1241836-03-2

Usage

Uses

Used in Organic Solar Cells:
3,6-bis(5-(benzofuran-2-yl)thiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione is used as an active layer material for its ability to enhance the light absorption and charge transport properties of solar cells, contributing to improved power conversion efficiency.
Used in Organic Field-Effect Transistors:
In the industry of organic field-effect transistors, 3,6-bis(5-(benzofuran-2-yl)thiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione serves as a semiconductor material due to its unique electronic properties that facilitate the control of charge carrier mobility, thus affecting the transistor's performance.
Used in Research and Development for Organic Electronics:
3,6-bis(5-(benzofuran-2-yl)thiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione is utilized as a subject of study for its potential in advancing the understanding of organic electronic materials, paving the way for the development of novel devices and applications in this field.

Upstream product

• 1000623-95-9 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 
• 402503-13-3 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]furan 
• 1185885-86-2 2,5-bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione 
• 57083-15-5 trimethyl-(benzofuran-2-yl)stannane 
• 18908-66-2 3-bromomethylheptane 
• 1003-31-2 thiophene-2-carbonitrile 

Relevant academic research and scientific papers

Solvatochromism in diketopyrrolopyrrole derivatives: Experimental and computational studies

A series of seven thiophen-substituted diketopyrrolopyrrole derivatives were synthesised and their solution absorption spectra characterised in a range of solvents of varying polarity. The absorption spectra of these diketopyrrolopyrrole derivatives exhibited significant negative solvatochromism. The behaviour is consistent with results of time-dependent density-functional theory calculations of excitation energies. Calculated electronic structures suggest that there is significant charge transfer between the electron-donating thiophen substituents and the diketopyrrolopyrrole core but that the magnitude of this charge shift is reduced in the excited state compared with the ground state. The resulting reduction in polarity of the excited state accounts for the negative solvatochromism observed. The implications of the results for the potential application of diketopyrrolopyrrole compounds as photovoltaic materials are considered.

Structure-properties relationships in conjugated molecules based on diketopyrrolopyrrole for organic photovoltaics

Conjugated systems built by connecting two electron-donor side-chains to a diketopyrrolopyrrole (DPP) core have been synthesized and evaluated as donor material in heterojunction organic solar cells. The effects of composition of the side-chain on the electronic properties of the conjugated system have been analyzed on first series of compounds containing various combinations of benzofuran, benzothiophene, thiophene and furan units. In a second series of compounds, the keto groups of DPP have been replaced by one or two thioketo groups. Results of UV-vis absorption spectroscopy, fluorescence emission spectroscopy and cyclic voltammetry show that the composition of the side-chain has little effect on the HOMO and LUMO levels of the system, but strongly affects the sensitivity of the material toward thermal treatment and thus indirectly the performances of the resulting solar cells. On the other hand, replacement of the keto groups of DPP by thioketo ones leads at the same time to significant reduction of the band gap due to a decrease of the LUMO level, to a quenching of fluorescence and to dramatic decrease of the photovoltaic activity of the molecule.