Direct C-H arylation for various Ar-cored diketopyrrolopyrrole containing small molecules in solution-processed field-effect transistors

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14740%2F16%3A00092423" target="_blank" >RIV/00216224:14740/16:00092423 - isvavai.cz</a>

Výsledek na webu

<a href="http://pubs.rsc.org/en/Content/ArticleLanding/2016/RA/C6RA10832F#!divAbstract" target="_blank" >http://pubs.rsc.org/en/Content/ArticleLanding/2016/RA/C6RA10832F#!divAbstract</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c6ra10832f" target="_blank" >10.1039/c6ra10832f</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Direct C-H arylation for various Ar-cored diketopyrrolopyrrole containing small molecules in solution-processed field-effect transistors

Popis výsledku v původním jazyce

Direct (hetero) C-H arylation is an advantageous tool for the synthesis of diketopyrrolopyrrole (DPP) derivatives, because of fewer synthetic steps, better atom economy and being environmentally friendly. Herein, four diketopyrrolopyrrole containing linear structured D-A-pi-A-D small molecules Ar(DPPT2)(2) are facilely synthesized in high yields of 73-82% through C-H direct arylation, where Ar (from electron-donating 1,4-phenyl, 1,4-naphthyl or 9,10-anthryl to electron-accepting 2,5-pyridyl) is functionalized as the core pi-bridge structure, DPP as the arm and bithiophene as end-groups. The dihedral angles between the central aryl rings and DPPT2 arms for the optimized geometries of Ph(DPPT2)(2), NA(DPPT2)(2) and AN(DPPT2)(2) gradually increases from 20.3, 44.7 to 93.1 degrees, respectively, which is 18.7 degrees for the pyridyl cored Py(DPPT2)(2). It is found that the optoelectronic properties can be elaborately tuned by variation of the central aryl bridge.

Název v anglickém jazyce

Direct C-H arylation for various Ar-cored diketopyrrolopyrrole containing small molecules in solution-processed field-effect transistors

Popis výsledku anglicky

Direct (hetero) C-H arylation is an advantageous tool for the synthesis of diketopyrrolopyrrole (DPP) derivatives, because of fewer synthetic steps, better atom economy and being environmentally friendly. Herein, four diketopyrrolopyrrole containing linear structured D-A-pi-A-D small molecules Ar(DPPT2)(2) are facilely synthesized in high yields of 73-82% through C-H direct arylation, where Ar (from electron-donating 1,4-phenyl, 1,4-naphthyl or 9,10-anthryl to electron-accepting 2,5-pyridyl) is functionalized as the core pi-bridge structure, DPP as the arm and bithiophene as end-groups. The dihedral angles between the central aryl rings and DPPT2 arms for the optimized geometries of Ph(DPPT2)(2), NA(DPPT2)(2) and AN(DPPT2)(2) gradually increases from 20.3, 44.7 to 93.1 degrees, respectively, which is 18.7 degrees for the pyridyl cored Py(DPPT2)(2). It is found that the optoelectronic properties can be elaborately tuned by variation of the central aryl bridge.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

BM - Fyzika pevných látek a magnetismus

OECD FORD obor

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Projekt

<a href="/cs/project/LQ1601" target="_blank" >LQ1601: CEITEC 2020</a><br>

Návaznosti

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

Rok uplatnění

2016

Kód důvěrnosti údajů

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

Název periodika

RSC Advances

ISSN

2046-2069

e-ISSN

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Svazek periodika

6

Číslo periodika v rámci svazku

62

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

11

Strana od-do

"S7163"-"S7173"

Kód UT WoS článku

000378755200057

EID výsledku v databázi Scopus

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