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Herein, we report polystyrene\u2010based copolymers bearing 2,2\u2032\u2010(pyridine\u20102,6\u2010diyl)diphenol (PDP) moieties that form alkyl borate complexes and release alkyl radicals upon blue\u2010light irradiation. The generated primary and secondary alkyl radicals efficiently participate in Giese\u2010type addition reactions, affording products in good to excellent yields. The polymer\u2010supported system enables straightforward purification by simple reprecipitation at both the borate complex formation and Giese reaction stages. Notably, the PDP polymer can be recovered through fluoride\u2010mediated cleavage and regenerated via recomplexation, allowing reuse in subsequent reaction cycles. In addition, crosslinked PDP\u2013borate networks function as photodegradable organogels that selectively absorb organic solvents from water and release them upon light irradiation. This polymer\u2010supported strategy provides a versatile platform for photo\u2010driven radical transformations and responsive materials applications, demonstrating proof\u2010of\u2010concept for polymer recovery (50% PDP regeneration) and practical advantages in product separation.<\/jats:p>","DOI":"10.1002\/chem.71420","type":"journal-article","created":{"date-parts":[[2026,7,17]],"date-time":"2026-07-17T13:55:49Z","timestamp":1784296549000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Dual\u2010Functional Polystyrene\u2010Based Borate Complexes: Recyclable Alkyl Radical Sources and Photodegradable Absorbents"],"prefix":"10.1002","author":[{"given":"Nami","family":"Jimba","sequence":"first","affiliation":[{"name":"Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo  Yokohama Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ryosei","family":"Ishii","sequence":"additional","affiliation":[{"name":"Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo  Yokohama Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kazuki","family":"Wako","sequence":"additional","affiliation":[{"name":"Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo  Yokohama Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tomoki","family":"Hirohata","sequence":"additional","affiliation":[{"name":"Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo  Yokohama Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kosuke","family":"Sato","sequence":"additional","affiliation":[{"name":"Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo  Yokohama Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tomohiro","family":"Kubo","sequence":"additional","affiliation":[{"name":"Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo  Tokyo Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3105-4592","authenticated-orcid":false,"given":"Kotaro","family":"Satoh","sequence":"additional","affiliation":[{"name":"Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo  Tokyo Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuto","family":"Sumida","sequence":"additional","affiliation":[{"name":"Laboratory For Biomaterials and Bioengineering Institute of Integrated Research Institute of Science Tokyo  Tokyo Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1374-1137","authenticated-orcid":false,"given":"Hirohisa","family":"Ohmiya","sequence":"additional","affiliation":[{"name":"Graduate School of Engineering, Kyoto University Kyoto University Katsura  Kyoto Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9867-1210","authenticated-orcid":false,"given":"Shinsuke","family":"Inagi","sequence":"additional","affiliation":[{"name":"Department of Chemical Science and Engineering School of Materials and Chemical Technology Institute of Science Tokyo  Yokohama Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,7,17]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"crossref","first-page":"465","DOI":"10.1039\/cs9720100465","article-title":"Selected Aspects of Photochemistry I Photochemistry of Carbonyl Compounds","volume":"1","author":"Coyle J. 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