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对一类新型偶氮苯的见解,这类偶氮苯包含4,6-保护糖作为光响应性有机凝胶剂。

Insights into a novel class of azobenzenes incorporating 4,6--protected sugars as photo-responsive organogelators.

作者信息

Bhavya P V, Rabecca Jenifer V, Muthuvel Panneerselvam, Mohan Das T

机构信息

Department of Chemistry, School of Basic and Applied Sciences, Central University of Tamil Nadu (CUTN) Thiruvarur 610005 India

Department of Organic Chemistry, University of Madras, Guindy Campus Chennai - 600025 India.

出版信息

RSC Adv. 2019 Dec 19;9(72):42219-42227. doi: 10.1039/c9ra08033c. eCollection 2019 Dec 18.

DOI:10.1039/c9ra08033c
PMID:35542832
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9076560/
Abstract

A novel class of 4,6--butylidene/ethylidene/benzylidene β-d-glucopyranose gelator functionalized with photo-responsive azobenzene moieties were designed and synthesized and also characterized using different spectral techniques. These azobenzene-based organogelators can gel even at lower concentrations (critical gelation concentration - 0.5% and 1%). A morphological study of the gels shows one-dimensional aggregated bundles and helical fibres. The main driving force for the self-assembly is through cooperative interactions exhibited by the different groups , sugar hydroxyl (hydrogen bonding interaction), azobenzene (aromatic π-π interaction) and alkyl chain of the protecting group (van der Waals interaction).

摘要

设计并合成了一类新型的用光响应偶氮苯部分功能化的4,6-亚丁基/亚乙基/亚苄基β-D-吡喃葡萄糖凝胶剂,并使用不同的光谱技术对其进行了表征。这些基于偶氮苯的有机凝胶剂即使在较低浓度(临界凝胶化浓度 - 0.5% 和 1%)下也能形成凝胶。对凝胶的形态学研究显示出一维聚集束和螺旋纤维。自组装的主要驱动力是通过不同基团表现出的协同相互作用,糖羟基(氢键相互作用)、偶氮苯(芳香π-π相互作用)和保护基团的烷基链(范德华相互作用)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/e892d3f9d14d/c9ra08033c-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/5db329e34552/c9ra08033c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/ea1af730a051/c9ra08033c-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/f3f86b0ad0fe/c9ra08033c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/0f1434b98938/c9ra08033c-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/21d4a41c5e66/c9ra08033c-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/76d154a795f1/c9ra08033c-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/e892d3f9d14d/c9ra08033c-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/5db329e34552/c9ra08033c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/ea1af730a051/c9ra08033c-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/f3f86b0ad0fe/c9ra08033c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/0f1434b98938/c9ra08033c-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/21d4a41c5e66/c9ra08033c-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/76d154a795f1/c9ra08033c-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f576/9076560/e892d3f9d14d/c9ra08033c-f6.jpg

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