Exceptionally long-range self-assembly of hexa-peri-hexabenzocoronene with dove-tailed alkyl substituents

Journal of the American Chemical Society
Wojciech PisulaK Müllen

Abstract

The substitution of a hexa-peri-hexabenzocoronene by bulky, space-demanding, 2-decyltetradecyl side chains proved to be an effective procedure to influence the thermal and self-aggregation behavior. The extremely large steric requirement of the introduced side chains modulated the aggregation and resulted in a dramatic lowering of the isotropization temperature and a higher solubility. As an additional consequence of the exceptional, long-range self-aggregation of the discotic molecule, spherulite formation was observed during crystallization by polarized light microscopy. Macroscopic self-assembly was induced by zone crystallization of the material, leading to aligned columnar superstructures as revealed by 2D-WAXS experiments. These extraordinary properties have not yet been reported for a discotic columnar material, making this compound very promising for application in electronic devices.

References

Nov 1, 1995·Physical Review. B, Condensed Matter·N BodenT Kreouzis
Aug 17, 2001·Journal of the American Chemical Society·M L BusheyC Nuckolls
Mar 12, 2004·Journal of the American Chemical Society·Vincent LemaurJérôme Cornil
Sep 16, 2004·Angewandte Chemie·Satoshi TakamizawaTeruo Saito

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Citations

Apr 20, 2010·Journal of the American Chemical Society·Barada Prasanna DashNarayan S Hosmane
Mar 15, 2012·Journal of the American Chemical Society·Alexander G ShtukenbergBart Kahr
Aug 14, 2013·Journal of the American Chemical Society·Long ChenKlaus Müllen
Oct 21, 2005·Organic Letters·Qing ZhangSeth R Marder
Nov 6, 2007·Chemical Society Reviews·Sergey SergeyevYves Henri Geerts
Aug 30, 2008·Chemical Communications : Chem Comm·Kazukuni TaharaSteven De Feyter
Jul 10, 2009·Chemical Communications : Chem Comm·Barada Prasanna DashNarayan S Hosmane
Aug 11, 2011·Chemical Communications : Chem Comm·Yan LiZhaohui Wang
May 13, 2006·The Journal of Chemical Physics·Johanna P SchmidtkeKlaus Müllen
Jan 30, 2008·Free Radical Biology & Medicine·Ayelet GamlielAryeh A Frimer
Jan 9, 2016·Langmuir : the ACS Journal of Surfaces and Colloids·Monika Gupta, Santanu Kumar Pal
Jan 27, 2017·Physical Chemistry Chemical Physics : PCCP·Mercedes M A MazzaAmy M Scott
Feb 18, 2018·Chemistry, an Asian Journal·Hongyan WangYulan Chen
Mar 13, 2014·Chemistry : a European Journal·Robert W MillerAdam C Whalley
Jan 3, 2014·Angewandte Chemie·Alexander G ShtukenbergBart Kahr
Feb 9, 2016·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Jochen KirresSabine Laschat
Dec 24, 2010·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yinghuai ZhuNarayan S Hosmane
Jul 19, 2006·Chemistry : a European Journal·Stefan BernhardtKlaus Müllen
Jan 17, 2007·Chemistry : a European Journal·Virgil PercecPaul A Heiney
Jun 15, 2007·Angewandte Chemie·Sabine LaschatMartin Tosoni
Jul 16, 2009·Macromolecular Rapid Communications·Wojciech PisulaRudolf Zentel
Jul 24, 2010·Advanced Materials·Wojciech PisulaKlaus Müllen
Sep 2, 2005·Angewandte Chemie·Andrew C Grimsdale, Klaus Müllen
Dec 21, 2005·Angewandte Chemie·Wojciech PisulaKlaus Müllen
Mar 3, 2011·Chemistry : a European Journal·Tomohiro SekiShiki Yagai
Jun 11, 2014·Chemical Communications : Chem Comm·Liping TongZhimin He
Jul 4, 2013·Chemistry : a European Journal·Kazukuni TaharaYoshito Tobe
May 15, 2012·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Peter RaptaLothar Dunsch
Mar 4, 2011·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Alexander ShtukenbergBart Kahr
Mar 2, 2016·Advanced Materials·Rekha NarayanSang Ouk Kim
Mar 24, 2005·Physical Review. E, Statistical, Nonlinear, and Soft Matter Physics·Y ZakrevskyyC F J Faul
Feb 2, 2008·Langmuir : the ACS Journal of Surfaces and Colloids·Marion MilleSuzanne Fery-Forgues
Feb 13, 2007·Chemical Reviews·Jishan WuKlaus Müllen
Nov 9, 2006·Journal of the American Chemical Society·Wojciech PisulaKlaus Müllen

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