State Key Laboratory of Supramolecular Structure and Materials, Jilin University, 2699 Qianjin Avenue, Changchun 130012, P.R. China.
Org Biomol Chem. 2012 Sep 14;10(34):6973-9. doi: 10.1039/c2ob26016f. Epub 2012 Jul 30.
A new and easy-to-prepare gelator based on cyano-substituted amide (BPNIA) was designed and synthesized. BPNIA could form thermoreversible gel in DMSO-H(2)O (v/v, 9 : 1) and ultrasound-stimulated gel in DMSO. FT-IR, UV-vis and XRD spectra indicated that the gelator molecules self-assemble into a fibrous network resulting from the cooperation of intermolecular hydrogen bonding, π-π stacking and cyano interactions. BPNIA can act as a highly selective colorimetric sensor for fluoride in DMSO, overcoming the interference of H(2)PO(4)(-), AcO(-) and other halide anions. The deprotonation of the NH groups is responsible for the dramatic color change from colorless to yellow. Interestingly, the organogel of BPNIA could allow a two channel fluoride response by proton controlled reversible sol-gel transition and color changes.
一种新型的、易于制备的基于氰基取代酰胺(BPNIA)的凝胶因子被设计和合成。BPNIA 可以在 DMSO-H2O(v/v,9∶1)中形成热可逆凝胶,并在 DMSO 中形成超声刺激凝胶。FT-IR、UV-vis 和 XRD 光谱表明,凝胶因子分子通过分子间氢键、π-π 堆积和氰基相互作用自组装成纤维网络。BPNIA 可以作为 DMSO 中高选择性的氟化物比色传感器,克服了 H2PO4(-)、AcO(-)和其他卤化物阴离子的干扰。NH 基团的去质子化是导致颜色从无色变为黄色的剧烈变化的原因。有趣的是,BPNIA 的有机凝胶可以通过质子控制的可逆溶胶-凝胶转变和颜色变化来实现双通道氟化物响应。