Structure and stereochemistry of electrochemically synthesized poly-(1-naphthylamine) from neutral acetonitrile solution

Poly-(1-naphthylamine) films were synthesized potentiodinamically and potentiostatically from 1-naphthylamine in neutral acetonitrile medium using a platinum electrode. These polymer films were investigated by infrared spectroscopy. Contrary to earlier published results neglecting the stereochemistr...

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Main Authors: VESNA ANTIC, IVAN JURANIC, ZELJKO VITNIK, GORDANA CIRIC-MARJANOVIC, VOJISLAV STAMENKOVIC, BUDIMIR MARJANOVIC
Format: Article
Language:English
Published: Serbian Chemical Society 2002-12-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.shd.org.yu/HtDocs/SHD/Vol67/No12/V67-No12-09.pdf
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author VESNA ANTIC
IVAN JURANIC
ZELJKO VITNIK
GORDANA CIRIC-MARJANOVIC
VOJISLAV STAMENKOVIC
BUDIMIR MARJANOVIC
author_facet VESNA ANTIC
IVAN JURANIC
ZELJKO VITNIK
GORDANA CIRIC-MARJANOVIC
VOJISLAV STAMENKOVIC
BUDIMIR MARJANOVIC
author_sort VESNA ANTIC
collection DOAJ
description Poly-(1-naphthylamine) films were synthesized potentiodinamically and potentiostatically from 1-naphthylamine in neutral acetonitrile medium using a platinum electrode. These polymer films were investigated by infrared spectroscopy. Contrary to earlier published results neglecting the stereochemistry of the poly-(1-naphthylamine), we predict on the basis of quantum stereochemical analysis of the possible structural subunits of the polymer, that the ordinary NC(4) coupled product is not predominant in the polymer because it is far removed from the expected planarity. Based on the results of IR investigations and semiempirical quantum chemical calculations, it is propose that the polymer products are formed via mixed NC(4), N-C(5) and NC(7) coupling routes. The heats of formation of the oxidized 1-naphthylamine dimers and hexamers were calculated.
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spelling doaj.art-0e859ad09c90415cb79a05b32168c8832022-12-21T18:34:42ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51392002-12-016712867877Structure and stereochemistry of electrochemically synthesized poly-(1-naphthylamine) from neutral acetonitrile solutionVESNA ANTICIVAN JURANICZELJKO VITNIKGORDANA CIRIC-MARJANOVICVOJISLAV STAMENKOVICBUDIMIR MARJANOVICPoly-(1-naphthylamine) films were synthesized potentiodinamically and potentiostatically from 1-naphthylamine in neutral acetonitrile medium using a platinum electrode. These polymer films were investigated by infrared spectroscopy. Contrary to earlier published results neglecting the stereochemistry of the poly-(1-naphthylamine), we predict on the basis of quantum stereochemical analysis of the possible structural subunits of the polymer, that the ordinary NC(4) coupled product is not predominant in the polymer because it is far removed from the expected planarity. Based on the results of IR investigations and semiempirical quantum chemical calculations, it is propose that the polymer products are formed via mixed NC(4), N-C(5) and NC(7) coupling routes. The heats of formation of the oxidized 1-naphthylamine dimers and hexamers were calculated.http://www.shd.org.yu/HtDocs/SHD/Vol67/No12/V67-No12-09.pdfcoupling routesinfrared spectroscopypolymer strcturepoly-(1-naphthylamine) filmsstereochemistry
spellingShingle VESNA ANTIC
IVAN JURANIC
ZELJKO VITNIK
GORDANA CIRIC-MARJANOVIC
VOJISLAV STAMENKOVIC
BUDIMIR MARJANOVIC
Structure and stereochemistry of electrochemically synthesized poly-(1-naphthylamine) from neutral acetonitrile solution
Journal of the Serbian Chemical Society
coupling routes
infrared spectroscopy
polymer strcture
poly-(1-naphthylamine) films
stereochemistry
title Structure and stereochemistry of electrochemically synthesized poly-(1-naphthylamine) from neutral acetonitrile solution
title_full Structure and stereochemistry of electrochemically synthesized poly-(1-naphthylamine) from neutral acetonitrile solution
title_fullStr Structure and stereochemistry of electrochemically synthesized poly-(1-naphthylamine) from neutral acetonitrile solution
title_full_unstemmed Structure and stereochemistry of electrochemically synthesized poly-(1-naphthylamine) from neutral acetonitrile solution
title_short Structure and stereochemistry of electrochemically synthesized poly-(1-naphthylamine) from neutral acetonitrile solution
title_sort structure and stereochemistry of electrochemically synthesized poly 1 naphthylamine from neutral acetonitrile solution
topic coupling routes
infrared spectroscopy
polymer strcture
poly-(1-naphthylamine) films
stereochemistry
url http://www.shd.org.yu/HtDocs/SHD/Vol67/No12/V67-No12-09.pdf
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