0000000000287631

AUTHOR

Iwan Zimmermann

showing 21 related works from this author

Tetrasubstituted Thieno[3,2- b]thiophenes as Hole-Transporting Materials for Perovskite Solar Cells

2019

Three hole-transporting materials (HTMs) were prepared following a straightforward synthetic route by cross-linking arylamine-based ligands with a simple thieno[3,2-b]thiophene (TbT) core. The novel HTMs were fully characterized with standard techniques to gain insight into their optical and electrochemical properties and were incorporated in solution-processed mesoporous (FAPbI3)0.85(MAPbBr3)0.15 perovskite-based solar cells. The similar molecular structure of the synthesized HTMs was leveraged to investigate the role that the bridging units between the conjugated TbT core and the peripheral arylamine units plays on their properties and thereby on the photovoltaic response. A remarkable po…

010405 organic chemistryChemistryOrganic ChemistryPhotovoltaic systemEnergy conversion efficiencyConjugated system010402 general chemistryElectrochemistry7. Clean energy01 natural sciencesCombinatorial chemistry0104 chemical scienceschemistry.chemical_compoundThiopheneMoleculeMesoporous material
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Isomerism effect on the photovoltaic properties of benzotrithiophene-based hole-transporting materials

2017

Engineering of inorganic–organic lead halide perovskites for photovoltaic applications has experienced significant advances in recent years. However, the use of the relatively expensive spiro-OMeTAD as a hole-transporting material (HTM) poses a challenge due to dopant-induced degradation. Herein we introduce two new three-armed and four-armed HTMs (BTT-4 and BTT-5) based on isomeric forms of benzotrithiophene (BTT). The isomerism impact on the optical, electrochemical and photophysical properties and the photovoltaic performance is systematically investigated. Perovskite solar cells (PSCs) using BTT-4 and BTT-5 as HTMs show remarkable light-to-energy conversion efficiencies of 19.0% and 18.…

Materials scienceRenewable Energy Sustainability and the EnvironmentPhotovoltaic systemGeneral Materials ScienceNanotechnology02 engineering and technologyGeneral Chemistry010402 general chemistry021001 nanoscience & nanotechnology0210 nano-technology01 natural sciences0104 chemical sciencesPerovskite (structure)
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Dibenzoquinquethiophene- and Dibenzosexithiophene-Based Hole-Transporting Materials for Perovskite Solar Cells

2018

Fused oligothiophene-based π-conjugated organic derivatives have been widely used in electronic devices. In particular, two-dimensional (2D) heteroarenes offer the possibility of broadening the scope by extending the π-conjugated framework, which endows enhanced charge transport properties due to the potential intermolecular π–π stacking. Here, the synthesis and characterization of two new small-molecule hole-transporting materials (HTMs) for perovskite solar cells (PSCs) are reported. The newly custom-made compounds are based on dibenzoquinquethiophene (DBQT) and dibenzosexithiophene (DBST) cores, which are covalently linked to triphenylamine moieties to successfully afford the four-armed …

Materials scienceGeneral Chemical EngineeringIntermolecular forceStackingNanotechnology02 engineering and technologyGeneral Chemistry010402 general chemistry021001 nanoscience & nanotechnologyTriphenylamine01 natural sciences0104 chemical sciencesCharacterization (materials science)chemistry.chemical_compoundchemistryCovalent bondMaterials Chemistry0210 nano-technologyPerovskite (structure)Chemistry of Materials
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Non-Planar and Flexible Hole-Transporting Materials from Bis-Xanthene and Bis-Thioxanthene Units for Perovskite Solar Cells

2019

Two new hole-transporting materials (HTMs), BX-OMeTAD and BTX-OMeTAD, based on xanthene and thioxanthene units, respectively, and bearing p-methoxydiphenylamine peripheral groups, are presented for their use in perovskite solar cells (PSCs). The novelty of the newly designed molecules relies on the use of a single carbon-carbon bond ‘C−C’ as a linker between the two functionalized heterocycles, which increases the flexibility of the molecule compared with the more rigid structure of the widely used HTM spiro-OMeTAD. The new HTMs display a limited absorbance in the visible region, due to the lack of conjugation between the two molecular halves, and the chemical design used has a remarkably i…

XantheneOrganic ChemistryEnergy conversion efficiencyThioxantheneBiochemistryCombinatorial chemistryCatalysisInorganic ChemistryAbsorbancechemistry.chemical_compoundPlanarchemistryDrug DiscoveryMoleculePhysical and Theoretical ChemistryLinkerPerovskite (structure)
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Heteroatom Effect on Star-Shaped Hole-Transporting Materials for Perovskite Solar Cells

2018

Materials scienceHeteroatom02 engineering and technologyStar (graph theory)010402 general chemistry021001 nanoscience & nanotechnologyCondensed Matter Physics01 natural sciences0104 chemical sciencesElectronic Optical and Magnetic MaterialsBiomaterialsCrystallographyElectrochemistry0210 nano-technologyPerovskite (structure)
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Molecular Engineering of Iridium Blue Emitters Using Aryl N‐Heterocyclic Carbene Ligands

2016

The synthesis of a new series of neutral bis[2-(2,4-difluorophen-2-yl)pyridine][1-(2-aryl)-3-methylimidazol-2-ylidene]iridium(III) complexes is reported. Each complex has been characterized by NMR spectroscopy, UV/Vis spectrophotometry, and cyclic voltammetry, and the photophysical properties examined in depth. Furthermore, two of the complexes have been characterized by single-crystal X-ray diffraction analysis. By systematically modifying the cyclometalating aryl group on the N-heterocyclic carbene (NHC) ligand from 2,4-dimethoxyphenyl to 6-methoxy-2-methyl-3-pyridyl, the energy levels of the Ir complexes were modified to produce new blue emitters with increased HOMO and triplet-state ene…

LigandArylchemistry.chemical_element02 engineering and technologyNuclear magnetic resonance spectroscopy010402 general chemistry021001 nanoscience & nanotechnologyPhotochemistry01 natural sciences0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundchemistryPyridineOLEDIridiumCyclic voltammetry0210 nano-technologyCarbeneEuropean Journal of Inorganic Chemistry
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Hole transporting materials based on benzodithiophene and dithienopyrrole cores for efficient perovskite solar cells

2018

The development of highly efficient hole transporting materials (HTMs) for perovskite solar cells (PSCs) is still one of the most thrilling research subjects in the development of this emerging photovoltaic technology. Inner ring engineering of the aromatic core of new HTMs – consisting of three fused rings endowed with four triarylamine units – reveals major performance effects over the fabricated devices. In particular, substitution of the central pyrrole ring in dithienopyrrole (DTP) by a benzene ring – benzodithiophene (BDT) – allows enhancing the power conversion efficiency from 15.6% to 18.1%, in devices employing mixed-perovskite (FAPbI3)0.85(MAPbBr3)0.15 (MA: CH3NH3+, FA: NHCHNH3+) …

PhotoluminescenceMaterials scienceRenewable Energy Sustainability and the Environmentbusiness.industryPhotovoltaic systemEnergy conversion efficiency02 engineering and technologyGeneral ChemistryConductivity010402 general chemistry021001 nanoscience & nanotechnologyRing (chemistry)01 natural sciences7. Clean energy0104 chemical sciencesActive layerOptoelectronicsGeneral Materials ScienceDensity functional theory0210 nano-technologybusinessPerovskite (structure)
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Hole-Transporting Materials for Perovskite Solar Cells Employing an Anthradithiophene Core

2021

A decade after the report of the first efficient perovskite-based solar cell, development of novel hole-transporting materials (HTMs) is still one of the main topics in this research field. Two of the main advance vectors of this topic lie in obtaining materials with enhanced hole-extracting capability and in easing their synthetic cost. The use of anthra[1,9-bc:5,10-b'c']dithiophene (ADT) as a flat π-conjugated frame for bearing arylamine electroactive moieties allows obtaining two novel highly efficient HTMs from very cheap precursors. The solar cells fabricated making use of the mixed composition (FAPbI3)0.85(MAPbBr3)0.15 perovskite and the novel ADT-based HTMs show power conversion effi…

Materials scienceHigh conductivitybusiness.industry02 engineering and technology010402 general chemistry021001 nanoscience & nanotechnology7. Clean energy01 natural sciences0104 chemical scienceslaw.inventionCore (optical fiber)lawSolar cellMoleculeOptoelectronicsGeneral Materials ScienceDensity functional theory0210 nano-technologybusinessPerovskite (structure)
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Perovskite Solar Cells: Heteroatom Effect on Star-Shaped Hole-Transporting Materials for Perovskite Solar Cells (Adv. Funct. Mater. 31/2018)

2018

BiomaterialsMaterials scienceChemical engineeringHeteroatomElectrochemistryStar (graph theory)Condensed Matter PhysicsElectronic Optical and Magnetic MaterialsPerovskite (structure)Advanced Functional Materials
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Saddle-like, π-conjugated, cyclooctatetrathiophene-based, hole-transporting material for perovskite solar cells

2019

A flexible, saddle-like, π-conjugated skeleton composed of four fused thiophene rings forming a cyclooctatetrathiophene (CoTh) with four triphenylamines (CoTh-TTPA) is presented as a hole-transporting material (HTM) for perovskite solar cells. The new HTM shows a bright red color stemming from a direct conjugation between the TPA groups and the central CoTh scaffold. This results in a charge transfer band due to the combination of the weak acceptor moiety, the CoTh unit, and the electron-donating p-methoxytriphenylamine groups. CoTh-TTPA exhibits a suitable highest-occupied molecular orbital (HOMO) level in relation to the valence band edge of the perovskite, which ensures efficient hole ex…

Materials sciencePhotoluminescence02 engineering and technologyGeneral ChemistryConductivityConjugated system010402 general chemistry021001 nanoscience & nanotechnology7. Clean energy01 natural sciencesAcceptor0104 chemical scienceschemistry.chemical_compoundCrystallographychemistryMaterials ChemistryThiopheneMoietyMolecular orbital0210 nano-technologyPerovskite (structure)
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High‐Efficiency Perovskite Solar Cells Using Molecularly Engineered, Thiophene‐Rich, Hole‐Transporting Materials: Influence of Alkyl Chain Length on …

2016

The synthesis and characterization of a series of novel small-molecule hole-transporting materials (HTMs) based on an anthra[1,2-b:4,3-b′:5,6-b′′:8,7-b′′′]tetrathiophene (ATT) core are reported. The new compounds follow an easy synthetic route and have no need of expensive purification steps. The novel HTMs are tested in perovskite solar cells and power conversion efficiencies (PCE) of up to 18.1% under 1 sun irradiation are measured. This value is comparable with the 17.8% efficiency obtained using 2,2′,7,7′-tetrakis(N,N-di-p-methoxyphenylamine)-9,9′-spirobifluorene as a reference compound. Similarly, a significant quenching of the photoluminescence in the first nanosecond is observed, ind…

chemistry.chemical_classificationPhotoluminescenceQuenching (fluorescence)Materials scienceRenewable Energy Sustainability and the EnvironmentEnergy conversion efficiency02 engineering and technologyConductivity010402 general chemistry021001 nanoscience & nanotechnology01 natural sciences7. Clean energy0104 chemical scienceschemistry.chemical_compoundChemical engineeringchemistryThiopheneOrganic chemistryGeneral Materials ScienceSolubility0210 nano-technologyAlkylPerovskite (structure)Advanced Energy Materials
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Bis(arylimidazole) Iridium Picolinate Emitters and Preferential Dipole Orientation in Films

2018

The straightforward synthesis and photophysical properties of a new series of heteroleptic iridium(III) bis(2-arylimidazole) picolinate complexes are reported. Each complex has been characterized by nuclear magnetic resonance, UV-vis, cyclic voltammetry, and photoluminescent angle dependency, and the emissive properties of each are described. The preferred orientation of transition dipoles in emitter/host thin films indicated more preferred orientation than homoleptic complex Ir(ppy)3.

PhotoluminescenceMaterials sciencePicolinate emittersGeneral Chemical EngineeringThin filmschemistry.chemical_elementHOL - Holst02 engineering and technologyOrientation (graph theory)010402 general chemistry01 natural sciencesArticleEmissive propertieslcsh:Chemistrychemistry.chemical_compoundIridiumThin filmHomolepticCommon emitterTS - Technical SciencesIndustrial InnovationGeneral Chemistry021001 nanoscience & nanotechnology0104 chemical sciencesDipoleCrystallographychemistrylcsh:QD1-999Nano TechnologyCyclic voltammetryElectronics0210 nano-technology
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High-Efficiency Perovskite Solar Cells using Molecularly-Engineered, Thiophene-Rich,Hole-Transporting Materials: Influence of Alkyl Chain Length on P…

2016

The synthesis and characterization of a series of novel small-molecule hole-transporting materials (HTMs) based on an anthra[1,2-b:4,3-b′:5,6-b′′:8,7-b′′′]tetrathiophene (ATT) core are reported. The new compounds follow an easy synthetic route and have no need of expensive purification steps. The novel HTMs were tested in perovskite solar cells (PSCs) and power conversion efficiencies (PCE) of up to 18.1 % under 1 sun irradiation were 2 measured. This value is comparable with the 17.8 % efficiency obtained using spiroOMeTAD as a reference compound. Similarly, a significant quenching of the Photoluminescence in the first nanosecond is observed, indicative of effective hole transfer.Additiona…

Química orgánica
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CCDC 1445197: Experimental Crystal Structure Determination

2016

Related Article: Sadig Aghazada, Aron J. Huckaba, Antonio Pertegas, Azin Babaei, Giulia Grancini, Iwan Zimmermann, Henk Bolink and Mohammad Khaja Nazeeruddin|2016|Eur.J.Inorg.Chem.||5089|doi:10.1002/ejic.201600971

Space GroupCrystallographyCrystal SystemCrystal Structure(2-methyl-6-methoxy-3-(3-methylimidazol-1-yl-2-ylidene)pyridin-4-yl)-bis(35-difluoro-2-(2-pyridyl)phenyl)-iridiumCell ParametersExperimental 3D Coordinates
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CCDC 1813461: Experimental Crystal Structure Determination

2018

Related Article: Inés García-Benito, Iwan Zimmermann, Javier Urieta-Mora, Juan Aragó, Joaquín Calbo, Josefina Perles, Alvaro Serrano, Agustín Molina-Ontoria, Enrique Ortí, Nazario Martín, Mohammad Khaja Nazeeruddin|2018|Adv.Energy Mater.|28|1801734|doi:10.1002/adfm.201801734

Space GroupCrystallographyCrystal System4-(58-bis{4-[bis(4-methoxyphenyl)amino]phenyl}benzo[12-b:34-b':56-b'']trisselenophen-2-yl)-NN-bis(4-methoxyphenyl)aniline toluene solvateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1445196: Experimental Crystal Structure Determination

2016

Related Article: Sadig Aghazada, Aron J. Huckaba, Antonio Pertegas, Azin Babaei, Giulia Grancini, Iwan Zimmermann, Henk Bolink and Mohammad Khaja Nazeeruddin|2016|Eur.J.Inorg.Chem.||5089|doi:10.1002/ejic.201600971

Space GroupCrystallographyCrystal SystemCrystal Structure(26-dimethoxy-3-(3-methylimidazol-1-yl-2-ylidene)pyridin-4-yl)-bis(35-difluoro-2-(2-pyridyl)phenyl)-iridiumCell ParametersExperimental 3D Coordinates
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CCDC 1583689: Experimental Crystal Structure Determination

2018

Related Article: Aron J. Huckaba, Alessia Senes, Sadig Aghazada, Azin Babaei, Stefan C. J. Meskers, Iwan Zimmermann, Pascal Schouwink, Natalia Gasilova, René A. J. Janssen, Henk J. Bolink, Mohammad Khaja Nazeeruddin|2018|ACS Omega|3|2673|doi:10.1021/acsomega.8b00137

bis(2-{1-[246-tri-isopropylphenyl]-1H-imidazol-2-yl}phenyl)-(pyridine-2-carboxylato)-iridium hydrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1583690: Experimental Crystal Structure Determination

2018

Related Article: Aron J. Huckaba, Alessia Senes, Sadig Aghazada, Azin Babaei, Stefan C. J. Meskers, Iwan Zimmermann, Pascal Schouwink, Natalia Gasilova, René A. J. Janssen, Henk J. Bolink, Mohammad Khaja Nazeeruddin|2018|ACS Omega|3|2673|doi:10.1021/acsomega.8b00137

Space GroupCrystallographybis(2-{1-[26-di-isopropylphenyl]-1H-imidazol-2-yl}phenyl)-(4-methoxypyridine-2-carboxylate)-iridium hemihydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1813460: Experimental Crystal Structure Determination

2018

Related Article: Inés García-Benito, Iwan Zimmermann, Javier Urieta-Mora, Juan Aragó, Joaquín Calbo, Josefina Perles, Alvaro Serrano, Agustín Molina-Ontoria, Enrique Ortí, Nazario Martín, Mohammad Khaja Nazeeruddin|2018|Adv.Energy Mater.|28|1801734|doi:10.1002/adfm.201801734

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters4-(58-bis{4-[bis(4-methoxyphenyl)amino]phenyl}benzo[12-b:34-b':56-b'']tristhiophen-2-yl)-NN-bis(4-methoxyphenyl)aniline toluene solvateExperimental 3D Coordinates
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CCDC 1813459: Experimental Crystal Structure Determination

2018

Related Article: Inés García-Benito, Iwan Zimmermann, Javier Urieta-Mora, Juan Aragó, Joaquín Calbo, Josefina Perles, Alvaro Serrano, Agustín Molina-Ontoria, Enrique Ortí, Nazario Martín, Mohammad Khaja Nazeeruddin|2018|Adv.Energy Mater.|28|1801734|doi:10.1002/adfm.201801734

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters4-(58-bis{4-[bis(4-methoxyphenyl)amino]phenyl}benzo[12-b:34-b':56-b'']trifuran-2-yl)-NN-bis(4-methoxyphenyl)aniline toluene solvateExperimental 3D Coordinates
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CCDC 1584183: Experimental Crystal Structure Determination

2018

Related Article: Aron J. Huckaba, Alessia Senes, Sadig Aghazada, Azin Babaei, Stefan C. J. Meskers, Iwan Zimmermann, Pascal Schouwink, Natalia Gasilova, René A. J. Janssen, Henk J. Bolink, Mohammad Khaja Nazeeruddin|2018|ACS Omega|3|2673|doi:10.1021/acsomega.8b00137

Space GroupCrystallographybis(2-{1-[26-di-isopropylphenyl]-1H-imidazol-2-yl}phenyl)-(4-methylpyridine-2-carboxylato)-iridiumCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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