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Hydrogen-bonding induced melamine-core supramolecular discotic liquid crystals
Journal of Materials Chemistry C ( IF 5.7 ) Pub Date : 2017-08-15 00:00:00 , DOI: 10.1039/c7tc03059b
Ling-Xiang Guo 1, 2, 3, 4, 5 , Yu-Han Liu 1, 2, 3, 4, 5 , Li Wang 1, 2, 3, 4, 5 , Meng Wang 1, 2, 3, 4, 5 , Bao-Ping Lin 1, 2, 3, 4, 5 , Hong Yang 1, 2, 3, 4, 5
Affiliation  

Recognition of melamine is not only of importance for the food industry but also an interesting scientific research topic. The objective of this work is to screen suitable hydrogen-bonding complementary compounds for the construction of melamine-core supramolecular discotic liquid crystal (LC) materials which might provide a LC perspective for detection and separation of melamine in the future. We design and synthesize five categories of long-alkyl-tailed compounds bearing different hydrogen-bonding complementary functional groups, including benzoic acid, cyanuric acid, homophthalimide, succinimide and thymine derivatives. The experimental results demonstrate that the imidodicarbonyl unit is the best hydrogen-bonding complementary functional group of melamine. Furthermore, the heterocyclic ring size markedly influences the hydrogen-bonding strength of the melamine-imidodicarbonyl unit complex. Most importantly, liquid crystallinity can be generated from these hydrogen-bonding supramolecular complexes. In particular, a variety of columnar mesomorphic orders (such as hexagonal columnar, rectangular columnar, and square columnar phases) can be effectively achieved by functionalization of thymine or succinimide units and modulation of the molar ratios of melamine and these hydrogen-bonding complementary compounds.

中文翻译:

氢键诱导的三聚氰胺核超分子盘状液晶

三聚氰胺的识别不仅对食品工业具有重要意义,而且还是一个有趣的科学研究课题。这项工作的目的是筛选合适的氢键互补化合物,用于构建三聚氰胺芯超分子圆盘液晶(LC)材料,这可能为将来检测和分离三聚氰胺提供LC前景。我们设计并合成了五类带有不同氢键互补官能团的长烷基尾化合物,包括苯甲酸,氰尿酸,高邻苯二甲酰亚胺,琥珀酰亚胺和胸腺嘧啶衍生物。实验结果表明,亚氨基二羰基单元是三聚氰胺的最佳氢键互补官能团。此外,杂环的大小显着影响三聚氰胺-亚氨基二羰基单元配合物的氢键强度。最重要的是,可以由这些氢键合的超分子配合物产生液晶性。特别地,通过胸腺嘧啶或琥珀酰亚胺单元的官能化和三聚氰胺与这些氢键合的互补化合物的摩尔比的调节,可以有效地实现各种柱状的介晶级(例如六方柱状,矩形柱状和方形柱状相)。
更新日期:2017-09-14
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