biostudies-literatureGhosh CMinistry of EducationMinistry of SMEs and StartupsScience and Engineering Research BoardNational Research Foundation of Korea2703-2711https://www.ebi.ac.uk/biostudies/studies/S-EPMC12692735biostudies-literatureUnknown17(5)Polymers of higher rylene dyes remain largely unexplored despite their promising photophysical properties, due to the synthetic challenges and poor solubility, in contrast to their well-studied lower homologs, perylene and naphthalene derivatives. In this study, we report the first synthesis of terrylene-based regioregular and regioirregular homopolymers, namely <i>rr</i>-Polyterrylene and <i>ri</i>-Polyterrylene, respectively. Selective bromination of our previously synthesized 7,8-bis(hexadecyloxy)terrylene (TER-C16) furnished the corresponding dibromoterrylene. Then, Ni(0)-mediated Yamamoto homocoupling reaction produced the first soluble terrylene-based homopolymers. Both polymers achieved high solubility, high thermal stability, alongside very high molecular weight. Owing to these proChemical sciencePolyterrylenes: synthesis and regioregularity effect on p-type charge transport and deep-red light photodetection in OFETs.PMC126927352023R1A2C3007715RS-2024-00398065RS-2025-25460624SRG/2019/000922Jitendra Talreja AScherf USamanta SKGhosh CPark HChung MOh JHfalsePolyterrylenes: synthesis and regioregularity effect on p-type charge transport and deep-red light photodetection in OFETs.Polymers of higher rylene dyes remain largely unexplored despite their promising photophysical properties, due to the synthetic challenges and poor solubility, in contrast to their well-studied lower homologs, perylene and naphthalene derivatives. In this study, we report the first synthesis of terrylene-based regioregular and regioirregular homopolymers, namely <i>rr</i>-Polyterrylene and <i>ri</i>-Polyterrylene, respectively. Selective bromination of our previously synthesized 7,8-bis(hexadecyloxy)terrylene (TER-C16) furnished the corresponding dibromoterrylene. Then, Ni(0)-mediated Yamamoto homocoupling reaction produced the first soluble terrylene-based homopolymers. Both polymers achieved high solubility, high thermal stability, alongside very high molecular weight. Owing to these pro2026-01-01T00:00:00Z2026 Feb2026-06-15T06:25:56.05Z2026-06-15T03:09:03.341ZS-EPMC126927354138345210.1039/d5sc06452j