An electroluminescent material, its preparation method and application

Abstract

The present invention belongs to the field of coatings, and particularly relates to an electroluminescent material, a preparation method thereof, and an application thereof. The chemical formula of the electroluminescent material is C 42 H 42 EuN4SF3O2, and the molecular formula is Eu(TTA)3DaPaPhen, where TTA is: α-thienoyltrifluoroacetone, and DaPaPhen is: 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline, and the structural formula is: The adaptive camouflage coating in the present invention controls the color change of the material through current, while the existing camouflage colors cannot change color automatically. In comparison, the adaptive camouflage coating in the present invention has stronger mobility than the currently commercially available camouflage coatings, and has the ability to adaptively change color according to the changes in the surrounding environment. It greatly improves the camouflage and stealth efficiency of weapons and equipment in different background environments during wartime, and greatly enhances the survivability of weapons and equipment.

Description

Technical Field

[0001] The present invention belongs to the field of coatings, and particularly relates to an electroluminescent material, a preparation method thereof, and an application thereof. Background Art

[0002] In high-tech warfare, the combat area changes frequently, which requires the camouflage and stealth equipment of various military equipment to have good environmental adaptability, and be able to realize controllable adjustment of optoelectronic characteristics with the changes of region, time and season, so that it can be integrated with the background under various conditions and has good camouflage and protection performance.

[0003] Patent CN107141907B introduces "a visible / infrared compatible adaptive camouflage coating and a preparation method thereof", which successively includes a base layer, a primer layer, a thermochromic infrared emissivity layer and a camouflage pattern layer; wherein, the thermochromic infrared emissivity layer is a vanadium dioxide coating. The preparation method of the invention: select the base layer material, scrape the primer coating on the base layer to obtain a primer layer on the base layer; use the thermochromic infrared emissivity coating to prepare a thermochromic infrared emissivity layer on the primer layer by a scraping process; set the camouflage pattern on the thermochromic infrared emissivity layer, and use an inkjet printer to print inks of different colors on the thermochromic infrared emissivity layer to obtain the camouflage pattern layer, thus completing the preparation of the visible / infrared compatible adaptive camouflage coating. The invention realizes visible / infrared compatible adaptive camouflage performance by using a vanadium dioxide nano-coating with thermochromic characteristics and a dye with high coloring power.

[0004] Patent CN108587369B introduces "a reversible thermochromic coating, a preparation method thereof and an application thereof". The coating is composed of a thermochromic material, a film-forming material, an antibacterial agent and a solvent. By selecting [(C2H5)2NH2]2CuCl4 as the thermochromic material and using acrylic resin emulsion and / or polyvinyl alcohol aqueous solution as the film-forming material and deionized water as the solvent, the synergistic cooperation among the above three makes the coating show green at room temperature, show yellow at a higher temperature (52°C and above), and return to green when the temperature drops below 52°C, which conforms to the adaptive camouflage characteristics of showing the main color of jungle camouflage in a low-temperature jungle environment and showing the main color of desert camouflage in a high-temperature desert area.

[0005] Patent CN108715711A, "A thermochromic variable emissivity coating and its preparation method and application", introduces a thermochromic variable emissivity coating and its preparation method and application. The coating is composed of a thermochromic material, a thermochromic variable emissivity material, a film-forming material, an antibacterial agent, an anti-settling dispersant, and a solvent. By selecting [(C2H5)2NH2]2CuCl4 as the thermochromic material and using acrylic resin emulsion and / or polyvinyl alcohol aqueous solution as the film-forming material and a specific solvent, the synergistic cooperation among the above three makes the coating of this invention show green at room temperature (25°C), show yellow at a higher temperature (52°C and above), and can return to green when the temperature decreases. At the same time, in combination with the thermochromic variable emissivity material, the coating of this invention has the characteristic that the emissivity decreases with the increase of temperature within a certain temperature range (60 - 100°C), thereby enabling high-temperature weapon equipment to achieve adaptive camouflage in the infrared band.

[0006] In the above prior art, although some have certain color-changing abilities, they are basically color-changed based on temperature changes, and the color-changing colors are single, and it is very difficult to obtain arbitrary color changes through compounding.

[0007] Chinese Patent CN104693916A discloses a luminous coating, and its components are: 20 - 30 parts of polyvinyl alcohol, 10 - 20 parts of strontium aluminate (SrA1204, Eu~2+, Dy~3+), 5 - 7 parts of glycerol, 4 - 6 parts of calcium carbonate, 5 - 10 parts of sodium chloride, 2 - 4 parts of water glass, 2 - 4 parts of calcined kaolin; the luminous coating of this invention meets the requirements of light resistance and abrasion resistance, and is non-toxic and pollution-free, meeting the environmental protection requirements; however, its luminous color is single, its luminous intensity is weak, its surface is easily contaminated by pollutants, and its persistence is poor.

[0008] Chinese Patent CN106675247A discloses an environmentally friendly luminous coating, mainly including 20 - 30 parts of waterborne acrylic resin, 20 - 30 parts of epoxy resin, 10 - 20 parts of polyurethane resin, 10 - 20 parts of strontium aluminate nitrate, 3 - 5 parts of aluminum glycol, 8 - 12 parts of hydroxyethyl cellulose, 5 - 10 parts of zeolite powder; the rare earth aluminate used as the energy storage substance stores light continuously when irradiated with light and releases light energy by itself when the light is dim, and the luminous brightness is high. The raw materials used are all environmentally friendly and non-toxic substances, which not only ensure the health, environmental protection and pollution-free of the coating, but also ensure the luminous brightness and luminous time, and it is a new type of light source coating that is economical and safe; however, although its epoxy resin can increase its adhesion, its weather resistance is poor and it is easy to turn yellow, affecting the appearance and luminous brightness.

[0009] The above-mentioned luminous paint absorbs ultraviolet rays and emits visible light. After absorbing the light, it emits light with a longer wavelength and can continue to glow for a period of time after the light source disappears. Luminous paint is widely used in nightclubs and other transportation, entertainment venues, public signs and special landscape exterior walls. It can adjust the atmosphere well, but its luminous time is short and its adhesion is not as good as conventional paint. Its surface tension is high, and pollutants are easily attached to the surface, resulting in its short service life and poor durability.

[0010] Chinese patent CN 109401513 A relates to a high-performance nano-energy storage water-based luminescent coating, which is composed of fluorosilicone polyurethane modified acrylic water-based resin, pigment filler, inorganic luminescent material, organic luminescent material, nano-functional material, additive and deionized water. The inorganic luminescent material is at least one of strontium aluminate and strontium molybdate; the organic luminescent material is a complex composed of one or two of rare earth ions lanthanum, cerium, neodymium, samarium, europium, gadolinium, terbium, dysprosium, holmium, erbium and thulium and o-phenanthroline. The high-performance nano-energy storage water-based luminescent coating prepared by the invention has excellent adhesion, hydrophobicity, water resistance, corrosion resistance, wear resistance, salt spray resistance, stain resistance, aging resistance, no pollution, large luminescence, long-lasting energy storage luminescence effect, and the afterglow luminescence time is longer than 24h. However, the material is clearly long afterglow luminescence, which is characterized by continuous luminescence after absorbing light, and lacks mobility and adjustability. Summary of the invention

[0011] The purpose of the present invention is to provide an electroluminescent material with color control capability under electroluminescent conditions and its application in coating materials to meet the requirements of high luminous intensity and high red light purity.

[0012] In order to achieve the above object, the technical solution of the present invention is as follows:

[0013] An electroluminescent material, the chemical formula of which is C 42 H 42 EuN4SF3O2, molecular formula is Eu(TTA)3DaPaPhen, where TTA is α-thiophene trifluoroacetone, DaPaPhen is 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]o-phenanthroline, structural formula is:

[0014]

[0015] The present invention also provides a method for preparing the electroluminescent material, comprising the following steps:

[0016] S1. Preparation of ligand 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline:

[0017] React 1 part of 1,10-phenanthroline with 10 parts of halide salt to prepare 5,6-diketo-1,10-phenanthroline, and then react 2 parts of 5,6-diketo-1,10-phenanthroline with 7 parts of hydroxylamine to prepare 5,6-dioxime-1,10-phenanthroline; according to the molar ratio of 1:2 - 10, react 5,6-dioxime-1,10-phenanthroline with SnCl / HCl at 70 °C - 90 °C to obtain the amine salt of 5,6-diamino-1,10-phenanthroline chloride;

[0018] React 1 part of the amine salt of 5,6-diamino-1,10-phenanthroline chloride with 1 part of 1,2-bis(4-tert-butylphenyl)ethane-1,2-dione under nitrogen protection, add a solvent and sodium acetate, react at room temperature for 60 - 90 min, then raise the temperature to 70 - 90 °C and react for 60 - 90 min; finally, perform vacuum distillation to obtain 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline;

[0019] S2. Preparation of the electroluminescent material:

[0020] Mix 1 part of Eu2O3 with 3 parts of concentrated acid, evaporate to dryness, and then dissolve it in ethanol to prepare a 0.1 mol / L EuCl3 ethanol solution; at 50 - 60 °C, dropwise add an equimolar amount of the EuCl3 ethanol solution to 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline, and stir for 20 - 80 min; then dropwise add 3 times the molar amount of a 0.1 mol / L α-thiophene trifluoroacetylacetone ethanol solution, adjust the pH to 6 - 7, and perform a high-pressure reaction for 5 - 6 h; perform vacuum distillation to obtain the electroluminescent material.

[0021] Preferably, the concentrated acid in S2 is concentrated hydrochloric acid or concentrated nitric acid, preferably concentrated hydrochloric acid.

[0022] The efficiency of preparing europium nitrate with concentrated nitric acid is lower than that with concentrated hydrochloric acid.

[0023] Preferably, the synthesis route of the electroluminescent material is as follows:

[0024]

[0025] Preferably, the halide salt is one or more of potassium bromide, potassium iodide, sodium bromide, and sodium iodide.

[0026] Preferably, react 1,10-phenanthroline with the halide salt under acidic conditions to obtain 5,6-diketo-1,10-phenanthroline.

[0027] More preferably, adjust the reaction system of 1,10-phenanthroline and the halide salt to acidic with a mixed acid, and the mixed acid is a mixture of nitric acid and sulfuric acid; preferably, the volume ratio of nitric acid to sulfuric acid is 1:2.

[0028] More preferably, after the reaction of 1,10-phenanthroline and a halide salt under acidic conditions is completed, an alkali solution is added for neutralization to obtain 5,6-diketo-1,10-phenanthroline.

[0029] Preferably, the alkali solution is an NaOH solution.

[0030] Preferably, 5,6-diketo-1,10-phenanthroline reacts with hydroxylamine in an inert atmosphere, preferably a nitrogen atmosphere.

[0031] Preferably, 5,6-diketo-1,10-phenanthroline reacts with hydroxylamine in ethanol.

[0032] Preferably, in SnCl / HCl, the molar ratio of SnCl to HCl is 1:3 - 5.

[0033] Preferably, after the vacuum distillation in step S1, it further includes: washing and drying.

[0034] Preferably, the washing is performed by repeatedly washing with a mixed solvent of methanol and water with a volume ratio of 2:1 - 1:2 or a mixed solution of tetrahydrofuran and water with the same volume ratio.

[0035] Preferably, the drying is vacuum drying.

[0036] Preferably, after the vacuum distillation in step S2, it further includes filtration, washing with a solvent alcohol, washing with water, and drying.

[0037] Preferably, the solvent washing is performed by washing several times with an organic solvent ethanol.

[0038] Preferably, the organic solvent is one or more of ethanol, methanol, and tetrahydrofuran.

[0039] The main purpose of the solvent washing is purification, to wash away the unreacted monomers. The finished product is insoluble in solutions of ethanol, methanol, and tetrahydrofuran.

[0040] The reaction efficiency of 5,6-diketo-1,10-phenanthroline and hydroxylamine (NH₂OH) is relatively high, but hydroxylamine is prone to moisture absorption and requires good drying conditions during storage.

[0041] Preferably, the process of the vacuum distillation is: pressure 1.3 - 2.0 kPa, temperature 60 - 80 °C.

[0042] Vacuum distillation can ensure that the solvent is distilled out at a relatively low temperature to prevent the obtained compound from being destroyed or the unreacted substances from being oxidized and difficult to purify. In the present invention, too high or too low temperature and too large or too small pressure are not conducive to the purification of the reactants.

[0043] Preferably, the high-pressure reaction in step S2 is carried out at 15 MPa and 80 °C.

[0044] Preferably, in step S2, the pH is adjusted to 6-7 with an amine.

[0045] The amine is one or more of triethylamine, ammonia water, or N,N-dimethylethanolamine.

[0046] The present invention also provides an application of the electroluminescent material in the preparation of a luminescent adaptive camouflage coating material.

[0047] The present invention also provides a luminescent adaptive camouflage coating material, comprising 15-70 parts of resin, 5-50 parts of electroluminescent material, 0.5-5 parts of additives, and 5-30 parts of solvent; the resin is one or a mixture of acrylic resin, polystyrene resin, polyurethane resin, polyacetylene resin, and polyester resin.

[0048] Preferably, the resin is one of polystyrene, polyacetylene, and acrylic resin.

[0049] These resins are characterized by good transparency and no interference from miscellaneous colors.

[0050] Preferably, the additives include pigments, defoamers, dispersants, leveling agents, substrate wetting agents, and thickeners.

[0051] The invention also provides a preparation method of the luminescent adaptive camouflage coating material, by mixing, grinding the resin, electroluminescent material, additives, and solvent until the fineness is <20 μm to obtain the luminescent adaptive camouflage coating material.

[0052] The present invention also provides an adaptive camouflage coating, by coating the luminescent adaptive camouflage coating material on a substrate by a coating method to obtain the adaptive camouflage coating.

[0053] The present invention also provides an application of the adaptive camouflage coating in the preparation of color-changing camouflage clothing, camouflage weapon equipment, stealth equipment, and stealth parachutes.

[0054] The following is a further explanation of the present invention:

[0055] The inventor of the present invention has carried out theoretical calculations on several common phenanthroline derivatives molecules on the market by using the density functional theory, i.e., DFT theory. The calculated data of the frontier molecular orbitals of these molecules are as follows:

[0056] Table 1 Frontier orbital energies of phenanthroline derivative molecules calculated by B3LYP / 6-31G*

[0057]

[0058]

[0059] When an electron-donating group is introduced into the pyrazine ring, the stronger the electron-donating ability, the smaller the energy difference Δε between the frontier orbitals, which makes it easier for the electron cloud to be biased towards the dipyrido[3,2-a:2',3'-c]pyrazine ring, thereby increasing the electron cloud density of the dipyrido[3,2-a:2',3'-c]pyrazine ring and facilitating electron transport. However, the smaller the energy difference, the more likely the energy absorbed by the ligand is dissipated through non-radiative transitions to some extent, which is not conducive to electroluminescence. For rare earth Eu 3+ in terms of, when the energy difference between the frontier orbitals of the above phenanthroline derivative ligands is relatively large, the triplet excited state energy level of the ligand matches the 3+ D0 energy level of Eu 5 better, which is more conducive to luminescence. From the above calculation results, it shows that the energy difference of DaPaPhen is the largest, and it matches the 3+ D0 energy level of Eu 5 best. Therefore, the luminescence is the best, the luminescence intensity of the complex is high, and the purity of the red light color is high.

[0060] In the present invention, by applying this luminescent material to an adaptive camouflage coating material, it has stronger mobility compared to the currently commercially available camouflage paints, and has the ability to adaptively change color according to the changes in the surrounding environment.

[0061] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0062] 1) Prepare the ligand DaPaPhen with an excited state energy level that efficiently matches the 5 D0 energy level of Eu(Ⅲ) ions. The melting point of this substance is between 215 - 217 °C, and its performance is stable. The phosphorescence efficiency of the prepared rare earth europium complex is high, the red light emission intensity is higher than the rare earth luminescence intensity prepared by the current conventional phenanthroline ligands, the purity of the red light color, the thermal stability of the complex, and the number of repeated uses are all enhanced. Through the processing of the adaptive device, the camouflage effect and regional adaptability of the equipment can be effectively improved, there is no need to change the clothing and re-coat the camouflage color, the stealth performance of weapons and equipment and camouflage equipment can be improved, and the detectability can be reduced.

[0063] 2) The adaptive camouflage coating in the present invention controls the color change of the material through current, while the existing camouflage colors cannot change automatically. In comparison, the adaptive camouflage coating in the present invention has stronger mobility compared to the currently commercially available camouflage paints and has the ability to adaptively change color according to the changes in the surrounding environment.

[0064] 3) The adaptive camouflage material in the present invention is mainly a red light material, which can be compounded with electrochromic blue light and electrochromic yellow light materials, and any color similar to the equipment background environment can be modulated, greatly improving the camouflage stealth efficiency of weapons and equipment in different background environments during wartime, and greatly enhancing the survival ability of weapons and equipment.

[0065] 4) By preparing the organic rare earth complex color-changing camouflage material, the present invention provides a coating material with high physical and chemical stability, controllable color change, and good camouflage performance. It has important applications in fields such as anti-counterfeiting, weapon equipment camouflage and stealth, air force parachutes, and stealth clothing.

[0066] 5) When the organic rare earth color-changing camouflage material prepared by the present invention is compared with the rare earth luminescent materials prepared from reported materials such as phenanthroline derivatives, rare earth Eu, and diketones, its advantages under the same conditions are: its luminescence intensity is high, which means that when its molecules are excited, the fluorescence intensity is stronger. In addition, this material has advantages such as high yield, easy preparation, and low preparation cost during preparation, and has an obvious cost advantage in the actual application process.

[0067] 6) The present invention uses SnCl / HCl to prepare the ammonium salt of 5,6-diamino-1,10-phenanthroline chloride from 5,6-dioxime-1,10-phenanthroline. This ammonium salt is more stable than 5,6-diamino-1,10-phenanthroline and is not afraid of air oxidation during the preparation process. Therefore, compared with the conventional synthesis method: first preparing 5,6-diamino-1,10-phenanthroline and then reacting it with diketone; it has advantages such as simpler operation, easier preparation, and fewer impurities after the reaction. Brief Description of the Drawings

[0068] Figure 1 It is the infrared spectrum diagram of ligand DaPaPhen;

[0069] Figure 2 It is the infrared spectrum diagram of complex Eu(TTA)3DaPaPhen;

[0070] Figure 3 It is the fluorescence emission spectrum diagram of complex Eu(TTA)3DaPaPhen;

[0071] Figure 4 It is the fluorescence excitation spectrum diagram of complex Eu(TTA)3DaPaPhen;

[0072] Figure 5 It is the schematic diagram of the simple device structure of the self-adaptive red light-emitting coating material;

[0073] Figure 6 It is the fluorescence intensity comparison diagram of Eu(TTA)3DaPaPhen with 1-Eu(TTA)3PPhen, 2-Eu(TTA)3DPPz, 3-Eu(TTA)3DmPPhen, 4-Eu(TAA)3DPMP, 5-Eu(DBM)3DTPP, 6-Eu(DBM)3BPPhen;

[0074] Figure 7Fluorescence intensity comparison chart of Eu(TTA)3DaPaPhen with 7-Eu(DBM)3PPBD, 8-Eu(DBM)3BOPP, 9-Eu(DBM)3BBPP, 10-Eu(TTA)3Phen, 11-Eu(DBM)3(CPIP), and 12-Eu(DTP)3(bath). Detailed implementation manner

[0075] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the accompanying drawings in the embodiments of the present invention. Obviously, the described embodiments are some, but not all, of the embodiments of the present invention. All other embodiments obtained by those of ordinary skill in the art based on the embodiments of the present invention without creative efforts shall fall within the protection scope of the present invention.

[0076] Example 1

[0077] The electroluminescent material of the present invention has the chemical formula C 24 H 16 EuN4SF3O2, and the molecular formula is Eu(TTA)3DaPaPhen, where TTA is: α-thienoyltrifluoroacetone, and DaPaPhen is: 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline, and the structural formula is:

[0078]

[0079] The structural unit of the complex is as follows:

[0080]

[0081] The preparation process of the rare earth europium complex Eu(TTA)3DaPaPhen is as follows:

[0082] Step 1:

[0083] Synthesis of 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline (ligand): Weigh 100 g of 1,10-phenanthroline and 60 g of potassium bromide respectively and add them into the reaction kettle, then cool down to -20 °C. Measure 300 g of mixed acid (a mixture of concentrated nitric acid and concentrated sulfuric acid with a volume ratio of 1:2) and slowly add it into the reaction kettle, and then heat up to 80 °C for reaction for 2 h. After the reaction is completed, cool it down to room temperature. Take about 300 g of NaOH solution to neutralize the reaction solution to obtain 5,6-diketo-1,10-phenanthroline. React 5,6-diketo-1,10-phenanthroline and hydroxylamine at a molar ratio of 2:7 in ethanol at 50 °C under a nitrogen atmosphere for 2 h to obtain the product 5,6-dioxime-1,10-phenanthroline. React 5,6-dioxime-1,10-phenanthroline with SnCl / HCl at a molar ratio of 1:2 at 80 °C to obtain the amine salt of 5,6-diamino-1,10-phenanthroline chloride, where the molar ratio of SnCl to HCl in SnCl / HCl is 1:3.

[0084] React 1 mol of the amine salt of 5,6-diamino-1,10-phenanthroline chloride with 1 mol of 1,2-bis(4-tert-butylphenyl)ethane-1,2-dione, 100 g of ethanol, and 1 g of sodium acetate under nitrogen protection and stir at room temperature for 1 h, then slowly heat up to 80 °C and react for 1.5 h. Finally, perform vacuum distillation to obtain white powder 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline. This white powder is repeatedly washed with a mixed solvent of methanol and water (mass ratio 1:1), and dried in vacuum to obtain the purified 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline ligand with a yield as high as 91.7%.

[0085] Characterize the structure of the ligand DaPaPhen, and the infrared spectrum is shown in Figure 1 , and other characterization results are as follows:

[0086] Melting point m.p = 215 - 217 °C;

[0087] IR(KBr): 1626, 1585, 1575, 1494, 1478, 1458, 1406, 1360, 1322, 1218, 1121,.1073, 1029, 828, 810, 740, 623, 553, 443, 433.

[0088] Elemental analysis: C: 82.26(82.51), H: 6.45(6.22), N: 11.29(11.27).

[0089] Step 2:

[0090] Mix Eu2O3 with concentrated acid, evaporate to dryness, and prepare an ethanol solution of EuCl3·6H2O with a concentration of 0.1 - 0.6 mol / L. Take 10 g of the neutral ligand DaPaPhen of o-phenanthroline and put it into a flask. At 55 °C, dropwise add an ethanol solution of EuCl3 that is equimolar to the neutral ligand DaPaPhen of o-phenanthroline, and stir for 20 minutes. Dropwise add an ethanol solution of HTTA (α-thiophene trifluoroacetylacetone) that is 3 times the molar amount of the neutral ligand of o-phenanthroline, adjust the pH to 6 - 7 with triethylamine, transfer it to an autoclave, and keep the temperature for reaction for 6 h. Distill under reduced pressure, cool to precipitate a solid, filter by suction, wash 3 times with ethanol and 5 times with water, and dry in vacuum to obtain a nanoscale white powder. Conduct structural characterization on the complex, and the infrared spectrum is shown in Figure 2 , and the fluorescence emission spectrum is shown in Figure 3 , and the fluorescence excitation spectrum is shown in Figure 4 .

[0091] Conventional rare earth luminescent materials with similar structures are as follows:

[0092]

[0093]

[0094] Conduct a fluorescence comparison test on the electroluminescent material prepared in this invention and the above-mentioned conventional rare earth luminescent materials, and the results are shown in Figure 6 and Figure 7 . The results show that the electroluminescent material prepared in this invention has obvious advantages in fluorescence intensity compared with rare earth luminescent materials with similar structures.

[0095] Example 2

[0096] The preparation process of the electrochromic red light camouflage coating is as follows:

[0097] Add 48 parts of polystyrene resin (Aladdin reagent: P107089), 40 parts of electroluminescent material, 1 part of BYK163 dispersant, 0.5 part of BYK054 defoamer, 0.5 part of BYK358N leveling agent, 0.3 part of BYK333 leveling agent, and 9.7 parts of a mixed solvent of toluene and acetone into the reaction kettle in sequence, adding while stirring, and carry out stirring and dispersion at 1000 r / min for 30 min. Then pump the dispersed mixed slurry into a sand mill for grinding until the fineness < 20 μm to obtain a self-adaptive red light-emitting camouflage coating material. Coating this coating material on the substrate by coating to obtain a self-adaptive camouflage coating. The structure of the coating is shown in Figure 5 . The control is a commonly used luminescent coating, purchased from Shenzhen Linchang High-Tech Co., Ltd., model: LGK_lumilo. For testing the coating, the coating properties are as follows:

[0098] Table 1 Coating Properties

[0099]

[0100]

[0101] As can be seen from the above table, compared with the comparative example, the electroluminescent coating material of the present invention has more excellent transparency, thermal stability, fluorescence intensity, aging resistance and water resistance.

[0102] The above embodiments are intended to further illustrate the technical content of the present invention, but it does not mean that the embodiments of the present invention are limited thereto. Without departing from the principle of the present invention, any modification or technical extension made based on the present invention shall be regarded as the protection scope of the present invention.

Claims

1. An electroluminescent material, characterized in that, The molecular formula is Eu(TTA)3DaPaPhen, where TTA is: α-thienoyltrifluoroacetone, and DaPaPhen is: 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline, and the structural formula is:

2. The preparation method of the electroluminescent material according to claim 1, characterized in that, It includes the following steps: Mix 1 part of Eu2O3 and 3 parts of concentrated acid, evaporate to dryness, and then dissolve in ethanol to prepare a 0.1 mol / L EuCl3 ethanol solution; dropwise add an equimolar amount of EuCl3 ethanol solution to 2,3-bis(4-tert-butylphenyl)pyrazino[1,10]phenanthroline at 50-60 °C, and stir for 20-80 min; then dropwise add 3 times the molar amount of 0.1 mol / L α-thienoyltrifluoroacetone ethanol solution, adjust the pH to 6-7, and carry out a high-pressure reaction for 5-6 h; carry out vacuum distillation to obtain the electroluminescent material.

3. The preparation method of the electroluminescent material according to claim 1, characterized in that, The synthesis route of the said electroluminescent material is as follows:

4. The application of the electroluminescent material according to claim 1 in the preparation of a luminescent self - adaptive camouflage coating material.

5. A luminescent self - adaptive camouflage coating material, characterized in that, It includes 15-70 parts of resin, 5-50 parts of the electroluminescent material as described in claim 1, 0.5-5 parts of additive, and 5-30 parts of solvent; the resin is one or a mixture of acrylic resin, polystyrene resin, polyurethane resin, polyacetylene resin, polyester resin.

6. An adaptive camouflage coating, characterized in that, The light-emitting adaptive camouflage coating material as described in claim 5 is obtained by coating on a substrate.

7. The application of the adaptive camouflage coating according to claim 6 in the preparation of color - changing camouflage clothing, camouflage weapon equipment, and stealth equipment.

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