Efficient one-pot strategy for fluorescent conjugated polymers derived from 8-amino-1-naphthalene-3,6-disulfonic acid: Synthesis, thermal and optical properties

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dc.authoridKaya, İsmet / 0000-0002-9813-2962
dc.authoridKolcu, Feyza / 0000-0002-2004-8859
dc.contributor.authorKaya, İsmet
dc.contributor.authorAkyüz, Burçin
dc.contributor.authorKolcu, Feyza
dc.contributor.authorYıldız, Serkan
dc.date.accessioned2025-01-27T20:43:33Z
dc.date.available2025-01-27T20:43:33Z
dc.date.issued2025
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractSchiff base polymers, also known as poly(imines) or poly(azomethine)s, constitute a subset of conjugated polymers. The Schiff base compound was synthesized via the condensation reaction between 8-amino-1-naphthalene-3,6-disulfonic acid and 4-hydroxybenzaldehyde. Subsequently, both 8-amino-1-naphthalene-3,6-disulfonic acid and its Schiff base derivative were polymerized into a poly(naphthol) (PANAPDSA) and Schiff base polymer (PANAPDSASB) under alkaline condition using H2O2 (35 % aqueous solution) as oxidant via oxidative polycondensation (OP). The chemical structures of the synthesized compounds were approved using NMR, FT-IR, UV-Vis, element and LC-MS/MS spectroscopic techniques. The synthesized polymers exhibited lower optical and electrochemical band gaps compared to their respective monomers, suggesting their potential utility as semiconductor materials. The poly(naphthol) derivative exhibited high fluorescent emission intensity of 1000 a.u. when excited at 300 nm with a photoluminescence (PL) emission quantum yield of 13.6 % at 392 nm of emission wavelength in N,N-dimethylformamide (DMF) solution. Weight average molecular weight (Mw) values of PANAPDSA and PANAPDSASB ranged from 9500 Da to 11200 Da, with PDI values between 1.12 and 1.13. The synthesis of conjugated polymers could hold significant importance in technological advancements.
dc.identifier.doi10.1016/j.molstruc.2024.140847
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-85210541355
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2024.140847
dc.identifier.urihttps://hdl.handle.net/20.500.12428/24258
dc.identifier.volume1324
dc.identifier.wosWOS:001372291400001
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofJournal of Molecular Structure
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subjectPoly(naphthol)
dc.subjectSchiff base
dc.subjectphotoluminescence
dc.subjectthermal degradation
dc.subjectlimit oxygen index
dc.titleEfficient one-pot strategy for fluorescent conjugated polymers derived from 8-amino-1-naphthalene-3,6-disulfonic acid: Synthesis, thermal and optical properties
dc.typeArticle

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