Preparation of quaternary ammonium functionalized norbornene derivatives anion exchange membrane

doi:10.11949/j.issn.0438-1157.20150356

›› 2015, Vol. 66 ›› Issue (S1): 338-342.DOI: 10.11949/j.issn.0438-1157.20150356

Previous Articles Next Articles

Preparation of quaternary ammonium functionalized norbornene derivatives anion exchange membrane

ZHAO Yubin^1,2, WANG Shubo², ZHAO Yang², XIE Xiaofeng², ZHANG Zhenlin¹

1 College of Materials Science and Engineering, Yanshan University, Qinhuangdao 066004, Hebei, China;
2 Institute of Nuclear and New Energy Technology, Tsinghua University, Beijing 100084, China

Received:2015-03-19 Revised:2015-03-26 Online:2015-06-30 Published:2015-06-30
Supported by:
supported by the National High Technology Research and Development Program of China (2012AA052201) and the National Natural Science Foundation of China (21176140).

降冰片烯类季铵型阴离子交换膜的制备

赵玉彬^1,2, 王树博², 赵阳², 谢晓峰², 张振琳¹

1 燕山大学材料科学与工程学院, 河北秦皇岛 066004;
2 清华大学核能与新能源技术研究院, 北京 100084

通讯作者: 张振琳, 谢晓峰
基金资助:
国家高技术研究发展计划项目(2012AA052201);国家自然科学基金项目(21176140)。

Abstract

Abstract: In this paper, monomers QRPhNB norbornene derivatives were designed and synthesized, which containing quaternary ammonium cation as a function of the group using a method to open the cyclic olefinic double bond, and end to end to form polymer. An anion exchange membrane material was prepared, through the ring-opening polymerization of ectopic (ROMP). The membrane results showed that when the molar ratio of the monomer and norbornadiene was 1:2, the obtained anion-exchange membrane IEC values was 1.26 mequiv·g^-1, the highest ionic conductivity was 20.05 mS·cm^-1; water uptake was 14.3%.

Key words: ROMP, anion exchange membrane, norbornene, conductivity, water uptake

摘要： 通过环状烯烃双键打开, 首尾相接形成聚合物的方法, 设计合成了含有季铵阳离子作为功能化基的降冰片烯衍生物单体QRPhNB, 通过开环异位聚合(ROMP)制备得到阴离子交换膜材料, 流延成膜后的分析结果表明:当单体与降冰片二烯1:2投料时所得到的阴离子交换膜的IEC值为1.26 mequiv·g^-1, 其最高离子传导率为20.05 mS·cm^-1;吸水率为14.3%。

关键词: 开环异位聚合, 阴离子交换膜, 降冰片烯, 电导率, 吸水率

CLC Number:

TQ152

ZHAO Yubin, WANG Shubo, ZHAO Yang, XIE Xiaofeng, ZHANG Zhenlin. Preparation of quaternary ammonium functionalized norbornene derivatives anion exchange membrane[J]. , 2015, 66(S1): 338-342.

赵玉彬, 王树博, 赵阳, 谢晓峰, 张振琳. 降冰片烯类季铵型阴离子交换膜的制备[J]. CIESC Journal, 2015, 66(S1): 338-342.

References 16

[1]	Wright A G, Holdcroft S. Hydroxide-stable ionenes [J]. ACS Macro. Letters, 2014, 3(5):444-447.
[2]	Li W, Wang S, Zhang X, Wang W, Xie X, Pei P. Degradation of guanidinium-functionalized anion exchange membrane during alkaline environment [J]. International Journal of Hydrogen Energy, 2014, 39(25): 13710-13717.
[3]	Wang W, Wang S, Xie X, Lv Y, Ramani V. Density functional theory study of hydroxide-ion induced degradation of imidazolium cations[J]. International Journal of Hydrogen Energy, 2014, 39(26): 14355- 14361.
[4]	Li C, Zhang S, Wang S, Xie X, Deng C, Pei P. A novel cross-linked anion exchange membrane with conjugated and non-conjugated pyridine groups [J]. International Journal of Hydrogen Energy, 2014, 39(26): 14362-14369.
[5]	Liu G, Shang Y, Xie X, Wang S, Wang J, Wang Y, et al. Synthesis and characterization of anion exchange membranes for alkaline direct methanol fuel cells [J]. International Journal of Hydrogen Energy, 2012, 37(1): 848-853.
[6]	Truett W L, Johnson D R, Robinson I M, Montague B A. Polynorbornene by coordination polymerization [J]. Journal of the American Chemical Society, 1960, 82(9): 2337-2340.
[7]	Gilliom L R, Grubbs R H. Titanacyclobutanes derived from strained cyclic olefins—the living polymerization of norbornene [J]. Journal of the American Chemical Society, 1986, 108(4): 733-742.
[8]	Dias E L, Nguyen S T, Grubbs R H. Well-defined ruthenium olefin metathesis catalysts: mechanism and activity [J]. Journal of the American Chemical Society, 1997, 119(17): 3887-3897.
[9]	Nguyen S T, Grubbs R H, Ziller J W. Syntheses and activities of new single-component, ruthenium-based olefin metathesis catalysts [J]. Journal of the American Chemical Society, 1993, 115(21): 9858- 9859.
[10]	Zha Y, Disabb-Miller M L, Johnson Z D, Hickner M A, Tew G N. Metal-cation-based anion exchange membranes [J]. Journal of the American Chemical Society, 2012, 134(10): 4493-6.
[11]	Robertson N J, Kostalik Ⅳ H A, Clark T J, Mutolo P F, Abruña H D, Coates G W. Tunable high performance cross-linked alkaline anion exchange membranes for fuel cell applications [J]. Journal of the American Chemical Society, 2010, 132(10): 3400-3404.
[12]	Clark T J, Robertson N J, Kostalik Ⅳ H A, Lobkovsky E B, Mutolo P F, Abruña H D, Coates G W. A ring-opening metathesis polymerization route to alkaline anion exchange membranes: development of hydroxide-conducting thin films from an ammonium-functionalized monomer [J]. Journal of the American Chemical Society, 2009, 131(36): 12888-12889.
[13]	Majchrzak M, Hine P J, Khosravi E. An autonomous self-healing system based on ROMP of norbornene dicarboximide monomers [J]. Polymer, 2012, 53(23): 5251-5257.
[14]	Khosravi E, Iqbal F, Musa O M. Thermosetting ROMP materials with thermally degradable linkages [J]. Polymer, 2011, 52(2): 243-249.
[15]	You Z, Song W, Zhang S, Jin O, Xie M. Polymeric microstructures and dielectric properties of polynorbornenes with 3, 5-bis(trifluoromethyl)biphenyl side groups by ring-opening metathesis polymerization [J]. Journal of Polymer Science Part A: Polymer Chemistry, 2013, 51(22): 4786-4798.
[16]	Gauna G A, Cobice D, Awruch J. Efficient diborane-mediated synthesis of phthalocyanines carrying amino groups near the macrocycle [J]. Polyhedron, 2012, 46(1): 90-94.

Preparation of quaternary ammonium functionalized norbornene derivatives anion exchange membrane

降冰片烯类季铵型阴离子交换膜的制备

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References 16

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Yali HU, Junyong HU, Suxia MA, Yukun SUN, Xueyi TAN, Jiaxin HUANG, Fengyuan YANG. Development of novel working fluid and study on electrochemical characteristics of reverse electrodialysis heat engine [J]. CIESC Journal, 2023, 74(8): 3513-3521.
[2]	Kunyang FAN, Jingxing YANG, Haibo XU, Xingrong LIAN, Fengmei HE, Conghui CHEN, Zengyao LI. A unified lattice Boltzmann model for heat transfer in opacifiers-doped silica aerogel [J]. CIESC Journal, 2023, 74(5): 1974-1981.
[3]	Qiaoling SU, Junfeng WANG, Wei ZHANG, Shuiqing ZHAN, Tianyi WU. Experimental study on polarization motion characteristics of bubbles in a low conductivity working medium [J]. CIESC Journal, 2022, 73(9): 3861-3869.
[4]	Xue FU, Tingting CHEN, Tingting CHEN, Yingjie XU. Research progress on the conductivity properties of ionic liquids [J]. CIESC Journal, 2022, 73(5): 1883-1893.
[5]	Xingda SHI, Huayan CHEN, Yanan GE, Chunrui WU, Hongyou JIA, Xiaolong LYU. Construction of three-dimensional network by modified MWCNT and AlN fillings in PVDF to improve the thermal conductivity [J]. CIESC Journal, 2022, 73(5): 2262-2269.
[6]	Huan XU, Lyu KE, Shenghui ZHANG, Zilin ZHANG, Guangdong HAN, Jinsheng CUI, Daoyuan TANG, Donghui HUANG, Jiefeng GAO, Xinjian HE. Upgrading dispersion and interfacial morphologies for thermally conductive polypropylene composites by in situ growth of carbon nanotubes at graphene oxide [J]. CIESC Journal, 2022, 73(11): 5150-5157.
[7]	FU Fengyan, XING Guang'en. Progress of polymer-based anion exchange membrane for alkaline fuel cell application [J]. CIESC Journal, 2021, 72(S1): 42-52.
[8]	LIANG Heng, LIU Yicai, WANG Qianxu, ZHAO Xiangle, LI Zheng. Research progress of effective thermal conductivity of open-cell foam metal composites [J]. CIESC Journal, 2021, 72(S1): 7-20.
[9]	Zi'ang XU, Lei WAN, Kai LIU, Baoguo WANG. Recent progress of molecular design for highly stable alkaline anion exchange membranes [J]. CIESC Journal, 2021, 72(8): 3891-3906.
[10]	LIU Xuan, MA Yichang, ZHANG Qiugen, LIU Qinglin. Preparation of fullerene crosslinked quaternized polyphenylene oxide anion exchange membrane [J]. CIESC Journal, 2021, 72(7): 3849-3855.
[11]	YANG Zhen, YAO Yuanpeng, WU Huiying. Analysis on thermal conduction characteristics of metal foam based on conduction form factor [J]. CIESC Journal, 2021, 72(3): 1295-1301.
[12]	LI Hui, YANG Zhengjin, XU Tongwen. Research progress of high temperature proton exchange membranes [J]. CIESC Journal, 2021, 72(1): 132-142.
[13]	Dongmin TIAN, Yanpeng WU, Fengjun CHEN. Analysis of heat transfer performance of copper-water heat pipe based on nano enhanced-PCM [J]. CIESC Journal, 2020, 71(S1): 220-226.
[14]	Guoda HE, Rui TANG, Xuezhi DUAN, Leidong XIE, Jie FU, Jianxing DAI, Yuan QIAN, Jianqiang WANG. Molecular dynamics investigation on microstructure and diffusion properties of LiF-BeF₂ molten salt [J]. CIESC Journal, 2020, 71(8): 3565-3574.
[15]	Yan SHI, Junwen ZHAO, Yanping YUAN, Guangze DAI, Jing HAN. Effect of Cu content on phase change thermal storage properties of Al-Cu-Si alloy [J]. CIESC Journal, 2020, 71(5): 2017-2023.