Compound, composition, cured product, molded body, optical member, and lens

JPWO2025005013A1Pending Publication Date: 2025-01-02
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Patent Information

Application Number
JP2025530099
Authority / Receiving Office
JP · JP
Patent Type
Applications
Priority Date
2023-06-29
Filing Date
2024-06-21
Publication Date
2025-01-02

AI Technical Summary

Technical Problem

Conventional optical members, particularly those using cured resin products or molded resin products, face challenges with chromatic aberration and require improvement in light resistance, especially with compounds containing polycyclic condensed rings with nitrogen atoms, which exhibit coloring and poor light transmittance.

Method used

A compound represented by a specific general formula with an aliphatic hydrocarbon group and a chalcone skeleton is developed, which has almost no coloring and high anomalous partial dispersion, used in compositions for thermosetting or thermoplastic resins to produce cured products and molded articles with enhanced light resistance and optical properties.

Benefits of technology

The compound and resulting optical members exhibit high anomalous partial dispersion and excellent light resistance, reducing chromatic aberration and maintaining high transmittance, making them suitable for applications in imaging modules and other optical components.

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Abstract

The present invention provides a compound represented by general formula (1), a composition containing the compound, a cured product obtained by curing the composition, or a molded body obtained by molding the composition, and an optical member and a lens including the cured product or the molded body. In the formula, R represents an aliphatic hydrocarbon group. Two of R1-R10 represent a substituent represented by general formula (2), and the remaining eight represent a hydrogen atom or a monovalent substituent. Formula (2): *-O-L-O-X. In the formula, L represents a C2-6 alkylene group, X represents a hydrogen atom or a substituent represented by any of formulas (Pol-1)-(Pol-6). * represents a bond.
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Description

Compound, composition, cured product, molded product, optical member, and lens

[0001] The present invention relates to a compound, a composition, a cured product, a molded article, an optical member, and a lens.

[0002] Glass materials have traditionally been used for optical components in imaging modules such as cameras, video cameras, camera-equipped mobile phones, videophones, and camera-equipped door phones. Glass materials have been favorably used because they have a variety of optical properties and excellent environmental resistance, but they have drawbacks such as difficulty in reducing their weight and size, and poor processability and productivity. In contrast, cured resins or molded resins can be mass-produced and have excellent processability, and therefore have recently come to be used for various optical components.

[0003] As imaging modules become smaller, the optical components used in the imaging modules also need to be smaller. However, as optical components become smaller, problems with chromatic aberration arise. Therefore, in optical components using cured resins or molded resins, attempts have been made to correct chromatic aberration by adjusting the dispersion characteristics of the refractive index using monomers or additives that constitute the polymers of the cured resins or molded resins.

[0004] For example, compounds and thermoplastic resins containing polycyclic fused rings containing nitrogen atoms as constituent atoms of the fused rings have been developed as materials for use in optical components for imaging modules because they have a low Abbe number (νd) as a wavelength dispersion characteristic of refractive index, or a high θg,F value, which is a partial dispersion ratio as an anomalous partial dispersion. However, as described in Patent Document 1, it is known that when using compounds containing polycyclic fused rings containing nitrogen atoms as constituent atoms of the fused rings, improvements in light resistance are required. Therefore, there is a need for the development of new compounds that exhibit refractive index dispersion characteristics. On the other hand, 1,3-diphenyl-2-propen-1-one and its hydroxy derivative, a chalcone compound, are known as dyes that exhibit orange-yellow or orange-red colors. As examples of such chalcone compounds, Patent Document 2 describes a diol in which a cyano group is substituted at the carbonyl α-position of the chalcone skeleton and a polyurethane using the same; Patent Document 3 describes a diol and a (meth)acrylic compound in which a hydrogen atom is at the carbonyl α-position of the chalcone skeleton and a liquid crystal composition containing the (meth)acrylic compound; and Patent Document 4 describes a diol in which a hydrogen atom is at the carbonyl α-position of the chalcone skeleton and a polycarbonate using the same.

[0005] International Publication No. 2022 / 255228 Korean Patent Publication No. 2021-0043115 JP 2020-055775 A U.S. Patent No. 3,043,802

[0006] Optical components requiring refractive index dispersion characteristics may also be required to have optical transparency. As a result of studies by the present inventors, the chalcone compounds described in Patent Documents 2 to 4 above have a high θgF value, which is the partial dispersion ratio, and high anomalous partial dispersion, but they are colored and require improvement. An object of the present invention is to provide a compound that is almost colorless and has high anomalous partial dispersion. Another object of the present invention is to provide a composition containing this compound, a cured product obtained by curing this composition, or a molded article obtained by molding this composition. Another object of the present invention is to provide an optical component and a lens containing the cured product or molded article.

[0007] That is, the above-mentioned problems of the present invention have been solved by the following means: <1> A compound represented by the following general formula (1): In the above formula, R represents an aliphatic hydrocarbon group. 1 ~R 10 Two of the groups represent a substituent represented by the following general formula (2), and the remaining eight groups represent a hydrogen atom or a monovalent substituent. In the above formula, L represents an alkylene group having 2 to 6 carbon atoms, and X represents a hydrogen atom or a substituent represented by any one of the following formulae (Pol-1) to (Pol-6), where * represents a bond. <2> The compound according to <1>, which is represented by the following general formula (1-1) or (1-2): In the above formula, R represents an aliphatic hydrocarbon group, and R 1 , R 2 and R 4 ~R 10 represents a hydrogen atom or a monovalent substituent, L 1 and L 2 represents an alkylene group having 2 to 6 carbon atoms; X 1 and X 2 represents a hydrogen atom or a substituent represented by any one of the above formulas (Pol-1) to (Pol-6). <3> The compound according to <1> or <2>, wherein R represents an alkyl group having 1 to 10 carbon atoms. <4> The compound according to any one of <1> to <3>, wherein X represents a hydrogen atom or a substituent represented by the above formula (Pol-1) or (Pol-2). <5> A composition comprising the compound according to any one of <1> to <4>. <6> The composition according to <5>, which is a composition for a thermosetting resin. <7> The composition according to <5>, which is a thermoplastic resin-containing composition, with the proviso that the compound according to <1> is not incorporated as a structural unit in the thermoplastic resin. <8> A cured product obtained from the composition according to <6>. <9> A molded product obtained from the composition according to <7>. <10> An optical element comprising the cured product according to <8> or the molded product according to <9>. <11> A lens comprising the cured product according to <8> or the molded product according to <9>.

[0008] In the present invention, when there are multiple substituents or linking groups, etc. (hereinafter referred to as substituents, etc.) represented by a specific symbol or formula, or when multiple substituents, etc. are specified simultaneously, unless otherwise specified, the respective substituents, etc. may be the same or different from each other (regardless of the presence or absence of the expression "independently," the respective substituents, etc. may be the same or different from each other). This also applies to the specification of the number of substituents, etc. Furthermore, when multiple substituents, etc. are adjacent (especially when they are adjacent), they may be linked to each other to form a ring, unless otherwise specified. Furthermore, unless otherwise specified, rings, such as alicyclic rings, aromatic rings, and heterocyclic rings, may be further condensed to form a fused ring. In the present invention, unless otherwise specified, with respect to double bonds, when E- and Z-configurations exist in the molecule, they may be either one or a mixture thereof. For example, in a compound represented by general formula (1) or a compound represented by any of general formulas (1-1) to (1-5), the wavy line in the general formula indicates that the configuration may be either E- or Z-configuration, or a mixture thereof. Furthermore, in the present invention, unless otherwise specified, when a compound has one or more asymmetric carbon atoms, the stereochemistry of such asymmetric carbon atoms can each independently take either the (R) or (S) form. As a result, the compound may be a mixture of stereoisomers such as optical isomers or diastereoisomers, or may be a racemate. In the present invention, unless otherwise specified, when a compound has a repeating structure, the repeating number of the repeating structure may all be the same, or may be a mixture of compounds with different repeating numbers. Furthermore, in the present invention, the representation of a compound includes compounds with partially modified structures, as long as the effects of the present invention are not impaired. Furthermore, for compounds that are not specified as substituted or unsubstituted, it means that any substituent may be present, as long as the effects of the present invention are not impaired. Examples of optional substituents that the compound may have include alkyl groups, alkoxy groups, fluoro groups, chloro groups, and cyano groups.Here, the alkyl group and alkoxy group may have a substituent, and preferred examples of the substituent that may be had include a fluoro group and a chloro group. In the present invention, for substituents (the same applies to linking groups and rings) that are not specified as substituted or unsubstituted, it means that the group may have any substituent within the range that does not impair the desired effect. For example, when the term "alkyl group" is used, it means both an unsubstituted alkyl group and a substituted alkyl group. In the present invention, when the number of carbon atoms of a certain group is specified, this number of carbon atoms means the number of carbon atoms of the entire group unless otherwise specified in the present invention or this specification. In other words, when this group further has a substituent, it means the total number of carbon atoms including this substituent.

[0009] In the present invention, a numerical range expressed using "to" means a range including the numerical values ​​before and after "to" as the lower and upper limits. In the composition of the present invention (a composition for a thermosetting resin or a thermoplastic resin-containing composition), each component (the compound of the present invention and any other components that may be appropriately contained) may be used alone or in combination of two or more. This also applies to each component in a cured product or molded article obtained from the composition of the present invention (a composition for a thermosetting resin or a thermoplastic resin-containing composition), as well as each component in an optical component and a lens. When the compound of the present invention is used as a raw material monomer for a resin, the structure derived from the compound of the present invention in the resulting cured product, optical component, or lens may be one type of structure or two or more types of structures depending on the type of compound of the present invention used as a monomer. In describing the content of each component in the composition of the present invention, the solid content in the composition of the present invention refers to the components remaining in the cured product or molded article obtained from the composition of the present invention, in addition to the compound of the present invention. Typically, the "solid content" refers to the remainder after removing the solvent.

[0010] In the present invention, "(meth)acrylate" refers to either or both of acrylate and methacrylate, and "(meth)acryloyl" refers to either or both of acryloyl and methacryloyl. The term "monomer" in the present invention is distinguished from oligomers and polymers and refers to a compound having a mass average molecular weight of 1,000 or less.

[0011] In the present invention, the term "aliphatic hydrocarbon group" refers to a chain aliphatic hydrocarbon group or an alicyclic hydrocarbon group. The chain aliphatic hydrocarbon group refers to an alkyl group obtained by removing one arbitrary hydrogen atom from a linear or branched alkane, an alkenyl group obtained by removing one arbitrary hydrogen atom from a linear or branched alkene, or an alkynyl group obtained by removing one arbitrary hydrogen atom from a linear or branched alkyne. In the present invention, the chain aliphatic hydrocarbon group is preferably an alkyl group obtained by removing one arbitrary hydrogen atom from a linear or branched alkane. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a 1-methylbutyl group, a 3-methylbutyl group, a hexyl group, a 1-methylpentyl group, a 4-methylpentyl group, a heptyl group, a 1-methylhexyl group, a 5-methylhexyl group, a 2-ethylhexyl group, an octyl group, a 1-methylheptyl group, a nonyl group, a 1-methyloctyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, and an eicosyl group. In the present invention, the aliphatic hydrocarbon group (unsubstituted) is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 6 carbon atoms, still more preferably an alkyl group having 1 to 4 carbon atoms, particularly preferably a methyl group or an ethyl group, and most preferably a methyl group.

[0012] In the present invention, the term "alkyl group" refers to a linear or branched alkyl group. Examples of the alkyl group include those listed above. Similarly, the alkyl group in a group containing an alkyl group (such as an alkoxy group) also refers to a linear or branched alkyl group, and examples of the alkyl group include those listed above. Furthermore, in the present invention, examples of the alkylene group include groups obtained by removing any one hydrogen atom from the above alkyl groups, and may be either linear or branched.

[0013] The compound of the present invention is almost free from coloration and has high anomalous partial dispersibility. Furthermore, the composition of the present invention, a cured product obtained by curing the composition, a molded article obtained by molding the composition, and optical components and lenses containing these cured products or molded articles are almost free from coloration and have high anomalous partial dispersibility.

[0014] The compound of the present invention is a compound represented by the general formula (1) shown below, which exhibits almost no coloration and high anomalous partial dispersion. As represented by the general formula (1) shown below, the compound of the present invention has a structure represented by the general formula (2), i.e., a structure having two groups selected from hydroxy groups and polymerizable groups connected via specific linking groups on two benzene rings constituting the chalcone skeleton. The compound of the present invention further has an aliphatic hydrocarbon group as a substituent R at the carbonyl α-position of the chalcone compound (hence, the compound of the present invention is an α-substituted chalcone compound). Due to this unique structure, the compound of the present invention can shift the light absorption of the chalcone skeleton around 430 nm to shorter wavelengths, which is exhibited by the compound having a cyano group at the carbonyl α-position described in Patent Document 2 and the compounds described in Patent Documents 3 and 4 in which the carbonyl α-position is unsubstituted (a hydrogen atom), thereby exhibiting almost no coloration and maintaining anomalous partial dispersion. Therefore, the compound of the present invention can be suitably used as an additive for resins for optical materials that require both light transmittance and anomalous partial dispersion, and even as a raw material monomer for resins. Furthermore, the compound of the present invention has excellent light resistance and can therefore be suitably used in optical materials that require light resistance.

[0015] The present invention will be described in detail below. The following description of the components may be based on representative embodiments or specific examples, but the present invention is not limited to such embodiments.

[0016] [Compound] The compound represented by the general formula (1) of the present invention is as follows.

[0017]

[0018] In the above formula, R represents an aliphatic hydrocarbon group. 1 ~R 10 Two of the groups represent a substituent represented by the general formula (2) described below, and the remaining eight groups represent a hydrogen atom or a monovalent substituent.

[0019] The substituents in formula (1) will be described in detail below.

[0020] (1) The aliphatic hydrocarbon group represented by R is preferably a chain aliphatic hydrocarbon group, more preferably an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkynyl group having 2 to 10 carbon atoms, still more preferably an alkyl group having 1 to 10 carbon atoms, still more preferably an alkyl group having 1 to 4 carbon atoms, still more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0021] (2) R 1 ~R 10 R 1 ~R 10 Two of the groups represent a substituent represented by the following general formula (2), and the remaining eight groups represent a hydrogen atom or a monovalent substituent.

[0022]

[0023] In the above formula, L represents an alkylene group having 2 to 6 carbon atoms, and X represents a hydrogen atom or a substituent represented by any one of the following formulae (Pol-1) to (Pol-6), where * represents a bond.

[0024]

[0025] L is an alkylene group having 2 to 6 carbon atoms, preferably an alkylene group having 2 to 4 carbon atoms, and more preferably an ethylene group. X is preferably a hydrogen atom or a substituent represented by the above formula (Pol-1) or (Pol-2).

[0026] R 1 ~R 10 Among these, eight other than the substituent represented by the general formula (2) (in the present invention, they may also be simply referred to as "the remaining eight") represent a hydrogen atom or a monovalent substituent. 1 ~R 10 As the monovalent substituents that the remaining eight groups may take, any substituents can be adopted as long as the effects of the present invention are not impaired. 1 ~R 10 The remaining eight monovalent substituents that can be taken by R do not include the substituents represented by the general formula (2). 1 ~R 10 Examples of the monovalent substituents that the remaining eight groups may have include an alkyl group, an alkoxy group, a fluoro group, a chloro group, and a cyano group, with an alkyl group, an alkoxy group, a fluoro group, or a chloro group being preferred. Here, the alkyl group and the alkoxy group may have a substituent, and preferred examples of the substituents that may be had are a fluoro group and a chloro group. R 1 ~R 10 Of the remaining eight groups, the number of groups that are monovalent substituents is preferably four or less, more preferably two or less, and even more preferably one or less. 1 ~R 10 It is also preferred that all of the remaining eight are hydrogen atoms.

[0027] From the viewpoint of further enhancing the abnormal partial dispersibility, the compound represented by the general formula (1) is preferably a compound represented by any one of the following general formulas (1-1) to (1-5), and more preferably a compound represented by the following general formula (1-1) or (1-2):

[0028]

[0029] In the above formula, R represents an aliphatic hydrocarbon group, and R 1 ~R10 represents a hydrogen atom or a monovalent substituent, L 1 and L 2 represents an alkylene group having 2 to 6 carbon atoms; X 1 and X 2 represents a hydrogen atom or a substituent represented by any one of the above formulae (Pol-1) to (Pol-6).

[0030] R has the same meaning as R in the general formula (1). 1 ~R 10 The monovalent substituent that can be taken by is the same as the above R 1 ~R 10 The remaining eight are the same as the possible monovalent substituents. 2 , R 4 , R 5 , R 9 and R 10 is preferably a hydrogen atom. 2 , R 4 ~R 7 , R 9 and R 10 is preferably a hydrogen atom. 1 , R 3 ~R 7 , R 9 and R 10 is preferably a hydrogen atom. 2 , R 4 ~R 7 , R 9 and R 10 is preferably a hydrogen atom. 1 , R 4 ~R 10 is preferably a hydrogen atom. 1 ~R 10 is preferably a hydrogen atom.

[0031] L 1 and L 2 represents an alkylene group having 2 to 6 carbon atoms, preferably an alkylene group having 2 to 4 carbon atoms, and more preferably an ethylene group. 1 and X 2is preferably a hydrogen atom or a substituent represented by the above formula (Pol-1) or (Pol-2).

[0032] Specific examples of the compound represented by general formula (1) of the present invention are listed below, but are not limited to these. In the following table, Me stands for methyl group, Et stands for ethyl group, isoPr stands for isopropyl group, n-Pr stands for n-propyl group, OMe stands for methoxy group, CF 3 is a trifluoromethyl group, H is a hydrogen atom, F is a fluoro group, Cl is a chloro group, C 2 H 4 represents an ethylene group. Pol1 to Pol6 represent substituents represented by the above formulas (Pol-1) to (Pol-6), respectively. "-" indicates that the corresponding group does not exist.

[0033]

[0034]

[0035]

[0036] The molecular weight of the compound of the present invention is not particularly limited, but is preferably, for example, 500 or less.

[0037] The compound represented by general formula (1), i.e., a compound having an α-substituted chalcone skeleton, can be synthesized, for example, by condensing a benzaldehyde compound with an aromatic ketone compound, as shown below, and reference can be made to the synthesis method described in Bing-zhao Ren et al., Medicinal Chemistry Research, 2017, volume 26, issue 9, pp. 1871-1883.

[0038]

[0039] In the above scheme, R and R 1 ~R 10 represents R and R in the general formula (1). 1 ~R 10 That is, the compound represented by the general formula (1) is a compound represented by the general formula (1) in which R1 ~R 10 In the above scheme, the benzaldehyde compound and / or aromatic ketone compound can be synthesized by using a compound (raw material) in which two of the R 1 ~R 10 A precursor compound having an α-substituted chalcone skeleton may be synthesized using a compound (raw material) having groups that are precursors to the substituent represented by the aforementioned general formula (2), and then a subsequent reaction such as a deprotection reaction, an esterification reaction, or an etherification reaction may be carried out to convert the groups that are precursors to the substituent represented by the general formula (2) into the substituent represented by the general formula (2), thereby synthesizing a compound represented by the general formula (1). The compound represented by the general formula (1) can be produced according to a conventional method as described above, with reference to the methods described in the Examples below.

[0040] As described above, the compound of the present invention is almost colorless and has high anomalous partial dispersion, and also exhibits excellent light resistance.

[0041] The Abbe number (νd) and partial dispersion ratio (θg, F) ​​of the compound of the present invention are values ​​measured using an ellipsometer (for example, J.A. Woollam Co., Ltd., trade name: M-2000XI-210). Specifically, based on the description in the evaluation of anomalous partial dispersion in the Examples described below, the refractive index of the compound of the present invention is measured and calculated as an extrapolated value for resin films prepared by changing the content concentration of the compound of the present invention. The Abbe number (νd) and partial dispersion ratio (θg, F) ​​of the compound are calculated by the following formula. In addition, JIS B 7090:1999 Optics and optical instruments - Reference wavelengths (ISO 7944:1998 Optics and optical instruments - Reference wavelengths) can be appropriately referenced. νd=(nd-1) / (nF-nC) θg,F=(ng-nF) / (nF-nC) Here, nd is the refractive index at a wavelength of 589 nm, nF is the refractive index at a wavelength of 486 nm, nC is the refractive index at a wavelength of 656 nm, and ng is the refractive index at a wavelength of 436 nm.

[0042] In a graph of Abbe number (νd) on the horizontal axis versus wavelength partial dispersion ratio (θg,F) on the vertical axis, the compound of the present invention has a large deviation (Δθg,F) (i.e., distance from the standard line) of the wavelength partial dispersion ratio (θg,F) from a standard line obtained by connecting glass type NSL7 (nd: 1.51, Abbe number (νd): 60.5, wavelength partial dispersion ratio (θg,F): 0.54), which is a standard for normal glass, with glass type PBM2 (nd: 1.62, νd: 36.3, θg,F: 0.58), and is located above the standard line, resulting in a large positive anomalous partial dispersion. The deviation (Δθg,F) of the wavelength partial dispersion ratio (θg,F) of the compound of the present invention is preferably 0.04 or more, more preferably 0.08 or more, even more preferably 0.16 or more, and particularly preferably 0.20 or more. The upper limit of the deviation (Δθg,F) of the wavelength partial dispersion ratio (θg,F) of the compound of the present invention is not particularly limited, but is usually 0.50 or less.

[0043] The Abbe number (νd) of the compound of the present invention is not particularly limited, but is preferably 35 or less, more preferably 30 or less, even more preferably 29 or less, and particularly preferably 28 or less. In addition, the Abbe number (νd) of the compound of the present invention is not particularly limited, but is preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, and particularly preferably 7 or more.

[0044] The partial dispersion ratio (θg, F) ​​of the compound of the present invention is not particularly limited, but is preferably 0.75 or more, more preferably 0.80 or more. The partial dispersion ratio (θg, F) ​​of the compound of the present invention is not particularly limited, but is preferably 2 or less, more preferably 1.8 or less, and even more preferably 1.7 or less.

[0045] The compounds of the present invention are almost colorless and have excellent transmittance of light in the visible light region. The compounds of the present invention have substantially no absorption in the long wavelength region of the visible light region, and exhibit a decrease in transmittance toward the shorter wavelength side. Therefore, the transparency of the compounds of the present invention can be evaluated by measuring the transmittance at a wavelength of 430 nm. The transmittance of the compounds of the present invention at a wavelength of 430 nm is a value measured using an ultraviolet-visible spectrophotometer (e.g., UV-2600 (trade name, manufactured by Shimadzu Corporation)). Specifically, the transmittance at a wavelength of 430 nm is measured, for example, for a THF (tetrahydrofuran) solution in the same manner as in the transmittance measurement described in the Examples below. Furthermore, a light irradiation test for evaluating the light resistance of the compounds is performed based on the xenon light irradiation test described in the Examples below.

[0046] Preferred values ​​for the transmittance of the compound of the present invention at a wavelength of 430 nm, measured by the above method, are described below. The transmittance of the compound of the present invention, i.e., the transmittance before the light irradiation test, is not particularly limited, but is preferably 98% or higher, and more preferably 99% or higher. Furthermore, the transmittance of the compound of the present invention after the light irradiation test is not particularly limited, but in Evaluation Item 3 (transmittance after 24-hour xenon light irradiation test) described below, it is preferably greater than 90%, more preferably greater than 91%, even more preferably greater than 93%, and particularly preferably greater than 94%. The decrease in transmittance of the cured product and molded article of the present invention before and after the light irradiation test is not particularly limited, but in Evaluation Item 3 (transmittance decrease before and after 24-hour xenon light irradiation test) described below, it is preferably less than 8%, more preferably less than 5%. The decrease in transmittance before and after the light irradiation test is calculated by subtracting the transmittance value after the light irradiation test from the transmittance value before the light irradiation test.

[0047] [Composition] The composition of the present invention contains the compound of the present invention. <Composition for thermosetting resin> A preferred example of the composition of the present invention is a composition for thermosetting resin. In the present invention, the term "composition for thermosetting resin" refers to a composition that contains the compound of the present invention and is used to obtain a thermosetting resin. That is, in the present invention, the composition for thermosetting resin is a composition that contains a raw material monomer for a thermosetting resin, either as the compound of the present invention or separately from the compound of the present invention. Therefore, when the composition of the present invention is a composition for thermosetting resin, the compound of the present invention may be present as a resin additive in the thermosetting resin obtained by curing the composition for thermosetting resin of the present invention, or may be incorporated as a structural unit in the thermosetting resin. That is, in the composition for thermosetting resin of the present invention, the compound of the present invention may be contained as a resin additive, and a raw material monomer for the thermosetting resin may be contained separately from the compound of the present invention, or the compound of the present invention may be contained as a component constituting the thermosetting resin, i.e., as a raw material monomer for the thermosetting resin.

[0048] In the thermosetting resin composition of the present invention, when the compound of the present invention is contained as a resin additive, it may further contain additives other than the compound of the present invention. Furthermore, as the raw material monomer for the thermosetting resin, raw material monomers that can constitute thermosetting resins used in optical applications can be used without particular limitation as long as the effects of the present invention are not impaired. For example, the (meth)acrylate monomer, vinyl monomer, epoxy monomer, and oxetanyl monomer described below are preferred. In the thermosetting resin composition of the present invention, when the compound of the present invention is contained as a raw material monomer for the thermosetting resin, it may further contain raw material monomers for the thermosetting resin other than the compound of the present invention. These raw material monomers can be used without particular limitation as long as the effects of the present invention are not impaired. For example, the (meth)acrylate monomer, vinyl monomer, epoxy monomer, and oxetanyl monomer described below are preferred. In addition, additives used in optical applications can also be contained without particular limitation as long as the effects of the present invention are not impaired. The description of other components described below is incorporated by reference as to additives that may be contained in the thermosetting resin composition of the present invention.

[0049] <Thermoplastic Resin-Containing Composition> The composition of the present invention also preferably includes a thermoplastic resin-containing composition. In the present invention, the thermoplastic resin-containing composition means a composition containing the compound of the present invention and a thermoplastic resin. However, when the composition of the present invention is a thermoplastic resin-containing composition, the compound of the present invention is not incorporated as a structural unit in the thermoplastic resin contained in the thermoplastic resin-containing composition of the present invention. In other words, in the thermoplastic resin-containing composition of the present invention, the compound of the present invention is contained as an additive for the resin.

[0050] The thermoplastic resin-containing composition of the present invention may further contain additives other than the compound of the present invention. Furthermore, as the thermoplastic resin, any thermoplastic resin used for optical applications can be used without particular limitation as long as it does not impair the effects of the present invention. Examples of preferred thermoplastic resins include polycarbonate, polyester, (meth)acrylate polymer, and cyclic olefin (co)polymer. The description of other components described below applies to additives that may be contained in the thermoplastic resin-containing composition of the present invention.

[0051] When the compound of the present invention is contained in the thermosetting resin composition or thermoplastic resin-containing composition of the present invention as a resin additive (when contained as a non-monomer component in the thermosetting resin composition), the content of the compound of the present invention in the thermosetting resin composition or thermoplastic resin-containing composition of the present invention is preferably 1 to 50 mass%, more preferably 3 to 45 mass%, and even more preferably 5 to 40 mass%, of the total solids content of the composition. Furthermore, when the compound of the present invention is contained in the thermosetting resin composition of the present invention as a raw material monomer for the thermosetting resin, the content of the compound of the present invention in the thermosetting resin composition of the present invention is preferably 15 to 99 mass%, more preferably 25 to 99 mass%, and even more preferably 35 to 97 mass%, of the total solids content of the composition. By setting the content of the compound of the present invention in the composition for thermosetting resins or the thermoplastic resin-containing composition of the present invention within the above range, it is possible to realize at a higher level the effects of the present invention, that is, almost no coloring and high anomalous partial dispersibility (i.e., in a cured product having a predetermined Abbe number (νd), a partial dispersion ratio (θg,F) higher than the predicted partial dispersion ratio (θg,F) is achieved).

[0052] When the composition of the present invention contains two or more types of the compound of the present invention, the total content thereof is preferably within the above range.

[0053] <Other Components> The composition of the present invention may further contain other components in addition to the compound of the present invention. Examples of other components include (meth)acrylate monomers, polymers having a radically polymerizable group in a side chain, and polymerization initiators. The composition may also contain polymers or monomers other than the above-mentioned components, dispersants, plasticizers, heat stabilizers, mold release agents, solvents, etc. As the heat stabilizer, for example, a hindered phenol-based heat stabilizer or a phosphorus-based heat stabilizer described in paragraphs

[0261] and

[0262] of JP 2021-1328 A can be used. As the polymer having a radically polymerizable group in a side chain, for example, a polymer having a radically polymerizable group in a side chain described in paragraphs

[0198] and

[0205] of WO 2022 / 255228 can be used. Note that, since the thermoplastic resin-containing composition of the present invention does not require a further polymerization (curing) reaction, it is preferable that the composition does not contain a polymer or monomer having a polymerizable group or a polymerization initiator.

[0054] ((Meth)acrylate Monomer) The thermosetting resin composition of the present invention may contain a (meth)acrylate monomer. The (meth)acrylate monomer may be a polyfunctional (meth)acrylate monomer having two or more (meth)acryloyl groups in the molecule, or a monofunctional (meth)acrylate monomer having one (meth)acryloyl group in the molecule. Specific examples of the (meth)acrylate monomer include Monomers 1 to 6 and M-1 to M-10 shown below. In Monomer 5 shown below, n represents the number of repetitions. Other examples include the (meth)acrylate monomers described in paragraphs 0037 to 0046 of JP 2012-107191 A. The molecular weight of the (meth)acrylate monomer is preferably 100 to 500.

[0055]

[0056]

[0057] There are no particular limitations on how the (meth)acrylate monomer can be obtained, and it may be commercially available or synthesized by a conventional method. When commercially available, for example, Viscoat #192 PEA (monomer 1) (manufactured by Osaka Organic Chemical Industry Co., Ltd.), Viscoat #160 BZA (monomer 2) (manufactured by Osaka Organic Chemical Industry Co., Ltd.), Light Ester Bz (monomer 2) (manufactured by Kyoeisha Chemical Co., Ltd.), A-DCP (monomer 3) (manufactured by Shin-Nakamura Chemical Co., Ltd.), FA-513AS (monomer 4) (manufactured by Hitachi Chemical Co., Ltd.), Oxol EA-0200 (monomer 6) (manufactured by Osaka Gas Chemicals Co., Ltd.), A-HD-N (M-1) (manufactured by Shin-Nakamura Chemical Co., Ltd.), HD-N (M-2) (manufactured by Shin-Nakamura Chemical Co., Ltd.), FA-BZA (M-3) (manufactured by Shin-Nakamura Chemical Co., Ltd.), Preferably usable examples include: Light Ester IB-X (M-4 above) (manufactured by Kyoeisha Chemical Co., Ltd.), FA-513M (M-5 above) (manufactured by Hitachi Chemical Co., Ltd.), Light Ester L (M-6 above) (manufactured by Kyoeisha Chemical Co., Ltd.), 2EHA (M-7 above) (manufactured by Toagosei Co., Ltd.), HEA (M-8 above) (manufactured by Osaka Organic Chemical Industry Co., Ltd.), Light Ester HOP-A(N) (M-9 above) (manufactured by Kyoeisha Chemical Co., Ltd.), and 4-HBA (M-10 above) (manufactured by Osaka Organic Chemical Industry Co., Ltd.).

[0058] When the composition for a thermosetting resin of the present invention contains a (meth)acrylate monomer, the content of the (meth)acrylate monomer in the composition for a thermosetting resin of the present invention is preferably 1 to 85 mass%, more preferably 1 to 75 mass%, and even more preferably 3 to 65 mass%. By adjusting the amount of the (meth)acrylate monomer in the composition for a thermosetting resin of the present invention, it is possible to adjust the function of alleviating stress when the cured product undergoes thermal changes.

[0059] (Polymerization Initiator) The thermosetting resin composition of the present invention preferably contains a polymerization initiator, such as a thermal radical polymerization initiator, a photoradical polymerization initiator, or a photocationic polymerization initiator. The thermosetting resin composition of the present invention can be used to obtain a cured thermosetting resin that does not soften or melt, unlike thermoplastic resins, even when reheated after curing. The method for obtaining the thermosetting resin is not limited, as long as it can produce a cured thermosetting resin that does not soften or melt, as thermoplastic resins do, even when reheated. This method may involve curing the thermosetting resin composition of the present invention by thermal polymerization, photopolymerization by ultraviolet irradiation, or curing without heat using a curing accelerator, or a combination of these methods. Therefore, the thermosetting resin composition of the present invention can contain a polymerization initiator in accordance with the method for obtaining the thermosetting resin. It is more preferable that the thermosetting resin composition of the present invention contains at least one of a thermal radical polymerization initiator and a photoradical polymerization initiator.

[0060] (Thermal radical polymerization initiator) The thermosetting resin composition of the present invention preferably contains a thermal radical polymerization initiator. By the action of this thermal radical polymerization initiator, the thermosetting resin composition of the present invention can be thermally polymerized (cured) to obtain a cured product that is almost free from coloration and has high anomalous partial dispersibility.

[0061] As the thermal radical polymerization initiator, compounds commonly used as thermal radical polymerization initiators can be used as appropriate depending on the conditions of the thermal polymerization (thermal curing) step described below. For example, organic peroxides can be used, and specifically, the following compounds can be used: Examples of peroxyl groups include 1,1-di(t-hexylperoxy)cyclohexane, 1,1-di(t-butylperoxy)cyclohexane, 2,2-di(4,4-di-(t-butylperoxy)cyclohexyl)propane, t-hexylperoxyisopropyl monocarbonate, t-butylperoxy-3,5,5-trimethylhexanoate, t-butylperoxylaurate, dicumyl peroxide, di-t-butyl peroxide, t-butylperoxy-2-ethylhexanoate, di-t-hexyl peroxide, t-hexylperoxy-2-ethylhexanoate, cumene hydroperoxide, t-butyl hydroperoxide, t-butylperoxy-2-ethylhexyl, and 2,3-dimethyl-2,3-diphenylbutane. Note that "t-butyl" means "tert-butyl."

[0062] When a thermal radical polymerization initiator is contained, the content of the thermal radical polymerization initiator in the composition for thermosetting resin of the present invention is preferably 0.01 to 5.0 mass%, more preferably 0.02 to 3.0 mass%, even more preferably 0.03 to 2.0 mass%, and particularly preferably 0.05 to 1.0 mass%.

[0063] (Photoradical Polymerization Initiator) The thermosetting resin composition of the present invention preferably contains a photoradical polymerization initiator. As the photoradical polymerization initiator, a compound typically used as a photoradical polymerization initiator can be used as appropriate depending on the conditions of the photopolymerization (photocuring) step described below. Specifically, the following compounds can be used. For example, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, bis(2,6-dimethylbenzoyl)-2,4,4-trimethylpentylphosphine oxide, bis(2,4,6-trimethylbenzoyl)-2,4,4-trimethylpentylphosphine oxide, bis(2,6-dichlorobenzoyl)-2,4,4-trimethylpentylphosphine oxide, 1-phenyl-2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 1,2-diphenylethanedione, and methylphenyl glyoxylate. , 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methylpropan-1-one, 2,2-dimethoxy-1,2-diphenylethan-1-one, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1,2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, etc. Among the photoradical polymerization initiators listed above, acylphosphine oxide photoradical polymerization initiators are preferred because they can produce cured products with excellent light resistance.

[0064] Among these, in the present invention, 1-hydroxycyclohexyl phenyl ketone, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide, 2,2-dimethoxy-1,2-diphenylethan-1-one, 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one, or 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one can be preferably used as the photoradical polymerization initiator.

[0065] When a photoradical polymerization initiator is contained, the content of the photoradical polymerization initiator in the thermosetting resin composition is preferably 0.01 to 5.0 mass%, more preferably 0.05 to 1.0 mass%, and even more preferably 0.05 to 0.5 mass%. The thermosetting resin composition preferably contains both a photoradical polymerization initiator and a thermal radical polymerization initiator, and in this case, the total content of the photoradical polymerization initiator and the thermal radical polymerization initiator is preferably 0.01 to 5.0 mass%, more preferably 0.05 to 1.0 mass%, and even more preferably 0.05 to 0.5 mass%, relative to the total mass of the thermosetting resin composition.

[0066] As the photocationic polymerization initiator, a commonly used photocationic polymerization initiator can be used, and the amount of the initiator to be added can be adjusted appropriately.

[0067] The viscosity of the thermosetting resin composition of the present invention at 25°C is preferably 1,000 to 30,000 mPa·s, more preferably 3,000 to 20,000 mPa·s, and even more preferably 5,000 to 15,000 mPa·s, from the viewpoints of improving handleability when molding a cured product and forming a high-quality cured product.

[0068] [Cured Product or Molded Product] The cured product of the present invention is a cured product obtained from the thermosetting resin composition of the present invention. That is, the cured product of the present invention is obtained by the progression of a polymerization reaction of raw material monomers of the thermosetting resin contained in the thermosetting resin composition of the present invention and curing. The polymerization reaction to obtain the cured product of the present invention includes curing by thermal polymerization, curing by photopolymerization using ultraviolet light, and curing using a curing accelerator without applying heat. Any of these methods may be used, or two or more of these may be used in combination. The cured product of the present invention may contain unreacted monomers (e.g., unreacted compounds of the present invention), etc. The molded product of the present invention is a molded product obtained from the thermoplastic resin-containing composition of the present invention. That is, the molded product of the present invention is obtained by molding the thermoplastic resin-containing composition of the present invention.

[0069] As described above, the cured product and molded article of the present invention are almost free from coloration and have high anomalous partial dispersion. Furthermore, the cured product and molded article of the present invention can also exhibit excellent light resistance.

[0070] The Abbe number (νd) and partial dispersion ratio (θg, F) ​​of the cured product and molded product are values ​​measured using an ellipsometer (for example, J.A. Woollam's product name: M-2000XI-210). Specifically, they are measured based on the description in the evaluation of anomalous partial dispersion described in the Examples below. The Abbe number (νd) and partial dispersion ratio (θg, F) ​​of the cured product and molded product are calculated using the following formula. When molding the cured product, it may be produced and molded using the method described in the Reference Examples below. In addition, JIS B 7090:1999 Optics and optical instruments - Reference wavelengths (ISO 7944:1998 Optics and optical instruments - Reference wavelengths) can be referenced as appropriate. νd=(nd-1) / (nF-nC) θg,F=(ng-nF) / (nF-nC) Here, nd is the refractive index at a wavelength of 589 nm, nF is the refractive index at a wavelength of 486 nm, nC is the refractive index at a wavelength of 656 nm, and ng is the refractive index at a wavelength of 436 nm.

[0071] In a graph of Abbe number (νd) on the horizontal axis versus wavelength partial dispersion ratio (θg,F) on the vertical axis, the cured product and molded product of the present invention have a large deviation (Δθg,F) of the wavelength partial dispersion ratio (θg,F) from the standard line obtained by connecting glass type NSL7 (nd: 1.51, Abbe number (νd): 60.5, wavelength partial dispersion ratio (θg,F): 0.54), which is the standard for normal glass, with glass type PBM2 (nd: 1.62, νd: 36.3, θg,F: 0.58), and are therefore located above the standard line, resulting in large positive anomalous partial dispersion. The deviation (Δθg,F) of the wavelength partial dispersion ratio (θg,F) of the cured product and molded product of the present invention is preferably 0.04 or more, more preferably 0.08 or more, even more preferably 0.16 or more, and particularly preferably 0.20 or more. The upper limit of the deviation (Δθg,F) of the wavelength partial dispersion ratio (θg,F) of the cured product and molded article of the present invention is not particularly limited, but is usually 0.50 or less.

[0072] The Abbe number (νd) of the cured product and molded article of the present invention is not particularly limited, but is preferably 35 or less, more preferably 30 or less, even more preferably 29 or less, and particularly preferably 28 or less. In addition, the Abbe number (νd) of the cured product and molded article of the present invention is not particularly limited, but is preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, and particularly preferably 7 or more.

[0073] The partial dispersion ratio (θg,F) of the cured product and molded article of the present invention is not particularly limited, but is preferably 0.65 or more, more preferably 0.70 or more, even more preferably 0.72 or more, and particularly preferably 0.75 or more. The partial dispersion ratio (θg,F) of the cured product and molded article of the present invention is not particularly limited, but is preferably 2 or less, more preferably 1.8 or less, and even more preferably 1.7 or less.

[0074] When used as lenses, the cured product and molded article of the present invention are required to have no absorption in the visible light region, i.e., transparency. The cured product and molded article of the present invention have substantially no absorption in the long wavelength region of the visible light region, and exhibit a decrease in transmittance toward the short wavelength side. Therefore, the transparency of the cured product and molded article of the present invention can be evaluated by measuring the transmittance at a wavelength of 430 nm. The transmittance at a wavelength of 430 nm of the cured product and molded article of the present invention is a value measured using an ultraviolet-visible spectrophotometer (e.g., UV-2600 (trade name, manufactured by Shimadzu Corporation)). Specifically, the transmittance at a wavelength of 430 nm is measured for a cured product having a thickness of approximately 0.1 mm, prepared using, for example, a transparent glass mold having a diameter of 20 mm, in the same manner as the preparation of the cured product described in the Reference Examples below. Furthermore, for molded articles, the transmittance at a wavelength of 430 nm is measured for a molded article having a thickness of approximately 0.1 mm, prepared using, for example, a spacer having a thickness of 0.1 mm. The light irradiation test for evaluating the light resistance of the cured product and molded product is carried out based on the xenon light irradiation test described in the Examples below.

[0075] Preferred values ​​for the transmittance at a wavelength of 430 nm of the cured product and molded product of the present invention measured by the above method are described below. The transmittance immediately after preparation of the cured product and molded product of the present invention, i.e., the transmittance before the light irradiation test, is not particularly limited, but is preferably 80% or more, more preferably 82% or more, even more preferably 83% or more, and particularly preferably 85% or more. Furthermore, the transmittance of the cured product and molded product of the present invention after the light irradiation test is not particularly limited, but in Evaluation Item 3 (transmittance after 24-hour xenon light irradiation test) described below, it is preferably 72% or more, more preferably 75% or more, even more preferably 79% or more, and particularly preferably 81% or more. The decrease in transmittance of the cured product and molded product of the present invention before and after the light irradiation test is not particularly limited, but in Evaluation Item 3 (transmittance decrease before and after 24-hour xenon light irradiation test) described below, it is preferably 15% or less, more preferably 12% or less, even more preferably 8% or less, and particularly preferably less than 5%. The decrease in transmittance before and after the light irradiation test is calculated by subtracting the transmittance value after the light irradiation test from the transmittance value before the light irradiation test.

[0076] In addition, preferred values ​​are described below for the transmittance at a wavelength of 430 nm of a composite lens (hereinafter simply referred to as a "composite lens" in this paragraph) including a lens substrate produced using the cured product or molded article of the present invention. The transmittance of the composite lens, i.e., the transmittance before the light irradiation test, is not particularly limited, but is preferably 80% or more, more preferably 82% or more, even more preferably 83% or more, and particularly preferably 85% or more. In addition, the transmittance of the composite lens after the light irradiation test is not particularly limited, but is preferably 74% or more, more preferably 75% or more, even more preferably 78% or more, and particularly preferably 79% or more, in evaluation item 3 (transmittance after 24-hour xenon light irradiation test) described below. The decrease in transmittance of the composite lens before and after the light irradiation test is not particularly limited, but in evaluation item 3 (decrease in transmittance before and after a 24-hour xenon light irradiation test) described below, it is preferably 15% or less, more preferably 12% or less, even more preferably 8% or less, and particularly preferably 5% or less. The decrease in transmittance before and after the light irradiation test is calculated by subtracting the transmittance value after the light irradiation test from the transmittance value before the light irradiation test. The transmittance of the composite lens at a wavelength of 430 nm is a value measured using an ultraviolet-visible spectrophotometer (for example, UV-2600 (trade name, manufactured by Shimadzu Corporation)). Specifically, the transmittance at a wavelength of 430 nm is measured for a composite lens prepared in the same manner as the preparation of the composite lens described in Reference Example 1 of WO 2022 / 255228.

[0077] [Method for Producing Cured Product] The method for producing the cured product of the present invention is not limited as long as it is a cured product of a thermosetting resin that does not soften or melt even when reheated, unlike a thermoplastic resin. In addition to curing by thermal polymerization of the composition for a thermosetting resin of the present invention, curing by photopolymerization by irradiation with ultraviolet light, or curing using a curing accelerator without applying heat may be used, or a combination of these may be used. Among these, the composition for a thermosetting resin of the present invention is preferably produced by a method including at least one of a photocuring step and a thermal curing step. More preferably, the method for producing the cured product includes a step of irradiating the composition for a thermosetting resin with ultraviolet light or heating the composition for a thermosetting resin to form a semi-cured product, and a step of irradiating the obtained semi-cured product with ultraviolet light or heating the semi-cured product to form a cured product.

[0078] Unless otherwise specified, the "step of forming a semi-cured product", the "step of forming a cured product", and the "semi-cured product" refer to the descriptions of "step of forming a semi-cured product", "step of forming a cured product", and "semi-cured product" in paragraphs

[0106] to

[0117] ,

[0118] to

[0124] , and

[0125] of WO 2019 / 044863, respectively, with "curable composition" being read as "composition for thermosetting resins of the present invention". In the present invention, the pressure in the pressurized deformation in the "step of forming a cured product" is preferably 0.098 MPa to 9.8 MPa, more preferably 0.154 MPa to 4.9 MPa, and even more preferably 0.154 MPa to 2.94 MPa.

[0079] [Method for producing molded article] The molded article of the present invention can be produced by molding the thermoplastic resin-containing composition of the present invention. Examples of methods for molding the molded article include hot and pressure molding, such as compression molding, injection molding, extrusion molding, blow molding, and embossing.

[0080] Before performing hot and pressure molding, the thermoplastic resin-containing composition of the present invention may be pelletized. By pelletizing the thermoplastic resin-containing composition of the present invention, the handleability of the resin during hot and pressure molding can be improved. When pelletizing the thermoplastic resin-containing composition of the present invention, for example, a vented single-screw extruder or the like can be used.

[0081] When performing compression molding, a spacer of the desired thickness is used, and the thermoplastic resin-containing composition of the present invention (preferably pellets of the thermoplastic resin-containing composition of the present invention) is sandwiched between resin films such as polyimide films, heated and compressed, and then removed from the resin film along with the spacer. The composition is then cooled to room temperature (including by standing to cool), and molding can be performed. The conditions for performing heat compression are as follows: the heating temperature is preferably 180 to 450°C, more preferably 180 to 390°C; the pressure is preferably 0.098 MPa to 9.8 MPa, more preferably 0.294 MPa to 9.8 MPa, and even more preferably 1.0 MPa to 9.8 MPa; and the pressure time is preferably 30 to 1000 seconds, more preferably 30 to 500 seconds, and even more preferably 60 to 500 seconds.

[0082] When injection molding is performed, an injection molding machine (including an injection compression molding machine) is used. In the injection molding machine, the molten thermoplastic resin-containing composition of the present invention is accumulated at the tip of a cylinder, and then the molten thermoplastic resin-containing composition of the present invention is injected into a mold to form the product. A commonly used injection molding machine can be used. The cylinder is preferably made of a material that exhibits low adhesion to the thermoplastic resin-containing composition of the present invention and is corrosion-resistant and abrasion-resistant. An example of an injection molding machine is the Micro-1 manufactured by Meiho Corporation.

[0083] The cylinder temperature during injection molding is preferably 200 to 450° C., more preferably 250 to 390° C. The mold temperature is preferably 50 to 300° C., more preferably 100 to 250° C.

[0084] [Uses of Cured Product and Molded Product] The cured product and molded product of the present invention are almost colorless, have high anomalous partial dispersion, and also exhibit excellent light resistance, and therefore can be used in a variety of applications, and are particularly preferably used for optical components.

[0085] <Optical Element> The optical element of the present invention comprises the cured product or molded article of the present invention. The type of optical element is not particularly limited, but any optical element that transmits light (so-called passive optical element) can be suitably used. Examples of optical functional devices equipped with such an optical element include various display devices (liquid crystal displays, plasma displays, etc.), various projector devices (OHPs (overhead projectors), liquid crystal projectors, etc.), optical fiber communication devices (optical waveguides, optical amplifiers, etc.), and photographing devices such as cameras and videos.

[0086] Examples of passive optical components include lenses, prisms, prism sheets, panels (plate-shaped molded products), films, optical waveguides (film-shaped or fiber-shaped, etc.), optical disks, and sealants for LEDs (light-emitting diodes). Passive optical components may be provided with any coating layer or any additional functional layer as needed. For example, passive optical components may be provided with a protective layer that prevents mechanical damage to the coating surface due to friction or abrasion, a light-absorbing layer that absorbs light of undesirable wavelengths that cause deterioration of inorganic particles or substrates, a transmission-shielding layer that suppresses or prevents the transmission of reactive low molecules such as moisture or oxygen gas, an antiglare layer, an antireflection layer, a low-refractive index layer, etc. Specific examples of coating layers include transparent conductive films or gas barrier films made of inorganic oxide or inorganic nitride coating layers, and gas barrier films or hard coat films made of organic coating layers. The coating layer can be formed by a commonly used coating method such as vacuum deposition, CVD (Chemical Vapor Deposition), sputtering, dip coating, or spin coating.

[0087] [Lens Substrate] The optical component may be a lens substrate. That is, the cured product or molded product of the present invention may be used as a lens substrate. In this specification, "lens substrate" means a single component capable of exhibiting lens function. A lens substrate produced using the cured product or molded product of the present invention is almost colorless, has high anomalous partial dispersion, and also exhibits excellent light resistance. Preferably, by appropriately adjusting the type of raw material monomer constituting the thermosetting resin composition of the present invention or the thermoplastic resin contained in the thermoplastic resin-containing composition of the present invention, the refractive index of the lens substrate can be adjusted as desired, and a lens substrate having a high refractive index, a high partial dispersion ratio, and light weight can be obtained.

[0088] A film or member can be provided on or around the surface of the lens substrate depending on the environment or application of the lens. For example, a protective film, anti-reflection film, hard coat film, etc. can be formed on the surface of the lens substrate. Furthermore, a lens substrate manufactured using the cured product or molded article of the present invention can be laminated with one or more other lens substrates selected from glass lens substrates, plastic lens substrates, etc. (hereinafter referred to as "other lens substrates") to form a composite lens. Such a composite lens can be produced, for example, by photocuring the thermosetting resin composition of the present invention on the other lens substrate to form a semi-cured product, and then heating the resulting semi-cured product to form a cured product. The above-mentioned descriptions can be preferably applied to the process of forming the semi-cured product and the process of forming the cured product, respectively. The cured product obtained using the thermosetting resin composition of the present invention is almost colorless, has high anomalous partial dispersion, and also exhibits excellent light resistance, allowing for the production of high-quality composite lenses. Furthermore, when using the thermoplastic resin-containing composition of the present invention, for example, a melt of the pelletized thermoplastic resin-containing composition of the present invention is injected into a molding die using an injection molding machine, and a transparent glass lens is placed over the resin so as to cover the entire surface on the side not in contact with the molding die, and the lens is then spread and cooled, after which the die is removed to obtain a composite lens. The periphery of the lens substrate may be fitted into and fixed in a substrate-holding frame or the like. However, these films or frames are components added to the lens substrate and are distinguished from the lens substrate itself as referred to in this specification.

[0089] The lens of the present invention includes the cured product or molded article of the present invention. That is, when using the lens substrate as a lens, the lens substrate itself may be used alone as a lens, or the lens substrate may be used after adding the above-mentioned film or frame, other lens substrates, etc. The type or shape of the lens using the lens substrate is not particularly limited, but the maximum thickness is preferably 0.1 to 10 mm. The maximum thickness is more preferably 0.1 to 5 mm, and even more preferably 0.15 to 3 mm. Furthermore, the lens substrate is preferably circular with a maximum diameter of 1 to 1000 mm. The maximum diameter is more preferably 2 to 200 mm, and even more preferably 2.5 to 100 mm.

[0090] The lens substrate is preferably used for imaging lenses for mobile phones or digital cameras, or imaging lenses for televisions or video cameras, as well as for in-vehicle lenses, endoscope lenses, and the like.

[0091] <Cemented Lens> A cemented lens can be produced by bonding a lens substrate or a lens produced using the composition of the present invention to another lens using a lens adhesive.

[0092] [Other Lenses] The type of other lenses is not particularly limited, and examples thereof include disc-shaped convex lenses, concave lenses, meniscus lenses, aspherical lenses, cylindrical lenses having cylindrical lens surfaces, ball lenses, rod lenses, etc. The material of the other lenses is not particularly limited, and they may be glass lenses, resin lenses, or composite lenses.

[0093] (Glass Lens) As the glass lens, any commonly used glass lens can be used without any restrictions. An example of a commercially available glass lens is BK7 (product name) manufactured by Ohara Corporation. When the composite lens includes a glass lens, a similar glass lens can also be used.

[0094] (Resin lens, composite lens) A resin lens refers to a lens made of a cured resin. In this specification, a composite lens is preferably a lens including a layer made of glass and a resin layer. The resin layer is a layer made of a cured resin. Each layer included in a composite lens may be a lens (single lens), and in this case, it is preferable that the optical axis of each single lens (the line connecting the centers of curvature of both spherical surfaces) coincides. A composite lens may have a resin layer on its surface or inside.

[0095] [Lens Adhesive] Lens adhesives can be any commonly used lens adhesive without limitation. For example, the description of the compound represented by general formula (1) and its content described in paragraphs

[0241] to

[0268] of WO 2022 / 255228 can be applied to the present invention without particular restrictions. It is preferable to use a lens adhesive containing the compound represented by general formula (1) described in WO 2022 / 255228. Lens adhesives containing the compound represented by general formula (1) described in WO 2022 / 255228 absorb ultraviolet light while exhibiting excellent robustness against ultraviolet irradiation. Therefore, by using this lens adhesive, a cured product with high photostability can be obtained as a cemented lens. Furthermore, adhesive layers formed from lens adhesives containing the compound represented by general formula (1) described in WO 2022 / 255228 have high heat shock resistance.

[0096] (Polymer) The lens adhesive may contain a polymer or oligomer (hereinafter also referred to as "polymer") for the purpose of adjusting the viscosity or the Young's modulus of the cured product. As the polymer, the descriptions regarding the polymer and its content described in paragraphs

[0269] to

[0312] of WO 2022 / 255228 can be applied to the present invention without particular restrictions.

[0097] ((Meth)acrylate Monomer) The lens adhesive may contain a (meth)acrylate monomer. As the (meth)acrylate monomer, the same ones as those listed in the composition of the present invention described above can be used. Furthermore, the description relating to the (meth)acrylate monomer in paragraphs

[0313] to

[0315] of WO 2022 / 255228 can be applied to the present invention without particular limitations. With regard to the content of the (meth)acrylate monomer, the description relating to the content of the (meth)acrylate monomer in paragraph

[0316] of WO 2022 / 255228 can be applied to the present invention without particular limitations.

[0098] (Polymerization initiator) The lens adhesive preferably contains a photoradical polymerization initiator. The photoradical polymerization initiator may be the same as that described above in relation to the photoradical polymerization initiator in the composition of the present invention. The lens adhesive may also contain a thermal radical polymerization initiator in addition to the photoradical polymerization initiator. By further including a thermal radical polymerization initiator, it is possible to promote curing in areas that are not reached by light. The thermal radical polymerization initiator may be the same as that described above in relation to the thermal radical polymerization initiator in the composition of the present invention.

[0099] [Manufacturing of Cemented Lens] A cemented lens can be obtained by overlapping two lenses with a lens adhesive therebetween and then curing the adhesive to form an adhesive layer. Curing is preferably carried out after the above-mentioned overlapping, and after removing any air bubbles that may have become mixed in the adhesive. The adhesive can be cured by light irradiation and / or heating. Curing is preferably carried out by at least light irradiation. A heating step may also be carried out after light irradiation. There are no particular restrictions on curing the adhesive by light irradiation and heating, as long as an adhesive layer is formed, and curing can be carried out by a conventional method.

[0100] The thickness of the adhesive layer is preferably 10 to 50 μm, more preferably 20 to 30 μm. A thickness of 10 μm or more can sufficiently obtain the effect of absorbing ultraviolet light. Furthermore, a thickness of 50 μm or less can increase the transmittance in the short wavelength region of visible light (wavelength region of 400-430 nm) while exhibiting high adhesiveness.

[0101] The refractive index of the adhesive layer at a wavelength of 587 nm is preferably 1.51 or higher, more preferably 1.53 or higher, and even more preferably 1.55 or higher. This is because the difference in refractive index between the adhesive layer and the lens to be bonded is small. Furthermore, the cutoff wavelength is preferably 380 nm or lower, more preferably 385 nm or lower, and even more preferably 390 nm or lower, for an adhesive layer with a film thickness of 30 μm. Here, the cutoff wavelength is defined as the wavelength at which the transmittance of the adhesive layer first becomes 0.5% or lower when measured from the wavelength side with the highest transmittance. The transmittance of the adhesive layer can be measured using a visible-ultraviolet spectrophotometer (e.g., UV-2550 (trade name) manufactured by Shimadzu Corporation). For example, the refractive index and cutoff wavelength of the adhesive layer can be adjusted within the above ranges by adjusting the amount of the compound represented by general formula (1) described in WO 2022 / 255228 in the lens adhesive.

[0102] The present invention will be described in more detail below based on examples. The materials, amounts used, ratios, treatment details, treatment procedures, etc. shown in the following examples can be changed as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be interpreted as being limited by the specific examples shown below. The process of preparing a composition for a thermosetting resin, the production of a cured product using the prepared composition for a thermosetting resin, and the storage process until use for evaluation were carried out in an environment using yellow light as illumination.

[0103] Examples [Synthesis Examples] Compounds were synthesized as follows: Note that w / v % means mass to volume percentage, and room temperature means 25°C.

[0104] 1. Synthesis of Compounds A-1 and A-2

[0105] (1) Synthesis of Intermediate a-1: 50.0 g of 4-hydroxybenzaldehyde, 63.0 g of 4-hydroxypropiophenone, 170 mL of ethanol, 125 mL of piperidine, and 50 mL of glacial acetic acid were weighed into a 1 L three-neck flask and stirred under reflux for 36 hours to allow the reaction to proceed. After cooling to room temperature, the mixture was diluted with 500 mL of ethyl acetate and washed sequentially with 500 mL of water, 500 mL of dilute hydrochloric acid, and 500 mL of 2% saline. The organic layer was concentrated and purified by silica gel column chromatography to obtain 32.0 g of Intermediate a-1. (2) Synthesis of Compound A-1: ​​22.0 g of Intermediate a-1, 30.0 g of ethylene carbonate, 6.0 g of potassium carbonate, and 60 mL of N,N-dimethylacetamide (DMAc) were weighed into a 500 mL three-neck flask and stirred at 120°C for 1 hour to allow the reaction to proceed. After cooling to 80°C, 15.0 mL of 50 w / v% aqueous sodium hydroxide solution and 60 mL of water were added, followed by stirring for another 1 hour. After cooling to room temperature, the supernatant was decanted to recover the precipitated solid, and the resulting solid was purified by silica gel column chromatography to obtain 18.0 g of Compound A-1. 1 H-NMR (400MHz, DMSO-d 6 ): δ 2.16 ppm (s, 3H), 3.70-3.80 ppm (m, 4H), 4.02-4.12 ppm (m, 4H), 4.90 ppm (m, 2H), 7.00-7.15 ppm (m, 5H), 7.46 ppm (d, 2H), 7.72 ppm (d, 2H) (3) Synthesis of Compound A-2 In a 100 mL three-neck flask, 5.0 g of Compound A-1, 50 mg of p-methoxyphenol (MEHQ), 50 mL of tetrahydrofuran (THF), and triethylamine (Et 3 3.7 g of acryloyl chloride (N) was added and stirred in an ice bath for 10 minutes. 2.8 g of acryloyl chloride was added dropwise thereto over 15 minutes, and the mixture was stirred at room temperature for 4 hours to react, after which a small amount of water was added to stop the reaction. The reaction solution was diluted with ethyl acetate, washed with water and saturated brine, and then purified by silica gel column chromatography to obtain 3.2 g of compound A-2. 1 H-NMR (400MHz, DMSO-d 6): δ2.16ppm (s, 3H), 4.10-4.20ppm (m, 4H), 4.40-4.50ppm (m, 4H), 5.85-5.95ppm (m, 2H), 6.15- 6.25ppm (m, 2H), 6.30-6.40ppm (m, 2H), 7.00-7.15ppm (m, 5H), 7.48ppm (d, 2H), 7.75ppm (d, 2H)

[0106] 2. Synthesis of Compounds B-1 and B-2

[0107] (1) Synthesis of Intermediate b-1 41.4 g of 2,4-dihydroxybenzaldehyde, 170 mL of N-methylpyrrolidone (DMP), and 100 g of potassium carbonate were weighed into a 1 L three-neck flask and heated to 70°C. 105 g of 2-bromoethyl acetate was added dropwise over 30 minutes, and the mixture was stirred at 80°C for 3 hours to allow the reaction to proceed. After cooling to room temperature, the mixture was diluted with 500 mL of ethyl acetate and washed with 300 mL of water and 300 mL of saturated brine, in that order. The mixture was dehydrated over anhydrous magnesium sulfate and filtered, and then hexane was added to the organic layer to precipitate crystals. The obtained crystals were dried under vacuum, yielding 43.0 g of Intermediate b-1. (2) Synthesis of Compound B-1 27.0 g of intermediate b-1, 12.0 g of propiophenone, 80 mL of ethanol, 20 mL of piperidine, and 10 mL of glacial acetic acid were weighed into a 1 L three-neck flask and stirred at 80°C for 36 hours to allow the reaction to proceed. Subsequently, 15.0 mL of 50 w / v% aqueous sodium hydroxide solution and 10 mL of water were added, and the mixture was further stirred at 80°C for 6 hours. After cooling to room temperature, the mixture was diluted with 300 mL of ethyl acetate and then washed with 300 mL of water, 300 mL of dilute hydrochloric acid, and 300 mL of saturated saline, in that order. The organic layer was concentrated and then purified by silica gel column chromatography to obtain 19.0 g of Compound B-1. 1 H-NMR (400MHz, DMSO-d 6): δ 2.16 ppm (s, 3H), 3.65-3.75 ppm (m, 4H), 3.96-4.10 ppm (m, 4H), 4.78 ppm (t, 1H), 4.88 ppm (t, 1H), 6.60-6.64 ppm (m, 2H), 7.36-7.46 ppm (m, 2H), 7.50-7.56 ppm (m, 2H), 7.58-7.64 ppm (m, 1H), 7.68-7.74 ppm (m, 2H) (3) Synthesis of Compound B-2 3.4 g of Compound B-2 was obtained in the same manner as in the synthesis of Compound A-2, except that Compound A-1 was changed to Compound B-1. 1 H-NMR (400MHz, DMSO-d 6 ): δ2.16ppm (s, 3H), 4.05-4.15ppm (m, 4H), 4.40-4.50ppm (m, 4H), 5.85-5.95ppm (m, 2H), 6.15-6.25ppm (m, 2H), 6.30-6.40p pm (m, 2H), 6.64-6.70ppm (m, 2H), 7.36-7.46ppm (m, 2H), 7.50-7.56ppm (m, 2H), 7.58-7.64ppm (m, 1H), 7.68-7.74ppm (m, 2H)

[0108] 3. Synthesis of Comparative Compound CM-1

[0109] (1) Synthesis of intermediate c-1 29.0 g of intermediate c-1 was obtained in the same manner as in the synthesis of intermediate a-1, except that 4-hydroxypropiophenone was used instead of 4-hydroxyacetophenone. (2) Synthesis of comparative compound CM-1 7.9 g of comparative compound CM-1 was obtained in the same manner as in the synthesis of compound A-1, except that intermediate a-1 was used instead of intermediate c-1.

[0110] 4. Synthesis of Comparative Compound CM-2

[0111] 15.9 g of comparative compound CM-2 was obtained in the same manner as in the synthesis of compound B-1, except that propiophenone was replaced with benzoylacetonitrile.

[0112] The transmittance, anomalous partial dispersion, and light resistance of each of the compounds prepared above were evaluated as follows. The results are shown in Table 1.

[0113] <Evaluation Item 1: Transmittance> Using a Shimadzu ultraviolet-visible spectrophotometer (UV-2550), the transmittance of the diluted solution at a wavelength of 430 nm was measured under the following conditions, and evaluated according to the following criteria. A higher transmittance at a wavelength of 430 nm indicates less yellow coloration. (Measurement Conditions) Cell: Square quartz cell (optical path length: 1 cm) Sample: A compound of the present invention or a comparative compound was dissolved in tetrahydrofuran (THF) to prepare a concentration of 50.0 mg / 5 mL. Blank: THF - Evaluation Criteria - A: 99% or more B: 98% or more and less than 99% C: 90% or more and less than 98% D: 80% or more and less than 90% E: Less than 80%

[0114] <Evaluation Item 2: Abnormal Partial Dispersibility> (1) Sample Preparation Coating Solution 1 was prepared by dissolving 0.20 g of the compound of the present invention or the comparative compound and 0.80 g of polycarbonate (manufactured by Teijin Limited, trade name: Panlite L-1225Y) in 20 mL of cyclohexanone. Similarly, Coating Solution 2 was prepared by dissolving 0.40 g of the compound of the present invention or the comparative compound and 0.60 g of polycarbonate (manufactured by Teijin Limited, trade name: Panlite L-1225Y) in 20 mL of cyclohexanone. Furthermore, Coating Solution 3 was prepared by dissolving 1.0 g of polycarbonate (manufactured by Teijin Limited, trade name: Panlite L-1225Y) in 20 mL of cyclohexanone. Each coating solution was spin-coated onto a quartz substrate to prepare a spin-coated film consisting of a mixture of polycarbonate (resin) and the compound, and a spin-coated film of polycarbonate (resin). These were used as samples for refractive index measurement. (2) Evaluation of Anomalous Partial Dispersion The refractive indexes of the refractive index measurement samples prepared above were measured at wavelengths of 436 nm, 486 nm, 589 nm, and 656 nm using an ellipsometer (manufactured by J.A. Woollam, trade name: M-2000XI-210). From the refractive index values ​​at each wavelength of the refractive index measurement samples prepared using each of Coating Solutions 1 to 3, the refractive index at the point where the blending ratio of the compound of the present invention or the comparative compound was 100% was calculated for each wavelength as an extrapolated value using the refractive indexes at three points where the blending ratio of the compound of the present invention or the comparative compound was 0%, 20%, and 40%, and the wavelength partial dispersion ratio (θg, F) ​​and Abbe number (νd) of the refractive index of the compound of the present invention and the comparative compound were each calculated using the following formulas. νd=(nd-1) / (nF-nC) θg,F=(ng-nF) / (nF-nC) In the above formulas, nd is the refractive index at a wavelength of 589 nm, nF is the refractive index at a wavelength of 486 nm, nC is the refractive index at a wavelength of 656 nm, and ng is the refractive index at a wavelength of 436 nm. nd, nF, nC, and ng are all refractive indices (extrapolated values) at the point where the blending ratio of the above compound or comparative compound is 100%.Next, in a graph of Abbe number (νd) on the horizontal axis versus wavelength partial dispersion ratio (θg,F) on the vertical axis, the deviation (Δθg,F) of the wavelength partial dispersion ratio (θg,F) from a standard line obtained by connecting glass type NSL7 (refractive index at d-line (nd): 1.51, Abbe number (νd): 60.5, wavelength partial dispersion ratio (θg,F): 0.54) serving as a standard for normal glass with glass type PBM2 (nd: 1.62, νd: 36.3, θg,F: 0.58) was determined for the compounds of the present invention and the comparative compounds, respectively, and evaluated according to the following criteria. In addition, the value of Δθg,F was also determined for a sample prepared from Coating Liquid 3, and evaluated as a comparative sample according to the following criteria. Note that both NSL7 and PBM2 are optical glasses manufactured by Ohara Inc. The definitions of nd, νd, and θg,F are the same as those in the above formula. - Evaluation criteria - A: 0.20 or more B: 0.16 or more and less than 0.20 C: 0.08 or more and less than 0.16 D: 0.04 or more and less than 0.08 E: Less than 0.04.

[0115] <Evaluation Item 3: Lightfastness> (1) Preparation of Lightfastness Evaluation Sample 0.20 g of the compound of the present invention or the comparative compound and 0.80 g of polycarbonate (manufactured by Teijin Limited, trade name: Panlite L-1225Y) were dissolved in 5.0 mL of methylene chloride. 1.5 g of this was weighed out and placed in an aluminum dish with a diameter of 4 cm, and dried at room temperature for 3 days to prepare a film-like sample for lightfastness evaluation with a thickness of approximately 0.1 mm. Additionally, 1.0 g of polycarbonate (manufactured by Teijin Limited, trade name: Panlite L-1225Y) was dissolved in 5.0 mL of methylene chloride and dried on an aluminum dish in the same manner as above to prepare a comparative film with a thickness of approximately 0.1 mm. (2) Evaluation of Lightfastness The lightfastness evaluation sample prepared above was subjected to a xenon light irradiation test under the following conditions, and the decrease in transmittance at a wavelength of 450 nm before and after irradiation with xenon light was determined, and lightfastness was evaluated according to the following criteria. This irradiation test corresponds to an accelerated light resistance test under a sunlight environment. For all of the compounds A-1, A-2, B-1, and B-2 of the present invention, the decrease in transmittance at a wavelength of 430 nm was less than 5%. The decrease in transmittance is a value calculated by subtracting the transmittance after irradiation with xenon light from the transmittance before irradiation with xenon light. (Xenon Light Irradiation Conditions) Apparatus: Xenon Accelerated Weathering Tester Q-SUN Xe-1 (trade name, manufactured by Q-Lab Corporation) Light Source: Xenon Arc Lamp Optical Filter: Extended UV Q / B (trade name, manufactured by Q-Lab Corporation) Illuminance: 0.43 W / m 2 (340 nm illuminance meter) Black panel temperature: 63°C Test time: 24 hours - Evaluation criteria - A: The decrease in transmittance is less than 5% B: The decrease in transmittance is 5% or more and less than 8% C: The decrease in transmittance is 8% or more and less than 10% D: The decrease in transmittance is 10% or more

[0116]

[0117] A-1, A-2, B-1, and B-2: Compounds A-1, A-2, B-1, and B-2, respectively. CM-1 and CM-2: Comparative compounds CM-1 and CM-2, respectively. Note that comparative compound CM-1 corresponds to the compound used in Example 6 of U.S. Pat. No. 3,043,802, and comparative compound CM-2 corresponds to compound D-3 synthesized in Example 3 of Korean Patent Publication No. 2021-0043115. The comparative sample column shows data for polycarbonate (Teijin Limited, trade name: Panlite L-1225Y) alone, which does not contain the compound or comparative compound. "-" indicates that no comparative sample exists.

[0118] The results in Table 1 reveal the following. Comparative compounds CM-1 and CM-2 are not compounds defined by the present invention in that R in the general formula (1) of the present invention is not an aliphatic hydrocarbon group but a hydrogen atom or a cyano group. For these comparative compounds, the transmittance at a wavelength of 430 nm, at which absorption derived from the chalcone skeleton is observed, was less than 90% for comparative compound CM-1 and less than 80% for comparative compound CM-2, and coloration derived from the chalcone skeleton was observed. In contrast, compounds A-1, A-2, B-1, and B-2 of the present invention all had a high transmittance at a wavelength of 430 nm of 98% or more, and also had a high anomalous partial dispersibility of 0.16 or more, demonstrating almost no coloration and excellent anomalous partial dispersibility. Furthermore, compounds A-1, A-2, B-1, and B-2 of the present invention also had excellent light fastness. Thus, the compounds of the present invention are almost free of coloration and have excellent anomalous partial dispersibility. Therefore, it can be seen that the cured product and molded article of the present invention obtained using the composition for thermosetting resin or the thermoplastic resin-containing composition containing the compound of the present invention are almost free of coloration derived from the compound of the present invention and have excellent abnormal partial dispersibility.

[0119] Reference Example The light resistance of the cured product prepared above using Compound A-2 as a monomer was evaluated as follows.

[0120] <Preparation and Evaluation of Cured Product> A thermosetting resin composition was prepared by mixing 4.0 g of Compound A-2, 3.0 g of 2-phenoxyethyl acrylate, 3.0 g of 1,6-hexanediol dimethacrylate, 10 mg of Perhexyl D (trade name, di-tert-hexyl peroxide, manufactured by NOF Corporation) as a thermal radical polymerization initiator, and 5.0 mg of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide as a photoradical polymerization initiator. The obtained thermosetting resin composition was poured into a circular transparent glass mold with a diameter of 20 mm so that the thickness of the cured product would be 0.1 mm. This glass mold was made of borosilicate glass whose surface had been hydrophobized with dichlorodimethylsilane. Using an Execure 3000 (trade name, manufactured by HOYA Corporation) as a light source, the cured product was subjected to irradiation at 1000 mJ / cm from above the transparent glass mold in a nitrogen-substituted atmosphere with an oxygen concentration of 1% or less. 2 The cured product was then subjected to a xenon light irradiation test under the same conditions as in Evaluation Item 3 above. The decrease in transmittance at wavelengths of 450 nm and 430 nm before and after irradiation with xenon light was both less than 5%, demonstrating excellent light resistance.

[0121] This application claims priority based on Japanese Patent Application No. 2023-107392, filed in Japan on June 29, 2023, the contents of which are incorporated herein by reference.

Claims

1. A compound represented by the following general formula (1): In the above formula, R represents an aliphatic hydrocarbon group. 1 ~R 10 Two of the groups represent a substituent represented by the following general formula (2), and the remaining eight groups represent a hydrogen atom or a monovalent substituent. In the above formula, L represents an alkylene group having 2 to 6 carbon atoms, and X represents a hydrogen atom or a substituent represented by any one of the following formulae (Pol-1) to (Pol-6), where * represents a bond.

2. The compound according to claim 1, represented by the following general formula (1-1) or (1-2): In the above formula, R represents an aliphatic hydrocarbon group, R 1 , R 2 and R 4 ~R 10 represents a hydrogen atom or a monovalent substituent; L 1 and L 2 represents an alkylene group having 2 to 6 carbon atoms; X 1 and X 2 represents a hydrogen atom or a substituent represented by any one of the above formulas (Pol-1) to (Pol-6).

3. The compound according to claim 1, wherein R is an alkyl group having 1 to 10 carbon atoms.

4. The compound according to claim 1, wherein the X is a hydrogen atom or a substituent represented by the formula (Pol-1) or (Pol-2).

5. A composition comprising the compound of claim 1.

6. The composition according to claim 5, which is a thermosetting resin composition.

7. The composition of claim 5 which is a thermoplastic resin-containing composition, provided that the compound of claim 1 is not incorporated as a structural unit in the thermoplastic resin.

8. A cured product obtained from the composition according to claim 6.

9. A molded article obtained from the composition according to claim 7.

10. An optical component comprising the cured product according to claim 8 or the molded product according to claim 9.

11. A lens comprising the cured product according to claim 8 or the molded product according to claim 9.