2
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- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 2
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(III) oxide Inorganic materials [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FUJCRWPEOMXPAD-UHFFFAOYSA-N Li2O Inorganic materials [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001555133 Picrodendron baccatum Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 235000009984 Pterocarpus indicus Nutrition 0.000 description 1
- 229910006404 SnO 2 Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- XUCJHNOBJLKZNU-UHFFFAOYSA-M dilithium;hydroxide Chemical compound [Li+].[Li+].[OH-] XUCJHNOBJLKZNU-UHFFFAOYSA-M 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 238000000295 emission spectrum Methods 0.000 description 1
- 230000005283 ground state Effects 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 150000004866 oxadiazoles Chemical class 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 238000000059 patterning Methods 0.000 description 1
- 238000000206 photolithography Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- 235000019640 taste Nutrition 0.000 description 1
- NLDYACGHTUPAQU-UHFFFAOYSA-N tetracyanoethylene Chemical group N#CC(C#N)=C(C#N)C#N NLDYACGHTUPAQU-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
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- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
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- H10K85/321—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
- H10K85/324—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising aluminium, e.g. Alq3
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Abstract
본 발명은 적색의 빛을 내는 적색 유기발광물질을 재료로 하는 발광층이 포함된 유기 전계발광소자에 관한 것으로서, 특히 기판 상의 양극과 음극 사이에 유기물층이 삽입된 유기 전계발광소자에 있어서, 상기 유기물층은 로 표시되는 적색 유기발광물질이 함유된 발광층을 포함하는 것을 특징으로 한다.The present invention relates to an organic electroluminescent device comprising a light emitting layer made of a red organic light emitting material that emits red light. In particular, in an organic electroluminescent device in which an organic material layer is inserted between an anode and a cathode on a substrate, the organic material layer is It characterized in that it comprises a light emitting layer containing a red organic light emitting material represented by.
적색, 내열성, 발광효율 Red, heat resistance, luminous efficiency
Description
도 1은 일반적인 유기 전계발광소자의 단면도.1 is a cross-sectional view of a general organic electroluminescent device.
*도면의 주요 부분에 대한 부호설명* Explanation of symbols on the main parts of the drawings
101 : 투명기판 102 : 양극101: transparent substrate 102: anode
103 : 정공주입층 104 : 정공수송층103: hole injection layer 104: hole transport layer
105 : 발광층 106 : 전자수송층105: light emitting layer 106: electron transport layer
107 : 전자주입층 108 : 음극 107: electron injection layer 108: cathode
110 : 유기물층110: organic material layer
본 발명은 전계발광소자(Electroluminescence Display Device)에 관한 것으로 특히, 높은 발광효율 및 장시간의 발광수명을 가지는 유기 전계발광소자에 관한 것이다.BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electroluminescent display device, and more particularly, to an organic electroluminescent device having a high luminous efficiency and a long light emitting lifetime.
최근들어, 평판표시장치에 대한 연구가 활발한데, 그 중에서 각광받고 있는 것으로 LCD(Liquid Crystal Displays), FED(Field Emission Displays), ELD(Electroluminescence Device), PDP(Plasma Display Panels) 등이 있다.In recent years, research on flat panel displays has been actively conducted. Among them, liquid crystal displays (LCDs), field emission displays (FEDs), electroluminescence devices (ELDs), and plasma display panels (PDPs) have been in the spotlight.
이 중, 현재 PCS(personal communication service)를 비롯한 개인 정보 단말기, 노트북, TV 등의 경우 액정표시소자가 널리 사용되고 있으나 시야각이 좁고 응답속도가 느리다는 문제 때문에, 자발광하는 유기 전계발광소자가 주목받고 있다.Among them, liquid crystal display devices are widely used in personal information terminals, laptops, and TVs, including personal communication service (PCS). However, due to the problem that the viewing angle is narrow and the response speed is slow, self-emitting organic electroluminescent devices are attracting attention. have.
유기 전계발광소자는 유기물층 양단에 형성된 음극 및 양극에 전계를 가하여 유기물층 내에 전자와 정공을 주입 및 전달시켜 서로 결합하게 함으로써, 이때의 결합 에너지에 의해 발광되는 전계발광(EL;electroluminescence) 현상을 이용한 것이다. 즉, 전자와 정공이 쌍을 이룬 후 여기상태(excite state)로부터 기저상태(ground state)로 떨어지면서 발광한다. The organic electroluminescent device utilizes an electroluminescence (EL) phenomenon which emits light by the binding energy by applying an electric field to the cathode and the anode formed at both ends of the organic material layer to inject and transfer electrons and holes into the organic material layer. . That is, after electrons and holes are paired, light is emitted while falling from an excite state to a ground state.
이러한, 유기 전계발광소자는 응답속도가 빠르고 휘도가 우수하며 박막화로 인한 저전압 구동을 실현시킬 수 있을 뿐만 아니라, 가시영역의 모든 색상을 구현할 수 있어 현대인의 다양한 기호에 맞출 수 있는 장점이 있다. 또한, 플라스틱과 같이 휠 수 있는(flexible) 투명기판 위에도 소자를 형성할 수 있다. Such an organic electroluminescent device has an advantage of being able to adapt to various tastes of modern people because it can realize a low voltage driving due to thinning and fast response speed and excellent brightness. In addition, the device may be formed on a flexible transparent substrate such as plastic.
또한, PDP에 비해 저전압에서 구동할 수 있고, 전력 소비가 비교적 적으며, 녹색, 적색, 청색의 3가지 색을 쉽게 구현할 수 있기 때문에 차세대 평판디스플레이에 적합한 소자이다.In addition, the device is suitable for the next-generation flat panel display because it can be driven at a lower voltage than the PDP, has a relatively low power consumption, and can easily realize three colors of green, red, and blue.
전계발광특성을 갖는 물질로는 무기물 및 유기물 모두 가능한데, 무기물을 사용하는 무기 ELD는 이미 상용화되어 있으나, 무기 ELD는 전력소모가 크고 고휘도의 광을 얻기가 어려울 뿐만 아니라, 다양한 발색광을 얻기가 어렵다.The materials having electroluminescent properties are both inorganic and organic. Although inorganic ELDs using inorganic materials have already been commercialized, inorganic ELDs are not only difficult to obtain high luminance and high luminance light, but also difficult to obtain various emission colors. .
이에 반하여, 유기 ELD는 수 내지 수십 볼트의 직류전압으로 구동되며, 수백 내지 수천 cd/m2의 고휘도가 가능하고 또한 분자구조 변화에 따라 다양한 발광색을 얻을 수 있는 장점이 있어 디스플레이 분야의 관심의 대상이 되고 있다. In contrast, the organic ELD is driven by a DC voltage of several to several tens of volts, has a high brightness of several hundred to several thousand cd / m 2 , and has various advantages in obtaining various emission colors according to molecular structure changes. It is becoming.
이러한 유기 전계발광소자는 투명기판 위에 제 1 전극(양극), 정공주입층, 정공수송층, 발광층, 전자수송층, 전자주입층, 제2전극(음극)이 순차적으로 형성된 적층 구조를 취하고 있다. The organic electroluminescent device has a laminated structure in which a first electrode (anode), a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, and a second electrode (cathode) are sequentially formed on a transparent substrate.
구체적으로, 유리 재질의 투명기판과, 상기 투명기판 상의 ITO(indium tin oxide, In2O3+SnO2)재질의 양극과, 상기 양극 위에 코퍼프탈로시아나인(copper(Ⅱ) Phthalocyanine)을 10∼30nm로 증착하여 형성된 정공주입층과, 그 위에 NPD(N,N-dinaphthalen-1-yl)-N,N,-diphenylbenzidine)를 30∼60nm로 증착하여 형성된 정공수송층과, 그 위의 유기발광물질로 형성되어 전계인가시 자발광하는 발광층과, 상기 발광층 상에 Alq3(tris(8-hydroxyquinolate) aluminum)를 20∼50nm로 증착하여 형성된 전자수송층과, 그 위에 알칼리 금속 유도체를 30∼50nm로 증착하여 형성된 전자주입층과, 그 위에 Al/Li와 같은 금속물질을 증착하여 형성된 음극으로 구성된다.Specifically, a transparent substrate made of glass, an anode made of indium tin oxide (In 2 O 3 + SnO 2 ) material on the transparent substrate, and copper (II) Phthalocyanine (copper (II) Phthalocyanine) on the anode 10 A hole injection layer formed by depositing at -30 nm, a hole transport layer formed by depositing NPD (N, N-dinaphthalen-1-yl) -N, N , -diphenylbenzidine) on the substrate at 30 to 60 nm, and organic light emitting thereon A light emitting layer formed of a material and emitting light upon application of an electric field, an electron transport layer formed by depositing Alq3 (tris (8-hydroxyquinolate) aluminum) on the light emitting layer at 20 to 50 nm, and an alkali metal derivative at 30 to 50 nm on the light emitting layer And an anode formed by depositing a metal material such as Al / Li thereon.
상기와 같이, 양극, 유기물층, 음극이 순차적으로 진공 증착된 기판 상에 보호막을 씌우게 되면 유기 전계발광소자가 완성된다. As described above, when the anode, the organic material layer, and the cathode cover the protective film on the vacuum deposited substrate sequentially, the organic electroluminescent device is completed.
이때, 상기 발광층은 필요에 따라 발광물질 단독 또는 호스트(host)재료에 발광물질이 도핑(doping)된 상태로 형성되는데, 녹색광을 나타내고자 할 경우 Alq3와 같은 발광물질 단독으로 형성하거나 또는 Alq3와 같은 호스트에 MQD(N- methylquinacridone)과 같은 물질을 도핑하여 형성한다.In this case, the light emitting layer is formed in a state in which the light emitting material is doped in the light emitting material alone or a host (host) material, if necessary, to form green light alone or a light emitting material such as Alq3 or Alq3 It is formed by doping a substance such as MQD (N-methylquinacridone) to the host.
청색 및 적색 발광층도 각각 고유한 재료를 이용하여 형성하며, 녹색의 경우와 동일한 방법에 의한다.The blue and red light-emitting layers are also formed using unique materials, respectively, by the same method as in the case of green.
그러나, 종래의 유기 전계발광소자는 다음과 같은 문제가 있다.However, the conventional organic electroluminescent device has the following problems.
즉, 유기 전계발광소자를 장기간 사용하면, 유기물층과 금속전극 간의 발생하는 열에 의해 내열성이 떨어지는데, 그로 인해 소자의 발광효율 및 휘도가 떨어지고 반복 사용시 안정성이 저하된다.That is, when the organic electroluminescent device is used for a long time, the heat resistance is inferior to the heat generated between the organic material layer and the metal electrode, whereby the luminous efficiency and luminance of the device is lowered and the stability is lowered in repeated use.
발광층의 재료에 있어서, 적색의 경우는 녹색 및 청색의 경우에 비해 발광효율 및 휘도가 떨어지고 적색 파장의 빛을 얻기가 어렵다. In the material of the light emitting layer, in the case of red, the luminous efficiency and luminance are lower than in the case of green and blue, and light of a red wavelength is difficult to obtain.
본 발명은 상기와 같은 문제점을 해결하기 위하여 안출한 것으로, 적색 파장의 빛을 제공함과 아울러, 발광효율을 높일 수 있는 유기 전계발광소자를 제공하는데 그 목적이 있다.The present invention has been made to solve the above problems, it is an object of the present invention to provide an organic electroluminescent device that can increase the luminous efficiency while providing light of a red wavelength.
상기와 같은 목적을 달성하기 위한 본 발명에 의한 유기 전계발광소자는 기판 상의 양극과 음극 사이에 유기물층이 삽입된 유기 전계발광소자에 있어서, 상기 유기물층은 하기의 화학식1로 표시되는 적색 유기발광물질을 함유하는 발광층을 포함하는 것을 특징으로 한다.The organic electroluminescent device according to the present invention for achieving the above object is an organic electroluminescent device in which an organic material layer is inserted between an anode and a cathode on a substrate, the organic material layer is a red organic light emitting material represented by Formula 1 below It is characterized by including a light emitting layer containing.
이 때, 상기 적색 유기발광물질은 적색 파장에 가까운 적색을 발하며 내열성이 높아 소자의 신뢰성을 향상시킨다.At this time, the red organic light emitting material emits red close to the red wavelength and has high heat resistance, thereby improving reliability of the device.
상기 적색 유기 발광물질은 하기의 화학식 1로 표시된다.The red organic light emitting material is represented by Formula 1 below.
여기서, 상기 R1은 수소(H), 치환/미치환 알킬(alkyl)기, 또는 치환/미치환 아릴기(aryl)를 나타내고, R2는 하기의 화학식2 또는 화학식3으로 표시되는 구조식을 포함한다.Here, R1 represents hydrogen (H), substituted / unsubstituted alkyl group, or substituted / unsubstituted aryl group (aryl), R 2 includes the structural formula represented by the following formula (2) or formula (3). .
여기서, 상기 R3, R4, 및 R5는 수소, 치환/미치환 알킬기, 또는 치환/미치환 아릴기를 나타내며, X는 산소(O), 질소(N), 황(S), 치환된 질소분자단, 카르보닐기(carbonyl group), 또는 티오 카르보닐기를 나타낸다.Wherein R 3 , R 4 , and R 5 represent hydrogen, a substituted / unsubstituted alkyl group, or a substituted / unsubstituted aryl group, X represents oxygen (O), nitrogen (N), sulfur (S), substituted nitrogen Rosewood, a carbonyl group, or a thiocarbonyl group.
상기의 화학식 1로 표시되는 적색 유기발광물질은 치환기를 2개 이상 가지는 화합물로, 시아노기를 전자받개기로 하고, 상기 화학식2, 화학식 3의 관능기를 전자주개기로 한다.The red organic light emitting material represented by Chemical Formula 1 is a compound having two or more substituents. The cyano group is an electron acceptor, and the functional groups of Chemical Formulas 2 and 3 are electron donors.
상기 화학식 1로 표시되는 적색 유기발광물질의 대표적인 예는 다음과 같으며, 이에 한정되지 아니한다. Representative examples of the red organic light emitting material represented by Chemical Formula 1 are as follows, but are not limited thereto.
이하, 첨부된 도면을 참조하여 상기 적색 유기발광물질을 이용한 유기 전계발광소자를 설명하면 다음과 같다.Hereinafter, an organic electroluminescent device using the red organic light emitting material will be described with reference to the accompanying drawings.
도 1은 일반적인 유기 전계발광소자의 단면도이다.1 is a cross-sectional view of a general organic electroluminescent device.
먼저, 도 1에서와 같이, 투명기판(101) 상에 투명한 도전 물질인 ITO(indium tin oxide, In2O3+SnO2) 또는 IZO(indium zinc oxide, In2O3+ZnO2)를 스퍼터링(sputtering) 방법으로 증착하고 사진식각기술(photolithography)를 이용하여 패터닝함으로써 양극(102)을 형성한다.First, as shown in FIG. 1, indium tin oxide (ITO), In2O3 + SnO2 (ITO) or IZO (indium zinc oxide, In2O3 + ZnO2), which is a transparent conductive material, is deposited on the
다음, 상기 양극(102) 상에 유기물층(110)을 형성한다.Next, the
상기 유기물층(110)은 정공주입층(103), 정공수송층(104), 발광층(105), 전자수송층(106), 전자주입층(107)의 순서대로 적층하여 형성한다.The
상기 정공주입층(103)은 코퍼프탈로시아닌을 30nm 두께로 진공증착하여 형성하고, 상기 정공수송층(104)은 NPD와 같은 트리페닐아민(triphenyl amine) 또는 디페닐아민(diphenyl amine) 유도체를 50nm 두께로 진공 증착하여 형성한다.The
그리고, 상기 발광층(105)은 본 발명의 화학식 1의 적색 유기발광물질을 포함하는 것을 특징으로 한다. In addition, the
즉, 본 발명의 화학식 1이 단독으로 발광층이 되거나 또는, 도펀트(dopant)로서 호트스(host)에 도핑(doping)되어 발광층이 될 수 있다. 이 때, 호스트로는 통상, Alq3(tris(8-hydroxyquinolate)aluminium)가 사용된다.That is, Formula 1 of the present invention may be a light emitting layer alone, or may be doped in a host as a dopant to be a light emitting layer. At this time, Alq3 (tris (8-hydroxyquinolate) aluminum) is usually used as the host.
계속하여, 상기 발광층(105) 상의 전자수송층(106)은 전자수송특성이 우수한 2-(4-디페닐)-5-(4-테르트-부틸페닐)-1,3,4-옥사디아졸(2-(4-diphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole)과 같은 옥사디아졸(oxadiazole) 유도체, 트리아졸(triazole) 유도체 또는, Alq3를 40nm 두께로 증착하여 형성한다. 그리고, 상기 전자주입층(107)은 세슘(Cs), 리비듐(Rb), 칼륨(K), 나트륨(Na), 리튬(Li) 등의 알칼리 금속유도체(예, LiO2)를 25nm 두께로 증착하여 형성한다.Subsequently, the
이후, 상기 유기물층(110)에 섀도우 마스크(shadow mask)를 씌운 후, 칼슘(Ca), 마그네슘(Mg), 알루미늄(Al), 구리(Cu), 크롬(Cr) 등의 금속 또는 이들 금속간의 합금을 100nm 두께로 진공 증착하고 패터닝하여 음극(108)을 형성한다.Subsequently, a shadow mask is applied to the
상기와 같이 제조된 유기 전계발광소자는, 발광층으로 사용되는 화학식 1의 화합물이 유기물층과 금속 전극간에 발생하는 열에 대한 내열성이 크기 때문에, 높은 발광효율 및 휘도, 그리고 발광 수명이 증가하는데 효과가 있다. The organic electroluminescent device manufactured as described above has an effect of increasing the luminous efficiency and luminance and the emission lifetime because the compound of Formula 1 used as the light emitting layer has high heat resistance against heat generated between the organic material layer and the metal electrode.
또한, 본 발명에 의한 적색 유기발광물질이 적용될 수 있는 유기 전계발광소자는 당업자라면 그 소자의 형태를 변경하여 사용할 수 있을 것이다.In addition, the organic electroluminescent device to which the red organic light emitting material according to the present invention can be applied may be used by those skilled in the art by changing the shape of the device.
이하, 실시예를 들어 본 발명을 더욱 구체적으로 설명하고자 한다. 물론, 본 발명이 후술될 실시예에 한정되는 것은 아니다.Hereinafter, the present invention will be described in more detail with reference to Examples. Of course, the present invention is not limited to the embodiments to be described below.
실시예Example
당해 실시예에서는 발광층으로서 하기 화학식4로 표시되는 적색 유기발광물질을 사용하는 것을 특징으로 한다.In this embodiment, a red organic light emitting material represented by the following Chemical Formula 4 is used as the light emitting layer.
상기 화학식4의 물질은 1,3-메틸벤젠(1,3-methyl benzene)과 테트라시아노에틸렌(tetracyanoethylene)을 테트라하이드로푸란(tetrahydrofuran) 하에서 반응시킨 다음, 여기서 얻어진 화합물에 4-(디메틸아미노)벤즈알데히드와, 에탄올 그리고, 피페리딘을 넣고 반응시켜 얻는다.The material of Chemical Formula 4 is reacted with 1,3-methylbenzene and tetracyanoethylene under tetrahydrofuran, and then 4- (dimethylamino) to the obtained compound. Benzaldehyde, ethanol, and piperidine are added and reacted.
상기 화학식 4의 적색 유기발광물질을 발광층으로 하는 유기 전계발광소자의 제작과정을 살펴보면 다음과 같다.Looking at the manufacturing process of the organic electroluminescent device using the red organic light emitting material of Formula 4 as a light emitting layer is as follows.
먼저, 초음파 세정된 ITO 유리 상에 코퍼프탈로시아나인을 진공증착하여 30nm 두께의 정공주입층을 형성하고, 그 상부에 NPD를 증착하여 50nm 두께의 정공수송층을 형성한다. First, the copper phthalocyanine is vacuum-deposited on the ultrasonically cleaned ITO glass to form a hole injection layer having a thickness of 30 nm, and NPD is deposited thereon to form a hole transport layer having a thickness of 50 nm.
계속하여, 상기 정공수송층 상에 상기 화학식 4의 적색 유기발광물질을 진공증착하여 30nm 두께의 발광층을 형성한다. Subsequently, a red organic light emitting material of Chemical Formula 4 is vacuum deposited on the hole transport layer to form a light emitting layer having a thickness of 30 nm.
그 뒤, 상기 발광층 상에 Alq3, Li2O을 40nm, 25nm의 두께로 차례대로 증착하여 전자수송층 및 전자주입층을 형성하고, 상기 전자주입층 상에 Mg/Ag를 100nm 두께로 증착하여 음극을 형성한다.Subsequently, Alq3 and Li2O are deposited on the emission layer in a thickness of 40 nm and 25 nm in order to form an electron transport layer and an electron injection layer, and Mg / Ag is deposited on the electron injection layer to a thickness of 100 nm to form a cathode. .
상기와 같이 제작된 유기 전계발광소자에 전원을 인가하여 발광 스펙트럼 등을 관찰하여 본 결과, 발광휘도 1,500cd/㎡에서 발광효율은 7.2 lm/W로 우수한 발광성능을 가짐과 동시에 적색 파장의 빛을 나타냄을 발견하였다.As a result of observing the emission spectrum by applying power to the organic electroluminescent device manufactured as described above, the luminous efficiency is 7.2 lm / W at the luminous intensity of 1,500 cd / ㎡ has excellent luminous performance and at the same time red light Found.
상기와 같은 본 발명의 유기 전계발광소자는 다음과 같은 효과가 있다.The organic electroluminescent device of the present invention as described above has the following effects.
본 발명에 의한 적색 유기발광물질은 전자받개기의 기능이 있는 시아노기와 전자주개기의 기능이 있는 2개 이상의 관능기를 도입함으로써 적색 파장에 최대한 가까운 장파장을 얻을 수 있어 색감도 높은 소자를 얻을 수 있다.In the red organic light emitting material according to the present invention, by introducing two or more functional groups having a function of an electron acceptor and a cyano group having an electron acceptor function, a long wavelength as close as possible to a red wavelength can be obtained and a device having high color sensitivity can be obtained. .
또한, 상기 적색 발광물질은 전계발광시 유기물층과 금속 전극 사이에서 발생하는 열에 대한 내열성이 높으므로 소자의 발광효율, 휘도, 그리고 발광 수명을 향상시키게 된다.In addition, the red light emitting material has high heat resistance to heat generated between the organic material layer and the metal electrode during electroluminescence, thereby improving light emission efficiency, luminance, and light emission lifetime of the device.
Claims (4)
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KR1020010062444A KR100587293B1 (en) | 2001-10-10 | 2001-10-10 | Organic electroluminescent device |
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KR1020010062444A KR100587293B1 (en) | 2001-10-10 | 2001-10-10 | Organic electroluminescent device |
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KR20030029750A KR20030029750A (en) | 2003-04-16 |
KR100587293B1 true KR100587293B1 (en) | 2006-06-08 |
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KR1020010062444A KR100587293B1 (en) | 2001-10-10 | 2001-10-10 | Organic electroluminescent device |
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001064640A (en) * | 1999-08-30 | 2001-03-13 | Toyo Ink Mfg Co Ltd | Material for organic electroluminescence element and organic electroluminescence element by using the same |
JP2001139576A (en) * | 1999-11-11 | 2001-05-22 | Futaba Corp | Organic material, organic el element using the same and color conversion film |
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2001
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Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001064640A (en) * | 1999-08-30 | 2001-03-13 | Toyo Ink Mfg Co Ltd | Material for organic electroluminescence element and organic electroluminescence element by using the same |
JP2001139576A (en) * | 1999-11-11 | 2001-05-22 | Futaba Corp | Organic material, organic el element using the same and color conversion film |
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