New directly electrosynthesized metal-free copolymeric NIR emitters based on EDOT-[β-thiophene-carboxamide]-fluorene like donor-acceptor systems

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dc.creatorMarina de Ávila Costa
dc.creatorClaudio Luis Donnici
dc.creatorHallen Daniel Rezende Calado
dc.creatorLuiz Alberto Cury
dc.date.accessioned2025-02-24T18:26:12Z
dc.date.accessioned2025-09-09T00:01:49Z
dc.date.available2025-02-24T18:26:12Z
dc.date.issued2019
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
dc.identifier.doihttps://doi.org/10.1016/j.synthmet.2019.03.008
dc.identifier.issn1879-3290
dc.identifier.urihttps://hdl.handle.net/1843/80364
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofSynthetic Metals
dc.rightsAcesso Restrito
dc.subjectCopolímeros
dc.subject.otherCopolymers
dc.subject.otherDirect electropolymerization
dc.subject.otherEDOT
dc.subject.otherβ-Aromatic carbamide thiophenes
dc.subject.otherDeep-red/NIR emitters
dc.subject.otherDonor-acceptor
dc.subject.otherApproach
dc.titleNew directly electrosynthesized metal-free copolymeric NIR emitters based on EDOT-[β-thiophene-carboxamide]-fluorene like donor-acceptor systems
dc.typeArtigo de periódico
local.citation.epage171
local.citation.spage161
local.citation.volume250
local.description.resumoThree new metal-free copolymeric fluorophores, which present unusual and strong fluorescence NIR emission were synthesized through low-cost, easy, fast and efficient direct electropolymerization methodology without use of expensive catalysts or chemical coupling reactions. The tailoring of these novel more conjugated and polarized molecules was based on the Donor-Acceptor (D-A) approach. The three new designed binary molecular hybrids were obtained by direct oxidative electrocopolymerization with the well-known electron-donating (D) EDOT (3,4-ethylenedioxythiophene) and the electron-acceptor unit (A) ThCO-NHAr. This bis-functionalized molecular block was synthesized between the β-carboxythiophene (ThCO) with electron-donating and fluorescent aromatic amines (naphthylamine (NFT), aminofluorene (FLU) and aminodibenzofuran (DBF)). These monomers were submitted to copolymerization and three novel copolymers – PEDOT-co-2NFT, PEDOT-co-FLU and PEDOT-co-DBF – were prepared and a system block with the general structure [(EDOT)n-(ThCO-NHAr)m] can be proposed. These materials were characterized by infrared spectroscopy, thermogravimetry, ultraviolet-visible absorption, photoluminescence, cyclic voltammetry, photophysical, electrochemical, spectroelectrochemical techniques and scanning electron microscopy. PEDOT-co-2NFT, PEDOT-co-FLU and PEDOT-co-DBF showed higher thermal stability (˜50 °C), more expanded electroactivity range and higher charge accumulation in comparison to PEDOT homopolymer. These new copolymers tailored by D-A approach present very intense emissions in the deep-red and near infrared regions, in solid state and in solution, and they may be applied as novel fluorophores for high efficient deep-red/NIR fluorescent devices.
local.identifier.orcidhttps://orcid.org/0000-0001-8296-6682
local.identifier.orcidhttps://orcid.org/0000-0002-4215-8848
local.identifier.orcidhttps://orcid.org/0000-0002-0763-4431
local.publisher.countryBrasil
local.publisher.departmentICX - DEPARTAMENTO DE FÍSICA
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://www.sciencedirect.com/science/article/pii/S0379677918305757?via%3Dihub

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