Synthesis of a soluble pyrrole copolymer with phenetidine

Abstract

A new series of copolymers was synthesized through the oxidative polymerization of pyrrole (PY) and o‐phenetidine (PHT) with inorganic oxidants in acidic media. The polymerization parameters including the mixing method of the oxidant with the comonomer, the comonomer ratio, the time, the temperature, the oxidant, the organic medium, and the acid were systematically optimized for the synthesis of copolymers with high yields, intrinsic viscosities, and solubility. The resultant copolymers were characterized by elemental analysis, infrared, ultraviolet–visible, solution high‐resolution 1H NMR and solid‐state high‐resolution 13C NMR, circular dichroism spectroscopy, and cyclic voltammetry. The results showed that the PY observed content in the copolymers was much higher than the PY feed content. The regular variation of the polymerization yield, intrinsic viscosity, solubility, macromolecular structure, and electroactivity of the resulting polymers with the comonomer ratio, together with the complete solubility of a PY/PHT (10/90) polymer in highly polar solvents, indicated the formation of real random copolymers containing both PY and PHT units rather than a mixture of two homopolymers. However, the polymers containing more than 59 mol % PY were not homogeneous copolymers consisting of soluble and insoluble parts. A semiquantitative relationship between the polymerization yield or solubility of the copolymers and the polarity index of the organic solvents was examined. © 2004 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 42: 2073–2092, 2004

Synthesis and nitrosation of processible copolymers from pyrrole and ethylaniline

“…A similar minimal yield was also observed for the copolymerization of PY with o-phenetidine [21]. The probable reason is that copolymerization reactivity of PY with aniline derivatives is lower than their homopolymerization reactivity.…”

“…The former classes (a) and (b) exhibit high electrical conductivity, which can reach to 10 5 -7 s cm 21 [10,11], but their poor stability restricted the wide application. Polypyrrole (PPY), polyaniline (PAN), and polythiophene in the classes (c) and (d) not only feature relatively high electroconductivity up to 10 3 s cm 21 [12], but also are much more stable than polyacetylene and poly( p-phenylene). In addition, PPY, PAN and polythiophene can be much more easily prepared by an oxidative polymerization.…”

Optimization of Polymerization Conditions of Furan with Aniline for Variable Conducting Polymers

“…This has been confirmed by an increased conductivity in Figure 4. The slightly exothermic polymerization of furan is quite different from the significantly exothermic polymerization of PY, AN, and diaminonaphthalene, 16,17,19,21 implying their different polymerization characteristics.…”

Synthesis and microwave absorbing characteristics of flake‐like polypyrrole filled composites in X‐band

“…In the spectrum of MMT, the strong peaks at 1094, 1036 cm −1 are the stretching vibration of SiO, peaks at 523, 468 cm −1 correspond to stretching vibration of SiOAl and breathing vibration of SiO, which are the characteristic vibration peaks of MMT . For PPy/MMT, the CC stretching mode of PPy appears at 1542 cm −1 , the same position as pristine PPy; while the peak of CN stretching band shifts from 1433 cm −1 for pristine PPy to 1447 cm −1 for MMT/PPy; in addition, the band of CC in‐plane deformation in pyrrole ring also shifts slightly from 1308 cm −1 for pristine PPy to 1310 cm −1 for MMT/PPy. Moreover, the peak of NH shifts to lower wavenumber from 3436 cm −1 of PPy to 3423 cm −1 of MMT/PPy.…”