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Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2020/01/15 , DOI: 10.1039/c9nj04834k Nahir Vadra 1, 2, 3, 4, 5 , Cristián Huck-Iriart 6, 7, 8, 9, 10 , Lisandro J. Giovanetti 7, 11, 12, 13, 14 , Pablo H. Di Chenna 1, 2, 15, 16, 17 , Fabio D. Cukiernik 1, 2, 3, 4, 5
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2020/01/15 , DOI: 10.1039/c9nj04834k Nahir Vadra 1, 2, 3, 4, 5 , Cristián Huck-Iriart 6, 7, 8, 9, 10 , Lisandro J. Giovanetti 7, 11, 12, 13, 14 , Pablo H. Di Chenna 1, 2, 15, 16, 17 , Fabio D. Cukiernik 1, 2, 3, 4, 5
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A series of three triphenylene compounds – denoted 2,7-THTP-DiCnOH – bearing four hexyloxy ancillary chains and two variable-length alkoxy chains terminally functionalized with hydroxyl groups have been synthesized and characterized. The studied compounds exhibited thermotropic mesomorphism; the detailed nature of the mesophases was found to depend on the relative positions of the terminal functional groups relative to the crown formed by the ancillary chains. All the studied compounds were able to act as supramolecular gelators in a variety of alcohols; their organogelating ability has been rationalized in terms of physicochemical parameters like the dielectric constant, which allowed us to establish very precise predictive “solvent gelation windows” for each compound. Remarkably stable gels have been detected for 2,7-THTP-DiC6OH in methanol. As a proof of principle, we present the water sensing performance as a rapid method for the assessment of water content in alcohol samples based on the influence that the water content exerts on the gels’ thermostability.
中文翻译：
基于介晶2,7-双官能化三亚苯基的超分子有机凝胶，作为轻质醇中水含量评估的简单系统
一系列三个三亚苯基化合物–表示为2,7-THTP-DiC n OH–合成并表征了带有4个己氧基辅助链和2个末端被羟基官能化的可变长烷氧基链。所研究的化合物表现出热致同构。发现中间相的详细性质取决于末端官能团相对于由辅助链形成的冠的相对位置。所有研究的化合物都能够在多种醇中充当超分子胶凝剂。它们的有机胶凝能力已经根据诸如介电常数的物理化学参数进行了合理化，这使我们能够为每种化合物建立非常精确的预测性“溶剂胶凝窗口”。已检测到2,7-THTP-DiC6OH的凝胶非常稳定在甲醇中。作为原理的证明，我们基于水含量对凝胶的热稳定性的影响，提出了一种水敏性能作为评估酒精样品中水含量的快速方法。
更新日期：2020-02-13
中文翻译：
基于介晶2,7-双官能化三亚苯基的超分子有机凝胶，作为轻质醇中水含量评估的简单系统
一系列三个三亚苯基化合物–表示为2,7-THTP-DiC n OH–合成并表征了带有4个己氧基辅助链和2个末端被羟基官能化的可变长烷氧基链。所研究的化合物表现出热致同构。发现中间相的详细性质取决于末端官能团相对于由辅助链形成的冠的相对位置。所有研究的化合物都能够在多种醇中充当超分子胶凝剂。它们的有机胶凝能力已经根据诸如介电常数的物理化学参数进行了合理化，这使我们能够为每种化合物建立非常精确的预测性“溶剂胶凝窗口”。已检测到2,7-THTP-DiC6OH的凝胶非常稳定在甲醇中。作为原理的证明，我们基于水含量对凝胶的热稳定性的影响，提出了一种水敏性能作为评估酒精样品中水含量的快速方法。
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