Organic compound, optical film, and display panel

Abstract

The invention relates to an organic compound, an optical film and a display panel. The organic compound has a structure shown as a formula I, the organic compound provided by the invention has stronger characteristic absorption on light of a blue light wave band and lower characteristic absorption on light of red light and green light wave bands, can better meet the requirement of a material on a blue light shading function, and increases the shading selectivity of the material.

Description

Technical Field

[0001] This application relates to the field of displays, specifically to an organic compound, an optical film, and a display panel. Background Technology

[0002] Porphyrins are organic molecules consisting of four pyrroles linked by methylene groups, forming a macrocyclic aromatic structure with 18π electrons. They exhibit excellent stability and characteristic absorption in the blue light region, making them suitable for applications such as coloring dyes, photocatalysis, and color resists. However, while porphyrin materials show strong characteristic absorption in the blue light region (380–500 nm), they also exhibit weak characteristic absorption in the green and red light regions (500–750 nm), which can affect the material's light-shielding selectivity. Summary of the Invention

[0003] This application provides an organic compound, an optical film, and a display panel. The organic compound provided in this application has stronger characteristic absorption of blue light and lower characteristic absorption of red and green light, which can better meet the material's requirements for blue light blocking function and increase the material's light blocking selectivity.

[0004] This application provides an organic compound having the structure shown in Formula I: I; in, R is selected from at least one of a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic group having 6 to 20 carbon atoms. In the structure shown in Formula I, R connected at different sites is selected from the same or different groups. M is selected from divalent transition metal atoms.

[0005] In some embodiments, R is selected from substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms, or substituted or unsubstituted aromatic groups having 6 to 12 carbon atoms.

[0006] In some embodiments, R is selected from substituted or unsubstituted phenyl groups.

[0007] In some embodiments, the substituted or unsubstituted substituent group is selected from at least one of hydrogen, deuterium, halogen, alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenoxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms, and alkynoxy having 2 to 10 carbon atoms.

[0008] In some embodiments, the substituted or unsubstituted substituent group is selected from at least one of hydrogen or alkyl groups having 1 to 5 carbon atoms.

[0009] In some embodiments, R is selected from phenyl or methyl-substituted phenyl.

[0010] In some embodiments, M is selected from Co, Ni, Cu or Zn.

[0011] In some embodiments, the absorption peak wavelength of the organic compound is greater than or equal to 250 nm and less than or equal to 530 nm.

[0012] This application also provides an optical film, the material of which includes the organic compounds described above.

[0013] This application also provides a display panel, the display panel comprising: First substrate; A display functional layer is disposed on one side of the first substrate; and The optical film described above is disposed on the side of the display functional layer away from the first substrate.

[0014] This application provides an organic compound, an optical film, and a display panel. The organic compound provided in this application has the structure shown in Formula I, wherein the four pyrroles of the organic compound are connected by single bonds and methylene groups to form an antiaromatic macrocyclic structure with 16π electrons, and the macrocyclic structure is linked to the central metal M through coordination bonds. Compared with porphyrin, the organic compound of this application has stronger characteristic absorption of blue light and lower characteristic absorption of red and green light. Applying this organic compound to blue light blocking materials can better meet the material's requirements for blue light blocking function, increase the material's light blocking selectivity, and significantly improve the material's optical performance. Attached Figure Description

[0015] Figure 1 The ultraviolet-visible absorption spectrum of organic compound I-1-1 provided for embodiments of this application; Figure 2 The ultraviolet-visible absorption spectrum of organic compound I-2-1 provided for embodiments of this application; Figure 3 A schematic diagram of the structure of an optical film provided for an embodiment of this application; Figure 4 A schematic diagram of the structure of a display panel provided for an embodiment of this application; Figure 5 This is a schematic diagram of another display panel structure provided for an embodiment of this application.

[0016] Explanation of reference numerals in the attached figures: 10. Display panel; 100. Optical film; 110. First substrate; 120. Display functional layer; 130. Second substrate. Detailed Implementation

[0017] The technical solutions in the embodiments of this application will be clearly and completely described below with reference to the accompanying drawings. Obviously, the described embodiments are only a part of the embodiments of this application, and not all of them. Based on the embodiments in this application, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of this application. In addition, it should be understood that the specific embodiments described herein are only for illustration and explanation of this application and are not intended to limit this application. In this application, unless otherwise stated, directional terms such as "upper" and "lower" generally refer to the upper and lower positions of the device in actual use or operation, specifically the drawing directions in the accompanying drawings. In this application, "optionally," "optionally," and "optional" mean that they are optional, that is, they are selected from either "with" or "without" parallel solutions. If multiple "optional" statements appear in a technical solution, unless otherwise specified and without contradiction or mutual constraint, each "optional" statement is independent. In this application, the technical features described in an open-ended manner include both closed technical solutions composed of the listed features and open technical solutions composed of the listed features.

[0018] In this application, "substitution" means that the hydrogen atom in the substituent is replaced by the substituent.

[0019] In this application, "substituted or unsubstituted" means that the defined group may or may not be substituted. When the defined group is substituted, it should be understood that the defined group may be substituted by one or more substituents.

[0020] In this application, "aryl or aromatic group" refers to an aromatic hydrocarbon group derived from an aromatic ring compound by removing one hydrogen atom. It can be a monocyclic aryl, a fused-ring aryl, or a polycyclic aryl, and for polycyclic rings, at least one of them is an aromatic ring system. For example, "substituted or unsubstituted aryl having 6 to 20 carbon atoms" means an aryl containing 6 to 20 carbon atoms, and optionally further substituted.

[0021] In this application, "alkyl" can mean straight-chain, branched, and / or cyclic alkyl. "Substituted or unsubstituted alkyl having 1 to 20 carbon atoms" means an alkyl group containing 1 to 20 carbon atoms, optionally further substituted. Phrases containing this term, non-limiting examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, cyclopentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3 , 7-dimethyloctyl, cyclooctyl, n-nonyl, n-decyl, adamantyl, 2-ethyldecyl, 2-butyldecyl, 2-hexyldecyl, 2-octyldecyl, n-undecyl, n-dodecyl, etc.

[0022] In this application, the term "alkoxy" refers to a group with the structure "-O-alkyl", that is, an alkyl group as defined above that is attached to other groups via an oxygen atom. Suitable examples of phrases containing this term include, but are not limited to: methoxy (-O-CH3 or -OMe), ethoxy (-O-CH2CH3 or -OEt), and tert-butoxy (-OC(CH3)3 or -OtBu).

[0023] In this application, when no linking site is specified in the group, it means that any linkable site in the group is selected as the linking site.

[0024] In this application, when no fusion site is specified in the group, it means that any fusionable site in the group is selected as the fusion site, preferably two or more sites in the adjacent position of the group are fusion sites.

[0025] In this application, when the same group contains multiple substituents with the same symbol, the substituents can be the same as or different from each other, for example... The six Rs on the benzene ring can be the same or different from each other.

[0026] This application provides an organic compound having the structure shown in Formula I: I; in, R is selected from at least one of a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic group having 6 to 20 carbon atoms. In the structure shown in Formula I, R connected at different sites is selected from the same or different groups. M is selected from divalent transition metal atoms.

[0027] The organic compound of formula I provided in this application is a porphyrin-like material. The organic compound includes a porphyrin-like macrocyclic structure formed by four pyrroles linked by single bonds and methylene groups, and the macrocyclic structure is combined with the central metal M through coordination bonds to form an organometallic complex structure. Compared to porphyrin (the structure shown in Formula II), the organic compound structure of Formula I in this application omits the two para-meso-carbon atoms in the porphyrin structure, shrinking it to a 16π-electron antiaromatic macrocyclic structure. The 16π-antiaromatic macrocyclic structure has a higher electronic transition energy, significantly improving the absorption efficiency of blue light photons. Therefore, it has stronger characteristic absorption of blue light. At the same time, the antiaromatic nature leads to poor excited state stability of the 16π macrocyclic structure. Low-energy photons in the red and green light regions cannot effectively drive electrons to complete the transition from the ground state to the excited state. Furthermore, the slight configurational distortion of the 16π macrocyclic structure will disrupt the conjugation continuity, further suppressing its absorption of long wavelengths (red and green light). Therefore, it has lower characteristic absorption of red and green light, significantly improving the light-shielding selectivity of the material.

[0028] The structure of porphyrin is shown in Formula II: II; The black dots mark the carbon atoms at the meso positions.

[0029] In some embodiments, the absorption peak wavelength of the organic compound of this application is greater than or equal to 250 nm and less than or equal to 530 nm, that is, the absorption wavelength range is 250 nm to 530 nm. The absorption wavelength of the organic compound of this application can cover the 250 nm to 530 nm band, and the absorption of red and green light bands is weak or almost non-existent. This avoids the defect of porphyrin as a blue light blocking material having characteristic absorption of red and green light bands, and can better meet the material's requirement for blue light blocking function. It is a blue light blocking material with superior optical performance.

[0030] In this application, the R group in the organic compound of Formula I is used to adjust the solubility. R needs to be selected as a group with an appropriate number of carbon atoms, that is, a group with an appropriate molecular weight, to meet the requirements of solubility and purification during the preparation of the organic compound. When the selected group of R is too small, the steric hindrance of the R group is small, and it cannot improve the solubility of the molecule; when the selected group of R is too large, the R group is too large, which reduces the solubility. When R is selected from substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, or from substituted or unsubstituted aromatic groups having 6 to 20 carbon atoms, the molecular weight of the substituent R is appropriate, so that the organic compound has good solubility and is soluble in various common organic solvents, which facilitates the preparation and purification of the organic compound.

[0031] In some embodiments, R is selected from substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms. Alkyl groups are lipophilic; the larger the alkyl group, the better its solubility in organic solvents. However, excessively large alkyl groups tend to result in an oily liquid rather than a powder, making purification difficult. Therefore, in this application, R is selected from alkyl groups having 1 to 10 carbon atoms to ensure good solubility of the organic compound, while also facilitating its preparation and purification, thereby simplifying the process and reducing costs.

[0032] In some embodiments, R is selected from substituted or unsubstituted aromatic groups having 6 to 12 carbon atoms. For the methylene dipyrrole precursor used in the synthesis of this organic compound, when R is a substituent containing an aromatic group, especially a phenyl substituent, it is more advantageous to obtain the raw material, for example, the synthesis and purification of the raw material are easier, which can further improve the syntheticity of the organic compound and reduce costs.

[0033] In some embodiments, R is selected from at least one of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted naphthyl.

[0034] In some embodiments, R is selected from substituted or unsubstituted phenyl groups to facilitate the preparation and purification of the organic compound.

[0035] In some embodiments, the substituted or unsubstituted substituents are selected from at least one of hydrogen, deuterium, halogens (F, Cl, Br, I), alkyl groups having 1 to 10 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, alkenyl groups having 2 to 10 carbon atoms, alkenoxy groups having 2 to 10 carbon atoms, alkynyl groups having 2 to 10 carbon atoms, and alkynoxy groups having 2 to 10 carbon atoms.

[0036] In some embodiments, the substituted or unsubstituted substituents are selected from at least one of hydrogen and alkyl groups having 1 to 5 carbon atoms, to facilitate the preparation and purification of the organic compound.

[0037] In some embodiments, the substituted or unsubstituted substituents are selected from hydrogen or methyl.

[0038] In some embodiments, R is selected from phenyl or methyl-substituted phenyl groups. When R is selected from the above groups, on the one hand, the solubility of the molecule can be improved and the purification process can be facilitated, on the other hand, the stability of the molecular structure can be guaranteed, and the preparation reaction can be simplified and the cost can be reduced.

[0039] In some embodiments, the organic compounds of this application have the structure shown in Formula II: II; in, R1 is selected from at least one of hydrogen, deuterium, F, Cl, Br, I, alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenoxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms, and alkynoxy having 2 to 10 carbon atoms. M is selected from Co, Ni, Cu or Zn.

[0040] In some embodiments, R1 is selected from at least one of hydrogen and alkyl groups having 1 to 5 carbon atoms.

[0041] In some embodiments, R1 is selected from hydrogen or methyl.

[0042] In some embodiments, the organic compound is selected from the structure shown in Formula I-1 or Formula I-2: I-1, or I-2; M is selected from Co, Ni, Cu or Zn.

[0043] In some embodiments, M is selected from divalent metals such as Co, Ni, Cu, or Zn. In the organic compound structure of this application, a porphyrin-like macrocycle composed of four pyrroles is bonded to the central metal M through coordination bonds. The metal M can regulate the molecular structure, photoelectric properties, and stability of the organic compound. The optical properties of the organic compound are related to the choice of the central metal atom M. When M is selected from Co, Ni, Cu, or Zn, the absorption wavelength range of the organic compound can be achieved between 250 nm and 530 nm, realizing the blue light blocking function.

[0044] This application also provides a method for preparing an organic compound, the preparation steps of which include: (1) Synthesis of intermediate: The methylene dipyrrole precursor and the metal salt were added to the first solvent to react and obtain the intermediate; Among them, the metal salt is the chloride or acetate salt of metal M, i.e., M II Cl2 or M II (OAc)2. The first solvent may be a mixture of dichloromethane and methanol, or a mixture of chloroform and methanol, but is not limited thereto. Step (1) may be carried out at room temperature.

[0045] (2) Synthesis of organic compounds: The intermediate obtained in step (1) is added to a second solvent with a catalyst and a reducing agent to react and obtain the organic compound of formula I of this application.

[0046] The catalyst can be a nickel catalyst, and in the following reaction pathway, the nickel catalyst / ligand is a NiCl2 / triphenylphosphine system. The reducing agent can be reduced zinc powder, but is not limited to this. The second solvent can be N,N-dimethylformamide, but is not limited to this. The reaction temperature range of step (2) is 40 °C to 100 °C, specifically depending on the selected metal M. Generally speaking, the larger the metal atomic size, the greater the ring-closure strain, and the higher the required reaction temperature.

[0047] The specific reaction pathway is as follows: ; In this process, the methylene dipyrrole precursor reacts with a metal salt in a solvent at room temperature to form a tetrabromo intermediate through coordination. The tetrabromo intermediate undergoes an intramolecular reductive coupling reaction under the action of a Ni catalyst / ligand and reduced zinc powder, ultimately forming an organic compound with a 16π-electron closed-ring structure.

[0048] The organic compounds of this application will be further illustrated by specific examples below.

[0049] I. Synthesis of Organic Compounds Example 1 Synthesis of intermediate A-1: A-1; Under a nitrogen atmosphere, 10 mmol of 2,2'-phenylmethylene-5,5'-dibromo-dipyrrole and 5 mmol of copper chloride were dissolved in a mixed solvent of dichloromethane (50 mL) and methanol (50 mL), and the mixture was stirred at room temperature for 24 h. After the reaction was stopped, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was then purified by silica gel column chromatography and recrystallization to give a blue-green solid A-1 in 65% yield. The mass spectrometry (MS) of intermediate A-1 was 812.7561 [M]. + H + Elemental analysis: Elem. Ana.: C 44.10, H 2.28, N 6.88.

[0050] Synthesis of organic compound I-1-1: I-1-1; Under nitrogen protection, nickel chloride hexahydrate (8 mmol) and triphenylphosphine (30 mmol) were dissolved in N,N-dimethylformamide (500 mL). The mixture was heated to 45°C, and zinc powder (15 mmol) was added, followed by stirring for 1 hour. An N,N-dimethylformamide solution of intermediate A-1 (3 mmol dissolved in 200 mL) was added, and the reaction was continued for another hour. After the reaction was stopped, insoluble matter was removed by filtration. The filtrate was extracted three times with dichloromethane and washed three times with water. The organic phase was dried over anhydrous sodium sulfate and distilled under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography to give a yellow solid product I-1-1, with a yield of 93%. MS mass spectrometry of organic compound I-1-1: 497.0827 [M] + H + Elemental analysis: Elem. Ana.: C 72.36, H 3.69, N 11.26.

[0051] Example 2 Synthesis of intermediate A-2: A-2; Under a nitrogen atmosphere, 10 mmol of 2,2'-(2,4,6-trimethylphenyl)methylene-5,5'-dibromo-dipyrrole and 5 mmol of copper chloride were dissolved in a mixed solvent of dichloromethane (50 mL) and methanol (50 mL), and the mixture was stirred at room temperature for 24 h. After the reaction was stopped, the solvent was removed by vacuum distillation to obtain the crude product. The crude product was then purified by silica gel column chromatography and recrystallization to give a blue-green solid A-2 in 62% yield. The mass spectrometry (MS) of intermediate A-2 was 860.8500 [M]. + H + Elemental analysis: Elem.Ana.: C 45.77, H 3.52, N 6.50.

[0052] Synthesis of organic compound I-2-1: I-2-1; Under nitrogen protection, nickel chloride hexahydrate (8 mmol) and triphenylphosphine (30 mmol) were dissolved in N,N-dimethylformamide (500 mL). The mixture was heated to 45°C, and zinc powder (15 mmol) was added, followed by stirring for 1 hour. An N,N-dimethylformamide solution of intermediate A-2 (3 mmol dissolved in 200 mL) was added, and the reaction was continued for another hour. After the reaction was stopped, insoluble matter was removed by filtration. The filtrate was extracted three times with dichloromethane and washed three times with water. The organic phase was dried over anhydrous sodium sulfate and distilled under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography to give a yellow solid product I-2-1 in 90% yield. MS mass spectrometry of organic compound I-2-1: 545.1766 [M] + H + Elemental analysis: Elem. Ana.: C 72.57, H 5.57, N 10.28.

[0053] II. Ultraviolet-Vis absorption spectroscopy test: Organic compound I-1-1 was formulated into a 1×10⁻⁶ solution. -6 The UV-Vis absorption spectra of a mol / L xylene solution were measured using a UV-Vis spectrophotometer (Shimidzu UV-2600). The results are shown in the appendix. Figure 1 .

[0054] Organic compound I-2-1 was formulated into a 1×10⁻⁶ solution. -6 The UV-Vis absorption spectra of a mol / L xylene solution were measured using a UV-Vis spectrophotometer (Shimidzu UV-2600). The results are shown in the appendix. Figure 2 .

[0055] From the appendix Figure 1 and Figure 2 It can be seen that organic compounds I-1-1 and I-2-1 have strong absorption capabilities in the 250 nm to 530 nm wavelength range, and have almost no absorption in the green and red light bands.

[0056] This application also provides an optical film 100, please refer to... Figure 3 The optical film 100 is made of organic compounds of Formula I as described above. The optical film 100 of this application can be widely used in display products, eye-protection products, automotive displays, and other fields.

[0057] In some embodiments, the optical film 100 includes a substrate, and the aforementioned organic compound may be doped into the substrate. The substrate may be an organic polymer material, such as polyester, acrylate, epoxy resin, etc., but is not limited thereto. By doping the substrate of the optical film 100 with organic compounds, this application enables the optical film 100 to absorb wavelengths in the range of 250 nm to 530 nm, achieving a blue light blocking effect while exhibiting virtually no absorption of red and green light.

[0058] It is understood that organic compounds can be used as functional powders dispersed in film-forming substrates to prepare coatings, or they can be directly formed into thin films through solution spin coating, spraying, etc. This application does not impose any specific restrictions.

[0059] In some embodiments, the material of the optical film 100 includes a color resist, in which an organic compound is doped to absorb light in the wavelength range of 250 nm to 530 nm, thereby achieving a filtering effect on blue light.

[0060] In some embodiments, the organic compound can also be used as a photoresponsive material in the optical film 100. By utilizing the absorption characteristics of the organic compound for light in the range of 250 nm to 530 nm, the photoresponsive characteristics of the optical film 100 can be achieved, which can be applied to wearable smart devices, optical information storage, optical sensors and other fields.

[0061] This application also provides a display panel 10, please refer to... Figures 4-5 The display panel 10 includes a first substrate 110, a display functional layer 120, and an optical film 100 as described above. The display functional layer 120 is disposed on one side of the first substrate 110, and the optical film 100 is disposed on the side of the display functional layer 120 away from the first substrate 110.

[0062] The first substrate 110 may be an array substrate, including a substrate and a thin-film transistor layer disposed on the substrate. The substrate may be a rigid substrate, such as glass, or a flexible substrate, such as polyimide, but is not limited thereto.

[0063] In some embodiments, please refer to Figures 4-5 The display panel 10 also includes a second substrate 130, which is disposed on the side of the optical film 100 near the display functional layer 120, or on the side of the optical film 100 away from the display functional layer 120. The optical film 100 can be a separate film layer, or a coating applied to the surface of the second substrate 130. The second substrate 130 can be a rigid material, such as glass, or a flexible material, such as polyimide, but is not limited thereto.

[0064] In some embodiments, the display panel 10 may be an organic light-emitting diode (OLED) display panel. Correspondingly, the display functional layer 120 includes an organic light-emitting device layer, which may include an array of red light-emitting devices, green light-emitting devices, and blue light-emitting devices, but is not limited thereto. Furthermore, the display functional layer 120 also includes an encapsulation layer that covers the organic light-emitting device layer to protect the organic light-emitting devices.

[0065] In this embodiment, the second substrate 130 serves as a cover plate and is disposed on the side of the encapsulation layer away from the display functional layer 120 to protect the display functional layer 120. The optical film 100 can be coated on the side of the second substrate 130 near the encapsulation layer or on the side of the second substrate 130 away from the encapsulation layer by coating. The optical film 100 absorbs the blue light emitted by the organic light-emitting device layer to achieve a blue light blocking effect, such as preventing harmful blue light from entering the human eye to achieve an eye protection effect.

[0066] In some embodiments, the display panel 10 may be a liquid crystal display panel 10, and correspondingly, the display functional layer 120 includes a liquid crystal layer.

[0067] In this embodiment, the second substrate 130 is disposed on the side of the liquid crystal layer away from the first substrate 110. The optical film 100 can be coated on the side of the second substrate 130 close to the liquid crystal layer or on the side of the second substrate 130 away from the liquid crystal layer. The optical film 100 absorbs the blue light emitted through the liquid crystal layer to achieve a blue light blocking effect, such as preventing harmful blue light from entering the human eye, thereby achieving an eye protection effect.

[0068] In some embodiments, please refer to Figure 4 The optical film 100 can be a color filter film, disposed on the side of the second substrate 130 near the display functional layer 120. Specifically, the optical film 100 may include a red color resist, a green color resist, and a blue color resist, wherein at least one of the red color resist and the green color resist may contain the organic compound described above. The organic compound is doped into the color resist material and can block the transmission of blue light to improve the selective transmittance of the color resist.

[0069] This application also provides a display device, which includes the display panel 10 as described above. The display device can be a product in the fields of mobile phones, tablets, televisions, eye-protection displays, outdoor displays, wearable displays, automotive displays, optical information storage, and optical sensors, but is not limited thereto.

[0070] This application provides an organic compound, an optical film, and a display panel. The organic compound provided in this application has the structure shown in Formula I, wherein the four pyrroles of the organic compound are connected by single bonds and methylene groups to form an antiaromatic macrocyclic structure with 16π electrons, and the macrocyclic structure is linked to the central metal M through coordination bonds. Compared with porphyrin, the organic compound of this application has stronger characteristic absorption of blue light and lower characteristic absorption of red and green light. Applying this organic compound to blue light blocking materials can better meet the material's requirements for blue light blocking function, increase the material's light blocking selectivity, and significantly improve the material's optical performance.

[0071] The technical features of the above embodiments can be combined in any way. For the sake of brevity, not all possible combinations of the technical features in the above 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.

[0072] The embodiments described above are merely illustrative of several implementation methods of this application, and while the descriptions are relatively specific and detailed, they should not be construed as limiting the scope of the invention patent. It should be noted that those skilled in the art can make various modifications and improvements without departing from the concept of this application, and these all fall within the protection scope of this application. Therefore, the protection scope of this patent application should be determined by the appended claims.

Claims

1. An organic compound characterized in that, The organic compound has the structure shown in Formula I: I； in, R is selected from at least one of a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic group having 6 to 20 carbon atoms. In the structure shown in Formula I, R connected at different sites is selected from the same or different groups. M is selected from divalent transition metal atoms.

2. The organic compound according to claim 1, characterized by R is selected from at least one of a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aromatic group having 6 to 12 carbon atoms.

3. The organic compound according to claim 1, wherein R is selected from substituted or unsubstituted phenyl groups.

4. The organic compound according to claim 1, wherein The substituted or unsubstituted substituent group is selected from at least one of hydrogen, deuterium, halogen, alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenoxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms, and alkynoxy having 2 to 10 carbon atoms.

5. The organic compound according to claim 1, wherein The substituted or unsubstituted substituents are selected from at least one of hydrogen or alkyl groups having 1 to 5 carbon atoms.

6. The organic compound according to claim 1, wherein R is selected from phenyl or methyl-substituted phenyl.

7. The organic compound according to any one of claims 1 to 6, characterized in that, M is selected from Co, Ni, Cu or Zn.

8. The organic compound according to any one of claims 1 to 6, characterized in that, The absorption peak wavelength of the organic compound is greater than or equal to 250 nm and less than or equal to 530 nm.

9. An optical film, characterized in that, The material of the optical film includes the organic compounds as described in any one of claims 1 to 8.

10. A display panel, characterized in that, include: First substrate; The display functional layer is disposed on one side of the first substrate; as well as The optical film as described in claim 9 is disposed on the side of the display functional layer away from the first substrate.

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