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Issue 40, 2018
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H- and J-aggregates formed from a nontraditional π-gelator depending on the solvent polarity for the detection of amine vapors

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Abstract

A tert-butyl carbazole-modified difluoroboron β-diketonate complex (TCbzB) has been synthesized. Although no traditional gelation group was involved in TCbzB, it could form organogels in the mixed solvents of o-dichlorobenzene/cyclohexane (v/v = 1/5 or 1/2), toluene/cyclohexane (v/v = 1/2) and chlorobenzene/cyclohexane (v/v = 1/2). Interestingly, an orange organogel was obtained in o-dichlorobenzene/cyclohexane (v/v = 1/2) with relatively high polarity and red organogels were gained in the other three mixed solvents with relatively low polarity. TCbzB self-assembled into H-aggregates and J-aggregates in orange and red organogels, respectively, and the corresponding xerogels emitted yellow and red light, respectively, under UV illumination. The red emission of the xerogel-based film could be quenched significantly by gaseous n-propylamine and aniline because of the decomplexation of the difluoroboron β-diketonate complex by n-propylamine and the weak interactions between aniline and boron difluoride units.

Graphical abstract: H- and J-aggregates formed from a nontraditional π-gelator depending on the solvent polarity for the detection of amine vapors

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Publication details

The article was received on 06 Jul 2018, accepted on 20 Sep 2018 and first published on 22 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01596A
Org. Biomol. Chem., 2018,16, 7438-7445

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    H- and J-aggregates formed from a nontraditional π-gelator depending on the solvent polarity for the detection of amine vapors

    J. Sun, C. Qian, S. Xu, X. Jia, L. Zhai, J. Zhao and R. Lu, Org. Biomol. Chem., 2018, 16, 7438
    DOI: 10.1039/C8OB01596A

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