Polymeric compositions and selected methods thereof

Abstract

A selection method of a polymerizable composition, which is a selection method of a polymerizable composition containing a polymerizable compound, selects a polymerizable composition containing a borate anion and at least one selected from the group consisting of a carboxylic acid, a salt of the carboxylic acid, and a hydrate of the carboxylic acid, based on a proton dissociation energy of a proton-dissociable group of the carboxylic acid and an inflection point temperature in a temperature-dependent curve of a density of the carboxylic acid.

Description

Technical Field

[0001] This invention relates to a polymerizable composition and a method for selecting the same composition. Background Technology

[0002] In recent years, polymeric compositions have been used for bonding various components in the manufacture of various devices. For example, a thermosetting composition containing a polymeric compound is described in Patent Document 1 below.

[0003] Previous technical documents

[0004] Patent documents

[0005] Patent Document 1: Japanese Patent Application Publication No. 2014-156522 Summary of the Invention

[0006] The problem the invention aims to solve

[0007] In recent years, with the miniaturization and high performance of various devices, polymeric compositions that should be kept away from high-heat components are sometimes thermally cured. In these cases, from the viewpoint of avoiding the deterioration of the component by thermal curing at low temperatures, there is a need for methods to lower the initial reaction temperature of the polymeric composition during its preparation.

[0008] Furthermore, according to the inventors, if a polymeric composition is prepared by mixing the various components and then thermosetting after a period of time, the reaction initiation temperature may sometimes change compared to when the polymeric composition was first prepared. Therefore, a method is needed for polymeric compositions to suppress the change in the reaction initiation temperature over time after the preparation of the polymeric composition.

[0009] Furthermore, for this type of polymerizable composition, a new method is required to adjust the reaction initiation temperature at the initial stage of the preparation of the polymerizable composition and the time-dependent change of the reaction initiation temperature after the preparation of the polymerizable composition.

[0010] One objective of this invention is to provide a method for selecting a polymeric composition capable of adjusting the reaction initiation temperature during the initial preparation of the polymeric composition and the time-dependent change in the reaction initiation temperature after the preparation of the polymeric composition. Another objective of this invention is to provide a polymeric composition capable of lowering the reaction initiation temperature during the initial preparation of the polymeric composition while suppressing the time-dependent change in the reaction initiation temperature after the preparation of the polymeric composition.

[0011] means for solving technical problems

[0012] This invention relates to the following [1] to

[12] etc.

[0013] [1] A method for selecting a polymerizable composition, which is a method for selecting a polymerizable composition containing a polymerizable compound, wherein the method for selecting the polymerizable composition is based on the proton dissociation energy of the proton dissociation group of the carboxylic acid and the inflection point temperature in the temperature dependence curve of the density of the carboxylic acid, and selects a polymerizable composition containing a borate anion and at least one selected from the group consisting of the carboxylic acid, a salt of the carboxylic acid and a hydrate of the carboxylic acid.

[0014] [2] The method for selecting a polymerizable composition as described in [1], wherein,

[0015] The borate anion comprises a borate anion having a naphthalene ring.

[0016] [3] The method for selecting a polymerizable composition as described in [1] or [2], wherein,

[0017] The borate anion includes an alkyltriarylborate anion.

[0018] [4] The method for selecting the polymeric composition as described in any one of [1] to [3], wherein,

[0019] The carboxylic acid includes aromatic carboxylic acids.

[0020] [5] The method for selecting the polymeric composition as described in any one of [1] to [4], wherein,

[0021] The number of hydroxyl groups in the carboxylic acid is 2.

[0022] [6] The method for selecting the polymeric composition as described in any one of [1] to [5], wherein,

[0023] The polymeric compound contains (meth)acrylate compounds.

[0024] [7] A polymeric composition comprising a polymeric compound, wherein,

[0025] The polymeric composition contains a borate anion and at least one selected from the group consisting of a carboxylic acid, a salt of the carboxylic acid, and a hydrate of the carboxylic acid, wherein the proton dissociation energy of the proton-dissociating group of the carboxylic acid is above 295.5 kJ / mol, and the inflection point temperature in the temperature dependence curve of the density of the carboxylic acid is below 135.0 °C.

[0026] [8] The polymeric composition as described in [7], wherein,

[0027] The borate anion comprises a borate anion having a naphthalene ring.

[0028] [9] The polymeric composition as described in [7] or [8], wherein,

[0029] The borate anion includes an alkyltriarylborate anion.

[0030]

[10] The polymeric composition as described in any one of [7] to [9], wherein,

[0031] The carboxylic acid includes aromatic carboxylic acids.

[0032]

[11] The polymeric composition as described in any one of [7] to

[10] , wherein,

[0033] The number of hydroxyl groups in the carboxylic acid is 2.

[0034]

[12] The polymeric composition as described in any one of [7] to

[11] , wherein,

[0035] The polymeric compound contains (meth)acrylate compounds.

[0036] Invention Effects

[0037] According to one aspect of the present invention, a method for selecting a polymeric composition is provided that can adjust the reaction initiation temperature at the initial stage of preparation of the polymeric composition and the time-dependent change of the reaction initiation temperature after preparation of the polymeric composition. According to another aspect of the present invention, a polymeric composition is provided that can lower the reaction initiation temperature at the initial stage of preparation of the polymeric composition while suppressing the time-dependent change of the reaction initiation temperature after preparation of the polymeric composition. Detailed Implementation

[0038] The embodiments of the present invention will now be described in detail. However, the present invention is not limited to the following embodiments.

[0039] In this specification, the numerical range indicated by "~" represents the range encompassed by the values ​​recorded before and after "~" as the minimum and maximum values, respectively. "Above A" in a numerical range refers to A and the range exceeding A. "Below A" in a numerical range refers to A and the range not reaching A. Within the numerical ranges described in stages in this specification, the upper or lower limit of a certain stage's numerical range can be arbitrarily combined with the upper or lower limits of other stages' numerical ranges. Within the numerical ranges described in this specification, the upper or lower limit of the numerical range can be replaced with the values ​​shown in the examples. "A or B" can include either A or B, or both. Unless otherwise specified, the materials exemplified in this specification can be used alone or in combination of two or more. Regarding the content of each component in the composition, in the case where multiple substances corresponding to each component are present in the composition, unless otherwise specified, it refers to the total amount of the multiple substances present in the composition. "(Meth)acrylate" refers to at least one of acrylate and its corresponding methacrylate. The same applies to "(meth)acrylic acid" and other similar expressions. The content of (meth)acrylate compounds refers to the total amount of acrylate compounds and methacrylate compounds. Unless otherwise specified, "alkyl" can be any of linear, branched, or cyclic. "Hydroxy" does not include the OH group contained in the carboxyl group. "Total mass of the polymerizable composition" refers to the total mass of the solid components of the polymerizable composition. The solid components of the polymerizable composition refer to the non-volatile components after the removal of volatile components (water, organic solvents, etc.). That is, the solid components refer to the components that do not volatilize and remain during the drying of the polymerizable composition, and also include components that are liquid, water-soluble, waxy, etc. at 25°C.

[0040] In this specification, the "weight-average molecular weight" can be determined by gel permeation chromatography (GPC) under the following test conditions, and by conversion based on a calibration curve using standard polystyrene.

[0041] (Measurement conditions)

[0042] Device: Tosoh Corporation, GPC-8020

[0043] Detector: Tosoh Corporation, RI-8020

[0044] Tube column: Resonac Corporation, Gelpack GL-A-160-S+GL-A150

[0045] Sample concentration: 120 mg / 3 mL

[0046] Solvent: Tetrahydrofuran

[0047] Injection volume: 60μL

[0048] Pressure: 294×10 6 Pa (30kgf / cm) 2 )

[0049] Flow rate: 1.00 mL / min

[0050] The polymerizable composition of this embodiment is a polymerizable composition containing a polymerizable compound, comprising (A) a borate anion (hereinafter referred to as "(A) component") and (B) at least one carboxylic acid component selected from the group consisting of a carboxylic acid, a salt of said carboxylic acid, and a hydrate of said carboxylic acid (hereinafter referred to as "(B) component"). The proton dissociation energy (hereinafter referred to as "proton dissociation energy E") of the proton-dissociating group of said carboxylic acid is 295.5 kJ / mol or more, and the inflection point temperature (hereinafter referred to as "density inflection point temperature T") in the density-temperature dependence curve of said carboxylic acid is 135.0 °C or less. Hereinafter, a carboxylic acid having the above-mentioned specific proton dissociation energy E and density inflection point temperature T is referred to as carboxylic acid "b". Component (B) is at least one carboxylic acid component selected from the group consisting of carboxylic acid b, a salt of carboxylic acid b, and a hydrate of carboxylic acid b.

[0051] The polymerizable composition of this embodiment contains at least one polymerizable compound. This polymerizable compound may contain at least one selected from the group consisting of a compound containing component (A) and component (B), or it may contain a polymerizable compound that is not selected from the group consisting of at least one compound containing component (A) and component (B). When at least one polymerizable compound is selected from the group consisting of a compound containing component (A) and component (B), the polymerizable composition of this embodiment may contain a polymerizable compound that does not correspond to the group consisting of at least one compound containing component (A) and component (B).

[0052] The polymeric composition of this embodiment can be used as a thermosetting polymeric composition. According to the polymeric composition of this embodiment, the reaction initiation temperature at the initial stage of preparation of the polymeric composition can be reduced. According to the polymeric composition of this embodiment, in the evaluation method described in the following examples, a reaction initiation temperature T1 of 85.00°C or lower (preferably 80.00°C or lower, 75.00°C or lower, 70.00°C or lower, 65.00°C or lower, etc.) can be obtained. The cured product of this embodiment is obtained by curing the polymeric composition of this embodiment, and is a cured product of the polymeric composition of this embodiment.

[0053] The polymerizable composition according to this embodiment can suppress the change in reaction initiation temperature over time after the preparation of the polymerizable composition (achieving excellent storage stability related to the reaction initiation temperature). For example, it can suppress the change in reaction initiation temperature over time after obtaining a film-like polymerizable composition using a polymerizable composition prepared by mixing the components. According to the polymerizable composition of this embodiment, in the evaluation method described in the following examples, the absolute value of the temperature difference |T2-T1| between the reaction initiation temperature T1 and the reaction initiation temperature T2 can be, for example, 50.00°C or less (preferably 30.00°C or less, 10.00°C or less, 5.00°C or less, 3.00°C or less, etc.).

[0054] The applications of the polymeric composition of this embodiment are not particularly limited, and examples include display devices, semiconductor devices, and electronic components. The polymeric composition of this embodiment can be used in micro-LEDs (Light Emitting Diodes), micro-OLEDs (Organic Light Emitting Diodes), etc. The cured product of this embodiment is a cured product of the polymeric composition of this embodiment.

[0055] The polymerizable composition of this embodiment contains borate anions as component (A). The polymerizable composition of this embodiment is a boron salt containing borate anions (a salt of component (A) and the para-cation of component (A). Hereinafter referred to as "component (a1)"). In the polymerizable composition of this embodiment, component (A) may be bonded to the para-cation or may be free without being bonded to the para-cation.

[0056] In component (A), from the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the number of boron atoms (the number in one molecule) can be 1 to 4, 1 to 3, or 1 to 2.

[0057] From the viewpoint of easily reducing the reaction initiation temperature in the early stages of preparation of the polymerizable composition, component (A) may contain a borate anion having a naphthalene ring (substituted or unsubstituted naphthyl), may contain a borate anion having a naphthalene ring (substituted or unsubstituted naphthyl) bonded to a boron atom, may contain at least one selected from the group consisting of alkyltriarylborate anion and tetraarylborate anion, may contain an alkyltriarylborate anion, may contain an alkyltrinaphthylborate anion, may contain a butyltrinaphthylborate anion, and may contain a n-butyltrinaphthylborate anion.

[0058] In component (A), from the viewpoint of easily lowering the reaction initiation temperature in the early stage of preparation of the polymerizable composition, the number of naphthalene rings (number in one molecule) or the number of naphthalene rings bonded to boron atoms (number in one molecule) can be 1 to 4, 1 to 3, 2 to 4, 2 to 3 or 3 to 4, or 3.

[0059] (A) The component may have an unsubstituted naphthalene ring or a naphthalene ring containing substituents. Examples of substituents include halogen atoms, alkyl groups, aryl groups, alkoxy groups, etc.

[0060] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, component (A) may have alkyl groups bonded to boron atoms. In component (A), from the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the number of alkyl groups bonded to boron atoms (the number in one molecule) may be 1 to 3 or 1 to 2.

[0061] From the viewpoint of easily lowering the initial reaction temperature in the preparation of polymerizable compositions, the number of carbon atoms in the alkyl group bonded to boron atoms can be within the following ranges: The number of carbon atoms in the alkyl group can be 1 or more, 2 or more, 3 or more, or 4 or more. The number of carbon atoms in the alkyl group can be 12 or less, 10 or less, 8 or less, 6 or less, 5 or less, or 4 or less. From these viewpoints, the number of carbon atoms in the alkyl group can be 1–12, 1–8, 1–4, 2–12, 2–8, 2–4, 3–12, 3–8, 3–4, 4–12, or 4–8.

[0062] (A) The component may have a functional group other than a naphthyl ring (naphthyl) and an alkyl group as a functional group bonded to a boron atom. Examples of such functional groups include aryl groups other than naphthyl (e.g., phenyl).

[0063] Examples of cations that can be included in component (a1) include quaternary ammonium ions, tertiary ammonium ions, secondary ammonium ions, primary ammonium ions, ammonium ions, imidazolium ions, imidazoline ions, pyridine ions, alkali metal ions (sodium ions, potassium ions, etc.), sulfonium ions, iodocations, etc. Component (a1) may or may not contain metal ions. Examples of metal ions include alkali metal ions (sodium ions, potassium ions, etc.). From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, component (a1) may include quaternary ammonium ions as cations.

[0064] In quaternary ammonium ions, alkyl, aryl (e.g., phenyl) groups can be listed as substituents bonded to nitrogen atoms. From the viewpoint of easily lowering the reaction initiation temperature in the early stages of preparing the polymerizable composition, component (a1) may contain a quaternary ammonium ion that is an alkyl group bonded to a nitrogen atom as a cation, or it may contain a quaternary ammonium ion that is at least one selected from the group consisting of a linear alkyl group bonded to a nitrogen atom and a branched alkyl group bonded to a nitrogen atom.

[0065] From the viewpoint of easily lowering the initial reaction temperature in the preparation of polymerizable compositions, the number of carbon atoms in the alkyl group bonded to the nitrogen atom can be within the following ranges: The number of carbon atoms in the alkyl group can be 1 or more, 2 or more, 3 or more, or 4 or more. The number of carbon atoms in the alkyl group can be 18 or less, 16 or less, 14 or less, 12 or less, 10 or less, 8 or less, 6 or less, 5 or less, or 4 or less. From these viewpoints, the number of carbon atoms in the alkyl group can be 1 to 18, 1 to 8, 1 to 4, 2 to 6, 4 to 18, or 4 to 8.

[0066] Examples of quaternary ammonium ions include tetraalkylammonium ions, trialkylammonium ions, dialkylammonium ions, monoalkylammonium ions, tetraarylammonium ions, triarylammonium ions, diarylammonium ions, and monoarylammonium ions. From the viewpoint of easily lowering the initial reaction temperature in the preparation of polymerizable compositions, component (a1) may include tetraalkylammonium ions as a para-cation.

[0067] Examples of tetraalkylammonium ions include tetramethylammonium ion, tetraethylammonium ion, tetrapropylammonium ion, tetrabutylammonium ion, tetrahexylammonium ion, triethylmethylammonium ion, tributylethylammonium ion, and trimethyldecylammonium ion. From the viewpoint of easily lowering the initial reaction temperature in the preparation of polymerizable compositions, component (a1) may include tetrabutylammonium ion as a para-cation.

[0068] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (a1) can be within the following range, based on the total mass of the polymerizable composition. The content of component (a1) can be 0.01% by mass or more, 0.05% by mass or more, 0.10% by mass or more, 0.20% by mass or more, 0.30% by mass or more, 0.40% by mass or more, 0.50% by mass or more, 0.60% by mass or more, 0.70% by mass or more, 0.80% by mass or more, 0.90% by mass or more, 1.00% by mass or more, 1.10% by mass or more, or 1.15% by mass or more. The content of component (a1) may be less than 20.00% by mass, less than 15.00% by mass, less than 10.00% by mass, less than 8.00% by mass, less than 7.00% by mass, less than 6.00% by mass, less than 5.00% by mass, less than 4.00% by mass, less than 3.00% by mass, less than 2.00% by mass, less than 1.50% by mass, or less than 1.20% by mass. Based on these considerations, the content of component (a1) may be 0.01–20.00% by mass, 0.30–20.00% by mass, 0.70–20.00% by mass, 0.01–5.00% by mass, 0.30–5.00% by mass, 0.70–5.00% by mass, 0.01–2.00% by mass, 0.30–2.00% by mass, or 0.70–2.00% by mass.

[0069] The polymerizable composition of this embodiment contains at least one component (B) selected from the group consisting of carboxylic acid b, salts of carboxylic acid b, and hydrates of carboxylic acid b (excluding the compound corresponding to component (a1)). Examples of salts of carboxylic acid b include alkali metal salts such as sodium salts and potassium salts.

[0070] In carboxylic acid b, from the viewpoint of easily reducing the initial reaction temperature in the preparation of polymerizable compositions and easily obtaining excellent storage stability related to the initial reaction temperature, the number of carboxyl groups (the number in one molecule) can be 1.

[0071] Carboxylic acid b can have functional groups other than carboxyl groups. Examples of substituents include hydroxyl, alkyl (e.g., methyl), alkoxy (e.g., methoxy), ester, amino (excluding alkylamino), alkylamino (e.g., methylamino), nitro, aniline, sulfonic acid, alkylsulfonyl (e.g., methanesulfonyl), etc.

[0072] From the viewpoint of easily reducing the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the initial reaction temperature, carboxylic acid b may have at least one group selected from the group consisting of hydroxyl, alkyl, alkoxy, ester, amino, alkylamino, nitro, aniline, sulfonic acid, and alkylsulfonyl groups, and may have a hydroxyl group. From the viewpoint of easily reducing the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the initial reaction temperature, in carboxylic acid b, the number (in one molecule) of hydroxyl, alkyl, alkoxy, ester, amino, alkylamino, nitro, aniline, sulfonic acid, or alkylsulfonyl groups may be 1–4, 1–3, 1–2, 2–4, 2–3, or 3–4, or may be 2.

[0073] From the viewpoint of easily reducing the initial reaction temperature in the preparation of polymerizable compositions and easily obtaining excellent storage stability related to the initial reaction temperature, carboxylic acid b may include at least one selected from the group consisting of aromatic carboxylic acids and aliphatic carboxylic acids, or may include aromatic carboxylic acids. Hereinafter, carboxylic acids having the above-mentioned specific proton dissociation energy E and density inflection point temperature T are referred to as "aromatic carboxylic acid b".

[0074] Aromatic carboxylic acid b has at least one aromatic ring. From the viewpoint of easily lowering the initial reaction temperature at the beginning of the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the reaction initiation temperature, the number of aromatic rings (the number per molecule) can be 1, 2, or even 1. Examples of aromatic rings include benzene rings and naphthalene rings. From the viewpoint of easily lowering the initial reaction temperature at the beginning of the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the reaction initiation temperature, aromatic carboxylic acid b may include at least one selected from the group consisting of aromatic carboxylic acids having a benzene ring and aromatic carboxylic acids having a naphthalene ring, or it may include an aromatic carboxylic acid having a benzene ring.

[0075] Aromatic carboxylic acid b has a carboxyl group bonded to an aromatic ring. From the viewpoint of easily reducing the initial reaction temperature at the beginning of the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the reaction initiation temperature, aromatic carboxylic acid b may contain aromatic carboxylic acids having a hydroxyl group (phenolic hydroxyl group) bonded to an aromatic ring.

[0076] In aromatic carboxylic acid b, from the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the reaction initiation temperature, the number of carboxyl groups bonded to the aromatic ring (number per molecule) can be 1. In aromatic carboxylic acid b, from the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the reaction initiation temperature, the number of hydroxyl groups (number per molecule) or the number of hydroxyl groups bonded to the aromatic ring (number per molecule) can be 1–4, 1–3, 1–2, 2–4, or 2–3, or it can be 2.

[0077] From the viewpoint of easily lowering the initial reaction temperature in the preparation of polymerizable compositions and easily obtaining excellent storage stability related to the initial reaction temperature, aromatic carboxylic acids b can have a functional group with a carboxyl group bonded to the benzene ring in the para position, or one or two functional groups with a carboxyl group bonded to the benzene ring in the meta position, or one or two functional groups with a carboxyl group bonded to the benzene ring in the ortho position. Examples of such functional groups include hydroxyl, alkyl, alkoxy, ester, amino, alkylamino, nitro, aniline, sulfonic acid, or alkylsulfonyl groups.

[0078] Examples of aromatic carboxylic acids b include 3-hydroxybenzoic acid, 4-hydroxybenzoic acid, 5-amino-2-hydroxybenzoic acid (also known as 5-aminosalicylic acid), 2-amino-3-hydroxybenzoic acid, 4-amino-3-hydroxybenzoic acid, 2-amino-5-hydroxybenzoic acid, 2-hydroxy-4-methoxybenzoic acid (also known as 4-methoxysalicylic acid), monomethyl phthalate, 4-nitrobenzoic acid, 2,4-dinitrobenzoic acid, 3-hydroxy-4-nitrobenzoic acid, 3-methyl-2-nitrobenzoic acid, and monoethyl 5-nitroisophthalate. 4-Methylsulfonyl-2-nitrobenzoic acid, N-methyl-2-aminobenzoic acid, 2-anilinebenzoic acid, 3,4-dihydroxybenzoic acid (also known as protocatechuic acid), 3,5-dihydroxybenzoic acid (also known as α-resorcinol carboxylic acid), 2,3-dihydroxybenzoic acid (also known as 2-catechol carboxylic acid), 2,5-dihydroxybenzoic acid (also known as gentianic acid), 2,4-dihydroxy-6-methylbenzoic acid (also known as lichen maltose), 3,4,5-trihydroxybenzoic acid (also known as gallic acid), 1-hydroxy-2-naphthoic acid, etc. From the viewpoint of easily and appropriately achieving both the initial reaction initiation temperature for the preparation of polymerizable compositions and excellent storage stability related to the reaction initiation temperature, aromatic carboxylic acid b may include 3-hydroxybenzoic acid, 4-hydroxybenzoic acid, 5-amino-2-hydroxybenzoic acid, 2-amino-3-hydroxybenzoic acid, 4-amino-3-hydroxybenzoic acid, 2-amino-5-hydroxybenzoic acid, 2-hydroxy-4-methoxybenzoic acid, monomethyl phthalate, 4-nitrobenzoic acid, 2,4-dinitrobenzoic acid, 3-hydroxy-4-nitrobenzoic acid, etc. It comprises at least one of the following groups: benzoic acid, 3-methyl-2-nitrobenzoic acid, ethyl 5-nitroisophthalate, 4-methylsulfonyl-2-nitrobenzoic acid, N-methyl-2-aminobenzoic acid, 2-anilinebenzoic acid, 3,4-dihydroxybenzoic acid, 3,5-dihydroxybenzoic acid, 2,3-dihydroxybenzoic acid, 2,5-dihydroxybenzoic acid, 2,4-dihydroxy-6-methylbenzoic acid, 3,4,5-trihydroxybenzoic acid, and 1-hydroxy-2-naphthoic acid, and may include 3,4-dihydroxybenzoic acid.

[0079] From the viewpoint of lowering the initial reaction temperature in the preparation of the polymerizable composition, the proton dissociation energy E of the proton-dissociating group of carboxylic acid b is 295.5 kJ / mol or higher. Carboxylic acid b may have a carboxyl group as a proton-dissociating group, or it may have proton-dissociating groups other than a carboxyl group. Examples of proton-dissociating groups other than a carboxyl group include carboxyl groups, hydroxyl groups, sulfonic acid groups, etc. When carboxylic acid b has multiple carboxyl groups or when carboxylic acid b has proton-dissociating groups other than a carboxyl group, the proton dissociation energy E is taken as the minimum value among the proton dissociation energies E of the multiple proton-dissociating groups of carboxylic acid b. The proton dissociation energy E can be calculated by the method described in the examples below, and can also be calculated by quantum chemical calculations based on density functional theory using the program Gaussian16 (manufactured by Gaussian Corporation), functional B3LYP, and basis set 6-31G(d).

[0080] As mentioned above, the proton dissociation energy E is 295.5 kJ / mol or higher. From the viewpoint that it is easy to have both the initial reaction temperature of the preparation of the polymerizable composition and the excellent storage stability related to the initial reaction temperature, it can be within the following range (for convenience, the expression of the unit "kJ / mol" is omitted). The proton dissociation energy E can be above 300.0, 305.0, 308.0, 310.0, 315.0, 316.0, 320.0, 325.0, 330.0, 340.0, 345.0, 350.0, 360.0, 365.0, 370.0, 373.0, 375.0, 377.0, 380.0, 400.0, 450.0, 452.0, 454.0, 455.0, or 456.0. The proton dissociation energy E can be below 500.0, 480.0, 460.0, 456.0, 455.0, 454.0, 452.0, 450.0, 400.0, 380.0, 377.0, 375.0, 373.0, 370.0, 365.0, 360.0, 350.0, 345.0, 340.0, 330.0, 325.0, 320.0, 316.0, 315.0, 310.0, 308.0, or 305.0. Based on these viewpoints, the proton dissociation energy E can be 295.5–500.0, 310.0–500.0, 320.0–500.0, 295.5–400.0, 310.0–400.0, 320.0–400.0, 295.5–350.0, 310.0–350.0, or 320.0–350.0.

[0081] From the viewpoint of obtaining excellent storage stability related to the reaction initiation temperature, the density inflection point temperature T in the temperature dependence curve of carboxylic acid b (a curve representing the temperature dependence of density: a curve representing the relationship between density and temperature) is below 135.0 °C. The density inflection point temperature T is the temperature at which the approximate straight lines of the low-temperature side region and the high-temperature side region of the temperature dependence curve of carboxylic acid b are intersected, and is also the temperature at which the approximate straight lines of the low-temperature side region (from the end of 280 K to 5 measurement points) and the high-temperature side region (from the end of 500 K to 5 measurement points) of the temperature dependence curve for every 10 K in the temperature range of 280–500 K intersect. The temperature dependence curve can be obtained by the method described in the following examples, and can be obtained by obtaining the density per 10K in the temperature range of 280 to 500K based on molecular dynamics calculations (program: GROMACS 2020, force field: GAFF2, charge: calculated by RESP (program Gaussian16 (Gaussian Corporation), B3LYP / 6-31G(d) / / HF / 6-31G(d))).

[0082] The density inflection point temperature T, as described above, is 135.0°C or lower. From the viewpoint of easily possessing both the initial reaction initiation temperature of the polymerizable composition and excellent storage stability related to the reaction initiation temperature, it can be within the following range: Density inflection point temperature T can be 130.0°C or lower, 125.0°C or lower, 120.0°C or lower, 115.0°C or lower, 110.0°C or lower, 105.0°C or lower, 100.0°C or lower, 95.0°C or lower, 90.0°C or lower, 85.0°C or lower, 80.0°C or lower, 75.0°C or lower, 70.0°C or lower, 65.0°C or lower, 60.0°C or lower, or 55.0°C or lower. The density inflection point temperature T can be above 30.0℃, 35.0℃, 40.0℃, 45.0℃, 50.0℃, 55.0℃, 60.0℃, 65.0℃, 70.0℃, 75.0℃, 80.0℃, 85.0℃, 90.0℃, 95.0℃, 100.0℃, 105.0℃, 110.0℃, 115.0℃, or 120.0℃. Based on these viewpoints, the density inflection point temperature T can be 30.0~135.0℃, 70.0~135.0℃, 100.0~135.0℃, 30.0~125.0℃, 70.0~125.0℃, 100.0~125.0℃, 30.0~120.0℃, 70.0~120.0℃, or 100.0~120.0℃.

[0083] From the viewpoint of easily reducing the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the initial reaction temperature, based on the total amount of carboxylic acids (carboxylic acid b and carboxylic acids not belonging to carboxylic acid b: the same applies to salts and hydrates) contained in the polymerizable composition, the content of component (B) can be 50.00% by mass or more, more than 50.00% by mass, 70.00% by mass or more, 80.00% by mass or more, 90.00% by mass or more, 92.00% by mass or more, 95.00% by mass or more, 97.00% by mass or more, 98.00% by mass or more, 99.00% by mass or more, or substantially 100.00% by mass.

[0084] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the initial reaction temperature, the content of component (B) can be within the following ranges based on the total mass of the polymerizable composition. The content of component (B) can be 0.01% by mass or more, 0.05% by mass or more, 0.10% by mass or more, 0.30% by mass or more, 0.50% by mass or more, 0.80% by mass or more, 1.00% by mass or more, 1.05% by mass or more, 1.10% by mass or more, 1.15% by mass or more, 1.20% by mass or more, or 1.25% by mass or more. (B) The content of component (B) may be less than 10.00% by mass, less than 8.00% by mass, less than 6.00% by mass, less than 5.00% by mass, less than 4.00% by mass, less than 3.00% by mass, less than 2.50% by mass, less than 2.00% by mass, less than 1.90% by mass, less than 1.80% by mass, less than 1.60% by mass, less than 1.50% by mass, less than 1.40% by mass, or less than 1.30% by mass. Based on these considerations, the content of component (B) may be 0.01–10.00% by mass, 0.01–2.50% by mass, 0.01–1.50% by mass, 0.50–10.00% by mass, 0.50–2.50% by mass, 0.50–1.50% by mass, 1.00–10.00% by mass, 1.00–2.50% by mass, or 1.00–1.50% by mass.

[0085] From the viewpoint of easily reducing the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the initial reaction temperature, the mass ratio R1 (component (B) / component (a1)) of the content of component (B) relative to the content of component (a1) can be within the following ranges. The mass ratio R1 can be 0.01 or more, 0.05 or more, 0.10 or more, 0.20 or more, 0.30 or more, 0.40 or more, 0.50 or more, 0.60 or more, 0.70 or more, 0.80 or more, 0.90 or more, or 1.00 or more. The mass ratio R1 can be 10.00 or less, 8.00 or less, 6.00 or less, 5.00 or less, 4.50 or less, 4.00 or less, 3.50 or less, 3.00 or less, 2.50 or less, 2.00 or less, 1.80 or less, 1.50 or less, or 1.20 or less. Based on these viewpoints, the mass ratio R1 can be 0.01–10.00, 0.01–6.00, 0.01–3.00, 0.30–10.00, 0.30–6.00, 0.30–3.00, 0.50–10.00, 0.50–6.00, or 0.50–3.00.

[0086] The polymerizable composition of this embodiment, as component (C), contains a phosphorus compound having a P=O(OH) structure (except for compounds corresponding to components (a1) or (B). Hereinafter, "component (C)" may be included depending on the situation). The polymerizable composition of this embodiment may contain component (C) as a polymerizable compound, or it may contain a polymerizable compound that is not a component (C). In the phosphorus compound having a P=O(OH) structure, as shown in the following general formula (c1), the oxygen atom is bonded to the phosphorus atom via a double bond, and the hydroxyl group is bonded to the phosphorus atom via a single bond. In component (C), from the viewpoint of easily lowering the reaction initiation temperature in the early stages of preparing the polymerizable composition, the number of P=O(OH) structures (the number in one molecule) may be 1.

[0087]

[0088] [In the formula, c11 represents an integer from 1 to 3, c12 represents an integer from 0 to 2, c11 + c12 equals 3, R] c1 This indicates a group with a monovalent valence.

[0089] From the viewpoint that it is easy to reduce the initial reaction temperature in the preparation of polymerizable compositions, c11 can be 1 to 2 or 2 to 3.

[0090] (C) Components may have a monovalent group different from the hydroxyl group (R of general formula (c1)). c1() is a functional group bonded to a phosphorus atom. Examples of such a monovalent group include substituted or unsubstituted alkyl groups, substituted or unsubstituted aryl groups (e.g., phenyl), and groups containing a (meth)acryloyl group. A group containing a (meth)acryloyl group is a group having at least one selected from the group consisting of an acryloyl group and a methacryloyl group.

[0091] From the viewpoint that it is easy to reduce the reaction initiation temperature in the early stage of the preparation of the polymerizable composition, component (C) may include at least one selected from the group consisting of (meth)acrylate compounds having a P=O(OH) structure, phosphoric acid and phenylphosphonic acid, or may include (meth)acrylate compounds having a P=O(OH) structure, or may include compounds represented by the following general formula (c2).

[0092]

[0093] [In the formula, c21 represents an integer of 1 or 2, c22 represents an integer of 1 or 2, c21+c22 equals 3, c23 and c24 each independently represent integers greater than 1, R] c2 This indicates a hydrogen atom or a methyl group.

[0094] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, c23 can be 1–8, 1–6, 1–5, 3–8, 3–6, 3–5, 5–8, or 5–6. From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, c24 can be 1–4, 2–4, 1–3, or 1–2.

[0095] From the viewpoint of easily lowering the initial reaction temperature in the preparation of polymerizable compositions, based on the total mass of phosphorus-containing compounds (compounds containing phosphorus atoms) contained in the polymerizable composition, the content of component (C) can be 50.00% by mass or more, more than 50.00% by mass, 70.00% by mass or more, 80.00% by mass or more, 90.00% by mass or more, 92.00% by mass or more, 95.00% by mass or more, 97.00% by mass or more, 98.00% by mass or more, 99.00% by mass or more, or substantially 100.00% by mass.

[0096] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (C) can be within the following ranges based on the total mass of the polymerizable composition. The content of component (C) can be 0.01% by mass or more, 0.05% by mass or more, 0.10% by mass or more, 0.20% by mass or more, 0.30% by mass or more, 0.40% by mass or more, 0.50% by mass or more, 0.60% by mass or more, 0.70% by mass or more, 0.80% by mass or more, or 0.90% by mass or more. The content of component (C) can be 10.00% by mass or less, 8.00% by mass or less, 6.00% by mass or less, 5.00% by mass or less, 4.00% by mass or less, 3.00% by mass or less, 2.00% by mass or less, 1.80% by mass or less, 1.50% by mass or less, 1.20% by mass or less, or 1.00% by mass or less. Based on these viewpoints, the content of component (C) can be 0.01–10.00% by mass, 0.01–2.00% by mass, 0.01–1.00% by mass, 0.20–10.00% by mass, 0.20–2.00% by mass, 0.20–1.00% by mass, 0.50–10.00% by mass, 0.50–2.00% by mass, or 0.50–1.00% by mass.

[0097] From the viewpoint of easily reducing the initial reaction temperature in the preparation of the polymerizable composition, the mass ratio R21 ((C) component / (a1) component) of the content of component (C) relative to the content of component (a1) can be within the following ranges. The mass ratio R21 can be 0.01 or more, 0.05 or more, 0.08 or more, 0.10 or more, 0.20 or more, 0.30 or more, 0.40 or more, 0.50 or more, 0.60 or more, or 0.70 or more. The mass ratio R21 can be 10.00 or less, 8.00 or less, 6.00 or less, 5.00 or less, 4.00 or less, 3.00 or less, 2.50 or less, 2.00 or less, 1.80 or less, 1.50 or less, 1.30 or less, 1.20 or less, 1.10 or less, 1.00 or less, 0.90 or less, or 0.80 or less. Based on these viewpoints, the mass ratio R21 can be 0.01–10.00, 0.01–5.00, 0.01–1.00, 0.10–10.00, 0.10–5.00, 0.10–1.00, 0.50–10.00, 0.50–5.00, or 0.50–1.00.

[0098] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the initial reaction temperature, the mass ratio R22 ((C) component / (B) component) of the content of component (C) can be within the following ranges. The mass ratio R22 can be 0.01 or more, 0.05 or more, 0.10 or more, 0.15 or more, 0.20 or more, 0.25 or more, 0.30 or more, 0.35 or more, 0.40 or more, 0.45 or more, 0.50 or more, 0.55 or more, 0.60 or more, 0.65 or more, or 0.70 or more. The mass ratio R22 can be 5.00 or less, 4.00 or less, 3.00 or less, 2.00 or less, 1.50 or less, 1.00 or less, 0.90 or less, 0.85 or less, 0.80 or less, or 0.75 or less. Based on these viewpoints, the mass ratio R22 can be 0.01–5.00, 0.01–1.50, 0.01–0.80, 0.20–5.00, 0.20–1.50, 0.20–0.80, 0.40–5.00, 0.40–1.50, or 0.40–0.80.

[0099] The polymeric composition of this embodiment may contain a polymeric compound (except for compounds corresponding to components (a1), (B), or (C)) as component (D).

[0100] As component (D), examples include free radical polymerizable compounds, cationic polymerizable compounds, and anionic polymerizable compounds. From the viewpoint of easily lowering the initial reaction temperature in the preparation of polymeric compositions, component (D) may include free radical polymerizable compounds.

[0101] As component (D), examples include (meth)acrylate compounds, maleimide compounds, vinyl ether compounds, allyl compounds, styrene compounds, (meth)acrylamide compounds, norbornenedicarboximide compounds, natural rubber, isoprene rubber, butyl rubber, nitrile rubber, butadiene rubber, styrene-butadiene rubber, acrylonitrile-butadiene rubber, carboxylated nitrile rubber, epoxy compounds, oxane compounds, and lactone compounds. From the viewpoint of easily lowering the initial reaction temperature in the preparation of polymerizable compositions, component (D) may contain compounds with ethylene unsaturated bonds or (meth)acrylate compounds.

[0102] Examples of (meth)acrylate compounds include (poly)urethane (meth)acrylates, epoxy (meth)acrylates, meth (meth)acrylates, polyether (meth)acrylates, polyester (meth)acrylates, polybutadiene (meth)acrylates, organosilicon (meth)acrylates, ethyl (meth)acrylates, 2-cyanoethyl (meth)acrylates, 2-(2-ethoxyethoxy)ethyl (meth)acrylates, 2-ethoxyethyl (meth)acrylates, and 2-ethylhexyl (meth)acrylates. Acrylates, n-hexyl (meth)acrylates, 2-hydroxyethyl (meth)acrylates, isopropyl (meth)acrylates, hydroxypropyl (meth)acrylates, isobutyl (meth)acrylates, isobornyl (meth)acrylates, isodecyl (meth)acrylates, isooctyl (meth)acrylates, n-lauryl (meth)acrylates, 2-methoxyethyl (meth)acrylates, 2-phenoxyethyl (meth)acrylates, tetrahydrofurfuryl (meth)acrylates, N,N-dimethylaminoethyl (meth)acrylates 4,3-dimethylaminopropyl (meth)acrylate, N,N-dimethylaminopropyl (meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, polyethylene glycol di(meth)acrylate, polyalkylene glycol di(meth)acrylate, cyclohexyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentenoxyethyl (meth)acrylate, neopentyl glycol di(meth)acrylate, pentaerythritol (meth)acrylate Polyurethane (meth)acrylates, dipentaerythritol hexa(meth)acrylates, isocyanuric acid alkylene oxide modified di(meth)acrylates, isocyanuric acid alkylene oxide modified tri(meth)acrylates, tricyclodecyl (meth)acrylates, dihydroxymethyltricyclodecane di(meth)acrylates, 2-hydroxy-1,3-di(meth)acryloyloxypropane, 2,2-bis[4-((meth)acryloyloxymethoxy)phenyl]propane, 2,2-bis[4-((meth)acryloyloxypolyethoxy)phenyl]propane, etc. "Polyurethane (meth)acrylates" and "urethane (meth)acrylates" are collectively referred to as "(poly)urethane (meth)acrylates". Component (D) may contain difunctional (meth)acrylate compounds.

[0103] From the viewpoint that it is easy to reduce the reaction initiation temperature in the early stage of the preparation of the polymerizable composition, component (D) may contain a polyurethane (meth)acrylate compound having a polycarbonate backbone (hereinafter referred to as "(d1) component"), may contain a polyurethane (meth)acrylate compound having a structure derived from a polycarbonate polyol, and may contain a compound represented by the following general formula (d1).

[0104]

[0105] [In the formula, R] 1 Represents a hydrogen atom or a methyl group, j represents an integer from 1 to 3, k represents an integer from 2 to 7, m represents an integer from 1 to 8, and n represents an integer from 5 to 7.

[0106] In general formula (d1), from the viewpoint of easily reducing the initial reaction temperature in the preparation of polymerizable compositions, j can be 1-2 or 2-3, k can be 2-3 or 3-5, m can be 1-6, 1-4 or 1-2, and n can be 5-6 or 6-7.

[0107] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the weight-average molecular weight of component (d1) can be 1000 or more, 3000 or more, 5000 or more, 8000 or more, 10000 or more, 12000 or more, 13000 or more, 14000 or more, or 15000 or more. From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the weight-average molecular weight of component (d1) can be 100000 or less, 50000 or less, 30000 or less, 25000 or less, 20000 or less, 18000 or less, or 15000 or less. From these viewpoints, the weight-average molecular weight of component (d1) can be 1000 to 100000, 5000 to 50000, or 10000 to 30000.

[0108] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (d1) can be within the following ranges, based on the total mass of component (D). The content of component (d1) can be 10.00% by mass or more, 15.00% by mass or more, 20.00% by mass or more, 25.00% by mass or more, 30.00% by mass or more, 35.00% by mass or more, 40.00% by mass or more, 45.00% by mass or more, 50.00% by mass or more, or 55.00% by mass or more. The content of component (d1) can be 90.00% by mass or less, 85.00% by mass or less, 80.00% by mass or less, 75.00% by mass or less, 70.00% by mass or less, 65.00% by mass or less, or 60.00% by mass or less. Based on these viewpoints, the content of component (d1) can be 10.00–90.00% by mass, 10.00–80.00% by mass, 10.00–70.00% by mass, 20.00–90.00% by mass, 20.00–80.00% by mass, 20.00–70.00% by mass, 40.00–90.00% by mass, 40.00–80.00% by mass, or 40.00–70.00% by mass.

[0109] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (d1) can be within the following ranges based on the total mass of the polymerizable composition: The content of component (d1) can be 5.00% by mass or more, 10.00% by mass or more, 15.00% by mass or more, or 20.00% by mass or more. The content of component (d1) can be 50.00% by mass or less, 45.00% by mass or less, 40.00% by mass or less, 35.00% by mass or less, 30.00% by mass or less, or 25.00% by mass or less. Based on these viewpoints, the content of component (d1) can be 5.00–50.00% by mass, 5.00–40.00% by mass, 5.00–30.00% by mass, 10.00–50.00% by mass, 10.00–40.00% by mass, 10.00–30.00% by mass, 20.00–50.00% by mass, 20.00–40.00% by mass, or 20.00–30.00% by mass.

[0110] (D) Component may include, from the viewpoint of easily reducing the reaction initiation temperature in the early stages of preparation of the polymerizable composition, alkylene oxide-modified di(meth)acrylate of isocyanurate (excluding compounds belonging to (d1) Component; hereinafter referred to as "(d2) Component") and may include ethylene oxide-modified di(meth)acrylate of isocyanurate.

[0111] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (d2), based on the total mass of component (D), can be within the following ranges: The content of component (d2) can be 1.00% by mass or more, 5.00% by mass or more, 10.00% by mass or more, 15.00% by mass or more, or 20.00% by mass or more. The content of component (d2) can be 50.00% by mass or less, 45.00% by mass or less, 40.00% by mass or less, 35.00% by mass or less, 30.00% by mass or less, or 25.00% by mass or less. Based on these viewpoints, the content of component (d2) can be 1.00–50.00% by mass, 1.00–40.00% by mass, 1.00–30.00% by mass, 10.00–50.00% by mass, 10.00–40.00% by mass, 10.00–30.00% by mass, 20.00–50.00% by mass, 20.00–40.00% by mass, or 20.00–30.00% by mass.

[0112] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (d2) can be within the following ranges based on the total mass of the polymerizable composition: The content of component (d2) can be 1.00% by mass or more, 3.00% by mass or more, 5.00% by mass or more, 8.00% by mass or more, or 9.00% by mass or more. The content of component (d2) can be 30.00% by mass or less, 25.00% by mass or less, 20.00% by mass or less, 15.00% by mass or less, or 10.00% by mass or less. Based on these viewpoints, the content of component (d2) can be 1.00–30.00% by mass, 1.00–20.00% by mass, 1.00–10.00% by mass, 5.00–30.00% by mass, 5.00–20.00% by mass, 5.00–10.00% by mass, 7.00–30.00% by mass, 7.00–20.00% by mass, or 7.00–10.00% by mass.

[0113] From the viewpoint of easily reducing the initial reaction temperature in the preparation of the polymerizable composition, component (D) may include a di(meth)acrylate compound having at least one of the groups selected from dicyclopentyl and dicyclopentenyl structures (excluding the compound corresponding to component (d1) or component (d2); hereinafter referred to as "component (d3)"), or may include at least one of the groups selected from dihydroxymethyltricyclodecane di(meth)acrylate and tricyclodecanediol di(meth)acrylate.

[0114] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (d3) can be within the following ranges, based on the total mass of component (D). The content of component (d3) can be 1.00% by mass or more, 5.00% by mass or more, 10.00% by mass or more, 15.00% by mass or more, or 20.00% by mass or more. The content of component (d3) can be 50.00% by mass or less, 45.00% by mass or less, 40.00% by mass or less, 35.00% by mass or less, 30.00% by mass or less, or 25.00% by mass or less. Based on these viewpoints, the content of component (d3) can be 1.00–50.00% by mass, 1.00–40.00% by mass, 1.00–30.00% by mass, 10.00–50.00% by mass, 10.00–40.00% by mass, 10.00–30.00% by mass, 20.00–50.00% by mass, 20.00–40.00% by mass, or 20.00–30.00% by mass.

[0115] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (d3) can be within the following ranges based on the total mass of the polymerizable composition: The content of component (d3) can be 1.00% by mass or more, 3.00% by mass or more, 5.00% by mass or more, 8.00% by mass or more, or 9.00% by mass or more. The content of component (d3) can be 30.00% by mass or less, 25.00% by mass or less, 20.00% by mass or less, 15.00% by mass or less, or 10.00% by mass or less. Based on these viewpoints, the content of component (d3) can be 1.00–30.00% by mass, 1.00–20.00% by mass, 1.00–10.00% by mass, 5.00–30.00% by mass, 5.00–20.00% by mass, 5.00–10.00% by mass, 7.00–30.00% by mass, 7.00–20.00% by mass, or 7.00–10.00% by mass.

[0116] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (D) can be within the following ranges based on the total mass of the polymerizable composition: The content of component (D) can be 10.00% by mass or more, 15.00% by mass or more, 20.00% by mass or more, 25.00% by mass or more, 30.00% by mass or more, 35.00% by mass or more, or 40.00% by mass or more. The content of component (D) can be 80.00% by mass or less, 75.00% by mass or less, 70.00% by mass or less, 65.00% by mass or less, 60.00% by mass or less, 55.00% by mass or less, 50.00% by mass or less, or 45.00% by mass or less. Based on these viewpoints, the content of component (D) can be 10.00–80.00% by mass, 10.00–60.00% by mass, 10.00–50.00% by mass, 30.00–80.00% by mass, 30.00–60.00% by mass, 30.00–50.00% by mass, 35.00–80.00% by mass, 35.00–60.00% by mass, or 35.00–50.00% by mass.

[0117] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the mass ratio R31 ((D) component / (a1) component) of the content of component (D) relative to the content of component (a1) can be within the following ranges: Mass ratio R31 can be 1.00 or more, 5.00 or more, 10.00 or more, 15.00 or more, 20.00 or more, 25.00 or more, or 30.00 or more. Mass ratio R31 can be 300.00 or less, 250.00 or less, 200.00 or less, 150.00 or less, 120.00 or less, 100.00 or less, 80.00 or less, 60.00 or less, 50.00 or less, or 40.00 or less. Based on these viewpoints, the mass ratio R31 can be 1.00–300.00, 1.00–120.00, 1.00–60.00, 20.00–300.00, 20.00–120.00, 20.00–60.00, 30.00–300.00, 30.00–120.00, or 30.00–60.00.

[0118] From the viewpoint of easily reducing the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the initial reaction temperature, the mass ratio R32 ((D) component / (B) component) of the content of component (D) relative to the content of component (B) can be within the following ranges: Mass ratio R32 can be 1.00 or more, 5.00 or more, 10.00 or more, 15.00 or more, 20.00 or more, 25.00 or more, or 30.00 or more. Mass ratio R32 can be 300.00 or less, 200.00 or less, 100.00 or less, 80.00 or less, 50.00 or less, 45.00 or less, 40.00 or less, or 35.00 or less. Based on these viewpoints, the mass ratio R32 can be 1.00–300.00, 1.00–100.00, 1.00–50.00, 10.00–300.00, 10.00–100.00, 10.00–50.00, 20.00–300.00, 20.00–100.00, or 20.00–50.00.

[0119] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the mass ratio R33 ((D) component / (C) component) of the content of component (D) relative to the content of component (C) can be within the following ranges: Mass ratio R33 can be 1.00 or more, 5.00 or more, 10.00 or more, 15.00 or more, 20.00 or more, 25.00 or more, 30.00 or more, 35.00 or more, 40.00 or more, or 45.00 or more. Mass ratio R33 can be 300.00 or less, 250.00 or less, 200.00 or less, 150.00 or less, 140.00 or less, 100.00 or less, 80.00 or less, 70.00 or less, 60.00 or less, 50.00 or less, or 45.00 or less. Based on these viewpoints, the mass ratio R33 can be 1.00–300.00, 1.00–100.00, 1.00–60.00, 20.00–300.00, 20.00–100.00, 20.00–60.00, 30.00–300.00, 30.00–100.00, or 30.00–60.00.

[0120] The polymerizable composition of this embodiment may contain a polymerization initiator (except for compounds corresponding to components (a1), (B), (C), or (D)) as component (E). Component (E) may contain a thermal polymerization initiator. Examples of components (E) include free radical polymerization initiators, cationic polymerization initiators, and anionic polymerization initiators. From the viewpoint of easily lowering the reaction initiation temperature in the initial stage of preparing the polymerizable composition, component (E) may contain a free radical polymerization initiator.

[0121] Examples of components (E) include: ketone peroxides such as methyl ethyl ketone peroxide, cyclohexanone peroxide, and methyl cyclohexanone peroxide; peroxy ketals such as 1,1-bis(tert-butylperoxy)cyclohexane, 1,1-bis(tert-butylperoxy)-2-methylcyclohexane, 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane, 1,1-bis(tert-hexylperoxy)cyclohexane, and 1,1-bis(tert-hexylperoxy)-3,3,5-trimethylcyclohexane; hydroperoxides such as p-menthane hydroperoxide; and α,α'-bis(tert-butylperoxy)diisopropylbenzene, dicumyl peroxide, tert-butylcumyl peroxide, and ditert-butyl peroxide. Dialkyl peroxides; diacyl peroxides such as dioctanoyl peroxide, dilauroyl peroxide, distearyl peroxide, and dibenzoyl peroxide; peroxycarbonates such as bis(4-tert-butylcyclohexyl)peroxydicarbonate, di-2-ethoxyethyl peroxydicarbonate, di-2-ethylhexyl peroxydicarbonate, and di-3-methoxybutyl peroxydicarbonate; tert-butylperoxyneodecanate, tert-hexylperoxyneodecanate, 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate, 2,5-dimethyl-2,5-bis(2-ethylhexanoylperoxy)hexane, tert-hexylperoxy-2-ethylhexanoate, tert-butylperoxy-2-ethylhexanoate, and tert-butylperoxyisobutyl Peroxide esters, including tert-hexylperoxyisopropyl monocarbonate, tert-butylperoxy-3,5,5-trimethylhexanoate, tert-butylperoxylaurate, tert-butylperoxyisopropyl monocarbonate, tert-butylperoxy-2-ethylhexyl monocarbonate, tert-butylperoxybenzoate, tert-hexylperoxybenzoate, 2,5-dimethyl-2,5-bis(benzoylperoxy)hexane, tert-butylperoxyacetate, etc.; phthalic anhydride, maleic anhydride, trimellitic anhydride, hexahydrophthalic anhydride, tetrahydrophthalic anhydride, methylnadic anhydride, nadic anhydride, glutaric anhydride, dimethylglutaric anhydride, diethylglutaric anhydride, succinic anhydride, methylhexahydrophthalic anhydride, etc. Anhydrides such as tetrahydrophthalic anhydride, 1,2,3,4-cyclobutanetetracarboxylic anhydride, 4,4'-biphenyl phthalic anhydride, 4,4'-carbonyl phthalic anhydride, 4,4'-sulfonyl phthalic anhydride, 4,4'-(hexafluoroisopropylidene) phthalic anhydride, 4,4'-oxophthalic anhydride, 9,9-bis(3,4-dicarboxyphenyl)fluorene dianhydride, and 2,3,6,7-naphthalenetetracarboxylic anhydride; azo compounds such as 2,2'-azobis(2,4-dimethylpentanonitrile) and 2,2'-azobis(4-methoxy-2'-dimethylpentanonitrile); iodonium salts; sulfonium salts; phosphonium salts; and imidazole compounds.

[0122] From the viewpoint that it is easy to reduce the reaction initiation temperature in the early stage of the preparation of polymeric compositions, component (E) may contain peroxides, organic peroxides, or diacyl peroxides.

[0123] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (E) can be within the following ranges based on the total mass of the polymerizable composition: The content of component (E) can be 0.10% by mass or more, 0.50% by mass or more, 1.00% by mass or more, 1.50% by mass or more, 2.00% by mass or more, 2.50% by mass or more, 3.00% by mass or more, 3.50% by mass or more, 4.00% by mass or more, or 4.50% by mass or more. The content of component (E) can be 20.00% by mass or less, 15.00% by mass or less, 10.00% by mass or less, 9.00% by mass or less, 8.00% by mass or less, 7.00% by mass or less, 6.00% by mass or less, or 5.00% by mass or less. Based on these viewpoints, the content of component (E) can be 0.10–20.00% by mass, 0.10–10.00% by mass, 0.10–5.00% by mass, 1.00–20.00% by mass, 1.00–10.00% by mass, 1.00–5.00% by mass, 3.00–20.00% by mass, 3.00–10.00% by mass, or 3.00–5.00% by mass.

[0124] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the mass ratio R41 ((E) component / (a1) component) of the content of component (E) relative to the content of component (a1) can be within the following ranges: Mass ratio R41 can be 0.10 or more, 0.50 or more, 1.00 or more, 2.00 or more, 3.00 or more, or 3.50 or more. Mass ratio R41 can be 50.00 or less, 30.00 or less, 20.00 or less, 15.00 or less, 10.00 or less, 8.00 or less, 6.00 or less, 5.00 or less, or 4.00 or less. Based on these viewpoints, the mass ratio R41 can be 0.10–50.00, 0.10–15.00, 0.10–6.00, 1.00–50.00, 1.00–15.00, 1.00–6.00, 3.00–50.00, 3.00–15.00, or 3.00–6.00.

[0125] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition and easily obtaining excellent storage stability related to the initial reaction temperature, the mass ratio R42 ((E) component / (B) component) of the content of component (E) relative to the content of component (B) can be within the following ranges: The mass ratio R42 can be 0.10 or more, 0.50 or more, 1.00 or more, 1.50 or more, 2.00 or more, 2.50 or more, 3.00 or more, or 3.50 or more. The mass ratio R42 can be 50.00 or less, 30.00 or less, 20.00 or less, 15.00 or less, 10.00 or less, 8.00 or less, 5.00 or less, 4.50 or less, or 4.00 or less. Based on these viewpoints, the mass ratio R42 can be 0.10–50.00, 0.10–20.00, 0.10–5.00, 1.00–50.00, 1.00–20.00, 1.00–5.00, 2.00–50.00, 2.00–20.00, or 2.00–5.00.

[0126] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the mass ratio R43 ((E) component / (C) component) of the content of component (E) relative to the content of component (C) can be within the following ranges: Mass ratio R43 can be 0.10 or more, 0.50 or more, 1.00 or more, 1.50 or more, 2.00 or more, 2.50 or more, 3.00 or more, 3.50 or more, 4.00 or more, 4.50 or more, or 5.00 or more. Mass ratio R43 can be 50.00 or less, 30.00 or less, 20.00 or less, 15.00 or less, 12.00 or less, 10.00 or less, 9.00 or less, 8.00 or less, 7.00 or less, 6.50 or less, 6.00 or less, 5.50 or less, or 5.00 or less. Based on these viewpoints, the mass ratio R43 can be 0.10–50.00, 0.10–10.00, 0.10–6.00, 1.00–50.00, 1.00–10.00, 1.00–6.00, 3.00–50.00, 3.00–10.00, or 3.00–6.00.

[0127] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the mass ratio R44 ((E) component / (D) component) of the content of component (E) relative to the content of component (D) can be within the following ranges: Mass ratio R44 can be 0.01 or more, 0.03 or more, 0.05 or more, 0.08 or more, or 0.10 or more. Mass ratio R44 can be 5.00 or less, 3.00 or less, 1.00 or less, 0.50 or less, 0.30 or less, 0.20 or less, or 0.15 or less. From these viewpoints, mass ratio R44 can be 0.01 to 5.00, 0.01 to 1.00, 0.01 to 0.50, 0.05 to 5.00, 0.05 to 1.00, 0.05 to 0.50, 0.10 to 5.00, 0.10 to 1.00, or 0.10 to 0.50.

[0128] The polymeric composition of this embodiment may contain a thermoplastic resin as component (F).

[0129] As component (F), examples include phenolic resins, polyesters, polyurethanes (excluding polyesterurethane), polyesterurethane, ethylene-vinyl acetate copolymers, butyraldehyde resins, etc. From the viewpoint of easily lowering the reaction initiation temperature in the early stages of preparation of the polymerizable composition, component (F) may include at least one selected from the group consisting of polyesterurethane and ethylene-vinyl acetate copolymers.

[0130] From the viewpoint of easily lowering the initial reaction temperature in the preparation of the polymerizable composition, the content of component (F) can be within the following ranges based on the total mass of the polymerizable composition: The content of component (F) can be 10.00% by mass or more, 15.00% by mass or more, 20.00% by mass or more, 25.00% by mass or more, 30.00% by mass or more, 35.00% by mass or more, 40.00% by mass or more, 45.00% by mass or more, or 50.00% by mass or more. The content of component (F) can be 90.00% by mass or less, 85.00% by mass or less, 80.00% by mass or less, 75.00% by mass or less, 70.00% by mass or less, 65.00% by mass or less, 60.00% by mass or less, or 55.00% by mass or less. Based on these viewpoints, the content of component (F) can be 10.00–90.00% by mass, 10.00–70.00% by mass, 10.00–60.00% by mass, 30.00–90.00% by mass, 30.00–70.00% by mass, 30.00–60.00% by mass, 40.00–90.00% by mass, 40.00–70.00% by mass, or 40.00–60.00% by mass.

[0131] The polymerizable composition of this embodiment may contain components other than those described above. Examples of such components include water, organic solvents, coupling agents, fillers, softeners, accelerators, deterioration inhibitors, colorants, flame retardants, thixotropic agents, etc. The polymerizable composition of this embodiment may contain at least one of these components, or it may not contain at least one of these components.

[0132] The polymeric composition of this embodiment can be in film form. The thickness of the film-like polymeric composition or the thickness of the cured product of this embodiment can be within the following ranges: The thickness can be 1 μm or more, 3 μm or more, 5 μm or more, 8 μm or more, 10 μm or more, 12 μm or more, 15 μm or more, 18 μm or more, or 20 μm or more. The thickness can be 500 μm or less, 300 μm or less, 200 μm or less, 100 μm or less, 80 μm or less, 50 μm or less, 30 μm or less, or 20 μm or less. From these viewpoints, the thickness can be 1–500 μm, 1–100 μm, 1–50 μm, 5–500 μm, 5–100 μm, 5–50 μm, 10–500 μm, 10–100 μm, or 10–50 μm.

[0133] The method for selecting (screening) the polymerizable composition in this embodiment is a method for selecting polymerizable compositions containing polymerizable compounds. Based on the proton dissociation energy (proton dissociation energy E) of the proton-dissociating group of the carboxylic acid and the inflection point temperature (density inflection point temperature T) in the temperature dependence curve of the carboxylic acid's density, a polymerizable composition containing a borate anion and at least one carboxylic acid component selected from the group consisting of carboxylic acids, salts of carboxylic acids, and hydrates of carboxylic acids is selected. According to the method for selecting the polymerizable composition in this embodiment, the carboxylic acid is selected based on the proton dissociation energy E and the density inflection point temperature T, and a polymerizable composition containing a borate anion and at least one carboxylic acid component selected from the group consisting of the carboxylic acid, salts of the carboxylic acid, and hydrates of the carboxylic acid is selected. This allows adjustment of the reaction initiation temperature at the initial stage of the preparation of the polymerizable composition and the time-dependent change of the reaction initiation temperature after the preparation of the polymerizable composition, thereby obtaining a polymerizable composition with the desired reaction initiation temperature and its time-dependent change. According to the method for selecting the polymerizable composition in this embodiment, the polymerizable composition of this embodiment can be selected. In the method for selecting the polymerizable composition of this embodiment, a polymerizable composition containing at least one carboxylic acid component selected from the group consisting of a borate anion and a carboxylic acid b, a salt of carboxylic acid b, and a hydrate of carboxylic acid b, having a proton dissociation energy E of 295.5 kJ / mol or higher and a density inflection point temperature T of 135.0 °C or lower can be selected.

[0134] The method for manufacturing the polymerizable composition of this embodiment includes a mixing step in which a borate anion and at least one carboxylic acid component selected from the group consisting of carboxylic acid b, a salt of carboxylic acid b, and a hydrate of carboxylic acid b are mixed. According to the method for manufacturing the polymerizable composition of this embodiment, the polymerizable composition of this embodiment can be obtained. The method for manufacturing the polymerizable composition of this embodiment may include a step prior to the mixing step of selecting carboxylic acid b based on the proton dissociation energy (proton dissociation energy E) of the proton-dissociating group of the carboxylic acid and the inflection point temperature (density inflection point temperature T) in the temperature dependence curve of the carboxylic acid density.

[0135] In the method for selecting and manufacturing the polymeric composition of this embodiment, the same borate anion as component (A) of the polymeric composition of this embodiment can be used as the borate anion. The borate anion in the method for selecting and manufacturing the polymeric composition of this embodiment can satisfy the above-described characteristics of component (A) of the polymeric composition of this embodiment.

[0136] In the method for selecting and manufacturing the polymeric composition of this embodiment, the same carboxylic acid component as component (B) of the polymeric composition of this embodiment can be used. The carboxylic acid component in the method for selecting and manufacturing the polymeric composition of this embodiment can also satisfy the aforementioned characteristics of component (B) of the polymeric composition of this embodiment.

[0137] Example

[0138] The present invention will be further described below with reference to embodiments and comparative examples, but the present invention is not limited to the following embodiments.

[0139] <Synthesis of urethane acrylate (UA1)>

[0140] 2500 parts by weight (2.50 mol) of poly(1,6-hexanediol carbonate) (trade name: DURANATE T5652, manufactured by Asahi Kasei Corp.) and 666 parts by weight (3.00 mol) of isophorone diisocyanate (manufactured by Sigma-Aldrich Co. LLC) were uniformly added dropwise over 3 hours to a reaction vessel equipped with a stirrer, thermometer, reflux cooling tube with calcium chloride drying tube, and nitrogen inlet tube. After the reaction vessel was fully infused with nitrogen, it was heated to 70–75°C and allowed to react. After bonding, 0.53 parts by weight (4.3 mmol) of hydroquinone monomethyl ether (manufactured by Sigma-Aldrich Co. LLC) and 5.53 parts by weight (8.8 mmol) of dibutyltin dilaurate (manufactured by Sigma-Aldrich Co. LLC) were added to the reaction vessel, followed by 238 parts by weight (2.05 mol) of 2-hydroxyethyl acrylate (manufactured by Sigma-Aldrich Co. LLC). The reaction was carried out in air at 70°C for 6 hours. This yielded urethane acrylate (UA1) with a polycarbonate backbone. The weight-average molecular weight of urethane acrylate (UA1) was 15,000.

[0141] <Synthesis of Polyester Urea (EU1)>

[0142] 48 parts by weight of isophthalic acid and 37 parts by weight of neopentyl glycol were added to a stainless steel autoclave equipped with a stirrer, thermometer, condenser, vacuum generator, and nitrogen inlet pipe with a heater. Then, 0.02 parts by weight of tetrabutoxytitanate was added as a catalyst. The autoclave was heated to 220°C under a nitrogen flow and stirred for 8 hours. Afterward, the pressure was reduced to atmospheric pressure (760 mmHg) and cooled to room temperature. A white precipitate was formed and collected. The precipitate was washed with water and then vacuum dried to obtain a polyester polyol. After thorough drying, the polyester polyol was dissolved in MEK (methyl ethyl ketone) and added to a four-necked flask equipped with a stirrer, dropping funnel, reflux cooler, and nitrogen inlet pipe. Furthermore, 0.05 parts by mass of dibutyltin dilaurate (catalyst) relative to 100 parts by mass of polyester polyol, and 50 parts by mass of 4,4'-diphenylmethane diisocyanate relative to 100 parts by mass of polyester polyol dissolved in MEK were added using a dropping funnel. Then, polyester urethane (EU1) was obtained by stirring at 80°C for 4 hours.

[0143] <Preparation of Polymer Compositions>

[0144] The following solutions were prepared using a mixture of boron salts (tetrabutylammonium = butyltrinaphthylborate, manufactured by Showa Denko KK, trade name: Karenz N3B) in methyl ethyl ketone (solid content: 20% by mass), acid components of the types shown in Table 1, urethane acrylate (UA1), ethylene oxide-modified diacrylate of isocyanurate (manufactured by TOAGOSEI CO.,LTD., trade name: M-215), dimethyloltricyclodecane diacrylate (manufactured by KYOEISHA CHEMICAL Co.,LTD., trade name: LightAcrylate DCP-A), a toluene solution of polymerization initiator (diacyl peroxide, manufactured by NOF CORPORATION, trade name: PEROYLL) (solid content: 20% by mass), a methyl ethyl ketone / toluene mixed solution of polyester urethane (EU1) (mass ratio: 1 / 1, solid content: 40% by mass), and ethylene vinyl acetate copolymer (DuPont de Nemours, A polymerizable composition was prepared by using a toluene solution (solid content: 30% by mass) of EV40W (manufactured by FUJIFILM Wako Pure Chemical Corporation, trade name: EV40W). The amount of boron salt used (solid content) was 1.29 parts by mass, the amount of acid used (solid content) was 1.41 parts by mass, the amount of urethane acrylate (UA1) was 25.00 parts by mass, the amount of ethylene oxide-modified diacrylate isocyanurate was 10.00 parts by mass, the amount of dimethyloltricyclodecane diacrylate was 10.00 parts by mass, the amount of polymerization initiator used (solid content) was 5.00 parts by mass, the amount of polyester urethane (EU1) used (solid content) was 47.50 parts by mass, and the amount of ethylene vinyl acetate copolymer used (solid content) was 7.50 parts by mass. As examples and comparative examples, the acid components used were those manufactured by FUJIFILM Wako Pure Chemical Corporation.

[0145] <Calculation of proton dissociation energy E and density inflection point temperature T>

[0146] The proton dissociation energy E and density inflection point temperature T of each acid component in the examples and comparative examples were calculated according to the following steps.

[0147] (Proton dissociation energy E)

[0148] The structure of the target acid component was optimized using quantum chemical calculations, and the energy of the entire molecule of the acid component (E1), the energy of the entire molecule when the proton of the target component dissociates from the proton-dissociating groups of the acid component (E2), and the energy of the dissociated proton monomer (E3) were calculated. The quantum chemical calculations were performed using the density functional method under the conditions of Gaussian 16 (Gaussian Corporation), functional B3LYP, and basis set 6-31G(d). Then, the proton dissociation energy E was calculated according to the formula: "Proton dissociation energy E = (E2 + E3) - E1". The proton dissociation energy E was calculated for all proton-dissociating groups contained in the acid component. The minimum proton dissociation energy E of the proton-dissociating groups in each acid component of the examples and comparative examples is shown in Table 1.

[0149] (Density inflection point temperature T)

[0150] Using the Packmol program, the molecules of the target acid component were filled to approximately 10,000 atoms, thus obtaining the initial structure. Using this initial structure, molecular dynamics calculations were performed over a temperature range of 280–500 K using the following steps (program: GROMACS 2020, force field: GAFF2, charge: RESP (calculated using Gaussian16, B3LYP / 6-31G(d) / / HF / 6-31G(d))) to obtain the density at each temperature. First, a milding calculation was performed at 500 K to allow the temperature to reach equilibrium. After equilibrium, the density was obtained by sampling over 10 ns. The process of reducing the temperature by 10 K, performing milding calculations, and allowing the temperature to reach equilibrium was repeated until the temperature reached 280 K, after which the density was obtained by sampling over 10 ns.

[0151] For bonding, the density obtained at each temperature was plotted against temperature to obtain a density temperature dependence curve. Approximate straight lines were derived from the last five points in the low-temperature region (five measurement points starting from 280K) and the last five points in the high-temperature region (five measurement points starting from 500K). The density inflection point temperature T (unit: °C) was obtained by subtracting 273.15 from the temperature (unit: K) of the intersection point where the two approximate straight lines intersect. The density inflection point temperatures T for each acid component in the examples and comparative examples are shown in Table 1.

[0152] <Evaluation>

[0153] The above-mentioned polymeric composition was coated onto a PET film (with a peeling treatment, thickness: 50 μm) using a BARCOATER (manufactured by KONDO SEIKI CO.,LTD., trade name "KNIFE COATER SNC-300") and then dried in an oven at 60°C for 3 minutes, thereby producing a laminated film having a 20 μm thick film-like polymeric composition disposed on a PET film.

[0154] After peeling the PET film from the freshly fabricated laminated film, the curing exothermic behavior of the film-like polymeric composition was determined by differential scanning calorimetry (DSC) to obtain the onset temperature of the exothermic peak as an indicator of the polymerization reaction initiation temperature. The reaction initiation temperature T1 was obtained by DSC measurement under the following conditions. Furthermore, the freshly fabricated laminated film from the example was placed in a nylon polyethylene bag (manufactured by Fukusuke Kogyo Co., Ltd., trade name "Nylon Poly S-type"), and the bag was sealed using a vacuum degassing and sealing machine. Then, the bag was placed in an aluminum light-shielding bag. In this state, the laminated film was placed at 25°C for 24 hours, and then removed from the light-shielding bag. The reaction initiation temperature T2 was obtained using the same steps as described above. The difference between the reaction initiation temperatures, "T2-T1", was then calculated. The results are shown in Table 1.

[0155] (DSC measurement conditions)

[0156] Measuring apparatus: PerkinElmer Japan GK, trade name "DSC8500"

[0157] Sample volume: 10.0 ± 0.2 mg

[0158] Measurement temperature range: 30~200℃

[0159] Heating rate: 30℃ / min

[0160] Atmosphere for measurement: Nitrogen

[0161] [Table 1]

[0162]

Claims

1. A method for selecting a polymerizable composition, wherein, Based on the inflection point temperature in the temperature dependence curve of the proton dissociation energy of the proton dissociation group of the carboxylic acid and the density of the carboxylic acid, a polymerizable composition containing at least one of the group consisting of the carboxylic acid, the salt of the carboxylic acid, and the hydrate of the carboxylic acid is selected.

2. The method for selecting a polymerizable composition according to claim 1, wherein, The borate anion comprises a borate anion having a naphthalene ring.

3. The method for selecting a polymerizable composition according to claim 1, wherein, The borate anion includes an alkyltriarylborate anion.

4. The method for selecting the polymerizable composition according to any one of claims 1 to 3, wherein, The carboxylic acid includes aromatic carboxylic acids.

5. The method for selecting the polymerizable composition according to any one of claims 1 to 3, wherein, The number of hydroxyl groups in the carboxylic acid is 2.

6. The method for selecting the polymerizable composition according to any one of claims 1 to 3, wherein, The polymeric compound contains (meth)acrylate compounds.

7. A polymerizable composition comprising a polymerizable compound, wherein, The polymeric composition contains a borate anion and at least one element selected from the group consisting of carboxylic acids, salts of said carboxylic acids, and hydrates of said carboxylic acids. The proton dissociation energy of the proton-dissociating group of the carboxylic acid is above 295.5 kJ / mol. The inflection point temperature in the temperature dependence curve of the density of the carboxylic acid is below 135.0℃.

8. The polymerizable composition according to claim 7, wherein, The borate anion comprises a borate anion having a naphthalene ring.

9. The polymerizable composition according to claim 7, wherein, The borate anion includes an alkyltriarylborate anion.

10. The polymerizable composition according to any one of claims 7 to 9, wherein, The carboxylic acid includes aromatic carboxylic acids.

11. The polymerizable composition according to any one of claims 7 to 9, wherein, The number of hydroxyl groups in the carboxylic acid is 2.

12. The polymerizable composition according to any one of claims 7 to 9, wherein, The polymeric compound contains (meth)acrylate compounds.

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