Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer

<i>N</i>-cyclohexylphthalimide-substituted trifluoroacetylamino (CF<sub>3</sub>CONH-) group (3TfAPI), which forms an intramolecular hydrogen bond, was synthesized, and it exhibited a bright yellow fluorescence owing to the excited-state intramolecular proton transfer (ESIPT)...

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Autores principales:	Atsuko Tabuchi, Teruaki Hayakawa, Shigeki Kuwata, Ryohei Ishige, Shinji Ando
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	white-light polyimide ESIPT FRET Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/e06db49ed0054dc0909feacce4bad161
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spelling	oai:doaj.org-article:e06db49ed0054dc0909feacce4bad1612021-11-25T18:49:45ZSynthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer10.3390/polym132240502073-4360https://doaj.org/article/e06db49ed0054dc0909feacce4bad1612021-11-01T00:00:00Zhttps://www.mdpi.com/2073-4360/13/22/4050https://doaj.org/toc/2073-4360<i>N</i>-cyclohexylphthalimide-substituted trifluoroacetylamino (CF<sub>3</sub>CONH-) group (3TfAPI), which forms an intramolecular hydrogen bond, was synthesized, and it exhibited a bright yellow fluorescence owing to the excited-state intramolecular proton transfer (ESIPT) in the solution and crystalline states. In addition, CF<sub>3</sub>CONH-substituted phthalic anhydride (3TfAPA) was synthesized, which was attached to the termini of a blue-fluorescent semi-aromatic polyimide (PI) chain. Owing to the efficient Förster resonance energy transfer (FRET) occurring from the main chain to the termini and the suppression of deprotonation (anion formation) at the 3TfAPA moiety by H<sub>2</sub>SO<sub>4</sub> doping, the resulting PI films display bright white fluorescence. Moreover, the enhancement of the chain rigidity by substituting the diamine moiety results in an increase in the quantum yield of white fluorescence (<i>Φ</i>) by a factor of 1.7, due to the suppression of local molecular motion. This material design strategy is promising for preparing thermally stable white-light fluorescent PIs applicable to solar spectral convertors, displays, and ICT devices.Atsuko TabuchiTeruaki HayakawaShigeki KuwataRyohei IshigeShinji AndoMDPI AGarticlewhite-lightpolyimideESIPTFRETOrganic chemistryQD241-441ENPolymers, Vol 13, Iss 4050, p 4050 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	white-light polyimide ESIPT FRET Organic chemistry QD241-441
spellingShingle	white-light polyimide ESIPT FRET Organic chemistry QD241-441 Atsuko Tabuchi Teruaki Hayakawa Shigeki Kuwata Ryohei Ishige Shinji Ando Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer
description	<i>N</i>-cyclohexylphthalimide-substituted trifluoroacetylamino (CF<sub>3</sub>CONH-) group (3TfAPI), which forms an intramolecular hydrogen bond, was synthesized, and it exhibited a bright yellow fluorescence owing to the excited-state intramolecular proton transfer (ESIPT) in the solution and crystalline states. In addition, CF<sub>3</sub>CONH-substituted phthalic anhydride (3TfAPA) was synthesized, which was attached to the termini of a blue-fluorescent semi-aromatic polyimide (PI) chain. Owing to the efficient Förster resonance energy transfer (FRET) occurring from the main chain to the termini and the suppression of deprotonation (anion formation) at the 3TfAPA moiety by H<sub>2</sub>SO<sub>4</sub> doping, the resulting PI films display bright white fluorescence. Moreover, the enhancement of the chain rigidity by substituting the diamine moiety results in an increase in the quantum yield of white fluorescence (<i>Φ</i>) by a factor of 1.7, due to the suppression of local molecular motion. This material design strategy is promising for preparing thermally stable white-light fluorescent PIs applicable to solar spectral convertors, displays, and ICT devices.
format	article
author	Atsuko Tabuchi Teruaki Hayakawa Shigeki Kuwata Ryohei Ishige Shinji Ando
author_facet	Atsuko Tabuchi Teruaki Hayakawa Shigeki Kuwata Ryohei Ishige Shinji Ando
author_sort	Atsuko Tabuchi
title	Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer
title_short	Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer
title_full	Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer
title_fullStr	Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer
title_full_unstemmed	Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer
title_sort	synthesis and characterization of white-light luminescent end-capped polyimides based on fret and excited state intramolecular proton transfer
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/e06db49ed0054dc0909feacce4bad161
work_keys_str_mv	AT atsukotabuchi synthesisandcharacterizationofwhitelightluminescentendcappedpolyimidesbasedonfretandexcitedstateintramolecularprotontransfer AT teruakihayakawa synthesisandcharacterizationofwhitelightluminescentendcappedpolyimidesbasedonfretandexcitedstateintramolecularprotontransfer AT shigekikuwata synthesisandcharacterizationofwhitelightluminescentendcappedpolyimidesbasedonfretandexcitedstateintramolecularprotontransfer AT ryoheiishige synthesisandcharacterizationofwhitelightluminescentendcappedpolyimidesbasedonfretandexcitedstateintramolecularprotontransfer AT shinjiando synthesisandcharacterizationofwhitelightluminescentendcappedpolyimidesbasedonfretandexcitedstateintramolecularprotontransfer
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Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer

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