KR20160059598A - Electroluminescent element of metal-organic coordination polymers - Google Patents
Electroluminescent element of metal-organic coordination polymers Download PDFInfo
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- 239000013256 coordination polymer Substances 0.000 title abstract description 7
- 229920001795 coordination polymer Polymers 0.000 title abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 38
- 239000000126 substance Substances 0.000 claims abstract description 6
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims description 18
- 239000011230 binding agent Substances 0.000 claims description 15
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 12
- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 9
- 239000002033 PVDF binder Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 6
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims description 6
- KBZFDRWPMZESDI-UHFFFAOYSA-N 5-aminobenzene-1,3-dicarboxylic acid Chemical compound NC1=CC(C(O)=O)=CC(C(O)=O)=C1 KBZFDRWPMZESDI-UHFFFAOYSA-N 0.000 claims description 5
- NBDAHKQJXVLAID-UHFFFAOYSA-N 5-nitroisophthalic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC([N+]([O-])=O)=C1 NBDAHKQJXVLAID-UHFFFAOYSA-N 0.000 claims description 5
- JRPBQTZRNDNNOP-UHFFFAOYSA-N barium titanate Chemical compound [Ba+2].[Ba+2].[O-][Ti]([O-])([O-])[O-] JRPBQTZRNDNNOP-UHFFFAOYSA-N 0.000 claims description 5
- 229910002113 barium titanate Inorganic materials 0.000 claims description 5
- 229910052709 silver Inorganic materials 0.000 claims description 4
- 239000004332 silver Substances 0.000 claims description 4
- 229910018072 Al 2 O 3 Inorganic materials 0.000 claims description 3
- 229910052692 Dysprosium Inorganic materials 0.000 claims description 3
- 229910052693 Europium Inorganic materials 0.000 claims description 3
- 229910052688 Gadolinium Inorganic materials 0.000 claims description 3
- 229910052765 Lutetium Inorganic materials 0.000 claims description 3
- -1 PVDF-Trfe Polymers 0.000 claims description 3
- 229910052772 Samarium Inorganic materials 0.000 claims description 3
- 229910052771 Terbium Inorganic materials 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 claims description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229920006316 polyvinylpyrrolidine Polymers 0.000 claims description 3
- 229910052727 yttrium Inorganic materials 0.000 claims description 3
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims 1
- 239000003086 colorant Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 10
- 229920002678 cellulose Polymers 0.000 description 8
- 239000001913 cellulose Substances 0.000 description 8
- 238000005401 electroluminescence Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- 238000001035 drying Methods 0.000 description 4
- 241000894007 species Species 0.000 description 4
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 238000004020 luminiscence type Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 238000000151 deposition Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000003475 lamination Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000634 powder X-ray diffraction Methods 0.000 description 2
- 238000001878 scanning electron micrograph Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000409201 Luina Species 0.000 description 1
- 239000012190 activator Substances 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
- 239000004020 conductor Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000007606 doctor blade method Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 230000009545 invasion Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003623 transition metal compounds Chemical class 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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- H01L33/00—Semiconductor devices having potential barriers specially adapted for light emission; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
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Abstract
Description
본 발명은, 금속-유기 배위 중합체 전계 발광 소자에 관한 것이다.The present invention relates to a metal-organic coordination polymer electroluminescent device.
전계 발광 소자는, 발광 화합물이 유기물임 유기 전계 발광 소자와 발광 화합물이 무기물인 무기 전계 발광 소자의 2가지로 크게 대별된다.The electroluminescent element is broadly classified into two types, an organic electroluminescent element in which the luminescent compound is an organic compound and an inorganic electroluminescent element in which the luminescent compound is an inorganic compound.
이 중에서, 유기 전계 발광소자 (OLED)는 풍부한 색 영역과 저소비 전력으로 면발광 디스플레이로 응용이 되고, 상용화된 디바이스이지만, 유기물을 중심으로 발광 메커니즘을 지니고 있는 특징이 있어, 유기물 특성에 따라 신뢰성이나 수명 특성이 크게 문제될 수 있다. Among these organic electroluminescent devices, organic electroluminescent devices (OLEDs) are applied as surface emitting displays with a wide color range and low power consumption, and they are commercialized devices. However, organic electroluminescent devices are characterized by having an emission mechanism centering on organic materials. Life characteristics may be a major problem.
이에 반해, 무기 전계 발광소자(ELD)는, 신뢰성이나 수명 특성은 우수하지만, 색 영역이 한정적인 단점을 가지고 있다.On the other hand, the inorganic EL element ELD has a reliability and a good life characteristic, but has a disadvantage that the color gamut is limited.
또한, 유기 전계 발광소자 (OLED)는 디바이스 구조상 증착 기술이 필요하며, 따라서 그에 따른 비용과 불량률이 높을 수 밖에 없는 문제점이 있으며, 무기 전계 발광소자 (ELD)는, 인쇄 기술인 실크 스크린법(Silk Screen Printing Method), 스핀 코팅 (Spin coating Method), 닥터블레이드 코팅법 등의 간단한 적층 기술을 적용할 수 있어 높은 양산율을 나타내지만, 전계 발광하는 고휘도 형광체는 대부분 황화물 조성으로써 내습에 취약하다는 문제점이 있다.In addition, the organic electroluminescent device (OLED) requires a deposition technique on the device structure, and accordingly, the cost and defective rate thereof are high. The inorganic electroluminescent device (ELD) has a silk screen A simple lamination technique such as a printing method, a spin coating method, and a doctor blade coating method can be applied. However, a high luminance phosphor emitting an electroluminescence has a problem in that it is susceptible to invasion as a sulfide composition .
따라서, 전계발광소자의 형광체로 유기형광체와 무기형광체의 장·단점을 상호 보완할 수 있는 형광체의 개발이 요청되고 있다.Therefore, development of a phosphor capable of complementing the shortcomings and disadvantages of organic phosphors and inorganic phosphors with phosphors of electroluminescent devices is required.
본 발명의 목적은, 유기형광체와 무기형광체의 장·단점을 상호 보완할 수 있는 복합 하이브리드형식의 금속-유기 배위 중합체 화합물을 제공함에 있다.It is an object of the present invention to provide a metal-organic coordination polymer compound of a hybrid hybrid type capable of complementing the shortcomings and weaknesses of the organic phosphor and the inorganic phosphor.
본 발명은 종래기술의 문제점을 해결하기 위해 안출된 것으로서,The present invention has been made to solve the problems of the prior art,
소정의 간격으로 상호 이격되어 구비되는 투명전극 및 배면전극,A transparent electrode and a back electrode spaced apart from each other at predetermined intervals,
상기 투명전극과 배면전극 사이에 구비되는 발광층, 또는 발광층 및 유전체층를 포함하여 구성되고,A light emitting layer provided between the transparent electrode and the back electrode, or a light emitting layer and a dielectric layer,
상기 발광층은 하기 화학식 1로 표시되는 화합물을 포함하는 것임을 특징으로 하는 전계 발광 소자를 제공한다.Wherein the light emitting layer comprises a compound represented by the following general formula (1).
[화학식 1][Chemical Formula 1]
[(A x1,Rx2)(phen)2(L)32(H2O)]n [(A x1 , R x2 ) (phen) 2 (L) 3 2 (H 2 O)] n
A는 Y, La, Ga, Lu, Gd 3가 양이온 금속으로 이루어진 군에서 선택되는 1종이고, R은 Eu, Sm, Dy, Tb으로 이루어진 군에서 선택되는 1종이고, phen은 phenanthroline이고, L은 하기 화학식 2로 표시되는 화합물이며, 0< x1+x2<2이고, n>0 이다.A is one species selected from the group consisting of Y, La, Ga, Lu and Gd 3, and R is one species selected from the group consisting of Eu, Sm, Dy and Tb, phen is phenanthroline and L Is a compound represented by the following formula (2), 0 < x1 + x2 < 2, and n > 0.
[화학식 2](2)
여기서, R1은 탄소수 2 내지 5의 카르복시 잔기이고, R2는 수소, 탄소수 2 내지 5의 카르복시 잔기, 또는 NR3R4이고, R3, 및 R4는 각각 독립적으로, 수소, 산소, 탄소수 1 내지 10의 탄화수소이고, m은 2 내지 4의 정수이며, R1 각각은 상호 같거나 다를 수 있다.Wherein R 1 is a carboxy residue having 2 to 5 carbon atoms and
또한 본 발명에 있어서, 상기 L은, isophthalic acid, 5-aminoisophthalic acid, 및 5-nitro isophthalic acid에서 선택되어지는 1종 이상의 잔기인 것임을 특징으로 하는 전계 발광 소자를 제공한다.In the present invention, the L is at least one residue selected from isophthalic acid, 5-aminoisophthalic acid, and 5-nitro isophthalic acid.
또한 본 발명에 있어서, 상기 발광층은 100 내지 1,000㎚ 범위 이내의 두께를 가진 것임을 특징으로 하는 전계 발광 소자를 제공한다.In the present invention, the light emitting layer has a thickness within a range of 100 to 1,000 nm.
또한 본 발명에 있어서, 상기 발광층은 화학식 1로 표시되는 화합물에 바인더를 더 포함하는 것으로서, 상기 화학식 1로 표시되는 화합물 : 바인더 = 4 ~ 6 : 6 ~ 4의 중량비를 가지는 것임을 특징으로 하는 전계 발광 소자를 제공한다.In the present invention, the light emitting layer may further comprise a binder in the compound represented by the general formula (1), wherein the weight ratio of the compound represented by the general formula (1): binder = 4 to 6: 6 to 4 Device.
또한 본 발명에 있어서, 상기 유전체층은, PVDF(Poly-VinyliDene Fluoride), PVDF-Trfe, 폴리비닐피롤리딘(Polyvinylpyrrolidine), 산화알루미늄(Al2O3), 및 바륨티타네이트(BaTiO3)에서 선택되어지는 1종 이상의 화합물을 포함하는 것임을 특징으로 하는 전계 발광 소자를 제공한다.In the present invention, it is preferable that the dielectric layer is selected from polyvinylidene fluoride (PVDF), PVDF-Trfe, polyvinylpyrrolidine, aluminum oxide (Al 2 O 3 ), and barium titanate (BaTiO 3 ) And at least one compound selected from the group consisting of a transition metal compound and a metal compound.
또한 본 발명에 있어서, 상기 투명전극은, ITO(Indium Tin Oxide)을 포함하여 이루어진 것임을 특징으로 하는 전계 발광 소자를 제공한다.Also, the present invention provides an electroluminescent device, wherein the transparent electrode includes ITO (Indium Tin Oxide).
또한 본 발명에 있어서, 상기 배면전극은, 은을 포함하여 이루어진 것임을 특징으로 하는 전계 발광 소자를 제공한다.In addition, the present invention provides an electroluminescent device, wherein the back electrode includes silver.
본 발명의 금속-유기 배위 중합체 화합물은, 유기형광체와 무기형광체의 장·단점을 상호 보완하는 효과가 있어, 풍부한 색영역(특히, 적색)을 확보하면서도, 높은 신뢰성 및 효율을 나타내는 효과가 있는 바, 우수한 무기 발광 소자를 구현할 수 있다.The metal-organic coordination polymer compound of the present invention has an effect of complementing the shortcomings and disadvantages of the organic fluorescent substance and the inorganic fluorescent substance and has an effect of exhibiting high reliability and efficiency while ensuring a rich color region (in particular, red) , An excellent inorganic light emitting device can be realized.
도 1은, 본 발명 실시예 1에 대한 PXRD 그래프이다.
도 2 및 도 3은, 본 발명 실시예 1의 SEM 이미지이다. 도 2는 ×2000배율, 도 3은, ×5000배율이다.
도 4는, 본 발명의 전계 발광 소자의 구조를 나타낸 도면이다.
도 5는, 본 발명 실시예의 전계 발광 현상을 나타낸 사진이다.
도 6은, 본 발명 비교예의 전계 발광 특성을 나타낸 그래프이다.
도 7은, 본 발명 실시예 1의 전계 발광 특성을 나타낸 그래프이다.1 is a PXRD graph for Example 1 of the present invention.
2 and 3 are SEM images of Example 1 of the present invention. FIG. 2 shows a magnification of × 2000, and FIG. 3 shows a magnification of × 5000.
4 is a view showing a structure of an electroluminescent device of the present invention.
5 is a photograph showing the electroluminescent phenomenon of the example of the present invention.
6 is a graph showing electroluminescence characteristics of a comparative example of the present invention.
7 is a graph showing electroluminescence characteristics of Example 1 of the present invention.
이하, 본 발명에 대하여 상세히 설명한다.
Hereinafter, the present invention will be described in detail.
도 4는, 본 발명의 전계 발광 소자의 구조를 나타낸 도면이다.4 is a view showing a structure of an electroluminescent device of the present invention.
도 4와 나타낸 바와 같이, 본 발명은, As shown in Fig. 4,
소정의 간격으로 상호 이격되어 구비되는 투명전극 및 배면전극,A transparent electrode and a back electrode spaced apart from each other at predetermined intervals,
상기 투명전극과 배면전극 사이에 구비되는 발광층, 또는 발광층 및 유전체층를 포함하여 구성되고, 상기 상기 발광층에는 발광성 화합물이 포함된다.A light emitting layer provided between the transparent electrode and the back electrode, or a light emitting layer and a dielectric layer, and the light emitting layer includes a light emitting compound.
특히, 상기 발광층에 포함되는 발광성 화합물은, 금속-유기 배위 중합체 (Metal-organic coordination Polymers)로서, 기존의 형광체에 비해 좁은 반치폭과 높은 휘도를 갖는 적색 발광 물질이다. 종래의 무기 전계발광소자에서는 주로 황화물 계열의 형광체로서, 청색, 녹색, 주황색 등을 구현할 수 있을 뿐이었으며, 적색을 구현할 것은 존재하지 않았다. In particular, the luminescent compound included in the light emitting layer is a metal-organic coordination polymer, and is a red luminescent material having a narrow half width and a high luminance as compared with conventional phosphors. In the conventional inorganic electroluminescent device, blue, green, orange, and the like can be realized mainly as a sulfide-based phosphor, and there is no thing to realize red.
본 발명의 발광성 화합물은, 발광 파장이 600~630nm이며, 활성제로 Eu2 +가 첨가된 구조를 기본으로 하는 화합물로서, 보다 구체적으로는, 하기 화학식 1로 표시된다.The luminescent compound of the present invention is a compound based on a structure in which luminescence wavelength is 600 to 630 nm and Eu 2 + is added as an activator. More specifically, it is represented by the following formula (1).
[화학식 1][Chemical Formula 1]
[(A x1,Rx2)(phen)2(L)32(H2O)]n [(A x1 , R x2 ) (phen) 2 (L) 3 2 (H 2 O)] n
A는 Y, La, Ga, Lu, Gd 3가 양이온 금속으로 이루어진 군에서 선택되는 1종이고, R은 Eu, Sm, Dy, Tb으로 이루어진 군에서 선택되는 1종이고, phen은 phenanthroline이고, L은 하기 화학식 2로 표시되는 화합물이며, 0< x1+x2<2이고, n>0 이다.A is one species selected from the group consisting of Y, La, Ga, Lu and Gd 3, and R is one species selected from the group consisting of Eu, Sm, Dy and Tb, phen is phenanthroline and L Is a compound represented by the following formula (2), 0 < x1 + x2 < 2, and n > 0.
[화학식 2](2)
여기서, R1은 탄소수 2 내지 5의 카르복시 잔기이고, R2는 수소, 탄소수 2 내지 5의 카르복시 잔기, 또는 NR3R4이고, R3, 및 R4는 각각 독립적으로, 수소, 산소, 탄소수 1 내지 10의 탄화수소이고, m은 2 내지 4의 정수이며, R1 각각은 상호 같거나 다를 수 있다. Wherein R 1 is a carboxy residue having 2 to 5 carbon atoms and
상기 L은, isophthalic acid, 5-aminoisophthalic acid, 및 5-nitro isophthalic acid에서 선택되어지는 1종 이상의 잔기인 것이 바람직하다.The L is preferably at least one residue selected from isophthalic acid, 5-aminoisophthalic acid, and 5-nitroisophthalic acid.
상기 발광층은 100 내지 1,000㎚ 범위 이내의 두께를 가진 것이 바람직하다. 상기 범위를 벗어나 발광층의 두께가 너무 얇으면 전계 발광이 잘 일어나지 않거나, 충분한 양의 광자를 발생시키지 못할 우려가 있을 수 있고, 상기 범위를 벗어나, 발광 발광층의 두께가 너무 두꺼우면, 구동 전압이 상승하는 문제점이 있을 수 있다.The light emitting layer preferably has a thickness within a range of 100 to 1,000 nm. If the thickness of the light emitting layer is too thin, the electroluminescence may not occur well or a sufficient amount of photons may not be generated. If the thickness of the light emitting layer is too large beyond the above range, There may be a problem.
상기 발광층은, 화학식 1로 표시되는 화합물과 바인더를 혼합하여 형성할 수 있다. 이 때, 상기 화학식 1로 표시되는 화합물 : 바인더 = 4 ~ 6 : 6 ~ 4의 중량비를 가지는 것이 적당하다. 상기 바인더는 셀룰로오스계 바인더를 바람직하게 사용할 수 있다.The light emitting layer can be formed by mixing a compound represented by the general formula (1) and a binder. In this case, the weight ratio of the compound represented by the formula (1): binder = 4 to 6: 6 to 4 is suitable. The binder may preferably be a cellulose-based binder.
상기 유전체층은, PVDF(Poly-VinyliDene Fluoride), PVDF-Trfe, 폴리비닐피롤리딘(Polyvinylpyrrolidine), 산화알루미늄(Al2O3), 및 바륨티타네이트(BaTiO3)에서 선택되어지는 1종 이상의 화합물을 포함하는 것일 수 있다.Wherein the dielectric layer is formed of at least one compound selected from polyvinylidene fluoride (PVDF), PVDF-Trfe, polyvinylpyrrolidine, aluminum oxide (Al 2 O 3 ), and barium titanate (BaTiO 3 ) . ≪ / RTI >
상기 투명전극은, ITO(Indium Tin Oxide)을 포함하여 이루어진 것일 수 있지만, 투명 전도성 물질을 특별히 배제하지는 않는다.The transparent electrode may be made of ITO (Indium Tin Oxide), but the transparent conductive material is not specifically excluded.
상기 배면전극은, 은을 포함하여 이루어진 것일 수 있지만, 구리, 알루미늄 등의 반사성 및 전도성이 좋은 물질을 특별히 배제하지는 않는다.
The back electrode may be made of silver but does not specifically exclude a material with good reflective and conductivity, such as copper or aluminum.
이하, 본 발명에 대하여 실시예를 들어 보다 상세히 설명한다. 이하의 실시예는 발명의 상세한 설명을 위한 것일 뿐, 이에 의해 권리범위를 제한하려는 의도가 아님을 분명히 해둔다.
Hereinafter, the present invention will be described in more detail with reference to examples. It is to be understood that the following embodiments are for the purpose of illustration only and are not intended to limit the scope of the present invention.
실시예Example
실시예Example 1 One
phenanthroline 1.37g, YCl3·6H2O 2.30g, Eu(NO3)3·5H2O 0.30g, isophthalic acid 0.642g을 칭량하고, 이를 H2O 0.1L 용매에 넣고 균일하게 혼합하였다.1.33 g of phenanthroline, 2.30 g of YCl 3 .6H 2 O, 0.30 g of Eu (NO 3 ) 3 .5H 2 O and 0.642 g of isophthalic acid were weighed and mixed in a 0.1 L solvent of H 2 O and mixed uniformly.
이후, 상기 혼합물을 130℃ 온도에서 반응시켜, 최종적으로 [(Y1.9Eu0.1)(phen)2(L1)32(H2O)]n 조성의 발광성 화합물을 수득하였다(여기서, phen은, phenanthroline이고, L1은 isophthalic acid의 잔기, n>0이다).Thereafter, the mixture was reacted at a temperature of 130 ° C to finally obtain a luminescent compound having a composition of [(Y 1.9 Eu 0.1 ) (phen) 2 (L 1) 3 2 (H 2 O)] n, phenanthroline, L1 is a residue of isophthalic acid, n > 0).
과정을 요약하면, 아래 Scheme 1과 같다.The process is summarized in Scheme 1 below.
상기 발광성 화합물에 셀룰로오스계 바인더를 혼련하고(발광성 화합물 : 셀룰로오스계 바인더 = 4 : 6 중량비), 이를 ITO 투명전극 상에 닥터블래이드로 도포·건조하는 방식으로 발광층을 형성하였다. 이후 상기 발광층 상에 바륨티타네이트를 포함하는 유전층, 및 은 배면전극을 차례로 형성·적층하여, 무기 발광 소자를 최종적으로 제작하였다. 즉, 기판으로 ITO PET를 사용하여 발광층 적층은 셀룰로오스계 바인더를 사용하여 본 발광성 화합물을 적당량 혼합한 상태의 슬러리를 사용하여 실크스크린 기법을 통하여 적층하였다. 이후 건조를 실시하엿다. 다음으로 유전체층 적층을 위해 바륨타이타네이트 슬러리를 사용하여 유전체 층을 적층하여 건조하였다. 마지막으로 전극으로는 Silver paste를 사용하여 적층하였다. 상기 방법으로 적층 시 아래 표 1과 같이 mesh를 사용하여 적당한 두께를 가지도록 하고 실크스크린 기법으로 적층 건조를 반복하여 EL소자를 제작하였다.A luminescent layer was formed by kneading the above-mentioned luminescent compound with a cellulose-based binder (luminous compound: cellulose-based binder = 4: 6 weight ratio) and coating this on the ITO transparent electrode with a doctor blade and drying. Thereafter, a dielectric layer including barium titanate and a silver back electrode were sequentially formed and laminated on the light emitting layer to finally produce an inorganic light emitting device. That is, ITO PET was used as the substrate, and the light emitting layer was laminated using a silk screen technique using a slurry in which a proper amount of the present luminous compound was mixed using a cellulose binder. And then dried. Next, dielectric layers were layered and dried using barium titanate slurry for dielectric layer deposition. Finally, silver paste was used as an electrode. In the above-described method, an EL device was fabricated by using a mesh as shown in Table 1 below and repeating lamination drying by a silk screen method so as to have an appropriate thickness.
실시예Example 2 2
phenanthroline 1.37g, YCl3·6H2O 2.30g, Eu(NO3)3·5H2O 0.30g, 5-amino isophthalic acid 0.706g을 칭량하고, 이를 H2O 0.1L 용매에 넣고 균일하게 혼합하였다.1.30 g of phenanthroline, 2.30 g of YCl 3 .6H 2 O, 0.30 g of Eu (NO 3 ) 3 .5H 2 O and 0.706 g of 5-amino isophthalic acid were weighed and mixed in a 0.1 L solvent of H 2 O and mixed uniformly.
이후, 상기 혼합물을 130℃ 온도에서 반응시켜, 최종적으로 [(Y1.9Eu0.1)(phen)2(L2)32(H2O)]n 조성의 발광성 화합물을 수득하였다(여기서, phen은, phenanthroline이고, L2은 5-amino isophthalic acid의 잔기, n>0이다).Thereafter, the mixture was reacted at a temperature of 130 ° C to finally obtain a luminescent compound having a composition of [(Y 1.9 Eu 0.1 ) (phen) 2 (L2) 3 2 (H 2 O)] n, phenanthroline, L2 is a residue of 5-amino isophthalic acid, n > 0).
과정을 요약하면, 아래 Scheme 2과 같다.The process is summarized in
상기 발광성 화합물에 셀룰로오스계 바인더를 혼련하고(발광성 화합물 : 셀룰로오스계 바인더 = 4 : 6 중량비), 이를 ITO 투명전극 상에 닥터블래이드로 도포·건조하는 방식으로 발광층을 형성한 점을 제외하는고, 모두 실시예 1과 동일하게 하여 무기 발광 소자를 제작하였다.
Except that a luminescent layer was formed by kneading a cellulose-based binder (luminescent compound: cellulose-based binder = 4: 6 weight ratio) on the above-mentioned luminescent compound, and coating this on a ITO transparent electrode with a doctor blade and drying An inorganic light emitting device was fabricated in the same manner as in Example 1.
실시예Example 3 3
phenanthroline 1.37 g, YCl3·6H2O 2.30g, Eu(NO3)3·5H2O 0.30g, 5-nitro isophthalic acid 0.823g을 칭량하고, 이를 H2O 0.1L 용매에 넣고 균일하게 혼합하였다.1.37 g of phenanthroline, 2.30 g of YCl 3 .6H 2 O, 0.30 g of Eu (NO 3 ) 3 .5H 2 O and 0.823 g of 5-nitroisophthalic acid were weighed and mixed in a 0.1 L solvent of H 2 O and mixed uniformly.
이후, 상기 혼합물을 130℃ 온도에서 반응시켜, 최종적으로 [(Y1.9Eu0.1)(phen)2(L3)32(H2O)]n 조성의 발광성 화합물을 수득하였다(여기서, phen은, phenanthroline이고, L3은 5-nitro isophthalic acid의 잔기, n>0이다).Thereafter, the mixture was reacted at a temperature of 130 ° C to finally obtain a luminescent compound having a composition of [(Y 1.9 Eu 0.1 ) (phen) 2 (L 3 ) 3 2 (H 2 O)] n, phenanthroline, L3 is a residue of 5-nitroisophthalic acid, n > 0).
과정을 요약하면, 아래 Scheme 3과 같다.The process is summarized in Scheme 3 below.
상기 발광성 화합물에 셀룰로오스계 바인더를 혼련하고(발광성 화합물 : 셀룰로오스계 바인더 = 4 : 6 중량비), 이를 ITO 투명전극 상에 닥터블래이드로 도포·건조하는 방식으로 발광층을 형성한 점을 제외하는고, 모두 실시예 1과 동일하게 하여 무기 발광 소자를 제작하였다.
Except that a luminescent layer was formed by kneading a cellulose-based binder (luminescent compound: cellulose-based binder = 4: 6 weight ratio) on the above-mentioned luminescent compound, and coating this on a ITO transparent electrode with a doctor blade and drying An inorganic light emitting device was fabricated in the same manner as in Example 1.
비교예Comparative Example
상기 실시예 1에서 발광층에 포함되는 발광성 화합물을 EuY만을 사용한 것을 제외하고, 모두 동일하게 하여 전계 발광 소자를 최종적으로 제작하였다(사실 EuY의 전계 발광 특성에 대해서는 종래에 알려진 것이 없지만, 여타의 물질과의 전계 발광성능을 비교하기 위해 reference로 하였다).
An electroluminescent device was finally fabricated in the same manner as in Example 1 except that only the EuY was used as the luminescent compound contained in the luminescent layer (actually, the electroluminescent characteristics of EuY were not conventionally known, Was used as a reference for comparison of the electroluminescence performance of the organic EL device.
실험예Experimental Example
발광성 화합물 물성Properties of luminous compound
상기에서 제조된 실시예 1에 대한 PXRD 그래프 및 SEM 이미지는, 각각 도 1, 및 도 2 내지 3와 같았다.The PXRD graph and SEM image of the above-prepared Example 1 were as shown in Figs. 1 and 2 to 3, respectively.
전계Field 발광 테스트 Luminescence test
상기 제작된 실시예 1 내지 3의 무기 전계 발광 소자에 대해, 전원을 인가하여 전계 발광 여부를 테스트 하였다. 전원은 1.5kV, DC와 500V, 400Hz인 것을 사용하였고, 상기 2가지 모두에서 적색의 전계 발광을 확인할 수 있었다. 결과는 도 5에 나타낸 사진과 같았다.The inorganic electroluminescent devices of Examples 1 to 3 prepared above were tested for the electroluminescence by applying power. The power source was 1.5 kV, DC, 500 V, and 400 Hz, and the red electroluminescence was confirmed in both of the above. The results were the same as those shown in Fig.
전계Field 발광 측정 Luminescence measurement
상기 제작된 실시예 1 내지 3, 및 비교예의 무기 전계 발광 소자에 대해, 전원을 인가하여 전계 발광 여부를 테스트 하였다. 전원은 1.5kV, DC와 500V, 400Hz인 것을 사용하였을 때 EuY를 발광층으로 사용한 전계 발광 소자를 광측정하였다. The inorganic electroluminescent devices of Examples 1 to 3 and Comparative Examples prepared above were tested for electroluminescence by applying power. When the power source was 1.5 kV, DC, 500 V, and 400 Hz, the electroluminescent device using EuY as the light emitting layer was optically measured.
결과는 도 6, 및 도 7에 나타내었다. 도 6은 비교예(발광층 화합물 EuY)의 것이고, 도 7은 실시예 1(발광층 화합물 EuY isophthalic acid)의 것이다. The results are shown in FIG. 6 and FIG. Fig. 6 shows a comparison example (light emitting layer compound EuY), and Fig. 7 shows Example 1 (light emitting layer compound EuY isophthalic acid).
도 6 및 도 7을 비교하여 확인할 수 있듯이, 본 발명의 발광층 화합물의 경우, 보다 sharp한 피크 특성을 나타내면서도, 발광성능이 좋음을 알 수 있었다.6 and 7, it was found that the light emitting layer compound of the present invention exhibited sharp peak characteristics and good light emitting performance.
Claims (7)
상기 투명전극과 배면전극 사이에 구비되는 발광층, 또는 발광층 및 유전체층를 포함하여 구성되고,
상기 발광층은 하기 화학식 1로 표시되는 화합물을 포함하는 것임을 특징으로 하는 전계 발광 소자.
[화학식 1]
[(A x1,Rx2)(phen)2(L)32(H2O)]n
A는 Y, La, Ga, Lu, Gd 3가 양이온 금속으로 이루어진 군에서 선택되는 1종이고, R은 Eu, Sm, Dy, Tb으로 이루어진 군에서 선택되는 1종이고, phen은 phenanthroline이고, L은 하기 화학식 2로 표시되는 화합물이며, 0< x1+x2<2이고, n>0 이다.
[화학식 2]
여기서, R1은 탄소수 2 내지 5의 카르복시 잔기이고, R2는 수소, 탄소수 2 내지 5의 카르복시 잔기, 또는 NR3R4이고, R3, 및 R4는 각각 독립적으로, 수소, 산소, 탄소수 1 내지 10의 탄화수소이고, m은 2 내지 4의 정수이며, R1 각각은 상호 같거나 다를 수 있다.A transparent electrode and a back electrode spaced apart from each other at predetermined intervals,
A light emitting layer provided between the transparent electrode and the back electrode, or a light emitting layer and a dielectric layer,
Wherein the light emitting layer comprises a compound represented by Formula 1 below.
[Chemical Formula 1]
[(A x1 , R x2 ) (phen) 2 (L) 3 2 (H 2 O)] n
A is one species selected from the group consisting of Y, La, Ga, Lu and Gd 3, and R is one species selected from the group consisting of Eu, Sm, Dy and Tb, phen is phenanthroline and L Is a compound represented by the following formula (2), 0 < x1 + x2 < 2, and n > 0.
(2)
Wherein R 1 is a carboxy residue having 2 to 5 carbon atoms and R 2 is hydrogen, a carboxy residue having 2 to 5 carbon atoms or NR 3 R 4, each of R 3 and R 4 is independently hydrogen, oxygen, m is an integer of 2 to 4, and each R1 may be the same or different from each other.
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| KR20180079606A (en) * | 2016-12-30 | 2018-07-11 | 주식회사 효성 | Green organic-inorganic hybrid photoluminescence material and method for manufacturing the same |
| KR20180079609A (en) * | 2016-12-30 | 2018-07-11 | 주식회사 효성 | Blue LED device having green organic and inorganic composite light-emitting material |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111690150B (en) * | 2020-07-08 | 2022-02-11 | 衡阳师范学院 | Rare earth europium (III) coordination polymer with network structure and preparation method and application thereof |
| CN115947951B (en) * | 2023-01-03 | 2023-11-24 | 中国科学院赣江创新研究院 | MOF fluorescent probe for detecting aluminum ions and iron ions and preparation method thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005075598A1 (en) * | 2004-02-06 | 2005-08-18 | Mitsubishi Chemical Corporation | Light emitting device and lighting device using it, image display unit |
| KR100967535B1 (en) * | 2008-09-19 | 2010-07-05 | 한국과학기술원 | Inorganic electroluminescence device and manufacturing method thereof |
-
2014
- 2014-11-18 KR KR1020140161229A patent/KR20160059598A/en not_active Application Discontinuation
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2015
- 2015-11-16 WO PCT/KR2015/012300 patent/WO2016080719A1/en active Application Filing
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20180079606A (en) * | 2016-12-30 | 2018-07-11 | 주식회사 효성 | Green organic-inorganic hybrid photoluminescence material and method for manufacturing the same |
| KR20180079609A (en) * | 2016-12-30 | 2018-07-11 | 주식회사 효성 | Blue LED device having green organic and inorganic composite light-emitting material |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2016080719A1 (en) | 2016-05-26 |
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