Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α’-Bis[(dimethylamino)methylidene]cyclohexanediones

New oligo- and polyenaminones with <i>M<sub>w</sub></i> ~ 7–50 KDa were prepared in high yields by transaminative amino-enaminone polymerization of regioisomeric bis[(dimethylamino)methylidene]cyclohexanediones with alkylene and phenylenediamines. The polymers obtained are pr...

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Main Authors: Urša Štanfel, Tomaž Kotnik, Sebastijan Ričko, Uroš Grošelj, Bogdan Štefane, Klemen Pirnat, Ema Žagar, Boštjan Genorio, Jurij Svete
Format: Article
Language:English
Published: MDPI AG 2022-10-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/14/19/4120
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author Urša Štanfel
Tomaž Kotnik
Sebastijan Ričko
Uroš Grošelj
Bogdan Štefane
Klemen Pirnat
Ema Žagar
Boštjan Genorio
Jurij Svete
author_facet Urša Štanfel
Tomaž Kotnik
Sebastijan Ričko
Uroš Grošelj
Bogdan Štefane
Klemen Pirnat
Ema Žagar
Boštjan Genorio
Jurij Svete
author_sort Urša Štanfel
collection DOAJ
description New oligo- and polyenaminones with <i>M<sub>w</sub></i> ~ 7–50 KDa were prepared in high yields by transaminative amino-enaminone polymerization of regioisomeric bis[(dimethylamino)methylidene]cyclohexanediones with alkylene and phenylenediamines. The polymers obtained are practically insoluble in aqueous and organic solvents and exhibit film-forming properties, UV light absorption at wavelengths below 500 nm, and redox activity. These properties indicate a promising application potential of these polymers, which could find use in optical and optoelectronic applications and in energy storage devices.
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spelling doaj.art-84ddec817c104ab48b7eba397a9237702023-11-23T21:34:37ZengMDPI AGPolymers2073-43602022-10-011419412010.3390/polym14194120Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α’-Bis[(dimethylamino)methylidene]cyclohexanedionesUrša Štanfel0Tomaž Kotnik1Sebastijan Ričko2Uroš Grošelj3Bogdan Štefane4Klemen Pirnat5Ema Žagar6Boštjan Genorio7Jurij Svete8Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, SloveniaFaculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, SloveniaFaculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, SloveniaFaculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, SloveniaFaculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, SloveniaNational Institute of Chemistry, Department of Materials Chemistry, Hajdrihova 19, 1000 Ljubljana, SloveniaNational Institute of Chemistry, Department of Polymer Chemistry and Technology, Hajdrihova 19, 1000 Ljubljana, SloveniaFaculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, SloveniaFaculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, SloveniaNew oligo- and polyenaminones with <i>M<sub>w</sub></i> ~ 7–50 KDa were prepared in high yields by transaminative amino-enaminone polymerization of regioisomeric bis[(dimethylamino)methylidene]cyclohexanediones with alkylene and phenylenediamines. The polymers obtained are practically insoluble in aqueous and organic solvents and exhibit film-forming properties, UV light absorption at wavelengths below 500 nm, and redox activity. These properties indicate a promising application potential of these polymers, which could find use in optical and optoelectronic applications and in energy storage devices.https://www.mdpi.com/2073-4360/14/19/4120polyenaminonestransaminative polymerisationbis-enaminonesdiaminesUV shieldingredox activity
spellingShingle Urša Štanfel
Tomaž Kotnik
Sebastijan Ričko
Uroš Grošelj
Bogdan Štefane
Klemen Pirnat
Ema Žagar
Boštjan Genorio
Jurij Svete
Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α’-Bis[(dimethylamino)methylidene]cyclohexanediones
Polymers
polyenaminones
transaminative polymerisation
bis-enaminones
diamines
UV shielding
redox activity
title Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α’-Bis[(dimethylamino)methylidene]cyclohexanediones
title_full Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α’-Bis[(dimethylamino)methylidene]cyclohexanediones
title_fullStr Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α’-Bis[(dimethylamino)methylidene]cyclohexanediones
title_full_unstemmed Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α’-Bis[(dimethylamino)methylidene]cyclohexanediones
title_short Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α’-Bis[(dimethylamino)methylidene]cyclohexanediones
title_sort synthesis of optically and redox active polyenaminones from diamines and α α bis dimethylamino methylidene cyclohexanediones
topic polyenaminones
transaminative polymerisation
bis-enaminones
diamines
UV shielding
redox activity
url https://www.mdpi.com/2073-4360/14/19/4120
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