Thermotropic phase behavior, structure and supramolecular organization of N, O-diacyl-β-alaninols with matched N- and O-acyl chains (n = 9-18)

IF 3.1 2区 化学 Q2 CHEMISTRY, ANALYTICAL
Dokku Sivaramakrishna , Konga Manasa , Gowri Sankar Reddipalli , Musti J. Swamy
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Abstract

The thermotropic phase behavior, molecular structure and supramolecular organization of a homologous series of N,O-diacyl-β-alaninols (DABAOHs) with matched acyl chains (C9-C18) are reported. The C9-C11 DABAOHs showed a single thermotropic transition in DSC studies, whereas the longer chainlength compounds gave two transitions. Transition temperatures, enthalpies and entropies of the DABAOHs exhibited odd-even alternation, suggesting minor differences in the packing of odd- and even chain length compounds. Crystal structure of N,O-didecanoyl-β-alaninol revealed a bent geometry, with several N-H···O and C-H···O hydrogen bonds stabilizing the molecular packing. Powder X-ray diffraction studies suggested that all DABAOHs are packed in a tilted bilayer mode. These results provide a thermodynamic and structural basis for investigating the structure-function relationships of N,O-diacyl-β-alaninols.

Abstract Image

具有匹配 N-和 O-酰基链的 N,O-二乙酰基-β-丙氨醇的热致相行为、结构和超分子组织(n = 9-18)
报告了具有匹配酰基链(C9-C18)的同源 N,O-二乙酰基-β-丙氨醇(DABAOHs)系列的热致相行为、分子结构和超分子组织。在 DSC 研究中,C9-C11 DABAOHs 表现出单一的向热转变,而链长较长的化合物则有两个转变。DABAOHs 的转变温度、热焓和熵呈现奇偶交替,表明奇数和偶数链长化合物的堆积存在细微差别。N,O-二癸酰基-β-丙氨醇的晶体结构显示出弯曲的几何形状,多个 N-H-O 和 C-H-O 氢键稳定了分子填料。粉末 X 射线衍射研究表明,所有 DABAOH 都以倾斜的双层模式堆积。这些结果为研究 N,O-二乙酰基-β-丙氨醇的结构-功能关系提供了热力学和结构基础。
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来源期刊
Thermochimica Acta
Thermochimica Acta 化学-分析化学
CiteScore
6.50
自引率
8.60%
发文量
210
审稿时长
40 days
期刊介绍: Thermochimica Acta publishes original research contributions covering all aspects of thermoanalytical and calorimetric methods and their application to experimental chemistry, physics, biology and engineering. The journal aims to span the whole range from fundamental research to practical application. The journal focuses on the research that advances physical and analytical science of thermal phenomena. Therefore, the manuscripts are expected to provide important insights into the thermal phenomena studied or to propose significant improvements of analytical or computational techniques employed in thermal studies. Manuscripts that report the results of routine thermal measurements are not suitable for publication in Thermochimica Acta. The journal particularly welcomes papers from newly emerging areas as well as from the traditional strength areas: - New and improved instrumentation and methods - Thermal properties and behavior of materials - Kinetics of thermally stimulated processes
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