基于苯甲酸受体的咔唑染料敏化剂的合成和光电性能

引用本文: 郝学良, 赵金鸽, 高建荣, 韩亮. 基于苯甲酸受体的咔唑染料敏化剂的合成和光电性能[J]. 物理化学学报, 2015, 31(10): 1977-1984. doi: 10.3866/PKU.WHXB201509075 shu

Citation: HAO Xue-Liang, ZHAO Jin-Ge, GAO Jian-Rong, HAN Liang. Synthesis and Photoelectric Properties of Carbazole Sensitizing Dyes Based on a Benzoic Acid Acceptor[J]. Acta Physico-Chimica Sinica, 2015, 31(10): 1977-1984. doi: 10.3866/PKU.WHXB201509075 shu

基于苯甲酸受体的咔唑染料敏化剂的合成和光电性能

基金项目:
国家自然科学基金(21406202, 21176223) (21406202, 21176223)

浙江省自然科学基金(LY13B020012)资助项目 (LY13B020012)

摘要:

选择N-正丁基咔唑作为电子给体, 芴酮作为桥键, 苯甲酸作为受体, 通过桥键芴酮与给体和受体连接位置的改变, 设计合成了两个咔唑染料4-(6-(N-正丁基咔唑-3-基)-9-氧-9H-芴-3-基)苯甲酸(HXL-3W)和4-(7-(N-正丁基咔唑-3-基)-9-氧-9H-芴-2-基)苯甲酸(HXL-4Z). 对咔唑染料的光谱性能、电化学性能和光电转换性能进行了研究, 并运用密度泛函理论(DFT)方法对其几何结构和紫外-可见光谱进行了优化计算. 结果表明, HXL-4Z的吸收光谱呈现两个明显的π→π^*跃迁吸收峰和一个较小的对应于分子内电荷转移的吸收峰, 而HXL-3W的吸收光谱则仅呈现一个π→π^*跃迁吸收峰, 且摩尔吸光系数远小于HXL-4Z. 可能是HXL-3W分子结构中给体和受体距离较近, 张力较大, 导致较差的分子平面性和分子内电荷转移. 因而HXL-4Z的光吸收能力和电子注入效率较优, 从而具有较好的光电转换效率(2.03%) (短路电流(J_SC) = 3.88 mA·cm^-2, 开路电压(V_OC) = 700 mV, 填充因子(FF) = 0.75).

关键词:

English

Synthesis and Photoelectric Properties of Carbazole Sensitizing Dyes Based on a Benzoic Acid Acceptor

1.
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, P. R. China
Received Date: 13 July 2015
Available Online: 10 October 2015
Fund Project:
国家自然科学基金(21406202, 21176223)

浙江省自然科学基金(LY13B020012)资助项目

Abstract:

4-(6-(N-butylcarbazole-3-yl)-9-oxo-9H-fluoren-3-yl)benzoic acid (HXL-3W) and 4-(7-(Nbutylcarbazole-3-yl)-9-oxo-9H-fluoren-2-yl)benzoic acid (HXL-4Z), were designed and synthesized through the linking position variation of the fluorenone π-bridge with the N-butylcarbazole donor and a benzoic acid acceptor. The spectra, electrochemistry and photoelectric conversion properties of these carbazole dyes were investigated and their geometric structure and UV-Vis spectra were optimized and calculated using the density functional theory (DFT) method. The results show two distinct absorption peaks, ascribed to the π→π^* transition, along with a small peak corresponding to intramolecular charge transfer in the absorption spectrum of HXL-4Z. However, only one π→π^* transition absorption peak is found in the spectrum of HXL-3W and its molar extinction coefficient is far smaller than that of HXL-4Z. The reason for this may be a closer distance between the donor and acceptor of HXL-3W leading to a large tension, causing inferior molecular planarity and intramolecular charge transfer. Therefore, HXL-4Z which possesses superior light absorptivity and electron injection efficiency, shows an enhanced photoelectric conversion efficiency of 2.03% (short-circuit photocurrent density (J_sc) = 3.88 mA·cm^-2, open-circuit photovoltage (V_oc) = 700 mV, fill factor (FF) = 0.75).

Key words:

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1.
沈阳化工大学材料科学与工程学院沈阳 110142

基于苯甲酸受体的咔唑染料敏化剂的合成和光电性能

English

Synthesis and Photoelectric Properties of Carbazole Sensitizing Dyes Based on a Benzoic Acid Acceptor

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs

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CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

基于苯甲酸受体的咔唑染料敏化剂的合成和光电性能

English

Synthesis and Photoelectric Properties of Carbazole Sensitizing Dyes Based on a Benzoic Acid Acceptor

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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