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Effect of the Molecular Size of Analytes on Polydiacetylene Chromism

机译：分析物的分子大小对聚二乙炔色度的影响

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摘要

The pH chromism of polydiacetylenes (PDAs) is examined with respect to the molecular size and acidity of acid analytes, along with the alkyI spacer length of primary-amine-functionalized diacetylene (DA) lipids. pH turns out to be an important parameter to charge amine headgroups of PDA but a change in pH does not necessarily result in a PDA color change. The molecular size of acid analytes is identified as another factor that can produce a configurational change in PDA amine headgroups, followed by perturbation of the ene-yne conjugated backbone. In addition, the length of a flexible alkyl spacer between the amine headgroup and the amide group of the diacetylene lipids is found to strongly affect the degree of PDA chromatic transition. The longer alkyl spacer shows a smaller chromatic transition from blue to red phase. The alkyl spacer seems to provide a certain degree of freedom to the amine headgroup, thus decreasing the transfer of headgroup steric effects to the PDA backbone. These correlations found for PDA chromism are applied to the development of a system that colorimetrically detects diethyl phosphate (DEP), a degraded nerve agent simulant. PDA liposomes show a selective chromatic transition upon binding with DEP compared to other acid analytes.
机译：相对于酸性分析物的分子大小和酸度，以及伯胺官能化的二乙炔（DA）脂质的烷基间隔长度，检查了聚二乙炔（PDA）的pH色度。 pH值是给PDA的胺头基充电的重要参数，但pH值的变化并不一定会导致PDA颜色的变化。酸性分析物的分子大小被确定为另一个可导致PDA胺头基发生构型变化，继而干扰ene-yne共轭骨架的因素。另外，发现二乙炔脂质的胺头基和酰胺基之间的柔性烷基间隔基的长度强烈影响PDA的色度转变程度。较长的烷基间隔基显示出从蓝相到红相的较小色度过渡。烷基间隔基似乎为胺头基团提供了一定程度的自由度，从而减少了头基团空间效应转移到PDA主链上。 PDA色度的这些相关性被用于比色检测磷酸二乙酯（DEP）（一种降解的神经毒剂模拟物）的系统的开发。与其他酸性分析物相比，PDA脂质体在与DEP结合后显示出选择性的颜色过渡。

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  • 来源
    《Advanced Functional Materials》 |2010年第9期|P.1397-1403|共7页
  • 作者

    Donghwan Seo; Jinsang Kim;

  • 作者单位

    Department of Mechanical Engineering University of Michigan Ann Arbor, 48109 (USA);

    rnDepartments of Materials Science & Engineering, Chemical Engineering, and Macromolecular Science & Engineering University of Michigan Ann Arbor, 48109 (USA);

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