CN1781925A - 发光器件和显示器 - Google Patents
发光器件和显示器 Download PDFInfo
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Abstract
一种具有包含一种金属配位化合物的层的发光器件,该金属配位化合物具有如下通式(2)的部分结构MLm,并优选完全由如下通式(3)表示:MLmLn′(3)其中M为Ir、Pt、Rh或Pd中的一个金属原子;L和L′为相互不同的双配位基配体;m为1、2或3,n为0、1或2,条件是m+n为2或3,部分结构MLm由如下通式(2)表示(其中B为通过它的氮原子与金属M键合的并包括与环基团A键合的1-位碳原子的异喹啉基,该环基团A包括与金属M键合的C),和部分结构ML′n由下式(4)、(5)或(6)表示。提供一种能够高效发光和长期高亮度并适于发红光的发光器件。
Description
[技术领域]
本发明涉及用于平面光源、平面显示器等的有机发光器件(又称为有机电致发光器件或有机EL显示器)。本发明特别涉及金属配位化合物和使用特定结构的金属配位化合物获得的具有高发光效率并且随时间变化很小的发光器件。
[背景技术]
使用有机发光器件的一个古老例子是例如使用真空沉积蒽膜发光的器件(Thin Solid Film,94(1982)171)。然而,近年来,考虑到例如与无机发光器件相比容易提供大面积器件、通过开发各种新材料可以实现所需的发光颜色并且可在低电压下驱动的优点,已对器件形成为有高速响应和高效的发光装置进行广泛研究。
正如早期在例如Macromol.Symp.125,1-48(1997)中描述的,有机EL器件一般具有包括在透明基材上形成的一对上下电极的结构,和包括一个处于电极之间的发光层的有机材料层。
在发光层中,例如,使用具有电子传输特征和发光特征的铝羟基喹啉配合物(包括以下作为代表性例子给出的Alq3在内)。在空穴传输层中,例如使用具有给电子性能如三苯基二胺衍生物(包括以下作为代表性例子给出的α-NPD在内)。
此器件显示电流校正特征,这样当在电极之间施加电场时,空穴从阳极注入,电子从阴极注入。
注入的空穴和电子在发光层中再次结合形成激子,当它们跃迁至基态时发光。
在该过程中,激发态包括单重态和三重态,并将从前者到基态的跃迁称为荧光,将自后者的跃迁称为磷光。将这些状态中的材料分别称为单重态激子和三重态激子。
在迄今研究的大多数有机发光器件中,由单重态激子跃迁到基态导致的荧光已被利用。另一方面,近年来,研究了利用通过三重态激子导致的磷光的器件。
代表性的公开文献可包括:
文章1:在电致发磷光器件中的改进能量迁移(D.F.O′Brien等人,Applied Physics Letter,Vol.74,No.3,p.422(1999));和
文章2:基于电致发磷光的极高效绿色有机发光器件(M.A.Baldo,et al.,Applied Physics Letter,Vol.75,No.1,p.4(1999))。
在这些文章中,包括在电极之间夹持的四个有机层的结构,和其中使用的材料包括载体传输材料和磷光材料,其名称和结构在下面与它们的简写一起给出。
Alq3:铝羟基喹啉配合物
α-NPD:N4,N4′-二萘-1-基-N4,N4′-二苯基-联苯-4,4′-二胺
CBP:2,9-二甲基-4,7-二苯基-1,10-菲咯啉
PtOEP:铂-八乙基卟啉配合物
Ir(ppy)3:铱-苯基嘧啶配合物
上述文章1和2都报道了例如显示高效率、包括含α-NPD的空穴传输层、含Alq3的电子传输层、含BCP的激发态扩散防止层,和含CBP作为主体和约6%PtOEP或Ir(ppy)3作为分散在混合物中的磷光材料的磷光层的结构。
这种磷光材料目前特别受到关注,因为一般基于如下原因期望提供高发光效率。更具体地,通过载体再组合形成的激子包括以概率比1∶3提供单重态激子和三重态激子。常规的有机EL器件已使用其发光效率限制到至多25%的荧光。另一方面,若利用由三重态激子产生的磷光,则预期至少三倍效率,若考虑到因系间穿越从较高能量的单重态跃迁到三重态,则甚至一般可预期100%即四倍效率。
然而,与荧光类器件一样,考虑到发光效率降低和器件稳定性,采用磷光的有机发光器件一般需要进一步改进。
发光效率降低的原因还不完全清楚,但本发明人基于如下磷光机理考虑。
当发光层包括具有载体传输功能的主体材料和磷光客体材料时,通过三重态激子的发磷光过程可包括如下单位过程:
1.电子和空穴在发光层内传输,
2.形成主体激子,
3.激发能量在主体分子之间迁移,
4.激发能量从主体迁移到客体,
5.形成客体三重态激发态,和
6.客体三重态激子跃迁至基态并发磷光。
在与各种能量减活化过程竞争中,导致在各单位过程和发光中所需的能量迁移。
当然,有机发光器件的发光效率通过提高发光中心材料的发光量子产额而提高。
特别地,在磷光材料中,这可归因于三重态激子的寿命,三重态激子的寿命比单重态激子的寿命长三个或更多个数位。更具体地,由于它更长时间地保持高能量激发态,它容易与周围的物质反应并在激子中造成聚合物形成,如此引起较高可能的减活化过程,导致材料变化或寿命降低。
此外,考虑到形成全色显示器件,需要提供尽可能接近三种主要纯颜色:蓝色、绿色和红色的发光颜色的发光材料,但存在很少发纯红色光的发光材料,这样限制了实现良好的全色显示器件。
发明公开
因此,本发明的一个主要目的是提供能够高效发光并且在作为发光材料用于发磷光器件中时显示高稳定性的化合物。特别地,本发明的一个目的在于提供一种在长寿命的激发能量状态下不容易造成能量减活化同时化学稳定的发光材料,如此提供更长的器件寿命。本发明的另一目的是提供适合形成全色显示器件的能够发射纯红色的红色发光材料化合物。
本发明的主要目的包括提供显示高发光效率、长时间保持高亮度并且能够基于发磷光材料而发红光的发光材料,并提供一种发光器件和使用该发光器件的显示器。
在本发明中,将金属配合物,特别是包括作为中心金属的铱和作为配体的异喹啉基的新发光金属配合物用作发光材料。
更具体地,本发明使用具有至少一部分下式(1)表示的结构的金属配位化合物作为发光材料:
ML (1)
其中部分结构ML由下式(2)表示
其中M为Ir、Pt、Rh或Pd中的一个金属原子;N和C分别为氮和碳原子;A为可具有取代基的、包括碳原子和通过该碳原子与金属M键合的环基团;B为可具有取代基的、包括氮原子和通过该氮原子与金属M键合的异喹啉基团,条件是形成异喹啉基团的一个或两个CH基团可被氮原子取代,并且环基团A与异喹啉基的1-位碳原子配位键合。
更具体地,本发明使用如下通式(3)表示的完整结构的金属配位化合物:
MLmLn′ (3)
其中M为Ir、Pt、Rh或Pd中的一个金属原子;L和L′为相互不同的双配位配体;m为1、2或3,n为0、1或2,条件是m+n为2或3,部分结构ML′n由下式(4)、(5)或(6)表示:
本发明还使用由下式(7)完整表示的金属配位化合物作为发光材料:
其中Cl表示氯原子,M′表示铱Ir或铑Rh,m′表示2。
本发明还提供使用上述新金属配位化合物作为有机发光材料的高效性能有机发光器件和显示器。
本发明优选的实施方案包括如下:
一种金属配位化合物,其中在上式(3)中n为0。
一种金属配位化合物,其中环基团A和A′独立地选自苯基、萘基、噻吩基、芴基、硫茚基(thianaphthyl)、苊基(acenaphthyl)、蒽基(anthranyl)、菲基、芘基或卡唑基作为可具有取代基的芳环基团,条件是该芳环基团可包括能够被氮原子代替的一个或两个CH基团。
一种金属配位化合物,其中环基团A和A′选自苯基、2-萘基、2-噻吩基、2-芴基、2-硫茚基、2-蒽基、2-菲基、2-芘基或3-卡唑基作为可具有取代基的芳环基团,条件是该芳环基团可包括能够被氮原子代替的一个或两个CH基团。
一种金属配位化合物,其中芳环基团为可具有取代基的苯基。
一种金属配位化合物,其中氢原子与苯基的6-位碳原子连接,该苯基可在与环基团B键合的的1-位碳原子的相邻位置具有取代基。
一种金属配位化合物,其中环基团B′和B″独立地选自异喹啉基、喹啉基、2-氮杂蒽基、菲啶基、吡啶基、噁唑基、噻唑基、苯并噁唑基、或苯并噻唑基作为可具有取代基的芳环基团,条件是该芳环基团可包括能够被氮原子代替的一个或两个CH基团。
一种金属配位化合物,其中环基团B′和B″独立地选自异喹啉基或吡啶基作为可具有取代基的芳环基团,条件是该芳环基团可包括能够被氮原子代替的一个或两个CH基团。
一种金属配位化合物,其中通式(4)中的环基团B′为可具有取代基的异喹啉基。
一种金属配位化合物,其中环基团A、A′、B、B′和B″独立地为非取代的,或具有选自卤原子或具有1至20个碳原子的线性或支化烷基{该烷基可包括可被-O-、-S-、-CO-、-CO-O-、-O-CO-、-CH=CH-、-C≡C-、或可具有取代基(即为卤原子、或具有1至20个碳原子的线性或支化烷基(该烷基可包括可被-O-替代的一个或不相邻的两个或多个亚甲基,该烷基可包括可非必要地被氟原子取代的氢原子))的二价芳基代替的一个或不相邻的两个或多个亚甲基,同时该烷基可包括可非必要地被氟原子取代的氢原子}的取代基。
一种金属配位化合物,其中通式(7)中的环基团A选自苯基、萘基、噻吩基、芴基、硫茚基、苊基、蒽基、菲基、芘基或卡唑基,作为可具有取代基的芳环基团,条件是该芳环基团可包括能够被氮原子代替的一个或两个CH基团。
一种金属配位化合物,其中芳环基团选自苯基、2-萘基、2-噻吩基、2-芴基、2-硫茚基、2-蒽基、2-菲基、2-芘基或3-卡唑基,各自可具有取代基,条件是该芳环基团可包括能够被氮原子代替的一个或两个CH基团。
一种金属配位化合物,其中芳环基团为可具有取代基的苯基。
一种金属配位化合物,其中氢原子与苯基的6-位碳原子连接,该苯基可在与环基团B键合的的1-位碳原子的相邻位置具有取代基。
一种金属配位化合物,其中通式(7)中的环基团A和B独立地为非取代的,或具有选自卤原子或具有1至20个碳原子的线性或支化烷基的取代基{该烷基可包括可被-O-、-S-、-CO-、-CO-O-、-O-CO-、-CH=CH-、-C≡C-、或可具有取代基(即为卤原子、氰原子、硝基原子、三烷基甲硅烷基(其烷基独立地为线性或支化微凝胶),具有1至20个碳原子的线性或支化烷基(该烷基可包括可被-O-替代的一个或不相邻的两个或多个亚甲基,该烷基可包括可非必要地被氟原子取代的氢原子))的二价芳基代替的一个或不相邻的两个或多个亚甲基,同时该烷基可包括可非必要地被氟原子取代的氢原子}。
一种金属配位化合物,其中通式(1)中的M为铱。
一种金属配位化合物,其中通式(7)中的M为铱。
一种金属配位化合物,具有通式(2)表示的和如下通式(8)表示的部分结构ML:
Ir[Rp-Ph-IsoQ-R′q]3 (8)
其中Ir为铱;部分结构Ph-IsoQ表示1-苯基异喹啉基;取代基R和R′选自氢、氟或CnH2n+1表示的线性或支化烷基(其中H可被F替代,不相邻的亚甲基可被氧原子替代,n为1至20的整数),p和q为表示与苯基和异喹啉基键合的取代基R和R′个数的至少1的整数,其中苯基的2-位碳原子和IsoQ的氮原子与Ir配位键合。
一种金属配位化合物,其中在通式(8)中部分结构Rp-Ph为4-烷基苯基,取代基R′为氢。
一种金属配位化合物,其中在通式(8)中,取代基R为氢,R′q表示在4-或5-位取代的氟或三氟甲基。
一种金属配位化合物,其中在通式(8)中部分结构Rp-Ph为5-氟苯基,R′q为氢原子或在4-或5-位取代的氟或三氟甲基。
一种金属配位化合物,其中在通式(8)中部分结构Rp-Ph为4-氟苯基,R′q为氢原子或在4-或5-位取代的氟或三氟甲基。
一种金属配位化合物,其中在通式(8)中部分结构Rp-Ph为3,5-二氟苯基,R′q为氢原子或在4-或5-位取代的氟或三氟甲基。
一种金属配位化合物,其中在通式(8)中部分结构Rp-Ph为3,4,5-三氟苯基,R′q为氢原子或在4-或5-位取代的氟或三氟甲基。
一种金属配位化合物,其中在通式(8)中部分结构Rp-Ph为4-三氟苯基,R′q为氢原子或在4-或5-位取代的氟或三氟甲基。
一种金属配位化合物,其中在通式(8)中部分结构Rp-Ph为5-三氟苯基,R′q为氢原子或在4-或5-位取代的氟或三氟甲基。
一种金属配位化合物,其中在通式(8)中结构Rp-Ph为1-(3,4,5,6-四氟甲基)苯基,并且在R′q中,q为1或6,R′为氢原子或在4-或5-位取代的三氟甲基或3,4,5,6,7,8-六氟基团。
一种金属配位化合物,其中在通式(8)中,部分结构Rp-Ph为4-烷苯基(其中烷基为具有1至6个碳原子的线性或支化烷基),R′q为氢原子。
一种金属配位化合物,其中在通式(8)中,部分结构Rp-Ph为4-烷氧基苯基(其中烷氧基为具有1至6个碳原子的线性或支化烷氧基),R′q为氢原子。
一种金属配位化合物,其中在通式(8)中部分结构Rp-Ph为4-三氟氧苯基,R′q为氢原子或在4-或5-位取代的氟或三氟甲基。
一种金属配位化合物,其由通式(3)表示并且也由下面的通式(9)表示:
IrLmL′n (9)
其中Ir表示铱。
一种金属配位化合物,由通式(9)表示,其中Lm由通式[4-烷基苯基异喹啉]2表示(其中烷基由CnH2n+1表示,n为1至8的整数),L′n为1-苯基异喹啉。
一种金属配位化合物,由通式(9)表示,其中Lm由通式[1-苯基异喹啉]2表示,L′n为4-烷基苯基异喹啉(其中烷基具有1至8个碳原子)。
一种金属配位化合物,其中在通式(1)在可具有一个取代基的异喹啉基中的一个或两个CH基团被氮原子取代。
一种金属配位化合物,其中在通式(7)在可具有一个取代基的异喹啉基中的一个或两个CH基团被氮原子取代。
一种有机发光器件,包括:一对处于基材上的电极,和包括至少一种处于电极之间的有机化合物的发光单元,其中有机化合物包括具有权利要求1中通式(1)表示的至少一部分结构的金属配位化合物。
一种有机发光器件,其中有机化合物包括具有通式(3)表示的结构的金属配位化合物。
一种有机发光器件,其中有机化合物包括具有通式(8)表示的结构的金属配位化合物。
一种有机发光器件,其中有机化合物包括具有通式(9)表示的结构的金属配位化合物。
一种有机发光器件,其中将电压施于电极之间以发磷光。
一种有机发光器件,其中在发光颜色中磷光为红色。
一种图像显示器,包括上述有机发光器件,和将电信号供给有机发光器件的装置。
[附图简述]
图1说明根据本发明发光器件的实施方案。
图2说明根据实施例8的简单方阵型有机EL器件
图3说明实施例8中使用的驱动信号。
图4示意性说明包括EL器件和驱动装置的平板结构。
图5为显示实施例27的器件的电压-有效发光特征图。
图6为显示实施例27的器件的外量子效率图。
图7给出1-苯基异喹啉在重氯仿中的溶液的1H-NMR谱。
图8给出三(1-苯基-异喹啉-C2,N)铱(III)在重氯仿中的溶液的1H-NMR谱。
图9给出1-(4-甲苯基)异喹啉在重氯仿中的溶液的1H-NMR谱。
图10给出四[1-(4-甲苯基)异喹啉-C2,N](μ-二氯)-二铱(III)在重氯仿中的溶液的1H-NMR谱。
图11给出双[1-(4-甲苯基)异喹啉-C2,N](乙酰丙酮化)-铱(III)在重氯仿中的溶液的1H-NMR谱。
图12给出三[1-(4-甲苯基)异喹啉-C2,N]铱(III)在重氯仿中的溶液的1H-NMR谱。
图13给出双[1-(4-正辛基苯基)异喹啉-C2,N](乙酰丙酮化)-铱(III)在重氯仿中的溶液的1H-NMR谱。
[实施本发明的最佳方式]
在图1(a)、(b)和(c)中说明根据本发明形成的有机EL器件的基本结构。
如图1所示,有机发光器件一般包括在透明基板15上形成的50至200nm-厚的透明电极14、多个有机薄膜层和金属电极11,由此夹入有机层。
图1(a)给出其中有机发光器件包括发光层12和空穴传输层13的实施方案。透明电极14可包括具有很大的工作函数的ITO,以有助于将空穴自透明电极14注入空穴传输层13中。该金属电极11包括具有很小工作函数的金属材料,如铝、镁或这些元素的合金,以有助于将电子注入有机发光器件中。
发光层12包括本发明的化合物。空穴传输层13可包括例如上述α-NPD表示的三苯基二胺衍生物,以及具有所需给电子性能的材料。
以上结构的器件显示整流特性,并且当在作为阴极的金属电极11与作为阳极的透明电极14之间施加电场时,电子从金属电极11注入发光层12中,空穴自透明电极15中注入。注入的空穴和电子在发光层12中再次结合形成激子,引起发光。这时,空穴传输层13起到电子封闭层的作用,以在发光层12与空穴传输层13之间的边界处增加再结合效率,由此提供增强的发光效率。
此外,在图1(b)的结构中,电荷传输层16处于图1(a)的金属电极11与发光层12之间。结果,发光功能与电子传输和空穴传输的功能分离,以提供显示更有效的载体封闭、由此提高发光效率的结构。电子传输层16可包括例如噁二唑衍生物。
图1(c)给出另一合适形式的四层结构,自作为阳极的透明电极14一侧依次包括空穴传输层13、发光层12、激子扩散防止层17和电子传输层16,
用于本发明的发光材料为上述式(1)至(9)表示的最适宜的金属配位化合物,发现这些化合物在约600mm的红色区域引起高效发光、长时间保持高亮度,并呈现很低的因电流通路带来的损害。
用于本发明的金属配位化合物发磷光,并且其最低的激发态据信为MLCT*(金属至配体的电荷迁移)激发态或三重态形式的π*激发态,并且在由该状态至基态跃迁时造成发磷光。
<测量方法>
下面将描述这里描述的用于表征本发明发光材料的一些性能和物理值的测量方法。
(1)发磷光与发荧光之间的判断
根据是否造成通过氧气减活化,进行发磷光确认。将样品化合物在氯仿中的溶液用氧气或氮气充气后,进行光照射以引起光致发光。若对于充氧气的溶液几乎未观察到归因于该化合物的发光现象,但对于充氮气的溶液证实光致发光,则将这种发光称为发磷光。与此相反,当发荧光时,归因于此化合物的发光甚至对于充氧气的溶液也不会消失。通过此方法已证实本发明的所有化合物发磷光,除非另有具体说明。
(2)磷光产额(相对量子产额,即目标样品量子产额Φ(样品)与标准样品量子产额Φ(st))的比例按照如下公式测定:
Φ(样品)/Φ(st)=
[Sem(样品)/Iabs(样品)]/[Sem(st)/Iabs(st)],
其中Iabs(st)表示在标准样品的激发波长下的吸收系数,Sem(st)表示在相同波长下激发时发光谱面密度;Iabs(样品)表示目标化合物的激发波长下的吸收系数;Sem(样品)表示在相同波长下激发时的发光谱面密度。
这里描述的磷光产额值为相对于Ir(ppy)3作为标准样品的磷光产额Φ=1的相对值。
(3)测量磷光寿命的方法如下。
将样品化合物溶于氯仿中并以厚度约0.1μm旋涂于石英基材上,并在室温下通过使用发光寿命测量仪(由Hamamatsu Photonics K.K.)暴露于激发波长337nm的脉冲氮气激光下。完成激发脉冲后,测量发光密度的衰减特征。
若初始发光密度由I0表示,则经过t(sec)后的发光密度按照如下公式参考发光寿命τ(sec)表示:
I=I0·exp(-t/τ)
因此,发光寿命τ为其中发光密度I衰减至初始密度I的1/e(I/I0=e-1,e为自然对数的基)的时间期间。发光寿命80nsec或更长,特别是100nsec或更长,是被判断为发磷光的第二个条件,而荧光显示数十nsec或更短数量级的较短发光寿命。
发光材料显示0.15至0.9的高磷光量子产额和0.1至10μsec的短磷光寿命。短磷光寿命变为造成很小能量减活化并显示增强的发光效率的条件。更具体地,若磷光寿命长,则保持的用于发光的三重态分子数增加,并且容易出现减活化过程,如此导致特别在高电流密度下的低发光效率。本发明的物质具有相当短的磷光寿命,由此呈现高磷光量子产额,因此适合作为EL器件的发光材料。本发明人还认为改进的性能归因如下。
一般将从单重态基态跃迁至激发三重态导致的光吸收谱峰波长与发光谱的最大峰波长之差称为Stokes位移。认为峰波长差是由于受其它基态能量水平影响的三重态激子能态变化造成的。这种能态变化与Stokes位移相关,较大量的位移一般导致最大发光密度降低和发光谱变宽,导致损害发光颜色的单色性。这种影响在具有从单重态至三重态的短跃迁宽度的红色区中特别明显出现。
例如,对于本发明的异喹啉类铱配合物,三(1-苯基异喹啉C2,N)铱(III)(下表1至23中的实施例化合物No.1;简写为Ir(PiQ)3)、三[1-(2-噻吩基)-异喹啉C3,N]铱(III)(实施例化合物No.24;简写为Ir(tiQ)3)和三[1-(9,9-二甲基芴-2-基)-异喹啉C3,N]铱(III)(实施例化合物28;简写为Ir(FliQ)3)分别显示Stokes位移37nm、55nm和33nm,和相对量子产额0.66、0.43和0.48。
另一方面,与本发明的化合物相比,对于非异喹啉类红色发光材料,三[1-硫茚-2-基]吡啶C3,N]铱(III)(简写为Ir(BrP)3)和三[1-(硫茚-2-基)-4-三氟甲基吡啶(简写为Ir(Bt5CF3Py)3)分别显示132nm和85nm的明显更长的Stokes位移,以及0.29和0.12的较低相对量子产额。
甚至这种非异喹啉类红色发光材料也显示常规材料不能达到的高量子产额,与本发明的异喹啉类铱配合物类似,发现显示很小的Stokes位移的红色发光材料仍具有较高量子产额的趋势。认为很小的Stokes位移提供较大的能量辐射速度常数,较短的磷光寿命,因此较高的发光效率。基于上述考虑,认为引入异喹啉导致很小的Stokes位移,增强的发光量子产额和更好的色度。
<化合物命名和结构表示>
现在,例如参考Ir(PiQ)3(实施例化合物No.1),将一些解释加到本发明金属配位化合物的结构确认方式和指定作为其基础的原子位置数的方式中。该金属配位化合物具有1-苯基异喹啉配体,其位置数指定如下:
因此,将通过三个1-苯基异喹啉分子以苯基的2-位碳原子和异喹啉环的氮原子配位到铱上形成的Ir(PiQ)3命名为三(1-苯基异喹啉C2,N)铱(III)
Ir(PiQ)3显示上述高量子产额,但还发现提供另外的取代基的Ir(PiQ)3在溶液或固态膜中显示更高的量子产额。例如,通过在1-苯基异喹啉基础配体骨架的4-位连接烷基取代基而形成的一类三(1-烷基苯基异喹啉C2,N)铱(III)显示更高的相对量子产额(即将Ir(PPY)3在甲苯稀溶液中的量子产额作为具有量子产额1)。更具体地,已发现此类化合物依据烷基取代基的种类显示如下给出的量子产额。已认识到,在后续基团中碳原子数为4或更多时,量子产额显著增加。
(1)-CH3=0.65;
(2)-C(CH3)3=0.7
(3)-C4H9=0.82
(4)-C6H13=0.88
(5)-C8H17=0.75
从上述结果中发现,为减弱分子间相互作用将取代基加入上述结构中对于提高发光量子产额有效。
另一方面,当将使用钨船的耐热真空沉积用于器件形成时,考虑到器件生产工艺特征如在低电流和高速率下的真空沉积可能性,已发现分子量至多100的材料合适。
更具体地,上述类型的加入烷基链的铱配合物具有在器件形成时显示较高真空沉积温度的趋势。依据如下烷基取代基的种类,这种烷基取代的Ir(PiQ)3衍生物的整个分子量如下。
(1)-CH3 =847;
(2)-C(CH3)3 =973
(3)-C4H9 =973
(4)-C6H13 =1058
(5)-C8H17 =1141
在10-4Pa下耐热真空沉积时,这些材料要求依据烷基取代基种类的用于真空沉积的所需电流。
(1)-CH3=58安培
(2)-C(CH3)3=61安培
(3)-C4H9=61安培
(4)-C6H13=64安培
(5)-C8H17=67安培
此外,具有氟原子取代基或多氟化烷基的金属配位化合物可因氟原子使分子间相互作用变弱,由此降低真空沉积温度,并且有利之处在于:较大分子量的金属配位化合物可用作发光材料,而不损害真空沉积特征。例如,用三氟甲基取代一个甲基可降低真空沉积温度约1℃,而分子量稍微提高。
通过将异喹啉结构引入具有上述通式(1)或(9)表示的结构的金属配位化合物中,可调节发光波长,并且已发现其中异喹啉骨架在其1位与环基团A键合的本发明金属配位化合物对于提高发光波长(即提供红色波长)意想不到地有利。
另一方面,尽管已知化合物四(2-苯基吡啶-C2,N)(μ-二氯)二铱(III)不提供基本的发光光谱,但已引入有异喹啉骨架的通式(7)的配位金属化合物已显示强发光光谱。基于此事实,将理解通式(7)的金属配位化合物也适合作为EL器件的发光材料。
此外,通过将吸电子取代基或给电子取代基引入本发明的金属配位化合物中,可以调节发光波长。此外,通过引入具有很大电子效果并且在立体空间上很大总体积的取代基如烷氧基或多氟烷基,可以同时进行发光波长控制和抑制因分子间相互作用导致的强度消退。此外,据信引入具有很小电子效果但具有很大立体空间总体积的取代基例如烷基能抑制强度消退,而不会改变发光波长。
此外,通过取代通式(1)或(9)表示的金属配位化合物的异喹啉环中的一个或两个CH基团,可在不引入取代基下调节发光波长。
同样基于上述观点,本发明的金属配位化合物适合作为有机EL器件的发光材料。
此外,热稳定性是构成有机EL器件的有机材料的重要性能。热稳定性严重影响在器件生产时的生产稳定性和在电流供给下在操作期间器件的稳定性。为制备有机EL器件,尝试真空沉积、旋涂或喷墨方法。特别地,在真空沉积方法中,将有机材料施加高温一定时间以通过升华或蒸发而气化有机材料并沉积到基材上。因此,组分材料的热稳定性非常重要。
此外,同样在对器件供电以引起发光时,因通过高电流局部生成焦耳热。若组分材料具有低热稳定性,材料可因这种热造成器件损害。例如,上述Ir(PiO)3和双(1-苯基异喹啉C2,N)(乙酰丙酮化)铱(III)(实施例化合物No.42,简称为Ir(PiQ)2acac)在氮气流下分别显示分解温度380℃和340℃,如此提供实质分解温度差。更具体地,在特定真空沉积条件下,Ir(PiQ)2acac在真空沉积室中引起明显的分解,但Ir(PiQ)3在相同条件下不会引起明显分解。作为在各种真空沉积条件下的分解度测量结果,Ir(PiQ)2acac在真空沉积速度或真空沉积的真空度中显示较低的上限值,如此在大量生产时显示较窄的生产界限。按这种方式,材料的热稳定性严重影响生产率。
在对比试验中,EL器件由上述两种发光材料通过在无分解条件下进行真空沉积制备并进行发光减退评估。结果,当开始供电以提供5000cd/m2的初始亮度时,Ir(PiQ)3和Ir(PiQ)2acac在比例约3∶1下显示亮度半衰期,这样Ir(PiQ)3基本上抗供电稳定(如由较长亮度半衰期表示)。按照这种方式,组分材料的热稳定性是确定器件的生产稳定性和性能稳定性的因素,这样需要具有较高热稳定性的材料。
据信,本发明的配体由于引入异喹啉骨架,因此具有刚性分子结构,如此抑制形成导致热减活化的激发缔合分子,从而抑制因分子运动导致的能量减活化。此外,还相信减少消退过程以导致改进的器件性能。在实际导电试验中,本发明的发光材料,即具有在其1位与环基团A键合的异喹啉骨架的配体的金属配位化合物,显示高稳定性。
更具体地,考虑到优良的热稳定性,通式(3)中n=0的三(1-取代异喹啉基)-金属配位化合物一般是优选的。
因此,迄今未实现具有长波长区域(发红光)的发光波长和高化学稳定性以及高发光效率的发光材料,但可通过本发明的发光材料实现。
具有如本发明图1(a)、(b)和(c)所示层结构分高效发光器件可用于要求能量经济或高亮度的产品。更具体地,该发光器件可用于显示器、照明装置、印刷机光源或发光层显示器的的背景光。至于显示器,它可为重量轻并且在低能量消耗下提供高可识别显示的平板显示器。作为印刷机光源,本发明的发光器件可用于替代激光束印刷机的激光源。对于照明装置或背景光,可发挥本发明的能量经济效果。
为用于显示器,可使用采用根据活化方阵流程的薄膜晶体管(简称为TFT)驱动电路的驱动系统。下面参考图4简要描述使用本发明器件与活化方阵基材组合的实施方案。
图4说明包括EL器件和驱动装置的平板结构实施方案。该平板设置有分别与通道选择线、数据信号线和电源连接的扫描信号驱动器、数据信号驱动器和电源。在插入各通道选择线和数据信号线时,设置显示器象素电极。扫描信号驱动器顺序选择通道选择线G1、G2、G3…Gn,与此同时,图像信号由数据信号驱动器供给以显示印刷机。
TFT开关器件无特殊限制,可容易使用单晶硅基材器件、MIM器件或Si-类器件。
在ITO电极上,顺序设置一层或多层EL层和一阴极层以提供有机EL显示器平板。通过驱动包括含本发明发光材料的发光层的显示器平板,可以提供显示良好图像质量并且甚至长期显示器也稳定的显示器。
<合成路线的简要描述>
下面参考例如铱配位化合物说明提供上述通式(1)表示的金属配位化合物的一些合成路线:
或
用于本发明的金属配位化合物的一些具体结构例子在下表1至表13中给出,然而它们只是代表性的例子而非穷举。表1至23中给出的Ph至Iq10表示下面给出的部分结构,相当于上述通式(3)(或其中由通式(2)和(4)-(6)表示的部分结构)或通式(3)表示的部分结构。此外,R1-R10表示Ph至Iq10中的取代基,以及E、G和J表示通式(5)中的取代基。
【表1】
【表2】
【表3】
【表4】
No | M | m | n | A | B | A’ | B’- | E | G | J | A | A’ | B | B’ | ||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | |||||||||||
61 | Ir | 2 | 1 | Tn4 | Iq2 | - | - | CF3 | CF3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
62 | Ir | 2 | 1 | Np2 | Iq2 | - | - | CF3 | CF3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
63 | Ir | 2 | 1 | Fl | Iq2 | - | - | CF3 | CF3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
64 | Ir | 1 | 2 | Ph | Iq2 | Ph | Pr | - | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
65 | Ir | 1 | 2 | Ph | Iq2 | Ph | Pr | - | - | - | H | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
66 | Ir | 1 | 2 | Ph | Iq | Ph | Pr | - | - | - | H | H | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
67 | Ir | 1 | 2 | Ph | Iq2 | Ph | Pr | - | - | - | H | CH3 | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
68 | Ir | 1 | 2 | Ph | Iq2 | Ph | Pr | - | - | - | H | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
69 | Ir | 1 | 2 | Ph | Iq2 | Ph | Pr | - | - | - | H | H | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
70 | Ir | 1 | 2 | Tn1 | Iq2 | Ph | Pr | - | - | - | H | H | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
71 | Ir | 1 | 2 | Tn3 | Iq2 | Ph | Pr | - | - | - | H | H | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
72 | Ir | 1 | 2 | Tn4 | Iq2 | Ph | Pr | - | - | - | H | H | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
73 | Ir | 1 | 2 | Np2 | Iq2 | Ph | Pr | - | - | - | H | H | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
74 | Ir | 1 | 2 | Fl | Iq2 | Ph | Pr | - | - | - | H | H | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
75 | Ir | 1 | 2 | Ph | Iq2 | - | - | CH3 | CH3 | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
76 | Ir | 1 | 2 | Ph | Iq2 | - | - | CH3 | CH3 | H | H | CH3 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
77 | Ir | 1 | 2 | Ph | Iq2 | - | - | CH3 | CH3 | H | H | H | CH3 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
78 | Ir | 1 | 2 | Ph | Iq2 | - | - | CH3 | CH3 | H | H | CH3 | CH3 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
79 | Ir | 1 | 2 | Ph | Iq2 | - | - | CH3 | CH3 | H | H | F | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
80 | Ir | 1 | 2 | Ph | Iq2 | - | - | CH3 | CH3 | H | H | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
81 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | H | H | - | - | - | - | H | H | H | H | F | H | - | - | - | - |
82 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | H | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - |
83 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | H | H | - | - | - | - | H | H | H | CF3 | H | H | - | - | - | - |
84 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | F | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - |
85 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | F | H | - | - | - | - | H | H | H | CF3 | H | H | - | - | - | - |
86 | Rh | 3 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
87 | Rh | 3 | 0 | Tn1 | Iq2 | - | - | - | - | - | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
88 | Rh | 3 | 0 | Tn3 | Iq2 | - | - | - | - | - | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
89 | Rh | 3 | 0 | Np2 | Iq2 | - | - | - | - | - | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
90 | Rh | 3 | 0 | Fl | Iq2 | - | - | - | - | - | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
91 | Rh | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
92 | Rh | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
93 | Rh | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | H | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
94 | Rh | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
95 | Pt | 2 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
96 | Pt | 2 | 0 | Ph | Iq2 | - | - | - | - | - | H | CH3 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
97 | Pt | 2 | 0 | Ph | Iq2 | - | - | - | - | - | H | CH3 | CH3 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
98 | Pt | 2 | 0 | Ph | Iq2 | - | - | - | - | - | H | F | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
99 | Pt | 2 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
100 | Pt | 2 | 0 | Tn1 | Iq2 | - | - | - | - | - | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
【表5】
No | M | m | n | A | B | A’ | B’ | E | G | J | A | A’ | B | B’ | ||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | |||||||||||
101 | Pt | 2 | 0 | Tn3 | Iq2 | - | - | - | - | - | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
102 | Pt | 1 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
103 | Pt | 1 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | H | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
104 | Pt | 1 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | CH3 | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
105 | Pt | 1 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
106 | Pd | 2 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
107 | Pd | 2 | 0 | Ph | Iq2 | - | - | - | - | - | H | H | CH3 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
108 | Pd | 2 | 0 | Tn1 | Iq2 | - | - | - | - | - | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
109 | Pd | 2 | 0 | Tn3 | Iq2 | - | - | - | - | - | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
110 | Pd | 1 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
111 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
112 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
113 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
114 | Ir | 2 | 1 | Tn1 | Iq2 | - | - | CH3 | CH3 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
115 | Ir | 2 | 1 | Tn1 | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
116 | Ir | 2 | 1 | Tn1 | Iq2 | - | - | CH3 | C3H7 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
117 | Ir | 2 | 1 | Tn2 | Iq2 | - | - | CH3 | CH3 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
118 | Ir | 2 | 1 | Tn2 | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
119 | Ir | 2 | 1 | Tn2 | Iq2 | - | - | CH3 | C6H13 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
120 | Ir | 2 | 1 | Tn3 | Iq2 | - | - | CH3 | CH3 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
121 | Ir | 2 | 1 | Tn3 | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
122 | Ir | 2 | 1 | Tn3 | Iq2 | - | - | CH3 | C4H9 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
123 | Ir | 2 | 1 | Tn4 | Iq2 | - | - | CH3 | CH3 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
124 | Ir | 2 | 1 | Tn4 | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
125 | Ir | 2 | 1 | Tn4 | Iq2 | - | - | CH3 | C5H11 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
126 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | H | CH3 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
127 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | CH3 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
128 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | H | CH3 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
129 | Ir | 2 | 1 | Fl | Iq2 | - | - | CH3 | CH3 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
130 | Ir | 2 | 1 | Fl | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
131 | Ir | 2 | 1 | Fl | Iq2 | - | - | CH3 | C4H9 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
132 | Ir | 2 | 1 | Np1 | Iq2 | - | - | CH3 | CH3 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
133 | Ir | 2 | 1 | Nq1 | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
134 | Ir | 2 | 1 | Np1 | Iq2 | - | - | CH3 | C4H9 | CH3 | H | H | - | - | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
135 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | H | C2H5 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
136 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | H | C2H5 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
137 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | H | C2H5 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
138 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | H | C2H5 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
139 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | H | C2H5 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
140 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | H | C2H5 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - |
【表6-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
141 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
142 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
143 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
144 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
145 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
146 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
147 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
148 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
149 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
150 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
151 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
152 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
153 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
154 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
155 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
156 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
157 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
158 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
159 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
160 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
161 | Ir | 3 | 0 | Ph | Iq | - | - | - | - | - | - |
162 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
163 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
164 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
165 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
166 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
167 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
168 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
169 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
170 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
171 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
172 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
173 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
174 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
175 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
176 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
177 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
178 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
179 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
180 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
【表6-2续】
【表6-2】
【表7-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
181 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
182 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
183 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
184 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
185 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
186 | Ir | 2 | 1 | Ph | 1q2 | - | - | CH3 | CH3 | CH3 | - |
187 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
188 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
189 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
190 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
191 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
192 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
193 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
194 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
195 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
196 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
197 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
198 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
199 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
200 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
201 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
202 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
203 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
204 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
205 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
206 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
207 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
208 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
209 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
210 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
211 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
212 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
213 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
214 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
215 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
216 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
217 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
218 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
219 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
220 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
【表7-2】
【表8-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
221 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
222 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
223 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
224 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
225 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
226 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
227 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
228 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
229 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
230 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
231 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
232 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
233 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
234 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
235 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
236 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
237 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
238 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
239 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
240 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
241 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
242 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
243 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
244 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
245 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
246 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
247 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
248 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
249 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
250 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
251 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
252 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
253 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
254 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
255 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
256 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
257 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
258 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
259 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
260 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
【表8-2续】
【表8-2】
【表9-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
261 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
262 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
263 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
264 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
265 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
266 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
267 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
268 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
269 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
270 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
271 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
272 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
273 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
274 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
275 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
276 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
277 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
278 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
279 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
280 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
281 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
282 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
283 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
284 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
285 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
288 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
287 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
288 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
289 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
290 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
291 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
292 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
293 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
294 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
295 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
298 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
297 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
298 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
299 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
300 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
【表9-2续】
【表9-2】
No | A | A’ | B | B’ | B” | |||||||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | |
261 | H | C12H25 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
262 | H | H | CF3 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
263 | H | H | CF3 | H | - | - | - | - | H | H | H | H | F | H | - | - | - | - | - | - | - | - | - | - |
264 | H | H | CF3 | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
265 | H | H | CF3 | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
266 | H | H | CF3 | H | - | - | - | - | H | H | H | CF3 | H | H | - | - | - | - | - | - | - | - | - | - |
267 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
268 | F | F | F | F | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
269 | H | C13H27 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
270 | H | H | C7H15O | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
271 | H | C15H31 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
272 | F | F | F | F | - | - | - | - | H | H | H | CF3 | H | H | - | - | - | - | - | - | - | - | - | - |
273 | H | CF3O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
274 | H | C3H7O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
275 | H | C4H9O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
276 | H | C18H37 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
277 | H | C19H39 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
278 | H | C19H39 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
279 | H | C20H41 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
280 | H | C20H41 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | H | H | H | H |
281 | H | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
282 | H | C2H5 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
283 | H | C3H7 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
284 | H | C4H9 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
285 | H | C(CH3)3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
286 | H | C5H11 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
287 | H | C6H13 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
288 | H | C7H15 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
289 | H | C8H17 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
290 | H | C9H19 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
291 | H | C10H21 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
292 | H | C11H23 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
293 | H | C12H25 | H | H | H | H | H | H | H | H | H | F | H | H | H | H | H | H | H | H | - | - | - | - |
294 | H | C15H31 | H | H | H | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
295 | H | C18H37 | H | H | H | H | CF3 | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - |
296 | H | C20H41 | H | H | H | H | H | H | H | H | H | -C≡CC4H9 | H | H | H | H | H | H | H | H | - | - | - | - |
297 | H | H | H | H | H | CH3 | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
298 | H | H | H | H | H | C2H5 | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
299 | H | H | H | H | H | C3H7 | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
300 | H | H | H | H | H | C4H9 | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
【表10-1】
No | M | m | n | A | B | A’ | B’ |
301 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
302 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
303 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
304 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
305 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
306 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
307 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
308 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
309 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
310 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
311 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
312 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
313 | Ir | 3 | 0 | Ph | Iq2 | - | - |
314 | Ir | 3 | 0 | Ph | Iq2 | - | - |
315 | Ir | 3 | 0 | Ph | Iq2 | - | - |
316 | Ir | 3 | 0 | Ph | Iq2 | - | - |
317 | Ir | 3 | 0 | Ph | Iq2 | - | - |
318 | Ir | 3 | 0 | Ph | Iq2 | - | - |
319 | Ir | 3 | 0 | Ph | Iq2 | - | - |
320 | Ir | 3 | 0 | Ph | Iq2 | - | - |
321 | Ir | 3 | 0 | Ph | Iq2 | - | - |
322 | Ir | 3 | 0 | Ph | Iq2 | - | - |
323 | Ir | 3 | 0 | Ph | Iq2 | - | - |
324 | Ir | 3 | 0 | Ph | Iq2 | - | - |
325 | Ir | 3 | 0 | Ph | Iq2 | - | - |
326 | Ir | 3 | 0 | Ph | Iq2 | - | - |
327 | Ir | 3 | 0 | Ph | Iq2 | - | - |
328 | Ir | 3 | 0 | Ph | Iq2 | - | - |
329 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
330 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
331 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
332 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
333 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
334 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
335 | Ir | 3 | 0 | Ph | Iq2 | Ph | Iq2 |
336 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
337 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
338 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
339 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
340 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 |
【表10-2续】
【表10-2】
No | A | A’ | B | B’ | ||||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R8 | R7 | R8 | R9 | R10 | |
301 | H | H | H | H | H | C(CH3)3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
302 | H | H | H | H | H | C5H11 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
303 | H | H | H | H | H | C6H13 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
304 | H | H | H | H | H | C7H15 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
305 | H | H | H | H | H | C8H17 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
306 | H | CH2OC5H11 | H | H | H | C9H19 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
307 | H | H | H | H | H | C10H21 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
308 | H | H | H | H | H | C11H23 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
309 | H | H | H | H | H | C12H25 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
310 | H | H | H | H | H | C15H31 | H | H | H | H | H | -CH=CH-CH3 | H | H | H | H | H | H | H | H |
311 | H | H | H | H | H | C18H37 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
312 | H | H | H | H | H | C20H41 | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
313 | H | H | CH3 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
314 | H | H | C2H5 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
315 | H | H | CH(CH3)2 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
316 | H | H | C4H9 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
317 | H | H | C(CH3)3 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
318 | H | H | C5H11 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
319 | H | H | C6H13 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
320 | H | H | C7H15 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
321 | H | H | C8H17 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
322 | H | H | C9H19 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
323 | H | H | C10H21 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
324 | H | H | C11H23 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
325 | H | H | C12H25 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
326 | H | H | C15H31 | H | - | - | - | - | H | H | H | COOC6H13 | H | H | - | - | - | - | - | - |
327 | H | H | C18H37 | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - |
328 | H | H | C20H41 | H | - | - | - | - | H | H | H | OCH2C3F7 | H | H | - | - | - | - | - | - |
329 | H | H | CH3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
330 | H | H | C2H5 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
331 | H | H | C3H7 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
332 | H | H | C4H9 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
333 | H | H | C(CH3)3 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
334 | H | H | C5H11 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
335 | H | H | C6H13 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
336 | H | H | C7H15 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
337 | H | H | C8H17 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
338 | H | H | C9H19 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
339 | H | H | C10H21 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
340 | H | H | C11H23 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H |
【表11-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
341 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
342 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
343 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
344 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
345 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
346 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
347 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
348 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
349 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
350 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
351 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
352 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
353 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
354 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
355 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
356 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
357 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
358 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
259 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
360 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
361 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
362 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
363 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
364 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
365 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
366 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
367 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
368 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
369 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
370 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
371 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
372 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
373 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
374 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
375 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
376 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
377 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
378 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
379 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
380 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
【表11-2续】
【表11-2】
【表12-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
381 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
382 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
383 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
384 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
385 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
386 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
387 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
388 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
389 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
390 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
391 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
392 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
393 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
394 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
395 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
396 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
397 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
398 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
399 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
400 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
401 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
402 | Ir | 2 | I | Ph | Iq2 | - | - | - | - | - | Iq2 |
403 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
404 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
405 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
406 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
407 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
408 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
409 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
410 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
411 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
412 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
413 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
414 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
415 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
416 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
417 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
418 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
419 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
420 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
【表12-2续】
【表12-2】
No | A | A’ | B | B’ | B” | |||||||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R5 | R6 | R7 | R8 | R9 | R10 | |
381 | H | CH3O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
382 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
383 | H | C2H5O | H | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
384 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
385 | H | C2H5O | H | H | H | H | H | H | H | H | H | H | H | H | - | H | H | H | - | - | - | - | - | - |
386 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
387 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
388 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
389 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
390 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
391 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
392 | H | C2H5O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
393 | H | C6H13O | H | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
394 | H | C6H13O | H | H | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
395 | H | C6H13O | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
398 | H | C8H13O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
397 | H | C6H13O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
398 | H | H | C7H15O | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
399 | H | C6H13O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
400 | H | C6H13O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
401 | H | C6H13O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
402 | H | C6H13O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
403 | H | C7H15O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
404 | H | C7H15O | H | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
405 | H | C7H15O | H | H | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
406 | H | (CH3)3CO | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
407 | H | C5H11O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
408 | H | CF3O | H | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
409 | H | CF3O | H | H | - | - | - | - | H | H | H | H | F | H | - | - | - | - | - | - | - | - | - | - |
410 | H | CF3O | H | H | - | - | - | - | H | H | H | CF3 | H | H | - | - | - | - | - | - | - | - | - | - |
411 | H | CF3O | H | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
412 | H | C7H15O | H | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
413 | H | C7H15O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
414 | H | (C4H9)3Si | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
415 | H | C12H25O | H | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
416 | H | C12H25O | H | H | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
417 | H | C12H25O | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
418 | H | (CH3)3Si | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
419 | H | C18H37O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
420 | H | C18H37O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
【表13-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
421 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
422 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
423 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
424 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
425 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
426 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
427 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
428 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
429 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
430 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
431 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
432 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
433 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
434 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
435 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
436 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
437 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
438 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
439 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
440 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
441 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
442 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
443 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
444 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
445 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
446 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
447 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
448 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
449 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
450 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
451 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
452 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
453 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
454 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
455 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
456 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
457 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
458 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
459 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
【表13-2续】
【表13-2】
No | A | A’ | B | B’ | B” | |||||||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R5 | R6 | R7 | R8 | R9 | R10 | |
421 | F | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
422 | F | H | F | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
423 | F | H | F | H | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
424 | F | H | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
425 | F | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
426 | F | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
427 | F | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
428 | F | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
429 | F | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
430 | F | H | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
431 | F | H | F | H | - | - | - | - | H | H | H | H | F | H | - | - | - | - | H | H | H | H | H | H |
432 | H | F | H | F | - | - | - | - | H | H | H | H | F | H | - | - | - | - | - | - | - | - | - | - |
433 | H | F | H | F | - | - | - | - | H | H | H | F | F | H | - | - | - | - | - | - | - | - | - | - |
434 | H | F | H | F | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
435 | H | F | H | F | - | - | H | - | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
436 | H | F | H | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
437 | H | F | H | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
438 | H | F | H | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
439 | H | F | H | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
440 | H | F | H | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
441 | H | F | H | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
442 | H | F | H | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
443 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
444 | F | F | F | F | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
445 | F | F | F | F | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
446 | F | F | F | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
447 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
448 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
449 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
450 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
451 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
452 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
453 | F | F | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
454 | F | F | F | F | - | - | - | - | F | F | F | F | F | F | - | - | - | - | - | - | - | - | - | - |
455 | F | F | F | F | - | - | - | - | F | F | F | F | C6H13 | F | - | - | - | - | - | - | - | - | - | - |
456 | F | F | F | F | H | H | H | H | F | F | F | F | F | F | H | H | H | H | - | - | - | - | - | - |
457 | F | F | F | F | - | - | - | - | F | F | F | F | F | F | - | - | - | - | - | - | - | - | - | - |
458 | F | F | F | F | - | - | - | - | F | F | F | F | F | F | - | - | - | - | - | - | - | - | - | - |
459 | F | F | F | F | - | - | - | - | F | F | F | F | F | F | - | - | - | - | - | - | - | - | - | - |
表14-1A
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
460 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
461 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
462 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
463 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
464 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
465 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
466 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
467 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
468 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
469 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
470 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
471 | Ir | 1 | 2 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
472 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
473 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
474 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
475 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
476 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
477 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
478 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
479 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
480 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
481 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
482 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
483 | Ir | 2 | 1 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
484 | Ir | 1 | 2 | Ph | Iq2 | Ph | Iq2 | - | - | - | - |
485 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
【表14-2A续】
【表14-1B】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
486 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
487 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
488 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
489 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
490 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
491 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
492 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
493 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
494 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
495 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
496 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
497 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
498 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
499 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
500 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
501 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
502 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
503 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
504 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
505 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
506 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
507 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
508 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
509 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
【表14-2B续】
【表14-2A】
No | A | A’ | B | B’ | B” | |||||||||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R9 | R10 | |
460 | F | F | F | F | - | - | - | - | F | F | F | F | F | F | - | - | - | - | - | - | - | - | - | - | - | - |
461 | F | F | F | F | - | - | - | - | F | F | F | F | F | F | - | - | - | - | - | - | H | H | H | H | - | - |
462 | F | F | F | F | - | - | - | - | F | F | F | F | F | F | - | - | - | - | - | - | H | H | C4H9 | H | - | - |
463 | F | F | F | F | - | - | - | - | F | F | F | F | F | F | - | - | - | - | - | - | H | H | H | H | H | H |
464 | H | C2F5 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
465 | H | C2F5 | H | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
466 | H | C3F7 | H | H | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - | - | - |
467 | H | C3F7 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - |
468 | H | C4F9 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
469 | H | C3F7CH2CH2O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
470 | H | C3F7CH2CH2O | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
471 | H | C3F7CH2CH2O | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
472 | H | C5F11 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | H | CH3 | H | H | - | - |
473 | H | C2F5 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | H | H | C4H9 | H | - | - |
474 | H | C3F7 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H |
475 | H | C6F13 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
476 | H | C6F13 | H | H | - | - | - | - | H | H | H | CF3 | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
477 | H | C6F13 | H | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - | - | - |
478 | H | C6F13 | H | H | - | - | - | - | H | H | H | H | F | H | - | - | - | - | - | - | - | - | - | - | - | - |
479 | H | C6F13 | H | H | H | H | H | H | H | H | H | H | F | H | H | H | H | H | H | H | - | - | - | - | - | - |
480 | H | H | H | H | H | C6F13 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
481 | H | C6F13CH2O | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
482 | H | C18F37 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
483 | H | C6F13CH2O | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
484 | H | C6F13CH2O | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
485 | H | C20F41 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H |
【表14-2B】
【表15-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
510 | Ir | 3 | 0 | Ph | Id2 | - | - | - | - | - | - |
511 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
512 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
513 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
514 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
515 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
516 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
517 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
518 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
519 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
520 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
521 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
522 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
523 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
524 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
525 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
526 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
527 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
528 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
529 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
530 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
531 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
532 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
533 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
534 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
535 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
536 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
537 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
538 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
539 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
540 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
541 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
542 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
543 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
544 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
545 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | F | - |
546 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
547 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
548 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
549 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
【表15-2续】
【表15-2】
No | A | A’ | B | B’ | B” | |||||||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R5 | R6 | R7 | R8 | R9 | R10 | |
510 | H | CH3 | F | F | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
511 | H | CH3 | F | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
512 | H | CH3 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
513 | H | CH3 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
514 | H | CH3 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
515 | H | CH3 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
516 | H | CH3 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
517 | H | CH3 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
518 | H | CH3 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
519 | H | C2H5 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
520 | H | C2H5 | F | F | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
521 | H | C2H5 | F | F | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
522 | H | C2H5 | F | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
523 | H | C2H5 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
524 | H | C2H5 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
525 | H | C2H5 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
526 | H | C3H7 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
527 | H | C3H7 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
528 | H | C3H7 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
529 | H | C3H7 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
530 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
531 | H | C4H9 | F | F | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
532 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
533 | H | C4H9 | F | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
534 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
535 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
536 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
537 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
538 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
539 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | CH3 | H | - | - |
540 | H | C4H9 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
541 | H | C(CH3)3 | F | F | - | - | - | - | H | H | H | CF3 | H | H | - | - | - | - | - | - | - | - | - | - |
542 | H | C(CH3)3 | F | F | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
543 | H | C(CH3)3 | F | F | - | - | - | - | H | H | H | H | C6H13 | H | - | - | - | - | - | - | - | - | - | - |
544 | H | C(CH3)3 | F | F | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
545 | H | C5H11 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
546 | H | C5H11 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
547 | H | C5H11 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
548 | H | C5H11 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
549 | H | C5H11 | F | F | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
【表16-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
550 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
551 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
552 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
553 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
554 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
555 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
556 | Ir | 2 | 1 | Ph | Iq2 | - | - | CF3 | CF3 | H | - |
557 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
558 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
559 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
560 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
561 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
562 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
563 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
564 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
565 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
566 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
567 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
568 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
569 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
570 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
571 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
572 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
573 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
574 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
575 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
576 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
577 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
578 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
579 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
580 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
581 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
582 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
583 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
584 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
585 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
588 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
587 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
588 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
589 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
【表16-2续】
【表17-1】
No | M | m | n | A | B | A’ | B’ | E | G | J | B” |
590 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
591 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
592 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
593 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
594 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
595 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
596 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
597 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
598 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
599 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pr | - | - | - | - |
600 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | H | - |
601 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | CH3 | CH3 | - |
602 | Ir | 2 | 1 | Ph | Iq2 | - | - | C(CH3)3 | C(CH3)3 | H | - |
603 | Ir | 2 | 1 | Ph | Iq2 | - | - | CH3 | C4H9 | CH3 | - |
604 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
605 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Pr |
606 | Ir | 2 | 1 | Ph | Iq2 | - | - | - | - | - | Iq2 |
607 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
608 | Ir | 3 | 0 | Ph | Iq2 | - | - | - | - | - | - |
609 | Ir | 3 | 0 | Ph | - | - | - | - | - | - | - |
610 | Ir | 3 | 0 | Ph | Iq5 | - | - | - | - | - | - |
611 | Ir | 2 | 1 | Ph | Iq5 | Ph | Pr | - | - | - | - |
612 | Ir | 2 | 1 | Ph | Iq5 | - | - | CH3 | CH3 | H | - |
613 | Ir | 2 | 1 | Ph | Iq5 | - | - | CH3 | CH3 | CH3 | - |
614 | Ir | 2 | 1 | Ph | Iq5 | - | - | C(CH3)3 | C(CH3)3 | H | - |
615 | Ir | 2 | 1 | Ph | Iq5 | - | - | CH3 | C4H9 | CH3 | - |
616 | Ir | 2 | 1 | Ph | Iq5 | - | - | - | - | - | Pr |
617 | Ir | 2 | 1 | Ph | Iq5 | - | - | - | - | - | Pr |
618 | Ir | 2 | 1 | Ph | Iq5 | - | - | - | - | - | Iq2 |
619 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pi | - | - | - | - |
【表17-2续】
【表17-2】
No | A | A’ | B | B’ | B” | |||||||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R5 | R6 | R7 | R8 | R9 | R10 | |
590 | F | F | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
591 | F | F | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
592 | F | F | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
593 | F | F | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
594 | F | F | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | C4H9 | H | - | - |
595 | F | F | F | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
596 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
597 | F | H | F | H | - | - | - | - | H | H | H | F | CF3 | H | - | - | - | - | - | - | - | - | - | - |
598 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
599 | F | H | F | H | H | H | H | H | H | H | H | H | CF3 | H | H | H | H | H | - | - | - | - | - | - |
600 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
601 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
602 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
603 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | - | - | - | - | - | - |
604 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | H | H | H | H | - | - |
605 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | H | H | CH3 | H | - | - |
606 | F | H | F | H | - | - | - | - | H | H | H | H | CF3 | H | - | - | - | - | H | H | H | H | H | H |
607 | H | CF3 | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
608 | H | F | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
609 | H | H | H | H | - | - | - | - | - | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
610 | H | H | H | H | - | - | - | - | - | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
611 | H | H | H | H | H | H | H | H | - | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
612 | H | H | H | H | - | - | - | - | - | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
613 | H | H | H | H | - | - | - | - | - | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
614 | H | H | H | H | - | - | - | - | - | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
615 | H | H | H | H | - | - | - | - | - | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - |
616 | H | H | H | H | - | - | - | - | - | H | H | H | H | H | - | - | - | - | H | H | H | H | - | - |
617 | H | H | H | H | - | - | - | - | - | H | H | H | H | H | - | - | - | - | H | H | CH3 | H | - | - |
618 | H | H | H | H | H | H | H | H | - | H | H | H | H | H | - | - | - | - | H | H | H | H | H | H |
619 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - |
【表18-1】
No | M | m | n | A | B | A’ | B’ | B” |
620 | Ir | 2 | 1 | Ph | Iq2 | Ph | Py1 | - |
621 | Ir | 2 | 1 | Ph | Iq2 | Ph | Py2 | - |
622 | Ir | 2 | 1 | Ph | Iq2 | Ph | Pz | - |
623 | Ir | 2 | 1 | Ph | Iq2 | Ph | Qn3 | - |
624 | Ir | 2 | 1 | Ph | Iq2 | Ph | Xa | - |
625 | Ir | 2 | 1 | Ph | Iq2 | Ph | Bz | - |
626 | Ir | 2 | 1 | Ph | Iq2 | Ph | Bo | - |
627 | Ir | 2 | 1 | Ph | Iq2 | Ph | Oz | - |
628 | Ir | 2 | 1 | Ph | Iq2 | Ph | Sz | - |
629 | Ir | 2 | 1 | Tn4 | Iq2 | Ph | Pr | - |
630 | Ir | 2 | 1 | Ph | Iq2 | - | - | Pr |
631 | Ir | 2 | 1 | Ph | Iq2 | - | - | Pr |
632 | Ir | 2 | 1 | Ph | Iq2 | - | - | Iq2 |
633 | Rh | 3 | 0 | Ph | Iq2 | - | - | - |
634 | Rh | 3 | 0 | Ph | Iq2 | - | - | - |
635 | Rh | 3 | 0 | Ph | Iq2 | - | - | - |
636 | Rh | 2 | 1 | Ph | Iq2 | Ph | Pr | - |
637 | Pt | 2 | 0 | Ph | Iq2 | - | - | - |
638 | Pt | 2 | 0 | Ph | Iq2 | - | - | - |
639 | Pd | 2 | 0 | Ph | Iq2 | - | - | - |
640 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
641 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
642 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
643 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
644 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
645 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
646 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
647 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
648 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
649 | Ir | 3 | 0 | Ph | Iq6 | - | - | - |
650 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
651 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
652 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
653 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
654 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
655 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
656 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
657 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
658 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
659 | Ir | 3 | 0 | Ph | Iq7 | - | - | - |
【表18-2】
No | A | A’ | B | B’ | B” | |||||||||||||||||||||
R1 | R2 | R3 | R4 | R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R9 | R10 | R5 | R6 | R7 | R8 | R9 | R10 | |
620 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | H | - | - | - | - | - | - | - | - |
621 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | H | H | H | - | - | - | - | - | - | - | - |
622 | H | CF3 | H | H | H | H | H | H | H | H | H | H | H | H | H | - | H | H | - | - | - | - | - | - | - | - |
623 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - |
624 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | H | H | H | H | - | - | - | - | - | - |
625 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - |
626 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - |
627 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
628 | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - | - | - |
629 | H | H | - | - | H | H | H | H | H | H | H | H | H | H | H | H | H | H | - | - | - | - | - | - | - | - |
630 | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | H | H | H | H | - | - |
63I | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | H | H | CH3 | H | - | - |
632 | H | H | H | H | - | - | - | - | H | H | H | H | H | H | - | - | - | - | - | - | H | H | H | H | H | H |
633 | F | H | F | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
634 | F | H | F | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
635 | F | H | F | H | - | - | - | - | H | H | H | F | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
636 | F | H | F | H | H | H | H | H | H | H | H | F | H | H | H | H | H | H | - | - | - | - | - | - | - | - |
637 | F | H | F | H | - | - | - | - | H | H | H | H | F | H | - | - | - | - | - | - | - | - | - | - | - | - |
638 | F | H | F | H | - | - | - | - | H | H | H | H | F | H | - | - | - | - | - | - | - | - | - | - | - | - |
639 | F | H | F | H | - | - | - | - | H | H | H | H | F | H | - | - | - | - | - | - | - | - | - | - | - | - |
640 | H | H | H | H | - | - | - | - | H | H | H | - | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
641 | H | H | F | H | - | - | - | - | H | H | H | - | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
642 | F | H | F | H | - | - | - | - | H | H | H | - | F | H | - | - | - | - | - | - | - | - | - | - | - | - |
643 | H | CF3 | H | H | - | - | - | - | H | H | H | - | CF3 | H | - | - | - | - | - | - | - | - | - | - | - | - |
644 | H | CH3 | H | H | - | - | - | - | H | H | H | - | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
645 | H | C4H9 | H | H | - | - | - | - | H | H | H | - | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
646 | H | C3F7 | H | H | - | - | - | - | H | H | H | - | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
647 | H | OC6H13 | C3H7 | H | - | - | - | - | H | H | H | - | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
648 | F | F | F | H | - | - | - | - | H | H | H | - | CF3 | H | - | - | - | - | - | - | - | - | - | - | - | - |
649 | H | OCF3 | H | H | - | - | - | - | H | H | H | - | H | H | - | - | - | - | - | - | - | - | - | - | - | - |
650 | H | H | H | H | - | - | - | - | H | H | H | H | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
651 | H | H | F | H | - | - | - | - | H | H | H | H | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
652 | F | H | F | H | - | - | - | - | H | H | H | H | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
653 | H | CF3 | H | H | - | - | - | - | H | H | H | CF3 | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
654 | H | CH3 | H | H | - | - | - | - | H | H | H | H | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
655 | H | C4H9 | H | H | - | - | - | - | H | H | H | H | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
856 | H | C3F7 | H | H | - | - | - | - | H | H | H | H | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
657 | H | OC6H13 | C3H7 | H | - | - | - | - | H | H | H | H | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
658 | F | F | F | H | - | - | - | - | H | H | H | F | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
659 | H | OCF3 | H | H | - | - | - | - | H | H | H | H | - | H | - | - | - | - | - | - | - | - | - | - | - | - |
【表19】
No | M | m’ | A | B | A | B | ||||||||
R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | |||||
660 | Ir | 2 | Ph | Iq2 | H | H | H | H | H | H | H | H | H | H |
661 | Ir | 2 | Ph | Iq2 | H | CH3 | H | H | H | H | H | H | H | H |
662 | Ir | 2 | Ph | Iq2 | H | C2H5 | H | H | H | H | H | H | H | H |
663 | Ir | 2 | Ph | Iq2 | H | C3H7 | H | H | H | H | H | H | H | H |
664 | Ir | 2 | Ph | Iq2 | H | C4H9 | H | H | H | H | H | H | H | H |
665 | Ir | 2 | Ph | Iq2 | H | C(CH3)3 | H | H | H | H | H | H | H | H |
666 | Ir | 2 | Ph | Iq2 | H | C5H11 | H | H | H | H | H | H | H | H |
667 | Ir | 2 | Ph | Iq2 | H | C6H13 | H | H | H | H | H | H | H | H |
668 | Ir | 2 | Ph | Iq2 | H | C7H15 | H | H | H | H | H | H | H | H |
669 | Ir | 2 | Ph | Iq2 | H | C8H17 | H | H | H | H | H | H | H | H |
670 | Ir | 2 | Ph | Iq2 | H | C9H19 | H | H | H | H | H | H | H | H |
671 | Ir | 2 | Ph | Iq2 | H | C10H21 | H | H | H | H | H | H | H | H |
672 | Ir | 2 | Ph | Iq2 | H | C11H23 | H | H | H | H | H | H | H | H |
673 | Ir | 2 | Ph | Iq2 | H | C12H25 | H | H | H | H | H | H | H | H |
674 | Ir | 2 | Ph | Iq2 | H | C13H27 | H | H | H | H | H | H | H | H |
675 | Ir | 2 | Ph | Iq2 | H | C14H29 | H | H | H | H | H | H | H | H |
676 | Ir | 2 | Ph | Iq2 | H | C15H31 | H | H | H | H | H | H | H | H |
677 | Ir | 2 | Ph | Iq2 | H | C16H33 | H | H | H | H | H | H | H | H |
678 | Ir | 2 | Ph | Iq2 | H | C17H35 | H | H | H | H | H | H | H | H |
679 | Ir | 2 | Ph | Iq2 | H | C18H37 | H | H | H | H | H | H | H | H |
680 | Ir | 2 | Ph | Iq2 | H | C19H39 | H | H | H | H | H | H | H | H |
881 | Ir | 2 | Ph | Iq2 | H | C20H41 | H | H | H | H | H | H | H | H |
682 | Ir | 2 | Ph | Iq2 | F | H | H | H | H | H | H | H | H | H |
683 | Ir | 2 | Ph | Iq2 | H | F | H | H | H | H | H | H | H | H |
684 | Ir | 2 | Ph | Iq2 | H | H | F | H | H | H | H | H | H | H |
685 | Ir | 2 | Ph | Iq2 | H | H | H | F | H | H | H | H | H | H |
686 | Ir | 2 | Ph | Iq2 | F | H | F | H | H | H | H | H | H | H |
687 | Ir | 2 | Ph | Iq2 | H | F | F | H | H | H | H | H | H | H |
688 | Ir | 2 | Ph | Iq2 | H | F | H | F | H | H | H | H | H | H |
689 | Ir | 2 | Ph | Iq2 | F | F | F | H | H | H | H | H | H | H |
【表20】
No | M | m’ | A | B | A | B | ||||||||
R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | |||||
690 | Ir | 2 | Ph | Iq2 | F | F | F | F | H | H | H | CF3 | H | H |
691 | Ir | 2 | Ph | Iq2 | H | CF3 | H | H | H | H | H | H | CF3 | H |
692 | Ir | 2 | Ph | Iq2 | H | H | CF3 | H | H | H | H | H | CF3 | H |
693 | Ir | 2 | Ph | Iq2 | H | H | H | CF3 | H | H | H | H | H | H |
694 | Ir | 2 | Ph | Iq2 | CF3 | H | CF3 | H | H | H | H | H | CF3 | H |
695 | Ir | 2 | Ph | Iq2 | H | CH3 | F | F | H | H | H | H | H | H |
696 | Ir | 2 | Ph | Iq2 | H | C2H5 | F | F | H | H | H | H | F | H |
697 | Ir | 2 | Ph | Iq2 | H | C3H7 | F | F | H | H | H | H | H | H |
698 | Ir | 2 | Ph | Iq2 | H | C4H9 | F | F | H | H | H | H | F | H |
699 | Ir | 2 | Ph | Iq2 | H | C5H11 | F | F | H | H | H | H | H | H |
700 | Ir | 2 | Ph | Iq2 | H | C6H13 | F | F | H | H | H | H | CF3 | H |
701 | Ir | 2 | Ph | Iq2 | H | C12H25 | F | F | H | H | H | H | H | H |
702 | Ir | 2 | Ph | Iq2 | H | C15H31 | F | F | H | H | H | H | H | H |
703 | Ir | 2 | Ph | Iq2 | H | C20H41 | F | F | H | H | H | H | H | H |
704 | Ir | 2 | Ph | Iq2 | H | H | H | H | H | H | H | F | H | H |
705 | Ir | 2 | Ph | Iq2 | H | H | H | H | H | H | H | H | F | H |
706 | Ir | 2 | Ph | Iq2 | H | H | H | H | H | H | H | CF3 | H | H |
707 | Ir | 2 | Ph | Iq2 | H | H | H | H | H | H | H | H | CF3 | H |
708 | Ir | 2 | Ph | Iq2 | H | H | H | H | F | F | F | F | F | F |
709 | Ir | 2 | Ph | Iq2 | F | F | F | F | F | F | F | F | F | F |
710 | Ir | 2 | Ph | Iq2 | H | CF3 | H | H | H | H | H | F | H | H |
711 | Ir | 2 | Ph | Iq2 | H | C2F5 | H | H | H | H | H | H | H | H |
712 | Ir | 2 | Ph | Iq2 | H | C3F7 | H | H | H | H | H | H | H | H |
713 | Ir | 2 | Ph | Iq2 | H | C4F9 | H | H | H | H | H | H | CF3 | H |
714 | Ir | 2 | Ph | Iq2 | H | C5F11 | H | H | H | H | H | H | H | H |
715 | Ir | 2 | Ph | Iq2 | H | C6F13 | H | H | H | H | H | H | H | H |
716 | Ir | 2 | Ph | Iq2 | H | C7F15 | H | H | H | H | H | H | CF3 | H |
717 | Ir | 2 | Ph | Iq2 | H | C8F17 | H | H | H | H | H | H | H | H |
718 | Ir | 2 | Ph | Iq2 | H | C10F21 | H | H | H | H | H | H | H | H |
719 | Ir | 2 | Ph | Iq2 | H | C15F31 | H | H | H | H | H | H | H | H |
【表21】
【表22】
No | M | m’ | A | B | A | B | |||||||||
R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | ||||||
751 | Ir | 2 | Cz | Iq2 | H | C2H5 | - | - | H | H | H | H | H | H | |
752 | Ir | 2 | Ph | Iq5 | H | H | CF3 | H | - | H | H | H | H | H | |
753 | Ir | 2 | Ph | Iq5 | H | H | H | CF3 | - | H | H | H | H | H | |
754 | Ir | 2 | Ph | Iq5 | CF3 | H | CF3 | H | - | H | H | H | H | H | |
755 | Ir | 2 | Ph | Iq5 | H | H | H | H | - | H | H | H | H | H | |
756 | Ir | 2 | Ph | Iq5 | H | CH3 | F | F | - | H | H | H | H | H | |
757 | Ir | 2 | Ph | Iq5 | H | C2H5 | F | F | - | H | H | H | H | H | |
758 | Ir | 2 | Ph | Iq5 | H | C3H7 | F | F | - | H | H | H | H | H | |
759 | Ir | 2 | Ph | Iq5 | H | C4H9 | F | F | - | H | H | H | H | H | |
760 | Ir | 2 | Ph | Iq5 | H | C5H11 | F | F | - | H | H | H | H | H | |
761 | Ir | 2 | Ph | Iq5 | H | C6H13 | F | F | - | H | H | H | H | H | |
762 | Ir | 2 | Ph | Iq5 | H | C6F13 | H | H | - | H | H | H | H | H | |
763 | Ir | 2 | Ph | Iq6 | H | H | H | H | H | H | H | - | H | H | |
764 | Ir | 2 | Ph | Iq6 | H | H | F | H | H | H | H | - | H | H | |
765 | Ir | 2 | Ph | Iq6 | F | H | F | H | H | H | H | - | F | H | |
766 | Ir | 2 | Ph | Iq6 | H | CF3 | H | H | H | H | H | - | CF3 | H | |
767 | Ir | 2 | Ph | Iq6 | H | CH3 | H | H | H | H | H | - | H | H | |
768 | Ir | 2 | Ph | Iq6 | H | C4H9 | H | H | H | H | H | - | H | H | |
769 | Ir | 2 | Ph | Iq6 | H | C3F7 | H | H | H | H | H | - | H | H | |
770 | Ir | 2 | Ph | Iq6 | H | OC6H13 | C3H7 | H | H | H | H | - | H | H | |
771 | Ir | 2 | Ph | Iq6 | F | F | F | H | H | H | H | - | CF3 | H | |
772 | Ir | 2 | Ph | Iq6 | H | OCF3 | H | H | H | H | H | - | H | H | |
773 | Ir | 2 | Ph | Iq7 | H | H | H | H | H | H | H | H | - | H | |
774 | Ir | 2 | Ph | Iq7 | H | H | F | H | H | H | H | H | - | H | |
775 | Ir | 2 | Ph | Iq7 | F | H | F | H | H | H | H | H | - | H | |
776 | Ir | 2 | Ph | Iq7 | H | CF3 | H | H | H | H | H | CF3 | - | H | |
777 | Ir | 2 | Ph | Iq7 | H | CH3 | H | H | H | H | H | H | - | H | |
778 | Ir | 2 | Ph | Iq7 | H | C4H9 | H | H | H | H | H | H | - | H | |
779 | Ir | 2 | Ph | Iq7 | H | C3F7 | H | H | H | H | H | H | - | H | |
780 | Ir | 2 | Ph | Iq7 | H | OC6H13 | C3H7 | H | H | H | H | H | - | H | |
781 | Ir | 2 | Ph | Iq7 | F | F | F | H | H | H | H | F | - | H | |
782 | Ir | 2 | Ph | Iq7 | H | OCF3 | H | H | H | H | H | H | - | H |
【表23】
No | M | m | n | A | B | A | B | ||||||||
R1 | R2 | R3 | R4 | R5 | R6 | R7 | R8 | R9 | R10 | ||||||
783 | Ir | 3 | 0 | Ph | Iq8 | H | H | H | H | H | - | H | H | H | H |
784 | Ir | 3 | 0 | Ph | Iq8 | H | H | F | H | H | - | H | H | H | H |
785 | Ir | 3 | 0 | Ph | Iq8 | F | H | F | H | H | - | H | H | F | H |
786 | Ir | 3 | 0 | Ph | Iq8 | H | CF3 | H | H | H | - | H | H | CF3 | H |
787 | Ir | 3 | 0 | Ph | Iq8 | H | CH3 | H | H | H | - | H | H | H | H |
788 | Ir | 3 | 0 | Ph | Iq8 | H | C4H9 | H | H | H | - | H | H | H | H |
789 | Ir | 3 | 0 | Ph | Iq8 | H | C3F7 | H | H | H | - | H | H | H | H |
790 | Ir | 3 | 0 | Ph | Iq8 | H | OC6H13 | C3H7 | H | H | - | H | H | H | H |
791 | Ir | 3 | 0 | Ph | Iq8 | F | F | F | H | H | - | H | H | CF3 | H |
792 | Ir | 3 | 0 | Ph | Iq8 | H | OCF3 | H | H | H | - | H | H | H | H |
793 | Ir | 3 | 0 | Ph | Iq9 | H | H | H | H | H | H | - | H | H | H |
794 | Ir | 3 | 0 | Ph | Iq9 | H | H | F | H | H | H | - | H | H | H |
795 | Ir | 3 | 0 | Ph | Iq9 | F | H | F | H | H | H | - | H | F | H |
796 | Ir | 3 | 0 | Ph | Iq9 | H | CF3 | H | H | H | H | - | H | CF3 | H |
797 | Ir | 3 | 0 | Ph | Iq9 | H | CH3 | H | H | H | H | - | H | H | H |
798 | Ir | 3 | 0 | Ph | Iq9 | H | C4H9 | H | H | H | H | - | H | H | H |
799 | Ir | 3 | 0 | Ph | Iq9 | H | C3F7 | H | H | H | H | - | H | H | H |
800 | Ir | 3 | 0 | Ph | Iq9 | H | OC6H13 | C3H7 | H | H | H | - | H | H | H |
801 | Ir | 3 | 0 | Ph | Iq9 | F | F | F | H | H | H | - | H | CF3 | H |
802 | Ir | 3 | 0 | Ph | Iq9 | H | OCF3 | H | H | H | H | - | H | H | H |
803 | Ir | 3 | 0 | Ph | Iq10 | H | H | H | H | H | H | H | H | H | - |
804 | Ir | 3 | 0 | Ph | Iq10 | H | H | F | H | H | H | H | H | H | - |
805 | Ir | 3 | 0 | Ph | Iq10 | F | H | F | H | H | H | H | H | F | - |
806 | Ir | 3 | 0 | Ph | Iq10 | H | CF3 | H | H | H | H | H | H | CF3 | - |
807 | Ir | 3 | 0 | Ph | Iq10 | H | CH3 | H | H | H | H | H | H | H | - |
808 | Ir | 3 | 0 | Ph | Iq10 | H | C4H9 | H | H | H | H | H | H | H | - |
809 | Ir | 3 | 0 | Ph | Iq10 | H | C3F7 | H | H | H | H | H | H | H | - |
810 | Ir | 3 | 0 | Ph | Iq10 | H | OC6H13 | C3H7 | H | H | H | H | H | H | - |
811 | Ir | 3 | 0 | Ph | Iq10 | F | F | F | H | H | H | H | H | CF3 | - |
812 | Ir | 3 | 0 | Ph | Iq10 | H | OCF3 | H | H | H | H | H | H | H | - |
[实施例]
下面本发明将基于实施例更具体地进行描述
<实施例1和2>
在这些实施例中,制备具有包括如图1(c)所示的4层有机层的器件结构的器件(有效显示面积=3mm2)。将无碱玻璃片材用作透明基材15,并通过溅射形成100nm厚的氧化铟(ITO)薄膜和图案化为透明电极14。此外,将上述结构通式表示的α-NPD按层厚40nm真空沉积其上作为空穴传输层13。然后,作为有机发光层12,将上述CBP作为主体材料和规定的提供8wt%量的金属配位化合物以层厚度30nm同时真空沉积。此外,作为激子扩散防止层17,将BCP以厚度10nm真空沉积。然后,作为电子传输层16,将上述Alq3在真空10-4Pa下进行耐热真空沉积以形成厚度30nm的有机膜。
在其上,作为金属电极层11的下层,将AlLi合金薄膜以厚度15nm沉积,并将100nm厚的Al膜真空沉积其上,由此形成处于透明电极14背面并具有电极面积3mm2的图案化金属电极11。
作为配体,分别使用表1的实施例化合物No.1(实施例1)和实施例化合物No.28(实施例2)。
通过使用测定电流-电压特征的微电流测量仪(“140B”;由Hewlett-Packard Corp.)和测定发光亮度的“BM7”(由Topcon K.K.制造)测量如此得到的EL器件的性能。使用相应配位化合物的器件分别显示良好的整流特征。
在施加12伏电压下,该EL器件显示如下亮度:
实施例1的器件(化合物No.1):8000cd/m2
实施例2的器件(化合物N0.28):3500cd/m2
为检测配位化合物No.1和No.28的发光特征,对这些溶液进行发光光谱测量。更具体地,将在甲苯(或氯仿)中具有配位化合物浓度10-4mol/l的各溶液用约350nm的激发光照射以通过使用光谱荧光光度计(“F4500”,由Hitachi K.K.制造)测量发光光谱。该发光光谱几乎与在施加电压下来自EL器件的光谱一致,由此证实EL器件自配位化合物发光。(参考下面描述的实施例7和8)。
<实施例3-5,比较例1>
按与实施例1和2相同的方式制备发光器件,不同的是使用下表24中给出的发光材料(实施例化合物)。在比较例1中,将上述Ir(ppy)3用作常规发光材料的代表。
通过在作为阳极的ITO电极与作为阴极的Al电极之间施加12伏DC电压,对各器件进行导电耐久性试验,以测量亮度衰减至一半时的时间。
测量结果在表24中给出,实施例的材料显示明显长于常规发光材料的亮度半衰期,如此提供具有归因于本发明材料的高耐久性的器件。
表24
实施例 | 发光材料No. | 亮度半衰期(小时) |
345 | 12428 | 155011001350 |
比较例1 | Ir(ppy)3 | 350 |
<实施例6>
按照如下方式制备图2中给出的简单方阵型有机EL器件。
在尺寸为100mm长、100mm宽和1.1mm厚的玻璃基材上,通过溅射形成约100nm厚的ITO薄膜,并图案化为具有间隔40μm的100线100μm宽的透明电极22(阳极侧),作为简单的方阵电极。然后在与实施例1中相同的条件下建立相同的有机材料形成层,由此形成有机化合物层23。
然后,通过掩蔽真空沉积形成具有间隔40μm的100线100μm宽的Al电极24,以使垂直于透明电极22(通过在真空度2.7×10-3Pa下真空沉积)。金属电极(阴极)24以10nm厚Al-Li合金(Li:1.3wt%)层和150nm厚Al层的叠层形式形成。
将如此获得的100×100简单方阵型有机EL器件在填充氮气的手套箱中在7至13伏电压下通过使用10伏扫描信号和±3伏数据信号进行简单方阵驱动。作为分别在30Hz帧(frame)功率下交错驱动的结果,可证实发光图像。
<实施例7>(合成实施例化合物No.1)
在1升三颈烧瓶中投入并溶解69.3g(448mmol)异喹啉N-氧化物(由Tokyo Kasei制造)和225ml氯仿,在搅拌和用冰冷却下向其中逐渐滴加入219.6g(1432mmol)磷酰氯,同时将内部温度保持在15-20℃下。然后,升高温度,并在搅拌进行回流3小时。将反应产品通过放置冷却至室温并倒入冰水中。用乙酸乙酯萃取后,将有机层用水洗涤至中性,并在减压下除去溶剂以提供干燥固体,然后通过硅胶柱色谱(洗脱液:氯仿/己烷=5/1)纯化,获得35.5g(收率:44.9%)1-氯异喹啉白色晶体。
在100ml三颈烧瓶中,投入3.04g(24.9mmol)苯基硼酸(由TokyoKasei制造)、4.0g(25.0mmol)1-氯异喹啉、25ml甲苯、12.5ml乙醇和25ml 2M-碳酸钠水溶液并在室温下在氮气流中搅拌,并向其中加入0.98g(0.85mmol)四(三苯基膦)钯(0)。然后,在搅拌下在氮气流下回流8小时。完成反应后,将反应产品冷却并通过加入冷水和甲苯萃取。将有机层用盐水洗涤并在硫酸镁上干燥,接着在减压下除去溶剂以提供干燥固体,然后残余物通过硅胶柱色谱(洗脱液:氯仿/甲醇=10/1)纯化,获得2.20g(收率:43.0%)1-苯基异喹啉。图7给出该化合物在重氯仿中的溶液的1H-NMR。
在100ml四颈烧瓶中,投入50ml甘油并在搅拌和鼓入氮气下在130-140℃下加热2小时。然后,将甘油通过放置冷却至100℃,并加入1.03g(5.02mmol)1-苯基异喹啉和0.50g(1.02mmol)乙酰丙酮化铱(III)(由Strem Chemicals,Inc.制造),接着在搅拌和氮气流下在约±210℃下加热7小时。将反应产品冷却至室温,并注入300ml 1N-盐酸以形成沉淀,将沉淀滤出并用水洗涤。将沉淀物通过用氯仿作为洗脱液的硅胶柱色谱纯化,获得0.22g(收率=26.8%)红色粉末三(1-苯基异喹啉-C2,N)铱(III)。根据MALDI-TOF MS(矩阵辅助激光解吸离子化飞行时间质谱),该化合物显示M+(通过除去1个电子形成的相应正离子的质子数)805.2。
该化合物在重氯仿中的溶液提供如图8所示的1H-NMR光谱。该化合物的氯仿溶液显示发光光谱给出λmax=619nm和量子产额0.66(相对于Ir(PPY)3的1.0)。
通过使用该化合物制备的实施例1的EL器件在施加电压下显示红色发光光谱给出λmax=620nm。
<实施例8>(合成实施例化合物No.28)
在100ml三颈烧瓶中,投入2.91g(12.2mmol)9,9-二甲基芴-2-硼酸、2.0g(12.2mmol)1-氯异喹啉、10ml甲苯、5ml乙醇和10ml 2M-碳酸钠水溶液并在室温下在氮气流中搅拌,并向其中加入0.44g(0.38mmol)四(三苯基膦)钯(0)。然后,在搅拌下在氮气流下回流5小时。完成反应后,将反应产品冷却并通过加入冷水和甲苯萃取。将有机层用盐水洗涤并在硫酸镁上干燥,接着在减压下除去溶剂以提供干燥固体。将残余物通过硅胶柱色谱(洗脱液:甲苯/乙酸乙酯=50/1)纯化,获得2.13g(收率:54.2%)1-(9,9-二甲基芴-2-基)异喹啉。
在100ml四颈烧瓶中,投入50ml甘油并在搅拌和鼓入氮气下在130-140℃下加热2小时。然后,将甘油通过放置冷却至100℃,并加入1.61g(5.01mmol)1-(9,9-二甲基芴-2-基)异喹啉和0.50g(1.02mmol)乙酰丙酮化铱(III),接着在搅拌和氮气流下回流约8小时。将反应产品冷却至室温,并注入600ml 1N-盐酸中以形成沉淀,将沉淀滤出并用水洗涤。将沉淀物通过用氯仿作为洗脱液的硅胶柱色谱纯化,获得0.38g(收率=32.3%)红色粉末三[1-(9,9-二甲基芴-2-基)异喹啉-C3,N]铱(III)。根据MALDI-TOF MS,该化合物显示M+1153.4。
该化合物的甲苯溶液显示发光光谱给出λmax=648nm和量子产额0.66(相对于Ir(PPY)3的1.0)。
通过使用该化合物制备的实施例2的EL器件在施加电压下显示红色发光光谱给出λmax=650nm。
<实施例9>(合成实施例化合物No.25)
在100ml三颈烧瓶中,投入4.45g(25.0mmol)硫茚-2-硼酸(由Aldrich Chemical Co.Inc.制造)、4.09g(25.0mmol)1-氯异喹啉、25ml甲苯、12.5ml乙醇和25mol 2M-碳酸钠水溶液并在室温下在氮气流中搅拌,并向其中加入0.98g(0.85mmol)四(三苯基膦)钯(0)。然后,在搅拌下在氮气流下进行回流8小时。完成反应后,将反应产品冷却并通过加入冷水和甲苯萃取。将有机层用盐水洗涤并在硫酸镁上干燥,接着在减压下除去溶剂以提供干燥固体。将残余物通过硅胶柱色谱(洗脱液:氯仿)纯化,获得4.20g(收率:64.3%)1-(硫茚-2-基)异喹啉。
在100ml四颈烧瓶中,投入50ml甘油并在搅拌和鼓入氮气下在130-140℃下加热2小时。然后,将甘油通过放置冷却至100℃,并加入1.31g(5.01mmol)1-(硫茚-2-基)异喹啉和0.50g(1.02mmol)乙酰丙酮化铱(III),接着在搅拌和氮气流下在约210℃下加热。将反应产品冷却至室温,并倒入300ml 1N-盐酸中以形成沉淀,将沉淀滤出并用水洗涤。将沉淀物通过用氯仿作为洗脱液的硅胶柱色谱纯化,获得0.25g(收率=25.2%)红色粉末三[1-(硫茚-2-基)异喹啉-C3,N]铱(III)。根据MALDI-TOF MS,确定该化合物的M+为973.1。该化合物的甲苯溶液显示发光光谱给出λmax=686m和量子产额0.07(相对于Ir(PPY)3的1.0)。
按照与实施例1相同的方式制备EL器件,不同的是使用该化合物代替化合物No.1,证实在施加电压下发出深红色光。
<实施例10>(合成实施例化合物No.24)
在100ml三颈烧瓶中,投入2.56g(20.0mmol)2-噻吩-2-硼酸(由Aldrich Chemical Co.制造)、3.27g(20.0mmol)1-氯异喹啉、18ml甲苯、9ml乙醇和18mol 2M-碳酸钠水溶液并在室温下在氮气流中搅拌,开向其中加入0.72g(0.62mmol)四(三苯基膦)钯(0)。然后,在搅拌下在氮气流下进行回流9小时。完成反应后,将反应产品冷却并通过加入冷水和甲苯萃取。将有机层用盐水洗涤并在硫酸镁上干燥,接着在减压下除去溶剂以提供干燥固体。将残余物通过硅胶柱色谱(洗脱液:氯仿)纯化,获得2.40g(收率:56.8%)1-(2-噻吩基)异喹啉。
在100ml四颈烧瓶中,投入50ml甘油并在搅拌和鼓入氮气下在130-140℃下加热2小时。然后,将甘油通过放置冷却至100℃,并加入1.05g(4.97mmol)1-(2-噻吩基)异喹啉和0.50g(1.02mmol)乙酰丙酮化铱(III),接着在搅拌和氮气流下回流8小时。将反应产品冷却至室温,并倒入600ml 1N-盐酸中以形成沉淀,将沉淀滤出并用水洗涤。将沉淀物通过用氯仿作为洗脱液的硅胶柱色谱纯化,获得0.38g(收率=45.2%)红色粉末三[1-(2-噻吩基)异喹啉-C3,N]铱(III)。根据MALDI-TOF MS,该化合物的M+为823.1。该化合物的甲苯溶液显示发光光谱给出λmax=642nm和量子产额0.43(相对于Ir(PPY)3的1.0)。
按照与实施例1相同的方式制备EL器件,不同的是使用该化合物代替化合物No.1,证实在施加电压下发出深红色光,显示λmax=640nm。
<实施例11>(合成实施例化合物No.24)
在200ml三颈烧瓶中,投入3.40g(25.0mmol)4-甲基苯基-硼酸(由Aldrich Chemical Co.制造)、4.09g(25.0mmol)1-氯异喹啉、25ml甲苯、12.5ml乙醇和25mol 2M-碳酸钠水溶液并在室温下在氮气流下搅拌,并向其中加入0.98g(0.85mmol)四(三苯基膦)钯(0)。然后,在搅拌下在氮气流下进行回流8小时。完成反应后,将反应产品冷却并通过加入冷水和甲苯萃取。将有机层用盐水洗涤并在硫酸镁上干燥,接着在减压下除去溶剂以提供干燥固体。将残余物通过硅胶柱色谱(洗脱液:氯仿/甲醇=10/1)纯化,获得2.80g(收率:51.1%)1-(4-甲苯基)异喹啉。
在200ml三颈烧瓶中,投入0.58mg(1.64mmol)三水合氯化铱(III)(由Acros organics Co.制造)、1.61g(7.34mmol)1-(4-甲苯基)异喹啉、45ml乙醇和15ml水,并在室温下在氮气流下搅拌30min,接着在搅拌下回流24小时。将反应产品冷却至室温,通过过滤回收沉淀物并用水洗涤,接着先后用乙醇和丙酮洗涤。在减压下在室温下干燥后,获得1.02g(收率=93.4%)红色粉末四[1-(4-甲苯基)异喹啉-C2,N]-(μ-二氯)二铱(III)(实施例化合物喔661)。图10给出该化合物重氯仿溶液的1H-NMR光谱。该化合物的甲苯溶液显示发光光谱给出λmax=617nm和量子产额0.46(相对于Ir(PPY)3的1.0)。
在200ml三颈烧瓶中,投入70ml乙氧基乙醇、0.95g(0.72mmol)四[1-(4-甲苯基)异喹啉-C2,N]-(μ-二氯)二铱(III)、0.22g(2.10mmol)乙酰丙酮和1.04g(9.91mmol)碳酸钠,并在室温下在氮气流下搅拌1小时,接着在搅拌下回流15小时。将反应产品用冰冷却,然后将沉淀滤出并用水洗涤。将沉淀物通过硅胶柱色谱(洗脱液:氯仿/甲醇=30/1)纯化,获得0.43g(收率=41.3%)红色粉末双[1-(4-甲基苯基异喹啉-C2,N)](乙酰丙酮化)铱(III)(实施例化合物No.43)。根据MALDI-TOFMS,证实该化合物的M+为728.2。图11给出该化合物重氯仿溶液的1H-NMR光谱。该化合物的甲苯溶液显示发光光谱给出λmax=622nm和量子产额0.70(相对于Ir(PPY)3的1.0)。
在100ml三颈烧瓶中,投入0.27g(1.27mmol)1-(4-甲苯基)异喹啉、0.36g(0.49mmol)双[1-(4-甲基苯基异喹啉-C2,N)](乙酰丙酮化)铱(III)和25ml甘油,并在搅拌和氮气流下在约180℃下加热。将反应产品冷却至室温,并倒入170ml 1N-盐酸中,将沉淀滤出、用水洗涤、并在100℃下在减压下干燥5小时。将沉淀物通过用氯仿作为洗脱液的硅胶柱色谱纯化,获得0.27g(收率=64.5%)红色粉末三[1-(4-甲苯基)异喹啉-C2,N]铱(III)(实施例化合物No.19)。根据MALDI-TOFMS,证实该化合物的M+为847.3。图12给出该化合物重氯仿溶液的1H-NMR光谱。该化合物的甲苯溶液显示发光光谱给出λmax=619nm和量子产额0.65(相对于Ir(PPY)3的1.0)。
<实施例12>
下面的化合物按与实施例11相同的方式顺序生产,不同的是使用4-正己基苯基硼酸代替4-甲基苯基硼酸。
四[1-(4-正己基苯基)异喹啉-C2,N[(μ-二氯)]二铱(II)(实施例化合物No.667)
甲苯溶液的发光光谱:λmax=616nm
量子产额=0.40(相对于Ir(PPY)3的1.0)
双[1-(4-正己基苯基)异喹啉-C2,N(乙酰丙酮化)铱(III)(实施例化合物No.196)
MALDI-TOF MS:M+=868.4
甲苯溶液的发光光谱:λmax=625nm
量子产额=0.87(相对于Ir(PPY)3的1.0)
三[1-(4-正己基苯基)异喹啉-C2,N]-铱(III)(实施例化合物No.192)
MALDI-TOF MS:M+=1057.5
甲苯溶液的发光光谱:λmax=621nm
量子产额=0.88(相对于Ir(PPY)3的1.0)
<实施例13>
下面的化合物按与实施例11相同的方式顺序生产,不同的是使用4-正辛基苯基硼酸代替4-甲基苯基硼酸。
四[1-(4-正辛基苯基)异喹啉-C2,N[(μ-二氯)]二铱(实施例化合物No.669)
甲苯溶液的发光光谱:λmax=617nm
量子产额=0.47(相对于Ir(PPY)3的1.0)
双[1-(4-正辛基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.218)
MALDI-TOF MS:M+=924.4
甲苯溶液的发光光谱:λmax=625nm
量子产额=1.05(相对于Ir(PPY)3的1.0)
图13给出该化合物的重氯仿溶液的1H-NMR谱。
三[1-(4-正辛基苯基)异喹啉-C2,N]-铱(III)(实施例化合物No.214)
MALDI-TOF MS:M+=1141.6
甲苯溶液的发光光谱:λmax=620nm
量子产额=0.75(相对于Ir(PPY)3的1.0)
<实施例14>
下面的化合物按与实施例11相同的方式顺序生产,不同的是使用4-叔丁基苯基硼酸(由Aldrich Co.制造)代替4-甲基苯基硼酸。
四[1-(4-叔丁基苯基)异喹啉-C2,N](μ-二氯)二铱(实施例化合物No.665)
甲苯溶液的发光光谱:λmax=614nm
量子产额=0.39(相对于Ir(PPY)3的1.0)
双[1-(4-叔丁基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.174)
MALDI-TOF MS:M+=812.3
甲苯溶液的发光光谱:λmax=626nm
量子产额=0.66(相对于Ir(PPY)3的1.0)
三[1-(4-叔丁基苯基)异喹啉-C2,N]-铱(III)(实施例化合物No.170)
MALDI-TOF MS:M+=973.4
甲苯溶液的发光光谱:λmax=618nm
量子产额=0.73(相对于Ir(PPY)3的1.0)
<实施例15>
下面的化合物按与实施例11相同的方式顺序生产,不同的是使用3-氟苯基硼酸(由Aldrich Co.制造)代替4-甲基苯基硼酸。
四[1-(5-氟苯基)异喹啉-C2,N](μ-二氯)二铱(实施例化合物No.684)
甲苯溶液的发光光谱:λmax=625nm
量子产额=0.22(相对于Ir(PPY)3的1.0)
双[1-(5-氟苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.47)
MALDI-TOF MS:M+=736.2
甲苯溶液的发光光谱:λmax=629nm
量子产额=0.65(相对于Ir(PPY)3的1.0)
三[1-(5-氟苯基)异喹啉-C2,N]-铱(III)(实施例化合物No.23)
MALDI-TOF MS:M+=859.2
甲苯溶液的发光光谱:λmax=626nm
量子产额=0.62(相对于Ir(PPY)3的1.0)
<实施例16>
下面的化合物按与实施例11相同的方式顺序生产,不同的是使用4-苯氧基苯基硼酸代替4-甲基苯基硼酸。
双[1-(4-苯氧基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.365)
MALDI-TOF MS:M+=884.2
甲苯溶液的发光光谱:λmax=608nm
量子产额=0.65(相对于Ir(PPY)3的1.0)
三[1-(4-苯氧基苯基)异喹啉-C2,N]-铱(III)(实施例化合物No.361)
MALDI-TOF MS:M+=1081.3
甲苯溶液的发光光谱:λmax=604nm
量子产额=0.54(相对于Ir(PPY)3的1.0)
<实施例17>
下面的化合物按与实施例11相同的方式顺序生产,不同的是使用3-甲基苯基硼酸代替4-甲基苯基硼酸。
双[1-(4-5-甲基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.44)
MALDI-TOF MS:M+=728.2
甲苯溶液的发光光谱:λmax=638nm
量子产额=0.78(相对于Ir(PPY)3的1.0)
三[1-(4-5-甲苯基)异喹啉-C2,N]-铱(III)(实施例化合物No.20)
MALDI-TOF MS:M+=847.3
甲苯溶液的发光光谱:λmax=631nm
量子产额=0.71(相对于Ir(PPY)3的1.0)
<实施例18>
用实施例7中合成的1-苯基异喹啉代替实施例11中使用的1-(4-甲苯基)异喹啉,按与实施例11类似的方式通过四(1-苯基异喹啉-C2,N)(μ-二氯)二铱(II)(实施例化合物No.660)制备。
双(1-苯基异喹啉-C2,N)(乙酰丙酮化)铱(III)(实施例化合物No.42)
MALDI-TOF MS:M+=700.2
甲苯溶液的发光光谱:λmax=604nm
量子产额=0.54(相对于Ir(PPY)3的1.0)
<实施例19>
通过使用3-联苯基硼酸(由Frontier Scientific,Inc.制造)代替实施例7中的苯基硼酸并与实施例7类似合成1-(联苯-3-基)异喹啉,由该1-(联苯-3-基)异喹啉和乙酰丙酮化铱(III)制备三[1-(联苯-3-基)异喹啉C2,N]铱(III)(实施例化合物No.3)。根据MALDI-TOF MS,证实该化合物的M+为1033.3。该化合物的甲苯溶液显示发光光谱给出λmax=621nm和量子产额0.53(相对于Ir(PPY)3的1.0)。
<实施例20>
用3-甲基-2,4-戊二酮(由Aldrich Co..制造)代替实施例11中的乙酰丙酮,并与实施例11类似,合成双[1-(4-甲苯基)异喹啉C2,N](3-甲基-2,4-戊二酮酸)-铱(III)(实施例化合物No.126)。根据MALDI-TOFMS,证实该化合物的M+为742.2。该化合物的甲苯溶液显示发光光谱给出λmax=627nm和量子产额0.81(相对于Ir(PPY)3的1.0)。
<实施例21>
用2,2,6,6-四甲基-3,5-庚二酮(由Tokyo Kasei Kogyo制造)代替实施例11中的乙酰丙酮,并与实施例11类似,合成双[1-(4-甲苯基)异喹啉C2,N](2,2,6,6-四甲基-3,5-庚二酮酸)-铱(III)(实施例化合物No.127)。根据MALDI-TOF MS,证实该化合物的M+为812.3。该化合物的甲苯溶液显示发光光谱给出λmax=624nm和量子产额0.76(相对于Ir(PPY)3的1.0)。
<实施例22>
用2-苯基吡啶代替实施例11中使用的1-(4-甲基)异喹啉,并与实施例11类似,由(2-苯基吡啶C2,N)(μ-二氯)二铱(III)合成双(2-苯基吡啶-C2,N)(乙酰丙酮化)二铱(III)。将该化合物与实施例7中合成的1-苯基异喹啉按与实施例11类似的方式反应获得双(2-苯基吡啶-C2,N)(1-苯基异喹啉-C2,N)铱(III)(实施例化合物No.64)。根据MALDI-TOF MS,证实该化合物的M+为705.2。该化合物的甲苯溶液显示发光光谱给出λmax=618nm和量子产额0.43(相对于Ir(PPY)3的1.0)。
<实施例23>
将实施例18中合成的双(1-苯基异喹啉-C2,N)(乙酰丙酮化)铱(III)与2-苯基吡啶按与实施例22类似的方式反应获得双(1-苯基异喹啉-C2,N)(2-苯基吡啶-C2,N)铱(III)(实施例化合物No.31)。根据MALDI-TOF MS,证实该化合物的M+为755.2。该化合物的甲苯溶液显示发光光谱给出λmax=617nm和量子产额0.46(相对于Ir(PPY)3的1.0)。
<实施例24>
下面的化合物按与实施例11相同的方式顺序生产,不同的是使用4-丁基苯基硼酸(由Lancaster Synthesis Co.制造)代替4-甲基苯基硼酸。
四[1-(4-正丁基苯基)异喹啉-C2,N](μ-二氯)二铱(实施例化合物No.664)
甲苯溶液的发光光谱:λmax=629nm
量子产额=0.44(相对于Ir(PPY)3的1.0)
双[1-(4-丁基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.163)
MALDI-TOF MS:M+=812.0
甲苯溶液的发光光谱:λmax=626nm
量子产额=0.81(相对于Ir(PPY)3的1.0)
三[1-(4-丁基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.159)
MALDI-TOF MS:M+=973.3
甲苯溶液的发光光谱:λmax=621nm
量子产额=0.82(相对于Ir(PPY)3的1.0)。
<实施例25>
将5-氨基喹啉(由Tokyo Kasei Kogyo K.K.制造)用于沿如下路线按照给出的收率合成1-氯-5-氟异喹啉。
在实施例11的方法中,用苯基硼酸代替4-甲基苯基硼酸并用1-氯-5-氟异喹啉代替1-氯异喹啉合成1-苯基-5-氟异喹啉,将其用于代替1-(4-甲苯基)异喹啉,除此之外,按与实施例11类似的方式顺序合成如下化合物:
四(1-苯基-5-氟异喹啉-C2,N)(μ-二氯)二铱(II)(实施例化合物No.704)
甲苯溶液的发光光谱:λmax=620nm
量子产额=0.38(相对于Ir(PPY)3的1.0)
双(1-苯基-5-氟异喹啉-C2,N)(乙酰丙酮化)铱(III)(实施例化合物No.240)
MALDI-TOF MS:M+=735.8
甲苯溶液的发光光谱:λmax=636nm
量子产额=0.70(相对于Ir(PPY)3的1.0)
三(1-苯基-5-氟异喹啉-C2,N))-铱(III)(实施例化合物No.155)
MALDI-TOF MS:M+=858.9
甲苯溶液的发光光谱:λmax=628nm
量子产额=0.55(相对于Ir(PPY)3的1.0)
<实施例26>
将3-硝基-2-羟基吡啶(由Aldrich Co.制造)用于沿如下路线合成1-氯-8-氮杂异喹啉。用于闭环的“磺基混合物“通过J.Org.Chem.,1943,8,544-549中描述的方法制备。
使用上面获得的1-氯-8-氮杂异喹啉代替实施例7中的1-氯异喹啉合成1-苯基-8-氮杂异喹啉,将其用于代替1-(4-甲苯基)异喹啉,除此之外,按与实施例11类似的方式顺序合成如下化合物:
四(1-苯基-8-氮杂苯基异喹啉-C2,N)(μ-二氯)二铱(II)(实施例化合物No.755)
甲苯溶液的发光光谱:λmax=635nm
量子产额=0.40(相对于Ir(PPY)3的1.0)
双(1-苯基-8-氮杂苯基异喹啉-C2,N)(乙酰丙酮化)铱(III)(实施例化合物No.612)
MALDI-TOF MS:M+=701.1
甲苯溶液的发光光谱:λmax=631nm
三(1-苯基-8-氮杂苯基异喹啉)-铱(III)(实施例化合物No.609)
MALDI-TOF MS:M+=807.9
甲苯溶液的发光光谱:λmax=622nm
<实施例27>
制备如图1(b)所示的具有叠层结构的EL器件。在1.1mm厚的无碱玻璃基材15上图案化的ITO电极14上,以真空沉积速率0.1nm/sec在真空压力10-4Pa下沉积厚度40nm的α-NPD,由此形成空穴传输层13,然后将CBP和三(1-苯基异喹啉-C2,N)铱(III)(实施例化合物No.1)以提供浓度9%的量共同真空沉淀,形成40nm-厚的发光层12,同时控制真空沉积船的加热条件,以对CBP提供0.1nm/sec的真空沉积速率,对铱配合物提供0.09nm/sec的真空沉积速率。
然后,通过以速率0.1nm/sec真空沉积如下结构通式表示的红菲绕啉Bphen,形成厚度40nm的电子传输层。
在该电子传输层上,通过以速率0.5nm/sec真空沉积形成约1nm-厚的氟化钾层作为电子传输层16,然后以速率1nm/sec真空沉积厚度150nm的铝,由此提供阴极金属11。
制备本实施例的器件,同时其目的在于达到如下效果:(1)通过使用Bpen增加电子供给并抑制空穴泄漏,(2)通过使用KF改进电子注射特征,和(3)优化光学层的厚度。如此获得的器件的电压-效率-发光特征在图5中给出。
本实施例的器件成功地在亮度100cd/m2和300cd/m2下分别达到了效率6.2lm/W和5.2lm/W。CIE坐标为在40cd/m2下(0.68,0.317),在113cd/m2下(0.682,0.315),和在980cd/m2下(0.678,0.317),如此表明根据NTSC的颜色标准,提供足够的颜色纯度。因此,在不同的亮度和电压下发光颜色基本上未改变。
根据NTSC标准即使对配体骨架不加入用于调节配合物发光颜色的取代基,具有1-苯基异喹啉配体的三(1-苯基异喹啉-C2,N)铱(III)可提供发红光,并因此作为红色发光物质是优良的。此外,实际考虑到更短的合成步骤,它也是一种所需的的发光材料,因为通过使用无取代基的配体达到了这种效果。
驱动条件包括在亮度300cd/m2下施加电压V=5伏和电流J=1.5mA/cm2,在1400cd/m2下施加电压10伏和520mA/cm2。将如此制备的EL器件的外量子效率(E.Q.E)值(%)描绘到图6上,并显示效率显著改进常规EL器件的效率,例如在100cd/m2下超过10%。
<实施例28>
按与实施例11相同的方式,但使用4-乙基苯基硼酸(由LancasterCo.制造)代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(4-乙基苯基)异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.662)
双[1-(4-乙基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.137)
三[1-(4-乙基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.135)
<实施例29>
按与实施例11相同的方式,但使用4-丙基苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(4-丙基苯基)异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.663)
双[1-(4-丙基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.148)
三[1-(4-丙基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.144)
<实施例30>
按与实施例11相同的方式,但使用4-异丙基苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(4-异丙基苯基)异喹啉-C2,N](μ-二氯)铱(III)
双[1-(4-异丙基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-异丙基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.146)
<实施例31>
按与实施例11相同的方式,但使用4-正戊基苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(4-正戊基苯基)异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.666)
双[1-(4-正戊基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.185)
三[1-(4-正戊基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.181)
<实施例32>
按与实施例11相同的方式,但使用4-正庚基苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(4-正庚基苯基)异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.668)
双[1-(4-正庚基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.207)
三[1-(4-正庚基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.203)
<实施例33>
按与实施例11相同的方式,但使用4-氟苯基硼酸(由Aldrich Co.制造)代替4-甲基苯基硼酸,顺序合成如下化合物。
四[1-(4-正己基苯基)异喹啉-C2,N](μ-二氯)二铱(实施例化合物No.683)
甲苯溶液的发光光谱:λmax=602nm
量子产额=0.40(相对于Ir(PPY)3的1.0)
双[1-(4-氟己基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.46)
MALDI-TOF MS:M+=737.2
甲苯溶液的发光光谱:λmax=603nm
量子产额=0.95(相对于Ir(PPY)3的1.0)
三[1-(4-氟苯基)异喹啉-C2,N]铱(III)(实施例化合物No.22)
MALDI-TOF MS:M+=859.2
甲苯溶液的发光光谱:λmax=596nm
量子产额=0.92(相对于Ir(PPY)3的1.0)。
<实施例34>
按与实施例11相同的方式,但使用4-氟-3-甲苯基硼酸(由Aldrich Co.制造)代替4-甲基苯基硼酸,顺序合成如下化合物。
四[1-(4-氟-5-甲苯基)异喹啉-C2,N](μ-二氯)二铱(III)(实施例化合物No.738)
甲苯溶液的发光光谱:λmax=618nm
双[1-(4-氟-5-甲基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.222)
MALDI-TOF MS:M+=765.2
甲苯溶液的发光光谱:λmax=615nm
三[1-(4-氟-5-甲基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.226)
MALDI-TOF MS:M+=901.1
甲苯溶液的发光光谱:λmax=616nm
<实施例35>
按与实施例11相同的方式,但使用4-三氟甲苯基硼酸(由Lancaster Co.制造)代替4-甲基苯基硼酸,顺序合成如下化合物。
四[1-(4-三氟甲苯基)异喹啉-C2,N](μ-二氯)二铱
甲苯溶液的发光光谱:λmax=614nm
双[1-(4-三氟甲苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
MALDI-TOF MS:M+=836.1
甲苯溶液的发光光谱:λmax=623nm
量子产额=0.23(相对于Ir(PPY)3的1.0)
三[1-(4-三氟甲苯基)异喹啉-C2,N]铱(III)(实施例化合物No.11)
MALDI-TOF MS:M+=1009.2
甲苯溶液的发光光谱:λmax=608nm
量子产额=0.48(相对于Ir(PPY)3的1.0)。
<实施例36>
按与实施例11相同的方式,但使用3-三氟甲苯基硼酸(由Lancaster Co.制造)代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(5-三氟甲苯基)异喹啉-C2,N](μ-二氯)铱(III)
双[1-(5-三氟甲苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(5-三氟甲苯基)异喹啉-C2,N]铱(III)(实施例化合物No.12)
<实施例37>
按与实施例11相同的方式,但使用3,5-二氟-3-甲苯基硼酸(由Aldrich Co.制造)代替4-甲基苯基硼酸,顺序合成如下化合物。
四[1-(3,5-二氟-3-甲苯基)异喹啉-C2,N](μ-二氯)二铱(III)(实施例化合物No.686)
甲苯溶液的发光光谱:λmax=618nm
双[1-(3,5-二氟-3-甲苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.425)
MALDI-TOF MS:M+=765.2
甲苯溶液的发光光谱:λmax=625nm
三[1-(3,5-二氟-3-甲苯基)异喹啉-C2,N]铱(III)(实施例化合物No.421)
MALDI-TOF MS:M+=901.2
甲苯溶液的发光光谱:λmax=616nm
<实施例38>
按与实施例11相同的方式,但使用2,3-二氟苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(5,6-二氟苯基)异喹啉-C2,N](μ-二氯)铱(III)
双[1-(5,6-二氟苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.501)
三[1-(5,6-二氟苯基)异喹啉-C2,N]铱(III)(实施例化合物No.497)
<实施例39>
按与实施例11相同的方式,但使用2,3-二氟-4-正丁基苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(4-正丁基-5,6-二氟-苯基)异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.698)
双[1-(4-正丁基-5,6-二氟-苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.534)
三[1-(4-正丁基-5,6-二氟-苯基)异喹啉-C2,N]铱(III)(实施例化合物No.530)
<实施例40>
按与实施例11相同的方式,但使用1-苯基-5-三氟甲基异喹啉,容易顺序合成如下化合物,该1-苯基-5-三氟甲基异喹啉按与实施例7相同的方式通过使用1-氯-5-三氟甲基异喹啉代替实施例7中的1-氯异喹啉而合成。
四[1-苯基-5-三氟甲基异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.706)
双[1-苯基-5-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-苯基-5-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.83)
<实施例41>
按与实施例11相同的方式,但使用1-苯基-4-三氟甲基异喹啉,容易顺序合成如下化合物,该1-苯基-4-三氟甲基异喹啉按与实施例7相同的方式通过使用1-氯-4-三氟甲基异喹啉代替实施例7中的1-氯异喹啉而合成。
四[1-苯基-4-三氟甲基异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.706)
双[1-苯基-4-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-苯基-4-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.82)
<实施例42>
按与实施例11相同的方式,但使用1-苯基-4-三氟甲基异喹啉,容易顺序合成如下化合物,该1-苯基-4-三氟甲基异喹啉按与实施例7相同的方式通过使用1-氯-4-三氟甲基异喹啉代替实施例7中的1-氯异喹啉而合成。
四[1-苯基-4-三氟异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.705)
双[1-苯基-4-三氟异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-苯基-4-三氟异喹啉-C2,N]铱(III)(实施例化合物No.81)
<实施例43>
按与实施例11相同的方式,但使用3,5-二氟苯基硼酸和1-氯-5-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(3,5-二氟苯基)-5-氟异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(3,5-二氟苯基)-5-氟异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(3,5-二氟苯基)-5-氟异喹啉-C2,N]铱(III)(实施例化合物No.232)
<实施例44>
按与实施例11相同的方式,但使用4-二氟苯基硼酸和1-氯-4-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-二氟苯基)-4-氟异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-二氟苯基)-4-氟异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-二氟苯基)-4-氟异喹啉-C2,N]铱(III)(实施例化合物No.230)
<实施例45>
按与实施例11相同的方式,但使用4-二氟苯基硼酸和1-氯-5-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-二氟苯基)-5-氟异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-二氟苯基)-5-氟异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-二氟苯基)-5-氟异喹啉-C2,N]铱(III)(实施例化合物No.228)
<实施例46>
按与实施例11相同的方式,但使用4-三氟甲苯基硼酸和1-氯-4-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-三氟甲苯基)-4-氟异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-三氟甲苯基)-4-氟异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-三氟甲苯基)-4-氟异喹啉-C2,N]铱(III)(实施例化合物No.256)
<实施例47>
按与实施例11相同的方式,但使用4-氟苯基硼酸和1-氯-4-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-氟苯基)-4-三氟甲基喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-氟苯基)-4-三氟甲基喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-氟苯基)-4-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.231)
<实施例48>
按与实施例11相同的方式,但使用4-氟苯基硼酸和1-氯-5-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-氟苯基)-5-三氟甲基异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-氟苯基)-5-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-氟苯基)-5-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.229)
<实施例49>
按与实施例11相同的方式,但使用4-三氟甲苯基硼酸和1-氯-4-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-三氟甲苯基)-4-三氟甲基异喹啉-C2,N](μ-二氯)二铱(III)(实施例化合物No.691)
双[1-(4-三氟甲苯基)-4-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-三氟甲苯基)-4-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.260)
<实施例50>
按与实施例11相同的方式,但使用4-三氟甲苯基硼酸和1-氯-5-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-三氟甲苯基)-5-三氟甲基异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-三氟甲苯基)-5-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-三氟甲苯基)-5-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.255)
<实施例51>
按与实施例11相同的方式,但使用3,4,5-三氟苯基硼酸(由Lancaster Co.制造)和1-氯-4-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(3,4,5-三氟苯基)-4-三氟甲基喹啉-C2,N](μ-二氯)二铱(III)
双[1-(3,4,5-三氟苯基)-4-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(3,4,5-三氟苯基)-4-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.253)
<实施例52>
按与实施例11相同的方式,但使用3,4,5-三氟苯基硼酸(由Lancaster Co.制造)和1-氯-5-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(3,4,5-三氟苯基)-5-三氟甲基异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(3,4,5-三氟苯基)-5-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(3,4,5-三氟苯基)-5-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.250)
<实施例53>
按与实施例11相同的方式,但使用3,4,5,6-四氟苯基硼酸和1-氯-4-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(3,4,5,6-四氟苯基)-4-三氟甲基异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(3,4,5,6-四氟苯基)-4-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(3,4,5,6-四氟苯基)-4-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.268)
<实施例54>
按与实施例11相同的方式,但使用3,4,5,6-四氟苯基硼酸和1-氯-5-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(3,4,5,6-四氟苯基)-5-三氟甲基异喹啉-C2,N](μ-二氯)二铱(III)(实施例化合物No.690)
双[1-(3,4,5,6-四氟苯基)-5-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(3,4,5,6-四氟苯基)-5-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.272)
<实施例55>
沿如下路线按照文献J.Chem.Soc.C,1966,2328-2331;J.Chem.Soc.C,1971,61-67;J.Org.Chem,1971,29,329-332和Org.Syn.,1960,40,7-10中描述的方法,容易合成1-氯-3,4,5,6,7,8-六氟异喹啉:
按与实施例11相同的方式,但使用3,4,5,6-四氟苯基硼酸和上面合成的1-氯-3,4,5,6,7,8-六氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(3,4,5,6-四氟苯基)-3,4,5,6,7,8-六氟异喹啉-C2,N](μ-二氯)二铱(III)(实施例化合物No.709)
双[1-(3,4,5,6-四氟苯基)-3,4,5,6,7,8-六氟异喹啉-C2,N](乙酰丙酮化)铱(III)(实施例化合物No.457)
三[1-(3,4,5,6-四氟苯基)-3,4,5,6,7,8-六氟异喹啉-C2,N]铱(III)(实施例化合物No.454)
<实施例56>
按与实施例11相同的方式,但使用3-异丙基苯基硼酸(由Lancaster Co.制造)代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(5-异丙基苯基)异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(5-异丙基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(5-异丙基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.315)
<实施例57>
按与实施例11相同的方式,但使用3-丁基苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(5-丁基苯基)异喹啉-C2,N](μ-二氯)铱(III)(实施例化合物No.725)
双[1-(5-丁基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(5-丁基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.316)
<实施例58>
按与实施例11相同的方式,但使用3-辛基苯基硼酸(由LancasterCo.制造)代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(5-辛基苯基)异喹啉-C2]N(μ-二氯)铱(III)
双[1-(5-辛基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(5-辛基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.321)
<实施例59>
按与实施例11相同的方式,但使用3-甲氧基苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(5-甲氧基苯基)异喹啉-C2]N(μ-二氯)铱(III)
双[1-(5-甲氧基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(5-甲氧基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.375)
<实施例60>
按与实施例11相同的方式,但使用3-庚氧基苯基硼酸代替实施例11中的4-甲基氧基苯基硼酸,容易顺序合成如下化合物。
四[1-(5-庚氧基苯基)异喹啉-C2,N(μ-二氯)铱(III)
双[1-(5-庚氧基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(5-庚氧基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.398)
<实施例61>
按与实施例11相同的方式,但使用4-三氟甲氧基苯基硼酸(由Aldrich Co.制造)和1-氯-4-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-三氟甲氧基苯基)-4-三氟甲基异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-三氟甲氧基苯基)-4-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-三氟甲氧基苯基)-4-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.411)
<实施例62>
按与实施例11相同的方式,但使用4-三氟甲氧基苯基硼酸和1-氯-5-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-三氟甲氧基苯基)-5-三氟甲基异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-三氟甲氧基苯基)-5-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-三氟甲氧基苯基)-5-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.410)
<实施例63>
按与实施例11相同的方式,但使用4-三氟甲氧基苯基硼酸和1-氯-4-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易顺序合成如下化合物。
四[1-(4-三氟甲氧基苯基)-4-氟异喹啉-C2,N](μ-二氯)二铱(III)
双[1-(4-三氟甲氧基苯基)-4-氟异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-三氟甲氧基苯基)-4-氟异喹啉-C2,N]铱(III)(实施例化合物No.409)
<实施例64>
按与实施例11相同的方式,通过使用实施例29中的1-(4-丙苯基)异喹啉并通过四[1-(4-丙苯基)异喹啉-C2,N](μ-二氯)二铱(III)合成双[1-(4-丙苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)。通过该化合物与实施例7中的1-苯基异喹啉反应容易合成双[1-(4-丙苯基)异喹啉-C2,N](1-苯基异喹啉-C2,N)铱(III)。
<实施例65>
按与实施例11相同的方式,通过使用1-苯基异喹啉代替实施例11的1-(4-甲苯基)异喹啉并通过四[1-苯基异喹啉-C2,N](μ-二氯)二铱(III)合成双[1-苯基异喹啉-C2,N](乙酰丙酮化)铱(III)。通过该化合物与实施例29中的1-(4-丙苯基)异喹啉反应容易合成双(1-异喹啉-C2,N)[1-(4-丙苯基)异喹啉-C2,N]铱(III)(实施例化合物No.299)。
<实施例66>
按与实施例22类似的方式,但使用1-(4-己基苯基)异喹啉代替实施例22中使用的2-苯基吡啶,容易合成如下化合物:
双[1-(4-己基苯基)异喹啉-C2,N](1-苯基异喹啉-C2,N)铱(III)(实施例化合物No.287)。
<实施例67>
按与实施例22类似的方式,但使用1-苯基异喹啉和1-(4-己基苯基)异喹啉分别代替实施例22中使用的2-苯基吡啶和1-苯基异喹啉,容易合成如下化合物:
双(1-苯基异喹啉-C2,N)[1-(4-己基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.303)。
<实施例68>
按与实施例22类似的方式,但使用1-(4-辛基苯基)异喹啉代替实施例22中使用的2-苯基吡啶,容易合成如下化合物:
双[1-(4-辛基苯基)异喹啉-C2,N](1-苯基异喹啉-C2,N)铱(III)(实施例化合物No.289)。
<实施例69>
按与实施例22类似的方式,但使用1-苯基异喹啉和1-(4-辛基苯基)异喹啉分别代替实施例22中使用的2-苯基吡啶和1-苯基异喹啉,容易合成如下化合物:
双(1-苯基异喹啉-C2,N)[1-(4-辛基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.305)。
<实施例70>
活性铜粉末的制备
将400g(2.5mmol)硫酸铜溶于2500ml热水中,然后冷却,并在相同温度下向其中加入219mg(3.35mol)锌粉。通过滗析用水洗涤后,向其中加入5%的盐酸直至氢气生成终止,由此溶解锌。通过过滤回收铜粉、用水洗涤,然后用甲醇洗涤并干燥,由此获得149g活性铜粉末。
通过使用活性铜粉末沿如下路线容易合成4-全氟己基苯基硼酸。
按与实施例11相同的方式但使用4-全氟己基苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易合成如下化合物。
四[1-(4-全氟己基苯基)异喹啉-C2]N(μ-二氯)铱(III)(实施例化合物No.715)
双[1-(4-全氟己基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-全氟己基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.475)
<实施例71>
按与实施例11相同的方式但使用4-全氟己基苯基硼酸和1-氯-4-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易合成如下化合物。
四[1-(4-全氟己基苯基)-4-氟异喹啉-C2]N(μ-二氯)二铱(III)
双[1-(4-全氟己基苯基)-4-氟异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-全氟己基苯基)-4-氟异喹啉-C2,N]铱(III)(实施例化合物No.478)
<实施例72>
按与实施例11相同的方式但使用4-全氟己基苯基硼酸和1-氯-4-三氟甲基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易合成如下化合物。
四[1-(4-全氟己基苯基)-4-三氟甲基异喹啉-C2]N(μ-二氯)二铱(III)
双[1-(4-全氟己基苯基)-4-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-全氟己基苯基)-4-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.477)
<实施例73>
按与实施例11相同的方式但使用4-全氟己基苯基硼酸和1-氯-5-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易合成如下化合物。
四[1-(4-全氟己基苯基)-5-三氟甲基异喹啉-C2]N(μ-二氯)二铱(III)
双[1-(4-全氟己基苯基)-5-三氟甲基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(4-全氟己基苯基)-5-三氟甲基异喹啉-C2,N]铱(III)(实施例化合物No.476)
<实施例74>
按与实施例22类似的方式,但使用1-(4-全氟己基苯基)异喹啉代替实施例22中使用的2-苯基吡啶,容易合成如下化合物:
双[1-(4-全氟己基苯基)异喹啉-C2,N](1-苯基异喹啉-C2,N)铱(III)(实施例化合物No.479)。
<实施例75>
按与实施例22类似的方式,但使用1-苯基异喹啉和1-(4-全氟己基苯基)异喹啉分别代替实施例22中使用的2-苯基吡啶和1-苯基异喹啉,容易合成如下化合物:
双(1-苯基异喹啉-C2,N)[1-(4-全氟己基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.480)
<实施例76>
沿如下路线容易合成4-(1H,1H,2H,2H-全氟戊氧基)苯基硼酸:
按与实施例11相同的方式,但用4-(1H,1H,2H,2H-全氟戊氧基)苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易合成如下化合物。
四{1-[4-(1H,1H,2H,2H-全氟戊氧基)苯基]异喹啉-C2,N}(μ-二氯)铱(III)
双{1-[4-(1H,1H,2H,2H-全氟戊氧基)苯基]异喹啉-C2,N}(乙酰丙酮化)铱(III)
三{1-[4-(1H,1H,2H,2H-全氟戊氧基乙基)苯基]异喹啉-C2,N}铱(III)(实施例化合物No.469)。
<实施例77>
按与实施例22相同的方式,但使用1-[4-(1H,1H,2H,2H-全氟戊氧基)-异喹啉代替实施例22中的2-苯基吡啶,容易合成如下化合物。
双{1-[4-(1H,1H,2H,2H-全氟戊氧基)苯基]异喹啉-C2,N}(1-苯基异喹啉-C2,N)铱(III)(实施例化合物No.470)。
<实施例78>
按与实施例22相同的方式,但使用1-苯基异喹啉和1-[4-(1H,1H,2H,2H-全氟戊氧基)苯基]异喹啉分别代替实施例22中的2-苯基吡啶和1-苯基异喹啉,容易合成如下化合物。
双(1-苯基异喹啉-C2,N){1-[4-(1H,1H,2H,2H-全氟戊氧基)苯基]异喹啉-C2,N}铱(III)(实施例化合物No.471)。
<实施例79>
沿如下路线容易合成4-(1H,1H-全氟庚氧基)苯基硼酸:
按与实施例11相同的方式,但用4-(1H,1H-全氟庚氧基)苯基硼酸代替实施例11中的4-甲基苯基硼酸,容易合成如下化合物。
四{1-[4-(1H,1H-全氟庚氧基)苯基]异喹啉-C2,N}(μ-二氯)铱(III)
双{1-[4-(1H,1H-全氟庚氧基)苯基]异喹啉-C2,N}(乙酰丙酮化)铱(III)
三{1-[4-(1H,1H-全氟庚氧基)苯基]异喹啉-C2,N}铱(III)(实施例化合物No.481)。
<实施例80>
按与实施例22相同的方式,但使用1-[4-(1H,1H-全氟庚氧基)苯基]异喹啉代替实施例22中的2-苯基吡啶,容易合成如下化合物。
双{1-[4-(1H,1H-全氟庚氧基)苯基]异喹啉-C2,N}(1-苯基异喹啉-C2,N)铱(III)(实施例化合物No.483)。
<实施例81>
按与实施例22相同的方式,但使用1-苯基异喹啉和1-[4-(1H,1H-全氟庚氧基)苯基]异喹啉分别代替实施例22中的2-苯基吡啶和1-苯基异喹啉,容易合成如下化合物。
双(1-苯基异喹啉-C2,N){1-[4-(1H,1H-全氟庚氧基)苯基]异喹啉-C2,N}铱(III)(实施例化合物No.484)
<实施例82>
按与实施例11相同的方式但使用苯基硼酸和1-氯-4-己基异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易合成如下化合物。
四[1-苯基-4-己基异喹啉-C2,N](μ-二氯)二铱(III)
双[1-苯基-4-己基异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-苯基-4-己基异喹啉-C2,N]铱(III)(实施例化合物No.156)
<实施例83>
按与实施例11相同的方式,但使用苯基硼酸和1-氯-5-氟异喹啉分别代替实施例11中的4-甲基苯基硼酸和1-氯异喹啉,容易合成如下化合物。
四(1-苯基苯基-5-辛基异喹啉-C2,N)(μ-二氯)二铱(III)
双(1-苯基-5-辛基异喹啉-C2,N)(乙酰丙酮化)铱(III)
三(1-苯基-5-辛基异喹啉-C2,N)铱(III)(实施例化合物No.220)
<实施例84>
按与实施例11相同的方式,但使用3-庚氧基苯基硼酸(由Lancaster Co.制造)代替实施例11中的4-甲基苯基硼酸,容易顺序合成如下化合物。
四[1-(5-庚氧基苯基)异喹啉-C2,N](μ-二氯)铱(III)
双[1-(5-庚氧基苯基)异喹啉-C2,N](乙酰丙酮化)铱(III)
三[1-(5-庚氧基苯基)异喹啉-C2,N]铱(III)(实施例化合物No.270)
<实施例85>
通过使用2,6-二羟基-4-甲基-3-吡啶基腈(由Aldrich Co.制造,Catalog 37,947-6),按照US4,859,671中描述的路线容易合成1-氯-7-氮杂异喹啉:
通过使用1-氯-7-氮杂异喹啉代替实施例7中的1-氯异喹啉容易合成1-苯基-7-氮杂异喹啉,并按与实施例11类似的方式顺序合成四(1-苯基-7-氮杂异喹啉-C2,N)(μ-二氯)二铱(III)和双(1-苯基-7-氮杂异喹啉-C2,N)(乙酰丙酮化)铱(III),由此获得三(1-苯基-7-氮杂异喹啉-C2,N)铱(III)(实施例化合物No.783)。
<实施例86>
通过使用3-甲基-皮考啉腈(picolinonitrile)(由Aldrich Co.制造,Catalog 51,273-7),按照US4,176,183中描述的路线容易合成1-羟基-5-氮杂异喹啉,并按与实施例85类似的方式合成1-氯-5-氮杂异喹啉。
通过使用1-氯-5-氮杂异喹啉代替实施例7中的1-氯异喹啉容易合成1-苯基-5-氮杂异喹啉,并按与实施例11类似的方式顺序合成四(1-苯基-5-氮杂异喹啉-C2,N)(μ-二氯)二铱(III)实施例化合物No.763)和双(1-苯基-5-氮杂异喹啉-C2,N)(乙酰丙酮化)铱(III),由此获得三(1-苯基-5-氮杂异喹啉-C2,N)铱(III)(实施例化合物No.640)。
<实施例87-95>
制备并评估具有与实施例1类似的器件。器件结构、层厚度和评估结果的细节在表25中给出。
表25
实施例 | 器件结构* | 电流 | 亮度 | 电流效率 | 功率 | |||||
H.T.L. | 发光层 | E.D.P.L. | E.T.L. | mA/cm2 | cd/m2 | cd/A | Im/W | |||
87 | αNPD | CBP:化合物No.413(7%) | BCP | Alq3 | 10伏 | 10伏 | 100cd/m2 | 300cd/m2 | 100cd/m2 | 300cd/m2 |
40nm | 40nm | 10nm | 20nm | 114 | 800 | 1 | 0.86 | 0.4 | 0.3 | |
88 | αNPD | CBP:化合物No.432(7%) | BCP | Alq3 | 10V | 10V | 100cd | 300cd | 100cd | 300cd |
40nm | 40nm | 10 | 20 | 26 | 1248 | 5.9 | 5.5 | 2.8 | 2.1 | |
89 | αNPD | CBP:化合物No.408(5%) | BCP | Alq3 | 10V | 10V | 100cd | 300cd | 100cd | 300cd |
40nm | 40nm | 10 | 60 | 9 | 480 | 6.6 | 5.6 | 2.4 | 1.8 | |
90 | αNPD | CBP:化合物No.433(5%) | BCP | Alq3 | 10V | 10V | 100cd | 300cd | 100cd | 300cd |
40nm | 40nm | 10 | 60 | 12 | 700 | 6.69 | 6.4 | 2.93 | 2.32 | |
91 | αNPD | CBP:化合物No.433(7%) | BCP | Alq3 | 10V | 100cd | 300cd | 100cd | 300cd | |
40nm | 40nm | 10 | 60 | 12.2 | 876 | 8.6 | 7.8 | 3.82 | 2.9 | |
92 | αNPD | CBP:化合物No.433(9%) | BCP | Alq3 | 10V | 100cd | 300cd | 100cd | 300cd | |
40nm | 40nm | 10 | 60 | 18 | 1180 | 7.5 | 7.2 | 3.86 | 2.9 | |
93 | αNPD | CBP:化合物No.517(7%) | BCP | Alq3 | 10V | 100cd | 300cd | 100cd | 300cd | |
40nm | 40nm | 10 | 60 | 3.3 | 185 | 5.75 | 5.42 | 1.95 | 1.54 | |
94 | αNPD | CBP:化合物No.516(7%) | Balq | Alq3 | 10V | 100cd | 300cd | 100cd | 300cd | |
40nm | 40nm | 10 | 60 | 12.5 | 611 | 5.85 | 5.25 | 2.42 | 1.80 | |
95 | αNPD | CBP:化合物No.412(7%) | Balq | Alq3 | 10V | 100cd | 300cd | 100cd | 300cd | |
40nm | 40nm | 10 | 60 | 15 | 778 | 5.3 | 5.4 | 2.2 | 1.9 |
*H.T.L.=空穴传输层
E.D.P.L.=激子扩散防止层
E.T.L.=电子传输层
用于实施例94和95中的激子扩散防止层中的Balq具有如下结构式。
[工业实用性]
如上所述,使用具有上述通式(1)和特别是上述通式(3)表示的部分结构的金属配位化合物用作发光中心材料的发光器件为不仅具有高发光效率,而且长时间保持高亮度并且发出更长波长光的优良器件。此外,本发明的发光器件显示作为红色显示器的优良性能。
Claims (13)
2.根据权利要求1的化合物,其中所述化合物由下式表示:
3.根据权利要求1的化合物,其中所述化合物由下式表示:
6.根据权利要求1的化合物,其中所述化合物由下式表示:
7.根据权利要水1的化合物,其中所述化合物由下式表示:
13.一种有机发光器件,包括:一对处于基材上的电极,和处于电极之间的包括至少一种有机化合物的发光单元,其中有机化合物包括根据权利要求1-12任一项的金属配位化合物。
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CN103936791B (zh) * | 2013-12-12 | 2016-10-12 | 石家庄诚志永华显示材料有限公司 | 一系列有机电致磷光材料 |
CN111263766A (zh) * | 2017-11-07 | 2020-06-09 | 三菱化学株式会社 | 铱配位化合物、含有该化合物和溶剂的组合物、含有该化合物的有机电致发光元件、显示装置和照明装置 |
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