CN106964316A - A kind of zeolite imidazole ester skeleton functionalized ion liquid composite and its preparation and application - Google Patents

A kind of zeolite imidazole ester skeleton functionalized ion liquid composite and its preparation and application Download PDF

Info

Publication number
CN106964316A
CN106964316A CN201710160617.3A CN201710160617A CN106964316A CN 106964316 A CN106964316 A CN 106964316A CN 201710160617 A CN201710160617 A CN 201710160617A CN 106964316 A CN106964316 A CN 106964316A
Authority
CN
China
Prior art keywords
ion liquid
zeolite imidazole
functionalized ion
precursor
ester skeleton
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201710160617.3A
Other languages
Chinese (zh)
Inventor
于英豪
石卓
杨婉欣
王乐夫
李雪辉
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
South China University of Technology SCUT
Original Assignee
South China University of Technology SCUT
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by South China University of Technology SCUT filed Critical South China University of Technology SCUT
Priority to CN201710160617.3A priority Critical patent/CN106964316A/en
Publication of CN106964316A publication Critical patent/CN106964316A/en
Pending legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/22Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
    • B01J20/223Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
    • B01J20/226Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF]
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/22Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2220/00Aspects relating to sorbent materials
    • B01J2220/40Aspects relating to the composition of sorbent or filter aid materials
    • B01J2220/44Materials comprising a mixture of organic materials
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2220/00Aspects relating to sorbent materials
    • B01J2220/40Aspects relating to the composition of sorbent or filter aid materials
    • B01J2220/48Sorbents characterised by the starting material used for their preparation
    • B01J2220/4812Sorbents characterised by the starting material used for their preparation the starting material being of organic character
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02CCAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
    • Y02C20/00Capture or disposal of greenhouse gases
    • Y02C20/40Capture or disposal of greenhouse gases of CO2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Silicates, Zeolites, And Molecular Sieves (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)

Abstract

The present invention discloses a kind of zeolite imidazole ester skeleton functionalized ion liquid composite and its preparation and application, belongs to CO2Trapping and storing technology field.The present invention carries out functionalized ion liquid in ZIFs basket structures by " ship construction method in bottle " fabricated in situ of ionic liquid, so that ionic liquid is directly immobilized in ZIFs cages.The present invention is dry process, in the absence of liquid flux, the shortcoming of traditional handicraft can be overcome, while reducing the energy consumption of hot recycling.The zeolite imidazole ester skeleton functionalized ion liquid composite crystallinity of the present invention is high, specific surface area is big, heat endurance and chemical stability preferably, due to functionalized ion liquid and zeolitic imidazolate framework material for CO2The synergy of absorption, it is to CO2Energy of adsorption realize preferably effect, in actual CO2Absorption in, show the good characteristics such as mild condition, running cost are low, extrusion rate is good, and the material regeneration is convenient, circulation absorption effect is good.

Description

A kind of zeolite imidazole ester skeleton-functionalized ion liquid composite and its prepare with Using
Technical field
The invention belongs to CO2Trapping and storage (CO2Capture and storage, CCS) technical field, and in particular to one Plant zeolite imidazole ester skeleton-functionalized ion liquid composite and preparation method and application.
Background technology
In recent years, ionic liquid is with its unique low-vapor pressure, good heat endurance and higher gas solubility The features such as in CO2Separation and fixed network cause extensive concern.In addition, the aobvious alkalescence of the ionic liquid of amino functional, Energy and CO2Sour gas chemically reacts, thus has bigger CO compared to general ionic liquid2Uptake, but its is high Price and higher viscosity limit it and further apply.Supported ionic liquids are the frontiers of ionic liquid research, will Ion is immobilized on the porous material, can not only overcome the problem of viscosity of il is high, and can be easier to realize following for material Ring is utilized and operated continuously, and possibility is provided for the further application of ionic liquid.
Zeolitic imidazolate framework material (Zeolitic Imdazolate Framework, abbreviation ZIFs), is that a class is porous The metal-organic framework materials with tridimensional network.There is high porosity, big specific surface area because of it, duct is adjustable Property, good chemistry and heat endurance, in CO2There is extensive purposes in terms of adsorbing separation and storage.Zeolite imidazole ester bone Frame material is further modified by loading the ionic liquid of amino-functionalization, pore structure, improves it to CO2The selection of absorption Property, while the introducing of alkali ionic liquid, adds resulting materials and CO2Between interaction, its CO2Adsorbance is also obtained Improve well.
Using the method simply impregnated more than the load of ionic liquid in the porous material, although simple to operate, but big portion Segregant liquid adsorbs only on the surface of porous material, is easily come off during absorption with desorption gas so that material Reusable performance declines.Moreover, porous material is not because ionic liquid can be effectively entered among duct yet, Kong Jie Structure is not also modified preferably, causes the adsorptive selectivity of its gas not high.
At present, the Ionic liquids technologies using zeolitic imidazolate framework material load amino functional are still not mature enough, and The performance of these composites and application need further discovery, and this is also the problem of present invention attempts to solve.
The content of the invention
In order to overcome the shortcoming and deficiency of prior art, primary and foremost purpose of the invention is to provide a kind of zeolite imidazole ester bone The preparation method of frame-functionalized ion liquid composite.Specifically, the present invention passes through functionalized ion liquid " in bottle Ship construction method " carries out the fabricated in situ of ionic liquid in ZIFs basket structures, so that ionic liquid is directly immobilized in ZIFs cages.
Another object of the present invention is to provide the zeolite imidazole ester skeleton-function of being prepared by above-mentioned preparation method Change ionic liquid composite material.The material crystalline degree is high, specific surface area is big, heat endurance and chemical stability are preferable.
It is still another object of the present invention to provide answering for above-mentioned zeolite imidazole ester skeleton-functionalized ion liquid composite With mainly using it for CO2Absorption and trapping.
The purpose of the present invention is achieved through the following technical solutions:
A kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, using " ship construction method in bottle " Fabricated in situ, comprises the following steps:
(1) zeolitic imidazolate framework material is dried in vacuo, to remove the water that is adsorbed in its duct and its other are miscellaneous Matter;
(2) the dried zeolite imidazole skeleton material of step (1) is put into precursor A or precursor A solution, stirring It is allowed to fully infiltrate and be uniformly dispersed, precursor A is first passed through the basket structure that adsorption and diffusion enters zeolite imidazole branch framework material In;
(3) then add precursor B, precursor B by adsorption and diffusion enter zeolite imidazole branch framework material basket structure In with precursor A response generation function ionic liquids;
(4) suction filtration, the precursor for having neither part nor lot in reaction is removed to filter residue by surname extraction, and vacuum is then carried out to it and is done It is dry, so as to obtain zeolite imidazole ester skeleton-functionalized ion liquid composite.
Described precursor A is preferably as follows:Imidazoles (a), tertiary phosphine class (b), pyridines (c), pyroles (d) and tertiary amines (e) one or more of compound, its formula is:
R in formula1、R2Or R3For hydrogen atom or alkyl substituent.
The long alkyl chains of described precursor A alkyl substituents are preferably C1~C3
Described precursor A is more preferably at least one of N- methylimidazoles and N- methylpyrroles;
Described precursor B formula is R-X;R is alkyl substituent or the alkyl substitution with functionalization group in formula Base, X is Cl-、Br-Or I-
Described functionalization group is preferably amido.
The long alkyl chains of described precursor B alkyl substituents or the alkyl substituent with amido are C3~C8
Described precursor B is preferably at least one of 1- NBBs, 3- bromine propylamine hydrobromic acids and 1- bromooctanes;
Described zeolitic imidazolate framework material is connected by many yuan of rings.Precursor can diffuse into ZIFs by ring window In cage, then precursor A and B can not escape from window in the functionalized ion liquid that cage situ reacts generation and be limited to cage In.
Described zeolitic imidazolate framework material is preferably ZIF-2, ZIF-7, ZIF-8, ZIF-11, ZIF-60 and ZIF-68 At least one of, but it is not limited to this several zeolitic imidazolate framework material.
Described precursor A and B mol ratio is preferably 1:1~1:2;More preferably 1:1.1.
A kind of zeolite imidazole ester skeleton-functionalized ion liquid composite, is prepared by above-mentioned preparation method.
It is main in terms of described zeolite imidazole ester skeleton-functionalized ion liquid composite can be used for sour gas trapping Use it for CO2Absorption and trapping.
The present invention has the following advantages and effect relative to prior art:
(1) present invention is dry process, in the absence of liquid flux, the shortcoming of traditional handicraft can be overcome, while reducing heat The energy consumption of regeneration.
(2) functionalized ion liquid loaded is limited by ZIFs cage window sizes and can not escaped from ZIFs cages, Therefore losing issue is avoided.The characteristics of ionic liquid heat endurance is high is remained simultaneously, is improved and is recycled performance.
(3) ZIFs materials are loaded after ionic liquid, and its pore structure and hole size are modified, and trap CO2Selectivity Increase substantially.
(4) zeolite imidazole ester skeleton-functionalized ion liquid composite for preparing of the present invention, due to functionalization from Sub- liquid and zeolitic imidazolate framework material are for CO2The synergy of absorption, it is to CO2Energy of adsorption realize preferably effect, In actual CO2Adsorption operations in, show the good characteristics such as mild condition, running cost are low, extrusion rate is good, and the material Regeneration is convenient, and circulation absorption effect is good.
Embodiment
With reference to embodiment, the present invention is described in further detail, but the implementation of the present invention is not limited to this.
Embodiment 1
A kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, step is as follows:
(1) 16.40g (0.20mol) N- methylimidazoles are added toward 50mL flasks, adds 2g through vacuum drying at 150 DEG C ZIF-8, stirs 18h at room temperature;
(2) 29.92g (0.22mol) 1- NBBs are added, 24h is stirred at room temperature, suction filtration washs 3 times with ethanol, every time 20mL;
(3) surname extraction 24h is carried out to filter residue with ethanol, then the dry 24h of 80 DEG C of vacuum, product code numbering is [BMIM] Br@ZIF-8。
(4) take material 0.1g, after the pre-treatments such as drying, degassing, CO is carried out on multiple function apparatus2Breakthrough curve Experiment, determines its CO2Adsorption capacity.
Thermogravimetric analysis (TGA) result shows that [BMIM] Br@ZIF-8 start decomposition after 350 DEG C, hence it is evident that higher than pure ionic liquid The heat decomposition temperature (250 DEG C) of body 1- butyl -3- methylimidazoles (350 DEG C).Elementary analysis result shows [BMIM] Br@ZIF-8 The useful load of intermediate ion liquid is 20.6%.In 15vol%CO2In, in the range of 35~75 DEG C, to CO2Adsorption capacity be 72.2mg/g to 56.8mg/g.
Embodiment 2
A kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, step is as follows:
(1) ZIF-8 dries 24h in 150 DEG C of vacuum;
(2) under nitrogen protection, toward addition 10mL ethanol and 2.46g (0.03mol) N- methyl miaows in 50mL three-necked flasks Azoles, adds the ZIF-8 of 2g dryings, 15h is stirred at room temperature;
(3) 10mL absolute ethyl alcohols are added, 7.01g (0.032mol) 3- bromine propylamine hydrobromic acids is added, is stirred under nitrogen protection Mix and be heated to reflux 24h, suction filtration is washed 3 times, each 10mL with ethanol;
(4) surname extraction 24h is carried out to filter residue with ethanol, then the dry 24h of 80 DEG C of vacuum, you can obtain target material, Marked as [APMIM] Br@ZIF-8.
(5) take material 0.1g, after the pre-treatments such as drying, degassing, CO is carried out on multiple function apparatus2Breakthrough curve Experiment, determines its CO2Adsorption capacity.
Thermogravimetric analysis (TGA) result shows that [APMIM] Br@ZIF-8 start decomposition after 320 DEG C, hence it is evident that higher than pure ion The heat decomposition temperature (250 DEG C) of liquid 1- amine propyl group -3- methylimidazoles bromines ([APMIM] Br).Elementary analysis result is shown The useful load of [APMIM] Br@ZIF-8 intermediate ion liquid is 24.0%.In 15vol%CO2In, in the range of 35~75 DEG C, to CO2 Adsorption capacity be 81.4mg/g to 68.3mg/g.
Embodiment 3
A kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, step is as follows:
(1) under nitrogen protection, 10mL ethanol and 1.642g (0.02mol) N- methylimidazoles are added toward 50mL flasks, plus Enter 2g through vacuum drying ZIF-7 at 150 DEG C, 18h is stirred at room temperature;
(2) 20mL ethanol and 4.816g (0.022mol) 3- bromine propylamine hydrobromic acids are added, under nitrogen protection, is stirred at room temperature 24h, suction filtration is washed 3 times, each 20mL with ethanol;
(3) surname extraction 24h is carried out to filter residue with ethanol, then the dry 24h of 80 DEG C of vacuum, product code numbering is [APMIM] Br@ZIF-7。
(4) take material 0.1g, after the pre-treatments such as drying, degassing, CO is carried out on multiple function apparatus2Breakthrough curve Experiment, determines its CO2Adsorption capacity.
Thermogravimetric analysis (TGA) result shows that [APMIM] Br@ZIF-7 start decomposition after 310 DEG C, hence it is evident that higher than pure ion The heat decomposition temperature (250 DEG C) of liquid 1- amine propyl group -3- methylimidazoles bromines ([APMIM] Br).Elementary analysis result is shown The useful load of [BMIM] Br@ZIF-7 intermediate ion liquid is 18.4%.In 15vol%CO2In, in the range of 35~75 DEG C, to CO2's Adsorption capacity is 80.2mg/g to 61.8mg/g.
Embodiment 4
A kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, step is as follows:
(1) under nitrogen protection, 10mL ethanol and 1.642g (0.02mol) N- methylimidazoles are added toward 50mL flasks, plus Enter 2g through vacuum drying ZIF-60 at 150 DEG C, 18h is stirred at room temperature;
(2) 20mL ethanol and 4.816g (0.022mol) 3- bromine propylamine hydrobromic acids are added, under nitrogen protection, is stirred at room temperature 24h, suction filtration is washed 3 times, each 20mL with ethanol;
(3) surname extraction 24h is carried out to filter residue with ethanol, then the dry 24h of 80 DEG C of vacuum, product code numbering is [APMIM] Br@ZIF-60。
(4) take material 0.1g, after the pre-treatments such as drying, degassing, CO is carried out on multiple function apparatus2Breakthrough curve Experiment, determines its CO2Adsorption capacity.
Thermogravimetric analysis (TGA) result shows that [APMIM] Br@ZIF-60 start decomposition after 340 DEG C, hence it is evident that higher than pure ion The heat decomposition temperature (250 DEG C) of liquid 1- amine propyl group -3- methylimidazoles bromines ([APMIM] Br).Elementary analysis result is shown The useful load of [BMIM] Br@ZIF-60 intermediate ion liquid is 15.6%.In 15vol%CO2In, in the range of 35~75 DEG C, to CO2 Adsorption capacity be 78.5mg/g to 59.8mg/g.
Embodiment 5
A kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, step is as follows:
(1) under nitrogen protection, 10mL ethanol and 1.642g (0.02mol) N- methylimidazoles are added toward 50mL flasks, plus Enter 2g through vacuum drying ZIF-2 at 150 DEG C, 18h is stirred at room temperature;
(2) 20mL ethanol and 4.816g (0.022mol) 3- bromine propylamine hydrobromic acids are added, under nitrogen protection, is stirred at room temperature 24h, suction filtration is washed 3 times, each 20mL with ethanol;
(3) surname extraction 24h is carried out to filter residue with ethanol, then the dry 24h of 80 DEG C of vacuum, product code numbering is [APMIM] Br@ZIF-2。
(4) take material 0.1g, after the pre-treatments such as drying, degassing, CO is carried out on multiple function apparatus2Breakthrough curve Experiment, determines its CO2Adsorption capacity.
Thermogravimetric analysis (TGA) result shows that [APMIM] Br@ZIF-2 start decomposition after 310 DEG C, hence it is evident that higher than pure ion The heat decomposition temperature (250 DEG C) of liquid 1- amine propyl group -3- methylimidazoles bromines ([APMIM] Br).Elementary analysis result is shown The useful load of [BMIM] Br@ZIF-2 intermediate ion liquid is 15.6%.In 15vol%CO2In, in the range of 35~75 DEG C, to CO2's Adsorption capacity is 68.9mg/g to 52.5mg/g.
Embodiment 6
A kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, step is as follows:
(1) under nitrogen protection, 10mL ethanol and 1.642g (0.02mol) N- methylimidazoles are added toward 50mL flasks, plus Enter 2g through vacuum drying ZIF-11 at 150 DEG C, 18h is stirred at room temperature;
(2) 20mL ethanol and 4.816g (0.022mol) 3- bromine propylamine hydrobromic acids are added, under nitrogen protection, is stirred at room temperature 24h, suction filtration is washed 3 times, each 20mL with ethanol;
(3) surname extraction 24h is carried out to filter residue with ethanol, then the dry 24h of 80 DEG C of vacuum, product code numbering is [APMIM] Br@ZIF-11。
(4) take material 0.1g, after the pre-treatments such as drying, degassing, CO is carried out on multiple function apparatus2Breakthrough curve Experiment, determines its CO2Adsorption capacity.
Thermogravimetric analysis (TGA) result shows that [APMIM] Br@ZIF-11 start decomposition after 295 DEG C, hence it is evident that higher than pure ion The heat decomposition temperature (250 DEG C) of liquid 1- amine propyl group -3- methylimidazoles bromines ([APMIM] Br).Elementary analysis result is shown The useful load of [BMIM] Br@ZIF-11 intermediate ion liquid is 19.2%.In 15vol%CO2In, in the range of 35~75 DEG C, to CO2 Adsorption capacity be 72.6mg/g to 63.1mg/g.
Embodiment 7
A kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, step is as follows:
(1) under nitrogen protection, 10mL ethanol and 1.622g (0.02mol) N- methylpyrroles are added toward 50mL flasks, plus Enter 2g through vacuum drying ZIF-60 at 150 DEG C, 18h is stirred at room temperature;
(2) 20mL ethanol and 4.246g (0.022mol) 1- bromooctanes are added, under nitrogen protection, 24h is stirred at room temperature, takes out Filter, is washed 3 times, each 20mL with ethanol;
(3) surname extraction 24h is carried out to filter residue with ethanol, then the dry 24h of 80 DEG C of vacuum, product code numbering is [OctMPyr]Br@ZIF-60。
(4) take material 0.1g, after the pre-treatments such as drying, degassing, CO is carried out on multiple function apparatus2Breakthrough curve Experiment, determines its CO2Adsorption capacity.
Thermogravimetric analysis (TGA) result show [OctMPyr] Br@ZIF-60 start after 325 DEG C decomposition, hence it is evident that higher than it is pure from The heat decomposition temperature (220 DEG C) of sub- liquid 1- octyl groups -3- methylpyrroles bromine ([OctMPyr] Br).Elementary analysis result is shown The useful load of [OctMPyr] Br@ZIF-60 intermediate ion liquid is 16.3%.In 15vol%CO2In, it is right in the range of 35~75 DEG C CO2Adsorption capacity be 70.9mg/g to 62.4mg/g
Above-described embodiment is preferably embodiment, but embodiments of the present invention are not by above-described embodiment of the invention Limitation, other any Spirit Essences without departing from the present invention and the change made under principle, modification, replacement, combine, simplification, Equivalent substitute mode is should be, is included within protection scope of the present invention.

Claims (8)

1. a kind of preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite, it is characterised in that including following Step:
(1) zeolitic imidazolate framework material is dried in vacuo;
(2) the dried zeolite imidazole skeleton material of step (1) is put into precursor A or precursor A solution, stirring is allowed to Fully infiltrate and be uniformly dispersed;
(3) then add precursor B, precursor B by adsorption and diffusion enter zeolite imidazole branch framework material basket structure in Precursor A response generation function ionic liquids;
(4) suction filtration, is removed the precursor for having neither part nor lot in reaction by surname extraction to filter residue, then it is dried in vacuo, from And obtain zeolite imidazole ester skeleton-functionalized ion liquid composite;
Described zeolitic imidazolate framework material be ZIF-2, ZIF-7, ZIF-8, ZIF-11, ZIF-60 and ZIF-68 at least It is a kind of;
Described precursor A is as follows:Imidazoles, tertiary phosphine class, pyridines, the one or more of pyroles and tertiary amine compounds, Its formula is:
R in formula1、R2Or R3For hydrogen atom or alkyl substituent;
The long alkyl chains of described precursor A alkyl substituents are C1~C3
Described precursor B formula is R-X;R is alkyl substituent or the alkyl substituent with functionalization group, X in formula For Cl-、Br-Or I-
The long alkyl chains of described precursor B alkyl substituents or the alkyl substituent with functionalization group are C3~C8
2. the preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite according to claim 1, it is special Levy and be:
Described precursor A and B mol ratio is 1:1~1:2.
3. the preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite according to claim 1 or 2, It is characterized in that:
Described functionalization group is amido.
4. the preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite according to claim 1 or 2, It is characterized in that:
Described precursor A is at least one of N- methylimidazoles and N- methylpyrroles.
5. the preparation method of zeolite imidazole ester skeleton-functionalized ion liquid composite according to claim 1 or 2, It is characterized in that:
Described precursor B is at least one of 1- NBBs, 3- bromine propylamine hydrobromic acids and 1- bromooctanes.
6. a kind of zeolite imidazole ester skeleton-functionalized ion liquid composite, it is characterised in that appointed by Claims 1 to 5 Preparation method described in one is prepared.
7. zeolite imidazole ester skeleton-functionalized ion liquid composite described in claim 6 is in terms of sour gas trapping In application.
8. application according to claim 7, it is characterised in that:
Described zeolite imidazole ester skeleton-functionalized ion liquid composite is in CO2Absorption and trapping in application.
CN201710160617.3A 2017-03-17 2017-03-17 A kind of zeolite imidazole ester skeleton functionalized ion liquid composite and its preparation and application Pending CN106964316A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201710160617.3A CN106964316A (en) 2017-03-17 2017-03-17 A kind of zeolite imidazole ester skeleton functionalized ion liquid composite and its preparation and application

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201710160617.3A CN106964316A (en) 2017-03-17 2017-03-17 A kind of zeolite imidazole ester skeleton functionalized ion liquid composite and its preparation and application

Publications (1)

Publication Number Publication Date
CN106964316A true CN106964316A (en) 2017-07-21

Family

ID=59329019

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201710160617.3A Pending CN106964316A (en) 2017-03-17 2017-03-17 A kind of zeolite imidazole ester skeleton functionalized ion liquid composite and its preparation and application

Country Status (1)

Country Link
CN (1) CN106964316A (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107796887A (en) * 2017-09-29 2018-03-13 武汉大学 The preparation and application of zeolitic imidazolate framework material ionic liquid Porous Polymer Stationary Phases capillary vessel electric chromatogram monolithic column
CN108404871A (en) * 2018-04-20 2018-08-17 万玉梅 A kind of preparation method of high adsorption metal-organic framework materials
CN109663573A (en) * 2019-01-08 2019-04-23 苏州大学 A kind of imidazoles zeolite framework nanocomposite, preparation method and applications
CN109847702A (en) * 2017-11-30 2019-06-07 中国科学院大连化学物理研究所 A method of the cage diameter modulation of the poromerics containing basket structure
CN109847719A (en) * 2018-12-28 2019-06-07 南京工业大学 A kind of ionic copolymer composite material adsorbent and its preparation method and application
CN109967039A (en) * 2019-04-15 2019-07-05 北京化工大学 A kind of couple of CO2 has the preparation method and application of the composite material efficiently separated
CN110404509B (en) * 2019-06-15 2020-12-25 北京化工大学 Preparation method of multilayer-structured ILs @ ZIF composite material similar to nano rectifying tower
CN113599528A (en) * 2021-08-11 2021-11-05 东南大学 Bionic membrane-MOFs composite drug-loading system and application thereof
CN114682224A (en) * 2020-12-31 2022-07-01 中国石油化工股份有限公司 Chlorobenzene-containing organic waste gas adsorbent and preparation method and application thereof
CN114873632A (en) * 2022-04-24 2022-08-09 湖北大学 Bis (trifluoromethanesulfonimide) lithium/zeolite imidazolate framework composite material and preparation method and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102671628A (en) * 2012-05-11 2012-09-19 华南理工大学 Microporous molecular sieve-functionalized ionic liquid composite material and preparation method thereof
CN102824895A (en) * 2012-08-31 2012-12-19 华南理工大学 Mesoporous limited functionalized ionic liquid composite material and preparation method and application thereof
CN103691400A (en) * 2013-12-20 2014-04-02 华南理工大学 Functionalized ionic liquid hybrid mesoporous molecular sieve MCM-48 composite material and preparation method and application thereof
CN106311152A (en) * 2016-08-30 2017-01-11 华南理工大学 Mesoporous zeolite imidazate framework material as well as preparation method and application thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102671628A (en) * 2012-05-11 2012-09-19 华南理工大学 Microporous molecular sieve-functionalized ionic liquid composite material and preparation method thereof
CN102824895A (en) * 2012-08-31 2012-12-19 华南理工大学 Mesoporous limited functionalized ionic liquid composite material and preparation method and application thereof
CN103691400A (en) * 2013-12-20 2014-04-02 华南理工大学 Functionalized ionic liquid hybrid mesoporous molecular sieve MCM-48 composite material and preparation method and application thereof
CN106311152A (en) * 2016-08-30 2017-01-11 华南理工大学 Mesoporous zeolite imidazate framework material as well as preparation method and application thereof

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107796887A (en) * 2017-09-29 2018-03-13 武汉大学 The preparation and application of zeolitic imidazolate framework material ionic liquid Porous Polymer Stationary Phases capillary vessel electric chromatogram monolithic column
CN107796887B (en) * 2017-09-29 2019-06-25 武汉大学 The preparation and application of zeolitic imidazolate framework material ionic liquid Porous Polymer Stationary Phases capillary vessel electric chromatogram monolithic column
CN109847702A (en) * 2017-11-30 2019-06-07 中国科学院大连化学物理研究所 A method of the cage diameter modulation of the poromerics containing basket structure
CN108404871A (en) * 2018-04-20 2018-08-17 万玉梅 A kind of preparation method of high adsorption metal-organic framework materials
CN109847719A (en) * 2018-12-28 2019-06-07 南京工业大学 A kind of ionic copolymer composite material adsorbent and its preparation method and application
CN109663573A (en) * 2019-01-08 2019-04-23 苏州大学 A kind of imidazoles zeolite framework nanocomposite, preparation method and applications
CN109967039A (en) * 2019-04-15 2019-07-05 北京化工大学 A kind of couple of CO2 has the preparation method and application of the composite material efficiently separated
CN109967039B (en) * 2019-04-15 2020-12-25 北京化工大学 Preparation method and application of composite material with efficient CO2 separation function
CN110404509B (en) * 2019-06-15 2020-12-25 北京化工大学 Preparation method of multilayer-structured ILs @ ZIF composite material similar to nano rectifying tower
CN114682224A (en) * 2020-12-31 2022-07-01 中国石油化工股份有限公司 Chlorobenzene-containing organic waste gas adsorbent and preparation method and application thereof
CN114682224B (en) * 2020-12-31 2024-02-09 中国石油化工股份有限公司 Chlorine-containing benzene organic waste gas adsorbent and preparation method and application thereof
CN113599528A (en) * 2021-08-11 2021-11-05 东南大学 Bionic membrane-MOFs composite drug-loading system and application thereof
CN113599528B (en) * 2021-08-11 2024-01-30 东南大学 Bionic membrane-MOFs composite drug-carrying system and application thereof
CN114873632A (en) * 2022-04-24 2022-08-09 湖北大学 Bis (trifluoromethanesulfonimide) lithium/zeolite imidazolate framework composite material and preparation method and application thereof
CN114873632B (en) * 2022-04-24 2023-09-22 湖北大学 Double-trifluoro lithium methanesulfonimide/zeolite imidazole ester skeleton composite material and preparation method and application thereof

Similar Documents

Publication Publication Date Title
CN106964316A (en) A kind of zeolite imidazole ester skeleton functionalized ion liquid composite and its preparation and application
CN105727736B (en) Method of the catalyst for scrubbing CO_2 is prepared with metal-organic framework materials
CN105080490B (en) A kind of chromium magnesium bimetallic MOFs adsorbents MIL 101 (Cr, Mg) and preparation method thereof
Li et al. High dispersion of polyethyleneimine within mesoporous UiO-66s through pore size engineering for selective CO2 capture
CN106540660B (en) For absorbing CO2The ionic liquid adsorbent material of gas and its application
CN102824895A (en) Mesoporous limited functionalized ionic liquid composite material and preparation method and application thereof
CN108201877B (en) A kind of graphene filtering material and its preparation method and application
CN112169769B (en) Preparation method of amino/sulfydryl co-modified MIL-101 (Fe) adsorbent, product thereof and application thereof
CN102671628B (en) Microporous molecular sieve-functionalized ionic liquid composite material and preparation method thereof
CN109503858A (en) A kind of magnetism sandwich structure metal-organic framework materials and preparation method
CN101816925A (en) Organic-inorganic hybrid material for CO2 adsorption and preparation method thereof
CN112076728A (en) Preparation, use and regeneration method of green adsorbent for flue gas desulfurization and denitrification
KR102028613B1 (en) Amine-functionalized MOF-based CO2 adsorbents
US9533283B2 (en) Regeneration method for Cu-BTC material
CN105457615A (en) Preparation method of Mn modified metal organic framework material adsorbent for super-deep oil and gas recovery
CN104475021B (en) Rich nitrogen tea seed episperm activated carbon and its preparation method and application
CN109482136A (en) A kind of adsorbent and preparation method thereof
CN103212314A (en) Modified ZSM-5 zeolite blended ethanol-permselective composite membrane and preparation method thereof
CN106064053A (en) A kind of flue gas demercuration adsorbent and preparation method thereof
Chen et al. Preparation of a laminated structured polyethyleneimine cryogel for carbon capture
CN102068960B (en) Regeneration method of honeycomb activated carbon absorbent for absorbing nitric oxide
CN114887434B (en) VOCs treatment process for finished oil
CN110354631A (en) A kind of preparation method and applications of the compound viscose of ionic liquid-active carbon
CN112934201B (en) Composite waste gas adsorption material and preparation method thereof
CN111298761A (en) Modified sepiolite adsorbent and preparation method and application thereof

Legal Events

Date Code Title Description
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20170721

RJ01 Rejection of invention patent application after publication