Compounds, polymerizable compositions, and cured products

Abstract

Provided is a compound represented by general formula (1). In general formula (1), P1 represents a polymer structure comprising a sub-structure represented by general formula (2). In general formula (2), n is 1 or greater; when n1 is 1, X1 represents a monovalent organic group, X2 represents a bivalent organic group, Y1 represents a branched bivalent hydrocarbon group, and a ring may be formed by Y1 and X1 or X2, with this ring being a ring of four members or more; and when n1 is 2 or greater, X1 represents a hydrogen atom or a monovalent organic group, X2 represents a bivalent organic group, Y1 represents a bivalent organic group, one or more Y1 represents a branched bivalent organic group, and a ring may be formed by Y1 and X1 or X2.

Description

[Technical Field]

[0001] This invention relates to a novel compound, a polymerizable composition containing this compound, and a cured product. [Background technology]

[0002] Patent Document 1 discloses a polymer compound that can be used as a pigment dispersant. [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2007-277514 [Overview of the project] [Problems that the invention aims to solve]

[0004] Paragraphs 0148 and 0155 of Patent Document 1 list various inorganic pigments.

[0005] In recent years, inorganic particles have been widely used in pigment applications and various other applications. In these applications, there is a need to improve the dispersibility of inorganic particles, such as improving the performance of films obtained by forming compositions containing inorganic particles.

[0006] Therefore, the inventors investigated dispersants for improving the dispersibility of inorganic particles. For such dispersants to effectively improve the dispersibility of inorganic particles, excellent solubility in compositions containing inorganic particles is desirable. In this regard, compositions containing inorganic particles that include polymerizable compounds are useful in various applications because they can be cured and molded into various shapes such as films. Therefore, dispersants that exhibit high solubility in polymerizable compounds are desirable for improving the dispersibility of inorganic particles.

[0007] In view of the above, an aspect of the present invention aims to provide a novel compound that can contribute to improving the dispersibility of inorganic particles and can exhibit high solubility in a polymerizable compound.

Means for Solving the Problems

[0008] One aspect of the present invention is as follows. [1] A compound represented by the following general formula (1);

Chemical formula

Chemical formula

[10] P 1 A substructure represented by general formula (2) in a polymer structure represented by , where n1 is 2 or greater, Y 1 The compound according to any one of [1] to [9], wherein the content of a moiety in which is a branched divalent organic group is 70% by mass or more. A polymerizable composition comprising a compound described in any of

[11] [1] to

[10] , inorganic particles, and a polymerizable compound. A cured product obtained by curing the polymerizable composition described in

[12] and

[11] . [Effects of the Invention]

[0009] According to one aspect of the present invention, a novel compound can be provided that can contribute to improving the dispersibility of inorganic particles and exhibit high solubility in polymerizable compounds. Furthermore, according to one aspect of the present invention, a polymerizable composition containing the above compound and a cured product obtained by curing this polymerizable composition can be provided. [Brief explanation of the drawing]

[0010] [Figure 1] This is a conceptual perspective view showing an example of a wavelength conversion component. [Figure 2] Figure 1 is a plan view of the wavelength conversion member. [Figure 3] These are cross-sectional views taken along line III-III in Figures 1 and 2. [Figure 4] This is a cross-sectional view illustrating an example of the shape of the resin layer of a wavelength conversion component. [Figure 5] This is a magnified view of a portion of Figure 3. [Figure 6] This is a conceptual cross-sectional view showing another example of a wavelength conversion component. [Figure 7] This is a conceptual cross-sectional view showing another example of a wavelength conversion component. [Figure 8] This is a plan view showing an example of the pattern of the quantum dot-containing area. [Figure 9] This is a plan view showing another example of the pattern of the quantum dot-containing area. [Figure 10] This is a conceptual diagram illustrating a method for identifying the contour of the quantum dot-containing region. [Figure 11] This is a conceptual diagram illustrating an example of a method for manufacturing a wavelength conversion component. [Figure 12] This is a conceptual diagram illustrating an example of a method for manufacturing a wavelength conversion component. [Figure 13] This is a conceptual diagram illustrating another example of a method for manufacturing wavelength conversion components. [Figure 14] This diagram conceptually illustrates an example configuration of a backlight unit. [Figure 15] This is a conceptual diagram illustrating the configuration of an example of a liquid crystal display device. [Modes for carrying out the invention]

[0011] The following description may be based on representative embodiments of the present invention. However, the present invention is not limited to such embodiments. In the present invention and this specification, numerical ranges represented by "~" mean a range that includes the numbers written before and after "~" as the lower and upper limits.

[0012] [Compound] One aspect of the present invention relates to a compound represented by general formula (1). As a result of diligent research, the inventors have newly discovered that a compound represented by general formula (1) has excellent solubility (hereinafter also simply referred to as "solubility") in polymerizable compounds and can contribute to improving the dispersibility (hereinafter also simply referred to as "dispersibility") of inorganic particles. The inventors believe that to improve the above solubility, the compound represented by general formula (1) contains P 1 It is speculated that the polymer structure included as may contribute to this. Also, in general formula (1), A 1 We believe that the group contained in the compound can function as an adsorbent group, and that the compound represented by general formula (1) has excellent solubility, which may contribute to improved dispersibility. However, the present invention is not limited to the above and other inferences described herein.

[0013] The above compounds will be described in more detail below.

[0014] <General formula (1)> In general formula (1), p is in the range of 2 to 9, q is in the range of 1 to 8, and p+q is an integer in the range of 3 to 10. p is 2 or greater, preferably 3 or greater. Also, p is 9 or less, preferably 8 or less, more preferably 7 or less, and even more preferably 6 or less. q is 1 or greater, and can also be 2 or greater. Furthermore, q is 8 or less, preferably 7 or less, and more preferably 6 or less, 5 or less, 4 or less, and 3 or less, in that order. p+q is 3 or greater, and can also be 4 or greater, or 5 or greater. Also, p+q is 10 or less, and can also be 9 or less, 8 or less, or 7 or less.

[0015] Z represents an organic group with a (p+q) valency. Examples of organic groups represented by Z include those composed of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. Such organic groups may be unsubstituted or have further substituents.

[0016] Specific examples of organic groups represented by Z include the following structural units or groups composed of two or more of the following structural units combined (which may form a ring structure). Such organic groups may be unsubstituted or may have further substituents.

[0017] [ka]

[0018] The organic group represented by Z is preferably an organic group composed of 1 to 60 carbon atoms, 0 to 10 nitrogen atoms, 0 to 40 oxygen atoms, 1 to 120 hydrogen atoms, and 0 to 10 sulfur atoms; more preferably an organic group composed of 1 to 50 carbon atoms, 0 to 10 nitrogen atoms, 0 to 30 oxygen atoms, 1 to 100 hydrogen atoms, and 0 to 7 sulfur atoms; and even more preferably an organic group composed of 1 to 40 carbon atoms, 0 to 8 nitrogen atoms, 0 to 20 oxygen atoms, 1 to 80 hydrogen atoms, and 0 to 5 sulfur atoms. Such an organic group may be unsubstituted or further have substituents.

[0019] If the above organic group has substituents, examples of substituents include C1-C20 alkyl groups such as methyl and ethyl groups, C6-C16 aryl groups such as phenyl and naphthyl groups, C1-C6 acyloxy groups such as hydroxyl, amino, carboxyl, sulfonamide, N-sulfonylamide, and acetoxy groups, C1-C6 alkoxy groups such as methoxy and ethoxy groups, halogen atoms such as chlorine and bromine atoms, C2-C7 alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, and cyclohexyloxycarbonyl groups, cyano groups, and carbonate ester groups such as t-butyl carbonate. Furthermore, the various groups described later may be unsubstituted or may have substituents. Such substituents can be found in reference to the above. In the present invention and this specification, the carbon number mentioned for a substituted group refers to the carbon number of the non-substituted portion.

[0020] The following are specific examples of organic groups represented by Z (Specific Examples (1) to (17)). However, the present invention is not limited to the following specific examples.

[0021] [ka]

[0022] [ka]

[0023] In general formula (1), R 1 and R 2 Each of these independently represents a single bond or a divalent organic group. p R 1 They may be the same or different, and if q is 2 or more, there are q R 2 They may be the same or different.

[0024] Examples of organic groups include those composed of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. Such organic groups may be unsubstituted or have further substituents.

[0025] R 1 Specific examples of organic groups represented by include the following structural units or organic groups composed of two or more of the following structural units combined. Such organic groups may be unsubstituted or may have further substituents.

[0026] [ka]

[0027] R 1 Preferably, the organic group is a single bond or a divalent organic group composed of 1 to 50 carbon atoms, 0 to 8 nitrogen atoms, 0 to 25 oxygen atoms, 1 to 100 hydrogen atoms, and 0 to 10 sulfur atoms; more preferably, a single bond or a divalent organic group composed of 1 to 30 carbon atoms, 0 to 6 nitrogen atoms, 0 to 15 oxygen atoms, 1 to 50 hydrogen atoms, and 0 to 7 sulfur atoms; and even more preferably, a single bond or a divalent organic group composed of 1 to 10 carbon atoms, 0 to 5 nitrogen atoms, 0 to 10 oxygen atoms, 1 to 30 hydrogen atoms, and 0 to 5 sulfur atoms. Such organic groups may be unsubstituted or may have substituents.

[0028] R 1Specific examples include single bonds, the following structural units, or groups composed of two or more of the following structural units, which are divalent organic groups consisting of 1 to 10 carbon atoms, 0 to 5 nitrogen atoms, 0 to 10 oxygen atoms, 1 to 30 hydrogen atoms, and 0 to 5 sulfur atoms (they may have substituents, such substituents being alkyl groups with 1 to 20 carbon atoms such as methyl groups and ethyl groups, and alkyl groups with 6 to 16 carbon atoms such as phenyl groups and naphthyl groups). Examples include carbon-1 to carbon-6 acyloxy groups such as hydroxyl groups, amino groups, carboxyl groups, sulfonamide groups, N-sulfonylamide groups, and acetoxy groups; carbon-1 to carbon-6 alkoxy groups such as methoxy groups and ethoxy groups; halogen atoms such as chlorine atoms and bromine atoms; carbon-2 to carbon-7 alkoxycarbonyl groups such as methoxycarbonyl groups, ethoxycarbonyl groups, and cyclohexyloxycarbonyl groups; cyano groups; and carbonate ester groups such as t-butyl carbonate. 1 This can be a linear alkylene group or a branched alkylene group. The number of carbon atoms in such alkylene group can be 1 or more, preferably 2 or more, and can be, for example, 5 or less or 4 or less.

[0029] [ka]

[0030] R 2 R represents a single bond or a divalent organic group. 2 For more details, see R 1 As described above. R 2 Specific examples include single bonds, ethylene groups, propylene groups, the divalent groups (a) or (b) listed below. Among the divalent groups listed below, R 12 represents a hydrogen atom or a methyl group, and l represents 1 or 2.

[0031] [ka]

[0032] A 1 This represents a monovalent group containing one or more groups selected from the group consisting of acidic groups, basic groups having a nitrogen atom, urea groups, urethane groups, groups having a coordinating oxygen atom, hydrocarbon groups having 4 or more carbon atoms, alkoxysilyl groups, epoxy groups, isocyanate groups, and hydroxyl groups. Acidic groups, basic groups having a nitrogen atom, urea groups, urethane groups, groups having a coordinating oxygen atom, hydrocarbon groups having 4 or more carbon atoms, alkoxysilyl groups, epoxy groups, isocyanate groups, and hydroxyl groups can function as adsorbent groups. p A 1 They may be the same or different. 1 In the group represented by , the total number of groups selected from the group consisting of acidic groups, basic groups having a nitrogen atom, urea groups, urethane groups, groups having a coordinating oxygen atom, hydrocarbon groups having 4 or more carbon atoms, alkoxysilyl groups, epoxy groups, isocyanate groups, and hydroxyl groups is one or more, and can be, for example, 5 or less, 4 or less, 3 or less, or 2 or less.

[0033] In the present invention and this specification, "acidic group" means a group whose pKa at 25°C is 6 or less. Examples of acidic groups include carboxyl groups, sulfonic acid groups, monosulfate ester groups, phosphate groups, monophosphate ester groups, boric acid groups, etc. Carboxylic acid groups, sulfonic acid groups, monosulfate ester groups, phosphate groups, and monophosphate ester groups are preferred, and carboxyl groups, sulfonic acid groups, and phosphate groups are more preferred. A carboxyl group is a functional group represented by -COOH, and in the compound represented by general formula (1), it may be included in the form of -COOH or in the form of a salt. A salt of a carboxyl group is -COO - M + It is a salt represented by -S(=O)2OH. The sulfonic acid group is a functional group represented by -S(=O)2OH, and in the compound represented by general formula (1), it may be included in the form of -S(=O)2OH or in the form of a salt. A salt of a sulfonic acid group is -S(=O)2OH - M +It is a salt represented by -P=O(OH)2. The phosphate group is a functional group represented by -P=O(OH)2, and in the compound represented by general formula (1), it may be included in the form of -P=O(OH)2 or in the form of a salt. A salt of the phosphate group is -P=O(OH)2. - M + It is a salt represented by )2. In the above, M + A represents a cation such as an alkali metal ion. A contains one or more acidic groups. 1 The following are specific examples of monovalent groups represented by . In the following, * indicates the bond position with an adjacent atom.

[0034] [ka]

[0035] In the present invention and this specification, "basic group" refers to a group whose conjugate acid has a pKa of 4 or higher at 25°C. Basic groups having a nitrogen atom include amino groups (-NH2) and substituted imino groups (-NH2). 8 , -NR 9 R10, here, R 8 , R 9 and R 10 Each of these independently represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms. Examples include a guanidyl group represented by the following formula (a1), an amidinyl group represented by the following formula (a2), etc.

[0036] [ka]

[0037] In formula (a1), R 11 and R 12 Each of these independently represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms. In formula (a2), R 13 and R 14Each independently represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms.

[0038] Among these, an amino group (-NH2), a substituted imino group (-NHR 8 , -NR 9 R 10 , where R 8 , R 9 and R 10 each independently represents an alkyl group having 1 to 10 carbon atoms, a phenyl group, or a benzyl group.), a guanidyl group represented by the above formula (a1) (in the formula (a1), R 11 and R 12 each independently represents an alkyl group having 1 to 10 carbon atoms, a phenyl group, or a benzyl group.), and an amidinyl group represented by the above formula (a2) (in the formula (a2), R 13 and R 14 each independently represents an alkyl group having 1 to 10 carbon atoms, a phenyl group, or a benzyl group.) are preferred. Furthermore, an amino group (-NH2), a substituted imino group (-NHR 8 , -NR 9 R 10 , where R 8 , R 9 and R 10 each independently represents an alkyl group having 1 to 5 carbon atoms, a phenyl group, or a benzyl group.), a guanidyl group represented by the above formula (a1) (in the formula (a1), R 11 and R<​​​​​​​​​​​​​​​​​​​​Each independently represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms. Examples thereof include -NR 15 CONHR 17 (where R 15 and R 17 each independently represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms.) is preferred, and -NHCONHR 17 (where R 17 represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms.) is more preferred.

[0040] Examples of the urethane group include, for example, -NHCOOR 18 , -NR 19 COOR 20 , -OCONHR 21 [[ID=²4]], -OCONR 22 R 23 (where R 18 , R 19 , R 20 , R 21 , R 22 and R 23 each independently represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms.) etc. can be mentioned, -NHCOOR 18 , -OCONHR 21 (where R 18 and R 21 each independently represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms.) etc. are preferred, -NHCOOR 18 , -OCONHR 21 (where R 18 and R 21 each independently represents an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 or more carbon atoms, or an aralkyl group having 7 or more carbon atoms.) etc. are more preferred.

[0041] Examples of groups having coordinating oxygen atoms include the acetylacetonate group and the acetoacetyl group. The acetylacetonate group and the acetoacetyl group are monovalent groups having the following structures. In the following structures, * indicates the bond position with an adjacent atom.

[0042] [ka]

[0043] [ka]

[0044] Examples of hydrocarbon groups having 4 or more carbon atoms include alkyl groups having 4 or more carbon atoms, aryl groups having 6 or more carbon atoms, and aralkyl groups having 7 or more carbon atoms. C4-20 alkyl groups, C6-20 aryl groups, and C7-20 aralkyl groups are preferred, while C4-15 alkyl groups (e.g., octyl group, dodecyl group, etc.), C6-15 aryl groups (e.g., phenyl group, naphthyl group, etc.), and C7-15 aralkyl groups (e.g., benzyl group, etc.) are more preferred.

[0045] Examples of alkoxysilyl groups include trimethoxysilyl groups and triethoxysilyl groups.

[0046] A 1The group represented by can be, in one form, a monovalent organic group in which one or more groups selected from the group consisting of an acidic group, a basic group having a nitrogen atom, a urea group, a urethane group, a group having a coordinating oxygen atom, a hydrocarbon group having 4 or more carbon atoms, an alkoxysilyl group, an epoxy group, an isocyanate group, and a hydroxyl group are bonded to an organic group (hereinafter also referred to as a "linking group") consisting of 1 to 200 carbon atoms, 0 to 20 nitrogen atoms, 0 to 100 oxygen atoms, 1 to 400 hydrogen atoms, and 0 to 40 sulfur atoms. The organic group listed above as the linking group may be unsubstituted or may have further substituents. Also, in one form, A 1 The group represented by can be selected from the group consisting of acidic groups, basic groups having a nitrogen atom, urea groups, urethane groups, groups having a coordinating oxygen atom, hydrocarbon groups having 4 or more carbon atoms, alkoxysilyl groups, epoxy groups, isocyanate groups, and hydroxyl groups.

[0047] The above linking group is preferably an organic group composed of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. Such an organic group may be unsubstituted or may have further substituents.

[0048] Specific examples of the organic groups listed above as linking groups include the following structural units or organic groups composed of two or more of the following structural units combined. Such organic groups may be unsubstituted or may have further substituents.

[0049] [ka]

[0050] A 1 Examples include monovalent organic groups represented by the following general formula (3).

[0051] [ka]

[0052] In general formula (3), B 1 R represents a group selected from the group consisting of acidic groups, basic groups having a nitrogen atom, urea groups, urethane groups, groups having a coordinating oxygen atom, hydrocarbon groups having 4 or more carbon atoms, alkoxysilyl groups, epoxy groups, isocyanate groups, and hydroxyl groups. 30 represents a single bond or an organic group with (a+1) valency. a represents an integer in the range of 1 to 10, and if a is 2 or greater, a number of B 1 They may be the same or different.

[0053] B 1 Details of the base represented by A 1 As stated in the document.

[0054] R 30 represents a single bond or an (a+1) valence organic group, where a is an integer in the range of 1 to 10. a is preferably an integer in the range of 1 to 7, more preferably an integer in the range of 1 to 5, even more preferably an integer in the range of 1 to 3, and even more preferably 1 or 2.

[0055] Examples of (a+1) valent organic groups include those composed of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. Such organic groups may be unsubstituted or may have further substituents.

[0056] Specific examples of (a+1) valency organic groups include organic groups (which may form a ring structure) composed of the following structural units or two or more of the following structural units combined. Such organic groups may be unsubstituted or have further substituents.

[0057] [ka]

[0058] R 30 Preferably, the organic group is a (a+1) valency consisting of a single bond or 1 to 50 carbon atoms, 0 to 8 nitrogen atoms, 0 to 25 oxygen atoms, 1 to 100 hydrogen atoms, and 0 to 10 sulfur atoms. More preferably, the organic group is a (a+1) valency consisting of a single bond or 1 to 30 carbon atoms, 0 to 6 nitrogen atoms, 0 to 15 oxygen atoms, 1 to 50 hydrogen atoms, and 0 to 7 sulfur atoms. Even more preferably, the organic group is a (a+1) valency consisting of a single bond or 1 to 10 carbon atoms, 0 to 5 nitrogen atoms, 0 to 10 oxygen atoms, 1 to 30 hydrogen atoms, and 0 to 5 sulfur atoms. Such organic groups may be unsubstituted or further substituents.

[0059] In general formula (1), P 1 This represents a polymer structure containing a substructure represented by the following general formula (2). When q is 2 or more, q P 1 They may be the same or different.

[0060] In general formula (1), P 1 It may contain only one substructure represented by the following general formula (2), or it may contain two or more different substructures represented by the following general formula (2).

[0061] In the following, a structure in which multiple repeating units of one type are linked together will be referred to as a "homopolymer structure," and a structure containing two or more different homopolymer structures will be referred to as a "copolymer structure." In the present invention and this specification, "polymer structure" encompasses both homopolymer structures and copolymer structures.

[0062] [ka]

[0063] In general formula (2), n1 is 1 or greater, can be 2 or greater, or can be 3 or greater. Also, n1 can be, for example, 30 or less, 25 or less, 20 or less, 15 or less, or 10 or less.

[0064] The asterisk (*) indicates the bond position with an adjacent atom. This is also true for other general formulas.

[0065] If n1 is 1, X 1 represents a monovalent organic group, X 2 represents a divalent organic group, Y 1 represents a branched divalent hydrocarbon group, Y 1 and X 1 or X 2 A ring may be formed between them. However, in this case, the formed ring is a ring with four or more members, for example, a ring with four or more members and up to ten members.

[0066] If n1 is 2 or greater, X 1 represents a hydrogen atom or a monovalent organic group, X 2 represents a divalent organic group, and one or more Y 1 represents a branched divalent organic group, Y 1 and X 1 or X 2 A ring may be formed with these. Examples of the ring that can be formed include rings with 3 or more members or 4 or more members, and rings with 10 or fewer members. n1 Y 1 They may be the same or different.

[0067] If n1 is 1, Y 1 The branched divalent hydrocarbon group represented by is preferably an alkylene group. The number of carbon atoms in such an alkylene group can be 1 or more, preferably 2 or more, and can be, for example, 5 or less or 4 or less.

[0068] If n1 is 2 or greater, Y 1The divalent organic group represented is preferably a hydrocarbon group, and more preferably an alkylene group. The number of carbon atoms in such an alkylene group can be 1 or more, preferably 2 or more, and can also be, for example, 5 or less or 4 or less. When n1 is 2 or more, Y 1 A divalent organic group represented by is a divalent organic group having one or more branches, and some Y 1 is a linear divalent organic group and some other Y 1 It can be a branched divalent organic group, and all Y 1 It can also be a branched divalent organic group, and all Y 1 It is preferable that the group is a branched divalent organic group.

[0069] In both the case where n1 is 1 and the case where n1 is 2 or greater, X 1 When represents a monovalent organic group, such organic group can be, for example, a hydrocarbon group, and can be a linear or branched alkyl group, and the number of carbon atoms of the alkyl group can be, for example, 1 to 15, 1 to 10, or 1 to 5. In one form, X 1 It can be a methyl group.

[0070] In both the case where n1 is 1 and the case where n1 is 2 or greater, X 2 Examples of divalent organic groups represented by this formula include the carbonyl group (-C(=O)-).

[0071] P 1 In the polymer structure represented by the formula (2), the substructure represented by the general formula (2) can be included in the side chain portion of the polymer chain. Examples of such polymer chains include vinyl polymer chains.

[0072] In the present invention and this specification, "vinyl polymer chain" refers to a polymer chain containing multiple repeating units represented by the following general formula (4). In general formula (4), R 40 ~R 43Each of these independently represents a hydrogen atom or a substituent. For specific examples of substituents, please refer to the description below regarding general formula (4-1). 40 ~R 43 One or more of these may be substructures represented by general formula (2), or may contain substructures represented by general formula (2). Vinyl polymer chains include those containing only homopolymer structures in which multiple identical repeating units are linked together, and those containing two or more different homopolymer structures.

[0073] [ka]

[0074] A concrete example of a repeating unit represented by general formula (4) is R in general formula (4). 40 and R 41 represents a hydrogen atom, R 42 R represents a hydrogen atom or a methyl group. 43 Examples of repeating units that are substructures represented by general formula (2), namely, repeating units represented by the following general formula (4-1), are given.

[0075] [ka]

[0076] In one form, P 1 The polymer structure represented by can be the polymer structure represented by the following general formula (4-2).

[0077] [ka]

[0078] In general formulas (4-1) and (4-2), R 45 X represents a hydrogen atom or a methyl group. 1 , X 2 , Y 1and n1 are equivalent to general formula (2), respectively. In general formula (4-2), n is 1 or greater and can be, for example, 50 or less or 30 or less.

[0079] In one form, in the repeating unit represented by the general formula (4-1), X 2 This can represent a carbonyl group. Such repeating units are represented by the following general formula (4-3).

[0080] [ka]

[0081] In one form, P 1 The polymer structure represented by can be the polymer structure represented by the following general formula (4-4).

[0082] [ka]

[0083] In general formulas (4-3) and (4-4), R 45 X represents a hydrogen atom or a methyl group. 1 , Y 1 n1 and n1 are equivalent to those in general formula (2), respectively. In general formula (4-4), n is 1 or greater and can be, for example, 50 or less or 30 or less.

[0084] In one form, in general formula (1), P 1 The polymer structure represented by may include polyalkylene glycol chains. In the present invention and this specification, "polyalkylene glycol chain" is a polymer chain containing multiple repeating units represented by the following general formula (5). Polyalkylene glycol chains include those containing only a single homopolymer structure in which multiple identical repeating units are linked, and those containing two or more different homopolymer structures. In general formula (5), R 50This represents a linear alkylene group or a branched alkylene group. The number of carbon atoms in such an alkylene group can be 1 or more, preferably 2 or more, and can be, for example, 5 or less or 4 or less. Furthermore, the alkylene group may be unsubstituted or may have further substituents.

[0085] [ka]

[0086] In one embodiment, the polyalkylene glycol chain can be a polypropylene glycol chain. The polypropylene glycol chain can be a homopolymer structure in which multiple repeating units are linked together.

[0087] [ka]

[0088] In one form, P 1 The polymer structure represented by may include a polyalkylene glycol chain in the substructure represented by general formula (2). In such a case, in general formula (2), [ka] The substructure represented by can represent a polyalkylene glycol chain, for example, a polypropylene glycol chain or may contain a polypropylene glycol chain.

[0089] In a compound represented by general formula (1), P 1 In a polymer structure represented by the formula (2), the substructure represented by the general formula (2) (wherein n1 is 2 or greater, Y 1The proportion (i.e., mass-based content) of the portion that is a branched divalent organic group is preferably 30% by mass or more, more preferably 50% by mass or more, and even more preferably 70% by mass or more, from the viewpoint of further improving dispersibility. Hereinafter, the above proportion will also be referred to as the "branched substructure content." P 1 In the polymer structure represented by , the branched substructure content can be, for example, less than 100% by mass, 95% by mass or less, 90% by mass or less, 85% by mass or less, or 80% by mass or less. The branched substructure content can be calculated from the structure of the compound. Note that when n1 is 2 or more, in the substructure represented by general formula (2), Y 1 The part that is a branched divalent organic group is, for example, the substructure represented by general formula (2) is the following substructure (Y 11 represents a linear divalent organic group, Y 12 (where represents a branched divalent organic group, n11 and n12 are each independently 1 or greater, and n11 + n12 = n1) then "-(Y 11 This refers to the part excluding the part represented by -O)n11-.

[0090] [ka]

[0091] Furthermore, from the perspective of further improving solubility, [ka] The substructure represented by general formula (2) which represents the polypropylene glycol chain is P 1 It is preferable that the proportion (i.e., the mass-based content) of the polymer structure represented by is within the above range.

[0092] (Weight average molecular weight) In the present invention and this specification, "weight-average molecular weight" refers to the weight-average molecular weight obtained by converting the measured value by gel permeation chromatography (GPC) to polystyrene equivalent. For example, the following conditions can be used as GPC measurement conditions. The weight-average molecular weights shown in the examples described later are values ​​obtained under the following conditions. Furthermore, in the present invention and this specification, molecular weight refers to the weight-average molecular weight for polymers (including homopolymers and copolymers). GPC device: HLC-8120 (manufactured by Tosoh Corporation) Column: TSK gel Multipore HXL-M (manufactured by Tosoh Corporation, 7.8mm ID (Inner Diameter) × 30.0cm)

[0093] The weight-average molecular weight of the compound represented by general formula (1) can be, for example, 3000 or more, and from the viewpoint of further improving dispersibility, it is preferably 4000 or more, and more preferably 5000 or more. In addition, the weight-average molecular weight of the compound represented by general formula (1) can be, for example, 20000 or less, 19000 or less, or 18000 or less, and from the viewpoint of further improving dispersibility, it is preferably 17000 or less, more preferably 16000 or less, even more preferably 15000 or less, and even more preferably 14000 or less.

[0094] (Acid value) In the present invention and this specification, "acid value" refers to the number of milligrams of potassium hydroxide required to neutralize 1 g of sample, and is a value measured in accordance with JIS K 2501:2003. From the viewpoint of further improving dispersibility, the acid value of the compound represented by general formula (1) is preferably 5 mg KOH / g or more, and more preferably 10 mg KOH / g or more. On the other hand, from the viewpoint of further improving solubility, the acid value of the compound represented by general formula (1) is preferably 100 mg KOH / g or less, and more preferably 90 mg KOH / g or less.

[0095] (Synthesis method) The synthesis method for the compound represented by general formula (1) is not particularly limited, and known methods can be employed. For synthesis methods, see, for example, paragraphs 0114 to 0140 of Japanese Patent Application Publication No. 2007-277514 (paragraphs 0145 to 0173 in the corresponding U.S. Patent Application Publication No. 2010 / 233595) and paragraphs 0266 to 0348 of Japanese Patent Application Publication No. 2007-277514 (paragraphs 0289 to 0429 in the corresponding U.S. Patent Application Publication No. 2010 / 233595).

[0096] [Polymerizable composition] One aspect of the present invention relates to a polymerizable composition comprising the above-mentioned compound, inorganic particles, and a polymerizable compound.

[0097] Details of the above compound are as previously described. The above compound can function as a dispersant to improve the dispersibility of inorganic particles in the above polymerizable composition. The above polymerizable composition can be used for various applications where improved dispersibility of inorganic particles is desired. As an example, a cured product obtained by curing the above polymerizable composition may be included in a wavelength conversion member. Further details on this point will be described later.

[0098] <Inorganic particles> In the present invention and this specification, "inorganic particles" means particles whose main component is an inorganic substance, and "organic particles" means particles whose main component is an organic substance. The main component is the component that makes up the largest amount by mass among the components constituting the particle, and the content of the main component in the particle can be, for example, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, 95% by mass or more, or 99% by mass or more, and can also be 100% by mass or less or less than 100% by mass. Inorganic particles can also be particles composed solely of inorganic substances. Here, particles composed solely of inorganic substances mean particles that contain only inorganic substances, excluding impurities that are inevitably mixed in during the manufacturing process.

[0099] In one embodiment, the above composition may include the above compound and inorganic particles having an average particle size of 0.10 μm or more. Inorganic particles with an average particle size of 0.10 μm or more tend to settle easily, thus reducing their dispersibility, whereas the present inventors surmise that the above compound can improve dispersibility by suppressing its settling.

[0100] In the present invention and this specification, the "average particle size" of particles such as inorganic particles is a value determined by the following method. Hereinafter, particles before being used in the preparation of a composition are referred to as "powder". The particles to be measured are observed using a scanning electron microscope (SEM) and photographed at a magnification of 5000x. For particles existing as powder, the powder is observed. For particles contained in a composition containing polymerizable compounds (polymerizable composition), the cross-section of the cured product obtained by curing the polymerizable composition is observed. For example, for particles in the cured product contained in the wavelength conversion member described later, the cross-section of this cured product can be observed. The primary particle diameter is measured from the captured image. For particles that are not spherical, the average value of the length of the major axis and the length of the minor axis is calculated and adopted as the primary particle diameter. The arithmetic mean of the primary particle diameters of 20 randomly selected particles in the captured image is taken as the average particle size. The average particle size of inorganic particles shown in the examples described later is a value obtained by observing and measuring the cross-section of the cured product obtained by curing a polymerizable composition using a Hitachi High-Tech S-3400N scanning electron microscope.

[0101] Inorganic particles, such as inorganic particles with an average particle size of 0.10 μm or more, can be composed of alumina particles, titanium oxide particles, silica particles, zirconium oxide particles, zinc oxide particles, etc., and can also be particles of inorganic layered compounds such as mica and talc. "Alumina particles" are particles that contain alumina as the main component, as described above for inorganic particles. The same applies to the various types of particles mentioned above. The main components are as described above.

[0102] With respect to inorganic particles with an average particle size of 0.10 μm or more, the average particle size is preferably 0.20 μm or more, in order of preference, from the viewpoint of further improving the brightness (hereinafter also simply referred to as "brightness") of the wavelength conversion member containing the cured product obtained by curing the above polymerizable composition, and more preferably 0.30 μm or more, 0.40 μm or more, 0.50 μm or more, 0.60 μm or more, 0.70 μm or more, 0.80 μm or more, 0.90 μm or more, and 1.00 μm or more. On the other hand, from the viewpoint of further improving dispersibility, the above average particle size is preferably 5.00 μm or less, more preferably 4.00 μm or less, and even more preferably 3.00 μm or less.

[0103] In the polymerizable composition described above, the content of inorganic particles with an average particle size of 0.10 μm or more is preferably 3% by mass or more of the total amount of the composition, for example, from the viewpoint of further improving brightness. 5 It is more preferable that the amount be % by mass or more. Furthermore, for example, from the viewpoint of further improving brightness, the content of inorganic particles with an average particle size of 0.10 μm or more is preferably 40% by mass or less, and more preferably 20% by mass or less, relative to the total amount of the composition.

[0104] <Polymerizable compound> In the present invention and this specification, "polymerizable composition" refers to a composition containing at least one polymerizable compound, which has the property of curing when subjected to polymerization treatment such as light irradiation or heating. Furthermore, "polymerizable compound" refers to a compound containing one or more polymerizable groups in one molecule. "Polymerizable group" refers to a group that can participate in polymerization reactions. Compounds represented by general formula (1) can exhibit high solubility in polymerizable compounds.

[0105] An example of a polymerizable group is the (meth)acryloyl group. In this invention and specification, the term "(meth)acryloyl" is used to refer to either or both acryloyl and methacryloyl. "(meth)acrylate" means a compound containing one or more (meth)acryloyl groups in one molecule. The functional number of "(meth)acrylate" as described later refers to the number of (meth)acryloyl groups contained in one molecule of (meth)acrylate. For (meth)acrylate, "monofunctional" means that the number of (meth)acryloyl groups contained in one molecule is one, and "polyfunctional" means that the number of (meth)acryloyl groups contained in one molecule is two or more. In addition, the (meth)acryloyl group may be contained in (meth)acrylate in the form of a (meth)acryloyloxy group. The term "(meth)acryloyloxy group" shall be used to indicate either or both an acryloyloxy group and a methacryloyloxy group.

[0106] In the present invention and this specification, the term "(meth)allyl" is used to indicate allyl and / or metaallyl. A "(meth)allyl compound" means a compound containing one or more (meth)allyl groups in one molecule. The functional number of a "(meth)allyl compound" as described later refers to the number of (meth)allyl groups contained in one molecule of the (meth)allyl compound. For a (meth)allyl compound, "monofunctional" means that the number of (meth)allyl groups contained in one molecule is one, and "polyfunctional" means that the number of (meth)allyl groups contained in one molecule is two or more.

[0107] In one embodiment, the polymerizable composition may contain one or more polymerizable compounds, each molecule containing one or more polymerizable groups selected from the group consisting of (meth)acryloyl groups and (meth)allyl groups. Such polymerizable compounds may contain only (meth)acryloyl groups, only (meth)allyl groups, or both (meth)acryloyl and (meth)allyl groups.

[0108] ((meth)acrylate) First (meth)acrylate If the polymerizable composition contains one or more (meth)acrylates, it is preferable that the (meth)acrylates include at least a polyfunctional (meth)acrylate. The polyfunctional (meth)acrylate is also called the "first (meth)acrylate." However, a polyfunctional (meth)acrylate that corresponds to the second (meth)acrylate described later shall be interpreted as the second (meth)acrylate. The polyfunctional (meth)acrylate that can be contained in the polymerizable composition is one or more types of bifunctional or more (meth)acrylates, and can be one or more types selected from the group consisting of bifunctional to octafunctional, bifunctional to heptafunctional, bifunctional to heptafunctional, bifunctional to quintafunctional, or bifunctional to tetrafunctional polyfunctional (meth)acrylates.

[0109] Specific examples of difunctional (meth)acrylates include neopentyl glycol di(meth)acrylate, 1,9-nonanediol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, hydroxypivalate neopentyl glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, dicyclopentenyl(meth)acrylate, dicyclopentenyloxyethyl(meth)acrylate, dicyclopentanyl di(meth)acrylate, tricyclodecanedimethanol di(meth)acrylate, and others.

[0110] Specific examples of (meth)acrylates with three or more functionalities include ECH (Epichlorohydrin)-modified glycerol tri(meth)acrylate, EO (Ethylene Oxide)-modified glycerol tri(meth)acrylate, PO (Propylene Oxide)-modified glycerol tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, caprolactone-modified trimethylolpropane tri(meth)acrylate, EO-modified trimethylolpropane tri(meth)acrylate, PO-modified trimethylolpropane tri(meth)acrylate, tris(acryloxyethyl) isocyanurate, dipentaerythritol hexa(meth)acrylate, caprolactone-modified dipentaerythritol hexa(meth)acrylate, and dipentaerythritol poly(meth)acrylate.

[0111] The molecular weight of the polyfunctional (meth)acrylate included as the first (meth)acrylate in the polymerizable composition may be, for example, 200 or more. From the viewpoint of the viscosity of the polymerizable composition, the molecular weight of the polyfunctional (meth)acrylate is preferably 1000 or less, and more preferably 500 or less.

[0112] In the polymerizable composition described above, the content of the first (meth)acrylate is preferably 10.0% by mass or more, more preferably 20.0% by mass or more, and even more preferably 30.0% by mass or more, relative to the total amount of the composition, from the viewpoint of suppressing brightness reduction, i.e., improving durability. The polymerizable composition described above may contain only one type of (meth)acrylate, or it may contain two or more types.

[0113] Second (meth)acrylate Examples of (meth)acrylates that may be included in the above polymerizable composition include monofunctional or more (meth)acrylates having a functional group selected from the group consisting of a carboxyl group, a hydroxyl group, a phosphate group, and an amino group. Such (meth)acrylates are also called "second (meth)acrylates." It is presumed that the inclusion of the second (meth)acrylate in the above polymerizable composition contributes to improving the brightness of the wavelength conversion member containing the cured product obtained by curing this polymerizable composition.

[0114] The second (meth)acrylate has one or more functional groups selected from the group consisting of carboxyl groups, hydroxyl groups, phosphate groups, and amino groups in one molecule. The number of such functional groups can be 1 to 3 in one molecule, preferably 1 or 2, and more preferably 1. If the second (meth)acrylate contains two or more of the above functional groups in one molecule, these two or more functional groups may be the same or different. The carboxyl group may be included in the form of -COOH or in the form of a salt. The salt of the carboxyl group is -COO - M + It is a salt represented by -P=O(OH)2. The phosphate group is a monovalent functional group represented by -P=O(OH)2, and may be included in the form of -P=O(OH)2 or in the form of a salt. A salt of a phosphate group is -P=O(OH)2. - M + It is a salt represented by )2. In the above, M + The symbol represents a cation such as an alkali metal ion. The amino group may be a primary, secondary, or tertiary amino group. From the viewpoint of further improving brightness, the functional groups are preferably a carboxyl group, a hydroxyl group, and a phosphate group, with the carboxyl group being more preferred.

[0115] The second (meth)acrylate is a monofunctional or more functional (meth)acrylate. From the viewpoint of further improvement of brightness, the second (meth)acrylate is preferably a monofunctional, bifunctional, or trifunctional (meth)acrylate, more preferably a monofunctional or bifunctional (meth)acrylate, and even more preferably a monofunctional (meth)acrylate. A monofunctional (meth)acrylate can be represented, for example, by the formula: ALX. In the formula, A represents any of the above functional groups, L represents a divalent linking group, and X represents a (meth)acryloyl group or a (meth)acryloyloxy group. The divalent linking group represented by L can be, for example, one, two, or three or more combinations of divalent groups selected from the group consisting of alkylene groups, cycloalkylene groups, and ester groups (-OC(=O)-). Examples of alkylene groups include linear or branched alkylene groups having 1 to 3 carbon atoms (e.g., methylene group, ethylene group, propylene group, etc.). Examples of cycloalkylene groups include cycloalkylene groups having 5 to 8 carbon atoms (e.g., cyclopentylene group, cyclohexylene group, cycloheptylene group, cyclooctylene group, etc.). Alkylene groups may or may not have substituents, but unsubstituted alkylene groups are preferred. This also applies to cycloalkylene groups. An example of a monofunctional (meth)acrylate having a carboxyl group is acrylic acid. Acrylic acid is a carboxylic acid represented by CH2=CHCOOH, and the carbonyl group (-C(=O)-) is part of both the carboxyl group and the acryloyl group.

[0116] Specific examples of the second type of (meth)acrylate include carboxyl group-containing (meth)acrylates such as acrylic acid, β-carboxyethyl acrylate, 2-acryloyloxyethyl succinic acid, and 2-acryloyloxyethyl hexahydrophthalic acid; phosphate group-containing (meth)acrylates such as 2-acryloyloxyethyl acid phosphate; and hydroxyl group-containing (meth)acrylates such as 2-hydroxyethyl acrylate.

[0117] The molecular weight of the (meth)acrylate included as the second (meth)acrylate in the polymerizable composition can be, for example, 50 or more, and from the viewpoint of further improving durability, it is preferably 70 or more, and more preferably 100 or more. Furthermore, from the viewpoint of further improving brightness, the molecular weight of the (meth)acrylate included as the second (meth)acrylate in the polymerizable composition is preferably 500 or less, more preferably 400 or less, even more preferably 300 or less, and even more preferably 200 or less.

[0118] In the polymerizable composition described above, the content of the second (meth)acrylate is preferably 0.5% by mass or more, and more preferably 3.0% by mass or more, relative to the total amount of the composition, from the viewpoint of further improving brightness. Furthermore, the content of the second (meth)acrylate is preferably 20.0% by mass or less, relative to the total amount of the composition, from the viewpoint of further improving durability. The polymerizable composition described above may contain only one type of (meth)acrylate as the second (meth)acrylate, or it may contain two or more types.

[0119] ((meth)allyl compounds) When the polymerizable composition contains one or more (meth)allyl compounds, the (meth)allyl compounds may be monofunctional (meth)allyl compounds or polyfunctional (meth)allyl compounds, and it is preferable that at least polyfunctional (meth)allyl compounds are included. As for the (meth)allyl compounds, one type may be used alone, two or more types may be used in combination, or one or more monofunctional (meth)allyl compounds and one or more polyfunctional (meth)allyl compounds may be used in combination.

[0120] Specific examples of monofunctional (meth)allyl compounds include (meth)allyl acetate, (meth)allyl n-propionate, (meth)allyl benzoate, (meth)allyl phenyl acetate, (meth)allyl phenoxyacetate, (meth)allyl methyl ether, and (meth)allyl glycidyl ether.

[0121] The number of functionalities in a polyfunctional (meth)allyl compound is two or more, and can be, for example, difunctional, trifunctional, or tetrafunctional.

[0122] Specific examples of polyfunctional (meth)allyl compounds include benzenedicarboxylic acid di(meth)allyl, cyclohexanedicarboxylic acid di(meth)allyl, di(meth)allyl maleate, di(meth)allyl adipate, di(meth)allyl phthalate, di(meth)allyl isophthalate, di(meth)allyl terephthalate, glycerin di(meth)allyl ether, trimethylolpropane di(meth)allyl ether, pentaerythritol di(meth)allyl ether, 1 Examples include 3-di(meth)allyl-5-glycidyl isocyanurate, tri(meth)allyl cyanurate, tri(meth)allyl isocyanurate, tri(meth)allyl trimellitate, tetra(meth)allyl pyromelitate, 1,3,4,6-tetra(meth)allyl glycoluryl, 1,3,4,6-tetra(meth)allyl-3a-methyl glycoluryl, and 1,3,4,6-tetra(meth)allyl-3a,6a-dimethyl glycoluryl. Preferred (meth)allyl compounds include one or more selected from the group consisting of tri(meth)allyl cyanurate, tri(meth)allyl isocyanurate, di(meth)allyl phthalate, di(meth)allyl isophthalate, di(meth)allyl terephthalate, and cyclohexanedicarboxylic acid di(meth)allyl, with tri(meth)allyl isocyanurate being more preferred.

[0123] In the polymerizable composition described above, the content of the (meth)allyl compound is preferably 10.0% by mass or more, more preferably 20.0% by mass or more, and even more preferably 30.0% by mass or more, relative to the total amount of the composition, from the viewpoint of suppressing brightness reduction, i.e., improving durability.

[0124] <Quantum dots> The polymerizable composition described above may, in one embodiment, further contain one or more quantum dots. Quantum dots will be described in more detail below.

[0125] Flat panel displays such as liquid crystal displays (LCDs) are increasingly being used as image display devices due to their low power consumption and space-saving design. In recent years, quantum dots (also called QDs or quantum points) have attracted attention as light-emitting materials for flat panel displays. Liquid crystal displays typically consist of at least a backlight unit and liquid crystal cells. The backlight unit may include at least a component containing quantum dots and a light source. Such a component is generally called a wavelength conversion component. For example, when light is incident on a wavelength conversion component from a light source, the quantum dots are excited by the incident light and emit fluorescence. By using quantum dots with different emission characteristics, it is possible to emit red, green, and blue emission lines from the wavelength conversion component as fluorescence emitted by the quantum dots and / or light emitted from the light source and passing through the wavelength conversion component. This makes it possible to realize white light. Because the fluorescence emitted by quantum dots has a small full width at half maximum, the resulting white light is highly luminous and has excellent color reproduction. Thanks to the advancement of three-wavelength light source technology using quantum dots, the color reproduction range has expanded from 72% of the current TV (Television) standard (FHD (Full High Definition), NTSC (National Television System Committee)) to 100%.

[0126] An example of a wavelength conversion member is one having a cured product (generally called a "wavelength conversion layer") obtained by curing a polymerizable composition containing quantum dots and polymerizable compounds. Further including inorganic particles, for example, inorganic particles with an average particle size of 0.10 μm or more, in the polymerizable composition containing quantum dots and polymerizable compounds is considered preferable from the viewpoint of improving the brightness of the wavelength conversion member containing the cured product of this polymerizable composition. However, if the dispersibility of the inorganic particles in the polymerizable composition is low, it can cause a decrease in brightness. In contrast, the compound represented by general formula (1) can function as a dispersant to improve the dispersibility of inorganic particles in a polymerizable composition containing quantum dots, polymerizable compounds, and inorganic particles (for example, inorganic particles with an average particle size of 0.10 μm or more), and can also exhibit high solubility in polymerizable compounds.

[0127] When the polymerizable composition contains quantum dots, it may contain only one type of quantum dot, or it may contain two or more types of quantum dots with different emission characteristics. Quantum dots can emit fluorescence when excited by excitation light. Known quantum dots include quantum dot (A) having an emission center wavelength in the wavelength range of 600 nm to 680 nm, quantum dot (B) having an emission center wavelength in the wavelength range of 500 nm to less than 600 nm, and quantum dot (C) having an emission center wavelength in the wavelength range of 400 nm to less than 500 nm. Quantum dot (A) can emit red light when excited by excitation light, quantum dot (B) can emit green light, and quantum dot (C) can emit blue light. For example, when blue light is incident as excitation light on a wavelength conversion member containing quantum dots (A) and quantum dot (B), white light can be realized by the red light emitted by quantum dot (A), the green light emitted by quantum dot (B), and the blue light that has passed through the wavelength conversion member. Furthermore, by injecting ultraviolet light as excitation light into a wavelength conversion member containing quantum dots (A), (B), and (C), white light can be realized through the red light emitted by quantum dot (A), the green light emitted by quantum dot (B), and the blue light emitted by quantum dot (C).

[0128] In the present invention and this specification, "quantum dot" refers to a particle with an average particle size of less than 0.10 μm. The average particle size of a quantum dot can be, for example, 50 nm or less, 20 nm or less, or 10 nm or less, and can also be, for example, 1 nm or more, or 3 nm or more. Quantum dots can be, for example, inorganic particles or organic particles. In the present invention and this specification, as previously stated, "inorganic particles" refers to particles whose main component is an inorganic substance. "Organic particles" refers to particles whose main component is an organic substance. The main components are as previously stated. In one embodiment, organic particles can be particles composed solely of organic substances. Here, particles composed solely of organic substances refer to particles that contain only organic substances, excluding impurities that are inevitably introduced during the manufacturing process.

[0129] Generally, semiconductor particles with an average particle size of less than 0.10 μm (i.e., less than 100 nm, for example, between 1 nm and 90 nm) are called semiconductor nanoparticles. Examples of quantum dots include core-shell type semiconductor nanoparticles. Examples of cores include group II-VI semiconductor nanoparticles, group III-V semiconductor nanoparticles, and multi-component semiconductor nanoparticles. Specifically, examples include CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, InP, InAs, and InGaP. However, it is not limited to these. CdSe, CdTe, InP, and InGaP are preferred because they can emit visible light with high efficiency. As shells, CdS, ZnS, ZnO, GaAs, and / or composites thereof can be used. However, it is not limited to these. Regarding quantum dots, prior art such as paragraphs 0060-0066 of Japanese Patent Publication No. 2012-169271 and paragraphs 0070-0076 of WO2018 / 186300 can be referenced. Commercially available quantum dots can be used, as can those fabricated by known methods. The luminescence properties of quantum dots can usually be adjusted by the composition and / or size of the particles.

[0130] In the present invention and this specification, the "full width at half maximum" of a peak refers to the width of the peak at half its peak height. Furthermore, light having a center emission wavelength in the wavelength range of 400 nm to less than 500 nm is called blue light, light having a center emission wavelength in the wavelength range of 500 nm to less than 600 nm is called green light, and light having a center emission wavelength in the wavelength range of 600 nm to 680 nm is called red light.

[0131] In the polymerizable composition described above, the content of quantum dots can be, for example, in the range of 0.1 to 10.0% by mass relative to the total amount of the composition. In the present invention and this specification, with respect to polymerizable compositions, the content of each component relative to the total amount of the composition means the content calculated by assuming that the total content of all components excluding the solvent is 100.0% by mass, if the polymerizable composition contains a solvent. If the polymerizable composition does not contain a solvent, the content of each component relative to the total amount of the composition means the content calculated by assuming that the total content of all components contained in the composition is 100.0% by mass. Furthermore, one component may be used, or two or more components may be used. If two or more components are used, the content of that component means their total content.

[0132] <Other optional ingredients> The polymerizable composition described above may optionally contain one or more components in addition to the above components. Specific examples of optional components include polymerization initiators, polymers, viscosity modifiers, silane coupling agents, surfactants, antioxidants, oxygen getters, and light scattering particles. For details on specific examples of additives, see, for example, paragraphs 0108-0137, 0162, 0163, and 0165-0169 of WO2018 / 186300. Furthermore, the polymerizable composition may not contain a solvent, but may contain one or more solvents as needed. The type and amount of solvent are not limited. For example, one or more organic solvents can be used as the solvent.

[0133] Furthermore, the following components may be optionally included in the above polymerizable composition. The following components are suitable, for example, as components of a polymerizable composition for forming a cured product contained in a wavelength conversion member. Examples of components included in such a polymerizable composition include the above inorganic particles, polymerizable compounds, and quantum dots. The compound represented by general formula (1) can contribute, for example, to improving the dispersibility of inorganic particles (e.g., inorganic particles with an average particle size of 0.10 μm or more) in such a polymerizable composition, and can also exhibit high solubility in such a polymerizable composition.

[0134] (Monofunctional (meth)acrylate) The polymerizable composition described above may optionally contain one or more monofunctional (meth)acrylates in addition to the above components, for example, as a diluent. Such monofunctional (meth)acrylates shall not include monofunctional (meth)acrylates having the functional groups described above that are present in the second (meth)acrylate. Examples of monofunctional (meth)acrylates that may be optionally included include isobornyl (meth)acrylate, cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, and lauryl (meth)acrylate.

[0135] The content of the monofunctional (meth)acrylate may be 0% by mass, 0% or more by mass, or greater than 0% by mass, relative to the total amount of the polymerizable composition. When the polymerizable composition contains the monofunctional (meth)acrylate, its content is preferably 50.0% by mass or less relative to the total amount of the polymerizable composition, from the viewpoint of further improving durability.

[0136] (Polyfunctional thiols) The polymerizable composition described above may optionally contain one or more polyfunctional thiols. In the present invention and this specification, "polyfunctional thiol" refers to a compound having two or more thiol groups in one molecule. The number of functions for a thiol refers to the number of thiol groups contained in one thiol molecule. The polyfunctional thiol that may be included in the polymerizable composition described above is a thiol with two or more functions, and preferably a thiol with three or more functions. The polyfunctional thiol described above may, for example, be a thiol with eight or fewer functions, seven or fewer functions, six or fewer functions, five or fewer functions, or four or fewer functions. From the viewpoint of further improving durability, the polyfunctional thiol described above is preferably one or more selected from the group consisting of two- to six-function polyfunctional thiols, more preferably one or more selected from the group consisting of two- to four-function polyfunctional thiols, even more preferably one or more selected from the group consisting of three- or four-function polyfunctional thiols, and most preferably a trifunctional thiol.

[0137] Specific examples of polyfunctional thiols include ethylenebis(thioglycolate), diethylene glycol bis(3-mercaptopropionate), tetraethylene glycol bis(3-mercaptopropionate), 1,2-propylene glycol bis(3-mercaptopropionate), diethylene glycol bis(3-mercaptobutyrate), 1,4-butanediol bis(3-mercaptopropionate), 1,4-butanediol bis(3-mercaptobutyrate), and 1,8-octanediopropylthiolate. Allbis(3-mercaptopropionate), 1,8-octanediolbis(3-mercaptobutyrate), hexanediolbisthioglycolate, trimethylolpropanetris(3-mercaptopropionate), trimethylolpropanetris(3-mercaptobutyrate), trimethylolpropanetris(3-mercaptoisobutyrate), trimethylolpropanetris(2-mercaptoisobutyrate), trimethylolpropanetristhioglycolate, trimethylol Tris-(3-mercaptopropionate), Tris-[(3-mercaptopropionyloxy)-ethyl]-isocyanurate, Trimethylolethanetris(3-mercaptobutyrate), Pentaerythritoltetrakis(3-mercaptopropionate), Pentaerythritoltetrakis(3-mercaptobutyrate), Pentaerythritoltetrakis(3-mercaptoisobutyrate), Pentaerythritoltetrakis(2-mercaptoisobutyrate), Dip Examples include dipentaerythritol hexakis(3-mercaptopropionate), dipentaerythritol hexakis(2-mercaptopropionate), dipentaerythritol hexakis(3-mercaptobutyrate), dipentaerythritol hexakis(3-mercaptoisobutyrate), dipentaerythritol hexakis(2-mercaptoisobutyrate), pentaerythritol tetraxthioglycolate, dipentaerythritol hexakisthioglycolate, and dipentaerythritol hexakis(3-mercaptopropionate). As for polyfunctional thiols, commercially available products can be used, and those synthesized by known methods can also be used.Examples of commercially available products include, for example, commercially available polyfunctional thiols such as the product name Multhiol Y3 manufactured by SC Organic Chemical Co., Ltd.

[0138] The molecular weight of the polyfunctional thiol contained in the above polymerizable composition can be, for example, 200 or more, and from the viewpoint of further improving durability, it is preferably 300 or more. Also, from the viewpoint of further improving luminance, the molecular weight of the polyfunctional thiol is preferably 1000 or less, more preferably 500 or less. Regarding the molecular weight, the molecular weight of the second (meth)acrylate is preferably equal to or less than the molecular weight of the polyfunctional thiol, and more preferably less than the molecular weight of the polyfunctional thiol. A second (meth)acrylate having a molecular weight equal to or less than the molecular weight of the polyfunctional thiol is likely to approach the vicinity of the quantum dots even if the quantum dots are coordinated to the polyfunctional thiol, and is presumed to be easily adsorbed to the portion of the surface of the quantum dots that is not covered by the polyfunctional thiol. This is presumed to contribute to further improving the luminance by increasing the ligand coverage rate on the surface of the quantum dots. The molecular weight ratio calculated as "Molecular weight ratio (unit: %) = (Molecular weight of the second (meth)acrylate / Molecular weight of the polyfunctional thiol) × 100" is preferably 100% or less, more preferably 80% or less, and even more preferably 50% or less.

[0139] In the above polymerizable composition, from the viewpoint of further improving durability, the content of the polyfunctional thiol is preferably 5.0% by mass or more, more preferably 10.0% by mass or more, and even more preferably 15.0% by mass or more, based on the total amount of the composition. Also, from the viewpoint of further improving durability, the content of the polyfunctional thiol is preferably 40.0% by mass or less, more preferably 35.0% by mass or less, even more preferably 30.0% by mass or less, still more preferably 25.0% by mass or less, and even more preferably lower than 20.0% by mass, based on the total amount of the composition. The above polymerizable composition may contain only one type of polyfunctional thiol or may contain two or more types.

[0140] (Phenolic compound) In one form, the above-mentioned polymerizable composition can contain a phenolic compound. The phenolic compound can contribute to suppressing the change in viscosity over time of a polymerizable composition containing a compound having a (meth)acryloyl group and a polyfunctional thiol, that is, improving the liquid stability. This will be further described below. Regarding a composition containing both a compound containing a thiol group and a compound containing a (meth)acryloyl group, there is a tendency that the viscosity increases over time due to the progress of the thiol-ene reaction. On the other hand, it is presumed that by adding a phenolic compound to such a composition, the phenolic compound can act as a polymerization inhibitor to suppress the above-mentioned viscosity increase. Also, the phenolic compound is considered to be able to contribute to further improving the luminance of a wavelength conversion member including a cured product obtained by curing the above-mentioned polymerizable composition. Although it is only speculation, there is a possibility that the phenolic compound is adsorbed on the surface of the quantum dots, and this may contribute to further improving the luminance. However, this is only speculation and does not limit the present invention.

[0141] In the present invention and this specification, the term "phenolic compound" is used in the sense of including phenol and its derivatives. The phenolic compound can be represented by the following general formula (6).

[0142] [Chemical formula]

[0143] In the general formula (6), R 60 ~R 64 each independently represents a hydrogen atom or a substituent. Examples of the substituent include a hydroxy group, an alkyl group, a carboxy group which may be substituted by an alkyl group, and the like. Examples of alkyl groups include linear or branched alkyl groups having 1 to 6 carbon atoms. Alkyl groups include both unsubstituted and substituted groups. When a substituent is present, the carbon number refers to the carbon number of the part excluding the substituent. Examples of substituents that can substitute for alkyl groups include hydroxyl groups and carboxyl groups. In one embodiment, an unsubstituted alkyl group is preferred. The same applies to alkyl groups whose carboxyl groups can be substituted.

[0144] The number of hydroxyl groups contained in one molecule of a phenolic compound is preferably in the range of 1 to 3, more preferably 2 or 3, and even more preferably 3. For phenolic compounds having multiple hydroxyl groups, the substitution positions of the hydroxyl groups are not limited, and the hydroxyl groups can be substituted at any position.

[0145] Specific examples of phenolic compounds include pyrogallol, methyl gallate, 4-tert-butylpyrocatechol, 2,6-di-tert-butyl-p-cresol, 4-methoxyphenol, 2-tert-butyl-4,6-dimethylphenol, 4,4'-butylidenebis(6-tert-butyl-m-cresol), 2,6-di-tert-butylphenol, 2,2',6,6'-tetra-tert-butyl-[1,1'-biphenyl]-4,4'-diol, and 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid.

[0146] A preferred phenolic compound is pyrogallol. In the polymerizable composition described above, the pyrogallol content is preferably 0.001% by mass or more, more preferably 0.003% by mass or more, and even more preferably 0.005% by mass or more, relative to the total amount of the composition, from the viewpoint of further improving brightness and / or liquid stability. From the viewpoint of further suppressing brightness reduction, i.e., further improving durability, the pyrogallol content in the polymerizable composition described above is preferably 0.500% by mass or less, more preferably 0.300% by mass or less, and even more preferably 0.100% by mass or less, relative to the total amount of the composition.

[0147] If the polymerizable composition contains a phenolic compound, it may contain only one phenolic compound or two or more. If it contains two or more, the content of each phenolic compound can be determined by referring to the above description regarding the content of pyrogallol.

[0148] The polymerizable composition described above can be prepared by mixing the above-mentioned components simultaneously or sequentially in any order.

[0149] [Cured product] One aspect of the present invention relates to a cured product obtained by curing the above polymerizable composition.

[0150] The degree of curing of the above-mentioned cured product is not limited. The above-mentioned cured product may be a cured product in which the polymerization reaction of the polymerizable composition has partially progressed (generally called a partially cured product, semi-cured product, etc.), or it may be a cured product in which the polymerization reaction has reached saturation or is nearly saturation (generally called a fully cured product, etc.).

[0151] The above-mentioned cured material can be used as a component containing inorganic particles for various applications.

[0152] [Wavelength conversion component] According to one aspect of the present invention, a wavelength conversion member including the above-mentioned cured product can be provided. In one embodiment, the wavelength conversion member may have a wavelength conversion layer which is a cured product obtained by curing the above-mentioned polymerizable composition containing quantum dots (hereinafter also referred to as "quantum dot-containing polymerizable composition") into a film. For a method of manufacturing a wavelength conversion member having such a wavelength conversion layer, see, for example, paragraphs 0127 to 0155, Figures 2 and 3 of WO2018 / 016589.

[0153] In one embodiment, the wavelength conversion member may have a wavelength conversion layer having a resin layer with a plurality of discretely arranged recesses, and the resin layer may include a cured product obtained by curing the quantum dot-containing polymerizable composition. The above embodiment of the wavelength conversion member will be described in more detail below. The following description may be made with reference to the drawings. However, the embodiments shown in the drawings are illustrative, and the present invention is not limited to such examples.

[0154] Figure 1 shows a perspective view of an example of a wavelength conversion member, Figure 2 shows a plan view of the wavelength conversion member shown in Figure 1, and Figure 3 shows a cross-sectional view taken along line III-III in Figures 1 and 2. The plan view of the wavelength conversion member is a view of the wavelength conversion member from a direction perpendicular to the main surface (maximum surface), and in this specification, unless otherwise noted, the plan view is a view of the wavelength conversion member from the second substrate film side.

[0155] As shown in Figures 1 to 3, the wavelength conversion member 10 comprises a first base film 12, a second base film 14, and a wavelength conversion layer 16. To clearly show the configuration of the wavelength conversion member 10, the second base film 14 is shown with a dashed line in Figure 1, and the second base film 14 is omitted in Figure 2.

[0156] As shown in Figure 3, the first base film 12 includes, for example, a support film 12a and a barrier layer 12b. Similarly, the second base film 14 also includes a support film 14a and a barrier layer 14b.

[0157] Also, as shown in FIG. 3, the wavelength conversion layer 16 includes a resin layer 18 (see FIG. 4) having recesses 18a discretely formed in the plane direction (major surface direction) of the wavelength conversion member 10, and a cured product (hereinafter also referred to as a “quantum dot-containing portion”) 20 formed by curing the quantum dot-containing polymerizable composition in the recesses 18a of the resin layer 18. The quantum dot-containing portion 20 includes quantum dots 24 and a matrix 26 formed by a polymerization reaction of a polymerizable compound. That is, a plurality of quantum dot-containing portions 20 containing quantum dots 24 are provided in the wavelength conversion layer 16 at intervals in the plane direction. Specifically, the quantum dot-containing portions, which are regions containing quantum dots 24, are separated from each other in the plane direction by the walls forming the recesses 18a of the resin layer 18 and are discretely arranged in the plane direction.

[0158] In the present invention and this specification, “discretely arranged” means, more specifically, as shown in FIGS. 1 and 2, when observed from a direction perpendicular to the major surface of the first base film 12 (planar view), in the plane direction of the first base film 12, a plurality of quantum dot-containing portions 20 are arranged in isolation without contacting each other. In other words, the plane direction of the film is a two-dimensional direction along the film surface (major surface of the film). In the example shown in FIG. 1, the quantum dot-containing portion is columnar, and in the plane direction of the first base film 12, it is surrounded by the resin layer 18, and the resin layer 18 makes it difficult for oxygen to penetrate from the plane direction of the first base film 12 into individual quantum dot-containing portions.

[0159] Preferably, at least the wall portion forming the recesses 18a of the resin layer 18, and more preferably all regions of the resin layer 18, have oxygen impermeability. Thereby, the wavelength conversion layer 10 can prevent deterioration of the quantum dots 24 in the quantum dot-containing portion 20. In the present invention and this specification, “having oxygen impermeability” means that the oxygen permeability is 10 cc / (m 2 ·day·atm) or less. The oxygen permeability of the resin layer 18 having oxygen impermeability is preferably 1 cc / (m 2 ·day·atm) or less, and more preferably 1×10 -1 cc / (m2 It is less than or equal to (day·atm). Note that the SI unit for oxygen permeability is [fm / (s·Pa)]. "fm" is femtometer, and 1 fm = 1 × 10⁻¹⁰ -15 It is m. The unit is "cc / (m)". 2 The conversion formula for "·day·atm)" is "1 fm / (s·Pa) = 8.752 cc / (m 2 It can be converted to SI units using "day / atm". Furthermore, in this invention and specification, oxygen permeability is a value measured using an oxygen gas permeability measuring device (MOCON OX-TRAN 2 / 20) under conditions of a measurement temperature of 23°C and a relative humidity of 90%. Furthermore, in this invention and specification, "impermeable" and "barrier" are synonymous. For example, in this invention and specification, "gas barrier property" means impermeable to gases, and "water vapor barrier property" means impermeable to water vapor. Furthermore, a layer that is impermeable to both oxygen and water vapor is referred to as a "barrier layer".

[0160] In the wavelength conversion layer 16, the quantum dot-containing portions 20 are discretely arranged in a two-dimensional direction. Therefore, assuming the wavelength conversion member 10 is part of a long film, even if the wavelength conversion member 10 is linearly cut at any point, as shown by the dashed line in Figure 2, the quantum dot-containing portions other than the cut portion are surrounded by the resin layer 18 and remain sealed in the planar direction. Furthermore, the quantum dot-containing portion that is cut and exposed to the outside air may lose its function as a region containing the original quantum dots 24. However, the quantum dot-containing portion at the cut position, i.e., the quantum dot-containing portion at the end in the planar direction, is usually covered by a frame or other component that constitutes a display device, etc., and is not required to function as a region containing quantum dots, so it does not affect the performance of the wavelength conversion member. Moreover, the deactivated quantum dots can become a resin layer that protects the quantum dot-containing portions that are not exposed to the outside air from the outside air.

[0161] In the wavelength conversion member 10, the first base film 12 is laminated on the main surface on the bottom side of the recess 18a of the resin layer 18 of the wavelength conversion layer 16. That is, the first base film 12 is laminated on the main surface on the closed surface (closed end) side of the recess 18a of the resin layer 18. In the illustrated example, the first base film 12 is laminated with the barrier layer 12b facing the resin layer 18 side. On the other hand, the second base film 14 is laminated on the main surface of the resin layer 18 constituting the wavelength conversion layer 16, on the side opposite to the first base film 12. That is, the second base film 14 is laminated on the main surface of the resin layer 18 on the open side (open end) of the recess 18a. In the illustrated example, the second base film 14 is laminated with the barrier layer 14b facing the resin layer 18.

[0162] Depending on the method of forming the resin layer, the wavelength conversion layer may have through holes instead of recesses, with the substrate film as the bottom surface, and quantum dot-containing portions may be filled into the through holes. In this case, one of the two substrate films sandwiching the resin layer, i.e., the wavelength conversion layer, is considered the first substrate film and the other the second substrate film. Furthermore, the through holes are considered recesses in the resin layer, and the first substrate film is considered the bottom of the recesses in the resin layer. On the substrate film side considered as the second substrate film, the end of the wall portion of the resin layer 18 should be spaced apart from the second substrate film, as will be described later.

[0163] Here, in the wavelength conversion layer 16, as shown in Figure 3, it is preferable that the end of the wall portion forming the recess 18a of the resin layer 18 on the second base film 14 side is spaced apart from the second base film 14. Furthermore, in the wavelength conversion member 10, it is preferable that a quantum dot-containing portion also exists between the end of the wall portion of the resin layer 18 that is spaced apart from the second base film 14 on the second base film 14 side and the second base film 14. In a wavelength conversion member having a configuration in which a wavelength conversion layer, in which the quantum dot-containing portion is divided into multiple regions, is sealed with two base films, a gap can be provided between the wall portion that divides the quantum dot-containing portion into multiple regions and the base film, and quantum dots can also be present in this gap, thereby increasing the adhesion between the wavelength conversion layer and the base film.

[0164] In the following explanation, the side of the wavelength conversion member 10 that faces the second base film 14, i.e., the opening side of the recess 18a of the resin layer 18, is also referred to as "upper," and the side that faces the first base film 12, i.e., the bottom side of the recess 18a of the resin layer 18, is also referred to as "lower."

[0165] Specifically, the wall portion that forms the recess 18a of the resin layer 18 is the portion between the recesses 18a of the resin layer 18 and the portion that forms the outer circumference of the resin layer 18 in the planar direction of the base film. In other words, the wall portion that forms the recess 18a of the resin layer 18 is, in other words, the resin layer 18 in the planar direction of the wavelength conversion layer 16, the region between the quantum dot-containing portions and the region outside the outermost quantum dot-containing portion in the planar direction.

[0166] Furthermore, in the examples shown in Figures 1 to 3, the quantum dot-containing portion (quantum dot-containing portion within the recess 18a) is cylindrical, and the wall portion forming the recess 18a of the resin layer 18 has a rectangular cross-sectional shape. However, the present invention is not limited thereto, and the cross-sectional shape of the wall portion can be of various shapes. For example, the wall portion forming the recess 18a of the resin layer 18 may have a trapezoidal cross-sectional shape, as conceptually shown on the left side of Figure 4, or it may have a cross-sectional shape in which the corners on the upper base side of the trapezoid are beveled into a curved surface, as conceptually shown on the right side of Figure 4. The cross-sectional shape of the wall portion of the resin layer 18 is preferably such that it gradually widens from the upper end downwards, at least in part, preferably from the upper end to the lower end, as shown in Figure 4. Here, "from the upper end downwards" means from the end on the second base film 14 side toward the first base film 12 side. Among these, a shape in which the corners on the upper surface of the second base film side are beveled, as shown on the right side of Figure 4, is preferred. Such a shape is advantageous in terms of ease of manufacturing the mold for forming the resin layer 18, ease of removing the mold when forming the resin layer 18, and prevention of damage to the resin layer 18 being formed.

[0167] In the wavelength conversion layer 16, the upper end of the wall portion forming the recess 18a of the resin layer 18 is spaced apart from the second base film 14. In addition to the recess 18a of the resin layer 18, the quantum dot-containing portion is also provided between the upper end of the wall portion spaced apart from the second base film 14 and the second base film 14. In the illustrated example of the wavelength conversion member 10, as shown in Figure 3, the upper end of all the wall portions is spaced apart from the second base film 14, and the quantum dot-containing portion is provided between the wall portion and the second base film 14. With this configuration, good adhesion between the wavelength conversion layer 16 containing quantum dots 24 and the second base film on the upper side, i.e., the opening side of the recess 18a of the resin layer 18, can be achieved.

[0168] As described later, in the manufacture of the wavelength conversion member, as an example, a mold having irregularities corresponding to the recesses and walls of the resin layer is filled with a coating liquid (resin layer forming composition) that will become the resin layer, a first base film is laminated so as to cover the coating liquid filled in the mold, the coating liquid that will become the resin layer is cured, and the mold is removed to form a laminate of the first base film and the resin layer. Next, the quantum dot-containing polymerizable composition is filled into the recesses of the resin layer, a second base film is laminated onto the resin layer so as to seal the quantum dot-containing polymerizable composition filled in the resin layer, and then the quantum dot-containing polymerizable composition is cured to produce a wavelength conversion member in which a wavelength conversion layer having a resin layer and a quantum dot-containing portion is sandwiched between the first base film and the second base film.

[0169] The first substrate film and the resin layer can be laminated with sufficient adhesion because the resin layer is laminated in a coated liquid state and then the coated liquid is cured. Similarly, the resin layer and the quantum dot-containing portion can be laminated with sufficient adhesion because the quantum dot-containing polymerizable composition is filled into the recesses and then cured. Here, for the wavelength conversion layer and the second substrate film, the region corresponding to the recess of the resin layer where the quantum dot-containing polymerizable composition is filled with the fluorescent material in a coated liquid state and then cured, so good adhesion can be obtained. Furthermore, in the resin layer 18, at least a part of the wall portion constituting the recess 18a has its upper end separated from the second substrate film 14, and since the quantum dot-containing portion exists not only in the recess 18a but also between the upper end of the wall portion separated from the second substrate film 14 and the second substrate film 14, the adhesion between the wavelength conversion layer 16 and the second substrate film 14 can be increased. In the present invention and this specification, the area between the upper end of the wall portion separated from the second base film 14 and the second base film 14 includes not only the area directly above the wall portion whose upper end is separated from the second base film 14, but also the area between the recess 18a (its upper end) adjacent in the planar direction to the wall portion whose upper end is separated from the second base film 14 and the second base film 14.

[0170] In the wavelength conversion member 10, the wall portions of the resin layer 18 that are separated from the second base film 14 are not limited to a configuration in which all upper ends of the wall portions are separated from the second base film 14 and quantum dot-containing portions are provided in between, as shown in Figure 3. The more wall portions of the resin layer 18 that are separated from the second base film 14 there are, the higher the adhesion force between the wavelength conversion layer 16 and the second base film 14 can be. Considering this point, in the wavelength conversion layer 16, it is preferable that the upper ends of the wall portions corresponding to an area of ​​30% or more of the area of ​​the display portion of the display device in which the wavelength conversion member 10 is used are separated from the second base film 14, and it is more preferable that the upper ends of all wall portions are separated from the second base film 14 and the quantum dot-containing portions and the second base film 14 are in contact over the entire surface.

[0171] In the wavelength conversion layer 16, there are no particular restrictions on the gap g (shortest distance) between the upper end (topmost part) of the wall portion that is separated from the second substrate film, as long as they are separated (see Figure 5). Here, the gap g between the upper end of the wall portion and the second substrate film 14 is preferably 0.01 to 10 μm, more preferably 0.05 to 4 μm, and even more preferably 0.1 to 4 μm. By making the gap g between the upper end of the wall portion and the second substrate film 14 0.01 μm or more, the effect of having a quantum dot-containing portion between the upper end of the wall portion and the second substrate film 14 can be fully utilized, and the adhesion force between the wavelength conversion layer 16 and the second substrate film 14 can be sufficiently increased. Furthermore, since the quantum dot-containing portion is more permeable to oxygen than the resin layer 18, if the gap g between the upper end of the wall and the second substrate film 14 is too large, oxygen may permeate through the gap between the upper end of the wall and the second substrate film 14, potentially causing the quantum dots 24 to deteriorate. In contrast, by setting the gap g between the upper end of the wall and the second substrate film 14 to 10 μm or less, the permeation of oxygen through the gap between the upper end of the wall and the second substrate film 14 can be sufficiently suppressed, preventing deterioration of the quantum dots 24 due to oxygen. On the other hand, if there is a mixed layer 28 or an impermeable layer 30, described later, between the upper end of the wall and the second substrate film 14, setting the gap g between the upper end of the wall and the second substrate film 14 to 10 μm or less can prevent a decrease in luminescence brightness caused by the mixed layer 28 or the impermeable layer 30 being too thick. The gap g between the upper end of the wall portion and the second base film 14 can be determined, for example, by cutting a portion of the wall portion of the wavelength conversion member 10 with a microtome or the like to form a cross-section, and then observing the section with a scanning electron microscope (SEM). Note that "the portion of the wall portion of the wavelength conversion member 10" refers to "the portion of the wavelength conversion member 10 that is not the recess 18a." The gap g can be determined as the arithmetic mean of measurements taken at 10 randomly selected locations.

[0172] In the wavelength conversion layer 16, there are no particular restrictions on the depth h of the recess 18a of the resin layer 18, or the spacing t between adjacent quantum dot-containing portions (between quantum dot-containing portions within adjacent recesses 18a). The depth h of the recess in the resin layer 18 is preferably such that the thickness of the quantum dot-containing portion from the bottom of the recess 18a to the second substrate film 14 (i.e., "depth h + gap g") is 1 to 100 μm. The spacing t between adjacent quantum dot-containing portions is preferably 5 to 300 μm.

[0173] The thickness (also called height) of the quantum dot-containing portion is preferably 1 μm or more from the viewpoint of ease of achieving the target chromaticity. On the other hand, as the thickness of the quantum dot-containing portion increases, the amount of light absorbed in the quantum dot-containing portion increases. Considering these points, the thickness of the quantum dot-containing portion from the bottom of the recess 18a to the second substrate film 14 is preferably 1 to 100 μm, more preferably 5 to 80 μm, and even more preferably 10 to 50 μm. The depth h of the recess 18a formed in the resin layer 18, and the thickness of the quantum dot-containing portion from the bottom of the recess 18a to the second substrate film 14 can be determined by cutting the recess 18a portion of the wavelength conversion member 10 with a microtome or the like to form a cross-section, irradiating the wavelength conversion layer 16 with excitation light to cause the quantum dots to emit light, and observing this cross-section using a confocal laser microscope or the like. For the depth h and the thickness of the quantum dot-containing portion, the arithmetic mean of the measured values ​​of 10 randomly selected quantum dot-containing portions can be used.

[0174] Furthermore, the distance t between adjacent quantum dot-containing portions, that is, the thickness of the wall portion of the resin layer 18 between adjacent quantum dot-containing portions (between adjacent recesses 18a), is preferably made short (the wall portion thin) in order to make the resin layer 18 invisible. On the other hand, from the viewpoint of strength and durability, the distance t between adjacent quantum dot-containing portions is preferably above a certain value. From these viewpoints, the distance t between adjacent quantum dot-containing portions is preferably 5 to 300 μm, more preferably 10 to 200 μm, and even more preferably 15 to 100 μm. The distance t between adjacent quantum dot-containing portions is the shortest distance between adjacent quantum dot-containing portions. This distance t can be determined by observing the surface from one side of the wavelength conversion member 10 using a confocal laser microscope or the like while the wavelength conversion layer 16 is irradiated with excitation light to cause the quantum dots to emit light, and measuring the thickness of the wall portion of the resin layer 18 between adjacent quantum dot-containing portions. Furthermore, the spacing t between adjacent quantum dot-containing regions can be determined by the arithmetic mean of the spacing between 20 randomly selected locations.

[0175] The shape, size, and arrangement pattern of the quantum dot-containing parts are not particularly limited and can be designed as appropriate. In the design, geometric constraints for arranging the quantum dot-containing parts spaced apart from each other in a plan view, and tolerances for the width of the non-luminescent region generated during cutting can be considered. Furthermore, for example, when using a printing method as one of the methods for forming the quantum dot-containing parts, as will be described later, it is preferable that the occupied area of ​​each part be of a certain size or larger from the viewpoint of ease of printing. In this case, the occupied area refers to the occupied area in a plan view. Moreover, it is preferable from the viewpoint of improving the mechanical strength of the wavelength conversion member that the shortest distance between adjacent quantum dot-containing parts, i.e., the thickness of the wall, is thick. The shape, size, and arrangement pattern of the quantum dot-containing parts should be designed taking these points into consideration.

[0176] The ratio between the volume Vp of the quantum dot-containing portion and the volume Vb of the resin layer 18 can be any ratio. In one embodiment, the ratio "Vp / (Vp+Vb)" is preferably 0.1 ≤ Vp / (Vp+Vb) < 0.9, more preferably 0.2 ≤ Vp / (Vp+Vb) < 0.85, and even more preferably 0.3 ≤ Vp / (Vp+Vb) < 0.8. Here, the volume Vp of the quantum dot-containing portion and the volume Vb of the resin layer 18 are defined as the product of their respective areas and thicknesses when observed from a direction perpendicular to the main surface of the wavelength conversion member 10.

[0177] In the wavelength conversion layer, the quantum dot-containing portion between the upper end of the wall forming the recess 18a and the second base film 14, and between the recess 18a (its upper end) and the second base film 14, may contain a material that is impermeable to oxygen in addition to the quantum dot-containing portion. Figure 6 conceptually shows an example of this in a cross-sectional view of the wavelength conversion member. Note that the wavelength conversion member shown in Figure 6 contains the same components as the wavelength conversion member 10 described above, so the same components are denoted by the same reference numerals, and the explanation mainly focuses on the different parts. The same applies to the other drawings.

[0178] In the wavelength conversion member 10A shown in Figure 6, the mixed layer 28 includes quantum dots and a material that is impermeable to oxygen. In the following description, the "material that is impermeable to oxygen" is also referred to as the "oxygen-impermeable material." By having such a mixed layer 28, the wavelength conversion member 10A can prevent oxygen from permeating the quantum dot-containing portion between the upper end of the wall forming the recess 18a and the second base film 14, thereby suppressing the degradation of the quantum dots 24 by oxygen. In the present invention and this specification, the "oxygen-impermeable material" preferably means a film with a thickness of 50 μm formed from this material, in which the oxygen permeability of the film is 200 cc / (m²). 2 This indicates materials with an oxygen permeability of less than or equal to (·day·atm). For oxygen-impermeable materials, when a 50 μm thick film is formed from this material, the oxygen permeability of the film is 20 cc / (m²). 2 It is more preferable that the material is less than or equal to 2cc / (m³) days·atm. 2It is even more preferable that the material has a temperature of less than or equal to (day·atm). Specifically, examples of oxygen-impermeable materials include the various materials exemplified later as the material for forming the resin layer 18. In particular, it is preferable that the mixed layer 28 contains a material with the same components as the material for forming the resin layer 18 as an oxygen-impermeable material.

[0179] The mixed layer 28 is not limited to being formed between the upper end of the wall portion and the second base film 14, and on the upper part of the recess 18a, as shown in Figure 6. For example, the mixed layer 28 may not be formed in the recess 18a, but only between the upper end of the wall portion forming the recess 18a and the second base film 14, or the upper part between the upper end of the wall portion forming the recess 18a and the second base film 14 may be the mixed layer 28 and the lower part the quantum dot-containing portion.

[0180] There are no particular restrictions on the content of the oxygen-impermeable material in the mixed layer 28. The higher the content of the oxygen-impermeable material in the mixed layer 28, the better it can prevent the quantum dots 24 from degrading due to oxygen. On the other hand, if the content of the oxygen-impermeable material in the mixed layer 28 is high, the relative content of quantum dots 24 will be low, and the optical properties of the mixed layer 28, in other words, the optical properties of the wavelength conversion member 10A will be lower. Considering these points, the content of the oxygen-impermeable material in the mixed layer 28 is preferably, for example, 40 to 90 mass%, and more preferably 50 to 80 mass%.

[0181] Furthermore, there are no particular restrictions on the thickness of the mixed layer 28. In the mixed layer 28, the content of quantum dots 24 is usually lower than that of the quantum dot-containing portion. Therefore, considering the optical properties of the wavelength conversion member 10A, it is preferable that the thickness (vertical size) of the mixed layer 28 be thin. On the other hand, from the viewpoint of preventing degradation of the quantum dots 24, it is preferable that the mixed layer 28 be thick. Considering these points, for example, if preventing degradation of the quantum dots 24 is important, it is preferable that the entire area between the upper end of the wall portion forming the recess 18a and the second base film 14 be made into a mixed layer.

[0182] Furthermore, the wavelength conversion member may, in addition to the mixed layer 28, have a layer 30 between the mixed layer 28 and the second base film 14 that does not contain quantum dots 24, but contains the same oxygen-impermeable material as the mixed layer 28, as conceptually shown in Figure 7 as the wavelength conversion member 10B. The presence of the impermeable layer 30 can further prevent the degradation of quantum dots 24 caused by oxygen passing between the upper end of the wall and the second base film 14.

[0183] There are no particular restrictions on the thickness of the opaque layer 30 in the wavelength conversion member 10B. The opaque layer 30 can be a layer that does not contain quantum dots 24 and is formed only from an oxygen-impermeable material. Therefore, similar to the mixed layer 28, a thicker layer is advantageous in preventing the degradation of the quantum dots 24 by oxygen. On the other hand, a thinner layer is preferable from the viewpoint of the optical properties of the wavelength conversion member. When the wavelength conversion member 10B has an opaque layer 30, the thickness of the opaque layer 30 should be set appropriately, taking these points into consideration.

[0184] The mixed layer 28 and the impermeable layer 30 can be formed by various methods. As previously described, the wavelength conversion member 10 can be manufactured by forming a resin layer 18 on the surface of the first base film 12, filling the recesses 18a of the resin layer 18 with the quantum dot-containing polymerizable composition, and then laminating the second base film 14 onto the resin layer 18 to seal the quantum dot-containing polymerizable composition filled into the resin layer 18, thereby curing the quantum dot-containing polymerizable composition that will become the quantum dot-containing portion. As an example, in this manufacturing method, before laminating the second base film 14, a coating solution containing an oxygen-impermeable material is applied to the surface of the second base film 14 that will face the resin layer 18. Then, the coating solution containing the oxygen-impermeable material is applied to the resin layer 18, and the second base film 14 is laminated onto the resin layer 18. As a result, the quantum dot-containing polymerizable composition that will harden and become the quantum dot-containing portion and the coating solution containing the oxygen-impermeable material are mixed between the upper end of the wall portion and the second base film 14. Subsequently, by curing the mixture of the coating solution containing the oxygen-impermeable material and the quantum dot-containing polymerizable composition, a mixed layer 28 containing the oxygen-impermeable material in addition to the quantum dots can be formed between the upper end of the wall and the second substrate film 14. At this time, by adjusting the coating thickness of the coating solution containing the oxygen-impermeable material applied to the second substrate film 14, it is possible to set whether only the mixed layer 28 is formed or both the mixed layer 28 and the impermeable layer 30 are formed. Specifically, by increasing the coating thickness of the coating solution containing the oxygen-impermeable material, the impermeable layer 30 can be formed in addition to the mixed layer 28, and the thicker the coating thickness of this coating solution, the thicker the impermeable layer 30 becomes. This point will be described in detail later.

[0185] The wavelength conversion member 10 (10A, 10B) may have a configuration in which a wavelength conversion layer 16 having such a resin layer 18 and quantum dot-containing portion is sandwiched between a first base film 12 and a second base film 14. Furthermore, in addition to the resin layer 18 and quantum dot-containing portion, the wavelength conversion member 10 may also have a mixed layer 28 and / or an opaque layer 30. Preferably, both the first base film 12 and the second base film 14 are films that are impermeable to oxygen. In one embodiment of the wavelength conversion member 10, the first base film 12 has a configuration in which a barrier layer 12b is laminated on a support film 12a, and the barrier layer 12b is laminated on the wavelength conversion layer 16 with the barrier layer 12b facing the wavelength conversion layer 16. Similarly, the second base film 14 also has a configuration in which a barrier layer 14b is laminated on a support film 14a, and the barrier layer 14b is laminated on the wavelength conversion layer 16 with the barrier layer 14b facing the wavelength conversion layer 16.

[0186] The barrier layer 12b of the first substrate film 12 can be any known barrier layer, as long as it is oxygen-impermeable. Similarly, the barrier layer 14b of the second substrate film 14 can also be any known barrier layer, as long as it is oxygen-impermeable. Since the first substrate film 12 and the second substrate film 14 can have the same configuration except for the difference in lamination position, the first substrate film 12 will be used as a representative example in the following description unless it is necessary to distinguish between the two.

[0187] Various known barrier layers can be used as the barrier layer 12b of the first substrate film 12. It is preferable to have at least one inorganic layer, and more preferable to have an organic-inorganic laminated type barrier layer having one or more combinations of an inorganic layer and an organic layer that serves as the base layer for the inorganic layer.

[0188] In the illustrated example of the wavelength conversion member 10, the barrier layer 12b of the first base film (and the barrier layer 14b of the second base film 14) has a structure in which three layers are laminated, as shown in the partially enlarged view A of Figure 3: an underlying organic layer 34 formed on the surface of the support film 12a (support film 14a), an inorganic layer 36 formed on the underlying organic layer 34, and a protective organic layer 38 formed on the inorganic layer 36.

[0189] The surface of the support film 12a, i.e., the underlying organic layer 34 beneath the inorganic layer 36, is an undercoat layer for the proper formation of the inorganic layer 36. In an organic-inorganic laminated barrier layer, the inorganic layer 36 is the part that primarily exhibits barrier properties. Therefore, by forming the underlying organic layer 34 and then forming the inorganic layer 36 on top of it, the formation surface of the inorganic layer 36 can be made appropriate, resulting in an inorganic layer 36 with suppressed defect formation and high barrier properties. In the illustrated example, the barrier layer 12b has only one combination of the underlying organic layer 34 and the inorganic layer 36. However, this is merely an example, and the barrier layer may have multiple combinations of the underlying organic layer 34 and the inorganic layer 36. The more combinations of the underlying organic layer 34 and the inorganic layer 36 there are, the higher the barrier properties that can be obtained.

[0190] The protective organic layer 38 formed on the surface of the inorganic layer 36 is primarily a protective layer (overcoat layer) that protects the inorganic layer 36, which exhibits barrier properties. By having this protective organic layer 38, cracking and chipping of the inorganic layer 36 can be prevented, and a decrease in the barrier properties of the barrier layer 12b caused by damage to the inorganic layer 36 can be prevented.

[0191] In the wavelength conversion member 10 shown in Figures 1 to 3, the quantum dot-containing portion (recess 18a) is cylindrical and circular in plan view. However, there are no particular restrictions on the shape of the quantum dot-containing portion. For example, as shown in Figure 8, the quantum dot-containing portion may be a polygonal prism or a regular polygonal prism, such as a square in plan view, or a hexagon (honeycomb structure) in plan view, as shown in Figure 9. In the above example, the base of the cylinder or polygonal prism is arranged parallel to the base film surface. However, the base does not necessarily have to be arranged parallel to the base film surface. Also, the shape of each quantum dot-containing portion may be irregular.

[0192] If the boundary between the matrix 26 of the quantum dot-containing portion and the resin layer 18 is not clear, as shown in Figure 10, the line connecting the points outside the quantum dot 24e located in the outermost region where quantum dots 24 are arranged in close proximity (the side where no quantum dots 24 are arranged) is considered as the contour m of the quantum dot-containing portion (the boundary between the quantum dot-containing portion and the resin layer 18). By irradiating the wavelength conversion layer with excitation light to cause the quantum dots to emit light and observing them with, for example, a confocal laser microscope, the position of the quantum dots can be identified, thereby identifying the contour m of the quantum dot-containing portion. In the present invention and this specification, meandering edges of cylinders and polygonal prisms, as shown in the contour in Figure 10, are also acceptable. Furthermore, in the above embodiment, the quantum dot-containing portions are arranged in a periodic pattern. However, if the multiple quantum dot-containing portions are arranged discretely, they may be aperiodic as long as the desired performance is not impaired. It is preferable that the quantum dot-containing portions 20 are uniformly distributed over the entire wavelength conversion layer 16 in order to achieve a uniform in-plane distribution of brightness.

[0193] To achieve sufficient fluorescence, it is preferable that the area occupied by the quantum dot-containing region is large. The quantum dots 24 in the quantum dot-containing region may be of one type or multiple types. Furthermore, even if the quantum dots 24 in one quantum dot-containing region are of one type, among multiple quantum dot-containing regions, the region containing the first quantum dot and the region containing a second quantum dot different from the first quantum dot may be arranged periodically or aperiodically. There may be three or more types of quantum dots. Details regarding quantum dots are as described above.

[0194] As mentioned earlier, there are no particular restrictions on the shape or arrangement pattern of the quantum dot-containing portion of the wavelength conversion layer. In all cases, because the quantum dots are discretely arranged on the film surface, the quantum dots in the quantum dot-containing portion at the cut edges may degrade. However, since the quantum dots in portions other than the cut edges are surrounded and sealed by resin in the direction along the film surface, degradation of performance due to oxygen intrusion from the direction along the film surface can be suppressed.

[0195] The following describes each component of the wavelength conversion layer.

[0196] As previously described, the wavelength conversion member 10 shown in Figures 1 to 3 has a configuration in which a wavelength conversion layer 16 is laminated on one film surface of a first base film 12, and a second base film 14 is further laminated on top of the wavelength conversion layer 16, so that the wavelength conversion layer 16 is sandwiched between the two base films.

[0197] <Resin layer> The resin layer 18 can be formed, for example, by preparing a resin layer-forming composition containing a polymerizable compound similar to the polymerizable compound that forms the matrix 26, applying it, and curing it. The resin layer 18 is preferably impermeable to oxygen. The resin layer 18 has an oxygen permeability of 10 cc / (m³) at the shortest distance between adjacent quantum dot-containing portions separated by a wall forming a recess 18a. 2 It is preferable that the following conditions are met: The oxygen permeability at the shortest distance between adjacent quantum dot-containing portions of the resin layer 18 is 10 cc / (m²). 2 It is preferable that it is less than or equal to 1 cc / (m³) days·atm. 2 It is more preferable that it is less than or equal to 1 × 10⁻¹⁰ days·atm. -1 cc / (m 2 It is even more preferable that the day(atm) be less than or equal to the following:

[0198] The desired shortest distance between quantum dot-containing portions, i.e., the distance t between desirable quantum dot-containing portions (recesses 18a), varies depending on the composition of the resin layer 18. Note that the shortest distance between adjacent quantum dot-containing portions of the resin layer 18 refers to the shortest distance within the film surface between adjacent quantum dot-containing portions when observed from the main surface of the wavelength conversion member.

[0199] The elastic modulus of the resin layer 18 is preferably 0.5 to 10 GPa, more preferably 1 to 7 GPa, and even more preferably 3 to 6 GPa. Setting the elastic modulus of the resin layer within the above range is preferable in order to maintain a desirable oxygen permeability while preventing defects during the formation of the resin layer. The elastic modulus of the resin layer is measured by a method exemplified in JIS (Japanese Industrial Standards) K 7161, etc.

[0200] For compositions for forming resin layers, see, for example, paragraphs 0174-0179 of WO2018 / 186300.

[0201] The resin layer-forming composition may contain compounds having two or more photopolymerizable crosslinking groups. Examples of polymerizable compounds having two or more photopolymerizable crosslinking groups include (meth)acrylates, (meth)allyl compounds, allyl ether compounds, vinyl compounds, and vinyl ether compounds. Since polymerizable compounds such as (meth)allyl compounds, allyl ether compounds, vinyl compounds, and vinyl ether compounds tend to have poor homopolymerizability compared to (meth)acrylates, it is preferable to form a resin layer containing a thiol-ene resin in the resin layer-forming composition using these polymerizable compounds.

[0202] Specific examples of polymerizable compounds that may be included in the resin layer forming composition include the various polymerizable compounds described in paragraph 0174 of WO2018 / 186300, and the polymerizable composition described above. In addition to (meth)acrylates, other examples include diallylamine, diallyl ether, diallyl sulfide, diallyl fumarate, diallyl isophthalate, diallylpropyl isocyanurate, 1,5-hexadiene-3,4-diol, diethylene glycol divinyl ether, triallylamine, triallyl citrate, triallyl cyanurate, triallyl isocyanurate, triallyl 1,3,5-benzenetricarboxylate, 2,4,6-tris(allyloxy)1,3,5-triazine, 2,4,6-trimethyl-2,4,6-trivinylcyclotrisiloxane, pentaerythritol tetraallyl ether, and N,N,N',N',N'',N''-hexaaryl-1,3,5-triazine-2,4,6-triamine. For polyfunctional thiols, refer to the previous description regarding the polymerizable compositions mentioned above. Since thiol-ene resins are generally more flexible than (meth)acrylate crosslinked resins, it is preferable to use components with a rigid ring structure, such as isocyanurate and triazine, as components for obtaining thiol-ene resins in order to improve the elastic modulus and / or oxygen impermeability.

[0203] <Base film> As described above, the first base film 12 (and the second base film 14) can have a configuration in which a barrier layer 12b is laminated on a support film 12a. Furthermore, the barrier layer 12b (and the barrier layer 14b) can have an underlying organic layer 34, an inorganic layer 36, and a protective organic layer 38. Such a first base film 12 is laminated on the wavelength conversion layer 16 with the barrier layer 12b facing the wavelength conversion layer 16. In this configuration, the strength of the wavelength conversion member 10 can be improved by the support film 12a, and film formation can be easily carried out. However, in the present invention and this specification, the first base film (and the second base film) is not limited to a configuration having such a support film 12a and barrier layer 12b, and various film-like materials (sheet-like materials) can be used as long as the necessary impermeability to oxygen can be ensured. For example, the first base film may be composed only of a support film that has sufficient barrier properties. Furthermore, a first substrate film in which only one inorganic layer is formed on the surface of the support film can also be used.

[0204] The first substrate film 12 preferably has a total light transmittance of 80% or more in the visible light region, and more preferably 85% or more. The visible light region is the wavelength region of 380 to 780 nm, and the total light transmittance represents the arithmetic mean of the light transmittance across the visible light region.

[0205] The first base film 12 has an oxygen permeability of 1 cc / (m²). 2 Preferably, the oxygen permeability of the first substrate film 12 is less than or equal to 0.1 cc / (m²). 2 (day·atm) or less, more preferably 0.01 cc / (m 2 It is less than or equal to (day·atm), and more preferably 0.001 cc / (m³). 2 (•day•atm) is less than or equal to the following:

[0206] Preferably, the first base film 12 has gas barrier properties that block oxygen, as well as water vapor barrier properties that block moisture (water vapor). The moisture permeability (water vapor transmission rate) of the first base film 12 is 0.10 g / (m²).2 (day·atm) or less is preferable, and 0.01 g / (m 2 The following are preferable: ·day·atm)

[0207] <Support film> As the support film 12a (and support film 14a), a flexible, strip-shaped support film that is transparent to visible light is preferred. Here, transparent to visible light means that the light transmittance in the visible light region is 80% or more, preferably 85% or more. The light transmittance used as a measure of transparency can be calculated by measuring the total light transmittance and scattered light amount using the method described in JIS K 7105, i.e., an integrating sphere type light transmittance measuring device, and subtracting the diffuse transmittance from the total light transmittance. For flexible support films, refer to paragraphs 0046 to 0052 of Japanese Patent Publication No. 2007-290369 and paragraphs 0040 to 0055 of Japanese Patent Publication No. 2005-096108.

[0208] Specific examples of the support film 12a include polyethylene terephthalate (PET) film, film made of a polymer having a cyclic olefin structure, polystyrene film, and the like.

[0209] The thickness of the support film 12a is preferably 10 to 500 μm, more preferably 20 to 400 μm, and even more preferably 30 to 300 μm, from the viewpoint of improving the impact resistance of the wavelength conversion member. In configurations that increase the retroreflection of light, such as when the concentration of quantum dots contained in the wavelength conversion layer 16 is reduced, and when the thickness of the wavelength conversion layer 16 is reduced, it is more preferable that the absorption rate of light at a wavelength of 450 nm is lower. From this point of view, the thickness of the support film 12a is preferably 40 μm or less, and even more preferably 25 μm or less.

[0210] <Barrier layer> The first base film 12 (and the second base film 14) has a barrier layer 12b on one surface of the support film 12a. As previously described, various known barrier layers can be used as the barrier layer 12b. It is preferable to have at least one inorganic layer, and more preferable is an organic-inorganic laminated type barrier layer having one or more combinations of an inorganic layer and an organic layer that serves as a base for the inorganic layer. In the illustrated example of the wavelength conversion member 10, the barrier layer 12b of the first base film has a structure in which three layers are laminated: a base organic layer 34 formed on the surface of the support film 12a, an inorganic layer 36 formed on the base organic layer 34, and a protective organic layer 38 formed on the inorganic layer 36, as shown in the partially enlarged view A of Figure 3. In the following description, when it is not necessary to distinguish between the base organic layer 34 and the protective organic layer 38, both will be collectively referred to as the "organic layer".

[0211] In the present invention and this specification, "inorganic layer" refers to a layer whose main component is an inorganic substance. The main component refers to the component that accounts for the largest amount by mass among the components constituting the layer. This also applies to the organic layer described below. The inorganic layer may be a layer in which the inorganic substance content is 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, 95% by mass or more, or 99% by mass or more. Alternatively, it may be a layer composed solely of inorganic substances. Here, a layer composed solely of inorganic substances refers to a layer that contains only inorganic substances, excluding impurities that are inevitably introduced during the manufacturing process. In an inorganic layer, only one type of inorganic substance may be included, or two or more types may be included.

[0212] The inorganic layer 36 is preferably a layer having gas barrier properties that block oxygen. Specifically, the oxygen permeability of the inorganic layer is 1 cc / (m³). 2 It is preferable that the temperature is less than or equal to (day·atm). It is also preferable that the inorganic layer has water vapor barrier properties that block water vapor.

[0213] The thickness of the inorganic layer 36 is preferably 1 to 500 nm, more preferably 5 to 300 nm, and even more preferably 10 to 150 nm. By having the inorganic layer 36 within the above range, good barrier properties can be achieved while suppressing reflection in the inorganic layer 36, thereby providing a laminated film with higher light transmittance.

[0214] In the present invention and this specification, "organic layer" refers to a layer mainly composed of organic substances. The organic layer may be a layer in which the content of organic substances is 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, 95% by mass or more, or 99% by mass or more. Alternatively, it may be a layer composed solely of organic substances. Here, a layer composed solely of organic substances means a layer that contains only organic substances, excluding impurities that are inevitably introduced during the manufacturing process. In the organic layer, only one type of organic substance may be contained, or two or more types may be contained.

[0215] For details regarding the organic layers (underlying organic layer 34 and protective organic layer 38), please refer to paragraphs 0020 to 0042 of Japanese Patent Publication No. 2007-290369 and paragraphs 0074 to 0105 of Japanese Patent Publication No. 2005-096108. In one embodiment, the organic layer preferably contains a cardopolymer. This is because it strengthens the adhesion between the organic layer and adjacent layers, particularly with the inorganic layer, thereby achieving even better gas barrier properties. For details regarding the cardopolymer, please refer to paragraphs 0085 to 0095 of Japanese Patent Publication No. 2005-096108.

[0216] The thickness of the organic layer is preferably 0.05 to 10 μm, and more preferably 0.5 to 10 μm. When the organic layer is formed by a wet coating method, the thickness of the organic layer is preferably 0.5 to 10 μm, and more preferably 1 to 5 μm. On the other hand, when it is formed by a dry coating method, the thickness of the organic layer is preferably 0.05 to 5 μm, and more preferably 0.05 to 1 μm. By having the thickness of the organic layer formed by the wet coating method or the dry coating method within the above range, the adhesion to the inorganic layer can be made stronger.

[0217] For further details on the inorganic layer, see paragraphs 0193-0196 of WO2018 / 186300. For further details on the inorganic and organic layers, see Japanese Patent Publication No. 2007-290369, Japanese Patent Publication No. 2005-096108, and US2012 / 0113672A1.

[0218] In a wavelength conversion member, the organic layer may be laminated between the support film and the inorganic layer as a base layer for the inorganic layer, or it may be laminated between the inorganic layer and the wavelength conversion layer as a protective layer for the inorganic layer. Furthermore, if there are two or more inorganic layers, the organic layer may be laminated between the inorganic layers.

[0219] The first base film 12 (and the second base film 14) may have a texture-imparting layer on the surface opposite to the surface facing the wavelength conversion layer 16, which imparts a textured structure. Having a texture-imparting layer on the first base film 12 is preferable because it can improve the blocking and / or slipperiness of the base film. The texture-imparting layer is preferably a layer containing particles. Examples of particles include inorganic particles such as silica, alumina, and metal oxides, or organic particles such as crosslinked polymer particles. Furthermore, the texture-imparting layer is preferably provided on the surface of the base film opposite to the wavelength conversion layer, but may be provided on both sides.

[0220] The wavelength conversion member 10 may have a light scattering function to efficiently extract the fluorescence of the quantum dots to the outside. The light scattering function may be provided inside the wavelength conversion layer 16, or a separate layer having a light scattering function may be provided as a light scattering layer. The light scattering layer may be provided on the side of the first substrate film 12 and / or the second substrate film 14 that is on the side of the wavelength conversion layer 16, or on the side of the first substrate film 12 and / or the second substrate film 14 that is on the side opposite to the wavelength conversion layer 16. If the above-mentioned surface-forming layer is provided, it is preferable that the surface-forming layer be a layer that can also serve as a light scattering layer.

[0221] <Mixed layer, impermeable layer> As described above, the mixed layer 28 contains the quantum dots 24 contained in the quantum dot-containing portion 20. The impermeable layer 30 can be a layer made of an oxygen-impermeable material that does not contain the quantum dots 24. Various materials that can be used as the forming material for the resin layer 18 can be used as the oxygen-impermeable material. In particular, it is preferable that the mixed layer 28 and the impermeable layer 30 contain the same polymerizable compound as the polymerizable compound used to form the resin layer 18 as the oxygen-impermeable material.

[0222] <Manufacturing method for wavelength conversion components> Next, an example of the manufacturing process for wavelength conversion components will be explained with reference to the conceptual diagrams in Figures 11 and 12.

[0223] First, a resin layer-forming composition L1 for forming the resin layer 18 is prepared by adding a polymerizable compound to various components such as polymerization initiators, inorganic particles, and light-scattering particles as needed. Furthermore, the above-mentioned quantum dot-containing polymerizable composition L2 is prepared. Furthermore, a mold M having an uneven pattern corresponding to the recesses 18a and walls of the resin layer 18, as well as a first base film 12 and a second base film 14 are prepared for forming the resin layer 18.

[0224] After preparing these, first, as shown in the first and second stages of Figure 11, the prepared mold M is filled with the prepared resin layer forming composition L1, and then, as shown in the third stage of Figure 11, the first base film 12 is laminated onto the mold M so as to cover the entire surface of the resin layer forming composition L1. Next, the resin layer-forming composition L1 is cured, for example, by ultraviolet irradiation, to form a resin layer 18, and the mold M is removed from the resin layer 18 as shown in the fourth step of Figure 11. This forms a laminate on one surface of the first base film 12, in which the resin layer 18 is laminated with the bottom of the recess 18a facing the first base film 12.

[0225] Once the laminate of the first base film 12 and the resin layer 18 is formed, the quantum dot-containing polymerizable composition L2 is filled into the recess 18a, as shown in the first step of Figure 12. At this time, the surface tension and viscosity of the quantum dot-containing polymerizable composition L2 are used to fill the recess 18a with the quantum dot-containing polymerizable composition L2 so that it rises above the upper edge of the wall portion of the resin layer 18. Next, as shown in the second row of Figure 12, the second base film 14 is laminated so as to cover and seal the entire surface of the quantum dot-containing polymerizable composition L2. By adjusting the pressing force of the second base film 14 at this time, the gap between the upper end of the wall portion of the resin layer 18 and the second base film 14 can be adjusted. For example, when the lamination of the second base film 14 is performed with a laminator, the gap between the upper end of the wall portion of the resin layer 18 and the second base film 14 can be adjusted by adjusting the pressure of the laminator. Subsequently, for example, the quantum dot-containing polymerizable composition L2 is cured by light irradiation to form a quantum dot-containing portion, and as shown in the third row of Figure 12, a wavelength conversion member 10 is fabricated by sandwiching a wavelength conversion layer 16 having the quantum dot-containing portion and a resin layer 18 between a first base film 12 and a second base film 14.

[0226] When forming a mixed layer 28 or an impermeable layer 30, as shown in the wavelength conversion member 10A in Figure 6 and the wavelength conversion member 10B in Figure 7, a coating solution L3 containing an oxygen-impermeable material is applied to one surface of the second base film 14, as conceptually shown in Figure 13, prior to lamination of the second base film 14, as shown in the second stage of Figure 12. Subsequently, the coated surface of the coating liquid L3 is directed toward the quantum dot-containing polymerizable composition L2, and the second substrate film 14 is laminated so as to cover and seal the entire surface of the quantum dot-containing polymerizable composition L2, as shown in the second step of Figure 12. This mixes the quantum dot-containing polymerizable composition L2 with the coating liquid L3 containing the oxygen-impermeable material. Subsequently, by curing the coating solution L3 containing the quantum dot-containing polymerizable composition L2 and the oxygen-impermeable material, a wavelength conversion member having a mixed layer 28 or further an impermeable layer 30 together with the quantum dot-containing portion can be manufactured. In this case, as described above, by adjusting the coating thickness of the coating solution L3 containing the oxygen-impermeable material onto the second base film 14, it is possible to set whether only the mixed layer 28 is formed or both the mixed layer 28 and the impermeable layer 30 are formed. Specifically, if the coating thickness of the coating solution L3 containing the oxygen-impermeable material onto the second base film 14 is thin, only the mixed layer 28 can be formed. By increasing the coating thickness of the coating solution L3 containing the oxygen-impermeable material onto the second base film 14, both the mixed layer 28 and the impermeable layer 30 can be formed. Furthermore, the thicker the coating thickness of the coating solution L3, the thicker the impermeable layer 30 becomes.

[0227] In the wavelength conversion layer, the method for forming the recesses 18a of the resin layer 18 is not limited to the method shown in Figure 11, and various known methods for forming sheet-like materials with irregularities can be used. For example, examples include a method in which a resin layer forming composition L1 is first applied to a first base film 12, a mold M is pressed onto the resin layer forming composition L1, and then the resin layer forming composition L1 is cured; a method in which the first base film 12 and the mold M are laminated, the resin layer forming composition L1 is filled between the first base film 12 and the mold M, and then the resin layer forming composition L1 is cured. In addition to these methods, methods such as forming a planar resin layer and then etching to form a resin layer 18 having recesses 18a, and using printing methods such as inkjet and dispenser methods to form a resin layer 18 having recesses 18a can also be used.

[0228] [Backlight Unit] According to one aspect of the present invention, a backlight unit including the above-mentioned wavelength conversion member and a light source can be provided.

[0229] An example of a backlight unit will be described below with reference to the drawings. Figure 14 is a schematic diagram showing the general configuration of the backlight unit.

[0230] As shown in Figure 14, the backlight unit 50 emits primary light (blue light L B The device comprises a planar light source 52C consisting of a light source 52A that emits light and a light guide plate 52B that guides and emits the primary light emitted from the light source 52A; a wavelength conversion member 54 disposed on the planar light source 52C; a reflector 56A and a retroreflective member 56B disposed opposite the wavelength conversion member 54 with the planar light source 52C in between. In Figure 14, the reflector 56A, light guide plate 52B, wavelength conversion member 54 and retroreflective member 56B are shown spaced apart, but in reality, they may be formed in close contact with each other.

[0231] The wavelength conversion member 54 receives primary light L emitted from the planar light source 52C. B At least a portion of this is used as excitation light, and fluorescence is emitted, and secondary light (green light L) consisting of this fluorescence is emitted.G ,red light L R ) and the primary light L that has passed through the wavelength conversion member 54 B It emits blue light L. For example, the wavelength conversion member 54 emits blue light L. B Green light L G Quantum dots that emit light and red light L R The wavelength conversion member 10 is composed of a wavelength conversion layer 16 containing light-emitting quantum dots sandwiched between a first substrate film 12 and a second substrate film 14.

[0232] In Figure 14, L emitted from the wavelength conversion member 54 B , L G and L R The light is incident on the retroreflective member 56B, and each incident light is repeatedly reflected between the retroreflective member 56B and the reflector 56A, allowing it to pass through the wavelength conversion member 54 many times. As a result, the wavelength conversion member 54 receives a sufficient amount of excitation light (blue light L B ) is absorbed by the quantum dots 24 in the wavelength conversion layer 16, and a sufficient amount of fluorescence (L G , L R ) emits light, and white light L is emitted from the retroreflective member 56B. W It is materialized and launched.

[0233] From the viewpoint of achieving high brightness and high color reproduction, it is preferable to use a multi-wavelength light source as the backlight unit 50. For example, it is preferable to emit blue light having a emission center wavelength in the 430-480 nm wavelength band and an emission intensity peak with a full width at half maximum of 100 nm or less, green light having a emission center wavelength in the 500-600 nm wavelength band and an emission intensity peak with a full width at half maximum of 100 nm or less, and red light having a emission center wavelength in the 600-680 nm wavelength band and an emission intensity peak with an emission intensity peak with a full width at half maximum of 100 nm or less.

[0234] From the viewpoint of further improving brightness and color reproduction, it is more preferable that the wavelength range of the blue light emitted by the backlight unit 50 is 440 to 460 nm. From a similar viewpoint, the wavelength range of the green light emitted by the backlight unit 50 is preferably 520 to 560 nm, and more preferably 520 to 545 nm. Furthermore, from a similar viewpoint, it is more preferable that the wavelength range of the red light emitted by the backlight unit 50 is 610 to 640 nm. From a similar viewpoint, the full width at half maximum (FWHM) of the emission intensities of the blue, green, and red light emitted by the backlight unit 50 is preferably 80 nm or less, more preferably 50 nm or less, even more preferably 40 nm or less, and particularly preferably 30 nm or less. Among these, the FWHM of the emission intensities of the blue light is particularly preferably 25 nm or less.

[0235] The light source 52A can be, for example, a blue light-emitting diode that emits blue light having a emission center wavelength in the wavelength band of 430 to 480 nm. Alternatively, an ultraviolet light-emitting diode that emits ultraviolet light may be used. In addition to light-emitting diodes, laser light sources and the like can be used as the light source 52A. If a light source that emits ultraviolet light is provided, the wavelength conversion layer 16 of the wavelength conversion member 54 may include quantum dots that emit blue light, quantum dots that emit green light, and quantum dots that emit red light when irradiated with ultraviolet light.

[0236] The planar light source 52C may be a planar light source consisting of a light source 52A and a light guide plate 52B that guides and emits the primary light emitted from the light source 52A, as shown in Figure 14, or it may be a planar light source in which the light source 52A is arranged in a plane parallel to the wavelength conversion member 54 and a diffuser plate is provided instead of the light guide plate 52B. The former planar light source is generally called an edge-lit type, and the latter planar light source is generally called a direct-lit type. In the above explanation, the case in which a planar light source is used as the light source has been described as an example. However, light sources other than planar light sources can also be used as the light source.

[0237] <Backlight Unit Configuration> Figure 14 illustrates an edge-lit backlight unit configuration, which includes a light guide plate and a reflector plate as its components. However, the backlight unit configuration may also be a direct-lit type. A known type of light guide plate can be used.

[0238] Furthermore, there are no particular restrictions on the reflector 56A, and known reflectors can be used; refer to Japanese Patent No. 3416302, Japanese Patent No. 3363565, Japanese Patent No. 4091978, Japanese Patent No. 3448626, etc.

[0239] The retroreflective member 56B may consist of known diffusers and diffusers, prism sheets (for example, the BEF series manufactured by Sumitomo 3M), and light guides. For the configuration of the retroreflective member 56B, refer to Japanese Patent No. 3416302, No. 3363565, No. 4091978, No. 3448626, etc.

[0240] [Liquid crystal display device] According to one aspect of the present invention, a liquid crystal display device can be provided that includes the above-mentioned backlight unit and liquid crystal cells.

[0241] The following describes an example of a liquid crystal display device with reference to the drawings. Figure 15 is a schematic diagram showing the general configuration of a liquid crystal display device.

[0242] As shown in Figure 15, the liquid crystal display device 60 comprises a backlight unit 50 and a liquid crystal cell unit 62 positioned opposite the retroreflective member side of the backlight unit.

[0243] As shown in Figure 15, the liquid crystal cell unit 62 has a configuration in which a liquid crystal cell 64 is sandwiched between polarizing plates 68 and 70, and the polarizing plates 68 and 70 have their two main surfaces of the polarizers 72 and 74 protected by polarizing plate protective films 76 and 78, and 82 and 84, respectively.

[0244] The liquid crystal cells 64, polarizing plates 68 and 70 and their components that make up the liquid crystal display device 60 are not particularly limited, and those manufactured by known methods and commercially available products can be used. It is also possible to provide known intermediate layers, such as adhesive layers, between each layer.

[0245] There are no particular restrictions on the driving mode of the liquid crystal cell 64, and various modes such as twisted nematic (TN), super twisted nematic (STN), vertical alignment (VA), in-plane switching (IPS), and optically compensated bend cell (OCB) can be used. The liquid crystal cell is preferably in VA mode, OCB mode, IPS mode, or TN mode. However, it is not limited to these. As an example of the configuration of a liquid crystal display device in VA mode, the configuration shown in Figure 2 of Japanese Patent Application Publication No. 2008-262161 can be cited. However, there are no particular restrictions on the specific configuration of the liquid crystal display device, and known configurations can be adopted.

[0246] The liquid crystal display device 60 may further have additional functional layers such as optical compensation members and adhesive layers, as needed. In addition, the liquid crystal display device 60 may have surface layers such as a forward scattering layer, primer layer, antistatic layer, undercoat layer, etc., along with (or in place of) a color filter substrate, thin transistor substrate, lens film, diffusion sheet, hard coat layer, anti-reflective layer, low-reflection layer, anti-glare layer, etc.

[0247] The polarizing plate 68 on the backlight unit 50 side may have a phase difference film as the polarizing plate protective film 78 on the liquid crystal cell 64 side. As such a phase difference film, known cellulose acylate films and the like can be used. [Examples]

[0248] The present invention will be described in more detail below based on examples. The materials, amounts used, proportions, processing content, and processing procedures shown in the following examples can be modified as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be interpreted as being limited by the specific examples shown below. Unless otherwise specified, "%" below refers to mass percent. "Room temperature" below refers to 25°C.

[0249] In the following, "PGME" is an abbreviation for "Propylene Glycol Monomethyl Ether," which is more specifically 1-methoxy-2-propanol.

[0250] [Example 1] <Synthesis of compound (P-1)> [ka]

[0251] Compound (P-1) was synthesized according to the synthesis method described in paragraphs 0266 to 0348 of Japanese Patent Publication No. 2007-277514 (paragraphs 0289 to 0429 in the corresponding U.S. Patent Application Publication No. 2010 / 233595). Specifically, the method is as follows: 25.29 g of dipentaerythritol hexakis (3-mercaptopropionate) [(Z-1); manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] and 14.71 g of itaconic acid (A-1) were dissolved in 93.33 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:3.5 in molar ratio. To this, 65 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 65 mg of V-601 was added and the mixture was reacted under a nitrogen stream at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-1), in which compound (A-1) was added to some of the sulfur atoms of compound (Z-1), was obtained.

[0252] [ka]

[0253] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 8.69 g of a 30% by mass solution of the above mercaptan compound (S-1), 27.39 g of methoxytripropylene glycol acrylate (M-1), and 73 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, Fujifilm Wako Pure Chemical Industries] dissolved in 27.35 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 73 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, compound (P-1) (weight-average molecular weight: see Table 1, acid value: 28 mg KOH / g) was obtained by distillation off 1-methoxy-2-propanol using an evaporator. In the structure of compound (P-1) described above, n is the number of repeating units, a value that can be calculated from the weight-average molecular weight and structure. This also applies to n described later. In the structures shown later, if two n are present, n may be the same or different. In compound (P-1), the percentage of the branched substructure mentioned above is 90% by mass.

[0254] <Evaluation of solubility> The following components were added to a tank and mixed to prepare liquid mixture A. Tricyclodecanedimethanol diacrylate (product name A-DCP (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.)): 45 parts by mass Isobornyl acrylate (product name IBXA (manufactured by Osaka Organic Chemical Industry Co., Ltd.)): 30 parts by mass Trimethylolpropanetris(3-mercaptopropionate) (product name TMMP (manufactured by SC Organic Chemicals Co., Ltd.)): 20 parts by mass β-carboxyethyl acrylate (product name β-CEA (manufactured by Daicel Ornex)): 5 parts by mass

[0255] While stirring the liquid mixture A (at a temperature of 25°C) prepared above, a predetermined amount of compound (P-1) was added. If complete dissolution was confirmed visually, the process of adding the same compound was repeated. The concentration of the compound at the maximum amount added in which no undissolved residue was observed visually was calculated, and the solubility was evaluated based on the calculated concentration according to the following evaluation criteria. (Evaluation Criteria) A: Dissolve 20% or more of the above liquid mixture A, with 100% by mass. B: Dissolve 5% or more and less than 20% by mass of the above liquid mixture A, with A being 100% by mass. C: With the above liquid mixture A as 100% by mass, less than 5% by mass is soluble or insoluble.

[0256] <Evaluation of variance level 1> The following components were added to a tank and mixed to prepare liquid mixture B containing inorganic particles. Compound (P-1): 0.1 parts by mass or 1 part by mass Inorganic particles (alumina particles, product name Sumicorundum AA-1.5 (manufactured by Sumitomo Chemical Co., Ltd.), average particle size: 1.50 μm): 7.5 parts by mass Liquid mixture A: 92.5 parts by mass

[0257] The sedimentation velocity of inorganic particles in the liquid mixture B prepared above was measured by the following method.

[0258] (Method for measuring sedimentation velocity) Liquid mixture B (30g) was placed in a 30mL vial and stirred, then the vial was left to stand on a horizontal surface. At that point, it was visually confirmed that the inorganic particles (alumina particles) were uniformly dispersed throughout the liquid. After standing for 24 hours, it was visually confirmed that the inorganic particles (alumina particles) had settled and that there was a supernatant portion where the inorganic particles were absent. The thickness of the supernatant portion after 24 hours was measured with a ruler and this was defined as the settling velocity of the inorganic particles (unit: mm / day).

[0259] Dispersibility was evaluated according to the following criteria. For dispersibility, a sedimentation velocity of inorganic particles of less than 5 mm / day was considered OK, and 5 mm / day or more was considered NG. Liquid mixture B, prepared using the above method except that compound (P-1) was not added, received a rating of C.

[0260] (Evaluation Criteria) A: Dispersibility is OK whether the amount of compound (P-1) is 0.1 parts by mass or 1 part by mass. B: Dispersibility is NG if the amount of compound (P-1) is either 0.1 parts by mass or 1 part by mass. C: Dispersibility is not good at both 0.1 parts by mass and 1 part by mass of compound (P-1).

[0261] <Evaluation of variance 2> A liquid mixture C containing quantum dots was prepared by adding the following components to a tank and mixing them. In preparing liquid mixture C, a toluene dispersion of quantum dot 1 (emission maximum: 520 nm) and a toluene dispersion of quantum dot 2 (emission maximum: 630 nm) were mixed in an amount that resulted in a total quantum dot content of 2.0% in the mixture. Quantum dots 1 and 2 are semiconductor nanoparticles having a core-shell structure (core: InP / shell: ZnS), as described below. Quantum dot 1: INP530-10 manufactured by NN-labs (average particle size: 5-7 nm) Quantum dot 2: INP620-10 manufactured by NN-labs (average particle size: 7.5~9.5nm)

[0262] Liquid mixture C Quantum dot toluene dispersion: 2.0 parts by mass as quantum dots Tricyclodecanedimethanol diacrylate (product name A-DCP (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.)): 35.9 parts by mass Isobornyl acrylate (product name IBXA (manufactured by Osaka Organic Chemical Industry Co., Ltd.)): 31.3 parts by mass Trimethylolpropanetris(3-mercaptopropionate) (product name TMMP (manufactured by SC Organic Chemicals Co., Ltd.)): 18.5 parts by mass β-carboxyethyl acrylate (product name β-CEA (manufactured by Daicel Ornex)) β-CEA: 4.63 parts by mass Pyrogallol (product name Pyrogallol (manufactured by TCI)): 0.01 parts by mass Photopolymerization initiator (product name Irgacure TPO (manufactured by BASF)): 0.16 parts by mass

[0263] The following components were added to a tank and mixed to prepare a liquid mixture D containing inorganic particles. Compound (P-1): 0.1 parts by mass or 1 part by mass Inorganic particles (alumina particles, product name Sumicorundum AA-1.5 (manufactured by Sumitomo Chemical Co., Ltd.), average particle size: 1.50 μm): 7.5 parts by mass Above liquid mixture C: 92.5 parts by mass

[0264] The sedimentation velocity of inorganic particles in the liquid mixture D prepared above was measured by the following method.

[0265] (Method for measuring sedimentation velocity) Liquid mixture D (30g) was placed in a 30mL vial and stirred, then the vial was left to stand on a horizontal surface. At that point, it was visually confirmed that the inorganic particles (alumina particles) were uniformly dispersed throughout the liquid. After standing for 24 hours, it was visually confirmed that the inorganic particles (alumina particles) had settled and that there was a supernatant portion where the inorganic particles (alumina particles) were not present. The thickness of the supernatant portion after 24 hours was measured with a ruler and this was defined as the settling rate of the inorganic particles (unit: mm / day). Note that the difference between alumina particles and quantum dots can be distinguished by the color of the particles (alumina particles: white, quantum dots: brown).

[0266] Dispersibility was evaluated according to the following criteria. For dispersibility, a sedimentation velocity of inorganic particles of less than 5 mm / day was considered OK, and 5 mm / day or more was considered NG. Liquid mixture D, prepared using the above method except that compound (P-1) was not added, received a rating of C.

[0267] (Evaluation Criteria) A: Dispersibility is OK whether the amount of compound (P-1) is 0.1 parts by mass or 1 part by mass. B: Dispersibility is NG if the amount of compound (P-1) is either 0.1 parts by mass or 1 part by mass. C: Dispersibility is not good at both 0.1 parts by mass and 1 part by mass of compound (P-1).

[0268] <Fabrication of wavelength conversion components> (Preparation of barrier film) As the first and second base films, barrier films were prepared by forming an inorganic layer and an organic layer on a support film made of polyethylene terephthalate (PET) as follows.

[0269] Using a PET film (CosmoShine A4300, manufactured by Toyobo Co., Ltd., 23 μm thick) as a support film, an organic layer and an inorganic layer were sequentially formed on one side of the support film according to the following procedure.

[0270] Formation of the underlying organic layer Trimethylolpropane triacrylate (TMPTA, manufactured by Daicel Ornex) and a photopolymerization initiator (ESACURE KTO46, manufactured by Lamberti) were prepared, weighed in a mass ratio of 95:5, and dissolved in methyl ethyl ketone to create a coating solution with a solid content of 15% for forming the underlying organic layer. This coating solution was applied onto a support film (PET film) using a die coater in a roll-to-roll manner, and then passed through a drying zone at 50°C for 3 minutes. After that, it was irradiated with ultraviolet light under a nitrogen atmosphere (cumulative irradiation dose approximately 600 mJ / cm²). 2 The coating solution was cured by ( ) and then wound up. The thickness of the organic layer formed on the support film was 1 μm.

[0271] Formation of an inorganic layer Next, a silicon nitride film was formed as an inorganic layer on the surface of the underlying organic layer using a CVD (Chemical Vapor Deposition) apparatus that performs film deposition by roll-to-roll. Silane gas (flow rate 160 sccm (Standard Cubic Centimeter per Minute)), ammonia gas (flow rate 370 sccm), hydrogen gas (flow rate 590 sccm), and nitrogen gas (flow rate 240 sccm) were used as raw material gases. A high-frequency power supply with a frequency of 13.56 MHz was used as the power source. The deposition pressure was 40 Pa (Pascals), and the target film thickness was 50 nm.

[0272] Formation of a protective organic layer Furthermore, a protective organic layer was laminated onto the surface of the inorganic layer. 95.0 parts by mass of urethane-backed acrylate polymer (Acrit 8BR930, manufactured by Taisei Fine Chemical Co., Ltd.) was mixed with 5.0 parts by mass of a photopolymerization initiator (IRGACURE 184, manufactured by BASF), and these were dissolved in methyl ethyl ketone to create a coating solution with a solid content of 15% for forming the protective organic layer. This coating solution was applied directly to the surface of the inorganic layer using a die coater in a roll-to-roll manner, and then passed through a drying zone at 100°C for 3 minutes. After that, it was wrapped around a heat roll heated to a surface temperature of 60°C and transported while being irradiated with ultraviolet light (cumulative irradiation dose of approximately 600 mJ / cm²). 2 The material was cured and then rolled up. The thickness of the protective organic layer formed on the support film was 0.1 μm.

[0273] In this way, barrier films with protective organic layers were prepared as the first and second base films. The oxygen permeability of this barrier film was measured using a MOCON OX-TRAN 2 / 20 under conditions of a measurement temperature of 23°C and relative humidity of 90%, and the oxygen permeability was 4.0 × 10⁻⁶. -3 cc / (m 2 It was less than (day·atm).

[0274] (Formation of resin layer) Preparation of resin layer forming composition A resin layer-forming composition was prepared by adding and mixing the following components in a tank.

[0275] Triallyl isocyanurate (manufactured by Mitsubishi Chemical Corporation): 27.8 parts by mass Pentaerythritol tetrakis(3-mercaptopropionate) (PEMP, manufactured by SC Organic Chemicals): 41.8 parts by mass Light scattering particles (Advanced Alumina AA-1.5, manufactured by Sumitomo Chemical Co., Ltd.): 30.0 parts by mass Photopolymerization initiator (BASF Irgacure TPO): 0.35 parts by mass Pyrogallol (manufactured by TCI): 0.035 parts by mass

[0276] Formation of a resin layer As a mold for forming the resin layer, a mold was prepared having protrusions corresponding to the recesses of the resin layer and recesses corresponding to the walls. Here, the recesses in the resin layer (protrusions in the mold) were hexagonal in shape with sides of 125 μm, forming a honeycomb pattern. The depth h of the recesses (height of the protrusions in the mold) was 40 μm, and the spacing between the recesses (spacing between the protrusions in the mold (spacing t between quantum dot-containing parts, i.e., the thickness of the wall)) was 50 μm (see Figure 5). The recesses in the mold M that form the walls had curved surfaces at the bottom corners with a radius of curvature of 10 μm. The previously prepared resin layer-forming composition was filled to completely fill the recesses of the mold. Next, a first base film (barrier film) was laminated onto the mold so as to completely cover the resin layer-forming composition, and the resin layer-forming composition was photocured while being pressed with a laminator at a pressure of 0.5 MPa. The photocuring of the resin layer-forming composition was performed using a 200 W / cm air-cooled metal halide lamp (manufactured by I-Graphics) with ultraviolet light at 500 mJ / cm from the first base film side. 2 This was done by irradiation. Afterwards, the mold was removed and a laminate was fabricated by laminating a resin layer on the first base film (see Figure 11). Using the above resin layer forming composition, a 50 μm thick film was formed under exactly the same conditions. That is, this film corresponds to the 50 μm thick wall portion of the resin layer. The oxygen permeability of this film was measured in the same manner as before, and the oxygen permeability was 1 cc / (m²). 2The measurement was (day·atm). Furthermore, the elastic modulus of the cured resin layer was measured in accordance with JIS K 7161, and the result was 2.5 GPa.

[0277] (Fabrication of wavelength conversion components) Preparation of a polymerizable composition containing quantum dots A quantum dot-containing polymerizable composition was prepared by adding and mixing the following components in a tank. Toluene dispersion of quantum dots as described in the evaluation section for dispersibility 2: 2.0 parts by mass of quantum dots Tricyclodecanedimethanol diacrylate (product name A-DCP (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.)): 35.9 parts by mass Isobornyl acrylate (product name IBXA (manufactured by Osaka Organic Chemical Industry Co., Ltd.)): 31.3 parts by mass Trimethylolpropanetris(3-mercaptopropionate) (product name TMMP (manufactured by SC Organic Chemicals Co., Ltd.)): 18.5 parts by mass β-carboxyethyl acrylate (product name β-CEA (manufactured by Daicel Ornex)) β-CEA: 4.63 parts by mass Pyrogallol (product name Pyrogallol (manufactured by TCI)): 0.01 parts by mass Photopolymerization initiator (product name Irgacure TPO (manufactured by BASF)): 0.16 parts by mass Compound (P-1): 1 part by mass Inorganic particles (alumina particles, product name Sumicorundum AA-1.5 (manufactured by Sumitomo Chemical Co., Ltd.), average particle size: 1.50 μm): 7.5 parts by mass

[0278] Fabrication of wavelength conversion components The quantum dot-containing polymerizable composition was filled into the recesses of the resin layer of the laminate of the first substrate film and the resin layer, which had been prepared earlier, so as to completely fill them. Next, a second substrate film (barrier film) was laminated onto the resin layer so as to completely cover the quantum dot-containing polymerizable composition, and the quantum dot-containing polymerizable composition was photocured while being pressed with a laminator at a pressure of 0.3 MPa. This formed a wavelength conversion layer in which quantum dot-containing portions (cured products of the quantum dot-containing polymerizable composition) were formed in discretely formed recesses in the resin layer, thereby producing a wavelength conversion member (see Figure 12). The photocuring of the quantum dot-containing polymerizable composition was performed using a 200 W / cm air-cooled metal halide lamp (manufactured by iGraphics Co., Ltd.) with ultraviolet light at 500 mJ / cm from the first substrate film side. 2 This was done by irradiation.

[0279] The fabricated wavelength conversion component was cut with a microtome, and the cross-section of the section was observed with a scanning electron microscope (SEM). As a result, it was found that there was a 0.5 μm gap between the upper end of the wall of the resin layer and the second substrate film of this wavelength conversion component. Furthermore, excitation light with a wavelength of 405 nm was irradiated, and the distribution of luminescent particles in the above cross-section was observed using a confocal laser microscope (Leica TCS SP5) with a 50x objective lens. As a result, it was confirmed that a 0.5 μm thick layer (a layer containing quantum dots) containing quantum dots similar to those formed in the recess of the resin layer was formed between the upper end of the wall of the resin layer and the second substrate film of this wavelength conversion component.

[0280] Furthermore, the wavelength conversion member was fabricated using the method described above, except that compound (P-1) was not added to the quantum dot-containing polymerizable composition as the reference wavelength conversion member.

[0281] <Brightness evaluation of wavelength conversion components> A commercially available tablet device (Amazon Kindle Fire HDX 7) equipped with a blue light source in its backlight unit was disassembled, and the backlight unit was removed. The wavelength conversion film QDEF (Quantum Dot Enhancement Film) that was incorporated into the backlight unit was replaced with a rectangular piece of the wavelength conversion component prepared as described above. In this way, a liquid crystal display device was fabricated. The fabricated liquid crystal display was lit up so that the entire surface displayed white, and the luminance was measured using a luminance meter (TOPCON SR3) placed 520 mm perpendicular to the surface of the light guide plate. The luminance (relative luminance) was then determined as a relative value to the luminance measured using the reference liquid crystal display described below. The reference liquid crystal display was manufactured using the method described above, except that it used the reference wavelength conversion component described above. The brightness of this reference liquid crystal display was measured using the method described above. Based on the relative luminance obtained above, the luminance was evaluated according to the following evaluation criteria. If the evaluation result is A or B, it can be said that the wavelength conversion component is capable of emitting light at high luminance. (Evaluation Criteria) A: Relative luminance > 100% B: 97% ≤ Relative Luminance ≤ 100% C: Relative luminance <97%

[0282] [Example 2] Except for using compound (P-2) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0283] <Synthesis of compound (P-2)> [ka]

[0284] 8.36 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 4.72 g of a 30% by mass solution of the above mercaptan compound (S-1), 10.6 g of methoxytripropylene glycol acrylate (M-1), 3.03 g of methoxytriethylene glycol acrylate (M-2), and 40 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 13.41 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for another 2.5 hours. Furthermore, 40 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, compound (P-2) (weight-average molecular weight: see Table 1, acid value: 30 mg KOH / g) was obtained by distilling off 1-methoxy-2-propanol using an evaporator. In compound (P-2), the content of the branched substructure described above is 70% by mass.

[0285] [Example 3] Except for using the compound (P-3) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0286] <Synthesis of compound (P-3)> [ka]

[0287] 8.36 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 2.03 g of a 30% by mass solution of the above mercaptan compound (S-1), 14.39 g of methoxytripropylene glycol acrylate (M-1), and 38 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 15.29 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 38 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, compound (P-3) (weight-average molecular weight: see Table 1, acid value: 13 mg KOH / g) was obtained by distillation off 1-methoxy-2-propanol using an evaporator. In compound (P-3), the content of the branched substructure described above is 90% by mass.

[0288] [Example 4] Except for using the compound (P-4) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0289] <Synthesis of compound (P-4)> [ka]

[0290] 8.36 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 12.04 g of a 30% by mass solution of the above mercaptan compound (S-1), 11.39 g of methoxytripropylene glycol acrylate (M-1), and 30 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 8.29 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 30 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain compound (P-4) (weight-average molecular weight: see Table 1, acid value: 76 mg KOH / g). In compound (P-4), the percentage of the branched substructure mentioned above is 90% by mass.

[0291] [Example 5] Except for using the compound (P-5) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0292] <Synthesis of compound (P-5)> [ka]

[0293] 8.36 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 6.30 g of a 30% by mass solution of the above mercaptan compound (S-1), 7.28 g of methoxytripropylene glycol acrylate (M-1), 5.82 g of butyl acrylate (M-3), and 53 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 12.30 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for another 2.5 hours. Furthermore, 53 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, compound (P-5) (weight-average molecular weight: see Table 1, acid value: 40 mg KOH / g) was obtained by distilling off 1-methoxy-2-propanol using an evaporator. In compound (P-5), the content of the branched substructure described above is 50% by mass.

[0294] [Example 6] Except for using the compound (P-6) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0295] <Synthesis of compound (P-6)> [ka]

[0296] 8.36 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 5.02 g of a 30% by mass solution of the above mercaptan compound (S-1), 13.49 g of polyethylene glycol-polybutylene glycol monomethacrylate (M-4, NOF Corporation, 55PET-800), and 11 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, Fujifilm Wako Pure Chemical Industries, Ltd.] were dissolved in 13.2 g of 1-methoxy-2-propanol and added dropwise over 2.5 hours. The mixture was then heated at 80°C for another 2.5 hours. Finally, 11 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, compound (P-6) (weight-average molecular weight: see Table 1, acid value: 32 mg KOH / g) was obtained by distilling off 1-methoxy-2-propanol using an evaporator. In compound (P-6), the content of the branched substructure described above is 45% by mass.

[0297] [Example 7] Except for using the compound (P-7) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0298] <Synthesis of compound (P-7)> [ka]

[0299] 7.52 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 6.84 g of a 30% by mass solution of the above mercaptan compound (S-1), 12.95 g of tetrahydrofurfuryl acrylate (M-5), and 57 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 11.92 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 57 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain compound (P-7) (weight-average molecular weight: see Table 1, acid value: 43 mg KOH / g). In compound (P-7), the percentage of the branched substructure mentioned above is 83% by mass.

[0300] [Example 8] Except for using the compound (P-8) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0301] <Synthesis of compound (P-8)> [ka]

[0302] 20.23 g of dipentaerythritol hexakis (3-mercaptopropionate) [(Z-1); manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] and 9.77 g of vinylphosphonic acid (A-2) were dissolved in 70 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:3.5 in molar ratio. To this, 52 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 52 mg of V-601 was added and the mixture was reacted under a nitrogen atmosphere at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-2), in which compound (A-2) was added to some of the sulfur atoms of compound (Z-1), was obtained.

[0303] [ka]

[0304] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 8.19 g of a 30% by mass solution of the above mercaptan compound (S-2), 27.54 g of methoxytripropylene glycol acrylate (M-1), and 73 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 27.70 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 73 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain compound (P-8) (weight-average molecular weight: see Table 1, acid value: 14 mg KOH / g). In compound (P-8), the percentage of the branched substructure mentioned above is 90% by mass.

[0305] [Example 9] Except for using the compound (P-9) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0306] <Synthesis of compound (P-9)> [ka]

[0307] 20.23 g of dipentaerythritol hexakis (3-mercaptopropionate) [(Z-1); manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] and 9.77 g of vinyl sulfonic acid (A-3) were dissolved in 70 g of 1-methoxy-2-p-ropanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:3.5 in molar ratio. To this, 52 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 52 mg of V-601 was added and the mixture was reacted under a nitrogen atmosphere at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-3), in which compound (A-2) was added to some of the sulfur atoms of compound (Z-1), was obtained.

[0308] [ka]

[0309] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 8.19 g of a 30% by mass solution of the above mercaptan compound (S-3), 27.54 g of methoxytripropylene glycol acrylate (M-1), and 73 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 27.69 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 73 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain compound (P-9) (weight-average molecular weight: see Table 1, acid value: 14 mg KOH / g). In compound (P-9), the percentage of the branched substructure mentioned above is 90% by mass.

[0310] [Example 10] Except for using the compound (P-10) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0311] <Synthesis of compound (P-10)> [ka]

[0312] 15.33 g of dipentaerythritol hexakis (3-mercaptopropionate) [(Z-1); manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] and 14.67 g of 2-(methacryloyloxy)ethyl acetoacetate (A-4) were dissolved in 70 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:3.5 in molar ratio. To this, 39 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 39 mg of V-601 was added and the mixture was reacted under a nitrogen atmosphere at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-4), in which compound (A-4) was added to some of the sulfur atoms of compound (Z-1), was obtained.

[0313] [ka]

[0314] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 10.54 g of a 30% by mass solution of the above mercaptan compound (S-4), 26.84 g of methoxytripropylene glycol acrylate (M-1), and 71 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 26.05 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 71 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain compound (P-10) (weight-average molecular weight: see Table 1, acid value: 13 mg KOH / g). In compound (P-10), the content of the branched substructure described above is 90% by mass.

[0315] [Example 11] Except for using the compound (P-11) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0316] <Synthesis of compound (P-11)> [ka]

[0317] 18.01 g of pentaerythritol tetra(3-mercaptopropionate) [(Z-2); manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] and 11.99 g of itaconic acid (A-1) were dissolved in 70 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The molar ratio of the components was 1.0:2.5. To this, 53 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 53 mg of V-601 was added and the mixture was reacted under a nitrogen stream at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-5), in which compound (A-1) was added to some of the sulfur atoms of compound (Z-2), was obtained.

[0318] [ka]

[0319] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 9.44 g of a 30% by mass solution of the above mercaptan compound (S-5), 27.17 g of methoxytripropylene glycol acrylate (M-1), and 72 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 26.82 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 72 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain compound (P-11) (weight-average molecular weight: see Table 1, acid value: 33 mg KOH / g). In compound (P-11), the percentage of the branched substructure mentioned above is 90% by mass.

[0320] [Example 12] Except for using the compound (P-12) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0321] <Synthesis of compound (P-12)> [ka]

[0322] 20.07 g of tris[2-(3-mercaptopropionyloxy)ethyl](Z-3); manufactured by Tokyo Chemical Industry Co., Ltd.) and 9.93 g of itaconic acid (A-1) were dissolved in 70 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:2.0 in molar ratio. To this, 44 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 44 mg of V-601 was added and the mixture was reacted under a nitrogen stream at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-6), in which compound (A-1) was added to some of the sulfur atoms of compound (Z-3), was obtained.

[0323] [ka]

[0324] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 13.11 g of a 30% by mass solution of the above mercaptan compound (S-6), 26.07 g of methoxytripropylene glycol acrylate (M-1), and 69 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 24.25 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 69 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain compound (P-12) (weight-average molecular weight: see Table 1, acid value: 37 mg KOH / g). In compound (P-12), the content of the branched substructure described above is 90% by mass.

[0325] [Comparative Example 1] Except for using the comparative compound (Q-1) synthesized by the method described below, the solubility was evaluated using the method described for Example 1. As a result, the solubility evaluation result was C, so evaluation of other items was not performed.

[0326] <Synthesis of comparative compound (Q-1)>

[0327] [ka]

[0328] 8.36 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 9.92 g of a 30% by mass solution of the above mercaptan compound (S-1), 12.03 g of methyl methacrylate (M-6), and 83 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries] dissolved in 9.77 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 83 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, the mixture was re-precipitation with water, filtered, and dried to obtain comparative compound (Q-1) (weight-average molecular weight: see Table 1, acid value: 63 mg KOH / g) in powder form.

[0329] [Comparative Example 2] The solubility was evaluated using the same method as described in Example 1, except that a comparative compound (Q-2) synthesized by the method described below was used. As a result, the solubility evaluation result was C, so evaluation of other items was not performed.

[0330] <Synthesis of comparative compound (Q-2)>

[0331] [ka]

[0332] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 15.99 g of a 30% by mass solution of the above mercaptan compound (S-1), 25.20 g of hydroxypropyl acrylate (M-7), and 134 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 22.24 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 134 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain comparative compound (Q-2) (weight-average molecular weight: see Table 1, acid value: 51 mg KOH / g).

[0333] [Comparative Example 3] Except for using the comparative compound (Q-3) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0334] <Synthesis of comparative compound (Q-3)>

[0335] [ka]

[0336] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 14.84 g of a 30% by mass solution of the above mercaptan compound (S-1), 25.20 g of glycidyl methacrylate (M-8), and 124 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] dissolved in 23.04 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Further, 124 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation using an evaporator to obtain comparative compound (Q-3) (weight-average molecular weight: see Table 1, acid value: 47 mg KOH / g).

[0337] The results above are shown in Table 1 (Tables 1-1 to 1-5). In Table 1, A 1 , R 1 , Z, R 2 , P 1 p and q are, respectively, A in general formula (1). 1 , R 1 , Z, R 2 , P 1 These are p and q. In the following, "*" indicates the bond position with an adjacent atom.

[0338] [Table 1-1]

[0339] [Table 1-2]

[0340] [Table 1-3]

[0341] [Table 1-4]

[0342] [Table 1-5]

[0343] From the comparison of the examples and comparative examples shown in Table 1, it can be confirmed that the compounds of Examples 1 to 12 showed high solubility in polymerizable compounds and contributed to improving the dispersibility of inorganic particles in both polymerizable compositions containing inorganic particles and polymerizable compositions containing quantum dots. Furthermore, the wavelength conversion members prepared using quantum dot-containing polymerizable compositions containing the compounds of Examples 1 to 12 were wavelength conversion members capable of emitting light at high brightness, as shown in Table 1.

[0344] [Example 13] Except for using the compound (P-21) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0345] <Synthesis of compound (P-21)>

[0346] [ka]

[0347] 18.25 g of dipentaerythritol hexakis (3-mercaptopropionate) [(Z-1); manufactured by SC Organic Chemicals Co., Ltd.] and 11.75 g of monomethyl itaconicate (A-5) were dissolved in 70.0 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:3.5 in molar ratio. To this, 47 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 47 mg of V-601 was added and the mixture was reacted under a nitrogen atmosphere at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-7), in which compound (A-5) was added to some of the sulfur atoms of compound (Z-1), was obtained.

[0348] [ka]

[0349] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 28.35 g of a 30% by mass solution of the above mercaptan compound (S-7), 21.50 g of methoxytripropylene glycol acrylate (M-1), and 57 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, Fujifilm Wako Pure Chemical Industries] dissolved in 19.16 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 80°C for 2.5 hours. Furthermore, 57 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation under reduced pressure at 60°C, followed by the addition of 20 g of methanol, and then compound (P-21) (weight-average molecular weight: see Table 2, acid value: 43 mg KOH / g) by distillation under reduced pressure again at 60°C. In compound (P-21), the percentage of the branched substructure mentioned above is 95% by mass.

[0350] [Example 14] Except for using the compound (P-22) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0351] <Synthesis of compound (P-22)> [ka]

[0352] 18.86 g of dipentaerythritol hexakis (3-mercaptopropionate) [(Z-1); manufactured by SC Organic Chemicals Co., Ltd.], 9.40 g of itaconic acid (A-1), and 1.74 g of monomethyl itaconic acid (A-5) were dissolved in 70.0 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:3.0:0.5 in molar ratio. To this, 49 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 49 mg of V-601 was added and the mixture was reacted under a nitrogen atmosphere at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-8) was obtained, in which compounds (A-1) and (A-5) were added to some of the sulfur atoms of compound (Z-1).

[0353] [ka]

[0354] 14.68 g of 1-methoxy-2-propanol was heated to 75°C under a nitrogen stream. To this, 8.73 g of a 30% by mass solution of the above mercaptan compound (S-8), 27.38 g of methoxytripropylene glycol acrylate (M-1), and 73 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, Fujifilm Wako Pure Chemical Industries] dissolved in 28.15 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 75°C for 2.5 hours. Further, 73 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation under reduced pressure at 60°C, followed by the addition of 20 g of methanol, and then again by distillation under reduced pressure at 60°C to obtain compound (P-22) (weight-average molecular weight: see Table 2, acid value: 26 mg KOH / g). In compound (P-22), the percentage of the branched substructure mentioned above is 95% by mass.

[0355] [Example 15] Except for using the compound (P-23) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0356] <Synthesis of compound (P-23)>

[0357] [ka]

[0358] 14.68 g of 1-methoxy-2-propanol was heated to 75°C under a nitrogen stream. To this, 8.89 g of a 30% by mass solution of the above mercaptan compound (S-1), 27.06 g of methoxytripropylene glycol acrylate (M-1), 0.27 g of acrylic acid (M-23), and 74 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, Fujifilm Wako Pure Chemical Industries] dissolved in 28.15 g of 1-methoxy-2-propanol were added dropwise over 2.5 hours, and the mixture was then heated at 75°C for 2.5 hours. Further, 74 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation under reduced pressure at 60°C, followed by the addition of 20 g of 2-propanol. Compound (P-23) (weight-average molecular weight: see Table 2, acid value: 35 mg KOH / g) was obtained by distillation under reduced pressure again at 60°C. In the structure of compound (P-23) described above, n1 and n2 are the number of repeating units and may be the same or different. n1 and n2 are values ​​that can be calculated from the weight-average molecular weight and structure. The same applies to n1 and n2 described later. In compound (P-23), the percentage of the branched substructure mentioned above is 95% by mass.

[0359] [Example 16] Except for using the compound (P-24) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0360] <Synthesis of compound (P-24)>

[0361] [ka]

[0362] 14.68 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 10.91 g of a 30% by mass solution of the above mercaptan compound (S-1), 26.73 g of methoxydipropylene glycol acrylate (M-24, Light Acrylate DPM-A, manufactured by Kyoeisha Chemical Co., Ltd.), and 91 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, Fujifilm Wako Pure Chemical Industries, Ltd.] were dissolved in 26.63 g of 1-methoxy-2-propanol and added dropwise over 2.5 hours. The mixture was then heated at 80°C for another 2.5 hours. Finally, 91 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation under reduced pressure at 70°C, followed by the addition of 20 g of methanol, and then again by distillation under reduced pressure at 70°C to obtain compound (P-24) (weight-average molecular weight: see Table 2, acid value: 35 mg KOH / g). In compound (P-24), the percentage of the branched substructure mentioned above is 95% by mass.

[0363] [Example 17] Except for using the compound (P-25) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0364] <Synthesis of compound (P-25)>

[0365] [ka]

[0366] 18.97 g of dipentaerythritol hexakis (3-mercaptopropionate) [(Z-1); manufactured by SC Organic Chemicals Co., Ltd.] and 11.03 g of itaconic acid (A-1) were dissolved in 70.0 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:3.5 in molar ratio. To this, 49 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 49 mg of V-601 was added and the mixture was reacted under a nitrogen atmosphere at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-8), in which compound (A-1) was added to some of the sulfur atoms of compound (Z-1), was obtained.

[0367] [ka]

[0368] 15.54 g of 1-methoxy-2-propanol was heated to 75°C under a nitrogen stream. To this, 8.69 g of a 30% by mass solution of the above mercaptan compound (S-8), 27.39 g of methoxytripropylene glycol acrylate [(M-1), manufactured by Shin-Nakamura Chemical Co., Ltd.], and 73 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, Fujifilm Wako Pure Chemical Industries, Ltd.] were dissolved in 10.91 g of 1-methoxy-2-propanol and added dropwise over 2.5 hours. Then, 5.57 g of 1-methoxy-2-propanol was added dropwise over 10 minutes. Subsequently, the mixture was heated at 75°C for 2.5 hours. Finally, 73 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation under reduced pressure at 70°C, followed by the addition of 20 g of methanol, and then again by distillation under reduced pressure at 70°C to obtain compound (P-25) (weight-average molecular weight: see Table 2, acid value: 28 mg KOH / g). In compound (P-25), the content of the branched substructure described above is 95% by mass.

[0369] [Example 18] Except for using the compound (P-26) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0370] <Synthesis of compound (P-26)>

[0371] [ka]

[0372] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 8.99 g of a 30% by mass solution of the above mercaptan compound (S-1), 13.65 g of polypropylene glycol methacrylate ((M-26-1), manufactured by NOF Corporation, Bremmer PP-1000), 13.65 g of methoxydiethylene glycol methacrylate (M-26-2), and 75 mg of dimethyl 2,2'-azobis(2-methylpropionate) (V-601, Fujifilm Wako Pure Chemical Industries, Ltd.) were dissolved in 32.71 g of 1-methoxy-2-propanol and added dropwise over 2.5 hours. Subsequently, the mixture was heated at 80°C for 2.5 hours. Further, 75 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation under reduced pressure at 70°C, followed by the addition of 20 g of methanol, and then again by distillation under reduced pressure at 70°C to obtain compound (P-26) (weight-average molecular weight: see Table 2, acid value: 28 mg KOH / g). In compound (P-26), the content of the branched substructure described above is 95% by mass.

[0373] [Example 19] Except for using the compound (P-27) synthesized by the method described below, various evaluations were performed using the same methods as described in Example 1.

[0374] <Synthesis of compound (P-27)>

[0375] [ka]

[0376] 18.02 g of dipentaerythritol hexakis (3-mercaptopropionate) [(Z-1); manufactured by SC Organic Chemicals Co., Ltd.] and 11.98 g of itaconic acid (A-1) were dissolved in 70.0 g of 1-methoxy-2-propanol and heated to 90°C under a nitrogen atmosphere. The charging ratio at this time was 1.0:4.0 in molar ratio. To this, 53 mg of dimethyl 2,2'-azobis(2-methylpropionate) [V-601, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] was added and heated for 2 hours. Furthermore, 53 mg of V-601 was added and the mixture was reacted under a nitrogen atmosphere at a liquid temperature of 90°C for 2 hours. By cooling to room temperature, a 30% by mass solution of mercaptan compound (S-9) was obtained, in which compound (A-1) was added to some of the sulfur atoms of compound (Z-1).

[0377] [ka]

[0378] 16.71 g of 1-methoxy-2-propanol was heated to 80°C under a nitrogen stream. To this, 10.18 g of a 30% by mass solution of the above mercaptan compound (S-9), 13.47 g of polypropylene glycol acrylate (M-27, Bremmer AP-400, NOF Corporation), 13.47 g of triethylene glycol acrylate (M-2), and 65 mg of dimethyl 2,2'-azobis(2-methylpropionate) (V-601, Fujifilm Wako Pure Chemical Industries, Ltd.) were dissolved in 31.87 g of 1-methoxy-2-propanol and added dropwise over 2.5 hours. Subsequently, the mixture was heated at 80°C for 2.5 hours. Further, 65 mg of V-601 was added, and the mixture was reacted under a nitrogen stream at 90°C for 2 hours. After cooling to room temperature, 1-methoxy-2-propanol was removed by distillation under reduced pressure at 70°C, followed by the addition of 20 g of methanol, and then again by distillation under reduced pressure at 70°C to obtain compound (P-27) (weight-average molecular weight: see Table 2, acid value: 35 mg KOH / g). In compound (P-27), the content of the branched substructure described above is 95% by mass.

[0379] The results are shown in Table 2. In Table 2, A 1 , R 1 , Z, R 2 , P 1 p and q are, respectively, A in general formula (1). 1 , R 1 , Z, R 2 , P 1These are p and q. In the following, "*" indicates the bond position with an adjacent atom.

[0380] [Table 2]

[0381] [Example 20] In the method for producing the wavelength conversion member described in Example 1, the only difference was that in the preparation of the quantum dot-containing polymerizable composition, 0.1 parts by mass of compound (P-24) were used instead of 1 part by mass of compound (P-1). The wavelength conversion member was then produced using the method described in Example 1, and a brightness evaluation was performed, resulting in an evaluation of A.

[0382] [Example 21] In the method for producing the wavelength conversion member described in Example 1, the only difference was that in the preparation of the quantum dot-containing polymerizable composition, 0.1 parts by mass of compound (P-25) were used instead of 1 part by mass of compound (P-1). The wavelength conversion member was then produced using the method described in Example 1, and a brightness evaluation was performed, resulting in an evaluation of A.

[0383] The results shown in Table 2 confirm that compounds (P-21) to (P-27) exhibited high solubility in polymerizable compounds and contributed to improving the dispersibility of inorganic particles in both polymerizable compositions containing inorganic particles and polymerizable compositions containing quantum dots. Furthermore, the results shown in Table 2 and the results from Examples 20 and 21 confirm that the wavelength conversion members fabricated using the quantum dot-containing polymerizable composition containing compounds (P-21) to (P-27) were wavelength conversion members capable of emitting light at high brightness. [Industrial applicability]

[0384] One aspect of the present invention is useful in various technical fields where inorganic particles are utilized. [Explanation of Symbols]

[0385] 10, 10A, 10B Wavelength conversion member 12. First base film 12a, 14a Support film 12b, 14b Barrier layer 14. Second base film 16 wavelength conversion layer 18 Resin layer 18a Recess 20 Quantum dot-containing section 24, 24e quantum dots 26 Matrix 28 Mixed layer 30 Impermeable layer 34. Organic underlayer 36 Inorganic layer 38 Protective organic layer 50 backlight units 52A light source 52B Light guide plate 52C Planar light source 54 Wavelength conversion component 56A Reflector 56B Retroreflective material 60 LCD display device 62 LCD cell units 64 LCD cells 68, 70 Polarizing plates 72, 74 Polarizers 76, 78, 82, 84 Polarizing film protective film L1 Resin layer forming composition L2 Quantum Dot-Containing Polymerizable Composition L3 Coating solution containing oxygen-impermeable material M mold

Claims

1. Compounds represented by the following general formula (1); 【Chemistry 1】 In general formula (1), p is in the range of 2 to 9. q is in the range of 1 to 8. p+q is an integer in the range of 3 to 10. Z represents an organic group with (p+q) valence. R １ and R ２ Each of these independently represents a single bond or a divalent organic group. A １ This represents a monovalent group containing one or more groups selected from the group consisting of an acidic group, a basic group having a nitrogen atom, a urea group, a urethane group, a group having a coordinating oxygen atom, a hydrocarbon group having four or more carbon atoms, an alkoxysilyl group, an epoxy group, an isocyanate group, and a hydroxyl group. The acidic group is a group with a pKa of 6 or less at 25°C. The basic group is a group whose conjugate acid has a pKa of 4 or more at 25°C. p A １ and p R １ These may be independent of each other, and may be the same or different. P １ This represents a polymer structure containing a substructure represented by the following general formula (2): If q is 2 or more, there are q P １ and q R ２ These may be independent of each other, and may be the same or different; 【Chemistry 2】 In general formula (2), n1 is 1 or greater, * indicates the bond position with an adjacent atom. When n1 is 1, X １ represents a monovalent organic group, and X ２ represents a divalent organic group, and Y １ represents a divalent hydrocarbon group having a branch, and Y １ and X １ or X ２ may form a ring therewith, provided that the ring is a ring having 4 or more members If n1 is 2 or greater, X １ represents a hydrogen atom or a monovalent organic group, X ２ represents a divalent organic group, Y １ represents a divalent organic group, and one or more Y １ represents a branched divalent organic group, Y １ and X １ or X ２ A ring may be formed with n1 Y １ They may be the same or different. The substructure represented by general formula (2) includes a vinyl polymer chain. The aforementioned vinyl polymer chain is a repeating unit represented by the following general formula (4-3): 【Chemistry 4】 In general formula (4-3), R 45 represents a hydrogen atom or a methyl group, X 1, Y 1, and n1 are equivalent to those in general formula (2), and * represents the bond position with an adjacent atom.

2. In general formula (2), 【Transformation 5】 The compound according to claim 1, wherein represents a polyalkylene glycol chain and * represents the bond position with an adjacent atom.

3. The compound according to claim 2, wherein the polyalkylene glycol chain is a polypropylene glycol chain.

4. The compound according to claim 1, wherein the weight-average molecular weight is in the range of 4,000 to 15,000.

5. P １ A substructure represented by general formula (2) in a polymer structure represented by, where n1 is 2 or more, Y １ The compound according to claim 1, wherein the content of a portion that is a branched divalent organic group is 30% by mass or more.

6. P １ A substructure represented by general formula (2) in a polymer structure represented by, where n1 is 2 or more, Y １ The compound according to claim 1, wherein the content of a portion that is a branched divalent organic group is 70% by mass or more.

7. In general formula (2), 【Transformation 6】 The symbol represents a polyalkylene glycol chain, and the asterisk (*) indicates the bond position with an adjacent atom. The weight-average molecular weight is in the range of 4000 to 15000, and P １ A substructure represented by general formula (2) in a polymer structure represented by, where n1 is 2 or more, Y １ The compound according to claim 1, wherein the content of a portion that is a branched divalent organic group is 70% by mass or more.

8. A polymerizable composition comprising a compound according to any one of claims 1 to 7, inorganic particles, and a polymerizable compound.

9. A cured product obtained by curing the polymerizable composition according to claim 8.

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