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Fumaronitrile-Based Fluorogen: Red to Near-Infrared Fluorescence, Aggregation-Induced Emission, Solvatochromism, and Twisted Intramolecular Charge Transfer
| Content Provider | Semantic Scholar |
|---|---|
| Author | Shen, Xiao Yuan Yuan, Wang Zhang Zhao, Qiuli Lu, Ping Ma, Yuguang Williams, Ian D. Qin, Anjun Sun, Jing Zhi Tang, Ben Zhong |
| Copyright Year | 2012 |
| Abstract | By integrating N,N-dimethyl (donor, D) and fumaronitrile (acceptor, A) groups with the biphenyl fluorogen, which has an aggregation-induced emission (AIE) property, we have obtained the target molecule 2-(4-bromophenyl)-3-(4′-(dimethylamino)-biphenyl-4-yl) fumaronitrile (BDABFN). BDABFN is a red-to-near-infrared-emitting fluorogen with emission peaks at 653 and 710 nm for its amorphous and crystal solids, respectively. BDABFN shows an evident aggregation-induced emission property, and the fluorescence quantum efficiency of its solid is 26.5%. Cystallographic data indicate that there is no π–π stacking, and neither J- nor H-aggregates are observed between the adjacent molecules. The existence of multiple C–H···π bonds between the adjacent molecules restricts the intramolecular rotation of the D and A moieties and enables the fluorogen to emit intensely in the solid states. Meanwhile, because of strong intramolecular D–A interaction, BDABFN exhibits pronounced solvatochromism, and the fluorescence peak red-... |
| Starting Page | 10541 |
| Ending Page | 10547 |
| Page Count | 7 |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/jp303100a |
| Alternate Webpage(s) | http://ias.ust.hk/ias/files/pdf/1408682864_b2.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/jp303100a |
| Volume Number | 116 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
