CN113648788A - Nano material with high-density ionic liquid on surface - Google Patents
Nano material with high-density ionic liquid on surface Download PDFInfo
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Abstract
The invention discloses a nano material with high-density ionic liquid on the surface. The nano material is obtained by loading ionic liquid on the surface of a porous material, and the ionic liquid density on the surface of the nano material is determined by a precise 'drainage method' experiment. The nano material obtained by the invention has higher recycling performance, and the high-density ionic liquid on the surface of the nano material can obviously enhance CO2,H2S,SO2And NH3The trapping ability of (a).
Description
Technical Field
The invention belongs to the field of gas trapping, and particularly relates to a nano material with high-density ionic liquid on the surface, and preparation and application thereof.
Background
In recent years, CO2,H2S,SO2And NH3Excessive discharge of harmful gases results inThe environmental problems listed, such as global warming, acid rain frequency, haze, etc., have seriously threatened human survival and development. The current harmful gas trapping methods have the problems of high trapping cost, poor greenness in the process and the like. The development of high-performance gas trapping materials has become a hot point of research at home and abroad.
The ionic liquid is a novel green solvent composed of anions and cations, and is widely concerned due to the advantages of extremely low vapor pressure, high thermal stability, large gas trapping capacity, strong structural designability and the like. Currently, ionic liquids are in CO2,H2S,SO2And NH3The gas trapping field has shown significant advantages over conventional materials. However, the large scale use of ionic liquids for industrial gas separation has two major problems: first, the viscosity of ionic liquids, particularly functional ionic liquids, is generally relatively high, resulting in a low gas transfer rate in the ionic liquid; second, the price of ionic liquids is relatively high compared to typical solvents, typically several tens of times that of commercial solvents.
The ionic liquid is loaded on the surface of the porous material, so that the trapping rate of the gas can be greatly improved, and meanwhile, the dosage of the ionic liquid can be obviously reduced. Zhang Yangjiang et al loaded tetrabutyl quaternary phosphonium salt amino acid ionic liquid on the surface of silicon dioxide, and found that CO is generated under the condition of low dosage of the ionic liquid2The trapping capacity and trapping rate in the ionic liquid are greatly improved. Libergunn et al supported N- (3-aminopropyl) aminoethyl tributyl quaternary phosphonium amino acid on silica surface and also found CO2The trapping speed in the ionic liquid can be greatly enhanced, and the dosage of the ionic liquid can be obviously reduced. Therefore, the ionic liquid is loaded on the surface of the porous material to prepare the nano material adsorbent, so that the use amount of the ionic liquid is reduced, and the trapping process can be greatly enhanced. However, how to further increase the adsorption amount of the loaded ionic liquid and further reduce the dosage of the ionic liquid is a research and development difficulty, and has important significance.
Disclosure of Invention
The invention aims to provide a nano material with high-density ionic liquid on the surface, which is obtained by loading the ionic liquid on the surface of a porous material, and the nano material with high-density ionic liquid on the surface can remarkably enhance the gas trapping capacity.
The nano material with the high-density ionic liquid on the surface is formed by loading the ionic liquid on the surface of a porous material, and the density of the ionic liquid loaded on the surface is more than 1.5g/cm3(ii) a Preferably 1.6g/cm3~1.95g/cm3(ii) a More preferably 1.60 to 1.84g/cm3。
In some examples, the ionic liquid has a compressibility of 0.35-0.55, and is assigned to a physical ionic liquid.
In some examples, the cation in the ionic liquid of the present invention is one of an imidazolium cation, a pyridinium cation, a quaternary phosphonium cation, or a quaternary ammonium cation.
In some examples, the anion in the ionic liquid of the present invention is one of a bis-trifluoromethanesulfonimide anion, an acetic acid anion, an amino acid anion, or a tris (pentafluoroethyl) trifluorophosphate anion.
In some examples, the ionic liquid of the present invention is 1-hexyl-3-methylimidazolium bistrifluoromethylsulfonimide salt or 1-butyl-3-methylimidazolium acetate ionic liquid.
In some examples, the porous material of the present invention is one of silica, titania, molecular sieves, or activated carbon.
The invention also provides a preparation method of the nano material with the high-density ionic liquid on the surface, which comprises the steps of mixing and dissolving the ionic liquid and the organic solvent in proportion, adding the porous material at 35 ℃ for soaking, mixing and stirring, and then removing the solvent to obtain the nano material with the high-density ionic liquid on the surface.
In some examples, the organic solvent of the present invention is one of methanol, ethanol, acetone, toluene, or diethyl ether.
In some examples, the mass ratio of the ionic liquid, the porous material and the organic solvent is 1 (10-15) to (30-150); preferably, the mass ratio of the ionic liquid to the porous material to the organic solvent is 1 (12-15) to (100-125).
In some examples, the ionic liquid is mixed with the organic solvent for dissolving for 1-10 minutes.
In some examples, the mixing and stirring time of the ionic liquid, the organic solvent and the porous material is 10-30 hours.
In some embodiments, the solvent removal method of the present invention is one of a vacuum drying method or a freeze drying method.
In some embodiments, the temperature of the vacuum drying is 50 ℃ to 100 ℃ and the drying time is 3 to 5 hours. In some embodiments, the vacuum degree of the vacuum drying is-0.10 MPa to-0.06 MPa.
In some embodiments, the freeze-drying temperature of the present invention is-30 ℃ to-10 ℃ and the drying time is 10 to 20 hours.
The invention also provides a method for testing the ionic liquid density on the surface of the nano material, which comprises the following steps: taking a pycnometer as a measuring tool, respectively adding a solvent into the pure ionic liquid, the pure porous material and the nano material at 35 ℃, and respectively calculating the densities of the pure ionic liquid, the pure porous material and the nano material to be rho1、ρ2And ρ3Where ρ is1As a reference for the ionic liquid density at the nanomaterial surface. The density of the ionic liquid on the surface of the nano material is obtained by the following formula:
wherein, wILRepresenting the actual mass fraction of ionic liquid in the nanomaterial.
In some examples, the solvent of the present invention is one of squalane, n-heptane, or isopentane.
The invention also provides the application of the nano material as a gas trapping material, and in some specific examples, the gasBodies include, but are not limited to, CO2,H2S,SO2Or/and NH3A gas.
Compared with the prior art, the nano material has the advantages that: the nano material with high-density ionic liquid on the surface can obviously enhance the trapping capacity and the trapping rate of the gas.
Drawings
FIG. 1 is an IR spectrum of ionic liquid and ionic liquid/titanium dioxide of example 5;
FIG. 2 is an X-ray diffraction pattern of titanium dioxide and ionic liquid/titanium dioxide of example 5;
FIG. 3 is an infrared spectrum of squalane, ionic liquid/titanium dioxide/squalane, ionic liquid/squalane system;
FIG. 4 is the conductivity of squalane and an ionic liquid/squalane system;
FIG. 5 shows the density of 1-hexyl-3-methylimidazolium bistrifluoromethylsulfonimide salt ionic liquid on the surface of titanium dioxide;
FIG. 6 shows CO2Trapping capacity in 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonylimide ionic liquid/titanium dioxide as a function of ionic liquid density (pressure 0.1 MPa);
FIG. 7 shows CO2The relationship between the trapping capacity in the 1-butyl-3-methylimidazolium acetate ionic liquid/titanium dioxide and the density of the ionic liquid (the pressure is 0.1 MPa);
FIG. 8 shows CO2Trapping rate in 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonimide salt ionic liquid/titanium dioxide as a function of ionic liquid density (pressure 1.1 MPa);
FIG. 9 shows CO2Trapping cycle volume in 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonimide salt ionic liquid/titanium dioxide (pressure 0.1 MPa).
Detailed Description
The present invention is further illustrated by the following examples in conjunction with the drawings, but these examples do not limit the present invention in any way. The experimental procedures in the following examples are conventional unless otherwise specified. The test materials used in the following examples were purchased from a conventional biochemical reagent store unless otherwise specified.
In the following examples, the measurement method of the ionic liquid on the surface of the nanomaterial is as follows, unless otherwise specified: adding squalane into 1g of pure ionic liquid, pure titanium dioxide and the ionic liquid/titanium dioxide nano material prepared in the embodiments 1-4 at 35 ℃ by taking a 10.0mL pycnometer as a measuring tool (shown in the infrared spectrogram and the conductivity data of figures 3 and 4 in the specification, the ionic liquid and the titanium dioxide are practically insoluble in squalane), and calculating to obtain the densities rho of the pure ionic liquid, the pure titanium dioxide and the ionic liquid/titanium dioxide1、ρ2And ρ3Where ρ is1As a reference for the ionic liquid density at the nanomaterial surface. The ionic liquid density of the titanium dioxide surface is obtained by the following formula:
wherein: w is aILRepresenting the actual mass fraction of ionic liquid in the nanomaterial.
Example 1 an ionic liquid/titania nanomaterial was prepared.
Weighing 0.5 g of 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonylimide ionic liquid, adding 50.0 g of acetone as a solvent, and uniformly stirring to completely dissolve the ionic liquid within 5 minutes. 6.0 g of titanium dioxide nano material is added into the ionic liquid/acetone, and the mixed slurry system is stirred for 20 hours at the temperature of 35 ℃. And further removing the solvent from the slurry system in a vacuum rotary drying mode to obtain the ionic liquid/titanium dioxide nano material, wherein the rotary drying temperature is 65 ℃, the vacuum degree is-0.08 MPa, and the time is 5 hours. As shown in FIG. 5, the measured ionic liquid density of the nanomaterial surface was 1.62g/cm3。
Example 2 an ionic liquid/titania nanomaterial was prepared.
The weight of 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonylimide ionic liquid was 0.46 g, and the rest was the same as in example 1. As shown in FIG. 5, measured nmThe density of the ionic liquid on the surface of the material is 1.71g/cm3。
Example 3 an ionic liquid/titania nanomaterial was prepared.
The weight of 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonylimide ionic liquid was 0.43 g, and the rest was the same as in example 1. As shown in FIG. 5, the measured ionic liquid density of the nanomaterial surface was 1.76g/cm3。
Example 4 an ionic liquid/titania nanomaterial was prepared.
The weight of 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonylimide ionic liquid was 0.4 g, and the rest was the same as in example 1. As shown in FIG. 5, the measured ionic liquid density of the nanomaterial surface was 1.84g/cm3。
As shown in FIG. 5, the density of the ionic liquid on the surface of the nanomaterial prepared in examples 1-4 is significantly higher than the density value of the ionic liquid in the normal state.
Example 5 ionic liquid/titania nanomaterials were prepared.
The weight of 1-butyl-3-methylimidazolium acetate ionic liquid was 0.5 g, and the rest was the same as in example 1.
Example 6 ionic liquid/titania nanomaterials were prepared.
The weight of 1-butyl-3-methylimidazolium acetate ionic liquid was 0.46 g, and the procedure was repeated as in example 1.
Example 7 ionic liquid/titania nanomaterials were prepared.
The weight of 1-butyl-3-methylimidazolium acetate ionic liquid was measured and found to be 0.43 g, and the procedure was otherwise the same as in example 1.
Example 8 ionic liquid/titania nanomaterials were prepared.
The weight of 1-butyl-3-methylimidazolium acetate ionic liquid was measured and found to be 0.4 g, and the procedure was otherwise the same as in example 1.
Comparative example 2-1 an ionic liquid/titanium dioxide nanomaterial was prepared.
1-hexyl-3-methylimidazolium bistrifluoromethanesulfonylimide ionic liquid was weighed to 1.2 g, and the rest was the same as in example 1. Such asAs shown in FIG. 5, the measured ionic liquid density of the nanomaterial surface was 1.47g/cm3。
Comparative example 2-2 an ionic liquid/titanium dioxide nanomaterial was prepared.
The weight of 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonylimide ionic liquid was 0.35 g, and the rest was the same as in example 1. As shown in FIG. 5, the measured ionic liquid density of the nanomaterial surface was 1.95g/cm3。
Example 9 characterization of ionic liquid/titania nanomaterials.
The nanomaterial prepared in example 1 was characterized by infrared spectroscopy, in which the spectrum of FIG. 1 is 1571cm-1Represents the C-N framework vibration absorption peak on the imidazole ring in the ionic liquid cation, 1350cm-1Represents the stretching vibration of S ═ O in the anion of the ionic liquid, demonstrating that the ionic liquid was successfully supported on the surface of titanium dioxide. In the X-ray diffraction diagram of FIG. 2, the diffraction pattern of the titanium dioxide is not obviously changed after the ionic liquid is loaded, which shows that the structure of the titanium dioxide is not changed. The intensity of the diffraction pattern of the ionic liquid/titanium dioxide slightly changed, probably due to the effect of loading of the ionic liquid.
Example 10 CO in nanomaterials2And (4) determining the trapping capacity.
Respectively weighing 10mg of pure ionic liquid, pure titanium dioxide, and the nano materials prepared in the examples 1-4, 5-8 and the comparative examples 2-1-2, and respectively placing the nano materials in sample cells of a thermogravimetric analyzer, wherein the setting procedure is as follows: 35-80 deg.C (5.5min, N)2: 50 ml/min); constant temperature of 80 ℃ (60min, N)2:50ml/min);80℃-35℃(5.5min,N2: 50 ml/min); constant temperature of 35 deg.C (90min, CO)2:50ml/min);35℃-80℃(5.5min,N2: 50 ml/min); constant temperature of 80 ℃ (90min, N)2: 50 ml/min). The experimental results show that: CO 22The absorption capacity in pure titanium dioxide is low and when the titanium dioxide surface is loaded with ionic liquid, the surface is occupied by the ionic liquid, and therefore, CO2The trapping capacity in the titanium dioxide is negligible. CO 22Ionic liquids at different densitiesThe trapping capacity (c) in the volume can be obtained by the following formula:
wherein the content of the first and second substances,and nILEach represents CO2And the molar amount of ionic liquid.
CO of pure 1-hexyl-3-methylimidazolium bistrifluoromethanesulfonylimide ionic liquid, nanomaterials prepared in examples 1 to 4 and comparative examples 2-1 to 2-22The trapping capacities were 0.0031, 0.484, 0.532, 0.594, 0.631, 0.195 and 0.350mol of CO2Per mol of ionic liquid. And FIG. 6 shows that when the density of the ionic liquid is 1.47-1.84 g/cm3When it is CO2The trapping capacity in the same ionic liquid is in positive correlation with the density of the ionic liquid, and the high-density ionic liquid has high CO content2A trapping capacity. However, when the ionic liquid density is higher than 1.95g/cm3,CO2The trapping capacity showed a tendency to decrease.
Pure 1-butyl-3-methylimidazolium acetate ionic liquid, CO of nanomaterials prepared in examples 5 to 82The trapping capacities were 0.38, 0.812, 0.822, 0.831, and 0.839mol CO2Permol of ionic liquid (FIG. 7), it can be seen that in the range of the mixture ratio of the invention, high CO is presented2A trapping capacity.
Example 11 CO in nanomaterials2And (4) determining the trapping rate.
Respectively weighing 0.5 g of pure 1-hexyl-3-methylimidazole bistrifluoromethanesulfonylimide ionic liquid and the nano material prepared in the example 1, putting the ionic liquid and the nano material into a phase balance device with an online pressure acquisition system, setting the temperature of the system to be 35 ℃, and respectively introducing 1.1MPa of CO2The acquisition system recorded the pressure of the system every 5 seconds. CO 22The trapping rate (v) in the ionic liquid can be obtained by the following equation:
wherein P respectively represents CO in the phase equilibrium reactor2Real-time pressure, V is the volume of phase equilibrium, Z is the compression factor, R is the gas constant, T is the temperature of the system, and T is time.
Description accompanying figure 8 shows that the nano micro material with high density ionic liquid on the surface can trap CO2The rate of (a) is significantly higher than that of a pure ionic liquid under the same conditions. On one hand, the nano material effectively overcomes the problem of low transfer rate of ionic liquid in the gas separation process, and on the other hand, the nano material has higher CO2Capture rate, which can be further used as CO2Adsorbing the separation material.
Example 12 nanomaterial capture of CO2The recycling property of the rubber is improved.
Weighing 10mg of the nanomaterial of example 1, placing the nanomaterial in a sample cell of a thermogravimetric analyzer, and setting up the procedures as follows: 35-80 deg.C (5.5min, N)2: 50 ml/min); constant temperature of 80 ℃ (60min, N)2:50ml/min);80℃-35℃(5.5min,N2: 50 ml/min); constant temperature of 35 deg.C (90min, CO)2:50ml/min);35℃-80℃(5.5min,N2: 50 ml/min); constant temperature of 80 ℃ (90min, N)2: 50 ml/min). The above procedure, cycle 6 times, CO2The trapping capacity per time in the ionic liquid was calculated according to equation (3).
Description accompanying figure 9 shows that the nano material of high-density ionic liquid traps CO2Has better recycling performance, and can maintain higher CO after 6 times of absorption and desorption processes2Trapping capacity, better stability and further reduction of cost.
Claims (10)
1. The nanometer material with high-density ionic liquid on the surface is characterized in that the nanometer material is formed by loading the ionic liquid on the surface of a porous material, and the density of the ionic liquid loaded on the surface is more than 1.5g/cm3(ii) a Preferably 1.6g/cm3~1.95g/cm3(ii) a Further preferably 1.60g/cm3~1.84g/cm3。
2. The nanomaterial with a high-density ionic liquid on the surface according to claim 1, wherein the cation in the ionic liquid is one of imidazole cation, pyridine cation, quaternary phosphine cation or quaternary ammonium cation; the anion in the ionic liquid is one of bis (trifluoromethanesulfonimide) anion, acetic acid anion, amino acid anion or tris (pentafluoroethyl) trifluorophosphate anion; preferably, the ionic liquid is 1-hexyl-3-methylimidazole bistrifluoromethanesulfonimide salt or 1-butyl-3-methylimidazole acetate ionic liquid.
3. The nanomaterial with a high-density ionic liquid on the surface according to claim 1, wherein the porous material is one of silica, titania, molecular sieve or activated carbon.
4. The method for preparing the nanomaterial with the high-density ionic liquid on the surface according to any one of claims 1 to 3, characterized by mixing and dissolving the ionic liquid and the organic solvent in proportion, adding the porous material at 35 ℃ for impregnation, mixing and stirring, and then removing the solvent to obtain the nanomaterial with the high-density ionic liquid on the surface.
5. The method according to claim 4, wherein the organic solvent is one of methanol, ethanol, acetone, toluene, and diethyl ether.
6. The preparation method of claim 4, wherein the mass ratio of the ionic liquid, the porous material and the organic solvent is 1 (10-15) to (50-135); preferably, the mass ratio of the ionic liquid to the porous material to the organic solvent is 1 (12-15) to (100-125).
7. The preparation method according to claim 4, wherein the mixing and dissolving time of the ionic liquid and the organic solvent is 1-10 minutes; the mixing and stirring time of the ionic liquid, the organic solvent and the porous material is 10-30 hours.
8. The method of claim 4, wherein the solvent is removed by one of a vacuum drying method or a freeze drying method; preferably, the temperature of vacuum drying is 50-100 ℃, and the drying time is 3-5 hours; the vacuum degree of vacuum drying is-0.10 MPa to-0.06 MPa; preferably, the temperature of freeze drying is-30 ℃ to-10 ℃, and the drying time is 10-20 hours.
9. The method for testing the ionic liquid density on the surface of the nano material with the high-density ionic liquid on the surface as claimed in any one of claims 1 to 3, wherein a pycnometer is taken as a measuring tool, a solvent is respectively added into the pure ionic liquid, the pure porous material and the nano material at 35 ℃, and the densities of the pure ionic liquid, the pure porous material and the nano material are respectively calculated to be rho1、ρ2And ρ3Where ρ is1As a reference for the ionic liquid density at the nanomaterial surface. The density of the ionic liquid on the surface of the nano material is obtained by the following formula:
wherein, wILRepresenting the actual mass fraction of ionic liquid in the nanomaterial; preferably, the solvent is one of squalane, n-heptane or isopentane.
10. Use of the nanomaterial with high-density ionic liquid on the surface according to any one of claims 1 to 3 as a gas trapping material; preferably, said gas comprises CO2,H2S,SO2Or/and NH3A gas.
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