Owing to specific formation of five-membered or six-membered cyclic esters between boric acid groups and cis-diol molecules, boric acid bearing fluorescent materials can not only selectively capture but also specifically identify cis-diol substances. In this work, a novel covalent organic framework containing boric acid groups (COF-BA) was prepared through post-modification via the aza-Diels–Alder cycloaddition reaction. COF-BA with good stability, a permanent pore structure, a high specific surface area (606 m² g⁻¹) and a uniform pore size (2.59 nm) exhibited unique selectivity toward the cis-diol guest molecule 1,2-dihydroxyanthracene-9,10-dione (1,2-Doa) with a high adsorption capacity of 177.95 mg g⁻¹. However, as for the isomers of 1,2-Doa (1,4-dihydroxyanthracene-9,10-dione and 2,6-dihydroxyanthracene-9,10-dione), the corresponding uptake capacities are distinctively decreased to 40.86 mg g⁻¹ and 3.05 mg g⁻¹, respectively. It is worth noting that the COF-BA can be recovered and recycled. Moreover, because the formation of the quinoline enhanced the conjugation effect of the COF skeleton, it was unexpectedly found that COF-BA possessed an intrinsic fluorescence property and could be used as an optical sensor for 1,2-Doa.

中文翻译：

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一种新型的含硼酸基团的荧光共价有机骨架，用于选择性捕获和传感顺式二醇分子

由于在硼酸基团与顺式-二醇分子之间五元或六元环酯的特定形成，带有硼酸的荧光材料不仅可以选择性地捕获，而且可以特异性地识别顺式-二醇物质。在这项工作中，通过aza-Diels-Alder环加成反应的后修饰制备了一种含有硼酸基团的新型共价有机骨架（COF-BA）。具有良好稳定性，永久孔结构，高比表面积（606 m ² g ^-1）和均匀孔径（2.59 nm）的COF-BA对顺式具有独特的选择性-二醇客体分子1,2-二羟基蒽-9,10-二酮（1,2-Doa）具有177.95 mg g ^-1的高吸附容量。然而，作为1,2- DOA（1,4-二羟基蒽-9,10-二酮和2,6-二羟基蒽-9,10-二酮）的异构体，相应的摄取容量被区别地降低至40.86毫克克^-分别为1和3.05 mg g ^-1。值得注意的是，COF-BA可以回收和再循环。此外，由于喹啉的形成增强了COF骨架的结合作用，因此出乎意料地发现COF-BA具有固有的荧光性质，并且可以用作1,2-Doa的光学传感器。