Preparation of a pH-Responsive Porous Materials Functionalized by Pyridine Groups via the Heck Reaction

doi:10.6023/A15010054

Acta Chim. Sinica ›› 2015, Vol. 73 ›› Issue (6): 623-628.DOI: 10.6023/A15010054 Previous Articles Next Articles

Special Issue: 共价有机多孔聚合物

Article

通过Heck偶联反应制备具有pH响应的吡啶基团功能化的多孔材料

杨文艳^a, 刘鸿志^a,b

a 特种功能聚集体材料教育部重点实验室山东大学化学与化工学院济南 250100;
b 特种功能高分子材料及相关技术教育部重点实验室华东理工大学上海 200237

投稿日期:2015-01-19 发布日期:2015-03-04
通讯作者: 刘鸿志 E-mail:liuhongzhi@sdu.edu.cn
基金资助:
项目受国家自然科学基金(No. 21274081)资助.

Preparation of a pH-Responsive Porous Materials Functionalized by Pyridine Groups via the Heck Reaction

Yang Wenyan^a, Liu Hongzhi^a,b

a Key Laboratory of Special Functional Aggregated Materials, Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100;
b Key Laboratory of Specially Functional Polymeric Materials and Related Technology, Ministry of Education, East China University of Science and Technology, Shanghai 200237

Received:2015-01-19 Published:2015-03-04
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21274081).

1. Preparation of a pH-Responsive Porous Materials Functionalized by Pyridine Groups via the Heck Reaction.PDF(1133KB)

Abstract

A novel covalent-linked pH-responsive porous polymer (CPP) was prepared successfully using the tetrahedron tetrakis(4-vinylbenzyl)silane and brominated distyrylpyridine (Br-DSP) as the building blocks via the Heck coupling reaction. The structure of the resulting material was characterized by FTIR, solid-state ²⁹Si MAS NMR,¹³C CP/MAS NMR and elemental analysis. The material possessed good porosity, the porosity parameters were evaluated by nitrogen adsorption and desorption measurement, thereinto, pore-size distribution (PSD) was characterized by nonlocal density functional theory (NL-DFT). The Brunauer-Emmett-Tellerspecific surface area of CPP was 467 m²·g^-1 and total pore volume of 0.41 cm³·g^-1 by t-plot method, the material also exhibited good CO₂ uptake of 2.96 wt% at 273 K/760 mmHg. The powder X-ray diffraction (PXRD), field emission scanning electron microscopy (FE-SEM) and high-resolution transmission electron microscopy (HRTEM) measurements were used to investigate the porous polymer. CPP exhibited high thermal stability with decomposition temperature at 462 ℃ (10 wt%) by thermogravimetric analysis (TGA). By the introduction of the conjugated structures of distyrylpyridine groups, the porous polymer showed luminescence with the maximum emission at ca. 526 nm in the solid state. Additionally, CPP exhibited an excellent pH-responsive property due to the protonated nitrogen centers of pyridine groups in the porous structure, a linear relation was established between the maximum luminescent emission wavelengths (λ_em) of the porous polymer in buffer solutions and the corresponding pH values in the pH range from 1.00 to 4.50, the correlation coefficient of the straight line was 0.992. Therefore, this porous material can be utilized as an promising fluorescent probe in the rapid test systems.

Key words: porous polymer, pH-responsive, luminescent, brominated distyrylpyridine, tetrakis(4-vinylbenzyl)silane

Cite this article

Yang Wenyan, Liu Hongzhi. Preparation of a pH-Responsive Porous Materials Functionalized by Pyridine Groups via the Heck Reaction[J]. Acta Chim. Sinica, 2015, 73(6): 623-628.

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通过Heck偶联反应制备具有pH响应的吡啶基团功能化的多孔材料

Preparation of a pH-Responsive Porous Materials Functionalized by Pyridine Groups via the Heck Reaction

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