Thienoisoindigo-based recyclable conjugated polymers for organic electronics

30 June 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


In transient electronics, imine-based semiconducting polymers based on thiophene-flanked diketopyrrolopyrrole (TDPP) are widely used to realize naturally disposable electronic devices. However, TDPP units easily decomposed even under mildly acidic conditions in the biodegradation of electronic devices. Herein, we have designed and synthesized two chemically recyclable thienoisoindigo (TII)-based polymers bearing an imine bond at the depolymerized position, in which these polymers were prepared from polycondensation reactions of dialdehyde-functionalized monomer TII-(CHO)2 with p-phenylenediamine (PPD) to produce p(TII-PD) and 2,6-naphtalenediamine (2,6ND) to produce p(TII-2,6ND), respectively. Especially, we have examined the recyclability of both polymers. In the degradation process under mildly acidic conditions, our polymers showed excellent degradability within one day, and the TII-(CHO)2 monomer was retrieved with over 90% yield and exhibited remarkable chemical stability over 6 months under the degradation conditions. We prepared the same recycled polymers as p(TII-PD) and p(TII-2,6ND) by utilizing the recovered TII-(CHO)2 monomer. The recycled polymers displayed almost the same physicochemical properties and field-effect mobilities in the order of 10-2-10-3 cm2/Vs as the pristine polymers. These reproducible results suggest that the TII-based monomer unit is an excellent building block for developing fully recyclable semiconducting polymers.


pi-conjugated polymer
organic electronics

Supplementary materials

Supplementary information for: Thienoisoindigo-based recyclable conjugated polymers for organic electronics.
General information and instrumentation, relevant methods, detailed synthesis and accompanying data; data includes NMR, TG curves, DSC, FET profiles, and GIWAXS of thin film samples (PDF)


Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.