Bimodal role of fluorine atoms in fluorographene chemistry opens a simple way toward double functionalization of graphene

Kód výsledku v IS VaVaI

RIV/61989592:15310/19:73597494 - isvavai.cz

Výsledek na webu

https://www.sciencedirect.com/science/article/pii/S0008622319300594

DOI - Digital Object Identifier

10.1016/j.carbon.2019.01.059

Jazyk výsledku

angličtina

Název v původním jazyce

Bimodal role of fluorine atoms in fluorographene chemistry opens a simple way toward double functionalization of graphene

Popis výsledku v původním jazyce

Photo-triggered and double functionalization of graphene without use of aggressive photo-generated radicals is a challenging task in two-dimensional chemistry. This was here-in achieved by unravelling the bimodal role of fluorine atoms in fluorographene chemistry: (i) they rendered graphene's double bonds susceptible to reaction with a photo-activated diene and (ii) allowed nucleophilic substitution on F-bonded carbons. Theoretical calculations indicated that the presence of F atoms in the vicinity of sp(2) carbon domains significantly increased bond polarization, turning the otherwise unfeasible on pristine graphene photo-cycloaddition into a very efficient functionalization strategy. Following this strategy, we prepared new graphene derivatives densely and homogeneously covered by functional groups. Furthermore, photo-induced cycloaddition following amine nucleophilic substitution on fluorographene enabled preparation of a bis-functionalized graphene derivative. The reported procedure paves the way toward unexplored graphene derivatives not attainable through known graphene chemistries, which can be utilized in many applications such as dual read-out sensors, drug delivery systems, catalysis, and energy storage.

Název v anglickém jazyce

Bimodal role of fluorine atoms in fluorographene chemistry opens a simple way toward double functionalization of graphene

Popis výsledku anglicky

Photo-triggered and double functionalization of graphene without use of aggressive photo-generated radicals is a challenging task in two-dimensional chemistry. This was here-in achieved by unravelling the bimodal role of fluorine atoms in fluorographene chemistry: (i) they rendered graphene's double bonds susceptible to reaction with a photo-activated diene and (ii) allowed nucleophilic substitution on F-bonded carbons. Theoretical calculations indicated that the presence of F atoms in the vicinity of sp(2) carbon domains significantly increased bond polarization, turning the otherwise unfeasible on pristine graphene photo-cycloaddition into a very efficient functionalization strategy. Following this strategy, we prepared new graphene derivatives densely and homogeneously covered by functional groups. Furthermore, photo-induced cycloaddition following amine nucleophilic substitution on fluorographene enabled preparation of a bis-functionalized graphene derivative. The reported procedure paves the way toward unexplored graphene derivatives not attainable through known graphene chemistries, which can be utilized in many applications such as dual read-out sensors, drug delivery systems, catalysis, and energy storage.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

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

CARBON

ISSN

0008-6223

e-ISSN

—

Svazek periodika

145

Číslo periodika v rámci svazku

APR

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

8

Strana od-do

251-258

Kód UT WoS článku

000466073000027

EID výsledku v databázi Scopus

2-s2.0-85060906676