Anomalous Solvatochromic Effect. Comparison Between Decyl and ω-Hydroxydecyl 3-Substituted Polythiophenes

Abstract

The solvatochromic behavior of chloroform solutions of poly(3‐decyl‐2,5‐thienylene), poly[3‐(10‐hydroxydecyl)‐2,5‐thienylene] and their copolymers was studied by the addition of the non‐solvent methanol. A reversed chromic transformation was found associated with the content of the hydroxyalkyl substituent. This anomalous effect was investigated using a number of non‐solvents, in particular aliphatic alcohols from methanol up to decanol. In the case of a chloroform/methanol mixture, which gives the maximum anomalous effect, the effect produced by temperature variation was also examined. An explanation based on a molecular approach was attempted.

Preparation and properties of a novel polythiophene, poly[(3‐hexyliminomethyl)thiophene] with a high regioregularity

“…Optical properties of P3HITs in THF and chloroform solutions were investigated by UV–vis spectroscopy. In general, UV–vis spectra of π‐conjugated polymers depend on solvent, where those measured in poor solvents exhibit red shifts from those measured in good solvents due to their aggregation 12. UV–vis spectra of P3HITs also exhibited a strongly dependence on solvent.…”

Viable synthesis of a self-assembling regioregular thiophenic copolymer for second-order non-linear optics

“…1,3-dimethyl-3,4,5,6-tetrahydro-2(1H )pyrimidinone or 1-methyl-2-pyrrolydinone. This behaviour is ascribable to the high degree of macromolecular packing originating from inter-or intra-chain hydrogen bonds [16]. Such packing may be useful on the one hand for maintaining the conformational order induced by the poling procedure in the side chains, but on the other it sensibly reduces polymer solubility, so that preparation of POH-Chr final samples by the in situ post-polymerization functionalization procedure applied on POSi-Chr is justified.…”

Versatile Synthesis of Soluble Multifunctional Thiophene Copolymers with NLO Activity

“…[11] The 3-hexylthiophene is commercially available, while the second comonomer was synthesized as reported elsewhere. [5] The copolymer P1, obtained in a 42% yield, is soluble in almost all common organic solvents.…”

“…Copolymer P1 was obtained by the copolymerization of monomers 3‐hexylthiophene and 3‐( N ‐ethylanilino‐ N ‐hexyl)thiophene fed in the molar ratio of 85:15 with FeCl 3 in the CCl 4 /CH 3 NO 2 mixture, a procedure that allows the easy control of molecular weights 11. The 3‐hexylthiophene is commercially available, while the second comonomer was synthesized as reported elsewhere 5…”