Spectroscopic Investigation and Theoretical Modeling of Benzothiadiazole-Based Charge-Transfer Chromophores: From Solution to Nanoaggregates

被引:26
作者
Bardi, Brunella [1 ]
Dall'Agnese, Chunxiang [2 ,3 ]
Ching, Kathleen I. Moineau-Chane [2 ,3 ]
Painelli, Anna [1 ]
Terenziani, Francesca [1 ]
机构
[1] Univ Parma, Dipartimento Sci Chim Vita & Sostenibilita Ambien, Parco Area Sci 17-A, I-43124 Parma, Italy
[2] CNRS, LCC, 205 Route Narbonne, F-31077 Toulouse, France
[3] Univ Toulouse, UPS, LCC, F-31077 Toulouse, France
关键词
FLUORESCENT ORGANIC NANOPARTICLES; ENHANCED 2-PHOTON ABSORPTION; QUADRUPOLAR CHROMOPHORES; SYMMETRY-BREAKING; SMALL MOLECULES; PHOTOVOLTAIC PROPERTIES; CONJUGATED MOLECULES; AGGREGATION; DONOR; DYES;
D O I
10.1021/acs.jpcc.7b04647
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Experimental and theoretical investigations are presented on four quadrupolar molecules constituted of a central electron-acceptor 2,1,3-benzothiadiazole conjugated at both sides with electron-donating thiophene (or 2,2'-bithiophene) substituted groups. Previous investigation of their physicochemical properties demonstrated that thermally induced self-organization might be achieved for one of them. In this study, we further explore the structure-properties relationships for these quadrupolar chromophores also examining their aggregation behavior in organic nanoparticles. Strong spectroscopic evidence of J-aggregates formation is obtained, favored by the presence of branched terminalt alkyl chains. The surprisingly low fluorescence quantum yield of these J-aggregates is rationalized within the essential-state model approach.
引用
收藏
页码:17466 / 17478
页数:13
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