Enhanced Photoresponsive Transistor Memory Performance through [2 + 2] Cycloaddition–Retroelectrocyclization of Tröger’s Base-Carbazole Copolymer
Journal
ACS Applied Polymer Materials
Journal Volume
7
Journal Issue
14
Start Page
9286
End Page
9293
ISSN
26376105
Date Issued
2025-07-25
Author(s)
Lin, Chia-Yang
Chen, Mei-Nung
Kimpel, Joost
He, Waner
Chiu, Yu-Cheng
Michinobu, Tsuyoshi
Abstract
Response time and lifetime are imperative in photoresponsive organic field-effect transistor (OFET) memory devices. In this study, we demonstrate the improvement of these properties through postpolymerization functionalization of an alkyne-containing conjugated copolymer. By subjecting a synthesized Tröger’s base and carbazole copolymer (pTBC) to a [2 + 2] cycloaddition–retroelectrocyclization (CA-RE) click reaction with tetracyanoethylene, the electronic character of the polymer changes from donor to donor–acceptor characters. The postfunctionalized tetracyanobutadiene (TCBD) polymer, pTBC-TCBD, showcases much shorter photoerasing speeds (0.2 s, five times faster) and a longer retention time of 50,000 s in a pentacene-based device, as compared to the precursor polymer (pTBC). Both factors originate from the cyano groups: faster photoerasure originates from the assisted dissociation of excitons and higher stability comes from better hole trapping of pTBC-TCBD. Accordingly, [2 + 2] CA-RE click postfunctionalization proves a viable design strategy for polymer-based photoresponsive OFET memories.
Subjects
donor−acceptor conjugated polymer
photoinduced recovery
photoresponsive OFET memory
Tröger’s base copolymer
[2 + 2] CA-RE click reaction
SDGs
Publisher
American Chemical Society
Type
journal article