Polymerizable composition and decorative film

Abstract

A polymerizable composition containing a liquid crystalline compound represented by formula (1) and a chiral compound, the ratio of the total amount of compounds containing one polymerizable group relative to the total amount of compounds containing at least one polymerizable group being 60 mass% or higher; and the application thereof.

Description

[Technical Field]

[0001] The present disclosure relates to a polymerizable composition and a decorative film. [Background technology]

[0002] Polymerizable compositions containing liquid crystal compounds (preferably liquid crystal compounds containing polymerizable groups) are used to form various liquid crystal phases, such as cholesteric liquid crystal phases. For example, layers containing cholesteric liquid crystal phases (i.e., cholesteric liquid crystal layers) are used as components of various products, such as projection components (e.g., Patent Document 1 listed below), liquid crystal color filters (e.g., Patent Document 2 listed below), and decorative films (e.g., Patent Document 3 listed below). The polymerizable groups of the liquid crystal compounds can maintain the orientation of the liquid crystal compounds forming the liquid crystal phase by undergoing a curing reaction (e.g., polymerization and crosslinking).

[0003] Patent Document 1: International Publication No. 2017 / 199812 Patent Document 2: Japanese Patent Application Laid-Open No. 2002-338668 Patent Document 3: International Publication No. 2018 / 146995 Summary of the Invention [Problem to be solved by the invention]

[0004] The following improvements are desired regarding the properties of polymerizable compositions. For example, there is a need to improve the stretchability of the cured product obtained by curing the polymerizable composition. There is also a need to reduce defects in the liquid crystal phase in the cured product obtained by curing the polymerizable composition. For example, in a decorative film containing a liquid crystal layer obtained by curing the polymerizable composition, a decrease in the stretchability of the liquid crystal layer can lead to a decrease in the ability of the decorative film to conform to the object to be decorated, and defects in the liquid crystal phase can lead to a decrease in the reflection characteristics.

[0005] An object of one embodiment of the present disclosure is to provide a polymerizable composition that forms a cured product having excellent stretchability and reduced defects in the liquid crystal phase.An object of another embodiment of the present disclosure is to provide a decorative film obtained using the polymerizable composition. [Means for solving the problem]

[0006] The present disclosure includes the following aspects. <1> A polymerizable composition comprising a liquid crystal compound represented by the following formula (1) and a chiral compound, wherein the ratio of the total amount of compounds containing one polymerizable group to the total amount of compounds containing at least one polymerizable group is 60 mass% or more:

[0007] [ka]

[0008] In formula (1), R 1 ~R 4 each independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, or -CN; R 2 ~R 4 At least one of L is a substituent that is not a hydrogen atom, 1 and L 2 each independently represents a single bond, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CO-NH-, -NH-CO-, -CHO-, -OCH-, -CH-CH-O-, -OCH-CH-, -O-, -S-, -CO-, -CH=CH- or -C≡C-; Sp 1represents a single bond, an alkylene group having 1 to 20 carbon atoms, or a group having a structure in which at least one -CH2- in an alkylene group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, and P 1 represents a polymerizable group represented by the following formula (P-1) or (P-2).

[0009] [ka]

[0010] In formula (P-1) and formula (P-2), * represents a bonding position.

[0011] <2> In the above formula (1), R 2 ~R 3 At least one of the above is an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or -COOX 1 or -COX 2 and X 1 and X 2 each independently represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms, <1> The polymerizable composition according to claim 1. <3> In the above formula (1), R 2 ~R 3 At least one of the following is -COOX 1 or -COX 2 and X 1 and X 2 each independently represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms, <1> The polymerizable composition according to claim 1. <4> In the above formula (1), R 3 But, -COOX 3 and X 3 represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms; <1> The polymerizable composition according to claim 1. <5> The liquid crystal compound represented by the formula (1) is a liquid crystal compound represented by the following formula (1-1): <1> The polymerizable composition according to claim 1.

[0012] [ka]

[0013] In formula (1-1), R 1 is R in the above formula (1). 1 is synonymous with R 2 is R in the above formula (1). 2 is synonymous with R 4 is R in the above formula (1). 4 is synonymous with Sp 1 is the Sp in the above formula (1). 1 is synonymous with P 1 is P in the above formula (1) 1 is synonymous with X 3 represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms.

[0014] <6> The chiral compound includes a chiral compound represented by the following formula (2): <1> ~ <5> 10. The polymerizable composition according to claim 9, wherein the polymerizable composition is a polymerizable composition having a molecular weight of 100 or more.

[0015] [ka]

[0016] In formula (2), L 3 ~L 6 each independently represents a single bond, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CO-NH-, -NH-CO-, -CHO-, -OCH-, -CH-CH-O-, -OCH-CH-, -O-, -S-, -CO-, -CH=CH-, -C≡C- or -N=N-; A1 and A 2 each independently represents a hydrocarbon ring group or a heterocyclic group; P 3 and P 4 each independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is replaced with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, -CN or -Sp 2 -P 5 represents Sp 2 represents a single bond, an alkylene group having 1 to 20 carbon atoms, or an alkylene group having 2 to 20 carbon atoms in which at least one -CH2- is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, P 5 represents a polymerizable group represented by the following formula (P-3) or the following formula (P-4), and P 3 and P 4 At least one of the 2 -P 5 Q represents a divalent chiral source, n and m each independently represent an integer of 1 to 3, and when n or m is an integer of 2 or more, a plurality of A 1 may be the same or different from each other, and multiple A 2 may be the same or different from each other, and multiple L 5 may be the same or different from each other, and multiple L 6 may be the same or different from each other.

[0017] [ka]

[0018] In formula (P-3) and formula (P-4), * represents a bonding position.

[0019] <7> In the above formula (2), L 3 ~L 6at least one of the following is -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CH=CH- or -N=N-; <6> The polymerizable composition according to claim 1. <8> In the above formula (2), L 3 ~L 6 at least one of is -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO- or -OCO-C(CN)=CH-; <6> The polymerizable composition according to claim 1. <9> In the above formula (2), Q is a divalent chiral source containing a binaphthyl skeleton, an isosorbide skeleton, or an isomannide skeleton. <6> ~ <8> 10. The polymerizable composition according to claim 9, wherein the polymerizable composition is a polymerizable composition having a molecular weight of 100 or more. <10> In the above formula (2), Q is a divalent chiral source represented by the following formula (Q-1) or the following formula (Q-2): <6> ~ <9> 10. The polymerizable composition according to claim 9, wherein the polymerizable composition is a polymerizable composition having a molecular weight of 100 or more.

[0020] [ka] In formula (Q-1) and formula (Q-2), * represents a bonding position.

[0021] <11> The chiral compound represented by the formula (2) is a chiral compound represented by the following formula (2-1) or (2-2): <6> ~ <10> 10. The polymerizable composition according to claim 9, wherein the polymerizable composition is a polymerizable composition having a molecular weight of 100 or more.

[0022] [ka]

[0023] In formula (2-1) and formula (2-2), L 5 is L in the above formula (2) 5 is synonymous with L 6 is L in the above formula (2) 6 is synonymous with A 1is A in the above formula (2) 1 is synonymous with A 2 is A in the above formula (2) 2 is synonymous with P 3 is P in the above formula (2) 3 is synonymous with P 4 is P in the above formula (2) 4 n is the same as n in the above formula (2), m is the same as m in the above formula (2), R 5 and R 6 each independently represents a hydrogen atom, —CN, or an alkyl group having 1 to 10 carbon atoms.

[0024] <12> In the above formula (2-1) or (2-2), R 5 and R 6 is -CN, <11> The polymerizable composition according to claim 1. <13> <1> ~ <12> 10. A decorative film comprising a layer obtained by curing the polymerizable composition according to any one of the above items. [Effects of the Invention]

[0025] According to one embodiment of the present disclosure, there is provided a polymerizable composition that forms a cured product having excellent stretchability and reduced defects in the liquid crystal phase. According to another embodiment of the present disclosure, there is provided a decorative film obtained using the polymerizable composition. DETAILED DESCRIPTION OF THE INVENTION

[0026] Hereinafter, embodiments of the present disclosure will be described in detail. The present disclosure is not limited to the following embodiments. The following embodiments may be modified as appropriate within the scope of the present disclosure.

[0027] In the present disclosure, a numerical range indicated using "to" indicates a range that includes the numerical values ​​before and after "to" as the lower and upper limits, respectively. In the numerical ranges described in stages in the present disclosure, the upper or lower limit described in a certain numerical range may be replaced with the upper or lower limit of another numerical range described in stages. Furthermore, in the numerical ranges described in the present disclosure, the upper or lower limit described in a certain numerical range may be replaced with a value shown in the examples.

[0028] In the present disclosure, when a plurality of substances corresponding to each component are present in the composition, the amount of each component in the composition means the total amount of the plurality of substances present in the composition, unless otherwise specified.

[0029] In the present disclosure, the term "process" includes not only independent processes but also processes that cannot be clearly distinguished from other processes as long as the intended purpose of the process is achieved.

[0030] In the present disclosure, "% by mass" and "% by weight" are synonymous, and "parts by mass" and "parts by weight" are synonymous.

[0031] In the present disclosure, "(meth)acrylate" encompasses acrylate and methacrylate.

[0032] In the present disclosure, "(meth)acrylic" encompasses acrylic and methacrylic.

[0033] In this disclosure, "solid content" refers to components other than solvents. Liquid components that do not fall under the category of solvents are considered to be solid content.

[0034] In the present disclosure, a group (atomic group) not accompanied by the term "substituted" or "unsubstituted" includes both substituted and unsubstituted groups. For example, an "alkyl group" includes both substituted and unsubstituted alkyl groups.

[0035] In the present disclosure, a combination of two or more preferred embodiments is a more preferred embodiment.

[0036] <Polymerizable composition> A polymerizable composition according to one embodiment of the present disclosure includes a liquid crystal compound represented by the following formula (1) and a chiral compound, and the ratio of the total amount of compounds containing one polymerizable group to the total amount of compounds containing at least one polymerizable group is 60 mass% or more.

[0037] [ka]

[0038] In formula (1), R 1 ~R 4 each independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, or -CN; R 2 ~R 4 At least one of L is a substituent that is not a hydrogen atom, 1 and L 2 each independently represents a single bond, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CO-NH-, -NH-CO-, -CHO-, -OCH-, -CH-CH-O-, -OCH-CH-, -O-, -S-, -CO-, -CH=CH- or -C≡C-; Sp 1 represents a single bond, an alkylene group having 1 to 20 carbon atoms, or a group having a structure in which at least one -CH2- in an alkylene group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, and P 1 represents a polymerizable group represented by the following formula (P-1) or (P-2).

[0039] [ka]

[0040] In formula (P-1) and formula (P-2), * represents a bonding position.

[0041] According to the above-described embodiment, a polymerizable composition is provided that has excellent stretchability and forms a cured product with reduced defects in the liquid crystal phase. The reason why the present disclosure provides such a polymerizable composition is presumed to be as follows: When the ratio of the total amount of monofunctional polymerizable compounds (referring to compounds containing one polymerizable group; the same applies hereinafter) to the total amount of polymerizable compounds (referring to compounds containing at least one polymerizable group; the same applies hereinafter), the total amount of monofunctional polymerizable compounds in the polymerizable compound composition becomes greater than the total amount of polyfunctional polymerizable compounds (referring to compounds containing at least two polymerizable groups; the same applies hereinafter). Compared to polyfunctional polymerizable compounds, monofunctional polymerizable compounds form polymers with flexible higher-order structures during the curing process of the polymerizable composition, improving the stretchability of the cured product. Furthermore, when R bonded to the benzene ring of the liquid crystal compound represented by formula (1) 2 ~R 4 When a substituent other than a hydrogen atom (i.e., "an alkyl group having 1 to 20 carbon atoms," "a group having a structure in which at least one -CH2- group in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-," or "-CN") is introduced into at least one of the groups, a liquid crystal phase appears over a wide temperature range due to, for example, a decrease in the crystallization temperature, and the solubility of the liquid crystal compound represented by formula (1) is also improved. As a result, defects in the liquid crystal phase are reduced.

[0042] (Components of polymerizable composition: Proportion of monofunctional polymerizable compound) In the polymerizable composition according to one embodiment of the present disclosure, the ratio of the total amount of monofunctional polymerizable compounds (i.e., compounds containing one polymerizable group) to the total amount of polymerizable compounds (i.e., compounds containing at least one polymerizable group) is 60% by mass or more. As described above, when the ratio of the total amount of monofunctional polymerizable compounds to the total amount of polymerizable compounds is 60% by mass or more, the stretchability of the cured product is improved.

[0043] Examples of the polymerizable compound include a liquid crystal compound containing at least one polymerizable group (e.g., a liquid crystal compound represented by formula (1)) and a chiral compound containing at least one polymerizable group. However, the type of the polymerizable compound is not limited to the specific examples described above.

[0044] Examples of the polymerizable group of the polymerizable compound include an ethylenically unsaturated group and a cyclic ether group. Examples of the ethylenically unsaturated group include an acryloyloxy group, a methacryloyloxy group, an acrylamide group, a methacrylamide group, a vinyl group, a vinyl ester group, and a vinyl ether group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group. However, the type of the polymerizable group is not limited to the specific examples described above. When the polymerizable compound contains at least two polymerizable groups, the types of the multiple polymerizable groups may be the same or different from each other.

[0045] The upper and lower limits of the ratio of the total amount of monofunctional polymerizable compounds to the total amount of polymerizable compounds may be determined depending on the desired properties. As the ratio of the total amount of monofunctional polymerizable compounds to the total amount of polymerizable compounds increases, the stretchability of the cured product improves. The ratio of the total amount of monofunctional polymerizable compounds to the total amount of polymerizable compounds is preferably 65% ​​by mass or more, more preferably 70% by mass or more, and even more preferably 75% by mass or more. Furthermore, the ratio of the total amount of monofunctional polymerizable compounds to the total amount of polymerizable compounds is preferably 80% by mass or more, more preferably 85% by mass or more, and even more preferably 90% by mass or more. On the other hand, as the ratio of the total amount of monofunctional polymerizable compounds to the total amount of polymerizable compounds decreases, the polymerizable composition can be handled even in high-temperature environments due to an increase in the lower limit of the temperature range in which the isotropic phase is exhibited, thereby improving manufacturability. The ratio of the total amount of monofunctional polymerizable compounds to the total amount of polymerizable compounds is preferably 95% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or more. From the viewpoint of improving the stretchability of the cured product and reducing defects in the liquid crystal phase, the ratio of the total amount of monofunctional polymerizable compounds to the total amount of polymerizable compounds is preferably 60% by mass to 95% by mass, more preferably 70% by mass to 90% by mass, and even more preferably 75% by mass to 85% by mass.

[0046] (Component of polymerizable composition: liquid crystal compound) A polymerizable composition according to an embodiment of the present disclosure contains a liquid crystalline compound represented by the following formula (1): As described above, the liquid crystalline compound represented by the following formula (1) contributes to reducing defects in the liquid crystal phase.

[0047] [ka]

[0048] In formula (1), R 1 ~R 4each independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, or -CN; R 2 ~R 4 At least one of L is a substituent that is not a hydrogen atom, 1 and L 2 each independently represents a single bond, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CO-NH-, -NH-CO-, -CHO-, -OCH-, -CH-CH-O-, -OCH-CH-, -O-, -S-, -CO-, -CH=CH- or -C≡C-; Sp 1 represents a single bond, an alkylene group having 1 to 20 carbon atoms, or a group having a structure in which at least one -CH2- in an alkylene group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, and P 1 represents a polymerizable group represented by the following formula (P-1) or (P-2).

[0049] [ka]

[0050] In formula (P-1) and formula (P-2), * represents a bonding position.

[0051] Hereinafter, in the section "Liquid Crystal Compounds", R 1 ~R 4"A group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)-, or -C(=O)O-" represented by the formula (1) is sometimes referred to as "specific substituted alkyl group X1." With regard to the specific substituted alkyl group X1, at least two -CH2- in the alkyl group having 2 to 20 carbon atoms may each independently be substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)-, or -C(=O)O-. In other words, the atomic group substituting one -CH2- may be the same as or different from the atomic group substituting another -CH2-. The structure of the specific substituted alkyl group X1 may be a structure that does not contain two adjacent oxygen atoms (i.e., -OO-).

[0052] Hereinafter, in the section on "liquid crystal compounds," Sp 1 "A group having a structure in which at least one -CH2- in an alkylene group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)-, or -C(=O)O-" represented by the formula (I) is sometimes referred to as a "specific substituted alkylene group Y1." With regard to the specific substituted alkylene group Y1, at least two -CH2- in the alkylene group having 2 to 20 carbon atoms may each independently be substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)-, or -C(=O)O-. In other words, the atomic group substituting one -CH2- may be the same as or different from the atomic group substituting another -CH2-. The structure of the specific substituted alkylene group Y1 may be a structure that does not contain two adjacent oxygen atoms (i.e., -OO-).

[0053] From the viewpoint of reducing defects in the liquid crystal phase, in formula (1), R 1 ~R 4 are preferably each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or a specific substituted alkyl group X1.

[0054] In formula (1), R 1 ~R 4The alkyl group having 1 to 20 carbon atoms represented by the formula (excluding the alkyl group having 2 to 20 carbon atoms defining the specific substituted alkyl group X1; the same applies hereinafter in this paragraph) may be a straight-chain, branched-chain or cyclic alkyl group. From the viewpoint of reducing defects in the liquid crystal phase, the alkyl group is preferably a straight-chain or branched-chain alkyl group. From the viewpoint of improving liquid crystallinity, R 1 With regard to the alkyl group having 1 to 20 carbon atoms represented by the formula (I), the number of carbon atoms in the alkyl group is preferably 1 to 12, more preferably 3 to 12, and even more preferably 6 to 12. From the viewpoint of improving liquid crystal properties, R 2 ~R 4 With regard to the alkyl group having 1 to 20 carbon atoms represented by the formula (I), the number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 4. Improvement of liquid crystallinity contributes to reducing defects in the liquid crystal phase. Examples of the alkyl group in the present disclosure include a methyl group (-CH), an ethyl group (-C2H5), a propyl group (-C3H6), and a butyl group (-C4H9).

[0055] In formula (1), R 1 ~R 4 The alkyl group having 2 to 20 carbon atoms (hereinafter simply referred to as "alkyl group" in this paragraph) defining the specific substituted alkyl group X1 represented by the following formula may be a linear, branched, or cyclic alkyl group. From the viewpoint of reducing defects in the liquid crystal phase, the alkyl group is preferably a linear or branched alkyl group. From the viewpoint of improving liquid crystallinity, R 1 With regard to the specific substituted alkyl group X1 represented by the following formula, the number of carbon atoms in the alkyl group is preferably 2 to 13, more preferably 5 to 10, and even more preferably 7 to 9. From the viewpoint of improving liquid crystal properties, R 2 ~R 4 With regard to the specific substituted alkyl group X1 represented by the following formula, the number of carbon atoms in the alkyl group is preferably 2 to 10, more preferably 2 to 6, and further preferably 2 to 4. The alkyl group is preferably an unsubstituted alkyl group.

[0056] From the viewpoint of reducing defects in the liquid crystal phase, in formula (1), R 1 ~R 4 The specific substituted alkyl group X1 represented by the formula (1) is preferably a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-. 1 ~R 4 The specific substituted alkyl group X1 represented by the formula (1) is also preferably a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -C(=O)-, -OC(=O)- or -C(=O)O-. 1 ~R 4 The specific substituted alkyl group X1 represented by the following formula is also preferably a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -OC(=O)- or -C(=O)O-.

[0057] In formula (1), R 1 ~R 4 Preferred examples of the specific substituted alkyl group X1 represented by the formula (I) include an alkoxy group having 1 to 10 carbon atoms, a dialkylamino group having 2 to 12 carbon atoms, an alkylcarbonyl group having 2 to 10 carbon atoms, and an alkoxycarbonyl group having 2 to 10 carbon atoms.

[0058] The alkoxy group having 1 to 10 carbon atoms, which is an example of the specific substituted alkyl group X1, is preferably a linear alkoxy group or a branched alkoxy group, more preferably a linear alkoxy group. The alkoxy group preferably has 2 to 10 carbon atoms, more preferably 4 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0059] Each alkyl group in the dialkylamino group having 2 to 12 carbon atoms, which is an example of the specific substituted alkyl group X1, is preferably a linear or branched alkyl group, more preferably a linear alkyl group. The number of carbon atoms in the dialkylamino group is preferably 2 to 10, more preferably 2 to 6, and even more preferably 2 to 4.

[0060] The alkyl group in the alkylcarbonyl group having 2 to 10 carbon atoms, which is an example of the specific substituted alkyl group X1, is preferably a linear alkyl group or a branched alkyl group, more preferably a linear alkyl group. The number of carbon atoms in the alkylcarbonyl group is preferably 2 to 10, more preferably 2 to 6, and even more preferably 2 to 4.

[0061] The alkoxy group in the alkoxycarbonyl group having 2 to 10 carbon atoms, which is an example of the specific substituted alkyl group X1, is preferably a linear alkoxy group or a branched alkoxy group, more preferably a linear alkoxy group. The number of carbon atoms in the alkoxycarbonyl group is preferably 2 to 10, more preferably 2 to 6, and even more preferably 2 to 4.

[0062] In formula (1), R 1 ~R 4 Specific examples of the specific substituted alkyl group X1 represented by the formula are shown below: However, the type of the specific substituted alkyl group X1 is not limited to the following specific examples. (1) Specific examples of a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is replaced with -O-: an alkoxy group (for example, -OC6H 13 and -OC8H 17 ) (2) Specific examples of groups having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is replaced with -N(CH3)-: dialkylamino group (e.g., -N(CH3)2) (3) Specific examples of groups having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is replaced with -C(=O)-: alkylcarbonyl group (e.g., -C(=O)CH3) (4) Specific examples of groups having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is replaced with -C(=O)O-: alkoxycarbonyl groups (e.g., -C(=O)OCH3 and -C(=O)OC2H5)

[0063] From the viewpoint of reducing defects in the liquid crystal phase, in formula (1), R 1 is preferably an alkoxy group having 1 to 10 carbon atoms. 1 The preferred embodiments of the alkoxy group having 1 to 10 carbon atoms represented by the following formula are the same as the preferred embodiments of the alkoxy group having 1 to 10 carbon atoms described above.

[0064] From the viewpoint of reducing defects in the liquid crystal phase, in formula (1), R 2 ~R 3 At least one of the above is an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or -COOX 1 or -COX 2 and X 1 and X 2 Preferably, each independently represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms. 2 ~R 3 At least one of the above is an alkyl group having 1 to 10 carbon atoms, -COOX 1 or -COX 2 and X 1 and X 2 Preferably, each independently represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms. 2 ~R 3 At least one of the following is -COOX 1 or -COX 2 and X 1 and X 2It is also preferred that each independently represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms. An alkoxy group having 1 to 10 carbon atoms, -COOX 1 and -COX 2 is included in the specific substituted alkyl group X1.

[0065] R 2 ~R 3 The alkyl group having 1 to 10 carbon atoms and represented by at least one of the following is preferably a linear alkyl group or a branched alkyl group. The alkyl group preferably has 1 to 6 carbon atoms, and more preferably has 1 to 4 carbon atoms.

[0066] R 2 ~R 3 The alkoxy group having 1 to 10 carbon atoms and represented by at least one of the following is preferably a linear alkoxy group or a branched alkoxy group. The alkoxy group preferably has 1 to 6 carbon atoms, and more preferably has 1 to 4 carbon atoms.

[0067] X 1 and X 2 With regard to the linear alkyl group having 1 to 20 carbon atoms represented by the formula: the number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 4. X 1 and X 2 With regard to the branched alkyl group having 3 to 20 carbon atoms represented by the following formula, the number of carbon atoms in the alkyl group is preferably 3 to 10, and more preferably 3 to 6, X 1 and X 2 are each independently preferably a linear alkyl group having 1 to 20 carbon atoms, more preferably a methyl group or an ethyl group, and even more preferably a methyl group.

[0068] From the viewpoint of reducing defects in the liquid crystal phase, in formula (1), R 3 -COOX 3 and X 3 -COOX preferably represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms.3 is included in the specific substituted alkyl group X1. 3 A preferred embodiment of the linear alkyl group having 1 to 20 carbon atoms represented by the formula (I) is the same as that of the aforementioned X 1 and X 2 This is the same as the preferred embodiment of the linear alkyl group having 1 to 20 carbon atoms represented by X 3 A preferred embodiment of the branched alkyl group having 3 to 20 carbon atoms represented by the formula (I) is the same as that of the above-mentioned X 1 and X 2 From the viewpoint of reducing defects in the liquid crystal phase, X 3 is preferably a linear alkyl group having 1 to 20 carbon atoms, more preferably a methyl group or an ethyl group, and even more preferably a methyl group.

[0069] R in Equation (1) 1 ~R 4 Preferred combinations are shown below. R 1 :R 1 is preferably a specific substituted alkyl group X1, more preferably an alkoxy group having 1 to 10 carbon atoms. R 2 :R 2 is preferably a hydrogen atom, an alkyl group having 1 to 20 carbon atoms or a specific substituted alkyl group X1, and more preferably a hydrogen atom. R 3 :R 3 is preferably a specific substituted alkyl group X1, and is preferably an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, -COOX 1 or -COX 2 Preferably, -COOX 3 It is more preferable that: R 4 :R 4 is preferably a hydrogen atom, an alkyl group having 1 to 20 carbon atoms or a specific substituted alkyl group X1, and more preferably a hydrogen atom.

[0070] In formula (1), R 3 is L in the benzene ring1 It is preferable that the carbon atom bonded to the carbon atom adjacent to the carbon atom bonded to R 3 is the atomic group attached to the benzene ring. 1 It is preferable that R is located next to (i.e., at the ortho position of) 3 L 1 When the compound is located next to the compound, the crystallization temperature decreases, and the liquid crystal phase can be expressed over a wide temperature range.

[0071] In formula (1), L 1 and L 2 each independently represents a single bond, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CO-NH-, -NH-CO-, -CHO-, -OCH-, -CH-CH-O-, -OCH-CH-, -O-, -S-, -CO-, -CH=CH- or -C≡C-. L 1 and L 2 are each preferably independently -COO- or -OCO-. 1 and L 2 When each of L is independently -COO- or -OCO-, for example, the temperature range in which the liquid crystal exhibits a nematic liquid crystal phase is widened. 1 and L 2 When L is -COO-, for example, a smectic liquid crystal phase is easily formed. 1 is -COO-, and L 2 is also preferably —OCO—.

[0072] From the viewpoint of reducing defects in the liquid crystal phase, in formula (1), Sp 1 is preferably an alkylene group having 1 to 20 carbon atoms or a specific substituted alkylene group Y1 (i.e., a group having a structure in which at least one -CH2- in an alkylene group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-), and more preferably a specific substituted alkylene group Y1.

[0073] In equation (1), Sp 1 The alkylene group having 1 to 20 carbon atoms and represented by the formula (excluding the alkylene group having 2 to 20 carbon atoms defining the specific substituted alkylene group Y1; the same applies hereinafter in this paragraph) may be a linear, branched, or cyclic alkyl group. From the viewpoint of reducing defects in the liquid crystal phase, the alkylene group is preferably a linear or branched alkylene group, and more preferably a linear alkylene group. From the viewpoint of reducing defects in the liquid crystal phase, the alkylene group preferably has 1 to 10 carbon atoms, more preferably 2 to 8, and even more preferably 4 to 6. Examples of the alkylene group in the present disclosure include a methylene group (-CH2-), an ethylene group (-C2H4-), a propylene group (-C3H6-), a butylene group (-C4H8-), and a hexylene group (-C6H 12 -) are mentioned.

[0074] In equation (1), Sp 1 The alkylene group having 2 to 20 carbon atoms (hereinafter simply referred to as "alkylene group" in this paragraph) defining the specific substituted alkylene group Y1 represented by the following formula may be a linear, branched, or cyclic alkylene group. From the viewpoint of reducing defects in the liquid crystal phase, the alkylene group is preferably a linear or branched alkylene group, and more preferably a linear alkylene group. From the viewpoint of reducing defects in the liquid crystal phase, the alkylene group preferably has 2 to 10 carbon atoms, more preferably 2 to 8, and even more preferably 4 to 6 carbon atoms. The alkylene group is preferably an unsubstituted alkylene group.

[0075] From the viewpoint of reducing defects in the liquid crystal phase, in formula (1), Sp 1 The specific substituted alkylene group Y1 represented by the following formula is preferably a group having a structure in which at least one -CH2- in an alkylene group having 2 to 20 carbon atoms is substituted with -O-, and more preferably a group having a structure in which at least two -CH2- in an alkylene group having 2 to 20 carbon atoms are substituted with -O-.

[0076] From the viewpoint of reducing defects in the liquid crystal phase, in formula (1), Sp 1 The specific substituted alkylene group Y1 represented by the formula (I) is preferably an alkylenedioxy group having 1 to 18 carbon atoms. The alkylenedioxy group may be a linear or branched alkylenedioxy group. The alkylenedioxy group is preferably a linear alkylenedioxy group. The number of carbon atoms in the alkylenedioxy group is preferably 2 to 10, more preferably 4 to 8, and particularly preferably 4 to 6. Examples of the alkylenedioxy group include -O-C2H2-O-, -O-C3H6-O-, -O-C4H8-O-, -O-C5H 10 -O- and -O-CH 12 -O- is an example.

[0077] From the viewpoint of improving the liquid crystallinity, in formula (1), P 1 is preferably a polymerizable group represented by formula (P-1).

[0078] Examples of the liquid crystal compound represented by formula (1) include the liquid crystal compound represented by the following formula (1-1): From the viewpoint of reducing defects in the liquid crystal phase, the liquid crystal compound represented by formula (1) is preferably the liquid crystal compound represented by formula (1-1):

[0079] [ka]

[0080] In formula (1-1), R 1 is R in the above formula (1). 1 is synonymous with R 2 is R in the above formula (1). 2 is synonymous with R 4 is R in the above formula (1). 4 is synonymous with Sp 1 is the Sp in the above formula (1). 1 is synonymous with P 1 is P in the above formula (1) 1 is synonymous with X3 represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms. 3 is X in the above formula (1) 3 is synonymous with.

[0081] Specific examples of the liquid crystal compound represented by formula (1) are shown below. However, the type of the liquid crystal compound represented by formula (1) is not limited to the following specific examples. In the following specific examples, Me represents a methyl group, Et represents an ethyl group, iPr represents an isopropyl group, and tBu represents a tert-butyl group.

[0082] [ka]

[0083] [ka]

[0084] [ka]

[0085] [ka]

[0086] [ka]

[0087] The polymerizable composition according to an embodiment of the present disclosure may contain one or more liquid crystal compounds represented by formula (1).

[0088] From the viewpoint of improving the stretchability of the cured product and reducing defects in the liquid crystal phase, the ratio of the total amount of the liquid crystal compound represented by formula (1) to the total amount of solids in the polymerizable composition is preferably 5% by mass to 99% by mass, more preferably 25% by mass to 98% by mass, and even more preferably 75% by mass to 98% by mass.

[0089] The polymerizable composition according to an embodiment of the present disclosure may further contain other liquid crystal compounds, if necessary. The "other liquid crystal compounds" refer to liquid crystal compounds other than the liquid crystal compound represented by formula (1).

[0090] Other liquid crystal compounds include, for example, liquid crystal compounds containing at least one polymerizable group. Examples of liquid crystal compounds containing at least one polymerizable group include liquid crystal compounds containing at least one selected from the group consisting of ethylenically unsaturated groups and cyclic ether groups. Examples of ethylenically unsaturated groups include (meth)acryloyloxy groups, (meth)acrylamide groups, vinyl groups, vinyl ester groups, and vinyl ether groups. In the present disclosure, the term "(meth)acryloyloxy group" encompasses acryloyloxy groups (i.e., CH2=CH-COO-) and methacryloyloxy groups (i.e., CH2=CH(CH3)-COO-). In the present disclosure, the term "(meth)acrylamide group" encompasses acrylamide groups and methacrylamide groups. From the viewpoint of reactivity, the ethylenically unsaturated group is preferably a (meth)acryloyloxy group, a (meth)acrylamide group, or an aromatic vinyl group, more preferably a (meth)acryloyloxy group or a (meth)acrylamide group, and even more preferably a (meth)acryloyloxy group. From the viewpoint of reactivity, the cyclic ether group is preferably an epoxy group or an oxetanyl group, and more preferably an oxetanyl group.

[0091] The other liquid crystal compounds may be rod-shaped liquid crystal compounds or discotic liquid crystal compounds. Examples of rod-shaped liquid crystal compounds include azomethines, azoxy compounds, cyanobiphenyls, cyanophenyl esters, benzoic acid esters, cyclohexanecarboxylic acid phenyl esters, cyanophenylcyclohexanes, cyano-substituted phenylpyrimidines, alkoxy-substituted phenylpyrimidines, phenyldioxanes, tolanes, and alkenylcyclohexylbenzonitriles. Examples of rod-shaped liquid crystal compounds are described in, for example, "Makromol. Chem., Vol. 190, p. 2255 (1989)" and "Advanced Materials 5, p. 107 (1993)," U.S. Pat. No. 4,683,327, U.S. Pat. No. 5,622,648, U.S. Pat. No. 5,770,107, WO 1995 / 022586, WO 1995 / 024455, WO 1997 / 000600, WO 1998 / 023580, WO 1998 / 052905, JP-A-1-272551, JP-A-6-16616, JP-A-7-110469, JP-A-11-80081, JP-A-2001-328973, JP-T-11-513019, and JP-A-2007-279688. The discotic liquid crystal compound may be selected from the compounds described in, for example, JP-A Nos. 2007-108732 and 2010-244038, each of which is incorporated herein by reference.

[0092] Other liquid crystal compounds may be selected from compounds described in, for example, WO 2017 / 199812, JP 2002-338668 A, WO 2018 / 146995 A and WO 2020 / 049957 A. Each of the above-mentioned documents is incorporated herein by reference.

[0093] Examples of other liquid crystal compounds include LC-1, which will be described in the Examples below. Specific examples of other liquid crystal compounds are shown below. However, the types of other liquid crystal compounds are not limited to the specific examples below.

[0094] [ka]

[0095] [ka]

[0096] [ka]

[0097] [ka]

[0098] [ka]

[0099] [ka]

[0100] The polymerizable composition according to an embodiment of the present disclosure may contain one or more other liquid crystal compounds.

[0101] From the viewpoint of the development of a liquid crystal phase, the ratio of the total amount of liquid crystal compounds to the total amount of solids in the polymerizable composition is preferably 5% to 99% by mass, more preferably 25% to 98% by mass, and even more preferably 75% to 98% by mass. In the present disclosure, the "total amount of liquid crystal compounds" refers to the total amount of the liquid crystal compound represented by formula (1) and other liquid crystal compounds. However, the term "total amount of liquid crystal compounds" does not necessarily mean that the polymerizable composition contains both the liquid crystal compound represented by formula (1) and other liquid crystal compounds. For example, when the polymerizable composition contains only the liquid crystal compound represented by formula (1) as the liquid crystal compound, the "total amount of liquid crystal compounds" corresponds to the total amount of the liquid crystal compounds represented by formula (1).

[0102] From the viewpoint of improving the stretchability of the cured product and reducing defects in the liquid crystal phase, the ratio of the total amount of monofunctional liquid crystal compounds (i.e., liquid crystal compounds containing one polymerizable group) to the total amount of liquid crystal compounds is preferably 61% by mass to 100% by mass, more preferably 70% by mass to 96% by mass, and even more preferably 80% by mass to 92% by mass.

[0103] (Component of polymerizable composition: chiral compound) The polymerizable composition according to an embodiment of the present disclosure includes a chiral compound. The chiral compound can control the orientation of a liquid crystal compound. For example, the chiral compound can induce a helical structure in a cholesteric liquid crystal phase.

[0104] Examples of chiral compounds include the compounds described in "Liquid Crystal Device Handbook," Chapter 3, Section 4-3, Chiral Agents for TN (Twisted Nematic) and STN (Super-Twisted Nematic), p. 199, edited by the 142nd Committee of the Japan Society for the Promotion of Science, 1989. Examples of chiral compounds include isosorbide derivatives and isomannide derivatives. Examples of chiral compounds include axially asymmetric compounds and planarly asymmetric compounds. Examples of axially asymmetric compounds and planarly asymmetric compounds include binaphthyl compounds, helicene compounds, and paracyclophane compounds.

[0105] Chiral compounds may have the property of changing their chemical structure under the action of light. Chiral compounds with such properties can, for example, change the reflection wavelength in a liquid crystal phase. Examples of light include ultraviolet light, visible light, and infrared light. Examples of reactions that cause changes in chemical structure under the action of light include photoisomerization, photodimerization, and photodecomposition. Examples of photoisomerization reactions include isomerization (e.g., cis-trans isomerization) initiated by a double bond introduced into a molecule. Examples of atomic groups that undergo photoisomerization include -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CH=CH-, and -N=N-. Examples of compounds that undergo photoisomerization include azobenzene compounds and spiropyran compounds. In the photodimerization reaction, for example, a cycloaddition reaction occurs due to the action of light. Examples of compounds that undergo photodimerization reactions include cinnamic acid derivatives, coumarin derivatives, chalcone derivatives, and benzophenone derivatives.

[0106] The chiral compound preferably includes a chiral compound containing at least one polymerizable group. A chiral compound containing at least one polymerizable group improves the durability of the cured product. Examples of the polymerizable group include the above-mentioned ethylenically unsaturated group and cyclic ether group. The polymerizable group is preferably an ethylenically unsaturated group, more preferably a (meth)acryloyloxy group, and even more preferably an acryloyloxy group (i.e., CH2=CH-COO-). From the viewpoint of improving the durability of the cured product, the chiral compound is preferably a chiral compound containing at least two polymerizable groups. When the chiral compound contains at least two polymerizable groups, the types of the multiple polymerizable groups may be the same or different from each other.

[0107] The chiral compound preferably includes a chiral compound represented by the following formula (2): The chiral compound represented by the following formula (2) is a chiral compound containing a polymerizable group.

[0108] [ka]

[0109] In formula (2), L 3 ~L 6 each independently represents a single bond, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CO-NH-, -NH-CO-, -CHO-, -OCH-, -CH-CH-O-, -OCH-CH-, -O-, -S-, -CO-, -CH=CH-, -C≡C- or -N=N-; A 1 and A 2 each independently represents a hydrocarbon ring group or a heterocyclic group; P 3 and P 4 each independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is replaced with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, -CN or -Sp 2 -P 5 represents Sp 2 represents a single bond, an alkylene group having 1 to 20 carbon atoms, or an alkylene group having 2 to 20 carbon atoms in which at least one -CH2- is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)- or -C(=O)O-, P 5 represents a polymerizable group represented by the following formula (P-3) or the following formula (P-4), and P 3 and P 4 At least one of the 2 -P 5Q represents a divalent chiral source, n and m each independently represent an integer of 1 to 3, and when n or m is an integer of 2 or more, a plurality of A 1 may be the same or different from each other, and multiple A 2 may be the same or different from each other, and multiple L 5 may be the same or different from each other, and multiple L 6 may be the same or different from each other.

[0110] [ka]

[0111] In formula (P-3) and formula (P-4), * represents a bonding position.

[0112] Hereinafter, in the section "Chiral Compounds", P 3 and P 4 "A group having a structure in which at least one -CH2- in an alkyl group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)-, or -C(=O)O-" represented by the formula (1) may be referred to as a "specific substituted alkyl group X2." With regard to the specific substituted alkyl group X2, at least two -CH2- in the alkyl group having 2 to 20 carbon atoms may each independently be substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)-, or -C(=O)O-. In other words, the atomic group substituting one -CH2- may be the same as or different from the atomic group substituting another -CH2-. The structure of the specific substituted alkyl group X2 may not include two adjacent oxygen atoms (i.e., -OO-).

[0113] In the following "chiral compounds" section, Sp 2"A group in which at least one -CH2- in an alkylene group having 2 to 20 carbon atoms is substituted with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)-, or -C(=O)O-" is sometimes referred to as a "specific substituted alkylene group Y2." With regard to the specific substituted alkylene group Y2, at least two -CH2- in the alkylene group having 2 to 20 carbon atoms may each independently be replaced with -O-, -S-, -NH-, -N(CH3)-, -C(=O)-, -OC(=O)-, or -C(=O)O-. In other words, the atomic group substituting one -CH2- may be the same as or different from the atomic group substituting another -CH2-. The structure of the specific substituted alkylene group Y2 may be a structure that does not contain two adjacent oxygen atoms (i.e., -OO-).

[0114] From the viewpoint of improving the reflection wavelength conversion ability, in formula (2), L 3 ~L 6 At least one of the groups represented by the formula (2) is preferably -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CH=CH- or -N=N-. 3 ~L 6 It is also preferred that at least one of L is -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO- or -OCO-C(CN)=CH-. 3 ~L 6 It is also preferable that at least one of them is -CH=C(CN)-COO- or -OCO-C(CN)=CH-. "Reflection wavelength conversion ability" means the property of changing the reflection wavelength due to an intentional external factor, as described in the Examples below.

[0115] From the viewpoint of improving the reflection wavelength conversion ability, in formula (2), L 3 and L 4At least one of the groups represented by the formula (2) is preferably -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CH=CH- or -N=N-. 3 and L 4 It is also preferred that at least one of L is -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO- or -OCO-C(CN)=CH-. 3 and L 4 It is also preferred that at least one of the groups is -CH=C(CN)-COO- or -OCO-C(CN)=CH-.

[0116] From the viewpoint of improving the reflection wavelength conversion ability, in formula (2), L 3 and L 4 are preferably each independently -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CH=CH- or -N=N-. 3 and L 4 are each independently -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, or -OCO-C(CN)=CH-. 3 and L 4 are also preferably each independently -CH=C(CN)-COO- or -OCO-C(CN)=CH-.

[0117] From the viewpoint of ease of synthesis, in formula (2), L 5 and L 6 At least one of L is preferably a single bond, -COO-, -OCO- or -O-. 5 and L 6 are also preferably each independently a single bond, —COO—, —OCO— or —O—.

[0118] The hydrocarbon ring group contains at least one hydrocarbon ring. The hydrocarbon ring may be a fused ring. The number of atoms constituting the hydrocarbon ring is preferably 5 to 18, more preferably 5 to 10, and even more preferably 5 or 6. Examples of the hydrocarbon ring group include an aliphatic hydrocarbon ring group and an aromatic hydrocarbon ring group.

[0119] The aliphatic hydrocarbon ring group contains at least one aliphatic hydrocarbon ring. When the aliphatic hydrocarbon ring has a polycyclic structure, it is preferable that at least one of the rings contained in the polycyclic structure is a five-membered ring or larger. The number of atoms constituting the aliphatic hydrocarbon ring is preferably 5 to 10, more preferably 5 or 6. Examples of the aliphatic hydrocarbon ring include a cyclopentane ring, a cyclohexane ring, a cycloheptane ring, a cyclooctane ring, a norbornene ring, and an adamantane ring. A cyclopentane ring or a cyclohexane ring is preferable.

[0120] The aromatic hydrocarbon ring group contains at least one aromatic hydrocarbon ring. When the aromatic hydrocarbon ring has a polycyclic structure, it is preferable that at least one of the rings contained in the polycyclic structure is a five-membered ring or larger. The number of atoms constituting the aromatic hydrocarbon ring is preferably 6 to 18, more preferably 6 to 10, and even more preferably 6. Examples of the aromatic hydrocarbon ring include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, and a fluorene ring. A benzene ring or a naphthalene ring is preferable, and a benzene ring is more preferable.

[0121] Specific examples of hydrocarbon rings are shown below, however, the types of hydrocarbon rings are not limited to the following specific examples.

[0122] [ka]

[0123] In equation (2), A 1and A 2 The hydrocarbon ring group represented by may have a substituent. Examples of the substituent include an alkyl group, an alkoxy group, an amino group, a nitro group, a hydroxy group, a carboxy group, and a halogen atom. Examples of the substituent include the specific substituted alkyl group X1 described in the above section on "Liquid Crystal Compounds." The hydrocarbon ring group is preferably an unsubstituted hydrocarbon ring group.

[0124] The heterocyclic group contains at least one heterocycle. The heterocycle may be a fused ring. The number of atoms constituting the heterocycle is preferably 5 to 18. Examples of heteroatoms contained in the heterocycle include a nitrogen atom, an oxygen atom, and a sulfur atom. Examples of the heterocyclic group include an aliphatic heterocyclic group and an aromatic heterocyclic group.

[0125] The aliphatic heterocyclic group contains at least one aliphatic heterocycle. When the aliphatic heterocycle has a polycyclic structure, at least one of the rings contained in the polycyclic structure is preferably a five-membered ring or more. The number of atoms constituting the aliphatic heterocycle is preferably 5 to 10. Examples of the aliphatic heterocycle include an oxolane ring, an oxane ring, a piperidine ring, and a piperazine ring. The aliphatic heterocycle may have a ring structure containing -CO-. Examples of the aliphatic heterocycle having a ring structure containing -CO- include a phthalimide ring.

[0126] The aromatic heterocyclic group contains at least one aromatic heterocycle. When the aromatic heterocycle has a polycyclic structure, it is preferable that at least one of the rings contained in the polycyclic structure is a five-membered ring or larger. It is preferable that the number of atoms constituting the aromatic heterocycle is 5 to 18. Examples of the aromatic heterocycle include a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring, a triazine ring, a thiophene ring, a thiazole ring, and an imidazole ring.

[0127] Specific examples of heterocycles are shown below, but the types of heterocycles are not limited to the following examples.

[0128] [ka]

[0129] In equation (2), A 1 and A 2 The heterocyclic group represented by the formula (I) may have a substituent. Examples of the substituent include the substituents of the hydrocarbon ring group described above. The heterocyclic group is preferably an unsubstituted heterocyclic group.

[0130] In equation (2), P 3 and P 4 The alkyl group having 1 to 20 carbon atoms represented by the following formula (excluding the alkyl group having 2 to 20 carbon atoms defining the specific substituted alkyl group X2) may be a straight-chain, branched-chain or cyclic alkyl group.

[0131] In equation (2), P 3 and P 4 The alkyl group having 2 to 20 carbon atoms defining the specific substituted alkyl group X2 represented by the following formula may be a linear, branched or cyclic alkyl group.

[0132] In equation (2), Sp 2 The alkylene group having 1 to 20 carbon atoms represented by the following formula (excluding the alkylene group having 2 to 20 carbon atoms defining the specific substituted alkylene group Y2) may be a linear, branched or cyclic alkylene group.

[0133] In equation (2), Sp 2The alkylene group having 2 to 20 carbon atoms defining the specific substituted alkylene group Y2 represented by the formula (hereinafter simply referred to as "alkylene group" in this paragraph) may be a linear, branched, or cyclic alkylene group. From the viewpoints of reducing defects in the liquid crystal phase and ease of availability, the alkylene group is preferably a linear or branched alkylene group, and more preferably a linear alkylene group. From the viewpoints of reducing defects in the liquid crystal phase and ease of availability, the alkylene group preferably has 2 to 10 carbon atoms, more preferably 2 to 8, and even more preferably 4 to 6 carbon atoms. The alkylene group is preferably an unsubstituted alkylene group. It is presumed that the reason defects in the liquid crystal phase are reduced by each of the above-mentioned embodiments is that the mobility of the chiral compound represented by formula (2) is increased, and the alignment of the liquid crystal is not impaired.

[0134] From the viewpoint of reducing defects in the liquid crystal phase and easiness of availability, in formula (2), Sp 2 The specific substituted alkylene group Y2 represented by the following formula (2) is preferably a group having a structure in which at least one -CH2- in an alkylene group having 2 to 20 carbon atoms is substituted with -O-. 2 The specific substituted alkylene group Y2 represented by the following formula is also preferably a group having a structure in which at least two -CH2- groups in an alkylene group having 2 to 20 carbon atoms are substituted with -O-.

[0135] From the viewpoint of reducing defects in the liquid crystal phase and easiness of availability, in formula (2), Sp 2 The specific substituted alkylene group Y2 represented by the following formula (2) is preferably an alkyleneoxy group having 1 to 19 carbon atoms or an alkylenedioxy group having 1 to 18 carbon atoms. 2 It is also preferable that the specific substituted alkylene group Y2 represented by the following formula (2) is an alkyleneoxy group having 1 to 19 carbon atoms. 2 It is also preferable that the specific substituted alkylene group Y2 represented by the following formula is an alkylenedioxy group having 1 to 18 carbon atoms.

[0136] The alkyleneoxy group having 1 to 19 carbon atoms may be a linear or branched alkyleneoxy group. The alkyleneoxy group is preferably a linear alkyleneoxy group. The number of carbon atoms in the alkyleneoxy group is preferably 2 to 10, more preferably 4 to 8, and particularly preferably 4 to 6. Examples of the alkyleneoxy group include -OC2H2-, -OC3H6-, -OC4H8-, -OC5H 10 -and-OC6H 12 - are some examples.

[0137] The alkylenedioxy group having 1 to 18 carbon atoms may be a linear or branched alkylenedioxy group. The alkylenedioxy group is preferably a linear alkylenedioxy group. The number of carbon atoms in the alkylenedioxy group is preferably 2 to 10, more preferably 4 to 8, and particularly preferably 4 to 6. Examples of the alkylenedioxy group include the alkylenedioxy groups described in the above section "Liquid Crystal Compound."

[0138] From the viewpoint of availability and reactivity, P 5 is preferably a polymerizable group represented by formula (P-3).

[0139] From the viewpoint of improving the durability of the cured product, in formula (2), P 3 and P 4 are each independently -Sp 2 -P 5 It is preferable that:

[0140] In formula (2), the divalent chiral source represented by Q contributes to the expression of chirality. As long as the divalent chiral source contributes to the expression of chirality, the chemical structure of the divalent chiral source is not limited. Specific examples of divalent chiral sources are shown below. However, the type of divalent chiral source is not limited to the following specific examples.

[0141] [ka]

[0142] In the above specific examples, * represents a bonding position, and R represents a substituent. In the above specific examples, the binaphthyl skeleton may be in the (R) configuration or the (S) configuration. In the above specific examples, the binaphthyl skeleton may be a mixture of the (R) configuration and the (S) configuration.

[0143] In formula (2), Q is preferably a divalent chiral source containing a binaphthyl skeleton, an isosorbide skeleton, or an isomannide skeleton. Furthermore, in formula (2), Q is preferably a divalent chiral source represented by the following formula (Q-1) or (Q-2), and more preferably a divalent chiral source represented by the following formula (Q-1).

[0144] [ka]

[0145] In formula (Q-1) and formula (Q-2), * represents a bonding position.

[0146] From the viewpoint of improving the reflection wavelength conversion ability, in formula (2), n and m are each preferably 2 or 3, and more preferably 2.

[0147] Examples of the chiral compound represented by formula (2) include chiral compounds represented by the following formula (2-1) or (2-2): The chiral compound represented by formula (2) is preferably a chiral compound represented by the following formula (2-1) or (2-2).

[0148] [ka]

[0149] In formula (2-1) and formula (2-2), L 5 is L in the above formula (2) 5 is synonymous with L6 is L in the above formula (2) 6 is synonymous with A 1 is A in the above formula (2) 1 is synonymous with A 2 is A in the above formula (2) 2 is synonymous with P 3 is P in the above formula (2) 3 is synonymous with P 4 is P in the above formula (2) 4 n is the same as n in the above formula (2), m is the same as m in the above formula (2), R 5 and R 6 each independently represents a hydrogen atom, —CN, or an alkyl group having 1 to 10 carbon atoms.

[0150] In formula (2-1) and formula (2-2), R 5 and R 6 The alkyl group having 1 to 10 carbon atoms represented by the formula (I) may be a linear, branched, or cyclic alkyl group. From the viewpoint of exhibiting a large helical twisting power, the alkyl group is preferably a linear or branched alkyl group, and more preferably a linear alkyl group. From the viewpoint of exhibiting a large helical twisting power, the number of carbon atoms in the alkyl group is preferably 1 to 3, and more preferably 1. Furthermore, the exhibiting a large helical twisting power is expected to reduce defects in the liquid crystal phase and improve reflection wavelength conversion ability.

[0151] From the viewpoint of improving the reflection wavelength conversion ability, in the formulas (2-1) and (2-2), R 5 and R 6 In addition, in the formula (2-1) or the above formula (2-2), at least one of R 5 and R 6 is also preferably —CN.

[0152] Specific examples of the chiral compound represented by formula (2) are shown below: However, the types of the chiral compound represented by formula (2) are not limited to the following specific examples.

[0153] [ka]

[0154] [ka]

[0155] [ka]

[0156] [ka]

[0157] The binaphthyl compound represented by the above chemical formula may be an (R) or (S) configuration.

[0158] [ka]

[0159] The polymerizable composition according to one embodiment of the present disclosure may contain one or more chiral compounds represented by formula (2).

[0160] From the viewpoints of controlling the alignment of the liquid crystal compound, improving the durability of the cured product, and improving the reflection wavelength conversion ability, the ratio of the total amount of the chiral compound represented by formula (2) to the total amount of solids in the polymerizable composition is preferably 1% by mass to 15% by mass. The lower limit of the ratio may be 2% by mass or 3% by mass. The upper limit of the ratio may be 12% by mass.

[0161] The chiral compound may include a chiral compound having a binaphthyl skeleton. The chiral compound having a binaphthyl skeleton preferably includes a polymerizable group. Examples of the polymerizable group include the ethylenically unsaturated group and cyclic ether group described above. The chiral compound having a binaphthyl skeleton may be selected from, for example, a compound represented by general formula (1) described in WO 2020 / 049957, an optically active compound represented by general formula (1) described in JP 2002-302487 A, and a compound represented by general formula (1) described in WO 2019 / 181433 A. The above-mentioned documents are incorporated herein by reference. Examples of chiral compounds having a binaphthyl skeleton include a compound represented by the following formula (BN-1). The compound represented by the following formula (BN-1) may be either an R-configuration or an S-configuration, or may be a mixture of the R-configuration and the S-configuration.

[0162] [ka]

[0163] In formula (BN-1), R a and R b each independently represents a monovalent organic group containing a polymerizable group, R c and R d each independently represents a hydrogen atom, an alkyl group or an alkoxycarbonyl group, and L represents a divalent linking group.

[0164] In formula (BN-1), R a and R bThe number of carbon atoms in the monovalent organic group containing a polymerizable group represented by the formula (I) is preferably 2 to 20, more preferably 3 to 16, and even more preferably 4 to 10. Examples of the monovalent organic group containing a polymerizable group include an alkyl group containing a polymerizable group and an aryl group containing a polymerizable group. The alkyl group containing a polymerizable group has a structure in which at least one hydrogen atom of the alkyl group is substituted with a polymerizable group. The aryl group containing a polymerizable group has a structure in which at least one hydrogen atom of the aryl group is substituted with a polymerizable group. The monovalent organic group containing a polymerizable group is preferably an alkyl group containing a polymerizable group. Examples of the polymerizable group include the above-mentioned ethylenically unsaturated groups and cyclic ether groups. The polymerizable group is preferably an ethylenically unsaturated group, more preferably a (meth)acryloyloxy group, and even more preferably an acryloyloxy group (i.e., CH2=CH-COO-).

[0165] In formula (BN-1), R c and R d The number of carbon atoms in the alkyl group represented by the formula (I) is preferably 1 to 30, and more preferably 1 to 20. The alkyl group may contain a substituent. Examples of the substituent include the substituents described in paragraph 0026 of JP-A No. 2002-302487.

[0166] In formula (BN-1), R c and R d The number of carbon atoms in the alkoxycarbonyl group represented by the formula (I) is preferably 2 to 30, and more preferably 2 to 20. The alkoxycarbonyl group may contain a substituent. Examples of the substituent include the substituents described in paragraph 0027 of JP-A No. 2002-302487.

[0167] In formula (BN-1), R c and R d are each independently preferably a hydrogen atom or an unsubstituted alkyl group, more preferably a hydrogen atom.

[0168] In formula (BN-1), the divalent linking group represented by L preferably has 1 to 30 carbon atoms, more preferably 1 to 20, even more preferably 1 to 10, and particularly preferably 1 to 4. Examples of the divalent linking group include alkylene groups. The divalent linking group may be selected from the divalent groups represented by L in general formula (1) described in JP-A-2002-302487, for example. The divalent linking group is preferably an alkylene group, more preferably an alkylene group having 1 to 4 carbon atoms, and even more preferably -CH-.

[0169] The chiral compound containing a binaphthyl skeleton may be selected from the specific examples of the chiral compound represented by formula (2) described above. Specific examples of the chiral compound containing a binaphthyl skeleton are shown below. However, the types of the chiral compound containing a binaphthyl skeleton are not limited to the following specific examples.

[0170] [ka]

[0171] The chiral compound may include a chiral compound represented by the following formula (CH1): The chemical structure of the chiral compound represented by the following formula (CH1) can be changed by the action of light.

[0172] [ka]

[0173] In formula (CH1), Ar CH1 and Ar CH2 each independently represents an aryl group or a heteroaromatic ring group, R CH1 and R CH2 each independently represents a hydrogen atom or a cyano group.

[0174] Ar in formula (CH1) CH1 and Ar CH2are each independently preferably an aryl group. The aryl group preferably has 6 to 40 carbon atoms, more preferably 6 to 30 carbon atoms. The aryl group may have a substituent. The substituent is preferably a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, a hydroxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acyloxy group, a carboxy group, a cyano group, or a heterocyclic group, and more preferably a halogen atom, an alkyl group, an alkenyl group, an alkoxy group, a hydroxy group, an acyloxy group, an alkoxycarbonyl group, or an aryloxycarbonyl group.

[0175] Ar CH1 and Ar CH2 is preferably an aryl group represented by the following formula (CH2) or (CH3).

[0176] [ka]

[0177] In formula (CH2) and formula (CH3), R CH3 and R CH4 each independently represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heterocyclic group, an alkoxy group, a hydroxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acyloxy group, a carboxy group, or a cyano group; L CH1 and L CH2 each independently represents a halogen atom, an alkyl group, an alkoxy group, or a hydroxy group; nCH1 represents an integer of 0 to 4; nCH2 represents an integer of 0 to 6; and * represents the bonding position with the carbon atom forming an ethylenically unsaturated bond in formula (CH1).

[0178] R in formula (CH2) and formula (CH3) CH3 and R CH4are each independently preferably a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an aryl group, an alkoxy group, a hydroxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, or an acyloxy group, more preferably an alkoxy group, a hydroxy group, or an acyloxy group, and even more preferably an alkoxy group.

[0179] L in formula (CH2) and formula (CH3) CH1 and L CH2 are preferably each independently an alkoxy group or a hydroxy group having 1 to 10 carbon atoms.

[0180] In formula (CH2), nCH1 is preferably 0 or 1.

[0181] In the formula (CH3), nCH2 is preferably 0 or 1.

[0182] Ar of formula (CH1) CH1 and Ar CH2 The number of carbon atoms in the heteroaromatic ring group in the formula (I) is preferably 4 to 40, and more preferably 4 to 30. The heteroaromatic ring group may have a substituent. The substituent is preferably a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an alkoxy group, a hydroxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acyloxy group, or a cyano group, and more preferably a halogen atom, an alkyl group, an alkenyl group, an aryl group, an alkoxy group, or an acyloxy group. The heteroaromatic ring group is preferably a pyridyl group, a pyrimidinyl group, a furyl group, or a benzofuranyl group, and more preferably a pyridyl group or a pyrimidinyl group.

[0183] In formula (CH1), R CH1 and R CH2 are each preferably independently a cyano group.

[0184] The chiral compound may be selected from compounds described in, for example, WO 2017 / 199812, JP 2002-338668 A, WO 2018 / 146995 A and WO 2020 / 049957 A. Each of the above-mentioned documents is incorporated herein by reference.

[0185] The polymerizable composition according to one embodiment of the present disclosure may include one or more chiral compounds.

[0186] From the viewpoints of controlling the alignment of the liquid crystal compound, improving the durability of the cured product, and improving the reflection wavelength conversion ability, the content of the chiral compound in the polymerizable composition is preferably 1 to 15 parts by mass, more preferably 2 to 15 parts by mass, and even more preferably 3 to 12 parts by mass, per 100 parts by mass of the liquid crystal compound.

[0187] (Component of Polymerizable Composition: Polymerization Initiator) The polymerizable composition according to an embodiment of the present disclosure preferably further contains a polymerization initiator. Examples of the polymerization initiator include a radical polymerization initiator and a cationic polymerization initiator. Examples of the polymerization initiator include a photopolymerization initiator. Examples of the photopolymerization initiator include a photoradical polymerization initiator and a photocationic polymerization initiator.

[0188] Examples of photopolymerization initiators include α-carbonyl compounds (e.g., U.S. Pat. Nos. 2,367,661 and 2,367,670), acyloin ether compounds (e.g., U.S. Pat. No. 2,448,828), α-hydrocarbon-substituted aromatic acyloin compounds (e.g., U.S. Pat. No. 2,722,512), polynuclear quinone compounds (e.g., U.S. Pat. Nos. 3,046,127 and 2,951,758), combinations of triarylimidazole dimers and p-aminophenyl ketones (e.g., U.S. Pat. No. 3,549,367), and oxadiazole compounds (e.g., U.S. Pat. No. 4,212,970). Examples of photopolymerization initiators include acridine compounds and phenazine compounds (e.g., JP-A-60-105,667 and U.S. Pat. No. 4,239,850).

[0189] Preferred examples of the photoradical polymerization initiator include an α-hydroxyalkylphenone compound, an α-aminoalkylphenone compound, and an acylphosphine oxide compound.

[0190] Preferred examples of the cationic photopolymerization initiator include iodonium salt compounds and sulfonium salt compounds.

[0191] The polymerizable composition according to one embodiment of the present disclosure may include one or more polymerization initiators.

[0192] From the viewpoint of improving the durability of the cured product, the ratio of the total amount of polymerization initiators to the total amount of solids in the polymerizable composition is preferably 0.03% by mass to 7% by mass.

[0193] (Component of Polymerizable Composition: Surfactant) The polymerizable composition according to an embodiment of the present disclosure preferably further contains a surfactant, which can contribute to stabilizing and speeding up the formation of a liquid crystal phase.

[0194] Examples of surfactants include cationic surfactants, anionic surfactants, amphoteric surfactants, and nonionic surfactants. Examples of surfactants include fluorine-containing (meth)acrylate polymers. Examples of fluorine-containing (meth)acrylate polymers that can be used as surfactants include the polymers described in paragraphs 0018 to 0043 of JP 2007-272185 A. Examples of surfactants include compounds represented by general formulas (X1) to (X3) described in WO 2011 / 162291 A, compounds represented by general formula (I) described in paragraphs 0082 to 0090 of JP 2014-119605 A, and compounds described in paragraphs 0020 to 0031 of JP 2013-47204 A.

[0195] The polymerizable composition according to one embodiment of the present disclosure may include one or more surfactants.

[0196] From the viewpoint of stabilizing and speeding up the formation of a liquid crystal phase, the ratio of the total amount of surfactants to the total amount of solids in the polymerizable composition is preferably 0.001% by mass to 10% by mass, and more preferably 0.05% by mass to 3% by mass.

[0197] (Components of polymerizable composition: solvent) The polymerizable composition according to an embodiment of the present disclosure may further include a solvent. Examples of the solvent include ketone compounds (e.g., methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone), alkyl halide compounds, amide compounds, sulfoxide compounds, heterocyclic compounds, hydrocarbon compounds, ester compounds, and ether compounds. Examples of preferred solvents include methyl ethyl ketone and cyclohexanone. The solvent preferably includes methyl ethyl ketone and cyclohexanone.

[0198] The polymerizable composition according to one embodiment of the present disclosure may include one or more solvents.

[0199] The content of the solvent is preferably an amount such that the ratio of the total amount of solids in the polymerizable composition to the total amount of the polymerizable composition is 5% by mass to 50% by mass (preferably 10% by mass to 40% by mass). In other words, the ratio of the total amount of the solvent to the total amount of the polymerizable composition is preferably 50% by mass to 95% by mass, more preferably 60% by mass to 90% by mass.

[0200] (Component of Polymerizable Composition: Crosslinker) The polymerizable composition according to one embodiment of the present disclosure may further comprise a crosslinking agent, which improves the durability of the cured product.

[0201] Examples of the crosslinking agent include crosslinking agents that are cured by ultraviolet light, heat, or moisture. Examples of the crosslinking agent include polyfunctional acrylate compounds (e.g., trimethylolpropane tri(meth)acrylate and pentaerythritol tri(meth)acrylate), epoxy compounds (e.g., glycidyl (meth)acrylate and ethylene glycol diglycidyl ether), aziridine compounds (e.g., 2,2-bishydroxymethylbutanol-tris[3-(1-aziridinyl)propionate] and 4,4-bis(ethyleneiminocarbonylamino)diphenylmethane), isocyanate compounds (e.g., hexamethylene diisocyanate and biuret isocyanate), polyoxazoline compounds having an oxazoline group on the side chain, and alkoxysilane compounds (e.g., vinyltrimethoxysilane and N-(2-aminoethyl)3-aminopropyltrimethoxysilane).

[0202] The polymerizable composition according to one embodiment of the present disclosure may include one or more crosslinking agents.

[0203] (Components of polymerizable composition: other components) The polymerizable composition according to an embodiment of the present disclosure may further include other components. The other components refer to components other than those already described. Examples of the other components include a polymerization inhibitor, an antioxidant, a horizontal alignment agent, an ultraviolet absorber, a light stabilizer, a colorant, and metal oxide particles.

[0204] (Method of producing polymerizable composition) The method for producing the polymerizable composition according to an embodiment of the present disclosure is not limited. For example, the polymerizable composition according to an embodiment of the present disclosure is produced by mixing components selected according to the target composition. The device used for mixing may be a known mixing device.

[0205] (Uses of polymerizable composition) Examples of applications of the polymerizable composition according to an embodiment of the present disclosure include color filters and decorative films. The polymerizable composition according to an embodiment of the present disclosure is preferably used to manufacture decorative films. The polymerizable composition according to an embodiment of the present disclosure may be applied to various applications after curing. For example, in decorative films, a cured product obtained by curing the polymerizable composition according to an embodiment of the present disclosure is used as a liquid crystal layer. The cured product is manufactured, for example, by applying and curing the polymerizable composition according to an embodiment of the present disclosure.

[0206] The polymerizable composition is applied by a known method such as a roll coating method, a gravure printing method, or a spin coating method. Examples of methods for applying the polymerizable composition include a wire bar coating method, an extrusion coating method, a direct gravure coating method, a reverse gravure coating method, and a die coating method. Examples of methods for applying the polymerizable composition include a method using an inkjet device. The type of object to which the polymerizable composition is applied may be determined depending on the application. The applied polymerizable composition may be heated as necessary.

[0207] The polymerizable composition is cured, for example, by irradiation with light or by heating. The polymerizable composition is preferably cured by irradiation with light (i.e., exposure). Examples of light sources used for exposure include lamps (e.g., metal halide lamps, tungsten lamps, halogen lamps, xenon lamps, xenon flash lamps, mercury lamps, mercury xenon lamps, and carbon arc lamps), lasers (e.g., semiconductor lasers, helium-neon lasers, argon ion lasers, helium-cadmium lasers, and YAG (Yttrium Aluminum Garnet) lasers), light-emitting diodes, and cathode ray tubes. The light used for exposure preferably has a wavelength of 10 nm to 500 nm, more preferably a wavelength of 200 nm to 500 nm. The light dose for exposure is 10 mJ / cm. 2 ~1,500mJ / cm 2 and preferably 400 mJ / cm 2 ~1,200mJ / cm 2 It is more preferable that the exposure is carried out while heating the polymerizable composition. The heating temperature of the polymerizable composition during exposure is preferably 40°C to 80°C. The exposure may be carried out in an environment with a low oxygen concentration. The oxygen concentration during exposure is preferably 1,500 ppm or less. The oxygen concentration during exposure may be 1,000 ppm or less, 500 ppm or less, or 100 ppm or less.

[0208] <Decorative film> The decorative film according to one embodiment of the present disclosure includes a layer obtained by curing the polymerizable composition according to one embodiment of the present disclosure (hereinafter, sometimes referred to as a "liquid crystal layer" in the section "decorative film").

[0209] (liquid crystal layer) The decorative film according to an embodiment of the present disclosure includes a liquid crystal layer. The liquid crystal layer is a layer obtained by curing the polymerizable composition according to an embodiment of the present disclosure. The aspect of the polymerizable composition used as a raw material for the liquid crystal layer is described above in the section "Polymerizable composition." The method for curing the polymerizable composition is described above in the section "Polymerizable composition."

[0210] The liquid crystal layer preferably has a maximum reflection wavelength in the wavelength range of 380 nm to 1,500 nm. The wavelength range including the maximum reflection wavelength is preferably 380 nm to 1,200 nm, more preferably 400 nm to 1,000 nm, and even more preferably 420 nm to 900 nm.

[0211] From the viewpoint of strength and durability, the thickness of the liquid crystal layer is preferably in the range of 0.2 μm to 150 μm, more preferably in the range of 0.5 μm to 100 μm, even more preferably in the range of 1 μm to 50 μm, and particularly preferably in the range of 1 μm to 10 μm.

[0212] (base material) The decorative film according to an embodiment of the present disclosure may include a substrate. The substrate may be a support. Examples of the substrate include known substrates used in molding, such as three-dimensional molding and insert molding. From the viewpoints of ease of molding and chipping resistance, the substrate is preferably a resin substrate, and more preferably a resin film.

[0213] Examples of the substrate include polyethylene terephthalate (PET), polyethylene naphthalate (PEN), acrylic resin, urethane resin, urethane-acrylic resin, polycarbonate (PC), acrylic-polycarbonate resin, triacetyl cellulose (TAC), cycloolefin polymer (COP), and acrylonitrile / butadiene / styrene copolymer resin (ABS resin). From the viewpoints of moldability and strength, the substrate is preferably polyethylene terephthalate (PET), acrylic resin, polycarbonate, or polypropylene, and more preferably polyethylene terephthalate (PET), acrylic resin, or polycarbonate.

[0214] The substrate may have a single layer structure or a multi-layer structure. An example of a substrate having a multi-layer structure is a laminated film including an acrylic resin layer and a polycarbonate layer.

[0215] The substrate may contain additives as needed. Examples of additives include lubricants (e.g., mineral oil, hydrocarbons, fatty acids, alcohols, fatty acid esters, fatty acid amides, metal soaps, natural waxes, and silicones), inorganic flame retardants (e.g., magnesium hydroxide and aluminum hydroxide), halogen-based organic flame retardants, phosphorus-based organic flame retardants, organic or inorganic fillers (e.g., metal powder, talc, calcium carbonate, potassium titanate, glass fiber, carbon fiber, and wood flour), antioxidants, UV inhibitors, lubricants, dispersants, coupling agents, foaming agents, colorants, and engineering plastics other than the above-mentioned resins. Examples of engineering plastics include polyolefins, polyesters, polyacetals, polyamides, and polyphenylene ethers.

[0216] The substrate may be a commercially available product, such as the Technoloy (registered trademark) series (acrylic resin film or acrylic resin / polycarbonate resin laminated film, manufactured by Sumitomo Chemical Co., Ltd.), ABS film (manufactured by Okamoto Corporation), ABS sheet (manufactured by Sekisui Seikei Kogyo Co., Ltd.), Teflex (registered trademark) series (PET film, manufactured by Teijin Film Solutions Limited), Lumirror (registered trademark) Easy Forming Type (PET film, manufactured by Toray Industries, Inc.), and Purethermo (polypropylene film, manufactured by Idemitsu Unitech Co., Ltd.).

[0217] The thickness of the substrate is preferably 1 μm or more, more preferably 10 μm or more, even more preferably 20 μm or more, and particularly preferably 30 μm or more. The thickness of the substrate is preferably 500 μm or less, more preferably 200 μm or less, and even more preferably 100 μm or less.

[0218] (Alignment layer) The decorative film according to an embodiment of the present disclosure may include an alignment layer. The alignment layer is preferably in contact with the liquid crystal layer. The alignment layer is used, for example, to align the liquid crystal compound in forming the liquid crystal layer.

[0219] The thickness of the alignment layer is preferably within the range of 0.1 μm to 10 μm.

[0220] The alignment layer is provided, for example, by rubbing an organic compound (preferably a polymer), obliquely vapor-depositing an inorganic compound (e.g., SiO2), or forming a layer with microgrooves. Alignment layers that exhibit alignment function upon application of an electric field, a magnetic field, or light irradiation are also known. Preferred alignment layers include, for example, rubbed alignment layers and photoalignment layers.

[0221] The rubbed alignment layer is an alignment layer to which alignment properties have been imparted by rubbing treatment. Examples of polymers that can be used in the rubbed alignment layer include methacrylate copolymers, styrene copolymers, polyolefins, polyvinyl alcohol, and modified polyvinyl alcohol, as well as poly(N-methylolacrylamide), polyesters, polyimides, vinyl acetate copolymers, carboxymethyl cellulose, and polycarbonates, as described in paragraph 0022 of JP-A-8-338913. A silane coupling agent may also be used as the polymer. The polymer that can be used in the rubbed alignment layer is preferably a water-soluble polymer (e.g., poly(N-methylolacrylamide), carboxymethyl cellulose, gelatin, polyvinyl alcohol, and modified polyvinyl alcohol), more preferably gelatin, polyvinyl alcohol, or modified polyvinyl alcohol, and even more preferably polyvinyl alcohol or modified polyvinyl alcohol.

[0222] In a method of aligning a liquid crystal compound using a rubbed alignment layer, for example, a polymerizable composition is applied to the rubbed surface of the rubbed alignment layer to align the liquid crystal compound. Next, if necessary, a liquid crystal layer can be formed by reacting a polymer contained in the alignment layer with a polymerizable compound contained in the liquid crystal layer, or by crosslinking the polymer contained in the alignment layer using a crosslinking agent.

[0223] Rubbing treatment is carried out, for example, by rubbing the surface of a film mainly composed of a polymer with paper or cloth in a certain direction. General methods for rubbing treatment are described, for example, in "Liquid Crystal Handbook" (published by Maruzensha, October 30, 2000).

[0224] The rubbing density (L) can be quantified by the following formula (A): Formula (A): L=Nl(1+2πrn / 60v) In equation (A), N is the number of rubbings, l is the contact length of the rubbing roller, π is the ratio of the circumference of a circle to its diameter, r is the radius of the roller, n is the number of rotations of the roller (rpm: revolutions per minute), and v is the stage movement speed (per second).

[0225] To increase the rubbing density, the number of rubbings can be increased, the contact length of the rubbing roller can be increased, the radius of the roller can be increased, the number of rotations of the roller can be increased, or the stage movement speed can be decreased. On the other hand, to decrease the rubbing density, the above conditions can be reversed. Regarding the conditions for the rubbing treatment, the description in Japanese Patent No. 4052558 may be referred to.

[0226] The photo-alignment layer is an alignment layer to which alignment is imparted by light irradiation. Examples of photo-alignment materials used in the photo-alignment layer include azo compounds described in JP 2006-285197 A, JP 2007-76839 A, JP 2007-138138 A, JP 2007-94071 A, JP 2007-121721 A, JP 2007-140465 A, JP 2007-156439 A, JP 2007-133184 A, JP 2009-109831 A, Japanese Patent No. 3883848 A and Japanese Patent No. 4151746 A; Examples of such compounds include aromatic ester compounds described in Japanese Patent Application Laid-Open No. 9039, maleimide and / or alkenyl-substituted nadimide compounds having photo-orientable units described in Japanese Patent Application Laid-Open Nos. 2002-265541 and 2002-317013, photo-crosslinkable silane derivatives described in Japanese Patent Application Laid-Open Nos. 4205195 and 4205198, and photo-crosslinkable polyimides, polyamides, or esters described in Japanese Patent Application Laid-Open Nos. 2003-520878, 2004-529220, and 4162850. Azo compounds and photo-crosslinkable polyimides, polyamides, or esters are preferred.

[0227] The photo-alignment layer is produced, for example, by irradiating a layer formed using a photo-alignment material with linearly polarized light or non-polarized light. "Linearly polarized light irradiation" is an operation for causing a photoreaction in the photo-alignment material. The wavelength of the light used for photo-irradiation is determined, for example, depending on the type of photo-alignment material. The peak wavelength of the light used for photo-irradiation is preferably 200 nm to 700 nm. The light used for photo-irradiation is preferably ultraviolet light with a peak wavelength of 400 nm or less.

[0228] Examples of light sources used for light irradiation include lamps (e.g., tungsten lamps, halogen lamps, xenon lamps, xenon flash lamps, mercury lamps, mercury xenon lamps, and carbon arc lamps), lasers (e.g., semiconductor lasers, helium-neon lasers, argon ion lasers, helium-cadmium lasers, and YAG (Yttrium Aluminum Garnet) lasers), light-emitting diodes, and cathode ray tubes.

[0229] Examples of means for obtaining linearly polarized light include a method using a polarizing plate (e.g., an iodine polarizing plate, a dichroic dye polarizing plate, and a wire grid polarizing plate), a method using a prism-based element (e.g., a Glan-Thompson prism) and a reflective polarizer utilizing the Brewster angle, and a method using light emitted from a polarized laser light source. Alternatively, a filter and a wavelength conversion element may be used to selectively irradiate only light of the required wavelength.

[0230] When linearly polarized light is used, a method is employed in which the light is irradiated perpendicularly or obliquely onto the upper or lower surface of the alignment layer. The incident angle of the light is preferably 0° to 90° (i.e., perpendicular), more preferably 40° to 90°. When non-polarized light is used, the non-polarized light is irradiated obliquely onto the upper or lower surface of the alignment layer. The incident angle of the non-polarized light is preferably 10° to 80°, more preferably 20° to 60°, and even more preferably 30° to 50°. The irradiation time is preferably 1 minute to 60 minutes, more preferably 1 minute to 10 minutes.

[0231] In the decorative film according to one embodiment of the present disclosure, even if an alignment layer is not provided, the target layer (e.g., substrate) can be directly subjected to an alignment treatment (e.g., rubbing treatment) to function as an alignment layer.

[0232] (resin layer) The decorative film according to an embodiment of the present disclosure may include a resin layer, which is preferably disposed between the substrate and the liquid crystal layer.

[0233] The thickness of the resin layer is preferably in the range of 0.2 μm to 100 μm, more preferably in the range of 0.5 μm to 70 μm, and even more preferably in the range of 1.0 μm to 50 μm.

[0234] The elastic modulus of the resin layer at 25° C. is preferably 0.000001 GPa to 3 GPa, more preferably 0.00001 GPa to 1 GPa, and even more preferably 0.0001 GPa to 0.5 GPa. The elastic modulus is measured using a nanoindenter device (for example, Nanoindenter G200, manufactured by KLA).

[0235] The resin layer preferably contains a binder resin as a main component. The binder resin is preferably a transparent resin, more preferably a resin having a total light transmittance of 80% or more. The total light transmittance is measured using a spectrophotometer (for example, a UV-2100 spectrophotometer manufactured by Shimadzu Corporation).

[0236] Examples of binder resins include acrylic resins, silicone resins, polyesters, urethane resins, and polyolefins. The binder resin may be a homopolymer or a copolymer.

[0237] The resin layer may contain one or more types of binder resins.

[0238] From the viewpoint of molding processability, the content of the binder resin in the resin layer is preferably 5% by mass to 70% by mass, more preferably 10% by mass to 60% by mass, and even more preferably 20% by mass to 60% by mass, relative to the total mass of the resin layer.

[0239] Known pressure-sensitive adhesives or adhesives may be used for the resin layer. Examples of pressure-sensitive adhesives include acrylic pressure-sensitive adhesives, rubber pressure-sensitive adhesives, and silicone pressure-sensitive adhesives. Other examples of pressure-sensitive adhesives include the acrylic pressure-sensitive adhesives, ultraviolet (UV) curing pressure-sensitive adhesives, and silicone pressure-sensitive adhesives described in "Evaluation of Properties of Release Papers, Release Films, and Pressure-sensitive Adhesive Tapes and Their Control Technology," Joho Kiko, 2004, Chapter 2. An "acrylic pressure-sensitive adhesive" refers to a pressure-sensitive adhesive containing a polymer of a (meth)acrylic monomer (i.e., a (meth)acrylic polymer). When the resin layer contains a pressure-sensitive adhesive, the resin layer may further contain a tackifier. Examples of adhesives include urethane resin adhesives, polyester adhesives, acrylic resin adhesives, ethylene vinyl acetate resin adhesives, polyvinyl alcohol adhesives, polyamide adhesives, and silicone adhesives. Urethane resin adhesives and silicone adhesives are preferred from the viewpoint of higher adhesive strength.

[0240] The resin layer is formed, for example, using a resin layer-forming composition. The resin layer-forming composition is prepared, for example, by mixing raw materials for the resin layer. The resin layer-forming composition is applied, for example, by the same method as the above-described method for applying the polymerizable composition.

[0241] The resin layer may contain additives as needed, such as the surfactants described in paragraph 0017 of Japanese Patent No. 4502784 and paragraphs 0060 to 0071 of JP-A-2009-237362, the thermal polymerization inhibitors (also referred to as polymerization inhibitors, preferably phenothiazine) described in paragraph 0018 of Japanese Patent No. 4502784, and the additives described in paragraphs 0058 to 0071 of JP-A-2000-310706.

[0242] (colored layer) The decorative film according to an embodiment of the present disclosure may include a colored layer. The colored layer is a colored layer (i.e., not colorless and transparent). The colored layer is preferably an opaque colored layer (preferably a colored layer having a total light transmittance of 10% or less).

[0243] The color of the colored layer may be black, gray, white, red, orange, yellow, green, blue, or purple. A black colored layer, for example, reduces the intensity of reflected light, further enhancing color changes. A white colored layer, for example, reflects light transmitted through the liquid crystal layer, resulting in color changes using complementary colors. For example, when the liquid crystal layer selectively reflects green light, a color using the complementary color magenta can be expressed.

[0244] The colored layer may be a layer formed by curing a polymerizable compound or a layer containing a polymerizable compound and a polymerization initiator. From the viewpoints of storage stability and adhesion between the colored layer and other layers, the colored layer is preferably a layer formed by curing a polymerizable compound, and more preferably a layer formed by curing at least a bifunctional or trifunctional polymerizable compound having at least one partial structure selected from the group consisting of a urethane bond and an alkyleneoxy group having 2 or 3 carbon atoms.

[0245] From the viewpoint of visibility, the colored layer preferably contains a colorant. From the viewpoint of durability, the colored layer preferably contains a pigment as the colorant. Examples of the colorant include pigments and dyes, with pigments being preferred. The pigment is preferably a particulate pigment. Examples of the pigment include inorganic pigments and organic pigments.

[0246] Examples of inorganic pigments include those described in paragraphs 0015 and 0114 of JP-A-2005-7765. Specific examples of inorganic pigments include white pigments (e.g., titanium dioxide, zinc oxide, lithopone, precipitated calcium carbonate, white carbon, aluminum oxide, aluminum hydroxide, and barium sulfate) and black pigments (e.g., carbon black, titanium black, titanium carbon, iron oxide, and graphite). Known chromatic pigments such as iron oxide, barium yellow, cadmium red, and chrome yellow can also be used.

[0247] Examples of organic pigments include those described in paragraph 0093 of JP-A-2009-256572. Specific examples of organic pigments include red pigments such as CI Pigment Red 177, 179, 224, 242, 254, 255, and 264; yellow pigments such as CI Pigment Yellow 138, 139, 150, 180, and 185; orange pigments such as CI Pigment Orange 36, 38, and 71; green pigments such as CI Pigment Green 7, 36, and 58; blue pigments such as CI Pigment Blue 15:6; and purple pigments such as CI Pigment Violet 23.

[0248] The colored layer may contain particles of a pigment having light transmissivity and light reflectivity (so-called luster pigment) as a pigment. When the method for forming the colored layer includes a step of exposing the colored layer to light, the luster pigment is preferably used in an amount that does not interfere with curing by exposure.

[0249] The colored layer may contain one or more colorants, and may contain inorganic pigment particles and organic pigment particles.

[0250] From the viewpoint of achieving the desired hue (for example, suppressing whitening) and maintaining the ability of the colored layer to conform to the shape of the mold, the content of the colorant in the colored layer is preferably 1% by mass to 50% by mass, more preferably 5% by mass to 50% by mass, and even more preferably 10% by mass to 40% by mass, relative to the total mass of the colored layer. "Whitening" refers to a change in the colored layer to exhibit a whitish color that gives it a matte finish.

[0251] The colored layer may contain a polymerizable compound. The polymerizable compound contains at least one polymerizable group. Examples of the polymerizable group include an ethylenically unsaturated group and an epoxy group. From the viewpoint of curability, an ethylenically unsaturated group is preferred, and a (meth)acryloxy group is more preferred. The polymerizable group is preferably a radically polymerizable group.

[0252] The polymerizable compound is preferably a bifunctional or trifunctional polymerizable compound (hereinafter also referred to as "specific polymerizable compound") having at least one partial structure selected from the group consisting of a urethane bond, a urea bond, an alkyleneoxy group having 2 or 3 carbon atoms, and a hydrocarbon group having 6 to 12 carbon atoms, and more preferably a compound containing a urethane bond in the partial structure.

[0253] The difunctional or trifunctional polymerizable compound having a urethane bond (hereinafter also referred to as "specific polymerizable compound 1") is preferably a urethane oligomer. The nitrogen atom in the urethane bond may be disubstituted (one of the groups on the nitrogen atom is a hydrogen atom) or trisubstituted. In addition, the specific polymerizable compound 1 preferably has a urethane resin chain.

[0254] The urethane oligomer is preferably a urethane (meth)acrylate oligomer. Examples of the urethane (meth)acrylate oligomer include aliphatic urethane (meth)acrylate and aromatic urethane (meth)acrylate. For details, see Oligomer Handbook (edited by Junji Furukawa, Chemical Daily Co., Ltd.), and the urethane oligomers described therein can be appropriately selected according to the purpose and used to form the colored layer.

[0255] The molecular weight of the urethane oligomer, which is one type of specific polymerizable compound 1, is preferably 800 to 2,000, and more preferably 1,000 to 2,000.

[0256] As the urethane (meth)acrylate oligomer, which is one type of specific polymerizable compound 1, a commercially available product may be used. Commercially available urethane (meth)acrylate oligomers include U-2PPA and UA-122P manufactured by Shin-Nakamura Chemical Co., Ltd.; CN964A85, CN964, CN959, CN962, CN963J85, CN965, CN982B88, CN981, CN983, CN991, CN991NS, CN996, CN996NS, CN9002, CN9007, CN9178, and CN9893 manufactured by Sartomer Japan Co., Ltd.; and EBECRYL230, EBECRYL270, EBECRYL284, EBECRYL4858, EBECRYL210, EBECRYL8402, EBECRYL8804, and EBECRYL8800-20R (all trade names) manufactured by Daicel-Allnex Corporation. "EBECRYL" is a registered trademark.

[0257] The colored layer may contain a dispersant to improve the dispersibility of the pigment contained in the colored layer. When the colored layer contains a dispersant, the dispersibility of the pigment in the colored layer to be formed is improved, and the color of the resulting decorative film can be made uniform.

[0258] The dispersant is preferably a polymeric dispersant, such as a silicone polymer, an acrylic polymer, or a polyester polymer.

[0259] When it is desired to impart heat resistance to the decorative film, it is preferable to use, for example, a silicone polymer such as a graft type silicone polymer as a dispersant.

[0260] The weight-average molecular weight of the dispersant is preferably 1,000 to 5,000,000, more preferably 2,000 to 3,000,000, and even more preferably 2,500 to 3,000,000. When the weight-average molecular weight is 1,000 or more, the dispersibility of the pigment is further improved.

[0261] Commercially available dispersants may be used. Examples of commercially available dispersants include EFKA 4300 (acrylic polymer dispersant) from BASF Japan, Homogenol L-18, Homogenol L-95, and Homogenol L-100 from Kao Corporation, Pers 20000 and Solsperse 24000 from Lubrizol Japan, and DISPERBYK-110, DISPERBYK-164, DISPERBYK-180, and DISPERBYK-182 from BYK-Chemie Japan. Note that "Homogenol," "Solsperse," and "DISPERBYK" are all registered trademarks.

[0262] The colored layer may contain one or more colorants. The content of the dispersant is preferably 1 to 30 parts by mass with respect to 100 parts by mass of the colorant.

[0263] The colored layer may contain a polymerization initiator. As the polymerization initiator, a photopolymerization initiator is preferable in terms of increasing sensitivity to light exposure. As the photopolymerization initiator, for example, the polymerization initiators described in paragraphs 0031 to 0042 of JP2011-95716A and the oxime polymerization initiators described in paragraphs 0064 to 0081 of JP2015-014783A can be used.

[0264] Specific examples of the photopolymerization initiator include 1-[4-(phenylthio)phenyl]-1,2-octanedione-2-(O-benzoyloxime) (e.g., IRGACURE® OXE-01, manufactured by BASF), [9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-one-1-(O-acetyloxime) (e.g., IRGACURE® OXE-02, manufactured by BASF), 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone (e.g., IRGACURE® 379EG, manufactured by BASF), 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one (e.g., IRGACURE® 907 ... hydroxy-1-{4-[4-(2-hydroxy-2-methylpropionyl)benzyl]phenyl}-2-methyl-propan-1-one (e.g., IRGACURE® 127, manufactured by BASF), 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butanone-1 (e.g., IRGACURE® 369, manufactured by BASF), 2-hydroxy-2-methyl-1-phenylpropan-1-one (e.g., IRGACURE® 1173, manufactured by BASF), 1-hydroxycyclohexyl phenyl ketone (e.g., IRGACURE® 184, manufactured by BASF), 2,2-dimethoxy-1,2-diphenylethan-1-one (e.g., IRGACURE® 651, manufactured by BASF), and an oxime ester polymerization initiator sold under the trade name: Lunar 6 (manufactured by DKSH Japan Co., Ltd.), 2,4-diethylthioxanthone (for example, Kayacure DETX-S, manufactured by Nippon Kayaku Co., Ltd.), and fluorene oxime polymerization initiators DFI-091 and DFI-020 (both manufactured by Daito Chemix Co., Ltd.).

[0265] Among these, it is preferable to use an initiator other than a halogen-containing polymerization initiator such as a trichloromethyltriazine-based compound from the viewpoint of enhancing curing sensitivity, and an oxime-based polymerization initiator such as an α-aminoalkylphenone-based compound, an α-hydroxyalkylphenone-based compound, or an oxime ester-based compound is more preferable.

[0266] The content of the polymerization initiator is preferably 0.1 to 15 parts by mass, and more preferably 0.5 to 10 parts by mass, relative to 100 parts by mass of the polymerizable compound.

[0267] The colored layer preferably contains a binder resin from the viewpoint of reducing cure shrinkage of the colored layer. The binder resin is preferably a transparent resin from the viewpoint of obtaining the desired hue, and specifically, a resin having a total light transmittance of 80% or more is preferred. The total light transmittance can be measured using a spectrophotometer (for example, a UV-2100 spectrophotometer manufactured by Shimadzu Corporation).

[0268] Examples of binder resins include acrylic resins, silicone resins, polyester resins, urethane resins, and olefin resins. Among them, from the viewpoint of transparency, acrylic resins, silicone resins, and polyester resins are preferred, and acrylic resins and silicone resins are more preferred. Furthermore, from the viewpoint of heat resistance, silicone resins are preferred.

[0269] Examples of acrylic resins include homopolymers of acrylic acid, homopolymers of methacrylic acid, homopolymers of acrylic acid esters, homopolymers of methacrylic acid esters, copolymers of acrylic acid and other monomers, copolymers of methacrylic acid and other monomers, copolymers of acrylic acid esters and other monomers, copolymers of methacrylic acid esters and other monomers, and urethane-modified copolymers having a urethane skeleton in the side chain. Examples of acrylic resins include glycidyl methacrylate adducts of cyclohexyl methacrylate / methyl methacrylate / methacrylic acid copolymers, random copolymers of benzyl methacrylate / methacrylic acid, copolymers of allyl methacrylate / methacrylic acid, and copolymers of benzyl methacrylate / methacrylic acid / hydroxyethyl methacrylate.

[0270] Examples of silicone resins include methyl-based straight silicone resins, methylphenyl-based straight silicone resins, acrylic resin-modified silicone resins, ester resin-modified silicone resins, epoxy resin-modified silicone resins, alkyd resin-modified silicone resins, and rubber-based silicone resins. Among these, methyl-based straight silicone resins, methylphenyl-based straight silicone resins, acrylic resin-modified silicone resins, and rubber-based silicone resins are preferred, and methyl-based straight silicone resins, methylphenyl-based straight silicone resins, and rubber-based silicone resins are more preferred.

[0271] As the silicone resin, commercially available products may be used, and examples of commercially available products include KR-300, KR-311, KR-251, X-40-2406M, and KR-282 manufactured by Shin-Etsu Chemical Co., Ltd.

[0272] Examples of polyester resins include linear saturated polyesters synthesized from an aromatic dibasic acid or its ester-forming derivative and a diol or its ester-forming derivative. Specific examples of linear saturated polyesters include polyethylene terephthalate, polyethylene isophthalate, polybutylene terephthalate, poly(1,4-cyclohexylene dimethylene terephthalate), and polyethylene-2,6-naphthalate.

[0273] To reduce cure shrinkage of the colored layer, the content of the binder resin is preferably 5% to 70% by mass, more preferably 10% to 60% by mass, and even more preferably 20% to 60% by mass, based on the total mass of the colored layer. Furthermore, the ratio of the total amount of binder resin to the total amount of polymerizable compounds including the specific polymerizable compound, i.e., total amount of polymerizable compounds / total amount of binder resin, is preferably 0.3 to 1.5, more preferably 0.5 to 1.0.

[0274] The colored layer may contain additives as needed, such as surfactants described in paragraph 0017 of Japanese Patent No. 4502784 and paragraphs 0060 to 0071 of JP-A No. 2009-237362, thermal polymerization inhibitors (also referred to as polymerization inhibitors, preferably phenothiazine) described in paragraph 0018 of Japanese Patent No. 4502784, and other additives described in paragraphs 0058 to 0071 of JP-A No. 2000-310706.

[0275] The colored layer is formed, for example, using a colored layer-forming composition. The colored layer-forming composition preferably contains a colorant, and more preferably contains a colorant and an organic solvent. The colored layer-forming composition may further contain other components as described above. The colored layer-forming composition can be prepared, for example, by mixing an organic solvent with components contained in the colored layer, such as a colorant. The content of the components contained in the colored layer is described as the content (% by mass) relative to the total mass of the colored layer. However, when these components are contained in the colored layer-forming composition, the content should be interpreted as the content (% by mass) relative to the total solids content of the colored layer-forming composition. Furthermore, when the colored layer-forming composition contains a pigment as the colorant, it is preferable to prepare a pigment dispersion containing the pigment and its dispersant in advance and use this pigment dispersion to prepare the colored layer-forming composition, from the viewpoint of further improving the uniform dispersibility and dispersion stability of the pigment. The colored layer-forming composition may be prepared in advance using the above-mentioned method, a commercially available product, or the like. Alternatively, the colored layer-forming composition may be prepared immediately before application.

[0276] Examples of the organic solvent include esters, ethers, ketones, aromatic hydrocarbons, etc. In addition, the same solvents as those described in paragraphs 0054 and 0055 of U.S. Patent Application Publication No. 2005 / 282073, such as methyl ethyl ketone, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, cyclohexanone, cyclohexanol, methyl isobutyl ketone, ethyl lactate, and methyl lactate, can also be suitably used as the organic solvent in the colored layer-forming composition. Among these, 1-methoxy-2-propyl acetate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, diethylene glycol monoethyl ether acetate (ethyl carbitol acetate), diethylene glycol monobutyl ether acetate (butyl carbitol acetate), propylene glycol methyl ether acetate, methyl ethyl ketone, and the like are preferably used as organic solvents in the colored layer-forming composition. These organic solvents may be used alone or in combination of two or more. The content of the organic solvent is not particularly limited, but is preferably 5% to 90% by mass, more preferably 30% to 70% by mass, of the total mass of the colored layer-forming composition (e.g., coating liquid).

[0277] (Adhesive layer) From the viewpoint of adhesion to the housing to which the decorative film is attached and adhesion between layers, the decorative film according to an embodiment of the present disclosure preferably includes an adhesive layer. Examples of the adhesive layer include a layer containing a known pressure-sensitive adhesive or adhesive.

[0278] Examples of adhesives include acrylic adhesives, rubber adhesives, and silicone adhesives. Examples of adhesives include the acrylic adhesives, ultraviolet (UV) curing adhesives, and silicone adhesives described in Chapter 2 of "Evaluation of Properties of Release Papers, Release Films, and Adhesive Tapes and Their Control Technology," Information Mechanism, 2004. When the adhesive layer contains an adhesive, the adhesive layer may further contain a tackifier.

[0279] Examples of adhesives include urethane resin adhesives, polyester adhesives, acrylic resin adhesives, ethylene vinyl acetate resin adhesives, polyvinyl alcohol adhesives, polyamide adhesives, and silicone adhesives. Urethane resin adhesives and silicone adhesives are preferred because they have higher adhesive strength.

[0280] The thickness of the colored layer (T2), the thickness of the liquid crystal layer (preferably a cholesteric liquid crystal layer) (T3), and the thickness of the adhesive layer (T4) preferably satisfy the relationship T4<10(T2+T3). By satisfying this relationship, a thin decorative film with excellent brilliance and visibility can be obtained. More preferably, T4<8(T2+T3), even more preferably, T4<5(T2+T3), and particularly preferably, T4<3(T2+T3).

[0281] Examples of methods for forming an adhesive layer include a method of laminating a protective film having an adhesive layer formed thereon so that the adhesive layer contacts the target object (e.g., a liquid crystal layer, an alignment layer, or a colored layer), a method of laminating the adhesive layer alone so that it contacts the target object (e.g., a liquid crystal layer, an alignment layer, or a colored layer), and a method of applying a composition containing a pressure-sensitive adhesive or adhesive onto the target object (e.g., a liquid crystal layer, an alignment layer, or a colored layer). Known methods can be used as lamination methods. Preferred application methods include the same methods as those for applying the polymerizable composition described above.

[0282] In terms of achieving both adhesive strength and ease of handling, the thickness of the adhesive layer is preferably 2 μm to 40 μm, more preferably 3 μm to 25 μm, even more preferably 4 μm to 20 μm, and particularly preferably 4 μm to 15 μm.

[0283] (protective film) The decorative film according to an embodiment of the present disclosure may include a protective film as the outermost layer. The protective film may be made of any material that is flexible and has good peelability, and examples thereof include resin films. Examples of resin films include polyethylene films. The protective film is incorporated into the decorative film by, for example, attaching it to an object (e.g., a liquid crystal layer). The method for attaching the protective film is not particularly limited, and examples thereof include known attachment methods, such as laminating the protective film onto the object (e.g., a liquid crystal layer).

[0284] (other layers) The decorative film according to an embodiment of the present disclosure may include other layers. Examples of the other layers include a self-repairing layer, an antistatic layer, an antifouling layer, an electromagnetic wave-proof layer, and a conductive layer, which are known layers in decorative films. The other layers can be formed by known methods. For example, a method of applying a composition (layer-forming composition) containing the components contained in these layers in a layer form and drying it can be mentioned.

[0285] (Layer structure of decorative film) Specific examples of the layer structure of the decorative film are shown below: However, the layer structure of the decorative film is not limited to the following specific examples. (1) Base material / colored layer / alignment layer / liquid crystal layer / adhesive layer (2) Colored layer / substrate / resin layer / alignment layer / liquid crystal layer

[0286] (Decoration method) The decorative film according to an embodiment of the present disclosure can decorate various articles. Examples of the decoration method include lamination and various molding processes. Examples of the molding process include three-dimensional molding and insert molding. Examples of three-dimensional molding include thermoforming, vacuum molding, pressure molding, and vacuum-pressure molding.

[0287] The decorative film according to an embodiment of the present disclosure may be used to manufacture a decorative molded body. The decorative molded body is manufactured, for example, by molding the decorative film using a known method. Applications of the decorative molded body include, for example, the interior and exterior of electronic devices (e.g., wearable devices and smartphones), automobiles, electrical appliances, and packaging containers. [Example]

[0288] The present disclosure will be described in more detail below with reference to examples, but the scope of the present disclosure is not limited to the specific examples shown below.

[0289] Example 1 (Polymerizable composition 1) A polymerizable composition 1 was prepared containing the following components: First liquid crystal compound (MLC-1): 85 parts by mass Second liquid crystal compound (LC-1): 15 parts by mass Chiral compound (C-1): 7 parts by mass Surfactant (S-1): 0.36 parts by weight Solvent (a mixture of methyl ethyl ketone (85% by mass) and cyclohexanenone (15% by mass)): an amount such that the ratio of the total amount of solids to the total amount of the polymerizable composition 1 is 25% by mass

[0290] MLC-1 is represented by the following chemical formula: In the following chemical formula, Me represents a methyl group.

[0291] [ka]

[0292] MLC-1 was prepared according to the following reaction scheme: In the following reaction scheme, Me represents a methyl group, Ms represents a methylsulfonyl group, and Et represents an ethyl group.

[0293] [ka]

[0294] [ka]

[0295] Intermediate 1 was prepared by the following method. 30.0 g of p-(hexyloxy)benzoic acid (Tokyo Chemical Industry Co., Ltd.), 39 mL of toluene (Fujifilm Wako Pure Chemical Industries Co., Ltd.), and 104 μL of N,N-dimethylformamide (Fujifilm Wako Pure Chemical Industries Co., Ltd.) were placed in a 500 mL three-neck flask, and 16.9 g of thionyl chloride (Fujifilm Wako Pure Chemical Industries Co., Ltd.) was added dropwise at 45°C and stirred for 1 hour. Subsequently, 504 μL of methanesulfonic acid (Fujifilm Wako Pure Chemical Industries Co., Ltd.), 34.0 g of methyl 2,5-dihydroxybenzoate (Tokyo Chemical Industry Co., Ltd.), and 39 mL of butyl acetate (Fujifilm Wako Pure Chemical Industries Co., Ltd.) were added, and the mixture was stirred at 95°C for 3 hours. 5.4 mL of methanol (Fujifilm Wako Pure Chemical Industries, Ltd.) was added and stirred at 35°C for 30 minutes, followed by the addition of 60 mL of water and 20 mL of butyl acetate to extract the organic layer, which was then washed with sodium bicarbonate water (sodium bicarbonate 6.0 g, water 90 mL). 360 mL of methanol and 36 mL of water were added to the resulting solution, which was stirred at 0°C for 30 minutes, after which the solid was filtered off and dried in a 40°C fan dryer for 18 hours to obtain Intermediate 1 as a white solid (43.9 g, 87% yield).

[0296] Monomer 1 was produced according to the method described in JP-A-2013-67603.

[0297] MLC-1 was prepared as follows: 2.37 g of methanesulfonyl chloride (FUJIFILM Wako Pure Chemical Industries, Ltd.) and 8.2 mL of ethyl acetate (FUJIFILM Wako Pure Chemical Industries, Ltd.) were placed in a 300 mL three-neck flask, and 5.22 g of Monomer 1, 104 mg of di-t-butylhydroxytoluene (BHT, FUJIFILM Wako Pure Chemical Industries, Ltd.), 5.0 mL of ethyl acetate, 4.8 mL of tetrahydrofuran (FUJIFILM Wako Pure Chemical Industries, Ltd.), and 2.72 g of diisopropylethylamine (FUJIFILM Wako Pure Chemical Industries, Ltd.) were added dropwise at 0 °C and stirred for 30 min. 201 μL of N-methylimidazole (FUJIFILM Wako Pure Chemical Industries, Ltd.), 7.00 g of Intermediate 1, and 13 mL of ethyl acetate were added, and 2.13 g of triethylamine (FUJIFILM Wako Pure Chemical Industries, Ltd.) was added dropwise. The mixture was then stirred at room temperature for 2 h. 1.2 mL of methanol was added and stirred at room temperature for 30 minutes. Then, 14 mL of ethyl acetate and 10 mL of water were added to extract the organic layer. The resulting organic layer was washed with 33 mL of water, 0.56 mL of acetic acid (Fujifilm Wako Pure Chemical Industries, Ltd.), and 1.6 g of sodium chloride. Then, 62 mL of methanol and 21 mL of water were added and stirred at 0°C for 30 minutes. The solid was filtered and dried in a 40°C fan dryer for 18 hours to obtain MLC-1 as a white solid (10.6 g, 91% yield).

[0298] LC-1 is represented by the following chemical formula:

[0299] [ka]

[0300] C-1 is represented by the following chemical formula:

[0301] [ka]

[0302] C-1 was prepared according to the following reaction scheme: In the following reaction scheme, Ms represents a methylsulfonyl group and Et represents an ethyl group.

[0303] [ka]

[0304] Monomer 2 was produced according to the method described in JP-A-2013-67603.

[0305] Monomer 3 was prepared by the following method. 27.0 g of Monomer 2, 57 mL of ethyl acetate (FUJIFILM Wako Pure Chemical Industries, Ltd.), 18 mL of N,N-dimethylacetamide (DMAc, FUJIFILM Wako Pure Chemical Industries, Ltd.), 9.37 g of cyanoacetic acid (FUJIFILM Wako Pure Chemical Industries, Ltd.), 0.45 g of nitrobenzene (FUJIFILM Wako Pure Chemical Industries, Ltd.), 0.68 g of aniline (FUJIFILM Wako Pure Chemical Industries, Ltd.), 0.08 g of BHT, and 0.23 g of 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO, FUJIFILM Wako Pure Chemical Industries, Ltd.) were placed in a 500 mL three-neck flask and stirred at 65 °C for 3 hours. 216 mL of methanol was added and stirred for 10 minutes, after which an additional 190 mL of methanol was added. The mixture was cooled to 0 °C and stirred for 30 minutes, after which the solid was filtered off. The mixture was dried in a 40°C air blast oven for 16 hours to give Monomer 3 as a white solid (29.0 g, 91% yield).

[0306] C-1 was prepared by the following method. 26.2 g of Monomer 3, 34 mL of DMAc, 13 mL of ethyl acetate, 9.20 g of diisopropylethylamine, 0.06 g of BHT, and 0.04 g of TEMPO were placed in a 500 mL three-neck flask. 5.17 g of N-methylimidazole and 4.0 g of isosorbide were added, and the internal temperature was adjusted to 0 °C. A solution of 12.3 g of tosyl chloride (Fujifilm Wako Pure Chemical Industries, Ltd.) in 34 mL of ethyl acetate was added dropwise and stirred at room temperature for 2 hours. 45 mL of ethyl acetate, 80 mL of water, and 1.2 mL of concentrated hydrochloric acid were added and stirred. The organic layer was extracted and washed with 135 mL of water. 240 mL of methanol was added, and the mixture was stirred at 0 °C for 30 minutes. The solid was then filtered off. The mixture was dried in a 40 °C fan dryer for 16 hours to obtain C-1 as a white solid (24.5 g, 91% yield).

[0307] S-1 is represented by the following chemical formula:

[0308] [ka]

[0309] (Evaluation: Stretchability) An alignment layer forming coating solution having the following composition was prepared. Modified polyvinyl alcohol 1:2.63 parts by weight Citric acid ester (AS3, manufactured by Sankyo Chemical Co., Ltd.): 0.05 parts by mass Glutaraldehyde: 0.13 parts by mass Photopolymerization initiator (Omnirad2959, manufactured by IGM Resins BV): 0.20 parts by mass ·Water: 67.90 parts by mass Methanol: 29.10 parts by mass

[0310] Modified polyvinyl alcohol 1 is represented by the following chemical formula:

[0311] [ka]

[0312] Technoloy C000 (Sumika Acrylic Sales Co., Ltd., thickness: 100 μm) was prepared as a substrate. The alignment layer-forming coating solution was applied to the substrate using a wire bar (number #10) and dried at 100°C for 2 minutes to form an alignment layer. The alignment layer was rubbed (rayon cloth, pressure: 0.1 kgf, rotation speed: 1,000 rpm, conveying speed: 10 m / min, number of times: 1) in a direction rotated 3° counterclockwise from the short side direction of the substrate.

[0313] Polymerizable composition 1 was applied onto the alignment layer and heated under the following conditions to form a liquid crystal layer, which had a thickness of 2.4 μm. Application method: Wire bar (number: #7) Heating conditions: 80°C for 2 minutes

[0314] Next, the liquid crystal layer was exposed to light under the following conditions, and the liquid crystal layer was cured by exposure. The thickness of the cured liquid crystal layer was 2.4 μm. Light source: Metal halide lamp (GS Yuasa Corporation, MAL625NAL, irradiation wavelength: 200nm to 500nm) ·Illuminance: 150mW / cm 2 ·Irradiation amount: 500mJ / cm 2 Stage temperature: 60℃ Oxygen concentration: ≦100 ppm

[0315] Next, the laminate including the substrate, the alignment layer, and the liquid crystal layer was stretched under the following conditions, where "MD" stands for "Machine Direction" and "TD" stands for "Transverse Direction." Equipment: Tensilon RTF-1310 (A&D Co., Ltd.) Sample size: MD 50mm x TD 10mm ·Stretching direction: MD Chuck distance: 30mm Heating conditions: 150°C for 3 minutes Pulling speed: 1,000 mm / min

[0316] After stretching, the laminate was visually observed to determine the upper limit of the stretching ratio at which cracks did not occur in the liquid crystal layer. Based on the upper limit of the stretching ratio at which cracks did not occur in the liquid crystal layer, stretchability was evaluated according to the following criteria. In the following criteria, AA is most preferable. The evaluation results are shown in Table 1. AA to C are acceptable levels. ·AA:20%≦Stretching ratio ·A:17.5%≦Stretching ratio<20% ·B:15%≦Stretching ratio<17.5% ·C:10%≦Stretching ratio<15% ·D: Stretching ratio <10%

[0317] (Evaluation: Liquid crystal phase defect) A laminate including a substrate, an alignment layer, and a liquid crystal layer was prepared according to the method described in the above "Evaluation: Stretchability." Next, the liquid crystal layer was observed using a polarizing microscope under the following conditions, and the number of defects observed in a total of three viewing ranges was confirmed. When observing the liquid crystal layer using a polarizing microscope, defects are observed, for example, in the form of dots or lines. The average value x of the defects was calculated by dividing the total number of defects observed in a total of three viewing ranges by the number of viewing ranges (i.e., 3). Polarizing microscope: ECLIPSE E600-POL (Nikon Corporation) Objective lens: 10x

[0318] The defects of the liquid crystal phase were evaluated based on the average value x of the defects and in accordance with the following criteria, where 6 is the most preferable. The evaluation results are shown in Table 1, with 2 to 6 being acceptable levels. 6:x≦3 5:3 <x≦9 4:9 <x≦15 3:15 <x≦21 2:21 <x≦30 1:30 <x

[0319] (Rating: Durability) The substrate was subjected to a rubbing treatment in a direction rotated 3° counterclockwise from the direction of the short side according to the following conditions. Base material: Cosmoshine A4100 (Toyobo Co., Ltd.) Rubbing treatment medium: rayon cloth Pressure: 0.98N Rotation speed: 1,000 rpm Conveying speed: 10m / min Number of times: 1

[0320] Next, polymerizable composition 1 was applied to the rubbed surface of the substrate under the following conditions, and dried to form a liquid crystal layer on the substrate. The thickness of the liquid crystal layer was 3 μm. Application method: Wire bar (number: #7) Drying conditions: 85°C for 2 minutes

[0321] Next, a patterning mask (hereinafter referred to as "mask") was attached to the surface of the substrate. The liquid crystal layer was exposed to light through the mask and the substrate under the following conditions, and the liquid crystal layer that was not shielded by the mask was subjected to a photoisomerization treatment. Light source: Metal halide lamp (GS Yuasa Corporation, MAL625NAL, irradiation wavelength: 200nm to 500nm) ·Irradiation amount: 10mJ / cm 2

[0322] Next, the mask was removed, and a laminate including the substrate and the liquid crystal layer was placed on a hot plate at 70°C. Specifically, the substrate and the liquid crystal layer were placed on the hot plate in this order. The liquid crystal layer was exposed to light under the following conditions. The liquid crystal layer was cured by exposure. The thickness of the cured liquid crystal layer was 3 μm. Light source: Metal halide lamp (GS Yuasa Corporation, MAL625NAL, irradiation wavelength: 200nm to 500nm) ·Illuminance: 200mW / cm 2 ~500mW / cm 2 ·Irradiation amount: 1,000mJ / cm 2 Oxygen concentration: ≦1,000 ppm

[0323] Next, a glass substrate (OA-10G, Nippon Electric Glass Co., Ltd., thickness: 0.7 μm), a double-sided adhesive sheet (G25, Nichiei Shinka Co., Ltd., thickness: 2 μm), and a substrate (Cosmoshine A4360, Toyobo Co., Ltd., thickness: 50 μm) were attached to the laminate including the substrate and the liquid crystal layer to obtain a laminate including, in this order, the substrate (A4360), the double-sided adhesive sheet (G25), the liquid crystal layer, the substrate (A4100), the double-sided adhesive sheet (G25), and the glass substrate (OA-10G). The double-sided adhesive sheet corresponds to the adhesive layer in this disclosure.

[0324] Next, the reflectance of the obtained laminate was measured under the following conditions. After measuring the reflectance, the laminate was heated in an open oven at 80°C. After heating for 500 hours, the reflectance of the laminate was measured under the following conditions. Measurement equipment: Spectrophotometer (JASCO Corporation, V-670) equipped with a large integrating sphere (JASCO Corporation, ILV-471) ·Measurement wavelength: 300nm~780nm Measurement environment temperature: Room temperature (23°C)

[0325] Based on the reflectance of the laminate before heating and the reflectance of the laminate after heating, the wavelength shift amount Δλst was calculated using the following method. First, in a graph showing wavelength on the horizontal axis and reflectance on the vertical axis, the shortest wavelength among the wavelengths showing a reflectance of 50% of the maximum reflectance Rmax was designated λ1, and the second shortest wavelength was designated λ2. Next, the center wavelength λs before heating, the center wavelength λt after heating, and the wavelength shift amount Δλst were calculated according to the following formula. References regarding the calculation method of the wavelength shift amount Δλst include, for example, International Publication No. 2017 / 018468 (e.g.,

[0094] to

[0096] and FIG. 5). Formula: λs = (λ1 + λ2) / 2 Formula: λt = (λ1 + λ2) / 2 Formula: Δλst = |λs-λt|

[0326] Durability was evaluated based on the wavelength shift amount Δλst according to the following criteria. In the following criteria, A is the most preferable. The evaluation results are shown in Table 1. A to C are acceptable levels. A:Δλst<5nm B: 5nm≦Δλst<10nm C: 10 nm ≤ Δλst < 20 nm D:20nm≦Δλst

[0327] (Evaluation: Reflection wavelength conversion ability) The process from rubbing the substrate to curing the liquid crystal layer was carried out according to the method described in the "Evaluation: Durability" section above. Using a microscope (ECLIPSE E600-POL, Nikon Corporation) and a spectrophotometer (JASCO Corporation, V-670) equipped with a large integrating sphere (JASCO Corporation, ILV-471), the reflectance of the region of the liquid crystal layer that had been photoisomerized (hereinafter referred to as the "photoisomerized region" in this paragraph) and the reflectance of the region of the liquid crystal layer that had not been photoisomerized (hereinafter referred to as the "non-photoisomerized region" in this paragraph) were measured at room temperature (23°C). In a graph showing wavelength on the horizontal axis and reflectance on the vertical axis, the shortest wavelength showing 50% of the maximum reflectance Rmax was designated λ1, and the second shortest wavelength was designated λ2. Next, the center wavelength λs in the photoisomerized region, the center wavelength λt in the non-photoisomerized region, and the wavelength shift Δλst were calculated according to the following formula: Formula: λs = (λ1 + λ2) / 2 Formula: λt = (λ1 + λ2) / 2 Formula: Δλst = |λs-λt|

[0328] The reflection wavelength conversion ability was evaluated based on the wavelength shift amount Δλst according to the following criteria, where 5 is the most preferable. The evaluation results are shown in Table 1, with 2 to 5 being acceptable levels. 5:200nm≦Δλst 4: 160nm≦Δλst<200nm 3: 120nm≦Δλst<160nm 2: 80nm≦Δλst<120nm 1:Δλst<80nm

[0329] <Examples 2 to 11 and Comparative Examples 1 to 3> The evaluation was carried out in the same manner as in Example 1, except that the formulation of the polymerizable composition was changed according to the description in Table 1. The evaluation results are shown in Table 1.

[0330] <Examples 12 to 20> The evaluation was carried out in the same manner as in Example 1, except that the type of chiral compound was changed according to the description in Table 2. The evaluation results are shown in Table 2.

[0331] [Table 1]

[0332] [Table 2]

[0333] In Tables 1 and 2, "proportion of monofunctional polymerizable compounds" means the ratio of the total amount of monofunctional polymerizable compounds (i.e., compounds containing one polymerizable group) to the total amount of polymerizable compounds (i.e., compounds containing at least one polymerizable group).

[0334] MLC-1 is represented by the following chemical formula: In the following chemical formula, Me represents a methyl group.

[0335] [ka]

[0336] MLC-2 is represented by the following chemical formula: In the following chemical formula, Et represents an ethyl group.

[0337] [ka]

[0338] MLC-3 is represented by the following chemical formula: In the following chemical formula, Me represents a methyl group.

[0339] [ka]

[0340] MLC-4 is represented by the following chemical formula: In the following chemical formula, Me represents a methyl group.

[0341] [ka]

[0342] MLC-5 is represented by the following chemical formula: In the following chemical formula, Me represents a methyl group.

[0343] [ka]

[0344] MLC-6 is represented by the following chemical formula: In the following chemical formula, tBu represents a tert-butyl group.

[0345] [ka]

[0346] MLC-7 is represented by the following chemical formula:

[0347] [ka]

[0348] MLC-8 is represented by the following chemical formula: In the following chemical formula, Me represents a methyl group.

[0349] [ka]

[0350] LCE-1 is represented by the following chemical formula:

[0351] [ka]

[0352] LCE-2 is represented by the following chemical formula:

[0353] [ka]

[0354] C-1 is represented by the following chemical formula:

[0355] [ka]

[0356] C-2 is represented by the following chemical formula:

[0357] [ka]

[0358] C-3 is represented by the following chemical formula:

[0359] [ka]

[0360] C-4 is represented by the following chemical formula:

[0361] [ka]

[0362] C-5 is represented by the following chemical formula:

[0363] [ka]

[0364] C-6 is represented by the following chemical formula:

[0365] [ka]

[0366] C-7 is represented by the following chemical formula:

[0367] [ka]

[0368] C-8 is represented by the following chemical formula:

[0369] [ka]

[0370] C-9 is represented by the following chemical formula:

[0371] [ka]

[0372] C-10 has the following chemical formula: C-10 is available from BASF Japan.

[0373] [ka]

[0374] Tables 1 and 2 show that, compared with Comparative Examples 1 to 3, Examples 1 to 20 have excellent stretchability and reduced defects in the liquid crystal phase.

[0375] The disclosure of Japanese Patent Application No. 2021-040322, filed on March 12, 2021, is incorporated herein by reference in its entirety. All publications, patent applications, and technical standards mentioned in this specification are herein incorporated by reference to the same extent as if each individual publication, patent application, or technical standard was specifically and individually indicated to be incorporated by reference.

Claims

1. a liquid crystal compound represented by the following formula (1), a chiral compound, the ratio of the total amount of the compound containing one polymerizable group to the total amount of the compound containing at least one polymerizable group is 75 mass% or more; The chiral compound includes a chiral compound represented by the following formula (2): Polymerizable composition. 【Chemistry 1】 In formula (1), R 1 represents an alkoxy group having 1 to 10 carbon atoms; R2 to R ４ are each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or at least one —CH ２ - is -O-, -S-, -NH-, -N(CH ３ -CN or a group having a structure substituted with -C(=O)-, -OC(=O)- or -C(=O)O-, R ２ ~R ４ at least one of the groups is a substituent that is not a hydrogen atom, L １ and L ２ each independently represents a single bond, —COO—, —OCO—, —CH═CH—COO—, —OCO-CH═CH—, —CH═C(CN)-COO—, —OCO-C(CN)═CH—, —CH═CH—CO—, —CO-CH═CH—, —CH═N—, —N═CH—, —CO-NH—, —NH-CO—, —CH ２ O-, -OCH ２ -, -CH ２ -CH ２ —O—, —OCH ２ -CH ２ represents -, -O-, -S-, -CO-, -CH=CH- or -C≡C-; Sp １ represents a single bond, an alkylene group having 1 to 20 carbon atoms, or at least one —CH ２ - is -O-, -S-, -NH-, -N(CH ３ represents a group having a structure substituted with —C(═O)—, —OC(═O)— or —C(═O)O—, P １ represents a polymerizable group represented by the following formula (P-1) or (P-2). 【Chemistry 2】 In formula (P-1) and formula (P-2), * represents a bonding position. 【Transformation 3】 In formula (2), L 3 to L 6 each independently represent a single bond, —COO—, —OCO—, —CH═CH—COO—, —OCO-CH═CH—, —CH═C(CN)-COO—, —OCO-C(CN)═CH—, —CH═CH—CO—, —CO-CH═CH—, —CH═N—, —N═CH—, —CO-NH—, —NH-CO—, —CH 2 O—, —OCH 2 —, —CH 2 —CH 2 —O—, —OCH 2 —CH 2 —, —O—, —S—, —CO—, —CH═CH—, —C≡C— or —N═N—; A 1 and A 2 each independently represent a hydrocarbon ring group or a heterocyclic group; P 3 and P 4 each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a group having a structure in which at least one —CH 2 — in an alkyl group having 2 to 20 carbon atoms is substituted with —O—, —S—, —NH—, —N(CH 3 )—, —C(═O)—, —OC(═O)— or —C(═O)O—, —CN, or —Sp 2 -P 5 ; Sp 2 represents a single bond, an alkylene group having 1 to 20 carbon atoms, or an alkylene group having 2 to 20 carbon atoms in which at least one —CH 2 — is replaced with —O—, —S—, —NH—, —N(CH 3 )—, —C(═O)—, —OC(═O)— or —C(═O)O—; P 5 represents a polymerizable group represented by the following formula (P-3) or (P-4): at least one of P 3 and P 4 is -Sp 2 -P 5 ; Q represents a divalent chiral source represented by the following formula (Q-1) or the following formula (Q-2): n and m each independently represent an integer of 1 to 3; When n or m is an integer of 2 or more, multiple A 1 s may be the same or different from each other, multiple A 2 s may be the same or different from each other, multiple L 5 s may be the same or different from each other, and multiple L 6 s may be the same or different from each other. 【Chemistry 4】 In formula (P-3) and formula (P-4), * represents a bonding position. 【Transformation 5】 In formula (Q-1) and formula (Q-2), * represents a bonding position.

2. In the formula (1), R ２ ~R ３ At least one of the groups is an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or —COOX １ or -COX ２ and X １ and X ２ and each independently represent a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms.

3. In the formula (1), R ２ ~R ３ At least one of the following is -COOX １ or -COX ２ and X １ and X ２ and each independently represent a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms.

4. In the formula (1), R ３ But, -COOX ３ and X ３ The polymerizable composition according to claim 1, wherein represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms.

5. 2. The polymerizable composition according to claim 1, wherein the liquid crystal compound represented by formula (1) is a liquid crystal compound represented by the following formula (1-1): 【Transformation 6】 In formula (1-1), R １ is R in the formula (1). １ is synonymous with R ２ is R in the formula (1). ２ is synonymous with R ４ is R in the formula (1). ４ is synonymous with Sp １ is Sp in the formula (1). １ is synonymous with P １ is P in the formula (1). １ is synonymous with X ３ represents a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms.

6. In the formula (2), L ３ ~L ６ The polymerizable composition according to any one of claims 1 to 5, wherein at least one of the following is -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, -OCO-C(CN)=CH-, -CH=CH-CO-, -CO-CH=CH-, -CH=N-, -N=CH-, -CH=CH-, or -N=N-.

7. In the formula (2), L ３ ~L ６ The polymerizable composition according to any one of claims 1 to 5, wherein at least one of the following is -CH=CH-COO-, -OCO-CH=CH-, -CH=C(CN)-COO-, or -OCO-C(CN)=CH-.

8. The polymerizable composition according to any one of claims 1 to 7, wherein the chiral compound represented by formula (2) is a chiral compound represented by the following formula (2-1) or (2-2): 【Transformation 7】 In formula (2-1) and formula (2-2), L ５ is L in the formula (2). ５ is synonymous with L ６ is L in the formula (2). ６ is synonymous with A １ is A in the formula (2). １ is synonymous with A ２ is A in the formula (2). ２ is synonymous with P ３ is P in the formula (2). ３ is synonymous with P ４ is P in the formula (2). ４ n is the same as n in the formula (2), m is the same as m in the formula (2), R ５ and R ６ each independently represents a hydrogen atom, —CN, or an alkyl group having 1 to 10 carbon atoms.

9. In the formula (2-1) or (2-2), R ５ and R ６ The polymerizable composition of claim 8, wherein is —CN.

10. A decorative film comprising a layer obtained by curing the polymerizable composition according to any one of claims 1 to 9.

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