CN111359586B - Gly-Ni-dobdc adsorbent and preparation method and application thereof - Google Patents
Gly-Ni-dobdc adsorbent and preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses a Gly-Ni-dobdc adsorbent and a preparation method and application thereof. The preparation method comprises the following steps: (1) Mixing glycine and Ni (CH) 3 COO) 2 ·4H 2 Dissolving O in water to obtain glycine and Ni 2+ Mixing the solution; (2) Dissolving 2, 5-dihydroxy terephthalic acid in tetrahydrofuran to obtain a 2, 5-dihydroxy terephthalic acid solution; (3) Adding the 2, 5-dihydroxyterephthalic acid solution to glycine and Ni 2+ Carrying out hydrothermal reaction in the mixed solution, filtering, soaking in ethanol, and activating in vacuum to obtain the Gly-Ni-dobdc adsorbent. Gly-Ni-dobdc adsorbent of the invention relative to M 2 (dobdc) (M: co, mg, ni) material with stronger C 2 H 4 /C 2 H 6 Adsorption selectivity in C 2 H 4 /C 2 H 6 Has better application prospect in the separation of the mixed gas.
Description
Technical Field
The invention belongs to the technical field of adsorption materials, and particularly relates to a Gly-Ni-dobdc adsorbent as well as a preparation method and application thereof.
Background
Ethylene (C) 2 H 4 ) The ethylene-vinyl acetate copolymer is an important basic chemical raw material, is mainly used as a monomer material for preparing organic polymers, can also be used as an intermediate for synthesizing other organic polymers, and has an important position in national economy, wherein ethylene products account for more than 75% of petrochemical products. C is obtained industrially mainly by steam cracking and thermal decomposition of naphtha or hydrocarbons 2 H 4 But the resulting product is contaminated with certain amounts of impurities, such as ethane (C) 2 H 6 ) And the like. Due to C 2 H 6 And C 2 H 4 Has extremely similar physical properties, has very small relative volatility difference, and is difficult to separate C 2 H 4 /C 2 H 6 In a mixture of gasesC 2 H 6 And separating out. At present, the C is realized by mainly adopting a high-pressure low-temperature rectifying tower to carry out rectification (7-28bar, 183-258K) in the industry 2 H 4 And C 2 H 6 The process is very energy-consuming and occupies about C 2 H 4 The production cost is 80 percent. To save energy and reduce C 2 H 4 The production cost of (2) is to find and develop the C-containing material which can realize C under normal temperature and pressure 2 H 4 /C 2 H 6 An efficient separation process is highly desirable. Since the adsorption separation method can perform separation under normal temperature and pressure conditions and has the advantage of low energy consumption, it has been widely focused and applied to C in recent years 2 H 4 /C 2 H 6 In the research of separation, a large amount of adsorbent for simultaneous adsorption separation has been gradually developed.
The adsorbent is critical in the adsorptive separation process and its performance will determine the efficiency and energy consumption of this separation process. Recent reports have been applicable to C 2 H 4 And C 2 H 6 The main adsorbents for separation include zeolite, activated carbon, and metal organic framework Materials (MOFs). Compared with the traditional adsorbent, the metal organic framework Materials (MOFs) have good application prospect in the adsorption separation of gas due to the characteristics of larger specific surface area, higher porosity, adjustable pore channels, easy surface functionalization modification and the like. For example, bao et al [ Bao Z, alnemrat S, yu L, vasiliev I, ren Q, lu X, et al.Adsorption of Ethane, ethylene, propane, and Propylene on a Magnesium-Based Metal-Organic framework.Langmuir2011, 13554-13562.]The reported magnesium-based metal-organic framework Mg-MOF-74 material has the adsorption quantity of Mg-MOF-74 to ethylene of 7.1mmol/g measured at 298K and 100 KPa; liao et al [ Liao Y, zhang L, weston MH, morris W, hupp JT, farha OK. Tuning ethylene gas amplification metallic modulation: cu-MOF-74for a high ethylene delivery capacity.chemical Communications 2017, 53.]The adsorption quantity of the copper-based metal-organic framework Cu-MOF-74 to the ethylene under the pressure of 298K and 1bar is proved to be nearly 5mmol/g. These materials preferentially adsorb C by pi-bond complexation 2 H 4 /C 2 H 6 C in the mixed gas 2 H 4 However, these materials also have the disadvantage of poor stability, which undoubtedly puts higher demands on the application environment of the materials. Among the many different metal-based-organic framework materials, ni 2 (dobdc) (also called MOF-74 (Ni)) is a stable and strong-adsorbability MOF material with high adsorption capacity to ethylene. Geier et al [ Geier SJ, mason JA, bloch ED, queen WL, hudson MR, brown CM, et al.Selective adsorption of ethylene over ethane and propylene over propane in the metal-organic frameworks M2 (dobdc) (M = Mg, mn, fe, co, ni, zn) ].chemical Science 2013, 4.]Report on Ni 2 (dobdc) at 318K and 1bar pressure on C 2 H 4 The adsorption capacity of the catalyst reaches 5.9mmol/g, and the catalyst is used for C 2 H 6 The adsorption amount of (b) is up to 4.8mmol/g, which is in C 2 H 4 /C 2 H 6 The Ideal Adsorption Solution Theoretical (IAST) selectivity in mixed gas is 6.Ni 2 (dobdc) although it has better stability, it is also for C 2 H 4 /C 2 H 6 The adsorption selectivity of (a) is still small.
Disclosure of Invention
The invention aims to solve the problem of the prior art for C 2 H 4 /C 2 H 6 The separated MOFs material has similar adsorption capacity to ethylene and ethane and has similar adsorption capacity to C 2 H 4 /C 2 H 6 The separation effect of the mixed gas is not ideal. For example, ni 2 (dobdc) is a kind of C pair under normal temperature and pressure 2 H 4 /C 2 H 6 All have excellent adsorption properties, but for C 2 H 4 /C 2 H 6 The separation selectivity of the mixed gas is low. To this end, the invention provides a reinforcing agent for reinforcing C 2 H 4 /C 2 H 6 A Gly-Ni-dobdc adsorbent with separation selectivity, a preparation method and application thereof.
The invention is realized by the following technical scheme.
A preparation method of a Gly-Ni-dobdc adsorbent comprises the following steps:
(1) Mixing glycineAcid (Gly) and Ni (CH) 3 COO) 2 ·4H 2 Dissolving O in water to obtain glycine and Ni 2+ Mixing the solution;
(2) Dissolving 2, 5-dihydroxyterephthalic acid (dobdc) in tetrahydrofuran to obtain a 2, 5-dihydroxyterephthalic acid solution;
(3) Adding the 2, 5-dihydroxyterephthalic acid solution to glycine and Ni 2+ Carrying out hydrothermal reaction in the mixed solution, filtering the obtained reaction product, soaking the solid product in ethanol, filtering and drying to obtain brown solid powder;
(4) And (4) carrying out vacuum activation on the solid powder obtained in the step (3) to obtain the Gly-Ni-dobdc adsorbent.
Preferably, the glycine of step (1) is reacted with Ni (CH) 3 COO) 2 ·4H 2 The molar ratio of O is 0.1.
Further preferably, the glycine is reacted with Ni (CH) 3 COO) 2 ·4H 2 Molar ratio of O0.3
Preferably, the volume ratio of water to tetrahydrofuran is 1.
Preferably, the Ni (CH) 3 COO) 2 ·4H 2 The molar ratio of O to 2, 5-dihydroxyterephthalic acid is 1.
Preferably, the Gly is Ni (CH) 3 COO) 2 ·4H 2 The molar ratio of O to dobdc is (0.1-0.7) to 1 (0.45-0.7).
Preferably, in step (1), glycine (Gly) and Ni (CH) 3 COO) 2 ·4H 2 Dissolving O in water, and mixing for 5-10min.
Preferably, in the step (2), the 2, 5-dihydroxyterephthalic acid (dobdc) is dissolved in tetrahydrofuran and stirred for uniformly mixing for 5-10min.
Preferably, the temperature of the hydrothermal reaction in the step (3) is 100-120 ℃.
Preferably, the hydrothermal reaction time in step (3) is 65 to 80 hours.
Preferably, the filtration in step (3) is an organic membrane filtration with an average pore size of 0.45. Mu.m.
Preferably, the drying in step (3) means drying at 60-80 ℃ for 4-8h.
Preferably, the vacuum activation in the step (4) is vacuum activation at 200-250 ℃ for 8-12h.
The Gly-Ni-dobdc adsorbent is prepared by the preparation method.
The Gly-Ni-dobdc adsorbent is applied to C 2 H 4 /C 2 H 6 In the separation.
The invention designs a ternary reactant system by using Gly and Ni (CH) 3 COO) 2 ·4H 2 O and dobdc are used as basic components of the material, and after the synthesis reaction conditions are optimized, the Gly-Ni-dobdc adsorption material capable of being applied to ethylene and ethane separation is prepared. The material pair C was then determined at 298K and 100KPa pressure 2 H 4 /C 2 H 6 Adsorption isotherm proves that the material has higher C 2 H 4 /C 2 H 6 And (4) adsorption selectivity.
Compared with the prior art, the invention has the following beneficial effects:
(1) And M 2 Compared with (dobdc) (M: co, mg, ni) adsorbing materials, the Gly-Ni-dobdc adsorbing material prepared by the invention has better C 2 H 4 /C 2 H 6 And (4) adsorption selectivity.
(2) The preparation method is simple to operate, easy to realize and good in repeatability.
Drawings
FIG. 1 shows Ni 2 (dobdc) and N of Gly-Ni-dobdc materials of examples 2 Adsorption and desorption isotherm diagram (77K).
FIG. 2 shows FT-IR spectra of Gly-Ni-dobdc materials of various examples.
FIG. 3 a-FIG. 3e are Ni 2 (dobdc) and C of Gly-Ni-dobdc Material of each example at 298K 2 H 4 /C 2 H 6 Adsorption isotherm plot.
FIG. 4 shows Ni 2 (dobdc) and C of Gly-Ni-dobdc materials of examples 2 H 4 /C 2 H 6 Separation and separationThe figures are compared selectively.
Detailed Description
Specific embodiments of the present invention will be further described below with reference to the following examples and drawings, but the present invention is not limited thereto.
Example 1
(1) Adding Gly (0.52mmol, n 1 ) And Ni (CH) 3 COO) 2 ·4H 2 O(5.2mmol,n 2 ) Dissolved in deionized water (30ml, n) 3 ) In the reaction, stirring is carried out fully to obtain Gly and Ni 2+ Mixing the solution; 2, 5-dihydroxyterephthalic acid (dobdc, 2.63mmol, n 4 ) Dissolved in tetrahydrofuran (35ml 5 ) And fully stirring to obtain the dobdc solution. Wherein the dosage ratio of each substance is n 1 :n 2 :n 4 ＝0.1:1:0.5；n 3 :n 5 ＝1:1.2
(2) Adding the dobdc solution obtained in the step (1) into Gly and Ni 2+ And stirring and mixing the mixed solution uniformly to obtain a reaction solution, transferring the reaction solution into a reaction kettle, placing the reaction kettle into a constant-temperature drying box at 100 ℃, reacting for 65 hours to obtain a reaction product, filtering the solution by using an organic filter membrane, and soaking, filtering and drying the solid product by using ethanol to obtain brown solid powder.
(3) Carrying out vacuum activation on the solid powder obtained in the step (2) at 200 ℃ for 12h to obtain a Gly-Ni-dobdc adsorbent material, which is marked as Gly 0.1 -Ni-dobdc。
Example 2
(1) Mixing Gly (1.56mmol, n 1 ) And Ni (CH) 3 COO) 2 ·4H 2 O(5.2mmol,n 2 ) Dissolved in deionized water (35ml, n 3 ) In the reaction, stirring is carried out fully to obtain Gly and Ni 2+ Mixing the solution; 2, 5-dihydroxyterephthalic acid (dobdc, 2.34mmol 4 ) Dissolved in tetrahydrofuran (35ml 5 ) And fully stirring to obtain the dobdc solution. Wherein the dosage ratio of each substance is n 1 :n 2 :n 4 ＝0.3:1:0.45；n 3 :n 5 ＝1:1
(2) Adding the dobdc solution obtained in the step (1) into Gly and Ni 2+ Stirring and mixing evenly in the mixed solution to obtain a reactionTransferring the solution into a reaction kettle, putting the reaction kettle into a constant-temperature drying box at the temperature of 110 ℃, reacting for 75 hours to obtain a reaction product, filtering the solution by using an organic filter membrane, soaking the solid product in ethanol, filtering and drying to obtain brown solid powder.
(3) Performing vacuum activation on the solid powder obtained in the step (2) at 250 ℃ for 8h to obtain a Gly-Ni-dobdc adsorbent material, and recording as Gly 0.3 -Ni-dobdc。
Example 3
(1) Mixing Gly (2.6mmol, n) 1 ) And Ni (CH) 3 COO) 2 ·4H 2 O(5.2mmol,n 2 ) Dissolved in deionized water (40ml 3 ) In the reaction, stirring is carried out fully to obtain Gly and Ni 2+ Mixing the solution; 2, 5-dihydroxyterephthalic acid (dobdc, 3.64mmol, n 4 ) Dissolved in tetrahydrofuran (35ml 5 ) And fully stirring to obtain the dobdc solution. Wherein the dosage ratio of each substance is n 1 :n 2 ＝0.5:1:0.7；n 3 :n 5 ＝1:0.9
(2) Adding the dobdc solution obtained in the step (1) into Gly and Ni 2+ And stirring and mixing the mixed solution uniformly to obtain a reaction solution, transferring the reaction solution into a reaction kettle, putting the reaction solution into a constant-temperature drying box at 115 ℃, reacting for 70 hours to obtain a reaction product, filtering the solution by using an organic filter membrane, and soaking, filtering and drying the solid product by using ethanol to obtain brown solid powder.
(3) Performing vacuum activation on the solid powder obtained in the step (2) at 220 ℃ for 10 hours to obtain a Gly-Ni-dobdc adsorbent material, and recording as Gly 0.5 -Ni-dobdc。
Example 4
(1) Mixing Gly (3.64mmol, n 1 ) And Ni (CH) 3 COO) 2 ·4H 2 O(5.2mmol,n 2 ) Dissolved in deionized water (44ml, n) 3 ) In the reaction, stirring is carried out fully to obtain Gly and Ni 2+ Mixing the solution; 2, 5-dihydroxyterephthalic acid (dobdc, 2.6mmol, n 4 ) Dissolved in tetrahydrofuran (35ml 5 ) And fully stirring to obtain the dobdc solution. Wherein the dosage ratio of each substance is n 1 :n 2 ＝0.7:1:0.5；n 3 :n 5 ＝1:0.8
(2) Adding the dobdc solution obtained in the step (1) into Gly and Ni 2+ And stirring and mixing the mixed solution uniformly to obtain a reaction solution, transferring the reaction solution into a reaction kettle, putting the reaction solution into a constant-temperature drying box at 120 ℃, reacting for 80 hours to obtain a reaction product, filtering the solution by using an organic filter membrane, and soaking, filtering and drying the solid product by using ethanol to obtain brown solid powder.
(3) Performing vacuum activation on the solid powder obtained in the step (2) at 250 ℃ for 8h to obtain a Gly-Ni-dobdc adsorbent material, and recording as Gly 0.7 -Ni-dobdc。
The invention adopts ASAP2460 specific surface pore size distribution instrument produced by American Micromeritics corporation to Ni 2 (dobdc) and the specific surface area and the pore structure of the Gly-Ni-dobdc adsorbent material prepared by the invention are characterized, and the results are shown in figure 1 and table 1.
TABLE 1
FIG. 1 is Ni 2 (dobdc) and N at 77K of Gly-Ni-dobdc materials prepared in all examples 2 And (3) an adsorption and desorption isotherm, wherein information such as the specific surface area, the pore volume and the like of the material can be calculated according to the isotherm, and the obtained structural information is listed in table 1. To react with Ni 2 (dobdc) materials for comparison, ni was synthesized 2 (dobdc) material and tested for performance. As can be seen from the graph, the BET specific surface area of the Gly-Ni-dobdc adsorbent material prepared by the invention is about 345-1241m 2 (ii) a total pore volume in the range of 0.12-0.45cm 3 G, with Ni 2 The (dobdc) materials are significantly different. This shows that the specific surface area and pore volume of the material prepared by the invention are obviously influenced by the addition amount of Gly.
FIG. 2 is Ni 2 (dobdc) and Fourier Infrared Spectrum (FT-IR) of Gly-Ni-dobdc materials prepared in examples,wherein the wave number is 1560cm -1 C = O stretching vibration peak in dobdc; wave number 1040cm -1 The peak is C-N-stretching vibration peak in Gly. When glycine (Gly) and Ni (CH) of Gly-Ni-dobdc material 3 COO) 2 ·4H 2 When the molar ratio of O is more than 0.3, the C-N-characteristic peak is obvious, which indicates that the dobdc and the Gly are both basic components of the Gly-Ni-dobdc adsorption material.
FIGS. 3 a-3 e are Ni 2 (dobdc) and C of Gly-Ni-dobdc material prepared in examples at 298K 2 H 4 /C 2 H 6 Adsorption isotherm diagrams, wherein FIGS. 3b, 3C, 3d, and 3e represent C at 298K for Gly-Ni-dobdc materials obtained in examples 1 to 4, respectively 2 H 4 /C 2 H 6 Adsorption isotherms, ni were also tested under the same conditions for performance comparison 2 (dobdc) performance, as shown in FIG. 3 a. As can be seen from the figure, as the Gly content increases, the Gly-Ni-dobdc material pair C 2 H 4 /C 2 H 6 All adsorbed amounts of (A) are gradually reduced, but C 2 H 4 Adsorption amount and C 2 H 6 The difference between the adsorption amounts is obviously increased, which indicates that the adsorption selectivity is improved.
FIG. 4 shows Ni 2 (dobdc) and Gly-Ni-dobdc materials prepared in examples were tested at 298K,100KPa for C 2 H 4 /C 2 H 6 IAST Selectivity of (1), while comparative calculated Ni 2 (dobdc) selectivity. As can be seen from the figure, the examples include glycine (Gly) and Ni (CH) 3 COO) 2 ·4H 2 When the molar ratio of O is more than 0.3, the prepared Gly-Ni-dobdc adsorbent material pair C has the advantages of 2 H 4 /C 2 H 6 The selectivity of the catalyst is obviously improved.
Claims (4)
1. Gly-Ni-dobdc adsorbent in C 2 H 4 /C 2 H 6 The application of the selective separation is characterized in that the preparation method of the Gly-Ni-dobdc adsorbent comprises the following steps:
(1) Mixing glycine and Ni (CH) 3 COO) 2 ·4H 2 Dissolution of OIn water to obtain glycine and Ni 2+ Mixing the solution of glycine and Ni (CH) 3 COO) 2 ·4H 2 The molar ratio of O is (0.3;
(2) Dissolving 2, 5-dihydroxyterephthalic acid in tetrahydrofuran to obtain 2, 5-dihydroxyterephthalic acid solution, wherein the Ni (CH) 3 COO) 2 ·4H 2 The molar ratio of O to 2, 5-dihydroxyterephthalic acid is (1;
(3) Adding the 2, 5-dihydroxyterephthalic acid solution to glycine and Ni 2+ Carrying out hydrothermal reaction in the mixed solution, filtering the obtained reaction product, soaking the solid product in ethanol, filtering and drying to obtain brown solid powder, wherein the temperature of the hydrothermal reaction is 100-120 ℃;
(4) And (4) carrying out vacuum activation on the solid powder obtained in the step (3), wherein the vacuum activation temperature is 200-250 ℃, and obtaining the Gly-Ni-dobdc adsorbent.
2. Use according to claim 1, characterized in that the volume ratio of water to tetrahydrofuran is (1.
3. The use as claimed in claim 1, wherein the hydrothermal reaction in step (3) is carried out for 65 to 80 hours.
4. Use according to claim 1, wherein step (4) is carried out for 8-12h of vacuum activation.
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