Please use this identifier to cite or link to this item: https://doi.org/10.1002/chem.200500078
Title: Intramolecular hydrogen-bond-assisted planarization of asymmetrically functionalized alternating phenylene-pyridinylene copolymers
Authors: Vetrichelvan, M. 
Valiyaveettil, S. 
Keywords: Optical tuning
Planarization
Poly(paraphenylene)
Pyridine
Sensors
Transition metals
Issue Date: 7-Oct-2005
Citation: Vetrichelvan, M., Valiyaveettil, S. (2005-10-07). Intramolecular hydrogen-bond-assisted planarization of asymmetrically functionalized alternating phenylene-pyridinylene copolymers. Chemistry - A European Journal 11 (20) : 5889-5898. ScholarBank@NUS Repository. https://doi.org/10.1002/chem.200500078
Abstract: We report on the synthesis and characterization of a series of asymmetrically functionalized amphiphilic polymers with alternating π-donor units (e.g., substituted benzene) and π-acceptor units (e.g., pyridine) along the polymer backbone. The purpose of our present work involves incorporation of functional groups along the main chain to form intrachain hydrogen bonds, which promote planarization of the polymer backbone, and to fine-tune the optical properties. The structure-property relationship of polymers P1-P6 was investigated by means of analytical methods, such as FTIR spectroscopy, 1H and 13C NMR spectroscopy, UV/Vis spectroscopy, fluorescence spectroscopy, gel permeation chromatography, thermogravimetric analysis, cyclic voltammetry, and X-ray powder diffraction. All polymers were soluble in common organic solvents, and the optical and fluorescence spectra of the polymers showed significant changes according to the formation (P4, P5) or absence (P6) of intramolecular hydrogen bonding along the polymer backbone. Moreover, the 2,6-or 3,5-linkage of the pyridine rings in P5 and P6, respectively, reduced the conjugation along the polymer backbone and this is reflected in their optical properties. The optical properties of the polymers were influenced by the addition of acid (P1-P6), base (P4-P6), and metal ions (e.g., Cu2+, Fe3+, Ag+, Ni2+, Pd2+, Mn2+, Zn2+, Mg2+, and Pr 3+). Such polymers could be used in various applications, including sensors and stimuli-responsive displays. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Source Title: Chemistry - A European Journal
URI: http://scholarbank.nus.edu.sg/handle/10635/114348
ISSN: 09476539
DOI: 10.1002/chem.200500078
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