Synthesis and Characterization of Novel Sulfonated Polyimides from 4, 6-Bis(4-aminophenoxy)-naphthalene-2-sulfonic Acid

doi:10.1007/s40242-013-3076-9

Chemical Research in Chinese Universities ›› 2013, Vol. 29 ›› Issue (6): 1225-1228.doi: 10.1007/s40242-013-3076-9

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Synthesis and Characterization of Novel Sulfonated Polyimides from 4, 6-Bis(4-aminophenoxy)-naphthalene-2-sulfonic Acid

LI Yu-han¹, WANG Wei-jian¹, JIN Ri-zhe², GAO Lian-xun²

1. College of Food Science and Engineering, Jilin Business and Technology College, Changchun 130062, P. R. China;
2. State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. China

Received:2013-03-01 Revised:2013-09-08 Online:2013-12-01 Published:2013-09-17
Contact: GAO Lian-xun E-mail:lxgao@ciac.jl.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.20904052).

Abstract

Abstract:

A novel sulfonated diamine monomer, 4,6-bis(4-aminophenoxy)-naphthalene-2-sulfonic acid(BAPNS), was synthesized. A series of sulfonated polyimide copolymers was prepared from BAPNS, 1,4,5,8-naphthalenetetra-carboxylic dianhydride(NTDA) and nonsulfonated diamine 4,4'-diaminodiphenyl ether(ODA). Flexible, transparent, and mechanically strong membranes were obtained. The novel sulfonated polyimide(SPI) membranes show higher conductivity, for example, SPI-100 shows a conductivity of 0.0698 S/cm at 80℃(SPI-X: X refers to molar fraction of BAPNS). The membranes exhibit the permeability of methanol from 2.18×10^-7 cm²/s to 2.57×10^-7 cm²/s, which is much lower than that of Nafion(2.00×10^-6 cm²/s). The copolymers were thermally stable up to 330℃. The sulfonated polyimide copolymers also show reasonable mechanical strength; for example, the maximum tensile strength at break of the sulfonated polyimide copolymer with 100%(molar fraction) BAPNS is 1.35 GPa under high moisture conditions. The optimum concentration of BAPNS was found to be 100%(molar fraction) from the view point of proton conductivity, methanol permeability, and membrane stability.

Key words: Sulfonated polyimide, Proton conductivity, Proton-exchange membrane

LI Yu-han, WANG Wei-jian, JIN Ri-zhe, GAO Lian-xun. Synthesis and Characterization of Novel Sulfonated Polyimides from 4, 6-Bis(4-aminophenoxy)-naphthalene-2-sulfonic Acid[J]. Chemical Research in Chinese Universities, 2013, 29(6): 1225-1228.

References

[1] Hickner M. A., Ghassemi H., Kim Y. S., Einsla B. R., McGrath J. E., Chem. Rev., 2004, 104, 4587
[2] Wang D., Leng J., Chem. J. Chinese Universities, 2012, 28(5), 866
[3] Wang X., Jiang Y., Zhu H., Zhang J., Chem. J. Chinese Universities, 2011, 27(3), 486
[4] Chen K., Chen X., Yaguchi K., Endo N., Higa M., Okamoto K., Polymer, 2009, 50, 510
[5] Barbir F., Gomez T., Int. J. Hydrogen Energy, 1997, 22, 1027
[6] Miyake N., Wainright J. S., Savinell R. F., J. Electrochem. Soc., 2001, 148, 898
[7] Xing Z., Zhao T., Jiang B., Yin M., Si F., Liu C., Yang W., Chem. J. Chinese Universities, 2012, 28(6), 1074
[8] Liu R., Wang D., Leng J., Chem. J. Chinese Universities, 2013, 29(4), 747
[9] Genies C., Mercier R., Sillion B., Cornet N., Gebel G., Pineri M., Polymer, 2001, 42, 359
[10] Genies C., Mercier R., Sillion B., Petiaud R., Cornet N., Gebel G., Pineri M., Polymer, 2001, 42, 5097
[11] Besse S., Capron P., Diat O., Gebel G., Jousse F., Marsacq D., Pineri M., Marestin C., Mercier R. J. New Mater. Electrochem. Syst., 2002, 5, 109
[12] Essafi W., Gebel G., Mercier R., Macromolecules, 2004, 37, 1431
[13] Coutanceau C., Koffi R. K., Léger J. M., Marestin K., Mercier R., Nayoze C., Capron P., J. Power Sources, 2006, 160, 334
[14] Fang J., Guo X., Harada S., Watari T., Tanaka K., Kita H., Okamoto K., Macromolecules, 2002, 35, 9022
[15] Guo X., Fang J., Watari T., Tanaka K., Kita H., Okamoto K., Macromolecules, 2002, 35, 6707
[16] Yin Y., Fang J., Watari T., Tanaka K., Kita H., Okamoto K., J. Materials Chemistry, 2004, 14, 1062
[17] Yin Y., Yamada O., Suto Y., Mishima T., Tanaka K., Kita H., Okamoto K., J. Polym. Sci. Part A: Polym. Chem., 2005, 43, 1545
[18] Li Y., Jin R., Wang Z., Cui Z., Xing W., Gao L., J. Polym. Sci., Part A: Polym. Chem., 2007, 45, 222
[19] Li Y., Jin R., Cui Z., Wang Z., Xing W., Qiu X., Ji X., Gao L., Polymer, 2007, 48, 2280
[20] Jin R., Li Y., Xing W., Qiu X., Ji X., Gao L., Polym. Adv. Technol., 2012, 23, 31

Synthesis and Characterization of Novel Sulfonated Polyimides from 4, 6-Bis(4-aminophenoxy)-naphthalene-2-sulfonic Acid

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