Optical resin composition and application

Abstract

The invention relates to an optical resin composition and application, and relates to the technical field of nanoimprinting, the optical resin composition comprises the following components: a (methyl) acrylate monomer, a (methyl) acrylate prepolymer with a polyether or polyester chain segment and a photopolymerization initiator; the (meth) acrylate monomer contains a C6-30 aromatic hydrocarbon group. The resin composition for nanoimprint provided by the invention has good optical performance when being used for preparing an optical thin film or an optical device; the composition provided by the invention has good flexibility, and when the composition is used for preparing the nano pattern, the good flexibility is beneficial to resisting the adhesive force and friction force of a mold in the demolding process, so that the deformation and brittle failure of the pattern are avoided, and the integrity and precision of the nano pattern are kept.

Description

Technical Field

[0001] The present invention relates to the field of nanoimprinting technology, and particularly to an optical resin composition and its application. Background Art

[0002] Imprinting technology processing techniques can be divided into nanoimprinting technology and molding technology according to the size of the pattern. Among them, nanoimprinting technology mainly includes hot embossing lithography (HEL), extreme ultraviolet nanoimprinting (UV-NIL), and microcontact printing. In the hot embossing process, after the structural pattern is transferred to the polymer softened by heating, it is cured by cooling below the glass transition temperature of the polymer; while in the ultraviolet nanoimprinting process, it is cured by ultraviolet photopolymerization; microcontact printing generally refers to transferring ink materials onto a patterned metal-based surface and then performing an etching process.

[0003] Among them, ultraviolet nanoimprinting technology has high processing efficiency because it cures at room temperature using ultraviolet light. The principle is as follows: A transparent template with a nano-scale convex and concave structure is pressed into a prepolymer film. After ultraviolet light curing, the nano-structure is fixed and the template is removed, and then a nano-structure can be obtained on the material surface. Currently, various existing ultraviolet nanoimprinting materials have different defects. For example, they adhere to the template and it is difficult to completely remove it without damaging the template, so it has a certain impact on the template life; there is a deterioration effect on the refractive index of the optical film formed by nanoimprinting; some also have a high surface energy, but it is difficult to be used to manufacture high-resolution patterns. In view of this, the present invention provides an optical resin composition and its application. Summary of the Invention

[0004] The technical problem to be solved by the present invention is to provide an optical resin composition and its application. The purpose is to provide an ultraviolet nanoimprinting photoresist material with good demolding property to ensure the integrity of the nano-pattern after demolding.

[0005] The technical solution of the present invention to solve the above technical problems is as follows:

[0006] In a first aspect, an optical resin composition, which comprises the following components: (meth)acrylate monomer, (meth)acrylate prepolymer having a polyether or polyester segment, and a photoinitiator; the (meth)acrylate monomer contains C 6-30 aryl hydrocarbon group.

[0007] Among them, the C 6-30 aryl hydrocarbon group refers to a functional group formed by substituting at least one hydrogen atom in a class of hydrocarbons containing a benzene ring structure, and includes those substituted by hydroxyl, nitro, imino group (=NH, =NR, where R is a C1 to C 10 alkyl group), amidino group, hydrazino group or hydrazone group, carboxyl group, C1 to C 20 alkyl group, C6 to C 30 aryl group, etc.

[0008] Further, the structure of the (meth)acrylate monomer contains at least two substituted or unsubstituted phenyl groups and contains a structural unit as shown in Formula I: In Formula I, R a is selected from at least one of a non-metallic heteroatom, a keto group, an ester group, a substituted or unsubstituted C 1-20 aliphatic hydrocarbon group, and a substituted or unsubstituted C 6-30 aromatic hydrocarbon group; preferably, in Formula I, R a is selected from any one of O, S, S(=O), S(=O)2, NH, C(=O), C(=O)O, C 1-20 alkyl group, C 1-20 cycloalkyl group, and C 6-18 aryl group; the above-mentioned C 1-20 alkyl group or C 1-20 cycloalkyl group specifically includes any one of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2-methylbutyl, n-pentyl, sec-pentyl, neopentyl, n-hexyl, neohexyl, n-heptyl, n-octyl, 2-ethylhexyl, cyclopropane, cyclobutane, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclododecane, and cyclotetradecane. Most preferably, R a is selected from at least one of C(=O), C(=O)O, C 1-6 alkyl group, and C3-C6 cycloalkyl group.

[0009] Further, the (meth)acrylate monomer is a mono(meth)acrylate or a di(meth)acrylate; the (meth)acrylate functional group of the mono(meth)acrylate is directly bonded to any one of the phenyl groups on either side in the structural unit shown in Formula I; the two (meth)acrylate functional groups of the di(meth)acrylate are respectively bonded to the two phenyl groups in the structural unit shown in Formula I, or the two (meth)acrylate functional groups are connected by a substituted or unsubstituted C 1-20 alkylene group, a substituted or unsubstituted C 1-20 alkylene ether group, a substituted or unsubstituted C 1-20 alkylene ester group, or a substituted or unsubstituted C 6-15 arylene group.

[0010] Further, both of the two substituted or unsubstituted benzenes in the structural unit shown in Formula I can be substituted by one or more R1, and the R1 is selected from hydrogen, C 1-6 alkyl group, C 1-6 alkoxy group, C 6-12 cycloalkyl group, or C 6-12at least one of aryl groups of cycloalkyl; specifically, including methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2-methylbutyl, n-pentyl, sec-pentyl, neopentyl, methoxy, cyclohexyl, phenyl, biphenyl.

[0011] Furthermore, the (meth)acrylate prepolymer having a polyether or polyester segment contains a structure shown in Formula II: In Formula II, R b is selected from substituted or unsubstituted C 1-20 aliphatic hydrocarbon groups, substituted or unsubstituted C 1-10 alkoxy groups, substituted or unsubstituted C 6-30 aromatic hydrocarbon groups, C-containing acyl or amide groups 1-20 aliphatic hydrocarbon groups, C-containing acyl or amide groups 6-30 aromatic hydrocarbon groups, substituted or unsubstituted C 1-20 aliphatic hydrocarbon groups with a terminal mono(meth)acrylate functional group, C 6-30 aromatic hydrocarbon groups, substituted or unsubstituted C 1-10 alkoxy groups; at least one of them; R c , R d are each independently selected from substituted or unsubstituted C 1-20 aliphatic hydrocarbon groups, substituted or unsubstituted C 6-30 aromatic hydrocarbon groups, substituted or unsubstituted C 1-10 alkoxy groups; at least one of them; X1 is OOC; X2 is C=O; p is 0 or 1; n is the degree of polymerization. In the present invention, the molecular weight of the (meth)acrylate prepolymer having a polyether or polyester segment is less than 10,000, and more preferably, less than 800; specifically, in the specific examples provided in the present invention, n takes the value of 8; is directly or bonded to the (meth)acrylate group through a substituted or unsubstituted C 1-10 alkoxy group; m is any one of natural numbers from 1 to 6.

[0012] Furthermore, the R b has: the structure shown, or an R d group with a terminal mono(meth)acrylate functional group; wherein, z1 and z2 are each independently selected from any one of natural numbers from 0 to 6; R b1 , R b2 are each independently selected from substituted or unsubstituted C 1-10 aliphatic hydrocarbon groups, substituted or unsubstituted C 1-10 alkoxy groups, substituted or unsubstituted C 6-15 aromatic hydrocarbon groups; at least one of them. When z1 and z2 are not 0, they are equal to m.

[0013] Among them, the functional groups in the above "substituted" cases are hydroxyl groups, C 1-6 alkyl groups. The above-mentioned substituted or unsubstituted C 1-20 aliphatic hydrocarbon groups include hydroxyl-substituted or unsubstituted C 1-12 alkane groups, hydroxyl-substituted or unsubstituted C 3-12 cycloalkane groups; the above-mentioned substituted or unsubstituted C 1-10 alkoxy groups include hydroxyl-substituted or unsubstituted C 1-10 alkoxy groups; the above-mentioned substituted or unsubstituted C 6-15 aromatic hydrocarbon groups are selected from C 1-6 alkyl groups, hydroxyl-substituted or unsubstituted C 6-15 aromatic hydrocarbon groups containing 1-2 benzene rings. As the C 6-15 aromatic hydrocarbon groups containing 1-2 benzene rings specifically include: benzene rings, naphthalene, anthracene, biphenyl, diphenylmethane, diphenylethane, diphenylpropane, where 1-4 hydrogens are substituted by the functional groups connected thereto.

[0014] Specifically, when the (meth)acrylate prepolymer is a (meth)acrylate prepolymer containing a polyether segment, R d is selected from hydroxyl-substituted or unsubstituted C 1-20 aliphatic hydrocarbon groups. Preferably, R d is selected from hydroxyl-substituted or unsubstituted C 1-10 linear or branched alkyl groups; p is 0, and R b has the shown structural formula, z1 and z2 are natural numbers from 0 to 6, and R b1 , R b2 are each independently selected from hydroxyl-substituted or unsubstituted C 1-20 aliphatic hydrocarbon groups, C 1-6 alkyl-substituted or unsubstituted C 6-15 aromatic hydrocarbon groups.

[0015] More preferably, when the (meth)acrylate prepolymer is a (meth)acrylate prepolymer containing a polyester segment, R c is selected from hydroxyl-substituted or unsubstituted C 1-20 aliphatic hydrocarbon groups, R d is selected from hydroxyl-substituted or unsubstituted C 1-20 aliphatic hydrocarbon groups, or hydroxyl-substituted or unsubstituted C 1-10 alkoxy groups. When p is 1, X1 is OOC, X2 is C=O, and m = 1, R b is preferably an R d group having a single (meth)acrylate functional group at the end. When m is 2-6, R b is preferably hydroxyl-substituted or unsubstituted C 1-20an aliphatic hydrocarbon group; in a preferred embodiment, m is preferably selected from 1, 2 or 3; when m is greater than 2, R b is selected from C 1-8 alkyl groups.

[0016] Furthermore, when the R c and R d are both aliphatic hydrocarbon groups of C 1-20 , they are not both cyclic alkyl groups at the same time. That is, in the preferred embodiment of the present invention, the case where R c and R d are both cyclic alkyl groups at the same time is not included.

[0017] Furthermore, the photoinitiator includes at least one of triazine, acetophenone, benzophenone, thioxanthone, phosphorus, and oxime.

[0018] Preferably, the photoinitiator is at least one of diphenyl(2,4,6-triformyl)phosphine oxide, ethyl phenyl(2,4,6-trimethylbenzoyl)phosphonate, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butanone, 1-hydroxycyclohexyl phenyl ketone, 1-[4-(phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyl oxime), 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone 1-(O-acetyl oxime).

[0019] Furthermore, the optical resin composition comprises the following components in weight percentages: 5 wt% to 95 wt% of the (meth)acrylate monomer, 1 wt% to 90 wt% of the (meth)acrylate prepolymer having a polyether or polyester segment, and 0.5 wt% to 5 wt% of the photoinitiator.

[0020] Furthermore, the optical resin composition further contains a crosslinking agent and / or inorganic nanoparticles. When a crosslinking agent is contained, the weight percentage of the crosslinking agent in the optical resin composition is 1% - 20%, the weight percentage of the (meth)acrylate monomer is 5 wt% to 75 wt%, and the weight percentage of the (meth)acrylate prepolymer having a polyether or polyester segment is 1 wt% to 70 wt%. Furthermore, the crosslinking agent includes at least one of a 2-6 functional acrylate monomer having a substituted or unsubstituted C 1-20 alkyl group and a 2-6 functional acrylate monomer having a substituted or unsubstituted C 1-20 alkoxy group.

[0021] To improve the refractive index performance of the optical film or optical element prepared using the composition provided by the present invention, the composition further contains inorganic nanoparticles. The inorganic nanoparticles include oxides and / or sulfides of metal elements of at least one of zirconium, titanium, zinc, germanium, niobium, molybdenum, indium, tin, antimony, cerium, neodymium, hafnium, tantalum, and bismuth. Specifically, the inorganic nanoparticles are specifically any one or a combination of ZrO2, TiO2, ZnS, ZnO, CeO2, GeO2, Ta2O5, Bi4Ti3O2, Nb2O5, HfO2, SnO2, MoO3, Sb2O3, Sb2O5, Nd2O3; and the particle size range of the inorganic nanoparticles is preferably between 10 nm and 50 nm.

[0022] The composition provided by the present invention may further include surfactants, adhesion promoters, defoamers, solvents, etc.

[0023] Preferably, the above-mentioned surfactant is selected from at least one of polyether-modified polydimethylsiloxane, polyester-modified polydimethylsiloxane containing polyacrylate functional groups, polyether-modified polydimethylsiloxane containing hydroxyl groups, and acryloyloxy-modified silane polymers.

[0024] Preferably, the above-mentioned solvent is selected from one or a mixture of esters, alcohols, ethers, ketones, and benzenes. Examples of ester solvents include: ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, and examples of ethers include: ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, and examples of ketones include: acetone, methyl amyl ketone, methyl isopropyl ketone, methyl isopentyl ketone, diisopropyl ketone, and examples of benzenes include: toluene, xylene. When a solvent is contained, in the optical resin composition, the weight percentage of the solvent is preferably 40% - 70%, the weight percentage of the (meth)acrylate monomer is preferably 5 wt% to 35 wt%, and the weight percentage of the (meth)acrylate prepolymer having a polyether or polyester segment is preferably 1 wt% to 20 wt%.

[0025] In the second aspect, the application of the optical resin composition, the resin composition for nanoimprinting is used to prepare a nanoimprinted optical film with an imprinted structure. The method for preparing the nanoimprinted optical film specifically includes: pre-baking, mold imprinting, UV curing, and demolding of the resin composition for nanoimprinting to prepare a nanoimprinted optical film with an imprinted structure.

[0026] Compared with the prior art, the beneficial effects of the present invention are:

[0027] The resin composition for nanoimprinting provided by the present invention has good optical properties when used for preparing optical films or optical devices; moreover, the composition provided by the present invention has good flexibility and a low elastic modulus. When it is used for preparing nano-patterns, the good flexibility helps to resist the adhesion force and frictional force of the mold during the demolding process, avoid the deformation and brittle fracture of the pattern, and maintain the integrity and accuracy of the nano-pattern. Description of the Drawings

[0028] Figure 1 It is a complete diagram of the surface state structure of the present invention;

[0029] Figure 2 It is a defective diagram of the surface state structure of the present invention. Detailed Description of the Invention

[0030] The principles and features of the present invention will be described below. The examples given are only for explaining the present invention and are not intended to limit the scope of the present invention. For those without specific technical or conditions noted in the examples, the techniques or conditions described in the literature in this field are followed, or the product specifications are followed. For reagents or instruments without the manufacturer noted, they are all conventional products that can be purchased through regular channels.

[0031] Material descriptions of the following examples and comparative examples:

[0032] (1) The (meth)acrylate monomers and (meth)acrylate prepolymer structures used in the following examples are shown in detail in Tables 1 and 2:

[0033] Table 1 (meth)acrylate monomers of Examples 1-18

[0034]

[0035]

[0036] Table 2 (meth)acrylate prepolymers of Examples 1-18

[0037]

[0038]

[0039]

[0040] (2) The (meth)acrylate monomers and (meth)acrylate prepolymer structures used in the following Comparative Examples 1-5 are shown in Tables 3 and 4.

[0041] Table 3 (meth)acrylate monomers used in Comparative Examples 1-5

[0042]

[0043] Table 4 (Meth)acrylate prepolymers used in Comparative Examples 1-5

[0044]

[0045] Example 1:

[0046] The preparation method of the optical resin composition involved in this example includes the following steps: Put 10 parts by weight of (meth)acrylate monomer A1, 5 parts by weight of (meth)acrylate prepolymer B1, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol monomethyl ether acetate into a reaction kettle and stir. Control the temperature at 30 °C, the stirring speed at 1500 rpm, and the stirring time at 4 h to obtain a mixed material; filter the mixed material with a filter element with a pore size of 0.25 μm to obtain the optical resin composition for photocuring.

[0047] Example 2:

[0048] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 10 parts by weight of (meth)acrylate monomer A3, 5 parts by weight of (meth)acrylate prepolymer B1, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol monomethyl ether acetate.

[0049] Example 3:

[0050] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 10 parts by weight of (meth)acrylate monomer A3, 5 parts by weight of (meth)acrylate prepolymer B2, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol monomethyl ether acetate.

[0051] Example 4:

[0052] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 10 parts by weight of (meth)acrylate monomer A6, 5 parts by weight of (meth)acrylate prepolymer B2, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol monomethyl ether acetate.

[0053] Example 5:

[0054] The preparation method is the same as that of Example 1, except that it comprises the following components by weight: 10 parts by weight of (meth)acrylate monomer A6, 5 parts by weight of (meth)acrylate prepolymer B3, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol monomethyl ether acetate.

[0055] Example 6:

[0056] The preparation method is the same as that of Example 1, except that it comprises the following components by weight: 10 parts by weight of (meth)acrylate monomer A6, 5 parts by weight of (meth)acrylate prepolymer B7, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol monomethyl ether acetate.

[0057] Example 7:

[0058] The preparation method is the same as that of Example 1, except that it comprises the following components by weight: 8 parts by weight of (meth)acrylate monomer A4, 8 parts by weight of (meth)acrylate prepolymer B4, 3.5 parts by weight of pentaerythritol tetraacrylate, 20 parts by weight of ZrO2, 0.5 part by weight of 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone 1-(O-acetoxime), and 65 parts by weight of propylene glycol monomethyl ether acetate.

[0059] Example 8:

[0060] The preparation method is the same as that of Example 1, except that it comprises the following components by weight: 8 parts by weight of (meth)acrylate monomer A4, 8 parts by weight of (meth)acrylate prepolymer B6, 3.5 parts by weight of pentaerythritol tetraacrylate, 20 parts by weight of ZrO2, 0.5 part by weight of 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone 1-(O-acetoxime), and 65 parts by weight of propylene glycol monomethyl ether acetate.

[0061] Example 9:

[0062] The preparation method is the same as that of Example 1, except that it comprises the following components by weight: 10 parts by weight of (meth)acrylate monomer A3, 5 parts by weight of (meth)acrylate prepolymer C1, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol monomethyl ether acetate.

[0063] Example 10:

[0064] The preparation method is the same as that of Example 1, except that it comprises the following components by weight fraction: 10 parts by weight of (meth)acrylate monomer A3, 5 parts by weight of (meth)acrylate prepolymer C3, 30 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 65 parts by weight of propylene glycol methyl ether acetate.

[0065] Example 11:

[0066] The preparation method is the same as that of Example 1, except that it comprises the following components by weight fraction: 15 parts by weight of (meth)acrylate monomer A5, 15 parts by weight of (meth)acrylate prepolymer B5, 15 parts by weight of ZrO2, 1.5 parts by weight of ethyl phenyl(2,4,6-trimethylbenzoyl)phosphonate, and 65 parts by weight of propylene glycol methyl ether.

[0067] Example 12:

[0068] The preparation method is the same as that of Example 1, except that it comprises the following components by weight fraction: 20 parts by weight of (meth)acrylate monomer A6, 10 parts by weight of (meth)acrylate prepolymer C2, 25 parts by weight of ZrO2, 1 part by weight of 1-hydroxycyclohexyl phenyl ketone, and 70 parts by weight of propylene glycol methyl ether.

[0069] Example 13:

[0070] The preparation method is the same as that of Example 1, except that it comprises the following components by weight fraction: 20 parts by weight of (meth)acrylate monomer A6, 10 parts by weight of (meth)acrylate prepolymer C3, 25 parts by weight of ZrO2, 1 part by weight of 1-hydroxycyclohexyl phenyl ketone, and 70 parts by weight of propylene glycol methyl ether.

[0071] Example 14:

[0072] The preparation method is the same as that of Example 1, except that it comprises the following components by weight fraction: 8 parts by weight of (meth)acrylate monomer A7, 10 parts by weight of (meth)acrylate prepolymer C4, 25 parts by weight of ZrO2, 1 part by weight of 1-hydroxycyclohexyl phenyl ketone, 0.5 part by weight of polyether-modified polydimethylsiloxane, and 70 parts by weight of propylene glycol methyl ether.

[0073] Example 15:

[0074] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 8 parts by weight of (meth)acrylate monomer A7, 10 parts by weight of (meth)acrylate prepolymer C6, 25 parts by weight of ZrO2, 1 part by weight of 1-hydroxycyclohexyl phenyl ketone, 0.5 part by weight of polyether-modified polydimethylsiloxane, and 70 parts by weight of propylene glycol methyl ether.

[0075] Example 16:

[0076] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 15 parts by weight of (meth)acrylate monomer A2, 5 parts by weight of (meth)acrylate prepolymer C5, 25 parts by weight of ZrO2, 1 part by weight of 1-hydroxycyclohexyl phenyl ketone, 0.5 part by weight of polyether-modified polydimethylsiloxane, and 70 parts by weight of propylene glycol methyl ether.

[0077] Comparative Example 1:

[0078] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 10 parts by weight of (meth)acrylate monomer A3, 5 parts by weight of (meth)acrylate prepolymer E1, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol methyl ether acetate.

[0079] Comparative Example 2:

[0080] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 10 parts by weight of (meth)acrylate monomer A3, 5 parts by weight of (meth)acrylate prepolymer E2, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol methyl ether acetate.

[0081] Comparative Example 3:

[0082] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 8 parts by weight of (meth)acrylate monomer A4, 3.5 parts by weight of (meth)acrylate prepolymer E3, 25 parts by weight of ZrO2, 0.5 part by weight of 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone 1-(O-acetoxime), and 65 parts by weight of propylene glycol methyl ether acetate.

[0083] Comparative Example 4:

[0084] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 10 parts by weight of (meth)acrylate monomer D2, 5 parts by weight of (meth)acrylate prepolymer E1, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol methyl ether acetate.

[0085] Comparative Example 5:

[0086] The preparation method is the same as that of Example 1, except that it includes the following components by weight fraction: 10 parts by weight of (meth)acrylate monomer A3, 5 parts by weight of (meth)acrylate monomer D1, 25 parts by weight of ZrO2, 1 part by weight of diphenyl(2,4,6-triformyl)phosphine oxide, and 60 parts by weight of propylene glycol methyl ether acetate.

[0087] Performance testing:

[0088] The imprinting adhesives prepared in Examples 1-16 and Comparative Examples 1-5 were numbered 1-21 in sequence and subjected to the following tests:

[0089] 1) Using inkjet printing technology, coat a 5-μm film on a quartz substrate to form a 15-μm-thick film. After drying the substrate in a vacuum drying oven for 30 minutes, pre-bake it on a vacuum hot plate at 80°C for 1 minute, and then place it in a UV curing machine to irradiate the resin composition at a strength of about 2000 mJ / cm 2 to cure it, and then measure the refractive index after film formation;

[0090] 2) Thermal shrinkage rate: Measured by thermal film shrinkage, the shrinkage rate of the 15-μm-thick film formed after photocuring was tested by heating at 150°C for 30 minutes;

[0091] 3) Elongation at break: Measured by a tensile machine for the elongation at break of the 15-μm-thick film formed after photocuring;

[0092] 4) Observation and evaluation of surface state: Use an atomic force microscope to detect whether the surface structure of the pattern is complete; the surface structure is complete as Figure 1 shown, and the surface structure is defective as Figure 2 shown.

[0093] The test results are shown in Table 5 below:

[0094] Table 5 Test Results

[0095]

[0096]

[0097] As can be seen from Table 5 above, the system has good optical properties, heat shrinkage properties, and elongation at break. However, it can be found from the above table that when the resin composition prepared by the comparative composition is used for nanoimprinting, the obtained nano patterns after demolding all have the phenomenon of structural defects. The resin composition provided by the present invention resists the frictional force during the demolding process through excellent toughness, etc., so that the nano patterns maintain good integrity and accuracy after demolding. Applying it to the AR / VR field is beneficial to improving the display performance of AR / VR devices.

[0098] In the description of this specification, the description with reference to the terms "one embodiment", "some embodiments", "example", "specific example", or "some examples", etc. means that the specific features, structures, materials, or characteristics described in connection with the embodiment or example are included in at least one embodiment or example of the present invention. In this specification, the schematic representations of the above terms do not necessarily refer to the same embodiment or example. Moreover, the specific features, structures, materials, or characteristics described can be combined in a suitable manner in any one or more embodiments or examples. In addition, without contradiction, those skilled in the art can combine and combine the different embodiments or examples described in this specification and the features of different embodiments or examples.

[0099] Although the embodiments of the present invention have been shown and described above, it can be understood that the above embodiments are exemplary and should not be construed as limiting the present invention. Those of ordinary skill in the art can make changes, modifications, substitutions, and variations to the above embodiments within the scope of the present invention.

Claims

1. An optical resin composition, characterized in that, It contains the following components: (meth)acrylate monomer, (meth)acrylate prepolymer having a polyether or polyester segment, and a photoinitiator; the (meth)acrylate monomer contains an aromatic hydrocarbon group of C 6-30 .

2. The optical resin composition according to claim 1, wherein The structure of the (meth)acrylate monomer contains at least two substituted or unsubstituted phenyl groups and contains a structural unit as shown in Formula I: In Formula I, R a is selected from at least one of a non-metallic heteroatom, a keto group, an ester group, a substituted or unsubstituted C 1-20 aliphatic hydrocarbon group, and a substituted or unsubstituted C 6-30 aromatic hydrocarbon group; The (meth)acrylate prepolymer having a polyether or polyester segment contains a structure shown in Formula II: In Formula II, R b is selected from a substituted or unsubstituted C 1-20 aliphatic hydrocarbon group, a substituted or unsubstituted C 1-10 alkoxy group, a substituted or unsubstituted C 6-30 aromatic hydrocarbon group, a C 1-20 aliphatic hydrocarbon group containing an acyl group or an amide group, a C 6-30 aromatic hydrocarbon group containing an acyl group or an amide group, a substituted or unsubstituted C 1-20 aliphatic hydrocarbon group having a mono(meth)acrylate functional group at the end, a C 6-30 aromatic hydrocarbon group, a substituted or unsubstituted C 1-10 alkoxy group, at least one of which; R c , R d are each independently selected from a substituted or unsubstituted C 1-20 aliphatic hydrocarbon group, a substituted or unsubstituted C 6-30 aromatic hydrocarbon group, a substituted or unsubstituted C 1-10 alkoxy group, at least one of which; X1 is OOC; X2 is C=O; p is 0 or 1; n is the degree of polymerization; is directly or through a substituted or unsubstituted C 1-10 alkoxy group is bonded to the (meth)acrylate group; m is any one of natural numbers from 1 to 6.

3. The optical resin composition according to claim 2, wherein The (meth)acrylate monomer is a mono(meth)acrylate or a di(meth)acrylate; the (meth)acrylate functional group of the mono(meth)acrylate is directly bonded to any one of the phenyl groups in the structural unit shown in Formula I; the two (meth)acrylate functional groups of the di(meth)acrylate are respectively bonded to the two phenyl groups in the structural unit shown in Formula I, or the two (meth)acrylate functional groups are connected by any one of a substituted or unsubstituted C 1-20 alkylene, a substituted or unsubstituted C 1-20 alkylene ether group, a substituted or unsubstituted C 1-20 alkylene ester group, a substituted or unsubstituted C 6-15 arylene.

4. The optical resin composition according to claim 2, wherein In the structural unit shown in Formula I, both of the two substituted or unsubstituted benzenes may be substituted by one or more R1, and the R1 is selected from at least one of hydrogen, C 1-6 alkyl, C 1-6 alkoxy, C 6-12 cycloalkyl, C 6-12 aryl 5. The optical resin composition according to claim 2, wherein, The R b has: the structure shown, or an R group having a mono(meth)acrylate functional group at the end; wherein, z1 and z2 are each independently selected from any one of the natural numbers from 0 to 6; R d , R b1 , and R b2 are each independently selected from at least one of a substituted or unsubstituted aliphatic hydrocarbon group of C 1-10 , a substituted or unsubstituted alkoxy group of C 1-10 , and a substituted or unsubstituted aromatic hydrocarbon group of C 6-15 .

6. The optical resin composition according to claim 1, wherein the photoinitiator comprises at least one of triazine, acetophenone, benzophenone, thioxanthone, phosphorus, and oxime.

7. The optical resin composition according to any one of claims 1 to 6, characterized in that, The optical resin composition contains the following components in weight percentages: 5 wt% to 95 wt% of the (meth)acrylate monomer, 1 wt% to 90 wt% of the (meth)acrylate prepolymer having a polyether or polyester segment, and 0.5 wt% to 5 wt% of the photoinitiator.

8. The optical resin composition according to claim 1, wherein The optical resin composition further contains a crosslinking agent and / or inorganic nanoparticles.

9. The optical resin composition according to claim 8, wherein The crosslinking agent includes at least one of substituted or unsubstituted 2-6 functional acrylic ester monomers having C 1-20 alkyl groups and substituted or unsubstituted 2-6 functional acrylic ester monomers having C 1-20 alkoxy ether groups; the inorganic nanoparticles include oxides and / or sulfides of metal elements of at least one of zirconium, titanium, zinc, germanium, niobium, molybdenum, indium, tin, antimony, cerium, neodymium, hafnium, tantalum, and bismuth.

10. Application of the optical resin composition, characterized in that, The nanoimprint resin composition according to any one of claims 1 to 9 is used to prepare a nanoimprint optical film with an imprint structure.

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