New copolymers with thieno[3,2-b]thiophene or dithieno[3,2-b:2',3'-d]thiophene units possessing electron-withdrawing 4-cyanophenyl groups: synthesis and photophysical, electrochemical, and electroluminescent properties

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389013%3A_____%2F17%3A00475915" target="_blank" >RIV/61389013:_____/17:00475915 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1002/pola.28657" target="_blank" >http://dx.doi.org/10.1002/pola.28657</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/pola.28657" target="_blank" >10.1002/pola.28657</a>

Jazyk výsledku

angličtina

Název v původním jazyce

New copolymers with thieno[3,2-b]thiophene or dithieno[3,2-b:2',3'-d]thiophene units possessing electron-withdrawing 4-cyanophenyl groups: synthesis and photophysical, electrochemical, and electroluminescent properties

Popis výsledku v původním jazyce

New monomers containing 4-cyanophenyl (-PhCN) groups attached to a thieno[3,2-b]thiophene (TT) or dithieno[3,2-b:2´,3´-d]thiophene (DTT) structure were synthesized and characterized as 4-(2,5-dibromothieno[3,2-b]thiophen-3-yl)benzonitrile (Br-TT-PhCN) or 4,4´-(2,6-dibromodithieno[3,2-b:2´,3´-d]thiophene-3,5-diyl)dibenzonitrile (Br-DTT-PhCN). The Suzuki coupling of 9,9-dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol)ester and the Br-TT-PhCN or Br-DTT-PhCN monomer was utilized for the syntheses of novel copolymers poly{9,9-dioctylfluorene-2,7-diyl-alt-3-(4´-cyanophenyl)thieno[3,2-b]thiophene-2,5-diyl} (PFTT-PhCN) and poly{9,9-dioctylfluorene-2,7-diyl-alt-3,5-bis(4´-cyanophenyl)dithieno[3,2-b:2´,3´-d]thiophene-2,6-diyl} (PFDTT-PhCN), respectively. The photophysical, electrochemical, and electroluminescent (EL) properties of these novel copolymers were studied. Their photoluminescence (PL) exhibited the same emission maximum for both copolymers in solution. Red-shifted PL emissions were observed in the thin films. The PL emission maximum of PFTT-PhCN was more significantly redshifted than that of PFDTT-PhCN, indicating more pronounced excimer or aggregate formation in PFTT-PhCN. The ionization potential (HOMO level) and electron affinity (LUMO level) values were 5.54 and 2.81 eV, respectively, for PFTT-PhCN and were 5.57 and 2.92 eV, respectively, for PFDTT-PhCN. Polymer light-emitting diodes (LEDs) with copolymer active layers were fabricated and studied. Anomalous behavior and memory effects were observed from the current-voltage characteristics of the LEDs for both copolymers.

Název v anglickém jazyce

New copolymers with thieno[3,2-b]thiophene or dithieno[3,2-b:2',3'-d]thiophene units possessing electron-withdrawing 4-cyanophenyl groups: synthesis and photophysical, electrochemical, and electroluminescent properties

Popis výsledku anglicky

New monomers containing 4-cyanophenyl (-PhCN) groups attached to a thieno[3,2-b]thiophene (TT) or dithieno[3,2-b:2´,3´-d]thiophene (DTT) structure were synthesized and characterized as 4-(2,5-dibromothieno[3,2-b]thiophen-3-yl)benzonitrile (Br-TT-PhCN) or 4,4´-(2,6-dibromodithieno[3,2-b:2´,3´-d]thiophene-3,5-diyl)dibenzonitrile (Br-DTT-PhCN). The Suzuki coupling of 9,9-dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol)ester and the Br-TT-PhCN or Br-DTT-PhCN monomer was utilized for the syntheses of novel copolymers poly{9,9-dioctylfluorene-2,7-diyl-alt-3-(4´-cyanophenyl)thieno[3,2-b]thiophene-2,5-diyl} (PFTT-PhCN) and poly{9,9-dioctylfluorene-2,7-diyl-alt-3,5-bis(4´-cyanophenyl)dithieno[3,2-b:2´,3´-d]thiophene-2,6-diyl} (PFDTT-PhCN), respectively. The photophysical, electrochemical, and electroluminescent (EL) properties of these novel copolymers were studied. Their photoluminescence (PL) exhibited the same emission maximum for both copolymers in solution. Red-shifted PL emissions were observed in the thin films. The PL emission maximum of PFTT-PhCN was more significantly redshifted than that of PFDTT-PhCN, indicating more pronounced excimer or aggregate formation in PFTT-PhCN. The ionization potential (HOMO level) and electron affinity (LUMO level) values were 5.54 and 2.81 eV, respectively, for PFTT-PhCN and were 5.57 and 2.92 eV, respectively, for PFDTT-PhCN. Polymer light-emitting diodes (LEDs) with copolymer active layers were fabricated and studied. Anomalous behavior and memory effects were observed from the current-voltage characteristics of the LEDs for both copolymers.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10302 - Condensed matter physics (including formerly solid state physics, supercond.)

Projekt

<a href="/cs/project/GA13-26542S" target="_blank" >GA13-26542S: Progresivní polymery pro fotoniku</a><br>

Návaznosti

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

Rok uplatnění

2017

Kód důvěrnosti údajů

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

Název periodika

Journal of Polymer Science. Part A - Polymer Chemistry

ISSN

0887-624X

e-ISSN

—

Svazek periodika

55

Číslo periodika v rámci svazku

16

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

10

Strana od-do

2629-2638

Kód UT WoS článku

000405939800007

EID výsledku v databázi Scopus

2-s2.0-85021650611