Composition, optical material and preparation method

Abstract

The invention provides a composition, an optical material and a preparation method, and belongs to the technical field of resin materials. The composition comprises the following components in percentage by mass: 20%-70% of a first monomer, 15%-50% of a second monomer and 0.1%-8% of a photoinitiator, the first monomer comprises a phosphate ester group, an unsaturated alkyl group, an aryl group or a heteroaryl group, the phosphate ester group is connected with one carbon atom of the aryl group or the heteroaryl group through an oxygen atom of the phosphate ester group, and the aryl group or the heteroaryl group is connected with an end group carbon of the unsaturated alkyl group through another carbon atom; the second monomer is at least one of a thiophenol compound and a thiol compound. The composition is easy to be in a liquid state at room temperature and low in viscosity, and when the composition is molded into a solid state, the refractive index is high.

Description

Technical Field

[0001] The embodiments of the present disclosure relate to the technical field of resin materials, and in particular to compositions, optical materials, and preparation methods. Background Art

[0002] Optical materials are used in the preparation of optical devices. For example, when preparing optical devices such as planar waveguide circuits, nanolasers, solar cells and anti-reflection coatings, in order to meet the requirements of optical devices for effective transmission of light signals, optical materials are expected to have high refractive index, high transmittance and good processability.

[0003] In related technologies, the raw materials used to prepare optical materials typically include high-refractive-index monomers, photoinitiators, and additives. Some high-refractive-index monomers include 9-vinylcarbazole and fluorene acrylates. To meet process requirements, the high-refractive-index monomers must remain liquid during processing and subsequently form a solid through polymerization. However, these high-refractive-index monomers are often highly viscous in their liquid state, or even solid, which limits the processability of the optical material. Summary of the Invention

[0004] The present disclosure provides compositions, optical materials, and preparation methods that can solve technical problems existing in related technologies. Specifically, the following technical solutions are included.

[0005] In one aspect, an embodiment of the present disclosure provides a composition comprising the following components in the following mass percentages: 20%-70% of a first monomer, 15%-50% of a second monomer, and 0.1%-8% of a photoinitiator;

[0006] The first monomer includes a phosphate group, an unsaturated hydrocarbon group, an aryl group or a heteroaryl group, wherein the phosphate group is connected to a carbon atom of the aryl group or the heteroaryl group through an oxygen atom thereof, and the aryl group or the heteroaryl group is connected to the terminal carbon of the unsaturated hydrocarbon group through another carbon atom;

[0007] The second monomer is at least one of a thiophenol compound and a thiol compound.

[0008] The composition provided by the embodiment of the present disclosure, its first monomer includes a phosphate group, an aromatic ring group and an unsaturated hydrocarbon group connected to each other, the phosphate group can reduce the viscosity of the first monomer, so that the first monomer appears as a low-viscosity liquid, and then the first monomer is easily and uniformly miscible with other components in the composition; the first monomer contains an aromatic or heteroaryl group that can enhance the polarizability of the electron cloud, which is beneficial to enhance the refractive index of the first monomer; its unsaturated hydrocarbon group makes the first monomer highly reactive, thereby achieving a curing reaction of the composition. The composition provided by the embodiment of the present disclosure, its second monomer is at least one of a thiophenol compound and a thiol compound, so that the second monomer contains a thiol group, so that the second monomer can undergo a thiol-ene / yne (Thiol-Ene / Yne) photochemical reaction with the first monomer under the action of a photoinitiator, thereby achieving light curing of the composition. At the same time, the sulfur element contained in the second monomer is also beneficial to enhance the refractive index of the second monomer, and ultimately, the cured product of the composition is high in refractive index. It can be seen that the composition provided by the embodiment of the present disclosure, by making the specific stoichiometric ratio and specific types of the first monomer, the second monomer and the photoinitiator work synergistically, makes the composition easily present as a low-viscosity liquid form at room temperature and has a high photocuring reaction activity. After the composition undergoes a photocuring reaction, the formed cured product exhibits a high refractive index and high transmittance, so the composition achieves a balance between low viscosity and high refractive index.

[0009] In some possible implementations, the composition further includes: 0.01% to 20% by weight of a third monomer, wherein the third monomer is an olefin compound containing an aromatic ring. By further adding the olefin compound containing an aromatic ring to the composition, the aromatic ring structure of the third monomer imparts a higher refractive index, and the olefin segment imparts a higher photoreactivity to the third monomer, thereby promoting the photocuring reaction of the composition.

[0010] In some possible implementations, the chemical structural formula of the first monomer is as follows:

[0011]

[0012] Wherein, X is 1-methylvinyl, vinyl, alkynyl or acrylate; Ar1 ​​is a benzene ring, a thiophene ring, a thiazole ring or a benzothiazole ring.

[0013] When the first monomer adopts the above chemical structure, it is a liquid compound at room temperature and has a low viscosity, for example, the viscosity can be 100 mPa.s or less, and a high refractive index. It is also easy to dissolve with other compounds such as the second monomer, thereby improving the processability of the composition.

[0014] In some possible implementations, the chemical structural formula of the second monomer is as follows:

[0015]

[0016] or

[0017]

[0018] Wherein, Ar2 is a benzene ring, a naphthalene ring or a thiophene ring; Y is -S- or -SO2-; and n is 1, 2 or 3.

[0019] The second monomer having the above chemical structure not only has a higher refractive index, but is also miscible with the first monomer, thereby improving the processability of the composition.

[0020] In some possible implementations, the chemical structural formula of the third monomer is as follows:

[0021]

[0022] Wherein, Ar3 is a benzene ring, a naphthalene ring or an anthracene ring;

[0023] n is 0, 1, 2 or 3.

[0024] In some possible implementations, the composition further includes an additive, and the mass percentage of the additive is 0.01%-10%; the additive includes at least one of a stabilizer, an antioxidant, a leveling agent, and a dispersant.

[0025] On the other hand, an embodiment of the present disclosure further provides an optical material, which is prepared using any of the above-mentioned compositions.

[0026] In some possible implementations, the refractive index of the optical material is 1.65@589nm-1.70@589nm, so that it exhibits a higher refractive index and also exhibits a higher transmittance. For example, when the wavelength of the incident light is 589nm-1550nm, the transmittance of the optical material is greater than 85%.

[0027] In another aspect, the present disclosure further provides a method for preparing an optical material, wherein the optical material is as described above, and the method for preparing the optical material comprises:

[0028] Obtaining a liquid raw material solution, wherein the liquid raw material solution comprises any one of the above-mentioned compositions;

[0029] The liquid raw material liquid is subjected to liquid shaping treatment and light curing treatment in sequence to prepare the optical material.

[0030] In some possible implementations, the optical material is an optical film;

[0031] The step of sequentially performing liquid shaping treatment and light curing treatment on the liquid raw material comprises:

[0032] Applying the liquid raw material to a substrate to perform the liquid shaping process to obtain a liquid coating;

[0033] The liquid coating is subjected to the photocuring treatment to obtain the optical material in the form of a thin film. DETAILED DESCRIPTION

[0034] The following is a clear and complete description of the technical solutions in the embodiments of the present disclosure. Obviously, the embodiments described are only part of the embodiments of the present disclosure, not all of them. Based on the embodiments of the present disclosure, all other embodiments obtained by ordinary technicians in this field without making any creative efforts are within the scope of protection of the present disclosure.

[0035] Optical materials, with their advantages of transparency and light weight, are widely used in the manufacture of optical devices. Their optical properties are determined by factors such as refractive index and transmittance. The refractive index of an optical material refers to the ratio of the speed of light in a vacuum to the speed of light in the optical material. To ensure efficient transmission of optical signals in optical devices, optical materials are expected to possess high refractive index, high transmittance, and good processability.

[0036] In related technologies, the raw materials used to prepare optical materials typically include high-refractive-index monomers, photoinitiators, and additives. Some high-refractive-index monomers include 9-vinylcarbazole and fluorene acrylates. To meet process requirements, the high-refractive-index monomers must remain liquid during processing and subsequently form a solid through polymerization. However, these high-refractive-index monomers are often highly viscous in their liquid state, or even solid, which limits the processability of the optical material.

[0037] It can be seen that it is difficult to achieve a balance between low viscosity and high refractive index in the raw materials for preparing the optical materials provided. Therefore, it is very necessary to provide an optical material system that is a liquid with low viscosity at room temperature (for example, 20°C-30°C) and maintains a high refractive index.

[0038] To address this technical problem, an embodiment of the present disclosure provides a composition, in which the components can be in liquid form after uniform mixing, or can be in liquid form after simple heating or solvent mixing. The liquid form remains stable at room temperature (e.g., 20°C-30°C) and has a low viscosity. Moreover, when the composition is molded into a solid state, its refractive index and transmittance are both high.

[0039] The composition comprises the following components in the following mass percentages: 20%-70% of a first monomer, 15%-50% of a second monomer, and 0.1%-8% of a photoinitiator. The first monomer comprises a phosphate group, an unsaturated hydrocarbon group, an aryl group, or a heteroaryl group, wherein the phosphate group is connected to a carbon atom of the aryl or heteroaryl group via its oxygen atom, and the aryl or heteroaryl group is connected to the terminal carbon atom of the unsaturated hydrocarbon group via another carbon atom. The second monomer is at least one of a thiophenol compound and a thiol compound.

[0040] The composition provided by the embodiment of the present disclosure, its first monomer includes a phosphate group, an aromatic ring group and an unsaturated hydrocarbon group connected to each other, the phosphate group can reduce the viscosity of the first monomer, so that the first monomer appears as a low-viscosity liquid, and then the first monomer is easily and uniformly miscible with other components in the composition; the first monomer contains an aromatic or heteroaryl group that can enhance the polarizability of the electron cloud, which is beneficial to enhance the refractive index of the first monomer; its unsaturated hydrocarbon group makes the first monomer highly reactive, thereby achieving a curing reaction of the composition. The composition provided by the embodiment of the present disclosure, its second monomer is at least one of a thiophenol compound and a thiol compound, so that the second monomer contains a thiol group, so that the second monomer can undergo a thiol-ene / yne (Thiol-Ene / Yne) photochemical reaction with the first monomer under the action of a photoinitiator, thereby achieving light curing of the composition. At the same time, the sulfur element contained in the second monomer is also beneficial to enhance the refractive index of the second monomer, and ultimately, the cured product of the composition is high in refractive index. It can be seen that the composition provided in the embodiment of the present disclosure, by making the specific stoichiometric ratio and specific types of the first monomer, the second monomer and the photoinitiator work synergistically, makes the composition more easily present as a low-viscosity liquid form at room temperature and has a higher photocuring reaction activity. After the composition undergoes a photocuring reaction, the formed cured product exhibits a high refractive index and high transmittance, so the composition achieves a balance between low viscosity and high refractive index.

[0041] The composition and function of each monomer involved in the composition are further described below.

[0042] For the first monomer, its mass percentage in the composition is 20%-70%, and can further be 30%-70%, 40%-70%, 50%-70%, etc. For example, some examples of the mass percentage of the first monomer include but are not limited to: 40%, 45%, 50%, 51%, 52%, 53%, 54%, 55%, 56%, 57%, 58%, 59%, 60%, 61%, 62%, 62%, 63%, 64%, 65%, 66%, 67%, 68%, 69%, 70%, etc. The first monomer can be combined with the second monomer in any of the above-mentioned mass percentages to synergistically act.

[0043] The first monomer includes a phosphate group, an unsaturated hydrocarbon group, an aromatic group or a heteroaromatic group, and the aromatic group or the heteroaromatic group is connected to the phosphate group and the unsaturated hydrocarbon group through different carbon atoms.

[0044] In the embodiments of the present disclosure, one of an aryl group and a heteroaryl group is present in the first monomer. For the aryl group, when it includes multiple benzene rings, two carbon atoms of one of the multiple benzene rings can be connected to a phosphate group and an unsaturated hydrocarbon group, respectively. Alternatively, any two of the multiple benzene rings can be connected to a phosphate group and an unsaturated hydrocarbon group through one carbon atom each. Of course, the connection between the heteroaryl group and the phosphate group and the unsaturated hydrocarbon group can also refer to the connection method described above for the aryl group.

[0045] Illustratively, the number of carbon atoms of the aromatic group can be 6-30, and further can be 6-20. Examples of some aromatic groups include, but are not limited to: phenyl (also known as benzene ring, and all aromatic groups below can be named as such), biphenyl, terphenyl, naphthyl, phenanthrenyl, anthracenyl, triphenylene, fluorenyl, benzofluorenyl, etc.

[0046] Furthermore, the aryl group may also have a substituent, which is used to replace the hydrogen atom bonded to the carbon atom of the aryl group. There is no limitation on the position of the substituent, and the number of the substituents may be one, two, or more. For example, the substituent includes, but is not limited to, methyl, ethyl, propyl, butyl, etc.

[0047] For heteroaryl groups, it can be considered that at least one carbon atom in the above-mentioned aryl groups is replaced by a heteroatom, wherein the heteroatom includes but is not limited to O, S, N, P, etc.

[0048] For example, the number of carbon atoms of the heteroaryl group can be 6-30, and further can be 6-20. Examples of some heteroaryl groups include, but are not limited to, thienyl, thiazolyl, benzothiazolyl, benzothienyl, pyridyl, pyrrolyl, furanyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, and the like.

[0049] The unsaturated hydrocarbon group contained in the first monomer can be an olefin group or an alkyne group, for example, including but not limited to: 1-methylvinyl, vinyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, acrylate group, alkynyl (such as ethynyl, propynyl, etc.).

[0050] In some examples, the chemical structure of the first monomer is as follows:

[0051]

[0052] Wherein, X is an unsaturated hydrocarbon group, including but not limited to: 1-methylvinyl, vinyl, alkynyl, acrylate, etc.; Ar1 ​​is an aromatic group or a heteroaromatic group, including but not limited to: a benzene ring, a thiophene ring, a thiazole ring, a benzothiazole ring, etc.

[0053] For example, when X is a vinyl group, Ar1 is any one of a benzene ring, a thiophene ring, a thiazole ring, and a benzothiazole ring; when X is a 1-methylvinyl group, Ar1 is any one of a benzene ring, a thiophene ring, a thiazole ring, and a benzothiazole ring; when X is an alkynyl group, Ar1 is any one of a benzene ring, a thiophene ring, a thiazole ring, and a benzothiazole ring; when X is an acrylate group, Ar1 is any one of a benzene ring, a thiophene ring, a thiazole ring, and a benzothiazole ring.

[0054] In some examples, when Ar1 is a benzene ring, the oxygen atom of the phosphate group and the terminal carbon of the unsaturated hydrocarbon group can be connected to two carbon atoms in the para position on the benzene ring.

[0055] In some examples, when Ar1 is a thiophene ring or a thiazole ring, the oxygen atom of the phosphate group and the terminal carbon of the unsaturated hydrocarbon group can be connected to two carbon atoms in the meta, para or ortho position on the thiophene ring or the thiazole ring.

[0056] In some examples, when Ar1 is a benzothiazole ring, the oxygen atom of the phosphate group and the terminal carbon of the unsaturated hydrocarbon group can be connected to two carbon atoms on the benzene structure of the benzothiazole ring, or to two carbon atoms of the thiazole structure of the benzothiazole ring, or one of them can be connected to one carbon atom of the benzene structure of the benzothiazole ring, and the other can be connected to one carbon atom of the thiazole structure of the benzothiazole ring.

[0057] When the first monomer adopts the above chemical structure, it is a liquid compound at room temperature and has a low viscosity, for example, the viscosity can be 100 mPa.s or less, and a high refractive index. It is also easy to dissolve with other compounds such as the second monomer, thereby improving the processability of the composition.

[0058] The first monomer can be obtained by self-synthesis or purchased from a commercial product. When preparing the first monomer, monomer compounds for synthesizing the first monomer are determined based on their chemical formula, and then reactions such as coupling are performed based on these monomer compounds to achieve the synthesis of the first monomer.

[0059] For example, the first monomer is tris(p-phenylenediyl)phosphate, which is liquid at room temperature and has a viscosity of about 80 mPa.s and a refractive index of 1.65@589 nm. The chemical structure of tris(p-phenylenediyl)phosphate is shown below:

[0060]

[0061] Taking tristyryl phosphate as an example, the preparation method of the first monomer is illustrated. The preparation step of the tristyryl phosphate is as follows: phosphorus oxychloride is dissolved in ethyl acetate to form a first raw material liquid. The first raw material liquid is added dropwise to an ethyl acetate solution dissolved with p-hydroxystyrene and triethylamine, and reacted at a low temperature (e.g., -15°C to -5°C, further -10°C) (the reaction time can be, for example, 0.5 hours to 1 hour), and then reacted at room temperature (the reaction time can be 10 hours to 20 hours). After the reaction is completed, the product system is filtered to remove solids, extracted with ethyl acetate, and the extract is washed with a NaCl aqueous solution, spin-dried and purified by column chromatography to obtain the product tristyryl phosphate.

[0062] The second monomer has a mass percentage in the composition of 15% to 50%, and may further include 20% to 50%, 30% to 50%, 40% to 50%, and the like. For example, some examples of the mass percentage of the second monomer include, but are not limited to, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43%, 44%, 45%, and the like. The second monomer may be combined with the first monomer at any of the mass percentages mentioned above to synergistically act therewith.

[0063] The second monomer is at least one of a thiophenol compound and a thiol compound. The thiophenol compound contains an aromatic group or a heteroaromatic group, including but not limited to a phenyl group, a tolyl group, a naphthyl group, a thienyl group, etc., and the number of aromatic groups or heteroaromatic groups contained can be one or more.

[0064] The number of the thiol groups contained in the second monomer may be two, three or more, and the thiol groups may exist in the form of terminal groups.

[0065] In some examples, the second monomer includes not only a thiol group, but may further include other sulfur-containing groups, for example, a sulfhydryl group (—S—), a sulfone group (—SO 2 —), and the like.

[0066] In some examples, the chemical structure of the second monomer is as shown in any of the following chemical structures:

[0067]

[0068] or

[0069]

[0070] Wherein, Ar2 is a benzene ring, a naphthalene ring or a thiophene ring; Y is a sulfhydryl group (-S-) or a sulfone group (-SO2-); and n is 1, 2 or 3.

[0071] When the second monomer contains two Ar2, the two Ar2 can be the same or different. For example, in the embodiment of the present disclosure, the two Ar2s that exist simultaneously in the above-mentioned chemical structure can be the same.

[0072] For example, Ar2 may be a benzene ring, and the benzene ring may be connected to other atoms through two carbon atoms located at the meta position or the para position.

[0073] Alternatively, Ar2 may also be a naphthalene ring, which may be connected to other atoms through a carbon atom on each of its two benzene ring structures, and the carbon atom may be located at any position of the benzene ring structure.

[0074] Alternatively, Ar2 may also be a thiophene ring, and the thiophene ring may be connected to other atoms through two carbon atoms located at the ortho position or the meta position on its ring structure.

[0075] The second monomer having the above chemical structure not only has a higher refractive index, but is also miscible with the first monomer, thereby improving the processability of the composition.

[0076] The second monomer involved in the embodiments of the present disclosure can be obtained by self-synthesis or by purchasing a commercial product.

[0077] In some embodiments, the composition provided by the embodiments of the present disclosure further comprises a third monomer in an amount of 0.01% to 20% by mass, wherein the third monomer is an olefin compound containing an aromatic ring.

[0078] By further adding an aromatic ring-containing olefin compound to the composition, the aromatic ring structure makes the third monomer have a higher refractive index, and the olefin chain segment makes the third monomer have a higher photoreactivity, thereby promoting the photocuring reaction of the composition. It can be seen that the third monomer has a positive effect on the refractive index and processability of the cured product of the composition.

[0079] Illustratively, the aromatic ring in the third monomer includes but is not limited to: a benzene ring, a biphenyl group, a terphenyl group, a naphthyl group, a phenanthrenyl group, an anthracene group, or a condensed ring. For a condensed ring, it includes but is not limited to: a carbazolyl group, a pyridyl group, a pyrimidine group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinoline group, an isoquinoline group, a quinazoline group, etc.

[0080] In some examples, the third monomer can undergo a thiol-ene / yne photochemical reaction with the second monomer under the action of a photoinitiator.

[0081] When the aromatic ring in the third monomer is a benzene ring, any carbon atom on the benzene ring can be connected to an olefin segment, or two carbon atoms at the para or meta positions on the benzene ring can be connected to olefin segments, respectively. The two olefin segments can be the same or different. For example, one olefin segment can be an ethylene segment, and the other olefin segment can be a conjugated diene, a conjugated triene, or the like.

[0082] For example, when the aromatic ring in the third monomer is a naphthalene ring or anthracene ring, any carbon atom on the naphthalene ring or anthracene ring can be connected to an olefin segment, or two carbon atoms at different positions on the naphthalene ring or anthracene ring can be connected to olefin segments, and the two olefin segments can be the same or different. For example, one olefin segment can be an ethylene segment, and the other olefin segment can be a conjugated diene, a conjugated triene, etc.

[0083] For the two carbon atoms at different positions on the naphthalene ring or anthracene ring involved above, the two carbon atoms may be located on the same benzene ring structure in the naphthalene ring or the anthracene ring (for example, in the para position), or they may be located on two benzene ring structures in the naphthalene ring or the anthracene ring respectively (for example, the positions of the two carbon atoms on their respective benzene ring structures may be the same or relative).

[0084] In the embodiment of the present disclosure, the mass percentage of the third monomer may be 0.01%-20%, further 0.01%-10%, 0.01%-8%, 0.01%-5%, etc. For example, some examples of the mass percentage of the third monomer include, but are not limited to, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 1.5%, 2%, 2.1%, 2.2%, 2.3%, 2.4%, 2.5%, 2.6%, 2.7%, 2.8%, 2.9%, 3%, 3.1%, 3.2%, 3.3%, 3.4%, 3.5%, 3.6%, 3.7%, 3.8%, 3.9%, 4%, etc. The third monomer may be combined with the first monomer and the second monomer in any of the mass percentages mentioned above to act synergistically.

[0085] In some examples, the chemical structure of the third monomer, i.e., the aromatic ring-containing olefin compound, is as follows:

[0086]

[0087] Wherein, Ar3 is a benzene ring, a naphthalene ring or an anthracene ring; and n is 0, 1, 2 or 3.

[0088] The third monomer having the above chemical structure has an aromatic ring structure that makes the third monomer have a higher refractive index, and an olefin segment that makes the third monomer have a higher photoreactivity, thereby promoting the photocuring reaction of the composition.

[0089] For any of the above-mentioned compositions, the mass percentage of the photoinitiator therein is 0.1%-8%, which includes but is not limited to: 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5%, 5.5%, 6%, 6.5%, 7%, 7.5%, etc.

[0090] The photoinitiator suitable for the composition described in the embodiment of the present disclosure can be a free radical photoinitiator, which includes but is not limited to: photoinitiator-184, photoinitiator TPO, photoinitiator TPO-L, 2-hydroxy-2-methyl-1-phenylpropanone, 1-hydroxycyclohexyl benzophenone, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-1-butanone, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, isopropylthioxanthone, and at least one of methyl o-benzoylbenzoate.

[0091] In some embodiments, the composition provided by the embodiments of the present disclosure further includes an additive, wherein the additive includes at least one of a stabilizer, an antioxidant, a leveling agent, and a dispersant.

[0092] The stabilizer plays a role in increasing the stability of the composition, slowing down side reactions, and preventing light, thermal or oxidative decomposition. For example, some suitable stabilizers include but are not limited to 2,6-di-tert-butyl-p-cresol, butylated hydroxyanisole, bismuth isooctanoate and bismuth cyclohexane.

[0093] The mass percentage of the additive in the composition is 0.01%-10%, which includes but is not limited to: 0.05%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3%, 0.35%, 0.4%, 0.45%, 0.5%, 0.6%, 0.65%, 0.7%, 0.75%, 0.8%, 0.85%, 0.9%, 0.95%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5% and the like.

[0094] In summary, the composition provided in the embodiments of the present disclosure, based on the synergistic effect of the above-mentioned components, is liquid at room temperature and has a viscosity of less than 1000 mPa.s, which can meet the micro-nano processing requirements of optical films, optical devices, etc.; it has high reactivity and can be cured by ultraviolet light, and the cured product formed has a high refractive index, for example, a refractive index of 1.65@589nm-1.70@589nm.

[0095] On the other hand, embodiments of the present disclosure provide an optical material, which is prepared using any of the above-mentioned compositions. The optical material provided by embodiments of the present disclosure has all the advantages of any of the above-mentioned compositions.

[0096] The optical material provided by the embodiment of the present disclosure is a cured product of the above-mentioned composition. The refractive index of the optical material is 1.65@589nm-1.70@589nm (indicates that the wavelength of the incident light is 589nm), which shows a relatively high refractive index and also shows a relatively high transmittance. For example, when the wavelength of the incident light is 589nm-1550nm, the transmittance of the optical material is greater than 85%.

[0097] By subjecting the composition to a photocuring reaction, the resulting cured product can be used directly as an optical material, or the cured product can be further molded to obtain an optical material with a desired shape. For example, through micro-nano processing technology, the optical material can be made into a grating, lens, etc. with a nanostructure.

[0098] In the embodiments of the present disclosure, the forms of the optical material include but are not limited to: film (ie, sheet), rod, block, tube, box, etc.

[0099] The optical material obtained by photocuring the composition provided in the embodiments of the present disclosure has high refractive index and high light transmittance, and its application scenarios include but are not limited to: data communications and consumer electronics. Its application objects can be display devices, including but not limited to: prisms or light guide plates of liquid crystal displays (LCDs), film materials of organic light-emitting diodes (OLEDs), augmented reality (AR) films, gratings, optical lenses, etc. of plasma display panels (PDPs).

[0100] In some examples, an optical material with a high refractive index is obtained by curing the composition, and then the optical material is further processed, for example, by nanoimprint processing, to obtain various forms of optical device structures.

[0101] One example is to perform micro-nano processing on optical materials to form gratings and lenses with nanostructures, which can be applied to refractive optics, diffraction optics, nanophotonics, surface plasmon optics, etc., for example, in optical communication devices such as resonant grating filters, polarizers, and anti-reflection structures.

[0102] Another example is to perform surface relief on the optical material to form a surface relief grating, which can be applied to AR glasses, thereby improving the diffraction efficiency of the grating and reducing process costs.

[0103] In another aspect, the present disclosure also provides a method for preparing the above-mentioned optical material, the method comprising: obtaining a liquid raw material solution, the liquid raw material solution comprising any of the above-mentioned compositions, and curing the liquid raw material solution to prepare the optical material.

[0104] In some examples, the composition itself is liquid and has a uniform texture. In this case, the liquid raw material solution of the composition can be obtained by uniformly mixing the components in the composition.

[0105] In other examples, if the composition contains solid components (for example, at least one of the second monomer, the third monomer, or the additive may be solid), after the components in the composition are evenly mixed, the composition is heated until the solid components are dissolved and then cooled to room temperature to obtain a liquid raw material solution corresponding to the composition.

[0106] In other examples, if the composition contains a solid component (for example, at least one of the second monomer, the third monomer, or the additive may be solid), the components of the composition can be mixed in a solvent and stirred to obtain a liquid raw material solution corresponding to the composition. For example, some suitable solvents include, but are not limited to, tetrahydrofuran.

[0107] After the liquid raw material is shaped into a liquid state (for example, after being coated on a substrate to form a liquid coating), and before the photocuring reaction, the solvent needs to be removed by heating.

[0108] In some examples, the optical material provided by the embodiments of the present disclosure is an optical film, and the preparation method of the optical film includes: curing the liquid raw material liquid, including: applying the liquid raw material liquid to the substrate to achieve liquid shaping treatment to obtain a liquid coating; curing the liquid coating to obtain an optical material in the form of a film.

[0109] The curing treatment of the liquid raw material applied to the composition can be performed by light curing. The light source used can be an LED light source, a mercury lamp light source, etc. The wavelength of the light source can be 254nm to 415nm, for example, 365nm. Of course, it is not excluded that the composition can also be cured by other curing methods, such as electron beam curing.

[0110] The specific embodiments of the present disclosure will be described in more detail below. Although the specific embodiments of the present disclosure are described below, it should be understood that the present disclosure can be implemented in various forms and should not be limited by the embodiments set forth herein. Where specific techniques or conditions are not specified in the examples, the techniques or conditions described in the literature in this area or the product specifications are used. Where the manufacturer of the reagents or instruments is not specified, they are all conventional products that can be purchased commercially.

[0111] In the following embodiments, the first monomer may be the following compounds:

[0112]

[0113] The second monomer can be the following compounds:

[0114]

[0115] The third monomer can be the following compounds:

[0116]

[0117] The photoinitiator used is photoinitiator-184, and its chemical structure is as follows:

[0118]

[0119] The stabilizer is 2,6-di-tert-butyl-p-cresol, and its chemical structure is as follows:

[0120]

[0121] Example 1

[0122] This embodiment 1 provides a composition, the composition and ratio of the composition are shown in Table 1.

[0123] Table 1

[0124]

[0125] An optical film was prepared using the composition of Example 1. The preparation steps are as follows:

[0126] The first monomer, the second monomer, the photoinitiator, and the stabilizer are mixed according to their respective mass percentages and added to a tetrahydrofuran solvent (e.g., sequentially). After mixing, a liquid raw material solution of the composition is obtained. The viscosity of the liquid raw material solution of the composition is measured to be approximately 850 mPa·s.

[0127] The liquid raw material of the composition is coated on a PET release film, and the solvent is removed by heating to obtain a liquid coating.

[0128] Under a nitrogen atmosphere, the liquid coating was irradiated with an LED light source having a wavelength of 365 nm. After curing, an optical film was obtained. The thickness of the optical film was 35 μm.

[0129] Using an Abbe refractometer, the refractive index of the optical film was measured to be 1.69 at 589 nm. Using an ultraviolet spectrophotometer, the transmittance of the optical film was measured to be 85.6% at a wavelength of 589 nm and 87.8% at a wavelength of 1550 nm. The test results can also be found in Table 1.

[0130] Example 2

[0131] This embodiment 2 provides a composition, the composition and ratio of the composition are shown in Table 2.

[0132] Table 2

[0133]

[0134] An optical film was prepared using the composition of Example 2. The preparation steps are as follows:

[0135] The first monomer, the second monomer, the photoinitiator, and the stabilizer were mixed according to their respective mass percentages and added to a glass bottle. After mixing evenly, a liquid raw material solution of the composition was obtained. The viscosity of the liquid raw material solution of the composition was measured to be approximately 800 mPa·s.

[0136] The liquid raw material of the composition is coated on a PET release film, and the solvent is removed by heating to obtain a liquid coating.

[0137] Under a nitrogen atmosphere, the liquid coating was irradiated with an LED light source having a wavelength of 365 nm. After curing, an optical film was obtained. The thickness of the optical film was 35 μm.

[0138] Using an Abbe refractometer, the refractive index of the optical film was measured to be 1.65 at 589 nm. Using an ultraviolet spectrophotometer, the transmittance of the optical film was measured to be 85.4% at a wavelength of 589 nm and 87.5% at a wavelength of 1550 nm. The test results can also be found in Table 2.

[0139] Example 3

[0140] This embodiment 3 provides a composition, the composition and ratio of the composition are shown in Table 3.

[0141] Table 3

[0142]

[0143] An optical film was prepared using the composition of Example 3. The preparation steps are as follows:

[0144] The first monomer, second monomer, third monomer, photoinitiator, and stabilizer were mixed according to their respective mass percentages and added to a glass bottle. After uniform mixing, the mixture was heated to 80°C to obtain a clear liquid, i.e., the liquid raw material solution of the composition. The viscosity of the liquid raw material solution of the composition was measured to be approximately 900 mPa·s.

[0145] The liquid raw material of the composition is coated on a PET release film, and the solvent is removed by heating to obtain a liquid coating.

[0146] Under a nitrogen atmosphere, the liquid coating was irradiated with an LED light source having a wavelength of 365 nm. After curing, an optical film was obtained. The thickness of the optical film was 35 μm.

[0147] Using an Abbe refractometer, the refractive index of the optical film was measured to be 1.67 at 589 nm. Using an ultraviolet spectrophotometer, the transmittance of the optical film was measured to be 85.1% at a wavelength of 589 nm and 87.1% at a wavelength of 1550 nm. The test results can also be found in Table 3.

[0148] In the embodiments of the present disclosure, the terms “first” and “second” are used for descriptive purposes only and should not be understood as indicating or implying relative importance.

[0149] The above description is only for the purpose of facilitating those skilled in the art to understand the technical solutions of the present disclosure and is not intended to limit the present disclosure. Any modifications, equivalent replacements, improvements, etc. made within the spirit and principles of the present disclosure shall be included in the scope of protection of the present disclosure.

Claims

1. A composition, characterized in that The composition comprises the following components in the following mass percentages: 20%-70% of the first monomer, 15%-50% of the second monomer, and 0.1%-8% of the photoinitiator; The first monomer includes a phosphate group, an unsaturated hydrocarbon group, an aryl group or a heteroaryl group, wherein the phosphate group is connected to a carbon atom of the aryl group or the heteroaryl group through an oxygen atom thereof, and the aryl group or the heteroaryl group is connected to the terminal carbon of the unsaturated hydrocarbon group through another carbon atom; The second monomer is at least one of a thiophenol compound and a thiol compound.

2. The composition according to claim 1, characterized in that The composition further comprises: a third monomer in an amount of 0.01% to 20% by mass, wherein the third monomer is an olefin compound containing an aromatic ring.

3. The composition according to claim 1 or 2, characterized in that The chemical structural formula of the first monomer is as follows: Wherein, X is 1-methylvinyl, vinyl, alkynyl or acrylate; Ar1 is a benzene ring, a thiophene ring, a thiazole ring or a benzothiazole ring.

4. The composition according to claim 1 or 2, characterized in that The chemical structural formula of the second monomer is as follows: or Wherein, Ar2 is a benzene ring, a naphthalene ring or a thiophene ring; Y is -S- or -SO2-; n is 1, 2 or 3.

5. The composition according to claim 2, characterized in that The chemical structural formula of the third monomer is as follows: Wherein, Ar3 is a benzene ring, a naphthalene ring or an anthracene ring; n is 0, 1, 2 or 3.

6. The composition according to any one of claims 1 to 5, characterized in that The composition further comprises an additive, wherein the mass percentage of the additive is 0.01%-10%; The additives include at least one of a stabilizer, an antioxidant, a leveling agent, and a dispersant.

7. An optical material, characterized in that The optical material is prepared using the composition according to any one of claims 1 to 6.

8. The optical material according to claim 7, wherein The refractive index of the optical material is 1.65@589nm-1.70@589nm.

9. A method for preparing an optical material, characterized in that: The optical material as claimed in claim 7, wherein the preparation method of the optical material comprises: Obtaining a liquid raw material solution, wherein the liquid raw material solution comprises the composition according to any one of claims 1 to 6; The liquid raw material liquid is subjected to liquid shaping treatment and light curing treatment in sequence to prepare the optical material.

10. The method for preparing an optical material according to claim 9, wherein: The optical material is an optical film; The step of sequentially performing liquid shaping treatment and light curing treatment on the liquid raw material comprises: Applying the liquid raw material to a substrate to perform the liquid shaping process to obtain a liquid coating; The liquid coating is subjected to the photocuring treatment to obtain the optical material in the form of a thin film.

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