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Novel Organic Materials: Charge-Transfer Based Functionality

Novel Organic Materials: Charge-Transfer Based Functionality

Georg Juraj Gescheidt-Demner (ORCID: 0000-0002-6827-4337)
  • Grant DOI 10.55776/P20019
  • Funding program Principal Investigator Projects
  • Status ended
  • Start October 1, 2007
  • End December 31, 2011
  • Funding amount € 274,218

Disciplines

Chemistry (30%); Physics, Astronomy (70%)

Keywords

    ESR, Organic Materials, Radicals, Time Resolved Spect., Charge Transfer

Abstract Final report

The search for innovative functional materials is one of the main challenges in today`s synthetic organic chemistry. Such nanoscopic materials can find their use in electronics, molecular signal ing and even as organic magnets. This project comprises an investigation of innovative materials containing efficient donor and acceptor moieties embedded in a covalently joined molecular framework. These promising compounds, synthesized by the group of Prof. F. Diederich (ETH Zürich) in a very efficient way, reveal very intense optical absorptions and a vast palette of advantageous properties. Owing to our ample experience with the aspects of donor-acceptor chemistry, we merge forces to obtain a deeper insight into the intrinsic properties of these functional materials. Our expertise in the fields of (para)magnetic resonance, CIDNP, optical spectroscopy, and theoretical calculations enables us to investigate the electronic properties of these molecules. Moreover the response to photo-excitation in a time-resolved fashion will be studied by various appropriate methods. The measurements will be performed in fluid solutions and at the solid state. It is our aim to establish the electron-transfer-induced properties of bimolecular, monomolecular, and dendritic donor-acceptor systems. The investigation of model systems and a broad variety of systematically modified derivatives will provide the intrinsic factors required to develop rationally designed materials. The aims of this investigation is: - to establish the scope of these innovative materials - to distinguish between molecular and bulk properties - to indicate perspectives for future developments

The search for innovative functional materials is one of the main challenges in today`s synthetic organic chemistry. Such nanoscopic materials can find their use in electronics, molecular signal ing and even as organic magnets. This project comprises an investigation of innovative materials containing efficient donor and acceptor moieties embedded in a covalently joined molecular framework. These promising compounds, synthesized by the group of Prof. F. Diederich (ETH Zürich) in a very efficient way, reveal very intense optical absorptions and a vast palette of advantageous properties. Owing to our ample experience with the aspects of donor-acceptor chemistry, we merge forces to obtain a deeper insight into the intrinsic properties of these functional materials. Our expertise in the fields of (para)magnetic resonance, CIDNP, optical spectroscopy, and theoretical calculations enables us to investigate the electronic properties of these molecules. Moreover the response to photo-excitation in a time-resolved fashion will be studied by various appropriate methods. The measurements will be performed in fluid solutions and at the solid state. It is our aim to establish the electron-transfer-induced properties of bimolecular, monomolecular, and dendritic donor- acceptor systems. The investigation of model systems and a broad variety of systematically modified derivatives will provide the intrinsic factors required to develop rationally designed materials. The aims of this investigation is: to establish the scope of these innovative materials to distinguish between molecular and bulk properties to indicate perspectives for future developments

Research institution(s)
  • Technische Universität Graz - 100%
International project participants
  • Francois Diederich, Eidgenössische Technische Hochschule Zürich - Switzerland

Research Output

  • 858 Citations
  • 22 Publications
Publications
  • 2009
    Title Organic Super-Acceptors with Efficient Intramolecular Charge-Transfer Interactions by [2+2] Cycloadditions of TCNE, TCNQ, and F4-TCNQ to Donor-Substituted Cyanoalkynes
    DOI 10.1002/chem.200802563
    Type Journal Article
    Author Kivala M
    Journal Chemistry – A European Journal
    Pages 4111-4123
  • 2008
    Title One-Electron-Reduced and -Oxidized Stages of Donor-Substituted 1,1,4,4-Tetracyanobuta-1,3-dienes of Different Molecular Architectures
    DOI 10.1002/chem.200800716
    Type Journal Article
    Author Kivala M
    Journal Chemistry – A European Journal
    Pages 7638-7647
  • 2016
    Title Hydrogen Bonding and Dielectric Spectra of Ethylene Glycol–Water Mixtures from Molecular Dynamics Simulations
    DOI 10.1021/acs.jpcb.6b05236
    Type Journal Article
    Author Kaiser A
    Journal The Journal of Physical Chemistry B
    Pages 10515-10523
    Link Publication
  • 2012
    Title Methane Activation in Gold Cation-Exchanged Zeolites: A DFT Study
    DOI 10.1021/cs200653q
    Type Journal Article
    Author Wannakao S
    Journal ACS Catalysis
    Pages 986-992
  • 2012
    Title Donor-Substituted Octacyano[4]dendralenes: Investigation of p-Electron Delocalization in Their Radical Ions
    DOI 10.1021/jo301194y
    Type Journal Article
    Author Breiten B
    Journal The Journal of Organic Chemistry
    Pages 1760-1767
  • 2014
    Title Aggregates of PCBM molecules: A computational study
    DOI 10.1016/j.ijms.2014.01.019
    Type Journal Article
    Author Kaiser A
    Journal International Journal of Mass Spectrometry
    Pages 225-231
  • 2012
    Title Formation and Decay of the Dehydrogenated Parent Anion upon Electron Attachment to Dialanine
    DOI 10.1002/chem.201102433
    Type Journal Article
    Author Gschliesser D
    Journal Chemistry – A European Journal
    Pages 4613-4619
    Link Publication
  • 2012
    Title On Quantitative Determination of Volatile Organic Compound Concentrations Using Proton Transfer Reaction Time-of-Flight Mass Spectrometry
    DOI 10.1021/es203985t
    Type Journal Article
    Author Cappellin L
    Journal Environmental Science & Technology
    Pages 2283-2290
  • 2010
    Title Photophysics of two Prototypical Molecular-Wire Building Blocks: Solvent-Induced Conformational Dynamics?
    DOI 10.1002/cphc.200901005
    Type Journal Article
    Author Rosspeintner A
    Journal ChemPhysChem
    Pages 1700-1710
  • 2010
    Title EPR and ENDOR Studies of Dimeric Paracyclophane Radical Cations and Dications Containing Tri- and Pentamethylene-Bridged p-Phenylene Diamine Units
    DOI 10.1021/jp100348v
    Type Journal Article
    Author Rosspeintner A
    Journal The Journal of Physical Chemistry A
    Pages 6487-6492
  • 2013
    Title Fragmentation of Allylmethylsulfide by Chemical Ionization: Dependence on Humidity and Inhibiting Role of Water
    DOI 10.1021/jp4015806
    Type Journal Article
    Author Maihom T
    Journal The Journal of Physical Chemistry A
    Pages 5149-5160
    Link Publication
  • 2013
    Title Interfacial Bond-Breaking Electron Transfer in Mixed Water–Ethylene Glycol Solutions: Reorganization Energy and Interplay between Different Solvent Modes
    DOI 10.1021/jp405097c
    Type Journal Article
    Author Ismailova O
    Journal The Journal of Physical Chemistry B
    Pages 8793-8801
    Link Publication
  • 2013
    Title A spectroscopic and computational study of Al(III) complexes in cryolite melts: Effect of cation nature
    DOI 10.1016/j.chemphys.2012.11.006
    Type Journal Article
    Author Nazmutdinov R
    Journal Chemical Physics
    Pages 22-29
    Link Publication
  • 2013
    Title Sulfides: chemical ionization induced fragmentation studied with Proton Transfer Reaction-Mass Spectrometry and density functional calculations
    DOI 10.1002/jms.3153
    Type Journal Article
    Author Schuhfried E
    Journal Journal of Mass Spectrometry
    Pages 367-378
  • 2014
    Title Modeling the intrusion of molecules into graphite: Origin and shape of the barriers
    DOI 10.1016/j.ijms.2013.12.015
    Type Journal Article
    Author Huber S
    Journal International Journal of Mass Spectrometry
    Pages 248-254
    Link Publication
  • 2011
    Title Glycine Peptide Bond Formation Catalyzed by Faujasite
    DOI 10.1002/cphc.201100047
    Type Journal Article
    Author Phuakkong O
    Journal ChemPhysChem
    Pages 2160-2168
  • 2011
    Title Dissociative electron attachment to carbonyl fluoride, F2CO
    DOI 10.1016/j.ijms.2011.01.013
    Type Journal Article
    Author Hoshino M
    Journal International Journal of Mass Spectrometry
    Pages 125-128
  • 2011
    Title Donor-substituted octacyano[4]dendralenes: a new class of cyano-rich non-planar organic acceptors
    DOI 10.1039/c0sc00387e
    Type Journal Article
    Author Breiten B
    Journal Chemical Science
    Pages 88-93
  • 2011
    Title Structures and reaction mechanisms of glycerol dehydration over H-ZSM-5 zeolite : a density functional theory study
    DOI 10.1039/c0cp01720e
    Type Journal Article
    Author Kongpatpanich K
    Journal Physical Chemistry Chemical Physics
    Pages 6462-6470
  • 2011
    Title Donor-Substituted Diphenylacetylene Derivatives Act as Electron Donors and Acceptors
    DOI 10.1021/jo2005022
    Type Journal Article
    Author Onitsch C
    Journal The Journal of Organic Chemistry
    Pages 5628-5635
  • 2013
    Title Decorating (C60)n+, n=1–3, with CO2 at low temperatures: Sterically enhanced physisorption
    DOI 10.1016/j.ijms.2013.06.022
    Type Journal Article
    Author Mauracher A
    Journal International Journal of Mass Spectrometry
    Pages 271-274
    Link Publication
  • 2013
    Title Evaporation of silicon nanoparticles under scanning tunneling microscope control
    DOI 10.1016/j.chemphys.2013.08.012
    Type Journal Article
    Author Hager M
    Journal Chemical Physics
    Pages 141-147

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