Polymer compound, molding composition, film and capacitor

Abstract

Provided is a polymer compound having a high dielectric constant. This polymer compound has a constituent unit (U) having a heterocyclic ring, a carbonyl group, and a substituent group bonded to the heterocyclic ring. The substituent group includes at least one type selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group and a hydroxyalkyl group.

Description

[Technical Field]

[0001] The present disclosure generally relates to a polymer compound, a molding composition, a film, and a capacitor, and more 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 technology]

[0002] Patent Document 1 describes a film capacitor element. This film capacitor element is constructed using a laminated body in which at least a dielectric film layer made of a polyurea film and a metal vapor deposition film layer are laminated together.

[0003] Patent Document 2 describes a laminated film. This laminated film includes a first electrode layer, a resin substrate, a second electrode layer, and a dielectric layer laminated in this order. The dielectric layer contains a vinylidene fluoride / tetrafluoroethylene copolymer. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2016-8323 [Patent Document 2] International Publication No. 2014 / 080832 Summary of the Invention

[0005] An object of the present disclosure is to provide a polymer compound having a high dielectric constant, a molding composition containing this polymer compound, a film containing this polymer compound, and a capacitor including a dielectric layer containing this polymer compound.

[0006] A polymer compound according to one embodiment of the present disclosure comprises a structural unit (U) having a heterocycle, a carbonyl group, and a substituent bonded to the heterocycle, wherein the substituent includes at least one group selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group, and a hydroxyalkyl group.

[0007] A molding composition according to one embodiment of the present disclosure contains the polymer compound.

[0008] A film according to one embodiment of the present disclosure contains the polymer compound.

[0009] A capacitor according to one embodiment of the present disclosure includes a dielectric layer containing the polymer compound. [Brief explanation of the drawings]

[0010] [Figure 1] FIG. 1 is a schematic diagram showing a capacitor according to this embodiment. [Figure 2] FIG. 2A is a schematic diagram showing a wound body of the wound capacitor according to this embodiment, and FIG. 2B is a schematic diagram showing the wound capacitor according to this embodiment. DETAILED DESCRIPTION OF THE INVENTION

[0011] Hereinafter, embodiments of the present disclosure will be described. Note that the present disclosure is not limited to the following embodiments. The following embodiments are merely a part of various embodiments of the present disclosure, and various modifications are possible depending on the design as long as the object of the present disclosure is achieved.

[0012] (overview) In recent years, with the widespread use of electric vehicles (EVs) and hybrid vehicles, there has been a demand for miniaturization of inverters used for motor control. This has led to a demand for miniaturization of capacitors, such as film capacitors, which are components of inverters.

[0013] One method for achieving smaller capacitors while maintaining performance is to reduce the thickness of the dielectric layer in the capacitor.

[0014] However, thinning the dielectric layer is difficult to process, and the thinning also makes the dielectric breakdown more likely to occur.

[0015] Therefore, the inventors have conducted research and development to enable a dielectric layer to have a high dielectric constant without or only little thinning, thereby increasing the capacitance of a capacitor having a dielectric layer and making the dielectric layer less susceptible to dielectric breakdown. As a result, the inventors have developed a polymer compound according to this embodiment that has a dielectric constant higher than the dielectric constant of conventional polymers (generally 2.0 to 3.0), for example, a dielectric constant of 3.5 or higher.

[0016] The polymer compound according to this embodiment has a structural unit (U) having a heterocycle, a carbonyl group, and a substituent bonded to the heterocycle, and the substituent includes at least one group selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group, and a hydroxyalkyl group.

[0017] According to the present embodiment, a polymer compound having a high dielectric constant, a molding composition containing the polymer compound, a film containing the polymer compound, and a capacitor including a dielectric layer containing the polymer compound are provided. Note that the use of the polymer compound according to the present embodiment is not limited to the production of a dielectric layer in a capacitor, and the polymer compound can be used in various applications.

[0018] (detail) (1)(Polymer compound) The specific structure of the polymer compound according to this embodiment will be described below.

[0019] As described above, the polymer compound according to this embodiment has a structural unit (U) having a heterocycle, a carbonyl group, and a substituent bonded to the heterocycle, and the substituent includes at least one group selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group, and a hydroxyalkyl group. That is, the polymer compound is a compound having a structural unit (U) containing one or more heterocycles bonded to a substituent and one or more carbonyl groups.

[0020] A heterocycle is a ring containing atoms of at least two different elements within the ring. The heterocycle contains, for example, carbon atoms. In addition to carbon atoms, the heterocycle contains heteroatoms such as nitrogen, oxygen, or sulfur. Among these atoms, in order to obtain a polymer compound having a higher dielectric constant, it is preferable that the heterocycle contains a nitrogen atom. That is, it is preferable that the heterocycle is a nitrogen-containing heterocycle. Furthermore, the heterocycle may be any of a three-membered ring, a four-membered ring, a five-membered ring, a six-membered ring, and a seven- or higher-membered ring. Among these, in order to stably obtain a polymer compound having a high dielectric constant, it is preferable that the heterocycle is a five-membered ring or a six-membered ring.

[0021] A carbonyl group is a functional group having the structure represented by -C(=O)-.

[0022] In the structural unit (U), it is preferable that the carbonyl group is directly bonded to the heterocycle. In this case, a polymer compound with a higher dielectric constant can be obtained. An atom such as an oxygen atom may be contained between the heterocycle and the carbonyl group. That is, the carbon constituting the heterocycle and the carbon of the carbonyl group may be bonded via another atom such as an oxygen atom.

[0023] The phrase "a carbonyl group is directly bonded to a heterocycle" means that an atom constituting the heterocycle and the carbon of the carbonyl group are covalently bonded.

[0024] As described above, the substituent group contains at least one group selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group, and a hydroxyalkyl group. In this case, a polymer compound having a high dielectric constant is obtained. More preferably, the substituent group contains at least one group selected from the group consisting of F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, and CHOHCH2OH.

[0025] The structural unit (U) preferably includes at least one selected from the group consisting of the structural unit (UA), the structural unit (UB), the structural unit (UC1), and the structural unit (UC2) shown below. In this case, the dielectric constant of the polymer compound is more likely to be increased.

[0026] The structural unit (UA) has a structure represented by the following chemical structural formula (A).

[0027] [ka]

[0028] R1, R2 and R3 in chemical structural formula (A) are each independently H or a substituent, and at least one of R1, R2 and R3 is not H.

[0029] It is preferred that R1, R2, and R3 in chemical structural formula (A) are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and that at least one of R1, R2, and R3 is not H. In this case, the dielectric constant of the polymer compound is more likely to be increased.

[0030] In chemical structural formula (A), it is more preferable that R1 is H and R2 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R3 is H or the same as R2. In this case, the dielectric constant of the polymer compound is likely to be further increased.

[0031] In chemical structural formula (A), it is also more preferable that R2 is H, R3 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and R1 is the same as H or R3. In this case, the dielectric constant of the polymer compound is also likely to be further increased.

[0032] In chemical structural formula (A), it is also more preferable that R3 is H, R1 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and R2 is the same as H or R1. In this case, the dielectric constant of the polymer compound is also likely to be further increased.

[0033] In chemical structural formula (A), it is more preferable that R1 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and R2 and R3 are each the same as R1. In this case, the dielectric constant of the polymer compound is particularly likely to be increased.

[0034] The structural unit (UA) may contain only structural units having the same structure, or may contain a plurality of types of structural units that are different from one another in structure.

[0035] The structural unit (UB) has a structure represented by the following chemical structural formula (B).

[0036] [ka]

[0037] R1 and R2 in chemical structural formula (B) are each independently H or a substituent, and at least one of R1 and R2 is not H.

[0038] It is preferred that R1 and R2 in chemical structural formula (B) are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and that at least one of R1 and R2 is not H. In this case, the dielectric constant of the polymer compound is more likely to be increased.

[0039] In chemical structural formula (B), it is more preferable that R1 is H and R2 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, which tends to further increase the dielectric constant of the polymer compound.

[0040] In chemical structural formula (B), it is also more preferable that R1 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and R2 is H or the same as R1. In this case, the dielectric constant of the polymer compound is also likely to be further increased.

[0041] The structural unit (UB) may contain only structural units having the same structure, or may contain a plurality of types of structural units that are different from one another in structure.

[0042] The structural unit (UC1) has a structure represented by the following chemical structural formula (C1).

[0043] [ka]

[0044] R1 and R2 in the chemical structural formula (C1) are each independently H or a substituent, and at least one of R1 and R2 is not H.

[0045] It is preferred that R1 and R2 in chemical structural formula (C1) are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and that at least one of R1 and R2 is not H. In this case, the dielectric constant of the polymer compound is more likely to be increased.

[0046] In the chemical structural formula (C1), R1 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF 2、 It is also more preferable that R is CF, CH, Cl, CHCl, CCl, CHBr, CHBr, CBr, or CHOHCHOH, and R is the same as H or R. In this case, the dielectric constant of the polymer compound is also likely to be further increased.

[0047] The structural unit (UC1) may include only structural units having the same structure, or may include a plurality of structural units having different structures.

[0048] The structural unit (UC2) has a structure represented by the following chemical structural formula (C2).

[0049] [ka]

[0050] R1 and R2 in chemical structural formula (C2) are each independently H or a substituent, and at least one of R1 and R2 is not H.

[0051] It is preferred that R1 and R2 in chemical structural formula (C2) are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and that at least one of R1 and R2 is not H. In this case, the dielectric constant of the polymer compound is more likely to be increased.

[0052] In chemical structural formula (C2), R1 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF 2、 It is also more preferable that R is CF, CH, Cl, CHCl, CCl, CHBr, CHBr, CBr, or CHOHCHOH, and R is the same as H or R. In this case, the dielectric constant of the polymer compound is also likely to be further increased.

[0053] The structural unit (UC2) may include only structural units having the same structure, or may include a plurality of types of structural units that are different from one another in structure.

[0054] Furthermore, the structural unit (U) is not limited to containing only at least one selected from the group consisting of the structural unit (UA), the structural unit (UB), the structural unit (UC1), and the structural unit (UC2). That is, the structural unit (U) may contain structural units other than the structural units (UA) to (UC2).

[0055] The polymer compound according to this embodiment may have only the structural unit (U), or may further have a structural unit other than the structural unit (U).

[0056] Structural units other than structural units (UA) to (UC2) include those in which the heterocyclic structure is different from that of structural units (UA) to (UC2).

[0057] Furthermore, structural units other than structural units (UA) to (UC2) also include those in which an atom or atomic group is interposed between the heterocycle to which the substituent is bonded and the carbonyl group. This atom includes at least one selected from the group consisting of, for example, an oxygen atom and a nitrogen atom. Furthermore, this atomic group includes at least one selected from the group consisting of, for example, an ether bond, an ester bond, and a methylene group.

[0058] The structural units other than the structural unit (U) include, for example, at least one selected from the group consisting of appropriate atoms and atomic groups. The atoms include, for example, at least one selected from the group consisting of oxygen atoms and nitrogen atoms. The atomic groups include, for example, at least one selected from the group consisting of ether bonds, ester bonds, and methylene groups.

[0059] The polymer compound according to this embodiment contains at least one selected from the group consisting of an oligomer and a polymer.

[0060] The polymer compound according to this embodiment may be a regular polymer having a structure in which only one type of constitutional unit is repeated in a single linking manner, or may be an irregular polymer having a structure in which two or more types of constitutional units are repeated, or in which the constitutional units are not linked in a single manner.

[0061] The polymer compound according to this embodiment may contain one or more polymer compounds according to this embodiment. That is, the polymer compound according to this embodiment may contain a plurality of polymer compounds having different chemical structures. In this case, the dielectric constant of the polymer compound is likely to be increased.

[0062] Examples 1 to 215 of films according to this embodiment are shown in Tables 1 to 10. The "Chemical structural formula" column in each table lists the chemical structural formula of the polymer compound contained in the film of each example.

[0063] The column "Molecular Weight" in each table lists the molecular weight of the polymer compound contained in the film of each example.

[0064] The molecular weight of the polymer compound was measured as follows.

[0065] First, the polymer compound of each example was dissolved in hexafluoropropanol to prepare a measurement sample. Next, the prepared measurement sample was subjected to gel filtration chromatography (GPC). The measurement sample was passed through a column "GPC HFIP-805" (manufactured by Showa Denko K.K.) to separate the polymer compounds in the measurement sample according to molecular weight. The separated polymer compounds were then passed through a differential refractometer detector "2414 RI detector" (manufactured by Nihon Waters K.K.) in the order of separation, to obtain measurement results reflecting the molecular weight distribution of the polymer compounds. The molecular weight of the polymer compound was calculated based on the obtained measurement results. In the present disclosure, the method for measuring the molecular weight of a polymer compound is not limited to the above method.

[0066] The "Dielectric Constant" and "Capacitance" columns in each table show the dielectric constant of the film of each example and the capacitance of the capacitor produced from the film of each example.

[0067] The "dielectric constant" and "capacitance" were measured as follows. First, the polymer compound of each example was placed in the extruder of a cast molding machine and melted by heating to 180°C or higher and 270°C or lower. The melted polymer compound was extruded from the extruder and cooled by the cooling roll of the cast molding machine to form a sheet. Next, the sheet was stretched in the direction in which the sheet moved by a longitudinal stretching device and in a direction perpendicular to the direction in which the sheet moved by a transverse stretching device, and then cut to obtain a film. The thickness of the film was 3.0 μm.

[0068] Next, a wound capacitor (area of ​​the dielectric layer: 92 m) was fabricated using this film as a dielectric layer. 2 The details of the wound capacitor according to this embodiment will be described in "(4) (Capacitor)".

[0069] The capacitance of the wound capacitor was measured using a parameter analyzer "HP4284A" (manufactured by Hewlett-Packard) under the measurement conditions of room temperature (25°C), a frequency of 1 kHz, and an applied voltage of 450 V. The dielectric constant (relative permittivity) of the film was calculated from the capacitance of the capacitor, the area of ​​the dielectric layer, and the thickness of the dielectric. Note that in the present disclosure, the methods for measuring the "dielectric constant" and "capacitance" are not limited to the above methods.

[0070] [Table 1]

[0071] [Table 2]

[0072] [Table 3]

[0073] [Table 4]

[0074] [Table 5]

[0075] [Table 6]

[0076] [Table 7]

[0077] [Table 8]

[0078] [Table 9]

[0079] [Table 10]

[0080] A synthetic route for the polymer compound according to this embodiment will be described.

[0081] The synthetic route for a polymer compound having a structural unit (UA) represented by chemical structural formula (A) will be described.

[0082] The polymer compound having the structural unit (UA) has a structural unit derived from a monomer synthesized using the monomer (MA) shown below as a starting material.

[0083] [ka]

[0084] A synthetic route for a polymer compound having a structural unit (UA) having a heterocycle to which Cl is bonded as a substituent will be described.

[0085] The reaction of the starting monomer (MA) with Cl2 yields a reaction product containing a monomer (MA-Cl) having a heterocycle with Cl bonded as a substituent. This reaction product is preferably classified to recover the desired monomer. The monomer (MA-Cl) is at least one monomer selected from the group consisting of monomers (MA-Cl-1) to (MA-Cl-7). "Classification" here refers to the process of separating and recovering the desired monomer, which will be the target product, from the reaction product by purification or other means. The ratio of each monomer produced during the reaction can be optimized by adjusting the reaction time and reaction temperature. As an example, the reaction formula for synthesizing monomer (MA-Cl-1) from monomer (MA) and the structures of monomers (MA-Cl-1) to (MA-Cl-7) are shown below.

[0086] [ka]

[0087] Ester polymerization of the monomer (MA-Cl) produces a polymeric compound having a structural unit (UA) with a heterocyclic ring to which Cl is attached as a substituent. "Ester polymerization" here refers to polymerization by dehydration condensation between an alcohol and a carboxylic acid. As an example, the reaction scheme for synthesizing the target polymeric compound from the monomer (MA-Cl-1) is shown below.

[0088] [ka]

[0089] The synthetic route for polymer compounds having a structural unit (UA) having a heterocycle to which Br is bonded as a substituent will be described.

[0090] The reaction of the starting monomer (MA) with Br2 yields a reaction product containing a monomer (MA-Br) having a heterocycle to which Br is attached as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-Br) is at least one monomer selected from the group consisting of monomers (MA-Br-1) to (MA-Br-7). The monomers (MA-Br-1) to (MA-Br-7) are the monomers (MA-Cl-1) to (MA-Cl-7) in which Cl has been replaced with Br. As an example, the reaction scheme for synthesizing the monomer (MA-Br-1) from the monomer (MA) is shown below.

[0091] [ka]

[0092] By ester polymerization of the monomer (MA-Br), a polymer compound containing a structural unit (UA) with a heterocycle to which Br is attached as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-Br-1) is shown below.

[0093] [ka]

[0094] A synthetic route for a polymer compound having a structural unit (UA) having a heterocycle to which F is bonded as a substituent will be described.

[0095] The monomer (MA-Cl) obtained by the above method is reacted with KF in a sulfolane solvent to obtain a reaction product containing a monomer (MA-F) having a heterocycle to which F is bonded as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-F) having a heterocycle to which F is bonded as a substituent is at least one monomer selected from the group consisting of monomers (MA-F-1) to (MA-F-7). The monomers (MA-F-1) to (MA-F-7) are the monomers (MA-Cl-1) to (MA-Cl-7) in which Cl has been replaced with F, respectively. As an example, the reaction formula for synthesizing the monomer (MA-F-1) from the monomer (MA-Cl-1) is shown below.

[0096] [ka]

[0097] By ester polymerization of this monomer (MA-F) having a heterocycle bonded to F as a substituent, a polymer compound having a structural unit (UA) having a heterocycle bonded to F as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from monomer (MA-F-1) is shown below.

[0098] [ka]

[0099] The synthetic route for polymer compounds having a structural unit (UA) having a heterocycle with OH bonded as a substituent will be described.

[0100] The above-mentioned monomer (MA-Cl) is reacted with NaOH in water to obtain a reaction product containing a monomer (MA-OH) having a heterocycle to which OH is bonded as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-OH) is at least one monomer selected from the group consisting of monomers (MA-OH-1) to (MA-OH-7). The monomers (MA-OH-1) to (MA-OH-7) are monomers in which the Cl in each of the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with OH. As an example, the reaction formula for synthesizing the monomer (MA-OH-1) from the monomer (MA-Cl-1) is shown below.

[0101] [ka]

[0102] By reacting a monomer (MA-OH) having a heterocyclic ring bonded with OH as a substituent with acetyl chloride, a reaction product containing a monomer (MA-CHCOO) having a heterocyclic ring bonded with CHCOO as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CHCOO) is at least one monomer selected from the group consisting of monomers (MA-CHCOO-1) to (MA-CHCOO-7). The monomers (MA-CHCOO-1) to (MA-CHCOO-7) are monomers (MA-Cl-1) to (MA-Cl-7) in which the Cl has been replaced with CHCOO, respectively. As an example, the reaction formula for synthesizing the monomer (MA-CHCOO-1) from the monomer (MA-OH-1) is shown below.

[0103] [ka]

[0104] A polymer compound obtained by ester polymerization of a monomer (MA-CH3COO) is reacted with NaOH in a water / ethanol solvent to remove the acetyl group, thereby obtaining a polymer compound having a structural unit (UA) with a heterocycle to which OH is attached as a substituent. As an example, the reaction scheme for synthesizing the target polymer compound from a monomer (MA-CH3COO-1) is shown below.

[0105] [ka]

[0106] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CH3 is bonded as a substituent.

[0107] By reacting monomer (MA) with CH3Cl using AlCl3 as a catalyst, a reaction product containing monomer (MA-CH3) having a heterocycle to which CH3 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. Monomer (MA-CH3) refers to at least one monomer selected from the group consisting of monomers (MA-CH3-1) to (MA-CH3-7). Monomers (MA-CH3-1) to (MA-CH3-7) are monomers in which Cl in monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CH3. As an example, the reaction formula for synthesizing monomer (MA-CH3-1) from monomer (MA) is shown below.

[0108] [ka]

[0109] By ester polymerization of a monomer (MA-CH3) having a heterocycle bonded to a CH3 group as a substituent, a polymer compound having a structural unit (UA) having a heterocycle bonded to a CH3 group as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CH3-1) is shown below.

[0110] [ka]

[0111] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CH2F is bonded as a substituent.

[0112] By reacting the above-mentioned monomer (MA-CH3) with F2, a reaction product containing a monomer (MA-CH2F) having a heterocycle to which CH2F is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CH2F) is at least one monomer selected from the group consisting of monomers (MA-CH2F-1) to (MA-CH2F-7). The monomers (MA-CH2F-1) to (MA-CH2F-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CH2F. As an example, the reaction formula for synthesizing the monomer (MA-CH2F-1) from the monomer (MA-CH3-1) is shown below.

[0113] [ka]

[0114] By ester polymerization of the monomer (MA-CH2F), a polymer compound having a structural unit (UA) with a heterocycle to which CH2F is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CH2F-1) is shown below.

[0115] [ka]

[0116] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CHF2 is bonded as a substituent.

[0117] By reacting the above-mentioned monomer (MA-CHF) with F, a reaction product containing a monomer (MA-CHF) having a heterocycle to which CHF is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CHF) is at least one monomer selected from the group consisting of monomers (MA-CHF-1) to (MA-CHF-7). The monomers (MA-CHF-1) to (MA-CHF-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CHF. As an example, the reaction formula for synthesizing the monomer (MA-CHF-1) from the monomer (MA-CHF-1) is shown below.

[0118] [ka]

[0119] By ester polymerization of the monomer (MA-CHF2), a polymer compound containing a structural unit (UA) with a heterocycle to which CHF2 is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CHF2-1) is shown below.

[0120] [ka]

[0121] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CH2Cl is bonded as a substituent.

[0122] By reacting the above-mentioned monomer (MA-CH3) with Cl2, a reaction product containing a monomer (MA-CH2Cl) having a heterocycle to which CH2Cl is bonded as a substituent can be obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CH2Cl) is at least one monomer selected from the group consisting of monomers (MA-CH2Cl-1) to (MA-CH2Cl-7). The monomers (MA-CH2Cl-1) to (MA-CH2Cl-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CH2Cl, respectively. As an example, the reaction formula for synthesizing the monomer (MA-CH2Cl-1) from the monomer (MA-CH3-1) is shown below.

[0123] [ka]

[0124] By ester polymerization of the monomer (MA-CH2Cl), a polymer compound having a structural unit (UA) with a heterocycle to which CH2Cl is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CH2Cl-1) is shown below.

[0125] [ka]

[0126] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CHCl2 is bonded as a substituent.

[0127] By reacting the above-mentioned monomer (MA-CH2Cl) with Cl2, a reaction product containing a monomer (MA-CHCl2) having a heterocycle to which CHCl2 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CHCl2) is at least one monomer selected from the group consisting of monomers (MA-CHCl2-1) to (MA-CHCl2-7). The monomers (MA-CHCl2-1) to (MA-CHCl2-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CHCl2, respectively. As an example, the reaction formula for synthesizing the monomer (MA-CHCl2-1) from the monomer (MA-CH2Cl-1) is shown below.

[0128] [ka]

[0129] By ester polymerization of the monomer (MA-CHCl2), a polymer compound having a structural unit (UA) with a heterocycle to which CHCl2 is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MA-CHCl2-1) is shown below.

[0130] [ka]

[0131] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CCl3 is bonded as a substituent.

[0132] By reacting the above-mentioned monomer (MA-CHCl2) with Cl2, a reaction product containing a monomer (MA-CCl3) having a heterocycle to which CCl3 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified appropriately to recover the desired monomer. The monomer (MA-CCl3) is at least one monomer selected from the group consisting of monomers (MA-CCl3-1) to (MA-CCl3-7). The monomers (MA-CCl3-1) to (MA-CCl3-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CCl3, respectively. As an example, the reaction formula for synthesizing the monomer (MA-CCl3-1) from the monomer (MA-CHCl2-1) is shown below.

[0133] [ka]

[0134] By ester polymerization of the monomer (MA-CCl3), a polymer compound having a structural unit (UA) with a heterocycle to which CCl3 is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CCl3-1) is shown below.

[0135] [ka]

[0136] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CH2Br is bonded as a substituent.

[0137] By reacting the above-mentioned monomer (MA-CH3) with Br2, a reaction product containing a monomer (MA-CH2Br) having a heterocycle to which CH2Br is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CH2Br) is at least one monomer selected from the group consisting of monomers (MA-CH2Br-1) to (MA-CH2Br-7). The monomers (MA-CH2Br-1) to (MA-CH2Br-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CH2Br. As an example, the reaction formula for synthesizing the monomer (MA-CH2Br-1) from the monomer (MA-CH3-1) is shown below.

[0138] [ka]

[0139] By ester polymerization of the monomer (MA-CHBr), a polymer compound having a structural unit (UA) with a heterocycle to which CHBr is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CHBr-1) is shown below.

[0140] [ka]

[0141] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CHBr2 is bonded as a substituent.

[0142] By reacting the above-mentioned monomer (MA-CHBr) with Br, a reaction product containing a monomer (MA-CHBr) having a heterocycle to which CHBr is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CHBr) is at least one monomer selected from the group consisting of monomers (MA-CHBr-1) to (MA-CHBr-7). The monomers (MA-CHBr-1) to (MA-CHBr-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CHBr. As an example, the reaction formula for synthesizing the monomer (MA-CHBr-1) from the monomer (MA-CHBr-1) is shown below.

[0143] [ka]

[0144] By ester polymerization of the monomer (MA-CHBr2), a polymer compound having a structural unit (UA) with a heterocycle to which CHBr2 is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CHBr2-1) is shown below.

[0145] [ka]

[0146] We will explain the synthetic route for polymer compounds having a structural unit (UA) with a heterocycle to which CBr3 is bonded as a substituent.

[0147] By reacting the above-mentioned monomer (MA-CHBr2) with Br2, a reaction product containing a monomer (MA-CBr3) having a heterocycle to which CBr3 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CBr3) is at least one monomer selected from the group consisting of monomers (MA-CBr3-1) to (MA-CBr3-7). The monomers (MA-CBr3-1) to (MA-CBr3-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CBr3. As an example, the reaction formula for synthesizing the monomer (MA-CBr3-1) from the monomer (MA-CHBr2-1) is shown below.

[0148] [ka]

[0149] By ester polymerization of the monomer (MA-CBr3), a polymer compound having a structural unit (UA) with a heterocycle to which CBr3 is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CBr3-1) is shown below.

[0150] [ka]

[0151] A synthetic route for a polymer compound having a structural unit (UA) having a heterocycle to which CHO is bonded as a substituent will be described.

[0152] The above-mentioned monomer (MA-CH2Cl) is reacted with NaOH in water to obtain a reaction product containing a monomer (MA-CH2OH) having a heterocycle to which CH2OH is bonded as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CH2OH) is at least one monomer selected from the group consisting of monomers (MA-CH2OH-1) to (MA-CH2OH-7). The monomers (MA-CH2OH-1) to (MA-CH2OH-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CH2OH, respectively. As an example, the reaction formula for synthesizing the monomer (MA-CH2OH-1) from the monomer (MA-CH2Cl-1) is shown below.

[0153] [ka]

[0154] The reaction of the monomer (MA-CHOH) with pyridinium chlorochromate (hereinafter referred to as PCC) in a methylene chloride solvent yields a reaction product containing a monomer (MA-CHO) having a heterocycle to which CHO is attached as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CHO) is at least one monomer selected from the group consisting of the monomers (MA-CHO-1) to (MA-CHO-7). The monomers (MA-CHO-1) to (MA-CHO-7) are the monomers (MA-Cl-1) to (MA-Cl-7) in which the Cl has been replaced with CHO, respectively. As an example, the reaction scheme for synthesizing the monomer (MA-CHO-1) from the monomer (MA-CHOH-1) is shown below.

[0155] [ka]

[0156] By ester polymerization of the monomer (MA-CHO), a polymer compound having a structural unit (UA) with a heterocycle to which CHO is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CHO-1) is shown below.

[0157] [ka]

[0158] The synthetic route for polymer compounds having a structural unit (UA) having a heterocycle with COOH bonded as a substituent will be described.

[0159] By reacting the above-mentioned monomer (MA-CHOH) with a mixture of potassium dichromate and aqueous sulfuric acid, a reaction product containing a monomer (MA-COOH) having a heterocycle to which COOH is attached as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-COOH) is at least one monomer selected from the group consisting of monomers (MA-COOH-1) to (MA-COOH-7). The monomers (MA-COOH-1) to (MA-COOH-7) are monomers (MA-Cl-1) to (MA-Cl-7) in which the Cl has been replaced with COOH, respectively. As an example, the reaction scheme for synthesizing the monomer (MA-COOH-1) from the monomer (MA-CHOH-1) is shown below.

[0160] [ka]

[0161] The reaction of the monomer (MA-COOH) with thionyl chloride in a methanol solvent yields a reaction product containing a monomer (MA-COOCH3) having a heterocycle to which COOCH3 is attached as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-COOCH3) is at least one monomer selected from the group consisting of the monomers (MA-COOCH3-1) to (MA-COOCH3-7). The monomers (MA-COOCH3-1) to (MA-COOCH3-7) are the monomers (MA-Cl-1) to (MA-Cl-7) in which the Cl has been replaced with COOH, respectively. As an example, the reaction scheme for synthesizing the monomer (MA-COOCH3-1) from the monomer (MA-COOH-1) is shown below.

[0162] [ka]

[0163] A polymer compound obtained by ester polymerization of a monomer (MA-COOCH3) is reacted with NaOH in a water / ethanol solvent, followed by washing with hydrochloric acid to obtain a polymer compound having a structural unit (UA) with a heterocycle to which COOH is attached as a substituent. As an example, the reaction scheme for synthesizing the target polymer compound from a monomer (MA-COOCH3-1) is shown below.

[0164] [ka]

[0165] The synthetic route for polymer compounds having a structural unit (UA) having a heterocycle to which CHOHCH2OH is bonded as a substituent will be described.

[0166] By reacting the monomer (MA) with C2H5Li in a toluene solvent, a reaction product containing a monomer (MA-C2H5) having a heterocycle to which C2H5 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-C2H5) is at least one monomer selected from the group consisting of the monomers (MA-C2H5-1) to (MA-C2H5-7). The monomers (MA-C2H5-1) to (MA-C2H5-7) are monomers (MA-Cl-1) to (MA-Cl-7) in which the Cl has been replaced with C2H5, respectively. As an example, the reaction formula for synthesizing the monomer (MA-C2H5-1) from the monomer (MA) is shown below.

[0167] [ka]

[0168] The reaction of the monomer (MA-C2H5) with Cl2 yields a reaction product containing a monomer (MA-CHClCH2Cl) having a heterocycle to which CHClCH2Cl is bonded as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CHClCH2Cl) is at least one monomer selected from the group consisting of the monomers (MA-CHClCH2Cl-1) to (MA-CHClCH2Cl-7). The monomers (MA-CHClCH2Cl-1) to (MA-CHClCH2Cl-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CHClCH2Cl, respectively. As an example, the reaction scheme for synthesizing the monomer (MA-CHClCH2Cl-1) from the monomer (MA-C2H5-1) is shown below.

[0169] [ka]

[0170] Reaction of the monomer (MA-CHClCH2Cl) with NaOH in water yields a reaction product containing a monomer (MA-CHOHCH2OH) having a heterocycle to which CHOHCH2OH is attached as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CHOHCH2OH) is at least one monomer selected from the group consisting of the monomers (MA-CHOHCH2OH-1) to (MA-CHOHCH2OH-7). The monomers (MA-CHOHCH2OH-1) to (MA-CHOHCH2OH-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CHOHCH2OH, respectively. As an example, the reaction scheme for synthesizing the monomer (MA-CHOHCH2OH-1) from the monomer (MA-CHClCH2Cl-1) is shown below.

[0171] [ka]

[0172] The reaction of the monomer (MA-CHOHCHOH) with acetyl chloride yields a reaction product containing a monomer (MA-CHOAcCHOAc) having a heterocyclic ring to which CHOAcCHOAc (Ac represents an acetyl group) is bonded as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MA-CHOAcCHOAc) refers to at least one monomer selected from the group consisting of the monomers (MA-CHOAcCHOAc-1) to (MA-CHOAcCHOAc-7). The monomers (MA-CHOAcCHOAc-1) to (MA-CHOAcCHOAc-7) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-7) has been replaced with CHOAcCHOAc. As an example, the reaction scheme for synthesizing the monomer (MA-CHOAcCHOAc-1) from the monomer (MA-CHOHCHOH-1) is shown below.

[0173] [ka]

[0174] The polymer compound obtained by ester polymerization of the monomer (MA-CHOAcCHOAc) is reacted with NaOH in a water / ethanol solvent to remove the acetyl group, thereby obtaining a polymer compound having a structural unit (UA) with a heterocycle to which CHOHCHOH is attached as a substituent. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MA-CHOAcCHOAc-1) is shown below.

[0175] [ka]

[0176] The synthesis route of a polymer compound having a structural unit (UB) represented by chemical structural formula (B) will be described.

[0177] The polymer compound having the structural unit (UB) has a structural unit derived from a monomer synthesized using the monomer (MB) shown below as a starting material.

[0178] [ka]

[0179] A synthetic route for a polymer compound having a structural unit (UB) having a heterocycle to which Cl is bonded as a substituent will be described.

[0180] By reacting the starting monomer (MB) with Cl2, a reaction product containing at least one monomer (MB-X) selected from the group consisting of monomers (MB-X-1) to (MB-X-3) is obtained. It is preferable to classify this reaction product to appropriately recover the desired monomer. As an example, the reaction formula for synthesizing monomer (MB-X-1) from monomer (MB) and the structures of monomers (MB-X-1) to (MB-X-3) are shown below.

[0181] [ka]

[0182] By reacting the monomer (MB-X) obtained by the above method with NaOH in water, a monomer (MB-Cl) having a heterocycle to which Cl is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-Cl) is at least one monomer selected from the group consisting of the monomers (MB-Cl-1) to (MB-Cl-3). As an example, the reaction formula for synthesizing the monomer (MB-Cl-1) from the monomer (MB-X-1) and the structures of each of the monomers (MB-Cl-1) to (MB-Cl-3) are shown below.

[0183] [ka]

[0184] By ester polymerization of the monomer (MB-Cl), a polymer compound having a structural unit (UB) with a heterocycle to which Cl is attached as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MB-Cl-1) is shown below.

[0185] [ka]

[0186] A synthetic route for a polymer compound having a structural unit (UB) having a heterocycle to which F is bonded as a substituent will be described.

[0187] By reacting the above-mentioned monomer (MB-Cl) with KF in a sulfolane solvent, a reaction product containing a monomer (MB-F) having a heterocycle to which F is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. Monomer (MB-F) refers to at least one monomer selected from the group consisting of monomers (MB-F-1) to (MB-F-3). Monomers (MB-F-1) to (MB-F-3) are monomers in which Cl has been replaced with F in monomers (MB-Cl-1) to (MB-Cl-3), respectively. As an example, the reaction formula for synthesizing monomer (MB-F-1) from monomer (MB-Cl-1) is shown below.

[0188] [ka]

[0189] By ester polymerization of the monomer (MB-F), a polymer compound having a structural unit (UB) with a heterocycle to which F is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-F-1) is shown below.

[0190] [ka]

[0191] The synthesis route of a polymer compound having a structural unit (UB) having a heterocycle to which Br is bonded as a substituent will be described.

[0192] The starting material, monomer (MB), is reacted with NaOH in a methanol solvent, and the reaction product obtained by washing with hydrochloric acid is further reacted with hydrochloric acid to obtain monomer (MB-S). The reaction formula for synthesizing monomer (MB-S) from monomer (MB) is shown below.

[0193] [ka]

[0194] By reacting the monomer (MB-S) obtained by the above method with Br2, a reaction product containing a monomer (MB-Br) having a heterocycle to which Br is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-Br) is at least one monomer selected from the group consisting of the monomers (MB-Br-1) to (MB-Br-3). The monomers (MB-Br-1) to (MB-Br-3) are monomers (MB-Cl-1) to (MB-Cl-3) in which Cl has been replaced with Br, respectively. As an example, the reaction formula for synthesizing the monomer (MB-Br-1) from the monomer (MB-S) is shown below.

[0195] [ka]

[0196] By ester polymerization of the monomer (MB-Br), a polymer compound having a structural unit (UB) with a heterocycle to which Br is attached as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MB-Br-1) is shown below.

[0197] [ka]

[0198] The synthetic route for polymer compounds having a structural unit (UB) having a heterocycle with OH bonded as a substituent will be described.

[0199] By reacting the above-mentioned monomer (MB-Cl) with NaOH in water, a reaction product containing a monomer (MB-OH) having a heterocycle to which OH is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-OH) is at least one monomer selected from the group consisting of monomers (MB-OH-1) to (MB-OH-3). The monomers (MB-OH-1) to (MB-OH-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with OH, respectively. As an example, the reaction formula for synthesizing the monomer (MB-OH-1) from the monomer (MB-Cl-1) is shown below.

[0200] [ka]

[0201] By reacting the monomer (MB-OH) with acetyl chloride, a reaction product containing a monomer (MB-CH3COO) having a heterocycle to which CH3COO is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CH3COO) is at least one monomer selected from the group consisting of the monomers (MB-CH3COO-1) to (MB-CH3COO-3). The monomers (MB-CH3COO-1) to (MB-CH3COO-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CH3COO, respectively. As an example, the reaction formula for synthesizing the monomer (MB-CH3COO-1) from the monomer (MB-OH-1) is shown below.

[0202] [ka]

[0203] A polymer compound obtained by ester polymerization of a monomer (MB-CH3COO) is reacted with NaOH in a water / ethanol solvent to remove the acetyl group, thereby obtaining a polymer compound having a structural unit (UB) with a heterocycle to which OH is attached as a substituent. As an example, the reaction scheme for synthesizing the target polymer compound from a monomer (MB-CH3COO-1) is shown below.

[0204] [ka]

[0205] We will explain the synthetic route for polymer compounds having a structural unit (UB) that has a heterocycle to which CH3 is bonded as a substituent.

[0206] By reacting the monomer (MB-S) obtained by the above method with CH3Cl using AlCl3 as a catalyst, a reaction product containing a monomer (MB-CH3) having a heterocycle to which CH3 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CH3) is at least one monomer selected from the group consisting of monomers (MB-CH3-1) to (MB-CH3-3). The monomers (MB-CH3-1) to (MB-CH3-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CH3. As an example, the reaction formula for synthesizing the monomer (MB-CH3-1) from the monomer (MB-S) is shown below.

[0207] [ka]

[0208] By ester polymerization of the monomer (MB-CH3), a polymer compound having a structural unit (UB) with a heterocycle to which CH3 is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MB-CH3-1) is shown below.

[0209] [ka]

[0210] We will explain the synthesis route of a polymer compound having a structural unit (UB) having a heterocycle to which CH2F is bonded as a substituent.

[0211] By reacting the above-mentioned monomer (MB-CH3) with F2, a reaction product containing a monomer (MB-CH2F) having a heterocycle to which CH2F is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified appropriately to recover the desired monomer. The monomer (MB-CH2F) is at least one monomer selected from the group consisting of monomers (MB-CH2F-1) to (MB-CH2F-3). The monomers (MB-CH2F-1) to (MB-CH2F-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CH2F. As an example, the reaction formula for synthesizing the monomer (MB-CH2F-1) from the monomer (MB-CH3-1) is shown below.

[0212] [ka]

[0213] By ester polymerization of the monomer (MB-CH2F), a polymer compound having a structural unit (UB) with a heterocycle to which CH2F is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MB-CH2F-1) is shown below.

[0214] [ka]

[0215] We will explain the synthetic route for polymer compounds having a structural unit (UB) with a heterocycle to which CH2Cl is bonded as a substituent.

[0216] By reacting the above-mentioned monomer (MB-CH3) with Cl2, a reaction product containing a monomer (MB-CH2Cl) having a heterocycle to which CH2Cl is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CH2Cl) is at least one monomer selected from the group consisting of monomers (MB-CH2Cl-1) to (MB-CH2Cl-3). The monomers (MB-CH2Cl-1) to (MB-CH2Cl-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CH2Cl, respectively. As an example, the reaction formula for synthesizing the monomer (MB-CH2Cl-1) from the monomer (MB-CH3-1) is shown below.

[0217] [ka]

[0218] By ester polymerization of the monomer (MB-CH2Cl), a polymer compound having a structural unit (UB) with a heterocycle to which CH2Cl is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-CH2Cl-1) is shown below.

[0219] [ka]

[0220] We will explain the synthetic route for polymer compounds having a structural unit (UB) with a heterocycle to which CHCl2 is bonded as a substituent.

[0221] By reacting the above-mentioned monomer (MB-CH2Cl) with Cl2, a reaction product containing a monomer having a heterocycle to which CHCl2 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CHCl2) is at least one monomer selected from the group consisting of monomers (MB-CHCl2-1) to (MB-CHCl2-3). The monomers (MB-CHCl2-1) to (MB-CHCl2-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CHCl2, respectively. As an example, the reaction formula for synthesizing the monomer (MB-CHCl2-1) from the monomer (MB-CH2Cl-1) is shown below.

[0222] [ka]

[0223] By ester polymerization of the monomer (MB-CHCl2), a polymer compound having a structural unit (UB) with a heterocycle to which CHCl2 is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-CHCl2-1) is shown below.

[0224] [ka]

[0225] We will explain the synthesis route of polymer compounds having a structural unit (UB) with a heterocycle to which CCl3 is bonded as a substituent.

[0226] By reacting the above-mentioned monomer (MB-CHCl2) with Cl2, a reaction product containing a monomer (MB-CCl3) having a heterocycle to which CCl3 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CCl3) is at least one monomer selected from the group consisting of monomers (MB-CCl3-1) to (MB-CCl3-3). The monomers (MB-CCl3-1) to (MB-CCl3-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CCl3, respectively. As an example, the reaction formula for synthesizing the monomer (MB-CCl3-1) from the monomer (MB-CHCl2-1) is shown below.

[0227] [ka]

[0228] By ester polymerization of the monomer (MB-CCl3), a polymer compound having a structural unit (UB) with a heterocycle to which CCl3 is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-CCl3-1) is shown below.

[0229] [ka]

[0230] We will explain the synthesis route of a polymer compound having a structural unit (UB) having a heterocycle to which CH2Br is bonded as a substituent.

[0231] By reacting the above-mentioned monomer (MB-CH3) with Br2, a reaction product containing a monomer (MB-CH2Br) having a heterocycle to which CH2Br is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CH2Br) is at least one monomer selected from the group consisting of monomers (MB-CH2Br-1) to (MB-CH2Br-3). The monomers (MB-CH2Br-1) to (MB-CH2Br-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CH2Br. As an example, the reaction formula for synthesizing the monomer (MB-CH2Br-1) from the monomer (MB-CH3-1) is shown below.

[0232] [ka]

[0233] By ester polymerization of the monomer (MB-CHBr), a polymer compound having a structural unit (UB) with a heterocycle to which CHBr is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MB-CHBr-1) is shown below.

[0234] [ka]

[0235] We will explain the synthesis route of a polymer compound having a structural unit (UB) having a heterocycle to which CHBr2 is bonded as a substituent.

[0236] By reacting the above-mentioned monomer (MB-CHBr) with Br, a reaction product containing a monomer (MB-CHBr) having a heterocycle to which CHBr is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CHBr) is at least one monomer selected from the group consisting of monomers (MB-CHBr-1) to (MB-CHBr-3). Each of the monomers (MB-CHBr-1) to (MB-CHBr-3) is a monomer in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CHBr. As an example, the reaction formula for synthesizing the monomer (MB-CHBr-1) from the monomer (MB-CHBr-1) is shown below.

[0237] [ka]

[0238] By ester polymerization of the monomer (MB-CHBr2), a polymer compound having a structural unit (UB) with a heterocycle to which CHBr2 is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-CHBr2-1) is shown below.

[0239] [ka]

[0240] We will explain the synthesis route of a polymer compound having a structural unit (UB) having a heterocycle to which CBr3 is bonded as a substituent.

[0241] By reacting the above-mentioned monomer (MB-CHBr2) with Br2, a reaction product containing a monomer (MB-CBr3) having a heterocycle to which CBr3 is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CBr3) is at least one monomer selected from the group consisting of monomers (MB-CBr3-1) to (MB-CBr3-3). The monomers (MB-CBr3-1) to (MB-CBr3-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CBr3. As an example, the reaction formula for synthesizing the monomer (MB-CBr3-1) from the monomer (MB-CHBr2-1) is shown below.

[0242] [ka]

[0243] By ester polymerization of the monomer (MB-CBr3), a polymer compound having a structural unit (UB) with a heterocycle to which CBr3 is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-CBr3-1) is shown below.

[0244] [ka]

[0245] A synthetic route for a polymer compound having a structural unit (UB) having a heterocycle to which CHO is bonded as a substituent will be described.

[0246] By reacting the above-mentioned monomer (MB-CH2Cl) with NaOH in water, a reaction product containing a monomer (MB-CH2OH) having a heterocycle to which CH2OH is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CH2OH) is at least one monomer selected from the group consisting of monomers (MB-CH2OH-1) to (MB-CH2OH-3). The monomers (MB-CH2OH-1) to (MB-CH2OH-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CH2OH, respectively. As an example, the reaction formula for synthesizing the monomer (MB-CH2OH-1) from the monomer (MB-CH2Cl-1) is shown below.

[0247] [ka]

[0248] By reacting the monomer (MB-CHOH) with PCC in a methylene chloride solvent, a reaction product containing a monomer (MB-CHO) having a heterocycle to which CHO is attached as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CHO) is at least one monomer selected from the group consisting of monomers (MB-CHO-1) to (MB-CHO-3). The monomers (MB-CHO-1) to (MB-CHO-3) are the monomers (MB-Cl-1) to (MB-Cl-3) in which the Cl has been replaced with CHO, respectively. As an example, the reaction formula for synthesizing the monomer (MB-CHO-1) from the monomer (MB-CHOH-1) is shown below.

[0249] [ka]

[0250] By ester polymerization of the monomer (MB-CHO), a polymer compound having a structural unit (UB) with a heterocycle to which CHO is bonded as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer compound from the monomer (MB-CHO-1) is shown below.

[0251] [ka]

[0252] The synthesis route of a polymer compound having a structural unit (UB) having a heterocycle to which COOH is bonded as a substituent is described below.

[0253] By reacting the above-mentioned monomer (MB-CHOH) with a mixture of potassium dichromate and aqueous sulfuric acid, a reaction product containing a monomer (MB-COOH) having a heterocycle to which COOH is attached as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-COOH) is at least one monomer selected from the group consisting of monomers (MB-COOH-1) to (MB-COOH-3). The monomers (MB-COOH-1) to (MB-COOH-3) are the monomers (MB-Cl-1) to (MB-Cl-3) in which the Cl has been replaced with COOH, respectively. As an example, the reaction formula for synthesizing the monomer (MB-COOH-1) from the monomer (MB-CHOH-1) is shown below.

[0254] [ka]

[0255] The reaction of the monomer (MB-COOH) with thionyl chloride in a methanol solvent yields a reaction product containing a monomer (MB-COOCH3) having a heterocycle to which COOCH3 is attached as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-COOCH3) is at least one monomer selected from the group consisting of the monomers (MB-COOCH3-1) to (MB-COOCH3-3). The monomers (MB-COOCH3-1) to (MB-COOCH3-3) are the monomers (MB-Cl-1) to (MB-Cl-3) in which the Cl has been replaced with COOCH3. As an example, the reaction scheme for synthesizing the monomer (MB-COOCH3-1) from the monomer (MB-COOH-1) is shown below.

[0256] [ka]

[0257] A polymer compound obtained by ester polymerization of a monomer (MB-COOCH3) is reacted with NaOH in a water / ethanol solvent and washed with hydrochloric acid to obtain a polymer compound having a structural unit (UB) with a heterocycle to which COOH is bonded as a substituent. As an example, the reaction formula for synthesizing the target polymer compound from a monomer (MB-COOCH3-1) is shown below.

[0258] [ka]

[0259] The synthetic route for a polymer compound having a structural unit (UB) having a heterocycle to which CHOHCH2OH is bonded as a substituent will be described.

[0260] The monomer (MB-S) obtained by the above method is reacted with C2H5Li in a toluene solvent to obtain a reaction product containing a monomer (MB-C2H5) having a heterocycle to which C2H5 is bonded as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-C2H5) is at least one monomer selected from the group consisting of monomers (MB-C2H5-1) to (MB-C2H5-3). The monomers (MB-C2H5-1) to (MB-C2H5-3) are monomers (MB-Cl-1) to (MB-Cl-3) in which the Cl has been replaced with C2H5. As an example, the reaction scheme for synthesizing the monomer (MB-C2H5-1) from the monomer (MB-S) is shown below.

[0261] [ka]

[0262] By reacting the monomer (MB-C2H5) with Cl2, a reaction product containing a monomer (MB-CHClCH2Cl) having a heterocycle to which CHClCH2Cl is bonded as a substituent is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CHClCH2Cl) is at least one monomer selected from the group consisting of the monomers (MB-CHClCH2Cl-1) to (MB-CHClCH2Cl-3). The monomers (MB-CHClCH2Cl-1) to (MB-CHClCH2Cl-3) are monomers in which the Cl in the monomers (MB-Cl-1) to (MB-Cl-3) has been replaced with CHClCH2Cl, respectively. As an example, the reaction formula for synthesizing the monomer (MB-CHClCH2Cl-1) from the monomer (MB-C2H5-1) is shown below.

[0263] [ka]

[0264] Reaction of the monomer (MB-CHClCH2Cl) with NaOH in water yields a reaction product containing a monomer (MB-CHOHCH2OH) having a heterocycle to which CHOHCH2OH is attached as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CHOHCH2OH) refers to at least one monomer selected from the group consisting of the monomers (MB-CHOHCH2OH-1) to (MB-CHOHCH2OH-3). The monomers (MB-CHOHCH2OH-1) to (MB-CHOHCH2OH-3) are the monomers (MB-Cl-1) to (MB-Cl-3) in which the Cl has been replaced with CHOHCH2OH. As an example, the reaction scheme for synthesizing the monomer (MB-CHOHCH2OH-1) from the monomer (MB-CHClCH2Cl-1) is shown below.

[0265] [ka]

[0266] The reaction of the monomer (MB-CHOHCHOH) with acetyl chloride yields a reaction product containing a monomer (MB-CHOAcCHOAc) having a heterocycle to which CHOAcCHOAc is bonded as a substituent. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MB-CHOAcCHOAc) refers to at least one monomer selected from the group consisting of the monomers (MB-CHOAcCHOAc-1) to (MB-CHOAcCHOAc-3). The monomers (MB-CHOAcCHOAc-1) to (MB-CHOAcCHOAc-3) are monomers in which the Cl in the monomers (MA-Cl-1) to (MA-Cl-3) has been replaced with CHOAcCHOAc. As an example, the reaction scheme for synthesizing the monomer (MA-CHOAcCHOAc-1) from the monomer (MA-CHOHCHOH-1) is shown below.

[0267] [ka]

[0268] By reacting the polymer obtained by ester polymerization of the monomer (MB-CHOAcCHOAc) with NaOH in a water / ethanol solvent, a polymer having a structural unit (UB) with a heterocycle to which CHOHCHOH is attached as a substituent can be obtained. As an example, the reaction scheme for synthesizing the target polymer from the monomer (MB-CHOAcCHOAc-1) is shown below.

[0269] [ka]

[0270] A synthetic route for a polymer compound having a structural unit (UC1) represented by chemical structural formula (C1) will be described.

[0271] The polymeric compound having the structural unit (UC1) includes a structural unit derived from a monomer synthesized using the monomer (MC1_A) shown below as a starting material, and a structural unit derived from a monomer synthesized using the monomer (MC1_B) as a starting material.

[0272] [ka]

[0273] By following the various reaction methods for introducing substituents described in the synthetic routes for polymeric compounds having the structural unit (UA) and polymeric compounds having the structural unit (UB), starting monomers (MC1_A) and (MC1_B) can be used to obtain monomers (MC1_A-XY) and (MC1_B-XY), respectively, each of which has a heterocyclic ring to which a substituent is bonded. Classification is preferred to recover the desired monomers. Here, X in monomer (MC1_A-XY) represents the substituent bonded to the heterocyclic ring of (MC1_A). X in monomer (MC1_B-XY) represents the substituent bonded to the heterocyclic ring of monomer (MC1_B). Furthermore, Y in monomer (MC1_A-XY) represents a number assigned to each isomer, depending on the position and number of substituents bonded to the heterocyclic ring, to distinguish each isomer produced during the reaction. The Y in the monomer (MC1_B-XY) represents a number assigned to each isomer according to the position and number of substituents attached to the heterocycle in order to distinguish each isomer produced during the reaction.

[0274] A synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which Cl is bonded as a substituent will be described.

[0275] The starting monomers (MC1_A) and (MC1_B) are reacted with Cl2 to produce a reaction product containing the monomer (MC1_A-Cl) and a reaction product containing the monomer (MC1_B-Cl). The reaction products are preferably classified to recover the desired monomers. The monomer (MC1_A-Cl) is at least one monomer selected from the group consisting of the monomers (MC1_A-Cl-1) to (MC1_A-Cl-2). The monomer (MC1_B-Cl) is at least one monomer selected from the group consisting of the monomers (MC1_B-Cl-1) to (MC1_B-Cl-2). For each reaction described in the synthesis pathway, the ratio of each monomer produced during the reaction can be optimized by adjusting the reaction time and temperature. As examples, the reaction formula for synthesizing monomer (MC1_A-Cl-1) from monomer (MC1_A), the reaction formula for synthesizing monomer (MC1_B-Cl-1) from monomer (MC1_B), and the structures of monomer (MC1_A-Cl-2) from monomer (MC1_A-Cl-1) and monomer (MC1_B-Cl-2) from monomer (MC1_B-Cl-1) are shown below.

[0276] [ka]

[0277] By reacting the monomer (MC1_B-Cl) with phosphorus pentachloride, a reaction product containing the monomer (MC1_C-Cl) is obtained. Furthermore, this reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MC1_C-Cl) is at least one monomer selected from the group consisting of the monomers (MC1_C-Cl-1) to (MC1_C-Cl-2). As an example, the reaction formula for synthesizing the monomer (MC1_C-Cl-1) from the monomer (MC1_B-Cl-1) and the structures of the monomers (MC1_C-Cl-1) to (MC1_C-Cl-2) are shown below.

[0278] [ka]

[0279] By reacting the monomers (MC1_A-Cl) and (MC1_C-Cl) using AlCl3 as a catalyst, a polymer compound having a structural unit (UC1) with a heterocycle to which Cl is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomers (MC1_A-Cl-1) and (MC1_C-Cl-1) is shown below.

[0280] [ka]

[0281] A synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which F is bonded as a substituent will be described.

[0282] The above-mentioned monomers (MC1_A-Cl) and (MC1_B-Cl) are reacted in KF and sulfolane solvents, respectively, to replace Cl in each monomer with F, thereby obtaining a reaction product containing monomers (MC1_A-F) and (MC1_B-F). Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. Monomer (MC1_A-F) refers to at least one monomer selected from the group consisting of monomers (MC1_A-F-1) to (MC1_A-F-2). Monomer (MC1_B-F) refers to at least one monomer selected from the group consisting of monomers (MC1_B-F-1) to (MC1_B-F-2). Monomers (MC1_A-F-1) to (MC1_A-F-2) are monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) in which Cl has been replaced with F, respectively. Monomers (MC1_B-F-1) to (MC1_B-F-2) are monomers in which Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) has been replaced with F. As examples, the reaction formula for synthesizing monomer (MC1_A-F-1) from monomer (MC1_A-Cl-1) and the reaction formula for synthesizing monomer (MC1_B-F-1) from monomer (MC1_B-Cl-1) are shown below.

[0283] [ka]

[0284] A polymer compound having a structural unit (UC1) having a heterocycle bonded with F as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as the substituent described above, except for using monomers (MC1_A-F) and (MC1_B-F) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-F-1) and (MC1_B-F-1) is shown below as an example.

[0285] [ka]

[0286] A synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which Br is bonded as a substituent will be described.

[0287] By reacting the starting monomers (MC1_A) and (MC1_B) with Br2, a reaction product containing the monomer (MC1_A-Br) and a reaction product containing the monomer (MC1_B-Br) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-Br) is at least one monomer selected from the group consisting of the monomers (MC1_A-Br-1) to (MC1_A-Br-2). The monomer (MC1_B-Br) is at least one monomer selected from the group consisting of the monomers (MC1_B-Br-1) to (MC1_B-Br-2). The monomers (MC1_A-Br-1) to (MC1_A-Br-2) are monomers in which Cl has been replaced with Br in the monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-Br-1) to (MC1_B-Br-2) are monomers in which the Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) has been replaced with Br, respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-Br-1) from monomer (MC1_A) and monomer (MC1_B-Br-1) from monomer (MC1_B) are shown below.

[0288] [ka]

[0289] A polymer compound having a structural unit (UC1) having a heterocycle to which Br is bonded as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which Cl is bonded as a substituent, except for using monomers (MC1_A-Br) and (MC1_B-Br) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-Br-1) and (MC1_B-Br-1) is shown below.

[0290] [ka]

[0291] A synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which OH is bonded as a substituent will be described.

[0292] The above-mentioned monomers (MC1_A-Cl) and (MC1_B-Cl) are reacted with NaOH in water, respectively, to replace Cl with OH, resulting in a reaction product containing monomer (MC1_A-OH) and a reaction product containing monomer (MC1_B-OH). These reaction products are preferably classified to appropriately recover the desired monomers. Monomer (MC1_A-OH) refers to at least one monomer selected from the group consisting of monomers (MC1_A-OH-1) to (MC1_A-OH-2). Monomer (MC1_B-OH) refers to at least one monomer selected from the group consisting of monomers (MC1_B-OH-1) to (MC1_B-OH-2). Monomers (MC1_A-OH-1) to (MC1_A-OH-2) are monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) in which Cl has been replaced with OH, respectively. Monomers (MC1_B-OH-1) to (MC1_B-OH-2) are obtained by replacing Cl with OH in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-OH-1) from monomer (MC1_A-Cl-1) and monomer (MC1_B-OH-1) from monomer (MC1_B-Cl-1) are shown below.

[0293] [ka]

[0294] A polymer compound having a structural unit (UC1) having a heterocycle having OH bonded as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle having Cl bonded as a substituent, except for using monomers (MC1_A-OH) and (MC1_B-OH) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-OH-1) and (MC1_B-OH-1) is shown below.

[0295] [ka]

[0296] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded to CH3 as a substituent will be described.

[0297] The starting monomers (MC1_A) and (MC1_B) are reacted in the presence of CH3Cl and AlCl3, respectively, to obtain a reaction product containing the monomer (MC1_A-CH3) and a reaction product containing the monomer (MC1_B-CH3). The reaction products are preferably classified to recover the desired monomers. The monomer (MC1_A-CH3) is at least one monomer selected from the group consisting of the monomers (MC1_A-CH3-1) to (MC1_A-CH3-2). The monomer (MC1_B-CH3) is at least one monomer selected from the group consisting of the monomers (MC1_B-CH3-1) to (MC1_B-CH3-2). The monomers (MC1_A-CH3-1) to (MC1_A-CH3-2) are monomers in which the Cl in the monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) has been replaced with CH3. Monomers (MC1_B-CH3-1) to (MC1_B-CH3-2) are obtained by replacing Cl with CH3 in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CH3-1) from monomer (MC1_A) and monomer (MC1_B-CH3-1) from monomer (MC1_B) are shown below.

[0298] [ka]

[0299] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CH as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CH3) and (MC1_B-CH3) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CH3-1) and (MC1_B-CH3-1) is shown below.

[0300] [ka]

[0301] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded to C2H5 as a substituent will be described.

[0302] By reacting the starting monomers (MC1_A) and (MC1_B) with C2H5Li, a reaction product containing the monomer (MC1_A-C2H5) and a reaction product containing the monomer (MC1_B-C2H5) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-C2H5) is at least one monomer selected from the group consisting of the monomers (MC1_A-C2H5-1) to (MC1_A-C2H5-2). The monomer (MC1_B-C2H5) is at least one monomer selected from the group consisting of the monomers (MC1_B-C2H5-1) to (MC1_B-C2H5-2). Monomers (MC1_A-C2H5-1) to (MC1_A-C2H5-2) are obtained by replacing Cl with C2H5 from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-C2H5-1) to (MC1_B-C2H5-2) are obtained by replacing Cl with C2H5 from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-C2H5-1) from monomer (MC1_A) and monomer (MC1_B-C2H5-1) from monomer (MC1_B) are shown below.

[0303] [ka]

[0304] A polymer compound having a structural unit (UC1) having a heterocycle bonded with C2H5 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC1_A-C2H5) and (MC1_B-C2H5) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-C2H5-1) and (MC1_B-C2H5-1) is shown below.

[0305] [ka]

[0306] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with CH2F as a substituent will be described.

[0307] By reacting the above-mentioned monomers (MC1_A-CH3) and (MC1_B-CH3) with F2, respectively, a reaction product containing the monomer (MC1_A-CH2F) and a reaction product containing the monomer (MC1_B-CH2F) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-CH2F) is at least one monomer selected from the group consisting of the monomers (MC1_A-CH2F-1) to (MC1_A-CH2F-2). The monomer (MC1_B-CH2F) is at least one monomer selected from the group consisting of the monomers (MC1_B-CH2F-1) to (MC1_B-CH2F-2). Monomers (MC1_A-CH2F-1) to (MC1_A-CH2F-2) are obtained by substituting CH2F for Cl in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-CH2F-1) to (MC1_B-CH2F-2) are obtained by substituting CH2F for Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CH2F-1) from monomer (MC1_A-CH3-1) and monomer (MC1_B-CH2F-1) from monomer (MC1_B-CH3-1) are shown below.

[0308] [ka]

[0309] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CHF as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC1_A-CHF) and (MC1_B-CHF) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CHF-1) and (MC1_B-CHF-1) is shown below.

[0310] [ka]

[0311] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CHF2 is bonded as a substituent will be described.

[0312] By reacting the above-mentioned monomers (MC1_A-CH2F) and (MC1_B-CH2F), respectively, with F2, a reaction product containing the monomer (MC1_A-CHF2) and a reaction product containing the monomer (MC1_B-CHF2) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-CHF2) is at least one monomer selected from the group consisting of the monomers (MC1_A-CHF2-1) to (MC1_A-CHF2-2). The monomer (MC1_B-CHF2) is at least one monomer selected from the group consisting of the monomers (MC1_B-CHF2-1) to (MC1_B-CHF2-2). Monomers (MC1_A-CHF2-1) to (MC1_A-CHF2-2) are obtained by replacing Cl with CHF2 in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-CHF2-1) to (MC1_B-CHF2-2) are obtained by replacing Cl with CHF2 in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CHF2-1) from monomer (MC1_A-CH2F-1) and monomer (MC1_B-CHF2-1) from monomer (MC1_B-CH2F-1) are shown below.

[0313] [ka]

[0314] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CHF2 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CHF2) and (MC1_B-CHF2) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CHF2-1) and (MC1_B-CHF2-1) is shown below.

[0315] [ka]

[0316] A synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CF3 is bonded as a substituent will be described.

[0317] By reacting the above-mentioned monomers (MC1_A-CHF2) and (MC1_B-CHF2), respectively, with F2, a reaction product containing the monomer (MC1_A-CF3) and a reaction product containing the monomer (MC1_B-CF3) are obtained. Furthermore, it is preferable to classify these reaction products appropriately to recover the desired monomers. The monomer (MC1_A-CF3) is at least one monomer selected from the group consisting of the monomers (MC1_A-CF3-1) to (MC1_A-CF3-2). The monomer (MC1_B-CF3) is at least one monomer selected from the group consisting of the monomers (MC1_B-CF3-1) to (MC1_B-CF3-2). The monomers (MC1_A-CF3-1) to (MC1_A-CF3-2) are obtained by replacing Cl with CF3 in the monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-CF3-1) to (MC1_B-CF3-2) are obtained by replacing Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) with CF3, respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CF3-1) from monomer (MC1_A-CHF2-1) and monomer (MC1_B-CF3-1) from monomer (MC1_B-CHF2-1) are shown below.

[0318] [ka]

[0319] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CF3 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC1_A-CF3) and (MC1_B-CF3) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CF3-1) and (MC1_B-CF3-1) is shown below.

[0320] [ka]

[0321] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CH2Cl is bonded as a substituent will be described.

[0322] By reacting the above-mentioned monomers (MC1_A-CH3) and (MC1_B-CH3) with Cl2, a reaction product containing the monomer (MC1_A-CH2Cl) and a reaction product containing the monomer (MC1_B-CH2Cl) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-CH2Cl) is at least one monomer selected from the group consisting of the monomers (MC1_A-CH2Cl-1) to (MC1_A-CH2Cl-2). The monomer (MC1_B-CH2Cl) is at least one monomer selected from the group consisting of the monomers (MC1_B-CH2Cl-1) to (MC1_B-CH2Cl-2). Monomers (MC1_A-CH2Cl-1) to (MC1_A-CH2Cl-2) are monomers in which the Cl in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) has been replaced with CH2Cl, respectively. Monomers (MC1_B-CH2Cl-1) to (MC1_B-CH2Cl-2) are monomers in which the Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) has been replaced with CH2Cl, respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CH2Cl-1) from monomer (MC1_A-CH3-1) and monomer (MC1_B-CH2Cl-1) from monomer (MC1_B-CH3-1) are shown below.

[0323] [ka]

[0324] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CH2Cl as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CH2Cl) and (MC1_B-CH2Cl) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CH2Cl-1) and (MC1_B-CH2Cl-1) is shown below.

[0325] [ka]

[0326] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CHCl2 is bonded as a substituent will be described.

[0327] By reacting the above-mentioned monomers (MC1_A-CH2Cl) and (MC1_B-CH2Cl), respectively, with Cl2, a reaction product containing the monomer (MC1_A-CHCl2) and a reaction product containing the monomer (MC1_B-CHCl2) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-CHCl2) is at least one monomer selected from the group consisting of the monomers (MC1_A-CHCl2-1) to (MC1_A-CHCl2-2). The monomer (MC1_B-CHCl2) is at least one monomer selected from the group consisting of the monomers (MC1_B-CHCl2-1) to (MC1_B-CHCl2-2). Monomers (MC1_A-CHCl2-1) to (MC1_A-CHCl2-2) are obtained by replacing Cl with CHCl2 from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-CHCl2-1) to (MC1_B-CHCl2-2) are obtained by replacing Cl with CHCl2 from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CHCl2-1) from monomer (MC1_A-CH2Cl-1) and monomer (MC1_B-CHCl2-1) from monomer (MC1_B-CH2Cl-1) are shown below.

[0328] [ka]

[0329] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CHCl2 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CHCl2) and (MC1_B-CHCl2) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CHCl2-1) and (MC1_B-CHCl2-1) is shown below.

[0330] [ka]

[0331] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CCl3 is bonded as a substituent will be described.

[0332] By reacting the above-mentioned monomers (MC1_A-CHCl2) and (MC1_B-CHCl2), respectively, with Cl2, a reaction product containing the monomer (MC1_A-CCl3) and a reaction product containing the monomer (MC1_B-CCl3) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-CCl3) is at least one monomer selected from the group consisting of the monomers (MC1_A-CCl3-1) to (MC1_A-CCl3-2). The monomer (MC1_B-CCl3) is at least one monomer selected from the group consisting of the monomers (MC1_B-CCl3-1) to (MC1_B-CCl3-2). Monomers (MC1_A-CCl3-1) to (MC1_A-CCl3-2) are monomers in which the Cl in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) has been replaced with CCl3. Monomers (MC1_B-CCl3-1) to (MC1_B-CCl3-2) are monomers in which the Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) has been replaced with CCl3. As examples, the reaction formulas for synthesizing monomer (MC1_A-CCl3-1) from monomer (MC1_A-CHCl2-1) and monomer (MC1_B-CCl3-1) from monomer (MC1_B-CHCl2-1) are shown below.

[0333] [ka]

[0334] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CCl3 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CCl3) and (MC1_B-CCl3) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CCl3-1) and (MC1_B-CCl3-1) is shown below.

[0335] [ka]

[0336] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CH2Br is bonded as a substituent will be described.

[0337] By reacting the above-mentioned monomers (MC1_A-CH3) and (MC1_B-CH3), respectively, with Br2, a reaction product containing the monomer (MC1_A-CH2Br) and a reaction product containing the monomer (MC1_B-CH2Br) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-CH2Br) is at least one monomer selected from the group consisting of the monomers (MC1_A-CH2Br-1) to (MC1_A-CH2Br-2). The monomer (MC1_B-CH2Br) is at least one monomer selected from the group consisting of the monomers (MC1_B-CH2Br-1) to (MC1_B-CH2Br-2). Monomers (MC1_A-CH2Br-1) to (MC1_A-CH2Br-2) are monomers in which the Cl in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) has been replaced with CH2Br, respectively. Monomers (MC1_B-CH2Br-1) to (MC1_B-CH2Br-2) are monomers in which the Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) has been replaced with CH2Br, respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CH2Br-1) from monomer (MC1_A-CH3-1) and monomer (MC1_B-CH2Br-1) from monomer (MC1_B-CH3-1) are shown below.

[0338] [ka]

[0339] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CHBr as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CHBr) and (MC1_B-CHBr) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CHBr-1) and (MC1_B-CHBr-1) is shown below.

[0340] [ka]

[0341] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CHBr2 is bonded as a substituent will be described.

[0342] By reacting the above-mentioned monomers (MC1_A-CH2Br) and (MC1_B-CH2Br), respectively, with Br2, a reaction product containing the monomer (MC1_A-CHBr2) and a reaction product containing the monomer (MC1_B-CHBr2) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-CHBr2) is at least one monomer selected from the group consisting of the monomers (MC1_A-CHBr2-1) to (MC1_A-CHBr2-2). The monomer (MC1_B-CHBr2) is at least one monomer selected from the group consisting of the monomers (MC1_B-CHBr2-1) to (MC1_B-CHBr2-2). Monomers (MC1_A-CHBr2-1) to (MC1_A-CHBr2-2) are obtained by replacing Cl with CHBr2 in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-CHBr2-1) to (MC1_B-CHBr2-2) are obtained by replacing Cl with CHBr2 in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CHBr2-1) from monomer (MC1_A-CH2Br-1) and monomer (MC1_B-CHBr2-1) from monomer (MC1_B-CH2Br-1) are shown below.

[0343] [ka]

[0344] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CHBr2 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CHBr2) and (MC1_B-CHBr2) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CHBr2-1) and (MC1_B-CHBr2-1) is shown below.

[0345] [ka]

[0346] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CBr3 is bonded as a substituent will be described.

[0347] By reacting the above-mentioned monomers (MC1_A-CHBr2) and (MC1_B-CHBr2), respectively, with Br2, a reaction product containing the monomer (MC1_A-CBr3) and a reaction product containing the monomer (MC1_B-CBr3) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC1_A-CBr3) is at least one monomer selected from the group consisting of the monomers (MC1_A-CBr3-1) to (MC1_A-CBr3-2). The monomer (MC1_B-CBr3) is at least one monomer selected from the group consisting of the monomers (MC1_B-CBr3-1) to (MC1_B-CBr3-2). Monomers (MC1_A-CBr3-1) to (MC1_A-CBr3-2) are obtained by replacing Cl with CBr3 in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-CBr3-1) to (MC1_B-CBr3-2) are obtained by replacing Cl with CBr3 in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CBr3-1) from monomer (MC1_A-CHBr2-1) and monomer (MC1_B-CBr3-1) from monomer (MC1_B-CHBr2-1) are shown below.

[0348] [ka]

[0349] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CBr3 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CBr3) and (MC1_B-CBr3) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CBr3-1) and (MC1_B-CBr3-1) is shown below.

[0350] [ka]

[0351] A synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CHO is bonded as a substituent will be described.

[0352] The above-mentioned monomers (MC1_A-CH2Cl) and (MC1_B-CH2Cl) are reacted with NaOH in water, followed by HCl, to obtain a reaction product containing the monomer (MC1_A-CH2OH) and a reaction product containing the monomer (MC1_B-CH2OH). The reaction products are preferably classified to recover the desired monomers. The monomer (MC1_A-CH2OH) is at least one monomer selected from the group consisting of the monomers (MC1_A-CH2OH-1) to (MC1_A-CH2OH-2). The monomer (MC1_B-CH2OH) is at least one monomer selected from the group consisting of the monomers (MC1_B-CH2OH-1) to (MC1_B-CH2OH-2). Monomers (MC1_A-CH2OH-1) to (MC1_A-CH2OH-2) are obtained by substituting CH2OH for Cl in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-CH2OH-1) to (MC1_B-CH2OH-2) are obtained by substituting CH2OH for Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CH2OH-1) from monomer (MC1_A-CH2Cl-1) and monomer (MC1_B-CH2OH-1) from monomer (MC1_B-CH2Cl-1) are shown below.

[0353] [ka]

[0354] The above-mentioned monomers (MC1_A-CH2OH) and (MC1_B-CH2OH) are reacted with PCC in a methylene chloride solvent to obtain a reaction product containing the monomer (MC1_A-CHO) and a reaction product containing the monomer (MC1_B-CHO). The monomer (MC1_A-CHO) is at least one monomer selected from the group consisting of the monomers (MC1_A-CHO-1) to (MC1_A-CHO-2). The monomer (MC1_B-CHO) is at least one monomer selected from the group consisting of the monomers (MC1_B-CHO-1) to (MC1_B-CHO-2). The monomers (MC1_A-CHO-1) to (MC1_A-CHO-2) are monomers in which the Cl in the monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) has been replaced with CHO, respectively. Monomers (MC1_B-CHO-1) to (MC1_B-CHO-2) are monomers in which the Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) has been replaced with CHO. As examples, the reaction formulas for synthesizing monomer (MC1_A-CHO-1) from monomer (MC1_A-CH2OH-1) and monomer (MC1_B-CHO-1) from monomer (MC1_B-CH2OH-1) are shown below.

[0355] [ka]

[0356] A polymer compound having a structural unit (UC1) having a heterocycle to which CHO is bonded as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which Cl is bonded as the substituent, except for using monomers (MC1_A-CHO) and (MC1_B-CHO) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structures of polymer compounds synthesized using monomers (MC1_A-CHO-1) and (MC1_B-CHO-1) are shown below.

[0357] [ka]

[0358] A synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which COOH is bonded as a substituent will be described.

[0359] A reaction product containing the monomer (MC1_A-COOH) is obtained by reacting the above-mentioned monomer (MC1_A-CH2OH) with a mixture of potassium dichromate and aqueous sulfuric acid. A reaction product containing the monomer (MC1_C-COOH) is obtained by reacting the above-mentioned monomer (MC1_B-CH2OH) with phosphorus pentachloride and then reacting it with a mixture of potassium dichromate and aqueous sulfuric acid. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MC1_A-COOH) is at least one monomer selected from the group consisting of the monomers (MC1_A-COOH-1) to (MC1_A-COOH-2). The monomer (MC1_C-COOH) is at least one monomer selected from the group consisting of the monomers (MC1_C-COOH-1) to (MC1_C-COOH-2). Monomers (MC1_A-COOH-1) to (MC1_A-COOH-2) are obtained by substituting COOH for Cl in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_C-COOH-1) to (MC1_C-COOH-2) are obtained by substituting COOH for Cl in monomers (MC1_C-Cl-1) to (MC1_C-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-COOH-1) from monomer (MC1_A-CH2OH-1) and monomer (MC1_B-CH2OH-1) are shown below.

[0360] [ka]

[0361] A polymer compound having a structural unit (UC1) having a heterocycle bonded with COOH as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-COOH) and (MC1_C-COOH) instead of monomers (MC1_A-Cl) and (MC1_C-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-COOH-1) and (MC1_C-COOH-1) is shown below.

[0362] [ka]

[0363] The synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle to which CHOHCH2OH is bonded as a substituent will be described.

[0364] The above-mentioned monomer (MC1_A-C2H5) and monomer (MC1_B-C2H5) are reacted with Cl2, respectively, followed by reaction with NaOH in water to obtain a reaction product containing the monomer (MC1_A-CHOHCH2OH) and a reaction product containing the monomer (MC1_B-CHOHCH2OH). Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomer. The monomer (MC1_A-CHOHCH2OH) is at least one monomer selected from the group consisting of the monomers (MC1_A-CHOHCH2OH-1) to (MC1_A-CHOHCH2OH-2). The monomer (MC1_B-CHOHCH2OH) is at least one monomer selected from the group consisting of the monomers (MC1_B-CHOHCH2OH-1) to (MC1_B-CHOHCH2OH-2). Monomers (MC1_A-CHOHCH2OH-1) to (MC1_A-CHOHCH2OH-2) are obtained by substituting CHOHCH2OH for Cl in monomers (MC1_A-Cl-1) to (MC1_A-Cl-2), respectively. Monomers (MC1_B-CHOHCH2OH-1) to (MC1_B-CHOHCH2OH-2) are obtained by substituting CHOHCH2OH for Cl in monomers (MC1_B-Cl-1) to (MC1_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC1_A-CHOHCH2OH-1) from monomer (MC1_A-C2H5-1) and monomer (MC1_B-CHOHCH2OH-1) from monomer (MC1_B-C2H5-1) are shown below.

[0365] [ka]

[0366] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CHOHCHOH as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC1) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC1_A-CHOHCHOH) and (MC1_B-CHOHCHOH) instead of monomers (MC1_A-Cl) and (MC1_B-Cl). The structure of a polymer compound synthesized using monomers (MC1_A-CHOHCHOH-1) and (MC1_B-CHOHCHOH-1) is shown below.

[0367] [ka]

[0368] A synthetic route for a polymer compound having a structural unit (UC2) represented by chemical structural formula (C2) will be described.

[0369] The polymer compound having the structural unit (UC2) includes a structural unit derived from a monomer synthesized using the following monomer (MC2_A) and monomer (MC2_B) as starting materials.

[0370] [ka]

[0371] By following the various reaction methods for introducing substituents described in the synthetic routes for polymeric compounds having the structural unit (UA) and polymeric compounds having the structural unit (UB), starting monomers (MC2_A) and (MC2_B) can be used to obtain monomers (MC2_A-XY) and (MC2_B-XY), respectively, which have heterocyclic rings to which substituents are bonded. Classification is preferred to recover the desired monomers. Here, X in monomer (MC2_A-XY) represents the substituent bonded to the heterocyclic ring of (MC2_A). X in (MC2_B-XY) represents the substituent bonded to the heterocyclic ring of (MC2_B). Furthermore, Y in monomer (MC2_A-XY) represents a number assigned to each isomer, depending on the position and number of substituents bonded to the heterocyclic ring, to distinguish between the various isomers produced during the reaction. The Y in the monomer (MC2_B-XY) represents a number assigned to each isomer according to the position and number of substituents attached to the heterocycle in order to distinguish each isomer produced during the reaction.

[0372] A synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which Cl is bonded as a substituent will be described.

[0373] The starting monomers (MC2_A) and (MC2_B) are reacted with Cl2 to produce a reaction product containing the monomer (MC2_A-Cl) and a reaction product containing the monomer (MC2_B-Cl). The reaction products are preferably classified to recover the desired monomers. The monomer (MC2_A-Cl) is at least one monomer selected from the group consisting of the monomers (MC2_A-Cl-1) to (MC2_A-Cl-2). The monomer (MC2_B-Cl) is at least one monomer selected from the group consisting of the monomers (MC2_B-Cl-1) to (MC2_B-Cl-2). For each reaction described in the synthesis pathway, the ratio of each monomer produced during the reaction can be optimized by adjusting the reaction time and temperature. As examples, the reaction formula for synthesizing monomer (MC2_A-Cl-1) from monomer (MC2_A), the reaction formula for synthesizing monomer (MC2_B-Cl-1) from monomer (MC2_B), and the structures of monomer (MC2_A-Cl-2) from monomer (MC2_A-Cl-1) and monomer (MC2_B-Cl-2) from monomer (MC2_B-Cl-1) are shown below.

[0374] [ka]

[0375] By reacting the monomer (MC2_B-Cl) with phosphorus pentachloride, a reaction product containing the monomer (MC2_C-Cl) is obtained. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MC2_C-Cl) is at least one monomer selected from the group consisting of the monomers (MC2_C-Cl-1) to (MC2_C-Cl-2). As an example, the reaction formula for synthesizing the monomer (MC2_C-Cl-1) from the monomer (MC2_B-Cl-1) and the structures of the monomers (MC2_C-Cl-1) to (MC2_C-Cl-2) are shown below.

[0376] [ka]

[0377] By reacting the monomers (MC2_A-Cl) and (MC2_C-Cl) using AlCl3 as a catalyst, a polymer compound having a structural unit (UC2) with a heterocycle to which Cl is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomers (MC2_A-Cl-1) and (MC2_C-Cl-1) is shown below.

[0378] [ka]

[0379] A synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which F is bonded as a substituent will be described.

[0380] The above-mentioned monomers (MC2_A-Cl) and (MC2_B-Cl) are reacted in KF and sulfolane solvents, respectively, to replace Cl in each monomer with F, resulting in a reaction product containing monomers (MC2_A-F) and (MC2_B-F). The reaction products are preferably classified to appropriately recover the desired monomers. Monomer (MC2_A-F) refers to at least one monomer selected from the group consisting of monomers (MC2_A-F-1) to (MC2_A-F-2). Monomer (MC2_B-F) refers to at least one monomer selected from the group consisting of monomers (MC2_B-F-1) to (MC2_B-F-2). Monomers (MC2_A-F-1) to (MC2_A-F-2) are monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) in which Cl has been replaced with F, respectively. Monomers (MC2_B-F-1) to (MC2_B-F-2) are monomers in which Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) has been replaced with F. As examples, the reaction formulas for synthesizing monomer (MC2_A-F-1) from monomer (MC2_A-Cl-1) and monomer (MC2_B-F-1) from monomer (MC2_B-Cl-1) are shown below.

[0381] [ka]

[0382] A polymer compound having a structural unit (UC2) having a heterocycle bonded with F as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-F) and (MC2_B-F) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-F-1) and (MC2_B-F-1) is shown below.

[0383] [ka]

[0384] A synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which Br is bonded as a substituent will be described.

[0385] The starting monomers (MC2_A) and (MC2_B) are reacted with Br2 to obtain a reaction product containing the monomer (MC2_A-Br) and a reaction product containing the monomer (MC2_B-Br). The reaction products are preferably classified to recover the desired monomers. The monomer (MC2_A-Br) is at least one monomer selected from the group consisting of the monomers (MC2_A-Br-1) to (MC2_A-Br-2). The monomer (MC2_B-Br) is at least one monomer selected from the group consisting of the monomers (MC2_B-Br-1) to (MC2_B-Br-2). The monomers (MC2_A-Br-1) to (MC2_A-Br-2) are monomers in which the Cl in the monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) has been replaced with Br, respectively. Monomers (MC2_B-Br-1) to (MC2_B-Br-2) are monomers in which the Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) has been replaced with Br, respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-Br-1) from monomer (MC2_A) and monomer (MC2_B-Br-1) from monomer (MC2_B) are shown below.

[0386] [ka]

[0387] A polymer compound having a structural unit (UC2) having a heterocycle to which Br is bonded as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which Cl is bonded as a substituent, except that monomers (MC2_A-Br) and (MC2_B-Br) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-Br-1) and (MC2_B-Br-1) is shown below.

[0388] [ka]

[0389] A synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which OH is bonded as a substituent will be described.

[0390] The above-mentioned monomers (MC2_A-Cl) and (MC2_B-Cl) are reacted with NaOH in water, respectively, to replace Cl with OH, yielding a reaction product containing monomer (MC2_A-OH) and a reaction product containing monomer (MC2_B-OH). These reaction products are preferably classified to appropriately recover the desired monomers. Monomer (MC2_A-OH) refers to at least one monomer selected from the group consisting of monomers (MC2_A-OH-1) to (MC2_A-OH-2). Monomer (MC2_B-OH) refers to at least one monomer selected from the group consisting of monomers (MC2_B-OH-1) to (MC2_B-OH-2). Monomers (MC2_A-OH-1) to (MC2_A-OH-2) are monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) in which Cl has been replaced with OH, respectively. Monomers (MC2_B-OH-1) to (MC2_B-OH-2) are obtained by replacing Cl with OH in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-OH-1) from monomer (MC2_A-Cl-1) and monomer (MC2_B-OH-1) from monomer (MC2_B-Cl-1) are shown below.

[0391] [ka]

[0392] A polymer compound having a structural unit (UC2) having a heterocycle having OH bonded as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle having Cl bonded as a substituent, except for using monomers (MC2_A-OH) and (MC2_B-OH) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-OH-1) and (MC2_B-OH-1) is shown below.

[0393] [ka]

[0394] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded to CH3 as a substituent will be described.

[0395] The starting monomers (MC2_A) and (MC2_B) are reacted in the presence of CH3Cl and AlCl3, respectively, to obtain a reaction product containing the monomer (MC2_A-CH3) and a reaction product containing the monomer (MC2_B-CH3). The reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MC2_A-CH3) is at least one monomer selected from the group consisting of the monomers (MC2_A-CH3-1) to (MC2_A-CH3-2). The monomer (MC2_B-CH3) is at least one monomer selected from the group consisting of the monomers (MC2_B-CH3-1) to (MC2_B-CH3-2). The monomers (MC2_A-CH3-1) to (MC2_A-CH3-2) are obtained by replacing Cl with CH3 in the monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CH3-1) to (MC2_B-CH3-2) are obtained by replacing Cl with CH3 in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CH3-1) from monomer (MC2_A) and monomer (MC2_B-CH3-1) from monomer (MC2_B) are shown below.

[0396] [ka]

[0397] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CH as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-CH3) and (MC2_B-CH3) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CH3-1) and (MC2_B-CH3-1) is shown below.

[0398] [ka]

[0399] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded to C2H5 as a substituent will be described.

[0400] By reacting the starting monomers (MC2_A) and (MC2_B) with C2H5Li, a reaction product containing the monomer (MC2_A-C2H5) and a reaction product containing the monomer (MC2_B-C2H5) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-C2H5) is at least one monomer selected from the group consisting of the monomers (MC2_A-C2H5-1) to (MC2_A-C2H5-2). The monomer (MC2_B-C2H5) is at least one monomer selected from the group consisting of the monomers (MC2_B-C2H5-1) to (MC2_B-C2H5-2). Monomers (MC2_A-C2H5-1) to (MC2_A-C2H5-2) are obtained by replacing Cl with C2H5 from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-C2H5-1) to (MC2_B-C2H5-2) are obtained by replacing Cl with C2H5 from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-C2H5-1) from monomer (MC2_A) and monomer (MC2_B-C2H5-1) from monomer (MC2_B) are shown below.

[0401] [ka]

[0402] A polymer compound having a structural unit (UC2) having a heterocycle bonded with C2H5 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-C2H5) and (MC2_B-C2H5) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-C2H5-1) and (MC2_B-C2H5-1) is shown below.

[0403] [ka]

[0404] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with CH2F as a substituent will be described.

[0405] By reacting the above-mentioned monomers (MC2_A-CH3) and (MC2_B-CH3) with F2, respectively, a reaction product containing the monomer (MC2_A-CH2F) and a reaction product containing the monomer (MC2_B-CH2F) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CH2F) is at least one monomer selected from the group consisting of the monomers (MC2_A-CH2F-1) to (MC2_A-CH2F-2). The monomer (MC2_B-CH2F) is at least one monomer selected from the group consisting of the monomers (MC2_B-CH2F-1) to (MC2_B-CH2F-2). Monomers (MC2_A-CH2F-1) to (MC2_A-CH2F-2) are obtained by substituting CH2F for Cl in monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CH2F-1) to (MC2_B-CH2F-2) are obtained by substituting CH2F for Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CH2F-1) from monomer (MC2_A-CH3-1) and monomer (MC2_B-CH2F-1) from monomer (MC2_B-CH3-1) are shown below.

[0406] [ka]

[0407] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CH2F as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-CH2F) and (MC2_B-CH2F) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CH2F-1) and (MC2_B-CH2F-1) is shown below.

[0408] [ka]

[0409] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CHF2 is bonded as a substituent will be described.

[0410] By reacting the above-mentioned monomers (MC2_A-CH2F) and (MC2_B-CH2F) with F2, a reaction product containing the monomer (MC2_A-CHF2) and a reaction product containing the monomer (MC2_B-CHF2) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CHF2) is at least one monomer selected from the group consisting of the monomers (MC2_A-CHF2-1) to (MC2_A-CHF2-2). The monomer (MC2_B-CHF2) is at least one monomer selected from the group consisting of the monomers (MC2_B-CHF2-1) to (MC2_B-CHF2-2). Monomers (MC2_A-CHF2-1) to (MC2_A-CHF2-2) are obtained by substituting CHF2 for Cl in monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CHF2-1) to (MC2_B-CHF2-2) are obtained by substituting CHF2 for Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CHF2-1) from monomer (MC2_A-CH2F-1) and monomer (MC2_B-CHF2-1) from monomer (MC2_B-CH2F-1) are shown below.

[0411] [ka]

[0412] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CHF2 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-CHF2) and (MC2_B-CHF2) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CHF2-1) and (MC2_B-CHF2-1) is shown below.

[0413] [ka]

[0414] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CF3 is bonded as a substituent will be described.

[0415] The above-mentioned monomers (MC2_A-CHF2) and (MC2_B-CHF2) are reacted with F2 to obtain a reaction product containing the monomer (MC2_A-CF3) and a reaction product containing the monomer (MC2_B-CF3). Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CF3) is at least one monomer selected from the group consisting of the monomers (MC2_A-CF3-1) to (MC2_A-CF3-2). The monomer (MC2_B-CF3) is at least one monomer selected from the group consisting of the monomers (MC2_B-CF3-1) to (MC2_B-CF3-2). The monomers (MC2_A-CF3-1) to (MC2_A-CF3-2) are obtained by replacing Cl with CF3 in the monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CF3-1) to (MC2_B-CF3-2) are obtained by replacing Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) with CF3, respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CF3-1) from monomer (MC2_A-CHF2-1) and monomer (MC2_B-CF3-1) from monomer (MC2_B-CHF2-1) are shown below.

[0416] [ka]

[0417] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CF3 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-CF3) and (MC2_B-CF3) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CF3-1) and (MC2_B-CF3-1) is shown below.

[0418] [ka]

[0419] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with CH2Cl as a substituent will be described.

[0420] By reacting the above-mentioned monomers (MC2_A-CH3) and (MC2_B-CH3) with Cl2, a reaction product containing the monomer (MC2_A-CH2Cl) and a reaction product containing the monomer (MC2_B-CH2Cl) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CH2Cl) is at least one monomer selected from the group consisting of the monomers (MC2_A-CH2Cl-1) to (MC2_A-CH2Cl-2). The monomer (MC2_B-CH2Cl) is at least one monomer selected from the group consisting of the monomers (MC2_B-CH2Cl-1) to (MC2_B-CH2Cl-2). Monomers (MC2_A-CH2Cl-1) to (MC2_A-CH2Cl-2) are monomers in which the Cl in monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) has been replaced with CH2Cl, respectively. Monomers (MC2_B-CH2Cl-1) to (MC2_B-CH2Cl-2) are monomers in which the Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) has been replaced with CH2Cl, respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CH2Cl-1) from monomer (MC2_A-CH3-1) and monomer (MC2_B-CH2Cl-1) from monomer (MC2_B-CH3-1) are shown below.

[0421] [ka]

[0422] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CH2Cl as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-CH2Cl) and (MC2_B-CH2Cl) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CH2Cl-1) and (MC2_B-CH2Cl-1) is shown below.

[0423] [ka]

[0424] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CHCl2 is bonded as a substituent will be described.

[0425] By reacting the above-mentioned monomers (MC2_A-CH2Cl) and (MC2_B-CH2Cl), respectively, with Cl2, a reaction product containing the monomer (MC2_A-CHCl2) and a reaction product containing the monomer (MC2_B-CHCl2) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CHCl2) is at least one monomer selected from the group consisting of the monomers (MC2_A-CHCl2-1) to (MC2_A-CHCl2-2). The monomer (MC2_B-CHCl2) is at least one monomer selected from the group consisting of the monomers (MC2_B-CHCl2-1) to (MC2_B-CHCl2-2). Monomers (MC2_A-CHCl2-1) to (MC2_A-CHCl2-2) are obtained by replacing Cl with CHCl2 from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CHCl2-1) to (MC2_B-CHCl2-2) are obtained by replacing Cl with CHCl2 from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CHCl2-1) from monomer (MC2_A-CH2Cl-1) and monomer (MC2_B-CHCl2-1) from monomer (MC2_B-CH2Cl-1) are shown below.

[0426] [ka]

[0427] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CHCl2 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC2_A-CHCl2) and (MC2_B-CHCl2) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CHCl2-1) and (MC2_B-CHCl2-1) is shown below.

[0428] [ka]

[0429] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CCl3 is bonded as a substituent will be described.

[0430] By reacting the above-mentioned monomers (MC2_A-CHCl2) and (MC2_B-CHCl2), respectively, with Cl2, a reaction product containing the monomer (MC2_A-CCl3) and a reaction product containing the monomer (MC2_B-CCl3) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CCl3) is at least one monomer selected from the group consisting of the monomers (MC2_A-CCl3-1) to (MC2_A-CCl3-2). The monomer (MC2_B-CCl3) is at least one monomer selected from the group consisting of the monomers (MC2_B-CCl3-1) to (MC2_B-CCl3-2). Monomers (MC2_A-CCl3-1) to (MC2_A-CCl3-2) are obtained by replacing Cl with CCl3 from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CCl3-1) to (MC2_B-CCl3-2) are obtained by replacing Cl with CCl3 from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CCl3-1) from monomer (MC2_A-CHCl2-1) and monomer (MC2_B-CCl3-1) from monomer (MC2_B-CHCl2-1) are shown below.

[0431] [ka]

[0432] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CCl3 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-CCl3) and (MC2_B-CCl3) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CCl3-1) and (MC2_B-CCl3-1) is shown below.

[0433] [ka]

[0434] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CH2Br is bonded as a substituent will be described.

[0435] By reacting the above-mentioned monomers (MC2_A-CH3) and (MC2_B-CH3), respectively, with Br2, a reaction product containing the monomer (MC2_A-CH2Br) and a reaction product containing the monomer (MC2_B-CH2Br) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CH2Br) is at least one monomer selected from the group consisting of the monomers (MC2_A-CH2Br-1) to (MC2_A-CH2Br-2). The monomer (MC2_B-CH2Br) is at least one monomer selected from the group consisting of the monomers (MC2_B-CH2Br-1) to (MC2_B-CH2Br-2). Monomers (MC2_A-CH2Br-1) to (MC2_A-CH2Br-2) are obtained by substituting CH2Br for Cl in monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CH2Br-1) to (MC2_B-CH2Br-2) are obtained by substituting CH2Br for Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CH2Br-1) from monomer (MC2_A-CH3-1) and monomer (MC2_B-CH2Br-1) from monomer (MC2_B-CH3-1) are shown below.

[0436] [ka]

[0437] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CHBr as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC2_A-CHBr) and (MC2_B-CHBr) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CHBr-1) and (MC2_B-CHBr-1) is shown below.

[0438] [ka]

[0439] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CHBr2 is bonded as a substituent will be described.

[0440] By reacting the above-mentioned monomers (MC2_A-CH2Br) and (MC2_B-CH2Br), respectively, with Br2, a reaction product containing the monomer (MC2_A-CHBr2) and a reaction product containing the monomer (MC2_B-CHBr2) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CHBr2) is at least one monomer selected from the group consisting of the monomers (MC2_A-CHBr2-1) to (MC2_A-CHBr2-2). The monomer (MC2_B-CHBr2) is at least one monomer selected from the group consisting of the monomers (MC2_B-CHBr2-1) to (MC2_B-CHBr2-2). Monomers (MC2_A-CHBr2-1) to (MC2_A-CHBr2-2) are obtained by replacing Cl with CHBr2 from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CHBr2-1) to (MC2_B-CHBr2-2) are obtained by replacing Cl with CHBr2 from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CHBr2-1) from monomer (MC2_A-CH2Br-1) and monomer (MC2_B-CHBr2-1) from monomer (MC2_B-CH2Br-1) are shown below.

[0441] [ka]

[0442] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CHBr2 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as the substituent, except for using monomers (MC2_A-CHBr2) and (MC2_B-CHBr2) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CHBr2-1) and (MC2_B-CHBr2-1) is shown below.

[0443] [ka]

[0444] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CBr3 is bonded as a substituent will be described.

[0445] By reacting the above-mentioned monomers (MC2_A-CHBr2) and (MC2_B-CHBr2), respectively, with Br2, a reaction product containing the monomer (MC2_A-CBr3) and a reaction product containing the monomer (MC2_B-CBr3) are obtained. Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CBr3) is at least one monomer selected from the group consisting of the monomers (MC2_A-CBr3-1) to (MC2_A-CBr3-2). The monomer (MC2_B-CBr3) is at least one monomer selected from the group consisting of the monomers (MC2_B-CBr3-1) to (MC2_B-CBr3-2). Monomers (MC2_A-CBr3-1) to (MC2_A-CBr3-2) are obtained by substituting CBr3 for Cl in monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CBr3-1) to (MC2_B-CBr3-2) are obtained by substituting CBr3 for Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CBr3-1) from monomer (MC2_A-CHBr2-1) and monomer (MC2_B-CBr3-1) from monomer (MC2_B-CHBr2-1) are shown below. .

[0446] [ka]

[0447] A polymer compound having a structural unit (UC1) having a heterocycle bonded with CBr3 as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC2_A-CBr3) and (MC2_B-CBr3) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CBr3-1) and (MC2_B-CBr3-1) is shown below.

[0448] [ka]

[0449] A synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CHO is bonded as a substituent will be described.

[0450] The above-mentioned monomers (MC2_A-CH2Cl) and (MC2_B-CH2Cl) are reacted with NaOH in water, followed by HCl, to obtain a reaction product containing the monomer (MC2_A-CH2OH) and a reaction product containing the monomer (MC2_B-CH2OH). The reaction products are preferably classified to recover the desired monomers. The monomer (MC2_A-CH2OH) is at least one monomer selected from the group consisting of the monomers (MC2_A-CH2OH-1) to (MC2_A-CH2OH-2). The monomer (MC2_B-CH2OH) is at least one monomer selected from the group consisting of the monomers (MC2_B-CH2OH-1) to (MC2_B-CH2OH-2). Monomers (MC2_A-CH2OH-1) to (MC2_A-CH2OH-2) are obtained by substituting CH2OH for Cl in monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CH2OH-1) to (MC2_B-CH2OH-2) are obtained by substituting CH2OH for Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CH2OH-1) from monomer (MC2_A-CH2Cl-1) and monomer (MC2_B-CH2OH-1) from monomer (MC2_B-CH2Cl-1) are shown below.

[0451] [ka]

[0452] The above-mentioned monomers (MC2_A-CH2OH) and (MC2_B-CH2OH) are reacted with PCC in a methylene chloride solvent to obtain a reaction product containing the monomer (MC2_A-CHO) and a reaction product containing the monomer (MC2_B-CHO). The monomer (MC2_A-CHO) is at least one monomer selected from the group consisting of the monomers (MC2_A-CHO-1) to (MC2_A-CHO-2). The monomer (MC2_B-CHO) is at least one monomer selected from the group consisting of the monomers (MC2_B-CHO-1) to (MC2_B-CHO-2). The monomers (MC2_A-CHO-1) to (MC2_A-CHO-2) are monomers in which the Cl in the monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) has been replaced with CHO, respectively. Monomers (MC2_B-CHO-1) to (MC2_B-CHO-2) are obtained by replacing Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) with CHO. As examples, the reaction formulas for synthesizing monomer (MC2_A-CHO-1) from monomer (MC2_A-CH2OH-1) and monomer (MC2_B-CHO-1) from monomer (MC2_B-CH2OH-1) are shown below.

[0453] [ka]

[0454] A polymer compound having a structural unit (UC2) having a heterocycle to which CHO is bonded as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which Cl is bonded as the above-mentioned substituent, except for using monomers (MC2_A-CHO) and (MC2_B-CHO) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CHO-1) and (MC2_B-CHO-1) is shown below as an example.

[0455] [ka]

[0456] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which COOH is bonded as a substituent will be described.

[0457] A reaction product containing the monomer (MC2_A-COOH) is obtained by reacting the above-mentioned monomer (MC2_A-CH2OH) with a mixture of potassium dichromate and aqueous sulfuric acid. A reaction product containing the monomer (MC2_C-COOH) is obtained by reacting the above-mentioned monomer (MC2_B-CH2OH) with phosphorus pentachloride and then reacting it with a mixture of potassium dichromate and aqueous sulfuric acid. This reaction product is preferably classified to appropriately recover the desired monomer. The monomer (MC2_A-COOH) is at least one monomer selected from the group consisting of the monomers (MC2_A-COOH-1) to (MC2_A-COOH-2). The monomer (MC2_C-COOH) is at least one monomer selected from the group consisting of the monomers (MC2_C-COOH-1) to (MC2_C-COOH-2). Monomers (MC2_A-COOH-1) to (MC2_A-COOH-2) are obtained by substituting COOH for Cl in monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_C-COOH-1) to (MC2_C-COOH-2) are obtained by substituting COOH for Cl in monomers (MC2_C-Cl-1) to (MC2_C-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-COOH-1) from monomer (MC2_A-CH2OH-1) and monomer (MC2_C-COOH-1) from monomer (MC2_B-CH2OH-1) are shown below.

[0458] [ka]

[0459] A polymer compound having a structural unit (UC2) having a heterocycle bonded with COOH as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC2_A-COOH) and (MC2_C-COOH) instead of monomers (MC2_A-Cl) and (MC2_C-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-COOH-1) and (MC2_C-COOH-1) is shown below.

[0460] [ka]

[0461] The synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle to which CHOHCH2OH is bonded as a substituent will be described.

[0462] The above-mentioned monomer (MC2_A-C2H5) and monomer (MC2_B-C2H5) are reacted with Cl2, respectively, followed by reaction with NaOH in water to obtain a reaction product containing monomer (MC2_A-CHOHCH2OH) and a reaction product containing monomer (MC2_B-CHOHCH2OH). Furthermore, it is preferable to classify these reaction products to appropriately recover the desired monomers. The monomer (MC2_A-CHOHCH2OH) is at least one monomer selected from the group consisting of monomers (MC2_A-CHOHCH2OH-1) to (MC2_A-CHOHCH2OH-2). The monomer (MC2_B-CHOHCH2OH) is at least one monomer selected from the group consisting of monomers (MC2_B-CHOHCH2OH-1) to (MC2_B-CHOHCH2OH-2). Monomers (MC2_A-CHOHCH2OH-1) to (MC2_A-CHOHCH2OH-2) are obtained by substituting CHOHCH2OH for Cl in monomers (MC2_A-Cl-1) to (MC2_A-Cl-2), respectively. Monomers (MC2_B-CHOHCH2OH-1) to (MC2_B-CHOHCH2OH-2) are obtained by substituting CHOHCH2OH for Cl in monomers (MC2_B-Cl-1) to (MC2_B-Cl-2), respectively. As examples, the reaction formulas for synthesizing monomer (MC2_A-CHOHCH2OH-1) from monomer (MC2_A-C2H5-1) and monomer (MC2_B-CHOHCH2OH-1) from monomer (MC2_B-C2H5-1) are shown below.

[0463] [ka]

[0464] A polymer compound having a structural unit (UC2) having a heterocycle bonded with CHOHCHOH as a substituent can be synthesized in accordance with the synthetic route for a polymer compound having a structural unit (UC2) having a heterocycle bonded with Cl as a substituent, except for using monomers (MC2_A-CHOHCHOH) and (MC2_B-CHOHCHOH) instead of monomers (MC2_A-Cl) and (MC2_B-Cl). The structure of a polymer compound synthesized using monomers (MC2_A-CHOHCHOH-1) and (MC2_B-CHOHCHOH-1) is shown below.

[0465] [ka]

[0466] (2) (Molding composition) The molding composition according to this embodiment contains the polymer compound described above. For example, when a film is formed from the molding composition, the percentage of the polymer compound relative to the molding composition is preferably 90% by mass or more. In this case, a film having a high dielectric constant is likely to be formed. The percentage of the polymer compound relative to the molding composition is more preferably 95% by mass or more. In addition to the polymer compound, the molding composition may contain at least one component selected from the group consisting of a solvent such as water, a polymerization initiator, a polymerization inhibitor, and a curing agent, among other components other than the polymer compound.

[0467] (3) (Film) The film according to this embodiment will be described.

[0468] The film according to this embodiment contains the polymer compound described above, which results in a film with a high dielectric constant.

[0469] When a film is produced from the molding composition, the molding composition described above preferably contains a solvent, which can improve the coatability of the molding composition when molding the film.

[0470] The film according to this embodiment can be obtained by drying and curing the molding composition, and then forming the film, and can also be obtained by forming the molding composition containing the above-mentioned solvent into a film.

[0471] The film according to this embodiment can be obtained, for example, by applying the molding composition to a carrier film, followed by drying and curing to form a film. In this case, the solvent contained in the molding composition is, for example, water. Furthermore, a film with good peelability, such as a PET film, is used as the carrier film. Furthermore, when the film is formed, the molding composition must be dried. At this time, the molding composition may be heated to dry it.

[0472] The film according to the present embodiment can also be obtained by methods other than those described above. For example, the film can be obtained by extrusion molding of the molding composition.

[0473] The film according to this embodiment is formed to an appropriate thickness depending on the intended use. For example, when the film is used as a dielectric layer of a capacitor, the thickness of the film is preferably 1.0 μm or more and 6.0 μm or less, and more preferably 2.3 μm or more and 3.0 μm or less. Furthermore, when the film is used as a dielectric layer of a capacitor, the withstand voltage of the film is preferably 0.9 kV or more.

[0474] (4) (Capacitor) The capacitor according to this embodiment will be described.

[0475] The capacitor 10 according to this embodiment includes a dielectric layer 1 containing the polymer compound described above.

[0476] The dielectric layer 1 includes the film described above. In other words, the dielectric layer 1 is a film that includes the polymer compound according to this embodiment.

[0477] The capacitor 10 includes a dielectric layer 1. The capacitor 10 includes a pair of electrodes 2 and the dielectric layer 1 between the two electrodes (see FIG. 1).

[0478] The electrode 2 may be a thin-film electrode layer formed by vapor deposition of a metal, or may be a metal foil. The metal constituting the electrode 2 includes, for example, at least one selected from the group consisting of aluminum, zinc, copper, tin, and alloys thereof. The metal constituting the electrode 2 is preferably aluminum or an aluminum alloy.

[0479] The larger the electrode area, the higher the capacitance of the capacitor 10, the higher the dielectric constant of the dielectric layer, and the narrower the distance between the electrodes. The capacitor 10 according to this embodiment uses the dielectric layer 1 formed from the polymer compound having a high dielectric constant according to this embodiment, thereby achieving a high capacitance of the capacitor.

[0480] When producing the capacitor 10 according to this embodiment, the polymerizing of the polymer compound in the film after the molding composition is formed into a film and the forming of electrodes by vapor-depositing metal on the film may be performed in the same process. In this case, the formation of a dielectric layer from the film and the formation of vapor-deposited electrodes can be performed efficiently.

[0481] The capacitor according to this embodiment may be either a wound type (hereinafter also referred to as a wound type) capacitor or a multilayer capacitor. A wound type capacitor 100 includes a wound body 41 having a structure including a pair of electrodes 11 and a dielectric layer 21 disposed between the pair of electrodes 11, as shown in FIG. 2. A multilayer capacitor 10 includes a multilayer body having a structure including a pair of electrodes 2 and a dielectric layer 1 disposed between the pair of electrodes 2, as shown in FIG.

[0482] Wound capacitor 100 can be fabricated, for example, as follows: First, a film containing the polymer compound according to this embodiment is used as dielectric layer 21, and an electrode layer containing aluminum, zinc, magnesium, etc. is formed on one surface of this dielectric layer 21 by a method such as vapor deposition or sputtering to form electrode 11, thereby fabricating metallized film 31. In this case, metallized film 31 has a margin portion 22 along one long side where electrode 11 is not formed.

[0483] Next, typically, a pair of metallized films 31 are stacked with their long sides aligned and with their long sides on which margins 22 of metallized films 31 are formed facing each other, and the films are wound up so that electrodes 11 face each other via dielectric layer 21. By winding a pair of metallized films 31 stacked in this manner, a cylindrical roll is obtained, and the sides of this roll are pressed from both sides to obtain rolled body 41 with an oval cross section.

[0484] Next, external electrodes 51 and 52 are formed on both ends of the wound body 41 by metallicon (metal spraying), thereby obtaining the wound capacitor 100. The external electrodes 51 and 52 are formed of, for example, aluminum, zinc, magnesium, or an alloy containing these. Each of the external electrodes 51 and 52 is electrically connected to a pair of electrodes 11, and the pair of electrodes 11 constitutes a pair of internal electrodes. The capacitor 100 shown in FIG. 2B can be fabricated by electrically connecting external connection terminals 61 and 62 to the external electrodes 51 and 52, respectively, by solder welding. In this way, the thickness of the dielectric layer 21 in the capacitor 100 can be maintained while the capacitance of the capacitor 100 can be increased. Furthermore, the capacitance of the capacitor 100 can be maintained while the capacitor 100 can be reduced in size. Note that the dielectric constant and capacitance values ​​in Examples 1 to 215 of the present disclosure were measured using the wound capacitor 100 fabricated according to the above-described method.

[0485] The capacitance of the capacitors 10 and 100 according to this embodiment is, for example, 8.0×102 μF or more, 1.0×10 3 μF or more is preferable, and 1.2 × 10 3 μF or more is more preferable, and 1.4×10 3 The upper limit of the capacitance of the capacitors 10 and 100 is not particularly limited, but it is preferably 2.0×10 3 It is less than μF.

[0486] (5) (Variation) The polymer compound according to the present embodiment can be incorporated into various products, including films and capacitors, and a molding composition containing the polymer compound according to the present embodiment can be used to produce various products.

[0487] The molding composition according to this embodiment is used to produce dielectric mirrors, thermally conductive members, printed wiring boards, semiconductor encapsulation materials, and the like. The molding composition may have an appropriate composition depending on the application or purpose of use. For example, the molding composition according to this embodiment may contain components other than the solvent (e.g., water), polymerization initiator, and curing agent used in producing the film depending on the application or purpose of use.

[0488] The dielectric mirror is produced by laminating a plurality of dielectric layers by forming a plurality of films containing the polymer compound according to this embodiment in layers on a glass substrate.

[0489] The thermally conductive member is produced by cutting a molded body produced by curing a thermally conductive resin composition containing the polymer compound according to this embodiment and a thermally conductive filler into a sheet shape to obtain a molded body sheet, and then pressing the sheet.

[0490] The printed wiring board is produced by forming a conductor on the surface of a resin substrate produced using a film containing the polymer compound according to this embodiment.

[0491] The semiconductor encapsulation material is obtained by preparing an adhesive varnish for sealing semiconductor connections by adding the polymer compound according to this embodiment, an inorganic filler, and a curing agent to an organic solvent, mixing and dispersing them, applying the varnish to a substrate film, and drying the organic solvent by heating to form a film-like adhesive. When preparing the adhesive varnish for sealing semiconductor connections, a curing accelerator may be added as a catalyst. Other additives may also be added.

[0492] (summary) As is clear from the above embodiments and examples, the polymer compound according to the first aspect of the present disclosure has a structural unit (U) having a heterocycle, a carbonyl group, and a substituent bonded to the heterocycle, and the substituent includes at least one group selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group, and a hydroxyalkyl group.

[0493] According to a first aspect, there is provided a polymer compound having a high dielectric constant.

[0494] In a first aspect of the polymer compound according to the second aspect of the present disclosure, the substituent includes at least one group selected from the group consisting of F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, and CHOHCH2OH.

[0495] According to a second aspect, there is provided a polymeric compound having a high dielectric constant.

[0496] In the polymer compound according to the third aspect of the present disclosure, in the first or second aspect, the heterocycle has a nitrogen atom.

[0497] According to a third aspect, there is provided a polymer compound having a high dielectric constant.

[0498] In the polymer compound according to the fourth aspect of the present disclosure, in any one of the first to third aspects, the carbonyl group is directly bonded to the heterocycle.

[0499] According to a fourth aspect, there is provided a polymer compound having a high dielectric constant.

[0500] In any one of the first to fourth aspects of the polymer compound according to the fifth aspect of the present disclosure, the structural unit (U) comprises a structural unit (UA) represented by chemical structural formula (A), in which R1, R2, and R3 in chemical structural formula (A) are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and at least one of R1, R2, and R3 is not H.

[0501] According to a fifth aspect, there is provided a polymer compound having a high dielectric constant.

[0502] In the fifth aspect, the polymer compound according to the sixth aspect of the present disclosure is a polymer compound represented by chemical structural formula (A), wherein R1 is H and R2 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF 2、 or R2 is H and R3 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R1 is H or the same as R3, or R3 is H and R1 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is H or the same as R1.

[0503] According to a sixth aspect, there is provided a polymer compound having a high dielectric constant.

[0504] In the fifth aspect, a polymer compound according to a seventh aspect of the present disclosure is represented by chemical structural formula (A), wherein R1 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and each of R2 and R3 is the same as R1.

[0505] According to a seventh aspect, there is provided a polymer compound having a high dielectric constant.

[0506] In any one of the first to seventh aspects of the polymer compound according to the eighth aspect of the present disclosure, the structural unit (U) comprises a structural unit (UB) represented by chemical structural formula (B), in which R1 and R2 in chemical structural formula (B) are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and at least one of R1 and R2 is not H.

[0507] According to an eighth aspect, there is provided a polymer compound having a high dielectric constant.

[0508] A polymer compound according to a ninth aspect of the present disclosure is, in the eighth aspect, such that, in chemical structural formula (B), R1 is H and R2 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, or R1 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and R2 is the same as H or R1.

[0509] According to a ninth aspect, there is provided a polymer compound having a high dielectric constant.

[0510] A polymer compound according to a tenth aspect of the present disclosure, in any one of the first to ninth aspects, is characterized in that the structural unit (U) comprises a structural unit (UC1) represented by chemical structural formula (C1), in which R1 and R2 in chemical structural formula (C1) are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and at least one of R1 and R2 is not H.

[0511] According to a tenth aspect, there is provided a polymer compound having a high dielectric constant.

[0512] In the tenth aspect, the polymer compound according to the eleventh aspect of the present disclosure is a polymer compound represented by chemical structural formula (C1), wherein R1 is F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF 2、 CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH, and R2 is H or the same as R1.

[0513] According to an eleventh aspect, there is provided a polymer compound having a high dielectric constant.

[0514] A polymer compound according to a twelfth aspect of the present disclosure, in any one of the first to eleventh aspects, is characterized in that the structural unit (U) comprises a structural unit (UC2) represented by chemical structural formula (C2), in which R1 and R2 in chemical structural formula (C2) are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and at least one of R1 and R2 is not H.

[0515] According to a twelfth aspect, there is provided a polymer compound having a high dielectric constant.

[0516] In the twelfth aspect, a polymer compound according to a thirteenth aspect of the present disclosure is a polymer compound represented by chemical structural formula (C2), wherein 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 or the same as R1.

[0517] According to a thirteenth aspect, there is provided a polymer compound having a high dielectric constant.

[0518] A molding composition according to a fourteenth aspect of the present disclosure contains the polymer compound according to any one of the first to thirteenth aspects.

[0519] According to a fourteenth aspect, there is provided a molding composition having a high dielectric constant.

[0520] A film according to a fifteenth aspect of the present disclosure contains the polymer compound according to any one of the first to thirteenth aspects.

[0521] According to a fifteenth aspect, there is provided a film having a high dielectric constant.

[0522] A capacitor according to a sixteenth aspect of the present disclosure includes a dielectric layer containing the polymer compound according to any one of the first to thirteenth aspects.

[0523] According to a sixteenth aspect, there is provided a capacitor having a high dielectric constant. [Explanation of symbols]

[0524] 1, 21 Dielectric layer 2, 11 electrodes 10, 100 capacitor 22 Margin 31 Metallized film 41 Winding body 51, 52 External electrode 61, 62 External connection terminals

Claims

1. a structural unit (U) having a heterocycle, a carbonyl group, and a substituent bonded to the heterocycle; the substituent group includes at least one group selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group, and a hydroxyalkyl group, The structural unit (U) includes a structural unit (UA) represented by chemical structural formula (A), 【Chemical 1】 R 1 , R 2 and R 3 in chemical structural formula (A) are each independently H, F, Cl, Br, OH, CHO, COOH, CH 3 , CH 2 F, CHF 2 , CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH; and at least one of R 1 , R 2 and R 3 is not H; High molecular compound.

2. In chemical structural formula (A), R 1 is H; and R2 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH; and R 3 is H or the same as R 2 , or R 2 is H; R3 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CHF2, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3 or CHOHCH2OH; and R 1 is H or the same as R 3 , or R 3 is H; R 1 is F, Cl, Br, OH, CHO, COOH, CH 3 , CH 2 F, CHF 2 , CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH; and R 2 is H or the same as R 1 ; The polymer compound according to claim 1 .

3. In the chemical structural formula (A), R 1 is F, Cl, Br, OH, CHO, COOH, CH 3 , CH 2 F, CHF 2 , CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH; and each of R 2 and R 3 is the same as R 1 ; The polymer compound according to claim 1 .

4. The structural unit (U) further comprises a structural unit (UB) represented by chemical structural formula (B), 【Chemistry 2】 In the chemical structural formula (B), R 1 and R 2 are each independently H, F, Cl, Br, OH, CHO, COOH, CH 3 , CH 2 F, CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH, and at least one of R 1 and R 2 is not H; The polymer compound according to claim 1 .

5. In chemical structural formula (B), R 1 is H; and R2 is F, Cl, Br, OH, CHO, COOH, CH3, CH2F, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH; or R 1 is F, Cl, Br, OH, CHO, COOH, CH 3 , CH 2 F, CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH, and R 2 is H or the same as R 1 ; The polymer compound according to claim 4.

6. The structural unit (U) further comprises a structural unit (UC1) represented by chemical structural formula (C1), 【Chemistry 3】 In the chemical structural formula (C1), R 1 and R 2 are each independently H, F, Cl, Br, OH, CHO, COOH, CH 3 , C 2 H 5 , CH 2 F, CHF 2 , CF 3 , CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH, and at least one of R 1 and R 2 is not H; The polymer compound according to claim 1 .

7. In the chemical structural formula (C1), R 1 is F, Cl, Br, OH, CHO, COOH, CH 3 , C 2 H 5 , CH 2 F, CHF 2 , CF 3 , CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH; and R 2 is H or the same as R 1 ; The polymer compound according to claim 6.

8. The structural unit (U) further comprises a structural unit (UC2) represented by chemical structural formula (C2), 【Chemistry 4】 In the chemical structural formula (C2), R 1 and R 2 are each independently H, F, Cl, Br, OH, CHO, COOH, CH 3 , C 2 H 5 , CH 2 F, CHF 2 , CF 3 , CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH, and at least one of R 1 and R 2 is not H; The polymer compound according to claim 1 .

9. In chemical structural formula (C2), R 1 is F, Cl, Br, OH, CHO, COOH, CH 3 , C 2 H 5 , CH 2 F, CHF 2 , CF 3 , CH 2 Cl, CHCl 2 , CCl 3 , CH 2 Br, CHBr 2 , CBr 3 or CHOHCH 2 OH; and R 2 is H or the same as R 1 ; The polymer compound according to claim 8.

10. A polymer compound according to any one of claims 1 to 9, Molding composition.

11. A polymer compound according to any one of claims 1 to 9, film.

12. A dielectric layer comprising the polymer compound according to claim 1. Capacitor.

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