A hydrogen-bonded hexagonal network (H-HexNet) composed of C₃-symmetric π-conjugated molecules with six carboxyphenyl groups is one of the candidate platforms for porous organic materials. For formation of H-HexNets, a triangular cyclic structure, a so-called phenylene triangle (PhT) motif, composed of hydrogen bonded carboxyphenyl groups is a key structure. In this paper, we synthesized two derivatives of hexakis(carboxyphenyl)triphenylene TpMe and TpF, in which substituents (Me or F) were introduced in the ortho-positions of the carboxy groups, to investigate whether the PhT motif forms and how the structure and property of H-HexNets are affected by steric bulkiness around the hydrogen bonding moieties. Crystal structures, thermal stability, evaluation of permanent porosity by gas sorption experiments, and photochemical properties are revealed, which can contribute to establishment and fine-tuning of porous organic materials based on H-HexNets.

中文翻译：

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立体拥挤的氢键结合六边形网络框架†

由具有六个羧基苯基的C ₃对称π共轭分子组成的氢键六角形网络（H-HexNet）是多孔有机材料的候选平台之一。为了形成H-HexNets，由氢键合的羧基苯基组成的三角形环状结构（即所谓的亚苯基三角形（PhT）基序）是关键结构。本文合成了六（羧基苯基）三亚苯基TpMe和TpF的两种衍生物，其中邻位引入了取代基（Me或F）羧基的位置，以研究PhT基序是否形成以及H-HexNets的结构和性质如何受到氢键部分周围空间位阻的影响。揭示了晶体结构，热稳定性，通过气体吸附实验评估的永久孔隙率和光化学性质，这可有助于基于H-HexNets的多孔有机材料的建立和微调。