TWI393762B - Organic electroluminescent device and host material thereof - Google Patents
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本發明關於一種適用於有機電激發光裝置之螢光主發光體材料，尤指一種綠色螢光主發光體材料。The invention relates to a fluorescent main illuminant material suitable for an organic electroluminescent device, in particular to a green fluorescent main illuminant material.
2005年日本石化大廠出光興產與Sony共同宣佈將合作開發有機發光二極體(OLED，organic light-emitting diode)用材料，並分享既有之OLED材料及裝置技術與專利。2007年Sony發表了全球第一台OLED顯示器，另於2009年日本ceatec 2009大展發表「可彎折式OLED(flexible OLED)」，並預計於2010年推出大尺寸的OLED電視。OLED顯示器不需要背光模組，且具有低驅動電壓、高亮度、高對比、廣視角、響應速度快、結構簡單、超薄膜、重量輕等優點，已逐漸衝擊目前以LCD顯示器為主流的市場，並隨著技術的純熟而進入百家爭鳴的階段。In 2005, Nippon Petrochemical Co., Ltd. and Sony Corporation announced that they will jointly develop materials for organic light-emitting diode (OLED) and share existing OLED materials and device technologies and patents. In 2007, Sony released the world's first OLED display, and in 2009, Japan's Cenatec 2009 exhibition released "flexible OLED", and is expected to launch a large-size OLED TV in 2010. The OLED display does not require a backlight module, and has the advantages of low driving voltage, high brightness, high contrast, wide viewing angle, fast response, simple structure, ultra-thin film, light weight, etc., and has gradually impacted the current market dominated by LCD displays. And with the skill of the technology, it entered the stage of contending.
有機發光二極體係根據有機電激發光(organic electroluminescence，OEL)的原理，即指，在一定電場下，有機物質被相應的電能激發所發生的發光現象。根據其發光材料的不同，OLED可分為小分子系列和高分子系列。小分子發光材料包含主發光體材料(host material)和客體材料(guest material，又稱螢光摻雜物)，主要的發展國家為亞洲國家如日、韓和中華民國。高分子系列則以歐美國家為主。The organic light-emitting diode system is based on the principle of organic electroluminescence (OEL), that is, the luminescence phenomenon in which an organic substance is excited by a corresponding electric energy under a certain electric field. Depending on the luminescent materials, OLEDs can be classified into small molecule series and polymer series. The small molecule luminescent material comprises a host illuminant material and a guest material (also known as a fluorescent material), and the main developing countries are Asian countries such as Japan, Korea and the Republic of China. The polymer series is mainly based on European and American countries.
1963年Popel等人在研究10~20μm厚的蒽(anthracene)單晶片時首先發現在晶體兩端施以400伏特電壓後，可觀察到蒽發出藍色螢光，使得有機電激發光的研究跨出了第一步，但由於單晶成長、大面積化困難，且所需的驅動電壓太大，發光效率又較無機材料差，因此不具實用價值。隨後Helfrich和Williams等人繼續努力研究，將電壓降至100伏特左右，獲得了約5%光子/電子的外部量子效率，但由於單晶厚度還是過大，因而使得驅動電壓也較高，造成電能轉化成光能的效率太低。1982年Vincett等人利用真空蒸鍍法製成了僅50nm厚的蒽薄膜，進一步將驅動電壓降至30伏特即能觀察到藍色螢光，不過由於電子注入效率太低及蒽的成膜性不好，所以其外部量子效率只有0.03%左右。之後雖經過二十多年的零星發展，卻仍一直未有重大突破。In 1963, when Popel et al. studied the 10~20μm thick anthracene single wafer, it was first discovered that after applying 400 volts across the crystal, blue fluorescence could be observed, which led to the study of organic electroluminescence. The first step is taken, but since the single crystal grows and the area is difficult, and the required driving voltage is too large, the luminous efficiency is inferior to that of the inorganic material, so it has no practical value. Subsequently, Helfrich and Williams and others continued their efforts to reduce the voltage to about 100 volts, and obtained an external quantum efficiency of about 5% photon/electron. However, since the thickness of the single crystal is too large, the driving voltage is also high, resulting in electrical energy conversion. The efficiency of light energy is too low. In 1982, Vincett et al. made a 50 nm thick tantalum film by vacuum evaporation, and further reduced the driving voltage to 30 volts to observe blue fluorescence, but the electron injection efficiency was too low and the film formation of germanium was observed. Not good, so its external quantum efficiency is only about 0.03%. After more than 20 years of sporadic development, there have been no major breakthroughs.
直到1987年美國柯達公司(Eastman Kodak company)Tang及VanSlyke等人首先發表有機發光二極體(organic light-emitting diodes，OLEDs)，才有突破性的發展。他們將芳香二胺(HTM-2)作為電洞傳輸層材料，和成膜性好的8-羥基喹啉鋁Alq3(tris(8-hydroxyquinolinato)aluminum(III))作為電子傳輸層和發光材料利用真空蒸鍍製成60~70nm的薄膜，並以低功函數的鎂銀合金為陰極，提高電子和電洞的注入效率。在兩片電極間置入其所開發的有機小分子發光材料，通電即可發出光來，其產生波長為530nm的綠光，可展現出低驅動電壓、高量子效率(>1%)及元件穩定性等效果，大幅提升有機小分子電激發光元件的特性與實用性。It was not until 1987 that the Eastman Kodak company Tang and Van Slyke first published organic light-emitting diodes (OLEDs) that they had a breakthrough. They used aromatic diamine (HTM-2) as a hole transport layer material and a film-forming 8-hydroxyquinolate aluminum (III) as an electron transport layer and luminescent material. Vacuum evaporation is used to form a film of 60-70 nm, and a low-work function magnesium-silver alloy is used as a cathode to improve the injection efficiency of electrons and holes. Inserting the organic small molecule luminescent material developed between the two electrodes, it emits light when energized, which produces green light with a wavelength of 530 nm, which can exhibit low driving voltage, high quantum efficiency (>1%) and components. The effect of stability and the like greatly enhances the characteristics and practicability of the organic small molecule electroluminescent device.
其後1990年，英國劍橋大學(Cambridge University)Friend等人接著發表高分子發光二極體(polymer light-emitting diodes，PLEDs)，以旋轉塗佈的方式，將共軛高分子PPV(poly(p-phenylene vinylene))當作發光層，製作出單層結構的聚合物電激發光元件，由於其具有製程簡單、高分子良好的機械性質及似半導體的特性，使得共軛高分子發光材料方面的研究快速發展。Then in 1990, Friend et al. of Cambridge University in the United Kingdom subsequently published polymer light-emitting diodes (PLEDs) to spin-coat the conjugated polymer PPV (poly(p). -phenylene vinylene)) as a light-emitting layer, a polymer electroluminescent device having a single-layer structure is produced, which has a simple process, good mechanical properties of a polymer, and semiconductor-like properties, so that a conjugated polymer luminescent material is used. Research is developing rapidly.
材料決定OLED產品的良否，發光材料是其中最重要的材料，好的發光材料必需滿足四個條件：(1)高量子效率的螢光特性，且螢光光譜主要分佈在400~700nm可見光區域內；(2)良好的半導體特性，具有高的導電率，能傳導電子或電洞，或者兩者皆有；(3)良好的成膜性，在幾十奈米的薄膜中不會產生針孔；(4)良好的熱穩定性。The material determines whether the OLED product is good or not. The luminescent material is the most important material. The good luminescent material must meet four conditions: (1) high quantum efficiency fluorescence characteristics, and the fluorescence spectrum is mainly distributed in the visible light region of 400-700 nm. (2) good semiconductor characteristics, high conductivity, ability to conduct electrons or holes, or both; (3) good film formation, no pinholes in tens of nanometers of film (4) Good thermal stability.
大部份的電子傳輸層和電洞傳輸層都可作為可見光區的發光材料，但由於大多數的有機材料在超過一定濃度，尤其是固態時，會存在自我驟熄(self quenching)或稱濃度驟熄(concentration quenching)的問題，導致發射峰變寬或是產生紅位移，所以一般會以低濃度的方式將螢光摻雜物掺雜(doping)在具某種載流子性質的螢光主發光體材料(host)中作為客發光體(dopant emitter)。應用在小分子有機電激發光元件的螢光主發光體材料與螢光摻雜物之幾個設計考慮為：(1)螢光摻雜物具有高的螢光效率；(2)螢光摻雜物的吸收光譜和螢光主發光體材料的發射光譜要有很好的重疊，使能量可以有效地從主體傳遞到客體；(3)有紅、藍、綠或黃色的發射峰，且發射峰盡可能的窄以維持光色的純度；(4)穩定性好，能蒸鍍。Most of the electron transport layer and the hole transport layer can be used as luminescent materials in the visible light region, but since most organic materials exceed a certain concentration, especially in the solid state, there will be self quenching or concentration. The problem of concentration quenching leads to broadening of the emission peak or red shift, so the fluorescent dopant is generally doped in a low concentration manner in the fluorescence with certain carrier properties. The main illuminant material acts as a dopant emitter. Several design considerations for fluorescent primary illuminant materials and fluorescent dopants for small molecule organic electroluminescent devices are: (1) fluorescent dopants have high fluorescence efficiency; (2) fluorescent blending The absorption spectrum of the impurity and the emission spectrum of the fluorescent main emitter material should be well overlapped so that the energy can be efficiently transmitted from the host to the guest; (3) there are red, blue, green or yellow emission peaks, and the emission The peak is as narrow as possible to maintain the purity of the light color; (4) the stability is good and can be evaporated.
常用的綠色螢光主體材料為9,10-二萘蒽(9,10-di-(2-naphthyl)anthracene，ADN，如下述化學式(A))或DNPBA(WO2007021117，如下述化學式(B))，因應OLED面板大尺寸化的趨勢，這些常用的綠色螢光主體材料卻面臨面板功耗過高的技術瓶頸。因此，開發一新型而具高效率低電壓的綠色螢光主體材料與元件，以解決大尺寸OLED面板功耗過高的問題，確有其必要性。A commonly used green fluorescent host material is 9,10-di-(2-naphthyl) anthracene (ADN, such as the following chemical formula (A)) or DNPBA (WO2007021117, such as the following chemical formula (B)) In response to the trend of large-scale OLED panels, these commonly used green fluorescent host materials face the technical bottleneck of excessive power consumption of the panel. Therefore, it is necessary to develop a new type of green fluorescent host material and components with high efficiency and low voltage to solve the problem of excessive power consumption of large-size OLED panels.
爰是，本發明之主要目的為提供一種綠色螢光主發光體材料，具高穩定性、製備容易、易於商業化且具產業應用價值等優點，以解決大尺寸OLED面板功耗過高的問題。Therefore, the main object of the present invention is to provide a green fluorescent main illuminant material, which has the advantages of high stability, easy preparation, easy commercialization, and industrial application value, so as to solve the problem of excessive power consumption of large-sized OLED panels. .
本發明之另一目的為提供一種有機電激發光裝置，該發光裝置包含本發明之綠色螢光主發光體材料，具高效率及低電壓之優點，而沒有習用大尺寸OLED面板功耗過高的問題。Another object of the present invention is to provide an organic electroluminescent device comprising the green fluorescent main illuminant material of the present invention, which has the advantages of high efficiency and low voltage, and has no excessive power consumption of a conventional large-sized OLED panel. The problem.
為達到以上目的，本發明係提供一種螢光主發光體材料，係具有下列化學式(I)所示之結構：In order to achieve the above object, the present invention provides a fluorescent main illuminant material having the structure represented by the following chemical formula (I):
，其中Ar1 和Ar2 係各自獨立為C6 -C20 之芳香環(aromatic ring)。Wherein the Ar 1 and Ar 2 systems are each independently a C 6 -C 20 aromatic ring.
於較佳實施例中，螢光主發光體材料係為下列化學式所示之化合物：In a preferred embodiment, the fluorescent primary illuminant material is a compound of the formula:
於較佳實施例中，前述螢光係為綠色螢光。In a preferred embodiment, the fluorescent system is green fluorescent.
本發明另提供一種螢光發光組合物，其係包含：如前述之螢光主發光體材料；以及螢光摻雜物。The present invention further provides a fluorescent luminescent composition comprising: a fluorescent main illuminant material as described above; and a fluorescent dopant.
本發明再提供一種有機電激發光裝置，其係包含依以下順序排列之層狀結構：透明基板、陽極層、電洞傳輸層、發光層、電子傳輸層及陰極層；其中，該有機電機發光裝置之特徵在於：發光層中包含前述螢光主發光體材料。The present invention further provides an organic electroluminescent device comprising a layered structure arranged in the following order: a transparent substrate, an anode layer, a hole transport layer, a light emitting layer, an electron transport layer and a cathode layer; wherein the organic motor emits light The device is characterized in that the luminescent layer contains the aforementioned fluorescent main illuminant material.
於較佳實施例中，前述有機電激發光裝置進一步包含電洞注入層。In a preferred embodiment, the organic electroluminescent device further includes a hole injection layer.
於較佳實施例中，前述有機電激發光裝置進一步包含電子注入層。In a preferred embodiment, the organic electroluminescent device further includes an electron injecting layer.
於較佳實施例中，前述陽極層及前述陰極層係分別與外部電源接觸形成電通路。In a preferred embodiment, the anode layer and the cathode layer are respectively in contact with an external power source to form an electrical path.
於較佳實施例中，前述發光層係進一步包含螢光摻雜物。In a preferred embodiment, the luminescent layer further comprises a fluorescent dopant.
於較佳實施例中，前述螢光摻雜物係為具有在Commission Internationale d’Exclairage(CIEx,y)座標中，其中CIEx於0.26~0.36之間，CIEy於0.60~0.68之間之特性的綠色螢光摻雜物；如，C545T。In a preferred embodiment, the fluorescent dopant is green having the characteristics of Commission Internationale d'Exclairage (CIEx, y), wherein CIEx is between 0.26 and 0.36, and CIEy is between 0.60 and 0.68. Fluorescent dopants; for example, C545T.
本發明之螢光主發光體材料具高穩定性、製備容易、易於商業化且具產業應用價值等優點，因此使用該螢光主發光體材料之本發明之有機電激發光裝置具有高效率及低電壓之優點，且可解決大尺寸OLED面板功耗過高的問題。The fluorescent main light-emitting device of the invention has the advantages of high stability, easy preparation, easy commercialization and industrial application value, and therefore the organic electroluminescent device of the invention using the fluorescent main light-emitting material has high efficiency and The advantages of low voltage and can solve the problem of excessive power consumption of large-size OLED panels.
本發明關於一種螢光主發光體材料，及包含該螢光主發光體材料之螢光發光組合物和有機電激發光裝置。The present invention relates to a fluorescent main illuminant material, and a fluorescent luminescent composition and an organic electroluminescent device comprising the luminescent main illuminant material.
本發明之螢光主發光體材料係具有下列化學式(I)所示之結構：The fluorescent main illuminant material of the present invention has the structure shown by the following chemical formula (I):
，其中Ar1 和Ar2 係各自獨立為C6 -C20 之芳香環(aromatic ring)。Wherein the Ar 1 and Ar 2 systems are each independently a C 6 -C 20 aromatic ring.
本發明之有機電激發光裝置的一個實施例係包含依以下順序排列之層狀結構：透明基板、陽極層、電洞注入層、電洞傳輸層、發光層、電子傳輸層、電子注入層及陰極層；其中，前述陽極層及陰極層係分別與外部電源接觸形成電通路，除發光層以外之各層材料之選用，係屬本技術領域之通常知識而無須限定。例如前述透明基板可為玻璃、塑膠或其他可撓性基材；前述陽極層可為，但不限於銦錫氧化物(ITO)；前述電洞注入層可為，但不限於銅鈦菁系材料(Phthalocyanine)如鈦菁銅(CuPC)或烯丙基胺系材料；前述電洞傳輸層可為，但不限於NPB(n,n'-bis(naphthalen-1-yl)-n,n'-bis(phenyl)-benz idine)；前述電子傳輸層可為鋁錯化合物例如，但不限於：三(8-羥基喹啉)鋁(Alq3)；前述電子注入層可為鹼性金屬、氟化鋰、氧化鋰、鋰錯化合物或摻雜鹼性金屬之有機層；前述陰極層可為，但不限於鋁、鋁鋰合金、鎂銀合金、氟化鋰或其混合物。An embodiment of the organic electroluminescent device of the present invention comprises a layered structure arranged in the following order: a transparent substrate, an anode layer, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, and The cathode layer; wherein the anode layer and the cathode layer are respectively in contact with an external power source to form an electrical path, and the selection of materials of the layers other than the light-emitting layer is generally known in the art without limitation. For example, the transparent substrate may be glass, plastic or other flexible substrate; the anode layer may be, but not limited to, indium tin oxide (ITO); the hole injection layer may be, but not limited to, a copper-titanium-based material. (Phthalocyanine) such as copper phthalocyanine (CuPC) or allylamine-based material; the aforementioned hole transport layer may be, but not limited to, NPB (n, n'-bis (naphthalen-1-yl)-n, n'- Bis(phenyl)-benz idine); the foregoing electron transport layer may be an aluminum fault compound such as, but not limited to, tris(8-hydroxyquinoline)aluminum (Alq3); the electron injection layer may be an alkali metal or lithium fluoride An organic layer of lithium oxide, a lithium complex compound or a doped alkaline metal; the foregoing cathode layer may be, but not limited to, aluminum, an aluminum lithium alloy, a magnesium silver alloy, lithium fluoride or a mixture thereof.
在小分子有機電激發光裝置的發光層材料選用上，通常會使用一螢光主發光體材料搭配一螢光摻雜物來達到電激發光之效果。本發明之有機電激發光裝置的特徵在於，其發光層係使用本發明之螢光發光組合物，其係包含本發明如前述式(I)之螢光主發光體材料以及螢光摻雜物。In the selection of the luminescent layer material of the small molecule organic electroluminescent device, a fluorescent main illuminant material is usually used together with a fluorescent dopant to achieve the effect of electroluminescence. The organic electroluminescent device of the present invention is characterized in that the luminescent layer of the present invention comprises the fluorescent luminescent composition of the present invention comprising the fluorescent main illuminant material of the above formula (I) and a luminescent dopant. .
較佳地，本發明之螢光主發光體材料係與綠色螢光摻雜物共同構成發光層。該綠色螢光摻雜物包含，但不限於：C545T。Preferably, the fluorescent primary illuminant material of the present invention forms a luminescent layer together with the green fluorescent dopant. The green fluorescent dopant includes, but is not limited to, C545T.
以下實施態樣係用於進一步了解本發明之優點，並非用於限制本發明之申請專利範圍。The following embodiments are intended to further understand the advantages of the present invention and are not intended to limit the scope of the invention.
將10.00克(42.2mmol)的2,6-二溴吡啶(2,6-dibromopyridine)、33.07克(94.97mmol)的9-(萘-7-基)蒽-10-基-硼酸(9-(naphthalene-7-yl)anthracene-10-yl-10-boronic acid)、2.33克(2.11mmol)的四(三苯基膦)鈀(tetrakis(triphenylphosphine)palladium(0))、150毫升的甲苯、15毫升的乙醇和63毫升的碳酸鈉水溶液(sodium carbonate，2M)於氮氣下進行隔夜(overnight，20小時)的迴流反應後，冷卻並過濾取出固體，烘乾後得成品26.2公克，純度為99.26%，收率為90.8%。此產品經由昇華純化後純度為99.6%，熔點487.8℃，玻璃移轉溫度(Tg)為170℃。10.00 g (42.2 mmol) of 2,6-dibromopyridine, 33.07 g (94.97 mmol) of 9-(naphthalen-7-yl)indole-10-yl-boronic acid (9-( Naphthalene-7-yl)anthracene-10-yl-10-boronic acid), 2.33 g (2.11 mmol) of tetrakis(triphenylphosphine)palladium(0)), 150 ml of toluene, 15 ML of ethanol and 63 ml of sodium carbonate (2M) were refluxed overnight (overnight, 20 hours) under nitrogen, cooled and filtered to remove the solid. After drying, the finished product was 26.2 g, and the purity was 99.26%. The yield was 90.8%. The product was purified by sublimation to a purity of 99.6%, a melting point of 487.8 ° C, and a glass transition temperature (Tg) of 170 ° C.
將10.00克(35.2mmol)的5-溴-2-碘-吡啶(5-bromo-2-iodo-pyridine)、27.6克(79.23mmol)的10.00 g (35.2 mmol) of 5-bromo-2-iodo-pyridine, 27.6 g (79.23 mmol)
將10.00克(35.2mmol)的5-溴-2-碘-吡啶(5-bromo-2-iodo-pyridine)、27.6克(79.23mmol)的9-(萘-7-基)蒽-10-基-硼酸(9-(naphthalene-7-yl)anthracene-10-yl-10-boronic acid)、2.03克(1.76mmol)的四(三苯基膦)鈀(tetrakis(triphenylphosphine)palladium(0))、150毫升的甲苯、15毫升的乙醇和53毫升的碳酸鈉水溶液(sodium carbonate，2M)於氮氣下進行隔夜(overnight，20小時)的迴流反應後，冷卻並過濾取出固體，烘乾後得成品14.62公克，純度為98%，收率為61%。此產品經由昇華純化後純度為99.5%，熔點430.9℃，玻璃移轉溫度(Tg)為187℃。10.00 g (35.2 mmol) of 5-bromo-2-iodo-pyridine, 27.6 g (79.23 mmol) of 9-(naphthalen-7-yl)indole-10-yl Boric acid (9-(naphthalene-7-yl)anthracene-10-yl-10-boronic acid), 2.03 g (1.76 mmol) of tetrakis(triphenylphosphine) palladium(0)), 150 ml of toluene, 15 ml of ethanol and 53 ml of sodium carbonate (2M) were refluxed overnight (overnight, 20 hours) under nitrogen, cooled and filtered to remove the solid, which was dried to give the finished product 14.62. The gram has a purity of 98% and a yield of 61%. The product was purified by sublimation to a purity of 99.5%, a melting point of 430.9 ° C, and a glass transition temperature (Tg) of 187 ° C.
核磁共振(1 H NMR，400MHz)光譜數據如下：δ9.10(s,1H),8.03-8.15(m,7H),7.90-7.99(m,7H),7.77-7.82(m,4H),7.60-7.67(m,6H),7.50-7.56(m,4H),7.36-7.43(m,4H)。The NMR ( 1 H NMR, 400 MHz) spectral data is as follows: δ 9.10 (s, 1H), 8.03-8.15 (m, 7H), 7.90-7.99 (m, 7H), 7.77-7.82 (m, 4H), 7.60 - 7.67 (m, 6H), 7.50-7.56 (m, 4H), 7.36-7.43 (m, 4H).
於此實施例中測試本發明之有機電激發光裝置與比較例之有機電激發光裝置的特性。本發明之有機電激發光裝置的特徵在於發光層使用本發明之螢光主發光體材料(Inv-1或Inv-2之化合物)，除此之外，本實施例與比較例之有機電激發光裝置的其他層體所用材料係完全相同：The characteristics of the organic electroluminescent device of the present invention and the organic electroluminescent device of the comparative example were tested in this example. The organic electroluminescent device of the present invention is characterized in that the luminescent layer uses the fluorescent main illuminant material of the present invention (a compound of Inv-1 or Inv-2), and in addition, the organic electro-excitation of the present embodiment and the comparative example The materials used in the other layers of the optical device are identical:
‧基板：玻璃；‧ substrate: glass;
‧陽極層：銦錫氧化物(ITO)；‧ anode layer: indium tin oxide (ITO);
‧電洞注入層：50nm的鈦菁銅(CuPC)；‧ hole injection layer: 50 nm copper cyanide (CuPC);
‧電洞傳輸層：25nm的NPB(n,n'-bis(naphthalen-1-yl)-n,n'-bis(phenyl)-benzidine)；‧ hole transport layer: 25nm NPB (n, n'-bis (naphthalen-1-yl)-n, n'-bis (phenyl)-benzidine);
‧發光層：主發光體材料(Inv-1、Inv-2之化合物或ADN)和C545T作為綠光螢光摻雜物(green dopant)，摻雜濃度1%；‧ luminescent layer: main illuminant material (Inv-1, Inv-2 compound or ADN) and C545T as green light dopant, doping concentration 1%;
‧電子傳輸層：20nm的三(8-羥基喹啉)鋁(Alq3)；‧ Electron transport layer: 20 nm tris(8-hydroxyquinoline) aluminum (Alq3);
‧電子注入層：0.7nm的氟化鋰(LiF)；‧ Electron injection layer: 0.7 nm lithium fluoride (LiF);
‧陰極層：150nm的鋁。‧ Cathode layer: 150 nm aluminum.
以上各層體係以真空蒸鍍的方式依序結合。本發明之有機電激發光裝置的發光層的主發光體材料係使用本發明之螢光主發光體材料(Inv 1或Inv 2)；比較例的發光層的主發光體材料係使用9,10-二萘蒽(9,10-di-(2-naphthyl)anthracene，ADN)。The above layers are sequentially combined by vacuum evaporation. The main illuminant material of the luminescent layer of the organic electroluminescent device of the present invention uses the luminescent main illuminant material (Inv 1 or Inv 2) of the present invention; the main illuminant material of the luminescent layer of the comparative example uses 9,10 - 9,10-di-(2-naphthyl) anthracene (ADN).
請參第1圖，測試本發明之實施例與比較例之電壓對電流密度的關係，可見於相同電壓下，本發明之有機電激發光裝置(含Inv-1或Inv-2之化合物之發光層)具有較比較例之有機電激發光裝置(含ADN之發光層)高的電流密度，尤其在電壓達8伏特(V)以上時更顯出其差距。Referring to FIG. 1 , the relationship between the voltage and the current density of the embodiment of the present invention and the comparative example is tested. It can be seen that the organic electroluminescent device of the present invention (the light of the compound containing Inv-1 or Inv-2) can be seen under the same voltage. The layer has a higher current density than the organic electroluminescent device of the comparative example (the ADN-containing luminescent layer), especially when the voltage is above 8 volts (V).
另，於20mA/cm2 之電流密度下測量實施例與比較例之起始電壓(turn-on voltage)和電流效率(current efficiency)的結果如下表一：Further, the results of measuring the turn-on voltage and current efficiency of the examples and the comparative examples at a current density of 20 mA/cm 2 are as follows:
所屬領域之技術人員當可了解，在不違背本發明精神下，依據本案實施態樣所能進行的各種變化。因此，顯見所列之實施態樣並非用以限制本發明，而是企圖在所附申請專利範圍的定義下，涵蓋於本發明的精神與範疇中所做的修改。It will be apparent to those skilled in the art that various changes can be made in accordance with the embodiments of the present invention without departing from the spirit of the invention. Therefore, it is to be understood that the invention is not limited by the scope of the invention, and is intended to cover the modifications of the spirit and scope of the invention.
第一圖係本發明之實施例和比較例之電壓對電流密度圖。The first figure is a voltage versus current density diagram of an embodiment and a comparative example of the present invention.
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