Near-infrared absorbing hydrogen-bonded dithioketopyrrolopyrrole (DTPP) n-type semiconductors
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378271%3A_____%2F22%3A00555817" target="_blank" >RIV/68378271:_____/22:00555817 - isvavai.cz</a>
Alternative codes found
RIV/00216305:26310/21:PU141958 RIV/00216208:11310/22:10433533
Result on the web
<a href="https://doi.org/10.1016/j.dyepig.2021.109884" target="_blank" >https://doi.org/10.1016/j.dyepig.2021.109884</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.dyepig.2021.109884" target="_blank" >10.1016/j.dyepig.2021.109884</a>
Alternative languages
Result language
angličtina
Original language name
Near-infrared absorbing hydrogen-bonded dithioketopyrrolopyrrole (DTPP) n-type semiconductors
Original language description
Well-known 1,4-diketo-3,6-diphenyl-pyrrolo-[3,4-c]-pyrrole (Ph-DPP) and 1,4-diketo-3,6-(thiophen-2-yl)-pyrrolo-[3,4-c]-pyrrole (Th-DPP) were transformed to their 1,4-dithioketo heteroanalogues (Ph-DTPP and Th-DTPP). X-ray single crystal structure determination confirmed the presence of CS-HN hydrogen bonds and a similar stack formation in both DTPPs, leading to relatively high decomposition temperatures, about 350 ◦C. According to density functional theory (DFT) calculations, thionation left HOMO (π-type) level almost unchanged, considerably destabilized non-bonding orbital (n-orbital) localized on thioketo group, and significantly decreased LUMO (π*-type) energy. Evolution of HOMO and LUMO energies was confirmed by cyclic voltammetry, establishing LUMO energy at 4.5 eV for both DTPPs.
Czech name
—
Czech description
—
Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
—
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Dyes and Pigments
ISSN
0143-7208
e-ISSN
1873-3743
Volume of the periodical
197
Issue of the periodical within the volume
Jan
Country of publishing house
GB - UNITED KINGDOM
Number of pages
11
Pages from-to
109884
UT code for WoS article
000708571900006
EID of the result in the Scopus database
2-s2.0-85117253184