0000000001298799

AUTHOR

Jakob Wudarczyk

Dipolar Relaxation in Functionalized Poly-p-phenylenes Bearing Ultrastrong Dipoles Perpendicular to the Backbone

Local polymer dynamics are studied in polymers bearing dipoles rigidly attached to the backbone. The compounds are based on cyano-substituted dihydrobenzimidazoles bearing ultrastrong dipole moments (∼12 D per repeat unit) incorporated in a poly-p-phenylene backbone, giving rise to polymers with rigid dipoles perpendicular to the chain. They belong to type B polymers according to the Stockmayer classification. They are ideal model systems for studying rotational isomers in the gas phase and the self-assembly and local dynamics in the solid state. Gas phase calculations (DFT) provided the dipole moments, the energetic barriers, and the backbone conformation as a function of the dipole streng…

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Hexasubstituted Benzenes with Ultrastrong Dipole Moments

Hexasubstituted benzenes have been synthesized with the highest known dipole moments, as determined by dielectric spectroscopy and DFT methods. Based on the preparation of 4,5-diamino-3,6-dibromophthalonitrile, combined with a novel method to synthesize dihydrobenzimidazoles, these benzene derivatives have dipole moments in excess of 10 debye. Such dipole moments are desirable in ferroelectrics, nonlinear optics, and in organic photovoltaics. Structure determination was achieved through single-crystal X-ray crystallography, and the optical properties were determined by UV/Vis absorption and fluorescence spectroscopy.

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Hexasubstituierte Benzolderivate mit ultrastarken Dipolmomenten

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Dicyanobenzothiadiazole Derivatives Possessing Switchable Dielectric Permittivities

Benzothiadiazoles are important electron acceptors and are frequently employed as electron-deficient components of donor-acceptor polymers. We report the effect of nitrile functionalities on the reactivity, steric hindrance, optoelectronic properties, and dielectric permittivity in dicyanobenzothioadiazole (DCNBT). Dielectric spectroscopy in the bulk and in solution assisted by DFT-calculations revealed that these molecules can be engineered to engender maximum values of the dipole moment and of dielectric permittivity due to the strong electron-withdrawing effect of the nitrile groups. The self-assembly in the bulk was investigated by X-ray scattering performed on single crystals, fibers (…

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CCDC 1421613: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Vasilis Margaritis, Dieter Schollmeyer, Felix Hinkel, Martin Baumgarten, George Floudas, Klaus Müllen|2016|Angew.Chem.,Int.Ed.|55|3220|doi:10.1002/anie.201508249

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CCDC 1533973: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Tomasz Marszalek, Thomas Nevolianis, Dieter Schollmeyer, Wojciech Pisula, George Floudas, Martin Baumgarten, and Klaus Müllen|2017|ACS Applied Materials and Interfaces|9|20527|doi:10.1021/acsami.7b03060

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CCDC 1533972: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Tomasz Marszalek, Thomas Nevolianis, Dieter Schollmeyer, Wojciech Pisula, George Floudas, Martin Baumgarten, and Klaus Müllen|2017|ACS Applied Materials and Interfaces|9|20527|doi:10.1021/acsami.7b03060

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CCDC 1421614: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Vasilis Margaritis, Dieter Schollmeyer, Felix Hinkel, Martin Baumgarten, George Floudas, Klaus Müllen|2016|Angew.Chem.,Int.Ed.|55|3220|doi:10.1002/anie.201508249

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CCDC 1421615: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Vasilis Margaritis, Dieter Schollmeyer, Felix Hinkel, Martin Baumgarten, George Floudas, Klaus Müllen|2016|Angew.Chem.,Int.Ed.|55|3220|doi:10.1002/anie.201508249

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CCDC 1533971: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Tomasz Marszalek, Thomas Nevolianis, Dieter Schollmeyer, Wojciech Pisula, George Floudas, Martin Baumgarten, and Klaus Müllen|2017|ACS Applied Materials and Interfaces|9|20527|doi:10.1021/acsami.7b03060

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CCDC 1421617: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Vasilis Margaritis, Dieter Schollmeyer, Felix Hinkel, Martin Baumgarten, George Floudas, Klaus Müllen|2016|Angew.Chem.,Int.Ed.|55|3220|doi:10.1002/anie.201508249

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CCDC 1533733: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Tomasz Marszalek, Thomas Nevolianis, Dieter Schollmeyer, Wojciech Pisula, George Floudas, Martin Baumgarten, and Klaus Müllen|2017|ACS Applied Materials and Interfaces|9|20527|doi:10.1021/acsami.7b03060

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CCDC 1533970: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Tomasz Marszalek, Thomas Nevolianis, Dieter Schollmeyer, Wojciech Pisula, George Floudas, Martin Baumgarten, and Klaus Müllen|2017|ACS Applied Materials and Interfaces|9|20527|doi:10.1021/acsami.7b03060

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CCDC 1814647: Experimental Crystal Structure Determination

Related Article: George Papamokos, Jakob Wudarczyk, Robert Graf, Dieter Schollmeyer, Martin Baumgarten, Klaus Müllen, George Floudas|2018|Macromolecules|51|3330|doi:10.1021/acs.macromol.8b00215

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CCDC 1533734: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Tomasz Marszalek, Thomas Nevolianis, Dieter Schollmeyer, Wojciech Pisula, George Floudas, Martin Baumgarten, and Klaus Müllen|2017|ACS Applied Materials and Interfaces|9|20527|doi:10.1021/acsami.7b03060

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CCDC 1814646: Experimental Crystal Structure Determination

Related Article: George Papamokos, Jakob Wudarczyk, Robert Graf, Dieter Schollmeyer, Martin Baumgarten, Klaus Müllen, George Floudas|2018|Macromolecules|51|3330|doi:10.1021/acs.macromol.8b00215

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CCDC 1421616: Experimental Crystal Structure Determination

Related Article: Jakob Wudarczyk, George Papamokos, Vasilis Margaritis, Dieter Schollmeyer, Felix Hinkel, Martin Baumgarten, George Floudas, Klaus Müllen|2016|Angew.Chem.,Int.Ed.|55|3220|doi:10.1002/anie.201508249

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CCDC 1814648: Experimental Crystal Structure Determination

Related Article: George Papamokos, Jakob Wudarczyk, Robert Graf, Dieter Schollmeyer, Martin Baumgarten, Klaus Müllen, George Floudas|2018|Macromolecules|51|3330|doi:10.1021/acs.macromol.8b00215

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