An ultrasonic atomization fluorescent reagent material based on AIE molecules and its preparation method and application

Abstract

The present invention discloses an ultrasonic atomization fluorescent reagent material based on AIE molecules, as well as its preparation method and application. The ultrasonic atomization fluorescent reagent material based on AIE molecules comprises AIE molecules and a solvent. The present invention obtains the ultrasonic atomization fluorescent reagent material based on AIE molecules by mixing the AIE molecules with the solvent and ultrasonically dissolving them. The ultrasonic atomization fluorescent reagent material based on AIE molecules exhibits brighter fingerprint fluorescence and has better adsorption properties.

Description

Technical Field

[0001] The present invention belongs to the technical field of fingerprint visualization, and specifically relates to an ultrasonic atomization fluorescent reagent material based on AIE molecules, and a preparation method and application thereof. Background Art

[0002] Traditional latent fingerprint detection methods include spraying, wiping, and immersion. However, these methods have numerous drawbacks, such as sample contamination, uneven application, and cumbersome operation, which can easily destroy trace details. Representative agents such as ninhydrin and DFO can easily stain the surface background, affecting fingerprint resolution. Their solutions also diffuse easily, interfering with fingerprints, thus limiting their use in trace detection.

[0003] Recently, ultrasonic atomization dyeing reagents made by using fluorescent yellow and other dyes according to the principle of ultrasonic atomization: ultrasonic directional pressure causes the liquid surface to bulge, cavitation occurs around the bulged liquid surface, and the liquid is atomized into small molecular aerosols. However, the fluorescence intensity of fingerprints is weak and the adsorption uniformity is poor. Summary of the Invention

[0004] To address the issues of weak fluorescence intensity and poor adsorption uniformity after atomizing fingerprints using fluorescent reagents, the present invention provides an ultrasonic atomization fluorescent reagent material based on AIE molecules, as well as its preparation method and application. The present invention places the ultrasonic atomization fluorescent reagent material based on AIE molecules into a nano-atomizer, utilizing ultrasonic atomization to form an aerosol with uniform intensity and fine particle size. The sample is then atomized, and irradiated with ultraviolet light to reveal latent fingerprints with high fluorescence brightness and good adsorption uniformity. This system offers advantages such as safety, portability, reusability, and wide applicability.

[0005] The technical solutions adopted by the present invention to solve the above technical problems are as follows.

[0006] An ultrasonic atomized fluorescent reagent material based on AIE molecules comprises AIE molecules and a solvent.

[0007] Preferably, the AIE molecule-based ultrasonic atomization fluorescent reagent material consists of AIE molecules and a solvent.

[0008] Preferably, the mass volume ratio of the AIE molecule to the solvent is 10-30 mg: 20-90 mL;

[0009] Further preferably, the mass volume ratio of the AIE molecule and the solvent is 15-20 mg: 30-60 mL;

[0010] Preferably, the solvent is water or an organic solvent; further preferably, the organic solvent is ethanol.

[0011] Preferably, the structural formula of the AIE molecule is:

[0012]

[0013] Further preferably, the preparation method of the AIE molecule is: 4-methylpyridine is reacted with 2-bromoethanol to obtain an intermediate product, and the intermediate product is reacted with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene to obtain the AIE molecule.

[0014] More preferably, the preparation method of the AIE molecule is specifically as follows:

[0015] (1) 4-methylpyridine and 2-bromoethanol were mixed in a molar ratio of 1:(1-1.5), solvent 1 was added under inert gas conditions, the reaction was carried out, and the intermediate product was purified by column chromatography;

[0016] (2) reacting the intermediate product of step (1) with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene in a 1:(1-1.2) molar ratio in solvent 2, adding piperidine, and purifying by column chromatography to obtain an AIE molecule;

[0017] Preferably, the solvent 1 in step (1) is acetonitrile; the volume molar ratio of the solvent 1 to 4-methylpyridine is 10-40 mL:1 mmoL; preferably 25 mL:1 mmoL.

[0018] Preferably, the reaction temperature in step (1) is 70-90° C. and the reaction time is 8-12 h;

[0019] Preferably, the inert gas in step (1) is one or a mixture of nitrogen, argon, and helium;

[0020] Preferably, the solvent 2 in step (2) is ethanol; the volume molar ratio of the solvent 2 to the intermediate product is 10-40 mL:1 mmoL; preferably 25 mL:1 mmoL.

[0021] Preferably, the volume molar ratio of the piperidine to the intermediate product in step (2) is 0.1-0.4 mL:1 mmoL; preferably 0.25 mL:1 mmoL.

[0022] Preferably, the reaction temperature in step (2) is 60-100° C. and the reaction time is 6-15 h.

[0023] The preparation method of the above-mentioned ultrasonic atomization fluorescent reagent material based on AIE molecules comprises the following steps:

[0024] The AIE molecules are mixed with a solvent and ultrasonically dissolved to obtain an ultrasonically atomized fluorescent reagent material based on the AIE molecules.

[0025] Preferably, the ultrasonication time is 5-10 min.

[0026] The application of the above-mentioned ultrasonic atomization fluorescent reagent material based on AIE molecules in fingerprint visualization includes the following steps:

[0027] The ultrasonic atomization fluorescent reagent material based on AIE molecules is loaded into a nano-atomizer to atomize the sample and irradiate it with ultraviolet light to obtain the revealed fingerprint.

[0028] Preferably, the atomization volume of the atomization treatment is 1.25 to 1.45 ml / min;

[0029] Preferably, the atomization treatment time is 15-30S;

[0030] Preferably, the wavelength of the ultraviolet lamp is 300-400nm.

[0031] Further preferably, the wavelength of the ultraviolet lamp is 365nm.

[0032] This invention primarily utilizes the principle of ultrasonic atomization: ultrasonic directional pressure causes the liquid surface to bulge, generating cavitation around the bulge, atomizing the liquid into a small-molecule aerosol. This solves existing ultrasonic atomization dyeing methods, which often suffer from insufficient fluorescence brightness and uniformity in fingerprints using fluorescent yellow dyes.

[0033] The present invention dissolves AIE molecules in water or an organic solution to prepare a fluorescent reagent, and then uses a nano-atomizer to atomize the fluorescent reagent into small molecule mist, which comes into contact with the fingerprint. Hydrophobic-hydrophobic interaction is used to aggregate the AIE molecules, thereby revealing a bright and evenly adsorbed fingerprint.

[0034] Compared with the prior art, the present invention has the following beneficial effects:

[0035] The ultrasonic atomization fluorescent reagent material based on AIE molecules of the present invention has brighter fingerprint fluorescence and better adsorption performance. BRIEF DESCRIPTION OF THE DRAWINGS

[0036] Figure 1 These are pictures of Example 1 before (left) and after (right) irradiation with a 365nm ultraviolet lamp after atomization on the utility knife body.

[0037] Figure 2 These are pictures of the glass slide object before (left) and after (right) irradiation with a 365nm ultraviolet lamp after atomization in Example 1.

[0038] Figure 3 These are pictures of the plastic object, a utility knife handle, before (left) and after (right) irradiation with a 365nm UV lamp after atomization in Example 1.

[0039] Figure 4 These are pictures of the door handle object before (left) and after (right) irradiation with a 365nm ultraviolet lamp after atomization in Example 1.

[0040] Figure 5 These are pictures before (left) and after (right) irradiation with 365nm ultraviolet light after atomization on a paper towel object in Example 1.

[0041] Figure 6 These are pictures of the steel ruler object before (left) and after (right) irradiation with a 365nm ultraviolet lamp after atomization in Example 1.

[0042] Figure 7 These are pictures before (left) and after (right) irradiation with 365nm ultraviolet light after atomization on the express box object in Example 1.

[0043] Figure 8 These are pictures of the metal wrench object before (left) and after (right) irradiation with a 365nm ultraviolet lamp after atomization in Example 1.

[0044] Figure 9 These are pictures of the express box object before (left) and after (right) irradiation with 365nm ultraviolet light after atomization in Comparative Example 1.

[0045] Figure 10 These are pictures of Comparative Example 1 before (left) and after (right) irradiation with a 365nm UV lamp after atomization on a paper towel object.

[0046] Figure 11 These are pictures of the glass object before (left) and after (right) irradiation with a 365nm ultraviolet lamp after atomization in Comparative Example 1.

[0047] Figure 12 These are pictures of the steel ruler object before (left) and after (right) irradiation with a 365nm ultraviolet lamp after atomization in Comparative Example 1.

[0048] Figure 13 These are pictures of the plastic object, a utility knife handle, before (left) and after (right) irradiation with a 365nm UV lamp after atomization in Comparative Example 1. DETAILED DESCRIPTION

[0049] The technical solution of the present invention is described below through specific embodiments, but the present invention is not limited thereto. Any modifications, equivalent substitutions and improvements made within the spirit and principles of the present invention should be included in the scope of protection of the present invention.

[0050] In order to further understand the present invention, preferred embodiments of the present invention are described below in conjunction with specific implementation methods.

[0051] The invention discloses an ultrasonic atomization fluorescent reagent material based on AIE molecules, which consists of AIE molecules and a solvent.

[0052] The AIE molecule is prepared by reacting an intermediate product made by 4-methylpyridine with 2-bromoethanol, which is then reacted with 1,1,2-triphenyl-2-(4-formaldehyde-phenyl)ethylene.

[0053] The solvent is water or an organic solvent.

[0054] In the above technical solution, the mass of the AIE molecule is 10-30 mg, preferably 15-20 mg.

[0055] In the above technical solution, the mass of the solvent is 20-90 mL, preferably 30-60 mL.

[0056] The present invention also provides a method for preparing the ultrasonic atomization fluorescent reagent of the AIE molecule: the AIE molecule A is mixed with a solvent to obtain an ultrasonic atomization fluorescent reagent material based on the AIE molecule.

[0057] The present invention will be further described below with reference to the accompanying drawings and examples. The following AIE molecular structure is shown in the figure below. It was prepared in the laboratory. Other reagents can be obtained from commercial sources unless otherwise specified.

[0058]

[0059] Example 1

[0060] The preparation method of AIE molecules is:

[0061] (1) 4-Methylpyridine (1 mmol) and 2-bromoethanol were added to a reaction flask at a molar ratio of 1:1, the air was evacuated, an inert gas was introduced, a solvent was added, and the reaction was carried out. The intermediate product was purified by column chromatography;

[0062] The solvent was acetonitrile (25 mL), the inert gas was nitrogen, the reaction temperature was 80° C., and the reaction time was 12 h.

[0063] (2) The intermediate product (1 mmol) of step (1) was reacted with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene in a solvent at a molar ratio of 1:1, and 0.25 mL of piperidine was added to act as a basic catalyst. The AIE molecule was purified by column chromatography;

[0064] The solvent was ethanol (25 mL); the reaction temperature was 100° C., and the reaction time was 15 h.

[0065] The configuration method of ultrasonic atomization fluorescent reagent material is as follows:

[0066] 18 mg of AIE molecules were mixed with 50 mL of water with an AIE molecule concentration of 0.036 wt %, and ultrasonicated for 5 minutes to fully dissolve the molecules, thereby preparing an ultrasonic atomized fluorescent reagent material based on AIE molecules.

[0067] After mixing evenly, pour it into the nano atomizer to atomize different samples.

[0068] Atomization volume: 1.25ml / min.

[0069] The ultrasonic atomized fluorescent reagent material of Example 1 was tested.

[0070] Press fingerprints on different objects such as utility knives, glass pieces, plastic on utility knife handles, door handles, paper towels, steel rulers, express boxes, metal wrenches, etc.

[0071] A nano-atomizer containing an ultrasonic atomization fluorescent reagent containing AIE molecules was used to atomize different samples, and the atomization time was 15-30 seconds (the time increased with the size of the object).

[0072] Using 365nm UV light can Figures 1-8 Fingerprints with high fluorescence intensity and good adsorption are clearly observed, which fully demonstrates that the present invention has the characteristics of simple operation, fast development speed, good development effect, etc.

[0073] Example 2

[0074] The preparation method of AIE molecules is:

[0075] (1) 4-Methylpyridine (1 mmol) and 2-bromoethanol were added to a reaction flask at a molar ratio of 1:1.1, the air was evacuated, an inert gas was introduced, a solvent was added, and the reaction was carried out. The intermediate product was purified by column chromatography;

[0076] The solvent was acetonitrile (25 mL), the inert gas was helium, the reaction temperature was 80° C., and the reaction time was 12 h.

[0077] (2) The intermediate product (1 mmol) of step (1) was reacted with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene in a solvent at a molar ratio of 1:1.1, and then 0.2 mL of piperidine was added and purified by column chromatography to obtain an AIE molecule;

[0078] The solvent was ethanol (25 mL); the reaction temperature was 80° C., and the reaction time was 10 h.

[0079] The configuration method of ultrasonic atomization fluorescent reagent material is as follows:

[0080] 12 mg of AIE molecules were mixed with 50 mL of water or ethanol to a concentration of 0.024 wt %, and ultrasonicated for 5 minutes to fully dissolve the molecules, thereby preparing an ultrasonic atomized fluorescent reagent material based on AIE molecules.

[0081] After mixing evenly, pour it into the nano atomizer to atomize different samples.

[0082] The ultrasonic atomized fluorescent reagent material of Example 2 was tested (using the same testing method as Example 1).

[0083] Example 3

[0084] The preparation method of AIE molecules is:

[0085] (1) 4-Methylpyridine (1 mmol) and 2-bromoethanol were added to a reaction flask at a molar ratio of 1:1.2, the air was evacuated, an inert gas was introduced, a solvent was added, and the reaction was carried out. The intermediate product was purified by column chromatography;

[0086] The solvent was acetonitrile (25 mL), the inert gas was helium, the reaction temperature was 80° C., and the reaction time was 12 h.

[0087] (2) The intermediate product (1 mmol) of step (1) was reacted with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene in a solvent at a molar ratio of 1:1.2, and then 0.3 mL of piperidine was added and purified by column chromatography to obtain an AIE molecule;

[0088] The solvent was ethanol (25 mL); the reaction temperature was 60° C., and the reaction time was 12 h.

[0089] The configuration method of ultrasonic atomization fluorescent reagent material is as follows:

[0090] 24 mg of AIE molecules were mixed with 50 mL of water or ethanol to a concentration of 0.048 wt %, and ultrasonicated for 5 minutes to fully dissolve the molecules, thereby preparing an ultrasonic atomized fluorescent reagent material based on AIE molecules.

[0091] After mixing evenly, pour it into the nano atomizer to atomize different samples.

[0092] The ultrasonic atomized fluorescent reagent material of Example 3 was tested (using the same testing method as Example 1).

[0093] Example 4

[0094] The preparation method of AIE molecules is:

[0095] (1) 4-Methylpyridine (1 mmol) and 2-bromoethanol were added to a reaction flask at a molar ratio of 1:1.3, the air was evacuated, an inert gas was introduced, a solvent was added, and the reaction was carried out. The intermediate product was purified by column chromatography;

[0096] The solvent was acetonitrile (25 mL), the inert gas was helium, the reaction temperature was 80° C., and the reaction time was 12 h.

[0097] (2) The intermediate product (1 mmol) of step (1) was reacted with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene in a solvent at a molar ratio of 1:1, and then 0.3 mL of piperidine was added and purified by column chromatography to obtain an AIE molecule;

[0098] The solvent was ethanol (25 mL); the reaction temperature was 60° C., and the reaction time was 12 h.

[0099] The configuration method of ultrasonic atomization fluorescent reagent material is as follows:

[0100] 12 mg of AIE molecules were mixed with 50 mL of water or ethanol to a concentration of 0.024 wt %, and ultrasonicated for 5 minutes to fully dissolve the molecules, thereby preparing an ultrasonic atomized fluorescent reagent material based on AIE molecules.

[0101] After mixing evenly, pour it into the nano atomizer to atomize different samples.

[0102] The ultrasonic atomized fluorescent reagent material of Example 4 was tested (using the same testing method as Example 1).

[0103] Example 5

[0104] The preparation method of AIE molecules is:

[0105] (1) 4-Methylpyridine (1 mmol) and 2-bromoethanol were added to a reaction flask at a molar ratio of 1:1.4, the air was evacuated, an inert gas was introduced, a solvent was added, and the reaction was carried out. The intermediate product was purified by column chromatography;

[0106] The solvent was acetonitrile (25 mL), the inert gas was helium, the reaction temperature was 80° C., and the reaction time was 12 h.

[0107] (2) The intermediate product (1 mmol) of step (1) was reacted with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene in a solvent at a molar ratio of 1:1, and then 0.3 mL of piperidine was added and purified by column chromatography to obtain an AIE molecule;

[0108] The solvent was ethanol (25 mL); the reaction temperature was 60° C., and the reaction time was 12 h.

[0109] The configuration method of ultrasonic atomization fluorescent reagent material is as follows:

[0110] 24 mg of AIE molecules were mixed with 50 mL of water or ethanol to a concentration of 0.048 wt %, and ultrasonicated for 5 minutes to fully dissolve the molecules, thereby preparing an ultrasonic atomized fluorescent reagent material based on AIE molecules.

[0111] After mixing evenly, pour it into the nano atomizer to atomize different samples.

[0112] The ultrasonic atomized fluorescent reagent material of Example 5 was tested (using the same testing method as Example 1).

[0113] Example 6

[0114] The preparation method of AIE molecules is:

[0115] (1) 4-Methylpyridine (1 mmol) and 2-bromoethanol were added to a reaction flask at a molar ratio of 1:1.5, the air was evacuated, an inert gas was introduced, a solvent was added, and the reaction was carried out. The intermediate product was purified by column chromatography;

[0116] The solvent was acetonitrile (25 mL), the inert gas was helium, the reaction temperature was 80° C., and the reaction time was 12 h.

[0117] (2) The intermediate product (1 mmol) of step (1) was reacted with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene in a solvent at a molar ratio of 1:1, and then 0.3 mL of piperidine was added and purified by column chromatography to obtain an AIE molecule;

[0118] The solvent was ethanol (25 mL); the reaction temperature was 60° C., and the reaction time was 12 h.

[0119] The configuration method of ultrasonic atomization fluorescent reagent material is as follows:

[0120] 6 mg of AIE molecules were mixed with 50 mL of water or ethanol to a concentration of 0.012 wt %, and ultrasonicated for 5 minutes to fully dissolve the molecules, thereby preparing an ultrasonic atomized fluorescent reagent material based on AIE molecules.

[0121] After mixing evenly, pour it into the nano atomizer to atomize different samples.

[0122] The ultrasonic atomized fluorescent reagent material of Example 6 was tested (using the same testing method as Example 1).

[0123] Comparative Example 1

[0124] The commercially available AIE-G1.0 visualization instrument was used for comparison, and the testing method was the same as that in Example 1.

[0125] The commercially available AIE-G1.0 visualization display was purchased from Borui Technology.

[0126] Figures 9-13 The following are fingerprint images of competitors (atomized fluorescent reagent sold on the market) on different objects such as express boxes, paper towels, glasses, steel rulers, and plastic handles of utility knifes.

[0127] It can be seen that the ultrasonic atomized fluorescent reagent material of the present invention has high adsorption and high fluorescence intensity when revealing fingerprints compared with the atomized fluorescent reagents sold on the market.

[0128] When facing most objects, the product of the present invention shows good effects, and for some objects, the effects are comparable to those of competing products.

[0129] The advantage is that the AIE molecular material of the present invention has good water solubility, and the atomization process is simple. It has a high degree of binding with fingerprints, is evenly distributed, and has a good adsorption effect. In addition, the AIE molecules themselves have a characteristic strong fluorescence brightness, which makes it easier to identify fingerprints.

[0130] The above embodiments are preferred implementation modes of the present invention, but the implementation modes of the present invention are not limited to the above embodiments. Any other changes, modifications, substitutions, combinations, and simplifications that do not deviate from the spirit and principles of the present invention should be considered as equivalent replacement methods and are included in the scope of protection of the present invention.

Claims

1. An ultrasonic atomization fluorescent reagent material based on AIE molecules, characterized in that: The invention comprises an AIE molecule and a solvent; the mass volume ratio of the AIE molecule and the solvent is 10-30 mg: 20-90 mL; the solvent is water or an organic solvent; the organic solvent is ethanol; the structural formula of the AIE molecule is: 。 2. The method for preparing the ultrasonic atomized fluorescent reagent material based on AIE molecules according to claim 1, characterized in that: The preparation method of the AIE molecule is as follows: 4-methylpyridine is reacted with 2-bromoethanol to obtain an intermediate product, and the intermediate product is reacted with 1,1,2-triphenyl-2-(4-formaldehyde-phenyl)ethylene to obtain the AIE molecule.

3. The method according to claim 2, characterized in that The preparation method of the AIE molecule is specifically as follows: (1) 4-methylpyridine and 2-bromoethanol were mixed in a molar ratio of 1:(1-1.5), solvent 1 was added under inert gas conditions, the reaction was carried out, and the intermediate product was purified by column chromatography; (2) The intermediate product of step (1) is reacted with 1,1,2-triphenyl-2-(4-formaldehydephenyl)ethylene in a molar ratio of 1:(1-1.2) in solvent 2, and then piperidine is added and purified by column chromatography to obtain an AIE molecule; In step (1), the solvent 1 is acetonitrile; the volume molar ratio of the solvent 1 to 4-methylpyridine is 10-40 mL:1 mmoL; The reaction temperature in step (1) is 70-90°C and the reaction time is 8-12 hours; The inert gas in step (1) is one or a mixture of nitrogen, argon, and helium; In step (2), the solvent 2 is ethanol; the volume molar ratio of the solvent 2 to the intermediate product is 10-40 mL:1 mmoL; In step (2), the volume molar ratio of piperidine to the intermediate product is 0.1-0.4 mL:1 mmoL; The reaction temperature in step (2) is 60-100°C and the reaction time is 6-15h.

4. The method according to claim 2 or 3, characterized in that The following steps are involved: The AIE molecules are mixed with a solvent and ultrasonically dissolved to obtain an ultrasonically atomized fluorescent reagent material based on the AIE molecules.

5. The method according to claim 4, characterized in that The ultrasonic time is 5-10 minutes.

6. The use of the ultrasonic atomized fluorescent reagent material based on AIE molecules according to claim 1 in fingerprint visualization, characterized in that: The following steps are involved: The ultrasonic atomization fluorescent reagent material based on AIE molecules is loaded into a nano-atomizer to atomize the sample and irradiate it with ultraviolet light to obtain the revealed fingerprint.

7. The use according to claim 6, characterized in that The atomization volume of the atomization treatment is 1.25-1.45 ml / min; the atomization time is 15-30 s; and the wavelength of the ultraviolet lamp is 300-400 nm.

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