Octathienyl/phenyl-substituted zinc phthalocyanines J-aggregated through conformational planarization |
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Authors: | Chen Zihui Niu Lihong Cheng Yuanhua Zhou Xinyu Zhong Cheng Zhang Fushi |
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Affiliation: | The Key Lab of Organic Photoelectrons & Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, PR China. zhchen@tsinghua.edu.cn |
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Abstract: | A novel family of thiophene-decorated phthalocyanines (M-TPcs) was efficiently synthesized, during which the key intermediate of these compounds was purified through a chemical approach. In the optimized geometries of M-TPcs, the peripherally linked thiophene rings are tilted from the Pc core, which oppose aggregation considering the mutual steric hindrance. However, Zn-TPc formed J-aggregates in many solvents while Ni-TPc and Cu-TPc did not. Octaphenyl-substituted zinc Pc (Zn-PPc) showed similar J-aggregation behavior as Zn-TPc. This unusual J-aggregation was attributed to the conformational planarization of the corresponding molecules. |
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