Effects of alkyl or alkyloxy side chains in poly[4,6-bis(3´-dodecylthien-2´-yl)thieno-[3,4-c][1,2,5]thiadiazole-5´,5´-diyl-alt-2,5-di(alkyl or alkyloxy)-1,4-phenylene]: synthesis, photophysics, and spectroelectrochemical and photovoltaic properties

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389013%3A_____%2F17%3A00474405" target="_blank" >RIV/61389013:_____/17:00474405 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.polymer.2017.04.057" target="_blank" >http://dx.doi.org/10.1016/j.polymer.2017.04.057</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.polymer.2017.04.057" target="_blank" >10.1016/j.polymer.2017.04.057</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Effects of alkyl or alkyloxy side chains in poly[4,6-bis(3´-dodecylthien-2´-yl)thieno-[3,4-c][1,2,5]thiadiazole-5´,5´-diyl-alt-2,5-di(alkyl or alkyloxy)-1,4-phenylene]: synthesis, photophysics, and spectroelectrochemical and photovoltaic properties

Popis výsledku v původním jazyce

New low-bandgap donor-acceptor functional copolymers, CDTDP and CDTDOP, composed of 4,6-bis-(3´-dodecylthien-2´-yl)thieno[3,4-c][1,2,5]thiadiazole (DT) and 2,5-didodecyl-1,4-phenylene (DP) or 2,5-didodecyloxy-1,4-phenylene (DOP) structural units, respectively, were synthesized by a rapid Suzuki coupling reaction of the corresponding comonomers in high-boiling-point solvents. The influence of alkyl and alkyloxy side-chains attached to the benzene ring on photophysical, thermochromic and electrochemical properties are reported. CDTDP exhibits absorption in the visible spectral region with long-wavelength maxima at 401–410 nm and 673–703 nm in solutions and at 461–467 nm and 827–841 nm in thin films. The absorption of CDTDOP in solution is significantly red-shifted, extending up to the near infrared region. CDTDOP shows more pronounced thermochromic changes. Both copolymers possess similar high values of electron affinity. CDTDOP with an alkyloxy side chain exhibits a lower ionization potential than that of CDTDP due to the stronger donor character of the substituted benzene unit, which narrows the bandgap value to 1.15 eV compared to that of 1.3 eV for CDTDP. Both copolymers exhibited interesting electrochromism. Spectroelectrochemical properties are shown for both oxidation and reduction. Optical switching is demonstrated and it is shown that response times depended on the side chain nature. Fast response times were detected for CDTDOP with alkyloxy side chains. Photovoltaic (PV) devices made of blends using the copolymers and a fullerene derivative, [6,6]-phenyl-C61-butyric acid methyl ester ([60]PCBM), exhibited different performances. PV devices with an active layer containing CDTDP exhibited higher power efficiency.

Název v anglickém jazyce

Effects of alkyl or alkyloxy side chains in poly[4,6-bis(3´-dodecylthien-2´-yl)thieno-[3,4-c][1,2,5]thiadiazole-5´,5´-diyl-alt-2,5-di(alkyl or alkyloxy)-1,4-phenylene]: synthesis, photophysics, and spectroelectrochemical and photovoltaic properties

Popis výsledku anglicky

New low-bandgap donor-acceptor functional copolymers, CDTDP and CDTDOP, composed of 4,6-bis-(3´-dodecylthien-2´-yl)thieno[3,4-c][1,2,5]thiadiazole (DT) and 2,5-didodecyl-1,4-phenylene (DP) or 2,5-didodecyloxy-1,4-phenylene (DOP) structural units, respectively, were synthesized by a rapid Suzuki coupling reaction of the corresponding comonomers in high-boiling-point solvents. The influence of alkyl and alkyloxy side-chains attached to the benzene ring on photophysical, thermochromic and electrochemical properties are reported. CDTDP exhibits absorption in the visible spectral region with long-wavelength maxima at 401–410 nm and 673–703 nm in solutions and at 461–467 nm and 827–841 nm in thin films. The absorption of CDTDOP in solution is significantly red-shifted, extending up to the near infrared region. CDTDOP shows more pronounced thermochromic changes. Both copolymers possess similar high values of electron affinity. CDTDOP with an alkyloxy side chain exhibits a lower ionization potential than that of CDTDP due to the stronger donor character of the substituted benzene unit, which narrows the bandgap value to 1.15 eV compared to that of 1.3 eV for CDTDP. Both copolymers exhibited interesting electrochromism. Spectroelectrochemical properties are shown for both oxidation and reduction. Optical switching is demonstrated and it is shown that response times depended on the side chain nature. Fast response times were detected for CDTDOP with alkyloxy side chains. Photovoltaic (PV) devices made of blends using the copolymers and a fullerene derivative, [6,6]-phenyl-C61-butyric acid methyl ester ([60]PCBM), exhibited different performances. PV devices with an active layer containing CDTDP exhibited higher power efficiency.

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

Polymer

ISSN

0032-3861

e-ISSN

—

Svazek periodika

118

Číslo periodika v rámci svazku

2 June

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

12

Strana od-do

180-191

Kód UT WoS článku

000403744500020

EID výsledku v databázi Scopus

2-s2.0-85018322843