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RISS 인기검색어
- 검색키워드
- 저자 : Biniek, Laure (검색결과 2 건)
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Zipper-like molecular packing of donor–acceptor conjugated co-oligomers based on perylenediimide
Biniek, Laure,Schwartz, Pierre-Olivier,Zaborova, Elena,Heinrich, Benoî,t,Leclerc, Nicolas,Mé,ry, Sté,phane,Brinkmann, Martin The Royal Society of Chemistry 2015 Journal of Materials Chemistry C Vol.3 No.14
<▼1><P>The structure of perylene diimide co-oligomers used in organic photovoltaics is uncovered by TEM and GIXD on highly oriented films.</P></▼1><▼2><P>The molecular packing of a new class of perylene diimide-based acceptor–donor (A–D) co-oligomers has been investigated by combining electron diffraction and X-ray scattering methods for AD dyads and an ADA triad structure. The AD and ADA compounds form highly ordered lamellar mesophases with well-defined donor and acceptor domains. To determine the structure of the co-oligomers, highly oriented films with different orientations were prepared. Both flat-on and edge-on orientations of the lamellae were obtained by using two different alignment methods. High temperature rubbing leads to edge-on oriented lamellae with the long molecular axis of the co-oligomer oriented almost parallel to the rubbing direction. Instead, on oriented substrates of poly(tetrafluoroethylene) (PTFE), flat-on lying lamellae with the π-stacking direction oriented parallel to the PTFE chains are obtained. The structural data gathered by low dose selected area electron diffraction and high resolution transmission electron microscopy are used to establish a structural model of an AD dyad. Driven by the strong π-stacking of the PDI core, both AD and ADA co-oligomers form two similar self-assembled lamellar structures with an original zipper-like organization of the PDI blocks.</P></▼2>
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Schwartz, Pierre-Olivier,Biniek, Laure,Zaborova, Elena,Heinrich, Benoî,t,Brinkmann, Martin,Leclerc, Nicolas,Mé,ry, Sté,phane American Chemical Society 2014 JOURNAL OF THE AMERICAN CHEMICAL SOCIETY - Vol.136 No.16
<P>Perylenediimide-based donor–acceptor co-oligomers are particularly attractive in plastic electronics because of their unique electro-active properties that can be tuned by proper chemical engineering. Herein, a new class of co-oligomers has been synthesized with a dyad structure (AD) or a triad structure (DAD and ADA) in order to understand the correlations between the co-oligomer molecular architecture and the structures formed by self-assembly in thin films. The acceptor block A is a perylene tetracarboxyl diimide (PDI), whereas the donor block D is made of a combination of thiophene, fluorene, and 2,1,3-benzothiadiazole derivatives. D and A blocks are linked by a short and flexible ethylene spacer to ease self-assembling in thin films. Structural studies using small and wide X-ray diffraction and transmission electron microscopy demonstrate that AD and ADA lamellae are made of a double layer of co-oligomers with overlapping and strongly π-stacked PDI units because the sectional area of the PDI is about half that of the donor block. These structural models allow rationalizing the absence of organization for the DAD co-oligomer and therefore to draw general rules for the design of PDI-based dyads and triads with proper self-assembling properties of use in organic electronics.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jacsat/2014/jacsat.2014.136.issue-16/ja4129108/production/images/medium/ja-2013-129108_0012.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/ja4129108'>ACS Electronic Supporting Info</A></P>
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