KR19990031397A - Manufacturing method of LED type green organic electroluminescent device - Google Patents

Manufacturing method of LED type green organic electroluminescent device Download PDF

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KR19990031397A
KR19990031397A KR1019970052101A KR19970052101A KR19990031397A KR 19990031397 A KR19990031397 A KR 19990031397A KR 1019970052101 A KR1019970052101 A KR 1019970052101A KR 19970052101 A KR19970052101 A KR 19970052101A KR 19990031397 A KR19990031397 A KR 19990031397A
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thin film
organic electroluminescent
electroluminescent device
green organic
metal layer
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KR1019970052101A
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Korean (ko)
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김영규
이재경
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김덕중
사단법인 고등기술연구원 연구조합
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Priority to KR1019970052101A priority Critical patent/KR19990031397A/en
Publication of KR19990031397A publication Critical patent/KR19990031397A/en

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    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/80—Constructional details
    • H10K50/84—Passivation; Containers; Encapsulations
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
    • C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
    • C09K2200/06—Macromolecular organic compounds, e.g. prepolymers
    • C09K2200/0615—Macromolecular organic compounds, e.g. prepolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C09K2200/0617—Polyalkenes
    • C09K2200/062—Polyethylene
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
    • C09K2200/06—Macromolecular organic compounds, e.g. prepolymers
    • C09K2200/0615—Macromolecular organic compounds, e.g. prepolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C09K2200/0622—Polyvinylalcohols, polyvinylacetates

Abstract

본 발명은 수분 및 산소 등으로부터 차단되어 안정성이 뛰어나고 수명이 긴 LED형 녹색 유기전기 발광소자에 관한 것으로, 양극 투명 전극, p-타입 박막, 전자 전달 및 발광층 역할을 하는 n-타입 박막, 음극 금속층 및 전도 금속층을 포함하는 LED형 녹색 유기전기발광소자의 제조방법에 있어서, 상기 소자를 하기 일반식(I)의 폴리(에틸렌-코-비닐 아세테이트(EVA))수지로 패키징하는 것을 특징으로 한다.The present invention relates to an LED-type green organic electroluminescent device having excellent stability and long lifespan by being blocked from moisture and oxygen, and includes an anode transparent electrode, a p-type thin film, an n-type thin film serving as an electron transport and a light emitting layer, and a cathode metal layer. And a conductive metal layer, wherein the device is packaged with a poly (ethylene-co-vinyl acetate (EVA)) resin of the following general formula (I).

상기식에서,In the above formula,

x는 0.2 내지 0.8이고;x is 0.2 to 0.8;

y는 0.8 내지 0.2이며;y is 0.8 to 0.2;

단, x+y는 1이다.However, x + y is 1.

Description

엘이디 형 녹색 유기전기 발광소자의 제조방법Manufacturing method of LED type green organic electroluminescent device

본 발명은 수분 및 산소 등으로부터 차단되어 안정성이 뛰어나고 수명이 긴 광발광소자(light emitting diode; LED)형 녹색 유기전기 발광소자의 제조 방법에 관한 것이다.The present invention relates to a method of manufacturing a light emitting diode (LED) type green organic electroluminescent device having excellent stability and long lifespan by blocking from moisture and oxygen.

종래의 유기전기 발광소자에는 구동 전압을 낮추기 위해서 주로 낮은 일함수를 가지는 반응이 매우 큰 금속을 음극 전극으로 진공 증착하여 사용하였다. 그러나, 이 경우에는 음극이 활성이 강하여 공기중의 수분 및 산소 등에 의해 쉽게 파괴되거나 산화되기 때문에 주로 질소분위기나 진공에서 사용해야 하는데, 이러한 장치는 실용화가 불가능한 실험실적 방법이기 때문에 효용가치가 없다.In the conventional organic electroluminescent device, in order to lower the driving voltage, a metal having a very large reaction with a low work function is used by vacuum deposition with a cathode electrode. However, in this case, since the cathode is strongly active and is easily destroyed or oxidized by moisture and oxygen in the air, it should be mainly used in a nitrogen atmosphere or a vacuum. Since such a device is a laboratory method that cannot be put to practical use, it is not useful.

최근에, 이를 개선하기 위하여 에폭시로 소자를 패키징 하려는 시도가 있었으나 아직 구체적인 결과는 없다.Recently, attempts have been made to package devices with epoxy to improve this, but there are no specific results yet.

본 발명의 목적은 안정성 및 수명이 증가된 엘이디(LED)형 녹색 유기전기발광소자의 제조방법을 제공하는 것이다.An object of the present invention is to provide a method for manufacturing an LED (LED) type green organic electroluminescent device having increased stability and lifespan.

도 1은 EVA 수지로 패키징하지 않은 종래의 LED형 녹색 유기전기 발광 소자의 소자 구성도이고;1 is a device configuration diagram of a conventional LED-type green organic electroluminescent device not packaged with EVA resin;

도 2는 본 발명에 따라 EVA수지로 패키징하여 제조된 LED형 녹색 유기전기 발광 소자의 구성도이며;2 is a block diagram of an LED-type green organic electroluminescent device manufactured by packaging with an EVA resin according to the present invention;

도 3은 본 발명에 따라 제조된 LED형 녹색 유기 전기 발광 소자의 발광 사진이다(3a : 12볼트, 3b : 14볼트, 3c : 16볼트, 3d : 18볼트).3 is a light emission photograph of the LED-type green organic electroluminescent device manufactured according to the present invention (3a: 12 volts, 3b: 14 volts, 3c: 16 volts, 3d: 18 volts).

* 도면의 주요부분에 대한 부호의 설명* Explanation of symbols for main parts of the drawings

1 : 평판 유리2 : ITO층1: flat glass 2: ITO layer

3 : 정공전달물질/고분자 박막4 : 발광층3: hole transport material / polymer thin film 4: light emitting layer

5 : 마그네슘 박막층6 : 인듐층5: magnesium thin film layer 6: indium layer

7 : EVA수지8 : 평판 유리7: EVA resin 8: flat glass

상기 목적에 따라, 본 발명에서는 양극 투명 전극, p-타입 박막, 전자 전달 및 발광층 역할을 하는 n-타입 박막, 음극 금속층 및 전도 금속층을 포함하는 LED형 녹색 유기전기발광소자의 제조방법에 있어서, 상기 소자를 일반식(I)의 폴리(에틸렌-코-비닐 아세테이트(EVA))수지로 패키징하는 것을 특징으로 하는 방법을 제공한다 :According to the above object, in the present invention, in the method of manufacturing an LED-type green organic electroluminescent device comprising an anode transparent electrode, a p-type thin film, an n-type thin film serving as an electron transport and a light emitting layer, a cathode metal layer and a conductive metal layer, The device is packaged in a poly (ethylene-co-vinyl acetate (EVA)) resin of formula (I):

[화학식 1][Formula 1]

상기식에서,In the above formula,

x는 0.2 내지 0.8이고;x is 0.2 to 0.8;

y는 0.8 내지 0.2이며;y is 0.8 to 0.2;

단, x+y는 1이다.However, x + y is 1.

이하 본 발명에 대하여 보다 상세히 설명한다.Hereinafter, the present invention will be described in more detail.

본 발명의 안정성 및 수명성이 증가된 LED형 유기전기 발광소자는 먼저 양극 투명 전극에 정공(hole)전달층 물질을 하기 구조식(II)의 반복단위를 갖는 폴리(에테르이미드)(PEI)에 분산시켜 제조한 용액을 코팅한 다음 건조시켜 p-타입 박막을 제조하고, 그 위에 전자 전달 및 녹색 발광층 역할을 하는 n-타입 박막을 진공 증착시킨다. 이어서, 낮은 일함수의 음극 금속층 및 전도 금속층을 차례로 적층하여 소자를 제작한다. 이렇게 제작된 소자의 양극 및 음극에 얇은 전도성 금속선을 접합시켜 리드선을 만들고, 다음으로, 음극 금속층 쪽을 일반식(I)의 EVA수지를 약 100 내지 110℃에서 용융시켜서 얇게 도포한 후, 실온으로 냉각시키고, 직류전압을 인가하여 소자를 구동시킨다.LED type organic electroluminescent device having increased stability and lifespan of the present invention is first dispersed in a poly (etherimide) (PEI) having a hole transport layer material on the positive electrode transparent electrode having a repeating unit of formula (II) The resulting solution was coated and then dried to prepare a p-type thin film, on which the n-type thin film serving as an electron transport and green light emitting layer was vacuum deposited. Subsequently, a low work function cathode metal layer and a conductive metal layer are sequentially stacked to fabricate an element. A thin conductive metal wire is bonded to the anode and cathode of the device thus fabricated to form a lead wire. Next, the cathode metal layer is melted at about 100 to 110 ° C. in EVA resin of general formula (I), and then thinly applied to room temperature. After cooling, a DC voltage is applied to drive the device.

[화학식 2][Formula 2]

양극 투명전극으로는 일반적으로 ITO(Indium Tin Oxide)-유리를 사용한다.Indium tin oxide (ITO) -glass is generally used as the anode transparent electrode.

p-타입 박막을 형성하는 정공전달 물질로는 하기 구조식(III)의 N,N'-디페닐-N,N'-비스(3-메틸페닐)-1,1'-디페닐-4,4'-디아민(TPD), 트리페닐아민(TPA), 폴리-N-비닐카바졸(PVK)등을 사용할 수 있으며, 이중에서 TPD가 가장 바람직하다.Examples of the hole transport material forming the p-type thin film include N, N'-diphenyl-N, N'-bis (3-methylphenyl) -1,1'-diphenyl-4,4 'of the following structural formula (III). -Diamine (TPD), triphenylamine (TPA), poly-N-vinylcarbazole (PVK) and the like can be used, of which TPD is most preferred.

[화학식 3][Formula 3]

정공전달 물질은 폴리에테르이미드에 무게 비로 10 : 90 내지 60 : 40, 가장 바람직하게는 50 : 50의 비율로 분자수준으로 분산된다. 무게 비가 10 : 90미만이면 발광효율이 낮고, 60 : 40을 초과하면 박막이 불균일하여 바람직하지 못하다.The hole transport material is dispersed at the molecular level in the ratio of 10:90 to 60:40, most preferably 50:50, in polyetherimide. If the weight ratio is less than 10:90, the luminous efficiency is low. If the weight ratio exceeds 60:40, the thin film is uneven, which is not preferable.

분산할 때 사용되는 용매로는 저융점의 클로로포름, 메틸렌클로라이드, 클로로에탄 등을 들 수 있으며, 이중에서 클로로포름이 가장 바람직하다.Examples of the solvent used for dispersing include chloroform, methylene chloride and chloroethane having a low melting point, of which chloroform is most preferred.

상기 n-타입 박막 위에, 전자 전달 및 녹색 발광 물질인 비스(8-히드록시퀴놀리나토) 아연(Znq2) 또는 하기 구조식(IV)의 트리스(8-히드록시퀴놀리나토)알루미늄(Alq3)을 진공증착하여 n-타입 박막을 제조한다.On the n-type thin film, bis (8-hydroxyquinolinato) zinc (Znq 2 ), which is an electron transporting and green light emitting material, or tris (8-hydroxyquinolinato) aluminum (Alq3) of formula (IV) Vacuum deposition to prepare an n-type thin film.

[화학식 4][Formula 4]

상기 n-타입 박막 상에 낮은 일함수를 갖는 마그네슘을 진공증착하고, 이어서, 전도층인 인듐을 연속적으로 증착시켜 소자를 완성한다.A low work function magnesium is vacuum-deposited on the n-type thin film, and then indium, which is a conductive layer, is continuously deposited to complete the device.

상기 소자의 양극 및 음극에 전도 금속인 얇은 구리선을 접합시키고, 3cm 이상의 리드선을 뺀다.A thin copper wire, which is a conductive metal, is bonded to the anode and the cathode of the device, and the lead wire of 3 cm or more is removed.

이어서, 구조식(IV)의 패키징용 고분자인 EVA수지를 100 내지 110℃ 정도로 가열하여 용융상태로 만든 다음 이 용융물을 상기 소자의 음극 금속층 쪽에 3 내지 5mm 두께로 도포한다. 소자의 기판과 같은 크기의 유리판을 상기 수지 용융물 위에 붙인 후에 소자가 파괴되지 않을 정도의 힘으로 압력을 가하여 수지 용융물의 두께가 2 내지 3mm 정도가 되도록 할 수도 있다. 패키징 과정이 끝나면 실온까지 냉각시킨다. 도 2에 패키징이 완성된 후의 소자 구성도를 나타내었다.Subsequently, the EVA resin, which is a packaging polymer of formula (IV), is heated to about 100 to 110 ° C. to be molten, and then the melt is applied to the cathode metal layer side of the device in a thickness of 3 to 5 mm. After attaching a glass plate having the same size as the substrate of the element onto the resin melt, pressure may be applied with a force such that the element is not broken so that the thickness of the resin melt is about 2 to 3 mm. After the packaging process is cooled down to room temperature. 2 shows the device configuration after the packaging is completed.

이하 하기 실시예에 의거하여 본 발명을 보다 상세히 설명한다. 단, 이들 실시예는 본 발명을 설명하기 위한 것일 뿐, 본 발명의 범위가 이들만으로 제한되는 것은 아니다.Hereinafter, the present invention will be described in more detail with reference to the following examples. However, these Examples are only for demonstrating this invention, The scope of the present invention is not limited only to these.

[실시예]EXAMPLE

평판유리(1)위에 ITO층(2)을 코팅시켜 양극투명전극을 제조하였다.An anode transparent electrode was prepared by coating the ITO layer 2 on the flat glass 1.

정공전달 물질인 N,N'-디페닐-N,N'-비스(3-메틸페닐)-1,1'-디페닐-4,4'-디아민(TPD)과 가용성 폴리이미드인 폴리(에테르이미드)(PEI)를 중량비 50/50으로 하여 클로로포름에 용해시킨 후 4시간 이상 동안 블렌딩하였다. 생성된 용액을 상기 ITO-유리 양극 투명전극 기판위에 스핀-코팅하고, 약 50℃에서 1시간 동안 건조시켜서 p-타입 박막을 제조하였다.N, N'-diphenyl-N, N'-bis (3-methylphenyl) -1,1'-diphenyl-4,4'-diamine (TPD) as a hole transport material and poly (etherimide) as a soluble polyimide (PEI) was dissolved in chloroform at a weight ratio of 50/50 and then blended for at least 4 hours. The resulting solution was spin-coated on the ITO-glass anode transparent electrode substrate and dried at about 50 ° C. for 1 hour to prepare a p-type thin film.

상기 p-타입 박막 위에 전자전달 물질이면서 녹색발광 물질인 트리스(8-하이드록시퀴놀리나토) 알루미늄(Alq3)을 진공에서 증착시키고, 이어서, 2x10-6토르(torr)의 압력하에서 낮은 일함수를 갖는 마그네슘을 진공증착하고, 전도층인 인듐을 연속적으로 증착시켜서 소자를 완성한 후, 상기 소자의 양극 및 음극에 전도 금속인 얇은 구리선을 접합시켜 3cm의 리드선을 제조하였다.Tris (8-hydroxyquinolinato) aluminum (Alq3), an electron transporting material and a green light emitting material, was deposited on the p-type thin film in vacuo, and then a low work function was applied under a pressure of 2 × 10 −6 torr. After magnesium was vacuum deposited and indium, which was a conductive layer, was continuously deposited to complete the device, a thin copper wire, which was a conductive metal, was bonded to the anode and the cathode of the device to prepare a 3 cm lead wire.

EVA수지(분자량 : 약 10만)를 약 100℃ 정도로 가열하여 용융상태로 만든 다음 이 용융물을 상기 소자의 음극 금속층 쪽에 5mm의 두께로 도포하고, 소자의 기판과 동일한 크기의 유리판을 그 위에 붙인 후에 소자가 파괴되지 않을 정도의 힘으로 가하여 두께가 2mm가 되도록 하고, 실온까지 냉각시켰다. 도 2에 패키징이 완성된 후의 소자 구성도를 나타내었다.After heating the EVA resin (molecular weight: about 100,000) to about 100 ℃ to make the molten state, this melt is applied to the cathode metal layer side of the device with a thickness of 5 mm, and a glass plate of the same size as the substrate of the device is attached thereon. The device was applied with a force not to destroy the element so as to have a thickness of 2 mm, and cooled to room temperature. 2 shows the device configuration after the packaging is completed.

이렇게 패키징된 소자에 12, 14, 16 및 18볼트의 직류전압을 인가하여 구동시켰다. 직류전압을 12볼트 인가하면, 도 3a에 나타낸 것처럼 녹색발광이 나오며, 전압을 각각 2볼트씩 증가시킨 경우 조금씩 더 밝은 녹색 빛이 나왔다.The packaged device was driven by applying a DC voltage of 12, 14, 16, and 18 volts. Applying 12 volts of DC voltage, green light is emitted as shown in FIG. 3A, and lighter green light is produced when the voltage is increased by 2 volts.

고분자로 패키징 하지 않은 종래의 유기전자발광소자는 낮은 일함수를 가지는 음극 금속 전극이 공기중의 수분 및 산소에 의해 쉽게 산화되거나 파괴되는 문제점이 있었다. 그러나, 본 발명에서는 EVA수지를 이용하여 패키징함으로써 소자의 안정성과 수명을 증가시킬 수 있다. 또한, 유기전기 발광소자 뿐만 아니라 기타 유기 재료를 이용한 반도체 소자의 패키징 용으로도 널리 이용될 수 있을 것이다.Conventional organic electroluminescent devices that are not packaged with a polymer have a problem that the cathode metal electrode having a low work function is easily oxidized or destroyed by moisture and oxygen in the air. However, in the present invention, by packaging using the EVA resin can increase the stability and life of the device. In addition, the organic electroluminescent device may be widely used for packaging semiconductor devices using other organic materials.

Claims (3)

양극 투명 전극, p-타입 박막, 전자 전달 및 발광층 역할을 하는 n-타입 박막, 음극 금속층 및 전도 금속층을 포함하는 LED형 녹색 유기전기발광소자의 제조방법에 있어서, 상기 소자를 하기 일반식(I)의 폴리(에틸렌-코-비닐 아세테이트(EVA))수지로 패키징하는 것을 특징으로 하는 방법 :In the method of manufacturing an LED-type green organic electroluminescent device comprising an anode transparent electrode, a p-type thin film, an n-type thin film serving as an electron transport and a light emitting layer, a cathode metal layer and a conductive metal layer, the device is represented by the following general formula (I A method of packaging a poly (ethylene-co-vinyl acetate (EVA)) resin of [화학식 1][Formula 1] 상기식에서,In the above formula, x는 0.2 내지 0.8이고;x is 0.2 to 0.8; y는 0.8 내지 0.2이며;y is 0.8 to 0.2; 단, x+y는 1이다.However, x + y is 1. 제1항에 있어서,The method of claim 1, 상기 EVA수지를 100 내지 110℃에서 용융물을 만든 후, 상기 전도층 위에 도포하는 것을 특징으로 하는 방법.After the EVA resin is made of a melt at 100 to 110 ℃, characterized in that the coating on the conductive layer. 제1항에 있어서,The method of claim 1, 상기 EVA 수지 용융물을 도포한 후, 이를 압축하는 것을 특징으로 하는 방법.After applying the EVA resin melt, compressing it.
KR1019970052101A 1997-10-10 1997-10-10 Manufacturing method of LED type green organic electroluminescent device KR19990031397A (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100354605B1 (en) * 2000-11-16 2002-09-30 대우전자주식회사 Power cord guide apparatus of cordreel assembly for electronic equipment

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100354605B1 (en) * 2000-11-16 2002-09-30 대우전자주식회사 Power cord guide apparatus of cordreel assembly for electronic equipment

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