Organic compound, light-absorbing film, and display device

Abstract

The invention relates to an organic compound, a light absorption film and a display device, and the organic compound has a structure shown in a formula (I): # imgabs0 #. The organic compound provided by the invention can selectively absorb light in a wave band between green light and blue light, can be applied to the light absorption film, effectively absorbs stray light in the wave band between the green light and the blue light, reduces color crosstalk, and improves the display quality. The color purity is improved and the display contrast is improved.

Description

Technical Field

[0001] The present application relates to the field of display, and in particular to an organic compound, a light-absorbing film and a display device. Background Art

[0002] Organic Light-Emitting Diode (OLED) display devices are mostly used outdoors or indoors with natural light. In a strong ambient light atmosphere, the OLED screen will produce reflections, resulting in a significant decrease in display effect and contrast. Therefore, a layer of circular polarizer (POL) is added to the OLED display device to reduce reflection. However, the introduction of the polarizer will reduce the brightness of the OLED screen. Generally speaking, the transmittance of the polarizer is only about 43%. Therefore, the attachment of the polarizer affects the efficiency of the OLED display device and increases the cost. In addition, the polarizer is thick (>50μm) and its brittle texture is not conducive to bending, which has become a major obstacle to the application of folding screens. In addition, POL film materials are expensive and not conducive to large-scale preparation.

[0003] Currently, the display field is developing polarizer-less technology (POL-less) to solve the problems caused by polarizers and improve screen contrast. One of the technical solutions of POL-less is to coat a color filter (CF) on the OLED device. The color filter only transmits red (R) / green (G) / blue (B) light, and other light (including incident light and reflected light) will be absorbed, thereby improving the display contrast. However, if this technology is implemented by photolithography, the cost of at least 4-5 masks will be increased.

[0004] In the related art, there is a solution to reduce the cost of the mask by replacing the color filter film with a light-absorbing film. The light-absorbing film is an organic dye film that can absorb visible light other than R / G / B and only transmit R / G / B, thereby improving the display contrast. This technology can reduce the mask cost of the color filter film and simplify the device preparation process. In order to realize this technology, it is necessary to synthesize organic compounds that can absorb light in two bands between R / G (about 585nm) and between G / B (about 490nm). However, the research and development of such organic compounds still faces challenges. Most organic compounds have problems such as poor optical properties, poor selectivity, and poor stability. Therefore, it is urgent to develop organic compounds with excellent optical properties, the ability to accurately absorb light in specific bands, and good stability to improve the color purity and display contrast of the display device. Summary of the invention

[0005] The present application provides an organic compound, a light-absorbing film and a display device. The organic compound can selectively absorb light in the wavelength band between green light and blue light, and can be applied to the light-absorbing film to effectively absorb light in the wavelength band between green light and blue light, thereby improving color purity and display contrast.

[0006] The present application provides an organic compound having a structure shown in formula (I):

[0007]

[0008] Among them, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 is selected from hydrogen, an alkyl group having 1 to 20 carbon atoms, a carboxyl group, an ester group, an aldehyde group or a carbonyl group;

[0009] M represents a divalent transition metal atom.

[0010] In some embodiments, R 1 , R 3 , R 4 , R 5 , R 7 is selected from hydrogen or an alkyl group having 1 to 10 carbon atoms.

[0011] In some embodiments, R 1 , R 7 is selected from alkyl groups having 1 to 5 carbon atoms.

[0012] In some embodiments, R 2 , R 6 is selected from hydrogen, an alkyl group having 1 to 10 carbon atoms, a carboxyl group, an ester group, an aldehyde group or a carbonyl group.

[0013] In some embodiments, M is selected from one of Mg, Co, Ni, Cu, and Zn.

[0014] In some embodiments, M is selected from one of Co or Zn.

[0015] In some embodiments, in the structure of formula (I) of the organic compound, the two methylene dipyrrole units connected to M are not coplanar.

[0016] In some embodiments, the visible light absorption wavelength range of the organic compound is 430 nm to 530 nm, and the absorption half-peak width of the organic compound is less than or equal to 50 nm.

[0017] The present application also provides a light absorbing film, which includes the organic compound as described above.

[0018] The present application also provides a display device, which includes a display panel and the light-absorbing film as described above, wherein the light-absorbing film is arranged on the light-emitting side of the display panel.

[0019] The present application provides an organic compound, a light-absorbing film and a display device. The organic compound provided by the present application has a main structure of a metal complex based on methylene dipyrrole, and thus has excellent stability. The present application provides an organic compound, a light-absorbing film and a display device. 1 -R 7 The selection of the group and the metal M can achieve the maximum absorption wavelength (λ max ) and the Full Width at Half Maximum (FWHM) of absorption, the light absorption performance of the organic compound is regulated, so that the organic compound can selectively absorb light in the wavelength band between green light and blue light, and has a narrow absorption half-peak width, and has excellent optical properties. The organic compound of the present application is applied to the light-absorbing film, which can effectively absorb stray light between the green and blue light bands, reduce color crosstalk, and thus improve the color purity and display contrast of the display device. BRIEF DESCRIPTION OF THE DRAWINGS

[0020] Figure 1 The normalized UV-visible absorption spectrum of the organic compound Ⅰ-1 provided in the examples of the present application;

[0021] Figure 2 The normalized UV-visible absorption spectrum of the organic compound Ⅰ-2 provided in the examples of the present application;

[0022] Figure 3 The normalized UV-visible absorption spectrum of the organic compound Ⅰ-3 provided in the examples of the present application;

[0023] Figure 4 A schematic structural diagram of a display device provided in an embodiment of the present application.

[0024] Description of reference numerals:

[0025] 10. Display device; 100. Display panel; 110. Array substrate; 120. Light-emitting device layer; 130. Packaging layer; 200. Light-absorbing film; 300. Cover plate. DETAILED DESCRIPTION

[0026] The following will be combined with the drawings in the embodiments of the present application to clearly and completely describe the technical solutions in the embodiments of the present application. Obviously, the described embodiments are only part of the embodiments of the present application, not all of the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those skilled in the art without creative work are within the scope of protection of the present application. In addition, it should be understood that the specific implementation methods described herein are only used to illustrate and explain the present application, and are not used to limit the present application. In the present application, in the absence of any contrary instructions, the directional words such as "upper" and "lower" used generally refer to the upper and lower parts of the device in actual use or working state, specifically the drawing direction in the accompanying drawings. In the present application, "optionally", "optional", "optional" means optional, that is, it refers to any one of the two parallel schemes of "yes" or "no". If multiple "optional" appear in a technical solution, if there is no special explanation, and there is no contradiction or mutual restriction, each "optional" is independent. In the present application, the technical features described in an open manner include closed technical solutions composed of the listed features, and also include open technical solutions of the listed features.

[0027] The present application provides an organic compound having a structure shown in formula (I):

[0028]

[0029] Among them, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 is selected from hydrogen, an alkyl group having 1 to 20 carbon atoms, a carboxyl group, an ester group, an aldehyde group or a carbonyl group;

[0030] M represents a divalent transition metal atom.

[0031] The organic compound provided by the present application is an organic dye based on a metal complex of methylene dipyrrole, which has a methylene dipyrrole metal complex as a core structure, wherein the methylene dipyrrole unit has a stable conjugated structure, and the methylene dipyrrole unit is bonded to the metal M through a coordination bond, so that the organic compound has excellent stability. At the same time, the present application modifies the R 1 -R 7 The selection of groups can achieve the maximum absorption wavelength (λ max) and the absorption half-peak width (Full Width at Half Maximum, FWHM) are adjusted so that the organic compound has a unique absorption spectrum, which can selectively absorb light in the band between green light and blue light (about 490nm), and has a narrow absorption half-peak width and a strong absorption ability.

[0032] In some embodiments, the visible light absorption wavelength range of the organic compound is 430nm to 530nm, and the maximum absorption wavelength λ of the organic compound is max ≈490nm, and the absorption half-peak width of the organic compound is less than or equal to 50nm. The organic compound of the present application has a specific absorption spectrum, can absorb stray light in the wavelength band between green light and blue light, and the absorption half-peak width of the organic compound is less than or equal to 50nm, has a narrow absorption half-peak width, can effectively absorb light in the wavelength band between green light and blue light, and reduce the impact on green light and blue light, because when the absorption half-peak width is too large, the organic compound will absorb part of the green light and blue light, resulting in a decrease in the light intensity of the green light and blue light emitted during display and a decrease in the color purity.

[0033] Furthermore, the absorption half-width of the organic compound is in the range of 25nm to 40nm, and has a narrower absorption half-width, which can more accurately absorb stray light in the band between green light and blue light, reduce the absorption of green light and blue light, make the boundary between green light and blue light clearer, improve the utilization rate of green light and blue light, and be more conducive to improving the color purity and contrast of the display.

[0034] In some embodiments, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 is selected from hydrogen or an alkyl group having 1 to 15 carbon atoms. 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 is selected from hydrogen or an alkyl group having 1 to 10 carbon atoms. 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 It is necessary to select a group with a suitable molecular weight to meet the solubility and purification requirements of the organic compound during the preparation process. 1 , R 2, R 3 , R 4 , R 5 , R 6 , R 7 When the alkyl group is selected within the above range, the molecular weight of the alkyl group is appropriate, so that the organic compound has good solubility and is in powder form for easy purification. When the molecular weight of the selected alkyl group is too small, the solubility of the organic compound in the organic solvent will be poor; when the molecular weight of the selected alkyl group is too large, it is easy to cause the organic compound to be in the form of oil instead of powder, making purification difficult. Therefore, in this application, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 The number of carbon atoms in the selected alkyl group should not be too small or too large.

[0035] In some embodiments, R 1 , R 7 is selected from an alkyl group having 1 to 5 carbon atoms. As shown in the structure of formula (I), the group R of the two methylene dipyrrole units 1 , R 7 The positions are close, when R 1 , R 7 If the group at the position is too small, the overall structure of the organic compound tends to be planar, the molecules are easily stacked and aggregated, and the material is difficult to disperse in the solvent, resulting in a decrease in the solubility of the organic compound. Therefore, R 1 , R 7 Hydrogen is not selected, but alkyl groups with relatively large molecular weight are preferred. 1 , R 7 The group at the position should not be too large. 1 , R 7 When the group at the position is too large, a large steric hindrance will be formed, and the metallization reaction of the organic compound requires more intense reaction conditions, such as higher reaction temperature, longer reaction time, etc., which will lead to increased production costs. Therefore, R 1 , R 7 Do not select alkyl groups with carbon number greater than 5. 1 , R 7 The alkyl group is selected from an alkyl group having 1 to 5 carbon atoms. On the one hand, the suitable group steric hindrance is conducive to the interlacing of the planes where the two methylene dipyrrole units connected to M are located, that is, the two methylene dipyrrole units connected to M are not coplanar, so as to avoid the overall structure of the organic compound tending to be planar, thereby avoiding the stacking and aggregation of molecules, thereby improving the solubility. On the other hand, R 1 , R7 The groups at the position will not be too large, no drastic reaction conditions are required, and the cost is low.

[0036] In some embodiments, R 2 , R 6 It can also be selected from carboxyl, ester, aldehyde or carbonyl. 2 , R 6 The different conjugation effects and induction effects of different groups can adjust the solubility and optical properties of the molecule. 2 , R 6 The selection of the group at the position has a relatively large influence on the optical properties of the organic compound, especially on the half-peak width of the absorption of the organic compound. 2 , R 6 When selected from carboxyl, ester, aldehyde or carbonyl, the organic compound has a narrow absorption half-peak width, which satisfies that the absorption half-peak width is less than or equal to 50 nm. 2 , R 6 When selected from ester groups (such as -COOEt, etc.), the more ester groups there are, the smaller the half-peak width of the absorption peak. The carboxyl group, aldehyde group or carbonyl group has similar properties to the ester group. In addition, in terms of the feasibility of the synthetic route and the convenience of synthesis, R 1 , R 3 , R 4 , R 5 , R 7 The group at the position is more easily selected as alkyl or hydrogen. 1 , R 3 , R 4 , R 5 , R 7 When other groups are selected at the position, the synthesis is more difficult, and R 2 , R 6 The position selection of carboxyl, ester, aldehyde or carbonyl group is relatively easy to achieve in terms of synthetic factors.

[0037] In some embodiments, M is selected from one of Mg, Co, Ni, Cu, and Zn. In the organic compound structure of the present application, two methylene dipyrrole units are bonded to the metal M through coordination bonds. The optical properties of the organic compound are also related to the selection of the central metal atom M. When M is selected from one of Mg, Co, Ni, Cu, and Zn, the organic compound can selectively absorb light in the wavelength range between green light and blue light, with a maximum absorption wavelength λ max =490nm and the absorption half-peak width is less than or equal to 50nm. Further, when M is selected from Co or Zn, the organic compound has better optical properties.

[0038] The present application also provides a method for preparing the organic compound, which comprises:

[0039] The hydrobromide of methylenedipyrrole (i.e., the metal ligand) and the acetate of the metal (M(OAc)) 2 ) or chloride salt (MCl 2 ) is added to a solvent and reacted for several hours under a certain reaction temperature to obtain the organic compound. The specific reaction process is as follows:

[0040]

[0041] The solvent of the reaction includes at least one of dichloromethane and methanol, but is not limited thereto.

[0042] The reaction temperature ranges from 25° to 70°. Considering factors such as reaction time and solvent boiling point, the reaction temperature is preferably in the range of 25° to 50°, more preferably 25° to 35°. The reaction time of the reaction is 1 to 24 hours, preferably 2 to 16 hours, more preferably 3 to 12 hours. Specifically, the reaction time can be adapted according to the choice of reactants, solvents and reaction temperature.

[0043] In some embodiments, when R 4 When is a hydrogen atom, the hydrobromide of methylene dipyrrole can be obtained by adding the corresponding pyrrole and pyrrole carboxaldehyde in a molar ratio of 1:1 into a solvent and then adding a hydrobromic acid aqueous solution for reaction. The specific reaction process is as follows:

[0044]

[0045] The solvent of the reaction includes methanol, but is not limited thereto. The addition ratio of the hydrobromic acid aqueous solution is 5-50% of the total volume ratio. Too much addition of the hydrobromic acid aqueous solution is not conducive to the dissolution of the raw materials, while too little addition of the hydrobromic acid aqueous solution is not conducive to the reaction. The preferred addition ratio of the hydrobromic acid aqueous solution is 5-30%, and more preferably 10-20%.

[0046] The present application also provides a light absorbing film, which includes the organic compound as described above.

[0047] The light-absorbing film can replace the color filter film in the related art. The light-absorbing film can absorb visible light other than R / G / B and only transmit R / G / B, thereby improving the display contrast. In the present application, the material of the light-absorbing film includes an organic compound represented by the above formula (I). Due to the use of the organic compound of the present application, the light-absorbing film can selectively absorb light in the band between green light and blue light (about 490nm), and the absorption half-peak width is less than or equal to 50nm, the absorption half-peak width is narrow, and the absorption capacity is strong, which can reduce the absorption of green light and blue light, improve color purity, and thus improve the display contrast. At the same time, the preparation process of the light-absorbing film is simple, and there is no need to adopt a complex mask process such as a color filter film, which can achieve the effect of reducing costs and increasing efficiency.

[0048] It should be noted that the material of the light-absorbing film may also include organic compounds with other functions, such as organic compounds that can absorb light in the wavelength band between red light and green light (about 585nm). For details, reference may be made to the prior art, and this application does not make specific restrictions. This application aims to provide an organic compound formula (I) that absorbs light in the wavelength band between green light and blue light (about 490nm). The light-absorbing film can effectively improve color purity and contrast by using the organic compound represented by formula (I).

[0049] The material of the light-absorbing film also includes a substrate, such as an acrylic polymer. The light-absorbing film can be obtained by adding the organic compound to the substrate and mixing them, and then coating, curing and other processes.

[0050] The organic compound and the light-absorbing film of the present application are further described below through specific examples.

[0051] 1. Synthesis of organic compounds

[0052] Example 1

[0053] Synthesis of organic compound Ⅰ-1:

[0054] 1) Synthesis of Methylenedipyrrole Hydrobromide Ligand L1

[0055]

[0056] 2,4-Dimethylpyrrole (CAS No. 625-82-1) and 3,5-dimethyl-1-pyrrolecarboxaldehyde (CAS No. 2199-58-8) were added to methanol in a molar ratio of 1:1 and stirred at room temperature to fully dissolve. Under stirring conditions, a 35-45% volume ratio of hydrobromic acid aqueous solution was gradually added. The addition process was accompanied by smoke and the generation of orange-red solids. After the addition was completed, it was stirred at room temperature for 1 hour to fully react. After the reaction was completed, the solution was placed in a -20°C temperature condition and frozen for one day. The frozen mixture was filtered under reduced pressure, and the filter residue was then washed with deionized water to remove the hydrobromic acid. The solid part after filtration was vacuum dried to obtain methylene dipyrrole hydrobromide ligand L1 (orange-red solid, yield 87%). The nuclear magnetic resonance detection results of methylene dipyrrole hydrobromide ligand L1 are: 1 H NMR (CDCl 3 , 400MHz) δ13.01(s,2H),7.06(s,1H),6.12(s,2H),2.65(s,6H),2.33(s,6H).

[0057] 2) Synthesis of organic compound Ⅰ-1

[0058]

[0059] Methylenedipyrrole hydrobromide ligand L1 and anhydrous zinc acetate (CAS No. 557-34-6) are added to a mixed solvent of dichloromethane and methanol at a molar ratio of (2-4):1, and then triethylamine (CAS No. 121-44-8) is added. A condenser is installed on the reaction device, and the reaction liquid is fully reacted at 25-50°C.

[0060] After the reaction solution is cooled to room temperature, it is purified by suction filtration flash silica gel column to remove unreacted metal salts. The silica gel chromatography column is eluted with dichloromethane until the filtrate is substantially colorless, and the filtrate is collected under negative pressure.

[0061] The collected filtrate was concentrated by rotary evaporation and then recrystallized with dichloromethane and methanol.

[0062] Finally, the product was collected by suction filtration, methanol washing, and vacuum drying to obtain organic compound Ⅰ-1 (orange solid, yield 93%). The mass spectrometry detection result of organic compound Ⅰ-1 is: Mass Spec.m / z=463.2[M+H]+. The elemental analysis result of organic compound Ⅰ-1 is:

[0063] Elem.Anal.C:67.17,H:6.70,N:12.22,O:12.35.

[0064] Example 2

[0065] Synthesis of organic compound Ⅰ-2:

[0066] 1) Synthesis of Methylenedipyrrole Hydrobromide Ligand L2

[0067]

[0068] 3,5-Dimethyl-1-pyrrolecarboxaldehyde (CAS No. 2199-58-8) and 2,4-dimethyl-3-pyrrolecarboxylic acid ethyl ester (CAS No. 2199-51-1) were added to methanol at a molar ratio of 1:1 and stirred at room temperature to fully dissolve.

[0069] Under stirring conditions, a 35-45% volume ratio of hydrobromic acid aqueous solution is gradually added, and the addition process is accompanied by smoke and the generation of orange-red solids. After the addition is completed, stir at room temperature for 1 hour to fully react. After the reaction is completed, the solution is placed in a -20°C temperature condition and frozen for one day. The frozen mixture is filtered under reduced pressure, and the filter residue is then fully washed with deionized water to remove hydrobromic acid. The solid part after filtration is vacuum dried to obtain methylene dipyrrole hydrobromide ligand L1 (orange solid, yield 89%). The nuclear magnetic resonance detection results of the methylene dipyrrole hydrobromide ligand L2 are: 1 H NMR (CDCl 3 ,400MHz)δ13.53(s,1H),13.19(s,1H),7.25(s,1H),4.32(quart,2H),2.90(s,3H),2.71(s,3H),2.59(s,3H),2.41(s,3H),1.37(t,3H).

[0070] 2) Synthesis of organic compound Ⅰ-2

[0071]

[0072] Methylenedipyrrole hydrobromide ligand L2 and anhydrous zinc acetate (CAS No. 557-34-6) are added to a mixed solvent of dichloromethane and methanol in a molar ratio of (2-4):1, and then triethylamine (CAS No. 121-44-8) is added. A condenser is placed on the reaction device, and the reaction solution is fully reacted at 25-50°C. After the reaction solution is cooled to room temperature, it is purified by suction filtration flash silica gel column to remove unreacted metal salts, and the silica gel chromatography column is eluted with dichloromethane until the filtrate is basically colorless, and the filtrate is collected under negative pressure. The collected filtrate is concentrated by rotary evaporator and then recrystallized with dichloromethane and methanol. Finally, the product is collected by suction filtration, methanol washing, and vacuum drying to obtain organic compound Ⅰ-1 (orange solid, yield 94%). The mass spectrometry detection result of organic compound Ⅰ-2 is: Mass Spec.m / z=607.2[M+H]+. The elemental analysis results of organic compound Ⅰ-2 are: Elem.Anal.C:63.05, H:6.44, N:9.41, O:10.68.

[0073] Example 3

[0074] Synthesis of organic compound Ⅰ-3:

[0075] 1) Synthesis of Methylenedipyrrole Hydrobromide Ligand L3

[0076]

[0077] 2,4-dimethyl-3-pyrrolecarboxylic acid ethyl ester (CAS No. 2199-51-1) and 2,4-dimethylpyrrole-3-carboxylic acid ethyl ester-5-formaldehyde (CAS No. 2199-59-9) were added to methanol in a molar ratio of 1:1, and stirred at room temperature to fully dissolve. Under stirring conditions, a 35-45% volume ratio of hydrobromic acid aqueous solution was gradually added, and smoke and orange-red solids were generated during the addition process. After the addition was completed, it was stirred at room temperature for 1 hour to fully react. After the reaction was completed, the solution was placed in a -20°C temperature condition and frozen for one day. The frozen mixture was filtered under reduced pressure, and the filter residue was then washed with deionized water to remove hydrobromic acid. The solid part after filtration was vacuum dried to obtain methylene dipyrrole hydrobromide ligand L1 (orange-red solid, yield 95%). The nuclear magnetic resonance detection results of the methylene dipyrrole hydrobromide ligand L3 are: 1 H NMR (CDCl 3 ,400MHz) δ13.58(s,2H),7.48(s,1H),4.33(quart,4H),2.89(s,6H),2.67(s,6H),1.38(t,6H).

[0078] 2) Synthesis of organic compound Ⅰ-3

[0079]

[0080] Methylenedipyrrole hydrobromide ligand L3 and anhydrous zinc acetate (CAS No. 557-34-6) are added to a mixed solvent of dichloromethane and methanol in a molar ratio of (2-4):1, and then triethylamine (CAS No. 121-44-8) is added. A condenser is placed on the reaction device, and the reaction solution is fully reacted at 25-50°C. After the reaction solution is cooled to room temperature, it is purified by suction filtration flash silica gel column to remove unreacted metal salts, and the silica gel chromatography column is eluted with dichloromethane until the filtrate is basically colorless, and the filtrate is collected under negative pressure. The collected filtrate is concentrated by rotary evaporator and then recrystallized with dichloromethane and methanol. Finally, the product is collected by suction filtration, methanol washing, and vacuum drying to obtain organic compound I-1 (orange solid, yield 99%). The mass spectrometry detection result of organic compound I-3 is: Mass Spec.m / z=751.3[M+H]+. The elemental analysis results of organic compound Ⅰ-3 are: Elem.Anal.C:63.43, H:6.29, N:7.58, O:17.31.

[0081] 2. Absorption spectrum test

[0082] 0.1 wt% to 10.0 wt% of the organic compound is added to acrylic UV curing glue, and then subjected to processes such as coating, leveling, heat baking, and UV curing to obtain a yellow-orange film, namely the light-absorbing film.

[0083] Among them, the organic compounds are organic compound I-1, organic compound I-2 and organic compound I-3 prepared by the above-mentioned Examples 1, 2 and 3, light-absorbing film 1 is prepared from organic compound I-1, light-absorbing film 2 is prepared from organic compound I-2, and light-absorbing film 3 is prepared from organic compound I-3.

[0084] The above-mentioned light absorbing film 1, light absorbing film 2 and light absorbing film 3 were tested for UV-visible absorption spectrum and transmittance on a UV-visible spectrophotometer (instrument model Shimidzu UV-1800). The relevant test results are shown in Table 1.

[0085] The normalized absorption spectra of organic compound Ⅰ-1, organic compound Ⅰ-2 and organic compound Ⅰ-3 are shown in Figure 1-Figure 3 .

[0086] Table 1

[0087] light absorbing film Organic compounds <![CDATA[λ max (nm)]]> FWHM(nm) T(％) Haze(%) 1 I-1 495 39 79.33 1.05 2 I-2 491 35 84.17 1.11 3 I-3 492 28 87.43 0.99

[0088] In Table 1, λ maxrepresents the maximum absorption wavelength, FWHM represents the half-maximum width of absorption, T represents the transmittance, and Haze represents the haze.

[0089] From Table 1 and Figure 1-Figure 3 It can be seen that the maximum absorption wavelength of organic compound Ⅰ-1, organic compound Ⅰ-2 and organic compound Ⅰ-3 is around 490nm, and the absorption half-peak width is between 25nm and 40nm. Organic compound Ⅰ-1, organic compound Ⅰ-2 and organic compound Ⅰ-3 can all absorb light in the wavelength band between green light and blue light, and have a narrow absorption half-peak width, and have excellent optical properties.

[0090] The present application also provides a display device 10, see Figure 4 The display device 10 includes a display panel 100 and the light absorption film 200 as described above, and the light absorption film 200 is arranged on the light emitting side of the display panel 100 .

[0091] The display panel 100 may be an OLED display panel, including an array substrate 110 and a light emitting device layer 120 .

[0092] The array substrate 110 includes a substrate and a thin film transistor layer disposed on the substrate, and is used to drive the light emitting device layer 120 to emit light.

[0093] The light emitting device layer 120 is disposed on the array substrate 110. Specifically, the light emitting device layer 120 includes an anode located on the array substrate 110, a light emitting layer located on a side of the anode away from the array substrate 110, and a cathode located on a side of the light emitting layer away from the anode. The light emitting layer may include at least one of a red sub-light emitting layer, a green sub-light emitting layer, and a blue sub-light emitting layer.

[0094] The display panel 100 further includes an encapsulation layer 130, which covers the light emitting device layer 120 to protect the light emitting device layer 120 and prevent water and oxygen corrosion. The encapsulation layer 130 includes at least one of an inorganic film layer and an organic film layer.

[0095] The light absorbing film 200 is disposed on a side of the light emitting device layer 120 away from the array substrate 110. Specifically, the light absorbing film 200 is located on a side of the encapsulation layer 130 away from the light emitting device layer 120. The light absorbing film 200 includes an organic compound represented by the above formula (I), which can selectively absorb light in a wavelength band between green light and blue light (about 490 nm), and the absorption half-peak width is less than or equal to 50 nm, which can effectively improve the color purity and display contrast of the display device.

[0096] Furthermore, the display device 10 further includes a cover plate 300 , and the cover plate 300 is disposed on a side of the light absorbing film 200 away from the light emitting device layer 120 , and the cover plate 300 is used to protect the light absorbing film 200 and the display panel 100 .

[0097] The present application provides an organic compound, a light-absorbing film and a display device. The organic compound provided by the present application has a main structure of a metal complex based on methylene dipyrrole, and thus has excellent stability. The present application provides an organic compound, a light-absorbing film and a display device. 1 -R 7 The selection of the group and the metal M can achieve the maximum absorption wavelength (λ max ) and the Full Width at Half Maximum (FWHM) of absorption, the light absorption performance of the organic compound is regulated, so that the organic compound can selectively absorb light in the wavelength band between green light and blue light, has a narrower absorption half-peak width, and has excellent optical properties. The organic compound of the present application is applied to the light-absorbing film, which can effectively absorb stray light between the green and blue light bands, reduce color crosstalk, and thus improve the color purity and display contrast of the display device.

[0098] The technical features of the above-described embodiments may be arbitrarily combined. To make the description concise, not all possible combinations of the technical features in the above-described embodiments are described. However, as long as there is no contradiction in the combination of these technical features, they should be considered to be within the scope of this specification.

[0099] The above-mentioned embodiments only express several implementation methods of the present application, and the descriptions thereof are relatively specific and detailed, but they cannot be understood as limiting the scope of the invention patent. It should be pointed out that, for a person of ordinary skill in the art, several variations and improvements can be made without departing from the concept of the present application, and these all belong to the protection scope of the present application. Therefore, the protection scope of the patent of the present application shall be subject to the attached claims.

Claims

1. An organic compound, characterized in that The organic compound has a structure shown in formula (I): Among them, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 is selected from hydrogen, an alkyl group having 1 to 20 carbon atoms, a carboxyl group, an ester group, an aldehyde group or a carbonyl group; M represents a divalent transition metal atom.

2. The organic compound according to claim 1, characterized in that R 1 , R 3 , R 4 , R 5 , R 7 is selected from hydrogen or an alkyl group having 1 to 10 carbon atoms.

3. The organic compound according to claim 1, characterized in that R 1 , R 7 is selected from alkyl groups having 1 to 5 carbon atoms.

4. The organic compound according to claim 1, characterized in that R 2 , R 6 is selected from hydrogen, an alkyl group having 1 to 10 carbon atoms, a carboxyl group, an ester group, an aldehyde group or a carbonyl group.

5. The organic compound according to claim 1, characterized in that M is selected from one of Mg, Co, Ni, Cu and Zn.

6. The organic compound according to claim 1, characterized in that M is selected from one of Co and Zn.

7. The organic compound according to claim 1, characterized in that In the structure of formula (I) of the organic compound, the two methylene dipyrrole units connected to M are not coplanar.

8. The organic compound according to any one of claims 1 to 7, characterized in that The visible light absorption wavelength range of the organic compound is 430nm to 530nm, and the absorption half-peak width of the organic compound is less than or equal to 50nm.

9. A light-absorbing film, characterized in that: The light absorption film comprises the organic compound according to any one of claims 1 to 8.

10. A display device, characterized in that: The display device comprises a display panel and the light absorbing film according to claim 9, wherein the light absorbing film is arranged on a light emitting side of the display panel.

Images