首页 | 本学科首页   官方微博 | 高级检索  
     


Perfluorophenyl–Phenyl Interactions in the Crystallization and Topochemical Polymerization of Triacetylene Monomers
Authors:Rui Xu Dr.  W. Bernd Schweizer Dr.  Holger Frauenrath Prof.
Affiliation:1. ETH Zürich, Department of Materials, Wolfgang‐Pauli‐Strasse 10, HCI H520, CH‐8093 Zürich (Switzerland);2. ETH Zürich, Laboratory of Organic Chemistry, Wolfgang‐Pauli‐Strasse 10, HCI G301, CH‐8093 Zürich (Switzerland);3. école Polytechnique Fédérale de Lausanne (EPFL), Institute of Materials, Laboratory of Macromolecular and Organic Materials, EPFL–STI–IMX–LMOM, Building MXG, Station12, 1015 Lausanne (Switzerland), Fax: (+41)?21 693 7396
Abstract:A series of symmetrically and unsymmetrically substituted octa‐2,4,6‐triyne‐1,8‐diol derivatives with benzoyl, 4‐dodecyloxybenzoyl, as well as perfluorobenzoyl substituents were prepared and investigated with respect to their crystal structures and topochemical polymerizability. Single‐crystal structures for several of these triacetylene monomers have been obtained and proved that the perfluorophenyl–phenyl interactions played a decisive role in the molecular packing. As a consequence of the geometric requirements imposed by the perfluorophenyl–phenyl interactions, packing parameters appropriate for a topochemical triacetylene polymerization in the sense of either a 1,6‐ or a 1,4‐polyaddition along different crystallographic axes were observed in two cases, and UV irradiation led to successful polymerization. Raman as well as solid‐state 13C NMR spectra of the obtained polymers revealed that the polymerization had predominantly proceeded in the form of a 1,4‐polyaddition.
Keywords:aromatic interactions  crystal engineering  stacking interactions  triacetylenes  topochemical polymerization
设为首页 | 免责声明 | 关于勤云 | 加入收藏

Copyright©北京勤云科技发展有限公司  京ICP备09084417号