0619178 - ÚMCH 2026 RIV CH eng J - Článek v odborném periodiku
Morávková, Zuzana - Podešva, Jiří - Shabikova, Valeriia - Abbrent, Sabina - Dušková-Smrčková, Miroslava
Hydrogen bonding of trialkyl-substituted urea in organic environment.
Molecules. Roč. 30, č. 7 (2025), č. článku 1410. ISSN 1420-3049. E-ISSN 1420-3049
Grant CEP: GA MŠMT(CZ) EH22_008/0004607
Institucionální podpora: RVO:61389013
Klíčová slova: urea * IR * H-bonding
Obor OECD: Organic chemistry
Impakt faktor: 4.2, rok: 2023 ; AIS: 0.677, rok: 2023
Způsob publikování: Open access
Web výsledku:
https://www.mdpi.com/1420-3049/30/7/1410DOI: https://doi.org/10.3390/molecules30071410

Urea groups appear in many biomolecules and polymers. They have a significant impact on the properties of the materials because of their inherent strength and for their ability to participate in hydrogen bonds. Typically, in classical urea-based polymer materials, the urea groups occur in their N,N′-disubstituted state. Recently, bis-aspartates have been introduced as a novel type of hindered amine resins providing, upon crosslinking with (poly)isocyanates, the polyurea–polyaspartate thermosets (PU-ASPE) for coatings, sealants, polyelectrolytes, and other applications. These materials contain N,N′N′-trisubstituted urea linkages in their structures. However, the infrared (IR) characterization of trisubstituted urea groups has not been documented in sufficient detail. Consequently, studies on the structure of aspartate-based polyurea materials often rely on data from N,N′-disubstituted ureas, which can lead to inaccurate conclusions. This study presents a detailed evaluation of the possible urea H-bonding states, focusing on the difference between the di- and trisubstituted species. Particularly, the attributions of the IR spectra to urea-based hydrogen bonding states are presented both in neat materials and their solutions. To systematize this study, we initially focus on a simple trisubstituted urea model system, tributyl urea (3BUA), and compare its spectral response with disubstituted N-butyl-N′-cyclohexyl urea (1B1CHUA) and trisubstituted N-butyl-N′,N′-dicyclohexyl urea (1B2CHUA), to elucidate their hydrogen-bonding fingerprints. This research provides a thorough understanding of the IR response of the di- and trisubstituted urea species and their structural characteristics in urea-containing materials.
Trvalý link: https://hdl.handle.net/11104/0365918
Vědecká data: Molecules_Supplementary Materials
 
Vědecká data v ASEP:
Data underlying the publication Hydrogen bonding of trialkyl-substituted urea in organic environment