Synthesis and tunable chiroptical properties of chiral BODIPY-based D-π-A conjugated polymers

被引:58
|
作者
Ma, Xiao [1 ]
Azeem, Eman Abdel [1 ]
Liu, Xiaolin [1 ]
Cheng, Yixiang [1 ]
Zhu, Chengjian [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, Key Lab Mesoscop Chem MOE, Nanjing 210093, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
CIRCULARLY-POLARIZED LUMINESCENCE; SOLAR-CELLS; COPOLYMERS; BENZOTRITHIOPHENE; SEMICONDUCTORS; DERIVATIVES; TRANSISTOR; COMPLEXES; DESIGN; BLACK;
D O I
10.1039/c3tc32029d
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Three novel donor-pi-acceptor (D-pi-A) type chiral polymers P1, P2, and P3 could be synthesized from diiodo-substituted chiral boron-dipyrromethene (BODIPY) derivative (M-1) with 2,7-diethynyl-9,9-dioctyl-9H-fluorene (M-2), 3,6-diethynyl-9-octyl-9H-carbazole (M-3), and 3,7-diethynyl-10-dodecyl-10H-phenothiazine (M-4) via a Pd-catalyzed Sonogashira coupling reaction, respectively. From the choice of the three different donor structures, the three chiral BODIPY-based conjugated polymers can exhibit a red fluorescent emission centered at around 624-650 nm, with tunable band gaps in the range 1.56-1.96 eV, respectively. Interestingly, compared with the anisotropy (r = 0.005) and the CPL dissymmetry factor (g(lum) < 0.01) of the chiral BODIPY small molecule as the counterpart, the three chiral polymers can exhibit a high r (up to 0.10 for P1) and a large glum (up to 0.32 for P2), which can be attributed to the interchain pi-pi stacking effect and the well-defined chiral arrangement along these polymers backbone.
引用
收藏
页码:1076 / 1084
页数:9
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