Polymer compound, molding composition, film, and capacitor

Abstract

The problem addressed by the present disclosure is to provide a novel polymer compound having a higher dielectric constant than conventional polymer compounds. The polymer compound according to the present disclosure has a repeating unit (U) including a diazabenzene ring, a substituent directly bonded to the diazabenzene ring, and a carbonyl group. The substituents include at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, a formyl group, a carboxyl group, an alkyl group having 1 to 6 carbon atoms, a haloalkyl group having 1 to 6 carbon atoms, and a hydroxyalkyl group having 1 to 6 carbon atoms.

Description

Technical Field

[0001] The present disclosure relates to a polymer compound, a molding composition, a film, and a capacitor, and particularly to a novel polymer compound, a molding composition containing the polymer compound, a film containing the polymer compound, and a capacitor including a dielectric layer containing the polymer compound. Background Art

[0002] Patent Document 1 describes a thin film capacitor element. The thin film capacitor element is configured as a laminate in which at least a dielectric film layer which is a polyurea formaldehyde film and a metal vapor-deposited film layer are laminated on each other.

[0003] Patent document 2 describes a thin film capacitor. The thin film capacitor includes a laminated film including a first electrode layer, a resin base member, a second electrode layer, and a dielectric layer stacked one on another in this order. The dielectric layer contains a copolymer of vinylidene fluoride and tetrafluoroethylene.

[0004] In such thin film capacitors as described in Patent Documents 1 and 2, increasing capacitance without changing the type of material used for the dielectric layer requires reducing the thickness of the dielectric layer, but the processing difficulty of reducing the thickness is large, and reducing the thickness is more likely to cause electrical breakdown. Therefore, it is necessary to increase the dielectric constant of the material used for the dielectric layer compared to conventional thin film capacitors.

[0005] Reference List

[0006] Patent Literature

[0007] Patent Document 1: JP 2016-8323A

[0008] Patent Document 2: WO 2014 / 080832 A1 Summary of the invention

[0009] An object of the present disclosure is to provide a novel polymer compound having a high dielectric constant compared with conventional polymer compounds, a molding composition containing the polymer compound, a film containing the polymer compound, and a capacitor including a dielectric layer containing the polymer compound.

[0010] The polymer compound according to one aspect of the present disclosure has a repeating unit (U), wherein the repeating unit (U) comprises: a diazabenzene ring, a substituent directly bonded to the diazabenzene ring, and a carbonyl group, wherein the substituent includes at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, a formyl group, a carboxyl group, an alkyl group having 1 to 6 carbon atoms, a halogenated alkyl group having 1 to 6 carbon atoms, and a hydroxyalkyl group having 1 to 6 carbon atoms.

[0011] A molding composition according to another aspect of the present disclosure contains the polymer compound.

[0012] A thin film according to still another aspect of the present disclosure includes the polymer compound.

[0013] A capacitor according to another aspect of the present disclosure includes a pair of electrodes and a dielectric layer disposed between the pair of electrodes. The dielectric layer contains the polymer compound. BRIEF DESCRIPTION OF THE DRAWINGS

[0014] Figure 1 A and Figure 1 B are schematic diagrams of a capacitor according to the present embodiment. DETAILED DESCRIPTION

[0015] An exemplary embodiment of the present disclosure will now be described. Note that the exemplary embodiment described below is only one exemplary embodiment of the various embodiments of the present disclosure and should not be construed as limiting. Rather, the exemplary embodiment can be easily changed in various ways according to design selection or any other factors without departing from the scope of the present disclosure.

[0016] 1. Summary

[0017] Recently, as electric vehicles (EVs) and hybrid EVs become more popular, there is a growing demand to reduce the size of inverters used to control their motors. That is why there is also an increasing demand to reduce the size of capacitors (such as film capacitors) as components of inverters.

[0018] Reducing the thickness of the dielectric layer included in the capacitor is one of the various methods for reducing the overall size of the capacitor while maintaining its performance. However, reducing the thickness of the dielectric layer not only makes it quite difficult to pattern the dielectric layer into a desired shape, but also increases the possibility of causing dielectric breakdown.

[0019] The present inventors have conducted intensive and meticulous research and development, not to reduce the thickness of the dielectric layer, but to find a material that increases the dielectric constant of the dielectric layer, thereby increasing the capacitance of the capacitor and reducing the size of the capacitor while suppressing the electrical breakdown of the dielectric layer. As a result, the present inventors have found a novel polymer compound that exhibits a higher dielectric constant than the dielectric constant of conventional polymer compounds (in the range of about 2.0 to about 3.0), for example, exhibits a dielectric constant greater than or equal to 3.5.

[0020] The polymer compound according to the present embodiment (hereinafter referred to as polymer compound (P)) has a repeating unit (U), which comprises: a diazabenzene ring (hereinafter referred to as a diazabenzene ring (K)), a substituent directly bonded to the diazabenzene ring (K) (hereinafter referred to as a substituent (S)), and a carbonyl group. The substituent (S) includes at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, a formyl group, a carboxyl group, an alkyl group having 1 to 6 carbon atoms, a haloalkyl group having 1 to 6 carbon atoms, and a hydroxyalkyl group having 1 to 6 carbon atoms.

[0021] That is, the polymer compound (P) is a polymer compound having a repeating unit (U) including one diazine benzene ring (K) to which the substituent (S) is directly bonded and one carbonyl group.

[0022] The present embodiment provides: a polymer compound (P) having a higher dielectric constant than conventional polymer compounds; a molding composition containing the polymer compound (P) (hereinafter referred to as composition (Q)); a film containing the polymer compound (P) (hereinafter referred to as film (R)); and a capacitor including a dielectric layer containing the polymer compound (P) (hereinafter referred to as capacitor (G)). Therefore, the polymer compound (P) according to the present embodiment is a dielectric compound having a high dielectric constant. Note that the application of the polymer compound (P) is not limited to preparing a dielectric layer in a capacitor, but the polymer compound (P) can be used in various applications.

[0023] As described above, the present disclosure provides a novel polymer compound having a higher dielectric constant than conventional polymer compounds, a molding composition containing the polymer compound, a film containing the polymer compound, and a capacitor including a dielectric layer containing the polymer compound.

[0024] 2. Details

[0025] <Polymer Compounds>

[0026] The polymer compound (P) has a repeating unit (U). "Polymer compound" means a compound having at least two, preferably four or more, more preferably five or more monomeric units. "Repeating unit" means two or more monomeric units contained in the polymer compound (P). The polymer compound (P) may have one repeating unit (U), or two or more repeating units (U). In addition to the repeating unit (U), the polymer compound (P) may also have another repeating unit (W).

[0027] The repeating unit (U) includes a diazabenzene ring (K), a substituent (S) directly bonded to the diazabenzene ring (K), and a carbonyl group.

[0028] A "diazabenzene ring" is a benzene ring in which two aromatic ring carbon atoms have been replaced by nitrogen atoms. Examples of the diazabenzene ring (K) include a pyridazine ring (1,4-diazabenzene ring), a pyrimidine ring (1,3-diazabenzene ring) and a pyrazine ring (1,4-diazabenzene ring).

[0029] The repeating unit (U) contains a substituent (S) directly bonded to the diazabenzene ring (K). Here, "directly bonded" means that the substituent (S) is directly bonded to the heteroaromatic ring carbon atom of the diazabenzene ring (K), that is, there is no other atom between the substituent (S) and the heteroaromatic ring carbon atom. The substituent (S) is bonded to one or both of the two carbon atoms other than the carbon atom bonded to the adjacent repeating unit in the diazabenzene ring (K) of the repeating unit (U). The carbonyl group is a group represented by -C(=O)-.

[0030] The substituent (S) includes at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, a formyl group, a carboxyl group, an alkyl group having 1 to 6 carbon atoms, a haloalkyl group having 1 to 6 carbon atoms, and a hydroxyalkyl group having 1 to 6 carbon atoms. The substituent (S) is also referred to as a "substituent" when the substituent (S) is a hydrogen atom.

[0031] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Among these atoms, at least one selected from the group consisting of a fluorine atom, a chlorine atom, and a bromine atom is preferred from the viewpoint of improvement in dielectric constant.

[0032] A hydroxyl group is a group represented by -OH. A formyl group is a group represented by -CHO. A carboxyl group is a group represented by -COOH.

[0033] Examples of the alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, a propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a n-pentyl group, and a n-hexyl group. Among these groups, from the viewpoint of improvement in dielectric constant, an alkyl group having 1 to 4 carbon atoms is preferred, an alkyl group having 1 to 3 carbon atoms is more preferred, and at least one selected from the group consisting of a methyl group and an ethyl group is preferred.

[0034] Examples of the halogenated alkyl group having 1 to 6 carbon atoms include groups obtained by substituting a part or all of the hydrogen atoms of an alkyl group having 1 to 6 carbon atoms with halogen atoms. Among these groups, from the viewpoint of improvement of dielectric constant, a group obtained by substituting a part or all of the hydrogen atoms of an alkyl group having 1 to 4 carbon atoms with at least one atom selected from the group consisting of fluorine atoms, chlorine atoms and bromine atoms is preferred, a group obtained by substituting 1 to 3 hydrogen atoms of an alkyl group having 1 or 2 carbon atoms with fluorine atoms, chlorine atoms or bromine atoms is more preferred, a group obtained by substituting 1 to 3 hydrogen atoms of a methyl group with fluorine atoms, chlorine atoms or bromine atoms is still more preferred, and at least one selected from the group consisting of fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, bromomethyl, dibromomethyl and tribromomethyl is particularly preferred.

[0035] Examples of the hydroxyalkyl group having 1 to 6 carbon atoms include groups obtained by substituting a part or all of the hydrogen atoms of an alkyl group having 1 to 6 carbon atoms with a hydroxy group. Among these groups, from the viewpoint of improvement in dielectric constant, a group obtained by substituting a part or all of the hydrogen atoms of an alkyl group having 1 to 4 carbon atoms with a hydroxy group is preferred, a group obtained by substituting 1 to 3 hydrogen atoms of an alkyl group having 1 to 3 carbon atoms with a hydroxy group is more preferred, a group obtained by substituting 1 or 2 hydrogen atoms of an alkyl group having 1 or 2 carbon atoms with a hydroxy group is still more preferred, and a 1,2-dihydroxyethyl group is particularly preferred.

[0036] As the substituent (S), it preferably includes at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, a formyl group, a carboxyl group, an alkyl group having 1 to 6 carbon atoms, a haloalkyl group having 1 to 6 carbon atoms and a hydroxyalkyl group having 1 to 6 carbon atoms, and more preferably includes at least one selected from the group consisting of a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a hydroxyl group, a formyl group, a carboxyl group, a methyl group, an ethyl group, a monohalomethyl group, a dihalomethyl group, a trihalomethyl group and a dihydroxyethyl group.

[0037] The repeating unit (U) preferably includes at least one selected from the group consisting of: a repeating unit (A) represented by the following formula (1), a repeating unit (B) represented by the following formula (2), a repeating unit (C) represented by the following formula (3), a repeating unit (D) represented by the following formula (4), and a repeating unit (E) represented by the following formula (5). In this case, the dielectric constant of the polymer compound (P) can be further improved.

[0038]

[0039] In formula (1), R1 and R2 are each selected from a list consisting of H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 and CHOHCH2OH, and H is not included in the list of R1 or R2.

[0040]

[0041] In formula (2), R1 and R2 are each selected from a list consisting of H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 and CHOHCH2OH, and H is not included in the list of R1 or R2.

[0042]

[0043] In formula (3), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

[0044]

[0045] In formula (4), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

[0046]

[0047] In formula (5), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

[0048] Examples of the polymer compound (P) include a polymer compound (I) having a repeating unit (A), a polymer compound (II) having a repeating unit (B), a polymer compound (III) having a repeating unit (C), a polymer compound (IV) having a repeating unit (D), and a polymer compound (V) having a repeating unit (E).

[0049] [Polymer compound (I)]

[0050] The polymer compound (I) is a polymer compound having a repeating unit (A).

[0051] In the formula (1) of the repeating unit (A), it is preferred that one of R1 and R2 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H, and it is more preferred that R1 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is H. Selection of R1 and R2 as described above enables the synthesis of a polymer compound (I) having a further improved dielectric constant by a further simplified method.

[0052] [Polymer compound (II)]

[0053] The polymer compound (II) is a polymer compound having a repeating unit (B).

[0054] In the formula (2) of the repeating unit (B), it is preferred that one of R1 and R2 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H, and it is more preferred that R1 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is H. Selection of R1 and R2 as described above enables the synthesis of a polymer compound (II) having a further improved dielectric constant by a further simplified method.

[0055] [Polymer compound (III)]

[0056] The polymer compound (III) is a polymer compound having a repeating unit (C).

[0057] In the formula (3) of the repeating unit (C), it is preferred that R1 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is the same as R1 or is H, and it is more preferred that R1 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is H. The selection of R1 and R2 as described above enables the synthesis of a polymer compound (III) having a further improved dielectric constant by a further simplified method.

[0058] [Polymer compound (IV)]

[0059] The polymer compound (IV) is a polymer compound having a repeating unit (D).

[0060] In the formula (4) of the repeating unit (D), it is preferred that R1 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is the same as R1 or is H, and it is more preferred that R1 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is H. Selection of R1 and R2 as described above enables the synthesis of a polymer compound (IV) having a further improved dielectric constant by a further simplified method.

[0061] [Polymer compound (V)]

[0062] The polymer compound (V) is a polymer compound having a repeating unit (E).

[0063] In the formula (5) of the repeating unit (E), it is preferred that one of R1 and R2 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H, and it is more preferred that R1 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is H. Selection of R1 and R2 as described above enables the synthesis of a polymer compound (V) having a further improved dielectric constant by a further simplified method.

[0064] The molecular weight of the polymer compound (P) is, for example, greater than or equal to 2.0×10 2 and less than or equal to 1×10 8 , preferably greater than or equal to 5.0×10 2 and less than or equal to 2×10 7 , and more preferably greater than or equal to 1×10 3 and less than or equal to 1×10 7 In this case, the moldability of the polymer compound (P) can be further improved.

[0065] The dielectric constant of the polymer compound (P) is, for example, greater than or equal to 3.0, preferably greater than or equal to 3.5, more preferably greater than or equal to 4.0, even more preferably greater than or equal to 4.5, and particularly preferably greater than or equal to 5.0. The upper limit of the dielectric constant of the polymer compound (P) is not limited to any specific value, but may be, for example, less than or equal to 7.0.

[0066] <Method for synthesizing polymer compound>

[0067] The polymer compound (P) can be synthesized, for example, by the following synthesis method.

[0068] [Method for synthesizing polymer compounds (I) to (III) and (V)]

[0069] The polymer compounds (I) to (III) and (V) can each be obtained as a polymer compound in the form of a condensation product represented by the following formula (p1) by: synthesizing a monomer compound (hereinafter referred to as a monomer compound (MA)) represented by the following formula (ma); and subjecting the monomer compound (MA) to a condensation reaction as shown in the following formula (r1).

[0070]

[0071] In formula (ma) and (p1), Ar 1 is a group obtained by removing two hydrogen atoms bonded to a carbon atom from a diazirine to which an R1 group and an R2 group are directly bonded, and n is an integer greater than or equal to 2.

[0072] (Monomer compound)

[0073] Examples of monomer compounds (MA) include: monomer compounds (MA1) represented by the following formula (i) for obtaining polymer compounds (I), monomer compounds (MA2) represented by the following formula (ii) for obtaining polymer compounds (II), monomer compounds (MA3) represented by the following formula (iii) for obtaining polymer compounds (III), and monomer compounds (MA5) represented by the following formula (v) for obtaining polymer compounds (V).

[0074]

[0075] In each of formulae (i) to (iii) and (v), R1 and R2 are independently H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

[0076] (Polycondensation reaction)

[0077] The polycondensation reaction of the monomer compound (MA) represented by formula (r1) can be carried out according to the general polycondensation procedure of hydroxycarboxylic acid. Examples of methods for carrying out such a polycondensation reaction include: a method comprising the steps of: mixing the monomer compound (MA) and concentrated sulfuric acid as an esterification catalyst and a dehydrating agent with each other to obtain a mixture; and heating the mixture to a temperature of, for example, 60° C. or higher and 140° C. or lower, preferably 60° C. or higher and 100° C. or lower. Fractionating the mixture as a product of the polycondensation reaction provides the desired polymer dielectric.

[0078] When R1 and / or R2 in the monomer compound (MA) is OH or a hydroxyl-containing group such as CHOHCH2OH, the polycondensation reaction is carried out using the monomer compound (MA) obtained by reacting acetyl chloride (CH3COCl) with the monomer compound (MA) to protect the one or more hydroxyl groups by converting the one or more hydroxyl groups into one or more acetoxy groups (-OCOCH3). After the polycondensation reaction, sodium hydroxide (aqueous ethanol solvent) is reacted with the condensate thus obtained to hydrolyze (deprotect), thereby obtaining the polymer compound (P).

[0079] In addition, when R1 and / or R2 is COOH, the polycondensation reaction is carried out using the monomer compound (MA) obtained by reacting methanol with the monomer compound (MA) in the presence of thionyl chloride (SOCl2), thereby protecting COOH by converting COOH into a methoxycarbonyl group (COOCH3). After the polycondensation reaction, sodium hydroxide (aqueous ethanol solvent) is reacted with the condensate thus obtained to perform hydrolysis (deprotection), thereby obtaining the polymer compound (P).

[0080] (Method for synthesizing monomeric compounds)

[0081] The monomer compound (MA) can be synthesized by using a compound represented by any one of formulas (i) to (iii) and (v) in which R1 and R2 are each a hydrogen atom (H) (hereinafter referred to as a reaction starting substance (NA)); and performing a reaction of converting R1 and / or R2 from a hydrogen atom to a substituent (S) by the procedure described below. In each reaction stage during the synthesis of the monomer compound (MA), a reaction also occurs at one or more sites other than the desired site in the compound, thereby generating by-products such as products with different substitution sites and multi-substituted products, and therefore, these by-products are fractionated by, for example, column chromatography separation to separate the desired product.

[0082] (Method of conversion into substituent)

[0083] In the reaction starting material (NA) and the compound obtained by converting the reaction starting material (NA), the following reaction can convert a hydrogen atom into a corresponding substituent (S).

[0084] H→Cl: Cl2 is reacted with the reaction starting substance (NA) (product (T1)).

[0085] ·H→Br: Br2 reacts with the reaction starting substance (NA).

[0086] H→F: KF is reacted with a reaction starting substance (NA) (reaction solvent: for example, sulfolane).

[0087] H→OH: A sodium hydroxide aqueous solution is reacted with the product (T1).

[0088] ·H→CH3: Methyl chloride (CH3Cl) is reacted with the reaction starting material (NA) in the presence of aluminum chloride (AlCl3) (product (T2)).

[0089] ·H→C2H5: Ethyl lithium (C2H5Li) (toluene solvent) is reacted with the reaction starting substance (NA) (product (T3)).

[0090] ·H→CH2F: F2 reacts with the product (T2) (product (T4)).

[0091] ·H→CHF2: F2 reacts with the product (T4) (product (T5)).

[0092] ·H→CF3: F2 reacts with the product (T5).

[0093] ·H→CH2Cl: Cl2 reacts with product (T2) (product (T6)).

[0094] ·H→CHCl2: Cl2 reacts with the product (T6) (product (T7)).

[0095] ·H→CCl3: Make Cl2 react with the product (T7).

[0096] ·H→CH2Br: Br2 reacts with the product (T2) (product (T8)).

[0097] ·H→CHBr2: Br2 reacts with the product (T8) (product (T9)).

[0098] ·H→CBr3: Br2 reacts with the product (T9).

[0099] H→CHO: A sodium hydroxide aqueous solution is reacted with the product (T6) to convert the chloromethyl group into a hydroxymethyl group, thereby obtaining a hydroxymethyl-containing compound (product (T10)), and pyridinium chlorochromate (PCC) (dichloromethane solvent) is reacted with the product (T10).

[0100] ·H→COOH: Potassium dichromate (K2Cr2O7) / sulfuric acid aqueous solution is reacted with the product (T10).

[0101] ·H→CHOHCH2OH: Cl2 is reacted with the product (T3) to convert the ethyl group into 1,2-dichloroethyl, thereby obtaining a compound, and an aqueous sodium hydroxide solution is reacted with the compound.

[0102] The use of such a "method of conversion to a substituent" enables the synthesis of, for example, a monomer compound (MA) in which R1 is converted from a hydrogen atom to any one of the substituents (S). In addition, a similar method enables the synthesis of, for example, a monomer compound (MA) in which both R1 and R2 are each converted from a hydrogen atom to any one of the substituents (S).

[0103] [Method for synthesizing polymer compound (IV)]

[0104] The polymer compound (IV) can be obtained in the form of a condensation polymer represented by the following formula (p2) by: synthesizing, for example, a monomer compound represented by the following formula (mb1) (hereinafter referred to as monomer compound (MB1)) and a monomer compound represented by the following formula (mb2) (hereinafter referred to as monomer compound (MB2)); and subjecting the monomer compound (MB1) and the monomer compound (MB2) to a condensation reaction as shown by the following formula (r2).

[0105]

[0106] In each of formulae (mb1) and (mb2), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

[0107] (Polymerization Reaction)

[0108] The polymerization reaction of formula (r2) can be carried out in the presence of aluminum chloride (AlCl3) according to the procedure of ordinary Friedel-Crafts acylation. Examples of methods for carrying out such a polymerization reaction include the following methods. First, the monomer compound (MB1) is dissolved in a solvent such as dichloromethane and then cooled. The cooling temperature at this time is preferably less than or equal to 0°C. Then, aluminum chloride (AlCl3) is added to the solution of the monomer compound (MB1) thus obtained and stirred. The solution in which the monomer compound (MB1) has been dissolved and aluminum chloride (AlCl3) has been diffused is defined as (solution 1). In addition, the monomer compound (MB2) is dissolved separately in the same solvent as the solvent in which the monomer compound (MB1) has been dissolved, thereby obtaining a solution, and then the solution is cooled. The cooling temperature at this time is preferably less than or equal to 0°C. The solution in which the monomer compound (MB2) has been dissolved is defined as (solution 2). Then, (solution 1) and (solution 2) are mixed and stirred with each other. This promotes the polymerization reaction, thereby providing a polymer compound. In order to promote the polymerization reaction, the solution is heated while being stirred. The temperature after heating at this time is preferably about room temperature, and particularly preferably higher than or equal to 25°C and lower than or equal to 30°C.

[0109] (Method for synthesizing monomeric compounds)

[0110] The monomer compound (MB1) can be synthesized in the following manner. A compound represented by the following formula (mc1) and wherein R1 and R2 are each a hydrogen atom (H) (2-carboxylpyrazine, hereinafter referred to as a reaction starting substance (NB1)) and a compound represented by the following formula (mc2) and wherein R1 and R2 are each a hydrogen atom (H) (pyrazine, hereinafter referred to as a reaction starting substance (NB2)) are prepared. Then, for the reaction starting substance (NB1), R1 is converted into any one of the substituents (S) by the procedure described in the "method for conversion into a substituent", thereby obtaining a compound (NC1) in which R1 is converted into any one of the substituents (S). In addition, for the reaction starting substance (NB2), a similar conversion reaction is performed to obtain a compound (NC2) in which R1 is converted into any one of the substituents (S). Then, phosphorus pentachloride (PCl5) is reacted with the compound (NC1) thus obtained, thereby obtaining a monomer compound (MB2), which is an oxychloride represented by formula (mb2). Furthermore, the monomer compound (MB2) and the compound (NC2) obtained therefrom were subjected to Friedel-Crafts acylation in the presence of aluminum trichloride (AlCl 3 ), thereby obtaining the monomer compound (MB1).

[0111] In each reaction stage in the synthesis of monomer compound (MB1) and monomer compound (MB2), reactions also occur at one or more sites other than the desired site in the compound, thereby generating by-products, such as products with different substitution sites and multi-substituted products, and therefore, these by-products are fractionated, for example, by column chromatography separation to separate the desired product.

[0112]

[0113] Furthermore, a similar method enables the synthesis of a monomer compound (MB1) and a monomer compound (MB2) in which, for example, both R1 and R2 have each been converted from a hydrogen atom to any one of the substituents (S).

[0114] <Molding Composition>

[0115] The molding composition according to the present embodiment (hereinafter referred to as composition (Q)) contains a polymer compound (P). Composition (Q) can be suitable for preparing a molded product, such as a film. Composition (Q) can provide a molded product of a polymer compound having a higher dielectric constant than a conventional polymer compound.

[0116] The composition (Q) may contain, in addition to the polymer compound (P), for example, a plasticizer, an additive such as a filler, an organic solvent, and a solvent such as water.

[0117] The proportion of the polymer compound (P) in the composition (Q) is preferably 90% by mass or more, more preferably 95% by mass or more, and even more preferably 98% by mass or more. For example, the proportion is 100% by mass or less, and preferably 99.5% by mass or less.

[0118] <Film>

[0119] The film according to the present embodiment (hereinafter referred to as film (R)) contains a polymer compound (P). The film (R) can exhibit a high dielectric constant and can be suitable for use as, for example, a dielectric layer of a capacitor (G). The film (R) can provide a film having a higher dielectric constant than a conventional film.

[0120] The film (R) can be prepared, for example, from a polymer compound (P) or a molding composition (Q) containing a polymer compound (P). An example of a method for preparing such a film (R) is the following method. First, a polymer compound (P), a molding composition (Q), etc. are loaded into an extruder and melted. The melting temperature at this time is, for example, higher than or equal to 180°C and lower than or equal to 270°C. Next, while cooling with the cooling roller of a casting machine, the polymer compound (P), the molding composition (Q), etc. thus melted are formed into a rectangular sheet. Then, the rectangular sheet thus obtained is stretched in the direction in which the film moves using a longitudinal stretching device, and then stretched in the film width direction using a transverse stretching device. Thus a film (R) is obtained.

[0121] <Capacitor>

[0122] The capacitor according to the present embodiment (hereinafter referred to as capacitor (G)) includes a pair of electrodes 11 and a dielectric layer 21 provided between the pair of electrodes 11. The dielectric layer 21 contains a polymer compound (P).

[0123] As the dielectric layer 21 , for example, a thin film made of a polymer compound (P) is generally used.

[0124] Examples of the capacitor (G) include a winding capacitor and a stacked capacitor. The winding capacitor includes a winding body 41 having a structure including a pair of electrodes 11 and a dielectric layer 21 disposed between the pair of electrodes 11. The stacked capacitor includes a stacked body having a structure including a pair of electrodes 11 and a dielectric layer 21 disposed between the pair of electrodes 11.

[0125] Figure 1 An example of a wound capacitor according to the present embodiment is shown in FIG. Figure 1A is an example of a winding body 41 included in the winding type capacitor. The winding body 41 can be formed, for example, by forming an electrode 11 such as an electrode layer on the surface of the dielectric layer 21 to produce a metallized film 31, and generally stacking a pair of such metallized films 31 on each other and winding the metallized films 31. Figure 1 B is an example of a capacitor 1 including a winding body 41 .

[0126] The wound capacitor according to the present embodiment can be prepared in the following manner. First, a film containing a polymer compound (P) is formed as a dielectric layer 21. On the surface of the dielectric layer 21, an electrode layer containing aluminum, zinc, magnesium, etc. is formed as an electrode 11 by an evaporation process or a sputtering process, thereby forming a metallized film 31. In this case, the metallized film 31 includes an edge portion 22 where the electrode 11 is not formed. The edge portion 22 is arranged along one of the long sides of the metallized film 31. Next, a pair of such metallized films 31 are generally stacked on each other so that the long sides of the metallized films 31 are aligned with each other, and the metallized films 31 are wound so that the long side of one of the metallized films 31 with the edge portion 22 is arranged opposite to the long side of the other metallized film 31 with the edge portion 22, and the electrodes 11 face each other with the dielectric layer 21 interposed between the electrodes 11 themselves. A cylindrical winding body is formed by winding a pair of metallized films 31 stacked on each other. Then, the cylindrical jelly roll is pressed at both sides thereof, thereby obtaining a jelly roll 41 having an elliptical cross section.

[0127] Then, external electrodes 51 and 52 are formed at both ends of the winding body 41 by metal spraying (metallikon), thereby obtaining the capacitor 1 as a winding type capacitor. The external electrodes 51 and 52 can be made of, for example, aluminum, zinc, magnesium, or an alloy thereof. The external electrodes 51 and 52 are electrically connected to the pair of electrodes 11, respectively, and the pair of electrodes 11 serves as a pair of internal electrodes.

[0128] In addition, the external electrodes 51 and 52 are electrically connected to the external connection terminals 61 and 62, respectively, by soldering, resistance welding, ultrasonic welding, laser welding, etc., thereby preparing Figure 1 The capacitor B is 1.

[0129] The capacitance of the capacitor (G) is, for example, greater than or equal to 8.0×10 2 μF, preferably greater than or equal to 1.0×10 3 μF, more preferably greater than or equal to 1.2×10 3 μF, more preferably greater than or equal to 1.4×10 3 The upper limit of the capacitance of the capacitor (G) is not limited to a specific value, but is, for example, less than or equal to 2.0×103 μF.

[0130] Therefore, capacitor (G) enables the capacitance of capacitor 1 to be increased while maintaining the thickness of dielectric layer 21. Furthermore, the size of capacitor 1 can be reduced while maintaining the capacitance of capacitor 1.

[0131] Example

[0132] The present disclosure will be described in more detail below with reference to Examples. However, the present disclosure is not limited to these Examples.

[0133] <Synthesis of polymer compounds>

[0134] [Synthesis of Monomer Compounds]

[0135] (Reaction starting substances)

[0136] The reaction starting substances used in the synthesis of the monomer compound for forming each repeating unit are shown below.

[0137] Repeating unit (A): 6-hydroxypyridazine-3-carboxylic acid (CSC000183102 produced by Chemspace)

[0138] Repeating unit (B): 5-hydroxypyrimidine-2-carboxylic acid (CSC020625580 produced by Chemspace)

[0139] Repeating unit (C): 2-hydroxypyrimidine-5-carboxylic acid (CSC011934652 produced by Chemspace)

[0140] Repeating unit (D):

[0141] Pyrazine (CSC011215633 produced by Chemspace)

[0142] Pyrazine-2-carboxylic acid (CSC000210692 produced by Chemspace)

[0143] Repeating unit (E): 5-hydroxypyrazine-2-carboxylic acid (CSC000736506 produced by Chemspace)

[0144] (Synthesis of Monomer Compounds)

[0145] By the method described in the specification, monomer compounds containing the substituents (R1 and R2) shown in the embodiments of Tables 1 to 10 were synthesized (polymer compound (I): embodiments 1 to 54, polymer compound (II): embodiments 55 to 90, polymer compound (III): embodiments 91 to 127, polymer compound (IV): embodiments 128 to 164, polymer compound (V): embodiments 165 to 219).

[0146] [Synthesis of polymer compounds]

[0147] (Synthesis of polymer compounds (I) to (III) and (V))

[0148] The polycondensation reaction of the thus synthesized monomer compound is carried out by the following procedure, and thus polymer compounds (I) to (III) and (V) are synthesized. The thus synthesized monomer compound (MA) and concentrated sulfuric acid are mixed with each other and heated to a temperature higher than or equal to 60° C. and lower than or equal to 100° C., thereby carrying out a polycondensation reaction, thereby obtaining a polycondensation reaction product as a mixture. The mixture is classified, thereby obtaining the desired polymer compound. The polymer compound thus obtained is washed with acetone (project number 013-00356 produced by FUJIFILM Wako Pure Chemical Corporation) and dried at 70° C.

[0149] (Synthesis of polymer compound (IV))

[0150] The polymerization reaction of the monomer compound thus synthesized was carried out by the following procedure, and the polymer compound (IV) was thus synthesized. The monomer compound (MB1) thus synthesized was dissolved in dichloromethane and cooled to below 0°C. Aluminum chloride (AlCl3) was added to the solution of the monomer compound (MB1) thus obtained and stirred, thereby obtaining (solution 3). Next, the monomer compound (MB2) was dissolved in dichloromethane and cooled to below 0°C, thereby obtaining (solution 4). While the (solution 3) and (solution 4) thus obtained were mixed and stirred with each other, the temperature was raised to greater than or equal to 25°C and less than or equal to 30°C to carry out the polymerization reaction, thereby obtaining the polymer compound. The polymer compound thus obtained was washed with acetone (019-00356 produced by FUJIFILM Wako Pure Chemical Corporation) and dried at 60°C.

[0151] <Preparation of capacitor>

[0152] The polymer compound (P) synthesized in this way was used to form a thin film (dielectric layer) in the following manner, and the thin film (dielectric layer) was used to prepare a wound capacitor (dielectric layer area: 90 m 2 , the thickness of the dielectric layer: 3 μm). First, the polymer compound (P) thus synthesized is charged into an extruder and melted at a melting temperature higher than or equal to 180° C. and lower than or equal to 270° C. Then, the polymer compound (P) thus melted is cooled by a cooling roller of a casting machine, thereby forming a rectangular sheet. Then, the rectangular sheet is stretched in the direction of film movement using a longitudinal stretching device, and then the sheet is stretched in the film width direction using a transverse stretching device, and then cut into the area of ​​the dielectric layer, thereby obtaining a film (dielectric layer). The film (dielectric layer) is used to prepare a wound capacitor.

[0153] <Evaluation>

[0154] The molecular weight of the polymer compound (P) thus synthesized and the capacitance of the capacitor (G) thus prepared were measured by the method described below, and the dielectric constant of the polymer compound (P) was calculated.

[0155] (Molecular weight)

[0156] The molecular weight range of the polymer compound (P) synthesized in this way is measured by gel permeation chromatography (GPC) (standard polystyrene conversion).

[0157] GPC measurement device: Shodex GPC-104 manufactured by Showa Denko KK

[0158] GPC column: Shodex KF-405LHQ manufactured by Showa Denko KK

[0159] Eluent: Chloroform (Item No. 038-02606 manufactured by FUJIFILM Wako Pure Chemical Corporation)

[0160] Flow rate: 0.2mL / min

[0161] Column temperature: 40°C

[0162] Detector: Differential Refractive Index (RI) detector

[0163] Standard material: polystyrene

[0164] (capacitance)

[0165] The capacitance of the capacitor thus prepared was measured (unit: μF) by using an LCR meter (IM3536 manufactured by HIOKIE. E. CORPORATION) at a frequency of 1 kHz and a voltage of 450 V.

[0166] (Dielectric constant)

[0167] The dielectric constant (ε) of the polymer compound (P) thus obtained is calculated from the value of the capacitance of the capacitor thus measured (C (μF)), the area of ​​the dielectric layer, and the thickness of the dielectric layer.

[0168] For the polymer compounds (I) to (V) synthesized in Examples, the types of substituents R1 and R2, the molecular weight, the dielectric constant, and the values ​​of the capacitance (μF) of the capacitor are shown in Tables 1 to 10 below.

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181]

[0182]

[0183] As can be seen from Tables 1 to 10, the present embodiment can provide a novel polymer compound having a higher dielectric constant than conventional polymer compounds and a capacitor including the polymer compound.

[0184] (Overview)

[0185] As can be seen from the embodiments and examples, the polymer compound according to one aspect of the present disclosure comprises a repeating unit (U), wherein the repeating unit (U) comprises: a diazabenzene ring, a substituent directly bonded to the diazabenzene ring, and a carbonyl group. The substituent comprises at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, a formyl group, a carboxyl group, an alkyl group having 1 to 6 carbon atoms, a haloalkyl group having 1 to 6 carbon atoms, and a hydroxyalkyl group having 1 to 6 carbon atoms.

[0186] A first aspect provides a novel polymer compound having a higher dielectric constant than conventional polymer compounds.

[0187] In a second aspect of the present disclosure (related to the first aspect), the repeating unit (U) comprises a repeating unit (A) represented by formula (1). In formula (1), R1 and R2 are each selected from a list consisting of H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 and CHOHCH2OH, and H is not included in the list of R1 or R2.

[0188] The second aspect enables further improvement of the dielectric constant of the polymer compound.

[0189] In a third aspect of the present disclosure (related to the first aspect), the repeating unit (U) comprises a repeating unit (B) represented by formula (2). In formula (2), R1 and R2 are each selected from a list consisting of H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 and CHOHCH2OH, and H is not included in the list of R1 or R2.

[0190] The third aspect enables further improvement of the dielectric constant of the polymer compound.

[0191] In a fourth aspect of the present disclosure (related to the first aspect), the repeating unit (U) comprises a repeating unit (C) represented by formula (3). In formula (3), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

[0192] The fourth aspect enables further improvement in the dielectric constant of the polymer compound.

[0193] In a fifth aspect of the present disclosure (related to the first aspect), the repeating unit (U) comprises a repeating unit (D) represented by formula (4). In formula (4), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

[0194] The fifth aspect enables further improvement in the dielectric constant of the polymer compound.

[0195] In a sixth aspect of the present disclosure (related to the first aspect), the repeating unit (U) comprises a repeating unit (E) represented by formula (5). In formula (5), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

[0196] The sixth aspect enables further improvement in the dielectric constant of the polymer compound.

[0197] In the seventh aspect of the present disclosure (related to the second aspect), in the formula (1) of the repeating unit (A), one of R1 and R2 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H.

[0198] The seventh aspect enables synthesis of a polymer compound having a further improved dielectric constant by a further simplified method.

[0199] In the eighth aspect of the present disclosure (related to the third aspect), in the formula (2) of the repeating unit (B), one of R1 and R2 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H.

[0200] The eighth aspect enables synthesis of a polymer compound having a further improved dielectric constant by a further simplified method.

[0201] In the ninth aspect of the present disclosure (related to the fourth aspect), in the formula (3) of the repeating unit (C), R1 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is the same as R1 or is H.

[0202] The ninth aspect enables synthesis of a polymer compound having a further improved dielectric constant by a further simplified method.

[0203] In the tenth aspect of the present disclosure (related to the fifth aspect), in the formula (4) of the repeating unit (D), R1 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is the same as R1 or is H.

[0204] The tenth aspect enables synthesis of a polymer compound having a further improved dielectric constant by a further simplified method.

[0205] In the eleventh aspect of the present disclosure (related to the sixth aspect), in the formula (5) of the repeating unit (E), one of R1 and R2 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H.

[0206] The eleventh aspect enables synthesis of a polymer compound having a further improved dielectric constant by a further simplified method.

[0207] The molding composition according to the twelfth aspect includes the polymer compound according to any one of the first to eleventh aspects.

[0208] The twelfth aspect enables synthesis of a polymer compound having a further improved dielectric constant compared with conventional polymer compounds by a further simplified method.

[0209] A film according to a thirteenth aspect comprises the polymer compound according to any one of the first to eleventh aspects.

[0210] The thirteenth aspect can provide a thin film having a higher dielectric constant than conventional thin films.

[0211] The capacitor (1) according to the fourteenth aspect comprises: a pair of electrodes (11); and a dielectric layer (21) provided between the pair of electrodes (11). The dielectric layer (21) comprises the polymer compound according to any one of the first to eleventh aspects.

[0212] The fourteenth aspect enables the capacitance of the capacitor (1) to be further increased while maintaining the thickness of the dielectric layer (21). In addition, the size of the capacitor (1) is reduced while maintaining the capacitance of the capacitor (1).

[0213] List of Reference Numerals

[0214] 1 Capacitor

[0215] 11 Electrodes

[0216] 21 Dielectric layer

[0217] 22 Edge

[0218] 31 Metallized film

[0219] 41 winding body

[0220] 51, 52 External electrodes

[0221] 61, 62 External connection terminals

Claims

1. A polymer compound comprising a repeating unit (U), wherein the repeating unit (U) comprises: a diazabenzene ring, a substituent directly bonded to the diazabenzene ring, and a carbonyl group, The substituent includes at least one selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, a formyl group, a carboxyl group, an alkyl group having 1 to 6 carbon atoms, a halogenated alkyl group having 1 to 6 carbon atoms, and a hydroxyalkyl group having 1 to 6 carbon atoms.

2. The polymer compound according to claim 1, wherein The repeating unit (U) includes a repeating unit (A) represented by the following formula (1): Wherein in formula (1), R1 and R2 are each selected from a list consisting of H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 and CHOHCH2OH, and H is not included in the list of R1 or R2.

3. The polymer compound according to claim 1, wherein The repeating unit (U) includes a repeating unit (B) represented by the following formula (2): Wherein in formula (2), R1 and R2 are each selected from a list consisting of H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 and CHOHCH2OH, and H is not included in the list of R1 or R2.

4. The polymer compound according to claim 1, wherein The repeating unit (U) includes a repeating unit (C) represented by the following formula (3): Wherein, in formula (3), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

5. The polymer compound according to claim 1, wherein The repeating unit (U) includes a repeating unit (D) represented by the following formula (4): Wherein, in formula (4), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

6. The polymer compound according to claim 1, wherein The repeating unit (U) includes a repeating unit (E) represented by the following formula (5): Wherein, in formula (5), R1 and R2 are each H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH.

7. The polymer compound according to claim 2, wherein In the formula (1) of the repeating unit (A), one of R1 and R2 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H.

8. The polymer compound according to claim 3, wherein In the formula (2) of the repeating unit (B), one of R1 and R2 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H.

9. The polymer compound according to claim 4, wherein In the formula (3) of the repeating unit (C), R1 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is the same as R1 or is H.

10. The polymer compound according to claim 5, wherein In the formula (4) of the repeating unit (D), R1 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is the same as R1 or is H.

11. The polymer compound according to claim 6, wherein In the formula (5) of the repeating unit (E), one of R1 and R2 is H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and the other of R1 and R2 is the same as the one or is H. 12 . A molding composition comprising the polymer compound according to claim 1 . 13 . A thin film comprising the polymer compound according to claim 1 .

14. A capacitor, comprising: a pair of electrodes; and a dielectric layer disposed between the pair of electrodes, The dielectric layer includes the polymer compound according to any one of claims 1 to 11.

Images