Precursors Structural Design and Property of Carbon Membrane for CO2 Capture†

doi:10.7503/cjcu20170058

Abstract

Abstract:

A series of novel polyimide precursors with rigidity and high free volume was designed and synthesized for the preparation of carbon membranes. The pyrolytic characteristics of polyimides and chemical structures and microstructures of derived carbon membranes were characterized by means of thermogravimetric analysis(TG), Fourier transform infrared spectroscopy(FTIR), X-ray diffraction(XRD) and high-resolution transmission electron microscopy(HRTEM). The gas separation performance of carbon membranes was evaluated using pure gases H₂, O₂, N₂, CO₂ and CH₄. The results indicated that space configuration and free volume of polyimide precursors significantly affected the microstructures and gas separation performance of derived carbon membranes. The higher the structure rigidity of polyimide was, the higher its fractional free volume(FFV) was, the microstructure of prepared carbon membrane became looser and ultramicropore size became larger, resulting in the higher gas permeability of carbon membrane. Wherein, introduction of rigid groups such as fluorene, phthalide, hexafluoroisopropyl in polyimides could effectively disrupt the packing between the molecular chains and enhance the FFV of polyimides. The derived carbon membranes with looser microstructures exhibited excellent gas separation performance which surpassed the Robeson upper bond. Especially, the carbon membrane prepared from ortho-hydroxyl functionalized polyimide exhibited the highest gas permeability among the seven carbon membranes, that was 24770 Barrer(1 Barrer≈7.5×10^-18 m²·s^-1·Pa^-1) for CO₂, showing an attractive application prospect for the CO₂ separation and capture.

Key words: Carbon membrane, Gas separation, Precursor structure, Fractional free volume, Polyimide

CLC Number:

O647
O626

TrendMD:

SONG Jing, LI Lin, LU Yunhua, XU Ruisong, JIN Xin, WANG Chunlei, WANG Tonghua. Precursors Structural Design and Property of Carbon Membrane for CO₂ Capture^†[J]. Chem. J. Chinese Universities, 2017, 38(10): 1850.

Figures/Tables 12

Fig.1 Upper bound correlation for CO2/CH4 separation[9]

Fig.2 Chemical structures of different polyimides

Table 1 Fractional free volume of different polyimides

Precursor structure	Fractional free volume^[26]	Precursor structure	Fractional free volume^[26]
BAF:BAHF-6FDA	0.212	BAF-CBDA	0.168
BAF-6FDA	0.213	BAF-BPDA	0.161
BATPPP-6FDA	0.194	BAF-ODPA	0.153
BAPPP-6FDA	0.192

Fig.3 TGA(A) and DTG(B) curves of different polyamic acids

Fig.4 FTIR spectra of carbon membranes based on different polyimides

Fig.5 XRD patterns of carbon membranes based on different polyimides

Table 2 d(002) values of carbon membranes based on different polyimides

Precursor structure	2θ/(°)	d(002)/nm
BAF:BAHF-6FDA	19.25	0.461
BAF-6FDA	19.92	0.445
BATPPP-6FDA	20.99	0.423
BAPPP-6FDA	21.04	0.422
BAF-CBDA	22.44	0.396
BAF-ODPA	23.69	0.375
BAF-BPDA	24.32	0.366

Fig.6 TEM images of carbon membranes based on BAF:BAHF-6FDA(A) and BAF-CBDA(B)

Table 3 Pure gas separation properties of carbon membranes based on different polyimides

Precursor structure	Pure gas permeability/Barrer^*					Selectivity
Precursor structure	H₂	O₂	N₂	CO₂	CH₄	O₂/N₂	CO₂/CH₄
BAF:BAHF-6FDA	11638	3297	798	24770	851	4.13	29.11
BATPPP-6FDA	10054	1849	351	9676	321	5.28	30.13
BAF-6FDA	6773	1423	215	7362	206	6.63	35.68
BAPPP-6FDA	4494	912	130	5253	108	6.99	48.68
BAF-ODPA	1465	330	114	1685	128	2.89	13.14
BAF-BPDA	927	215	49	1497	55	4.42	26.99
BAF-CBDA	784	159	32	1047	26	5.01	40.36

Fig.7 CO2 permeability of carbon membranes based on different polyimides as a function of their reciprocal FFV

Fig.8 Permeability of carbon membranes based on different polyimides as a function of kinetic diameter of gas molecules

Fig.9 Gas separation performance of membranes for CO2/CH4 gas pairs against Robeson trade-off line● Carbon membranes in this study; ▲ carbon membranes from Ref.[7]; ■ polymer membranes from Ref.[9,10].

References 32

[1]	Wang S. F., Li X. Q., Wu H., Tian Z. Z., Xin Q. P., He G. W., Peng D. D., Chen S. L., Yin Y., Jiang Z. Y., Guiver M. D., Energy Environ. Sci., 2016, 9(6), 1863—1890
[2]	Zhang L. N., Cai K., Zhang F., Yue Q. F., Chem. Res. Chinese Universities,2015, 31(1), 130—137
[3]	Bai H. P., Zheng Y. P., Li P. P., Zhang A. B., Chem. Res. Chinese Universities,2015, 31(3), 484—488
[4]	Bernardo P., Drioli E., Golemme G., Ind. Eng. Chem. Res., 2009, 48(10), 4638—4663
[5]	Baker R. W., Ind. Eng. Chem. Res., 2002, 41(6), 1393—1411
[6]	Yang C. H., Man C. L., Xue W. L., Wang T., Chen D., Chen Q., Wu L. G., Chem. J. Chinese Universities,2017, 38(4), 686—693
	(杨彩虹, 满春利, 薛琬蕾, 王挺, 陈迪, 陈潜, 吴礼光. 高等学校化学学报, 2017, 38(4), 686—693)
[7]	Li L., Wang T. H., Liu Q. L., Cao Y. M., Qiu J. S., Carbon,2012, 50(14), 5186—5195
[8]	Ma X. H., Swaidan R., Teng B. Y., Tan H., Salians O., Litwiller E., Han Y., Piaanu I., Carbon,2013, 62, 88—96
[9]	Robeson L. M., J. Membr. Sci., 2008, 320(1/2), 390—400
[10]	Robeson L. M., J. Membr. Sci., 1991, 62(2), 165—185
[11]	Qiu W. L., Xu L. R., Chen C. C., Paul D. R., Koros W. J., Polymer,2013, 54(22), 6226—6235
[12]	Fu S. L., Sanders E. S., Kulkarni S. S., Koros W. J., J. Membr. Sci., 2015, 487, 60—73
[13]	Eguchi H., Kim D. J., Koros W. J., Polymer,2015, 58, 121—129
[14]	Park H. B., Han S. H., Jung C. H., Lee Y. M., Hill A. J., J. Membr. Sci., 2010, 359(1/2), 11—24
[15]	Tin P. S., Chung T. S., Hill A. J., Ind. Eng. Chem. Res., 2004, 43(20), 6476—6483
[16]	Salleh W. N. W., Ismail A. F., Matsuura T., Abdullah M. S., Sep. Purif. Rev., 2011, 40(4), 261—311
[17]	Park H. B., Kim Y. K., Lee J. M., Lee S. Y., Lee Y. M., J. Membr. Sci., 2004, 229(1/2), 117—127
[18]	Yang W. K., Liu F. F., Zhang E. S., Qiu X. P., Ji X. L., Chem. J. Chinese Universities,2017, 38(1), 150—158
	(杨文柯, 刘芳芳, 张恩崧, 邱雪鹏, 姬相玲. 高等学校化学学报, 2017, 38(1), 150—158)
[19]	Kraftschik B., Koros W. J., Johnson J. R., Karvan O., J. Membr. Sci., 2013, 428, 608—619
[20]	Suda H., Haraya K., J. Phys. Chem. B,1997, 101(20), 3988—3994
[21]	Xiao Y. C., Dai Y., Chung T. S., Guiver M. D., Macromolecules,2005, 38(24), 10042—10049
[22]	Yeong Y. F., Wang H., Pramoda K. P., Chung T. S., J. Membr. Sci., 2012, 397/398, 51—65
[23]	Soo C. Y., Jo H. J., Lee Y. M., Quay J. R., Murphy M. K., J. Membr. Sci., 2013, 444, 365—377
[24]	Lu Y. H., Hao J. C., Li L., Song J., Fei M. Y., Xiao G. Y., Zhao H. B., Hu Z. Z., Wang T. H., Acta Ploym. Sin., 2016, 8, 1145—1150
	(鲁云华, 郝继璨, 李琳, 宋晶, 费明月, 肖国勇, 赵洪斌, 胡知之, 王同华. 高分子学报, 2016, 8, 1145—1150)
[25]	Lu Y. H., Wang W., Xiao G. Y., Zhao H. B., Dong Y., Chi H. J., Wang T. H., Hu Z. Z., Acta Ploym. Sin., 2016, 6, 831—836
	(鲁云华, 王巍, 肖国勇, 赵洪斌, 董岩, 迟海军, 王同华, 胡知之. 高分子学报, 2016, 6, 831—836)
[26]	Park J. Y., Paul D. R., J. Membr. Sci., 1997, 125(1), 23—39
[27]	Pang J., Wang T. H., Li L., Qi W. B., Zhang S. H., Jian X. G., Chem. J. Chinese Universities,2011, 32(1), 143—149
	(庞婧, 王同华, 李琳, 祁文博, 张守海, 蹇锡高. 高等学校化学学报, 2011, 32(1), 143—149)
[28]	Park H. B., Jung C. H., Lee Y. M., Hill A. J., Pas S. J., Mudie S. T., Wagner E. V., Freeman B. D., Cookson D. J., Science,2007, 318(5848), 254—258
[29]	Li L., Qi W. B., Wang H., Zhang P. P., Sun M. Y., Wang T. H., Li J. X., Cao Y. M., New Carbon Mater., 2015, 30(5), 459—465
	(李琳, 祁文博, 王虹, 张萍萍, 孙美悦, 王同华, 李建新, 曹一鸣. 新型炭材料, 2015, 30(5), 459—465)
[30]	Braun A., Bärtsch M., Schnyder B., Kötz R., Haas O., Haubold H. G., Goerigk G., J. Non-Cryst. Solids,1999, 260(1/2), 1—14
[31]	Scholes C. A., Ribeiro C. P., Kentish S. E., Freeman B. D., J. Membr. Sci., 2014, 450, 72—80
[32]	Wang X. Y., Wang T. H., Song C. W., Qu X. C., Chem. J. Chinese Universities,2007, 28(6), 1143—1146
	(王新月, 王同华, 宋成文, 曲新春. 高等学校化学学报, 2007, 28(6), 1143—1146)

Precursors Structural Design and Property of Carbon Membrane for CO₂ Capture^†

RichHTML

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

Figures/Tables 12

References 32

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	QIU Xinsheng, WU Qin, SHI Daxin, ZHANG Yaoyuan, CHEN Kangcheng, LI Hansheng. Preparation and High Temperature Fuel Cell Performance of Ionic Crosslinked Sulfonated Polyimides for Proton Exchange Membranes [J]. Chem. J. Chinese Universities, 2022, 43(8): 20220140.
[2]	ZHAO Junyu, WANG Chunbo, WANG Chengyang, ZHANG Ke, CONG Bing, YANG Lan, ZHAO Xiaogang, CHEN Chunhai. Preparation and Performance of Thermally Conductive Expanded Graphite/Polyetherimide Composites [J]. Chem. J. Chinese Universities, 2022, 43(4): 20210800.
[3]	WANG Shoubai, WU Xiuming, SHU Chen, ZHONG Min, HUANG Wei, YAN Deyue. Gas Separation Performance of Polyimide Homogeneous MembranesContaining tert-Butyl Groups [J]. Chem. J. Chinese Universities, 2022, 43(11): 20220357.
[4]	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.
[5]	HUANG Congcong, ZHANG Baoqing, LIU Chenyang. Predicting the Glass Transition Temperature of Polyimides： Group Additive Property Method and Assigning the Group Contributions to Unknown Groups [J]. Chem. J. Chinese Universities, 2021, 42(8): 2617.
[6]	ZHU Deshuai, ZHAO Jianying, YANG Zhenghui, GUO Haiquan, GAO Lianxun. Graphene Oxide/Polyimide Composites with High Energy Storage Density Based on Multilayer Structure [J]. Chem. J. Chinese Universities, 2021, 42(8): 2694.
[7]	WU Tao, FANG Yuting, DONG Jie, ZHAO Xin, ZHANG Qinghua. Synthesis and Properties of Polyimide Resin Containing Acetylene and Benzoxazine Double Crosslinking Moieties [J]. Chem. J. Chinese Universities, 2021, 42(6): 1978.
[8]	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.
[9]	XU Xiaozhou, LIU Yi, HE Minhui, MO Song, LAN Bangwei, ZHAI Lei, FAN Lin. Effect of Copolymerization Structure and Molecular Weight on Melt Fluidity and Thermal Properties of Thermoplastic Polyimide Resins [J]. Chem. J. Chinese Universities, 2021, 42(3): 919.
[10]	SONG Hongling, PENG Yuan, YANG Weishen. Two-dimensional Nanosheets for Ultra-permeable Membrane-Based Gas Separation with High Efficiency [J]. Chem. J. Chinese Universities, 2021, 42(1): 248.
[11]	BAI Lan, ZHAI Lei, WANG Changou, HE Minhui, MO Song, FAN Lin. Thermal Expansion Behavior of Amide-containing Polyimide Films with Ultralow Thermal Expansion Coefficient ^† [J]. Chem. J. Chinese Universities, 2020, 41(4): 795.
[12]	YIN Wenjing, LIU Xiao, QIAN Huidong, ZOU Zhiqing. Preparation and Oxygen Reduction Performance of Fe, N co-Doped arbon Nanoplate with High Density of Active Sites^† [J]. Chem. J. Chinese Universities, 2019, 40(7): 1480.
[13]	LIU Tao,LI Wenjing,ZHANG Enshuang,ZHONG Jinyang,ZHANG Fan,LIU Yuanyuan,ZHAO Yingmin. Preparation and Properties of Flexible Cross-linked Polyimide Aerogels [J]. Chem. J. Chinese Universities, 2019, 40(2): 403.
[14]	LIU Yi, XU Xiaozhou, MO Song, ZHAI Lei, HE Minhui, FAN Lin. Thermal Stability of Polyimide Resins Containing Siloxane Structure and Their High Temperature Structural Evolution [J]. Chem. J. Chinese Universities, 2019, 40(1): 187.
[15]	WANG Peng, WU Xian, ZHANG Hanyu, YOU Kaiyuan, LIU Zhenchao, LIU Baijun. Preparation of the Blend Membranes Based on Sulfonated Polyetheretherketoneketone and Amine-terminated Hyperbranched Polyimide^† [J]. Chem. J. Chinese Universities, 2018, 39(3): 405.