Thermally Stable and Organo-soluble Polyamides Containing Triazine Rings and Ether Linkages in the Main Chain: Synthesis and Characterization

Citation: Mohsen Hajibeygi, Khalil Faghihi, Majid Khodaei-Tehrani, Zeinab Mirzakhanian. Thermally Stable and Organo-soluble Polyamides Containing Triazine Rings and Ether Linkages in the Main Chain: Synthesis and Characterization[J]. Chinese Journal of Polymer Science, 2015, 33(1): 109-117. doi: 10.1007/s10118-015-1562-x shu

Thermally Stable and Organo-soluble Polyamides Containing Triazine Rings and Ether Linkages in the Main Chain: Synthesis and Characterization

1.
Faculty of Chemistry, Kharazmi University, 15719-14911 Tehran, Iran
2.
Department of Chemistry, Faculty of Science, Arak University, Arak 38156-8-8349, Iran
3.
Department of Chemistry, Arak Branch, Islamic Azad University, Arak, Iran

通讯作者: Mohsen Hajibeygi, mhajibeygi@gmail.com

摘要: In order to synthesize new polyamide (PA) 5 and copolyamides (CoPA) 7a-7d, a new-type of dicarboxylic acid containing triazine ring was successfully synthesized from 2,4-dichloro-6-methoxy-s-triazine 1 and 4-aminobenzoic acid. New polyamide 5 containing triazine moiety was prepared from 4,4'-(6-methoxy-1,3,5-triazine-2,4-diyl)bis(azanediyl)dibenzoic acid 3 and 4,4'-diaminodiphenylether by direct polycondensation reaction. Then new series thermally stable copolyamides 7a-7d with high solubility in common organic solvents were synthesized from the direct polycondensation reaction of diacid 3 as a first monomer, aliphatic-aromatic diacids 6a-6d as second diacids and 4,4'-diaminodiphenylether. All of the above polymers were fully characterized by 1H-NMR and FTIR spectroscopy, elemental analysis (CHN), inherent viscosity, solubility tests, gel permeation chromatography (GPC), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The resulted CoPAs 7a-7d have shown good inherent viscosities, solubility and thermal properties.

关键词:

English

Thermally Stable and Organo-soluble Polyamides Containing Triazine Rings and Ether Linkages in the Main Chain: Synthesis and Characterization

1.
Faculty of Chemistry, Kharazmi University, 15719-14911 Tehran, Iran
2.
Department of Chemistry, Faculty of Science, Arak University, Arak 38156-8-8349, Iran
3.
Department of Chemistry, Arak Branch, Islamic Azad University, Arak, Iran

Corresponding author: Mohsen Hajibeygi, mhajibeygi@gmail.com

Received Date: 08 April 2014
Revised Date: 07 May 2014
Available Online: 05 January 2015

Abstract: In order to synthesize new polyamide (PA) 5 and copolyamides (CoPA) 7a-7d, a new-type of dicarboxylic acid containing triazine ring was successfully synthesized from 2,4-dichloro-6-methoxy-s-triazine 1 and 4-aminobenzoic acid. New polyamide 5 containing triazine moiety was prepared from 4,4'-(6-methoxy-1,3,5-triazine-2,4-diyl)bis(azanediyl)dibenzoic acid 3 and 4,4'-diaminodiphenylether by direct polycondensation reaction. Then new series thermally stable copolyamides 7a-7d with high solubility in common organic solvents were synthesized from the direct polycondensation reaction of diacid 3 as a first monomer, aliphatic-aromatic diacids 6a-6d as second diacids and 4,4'-diaminodiphenylether. All of the above polymers were fully characterized by 1H-NMR and FTIR spectroscopy, elemental analysis (CHN), inherent viscosity, solubility tests, gel permeation chromatography (GPC), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The resulted CoPAs 7a-7d have shown good inherent viscosities, solubility and thermal properties.

Key words:

1. [1]
  Lin, J. and Sherrington, D.C., Adv. Polym. Sci., 1994, 111: 177
2. [2]
  Faghihi, K. and Hajibeygi, M., J. Appl. Polym. Sci., 2004, 92: 3447
3. [3]
  Gutch, P.K., Banerjee, S. and Jaiswal, D.K., J. Appl. Polym. Sci., 2003, 89: 691
4. [4]
  Hale, W.F., Farnham, A.G., Johnson, R.N. and Clendinning, R.A., J. Polym. Sci., Part A: Polym. Chem., 1967, 5: 2399
5. [5]
  Johnson, R.N., Farnham, A.G., Clendinning, R.A., Hale, W.F. and Merriman, C.N., J. Polym. Sci., Part A: Polym. Chem., 1967, 5: 2375
6. [6]
  Hajibeygi, M., Shabanian, M. and Khodaei-Tehrani, M., Des. Monomers Polym., 2011, 14: 617
7. [7]
  Faghihi, K., Nourbakhsh, M. and Hajibeygi, M., Chinese J. Polym. Sci., 2010, 28(6): 941
8. [8]
  Hajibeygi, M., Faghihi, K. and Shabanian, M., J. Appl. Polym. Sci., 2011, 121: 2877
9. [9]
  Faghihi, K., Hajibeygi, M. and Shabanian, M., Polym. Int., 2010, 59: 218
10. [10]
  Faghihi, K. and Hajibeygi, M., Chinese J. Polym. Sci., 2010, 28(4): 517
11. [11]
  Faghihi, K., Shabanian, M., Hajibeygi, M. and Mohammadi, Y., Polym. Sci. Seri B, 2010, 52: 549
12. [12]
  Morgan, P.W., Macromolecules, 1970, 3: 536
13. [13]
  Grave, R.B., High performance polymers: their origin and development. New York: Elsevier Science Publishing Co Inc, 1986
14. [14]
  Hedrick, J.L. and Twieg, R., Polymer, 1997, 38: 995
15. [15]
  Carter, K.R., Miller, R.D. and Hedrick, J.L., Macromolecules, 1993, 26: 2209
16. [16]
  Verborgt, J. and Marvel, C.S., J. Polym. Sci: Polym. Chem. Ed., 1973, 11: 261
17. [17]
  Anderson, D.R. and John, M.H., J. Polym. Sci., Part A: Polym. Chem., 1966, 4: 1689
18. [18]
  Yu, G., Liu, C., Wang, J., Gu, T. and Jian, X., Polym. Degrad. Stab., 2009, 94: 1053
19. [19]
  Bhimrao, D.S. and Sudhakar, S.M., J. Polym. Sci., Part A: Polym. Chem., 1991, 29: 825
20. [20]
  Sagar, A.D., Salunkhe, M.M., Wadgaonkar, P.P., Sarawade, B.D. and Mahajan, S.S., J. Polym. Sci., Part A: Polym. Chem., 1997, 35: 1077
21. [21]
  Yamazaki, N., Matsumoto, M. and Higashi, F., J. Polym. Sci., Part A: Polym. Chem., 1975, 13: 1373
22. [22]
  Shabanian, M. and Basaki, N., Composites: Part B, 2013, 52: 224
23. [23]
  Hajibeygi, M. and Shabanian, M., J. Appl. Polym. Sci., 2012, 126: 280
24. [24]
  Hajibeygi, M. and Shabanian, M., Des. Monomers Polym., 2013, 16: 222

扫一扫看文章

计量

PDF下载量: 0
文章访问数: 1269
HTML全文浏览量: 38

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Thermally Stable and Organo-soluble Polyamides Containing Triazine Rings and Ether Linkages in the Main Chain: Synthesis and Characterization

通讯作者: Mohsen Hajibeygi, mhajibeygi@gmail.com

English

Thermally Stable and Organo-soluble Polyamides Containing Triazine Rings and Ether Linkages in the Main Chain: Synthesis and Characterization

Corresponding author: Mohsen Hajibeygi, mhajibeygi@gmail.com

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

Thermally Stable and Organo-soluble Polyamides Containing Triazine Rings and Ether Linkages in the Main Chain: Synthesis and Characterization

通讯作者: Mohsen Hajibeygi, mhajibeygi@gmail.com

English

Thermally Stable and Organo-soluble Polyamides Containing Triazine Rings and Ether Linkages in the Main Chain: Synthesis and Characterization

Corresponding author: Mohsen Hajibeygi, mhajibeygi@gmail.com

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

文章相关

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs