CN100493285C - 有机电致发光器件 - Google Patents

有机电致发光器件 Download PDF

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CN100493285C
CN100493285C CNB2005100652788A CN200510065278A CN100493285C CN 100493285 C CN100493285 C CN 100493285C CN B2005100652788 A CNB2005100652788 A CN B2005100652788A CN 200510065278 A CN200510065278 A CN 200510065278A CN 100493285 C CN100493285 C CN 100493285C
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organic electroluminescence
electroluminescence device
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郑惠仁
宋沃根
具永谟
李勇翰
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Abstract

本发明提供了一种有机电致发光器件,其包括插入到一对电极之间的由绿色发光材料和蓝色发光材料构成的有机绿色发光层。与绿色发光材料相比,蓝色发光材料表现出更高的就空穴而言的稳定性和更长的寿命,从而使得包括绿色发光层的有机电致发光器件具有良好的发光效率、长寿命、低驱动电压和良好的色坐标特性。

Description

有机电致发光器件
本申请要求2004年7月29日在韩国知识产权局提交的韩国专利申请No.10-2004-0059737的权益,其全部公开内容在此处引入作为参考。
技术领域
本发明涉及有机电致发光器件,更具体而言,涉及长寿命的有机电致发光器件。
背景技术
有机电致发光器件是自发光型的。就是说,当电流应用到荧光或磷光有机层上时,电子和空穴在有机层上结合,因而发光。有机电致发光器件具有许多优点,包括质量轻、易加工、和高分辨率以及广视角。另外,有机电致发光器件可完美地实现高色纯度的电影,具有低能耗和低驱动电压。上述优点使得有机电致发光器件适于便携式电子仪器。
通常,为了提高效率和降低驱动电压,有机电致发光器件除了发光层外还包括电子传输层、空穴传输层等,它们都是有机层。许多因素可影响有机电致发光器件的寿命、效率、驱动电压、色座标(colorcoordinate)等:空穴传输层、发光层、电子传输层等的厚度;发光层中的搀杂剂的浓度;和所有有机层的全部厚度。
为了获得绿光,Alq3可用于形成发光层。但是,当发光层由Alq3单独构成时,产生过多的空穴,使得发光层损坏,因而降低了器件的寿命。就是说,空穴与Alq3的氧的一对未共享的电子结合,从而改变了Alq3的稳定结构。所改变的Alq3的稳定结构导致了发光层的损坏。
发明内容
本发明提供了长寿命的有机电致发光器件。
本发明一方面提供了一种有机电致发光器件,其包括在一对电极间形成的有机层。所述有机层是由绿色发光材料和蓝色发光材料构成的绿色发光层。
所述有机电致发光层可再包括选自空穴注入层、空穴传输层、电子注入层和电子传输层,以及空穴阻挡层中的至少一层。
本发明另一方面提供了一种有机电致发光器件,包括:第一电极;在第一电极上形成的空穴传输层;由绿色发光材料和蓝色发光材料在空穴传输层上形成的绿色发光层;在绿色发光层上形成的电子传输层;和在电子传输层上形成的第二电极。
在第一电极和空穴注入层之间可再形成空穴注入层。在电子传输层和第二电极间可再形成电子注入层。
附图说明
通过本发明的代表性实施方案的详细描述并参照附图,本发明的上述和其他特点和优点会变得更加明显。
图1阐明了本发明一个实施方案的有机电致发光器件的结构;
图2阐明了本发明另一实施方案的有机电致发光器件的结构;
图3阐明了本发明又一实施方案的有机电致发光器件的结构;和
图4阐明了本发明再一实施方案的有机电致发光器件的结构;
具体实施方式
本发明一个实施方案的有机电致发光器件的绿色发光层包括蓝色发光材料和绿色发光材料。与绿色发光材料相比,蓝色发光材料表现出更高的就空穴而言的稳定性和更好的空穴传输特性。
由绿色发光材料和蓝色发光材料构成的发光层,与单独绿色发光材料构成的发光层相比,表现出更高的就空穴而言的稳定性和更长的寿命特性。
本发明的实施方案的发光层基于100重量份绿色发光材料含有80-120重量份的蓝色发光材料。当蓝色发光材料的量低于80重量份时,器件寿命的提高是可以忽略的,这是不合需要的。当蓝色发光材料的量高于120重量份时,器件的效率降低,这也是不合需要的。
绿色发光材料可具有500-550nm的最大吸收波长(λ max);玻璃化转变温度(Tg)高于150℃,优选150-200℃;最高未占据分子轨道(HOMO)能级为5.7-5.9eV;最低未占据分子轨道(LUMO)能级为3.0-3.2eV;上述的绿色发光材料可以是Alq3、Tb(acac)3、香豆素6、NSD、蒄、OXD-2、OXD-3,其中acac是乙酰丙酮酸盐(acetylacetonate)的缩写(所有上述材料用下文的通式来表示)等等。
Figure C200510065278D00171
Figure C200510065278D00181
蓝色发光材料可具有420-480nm的最大吸收波长(λ max)。上述的材料可以是螺-DPVBi、化合物(A)、Flrpic、CzTT、蒽、TPB、PPCP、DST、TPA、OXD-4、BBOT、AZM-Zn(所有上述材料用下文的通式来表示)通式1所示的化合物等。
Figure C200510065278D00191
Figure C200510065278D00201
Figure C200510065278D00211
Figure C200510065278D00221
[通式1]
另外,在日本专利待审公开2000-192028、2000-191560、2000-48955、和2000-7604、日本专利No.平10-11063、和美国专利No.6,591,636中公开的化合物可用作发光层的蓝色发光材料,所有上述专利加入本发明作为参考。
蓝色发光材料可以是蒽衍生物,所述衍生物可发出具有高发光亮度、高发光效率和高色纯度的蓝光。
发光层可具有300-
Figure C200510065278D00231
的厚度。电子传输层可具有150-的厚度。当电子传输层的厚度大于
Figure C200510065278D00233
时,有机电致发光器件的驱动电压增加。
图1阐明了本发明一个实施方案的有机电致发光器件的结构。
关于图1,有机电致发光器件包括顺次堆积在基底上的第一电极、发光层(EML)和第二电极。
图2阐明了本发明另一实施方案的有机电致发光器件的结构。
图2的有机电致发光器件不同于图1的有机电致发光器件,因为在第一电极和EML间可再形成空穴传输层(HTL),在EML和第二电极间可再形成电子传输层(ETL)。
图3阐明了本发明又一实施方案的有机电致发光器件的结构。
图3的有机电致发光器件不同于图2的有机电致发光器件,因为在第一电极和HTL间可再形成空穴注入层(HIL),在ETL和第二电极间可再形成电子注入层(EIL)。
图4阐明了本发明再一实施方案的有机电致发光器件的结构。
图4的有机电致发光器件不同于图3的有机电致发光器件,因为在EML和ETL间可再形成空穴阻挡层(HBL)。
根据本发明的实施方案制备有机电致发光器件的方法将根据图1-4进行描述。
首先,基底的上表面用阳极材料涂覆形成阳极。阳极用作第一电极。基底是在常规有机电致发光器件中使用的基底,优选玻璃基底或透明的塑料基底,该透明塑料基底是透明的和防水的,具有平滑的表面,可容易地处理。该阳极材料可以是透明的和高传导性的。阳极材料的实例包括氧化铟锡(ITO)、氧化铟锌(IZO)、SnO2、ZnO等。
阳极形成后,空穴注入层任选地在阳极上形成。通过将空穴注入层材料真空热淀积在阳极上,或用空穴注入层材料自旋涂覆在阳极上形成HIL。空穴注入层的厚度可以为
Figure C200510065278D00234
当空穴注入层的厚度低于时,有机电致发光器件的寿命和可靠性降低,特别是在钝态基质有机电致发光器件的情况下,会发生象素不足,这是不合需要的。当空穴注入层的厚度大于
Figure C200510065278D00236
时,驱动电压增加,这也是不需要的。
空穴注入层材料可以为铜酞菁(CuPc);星爆式胺如TCTA、m-MTDATA、IDE406(获自Idemitz Co.);等等,但不限制于这些。
Figure C200510065278D00241
空穴注入层形成后,HTL任选地通过将空穴传输材料真空热淀积在空穴注入层上形成,或用空穴传输材料自旋涂覆在空穴注入层上形成。空穴传输材料可以为N,N′-双(3-甲基苯基)-N,N′-联苯基-[1,1-联苯基]-4,4′-二胺(TPD);N,N′-二(萘-1-基)-N,N′-联苯基联苯胺(α-NPD);IDE320(获自Idmitz Co.);等等,但不限制于这些。空穴传输层的厚度可以为100-
Figure C200510065278D00242
当空穴传输层的厚度小于时,由于厚度小,空穴传输能力降低,这是不合需要的。当空穴传输层的厚度大于
Figure C200510065278D00244
时,器件的驱动电压升高,这也是不合需要的。
Figure C200510065278D00251
空穴传输层形成后,利用绿色发光材料与蓝色发光材料形成EML。当需要时,常规的搀杂剂可搀杂到绿色发光材料和蓝色发光材料中。该搀杂剂可以是通常用于形成绿色发光层的搀杂剂。上述搀杂剂的实例包括C314S、C343S、C7、C7S、C6、C6S、C314T和C545T。搀杂剂的量基于100份绿色发光材料和蓝色发光材料的总重量可以是0.2-3重量份。当搀杂剂的量低于0.2重量份时,器件的效率降低。当搀杂剂的量高于3重量份时,器件的寿命缩短。
Figure C200510065278D00261
Figure C200510065278D00281
发光层形成后,HBL任选地在发光层上形成。
可通过将空穴阻挡材料淀积在发光层上,或用空穴阻挡材料自旋涂覆在发光层上形成空穴阻挡层。空穴阻挡材料可具有大于发光材料的电子传输能力和电离电位。空穴阻挡材料可以为双(2-甲基-8-醌醇根(quinolato))-(对苯基苯酚根(p-phenolato))铝(Balq)、浴铜灵(BCP)、三(N-芳基苯并咪唑)(TPBI)等,但不限制于这些。空穴阻挡层的厚度可以为
Figure C200510065278D00282
当空穴阻挡层的厚度低于
Figure C200510065278D00283
时,空穴阻挡能力是弱的,这是不合需要的。当空穴阻挡层的厚度高于
Figure C200510065278D00284
时,驱动电压增加,这也是不合需要的。
Figure C200510065278D00285
Figure C200510065278D00291
通过将电子传输材料真空淀积在空穴阻挡层上,或用电子传输材料自旋涂覆在空穴阻挡层上形成ETL。电子传输材料可以为Alq3,但不限制于此。电子传输层的厚度可以为
Figure C200510065278D00292
当电子传输层的厚度低于
Figure C200510065278D00293
时,电子传输能力降低,这是不合需要的。当电子传输层的厚度高于
Figure C200510065278D00294
时,驱动电压增加,也是不合需要的。
另外,EIL可任选地在电子传输层上形成。电子注入层可由LiF、NaCl、CsF、Li2O、BaO、Liq等构成。电子注入层的厚度可以为
Figure C200510065278D00295
当电子注入层的厚度低于
Figure C200510065278D00296
时,电子注入能力降低,这是不合需要的。当电子注入层的厚度高于
Figure C200510065278D00297
时,驱动电压增加,这也是不合需要的。
随后,将阴极金属真空热淀积在电子注入层上形成阴极,这是第二电极,从而完成了有机电致发光器件。
阴极金属可以为Li、Mg、Al、Al-Li、Ca、Mg-In、Mg-Ag等。
另外,有机电致发光器件可再包括空穴阻挡层和电子阻挡层。
现在根据下面的实施例对本发明进行更详细的描述。下面的实施例只是用于说明,不是想限制本发明的范围。
实施例1
带有ITO电极的玻璃基底(获自Corning Co.,表面电阻15Ω/cm2,厚度
Figure C200510065278D00301
)用作阳极,切割成50mm x 50mm x 0.7mm的大小。所得的玻璃基底用超声波在异丙醇中清洗5分钟,用超声波在纯水中清洗5分钟,利用UV光和臭氧再清洗30分钟。
在玻璃基底上真空淀积IDE406(获自Idemitz Co.)形成厚度为的空穴注入层。在空穴注入层上真空淀积IDE320(获自IdemitzCo.)形成厚度为的空穴传输层。
将50重量份的Alq3作为绿色发光材料和50重量份的通式1化合物共同淀积在空穴传输层上形成厚度约
Figure C200510065278D00304
的发光层。随后,将Alq3作为电子传输材料淀积在发光层上形成厚度为的电子传输层。
将LiF真空淀积在电子传输层上至厚度为
Figure C200510065278D00306
形成电子注入层,将Al真空淀积在电子注入层上至厚度为形成阴极,从而形成了LiF/Al电极。结果,制备了有机电致发光器件。
实施例2
按照与实施例1相同的方法制备有机电致发光器件,只是用50重量份的Alq3作为绿色发光材料、50重量份的通式1化合物的蓝色发光材料、和2重量份的香豆素6搀杂剂共同淀积在空穴传输层上形成发光层至厚度约
Figure C200510065278D00308
将Alq3电子传输材料淀积在发光层上至厚度为
Figure C200510065278D00309
以形成电子传输层。
实施例3
按照与实施例1相同的方法制备有机电致发光器件,只是用50重量份的Alq3绿色发光材料、50重量份的Firpic蓝色发光材料和2重量份的香豆素6搀杂剂共同淀积在空穴传输层上形成发光层至厚度约
Figure C200510065278D003010
将Alq3电子传输材料淀积在发光层上至厚度为
Figure C200510065278D003011
以形成电子传输层。
实施例4
按照与实施例1相同的方法制备有机电致发光器件,只是用50重量份的Alq3绿色发光材料、50重量份的通式1化合物的蓝色发光材料和2重量份的C545T搀杂剂共同淀积在空穴传输层上形成发光层至厚度约
Figure C200510065278D003012
将Alq3电子传输材料淀积在发光层上至厚度为
Figure C200510065278D003013
以形成电子传输层。
对比实施例1
按照与实施例1相同的方法制备有机电致发光器件,只是用100重量份的Alq3(绿色发光材料)作主体和2重量份的香豆素6作搀杂剂淀积在空穴传输层上形成发光层至厚度约将Alq3电子传输材料淀积在发光层上至厚度为
Figure C200510065278D00312
以形成电子传输层。
测量实施例1-4和对比实施例1的有机电致发光器件的初始特性和半衰期。结果在表1中给出。
1)初始特性
用BM5A(获自Topcon Co.)测量发光度,用Keithley测量驱动电压。应用于有机电致发光器件的电流密度为10-100mA/cm2,以10mA/cm2来增加。每一种有机电致发光器件至少测量9个点。测验进行多于两次,初始特性表现出良好的可再现性,误差5%。
2)半衰期
用两种方法测量半衰期。在第一种方法中,电流密度固定在DC50mA/cm2。在另一方法中,使用电流密度为600mA/cm2的脉冲电流,然后观察寿命的变化,直到寿命降低为半衰期。
[表1]
 
初始特性(DC @100mA/cm<sup>2</sup>) 半衰期(DC @50mA/cm<sup>2</sup>) 半衰期(脉冲@600mA/cm<sup>2</sup>)
实施例4 9.2V,11.8cd/A,3.3lm/W(0.27,0.65)       1,500hrs 6,000hrs
对比实施例1 9V,11.0cd/A,3.0lm/W(0.28,0.65)       500hrs 2,000hrs
关于表1,实施例4的有机电致发光器件与对比实施例1的有机电致发光器件相比具有更长的半衰期。
另外,根据实施例1-3制备的有机电致发光器件具有与根据对比实施例1制备的有机电致发光器件相似的初始特性和半衰期特性。
本发明的有机电致发光器件包括由蓝色发光材料和绿色发光材料构成的绿色发光层。与绿色发光材料相比,蓝色发光材料表现出更高的就空穴而言的稳定性和更长的寿命,使得包括绿色发光层的有机电致发光器件具有良好的发光效率、长寿命、低驱动电压、和有效的色座标特性。
虽然根据本发明有代表性的实施方案对本发明进行了特别的说明和描述,但是在不背离下面的权利要求所定义的本发明的实质和范围的条件下,所作出的各种形式和细节上的改变对本领域普通技术人员来说也是可以理解的。

Claims (15)

1.一种有机电致发光器件,包括绿色发光层,该绿色发光层包括:
绿色发光材料;和
蓝色发光材料;
其中所述绿色发光层插入到一对电极间,并且
所述绿色发光材料包含下列分子式表示的Alq3:
Figure C200510065278C00021
以及
所述蓝色发光材料选自下列分子式表示的化合物:
Figure C200510065278C00022
Figure C200510065278C00031
Figure C200510065278C00041
通式1。
2.权利要求1的有机电致发光器件,其中蓝色发光材料的量基于100重量份的绿色发光材料为80-120重量份。
3.权利要求1的有机电致发光器件,其中蓝色发光材料具有420-480nm的最大吸收波长。
4.权利要求1的有机电致发光器件,其中该发光层具有300-500的厚度。
5.权利要求1的有机电致发光器件,其中所述绿色发光层还包含:
搀杂剂,其选自C314S、C343S、C7、C7S、C6、C6S、C314T和C545T,其用下面的通式表示:
Figure C200510065278C00061
Figure C200510065278C00081
6.权利要求5的有机电致发光器件,其中搀杂剂的量基于100重量份的绿色发光材料和蓝色发光材料为0.2-3重量份。
7.权利要求1的有机电致发光器件,还包含选自空穴注入层、空穴传输层、电子注入层、电子传输层和空穴阻挡层中的至少一层。
8.一种有机电致发光器件,包含:
第一电极;
在第一电极上形成的空穴传输层;
在空穴传输层上形成的包括绿色发光材料和蓝色发光材料的绿色发光层;
在绿色发光层上形成的电子传输层;和
在电子传输层上形成的第二电极,
其中所述绿色发光层包含下列分子式表示的Alq3:
Figure C200510065278C00091
以及
所述蓝色发光材料选自下列分子式表示的化合物:
Figure C200510065278C00092
Figure C200510065278C00101
Figure C200510065278C00111
通式1。
9.权利要求8的有机电致发光器件,其中蓝色发光材料的量基于100重量份的绿色发光材料为80-120重量份。
10.权利要求8的有机电致发光器件,其中所述绿色发光层还包含搀杂剂,其选自C314S、C343S、C7、C7S、C6、C6S、C314T和C545T,其用下面的通式表示:
Figure C200510065278C00121
Figure C200510065278C00131
11.权利要求10的有机电致发光器件,其中搀杂剂的量基于100重量份的绿色发光材料和蓝色发光材料为0.2-3重量份。
12.权利要求8的有机电致发光器件,其中绿色发光层包含Alq3和通式1所示的化合物。
13.权利要求10的有机电致发光器件,其中绿色发光层由Alq3、通式1所示的化合物以及选自香豆素6和C545T的搀杂剂构成。
14.权利要求8的有机电致发光器件,其中在第一电极和空穴传输层之间还形成空穴注入层。
15.权利要求8的有机电致发光器件,其中在电子传输层和第二电极之间还形成电子注入层。
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Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060186791A1 (en) * 2003-05-29 2006-08-24 Osamu Yoshitake Organic electroluminescent element
KR100669718B1 (ko) * 2004-07-29 2007-01-16 삼성에스디아이 주식회사 유기 전계 발광 소자
TWI333392B (en) * 2005-05-25 2010-11-11 Au Optronics Corp Emission layer and organic light emitting diode using thereof
US8718437B2 (en) * 2006-03-07 2014-05-06 Qd Vision, Inc. Compositions, optical component, system including an optical component, devices, and other products
EP2041478B1 (en) * 2006-03-07 2014-08-06 QD Vision, Inc. An article including semiconductor nanocrystals
US9874674B2 (en) 2006-03-07 2018-01-23 Samsung Electronics Co., Ltd. Compositions, optical component, system including an optical component, devices, and other products
US9951438B2 (en) 2006-03-07 2018-04-24 Samsung Electronics Co., Ltd. Compositions, optical component, system including an optical component, devices, and other products
WO2007139124A1 (en) * 2006-06-01 2007-12-06 Semiconductor Energy Laboratory Co., Ltd. Light-emitting element, light-emitting device and an electronic device
US9397308B2 (en) * 2006-12-04 2016-07-19 Semiconductor Energy Laboratory Co., Ltd. Light emitting element, light emitting device, and electronic device
US8836212B2 (en) * 2007-01-11 2014-09-16 Qd Vision, Inc. Light emissive printed article printed with quantum dot ink
US20080241518A1 (en) * 2007-03-26 2008-10-02 Tasuku Satou Organic electroluminescence element
WO2009014590A2 (en) 2007-06-25 2009-01-29 Qd Vision, Inc. Compositions and methods including depositing nanomaterial
WO2009014707A2 (en) 2007-07-23 2009-01-29 Qd Vision, Inc. Quantum dot light enhancement substrate and lighting device including same
US8128249B2 (en) * 2007-08-28 2012-03-06 Qd Vision, Inc. Apparatus for selectively backlighting a material
WO2009137053A1 (en) 2008-05-06 2009-11-12 Qd Vision, Inc. Optical components, systems including an optical component, and devices
US9207385B2 (en) 2008-05-06 2015-12-08 Qd Vision, Inc. Lighting systems and devices including same
CN104012179A (zh) * 2011-11-28 2014-08-27 海洋王照明科技股份有限公司 聚合物电致发光器件及其制备方法
KR102021024B1 (ko) * 2011-12-26 2019-09-11 스미또모 가가꾸 가부시키가이샤 염료용 화합물
WO2013109972A2 (en) 2012-01-20 2013-07-25 Regents Of The University Of Minnesota Therapeutic compounds
US9929325B2 (en) 2012-06-05 2018-03-27 Samsung Electronics Co., Ltd. Lighting device including quantum dots
EP3004073A1 (en) * 2013-06-07 2016-04-13 Université catholique de Louvain 3-carboxy substituted coumarin derivatives with a potential utility for the treatment of cancer diseases
JP6642567B2 (ja) * 2015-03-06 2020-02-05 コニカミノルタ株式会社 有機エレクトロルミネッセンス素子、有機エレクトロルミネッセンス素子の製造方法及び有機エレクトロルミネッセンス素子材料
KR102545509B1 (ko) * 2016-06-02 2023-06-21 삼성디스플레이 주식회사 다환 화합물 및 이를 포함하는 유기 전계 발광 소자
EP3598515A1 (en) * 2018-07-18 2020-01-22 Novaled GmbH Compound and organic semiconducting layer, organic electronic device, display device and lighting device comprising the same
CN111349067B (zh) * 2018-12-21 2022-05-17 陕西师范大学 一类聚集诱导发光型荧光材料及其制备方法
CN115433142B (zh) * 2022-10-17 2024-02-27 吉林大学 一种1,3,4-噁二唑衍生物及其制备方法与应用

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5077142A (en) * 1989-04-20 1991-12-31 Ricoh Company, Ltd. Electroluminescent devices
JP3490727B2 (ja) * 1991-11-28 2004-01-26 三洋電機株式会社 電界発光素子
US5747183A (en) * 1996-11-04 1998-05-05 Motorola, Inc. Organic electroluminescent light emitting material and device using same
JP2930056B2 (ja) 1997-05-30 1999-08-03 日本電気株式会社 有機エレクトロルミネッセンス素子材料ならびにそれを使用した有機エレクトロルミネッセンス素子
JPH1140365A (ja) * 1997-07-16 1999-02-12 Tdk Corp 有機el素子およびその製造方法
US6361886B2 (en) * 1998-12-09 2002-03-26 Eastman Kodak Company Electroluminescent device with improved hole transport layer
US6020078A (en) * 1998-12-18 2000-02-01 Eastman Kodak Company Green organic electroluminescent devices
KR100311308B1 (ko) * 1999-10-01 2001-10-18 김상국 색순도가 향상된 유기전기발광소자
DE60140720D1 (de) 2000-03-29 2010-01-21 Idemitsu Kosan Co Anthracenderivate und organische elektrolumineszente vorrichtung die unter verwendung dieser derivate hergestellt ist
JP2001332384A (ja) * 2000-05-19 2001-11-30 Toray Ind Inc 発光素子
US6893743B2 (en) * 2000-10-04 2005-05-17 Mitsubishi Chemical Corporation Organic electroluminescent device
US6720090B2 (en) * 2001-01-02 2004-04-13 Eastman Kodak Company Organic light emitting diode devices with improved luminance efficiency
JP4837174B2 (ja) * 2001-02-02 2011-12-14 株式会社林原生物化学研究所 クマリン誘導体およびその製造方法、それを利用した発光剤、発光素子
JP3873720B2 (ja) * 2001-08-24 2007-01-24 コニカミノルタホールディングス株式会社 有機エレクトロルミネッセンス素子材料、及びそれを用いた有機エレクトロルミネッセンス素子および表示装置
TW519852B (en) 2001-10-18 2003-02-01 Opto Tech Corp Organic light emitting device capable of projecting white light source and its manufacturing method
US6773830B2 (en) 2001-11-08 2004-08-10 Xerox Corporation Green organic light emitting devices
JP4350960B2 (ja) * 2002-12-19 2009-10-28 ケミプロ化成株式会社 4,4″−ジ−(アリール)−3′,4′,5′,6′−テトラフェニル−p−ターフェニル誘導体、それよりなるホスト材料およびそれを用いたエレクトロルミネッセンス素子
KR100577262B1 (ko) * 2004-01-06 2006-05-10 엘지전자 주식회사 유기전계발광소자
JP5205584B2 (ja) * 2006-09-06 2013-06-05 ユー・ディー・シー アイルランド リミテッド 有機電界発光素子および表示装置

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US7445856B2 (en) 2008-11-04
US20060024525A1 (en) 2006-02-02
KR100669717B1 (ko) 2007-01-16
US20090033216A1 (en) 2009-02-05
CN1728902A (zh) 2006-02-01

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