Synthesis of novel triarylamine-based dendrimers with N 4,N 6-dibutyl-1,3,5-triazine-4,6-diamine probe for electron/energy transfers in H-bonded donor-acceptor-donor triads and as efficient Cu 2+ sensors

Muthaiah Shellaiah, Yesudoss Christu Rajan, Hong-Cheu Lin*

*Corresponding author for this work

研究成果: Article同行評審

40 引文 斯高帕斯(Scopus)

摘要

Two novel highly soluble triarylamine dendrimers TPAD1 and TPAD2 with N 4,N 6-dibutyl-1,3,5-triazine-4,6-diamine probe were synthesized via normal synthetic routes. Both dendrimers (TPAD1 and TPAD2) form H-bonded donor-acceptor-donor (D-A-D) supramolecular triads TPAD1-PBI-TPAD1 and TPAD2-PBI-TPAD2 with 3,4,9,10-perylene tetra carboxylic diimide derivative (PBI). The presence of multiple H-bonds in the solution state was elucidated by 1H NMR titrations and IR spectral studies. J-aggregations and electron/energy transfers provided by both dendrimers were verified by UV-Vis and photoluminescence (PL) titrations with PBI and the particle sizes of supramolecular triads were calculated by X-ray diffraction (XRD) analysis. Similarly, both dendrimers also showed sensitivities towards Cu 2+ in comparison with 19 interfering metal ions, which were evidenced via UV-Vis and PL titraions in both single and dual metal systems. The maximum detection limit of Cu 2+ ions was determined to be 20 ppm from PL titrations for both dendrimers, and the 1:2 stoichiometry of the complexes formed by both dendrimers (TPAD1-Cu 2+ and TPAD2-Cu 2+) were calculated by Job plots based on UV-Vis absorption titrations. More importantly, the binding mechanism of the 1,3,5-triazine-4,6-diamine probe of both dendrimers was well characterized by 1H and 13C NMR titrations ([D 8]THF:D 2O = 2:1 in vol.) and supported by the fluorescence reversibility by adding metal ions and PMDTA sequentially.

原文English
頁(從 - 到)8976-8987
頁數12
期刊Journal of Materials Chemistry
22
發行號18
DOIs
出版狀態Published - 14 五月 2012

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