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Thiomethyl Derivatives of Two Oligo(p-phenylene vinylenes) as New Aggregation-Induced Piezofluorochromic Emitters
Key Laboratory of Eco-Environment Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, China
Key Laboratory of Eco-Environment Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, China
Department of Chemistry, University of Wyoming, Laramie, USA
Key Laboratory of Eco-Environment Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, China
- 1 Key Laboratory of Eco-Environment Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, China
- 2 Key Laboratory of Eco-Environment Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, China
- 3 Department of Chemistry, University of Wyoming, Laramie, USA
- 4 Key Laboratory of Eco-Environment Related Polymer Materials of Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, China
Materials Sciences and Applications·Volume 04 (2013)·Pages 331–336·Published 30 May 2013·DOI10.4236/msa.2013.46043
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Abstract
Two piezochromic fluorescent compounds are prepared by introducing thiomethyl substituents to the peripheralposi tions of two related cyano oligo(p-phenylene vinylenes) (CN-OPV). The new derivatives, namely, 1,4-bis[2-cyano-2 (4-thiomethylphenyl)ethenyl]benzene (TOPV1) and 1,4-bis(1-cyano-2-(4-thiomethylphenyl)ethenyl) benzene (TOPV2), a re characterized by NMR, powder X-ray diffraction data (XRD) and differential scanning calorimetric (DSC) data. UV-Vis and fluorescence spectra are also measured. TOPV1 with the cyano groups farther away from the central aro matic ring is photoluminescent, and on application of pressure exhibits a more obvious color change and higher Stokes shift than those measured for TOPV2. We also observe piezochromic aggregation-induced emission (PAIE) for TOPV2, but TOPV1 does not exhibit any PAIE.
KeywordsAggregation Induced Emission (AIE)Piezochromic FluorophoreExcimer Fluorescence
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