Igor F Perepichka

• Professor
• ERA Chair at Silesian University of Technology

Strategies for the design and construction of non-linear, 2D and 3D conjugated macromolecules are presented in this critical review. The materials, termed here as star-shaped structures, feature a core unit which may or may not provide conjugated links between arms that radiate like spokes from a central axle. The arms of the macromolecules consist...

Polythiophenes are one of the most important classes of conjugated polymers with a wide range of applications such as conducting films, electrochromics and field-effect transistors that was a subject of a number of past and recent reviews. Much less attention was paid to light-emitting properties of this class of materials, although its unique prop...

Smart windows regulate the indoor solar radiation by adjusting their optical transmissive properties, offering an efficient way toward energy‐saving buildings, vehicles, etc. Electrochromism is one of the most promising solutions due to its simple control, versatile colors. Yet, electrochromics cannot give zero‐transmission through the whole visibl...

Current power supply networks across the world are mostly based on three-phase electrical systems as an efficient and economical way for generation, transmission and distribution of electricity. Now, many electrically driven devices are relying on direct current or single-phase alternating current power supply that complicates utilization of three-...

The design of binders for lithium-ion batteries is highlighted, with an emphasis on key parameters affecting device performance and failure mechanisms. These issues are discussed in detail using the example of a silicon anode and a sulfur cathode.

Microtubular structures have been prepared by soft-template electropolymerization of conjugated organic monomers with the aim to mimic the strong water-adhesive forces of gecko foot or rose petals. Water-saturated solvent of low water solubility (dichloromethane) was used to form a micellar solution stabilized by tetrabutylammonium perchlorate as t...

We explored nitrofluorene derivatives as tunable electron-withdrawing groups for acceptor–donor–acceptor (A–D–A) type non-fullerene acceptors. Their optoelectronic properties and performance in bulk heterojunction solar cells with PBDB-T donor polymer are reported. Introducing up to four nitro groups to the fluorene unit results in deeper frontier...

We explored nitrofluorene derivatives as tunable electron- withdrawing groups for acceptor–donor–acceptor (A–D–A) type non-fullerene acceptors. Their optoelectronic properties and performance in bulk heterojunction solar cells with PBDB-T donor polymer are reported. Introducing up to four nitro groups to the fluorene unit results in deeper frontier...

A series of the esters of 3,4-(2,3-naphtylenedioxy)thiophene-2-acetic acid (NaphDOT-R) have been synthesized, with varying the structure of the ester fragments in the molecules (fluoroalkyl groups and different aromatic moieties: benzene, naphthalene, carbazole and pyrene). Their anodic oxidation by cyclic voltammetry scanning between –1 and +2.0 V...

Two-dimensional (2D) covalent fused-ring aromatic frameworks (FAFs) can be regarded as holey graphene and hold considerable potential in many applications. However, the development of such materials has been seriously limited by their poor solubility. In this work, four soluble 2D fused-ring aromatic frameworks, FAF1−FAF4, soluble in common organic...

A series of the esters of 3,4-(2,3-naphtylenedioxy)thiophene-2-acetic acid (NaphDOT-R) have been synthesized, with varying the structure of the ester fragments in the molecules (fluoroalkyl groups and different aromatic moieties: benzene, naphthalene, carbazole and pyrene). Their anodic oxidation by cyclic voltammetry scanning between –1 and +2.0 V...

A series of thiophene-2,5-dicarboxylic acid diesters (R–Th, compounds 3–9) with linear and branched alkyl (3–7) and benzyl (8,9) ester groups have been synthesized and characterized by ¹H/¹³C NMR and MS. Their electrochemical reduction in cyclic voltammetry experiments proceed as two-step single-electron transfer process to form radical anions R–Th...

A Correction to this paper has been published: https://doi.org/10.1038/s41467-021-20976-0.

In this work, a series of fluorescent cathodically coloring electrochromic (EC) small molecules o-, m-, p-DBFDCz with 3,5-di(9H-carbazol-9-yl)benzene (DCz) linked to dibenzofuran (DBF) at different substitutional positions were synthesized and fully characterized. These compounds are electroactive and undergo quasi-reversible two-step single-electr...

Nitro group (NO2) is one of the most common electron-withdrawing groups but it has rarely been used in the design of organic semiconductors (OSCs). Herein, we report n-type semiconducting behavior of simple fluorenone derivatives functionalized with NO2 and CN groups. While the electron mobilities measured in thin film field-effect transistors are...

In this work, a series of fluorescent cathodically coloring electrochromic (EC) small molecules o-, m-, p-DBFDCz with 3,5-di(9H-carbazol-9-yl)benzene (DCz) linked to dibenzofuran (DBF) at different substitutional positions were synthesized and fully characterized. These compounds are electroactive and undergo quasi-reversible two-step single-electr...

The nitro group (NO2) is one of the most common electron-withdrawing groups but it has rarely been used in the design of organic semiconductors (OSCs). Herein, we report the n-type semiconducting behavior of simple fluorenone derivatives functionalized with NO2 and CN groups. While the electron mobilities measured in the thin film field-effect tran...

Electropolymerization of electron-rich aromatics/heteroaromatics to form conducting polymers is an easy and powerful technique to form surfaces of different nanostructures and hydrophobicity/wettability. Understanding the factors governing the growth of the polymer nanostructures and controlling the surface morphology are the big challenges for the...

Electropolymerization of electron-rich aromatics/heteroaromatics to form conducting polymers is an easy and powerful technique to form surfaces of different nanostructures and hydrophobicity/wettability. Understanding the factors governing the growth of the polymer nanostructures and controlling the surface morphology are the big challenges for the...

Herein, we propose a new strategy to develop air-stable n-type organic semiconductors with non-classical thiophene aromatic diimide derivatives by replacing aromatic naphthalene with a heteroaromatic isothianaphthene core. We designed and successfully synthesized the isothianaphthene core based diimide material, N,N′-bis(n-hexyl)isothianaphthene-2,...

Herein, we propose a new strategy to develop air-stable n-type organic semiconductors with non-classical thiophene aromatic diimide derivatives by replacing aromatic naphthalene with a heteroaromatic isothianaphthene core. We designed and successfully synthesized the isothianaphthene core based diimide material, N,N′-bis(n-hexyl)isothianaphthene-2,...

A family of mono- and ditopic hydroxamic acids have been employed in the synthesis, structural and physical characterisation of discrete (0D) and (1- and 2-D) extended network coordination complexes. Examples of the latter include the 1-D coordination polymer {[Zn(II)(L3H)2]·2MeOH}n (5; L3H2 = 2-(methylamino)phenylhydroxamic acid) and the 2-D exten...

Abstract: A family of mono- and ditopic hydroxamic acids have been employed in the synthesis, structural and physical characterisation of discrete (0D) and (1- and 2-D) extended network coordination complexes. Examples of the latter include the 1-D coordination polymer {[Zn(II)(L3H)2]·2MeOH}n (5; L3H2 = 2-(methylamino)phenylhydroxamic acid) and the...

The CIF file contains single-crystal X-ray structures of all complexes described in the paper. Abstract: A family of mono- and ditopic hydroxamic acids have been employed in the synthesis, structural and physical characterisation of discrete (0D) and (1- and 2-D) extended network coordination complexes. Examples of the latter include the 1-D coordi...

Smart windows regulate the indoor solar radiation by adjusting their optical transmissive properties, offering an efficient way toward energy-saving buildings, vehicles, etc. Electrochromism is one of the most promising solutions due to its simple control, versatile colors. Yet, electrochromics cannot give zero-transmission through the whole visibl...

In the quest of ideal color and performance of black electrochromism, two solution-processable neutral black electrochromic copolymers, PTTBTPh0.35 and PTTBTTh0.30, have been prepared through the facile direct (hetero)arylation polymerization. Both copolymers exhibit favorable black color with broad absorption across the visible range of the spectr...

Supporting Information to the paper: Weishuo Li, Jiaoyi Ning, Yuyang Yin, Xing Xing, Maowei Qi, Tingting Li, Jupeng Cao, Yaowu He, Igor F. Perepichka and Hong Meng, Thieno[3,2- b ]thiophene-based Conjugated Copolymers for Solution-processable Neutral Black Electrochromism. Polymer Chemistry, 2018, 9, 5608–5616; DOI: 10.1039/c8py01208c

Controlling the surface structures of conducting polymers is extremely important for various applications not only because of their unique optoelectronic properties but also owing to the wetting properties of these materials. Using a templateless electropolymerization approach, we report the formation of porous polymer nanostructures from a series...

A series of 4,5-diazafluorene-based (N) conjugated co-oligomers with 9,9-dialkylfluorene (F) or electron-deficient dibenzothiophene-S,S-dioxide (S) have been synthesized by Pd-catalyzed coupling reaction (FNF, FFNFF, FNoF, SNS, NSN). Cyclic voltammetry studies reveal their improved electron affinity compared to oligofluorene. SNS and NSN co-oligome...

Supporting information to the paper on electron-deficient light-emitting co-oligomers based on 4,5-diazafluorene core, and their use as selective fluorescent sensors on Hg(2+) cations.

The movie shows the selectivity of BLUE light-emitting oligomer FNF (fluorene-4,5-diazfluorene-fluorene) toward Hg(2+) cations, adding of which tune its fluorescence to GREEN region.

The movie shows the selectivity of BLUE light-emitting oligomer FFNFF (fluorene-fluorene-4,5-diazafluorene-fluorene-fluorene) toward Hg(2+) cations, adding of which tune its fluorescence to GREEN region.

The movie shows the selectivity of YELLOW light-emitting oligomer FNoF (fluorene-4,5-diaza-9-fluorenone-fluorene) toward Hg(2+) cations, adding of which tune its fluorescence to ORANGE region.

A novel, facile and efficient one-pot microwave-assisted method of synthesis allowing an access to a new series of 3,4-phenylenedioxy-thiophene derivatives with electron-withdrawing groups at the benzene ring (EWG-PheDOT) and their analogs (with expanded side π-system or with heteroaromatic rings, ArDOT) by reaction of 2,5-dialkoxycarbonyl-3,4-dihy...

Two novel thieno[3,2-b]thiophene (TT)/3,4-ethylenedioxythiophene (EDOT)-based compounds of 2,5- (EDOT–TT–EDOT) type bearing electron-withdrawing side groups (4-cyanophenyl or 4-pyridyl) at 3,6- positions of the TT moiety have been synthesized. Their electropolymerization leads to electroactive conjugated polymers, P(CNPh-ETTE) and P(Py-ETTE), which...

Thieno[3,2-b]thiophene (TT) monomers end-capped with 3,4-ethylenedioxythiophene (EDOT) moieties are electropolymerized to form π-conjugated polymers with distinct electrochromic (EC) properties. Steric and electronic factors (electron donor and acceptor substituents) in the side groups of the TT core, as well as the structure of the polymer backbon...

The News Feature “Out in the cold” (R. Stone, 8 April, p. [140][1]) aims to report on the state of science and scientists in the Crimean Peninsula of Ukraine, post-occupation by the Russian Federation. We were dismayed to see it under the heading “Science in Russia.” This is in stark

In some donor–acceptor blends based on conjugated polymers, a pronounced charge-transfer complex (CTC) forms in the electronic ground state. In contrast to small-molecule donor-acceptor blends, the CTC concentration in polymer:acceptor solution can increase with acceptor content in a threshold-like way. This threshold-like behavior was earlier attr...

https://www.crcpress.com/Organic-Light-Emitting-Materials-and-Devices-Second-Edition/Li/9781439882238 This book provides a single source of information covering all aspects of OLEDs, including the systematic investigation of organic light-emitting materials, device physics and engineering, and manufacturing and performance measurement techniques....

We report on ground and excited state charge transfer in charge-transfer complexes in films formed between a semiconducting polymer, MEH-PPV (poly[2-methoxy-5-(2′-ethylhexyloxy)-1,4-phenylenevinylene]), and a series of fluorene electron acceptors. The latter were designed to vary systematically the electron affinity (EA) over ∼1.5 eV by attachment...

We provide an overview of the current progress in the synthesis of poly(p-phenylene vinylene) (PPV) polymers. The described synthetic approaches can be divided into four main categories: polymerization of quinodimethane intermediates, metathesis polymerization, nucleophilic polycondensation, and palladium-catalyzed cross-coupling. While such variet...

The cover picture presents a collage of graphics originating from this special issue commemorating the unfortunately short life and remarkably vivid scientific contribution of Prof. Michael Bendikov (1971–2013). The title of the issue, "Organic Electronics", aligns with the core of Michaels latest scientific interests, which in turn went well beyon...

We study charge recombination rates in blends of MEH-PPV and a comprehensive set of low molecular-weight fluorine-based acceptors, using visible-pump - IR-probe photoinduced absorption technique. The positions of acceptor's HOMO-LUMO levels are engineered by addition of different chemical substituents. The results clearly show the exponential scali...

A family of star-shaped conjugated oligofluorene molecules based around a central benzene core is studied with the aim of identifying how changes in molecular structure can affect the laser performance of organic materials. As the oligofluorene arm length increases the optical transitions are found to move to longer wavelength, there is an increase...

In this work, we prepared a series of new conjugated polyselenophenes that, in the 3,4-positions of the selenophene ring, have oxygen or sulfur substituents bridged by a phenylene moiety. Such substitution of a conjugated backbone produces a skeleton that has only planar units, does not have stereo centers, and offers the potential to structurally...

The Raman spectra of a series of fluorine (F)∕dibenzothiophene-S,S-dioxide co-oligomers (S) of different length and alternation sequences in their backbones (FSF, FFSFF, FSFSF, and FASAF; A is the -C≡C- bridge) have been recorded and simulated theoretically. It is shown that Raman spectroscopy is useful to probe π conjugation and ground state elect...

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Benzothieno[2,3-c]pyridinium and benzothieno[2,3-c]quinolinium salts were synthesized either by quaternization of benzothieno[2,3-c]pyridines, or recyclization of benzothieno[2,3-c]pyrylium salts with primary amines. One-pot synthesis of benzothieno[3,2-g]indolizinium salts from 1-(3-chloropropyl)-benzothieno[2,3-c]pyrylium included consequent recy...

Benzothieno[2,3-c]pyridinium and benzothieno[2,3-c]quinolinium salts were synthesized either by quaternization of benzothieno[2,3-c]pyridines, or recyclization of benzothieno[2,3-c]pyrylium salts with primary amines. One-pot synthesis of benzothieno[3,2-g]indolizinium salts from 1-(3-chloropropyl)-benzothieno[2,3-c]pyrylium included consequent rec...

Star-shaped oligofluorene consists of highly-fluorescent macromolecules of considerable interest for organic electronics. Here, we demonstrate controlled micro-patterning of these organic nanostructured molecules by blending them with custom-synthesized photo-curable aliphatic polymer matrices to facilitate solventless inkjet printing. The printed...

We report what we believe to be the first use of organic nanostructures for efficient colour conversion of gallium nitride light emitting diodes (LEDs). The particular nanomaterials, based on star-shaped truxene oligofluorenes, offer an attractive alternative to inorganic colloidal quantum dots in the search for novel and functional ‘nanophosphors’...

A blue-emitting distributed feedback laser based on a star-shaped oligofluorene truxene molecule is presented. The gain, loss, refractive index, and (lack of) anisotropy are measured by amplified spontaneous emission and variable-angle ellipsometry. The waveguide losses are very low for an organic semiconductor gain medium, particularly for a neat...

This essential resource consists of a series of critical reviews written by leading scientists, summarising the progress in the field of conjugated thiophene materials. It is an application-oriented book, giving a chemists' point of view on the state-of-art and perspectives of the field. While presenting a comprehensive coverage of thiophene-based...

A description of the synthesis of random (9,9-dioctylfluorene-2,7-diyl)-dibenzothiophene-S,S-dioxide-3,7-diyl) co-polymers (p(F-S)x) by palladium- catalyzed Suzuki cross-coupling polymerization where the feed ration of the latter is varied from 2 to 30 mol % (i.e., x=2-30) is given. Polymer light emitting devices are fabricated with the configurati...

This paper presents the cure characteristics of a photoresist material, which contains fluorene-based light-emitting molecules. The absorption and fluorescence spectra of the oligofluorene derivative indicate that a homogeneous dispersion of the T4 molecules is achieved throughout the CHDV matrix. Apparent environmental protection of the T4 molecul...

This paper presents the cure characteristics of a photoresist material, which contains fluorene-based light-emitting molecules. The absorption and fluorescence spectra of the oligofluorene derivative indicate that a homogeneous dispersion of the T4 molecules is achieved throughout the CHDV matrix. Apparent environmental protection of the T4 molecul...

Attaching electron-rich 1,3-dithiol-2-ylidene moieties to polynitrofluorene electron acceptors leads to the formation of highly conjugated compounds 6 to 11, which combine high electron affinity with a pronounced intramolecular charge transfer (ICT) that is manifested as an intense absorption band in their visible spectra. Such a rare combination o...

We report the synthesis, characterisation, photophysical and electrochemical properties of a series of cationic cyclometallated Ir-III complexes of general formula [Ir(ppy)(2)(phen)]PF6 (ppy = 2-phenylpyridine, phen=a substituted phenanthroline). A feature of these complexes is that the phen ligands are substituted with one or two 9,9-dihexylfluore...

The photodynamics of a C60-dithiapyrene donor-acceptor conjugate were compared with the corresponding C60-pyrene conjugate. The photoinduced charge separation and subsequent charge recombination processes were examined by time-resolved fluorescence measurements on the picosecond timescale and transient absorption measurements on the picosecond and...

The first cyclometalated dibenzothiophene S,S-dioxide derivative, namely [fac-2-(5,5-dioxidodibenzothiophen-3-yl)pyridineliridium(III) (3) has been synthesised in high yield and characterised by X-ray crystallography, solution electrochemistry, absorption and emission spectroscopy. The Ir atom has a fac-octahedral coordination with three chelating...