Preparation of tunable quaternary ammonium functionalized norbornene derivatives anion exchange membrane

doi:10.11949/j.issn.0438-1157.20151255

CIESC Journal ›› 2015, Vol. 66 ›› Issue (S2): 257-262.DOI: 10.11949/j.issn.0438-1157.20151255

Previous Articles Next Articles

Preparation of tunable quaternary ammonium functionalized norbornene derivatives anion exchange membrane

FENG Lei^1,2, ZHAO Yubin², XIE Xiaofeng^2,3, LV Yafei¹

1. College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China;
2. Institute of Nuclear and New Energy Technology, Tsinghua University, Beijing 100084, China;
3. State Key laboratory of Automotive Safety and Energy, Tsinghua University, Beijing 100084, China

Received:2015-07-03 Revised:2015-07-12 Online:2015-08-31 Published:2015-08-31
Supported by:
supported by the National High Technology Research and Development Program of China (2012AA052201) and State Key Laboratory of Automotive Safety and Energy (KF14162).

可控型季铵化降冰片烯衍生物阴离子交换膜的制备

冯磊^1,2, 赵玉彬², 谢晓峰^2,3, 吕亚非¹

1. 北京化工大学材料科学与工程学院, 北京 100029;
2. 清华大学核能与新能源技术研究院, 北京 100084;
3. 清华大学汽车安全与节能国家重点实验室, 北京 100084

通讯作者: 谢晓峰, 吕亚非
基金资助:
国家高技术研究发展计划项目(2012AA052201);汽车安全与节能国家重点实验室项目(KF14162)。

Abstract

Abstract:

In order to improve the anion-exchange membrane ion conductivity, an anion exchange membrane was prepared which the norbornene anhydride as a raw material monomer, two functional groups were introduced on the monomer for increasing the ion exchange capacity per unit volume.Materials Studio (MS) software was used to calculate energy barrier, analyze the feasibility of forming a judgment diquaternary monomers or not.Simulation and experimental results show that the molecular structure design and the experimental method is feasible.When the monomer and norbornene ratio of 1:2.5, the highest ionic conductivity σ reached 65.21 mS·cm^-1, an ion exchange capacity of 2.56 mequiv·g^-1, the water absorption was 22.6%.

Key words: anion exchange membrane, norbornene, ring-opening metathesis polymerization, conductivity, simulation

摘要：

为了提高阴离子交换膜的离子传导率,本文以降冰片烯二酸酐为原材料,单体中引入两个官能团提高单位体积内离子交换容量制备了阴离子交换膜。通过Materials Studio(MS)软件计算反应能垒,分析判断双季铵化单体形成与否的可行性。模拟计算与实验结果表明:分子结构设计合理,实验方法可行。当单体与降冰片烯比例为1:2.5时,最高离子传导率σ达到65.21 mS·cm^-1,离子交换容量为2.56 mequiv·g^-1,吸水率为22.6%。

关键词: 阴离子交换膜, 降冰片烯, ROMP, 电导率, 模拟

CLC Number:

TQ152

FENG Lei, ZHAO Yubin, XIE Xiaofeng, LV Yafei. Preparation of tunable quaternary ammonium functionalized norbornene derivatives anion exchange membrane[J]. CIESC Journal, 2015, 66(S2): 257-262.

冯磊, 赵玉彬, 谢晓峰, 吕亚非. 可控型季铵化降冰片烯衍生物阴离子交换膜的制备[J]. 化工学报, 2015, 66(S2): 257-262.

References 20

[1]	Olson T S, Pylypenko S, Atanassov P, Asazawa K, Yamada K, Tanaka H.Anion-exchange membrane fuel cells:dual-site mechanism of oxygen reduction reaction in alkaline media on cobalt-polypyrrole electrocatalysts[J].Journal of Physical Chemistry, 2010, 114(11):5049-5059.
[2]	Shen S Y, Zhao T S, Xu J B, Li Y S.Synthesis of PdNi catalysts for the oxidation of ethanol in alkaline direct ethanol fuel cells[J].Journal of Power Sources, 2010, 195(4):1001-1006.
[3]	Zhao Yang (赵阳), Li Xue (李雪), Zhao Yubin (赵玉彬), Xie Xiaofeng (谢晓峰).Progress of ion exchange membrane based on poly (norbornene) s derivatives via ring-opening metathesis polymerization[J].CIESC Journal (化工学报), 2015, 66(S1):10-16.
[4]	Trnka T M, Grubbs R H.The development of L2X2 Ru CHR olefin metathesis catalysts:an organometallic success story[J].Accounts of Chemical Research, 2001, 34(1):18-29.
[5]	Leitgeb A, Wappel J, Slugovc C.The ROMP toolbox upgraded[J].Polymer, 2010, 51(14):2927-2946.
[6]	Carvalho V P, Ferraz C P, Lima-Neto B S.Tailored norbornene-based copolymer with systematic variation of norbornadiene as a crosslinker obtained via ROMP with alternative amine Ru catalysts[J].European Polymer Journal, 2012, 48(2):341-349.
[7]	Pei Haiyan, Li Wei, Liu Yingliang, Wang Dongfang, Wang Jin, Shi Jun, Cao Shaokui.Ring-opening metathesis polymerization of norbornene derivatives for multifunctionalized all-optical photorefractive polymers with a non-conjugated main chain[J].Polymer, 2012, 53(1):138-144.
[8]	Clark T J, Robertson N J, Kostalik Ⅳ H A, Lobkovsky E B, Mutolo P F, Abruna 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.
[9]	Robertson N J, Kostalik Ⅳ H A, Clark T J, Mutolo P F, Abruna 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.
[10]	Zhao Yubin (赵玉彬), Wang Shubo (王树博), Zhao Yang (赵阳), Xie Xiaofeng (谢晓峰), Zhang Zhenlin (张振琳).Preparation of quaternary ammonium functionalized norbornene derivatives anion exchange membrane[J].CIESC Journal (化工学报), 2015, 66(S1):338-342.
[11]	Delley B.An all-electron numerical method for solving the local density functional for polyatomic molecules[J].The Journal of Chemical Physics, 1990, 92(1):508-517.
[12]	Delley B.From molecules to solids with the DMol3 approach[J].The Journal of Chemical Physics, 2000, 113(18):7756-7764.
[13]	Zhao Yang, Li Xue, Wang Shubo, Li Weiwei, Zhang Xuefei, Xie Xiaofeng, Chai Chunpeng, Luo Yunjun, Ramani V K.The activity of benzyl and allyl α-H sites in p-cresol-grafted fluorinated poly(aryl ether oxadiazole) toward the bromination reaction[J].Chemistry Letters, 2014, 43(12):1943-1945.
[14]	Halgren T A, Lipscomb W N.The synchronous-transit method for determining reaction pathways and locating molecular transition states[J].Chemical Physics Letters, 1977, 49(2):225-232.
[15]	Fernández F, Cordero B, Durand J, Muller J, Malbosc F, Kihn Y, Gómez M.Palladium catalyzed Suzuki C-C couplings in an ionic liquid:nanoparticles responsible for the catalytic activity[J].Dalton Transactions, 2007, (47):5572-5581.
[16]	Zhang Xuefei (张雪飞), Wang Shubo (王树博), Fei Zhejun (费哲君).Synthesis and characterization of ion exchange capacity controlled and self-crosslinked anion exchange membranes[J].CIESC Journal (化工学报), 2015, 66(S1):237-241.
[17]	Durand J, Fernández F, Barrière C, Teuma E, Gómez K, González G, Gómez M.DOSY technique applied to palladium nanoparticles in ionic liquids[J].Magnetic Resonance in Chemistry, 2008, 46(8):739-743.
[18]	You Zewang, Song Wei, Zhang Sha, Jin Ouyue, Xie Meiran.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.
[19]	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.
[20]	Wang Wenpin (王文嫔), Wang Jinhai (王金海), Wang Shubo (王树博), Xie Xiaofeng (谢晓峰), Lü Yafei (吕亚非), Qi Liang (齐亮), Yao Kejian (姚克俭).Properties of conductve bipolar plate for all-vanadium redox flow battery[J].CIESC Journal (化工学报), 2011, 62(S1):203-207.

Preparation of tunable quaternary ammonium functionalized norbornene derivatives anion exchange membrane

可控型季铵化降冰片烯衍生物阴离子交换膜的制备

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References 20

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Zhanyu YE, He SHAN, Zhenyuan XU. Performance simulation of paper folding-like evaporator for solar evaporation systems [J]. CIESC Journal, 2023, 74(S1): 132-140.
[2]	Long ZHANG, Mengjie SONG, Keke SHAO, Xuan ZHANG, Jun SHEN, Runmiao GAO, Zekang ZHEN, Zhengyong JIANG. Simulation study on frosting at windward fin end of heat exchanger [J]. CIESC Journal, 2023, 74(S1): 179-182.
[3]	Yifei ZHANG, Fangchen LIU, Shuangxing ZHANG, Wenjing DU. Performance analysis of printed circuit heat exchanger for supercritical carbon dioxide [J]. CIESC Journal, 2023, 74(S1): 183-190.
[4]	Zhiguo WANG, Meng XUE, Yushuang DONG, Tianzhen ZHANG, Xiaokai QIN, Qiang HAN. Numerical simulation and analysis of geothermal rock mass heat flow coupling based on fracture roughness characterization method [J]. CIESC Journal, 2023, 74(S1): 223-234.
[5]	Xin YANG, Wen WANG, Kai XU, Fanhua MA. Simulation analysis of temperature characteristics of the high-pressure hydrogen refueling process [J]. CIESC Journal, 2023, 74(S1): 280-286.
[6]	Jiahao SONG, Wen WANG. Study on coupling operation characteristics of Stirling engine and high temperature heat pipe [J]. CIESC Journal, 2023, 74(S1): 287-294.
[7]	Siyu ZHANG, Yonggao YIN, Pengqi JIA, Wei YE. Study on seasonal thermal energy storage characteristics of double U-shaped buried pipe group [J]. CIESC Journal, 2023, 74(S1): 295-301.
[8]	Congqi HUANG, Yimei WU, Jianye CHEN, Shuangquan SHAO. Simulation study of thermal management system of alkaline water electrolysis device for hydrogen production [J]. CIESC Journal, 2023, 74(S1): 320-328.
[9]	Yuanchao LIU, Bin GUAN, Jianbin ZHONG, Yifan XU, Xuhao JIANG, Duan LI. Investigation of thermoelectric transport properties of single-layer XSe₂(X=Zr/Hf) [J]. CIESC Journal, 2023, 74(9): 3968-3978.
[10]	Song HE, Qiaomai LIU, Guangshuo XIE, Simin WANG, Juan XIAO. Two-phase flow simulation and surrogate-assisted optimization of gas film drag reduction in high-concentration coal-water slurry pipeline [J]. CIESC Journal, 2023, 74(9): 3766-3774.
[11]	Zhewen CHEN, Junjie WEI, Yuming ZHANG. System integration and energy conversion mechanism of the power technology with integrated supercritical water gasification of coal and SOFC [J]. CIESC Journal, 2023, 74(9): 3888-3902.
[12]	Minghao SONG, Fei ZHAO, Shuqing LIU, Guoxuan LI, Sheng YANG, Zhigang LEI. Multi-scale simulation and study of volatile phenols removal from simulated oil by ionic liquids [J]. CIESC Journal, 2023, 74(9): 3654-3664.
[13]	Jianbo HU, Hongchao LIU, Qi HU, Meiying HUANG, Xianyu SONG, Shuangliang ZHAO. Molecular dynamics simulation insight into translocation behavior of organic cage across the cellular membrane [J]. CIESC Journal, 2023, 74(9): 3756-3765.
[14]	Jiajia ZHAO, Shixiang TIAN, Peng LI, Honggao XIE. Microscopic mechanism of SiO₂-H₂O nanofluids to enhance the wettability of coal dust [J]. CIESC Journal, 2023, 74(9): 3931-3945.
[15]	Chen HAN, Youmin SITU, Bin ZHU, Jianliang XU, Xiaolei GUO, Haifeng LIU. Study of reaction and flow characteristics in multi-nozzle pulverized coal gasifier with co-processing of wastewater [J]. CIESC Journal, 2023, 74(8): 3266-3278.