Novel poly(p-phenyleneethynylenevinylene)s (PPEV) have been synthesized by step-growth oligomerization of 2,5-diethynyl-1,4-dialkoxybenzene monomers promoted by the ruthenium pre-catalyst [{RuCl(μ-Cl)(η⁶-p-cymene)}] in the solvent mixture AcOH/CH₂Cl₂. The presence of the branched side chains 2-ethylhexyloxy or 3,7-dimethyloctyloxy in the phenylene unit allows for the formation of soluble π-conjugated short polymers, with slightly increased degree of polymerization (X(n) = 5 - 10) and red-shifted photophysical properties (λ(em)≈515 nm in CHCl₃) with respect to the analogues with linear alkoxy side chains. The aggregation properties of the polymer with 2-ethylhexyloxy groups have been investigated by an osmosis driven procedure, yielding nanospheres of different size depending on the adapted solvent/nonsolvent mixture.

Synthesis and characterization of stereoregular π-conjugated polyarylenynes, (-Ar-(E)-CH=CHC≡C-)n, decorated with branched bis-alkoxy side chains

D'Acunzo F;Bassetti M
2020

Abstract

Novel poly(p-phenyleneethynylenevinylene)s (PPEV) have been synthesized by step-growth oligomerization of 2,5-diethynyl-1,4-dialkoxybenzene monomers promoted by the ruthenium pre-catalyst [{RuCl(μ-Cl)(η⁶-p-cymene)}] in the solvent mixture AcOH/CH₂Cl₂. The presence of the branched side chains 2-ethylhexyloxy or 3,7-dimethyloctyloxy in the phenylene unit allows for the formation of soluble π-conjugated short polymers, with slightly increased degree of polymerization (X(n) = 5 - 10) and red-shifted photophysical properties (λ(em)≈515 nm in CHCl₃) with respect to the analogues with linear alkoxy side chains. The aggregation properties of the polymer with 2-ethylhexyloxy groups have been investigated by an osmosis driven procedure, yielding nanospheres of different size depending on the adapted solvent/nonsolvent mixture.
2020
Istituto per i Sistemi Biologici - ISB (ex IMC)
Istituto per i Sistemi Biologici - ISB (ex IMC) - Sede Secondaria Roma
Alkyne polyaddition
Step growth polymerization
Ruthenium catalyst
Poly(p-phenyleneethynylenevinylene)s
Yellow green emission
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/377923
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