CN114621262B - Preparation and application of metal nanocluster material for rapidly detecting methanol - Google Patents
Preparation and application of metal nanocluster material for rapidly detecting methanol Download PDFInfo
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- CN114621262B CN114621262B CN202011476963.0A CN202011476963A CN114621262B CN 114621262 B CN114621262 B CN 114621262B CN 202011476963 A CN202011476963 A CN 202011476963A CN 114621262 B CN114621262 B CN 114621262B
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 title claims abstract description 108
- 239000000463 material Substances 0.000 title claims abstract description 30
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 24
- 239000002184 metal Substances 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 238000001514 detection method Methods 0.000 claims abstract description 14
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 claims description 23
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 19
- 229910052709 silver Inorganic materials 0.000 claims description 19
- 239000004332 silver Substances 0.000 claims description 19
- 239000002105 nanoparticle Substances 0.000 claims description 16
- 239000010949 copper Substances 0.000 claims description 13
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- 230000008859 change Effects 0.000 claims description 12
- 229910052802 copper Inorganic materials 0.000 claims description 12
- 238000000576 coating method Methods 0.000 claims description 11
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 11
- 239000011248 coating agent Substances 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000005507 spraying Methods 0.000 claims description 6
- 229920002799 BoPET Polymers 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 239000002103 nanocoating Substances 0.000 claims description 5
- 239000007921 spray Substances 0.000 claims description 5
- 239000002243 precursor Substances 0.000 claims description 4
- CHZCERSEMVWNHL-UHFFFAOYSA-N 2-hydroxybenzonitrile Chemical compound OC1=CC=CC=C1C#N CHZCERSEMVWNHL-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000002390 rotary evaporation Methods 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 239000003446 ligand Substances 0.000 abstract description 9
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract description 9
- 239000013110 organic ligand Substances 0.000 abstract description 8
- 229910052737 gold Inorganic materials 0.000 abstract description 6
- 229910052723 transition metal Inorganic materials 0.000 abstract description 6
- 125000000304 alkynyl group Chemical group 0.000 abstract description 3
- 150000003624 transition metals Chemical class 0.000 abstract description 3
- LRMSQVBRUNSOJL-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)F LRMSQVBRUNSOJL-UHFFFAOYSA-N 0.000 abstract description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 abstract description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract description 2
- 238000001308 synthesis method Methods 0.000 abstract description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- 150000007942 carboxylates Chemical class 0.000 abstract 1
- 230000004044 response Effects 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- 238000005286 illumination Methods 0.000 description 7
- 239000010931 gold Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000000843 powder Substances 0.000 description 4
- 238000000634 powder X-ray diffraction Methods 0.000 description 4
- 150000003623 transition metal compounds Chemical class 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
- -1 transition metal salt Chemical class 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003573 thiols Chemical class 0.000 description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 1
- 101710134784 Agnoprotein Proteins 0.000 description 1
- 208000021251 Methanol poisoning Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002082 metal nanoparticle Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000006862 quantum yield reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic System
- C07F1/10—Silver compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic System
- C07F1/08—Copper compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic System
- C07F1/12—Gold compounds
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
- G01N27/28—Electrolytic cell components
- G01N27/30—Electrodes, e.g. test electrodes; Half-cells
- G01N27/305—Electrodes, e.g. test electrodes; Half-cells optically transparent or photoresponsive electrodes
Abstract
The invention discloses a metal nanocluster material for rapidly detecting methanol and a preparation method and application thereof, and belongs to the technical field of sensing detection. The structural formula of the metal nanocluster material prepared by the invention is Mn@L x (RCO 2 ) y, wherein M is one or two of transition metals Au, ag and Cu, L is an organic ligand alkynyl ligand, a mercaptan ligand, a thiophenol ligand and RCO 2 Is organic carboxylate, trifluoroacetate, acetate, pentafluoropropionate or benzoate, n represents the number of metal atoms in the structure, x represents the number of organic ligands, and y represents the number of organic acid radicals. The synthesis method is simple and feasible, the yield is high, and the obtained metal nanocluster material can selectively detect methanol and has the advantages of good stability, reusability and the like.
Description
Technical Field
The invention belongs to the technical field of sensing detection, and particularly relates to a metal nanocluster material for rapidly detecting methanol, a preparation method and application thereof.
Background
Methanol is saturated monohydric alcohol with simple structure, has very stable structure, is difficult to decompose into water and carbon dioxide under natural conditions, is a basic raw material and an important solvent of various organic products, and is widely used in industries of organic synthesis, dyes, medicines, coatings, national defense and the like. However, the minimum dose for oral methanol poisoning is about 100mg/kg body weight, and oral intake of 0.3-1 g/kg can be fatal. With the increase of environmental protection consciousness and human safety consciousness, it is important to detect the residual methanol in the environment. Although the existing scientific researchers use metal oxide nano particles as gas sensitive materials for detecting methanol gas, the defects of low sensitivity, poor selectivity, long response time and the like exist, so that the development of a method for rapidly detecting methanol in an anti-interference way becomes a technical problem which needs to be solved rapidly at present.
In recent years, metal nanocluster materials represented by gold and silver have been widely focused by related researchers because of their unique optical and electrical characteristics and their great application prospects in the fields of new energy research, photoelectric information storage, biomedical treatment, industrial catalysis and the like. However, related researches on metal nanocluster materials capable of rapidly and selectively detecting methanol and applications thereof have not been reported yet.
Disclosure of Invention
In view of the above, the invention aims to provide a preparation method and application of a metal nanocluster material for rapidly and selectively detecting methanol.
The invention aims at realizing the following steps:
the invention provides a metal nano-cluster material, which is a metal nano-particle with a structural formula of M n @L x (RCO 2 ) y M is one or two of transition metals (Au, ag, cu), L is an organic ligand (alkynyl ligand, thiophenol ligand or thiol ligand), RCO 2 The organic carboxylate radical can be trifluoroacetate, acetate, pentafluoropropionate, benzoate and the like, n is a positive integer, the number of metal atoms in the structure is represented, x is a positive integer, the number of organic ligands is represented, and y is also a positive integer, and the number of organic acid radicals is represented.
Further, there are directly acting ag—m bonds (M is any one of Au, ag, cu) in the metallic nanocluster material structure.
Further, the metal nanocluster material is a soluble solid powder and the formed solution is a liquid sol.
The invention provides a preparation method of the metal nanocluster material, which comprises the following steps:
(1) Dissolving a transition metal compound in a certain amount of organic solvent, then dripping the solution into an organic solvent solution in which an organic ligand and triethylamine are dissolved, and reacting for a period of time to obtain a solid;
(2) Dispersing the solid obtained in the step (1) in an organic solvent, dripping transition metal salt dissolved in a proper amount of the organic solvent into the organic solution, reacting for a period of time to obtain the solid, and drying to obtain the metal nanocluster material.
Further, in the step (1), the transition metal is one or more of gold, silver or copper.
Further, in the step (1), the transition metal compound is AgBF 4 、AgNO 3 、AgClO 4 ，AgPF 6 、AgSbF 6 、Me 2 SAuCl, chloroauric acid, cu (MeCN) 4 BF 4 Or Cu (BF) 4 ) 2 One or two or more of them.
Further, in the step (1), the organic ligand is one or more of an alkynyl ligand, a thiophenol ligand or a thiol ligand.
Further, the organic solvent in the step (1) and the step (2) is one or more solvents of methanol, dichloromethane, ethanol and acetone mixed in any proportion.
Further, in the step (2), the transition metal salt is AgCO 2 CF 3 、AgCO 2 CH 3 、AgCO 2 C 2 F 5 、AgCO 2 C 2 H 5 Any one of the following.
Further, in the step (1), the molar ratio of active H to triethylamine in the organic ligand is 1: (1-10).
Further, in the step (1), the molar ratio of the transition metal compound to the functional group of the organic ligand is 1: (1-5).
Further, the molar amount of the transition metal salt in the step (2) is 2 to 5 times the molar amount of the transition metal compound in the step (1).
Further, the reaction conditions in the step (1) and the step (2) are that the reaction is carried out for 10min-2h under the conditions of light shielding at room temperature and stirring.
Further, the step (1) and the step (2) also comprise the step of washing the obtained solid 3-5 times by using an organic solvent.
Further, the drying mode in the step (2) comprises vacuum drying.
The invention provides an application of the metal nanocluster material in rapid detection of methanol gas.
Further, the above application mainly includes the following steps: dispersing the metal nanocluster material in an organic solvent, spraying the organic solvent on a PET plastic film with copper wires, atomizing methanol above the PET plastic film under the irradiation of infrared light, and detecting by a detection device.
Further, the detection device is a photoelectric signal detection device, and the response condition of the electric signal is recorded by using a ammeter.
Compared with the prior art, the invention has the following beneficial effects:
1. the synthesis method of the gold/silver nano-particles of the methanol gas-sensitive material is simple and feasible and has higher yield.
2. The nano-particles of the methanol gas-sensitive material have higher quantum yield, short response time and higher sensitivity, and can generate obvious signal response to methanol under the irradiation of visible light and near infrared light.
3. The methanol gas-sensitive material nano-particles have good stability, can be repeatedly used, and can be widely applied to the aspects of methanol gas sensing and detection.
4. The methanol gas-sensitive material nano-particles have higher selectivity to methanol and wide application prospect.
Drawings
In order to more clearly illustrate the embodiments of the present invention, the drawings to which the embodiments relate will be briefly described.
Fig. 1 is a schematic view of the structure of silver nanoparticles prepared in example 1.
Fig. 2 is a powder diffraction pattern of the silver nanoparticles prepared in example 1.
Fig. 3 is a schematic diagram of an apparatus for detecting organic solvent gas by silver nanoparticles.
FIG. 4 is an electrical signal response of example 2 silver nanoparticles for methanol gas detection.
Fig. 5 is an electrical signal response of example 3 silver nanoparticles for detecting ethanol gas.
FIG. 6 shows the response of electrical signals when the silver nanoparticles of example 4 detect acetone gas.
FIG. 7 is a graph showing the response of an electrical signal when the silver nanoparticle of example 5 detects toluene gas.
Fig. 8 is an experiment of stability of silver nanoparticles of example 6 under light.
Detailed Description
The following detailed description of the invention is provided in connection with examples, but the implementation of the invention is not limited thereto, and it is obvious that the examples described below are only some examples of the invention, and that it is within the scope of protection of the invention to those skilled in the art to obtain other similar examples without inventive faculty.
Example 1:
process for preparing metallic nanocluster material
2-hydroxybenzonitrile 157mg was weighed into a 100mL round-bottomed flask, triethylamine 1 times the equivalent and methanol 20mL were added thereto, and after stirring for several minutes, agBF 1 times the equivalent was weighed 4 After dissolving in 10ml of methanol, the mixture was slowly added dropwise to a round-bottomed flask with rapid stirring, and the reaction was stirred at room temperature for 1h under light-shielding. After the reaction is finished, the white precursor is centrifugally separated and washed with methanol for 3 to 5 times.
100mg of the precursor obtained by the reaction was weighed into a 100mL round bottom flask, and 20mL of methanol was further added. About 800mg AgCO 2 CF 3 Dissolving in 20ml methanol, and adding dropwise to round bottomAnd in the flask, stirring and reacting for about 10min in a dark place to obtain a pale yellow solution, and performing rotary evaporation to obtain white silver nanoparticles with a yield of up to 80%.
The silver nanoparticle prepared by the above method has a schematic structure shown in fig. 1, and is detected by powder XRD, and the result is shown in fig. 2.
Example 2:
detection of methanol with metal nanocluster materials
Dispersing silver nano particles into n-hexane in a darkroom, coating the mixture on a PET film with copper wires to form a silver nano particle film, respectively connecting the copper wires on two poles of an ammeter, spraying methanol onto the silver nano particle coating through a spray can under the irradiation of a near infrared lamp after the silver nano coating is dried, and detecting the change of an ammeter signal by means of the ammeter by controlling the on-off of the near infrared lamp.
The change conditions of the electric signal of the ammeter along with the time and the on-off of the infrared lamp are shown in fig. 4, and it can be seen from the graph that the silver nano particles have obvious electric signal response under illumination, and meanwhile, along with the existence of illumination, the electric signal has obvious on/off characteristics.
Example 3:
detection of ethanol with metal nanocluster materials
Dispersing silver nano particles into n-hexane in a darkroom, coating the normal hexane on a PET film with copper wires to form a silver nano particle film, respectively connecting the copper wires on two poles of an ammeter, spraying ethanol above the silver nano particle coating through a spray can under the irradiation of a near infrared lamp after the silver nano coating is dried, controlling the on-off of the near infrared lamp, and detecting the change condition of an electric signal by means of the ammeter.
The change conditions of the electric signal of the ammeter along with the time and the on-off of the infrared lamp are shown in fig. 5, and it can be seen from the graph that the silver nano particles have weaker electric signal response under illumination, and meanwhile, along with the existence of illumination, the electric signal has on/off characteristics.
Example 4: detection of acetone with metal nanocluster materials
Dispersing silver nano particles into n-hexane in a darkroom, coating the mixture on a PET film with copper wires, respectively connecting the copper wires on two poles of an ammeter, spraying acetone onto the silver nano particle coating through a spray can under the irradiation of a near infrared lamp after the silver nano coating is dried, and detecting the change of an ammeter signal by means of the ammeter by controlling the on-off of the near infrared lamp.
The change of the electric signal of the ammeter along with the time and the on-off of the infrared lamp is shown in fig. 6, and it can be seen from the graph that the silver nano-particles have almost no electric signal response under illumination.
Example 5: detection of toluene with metal nanocluster materials
Dispersing silver nano particles into n-hexane in a darkroom, coating the mixture on a PET film with copper wires, respectively connecting the copper wires on two poles of an ammeter, spraying toluene above the silver nano particle coating through a spray can under the irradiation of a near infrared lamp after the silver nano coating is dried, and detecting the change of an ammeter signal by means of the ammeter by controlling the on-off of lamplight.
The change of the electric signal of the ammeter along with the time and the on-off of the infrared lamp is shown in fig. 7, and it can be seen from the graph that the silver nano-particles have almost no electric signal response under illumination.
Example 6: detection of silver nanoparticle stability by powder XRD
The powder silver nano particles are spread on clean white paper, irradiated for 1 hour under sunlight, the color change of the silver nano particles before and after irradiation is recorded by a camera, and the change of the internal structure of the silver nano particles is simultaneously peeped by a powder XRD spectrogram.
As shown in fig. 8, the silver nanoparticles exhibited good stability under light, and there was no obvious sign of blackening and decomposition in the color of the sample powder after 1 hour of light irradiation. And the powder XRD diffraction patterns of the sample before and after illumination have no obvious change, which further proves that the gas-sensitive silver nanoparticle material has good light stability.
Finally, it should be noted that: the above embodiments are only for illustrating the technical solution of the present invention, and not for limiting the same; although the invention has been described in detail with reference to the foregoing embodiments, it will be understood by those of ordinary skill in the art that: the technical scheme described in the foregoing embodiments can be modified or some or all of the technical features thereof can be replaced by equivalents; such modifications and substitutions do not depart from the spirit of the invention.
Claims (3)
1. The preparation method of the metal nanocluster material is characterized by comprising the following steps of:
2-hydroxybenzonitrile 157, mg, was weighed into a 100mL round bottom flask, 1 equivalent of triethylamine and 20mL methanol were added thereto, and after stirring for several minutes, 1 equivalent of AgBF was weighed 4 Dissolving in 10ml methanol, slowly adding dropwise into a round bottom flask under rapid stirring, stirring at room temperature in dark for reaction of 1h, centrifuging to obtain white precursor, and washing with methanol for 3-5 times;
the precursor 100mg obtained by the reaction is weighed and added into a round bottom flask of 100mL, then 20mL of methanol is added, 800mg of AgCO is taken 2 CF 3 Dissolving in 20ml methanol, dropwise adding into a round-bottomed flask, stirring and reacting for 10min in a dark place to obtain a pale yellow solution, and performing rotary evaporation to obtain white silver nanoparticles.
2. A metal nanocluster material produced by the production method according to claim 1.
3. Use of the metal nanocluster material of claim 2 for rapid detection of methanol gas; the application comprises the following steps: dispersing silver nano particles into n-hexane in a darkroom, coating the mixture on a PET film with copper wires to form a silver nano particle film, respectively connecting the copper wires on two poles of an ammeter, spraying methanol onto the silver nano particle coating through a spray can under the irradiation of a near infrared lamp after the silver nano coating is dried, and detecting the change of an ammeter signal by means of the ammeter by controlling the on-off of the near infrared lamp.
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| "Inverted molecular cups：1-D and 2-D Ag（I）coordination polymers from resorcinarene bis-thiacrowns";Kaisa Helttunen等;《Kaisa Helttunen等》;第18卷;第4944-4951页 * |
| "Synthesis and complexation properties of a synthetic receptor，Z-tetrabenzohexadehydro[16]annulene";Masahiko Iyoda等;《Tetrahedron Letters》;第21卷;第6883-6886页 * |
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