Novel bis(aminoalcohol)oxalamide organogelators and their diglycolylamide analogs: evaluation of gelation efficiency in various organic fluids
Yükleniyor...
Tarih
2017-11-10
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
TÜBİTAK
Erişim Hakkı
info:eu-repo/semantics/openAccess
Attribution-NonCommercial-ShareAlike 3.0 United States
Attribution-NonCommercial-ShareAlike 3.0 United States
Özet
Three modular types of bis(aminoalcohol)oxalamides (1, 4, and 7) and bis(aminoalcohol)diglycolylamide (8)
gelators have been prepared by the reaction of the respective aminoalcohols with oxalyl and digycolyl methylesters as
potential low-molecular-weight organogelators. The gelation properties of these amides have been evaluated in various
aromatic organic solvents (xylene, toluene, isopropyl benzene, and aromatic ether type organic fluids such as anisole or
α-phenylethylmethylether) as well as the long-chain aliphatic alcohols (1-hexanol, 1-octanol, 2-octanol, and aromatic 1-
phenylethanol). The compounds with sec-butyl and ethyl side chains produce good gelation properties in both aromatic
and other organic fluids. Furthermore, the common oxalamide linker present in the gelators was replaced by an extended
diglycolylamide linker (8) and its behaviors were compared with the benzylic oxalamide analog (3). The gelator (8) gives
the best results with aromatic fluid and lauric acid ethyl ester. 1 H NMR studies reveal the existence of temperaturedependent network assembly/dissolution equilibrium and produce Kgel . FTIR was employed to see the effect of hydrogen
bonding in the formation of gel network. Thermodynamic parameters regarding gel-to-sol transition were collected with
van’t Hoff relationships.
Açıklama
Anahtar Kelimeler
Gelation, Self-Assembly, Low-Molecular-Weight Organogels, Infrared, NMR Spectroscopy, Hydrogen Bonding, Chiral Amidediols
Kaynak
WoS Q Değeri
N/A
Scopus Q Değeri
Q3
Cilt
41
Sayı
5
Künye
Çolak, M., Barış Cebe, D., Pirinççioğlu, N., Hoşgören, H. (2017). Novel bis(aminoalcohol)oxalamide organogelators and their diglycolylamide analogs: evaluation of gelation efficiency in various organic fluids. Turkish Journal of Chemistry, 41 (5), pp. 658-671. https://doi.org/10.3906/kim-1701-76
