CN113429364A - Compound containing diaza 18-crown ether-6-nitrate crystal and ion selective artificial sodium channel - Google Patents
Compound containing diaza 18-crown ether-6-nitrate crystal and ion selective artificial sodium channel Download PDFInfo
- Publication number
- CN113429364A CN113429364A CN202110785556.6A CN202110785556A CN113429364A CN 113429364 A CN113429364 A CN 113429364A CN 202110785556 A CN202110785556 A CN 202110785556A CN 113429364 A CN113429364 A CN 113429364A
- Authority
- CN
- China
- Prior art keywords
- diaza
- nitrate
- crown ether
- crown
- solution
- 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
Links
- 239000013078 crystal Substances 0.000 title claims abstract description 60
- 229910002651 NO3 Inorganic materials 0.000 title claims abstract description 43
- 150000002500 ions Chemical class 0.000 title claims abstract description 26
- 108010052164 Sodium Channels Proteins 0.000 title claims abstract description 18
- 102000018674 Sodium Channels Human genes 0.000 title claims abstract description 18
- 150000001875 compounds Chemical class 0.000 title abstract description 5
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 claims abstract description 37
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 30
- 239000000243 solution Substances 0.000 claims description 24
- 239000011521 glass Substances 0.000 claims description 18
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- 239000002090 nanochannel Substances 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- XIOUDVJTOYVRTB-UHFFFAOYSA-N 1-(1-adamantyl)-3-aminothiourea Chemical compound C1C(C2)CC3CC2CC1(NC(=S)NN)C3 XIOUDVJTOYVRTB-UHFFFAOYSA-N 0.000 claims description 7
- 239000011259 mixed solution Substances 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 5
- 238000007789 sealing Methods 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 4
- 239000002131 composite material Substances 0.000 claims description 3
- 238000011065 in-situ storage Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000002425 crystallisation Methods 0.000 claims description 2
- 230000008025 crystallization Effects 0.000 claims description 2
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 claims 2
- ZULISPCCQYDDNG-UHFFFAOYSA-N zinc methanol dinitrate Chemical compound CO.[N+](=O)([O-])[O-].[Zn+2].[N+](=O)([O-])[O-] ZULISPCCQYDDNG-UHFFFAOYSA-N 0.000 claims 1
- NLMDJJTUQPXZFG-UHFFFAOYSA-N 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane Chemical compound C1COCCOCCNCCOCCOCCN1 NLMDJJTUQPXZFG-UHFFFAOYSA-N 0.000 abstract description 11
- 239000011734 sodium Substances 0.000 abstract description 7
- 102000004310 Ion Channels Human genes 0.000 abstract description 6
- 108090000862 Ion Channels Proteins 0.000 abstract description 6
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract description 6
- 239000000758 substrate Substances 0.000 abstract description 3
- 229910001413 alkali metal ion Inorganic materials 0.000 abstract description 2
- 229910001415 sodium ion Inorganic materials 0.000 description 11
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000003983 crown ethers Chemical class 0.000 description 5
- 108091006146 Channels Proteins 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- 238000000634 powder X-ray diffraction Methods 0.000 description 3
- 239000012498 ultrapure water Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 238000001069 Raman spectroscopy Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000001000 micrograph Methods 0.000 description 2
- 229910001414 potassium ion Inorganic materials 0.000 description 2
- 238000002791 soaking Methods 0.000 description 2
- 229910021642 ultra pure water Inorganic materials 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 238000001237 Raman spectrum Methods 0.000 description 1
- 229910007542 Zn OH Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000031018 biological processes and functions Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000005388 borosilicate glass Substances 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000023597 hemostasis Effects 0.000 description 1
- 230000037427 ion transport Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 210000005036 nerve Anatomy 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001878 scanning electron micrograph Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
- 230000002463 transducing effect Effects 0.000 description 1
- 230000032258 transport Effects 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
- C07D273/08—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00 having two nitrogen atoms and more than one oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
The invention belongs to the technical field of artificial ion channels, and particularly relates to a compound containing diaza 18-crown ether-6-nitrate crystals and an ion-selective artificial sodium channel. The present invention utilizes basic zinc nitrate as a substrate to support diaza 18-crown-6-nitrate crystals (a crystal containing diaza 18-crown-6 with a flexible structure). The presence of nitrate changes the autogenous flexibility of the diaza 18-crown-6 into a crystal similar to a rigid structure, so that the rigid diaza 18-crown-6-nitrate crystal allows only alkali metal ions smaller than its own crown cavity to pass through, and the rigid component of the structure, the diaza 18-crown-6-nitrate crystal, can effectively screen out Na+To thereby distinguish Na of adjacent group+And K+。
Description
Technical Field
The invention belongs to the technical field of artificial ion channels, and particularly relates to a compound containing diaza 18-crown ether-6-nitrate crystals and an ion-selective artificial sodium channel.
Background
Biological ion channels play a crucial role in many important biological processes, with their intelligent ion transport properties and unique ion selectivity. For example, Na of sodium channel+/K+Selectivity is-10-1-101，Na+/Ca2+Selectivity is-7, used for maintaining hemostasis balance and transducing nerve signals. In recent decades, there has been great interest in the study of artificial ion channels. These artificial ion channels have shown promise in many important applications, such as molecular separation, water treatment for applications, biosensors, ion circuits and energy conversion. However, while these artificial channels are capable of controlling ion flow in various ways, for example in response to external stimuli, they often lack the ability to distinguish between different cations. This is due to the presence of simple cations (e.g., Na) in the cellular environment+、K+、Ca2+、Mg2+) Have sub-nanometer sizes, and their size difference is from 0.1nm (naked K)+Binaked Na+) To 0.2nm (hydrated K)+Specific hydrated Mg2+) Are not equal. These two factors pose significant challenges to the structural engineering of artificial ion channels: the aperture must be small enough to identify the ions and accurate enough to accommodate the target ions. Furthermore, the transport rate of ions in nanopores/channels generally follows K+>Na+The order of (a). In contrast to Na+>K+It has been rarely found that this presents another challenge to the manufacture of artificial sodium ion channels.
The crown ether cavity portion of 1, 10-diaza-18-crown-6 (DA18C6) has a diameter of
Greater than Na+ 
Slightly less than K+ 
Theoretically, this could be effective in distinguishing Na+And K+However, since the crown ether rings in free ionic form are conformationally flexible, larger ions than the cavities can be accommodated. Which may affect its ion selectivity.
Disclosure of Invention
The object of the present invention is to overcome the disadvantages and shortcomings of the prior art and to provide a complex comprising diaza 18-crown-6-nitrate crystals and ion selective artificial sodium channels.
The technical scheme adopted by the invention is as follows: a diaza 18-crown-6-nitrate crystal is formed by crystallization of zinc nitrate and 1, 10-diaza-18-crown-6 after reflux reaction in a solvent.
Dissolving zinc nitrate hexahydrate and 1, 10-diaza-18-crown ether-6 in a solvent, carrying out reflux treatment for 3-4 days, sealing, cooling and standing to grow crystals, thus obtaining the diaza-18-crown ether-6-nitrate crystals.
An ion selective artificial sodium channel employing a diaza 18-crown-6-nitrate crystal as described above, comprising a glass nanopore loaded with a composite material comprising the diaza 18-crown-6-nitrate crystal and basic zinc nitrate.
The preparation process comprises the following steps: and ultrasonically and uniformly mixing the diaza 18-crown ether-6-nitrate crystal in a solvent, injecting the mixture into a glass nano channel, standing vertically, and then soaking the tip of a glass needle into a zinc nitrate solution to ensure that the composite material grows tightly at the end point of the glass nano channel in situ.
The compound containing the diaza 18-crown ether-6-nitrate crystal and basic zinc nitrate is prepared by ultrasonically mixing 1, 10-diaza-18-crown ether-6 in 5mL of methanol and 5mL of dichloromethane, adding a zinc nitrate solution using methanol as a solvent, mixing, and reacting at room temperature.
The diaza 18-crown ether-6-nitrate crystal is prepared as follows: dissolving zinc nitrate in a methanol solution at 50 ℃, adding a1, 10-diaza-18-crown-6 solution, mixing the two solutions, performing reflux treatment at 70 +/-2 ℃ for 3-4 days, sealing, cooling and standing to room temperature after the volume of the solution becomes half of the original volume (5mL), and finally placing in a refrigerator at 4 ℃ to grow crystals to obtain the diaza-18-crown-6-nitrate crystals.
The invention has the following beneficial effects: the invention uses basic zinc nitrate as a substrate to support diaza 18-crown ether-6-nitrate crystalThe diaza 18-crown-6-nitrate crystal changes its flexibility due to the presence of nitrate to become a crystal similar to a rigid structure, so that the rigid diaza 18-crown-6-nitrate crystal can only allow passage of alkali metal ions smaller than its own crown cavity, and the rigid diaza 18-crown-6-nitrate crystal of this structure can effectively remove Na from the adjacent group+And K+Total screening of ions to obtain Na+。
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly introduced below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and it is within the scope of the present invention for those skilled in the art to obtain other drawings based on the drawings without inventive exercise.
FIG. 1, (a) is a photograph of a diaza 18-crown ether-6-nitrate crystal in a petri dish; (b) is a Raman spectrum of 1, 10-diaza-18-crown-6 and diaza 18-crown-6-nitrate crystals;
FIG. 2, (a) is a schematic diagram of a diaza 18-crown-6-nitrate crystal with a pore filled at the tip of the microtube; (b) scanning electron microscope images of the filled microtube tips;
in FIG. 3, (a) is the formula of 1, 10-diaza-18-crown-6 (DA18C 6); (b) a picture of the synthesized diaza 18-crown ether-6-nitrate single crystal; (c-e) is a crystal structure in the [010] (c), [100] (d) and [001] (e) directions; (f) is a theoretical powder X-ray diffraction pattern and an actual measurement result of the crystal;
FIG. 4 is a diaza 18-crown-6-nitrate crystal unit;
FIG. 5 is an SEM image (a) and a powder X-ray diffraction pattern (b) of basic zinc nitrate;
FIG. 6 is a detection device for current detection and concentration analysis;
FIG. 7 shows the relevant detection content of ion selective artificial sodium channels: the current graphs of sodium ions and potassium ions are all completely linear, and the binary ion mixture is shown to haveReliable Na+/K+And (4) selectivity. By calculation, Na was obtained+/K+Selectivity is-15
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention will be described in further detail with reference to the accompanying drawings.
Firstly, the diaza 18-crown ether-6-nitrate crystal is prepared by the following operation method:
dissolving zinc nitrate hexahydrate (0.4462g, 1.5mmol) in methanol (10mL) at 50 ℃, and adding 7.5mL of 1.5mM 1, 10-diaza-18-crown-6 solution, wherein the 1, 10-diaza-18-crown-6 solution is obtained by dissolving 1, 10-diaza-18-crown-6 in 7.5mL of a mixed solution of methanol and dichloromethane (the volume ratio of the two is 1: 1).
② the mixed solution is condensed and refluxed for 3-4 days at the temperature of 70 plus or minus 2 ℃ until the volume of the solution is reduced to 5 mL.
Thirdly, sealing the solution, reducing the temperature to room temperature, and finally standing for 2 days at 4 ℃ to ensure that the crystal grows slowly. The crystals of diaza 18-crown ether-6-nitrate formed are shown in FIG. 1 (a).
The Raman peaks of the formed crystals and the raw material DA18C6 were also measured, and as shown in FIG. 1(b), the DA18C 6-nitric acid crystals were 1041cm in comparison with DA18C6-1Has a particularly strong peak, which can be assigned to-NO3. In addition, at 3000cm-1The following broad bands, which can be considered as C-H stretches on the crown ether ring, shift the position, indicating that the crown ether ring is coordinated with the functional groups.
The crystal structure of the DA18C 6-nitrate single crystal is shown in FIG. 3(b), and the crystal structure is shown in 3(C-e), in the [010] direction, DA18C6 rings form sub-nanochannels which are densely and parallelly arranged, ion transportation is allowed, and ion transportation is not allowed in the other two directions. In order to verify the structure, the theoretical powder X-ray diffraction pattern of the crystal was calculated and the experimental results were measured, as shown in fig. 3(f), the two fit well. The crystal data and structure are shown in table 1.
TABLE 1 Crystal data and Structure refinement Table 1 Crystal data and Structure refinement
TABLE 2 atomic coordinates (× 10)4) And equivalent isotropic displacement parameter (pm)2×10-1). U (eq) is defined as orthogonal UijOne third of the tensor trace.
Table 2 Atomic coordinates(×104)and equivalent isotropic displacement parameters(pm2×10-1).U(eq)is defined as one third of the trace of the orthogonalized Uij tensor.
Di-basic zinc nitrate (Zn)5(OH)8(NO3)2·2H2O) synthesis:
(ii) aqueous NaOH (400mg NaOH dissolved in 50ml water) was slowly added to a solution of zinc nitrate hexahydrate (2.97g Zn (NO)3)2·6H2O dissolved in 50ml water) was stirred.
② after stirring for 30 minutes, a white precipitate was observed, and washing with a large amount of ultrapure water under vacuum filtration at least 3 times.
③ after washing, the powder is dried for 24 hours at 50 ℃.
(Zn) formed was measured simultaneously5(OH)8(NO3)2·2H2O) with the starting material Zn (NO)3)2·6H2Raman peak of O, as shown in FIG. 5, was 366cm in zinc nitrate in comparison with that of zinc nitrate-1Has a particularly strong peak, which can be classified as Zn-OH. In addition, the zinc nitrate is 3000-3650cm-1There are more peaks in between, indicating the presence of-OH groups, since this region can be classified into various OH stretching modes.
Thirdly, preparing the artificial sodium channel based on the 1, 10-diaza-18-crown ether-6-nitrate crystal by the following operation method:
preparing a borosilicate glass nano channel.
(1.1) placing a glass material tube in a mixed solution of concentrated sulfuric acid and hydrogen peroxide in a volume ratio of 1:1, performing ultrasonic treatment, then washing with high-purity water and ethanol, and then placing the glass material tube in ultrapure water for later use;
(1.2) washing the cleaned glass material pipe with ethanol, and drying the glass material pipe with nitrogen for later use;
and (1.3) drawing the glass material pipe into glass micro-channels with proper pore sizes on a P-97 drawing instrument.
Preparing an artificial sodium channel, ultrasonically and uniformly mixing 1, 10-diaza-18-crown ether in a mixed solution of 5mL of methanol and 5mL of dichloromethane, injecting 2.2 +/-0.2 mu L of the mixed solution into a glass nano channel, vertically standing to enable the mixed solution to be gathered at the front section of a micro tube, and then soaking the micro tube filled with the crown ether solution in 10mL of 0.625mmol of zinc nitrate hexahydrate in methanol for 20 seconds. Finally, the microtubes were hung vertically for 8 hours at room temperature. The thickness of the resulting mixture at the tip of the glass micrometer tube was about 25 μm.
The schematic diagram of the crystal in the artificial sodium channel prepared in this example is shown in fig. 2(a), the vertically stacked crystal is DA18C6 nitrate crystal, the horizontally stacked crystal is basic zinc nitrate crystal, and the basic zinc nitrate can be used as a substrate to support the DA18C6 nitrate crystal, as shown in fig. 2(b), and as can be seen from the scanning electron microscope image, the crystal grown in situ on the glass micron pore channel can cover the whole micron pore channel without voids.
The ion selective artificial sodium channel prepared by the analysis was detected using a detection apparatus as shown in fig. 6.
As shown in FIG. 7, the current graphs for both sodium and potassium ions are completely linear, indicating that the binary ion mixture has reliable Na+/K+And (4) selectivity. By calculation, Na was obtained+/K+The selectivity was-15.
The above disclosure is only for the purpose of illustrating the preferred embodiments of the present invention, and it is therefore to be understood that the invention is not limited by the scope of the appended claims.
Claims (7)
1. A diaza 18-crown ether-6-nitrate crystal characterized by: it is formed by crystallization after the zinc nitrate hexahydrate and 1, 10-diaza-18-crown ether-6 are refluxed and reacted in a solvent.
2. The diaza 18-crown ether-6-nitrate crystal according to claim 1, characterized in that: the preparation process comprises the following steps: dissolving zinc nitrate hexahydrate and 1, 10-diaza-18-crown ether-6 in a solvent, carrying out reflux treatment for 3-4 days, sealing, cooling and standing to grow crystals, thus obtaining the diaza-18-crown ether-6-nitrate crystals.
3. An ion selective artificial sodium channel modified with a complex comprising diaza 18-crown-6-nitrate crystals and basic zinc nitrate according to claim 1 or 2, wherein: comprising a glass nanopore loaded with diaza 18-crown ether-6-nitrate crystals according to claim 1 or 2 and basic zinc nitrate.
4. The ion-selective artificial sodium channel of claim 3, wherein: the preparation process comprises the following steps: the 1, 10-diaza 18-crown ether-6 is injected into a glass nano channel after being ultrasonically and uniformly mixed in a solvent, the glass nano channel is vertically placed, and then the tip of a glass needle is soaked into a zinc nitrate solution, so that the composite material grows tightly at the end point of the glass nano channel in situ.
5. The ion-selective artificial sodium channel of claim 4, wherein: the 1, 10-diaza 18-crown ether-6 is ultrasonically dispersed in a mixed solution of 5mL of methanol and 5mL of dichloromethane, and the zinc nitrate hexahydrate solution adopts 10mL of methanol as a solvent.
6. The ion-selective artificial sodium channel of claim 3, characterized by the materials: the diaza 18-crown ether-6-nitrate crystal is prepared as follows: dissolving zinc nitrate in a methanol solution at 50 ℃, adding a1, 10-diaza-18-crown ether-6 solution into the solution, mixing the two solutions, carrying out reflux treatment at 70 +/-2 ℃ for 3-4 days, sealing, cooling and standing to room temperature after the volume of the solution becomes half of the original volume, and finally placing the solution in a refrigerator at 4 ℃ to slowly grow crystals to obtain the diaza-18-crown ether-6-nitrate crystals.
7. The ion-selective artificial sodium channel of claim 6, wherein: the zinc nitrate methanol solution and the 1, 10-diaza-18-crown ether-6 solution are mixed and then are refluxed for 3 to 4 days at the temperature of 70 plus or minus 2 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110785556.6A CN113429364A (en) | 2021-07-12 | 2021-07-12 | Compound containing diaza 18-crown ether-6-nitrate crystal and ion selective artificial sodium channel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110785556.6A CN113429364A (en) | 2021-07-12 | 2021-07-12 | Compound containing diaza 18-crown ether-6-nitrate crystal and ion selective artificial sodium channel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113429364A true CN113429364A (en) | 2021-09-24 |
Family
ID=77760057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110785556.6A Pending CN113429364A (en) | 2021-07-12 | 2021-07-12 | Compound containing diaza 18-crown ether-6-nitrate crystal and ion selective artificial sodium channel |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113429364A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6355637B1 (en) * | 1999-10-01 | 2002-03-12 | Advanced Medicine, Inc. | Local anesthetic compounds |
| CN104193768A (en) * | 2014-07-31 | 2014-12-10 | 华南理工大学 | Small and medium dual-hole HKUST-1 material and preparation method and application thereof |
| CN112284844A (en) * | 2020-09-30 | 2021-01-29 | 温州大学 | Preparation method of composite modified glass micron pore channel and method for separating alkali metal ions by using same |
-
2021
- 2021-07-12 CN CN202110785556.6A patent/CN113429364A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6355637B1 (en) * | 1999-10-01 | 2002-03-12 | Advanced Medicine, Inc. | Local anesthetic compounds |
| CN104193768A (en) * | 2014-07-31 | 2014-12-10 | 华南理工大学 | Small and medium dual-hole HKUST-1 material and preparation method and application thereof |
| CN112284844A (en) * | 2020-09-30 | 2021-01-29 | 温州大学 | Preparation method of composite modified glass micron pore channel and method for separating alkali metal ions by using same |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103785859B (en) | Method for manufacturing nanometer mesoporous material | |
| KR100960911B1 (en) | Preparation Method of Nanodiamond and Nanocarbon prepared by Dehydrohalogenation of the organic chemicals which have the number ratio 1 : 1 of Hydrogen and Halogen with Base and Its Nanodiamond and Nanocarbon | |
| CN107312181B (en) | Method for rapidly preparing Cu-BTC | |
| CN106379924A (en) | Nano magnesium-aluminum hydrotalcite and preparation method thereof | |
| CN108996557B (en) | Hollow sphere structured nickel oxide/copper oxide composite nano material and preparation method thereof | |
| CN109336161B (en) | CeO2 nanotube preparation method, CeO2 nanotube and application | |
| Zhang et al. | Rational design of MnO 2@ MnO 2 hierarchical nanomaterials and their catalytic activities | |
| CN113750968A (en) | Water-insoluble cyclodextrin-based metal organic framework material and preparation method thereof | |
| CN110015695A (en) | A kind of general preparative methods of metal oxide nano-sheet | |
| CN112980019B (en) | Method for preparing polyaniline-nanogold film through self-assembly regulation and control on liquid-liquid two-phase interface | |
| CN113429364A (en) | Compound containing diaza 18-crown ether-6-nitrate crystal and ion selective artificial sodium channel | |
| CN109354076A (en) | A kind of rapid precipitation preparation dimensional Co CO3Method | |
| CN102941045B (en) | Method for preparing multiple nano-composite balls with uniform size and CdS-C core-shell structures shaped like trivalvular flowers | |
| Lin et al. | Tunable metal–organic framework nanoarrays on carbon cloth constructed by a rational self-sacrificing template for efficient and robust oxygen evolution reactions | |
| CN116444811B (en) | Metal organic framework material and preparation method and application thereof | |
| CN110270233B (en) | Metal organic framework nanosheet mixed matrix membrane and preparation method and application thereof | |
| CN108585055B (en) | Transition metal vanadium sulfide MV2S4Preparation method of (1) | |
| CN108424527B (en) | Synthetic method of Zn (II) complex of three-dimensional mixed ligand and application of fluorescent probe | |
| CN106379948B (en) | Method for preparing nano cobalt manganese oxyhydroxide | |
| CN102863005B (en) | Preparation method of multi-shell core-shell micro/nano structure Cu2O | |
| CN110643048A (en) | Preparation method of cobalt-nickel bimetallic MOF (Metal organic framework) nanotubes | |
| CN113980286A (en) | Synthesis method and application of Ni-based coordination polymer | |
| CN109987640B (en) | Preparation of nano α -Fe2O3Method (2) | |
| CN108557879B (en) | Preparation method of flaky partially stabilized zirconia | |
| CN108341969B (en) | Coordination polymer based on 2, 5-thiophenedicarboxylic acid and lanthanum and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| 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: 20210924 |
|
| RJ01 | Rejection of invention patent application after publication |