Properties Of Porous Organic Cages Constructed By 1,3,5-tris(Aminomethyl)-2,4,6-Trimethylbenzene

Porous organic cages（POCs）are discrete covalent-bonded molecular architectures that exhibit precisely controlled structures,functionalities,and confined nano-sized cavities with multiple open windows in specifically designed geometry and dimension.In early studies,POCs was usually prepared by the synthesis of irreversible bonds,but there were problems such as many reaction steps,complex separation and purification,and difficult synthesis.In order to effectively solve the above problems,chemists can introduce Dynamic Covalent Chemistry（DCC）into the synthesis of POCs so that they can synthesize porous organic molecular cages in a simple and efficient way.As cage molecules,POCs can self-assemble to form porous materials.Such porous materials not only have the inner pores,but also can form an outer pores by accumulation.The pore structure of POCs allows them to encapsulating guest molecules,which in turn facilitates the selective recognition of the guest.POCs have incited substantial interest in recent years because of their superior chemical microenvironments,good monodispersity and shape homogeneity,excellent molecular solubility,high chemical stability.The open windows of the cavities of these POCs allow guest species to enter and pass through,enabling numerous applications in molecular recognition,sensing,catalysis,separation and storage.The research content of this paper is divided into the following two parts:1 The organic cage TAMTB-TFPB-POC was synthesized from 1,3,5-tris（aminomethyl）-2,4,6-trimethylbenzene（TAMTB）and 1,3,5-tris（p-formylphenyl）benzene（TFPB）.TAMTB-TFPB-POC adsorbs iodine element at 50℃.The species of iodine loaded on the adsorbents was detected through Raman spectroscopy analysis.I₂@TAMTB-TFPB-POC presented two bands at 113 cm^-1and 142 cm^-1,associated with the symmetric stretching vibration of polyiodide I₃^-,asymmetric stretching vibration of polyiodide I₃^-.I₂@TAMTB-TFPB-POC can quickly and efficiently catalyze the Friedel-Crafts alkylation reaction of benzaldehyde and indole in a short time.The catalyst could be cycled 4 times and the four catalytic yields were 98%,91%,86%and 71%.A series of extended reactions were catalyzed by the material.2 The organic cage TAMTB-DMTA-POC was synthesized from 1,3,5-tris（aminomethyl）-2,4,6-trimethylbenzene（TAMTB）and 4,4’-diformyltriphenylamine（DMTA）.TAMTB-DMTA-HPOC was reduced to TAMTB-DMTA-HPOC by Na BH₄.TAMTB-DMTA-HPOC is applied to the absorption of heavy metal ion(Hg²⁺),showing a high adsorption amount（873 mg/g）,which can be recycled five times,and the fifth adsorption amount is 583 mg/g.The adsorption capacity and cycling stability of the organic cage before and after reduction were compared.The experimental data showed that the adsorption capacity of TAMTB-DMTA-HPOC for Hg²⁺was 802 mg/g and 371 mg/g after three cycles.The adsorption capacity and cycling stability of the organic cage were enhanced after reduction.It indicates that the synthesis of organic molecular cages by irreversible reaction has better stability and usability.