Effect of Ionized Amino Acid on the Water-selective Permeation through Graphene Oxide Membrane in Pervaporation Process

doi:10.15541/jim20210354

Abstract

Abstract:

Introduction of ionized groups into the channels of graphene oxide (GO) membrane can adsorb more water molecules through electrostatic interaction, which is expected to achieve more efficient water-selective permeation. In this work, a vacuum filtration method was adopted to introduce the ionized basic amino acid lysine (Lys) into the GO membrane to obtain the Lys(Na⁺)-GO composite membrane through covalent crosslinking. The terminal amino groups in Lys covalently crosslink GO through forming C-N covalent bond, thus regulating the membrane structure to make it more orderly. Meanwhile, the ionized carboxylate groups are introduced into GO channels. Compared with unionized lysine, the negatively charged carboxylate in ionized lysine increases the interaction with water molecules, and improves the membrane hydrophilicity. Through synergistic effect of tuning physical structure and chemical structure of GO channels, Lys(Na⁺)-GO composite membranes achieve the simultaneous enhancement of permeation flux and separation factor for the separation of different water/alcohol mixtures. For the pervaporation separation of ethanol/water, n-butanol/water and i-propanol/water mixtures at 40 ℃ with alcohol concentrations of 90%, the Lys(Na⁺)(10)-GO membrane (weight ratio of Lys(Na⁺) to GO in the extract soultion at 10) shows permeation flux of 882, 2461 and 1127 g/(m²·h) with water content reaching 95.38%, 99.11% and 99.42%, respectively.

Key words: graphene oxide membrane, ionized amino acid, hydrophilic modification, water/alcohol separation, pervaporation

CLC Number:

TQ174

DONG Shurui, ZHAO Di, ZHAO Jing, JIN Wanqin. Effect of Ionized Amino Acid on the Water-selective Permeation through Graphene Oxide Membrane in Pervaporation Process[J]. Journal of Inorganic Materials, 2022, 37(4): 387-394.

Figures/Tables 7

Fig. 1 Schematic of introducing ionized amino acids into graphene oxide membranes

Fig. 2 (a) AFM image and (b) height profile of GO nanosheet, and FESEM images of the surface and cross-section of (c, d) pristine GO, (e, f) Lys(10)-GO, and (g, h) Lys(Na+)(10)-GO membranes

Fig. 3 C1s XPS spectra of (a) GO and (b) Lys(Na+)(10)-GO membranes

Fig. 4 XRD patterns of GO, Lys(10)-GO and Lys(Na+)(10)-GO membranes in (a) dry state and (b) wet state, (c) differences in the interlayer spacing of different films in dry and wet states and (d) water contact angle of pristine GO, Lys(10)-GO and Lys(Na+)(10)-GO membranes

Fig. 5 (a) Permeation flux, separation factor and (b) PSI of composite membranes with different mass ratios of Lys(Lys(Na+)) to GO

Fig. 6 Separation performance of Lys(10)-GO and Lys(Na+)(10)-GO membranes for separating different water/alcohol mixtures (a) Permeation flux; (b) Separation factor; (c) Water flux; (d) Alcohol flux

Table 1 Summary of the performance of membranes for pervaporation dehydration of water/alcohol mixtures

Membrane	Feed solution	Temperature/℃	Permeation flux/(g·m^-2·h^-1)	Separation factor	PSI (×10⁵)	Reference
Lys(Na⁺)(10)-GO	90% n-butanol	40	2461	1005	24.7	This work
1%IL-GO-PEBA	98% n-butanol	35	478.3	26.7	0.12	[14]
GO-PMDTT	85% n-butanol	40	973	99	0.95	[15]
PDMS-PhTMS/PVDF	85% n-butanol	60	850	1174	9.97	[16]
ZIF-8@PPy30/PDMS	95% n-butanol	40	564.8	70.2	0.39	[17]
Lys(Na⁺)-GO	90% i-propanol	40	1127	1543	17.4	This work
GO-GTA	85% i-propanol	40	700	1800	12.6	[18]
PC-0	88% i-propanol	40	844	711	5.99	[19]
PVA-b-NaY	90% i-propanol	35	5.12	2690	0.14	[20]
Lys(Na⁺)-GO	90% ethanol	40	882	186	1.63	This work
ZIF-8@GO	95% ethanol	40	443.8	22.2	0.09	[21]
PVA- GO	90% ethanol	40	137	263	0.36	[22]
PEGDA-GO	90% ethanol	40	700	70	0.48	[23]
CaGO	90% ethanol	40	430	141	0.6	[24]
GO/ceramic	90% ethanol	40	430	335	1.43	[25]
AZIF-8@PDMS-7 MMM	95% ethanol	40	585.6	17.7	0.10	[26]

References 26

[1]	ZHAO J, HE G W, LIU G H, et al. Manipulation of interactions at membrane interfaces for energy and environmental applications. Progress in Polymer Science, 2018, 80: 125-152. DOI URL
[2]	HUA D, CHUNG T S, SHI G M, FANG C. Teflon AF2400/Ultem composite hollow fiber membranes for alcohol dehydration by high-temperature vapor permeation. AIChE Journal, 2016, 62(5): 1747-1757. DOI URL
[3]	PRIHATININGTYAS I, BRUGGEN B V D. Nanocomposite pervaporation membrane for desalination. Chemical Engineering Research and Design, 2020, 164: 147-161. DOI URL
[4]	LIANG F, LIU Q, ZHAO J, et al. Ultrafast water-selective permeation through graphene oxide membrane with water transport promoters. AIChE Journal, 2020, 66(2):e16812.
[5]	DAI L, XU F, HUANG K, et al. Ultrafast water transport in two-dimensional channels enabled by spherical polyelectrolyte brushes with controllable flexibility. Angew. Chem. Int. Ed., 2021, 60(36): 19933-19941. DOI URL
[6]	NAIR R R, WU H A, JAYARAM P N, et al. Unimpeded permeation of water through helium-leak-tight graphene-based membranes. Science, 2012, 335(6067): 442-444. DOI URL
[7]	WANG M, PAN F, YANG L, et al. Graphene oxide quantum dots incorporated nanocomposite membranes with high water flux for pervaporative dehydration. Journal of Membrane Science, 2018, 563: 903-913. DOI URL
[8]	SONG Y, LI R, PAN F, et al. Ultrapermeable graphene oxide membranes with tunable interlayer distances via vein-likesupramolecular dendrimers. J. Mater. Chem. A, 2019, 7(31): 18642-18652. DOI URL
[9]	DREYER D R, PARK S, BIELAWSKI C W, et al. The chemistry of graphene oxide. Chemical Society Reviews, 2010, 39(1): 228-240. DOI URL
[10]	LIU L, MA Q, CAO J, et al. Recent progress of graphene oxide-based multifunctional nanomaterials for cancer treatment. Cancer Nano, 2021, 12: 18. DOI URL
[11]	SUN P, ZHU M, WANG K, et al. Selective ion penetration of graphene oxide membranes. ACS Nano, 2013, 7(1): 428-437. DOI URL
[12]	CHOWDHURY I, MANSUKHANI N D, GUINEY L M, et al. Aggregation and stability of reduced graphene oxide: complex roles of divalent cations, pH, and natural organic matter. Environmental Science & Technology, 2015, 49(18): 10886-10893. DOI URL
[13]	SUN P, ZHENG F, ZHU M, et al. Selective trans-membrane transport of alkali and alkaline earth cations through graphene oxide membranes based on cation-π interactions. ACS Nano, 2014, 8(1): 850-859. DOI URL
[14]	TANG W, LOU H, LI Y, et al. Ionic liquid modified graphene oxide-PEBA mixed matrix membrane for pervaporation of butanol aqueous solutions. Journal of Membrane Science, 2019, 581: 93-104. DOI URL
[15]	MANSHAD S, ISLOOR A M, NAWAWI M G M, et al. Pervaporation dehydration of bio-fuel (n-butanol) by dry thermal treatment membrane. Materials Research Express, 2020, 7(6):065001. DOI URL
[16]	LEE J Y, LEE J S, LEE J. P High performance and thermally stable PDMS pervaporation membranes prepared using a phenyl-containing tri-functional crosslinker for n-butanol recovery. Separation and Purification Technology, 2020, 235: 116142. DOI URL
[17]	XU L, LI S, MAO H, et al. An advanced necklace-like metal organic framework with an ultrahighly continuous structure in the membrane for superior butanol/water separation. J. Mater. Chem. A, 2021, 9(19):11853. DOI URL
[18]	HUA D, RAI R K, ZHANG Y, et al. Aldehyde functionalized graphene oxide frameworks as robust membrane materials for pervaporative alcohol dehydration. Chemical Engineering Science, 2017, 161: 341-349. DOI URL
[19]	ACHRI D, RACHIPUDI P, NAIK S, et al. Polyelectrolyte complex membranes made of chitosan-PSSAMA for pervaporation separation of industrially important azeotropic mixtures. Journal of Industrial and Engineering Chemistry, 2019, 78: 383-395. DOI URL
[20]	KURSUN F. Application of PVA-b-NaY zeolite mixture membranes in pervaporation method. Journal of Molecular Structure, 2020, 1201: 127170. DOI URL
[21]	ZHU T, XU S, YU F, et al. ZIF-8@GO composites incorporated polydimethylsiloxane membrane with prominent separation performance for ethanol recovery. Journal of Membrane Science, 2020, 598: 117681. DOI URL
[22]	ZHAO D, JI Y F, LIU G P, et al. Facilitated water-selective permeation via PEGylation of graphene oxide membrane. Journal of Membrane Science, 2018, 567: 311-320 DOI URL
[23]	CASTRO-MUNOZ R, BUERA-GONZALEZ J, IGLESIA, et al. Towards the dehydration of ethanol using pervaporation cross- linked poly(vinyl alcohol)/graphene oxide membranes. Journal of Membrane Science, 2019, 582: 423-484. DOI URL
[24]	GUAN K, LIU Q, ZHOU G, et al. Cation-diffusion controlled formation of thin graphene oxide composite membranes for efficient ethanol dehydration. Science China Materials, 2019, 62(7): 925-935. DOI URL
[25]	CHENG X, CAI W, CHEN X, et al. Preparation of graphene oxide/poly(vinyl alcohol) composite membrane and pervaporation performance for ethanol dehydration. RSC Advances, 2019, 9(27): 15457-15465 DOI URL
[26]	ZHU T, LE YU X, YI M, et al. Facile covalent crosslinking of zeolitic imidazolate framework/polydimethylsiloxane mixed matrix membrane for enhanced ethanol/water separation performance. ACS Sustainable Chem. Eng., 2020, 8(33): 12664-12676. DOI URL