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Facile Synthesis and Enhanced Aggregation-Induced Circular Dichroism of Novel Chiral Polyamides

[Image: see text] A series of optically active polyamides, PAnLATs (n = 9–12), were prepared by polycondensation of l-tartrate-derived diacid with achiral aliphatic diamines in which the number of the methylene is from 9 to 12. The monomers could be obtained easily, and the synthesis of the polyamid...

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Autores principales: Zhang, Lingli, Cui, Zhe, Fu, Peng, Liu, Minying, Pang, Xinchang, Zhao, Qingxiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641766/
https://www.ncbi.nlm.nih.gov/pubmed/31457709
http://dx.doi.org/10.1021/acsomega.7b00718
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author Zhang, Lingli
Cui, Zhe
Fu, Peng
Liu, Minying
Pang, Xinchang
Zhao, Qingxiang
author_facet Zhang, Lingli
Cui, Zhe
Fu, Peng
Liu, Minying
Pang, Xinchang
Zhao, Qingxiang
author_sort Zhang, Lingli
collection PubMed
description [Image: see text] A series of optically active polyamides, PAnLATs (n = 9–12), were prepared by polycondensation of l-tartrate-derived diacid with achiral aliphatic diamines in which the number of the methylene is from 9 to 12. The monomers could be obtained easily, and the synthesis of the polyamides is facile. The number-average molecular weight (M̅(n)) of PA9LAT, PA10LAT, PA11LAT, and PA12LAT is 35 500, 24 400, 35 800, and 20 900 g/mol, respectively, and the related polydispersity index is 3.4, 3.3, 3.4, and 3.0. These polyamides display intense optical activity in solution. Particularly, the stronger ellipticities and different circular dichroism (CD) images were presented when the polymers were evaluated in the solid state. The crystalline properties of the polymers were studied to illuminate the enhanced aggregation-induced CD. Moreover, PA9LAT and PA11LAT have similar crystal parameters, and PA10LAT is similar to PA12LAT, which revealed why the chirality of the polyamides displays an odd–even effect. On the other hand, the solubility of the polymers in organic solvents was studied, and thermogravimetric-differential thermal analyzer was utilized to characterize the thermal properties.
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spelling pubmed-66417662019-08-27 Facile Synthesis and Enhanced Aggregation-Induced Circular Dichroism of Novel Chiral Polyamides Zhang, Lingli Cui, Zhe Fu, Peng Liu, Minying Pang, Xinchang Zhao, Qingxiang ACS Omega [Image: see text] A series of optically active polyamides, PAnLATs (n = 9–12), were prepared by polycondensation of l-tartrate-derived diacid with achiral aliphatic diamines in which the number of the methylene is from 9 to 12. The monomers could be obtained easily, and the synthesis of the polyamides is facile. The number-average molecular weight (M̅(n)) of PA9LAT, PA10LAT, PA11LAT, and PA12LAT is 35 500, 24 400, 35 800, and 20 900 g/mol, respectively, and the related polydispersity index is 3.4, 3.3, 3.4, and 3.0. These polyamides display intense optical activity in solution. Particularly, the stronger ellipticities and different circular dichroism (CD) images were presented when the polymers were evaluated in the solid state. The crystalline properties of the polymers were studied to illuminate the enhanced aggregation-induced CD. Moreover, PA9LAT and PA11LAT have similar crystal parameters, and PA10LAT is similar to PA12LAT, which revealed why the chirality of the polyamides displays an odd–even effect. On the other hand, the solubility of the polymers in organic solvents was studied, and thermogravimetric-differential thermal analyzer was utilized to characterize the thermal properties. American Chemical Society 2017-08-01 /pmc/articles/PMC6641766/ /pubmed/31457709 http://dx.doi.org/10.1021/acsomega.7b00718 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Zhang, Lingli
Cui, Zhe
Fu, Peng
Liu, Minying
Pang, Xinchang
Zhao, Qingxiang
Facile Synthesis and Enhanced Aggregation-Induced Circular Dichroism of Novel Chiral Polyamides
title Facile Synthesis and Enhanced Aggregation-Induced Circular Dichroism of Novel Chiral Polyamides
title_full Facile Synthesis and Enhanced Aggregation-Induced Circular Dichroism of Novel Chiral Polyamides
title_fullStr Facile Synthesis and Enhanced Aggregation-Induced Circular Dichroism of Novel Chiral Polyamides
title_full_unstemmed Facile Synthesis and Enhanced Aggregation-Induced Circular Dichroism of Novel Chiral Polyamides
title_short Facile Synthesis and Enhanced Aggregation-Induced Circular Dichroism of Novel Chiral Polyamides
title_sort facile synthesis and enhanced aggregation-induced circular dichroism of novel chiral polyamides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641766/
https://www.ncbi.nlm.nih.gov/pubmed/31457709
http://dx.doi.org/10.1021/acsomega.7b00718
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