Synthesis and Characterization of Sulfonated Polyamides

doi:10.3969/j.issn.0251-0790.2012.05.044

Abstract

Abstract: Two kinds of sulfonated monomers were synthesized, i.e., 1,4-bis(4-carboxyphenoxy)benzene-2-sulfonate(BCPOBS-Na) and 4,4'-diaminodiphenyl ether-2,2'-disulfonic acid(ODADS). Then non-sulfonated monomer was reacted with sulfonated monemoer, respectively, via the Yamazaki-Higashi phosphorylation method in the presence of triphenylphosphite(TPP), pyridine(Py) and halide salts to give high molecular sulfonated aromatic polyamides(SPA-1 and SPA-2). The polymers were obtained in quantitative yields with inherent viscosities between 0.6 and 0.8 dL/g. The structures and properties of obtained solfonated polyamides were confirmed by FTIR, ¹H NMR and TGA. The results show good solubility in polar solvents, high thermal stability, good film forming ability and excellent mechanical properties.

Key words: Sulfonated aromatic polyamide(SPA), Phosphorylation reaction, Yamazaki direct polycondensation, Solubility, Heat resistance

CLC Number:

O631
TQ314.2

TrendMD:

ZHAO Jing, XU Hong-Jie, FANG Jian-Hua, YIN Jie. Synthesis and Characterization of Sulfonated Polyamides[J]. Chem. J. Chinese Universities, 2012, 33(05): 1106.

[1]	WANG Shoubai, WU Xiuming, WU Jinming, TANG Yanfeng, SHU Chen, ZHONG Min, HUANG Wei, YAN Deyue. Synthesis and Properties of Soluble Transparent Polyimides Containing tert-Butyl and Isobutyl Groups [J]. Chem. J. Chinese Universities, 2021, 42(9): 2944.
[2]	WANG Xianwei, KE Hongjun, YUAN Hang, LU Gewu, LI Liying, MENG Xiangsheng, SONG Shulin, WANG Zhen. High Temperature Resistant and Soluble Polyimide Resins and Their Composites [J]. Chem. J. Chinese Universities, 2021, 42(6): 2041.
[3]	ZHANG Danwei, WANG Hui, LI Zhanting. Water-soluble Regular Three-dimensional Supramolecular and Covalent Organic Polymers ^† [J]. Chem. J. Chinese Universities, 2020, 41(6): 1139.
[4]	JIANG Jing,HUANG Yali,ZHANG Qilong,XU Hong,SUN Xiaohong. Effects of Cucurbit[8]uril on the Solubility, Stability and Antioxidation of Cyanidin^† [J]. Chem. J. Chinese Universities, 2019, 40(1): 76.
[5]	YU Kaile,PAN Xinyu,ZHANG Zhengfang,WANG Qiang. Determination of Solubility Parameters of Imidazolyl Acetate Ionic Liquid by Inverse Gas Chromatography and Hansen Solubility Parameters^† [J]. Chem. J. Chinese Universities, 2018, 39(5): 1048.
[6]	YANG Tong, PENG Rong, HUANG Xinyu, SUN Yansong, CHEN Xiaonong. Relative Hydrophobicity of Drug Molecules and Retention Behavior in Hydrophobic Interaction Chromatography^† [J]. Chem. J. Chinese Universities, 2018, 39(11): 2405.
[7]	ZHANG Hanyu, LUO Wu, LIU Zhenchao, LI Xiaobai, Guan Shaowei, LIU Baijun. Preparation of the Biphenyl-containing Polyarylethers with Highly Fluorinated Contents [J]. Chem. J. Chinese Universities, 2017, 38(7): 1107.
[8]	WANG Luyuan, LIU Shuxue, LI Huimin, HUANG Yaodong. Preparation and Properties of the Two-component Hydrogels Based on Pyrazine Dicarboxylic Acid and Melamine^† [J]. Chem. J. Chinese Universities, 2017, 38(5): 806.
[9]	QIU Chuanlong,LI Chunfang,LI Dongxiang,HOU Wanguo. Synthesis, Characterization and Aggregation Behavior of Polyethylene Glycol-conjugated Hydroxycamptothecin^† [J]. Chem. J. Chinese Universities, 2016, 37(8): 1535.
[10]	WANG Xiao, YANG Xinguo, SHEN Qili. Synthesis and Gel Properties of a Novel Amide Gelator with Melamine Moieties and Rationalizing Gelation Behavior by Hansen Solubility Parameters^† [J]. Chem. J. Chinese Universities, 2016, 37(11): 2068.
[11]	FAN Weifeng, LIU Xiuju, YAN Jingling, MENG Xiangsheng, LIU Jingfeng, WANG Zhen. Thermosetting Polyimide Resins and Composites Derived from 2-Phenyl-4,4'-oxydianiline^† [J]. Chem. J. Chinese Universities, 2016, 37(10): 1926.
[12]	WANG Bin, LUO Haiyan, ZHANG Yonghong, SUN Yadong, LIU Chenjiang. Synthesis and Properties of Chiral Ionic Liquid Based on (R)-Thiazolidine-2-thione-4-carboxylate^† [J]. Chem. J. Chinese Universities, 2015, 36(8): 1530.
[13]	JIANG Guangce, LIN Xiongchao, ZHANG Shengjuan, WANG Zhongqi, WANG Yonggang, CHEN Qiang, ZHU Yufei. Supercritical Fluid Extraction of Direct Coal Liquefaction Residue Basing on Hansen Solubility Parameters^† [J]. Chem. J. Chinese Universities, 2015, 36(3): 544.
[14]	HE Rui, WANG Xiaona, WANG Xinyue, QIU Ya, YANG Shengyong, YIN Zongning. Insight into the Formation Mechanisms Behind Self-emulsifying Drug Delivery Systems of Calcium Channel Blockers^† [J]. Chem. J. Chinese Universities, 2015, 36(1): 131.
[15]	JIA Lan-Ni, YU Liang-Min, DONG Lei, ZHANG Qi, WU Xiao-Jing, ZHANG Zhi-Ming. Synthesis, Characterization and Solution Properties of PAAH Copolymer Containing Capsaicin-like Moieties [J]. Chem. J. Chinese Universities, 2013, 34(12): 2887.

Synthesis and Characterization of Sulfonated Polyamides

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments