TY - JOUR
T1 - Phase-selective low molecular weight organogelators derived from allylated D-mannose
AU - Mattsson, Ida
AU - Lahtinen, Manu
AU - Sitdikov, Ruzal
AU - Wank, Bianca
AU - Saloranta-Simell, Tiina
AU - Leino, Reko
N1 - Funding Information:
IM gratefully acknowledges the Society of Swedish Literature in Finland for funding. Dr. Jani Rahkila is thanked for valuable help with the NMR experiments. Linus Silvander is acknowledged for SEM-analysis. Dr. Mohammad Khajeheian and Rajesh Koppolu are thanked for rheology measurements and for assisting with data interpretation. Lucas Lagerquist and Dr. Jan-Erik Lönnqvist are thanked for assistance with additional chemical analysis.
Publisher Copyright:
© 2022 The Authors
PY - 2022/8
Y1 - 2022/8
N2 - In the last decades, synthesis and design of low molecular weight organogelators has gained increasing attention due to their versatile use in, for example, cosmetics, biomedicine and oil spill remediation. In this work, three potential gelators have been prepared from allylated D-mannose. Both the gelators and the corresponding gels formed were thoroughly characterized by crystallography, FTIR spectroscopy, SEM, rheometry and NMR spectroscopy, in solution and in solid state. The results showed that two of the compounds phase-selectively form gels with hydrocarbon solvents. The most promising gelator compound is alkene terminated, with the unsaturated end functionality not critical for gel formation, tentatively providing the possibility for customizing the gelation properties by further chemical modification. Alternatively, the alkene group could possibly be utilized as a linker for future coupling to carrier materials or surfaces to further increase the mechanical strength of the gel.
AB - In the last decades, synthesis and design of low molecular weight organogelators has gained increasing attention due to their versatile use in, for example, cosmetics, biomedicine and oil spill remediation. In this work, three potential gelators have been prepared from allylated D-mannose. Both the gelators and the corresponding gels formed were thoroughly characterized by crystallography, FTIR spectroscopy, SEM, rheometry and NMR spectroscopy, in solution and in solid state. The results showed that two of the compounds phase-selectively form gels with hydrocarbon solvents. The most promising gelator compound is alkene terminated, with the unsaturated end functionality not critical for gel formation, tentatively providing the possibility for customizing the gelation properties by further chemical modification. Alternatively, the alkene group could possibly be utilized as a linker for future coupling to carrier materials or surfaces to further increase the mechanical strength of the gel.
KW - D-mannose
KW - Gels
KW - LMWOG
KW - Phase selectivity
KW - Solid state NMR spectroscopy
UR - http://www.scopus.com/inward/record.url?scp=85131658533&partnerID=8YFLogxK
U2 - 10.1016/j.carres.2022.108596
DO - 10.1016/j.carres.2022.108596
M3 - Article
AN - SCOPUS:85131658533
SN - 0008-6215
VL - 518
JO - Carbohydrate Research
JF - Carbohydrate Research
M1 - 108596
ER -