Abstract
Graphene aerogel with three-dimensional (3D) interconnected porous structure and good hydrophobicity has been extensively investigated for sorbent materials for oils and demonstrated to be effective. Herein, a 3D polyimide–graphene aerogel (PI-GA) nanocomposite has been prepared by introducing water-soluble polyimide (PI). Benefiting from the synergetic effect of PI and GA, the PI-GA nanocomposite exhibits ultralow density, excellent compressibility and hydrophobicity. When evaluated as a sorbent material for oils and organic solvent, PI-GA nanocomposite has high absorption capacity and can separate oil from water rapidly and efficiently. Furthermore, the mechanical squeezing process can be used for the recycling of the PI-GA due to its excellent compressibility. The excellent absorption performance and robust mechanical properties make the PI-GA suitable for oil cleanup and chemical leakage.
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Introduction
With the increase in the demand of crude oil, more spills and leaks of oil pollutants occur. To solve the environmental and ecological problems arising from the oil spill accidents, it is urgent to develop an effective strategy to realize the separation of oil and water [1,2,3]. Various strategies such as combustion [4], oil skimmer vessels [5] and sorbents [6, 7] have been proposed to solve the problems. Among these, sorbents are considered as one of the most promising methods [8]. To date, a variety of sorbent materials, such as activated carbon [9], high-oil-absorbing resin [10], fly ash [11], bentonites [12], expanded graphite [13] and three-dimensional (3D) carbon-based materials have been developed for oil absorption. Compared to other sorbent materials, 3D carbon-based materials show unique advantages, such as low density, high porosity and hydrophobic properties [14, 15], which make them promising candidates for the separation of oil and water.
Graphene aerogel (GA), a representative 3D carbon-based material, has been widely investigated for sorbent material [16,17,18,19]. Recently, many endeavors have been made to explore graphene aerogels applying in oil–water separation. Chen et al. [20] developed a simple one-step hydrothermal treatment and freeze-drying approach for the preparation of efficient oil absorbent; its absorption capacity could maintain at 96% after 20 compression/release cycles. Hong et al. [21] prepared functionalized graphene aerogel by surface modification of self-assembled graphene oxide aerogels. These aerogels had excellent absorption performance for oils and organic solvents (112 g/g) and mechanical strength (supports at least 2600 times its own weight). However, these GAs exhibited brittle mechanical performance when suffering from cyclic compression. The poor cyclic stabilities under compression restrict the widespread applications of GAs for efficient separation spilled oil and water.
Constructing graphene aerogel with excellent mechanical properties and absorption abilities remains a challenge. Polyimide (PI) shows excellent compressible features and thermal stability. Inspired by this, we chose PI to enhance the compressible properties of graphene aerogels. Herein, we fabricate lightweight, hydrophobic and porous PI-GA nanocomposites by introducing PI precursor into graphene oxide (GO) dispersion. Owing to the superior compressible property of PI, the PI-GA nanocomposite show reversible compressibility, high compressibility and mechanical durability. More importantly, the PI-GA exhibits a maximum sorption capacity up to 37.44 times the weight of the pristine PI-GA. In addition, the PI-GA also exhibits the excellent recyclability.
Experimental section
Materials
Natural graphite powder (325 mesh) was provided by Alfa-Aesar Chemical Reagent Co. The H2SO4 (98%), NaNO3 (99%), KMnO4, HCl (37%), H2O2 (30%) and Sudan Red I were purchased from Tianjin Chemical Reagent Co. Pyromellitic dianhydride (PMDA, 99%), 4,4′-diaminodiphenyl ether (ODA, 98%) and N,N-dimethylacetamide (DMAc, 99.5%) were supplied by Shanghai Aladdin Bio-Chem Technology Co., Ltd, and the PMDA was dried in a vacuum oven at 180 °C for 6 h prior to use. Triethylamine (TEA, 99%) was obtained from Tianjin Zhiyuan Chemical Reagent Co., Ltd. All chemicals were used without further purification.
Preparation of GO dispersion
Graphite oxide was prepared from natural graphite according to Hummer’s method [22, 23]. In an ice bath, 5 g graphite and 2.5 g NaNO3 were added to 130 mL H2SO4 and stirred vigorously for 2 h. Next, 15 g KMnO4 was slowly added into the mixture and reacted for 2 h while keeping the temperature below 20 °C. Subsequently, the mixture was heated to 35 °C to react for 0.5 h. After adding 230 mL deionized water dropwise, another 0.5-h reaction was performed at 98 °C. Then, stop heating and add 500 mL deionized water and 5 mL H2O2 (30%). Finally, the as-prepared suspension was centrifuged and washed to remove residual salts, GO sheets were collected after drying. The exfoliated GO dispersion (5 mg mL−1) was prepared by ultrasonicating the GO in deionized water for 2 h (Figure S1).
Preparation of water-soluble PI precursor solution
Water-soluble poly(amic acid) (PAA) oligomer, the precursor of PI, was synthesized according to the literature [24]. The procedure was as follows: dispersing 4,4′-ODA in DMAc with a magnetic stirrer. Then, a quantity of PMDA was added into the mixture after 4,4′-ODA was dissolved completely, and the mixture was stirred for 5 h in an ice bath. Note that the 4,4′-ODA/PMDA molar ratio was 99:100. The resulting yellow viscous solution was poured into excess deionized water, and PAA was collected after washing and drying. The water-soluble PI precursor solution with a solid content of 5 wt% was prepared by adding 4 g PAA and 1.92 g TEA into 74.08 g deionized water and stirring the mixture until it became homogeneous and transparent.
Preparation of PI-GA
PI-GA was prepared by two steps: freeze-drying and thermal annealing. Briefly, the water-soluble PI precursor solution was mixed with a certain amount of GO aqueous dispersion (5 mg mL−1), and the volume ratio of the PAA ammonium salt solution to the GO aqueous dispersion was 1:1. Stirring the mixture for 2 h is followed by transferring the mixture to the mold and freeze-drying for 72 h. The resulting monolith was then removed and heated at 400 °C in argon atmosphere for 2 h to obtain PI-GA. Pure PI aerogel and GA were also prepared by the same procedure.
Materials characterization
The morphology of the fabricated aerogels was observed with a SU 8010 field emission scanning electron microscope (SEM) (Hitachi, Japan) at a voltage of 15 kV. Fourier transform infrared spectroscopy (FT-IR) spectra of the materials and different aerogels were collected in the region of 400–4,000 cm−1 using a Nicolet iS 10 FT-IR spectrometer (Thermo Fisher Scientific, USA). X–ray diffraction (XRD) patterns of aerogels were characterized on a MiniFlex II X–ray diffractometer (Rigaku, Japan). ESCALAB 250Xi (Thermo Fisher Scientific, USA) apparatus was used for X-ray photoelectron spectroscopy (XPS) analysis. The contact angle was measured on a JC 2000C Contact Angle Measuring Instrument (POWEREACH, China) at room temperature.
Absorption capacity
The absorption capacities (k1) of PI-GA to various oils and chemical solvents are calculated by Eq. (1):
where m0 (g) and m1 (g) were weight of aerogel before and after absorption.
Results and discussion
The fabrication process of the PI-GA is illustrated schematically in Fig. 1. First, the PAA-GO aerogel was directly obtained by freeze-drying the aqueous solution of PAA and GO. Then, thermal treatment in argon atmosphere was conducted to reduce the GO to GA and cross-link the PAA into PI simultaneously. Finally, the freestanding and lightweight PI-GA, as displayed in the photograph in Fig. 1b, has dimensions of 24.51 cm−3 (r = 1.7 cm, h = 2.7 cm, in which “r” and “h” are the base radius and height of PI-GA, respectively) and a weight of 110.5 mg. The low density enables it rest on the top of a dandelion (Fig. 1b).
The morphologies of the pure GA, PI aerogel and PI-GA nanocomposite were characterized by scanning electron microscopy (SEM). As shown in Fig. 2a and b, the pure GA exhibits an interconnected, porous 3D structure of randomly oriented graphene sheets with continuous macropores ranged from hundreds of nanometers to tens of micrometers. The pore walls are thin, which is constructed by few-layer graphene sheets (Fig. 2b, S2). The SEM observation of PI aerogel shows the same porous structure (Fig. 2c), and the pore wall is composed of PI sheets (Fig. 2d). As for the PI-GA, it possesses the lamellar structures with struts connecting the adjacent layers (Fig. 2e). The 3D skeleton of the PI-GA includes flake-like sheets, which is composed of graphene and PI (Fig. 2f). The macropores are formed between the flakes, where ice is removed during the freeze-drying process. After introducing PI, the pore walls become thicker compared to that of pure GA.
Fourier transform infrared (FT-IR) spectra were obtained to verify the structure variation of the as-prepared samples (Fig. 3a). GO shows three prominent characteristic peaks located at 3357 cm−1, 1732 cm−1 and 1622 cm−1, corresponding to the –O–H asymmetric stretching vibrations, C=O stretching vibrations and aromatic C=C stretching vibrations, respectively [25]. Furthermore, two tiny peaks observed at 1406 cm−1 and 1058 cm−1 can be assigned to –O–H deformation vibrations and C–O stretching vibrations, respectively [26, 27]. These absorption peaks indicate the presence of abundant oxygen-containing groups on the surface of the GO sheets. In the case of GA, the absorption peaks of GO weaken or disappear, suggesting that GO has been reduced into graphene. For PAA and PAA-GO, the characteristic absorption peaks at 1654 cm−1 can be attributed to amide C=O stretching vibrations (amide band I), while the peak at 1545 cm−1 is assigned to the variable angle vibration of –N–H bonds and the stretching vibrations of C–N bonds (amide band II) (Figure S3). However, for PI sample after imidization, the peaks at 1717 cm−1 and 1775 cm−1 are belonged to imide C=O symmetric and asymmetric stretching, respectively. Meanwhile, C–N stretching peak is observed at 1378 cm−1. The absence of absorption peaks which belong to amide band I and II suggests the completion of imide cyclization reaction. For the PI-GA nanocomposite, the presence of the similar absorption peaks as PI aerogel indicates that PI has been successfully coated on the GA.
The X-ray diffraction (XRD) patterns of GO present a sharp diffraction peak at 2θ = 11.13°, corresponding to the interlayer spacing of 7.95 Å due to the oxygen-containing functional groups on the surface of GO [28]. After thermal reduction, the characteristic peaks of GO disappear, and a new diffraction peak appears at 2θ = 21.43°, indicating a high degree of reduction of GO with the interlayer spacing of 0.42 nm. There is no sharp crystal diffraction peak observed in the XRD pattern of PI, indicating that PI is an amorphous polymer [29]. There are two weak peaks at 2θ = 14.23° and 25.64°, manifesting that the molecular chains of PI are still highly ordered [30]. Compared with PI, the two sharp diffraction peaks of PI-GA at 2θ = 13.54° and 16.46° indicate that it has a partially cross-linked structure after the introduction of GA [31].
X-ray photoelectron spectroscopy (XPS) measurement was taken to further study the variation of elemental composition of the as-prepared materials (Fig. 3c, d). The XPS survey spectra of the GO and GA confirm the presence of C and O elements (Fig. 3c). As shown in Fig. 3d, the intensity of the peak belonging to C located at 284.8 eV increases from GO to GA, while the change in O content (at 532 eV) shows the opposite trend (Table 1). The XPS analysis further confirms the reduction of GO during the thermal treatment process. As for the PI aerogel and PI-GA nanocomposite, a new N 1s peak appears beside the C 1s and O 1s peaks. As shown in Fig. 3d, the high-resolution C 1s spectra of PI aerogel and PI-GA are deconvoluted into four individual component peaks, which can be ascribed to 284.8 eV (C–C/C=C), 285.8 eV (C–N), 286.3 eV (C–O) and 288.6 eV (C=O), respectively [32]. Furthermore, the intensity of the peak corresponding to 284.8 eV (C–C/C=C) of PI-GA increases, while the peak intensities of C–N, C–O and C=O decrease. This means a strong interaction between PI and GA.
Compression experiments were performed, and the compressive stress–strain (σ − ε) curves during this process were recorded to study the mechanical properties of the as-prepared materials. The compressive stress–strain curves show three distinct stages during the loading process (Fig. 4a). The compressible region at ε < 15% had a linear stress–strain curve, which records the compressible bending of pore walls [33]. The plateau region at 15% < ε < 50% has an increased slope, which corresponds to the compressible buckling of the pore walls [34]. And the densification region at ε > 50% represents by the rapid increase in stress [35]. Moreover, the stress–strain curve of the 100th cycle almost remains unchanged, and the maximum stress at ε = 30% is only 2.3% lower than that of original value (Fig. 4b). These results show the excellent compressibility of the PI-GA nanocomposite. To further demonstrate the structural advantages of PI-GA nanocomposite, GA is used as control sample to compare their mechanical properties. As shown in Fig. 4c, both GA and PI-GA can be compressed to 30% strain. Once the external pressure is removed, the PI-GA can completely recover, while the GA can recover only partially (5% strain). Tangent modulus is defined as the slope of a line tangent to the stress–strain curve at a point of interest, which is equal to the Young’s modulus at zero strain. The higher Young’s modulus of PI-GA (0.30 kPa) than that of GA (0.19 kPa) can be attributed to the strong interatomic interactions. In addition, the yielding behavior is not observed for the PI-GA and GA. Although there is no yielding behavior, the Young’s modulus of PI-GA decreases during the subsequent cycling tests (Figure S4), which is due to the viscoelasticity of the polymer [36]. The brittle feature of GA can be ascribed to that the graphene sheets are jointed together by the relatively weak van der Waals forces, and it can collapse easily during compression. As for the PI-GA, the strong interactions between PI and GA enable its excellent compressibility (Fig. 4d).
Water contact angle (CA) measurement was taken to investigate the wettability of the PI-GA, and it exhibits surface hydrophobicity with a water CA of 136° (Fig. 5a). Therefore, the PI-GA possesses high hydrophobicity, which is beneficial for selective uptake of oils and organic solvents [37]. Owing to the low density, high porosity, excellent compressibility and surface hydrophobicity, the PI-GA is considered as a promising material for the sorption of oils and organic solvents [38]. The excellent sorption capability of PI-GA is demonstrated in Fig. 5b. When PI-GA contacts with a drop of oil on water surface, the oil is completely absorbed by PI-GA in a short time and PI-GA still remains floating on the water surface, which implies its potential application in the removal of oil spillage and the ease for recycling. To further evaluate the absorption capacity quantitatively, the weight gain, wt%, is defined as the weight of absorbed substance per unit weight of the PI-GA. We investigated the absorption capacity of the PI-GA for several kinds of oils and organic solvents including motor oil, ethanol, acetone, dimethylcarbinol, methyl methacrylate (MMA), ethylene glycol and n-hexyl alcohol. The absorption capacity of PI-GA is calculated by Eq. (1). As displayed in Fig. 5c, PI-GA shows remarkable absorption abilities toward a wide range of oils and organic solvents. In general, the absorption capacity ranges from 22.94 to 37.44 g/g, depending on the surface tension and density of the liquids tested. Therefore, these results suggest that PI-GA nanocomposite is an ideal absorbent for removal of oil spill and organic solvents pollution in water.
For practical applications, the recyclability of the absorbent was great key parameter for the removal of oil spills. Furthermore, compared to the absorption–combustion method [39, 40], the absorption–squeezing method made the reutilization of absorbed oils and organic solvents. The excellent compressibility of PI-GA facilitates the squeezing process and the reutilization of absorbed oils and organic solvents. Therefore, the cyclic absorption–squeezing behavior of PI-GA was investigated using motor oil as model adsorbate, as shown in Fig. 5d. As predicted, Fig. 5e shows that PI-GA not only exhibits excellent absorption capacity, but also possesses highly recyclability of absorbed oils during 10 cycles. During the repeated absorption–squeezing cycles, the oil absorption capacity of PI-GA still remains stable (≥ 34 g/g) [41]. Therefore, PI-GA nanocomposite shows great potential applications in recyclable removal of oils and organic solvents.
Conclusion
In summary, we have demonstrated the fabrication of compressible PI-GA nanocomposite by introducing water-soluble PI precursor into GO aqueous dispersion. The PI-GA nanocomposite not only can take full advantages of each component but also can bring synergetic effects, which exhibits hydrophobicity and excellent compressibility. When used as an absorbent material, it shows high absorption capacity (22.94–37.44 g/g). Due to its excellent compressibility, the mechanical squeezing process can be used for the recycling of the PI-GA. Therefore, the PI-GA nanocomposite shows great potential applications in economic, efficient and safe absorbent for environmental and ocean protection.
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Acknowledgements
This work was supported by the National Natural Science Foundation of China (21406154, 21776196, 51778397).
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Ren, RP., Wang, Z., Ren, J. et al. Highly compressible polyimide/graphene aerogel for efficient oil/water separation. J Mater Sci 54, 5918–5926 (2019). https://doi.org/10.1007/s10853-018-03238-1
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DOI: https://doi.org/10.1007/s10853-018-03238-1