Title :
Synthesis and Characterization of 5-(4-(3-Trimethoxysilyl)Propoxy)Phenyl)-1H-Tetrazole
Author :
Wang, Dongjie ; Niu, Chunpeng ; Long, Jiang ; Li, Huiping ; Song, MinKyu ; Liu, Meilin
Author_Institution :
Sch. of Chem. Eng. & Energy, Zhengzhou Univ., Zhengzhou, China
Abstract :
N-heterocyclic molecules, bearing nitrogen atoms and conjugate ring and having protogenic proton conductivity, can be used as proton conducting functional group for proton exchange membrane (PEM). In this paper, 5-(4-hydroxyphenyl)-1H-tetrazole (b) was synthesized using 4-cyanophenol (a) and sodium azide as main materials and water as solvent by click chemistry. The optimum reaction conditions were obtained by orthogonal test design and single factor experiments. The yield of (b) was 92.5% under n(4-cyanophenol): n(NaN3)=1:l.4, reflux at 115°C for 24h, acidifying at 50°C for 1.5h. Then 5-(4-(3-trimethoxy-silyl)-propoxy)phenyl)-1H-tetrazole(c) was formed by condensation using (3- chloropropyl) trimethoxysilane as precursor. The structures of (b) and proposed (c) were supported by FTIR, 1HNMR and 13CNMR. The results showed that this synthetic process was environmental benign due to water solvent and little waste discharge.
Keywords :
Fourier transform spectra; condensation; crystal growth from solution; infrared spectra; ion exchange; ionic conductivity; organic compounds; proton magnetic resonance; (3-chloropropyl) trimethoxysilane; 4-cyanophenol; 5-(4-(3-trimethoxysilyl)propoxy)phenyl)-1H-tetrazole; 13C NMR; 1H NMR; FTIR; Fourier transform infrared spectra; N-heterocyclic molecules; condensation; orthogonal test design; protogenic proton conductivity; proton exchange membrane; proton nuclear magnetic resonance; single factor experiments; sodium azide; temperature 115 degC; temperature 50 degC; time 1.5 h; time 24 h; water; Conductivity; Fuel cells; Materials; Protons; Solvents; Stability analysis; Thermal stability;
Conference_Titel :
Green Technologies Conference, 2012 IEEE
Conference_Location :
Tulsa, OK
Print_ISBN :
978-1-4673-0968-4
Electronic_ISBN :
2166-546X
DOI :
10.1109/GREEN.2012.6200942