Pyridine-Thiourea Based High Performance Polymers: Synthesis and Characterization

Citation: Ghulam Waris, Humaira Masood Siddiqi. Pyridine-Thiourea Based High Performance Polymers: Synthesis and Characterization[J]. Chinese Journal of Polymer Science, 2015, 33(1): 49-60. doi: 10.1007/s10118-015-1557-7 shu

Pyridine-Thiourea Based High Performance Polymers: Synthesis and Characterization

Ghulam Waris ^1,2,3, ,
Humaira Masood Siddiqi ^{4,
,}

1.
1. Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan
2.
2. Department of Chemistry, University of Sheffield, UK
3.
4.
Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan

通讯作者: Humaira Masood Siddiqi, humaira_siddiqi@yahoo.com

基金项目:
This work was financially supported by the Higher Education Commission of Pakistan (HEC) under the Indigenous 5000 PhD Fellowship Scheme Batch-IV.

摘要: A novel diamine monomer, pyridine-2, 6-bis((4-aminophenyl)thioureido)carbonyl (PATC) was synthesized efficiently and polymerized with various aromatic dianhydrides. Consequently, poly(pyridine thiourea-imide)s (PPTIs) with good thermal properties and flame retardancy were fabricated. The structures of PATC and PPTIs were characterized by FTIR, 1H-NMR, 13C-NMR spectroscopy along with elemental analysis, crystallinity, organosolubility, inherent viscosity and gel permeation chromatographic measurements. PPTIs containing C=S, CONH and meta substituted pyridine moieties in the polymer backbone showed amorphous nature and were readily soluble in highly polar organic solvents and even in less polar solvents such as tetrahydrofuran (THF). Polymers had inherent viscosities in the range of 0.91-1.16 dL/g and molecular weight was found between 68000-77000 g/mol. The electrical properties of the PPTIs were estimated in terms of dielectric constant over a range of frequencies. Their thermal stability was determined by 10% weight loss temperature found in the range of 519-563 ℃ under inert atmosphere. The glass transition temperature of the polyimides varied between 247 ℃ and 267 ℃. The flame retardant properties of PPTIs were investigated in terms of limiting oxygen index (LOI) which was found in the range of 38.26-39.95. Introduction of thiourea in the polymer backbone is an effective way to improve the thermal stability and flame retardancy. Thus PATC can be considered as an excellent candidate for the synthesis of high performance polymers.

关键词:

English

Pyridine-Thiourea Based High Performance Polymers: Synthesis and Characterization

Ghulam Waris ^1,2,3, ,
Humaira Masood Siddiqi ^{4,
,}

1.
1. Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan
2.
2. Department of Chemistry, University of Sheffield, UK
3.
4.
Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan

Corresponding author: Humaira Masood Siddiqi, humaira_siddiqi@yahoo.com

Received Date: 27 March 2014
Revised Date: 15 July 2014
Available Online: 05 January 2015
Fund Project:
This work was financially supported by the Higher Education Commission of Pakistan (HEC) under the Indigenous 5000 PhD Fellowship Scheme Batch-IV.

Abstract: A novel diamine monomer, pyridine-2, 6-bis((4-aminophenyl)thioureido)carbonyl (PATC) was synthesized efficiently and polymerized with various aromatic dianhydrides. Consequently, poly(pyridine thiourea-imide)s (PPTIs) with good thermal properties and flame retardancy were fabricated. The structures of PATC and PPTIs were characterized by FTIR, 1H-NMR, 13C-NMR spectroscopy along with elemental analysis, crystallinity, organosolubility, inherent viscosity and gel permeation chromatographic measurements. PPTIs containing C=S, CONH and meta substituted pyridine moieties in the polymer backbone showed amorphous nature and were readily soluble in highly polar organic solvents and even in less polar solvents such as tetrahydrofuran (THF). Polymers had inherent viscosities in the range of 0.91-1.16 dL/g and molecular weight was found between 68000-77000 g/mol. The electrical properties of the PPTIs were estimated in terms of dielectric constant over a range of frequencies. Their thermal stability was determined by 10% weight loss temperature found in the range of 519-563 ℃ under inert atmosphere. The glass transition temperature of the polyimides varied between 247 ℃ and 267 ℃. The flame retardant properties of PPTIs were investigated in terms of limiting oxygen index (LOI) which was found in the range of 38.26-39.95. Introduction of thiourea in the polymer backbone is an effective way to improve the thermal stability and flame retardancy. Thus PATC can be considered as an excellent candidate for the synthesis of high performance polymers.

Key words:

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Pyridine-Thiourea Based High Performance Polymers: Synthesis and Characterization

通讯作者: Humaira Masood Siddiqi, humaira_siddiqi@yahoo.com

English

Pyridine-Thiourea Based High Performance Polymers: Synthesis and Characterization

Corresponding author: Humaira Masood Siddiqi, humaira_siddiqi@yahoo.com

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

Pyridine-Thiourea Based High Performance Polymers: Synthesis and Characterization

通讯作者: Humaira Masood Siddiqi, humaira_siddiqi@yahoo.com

English

Pyridine-Thiourea Based High Performance Polymers: Synthesis and Characterization

Corresponding author: Humaira Masood Siddiqi, humaira_siddiqi@yahoo.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？

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