Synthesis and organogelation properties of bis-carbamate compounds bearing spacers with a stereogenic center

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Tarih

2023

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Springer

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

A series of bis-carbamates with a stereogenic center were prepared as low-molecular-weight organic gelators. The gelating propensity of racemates and pure enantiomers was examined in a range of organic solvents to explore the effects of chirality and the para-alkyl chain length on self-assembly. It was found that the gelation abilities in vegetable oils and esters were mainly affected by the para-alkyl chain length and the number of carbons in the spacer between the carbamate groups. In addition, molecular chirality was found to have a significant effect on the gelation properties of bis-carbamate derivatives with three-carbon spacer. Furthermore, morphology of the bis-carbamate gels was investigated by optical microscopy and scanning electron microscopy. Birefringent helix-like structures between birefringent spherulites were observed by polarized optical microscopy in the gel structures of chiral bis-carbamate derivatives with three-carbon spacer. The bulk properties of the gels were evaluated through rheological studies. The results can be used for developing novel chiral gels and relevant applications such as enantiomeric separation. [GRAPHICS] .

Açıklama

This work was supported by TUBITAK (The Scientific and Technological Research Council of Turkey, 119Z579) and Bolu Abant zzet Baysal University research fund (BAP) with project numbers 2013.03.03.601 and 2017.03.03.1136. I thank Gizem Akay, Anton Paar Turkey for rheology measurements.

Anahtar Kelimeler

Bis-Carbamate, Racemate Versus Pure Enantiomer Gelation, Birefringent Spherulite, Drug-Delivery, Efficient Organogelators, Functional Materials

Kaynak

Journal of Sol-Gel Science and Technology

WoS Q Değeri

Q1

Scopus Q Değeri

Q2

Cilt

105

Sayı

1

Künye

Demir-Ordu, Ö. (2023). Synthesis and organogelation properties of bis-carbamate compounds bearing spacers with a stereogenic center. Journal of Sol-Gel Science and Technology, 105(1), 291-303.