CN109134854A - A kind of preparation method of the adjustable two-dimentional organic material in aperture - Google Patents
A kind of preparation method of the adjustable two-dimentional organic material in aperture Download PDFInfo
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- CN109134854A CN109134854A CN201810782865.6A CN201810782865A CN109134854A CN 109134854 A CN109134854 A CN 109134854A CN 201810782865 A CN201810782865 A CN 201810782865A CN 109134854 A CN109134854 A CN 109134854A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/026—Wholly aromatic polyamines
Abstract
The present invention provides a kind of preparation method of the adjustable two-dimentional organic material in aperture.The monomer molecules such as 1,3,5- triaminobenzene and Isosorbide-5-Nitrae-dibromobenzene are selected, prepare two-dimensional polymer on the two-dimentional stannous chloride nano crystal material surface for playing template and catalytic action.The method disclosed in the present is in the two-dimensional polymer material for being conducive to grow large area, have prepare it is simple, at low cost, be easy to the characteristics of industrialized mass production, the adjustable two-dimentional organic framework material in aperture can be prepared, the different application field required to aperture is respectively applied to.
Description
Technical field
The present invention relates to two-dimentional organic material preparation field, more particularly to one kind preparation aperture on catalysts template are adjustable
Two-dimentional organic material method.
Background technique
There is atomic-level thickness and excellent physical and chemical performance by the two-dimension nano materials of representative of graphene, locate always
In the forward position of research and application field.Two-dimentional organic material is a kind of porous organic crystal material by being covalently keyed, and is made
For the major class in two-dimensional material, unique advantage is also gradually shown.The porosity of two-dimentional organic framework material, crystallinity and
The pi-electron conjugated system of two-dimensional directional imparts the excellent physicochemical properties of the material.Pass through Topology Structure Design and monomer
The two-dimentional organic framework material of selection preparation has density is low, structurally ordered, large specific surface area, aperture size and structure are adjustable etc.
Feature, and can be realized by rear synthetic modification, the filling of hole object or the modes such as load, Material cladding to two-dimentional organic backbone
The functionalization of material.Compared with the inorganic nano material of other mesoporous or micropore, two-dimentional organic framework material provides uniform
Nano-scale hole, be conducive to improve various functional material sensitivity and stability.In addition, the adjustable organic bone of two dimension in aperture
Frame material can be respectively applied to the different application field required to aperture.
But up to the present the preparation of two-dimentional organic framework material is only limitted to the chemical reaction for being easy to carry out, and is related to anti-
Answer type very limited.In addition, for needing to react seldom from catalyst and template or substrate auxiliary strategy on's progress
It is related to.With the development of two-dimentional organic framework material, more requirements also proposed for the type and function of synthetic polymer,
There is an urgent need to develop novel two-dimentional organic framework materials.
Summary of the invention
A kind of preparation method of the adjustable two-dimentional organic material in aperture is proposed, a kind of especially utilize is urged in stannous chloride
The method of the adjustable two-dimentional organic framework material in aperture is prepared in agent template.
The present invention adopts the following technical scheme:
A kind of preparation method of the adjustable two-dimentional organic material in aperture, includes the following steps:
(1) by the ethanol solution of copper chloride and ferric trichloride be coated on copper foil surface, at a certain range of temperature and when
In make rapid reaction, directly prepared in copper foil substrate play template and catalytic action two-dimentional stannous chloride it is nanocrystalline
Body material is dried for standby after being cleaned with ethyl alcohol；
(2) 1,3,5- triaminobenzenes, the monomer molecules such as Isosorbide-5-Nitrae-dibromobenzene are selected, at a certain temperature, in certain time, one
Determine in solvent, polymerization reaction occurs in two-dimentional stannous chloride nanocrystal surface, grows two-dimentional organic polymer.
The range of ferric trichloride additive amount is the 0.01%-10% of copper chloride solution molar concentration in step (1).
Make rapid reaction in step (1) at a certain range of temperature and in the time, preferred temperature is 0~80
DEG C, the preferred time is 0.1~600s.
Monomer molecule includes p-phenylenediamine, benzidine, 1,3,5- triaminobenzenes, 1,3,5- tri- (4- aminobenzenes in step (2)
Base) benzene, 1,3,5- tri- [4- amino (1,1- biphenyl -4- base)] benzene, Isosorbide-5-Nitrae-dibromobenzene, 1, the monomers such as 3,5- tribromo-benzenes and its derivative
Object.
Reaction temperature is 0~380 DEG C in step (2), and temperature is preferably 160 DEG C.
The reaction time is 2h~72h in step (2), and the preferred time is 12h.
Solvent for use is the organic solvents such as acetonitrile, n,N-Dimethylformamide and dimethyl sulfoxide in step (2), preferably
Solvent is acetonitrile.
The present invention has the advantage that
(1) the adjustable two-dimentional organic framework material in aperture can be prepared, the different application required to aperture is respectively applied to
Field.The hole of uniform nano-scale is conducive to improve various functional material sensitivity and stability.
(2) monomer can be rapidly promoted in the polymerization on surface by carrying out reaction on catalyst stannous chloride surface, be conducive to give birth to
Grow the two-dimensional polymer material of large area.
(3) reaction condition is mild, have prepare it is simple, at low cost, be easy to the characteristics of industrialized mass production.
Detailed description of the invention
Fig. 1 is the SEM figure that the method for the present invention prepares stannous chloride nano-sheet crystals material.
Fig. 2 is phenylenediamine and 1 used in the method for the present invention, the reaction schematic diagram of 3,5- tribromo-benzenes.
Fig. 3 is benzidine and 1 used in the method for the present invention, the reaction schematic diagram of 3,5- tribromo-benzenes.
Fig. 4 is 1,3,5- triaminobenzenes and Isosorbide-5-Nitrae-dibromobenzene reaction schematic diagram used in the method for the present invention.
Fig. 5 is 1,3,5- tri- (4- aminophenyl) benzene and Isosorbide-5-Nitrae-dibromobenzene reaction schematic diagram used in the method for the present invention.
Fig. 6 is that 1,3,5- tri- [4- amino (1,1- biphenyl -4- base)] benzene used in the method for the present invention and Isosorbide-5-Nitrae-dibromobenzene are anti-
Answer schematic diagram.
Specific embodiment
Of the invention for ease of understanding, it is as follows that the present invention enumerates embodiment.Those skilled in the art are it will be clearly understood that the implementation
Example is used only for helping to understand the present invention, should not be regarded as a specific limitation of the invention.
Embodiment 1
(1) copper foil of 25um thickness is selected, the one side of copper foil or two sides are the planes by polishing treatment, use deionization
It is dried for standby for 60 DEG C after water cleaning copper foil surface.
(2) 134.45mg Copper dichloride dihydrate powder is added in 10ml deionized water, is stirred 2 minutes, configuration~
The copper chloride solution of 0.1mol/L.Copper chloride solution is added in 1.63mg anhydrous ferric trichloride powder.
(3) by 10mL~copper chloride solution of 0.1mol/L is added drop-wise to the burnishing surface of copper foil, by bar coating method
Liquid is uniformly dispersed in copper foil surface, forms the film of uniformly continuous.
(4) copper foil for carrying copper chloride solution is placed in the baking oven that temperature is 60 DEG C and is dried 5min.
(5) it is collected after scraping the cuprous chloride crystal of copper foil surface with blade, it is brilliant with washes of absolute alcohol stannous chloride
Body powder, drying for standby.
(6) 10mg cuprous chloride crystal powder, the phenylenediamine of 108mg and 1,3,5- tribromo-benzene of 315mg are dissolved in
In 10.0mL acetonitrile, at 160 DEG C, stirred under nitrogen atmosphere 12h.
(7) reaction mixture therein is taken out, uses dilute hydrochloric acid, the water, acetone washing of pH=2, kept dry respectively.
Fig. 1 includes the SEM figure that the present embodiment prepares stannous chloride nano-sheet crystals material.
Fig. 2 includes that the present embodiment reacts schematic diagram.
Embodiment 2
(1) copper foil of 25um thickness is selected, the one side of copper foil or two sides are the planes by polishing treatment, use deionization
It is dried for standby for 60 DEG C after water cleaning copper foil surface.
(2) 134.45mg Copper dichloride dihydrate powder is added in 10ml deionized water, is stirred 2 minutes, configuration~
The copper chloride solution of 0.1mol/L.Copper chloride solution is added in 1.63mg anhydrous ferric trichloride powder.
(3) by 10mL~copper chloride solution of 0.1mol/L is added drop-wise to the burnishing surface of copper foil, by bar coating method
Liquid is uniformly dispersed in copper foil surface, forms the film of uniformly continuous.
(4) copper foil for carrying copper chloride solution is placed in the baking oven that temperature is 60 DEG C and is dried 5min.
(5) it is collected after scraping the cuprous chloride crystal of copper foil surface with blade, it is brilliant with washes of absolute alcohol stannous chloride
Body powder, drying for standby.
(6) 10mg cuprous chloride crystal powder, the benzidine of 184mg and 1,3,5- tribromo-benzene of 315mg are dissolved in
In 10.0mL acetonitrile, at 160 DEG C, stirred under nitrogen atmosphere 12h.
(7) reaction mixture therein is taken out, uses dilute hydrochloric acid, the water, acetone washing of pH=2, kept dry respectively.
Fig. 3 includes that the present embodiment reacts schematic diagram.
Embodiment 3
(1) copper foil of 25um thickness is selected, the one side of copper foil or two sides are the planes by polishing treatment, use deionization
It is dried for standby for 60 DEG C after water cleaning copper foil surface.
(2) 134.45mg Copper dichloride dihydrate powder is added in 10ml deionized water, is stirred 2 minutes, configuration~
The copper chloride solution of 0.1mol/L.Copper chloride solution is added in 1.63mg anhydrous ferric trichloride powder.
(3) by 10mL~copper chloride solution of 0.1mol/L is added drop-wise to the burnishing surface of copper foil, by bar coating method
Liquid is uniformly dispersed in copper foil surface, forms the film of uniformly continuous.
(4) copper foil for carrying copper chloride solution is placed in the baking oven that temperature is 60 DEG C and is dried 5min.
(5) it is collected after scraping the cuprous chloride crystal of copper foil surface with blade, it is brilliant with washes of absolute alcohol stannous chloride
Body powder, drying for standby.
(6) 10mg cuprous chloride crystal powder, 1,3, the 5- triaminobenzenes of 123mg and 236mg Isosorbide-5-Nitrae-dibromobenzene are dissolved
In 10.0mL acetonitrile, at 160 DEG C, stirred under nitrogen atmosphere 12h.
(7) reaction mixture therein is taken out, uses dilute hydrochloric acid, the water, acetone washing of pH=2, kept dry respectively.
Fig. 4 includes that the present embodiment reacts schematic diagram.
Embodiment 4
(1) copper foil of 25um thickness is selected, the one side of copper foil or two sides are the planes by polishing treatment, use deionization
It is dried for standby for 60 DEG C after water cleaning copper foil surface.
(2) 134.45mg Copper dichloride dihydrate powder is added in 10ml deionized water, is stirred 2 minutes, configuration~
The copper chloride solution of 0.1mol/L.Copper chloride solution is added in 1.63mg anhydrous ferric trichloride powder.
(3) by 10mL~copper chloride solution of 0.1mol/L is added drop-wise to the burnishing surface of copper foil, by bar coating method
Liquid is uniformly dispersed in copper foil surface, forms the film of uniformly continuous.
(4) copper foil for carrying copper chloride solution is placed in the baking oven that temperature is 60 DEG C and is dried 5min.
(5) it is collected after scraping the cuprous chloride crystal of copper foil surface with blade, it is brilliant with washes of absolute alcohol stannous chloride
Body powder, drying for standby.
(6) by 10mg cuprous chloride crystal powder, 1,3,5- tri- (4- aminophenyl) benzene and 236mg Isosorbide-5-Nitrae-two of 351mg
Bromobenzene is dissolved in 10.0mL acetonitrile, at 160 DEG C, stirred under nitrogen atmosphere 12h.
(7) reaction mixture therein is taken out, uses dilute hydrochloric acid, the water, acetone washing of pH=2, kept dry respectively.
Fig. 5 includes that the present embodiment reacts schematic diagram.
Embodiment 5
(1) copper foil of 25um thickness is selected, the one side of copper foil or two sides are the planes by polishing treatment, use deionization
It is dried for standby for 60 DEG C after water cleaning copper foil surface.
(2) 134.45mg Copper dichloride dihydrate powder is added in 10ml deionized water, is stirred 2 minutes, configuration~
The copper chloride solution of 0.1mol/L.Copper chloride solution is added in 1.63mg anhydrous ferric trichloride powder.
(3) by 10mL~copper chloride solution of 0.1mol/L is added drop-wise to the burnishing surface of copper foil, by bar coating method
Liquid is uniformly dispersed in copper foil surface, forms the film of uniformly continuous.
(4) copper foil for carrying copper chloride solution is placed in the baking oven that temperature is 60 DEG C and is dried 5min.
(5) it is collected after scraping the cuprous chloride crystal of copper foil surface with blade, it is brilliant with washes of absolute alcohol stannous chloride
Body powder, drying for standby.
(6) by 10mg cuprous chloride crystal powder, 584mg 1,3,5- tri- [4- amino (1,1- biphenyl -4- base)] benzene and
236mg Isosorbide-5-Nitrae-dibromobenzene is dissolved in 10.0mL acetonitrile, at 160 DEG C, stirred under nitrogen atmosphere 12h.
(7) reaction mixture therein is taken out, uses dilute hydrochloric acid, the water, acetone washing of pH=2, kept dry respectively.
Fig. 6 includes that the present embodiment reacts schematic diagram.
The Applicant declares that the present invention is explained by the above embodiments detailed process equipment and process flow of the invention,
But the present invention is not limited to the above detailed process equipment and process flow, that is, it is above-mentioned detailed not mean that the present invention must rely on
Process equipment and process flow could be implemented.It should be clear to those skilled in the art, any improvement in the present invention,
Addition, selection of concrete mode of equivalence replacement and auxiliary element to each raw material of product of the present invention etc., all fall within of the invention
Within protection scope and the open scope.
Claims (7)
1. a kind of preparation method of the adjustable two-dimentional organic material in aperture, includes the following steps:
(1) ethanol solution of copper chloride and ferric trichloride is coated on copper foil surface, at a certain range of temperature and in the time
Make rapid reaction, the two-dimentional stannous chloride nanocrystal material for playing template and catalytic action is directly prepared in copper foil substrate
Material, is dried for standby after being cleaned with ethyl alcohol；
(2) 1,3,5- triaminobenzenes, the monomer molecules such as Isosorbide-5-Nitrae-dibromobenzene are selected, at a certain temperature, in certain time, it is certain molten
In agent, polymerization reaction occurs in two-dimentional stannous chloride nanocrystal surface, grows two-dimentional organic polymer.
2. preparation method according to claim 1, which is characterized in that ferric trichloride adds in ethanol solution in step (1)
The range of amount is the 0.01%-10% of copper chloride solution molar concentration.
3. preparation method according to claim 1, which is characterized in that described in step (1) at a certain range of temperature
Occur with rapid reaction in the time, preferred temperature is 0~80 DEG C, and the preferred time is 0.1~600s.
4. preparation method according to claim 1, which is characterized in that monomer molecule described in step (2) includes to benzene two
Amine, benzidine, 1,3,5- triaminobenzenes, 1,3,5- tri- (4- aminophenyl) benzene, 1,3,5- tri- [4- amino (1,1- biphenyl -4-
Base)] benzene, Isosorbide-5-Nitrae-dibromobenzene, 1, the monomers such as 3,5- tribromo-benzenes and its derivative.
5. preparation method according to claim 1, which is characterized in that described in step (2) at a certain temperature for 0~
380 DEG C, temperature is preferably 160 DEG C.
6. preparation method according to claim 1, which is characterized in that in certain time described in step (2) for 2h~
72h, preferred time are 12h.
7. preparation method according to claim 1, which is characterized in that solvent for use in certain solvent described in step (2)
For organic solvents such as acetonitrile, n,N-Dimethylformamide and dimethyl sulfoxides, preferred solvent is acetonitrile.
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Cited By (2)
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| CN110305320A (en) * | 2019-07-05 | 2019-10-08 | 福建师范大学 | Micropore organic polymer containing abundant nitrogen site |
| CN110305319A (en) * | 2019-07-05 | 2019-10-08 | 福建师范大学 | The preparation method of microporous polymer |
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