Synthesis of polyarylacetylenes by ?-ray-induced polymerization of terminal alkynes. Nanostructures of ortho-substituted derivatives

Bassetti, M; Fratoddi, I; Lilla, L; Pasquini, C; Russo, MV; Ursini, O

HERO ID

1445378

Reference Type

Journal Article

Year

2012

Language

English

HERO ID 1445378
In Press No
Year 2012
Title Synthesis of polyarylacetylenes by ?-ray-induced polymerization of terminal alkynes. Nanostructures of ortho-substituted derivatives
Authors Bassetti, M; Fratoddi, I; Lilla, L; Pasquini, C; Russo, MV; Ursini, O
Journal Journal of Polymer Science. Part A, Polymer Chemistry
Volume 50
Issue 24
Page Numbers 5097-5106
Abstract Terminal aryl alkynes RC6H4C?CH with substituents of different electronic properties and ring position (R = H, 4-CF3, 4-OMe, 2-CF3, 2-OMe, 2-Me) were exposed to ?-radiation (50-400 kGy) in organic solvents (hexane, 1,4-dioxane, ethylacetate, methanol, tetrahydrofuran), at room temperature. The effects arising from substituent, solvent, dilution, and radiation dose allowed to define the conditions suitable for polymerization, which was favored in methanol at increasing dilution of the alkyne. Ortho-substitution represented the key structural element in the substrate, and the derived polyarylacetylenes were characterized in detail, including gel permeation chromatography, thermal analysis, infrared, NMR, UVvis, fluorescence, and scanning electron microscope spectroscopy. The results are consistent with the formation of irregular polymers mainly composed of trans-transoid chains. Controlled aggregation of the polymers by means of an osmosis-based procedure in solvent/non-solvent mixtures allowed the formation of nanostructured materials, in particular of hollow nanospheres from THF/water. The methodology sets the basis for the development of ?-rays-induced polymerization of alkynes, in a transition metal catalyst-free environment. (C) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
Doi 10.1002/pola.26329
Wosid WOS:000311106400012
Is Certified Translation No
Dupe Override No
Comments Source: Web of Science WOS:000311106400012Scopus URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-84865691429&doi=10.1002%2fpola.26329&partnerID=40&md5=240a7a04e0132289042df0c1f633114e
Is Public Yes
Language Text English
Keyword -radiation; addition polymerization; alkyne polymerization; conjugated polymers; irradiation; nanoparticles; polyacetylenes; functional arylacetylenes; hollow nanospheres; osmosis driven self-assembly