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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Language: | English |
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Serbian Chemical Society
2002-12-01
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Series: | Journal of the Serbian Chemical Society |
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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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format | Article |
id | doaj.art-0e859ad09c90415cb79a05b32168c883 |
institution | Directory Open Access Journal |
issn | 0352-5139 |
language | English |
last_indexed | 2024-12-22T07:04:24Z |
publishDate | 2002-12-01 |
publisher | Serbian Chemical Society |
record_format | Article |
series | Journal of the Serbian Chemical Society |
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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