含亚磷酸酯和联吡啶羧酸酯配体的铱配合物及其聚集诱导发光增强和电致发光性能
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摘要
以三苯基亚磷酸酯为双环金属化配体,2,2'-联吡啶-4,4'-二甲酸乙酯为辅助配体,合成了一种中性铱配合物(1).通过核磁共振波谱(NMR)、高分辨质谱(HRMS)及X射线单晶衍射分析对配合物的结构进行了确认.对配合物的光物理性能进行了表征,结果表明,掺杂于聚甲基丙烯酸甲酯(PMMA)中的配合物表现出黄光发射,波长为581 nm,量子效率高达29.4%,是含联吡啶羧酸类配体的铱配合物中最高的,发光寿命为1.08μs.配合物最高已占轨道(HOMO)能级为-5.43 e V,最低未占轨道(LUMO)能级为-3.18 e V.配合物表现出明显的聚集诱导发光增强性质,在水/四氢呋喃混合溶剂中,聚集后发光增强了17倍.用该配合物制备的掺杂有机电致发光器件的外量子效率高达8.9%,最大电流效率和功率效率分别为9.7 cd/A和5.2 lm/W.研究结果表明,双环金属化的亚磷酸酯配体对提高联吡啶羧酸酯类铱配合物的发光效率和扩展应用范围具有重要作用.
A novel iridium( Ⅲ) complex [Ir( tpitH_2)( dcbde) Cl,tpitH_2= triphenylphosphite,dcbde = 2,2'-bipyridyl-4,4'-dicarboxylic acid diethyl ester] was synthesized in a high yield via a one-pot reaction.Ir( tht)_3Cl_3,tpitH_2 and dcbde were used as iridium regent,dicyclometalated tridentate ligand,and neutral ligand,respectively. This new iridium( Ⅲ) complex was characterized by the nuclear magnetic resonance,high resolution mass spectroscopies and X-ray structural analysis. The distorted octahedrally coordinated iridium( Ⅲ) center was ligated by neutral dcbde chromophore,and combinated with a facially coordinated dicyclometalated phosphite chelate and a monodentate chloride ancillary. The film was blended with this complex and polymethyl methacrylate( PMMA). The film showed a strong yellow phosphorescent emission at580 nm. The film with high quantum yield of 0. 294 was observed emission lifetime of ca. 1. 08 μs. The emission intensity of the complex in H_2O( 70%,volume fraction)/tetrahydrofuran( THF) solution was about17 times higher than in pure THF solvent. This complex had a strong aggregation induced emission enhancement( AIEE) property. The phosphorescent organic light-emitting diode( Ph OLED) device architecture comprised a simple single emissive layer,which showed good luminescent efficiency( 8. 9%,9. 7 cd/A,5. 2 lm/W). The device showed a maximum luminance of 3791 cd/m~2 at 12. 7 V. The results showed that the strong field ligand tpit could improve the luminous efficiency of bipyridine carboxylate based iridium complexes and extend its scope of application.
A novel iridium( Ⅲ) complex [Ir( tpitH_2)( dcbde) Cl,tpitH_2= triphenylphosphite,dcbde = 2,2'-bipyridyl-4,4'-dicarboxylic acid diethyl ester] was synthesized in a high yield via a one-pot reaction.Ir( tht)_3Cl_3,tpitH_2 and dcbde were used as iridium regent,dicyclometalated tridentate ligand,and neutral ligand,respectively. This new iridium( Ⅲ) complex was characterized by the nuclear magnetic resonance,high resolution mass spectroscopies and X-ray structural analysis. The distorted octahedrally coordinated iridium( Ⅲ) center was ligated by neutral dcbde chromophore,and combinated with a facially coordinated dicyclometalated phosphite chelate and a monodentate chloride ancillary. The film was blended with this complex and polymethyl methacrylate( PMMA). The film showed a strong yellow phosphorescent emission at580 nm. The film with high quantum yield of 0. 294 was observed emission lifetime of ca. 1. 08 μs. The emission intensity of the complex in H_2O( 70%,volume fraction)/tetrahydrofuran( THF) solution was about17 times higher than in pure THF solvent. This complex had a strong aggregation induced emission enhancement( AIEE) property. The phosphorescent organic light-emitting diode( Ph OLED) device architecture comprised a simple single emissive layer,which showed good luminescent efficiency( 8. 9%,9. 7 cd/A,5. 2 lm/W). The device showed a maximum luminance of 3791 cd/m~2 at 12. 7 V. The results showed that the strong field ligand tpit could improve the luminous efficiency of bipyridine carboxylate based iridium complexes and extend its scope of application.
引文
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[2]Xue P.C.,Ding J.P.,Wang P.P.,Lu R.,J.Mater.Chem.C,2016,4(28),6688—6706
[3]Song M.X.,Huang J.,Bai F.Q.,Wang C.X.,Liu H.B.,Wang J.,Li D.F.,Qin Z.K.,Chem.Res.Chinese Universities,2016,32(3),451—454
[4]Chen M.,Wang X.M.,He Y.H.,Yang J.,Wang S.,Tong B.H.,Chinese J.Struct.Chem.,2016,35(1),114—118(陈熳,王雪梅,何宇亨,杨建,王松,童碧海.结构化学,2016,359(1),114—118)
[5]Wilkinson A.J.,Puschmann H.,Howard J.A.K.,Inorg.Chem.,2006,45(21),8685—8699
[6]Kuwabara J.,Namekawa T.,Haga M.,Dalton Trans.,2012,41(1),44—46
[7]Williams J.A.G.,Wilkinson A.J.,Whittle V.L.,Dalton Trans.,2008,252(16),2081—2099
[8]Koga Y.,Kamo M.,Yamada Y.,Eur.J.Inorg.Chem.,2011,2011(18),2869—2878
[9]Chi Y.,Chang T.K.,Ganesan P.,Rajakannu P.,Coordin.Chem.Rev.,2017,346,91—100
[10]Lin C.H.,Chang Y.Y.,Hung J.Y.,Lin C.Y.,Chi Y.,Chung M.W.,Lin C.L.,Chou P.T.,Lee G.H.,Chang C.H.,Lin W.C.,Angew.Chem.Int.Ed.,2011,50(14),3182—3186
[11]Chang Y.Y.,Hung J.Y.,Chi Y.,Chan J.P.,Chung M.W.,Lin C.L.,Chou P.T.,Lee G.H.,Chang C.H.,Lin W.C.,Inorg.Chem.,2011,50(50),5075—5084
[12]Lin C.H.,Lin C.Y.,Hung J.Y.,Chang Y.Y.,Chi Y.,Chung M.W.,Chang Y.C.,Liu C.,Pan H.A.,Lee G.H.,Chou P.T.,Inorg.Chem.,2012,51(3),1785—1795
[13]Chao D.B.,Zhang Y.X.,Sensor.Actuat.B-Chem.,2017,245,599—604
[14]Wang F.X.,Chen M.H.,Hu X.Y.,Ye R.R.,Tan C.P.,Ji L.N.,Mao Z.W.,Sci.Rep.,2016,6,38954
[15]Leavens B.B.,Trindle C.O.,Sabat M.,Altun Z.,Demas J.N.,De Graff B.A.,J.Fluoresc.,2012,22(1),163—174
[16]Dong Y.P.,Ni Z.Y.,Zhang J.,Tong B.H.,Chu X.F.,J.Lumin.,2013,136(4),165—171
[17]Tong B.H.,Mei Q.B.,Li Z.W.,Dong Y.P.,Zhang Q.F.,Acta Chim.Sinica,2012,70(23),2451—2456(童碧海,梅群波,李志文,董永平,张千峰.化学学报,2012,70(23),2451—2456)
[18]Li C.X.,Lin J.,Guo Y.S.,Zhang S.S.,Chem.Commun.,2011,47(15),4442—4444
[19]Tian H.,Wang L.S.,Zhang M.L.,Tong B.H.,Zhao Z.,Chem.J.Chinese Universities,2018,39(6),1191—1196(田欢,王莉莎,张梦龙,童碧海,赵卓.高等学校化学学报,2018,39(6),1191—1196)
[20]Bezzubov S.I.,Doljenko V.D.,Troyanov S.I.,Kiselev Y.M.,Inorg.Chim.Acta,2014,415,22—30
[21]Liu R.,Qiao Y.J.,Song Y.J.,Song K.H.,Liu C.,Chem.Res.Chinese Universities,2018,34(2),269—273
[22]Bezzubov S.I.,Kiselev Y.M.,Churakov A.V.,Kozyukhin S.A.,Sadovnikov A.A.,Grinberg V.A.,Emets V.V.,Doljenko V.D.,Eur.J.Inorg.Chem.,2016,2016(3),347—354
[23]Sinopoli A.,Black F.A.,Wood C.J.,Gibson E.A.,Elliott P.I.P.,Dalton Trans.,2017,46,1520—1530
[24]Kim J.I.,Shin I.S.,Kim H.,Lee J.K.,J.Am.Chem.Soc.,2005,127(6),1614—1615
[25]Luo J.D.,Xie Z.L.,Lam J.W.Y.,Cheng L.,Chen H.Y.,Qiu C.F.,Kwok H.S.,Zhan X.W.,Liu Y.Q.,Zhu D.B.,Tang B.Z.,Chem.Commun.,2001,(18),1740—1741
[26]Zhao Z.,Chen S.,Shen X.,Mahtab F.,Yu Y.,Lu P.,Lam J.W.,Kwok H.S.,Tang B.Z.,Chem.Commun.,2010,46(5),686—688