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通过三甲基三嗪的羟醛缩合反应制备二维聚亚芳基乙烯共价有机框架材料

2D Poly(arylene vinylene) Covalent Organic Frameworks via Aldol Condensation of Trimethyltriazine.

作者信息

Jadhav Thaksen, Fang Yuan, Patterson William, Liu Cheng-Hao, Hamzehpoor Ehsan, Perepichka Dmitrii F

机构信息

Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec, H3A 0B8, Canada.

出版信息

Angew Chem Int Ed Engl. 2019 Sep 23;58(39):13753-13757. doi: 10.1002/anie.201906976. Epub 2019 Aug 19.

DOI:10.1002/anie.201906976
PMID:31359568
Abstract

Designing structural order in electronically active organic solids remains a great challenge in the field of materials chemistry. Now, 2D poly(arylene vinylene)s prepared as highly crystalline covalent organic frameworks (COFs) by base-catalyzed aldol condensation of trimethyltriazine with aromatic dialdehydes are reported. The synthesized polymers are highly emissive (quantum yield of up to 50 %), as commonly observed in their 1D analogues poly(phenylene vinylene)s. The inherent well-defined porosity (surface area ca. 1000 m  g , pore diameter ca. 11 Å for the terephthaldehyde derived COF-1) and 2D structure of these COFs also present a new set of properties and are likely responsible for the emission color, which is sensitive to the environment. COF-1 is highly hydrophilic and reveals a dramatic macroscopic structural reorganization that has not been previously observed in framework materials.

摘要

在电子活性有机固体中设计结构有序性仍是材料化学领域的一项重大挑战。现在,有报道称通过三甲基三嗪与芳族二醛的碱催化羟醛缩合反应制备出了作为高度结晶共价有机框架(COF)的二维聚(亚芳基乙烯撑)。合成的聚合物具有高发射性(量子产率高达50%),这在其一维类似物聚(亚苯基乙烯撑)中很常见。这些COF固有的明确孔隙率(对苯二甲醛衍生的COF-1的表面积约为1000 m²/g,孔径约为11 Å)和二维结构也呈现出一组新特性,并且可能是导致对环境敏感的发射颜色的原因。COF-1具有高度亲水性,并且显示出一种以前在框架材料中未观察到的显著宏观结构重组。

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