Preparation and Characterization of Intrinsic Porous Polyamides Based on Redox-Active Aromatic Diamines with Pentiptycene Scaffolds

Min-Hao Pai; Chien-Chieh Hu; Wei Shyang Tan; Jye-Shane Yang; Guey-Sheng Liou

doi:10.1021/acsmacrolett.1c00487

Preparation and Characterization of Intrinsic Porous Polyamides Based on Redox-Active Aromatic Diamines with Pentiptycene Scaffolds

ACS Macro Lett. 2021 Oct 19;10(10):1210-1215. doi: 10.1021/acsmacrolett.1c00487. Epub 2021 Sep 21.

Authors

Min-Hao Pai¹, Chien-Chieh Hu², Wei Shyang Tan³, Jye-Shane Yang³, Guey-Sheng Liou¹

Affiliations

¹ Institute of Polymer Science and Engineering, National Taiwan University, No. 1, Roosevelt Road, Sec. 4, Taipei 10617, Taiwan.
² Graduate Institute of Applied Science and Technology, National Taiwan University of Science and Technology, No. 43, Keelung Rd., Sec. 4, Taipei 106335, Taiwan.
³ Department of Chemistry, National Taiwan University, No. 1, Roosevelt Road, Sec. 4, Taipei 10617, Taiwan.

PMID: 35549038
DOI: 10.1021/acsmacrolett.1c00487

Abstract

The electrochromic (EC) polyamides (Ether-PentiTPA1 and Ether-PentiTPA8) from the electroactive pentiptycene-derived triphenylaminediamine monomers (PentiTPA1 and PentiTPA8) were designed and prepared via polycondensation. The incorporation of rigid and contorted H-shaped pentiptycene scaffolds could restrain polymer chains from close packing and further form intrinsic microporosity in the polymer matrix which could be confirmed by the measurements of WXRD, BET, and PALS. With the existence of intrinsic microporosity, the diffusion rate of counterions between the electroactive polymer film and electrolyte can be promoted during the electrochemical procedure. Therefore, the prepared polyamide Ether-PentiTPA1 exhibits enhanced EC behaviors, such as lower driving potential (1.11 V), smaller redox potential difference ΔE (0.24 V), and shorter switching response time (3.6/5.2 s for coloring/bleaching). Consequently, the formation of intrinsic microporosity can be a useful approach for the enhancement of EC response performance.