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Porphyrin-dithienothiophene pi-conjugated copolymers: Synthesis and their applications in field-effect transistors and solar cells

机译:卟啉-二噻吩并噻吩π共轭共聚物:合成及其在场效应晶体管和太阳能电池中的应用

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Soluble conjugated alternating porphyrin-dithienothiophene copolymers-single-bond linked (1) and triple-bond linked (IIa and IIb)-were synthesized by palladium(0)-catalyzed Stille and Sonagashira coupling reactions, respectively. The thermal, electrochemical, optical, charge transport, and photovoltaic properties of these copolymers were examined; the effect of the triple bond was studied. I exhibits onset decomposition temperature (T-d) of 410 degrees C and glass-transition temperature (T-g) of 180 degrees C, higher than those of IIb (T-d, 330 degrees C; T-g, 130 degrees C). The absorption spectrum of I in thin film exhibits a sharp Soret band at 450 nm and two weak Q-bands at 563-619 nm, while IIb exhibits a sharp Soret band at 491 nm and a strong Q-band at 760 nm. The emission maxima of I and IIb in solution are located at 642 and 722 nm respectively. IIb is electrochemically active in both the oxidation and reduction regions, while I shows only oxidation peak. The field-effect hole mobilities as high as 2.1 x 10(-4) cm(2) V-1 s(-1) were obtained for these copolymers. Polymer solar cells (PSCs) were fabricated based on the blend of the polymers and methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PCBM). The power conversion efficiency (PCE) of 0.3% was achieved under AM 1.5, 100 mW/cm(2) for the PSC using IIb:PCBM (1:3, w/w) as active layer. The PCE of the PSC based on IIb:PCBM (1:3, w/w) is double that based on I:PCBM (1:2, w/w), consistent with that IIb exhibits stronger Q-band absorption and higher mobility at room temperature.
机译:可溶性共轭交替卟啉-二硫代噻吩共聚物-单键连接(1)和三键连接(IIa和IIb)-分别通过钯(0)催化的Stille和Sonagashira偶联反应合成。检查了这些共聚物的热,电化学,光学,电荷传输和光伏性质。研究了三键的作用。 I的起始分解温度(T-d)为410摄氏度,玻璃化转变温度(T-g)为180摄氏度,高于IIb(T-d,330摄氏度; T-g,130摄氏度)。薄膜中I的吸收光谱在450 nm处显示出清晰的Soret带,在563-619 nm处显示两个弱Q带,而IIb在491 nm处显示出清晰的Soret带,在760 nm呈现强Q带。 I和IIb在溶液中的发射最大值分别位于642和722 nm。 IIb在氧化和还原区域均具有电化学活性,而I仅显示氧化峰。这些共聚物获得的场效应空穴迁移率高达2.1 x 10(-4)cm(2)V-1 s(-1)。基于聚合物和亚甲基富勒烯[6,6]-苯基C61-丁酸甲酯(PCBM)的混合物制备了聚合物太阳能电池(PSC)。使用IIb:PCBM(1:3,w / w)作为有源层,在AM 1.5、100 mW / cm(2)的PSC下实现了0.3%的功率转换效率(PCE)。基于IIb:PCBM(1:3,w / w)的PSC的PCE是基于I:PCBM(1:2,w / w)的PCE的两倍,这与IIb具有更强的Q波段吸收和更高的迁移率相一致在室温下。

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