基于荧光聚酰胺-胺树状大分子的颜料的合成与表征。

Synthesis and characterization of fluorescence poly(amidoamine) dendrimer-based pigments.

机构信息

Faculty of Polymer Engineering, Sahand University of Technology, P.O. Box 51335-1996, Tabriz, Iran.

Institute of Polymeric Materials, Sahand University of Technology, P.O. Box 51335-1996, Tabriz, Iran.

出版信息

Sci Rep. 2022 Sep 7;12(1):15180. doi: 10.1038/s41598-022-19712-5.

DOI:10.1038/s41598-022-19712-5

PMID:36071149

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9452493/

Abstract

In this work, we looked at how to make fluorescence hybrid poly(amidoamine) dendrimer (PAMAM) dendrimers using calcozine red 6G and coumarin end groups. After synthesis of ethylenediamine (EDA)-cored 4th generation PAMAM dendrimer (G4.0), surface functional groups is reacted with calcozine red 6G (Rh6G) and 7-methacryloyloxy-4-methylcoumarin. Fourier transform infrared spectroscopy, proton nuclear magnetic resonance (H NMR), and X-ray diffraction are used to characterize the structure of synthesized fluorescent hybrid dendrimers. Optical properties are demonstrated using a fluorescence spectrophotometer, and UV-Vis-NIR reflectance spectra. According to UV-Vis-NIR reflectance spectra, hybrid dendrimers were transparent in the NIR range. Moreover, quantum yield (Φs) of hybrid dendrimers was calculated in dimethylformamide (DMF), ethanol, dimethyl sulfoxide (DMSO), and distilled water (HO). Dendrimers in which Rh6G was utilized to modification showed the maximum quantum yield in ethanol due to great interaction of structure with ethanol and the arrangement of ring-opened amide shape of calcozine red 6G.

摘要

在这项工作中，我们研究了如何使用钙黄绿素红 6G 和香豆素端基来制备荧光杂化聚酰胺-胺树状大分子（PAMAM）树状大分子。合成乙二胺（EDA）核的第 4 代 PAMAM 树状大分子（G4.0）后，表面官能团与钙黄绿素红 6G（Rh6G）和 7-丙烯酰氧基-4-甲基香豆素反应。傅里叶变换红外光谱、质子核磁共振（H NMR）和 X 射线衍射用于表征合成的荧光杂化树状大分子的结构。使用荧光分光光度计和紫外-可见-近红外反射光谱来证明光学性质。根据紫外-可见-近红外反射光谱，杂化树状大分子在近红外范围内是透明的。此外，还在二甲基甲酰胺（DMF）、乙醇、二甲基亚砜（DMSO）和蒸馏水中（HO）计算了杂化树状大分子的量子产率（Φs）。由于 Rh6G 的结构与乙醇之间的强相互作用以及钙黄绿素红 6G 的开环酰胺形状的排列，修饰用 Rh6G 的树状大分子在乙醇中表现出最大的量子产率。