Alkynyl-containing polymerizable compound and optical film use thereof

Abstract

Provided is an alkynyl-containing polymerizable compound. Further provided are a polymerizable liquid crystal composition and an optical anisotropic body comprising the polymerizable compound. The orientations of optical anisotropic bodies formed by means of the polymerizable compound being uneven is preferable, and the yellowing performance is also significantly improved under ultraviolet light.

Description

A polymerizable compound containing an alkyne group and its optical film application Technical Field

[0001] The present invention belongs to the technical field of light regulation, and in particular relates to an alkyne-containing polymerizable compound and an optical film application thereof. Background Art

[0002] Polymerizable compounds (RMs) are gaining increasing attention as raw materials for preparing various optically anisotropic materials. Existing techniques typically involve coating a RM solution onto a substrate, aligning it, and curing it by heating or irradiating it with active energy rays. This results in a uniformly oriented optically anisotropic polymer film, also known as an optically anisotropic material. The film's orientation can be planar (liquid crystal molecules oriented substantially parallel to the layers), homeotropic (rectangular or perpendicular to the layers), or tilted, or even cholesteric.

[0003] The optically anisotropic body has at least one of the following characteristics, preferably all of them: low haze value, high film thickness uniformity, little orientation unevenness, high surface hardness, high adhesion, good appearance after ultraviolet irradiation, and little orientation defect.

[0004] Depending on the application field, optical anisotropic bodies include, but are not limited to, birefringent films, optical delay films (phase difference films), optical compensation films, vision expansion films, reflective films, selective reflective films, anti-reflective films, brightness enhancement films, liquid crystal orientation films, polarizing films (deflecting plates), polarizing elements, circular polarizing elements, elliptically polarizing elements, and various other optical elements.

[0005] In the case of birefringent films, a polymerizable compound is added to the parent liquid crystal to produce a polymerizable liquid crystal composition. This reduces the wavelength dispersion of the birefringence, effectively increasing the viewing angle of the display. However, existing birefringent films are prone to yellowing and uneven orientation.

[0006] Therefore, there is a demand for the development of the following polymerizable compound, the use of which can solve the above-mentioned technical problems.

[0007] Summary of the Invention

[0008] The present invention aims to provide a polymerizable compound containing an alkynyl group and its application in optical films. The polymerizable compound described above and below has excellent optical anisotropy and uneven orientation, and also significantly improves yellowing performance under ultraviolet light.

[0009] The inventors have diligently studied the molecular engineering of polymerizable compounds according to the "function-synthesis-structure" approach and have found that the aforementioned technical problems can be solved by using the polymerizable compounds containing alkyne groups of the general formula (1) of the present invention, thereby completing the present invention.

[0010] The present invention includes the following configurations.

[0011] A polymerizable compound containing an alkynyl group, wherein the compound is selected from the compounds of the general formula (1),

[0012] Where,

[0013] P1 and P2 each independently represent a polymerizable group;

[0014] L1 and L2 each independently represent an alkylene group with 1 to 30 carbon atoms; the alkylene group may be linear or branched; one or more -CH2- in the alkylene group may be replaced by -O-, -S-, -NH-, -NR a -, -CO-, -OCO-, -COO-, -OCOO-, -SCO-, -COS-substituted;

[0015] R1-R2 and R a Each independently represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a haloalkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a haloalkoxy group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, a haloalkenyl group having 2 to 30 carbon atoms, an alkenyloxy group having 2 to 30 carbon atoms, a haloalkenyloxy group having 2 to 30 carbon atoms, an alkoxycarbonyl group having 1 to 30 carbon atoms, a haloalkoxycarbonyl group having 1 to 30 carbon atoms, Alkylcarbonyl, halogenated alkylcarbonyl having 1 to 30 carbon atoms, alkylacyloxy having 1 to 30 carbon atoms, halogenated alkylacyloxy having 1 to 30 carbon atoms, alkylaryl having 6 to 30 carbon atoms, arylalkyl having 6 to 30 carbon atoms, alkylaryloxy having 6 to 30 carbon atoms, arylalkyloxy having 6 to 30 carbon atoms, arylcarbonyl having 6 to 30 carbon atoms, aryloxycarbonyl having 6 to 30 carbon atoms, arylcarbonyloxy having 6 to 30 carbon atoms, and the alkyl, alkoxy, alkenyl and alkenyloxy groups may be substituted with -O-, -S-, -NH-, -CO-, -OCO-, -COO-, -SCO- or -COS-; and optionally, one or more H atoms in the alkyl, alkoxy, alkenyl and alkenyloxy groups may be substituted with halogen, halogen, cyano, hydroxyl, nitro, carboxyl, carbamoyloxy, amino, sulfamoyl, methylamino, dimethylamino, diethylamino, diisopropylamino, trimethylsilyl, dimethylsilyl, thioisocyanato, an alkyl group having 1 to 30 carbon atoms, a haloalkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a haloalkoxy group having 1 to 30 carbon atoms, an alkylacyloxy group having 1 to 30 carbon atoms, a haloalkylacyloxy group having 1 to 30 carbon atoms or a polymerizable group.

[0016] m, n and p each independently represent an integer of 0-4; q each independently represents an integer of 0-3. When m, n, p and q ≥ 2, multiple R2s may be the same or different.

[0017] As the polymerizable compounds described above and below, the carbon number of the alkyl group, haloalkyl group, alkoxy group, haloalkoxy group, alkoxycarbonyl group, haloalkoxycarbonyl group, alkylcarbonyl group, haloalkylcarbonyl group, alkylacyloxy group or haloalkylacyloxy group, which is 1-30, may be 1-28, 1-26, 1-24, 1-22, 1-20, 1-18, 1-16, 1-14, 1-12, 1-10, 1-8, 1-6, 1-4, 1-2, and various subranges thereof, and combinations thereof; the carbon number of the alkenyl group, haloalkenyl group, alkenyloxy group or haloalkenyloxy group may be 2-28, 2-26, 2-24, 2-22, 2-20, 2-18, 2-16, 2-14, 2-12, 2-10, 2-8, 2-6, 2-4, 2-3, and various subranges thereof, and combinations thereof.

[0018] As the compound described above and below, wherein the polymerizable group is selected from the following groups:

[0019] Wherein, R3 has the same definition as R1-R2.

[0020] Advantageously, R3 each independently represents a hydrogen atom, a halogen, a cyano group, an alkyl group having 1 to 30 carbon atoms, a haloalkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a haloalkoxy group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, a haloalkenyl group having 2 to 30 carbon atoms, an alkenyloxy group having 2 to 30 carbon atoms, a haloalkenyloxy group having 2 to 30 carbon atoms, an alkoxycarbonyl group having 1 to 30 carbon atoms, a haloalkoxycarbonyl group having 1 to 30 carbon atoms, an alkylcarbonyl group having 1 to 30 carbon atoms, a haloalkylcarbonyl group having 1 to 30 carbon atoms, an alkylacyloxy group having 1 to 30 carbon atoms, or a haloalkylacyloxy group having 1 to 30 carbon atoms.

[0021] As the polymerizable compound described above and below, wherein P1 and P2 each independently represent a group of (P-1) and (P-2); preferably, P1 and P2 each independently represent a group of (P-1).

[0022] In a specific embodiment, P1 and P2 each independently represent an acrylate group.

[0023] As the polymerizable compound described above and below, wherein L1 and L2 each independently represent an alkylene group having 1 to 20 carbon atoms; the alkylene group is linear; and one or more -CH2- in the alkylene group may be substituted by -O-, -CO-, -OCO-, -COO-, or -OCOO-.

[0024] Preferably, L1 and L2 each independently represent an alkylene group having 1 to 16 carbon atoms. Advantageously, the alkylene group is linear. Advantageously, one or more -CH2- groups in the alkylene group may be substituted by -O- or -CO-.

[0025] More preferably, L1 and L2 each independently represent an alkylene group having 2 to 10 carbon atoms.

[0026] More preferably, L1 and L2 each independently represent an alkylene group having 3 to 8 carbon atoms.

[0027] Most preferably, L1 and L2 each independently represent an alkylene group having 4 to 6 carbon atoms.

[0028] As the polymerizable compound described above and below, wherein R1 represents an alkyl group having 1 to 30 carbon atoms, a haloalkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a haloalkoxy group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, a haloalkenyl group having 2 to 30 carbon atoms, an alkenyloxy group having 2 to 30 carbon atoms, a haloalkenyloxy group having 2 to 30 carbon atoms, an alkoxycarbonyl group having 1 to 30 carbon atoms, a haloalkoxycarbonyl group having 1 to 30 carbon atoms, an alkylcarbonyl group having 1 to 30 carbon atoms, a haloalkylcarbonyl group having 1 to 30 carbon atoms, an alkylacyloxy group having 1 to 30 carbon atoms, or a haloalkylacyloxy group having 1 to 30 carbon atoms; and one or more -CH2- groups in the alkyl group, alkoxy group, alkenyl group, or alkenyloxy group may be substituted by -O-, -S-, -CO-, -OCO-, or -COO-.

[0029] Preferably, R1 represents an alkyl group having 1 to 30 carbon atoms, a haloalkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, or a haloalkoxy group having 1 to 30 carbon atoms. One or more -CH2- groups in the alkyl group or alkoxy group may be substituted by -O- or -S-.

[0030] More preferably, R1 represents an alkyl group having 2 to 20 carbon atoms or an alkoxy group having 2 to 20 carbon atoms.

[0031] More preferably, R1 represents an alkyl group having 3 to 15 carbon atoms or an alkoxy group having 3 to 15 carbon atoms.

[0032] Most preferably, R1 represents an alkyl group having 4 to 10 carbon atoms or an alkoxy group having 4 to 10 carbon atoms.

[0033] As the polymerizable compound described above and below, wherein R2-R3 and R a Each independently represents a hydrogen atom, a halogen, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a carbamoyloxy group, an amino group, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or a haloalkoxy group having 1 to 10 carbon atoms.

[0034] Preferably, R2-R3 and R a Each independently represents a hydrogen atom, a halogen, a cyano group, an alkyl group having 1 to 6 carbon atoms, a haloalkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or a haloalkoxy group having 1 to 6 carbon atoms.

[0035] More preferably, R2-R3 and R a Each independently represents a hydrogen atom, a halogen, a cyano group, an alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or a haloalkoxy group having 1 to 4 carbon atoms.

[0036] More preferably, R2-R3 and R a Each independently represents a hydrogen atom, a halogen, a cyano group, a methyl group, a trifluoromethyl group, a methoxy group, or a trifluoromethoxy group.

[0037] Most preferably, R2-R3 and R a Each independently represents a hydrogen atom.

[0038] As the polymerizable compound described above and below, wherein m, n, p and q each independently represent an integer of 0 to 3; preferably represent an integer of 0 to 2; more preferably represent 0 or 1; and most preferably represent 0.

[0039] In yet another aspect, the present invention provides a polymerizable compound as described above and below and at least one second polymerizable compound.

[0040] As the polymerizable liquid crystal composition described above and below, wherein the second polymerizable compound is selected from compounds of formula (B-1) and / or (B-2),

[0041] The polymerizable liquid crystal composition described above and below further includes a matrix liquid crystal.

[0042] Advantageously, the parent liquid crystals as described above and below are commercially available.

[0043] The polymerizable liquid crystal composition described above and below further includes additives.

[0044] Additives include, but are not limited to, polymerization initiators, sensitizers, sensitizers, stabilizers, leveling agents, surfactants, inhibitors, antioxidants, colorants, dispersants, lubricants, hydrophobic agents, adhesives, flow improvers, defoamers, degassing agents, diluents, thixotropic agents, gelling agents, catalysts, metals, metal complexes, luminescent materials, and the like.

[0045] Advantageously, the additive is present in an amount of 0.01 to 10 wt%, preferably 0.02 to 8 wt%, more preferably 0.05 to 5 wt%, and most preferably 0.1 to 2 wt%, based on the total weight of the polymerizable composition.

[0046] The polymerizable liquid crystal composition described above and below further includes an organic solvent.

[0047] As the organic solvent mentioned above and below, it is preferred that the organic solvent has good solubility in the polymerizable liquid crystal composition and can be removed by drying at 100° C. or below.

[0048] The organic solvent is not particularly limited, but an organic solvent in which the polymerizable liquid crystal composition shows good solubility is preferred, preferably an aromatic solvent such as toluene, xylene, isopropyl benzene, mesitylene, etc.; an ester solvent such as methyl acetate, ethyl acetate, propyl acetate, butyl acetate, etc.; a ketone solvent such as methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, cyclopentanone, etc.; an ether solvent such as tetrahydrothiophene, 1,2-dimethoxyethane, anisole, etc.; an amide solvent such as N,N-dimethylformamide, N-methyl-2-pyrrolidone, etc.; propylene glycol monomethyl ether acetate, diethylene glycol monomethyl ether acetate, γ-butyrolactone, and chlorobenzene, etc.

[0049] The organic solvents described above and below may be used alone or in combination of two or more.

[0050] Considering the stability of the solution, it is preferred to use one or more of ketone solvents, ether solvents, ester solvents and aromatic solvents.

[0051] As the polymerizable liquid crystal composition described above and below, the organic solvent content is 25-95wt%, preferably 30-90wt%, more preferably 35-85wt%, and most preferably 40-80wt%, based on the total weight of the polymerizable liquid crystal composition.

[0052] When preparing a polymerizable liquid crystal composition solution, heating and / or stirring are advantageously performed to promote dissolution of the polymerizable liquid crystal composition.

[0053] Furthermore, the polymerizable liquid crystal composition described above and below is coated on a substrate and cured to form a cured product.

[0054] Coating methods include, but are not limited to, coater coating, rod coating, spin coating, gravure printing, flexographic printing, inkjet coating, die coating, CAP coating, dipping, and other methods known in the art. After coating the polymerizable liquid crystal composition, it is cured (dried).

[0055] Advantageously, curing is carried out by polymerization. When polymerizing the polymerizable liquid crystal composition, it is desired to polymerize rapidly, so it is preferably polymerized by irradiating it with active energy rays such as ultraviolet-visible light or electron beams. When ultraviolet-visible light is used, a polarized light source or a non-polarized light source can be used.

[0056] The substrate of the cured product includes, but is not limited to, a glass substrate, a metal substrate, a ceramic substrate, and a polymer substrate. Furthermore, the polymer substrate may be, for example, a cellulose derivative, polyolefin, polyester, polyolefin, polycarbonate, polyacrylate, polyarylate, polyethersulfone, polyamide, polyimide, polyphenylene sulfide, polyphenylene oxide, or polystyrene, among others.

[0057] Based on process suitability, especially heat resistance and chemical stability, polyester, polystyrene, polyolefin, cellulose derivative, polyarylate, and polycarbonate are preferred.

[0058] In another aspect, the present invention further provides an optically anisotropic body comprising a substrate, a polymer film formed from the cured polymerizable liquid crystal composition as described above and below, and, if necessary, an alignment film.

[0059] Advantageously, the optically anisotropic body is formed by laminating a substrate, an alignment film if necessary, and a polymer film formed of a cured product of a polymerizable liquid crystal composition in this order.

[0060] Materials for the alignment film include, but are not limited to, polyimide, polysiloxane, polyamide, polyvinyl alcohol, polycarbonate, polystyrene, polyphenylene oxide, polyarylate, polyethylene terephthalate, polyethersulfone, epoxy resin, acrylic resin, epoxy acrylic resin, coumarin, chalcone, cinnamate, anthraquinone, azo compounds, and aromatic vinyl compounds. Polyimide is preferred based on process applicability, especially heat resistance and chemical stability.

[0061] Advantageously, the oriented film is obtained by an orientation treatment, which may be a stretching treatment, a rubbing treatment, polarized ultraviolet-visible light irradiation, an ion beam treatment, etc. Preferably, the orientation treatment is a rubbing treatment or polarized ultraviolet-visible light irradiation.

[0062] In yet another aspect, the present invention provides an optically anisotropic body formed from the cured product described above and below and / or use of the optically anisotropic body in optical, optoelectronic, electronic, or semiconductor components or devices.

[0063] The applications described in the context include, but are not limited to, birefringent films, optical delay films (phase difference films), optical compensation films, vision enlargement films, reflective films, selective reflective films, anti-reflective films, brightness enhancement films, liquid crystal orientation films, polarizing films (deflecting plates), polarizing elements, circular polarizing elements, and elliptically polarizing elements.

[0064] Preferably, the application is a birefringent film.

[0065] The birefringent films described above and below exhibit excellent orientation malalignment and significantly improve yellowing performance under ultraviolet light. Therefore, each of the compounds described above and below can be used as a component of a polymerizable composition. Furthermore, optically anisotropic polymerizable liquid crystal compositions containing the compounds of the present invention can be used in applications such as optical films. DETAILED DESCRIPTION

[0066] In the present invention, technical terms are further explained and defined in detail.

[0067] The term "liquid crystal" or "mesogenic compound" refers to a compound that forms a mesomorphic phase or a liquid crystal phase under certain conditions.

[0068] The term "polymerizable mesogen" or "polymerizable compound", abbreviated as RM, refers to a polymerizable liquid crystal or mesogenic compound, in particular a monomeric compound.

[0069] The term "monoreactive" or "direactive" means that the polymerizable mesogen or polymerizable compound has one or two polymerizable groups.

[0070] The term "polymerizable group" refers to a group that is polymerized by light, heat, a catalyst, or the like to form a polymer having a higher molecular weight.

[0071] The term "film" refers to a mechanically stable rigid or flexible coating or layer; optionally, the film can be alone; on a supporting substrate; or sandwiched between two substrates.

[0072] The present invention is further described below in conjunction with synthesis examples and embodiments, but the application of the present invention is not limited thereto. Unless otherwise specified, the percentages in the embodiments are all by mass.

[0073] Synthesis example

[0074] Polymerizable compounds Q-1 to Q-3 were synthesized separately.

[0075] The preparation process of Q-1 is as follows:

[0076] 50g of S-1 was added to a 1L reaction flask, 300ml of dichloromethane was added, 264g of S-2 was added, and then 3.3g of DMAP was added. A dichloromethane solution of DCC (124g dissolved in 200g of dichloromethane) was added dropwise at room temperature. After the addition was complete, the reaction was allowed to proceed for 6 hours. The filter cake was rinsed with 100g of dichloromethane, and the filtrate was washed with water, dried, and filtered. The product was passed through a chromatography column, concentrated, and crystallized by adding 500g of methanol. The product was filtered and dried to obtain 151.4g, with a yield of 84%.

[0077] Add 100g of S-3 to a 1L reaction flask, followed by 500g of toluene and 28g of S-4. Then, add 0.5g of cuprous iodide, 1.5g of triphenylphosphine, 1g of bistriphenylphosphine palladium dichloride, and 25g of triethylamine. Under nitrogen, heat to 80°C and react for approximately 4 hours. After completion, pass the mixture through a chromatography column, concentrate the chromatographic solution, and crystallize it with 200g of methanol. Filter and dry the mixture to obtain 88.5g of a solid (78% yield).

[0078] The NMR data are as follows: 1 H NMR(CDCl3)δ: 0.89-0.90(t,3H),1.27-1.29(m,4H),1.61-1.62(t,2H),1.88-1.90(m,10H),3.98-3.99(t,4H),4.14-4.16(t,4H), 5.82(d,2H),6.13(q,2H),6.39(d,2H),6.83-6.84(d,2H),6.91-6.92(d,4 H),7.03(s,1H),7.19-7.21(d,2H),7.47-7.48(d,2H),7.99-8.01(d,4H).

[0079] Preparation of Q-2

[0080] The synthesis route and conditions are the same as Q-1, and the obtained Q-2 NMR data are as follows: 1 H NMR(CDCl3)δ: 0.89-0.90(t,3H),1.28-1.31(m,4H),1.60-1.61(t,2H),1.87-1.89(m,8H),3.97-3.98(t,4H),4.13-4.15( t,6H),5.80(d,2H),6.12(q,2H),6.37(d,2H),6.80-6.81(d,2H),6.92-6.93(d,4H),7.02(s,1H),7.20-7.23(d,2H),7.45 -7.47(d,2H),7.98-8.00(d,4H).

[0081] Preparation of Q-3

[0082] The synthesis route and conditions are the same as Q-1, and the obtained Q-3 NMR data are as follows: 1H NMR(CDCl3)δ: 0.89-0.90(t,3H),1.28-1.30(m,4H),1.62-1.65(t,4H),1.87-1.95(m,16H),3.99-4.01(t,4H),4.16-4.17(t,4H),5.84(d, 2H),6.15(q,2H),6.41(d,2H),6.84-6.85(d,2H),6.93-6.95(d,4H), 7.04(s,1H),7.20-7.22(d,2H),7.49-7.50(d,2H),7.99-8.02(d,4H).

[0083] Examples 1-3 and Comparative Examples 1-3

[0084] Examples 1-3 used compounds Q-1 to Q-3 of the present invention.

[0085] Comparative Examples 1-3 used compounds B-1 to B-3 known in the prior art.

[0086] In order to evaluate the orientation unevenness and yellowing properties of a birefringent film, a liquid crystal composition was provided as a mother liquid crystal (M). The liquid crystal composition contained 50% of the compound (M-1) described in JP-A-2005-015473, 30% of the compound (M-2) described in JP-A-10-87565, and 20% of the compound (M-3) described in JP-T-2002-537280.

[0087] A polyimide solution for an alignment film was applied to a glass substrate having a thickness of 0.7 mm, dried at 100° C. for 10 minutes, and then fired at 200° C. for 60 minutes to obtain an alignment film. The obtained alignment film was subjected to a rubbing treatment using a commercially available rubbing device.

[0088] 40% of the compound to be evaluated was added to the mother liquid crystal M to prepare a polymerizable liquid crystal composition; 1% of a photopolymerization initiator Irgacure 907 (BASF), 0.1% 4-methoxyphenol and 80% chloroform were further added to prepare a coating solution.

[0089] The coating solution was applied to the rubbed alignment film by spin coating. After drying at 80°C for 1 minute, it was further dried at 120°C for 1 minute, and then heated at 40 mW / cm2 using a high-pressure mercury lamp. 2 The film was irradiated with ultraviolet light at an intensity of 100 nm for 25 seconds to produce a birefringent film to be evaluated.

[0090] The resulting birefringent film was observed under a polarizing microscope to evaluate the degree of unevenness. Ten birefringent films were prepared, each containing the compound to be evaluated, and the number of uneven spots was counted. The number of uneven spots observed in the ten birefringent films was totaled, and a score of 0 was assigned as excellent, 1 as good, 1-10 as fair, and 10 or more as poor.

[0091] A xenon irradiation tester (Suntest XLS, ATLAS) was used at 60 mW / cm 2 Each of the birefringent films produced was subjected to a sunlight test under the conditions of 26° C., 120 J. The yellowing performance and orientation unevenness performance of the obtained birefringent films were evaluated.

[0092] Yellowing performance was evaluated using the Yellowness Index (YI). The difference (ΔYI) between the YI value before and after the sun exposure test was calculated. The Yellowness Index (YI) was measured using a JASCO UV / VIS Spectrophotometer V-560 and calculated using the included color diagnosis program. The calculation formula is: YI = 100 (1.28X - 1.06Z) / Y (JIS K7373) (X, Y, and Z represent the tristimulus values ​​in the XYZ color system. A smaller ΔYI value indicates less discoloration).

[0093] Table 1

[0094] Table 2

[0095] As can be seen from Table 1-2, the birefringent films of Examples 1-3 exhibit excellent orientation malalignment and significantly improved yellowing performance under UV light. Therefore, each of the compounds of the present invention can be used as a component of a polymerizable composition. Furthermore, optically anisotropic polymerizable liquid crystal compositions containing the compounds of the present invention can be used in applications such as optical films.

[0096] It should be understood that the specific embodiments of the present invention are intended only to illustrate the spirit and principles of the present invention and are not intended to limit the scope of the present invention. Furthermore, it should be understood that after reading the contents of the present invention, those skilled in the art may make various changes, substitutions, deletions, corrections, or adjustments to the technical solutions of the present invention, and that such equivalent technical solutions also fall within the scope defined by the claims of the present invention.

Claims

1. A polymerizable compound containing an alkynyl group, characterized in that The compound is selected from the compounds of general formula (1), In the formula, P1 and P2 each independently represent a polymerizable group; L1 and L2 each independently represent an alkylene group having 1 to 30 carbon atoms; the alkylene group may be linear or branched; one or more -CH2- in the alkylene group may be replaced by -O-, -S-, -NH-, -NR a -, -CO-, -OCO-, -COO-, -OCOO-, -SCO-, -COS-substituted; R1-R2 and R a Each of them independently represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a haloalkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a haloalkoxy group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, a haloalkenyl group having 2 to 30 carbon atoms, an alkenyloxy group having 2 to 30 carbon atoms, a haloalkenyloxy group having 2 to 30 carbon atoms, an alkoxycarbonyl group having 1 to 30 carbon atoms, a haloalkoxycarbonyl group having 1 to 30 carbon atoms, an alkylcarbonyl group having 1 to 30 carbon atoms, a haloalkylcarbonyl group having 1 to 30 carbon atoms, an alkylacyloxy group having 1 to 30 carbon atoms, a haloalkylacyloxy group having 1 to 30 carbon atoms, an alkylaryl group having 6 to 30 carbon atoms, an arylalkyl group having 6 to 30 carbon atoms, an alkylaryloxy group having 6 to 30 carbon atoms, an arylalkyloxy group having 6 to 30 carbon atoms, an arylcarbonyl group having 6 to 30 carbon atoms, a The alkyl, alkoxy, alkenyl, alkenyloxy radicals may be substituted with -O-, -S-, -NH-, -CO-, -OCO-, -COO-, -SCO-, -COS-; optionally, one or more H atoms in the alkyl, alkoxy, alkenyl, alkenyloxy radicals may be substituted with halogen, halogen, cyano, or the like. , hydroxy, nitro, carboxyl, carbamoyloxy, amino, sulfamoyl, methylamino, dimethylamino, diethylamino, diisopropylamino, trimethylsilyl, dimethylsilyl, thioisocyanato, alkyl having 1 to 30 carbon atoms, haloalkyl having 1 to 30 carbon atoms, alkoxy having 1 to 30 carbon atoms, haloalkoxy having 1 to 30 carbon atoms, alkylacyloxy having 1 to 30 carbon atoms, haloalkylacyloxy having 1 to 30 carbon atoms, or a polymerizable group. m, n and p each independently represent an integer of 0-4; q each independently represents an integer of 0-3. When m, n, p and q≥2, multiple R2s may be the same or different.

2. The polymerizable compound according to claim 1, wherein The polymerizable group is selected from the following groups: Wherein, R3 has the same definition as R1-R2.

3. The polymerizable compound according to claim 2, wherein P1 and P2 each independently represent a group of (P-1) and (P-2); preferably, P1 and P2 each independently represent a group of (P-1).

4. The polymerizable compound according to claim 1, wherein L1 and L2 each independently represent an alkylene group having 1 to 16 carbon atoms.

5. The polymerizable compound according to claim 1, wherein R1 represents an alkyl group having 1 to 30 carbon atoms, a halogenated alkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, or a halogenated alkoxy group having 1 to 30 carbon atoms.

6. The polymerizable compound according to claim 1, wherein m, n, p and q represent 0.

7. A polymerizable liquid crystal composition, characterized in that: The method comprises the polymerizable compound according to any one of claims 1 to 6 and at least one second polymerizable compound.

8. The liquid crystal composition according to claim 7, characterized in that: The second polymerizable compound is selected from compounds of formula (B-1) and / or (B-2), 9. An optically anisotropic body, characterized in that: The polymerizable liquid crystal composition according to claim 8 is used.

10. The optically anisotropic body according to claim 9, wherein The optically anisotropic body is selected from birefringent films.

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