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A supramolecular self-assembly material based on a quinoline derivative and its sensitive response toward volatile acid and organic amine vapors†
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2018-03-15 00:00:00 , DOI: 10.1039/c8nj00753e
Xinhua Cao 1, 2, 3, 4, 5 , Qianqian Ding 1, 2, 3, 4, 5 , Aiping Gao 1, 2, 3, 4, 5 , Yiran Li 1, 2, 3, 4, 5 , Xueping Chang 1, 2, 3, 4, 5 , Yongquan Wu 6, 7, 8, 9
Affiliation  

A new gelator 1, containing a quinoline group, was designed, synthesized, and fully characterized. It was found that a stable organogel of 1 could be obtained in some solvents, including ethanol, acetonitrile, n-hexane, petroleum ether, and DMSO. It is worth mentioning that a supragel was formed in hexane and petroleum ether with critical gel concentrations of 0.16% and 0.17%, respectively. The self-assembly process of gelator 1 in the above five solvents was carefully investigated by FESEM, UV-vis, FL, FTIR, XRD, and water contact angle experiments. It was found that gelator molecule 1 could self-assemble into different self-assembly structures with different surface wettabilities – from super-hydrophilicity to super-hydrophobicity – in the self-assembly process. The organogel of 1 that was formed in acetonitrile could emit strong light when compared with that emitted by organogel 1 in the other four solvents under the stimulation of 365 nm light. At the same time, the fluorescence emission of the organogel state had a red-shift of 70 nm when compared with that of the solution state. The fluorescence emission of molecule 1 in solution and its gel state was further and well verified via theoretical calculations. The fluorescence emission of the acetonitrile solution of gelator 1 could reversibly respond to TFA and TEA, along with a change in the maximum emission wavelength between 382 nm and 458 nm, in turn. The xerogel of 1 formed in acetonitrile exhibited a sensitive responsive ability towards TFA and TEA. More interesting are the different changes in behavior of the fluorescence emission of molecule 1 in solution and the xerogel state in response to TFA and TEA. This research will provide a new way to design multi-functional soft matter materials that show a response to volatile acid and organic amine vapors.

中文翻译:

基于喹啉衍生物的超分子自组装材料及其对挥发性酸和有机胺蒸气的敏感响应

设计,合成并充分表征了包含喹啉基的新型凝胶剂1。结果发现,一种稳定有机凝胶1能够在某些溶剂,包括乙醇,乙腈,获得Ñ己烷,石油醚,和DMSO。值得一提的是,在临界凝胶浓度分别为0.16%和0.17%的己烷和石油醚中形成了supragel。通过FESEM,UV-vis,FL,FTIR,XRD和水接触角实验仔细研究了凝胶剂1在上述五种溶剂中的自组装过程。发现胶凝剂分子1可以在自组装过程中自组装成具有不同表面润湿性的不同自组装结构-从超亲水性到超疏水性。与在365 nm光的刺激下,在其他四种溶剂中的有机凝胶1发射的有机凝胶相比,在乙腈中形成的1的有机凝胶可以发射强光。同时,与溶液态相比,有机凝胶态的荧光发射具有70nm的红移。分子1在溶液中的荧光发射及其凝胶态通过理论计算得到了进一步的很好的验证。胶凝剂1的乙腈溶液的荧光发射可能对TFA和TEA产生可逆的响应,依次是最大发射波长在382 nm和458 nm之间变化。在乙腈中形成的1的干凝胶表现出对TFA和TEA的敏感响应能力。更有趣的是分子1在溶液中的荧光发射行为和响应TFA和TEA的干凝胶状态的不同变化。这项研究将提供一种设计多功能软质材料的新方法,该材料对挥发性酸和有机胺蒸气有反应。
更新日期:2018-03-15
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