Organogelators based on p-alkoxylbenzamide and their self-assembling properties
Yan Zhai,Wei Chai,Wenwen Cao,Zipei Sun,Yaodong Huang()
Key Laboratory of Systems Bioengineering, Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
A series of p-alkoxylbenzamides featuring a long alkyl chain have been synthesized and are readily to form stable gels in a variety of organic solvents. Their self-assembly properties and structure-property relationship were investigated by scanning electron microscopy, X-ray diffraction, 1H nuclear magnetic resonance, and Fourier transform infrared spectroscopy. The gels formed were multi-responsive to environmental stimuli such as temperature and fluoride anion. The results show that a combination of hydrogen bonding, π-π stacking and van der Waals interaction result in the aggregation of p-alkoxylbenzamides to form three-dimension networks, depending on the length of the long alkyl chain.
. [J]. Frontiers of Chemical Science and Engineering, 2015, 9(4): 488-493.
Yan Zhai,Wei Chai,Wenwen Cao,Zipei Sun,Yaodong Huang. Organogelators based on p-alkoxylbenzamide and their self-assembling properties. Front. Chem. Sci. Eng., 2015, 9(4): 488-493.
Values of the diffraction peaks corresponding to d /nm
Small-angle region
Wide-angle region
Toluene
1.406, 0.705, 0.470
0.385
Aniline
1.533, 0.765, 0.510
0.382
n-Hexanol
1.402, 0.697, 0.469
0.380
Tab.2
Vibrations
Solution /cm−1
Organogel /cm−1
ν(NH2)
3513, 3418
3387, 3167
νs(CH2)
2928
2920
νas(CH2)
2858
2854
ν(C=O)
1670
1643
δ(NH2)
1516
1574
Tab.3
Fig.4
Fig.5
Fig.6
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