Rational Design of Bifunctional Microporous Organic Polymers Containing Anthracene and Triphenylamine Units for Energy Storage and Biological Applications

Aya Osama Mousa; Zheng-Ian Lin; Cheng-Hsin Chuang; Chih-Kuang Chen; Shiao-Wei Kuo; Mohamed Gamal Mohamed

doi:10.3390/ijms24108966

Rational Design of Bifunctional Microporous Organic Polymers Containing Anthracene and Triphenylamine Units for Energy Storage and Biological Applications

Int J Mol Sci. 2023 May 18;24(10):8966. doi: 10.3390/ijms24108966.

Authors

Aya Osama Mousa^{1

2}, Zheng-Ian Lin³, Cheng-Hsin Chuang², Chih-Kuang Chen³, Shiao-Wei Kuo^{1

4}, Mohamed Gamal Mohamed^{1

5}

Affiliations

¹ Center of Crystal Research, Department of Materials and Optoelectronic Science, National Sun Yat-sen University, Kaohsiung 804, Taiwan.
² Institute of Medical Science and Technology, College of Medicine, National Sun Yat-sen University, Kaohsiung 804, Taiwan.
³ Polymeric Biomaterials Laboratory, Department of Materials and Optoelectronic Science, National Sun Yat-sen University, Kaohsiung 804, Taiwan.
⁴ Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan.
⁵ Chemistry Department, Faculty of Science, Assiut University, Assiut 71515, Egypt.

Abstract

In this study, we synthesized two conjugated microporous polymers (CMPs), An-Ph-TPA and An-Ph-Py CMPs, using the Suzuki cross-coupling reaction. These CMPs are organic polymers with p-conjugated skeletons and persistent micro-porosity and contain anthracene (An) moieties linked to triphenylamine (TPA) and pyrene (Py) units. We characterized the chemical structures, porosities, thermal stabilities, and morphologies of the newly synthesized An-CMPs using spectroscopic, microscopic, and N₂ adsorption/desorption isotherm techniques. Our results from thermogravimetric analysis (TGA) showed that the An-Ph-TPA CMP displayed better thermal stability with T_d10 = 467 °C and char yield of 57 wt% compared to the An-Ph-Py CMP with T_d10 = 355 °C and char yield of 54 wt%. Furthermore, we evaluated the electrochemical performance of the An-linked CMPs and found that the An-Ph-TPA CMP had a higher capacitance of 116 F g^-1 and better capacitance stability of 97% over 5000 cycles at 10 A g^-1. In addition, we assessed the biocompatibility and cytotoxicity of An-linked CMPs using the MTT assay and a live/dead cell viability assay and observed that they were non-toxic and biocompatible with high cell viability values after 24 or 48 h of incubation. These findings suggest that the An-based CMPs synthesized in this study have potential applications in electrochemical testing and the biological field.

Keywords: MTT assay; Suzuki cross-coupling reaction; electrochemical performance; microporous organic polymers; pyrene; triphenylamine.

MeSH terms

Adsorption
Amines*
Anthracenes
Polymers* / chemistry

Substances

Polymers
Amines
Anthracenes

Grants and funding

This study was supported financially by the Ministry of Science and Technology, Taiwan, under contracts NSTC 110-2124-M-002-013 and 111-2223-E-110-004.