Synthesis of π-Conjugated Polymers Containing Fluorinated Arylene Units via Direct Arylation: Efficient Synthetic Method of Materials for OLEDs

被引:136
|
作者
Lu, Wei [1 ]
Kuwabara, Junpei [1 ]
Iijima, Takayuki [2 ]
Higashimura, Hideyuki [2 ]
Hayashi, Hideki [3 ]
Kanbara, Takaki [1 ]
机构
[1] Univ Tsukuba, Tsukuba Res Ctr Interdisciplinary Mat Sci TIMS, Grad Sch Pure & Appl Sci, Tsukuba, Ibaraki 3058573, Japan
[2] Sumitomo Chem Co Ltd, Adv Mat Res Lab, Tsukuba, Ibaraki 3003294, Japan
[3] Nagoya Municipal Ind Res Inst, Atsuta Ku, Nagoya, Aichi 4560058, Japan
关键词
LIGHT-EMITTING POLYMERS; CATALYZED DIRECT ARYLATION; POLYCONDENSATION; COPOLYMERS; MECHANISM; THIOPHENE; HOLE;
D O I
10.1021/ma3004899
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Polycondensation via direct arylation of tetrafluorobenzene or octafluorobiphenyl was investigated for the synthesis of pi-conjugated polymers consisting of fluorinated arylene units. The optimization of reaction conditions revealed that a combination of Pd(OAc)(2) and (PBu2Me)-Bu-t-HBF4 is the most efficient catalytic system for the polycondensation reactions. The polycondensation reactions produced four types of pi-conjugated polymers having low highest occupied molecular orbital (HOMO) levels due to the strong electron-withdrawing nature of the fluorine substituents. Owing to the low HOMO levels, the synthesized polymers served as an efficient hole-blocking layer (HBL) in OLEDs.
引用
收藏
页码:4128 / 4133
页数:6
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