CN112964680B - Flexible monomolecular film detector and preparation method thereof - Google Patents
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Abstract
The invention relates to a flexible monomolecular film detector and a preparation method thereof, belonging to the field of design and preparation of functional devices. The flexible monomolecular film detector sequentially comprises a functional molecule sensing layer, a metal oxide attachment layer and a polymer flexible substrate from top to bottom, wherein the functional molecule sensing layer consists of functional molecules, the functional molecules are alkyl chains with the length of 5-10C, two ends of each alkyl chain are respectively connected with a rivet group and a fluorescent group, the rivet groups comprise trichlorosilane, phosphoric acid, methyldichlorosilane, dimethylchlorosilane and the like, and the fluorescent groups comprise pyrene, perylene and 9, 10-diphenylanthracene. The sensor uses high-sensitivity single molecules as a sensing layer, and the high-molecular substrate obtains good flexibility, so that the device has huge application potential and value in the aspects of low-concentration explosive detection and high-performance wearable device preparation.
Description
Technical Field
The invention relates to a flexible monomolecular film detector and a preparation method thereof, in particular to a flexible monomolecular film detector for detecting nitrogen-containing flammable and explosive gas with high sensitivity based on a fluorescence quenching principle and a preparation method thereof, belonging to the field of design and preparation of functional devices.
Background
The detection of flammable and explosive gases containing nitrogen (mainly comprising nitrobenzene, 2, 4-dinitrotoluene and trinitrotoluene) has important significance in the detection of trace gases and even in the aspect of terrorism, and has important significance in maintaining social stability and development. At present, the explosive gas is generally detected by using a macromolecular gel test paper method, the detection limit of the method is higher, special equipment is required for calibration and detection, and the application is very inconvenient. Therefore, the invention provides the flexible monomolecular film detector for detecting the nitrogen-containing flammable and explosive gas with high sensitivity based on the fluorescence quenching principle, the fluorescence quenching principle is clear, the operation is simple, the monomolecular film sensing layer ensures that the device has high sensitivity, and meanwhile, the flexible monomolecular film detector can be deposited on a flexible substrate, and has great potential in the preparation of wearable devices. Therefore, the invention provides a flexible monomolecular film detector for detecting nitrogen-containing flammable and explosive gas with high sensitivity based on a fluorescence quenching principle, which has the characteristics of simple operation, low cost, simple operation, low detection limit, good flexibility and the like, and has huge development potential and wide market application prospect.
Disclosure of Invention
The invention provides and prepares a flexible monomolecular film detector for detecting nitrogen-containing flammable and explosive gas with high sensitivity based on a fluorescence quenching principle and a preparation method thereof, improves the detection efficiency and provides experimental basis for a flexible wearable device.
A flexible monomolecular film detector for detecting nitrogen-containing flammable and explosive gas with high sensitivity based on a fluorescence quenching principle is sequentially composed of a functional molecule sensing layer, a metal oxide attachment layer and a high polymer flexible substrate from top to bottom, wherein the functional molecule sensing layer is composed of functional molecules, two ends of an alkyl chain with the length of 5-10C are respectively connected with a rivet group and a fluorescent group, the rivet group comprises but is not limited to trichlorosilane, phosphoric acid, methyl dichlorosilane, dimethyl chlorosilane and the like, and the fluorescent group comprises but is not limited to pyrene, perylene, 9, 10-diphenylanthracene and the like.
The structural general formula of the functional molecule is as follows: ar- (CH) 2 ) n -R, wherein Ar is a fluorophore, including pyrene, perylene, 9, 10-diphenylanthracene, and the like; r is a rivet group, and comprises trichlorosilane, phosphoric acid, methyldichlorosilane, dimethylchlorosilane and the like; n =5-10.
Preferably, the functional molecule is: trichloro (5- (1, 8-dihydropyran-2-yl) pentyl) silane, (6- (propylidene-3-yl) hexyl) phosphoric acid, or dichloro (methyl) (5- (4- (10-phenylanthracen-9-yl) phenyl) pentyl) silane.
Preferably, the polymer flexible substrate is PET, PI, PP, PE, PC or the like.
Preferably, the metal oxide adhesion layer is composed of an oxide such as hafnium oxide, aluminum oxide, or silicon oxide. The thickness of the metal oxide adhesion layer is 10-20nm.
A preparation method of a flexible monomolecular film detector for detecting nitrogen-containing flammable and explosive gas with high sensitivity based on a fluorescence quenching principle comprises the following steps: the method comprises the steps of adopting a high polymer material as a flexible substrate, depositing metal oxide on the substrate, soaking a device in a functional molecular solution, finally cleaning the device by using a solvent, and drying the device by using nitrogen for later use.
Preferably, the polymer material includes, but is not limited to, PET, PI, PP, PE, PC, and the like.
Preferably, the deposition method of the metal oxide adhesion layer includes, but is not limited to, using methods such as atomic layer deposition, sol-gel method, magnetron sputtering, thermal evaporation and the like, and the metal oxide is a metal oxide such as hafnium oxide, aluminum oxide, silicon oxide and the like; the thickness of the metal oxide adhesion layer is 10-20nm.
Preferably, the functional molecule is formed by respectively connecting a rivet group and a fluorescent group at two ends of an alkyl group with the carbon length of 5-10, wherein the rivet group is trichlorosilane, phosphoric acid, methyl dichlorosilane, dimethylchlorosilane or the like, and the fluorescent group is pyrene, perylene, 9, 10-diphenylanthracene or the like.
Preferably, in the functional molecule solution, the solvent is tetrahydrofuran, isopropanol and the like, the concentration of the functional molecule solution is 1-5mg/mL, and the soaking time is 12-24h; the solvent adopted by the cleaning device is the same as the solvent in the functional molecule solution, and the cleaning can be ultrasonic cleaning for 5-15min.
The flexible monomolecular film detector can be used as a functional sensor, can be used as a flexible monomolecular film detector for detecting nitrogen-containing flammable and explosive gases with high sensitivity based on a fluorescence quenching principle, and is used for detecting the nitrogen-containing flammable and explosive gases with high sensitivity.
The invention relates to a flexible monomolecular film detector for high-sensitively detecting nitrogen-containing flammable and explosive gas based on a fluorescence quenching principle, which is a functional sensor. Organic molecules can be directly deposited on the flexible substrate through the metal oxide attachment layer through the rivet groups, the fluorophore forms a monomolecular film, and the fluorophore is quenched by fluorescence when contacting with the nitrogen-containing flammable and explosive gas, so that the high-efficiency detection of the nitrogen-containing flammable and explosive gas is realized. As the sensor uses high-sensitivity single molecules as a sensing layer, the high-molecular substrate obtains good flexibility, so that the device has huge application potential and value in the aspects of low-concentration explosive detection and high-performance wearable device preparation.
Drawings
FIG. 1 is a schematic view of the present invention.
FIG. 2 is a fluorescence spectrum before and after nitrobenzene quenching.
FIG. 3 is a statistical graph of saturated vapor fluorescence quenching of solutions of nitrobenzene, 2, 4-dinitrotoluene, and trinitrotoluene at different concentrations.
FIG. 4 is a fluorescent quenching selectivity test of a monomolecular film device.
Description of the main reference numerals:
1. functional molecule sensing layer
2. Metal oxide adhesion layer
3. Polymer flexible sinking bottom
Detailed description of the preferred embodiments
The invention is further described with reference to the following figures and detailed description.
As shown in figure 1, the flexible monomolecular film detector for high-sensitivity detection of nitrogen-containing flammable and explosive gas based on the fluorescence quenching principle sequentially comprises a functional molecule sensing layer 1, a metal oxide attachment layer 2 and a polymer flexible substrate 3 from top to bottom, wherein the metal oxide attachment layer 2 is coated on the polymer flexible substrate 3, the functional molecule sensing layer 1 is attached on the metal oxide attachment layer 2, the functional molecule sensing layer 1 is composed of functional molecules, two ends of each functional molecule are alkyl chains with the length of 5-10C and are respectively connected with a rivet group and a fluorescent group, the rivet group comprises but is not limited to trichlorosilane, phosphoric acid, methyldichlorosilane, dimethylchlorosilane and the like, and the fluorescent group comprises but is not limited to pyrene, perylene, 9, 10-diphenylanthracene and the like. The polymer flexible substrate 3 is PET, PI, PP, PE, PC and the like; the metal oxide adhesion layer 2 is made of a metal oxide such as hafnium oxide, aluminum oxide, or silicon oxide.
During preparation, a macromolecule is used as a flexible substrate, metal oxide with the thickness of 10-20nm is deposited, the device is soaked in 1-5mg/mL functional molecule solution for 24 hours, then the device is washed by a corresponding solvent, and a fluorescence test can be carried out by drying the device with nitrogen. The metal oxide adhesion layer includes, but is not limited to, metal oxides such as hafnium oxide, aluminum oxide, silicon oxide, etc., deposited by using methods such as atomic layer deposition, sol-gel method, magnetron sputtering, thermal evaporation, etc.; the solvent in the functional molecule solution comprises tetrahydrofuran and isopropanol.
Example 1: nitro-toluene saturated steam detection of trichloro (5- (1, 8-dihydropyran-2-yl) amyl) silane functional molecular device
The structural formula of trichloro (5- (1, 8-dihydropyran-2-yl) pentyl) silane is as follows:
using PET as a substrate and a sol-gel process to deposit a 10nm adhesion layer of hafnium oxide, one can refer to the references Hongliang Chen, nongyi Cheng, wei Ma, mingliang Li, shuxin Hu, lin Gu, sheng Meng, and Xuefeng Guo, design of a Photoactive Hybrid Dielectric for Flexible non-volatile Organic Memory transactions, ACS Nano 2016,10, 436; the device is soaked in 3mg/mL trichloro (5- (1, 8-dihydropyran-2-yl) amyl) silane functional molecule tetrahydrofuran solution for 24h, and then is cleaned by tetrahydrofuran ultrasonic for 10min, and is washed and dried. The device is cut into a proper size, as shown in figure 2, fluorescence spectrum tests are carried out before and after the device is contacted with saturated nitrobenzene steam for 10min, and the fluorescence is basically and completely quenched, wherein the quenching efficiency is as high as 93 percent.
Example 2: saturated steam fluorescence quenching test of functional molecular device by using nitrobenzene, 2, 4-dinitrotoluene and trinitrotoluene solutions with different concentrations
The structural formula of (6- (propylidene-3-yl) hexyl) phosphoric acid is as follows:
deposition of a 10nm silicon oxide adhesion layer using electron beam evaporation using PP as a substrate can be obtained by methods described in the references Jie Li, gen He, ueno Hiroshi, wenzhe Liu, hiroyuki Noji, chuanmin Qi, and Xuefeng Guo, direct Measurement of Single-molecular Adenosine triphatitase Hydrodynamics, ACS Nano 2017,11, 12789; the device is soaked in 3mg/mL (6- (propylene-3-yl) hexyl) phosphoric acid functional molecule toluene solution for 24h, toluene is used for ultrasonic treatment for 10min, unreacted molecules are removed, and the device is washed and dried. The device is cut into a proper size, as shown in fig. 3, saturated steam of nitrobenzene, 2, 4-dinitrotoluene and trinitrotoluene solution with different concentrations is used for carrying out a 10-second fluorescence quenching experiment on the device, and the experiment result shows that the 2, 4-dinitrotoluene and trinitrotoluene have higher detection limit compared with nitrobenzene and also show objective fluorescence quenching efficiency at low concentration.
Example 3: dichloro (methyl) (5- (4- (10-phenylanthracen-9-yl) phenyl) pentyl) silane monomolecular film device fluorescence quenching selectivity test
The structural formula of dichloro (methyl) (5- (4- (10-phenylanthracen-9-yl) phenyl) pentyl) silane is as follows:
deposition of a 10nm alumina adhesion layer using electron beam evaporation using PI as the substrate can be found in the references Jie Li, gen He, ueno Hiroshi, wenzhe Liu, hiroyuki Noji, chuanmin Qi, and Xuefeng Guo, direct Measurement of Single-semiconductor Adenosine triphatase Hydrodynamics, ACS Nano 2017,11, 12789; the device is soaked in 2mg/mL dichloro (methyl) (5- (4- (10-phenylanthracen-9-yl) phenyl) amyl) silane functional molecule toluene solution for 24h, toluene is used for ultrasonic treatment for 10min, unreacted molecules are removed, and the device is washed and dried. The device is cut into a proper size, as shown in fig. 4, a 10s fluorescence selective quenching experiment is carried out on the device by using saturated steam of nitrogen-containing explosives and common chemical reagents, and the experimental result shows that the device has good selectivity on the fluorescence quenching of the nitrogen-containing explosives, and the fluorescence quenching efficiency of nitrobenzene is as high as 80%.
The above embodiments are only used for illustrating but not limiting the technical solutions of the present invention, and although the above embodiments describe the present invention in detail, those skilled in the art should understand that: modifications and equivalents may be made thereto without departing from the spirit and scope of the invention and it is intended that all modifications and equivalents be included within the scope of the claims.
Claims (10)
1. A flexible monomolecular film detector is characterized in that: the functional molecule sensing layer consists of functional molecules, the functional molecules are alkyl chains with the length of 5-10 and the two ends of the alkyl chains are respectively connected with a rivet group and a fluorescent group, wherein the rivet group is trichlorosilane, phosphoric acid, methyl dichlorosilane or dimethylchlorosilane, and the fluorescent group is pyrene, perylene or 9, 10-diphenylanthracene.
2. The flexible monomolecular film detector according to claim 1, wherein: the functional molecule is trichloro (5- (1, 8-dihydropyran-2-yl) amyl) silane, (6- (propylene-3-yl) hexyl) phosphoric acid or dichloro (methyl) (5- (4- (10-phenylanthracene-9-yl) phenyl) amyl) silane.
3. The flexible monomolecular film detector according to claim 1, characterized in that: the polymer flexible substrate is PET, PI, PP, PE or PC.
4. The flexible monomolecular film detector according to claim 1, characterized in that: the metal oxide adhesion layer is composed of hafnium oxide, aluminum oxide or silicon oxide.
5. The flexible monomolecular film detector according to claim 4, wherein: the thickness of the metal oxide adhesion layer is 10-20nm.
6. The method for preparing a flexible monomolecular film detector according to any one of claims 1 to 5, comprising the steps of: the method comprises the steps of adopting a high polymer material as a flexible substrate, depositing metal oxide on the substrate, soaking a device in a functional molecular solution, finally cleaning the device by using a solvent, and drying the device by using nitrogen for later use.
7. The method for manufacturing a flexible monomolecular film detector according to claim 6, characterized in that: the deposition method of the metal oxide adhesion layer comprises atomic layer deposition, a sol-gel method, magnetron sputtering and thermal evaporation.
8. The method for manufacturing a flexible monomolecular film detector according to claim 6, characterized in that: in the functional molecule solution, the solvent is tetrahydrofuran or isopropanol.
9. The method for manufacturing a flexible monomolecular film detector according to claim 8, characterized in that: the concentration of the functional molecule solution is 1-5mg/mL.
10. The method for manufacturing a flexible monomolecular film detector according to claim 6, wherein: the device is soaked in the functional molecule solution for 12-24h; the solvent used for cleaning the device is the same as the solvent in the functional molecule solution.
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| WO2008108811A2 (en) * | 2006-09-22 | 2008-09-12 | Redxdefense, Llc | Detection of explosives using luminescence |
| US9080942B2 (en) * | 2007-04-18 | 2015-07-14 | The Research Foundation for State University of New York | Flexible multi-moduled nanoparticle-structured sensor array on polymer substrate and methods for manufacture |
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| CN104710109A (en) * | 2013-12-16 | 2015-06-17 | 国家纳米科学中心 | Preparation and applications of enhanced self-assembled monomolecular membrane |
| CN104878427A (en) * | 2015-06-16 | 2015-09-02 | 华中科技大学 | Method for preparing flexible transparent surface-enhanced Raman scattering substrate through nano-imprinting |
| CN107132253A (en) * | 2017-06-15 | 2017-09-05 | 上海因士环保科技有限公司 | The preparation method and gas sensor of a kind of air-sensitive film based on flexible substrate |
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