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Title: Influence of the substituent on the chiroptical and magnetic properties of conjugated polymers
Other Titles: Invloed van de substituent op de chiroptische en magnetische eigenschappen van geconjugeerde polymeren
Authors: Peeters, Helmuth; S0173684
Issue Date: 6-Nov-2012
Abstract: In this dissertation, the influence of theside chain on the chiroptical and magnetic properties of conjugated polymers isinvestigated.In the first part regioregularpoly(thiophene)s, substituted with electron rich, conjugated aminostyryl sidechains, are synthesized in order to combine magnetism with conjugated polymers.The formation of magnetic moments (spins), necessary for a material¬ís magneticproperties, is accomplished by selective oxidation of the electron richaminostyryl side chain. The regioregular, head-to-tail substitution patternaligns these magnetic moments within one polymer chain. As the supramolecularorder in the material is also of great importance for the creation of a purelyorganic (ferro)magnetic material (intermolecular spin alignment). Theaggregation behaviour is examined and it is shown via UV-vis and CD experimentsthat, depending on the bulkiness of the side chain, both side and main chainaggregate under the same conditions, but selective oxidation leads tode-aggregation. In order to overcome this de-aggregation upon oxidation,another class of conjugated polymers, poly-para-(phenylene ethynylene), knownfor their tendency to aggregate, is exploited. Unfortunately, after thoroughinvestigation, it was shown that the synthesis of these PPEs with aminofunctionalized, conjugated side chains could not be accomplished and thereforethis path for the creation of (ferro)magnetic materials was abandoned.The next chapter focuses on the ability tosteer the conformational behaviour of conjugated polymers, by synthesizingdifferent meta coupled arylenes, substituted with oligo(phenylene vinylene)s.By performing UV-vis, CD and DSC experiments it was proven that altering theconformation seems very difficult, as almost all the synthetical changes leadto the formation of supramolecular aggregates. These changes include the use ofdifferent polymer backbones (containing thienothiophene or bithiophene units)and altering the bulkiness and distance to the polymer backbone of the chiralmoieties.In the following chapters the aggregationbehaviour of poly(thiophene)s is studied. First the influence of the degree ofregioregularity is investigated by synthesizing a series of chiralpoly(3-alkylsulfanylthiophene)s with different degree of regioregularity. Insolution and film there is a clear trend that the amount of aggregation dependson the degree of regioregularity in a non-linear way as the strongest aggregationand chiral expression is found in those materials with a small amount ofregioirregularity. This indicates that a small amount of disorder facilitatesthe aggregation and chiral expression.In the last chapter a series ofpoly(3-alkylthiophene)s with a substituent of varying degree of bulkiness issynthesized. It is shown that in solution as well as in film the relativecontribution of the planar and aggregated chains depends on the bulkiness ofthe alkyl chains. This series of polymers also contributes to the investigationof (ferro)magnetism in neutral conjugated polymers and confirms earlierobtained results for poly(thiophene) and strengthens the hypothesis that the&#61552;-interactions and the fraction of planar polymer chains influence the coercivityand saturation magnetization, respectively.<w:latentstyles deflockedstate="false" defunhidewhenused="true" <w:lsdexception locked="false" priority="0" semihidden="false" <w:lsdexception locked="false" priority="9" semihidden="false" <w:lsdexception locked="false" priority="10" semihidden="false" <w:lsdexception locked="false" priority="11" semihidden="false" <w:lsdexception locked="false" priority="22" semihidden="false" <w:lsdexception locked="false" priority="20" semihidden="false" <w:lsdexception locked="false" priority="59" semihidden="false" <w:lsdexception locked="false" priority="1" semihidden="false" <w:lsdexception locked="false" priority="60" semihidden="false" <w:lsdexception 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Publication status: published
KU Leuven publication type: TH
Appears in Collections:Molecular Imaging and Photonics
Polymer Chemistry and Materials

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