Porous organic polymers (POPs) are highly promising materials for heterogeneous catalysis and pollutant adsorption from aqueous medium due to their high surface area, permanent porosity, monomer diversity, and synthetic versatility. In this work, two triazene-linked POPs were synthesized under mild reaction conditions, via the diazo-coupling reaction, between 1,3,5-tris(4-aminophenyl) triazine and benzidine (TAPT-Bd-POP) or 4,4′-diamino-[1,1′-biphenyl]-2,2′-disulfonic acid (TAPT-Bd(SO₃H)₂-POP), the latter containing intrapore sulfonic groups. These POPs, containing triazene (−N═N–NH−) linkages with interesting properties, have been overlooked as a method for organic polymer synthesis. The polymers exhibited BET average pore diameters of around 10 nm, BET surface areas of up to 133 ± 2.0 m² g^–1, and thermal stability of up to 333 °C. TAPT-Bd-POP and TAPT-Bd(SO₃H)₂-POP were evaluated as catalysts for the metal-free Henry, Knoevenagel, and multicomponent one-pot Biginelli reactions, between aromatic aldehydes and nitromethane, ethyl cyanoacetate, and urea/ethyl acetoacetate, respectively, with moderate to almost full conversions. Both POPs were further used as adsorbents for the removal of methylene blue, crystal violet, phenol red, phenol, Cu(II), and Cr(VI), with maximum adsorption capacities up to 953 ± 71 mg g^–1 for the adsorption of methylene blue. These results show the versatility of these polymers for heterogeneous catalysis and environmental remediation.

中文翻译：

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用于多相催化和污染物吸附的三氮烯连接多孔有机聚合物

多孔有机聚合物（POP）由于其高表面积、永久孔隙率、单体多样性和合成多功能性，是用于多相催化和水介质污染物吸附的非常有前景的材料。在这项工作中，通过1,3,5-三(4-氨基苯基)三嗪和联苯胺(TAPT-Bd-POP)或4,4之间的重氮偶联反应，在温和的反应条件下合成了两种三氮烯连接的POPs。 '-二氨基-[1,1'-联苯]-2,2'-二磺酸（TAPT-Bd(SO ₃ H) ₂ -POP），后者含有孔内磺酸基。这些 POP 含有三氮烯 (−N=N–NH−) 键，具有有趣的特性，但作为有机聚合物合成方法却被忽视。该聚合物的BET平均孔径约为10 nm，BET表面积高达133 ± 2.0 m ² g ^–1，热稳定性高达333 °C。 TAPT-Bd-POP 和 TAPT-Bd(SO ₃ H) ₂ -POP 作为芳香醛与硝基甲烷、氰基乙酸乙酯和尿素之间无金属 Henry、Knoevenagel 和多组分一锅 Biginelli 反应的催化剂进行了评估。乙酰乙酸乙酯分别具有中等至几乎完全的转化率。两种POPs进一步用作去除亚甲基蓝、结晶紫、酚红、苯酚、Cu(II)和Cr(VI)的吸附剂，最大吸附容量高达953 ± 71 mg g ^–1亚甲蓝。这些结果表明这些聚合物在多相催化和环境修复方面的多功能性。