Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane Formation
The alcoholysis of phenyl isocyanate (PhNCO) using stoichiometric butan-1-ol (BuOH) in acetonitrile in the presence of different cyclic amine catalysts was examined using a combined kinetic and mechanistic approach. The molecular mechanism of urethane formation without and in the presence of cyclic...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-07-01
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| Series: | Polymers |
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| Online Access: | https://www.mdpi.com/2073-4360/14/14/2859 |
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| author | Hadeer Q. Waleed Dániel Pecsmány Marcell Csécsi László Farkas Béla Viskolcz Zsolt Fejes Béla Fiser |
| author_facet | Hadeer Q. Waleed Dániel Pecsmány Marcell Csécsi László Farkas Béla Viskolcz Zsolt Fejes Béla Fiser |
| author_sort | Hadeer Q. Waleed |
| collection | DOAJ |
| description | The alcoholysis of phenyl isocyanate (PhNCO) using stoichiometric butan-1-ol (BuOH) in acetonitrile in the presence of different cyclic amine catalysts was examined using a combined kinetic and mechanistic approach. The molecular mechanism of urethane formation without and in the presence of cyclic amine catalysts was studied using the G3MP2BHandHLYP composite method in combination with the SMD implicit solvent model. It was found that the energetics of the model reaction significantly decreased in the presence of catalysts. The computed and measured thermodynamic properties were in good agreement with each other. The results prove that amine catalysts are important in urethane synthesis. Based on the previous and current results, the design of new catalysts will be possible in the near future. |
| first_indexed | 2024-03-09T06:02:51Z |
| format | Article |
| id | doaj.art-f7e2c16a8e954c28befce5048297c729 |
| institution | Directory Open Access Journal |
| issn | 2073-4360 |
| language | English |
| last_indexed | 2024-03-09T06:02:51Z |
| publishDate | 2022-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Polymers |
| spelling | doaj.art-f7e2c16a8e954c28befce5048297c7292023-12-03T12:07:51ZengMDPI AGPolymers2073-43602022-07-011414285910.3390/polym14142859Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane FormationHadeer Q. Waleed0Dániel Pecsmány1Marcell Csécsi2László Farkas3Béla Viskolcz4Zsolt Fejes5Béla Fiser6Institute of Chemistry, University of Miskolc, 3515 Miskolc-Egyetemváros, HungaryInstitute of Chemistry, University of Miskolc, 3515 Miskolc-Egyetemváros, HungaryInstitute of Chemistry, University of Miskolc, 3515 Miskolc-Egyetemváros, HungaryWanhua-BorsodChem Zrt, Bolyai tér q. 1, 3700 Kazincbarcika, HungaryInstitute of Chemistry, University of Miskolc, 3515 Miskolc-Egyetemváros, HungaryInstitute of Chemistry, University of Miskolc, 3515 Miskolc-Egyetemváros, HungaryInstitute of Chemistry, University of Miskolc, 3515 Miskolc-Egyetemváros, HungaryThe alcoholysis of phenyl isocyanate (PhNCO) using stoichiometric butan-1-ol (BuOH) in acetonitrile in the presence of different cyclic amine catalysts was examined using a combined kinetic and mechanistic approach. The molecular mechanism of urethane formation without and in the presence of cyclic amine catalysts was studied using the G3MP2BHandHLYP composite method in combination with the SMD implicit solvent model. It was found that the energetics of the model reaction significantly decreased in the presence of catalysts. The computed and measured thermodynamic properties were in good agreement with each other. The results prove that amine catalysts are important in urethane synthesis. Based on the previous and current results, the design of new catalysts will be possible in the near future.https://www.mdpi.com/2073-4360/14/14/2859amine catalystskineticscatalyst freecomposite methodab initio |
| spellingShingle | Hadeer Q. Waleed Dániel Pecsmány Marcell Csécsi László Farkas Béla Viskolcz Zsolt Fejes Béla Fiser Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane Formation Polymers amine catalysts kinetics catalyst free composite method ab initio |
| title | Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane Formation |
| title_full | Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane Formation |
| title_fullStr | Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane Formation |
| title_full_unstemmed | Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane Formation |
| title_short | Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane Formation |
| title_sort | experimental and theoretical study of cyclic amine catalysed urethane formation |
| topic | amine catalysts kinetics catalyst free composite method ab initio |
| url | https://www.mdpi.com/2073-4360/14/14/2859 |
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