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Title
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Synthesis and supramolecular organization of regioregular polythiophene block oligomers
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Author
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Abstract
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| The self-assembly of functional polythiophenes was studied by a bottom-up approach "from molecule to polymer". The synthesis and the X-ray structure of 2,5-dibromo-3-styryl and 3-2',3',4',5',6'-pentafluorostyryl-thiophenes revealed a supramolecular arrangement controlled by pi-pi interactions between the aromatic rings. A [2 + 2] photocyclization reaction in the solid state of (E)-1-2',5'-dibromo-3'-thienyl-2-phentafluorophenylethene triggers the formation of a rare cycloadduct comparing thiophene rings. The X-ray analysis confirmed its re11 stereochemistry. The synthesis of P3HT-b-P3ST and P3HT-b-P3STF block oligomers was acheived by a GRIM method in good yields. An indirect proof of well-defined nanostruactured organization was provided by the partial photocyclization of pendant styryl moieties under UV irradiation. |
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Language
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English
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Source (journal)
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The journal of organic chemistry. - Washington, D.C., 1936, currens
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Publication
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Washington, D.C.
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2010
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ISSN
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0022-3263
[print]
1520-6904
[online]
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DOI
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10.1021/JO902490M
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Volume/pages
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75
:5
(2010)
, p. 1561-1568
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ISI
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000274841400023
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Full text (Publisher's DOI)
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