Attachment of a 1,8-Naphthalimide Moiety to a Conjugated Polythiophene Efficiently Improves the Sensing Abilities of Naphthalimide-Based Materials

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F19%3A10403638" target="_blank" >RIV/00216208:11310/19:10403638 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=3qGaiapmqk" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=3qGaiapmqk</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/macp.201800436" target="_blank" >10.1002/macp.201800436</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Attachment of a 1,8-Naphthalimide Moiety to a Conjugated Polythiophene Efficiently Improves the Sensing Abilities of Naphthalimide-Based Materials

Popis výsledku v původním jazyce

A novel polythiophene-based conjugated polymer bearing 1,8-naphthalimide-based pendants is prepared by a two-step modification of regioregular poly[3-(6-bromohexyl)thiophene] involving a nucleophilic substitution reaction of the bromide end-groups with sodium azide followed by a robust, copper-catalyzed Huisgen click reaction with a novel 1,8-naphthalinmide derivative containing an active, N-substituted propyne group. Both the polymer and the highly luminescent-active synthesized dye are extensively studied in solution by UV-vis spectroscopy, photoluminescence, NMR, light-scattering and isothermal titration calorimetry. The materials prepared are considered potential chemosensors for different transition metals, such as Fe2+, Co2+, Ni2+, Cu2+, Zn2+, and Cd2+. Luminescence quenching shows that these materials have a higher sensitivity to Fe2+ than to the other metal ions tested. Moreover, the 1,8-naphthalimide-based conjugated polymer is more efficiently quenched by Fe2+ metal ions, at a significantly lower concentration and with a higher binding constant than its parent 1,8-naphthalimide derivative, thus indicating a high potential for sensor development.

Název v anglickém jazyce

Attachment of a 1,8-Naphthalimide Moiety to a Conjugated Polythiophene Efficiently Improves the Sensing Abilities of Naphthalimide-Based Materials

Popis výsledku anglicky

A novel polythiophene-based conjugated polymer bearing 1,8-naphthalimide-based pendants is prepared by a two-step modification of regioregular poly[3-(6-bromohexyl)thiophene] involving a nucleophilic substitution reaction of the bromide end-groups with sodium azide followed by a robust, copper-catalyzed Huisgen click reaction with a novel 1,8-naphthalinmide derivative containing an active, N-substituted propyne group. Both the polymer and the highly luminescent-active synthesized dye are extensively studied in solution by UV-vis spectroscopy, photoluminescence, NMR, light-scattering and isothermal titration calorimetry. The materials prepared are considered potential chemosensors for different transition metals, such as Fe2+, Co2+, Ni2+, Cu2+, Zn2+, and Cd2+. Luminescence quenching shows that these materials have a higher sensitivity to Fe2+ than to the other metal ions tested. Moreover, the 1,8-naphthalimide-based conjugated polymer is more efficiently quenched by Fe2+ metal ions, at a significantly lower concentration and with a higher binding constant than its parent 1,8-naphthalimide derivative, thus indicating a high potential for sensor development.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10404 - Polymer science

Projekt

<a href="/cs/project/GA17-05318S" target="_blank" >GA17-05318S: Od konjugovaných polymerů odvozené materiály jako luminescenční chemosenzory</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2019

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Macromolecular Chemistry and Physics

ISSN

1022-1352

e-ISSN

—

Svazek periodika

220

Číslo periodika v rámci svazku

3

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

10

Strana od-do

1800436

Kód UT WoS článku

000457787700012

EID výsledku v databázi Scopus

2-s2.0-85057344533