Abstract

Syntheses and detailed spectroscopic characterizations of two similar conjugated microporous polymers formed by A4 $+$ B2 and A2 $+$ B3 type functional monomers via Sonogashira--Hagihara polycondensation are presented in this report. The two porous polymeric networks possess mono-, di-, and tri- (1-, 1,4-, and 1,3,5-, respectively) substituted benzene rings and fused thiophenic moieties (dithienothiophenes). Because of the different conjugation patterns, their solid state nuclear magnetic resonance, infrared, and ultraviolet/visible light absorption analyses indicated significant differences. Besides the discussions on the porous properties of the obtained polymeric networks, the presented spectroscopic investigations can be useful for identifying the structure-property relationship of the novel conjugated porous polymeric structures, since the characterization of such nonsoluble compounds by using fundamental techniques is always a challenge.

Highlights

  • The porous organic polymers (POPs) are porous materials composed solely of organic building blocks.[1]

  • As an advantage of their thermally and chemically stable backbone, which exhibits large accessible surface areas, POPs demonstrate competitive performances in traditional applications such as gas storage and heterogeneous catalysis, 2,3 these areas are still dominated by their inorganic and organic-inorganic hybrid counterparts, respectively. 4−8 High electron density of POPs makes them promising materials for optoelectronic applications. 9−11 Conjugated POPs, namely conjugated microporous polymers (CMPs), are especially favorable materials for nanoelectronic systems due to their electron-rich and porous 3D skeletons, providing advanced electronic properties when compared to their conventional linear analogues. 12,13

  • POPs can be obtained by using the numerous strategies that have been applied for traditional polymer syntheses for decades, and the selected technique will have a great impact on the final properties of the material. 13,21 For example, monomers functionalized with several specific groups to form boronic acid esters, imines, or similar groups can reversibly connect/disconnect to form the most thermodynamically stable compound under solvothermal conditions, yielding crystalline POPs. 22−24 On the other hand, the standard put-and-stir wet polymer chemistry results in amorphous structures due to the irreversible connections, which generally concerns C-C bonded materials

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Summary

Introduction

The porous organic polymers (POPs) are porous materials composed solely of organic building blocks.[1]. 13 the carbon-carbon coupling methods are frequently used in the syntheses of amorphous POPs, the physical and electronic properties of which are affected by the reaction conditions.

Results
Conclusion

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