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Authors
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Sudheendran, M. ; Horecha, M. ; Kiriy, A. ; Gevorgyan, S. A. ; Krebs, F.C. ; Buchmeiser, M. R.
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Title
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Cyclopolymerization-derived block-copolymers of 4,4-bis(octyloxymethyl)-1,6-heptadiyne with 4,4-dipropargyl malonodinitrile for use in photovoltaics
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Date
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22.03.2013
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Number
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37842
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Abstract
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The synthesis of AB-type block copolymers of 4,4-bis(octyloxymethyl)-1,6-heptadiyne (M1) and dipropargyl malonodinitrile (M2) via metathesis-based cyclopolymerization using well-defined molybdenum- and ruthenium-based initiators is described. While backbiting reactions were observed in the case where polymerizations were triggered by [Ru(NCO)2(IMesH2)([double bond, length as m-dash]CH-2-(2-PrO)C6H4] (I2) and [Ru(NCO)2(3-Br-Py)2(IMesH2)(CHPh)] (I3), (IMesH2 = 1,3-dimesitylimidazolin-2-ylidene, 3-Br-Py = 3-bromopyridine), the use of RuCl2(Py)2(IMesH2)(CHPh) (I1) in THF allowed for the synthesis of poly(M1) without any backbiting, though with a broad PDI. Block copolymers, i.e. poly(M1)-b-poly(M2), could be prepared in a living manner without any backbiting by the use of the Mo-based Schrock-type initiator Mo(N-2,6-i-Pr2C6H3)(CHCMe2Ph)(OCH(CH3)2)2 (I4) and THF as solvent. Poly(M1)-b-poly(M2) was characterized by UV and fluorescence spectroscopy and used for the construction of a photovoltaic device.
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Publisher
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Polymer Chemistry
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Wikidata
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Citation
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Polymer Chemistry 4 (2013) 1590-1599
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DOI
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https://doi.org/10.1039/C2PY20774E
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Tags
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opening-metathesis polymerization imido alkylidene complexes conjugated polymers diethyl dipropargylmalonate stereoselective cyclopolymerization living cyclopolymerization cross-metathesis factors relevant 1-6-heptadiynes catalysts
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