Polymer compound, molding composition, film, and capacitor

Abstract

To provide a polymer compound having a high dielectric constant.SOLUTION: A polymer compound has a structural unit having a heterocycle, a carbonyl group, and a substituent bonded to the heterocycle. The structural unit includes at least one of a structural unit represented by the chemical structural formula (C1) and a structural unit represented by the chemical structural formula (C2). R1 and R2 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.SELECTED DRAWING: Figure 1

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 Art

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

[0003] Patent Document 2 describes a laminated film. In this laminated film, a first electrode layer, a resin base material, a second electrode layer, and a dielectric layer are laminated in this order. The dielectric layer contains a vinylidene fluoride / tetrafluoroethylene copolymer.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

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 the polymer compound, a film containing the polymer compound, and a capacitor including a dielectric layer containing the polymer compound.

[0006] The polymer compound according to one aspect of the present disclosure has a structural unit (U) having a heterocyclic ring, a carbonyl group, and a substituent bonded to the heterocyclic ring, and the substituent is 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] The molding composition according to one aspect of the present disclosure contains the polymer compound.

[0008] The film according to one aspect of the present disclosure contains the polymer compound.

[0009] The capacitor according to one aspect of the present disclosure includes a dielectric layer containing the polymer compound.

Brief Description of the Drawings

[0010]

Figure 1

Figure 2

Modes for Carrying Out 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 only a part of various embodiments of the present disclosure, and various modifications can be made according to the design as long as the object of the present disclosure can be achieved.

[0012] (Overview) In recent years, with the widespread distribution of EV vehicles (electric vehicles) and hybrid vehicles, miniaturization has been required for inverters aiming at motor control. Therefore, miniaturization has also been required for capacitors such as film capacitors, which are components of inverters.

[0013] As a method for miniaturizing a capacitor while maintaining its performance, thinning the dielectric layer in the capacitor can be mentioned.

[0014] However, thinning the dielectric layer is highly difficult in terms of processing, and dielectric breakdown is also likely to occur due to the thinning.

[0015] Therefore, the inventor conducted research and development to enable an increase in the dielectric constant of the dielectric layer without or with very little thinning, thereby realizing an increase in the capacitance of the capacitor provided with the dielectric layer and making it difficult for dielectric breakdown to occur in the dielectric layer. As a result, as the polymer compound according to the present embodiment, a polymer compound having a dielectric constant higher than that of conventional polymers (generally 2.0 to 3.0), for example, a dielectric constant of 3.5 or more, was developed.

[0016] The polymer compound according to the present embodiment has a structural unit (U) having a heterocyclic ring, a carbonyl group, and a substituent bonded to the heterocyclic ring, 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, there are provided a polymer compound having a high dielectric constant, a molding composition containing this polymer compound, a film containing this polymer compound, and a capacitor provided with a dielectric layer containing this polymer compound. Note that the use of the polymer compound according to the present embodiment is not limited to the production of the dielectric layer in a capacitor, and the polymer compound can be applied to various uses.

[0018] (Details) (1) (Polymer compound) A more specific configuration of the polymer compound according to the present embodiment will be described.

[0019] As described above, the polymer compound according to this embodiment has a structural unit (U) having a heterocyclic ring, a carbonyl group, and a substituent bonded to the heterocyclic ring. The substituent 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. That is, the polymer compound is a compound having a structural unit (U) containing one or more of a heterocyclic ring to which a substituent is bonded and a carbonyl group, respectively.

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

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

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

[0023] That the carbonyl group is directly bonded to the heterocyclic ring means that the atom constituting the heterocyclic ring and the carbon of the carbonyl group are covalently bonded.

[0024] As described above, the substituent contains at least one kind of 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 can be obtained. The substituent preferably contains at least one 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 contains at least one selected from the group consisting of the following structural unit (UA), structural unit (UB), structural unit (UC1), and structural unit (UC2). In this case, the dielectric constant of the polymer compound is more likely to increase.

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

[0027]

Chemical formula

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

[0029] R1, R2, and R3 in the 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 it is preferable 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 increase.

[0030] In chemical structural formula (A), it is more preferable that R1 is H, 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 more 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 H or the same as R3. Also in this case, the dielectric constant of the polymer compound is more 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 H or the same as R1. Also in this case, the dielectric constant of the polymer compound is more likely to be further increased.

[0033] In chemical structural formula (A), it is even more preferable that 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. In this case, the dielectric constant of the polymer compound is particularly likely to be increased.

[0034] The constitutional unit (UA) may include only constitutional units having the same structure, or may include a plurality of types of constitutional units having different structures from each other.

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

[0036]

Chemical formula

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

[0038] R1 and R2 in the 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 it is preferable 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 increase.

[0039] In the 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. In this case, the dielectric constant of the polymer compound is even more likely to increase.

[0040] In the 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. Also in this case, the dielectric constant of the polymer compound is even more likely to increase.

[0041] The constitutional unit (UB) may contain only constitutional units having the same structure, or may contain a plurality of types of constitutional units having different structures from each other.

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

[0043]

Chemical formula

[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] R1 and R2 in the 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 it is preferable 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 increase.

[0046] In the chemical structural formula (C1), it is also more preferable that 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. Also in this case, the dielectric constant of the polymer compound is more likely to further increase.

[0047] The constitutional unit (UC1) may contain only constitutional units having the same structure, or may contain a plurality of types of constitutional units having different structures from each other.

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

[0049]

Chemical formula

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

[0051] In the chemical structural formula (C2), R1 and R2 are each independently H, F, Cl, Br, OH, CHO, COOH, CH3, C2H5, CH2F, CHF2, CF3, CH2Cl, CHCl2, CCl3, CH2Br, CHBr2, CBr3, or CHOHCH2OH, and it is preferable 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 increase.

[0052] In the chemical structural formula (C2), when 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, this is even more preferable. Also in this case, the dielectric constant of the polymer compound is even more likely to increase.

[0053] The constituent unit (UC2) may contain only constituent units having the same structure, or may contain a plurality of types of constituent units having different structures from each other.

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

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

[0056] Examples of the constituent units other than the constituent unit (UA) to the constituent unit (UC2) include those having a heterocyclic structure different from that of the constituent unit (UA) to the constituent unit (UC2).

[0057] In addition, examples of the structural units other than the structural unit (UA) to the structural unit (UC2) include those in which an atom or atomic group is interposed between the heterocyclic ring to which a 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. Further, 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 at least one selected from the group consisting of, for example, appropriate atoms and atomic groups. The atom includes at least one selected from the group consisting of, for example, an oxygen atom and a nitrogen atom. The atomic group includes at least one selected from the group consisting of, for example, an ether bond, an ester bond, and a methylene group.

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

[0060] The polymer compound according to the present embodiment may be a regular polymer having a structure in which only one type of structural unit is repeated by a single linking method, or may be an irregular polymer having a structure composed of repetitions of two or more types of structural units, or a structure in which the linking method of the structural units is not single.

[0061] The polymer compound according to the present embodiment can contain one or two or more types of the polymer compounds according to the present embodiment. That is, the polymer compound according to the present 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 increase.

[0062] Examples 1 to 215 of the film according to the present embodiment are shown in Tables 1 to 10. In the column of "chemical structural formula" in each table, the chemical structural formula of the polymer compound contained in the film of each example is described.

[0063] In the column of "molecular weight" in each table, the molecular weight of the polymer compound contained in the film of each example is described.

[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 passed through a column "GPC HFIP-805" (manufactured by Showa Denko K.K.) using gel permeation chromatography (GPC) to separate the polymer compound in the measurement sample according to the molecular weight. Then, the separated polymer compounds were introduced into a differential refractive index detector "2414 RI detector" (manufactured by Waters K.K.) in the order of separation to obtain a measurement result reflecting the molecular weight distribution of the polymer compound. Based on the obtained measurement result, the molecular weight of the polymer compound was calculated. In the present disclosure, the method for measuring the molecular weight of the polymer compound is not limited to the above method.

[0066] In the columns of "dielectric constant" and "capacitance" in each table, the dielectric constant of the film of each example and the capacitance of the capacitor fabricated from the film of each example were described.

[0067] Also, the "dielectric constant" and "capacitance" were measured as follows. First, the polymer compound of each example was put into the extruder of a casting molding machine and heated to 180 °C or higher and 270 °C or lower to be melted. After the melted polymer compound was extruded from the extruder, it was cooled by the cooling roll of the casting molding machine to form a sheet. Subsequently, the sheet was stretched in the direction in which the sheet moved by a longitudinal stretching device and in a direction orthogonal 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 2 ) provided with this film as a dielectric layer was fabricated. The details of the wound capacitor according to this embodiment will be described in "(4) (Capacitor)".

[0069] Using a parameter analyzer "HP4284A" (manufactured by Hewlett-Packard), the capacitance of the wound capacitor was measured under the measurement conditions of room temperature (25 °C), a frequency of 1 kHz, and an applied voltage of 450 V. Further, the dielectric constant (relative permittivity) of the film was calculated from the capacitance of this capacitor, the area of the dielectric layer described above, and the thickness of the dielectric. In the present disclosure, the measurement methods of "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] The synthesis route of the polymer compound according to this embodiment will be described.

[0081] The synthesis route of the polymer compound having the structural unit (UA) represented by the 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 following monomer (MA) as a starting material.

[0083]

Chemical formula

[0084] The synthesis route of the polymer compound having the structural unit (UA) having a heterocyclic ring to which Cl is bonded as a substituent will be described.

[0085] By reacting the monomer (MA) serving as the starting material with Cl2, a reaction product containing a monomer (MA-Cl) having a heterocyclic ring to which Cl is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-Cl) is at least one monomer selected from the group consisting of monomer (MA-Cl-1) to monomer (MA-Cl-7). Here, the "classification" means an operation of separating and recovering the desired monomer as the target product from the reaction product by purification or the like. Also, regarding each reaction shown in the description of the synthesis route, the production ratio of each monomer during the reaction can be appropriately 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 from monomer (MA-Cl-1) to monomer (MA-Cl-7) are shown below.

[0086] [Chemical formula]

[0087] By subjecting the monomer (MA-Cl) to ester polymerization, a polymer compound having a structural unit (UA) having a heterocyclic ring to which Cl is bonded as a substituent can be obtained. Here, the "ester polymerization" means polymerization by dehydration condensation of an alcohol and a carboxylic acid. As an example, the reaction formula for synthesizing the target polymer compound from monomer (MA-Cl-1) is shown below.

[0088] [Chemical formula]

[0089] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which Br is bonded as a substituent will be described.

[0090] By reacting the monomer (MA) serving as the starting material with Br2, a reaction product containing a monomer (MA-Br) having a heterocyclic ring to which Br is bonded as a substituent is obtained. Further, this reaction product is preferably classified in order 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). Monomers (MA-Br-1) to (MA-Br-7) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is replaced by Br. As an example, the reaction formula for synthesizing monomer (MA-Br-1) from monomer (MA) is shown below.

[0091] [Chemical formula]

[0092] By subjecting the monomer (MA-Br) to ester polymerization, a polymer compound containing a structural unit (UA) having a heterocyclic ring to which Br is bonded as a substituent is obtained. As an example, the reaction formula for synthesizing the target polymer compound from monomer (MA-Br-1) is shown below.

[0093] [Chemical formula]

[0094] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which F is bonded as a substituent will be described.

[0095] By reacting the monomer (MA-Cl) obtained by the above method with KF in a sulfolane solvent, a reaction product containing a monomer (MA-F) having a heterocyclic ring to which F is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-F) having a heterocyclic ring to which F is bonded as a substituent is at least one monomer selected from the group consisting of monomer (MA-F-1) to monomer (MA-F-7). Monomers (MA-F-1) to (MA-F-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced by F. As an example, the reaction formula for synthesizing monomer (MA-F-1) from monomer (MA-Cl-1) is shown below.

[0096]

Chemical formula

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

[0098]

Chemical formula

[0099] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which OH is 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 polymerizing a monomer (MA-CH3COO) is reacted with NaOH in a water / ethanol solvent to eliminate an acetyl group, thereby obtaining a polymer compound having a structural unit (UA) with a heterocyclic ring to which OH is bonded as a substituent. As an example, the reaction formula for synthesizing the target polymer compound from a monomer (MA-CH3COO-1) is shown below.

[0105] [Chemical formula]

[0106] The synthesis route of a polymer compound having a structural unit (UA) with a heterocyclic ring to which CH3 is bonded as a substituent will be described.

[0107] Using AlCl3 as a catalyst and reacting a monomer (MA) with CH3Cl, a reaction product containing a monomer (MA-CH3) having a heterocyclic ring to which CH3 is bonded as a substituent is obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CH3) is 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 those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is substituted with CH3. As an example, the reaction formula for synthesizing monomer (MA-CH3-1) from monomer (MA) is shown below.

[0108] [Chemical formula]

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

[0110] [Chemical formula]

[0111] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which CH2F is bonded as a substituent will be described.

[0112] By reacting the above monomer (MA-CH3) with F2, a reaction product containing a monomer (MA-CH2F) having a heterocyclic ring to which CH2F is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order 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). Monomers (MA-CH2F-1) to (MA-CH2F-7) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is substituted 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] [Chemical formula]

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

[0115]

Chem.

[0116] The synthesis route of a polymer compound having a structural unit (UA) with a heterocyclic ring to which CHF2 is bonded as a substituent will be described.

[0117] By reacting the above monomer (MA-CH2F) with F2, a reaction product containing a monomer (MA-CHF2) having a heterocyclic ring to which CHF2 is bonded as a substituent can be obtained. Further, this reaction product is preferably fractionated in order to recover the desired monomer as appropriate. The monomer (MA-CHF2) is at least one monomer selected from the group consisting of monomers (MA-CHF2-1) to (MA-CHF2-7). Monomers (MA-CHF2-1) to (MA-CHF2-7) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is replaced by CHF2. As an example, the reaction formula for synthesizing monomer (MA-CHF2-1) from monomer (MA-CH2F-1) is shown below.

[0118]

Chem.

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

[0120]

Chem.

[0121] The synthesis route of a polymer compound having a structural unit (UA) with a heterocyclic ring to which CH2Cl is bonded as a substituent will be described.

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

[0123]

Chemical formula

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

[0125]

Chemical formula

[0126] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which CHCl2 is bonded as a substituent will be described.

[0127] By reacting the above monomer (MA-CH2Cl) with Cl2, a reaction product containing a monomer (MA-CHCl2) having a heterocyclic ring to which CHCl2 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CHCl2) is at least one monomer selected from the group consisting of monomer (MA-CHCl2-1) to monomer (MA-CHCl2-7). Monomers (MA-CHCl2-1) to (MA-CHCl2-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced by CHCl2. As an example, the reaction formula for synthesizing monomer (MA-CHCl2-1) from monomer (MA-CH2Cl-1) is shown below.

[0128] [Chemical formula]

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

[0130] [Chemical formula]

[0131] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which CCl3 is bonded as a substituent will be described.

[0132] By reacting the above monomer (MA-CHCl2) with Cl2, a reaction product containing a monomer (MA-CCl3) having a heterocyclic ring to which CCl3 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CCl3) is at least one monomer selected from the group consisting of monomer (MA-CCl3-1) to monomer (MA-CCl3-7). Monomers (MA-CCl3-1) to (MA-CCl3-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced by CCl3. As an example, the reaction formula for synthesizing monomer (MA-CCl3-1) from monomer (MA-CHCl2-1) is shown below.

[0133] [Chemical formula]

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

[0135] [Chemical formula]

[0136] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which CH2Br is bonded as a substituent will be described.

[0137] By reacting the above monomer (MA-CH3) with Br2, a reaction product containing a monomer (MA-CH2Br) having a heterocyclic ring to which CH2Br is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CH2Br) is at least one monomer selected from the group consisting of monomer (MA-CH2Br-1) to monomer (MA-CH2Br-7). Monomers (MA-CH2Br-1) to (MA-CH2Br-7) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is substituted with CH2Br. As an example, a reaction formula for synthesizing monomer (MA-CH3-1) to monomer (MA-CH2Br-1) is shown.

[0138]

Chem.

[0139] By subjecting the monomer (MA-CH2Br) to ester polymerization, a polymer compound having a structural unit (UA) having a heterocyclic ring to which CH2Br is bonded as a substituent can be obtained. As an example, a reaction formula for synthesizing the target polymer compound from monomer (MA-CH2Br-1) is shown below.

[0140]

Chem.

[0141] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which CHBr2 is bonded as a substituent will be described.

[0142] By reacting the above monomer (MA-CH2Br) with Br2, a reaction product containing a monomer (MA-CHBr2) having a heterocyclic ring to which CHBr2 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified as appropriate to recover the desired monomer. The monomer (MA-CHBr2) is at least one monomer selected from the group consisting of monomers (MA-CHBr2-1) to monomers (MA-CHBr2-7). The monomers (MA-CHBr2-1) to monomers (MA-CHBr2-7) are those in which Cl from monomers (MA-Cl-1) to monomers (MA-Cl-7) is substituted with CHBr2. As an example, the reaction formula for synthesizing monomer (MA-CHBr2-1) from monomer (MA-CH2Br-1) is shown below.

[0143] [Chemical formula]

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

[0145] [Chemical formula]

[0146] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which CBr3 is bonded as a substituent will be described.

[0147] By reacting the above monomer (MA-CHBr2) with Br2, a reaction product containing a monomer (MA-CBr3) having a heterocyclic ring to which CBr3 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CBr3) is at least one monomer selected from the group consisting of monomer (MA-CBr3-1) to monomer (MA-CBr3-7). Monomers (MA-CBr3-1) to (MA-CBr3-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is substituted with CBr3. As an example, the reaction formula for synthesizing monomer (MA-CBr3-1) from monomer (MA-CHBr2-1) is shown below.

[0148] [Chemical formula]

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

[0150] [Chemical formula]

[0151] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which CHO is bonded as a substituent will be described.

[0152] By reacting the above monomer (MA-CH2Cl) with NaOH in water, a reaction product containing a monomer (MA-CH2OH) having a heterocyclic ring to which CH2OH is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CH2OH) is at least one monomer selected from the group consisting of monomer (MA-CH2OH-1) to monomer (MA-CH2OH-7). Monomers (MA-CH2OH-1) to (MA-CH2OH-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced by CH2OH. As an example, the reaction formula for synthesizing monomer (MA-CH2OH-1) from monomer (MA-CH2Cl-1) is shown below.

[0153]

Chemical formula

[0154] By reacting the monomer (MA-CH2OH) with pyridinium chlorochromate (hereinafter referred to as PCC) in a methylene chloride solvent, a reaction product containing a monomer (MA-CHO) having a heterocyclic ring to which CHO is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CHO) is at least one monomer selected from the group consisting of monomer (MA-CHO-1) to monomer (MA-CHO-7). Monomers (MA-CHO-1) to (MA-CHO-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced by CHO. As an example, the reaction formula for synthesizing monomer (MA-CHO-1) from monomer (MA-CH2OH-1) is shown below.

[0155]

Chemical formula

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

[0157] [Chemical formula]

[0158] The synthesis route of a polymer compound having a structural unit (UA) with a heterocyclic ring to which COOH is bonded as a substituent will be described.

[0159] By reacting the above-mentioned monomer (MA-CH2OH) with a mixture of potassium dichromate and an aqueous sulfuric acid solution, a reaction product containing a monomer (MA-COOH) having a heterocyclic ring to which COOH is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order 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). Monomers (MA-COOH-1) to (MA-COOH-7) are those in which Cl of monomers (MA-Cl-1) to (MA-Cl-7) is substituted with COOH. As an example, the reaction formula for synthesizing the monomer (MA-COOH-1) from the monomer (MA-CH2OH-1) is shown below.

[0160] [Chemical formula]

[0161] By reacting the monomer (MA-COOH) with thionyl chloride in a methanol solvent, a reaction product containing a monomer (MA-COOCH3) having a heterocyclic ring to which COOCH3 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-COOCH3) is at least one monomer selected from the group consisting of monomer (MA-COOCH3-1) to monomer (MA-COOCH3-7). Monomers (MA-COOCH3-1) to (MA-COOCH3-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is substituted with COOH. As an example, the reaction formula for synthesizing monomer (MA-COOH-1) to monomer (MA-COOCH3-1) is shown below.

[0162] [Chemical formula]

[0163] After reacting the polymer compound obtained by ester polymerization of the monomer (MA-COOCH3) with NaOH in a water / ethanol solvent and then washing with hydrochloric acid, a polymer compound having a structural unit (UA) having a heterocyclic ring to which COOH is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from monomer (MA-COOCH3-1) is shown below.

[0164] [Chemical formula]

[0165] The synthesis route of a polymer compound having a structural unit (UA) having a heterocyclic ring to which CHOHCH2OH is bonded as a substituent will be described.

[0166] By reacting monomer (MA) with C2H5Li in a toluene solvent, a reaction product containing monomer (MA-C2H5) having a heterocyclic ring with C2H5 bonded as a substituent is obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MA-C2H5) is at least one monomer selected from the group consisting of monomer (MA-C2H5-1) to monomer (MA-C2H5-7). Monomers (MA-C2H5-1) to (MA-C2H5-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced by C2H5. As an example, the reaction formula for synthesizing monomer (MA-C2H5-1) from monomer (MA) is shown below.

[0167]

Chemical formula

[0168] By reacting monomer (MA-C2H5) with Cl2, a reaction product containing monomer (MA-CHClCH2Cl) having a heterocyclic ring with CHClCH2Cl bonded as a substituent is obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MA-CHClCH2Cl) is at least one monomer selected from the group consisting of monomer (MA-CHClCH2Cl-1) to monomer (MA-CHClCH2Cl-7). Monomers (MA-CHClCH2Cl-1) to (MA-CHClCH2Cl-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced by CHClCH2Cl. As an example, the reaction formula for synthesizing monomer (MA-CHClCH2Cl-1) from monomer (MA-C2H5-1) is shown below.

[0169]

Chemical formula

[0170] By reacting monomer (MA-CHClCH2Cl) with NaOH in water, a reaction product containing monomer (MA-CHOHCH2OH) having a heterocyclic ring to which CHOHCH2OH is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MA-CHOHCH2OH) is at least one monomer selected from the group consisting of monomer (MA-CHOHCH2OH-1) to monomer (MA-CHOHCH2OH-7). Monomers (MA-CHOHCH2OH-1) to (MA-CHOHCH2OH-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced with CHOHCH2OH, respectively. As an example, the reaction formula for synthesizing monomer (MA-CHOHCH2OH-1) from monomer (MA-CHClCH2Cl-1) is shown below.

[0171] [Chemical formula]

[0172] By reacting monomer (MA-CHOHCH2OH) with acetyl chloride, a reaction product containing monomer (MA-CHOAcCH2OAc) having a heterocyclic ring to which CHOAcCH2OAc (Ac represents an acetyl group) is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MA-CHOAcCH2OAc) is at least one monomer selected from the group consisting of monomer (MA-CHOAcCH2OAc-1) to monomer (MA-CHOAcCH2OAc-7). Monomers (MA-CHOAcCH2OAc-1) to (MA-CHOAcCH2OAc-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced with CHOAcCH2OAc, respectively. As an example, the reaction formula for synthesizing monomer (MA-CHOAcCH2OAc-1) from monomer (MA-CHOHCH2OH-1) is shown below.

[0173] [Chemistry]

[0174] A polymer compound obtained by ester polymerization of a monomer (MA-CHOAcCH2OAc) and NaOH are reacted in a water / ethanol solvent to effect elimination of an acetyl group, thereby obtaining a polymer compound having a structural unit (UA) having a heterocyclic ring to which CHOHCH2OH is bonded as a substituent. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MA-CHOAcCH2OAc-1) is shown below.

[0175] [Chemistry]

[0176] The synthesis route of a polymer compound having a structural unit (UB) represented by the 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 following monomer (MB) as a starting material.

[0178] [Chemistry]

[0179] The synthesis route of a polymer compound having a structural unit (UB) having a heterocyclic ring to which Cl is bonded as a substituent will be described.

[0180] By reacting the monomer (MB) serving as the starting material 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. Further, this reaction product is preferably classified as appropriate to recover the desired monomer. As an example, the reaction formula for synthesizing the monomer (MB-X-1) from the monomer (MB) and the structures from the monomer (MB-X-1) to the monomer (MB-X-3) are shown below.

[0181]

Chem.

[0182] By reacting the monomer (MB-X) obtained by the above method with NaOH in water, a monomer (MB-Cl) having a heterocyclic ring to which Cl is bonded as a substituent is obtained. Further, this reaction product is preferably classified as appropriate to recover the desired monomer. The monomer (MB-Cl) is at least one monomer selected from the group consisting of 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 from the monomer (MB-Cl-1) to the monomer (MB-Cl-3) are shown below.

[0183]

Chem.

[0184] By subjecting the monomer (MB-Cl) to ester polymerization, a polymer compound having a structural unit (UB) having a heterocyclic ring to which Cl is bonded as a substituent is obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-Cl-1) is shown below.

[0185]

Chem.

[0186] The synthesis route of a polymer compound having a structural unit (UB) with a heterocyclic ring to which F is bonded as a substituent will be described.

[0187] By reacting the above monomer (MB-Cl) with KF in a sulfolane solvent, a reaction product containing a monomer (MB-F) having a heterocyclic ring to which F is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-F) is at least one monomer selected from the group consisting of monomer (MB-F-1) to monomer (MB-F-3). Monomers (MB-F-1) to (MB-F-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is replaced by F. As an example, the reaction formula for synthesizing monomer (MB-F-1) from monomer (MB-Cl-1) is shown below.

[0188] [Chemical formula]

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

[0190] [Chemical formula]

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

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

[0193]

Chem.

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

[0195]

Chem.

[0196] By subjecting the monomer (MB-Br) to ester polymerization, a polymer compound having a structural unit (UB) having a heterocyclic ring to which Br is bonded as a substituent is obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-Br-1) is shown below.

[0197]

Chem.

[0198] The synthesis route of a polymer compound having a structural unit (UB) with a heterocyclic ring to which OH is 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 heterocyclic ring to which OH is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-OH) is at least one monomer selected from the group consisting of monomer (MB-OH-1) to monomer (MB-OH-3). Monomers (MB-OH-1) to (MB-OH-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is replaced by OH. As an example, the reaction formula for synthesizing monomer (MB-OH-1) from monomer (MB-Cl-1) is shown below.

[0200]

Chemical formula

[0201] By reacting the monomer (MB-OH) with acetyl chloride, a reaction product containing a monomer (MB-CH3COO) having a heterocyclic ring to which CH3COO is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-CH3COO) is at least one monomer selected from the group consisting of monomer (MB-CH3COO-1) to monomer (MB-CH3COO-3). Monomers (MB-CH3COO-1) to (MB-CH3COO-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is replaced by CH3COO. As an example, the reaction formula for synthesizing monomer (MB-CH3COO-1) from monomer (MB-OH-1) is shown below.

[0202]

Chemical formula

[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] Polymerization with building blocks (UB) having heterocycles with CH3 attached as substituents The synthetic route of the compound will be explained.

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

[0209] [Chemical formula]

[0210] The synthesis route of a polymer compound having a structural unit (UB) with a heterocyclic ring to which CH2F is bonded as a substituent will be described.

[0211] By reacting the above-mentioned monomer (MB-CH3) with F2, a reaction product containing a monomer (MB-CH2F) having a heterocyclic ring to which CH2F is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately 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). Monomers (MB-CH2F-1) to (MB-CH2F-3) are those in which Cl from monomers (MB-Cl-1) to (MB-Cl-3) is substituted 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] [Chemical formula]

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

[0214] [Chemical]

[0215] The synthesis route of a polymer compound having a structural unit (UB) with a heterocyclic ring to which CH2Cl is bonded as a substituent will be described.

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

[0217] [Chemical]

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

[0219] [Chemical]

[0220] The synthesis route of a polymer compound having a structural unit (UB) with a heterocyclic ring to which CHCl2 is bonded as a substituent will be described.

[0221] By reacting the above monomer (MB-CH2Cl) with Cl2, a reaction product containing a monomer having a heterocyclic ring to which CHCl2 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified as appropriate to recover the desired monomer. The monomer (MB-CHCl2) is at least one monomer selected from the group consisting of monomer (MB-CHCl2-1) to monomer (MB-CHCl2-3). Monomers (MB-CHCl2-1) to (MB-CHCl2-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is replaced by CHCl2. As an example, the reaction formula for synthesizing monomer (MB-CHCl2-1) from monomer (MB-CH2Cl-1) is shown below.

[0222]

Chemical formula

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

[0224]

Chemical formula

[0225] The synthesis route of a polymer compound having a structural unit (UB) having a heterocyclic ring to which CCl3 is bonded as a substituent will be described.

[0226] By reacting the above monomer (MB-CHCl2) with Cl2, a reaction product containing a monomer (MB-CCl3) having a heterocyclic ring to which CCl3 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified as appropriate to recover the desired monomer. The monomer (MB-CCl3) is at least one monomer selected from the group consisting of monomer (MB-CCl3-1) to monomer (MB-CCl3-3). The monomers (MB-CCl3-1) to (MB-CCl3-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is replaced by CCl3. As an example, the reaction formula for synthesizing monomer (MB-CCl3-1) from monomer (MB-CHCl2-1) is shown below.

[0227] [Chemical formula]

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

[0229] [Chemical formula]

[0230] The synthesis route of a polymer compound having a structural unit (UB) having a heterocyclic ring to which CH2Br is bonded as a substituent will be described.

[0231] By reacting the above monomer (MB-CH3) with Br2, a reaction product containing a monomer (MB-CH2Br) having a heterocyclic ring to which CH2Br is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-CH2Br) is at least one monomer selected from the group consisting of monomer (MB-CH2Br-1) to monomer (MB-CH2Br-3). Monomers (MB-CH2Br-1) to (MB-CH2Br-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is replaced by CH2Br. As an example, the reaction formula for synthesizing monomer (MB-CH2Br-1) from monomer (MB-CH3-1) is shown below.

[0232]

Chemical formula

[0233] By subjecting the monomer (MB-CH2Br) to ester polymerization, a polymer compound having a structural unit (UB) having a heterocyclic ring to which CH2Br is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from monomer (MB-CH2Br-1) is shown below.

[0234]

Chemical formula

[0235] The synthesis route of a polymer compound having a structural unit (UB) having a heterocyclic ring to which CHBr2 is bonded as a substituent will be described.

[0236] By reacting the above monomer (MB-CH2Br) with Br2, a reaction product containing a monomer (MB-CHBr2) having a heterocyclic ring to which CHBr2 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-CHBr2) is at least one monomer selected from the group consisting of monomer (MB-CHBr2-1) to monomer (MB-CHBr2-3). Each of the monomers (MB-CHBr2-1) to (MB-CHBr2-3) is obtained by substituting Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) with CHBr2. As an example, the reaction formula for synthesizing monomer (MB-CHBr2-1) from monomer (MB-CH2Br-1) is shown below.

[0237]

Chemical formula

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

[0239]

Chemical formula

[0240] The synthesis route of a polymer compound having a structural unit (UB) having a heterocyclic ring to which CBr3 is bonded as a substituent will be described.

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

[0242]

Chemical formula

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

[0244]

Chemical formula

[0245] The synthesis route of a polymer compound having a structural unit (UB) having a heterocyclic ring to which CHO is bonded as a substituent will be described.

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

[0247]

Chemical formula

[0248] By reacting the monomer (MB-CH2OH) with PCC in a methylene chloride solvent, a reaction product containing a monomer (MB-CHO) having a heterocyclic ring to which CHO is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-CHO) is obtained as at least one monomer selected from the group consisting of monomer (MB-CHO-1) to monomer (MB-CHO-3). Monomers (MB-CHO-1) to (MB-CHO-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is replaced with CHO, respectively. As an example, the reaction formula for synthesizing monomer (MB-CHO-1) from monomer (MB-CH2OH-1) is shown below.

[0249]

Chemical formula

[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] By reacting a monomer (MB-COOH) with thionyl chloride in a methanol solvent, a reaction product containing a monomer (MB-COOCH3) having a heterocyclic ring to which COOCH3 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-COOCH3) is at least one monomer selected from the group consisting of monomer (MB-COOCH3-1) to monomer (MB-COOCH3-3). The monomers from monomer (MB-COOCH3-1) to monomer (MB-COOCH3-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is substituted with COOCH3. As an example, the reaction formula for synthesizing monomer (MB-COOH-1) to monomer (MB-COOCH3-1) is shown below.

[0256]

Chemical formula

[0257] A polymer compound obtained by ester polymerizing 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) having a heterocyclic ring to which COOH is bonded as a substituent. As an example, the reaction formula for synthesizing the target polymer compound from monomer (MB-COOCH3-1) is shown below.

[0258]

Chemical formula

[0259] The synthesis route of a polymer compound having a structural unit (UB) having a heterocyclic ring to which CHOHCH2OH is bonded as a substituent will be described.

[0260] By reacting the monomer (MB-S) obtained by the above method with C2H5Li in a toluene solvent, a reaction product containing a monomer (MB-C2H5) having a heterocyclic ring to which C2H5 is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order 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 those in which Cl from monomers (MB-Cl-1) to (MB-Cl-3) is replaced by C2H5. As an example, the reaction formula for synthesizing monomer (MB-C2H5-1) from monomer (MB-S) is shown below.

[0261]

Chemical formula

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

[0263]

Chemical formula

[0264] By reacting a monomer (MB-CHClCH2Cl) with NaOH in water, a reaction product containing a monomer (MB-CHOHCH2OH) having a heterocyclic ring to which CHOHCH2OH is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-CHOHCH2OH) is at least one monomer selected from the group consisting of monomers (MB-CHOHCH2OH-1) to (MB-CHOHCH2OH-3). The monomers (MB-CHOHCH2OH-1) to (MB-CHOHCH2OH-3) are those in which Cl from monomers (MB-Cl-1) to (MB-Cl-3) is replaced with CHOHCH2OH. As an example, the reaction formula for synthesizing monomer (MB-CHOHCH2OH-1) from monomer (MB-CHClCH2Cl-1) is shown below.

[0265]

Chemical formula

[0266] By reacting a monomer (MB-CHOHCH2OH) with acetyl chloride, a reaction product containing a monomer (MB-CHOAcCH2OAc) having a heterocyclic ring to which CHOAcCH2OAc is bonded as a substituent can be obtained. Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MB-CHOAcCH2OAc) is at least one monomer selected from the group consisting of monomers (MB-CHOAcCH2OAc-1) to (MB-CHOAcCH2OAc-3). The monomers (MB-CHOAcCH2OAc-1) to (MB-CHOAcCH2OAc-3) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-3) is replaced with CHOAcCH2OAc, respectively. As an example, the reaction formula for synthesizing monomer (MA-CHOAcCH2OAc-1) from monomer (MA-CHOHCH2OH-1) is shown below.

[0267] [Chemical formula]

[0268] By reacting a polymer compound obtained by ester polymerization of a monomer (MB-CHOAcCH2OAc) with NaOH in a water / ethanol solvent, a polymer compound having a structural unit (UB) with a heterocyclic ring to which CHOHCH2OH is bonded as a substituent can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MB-CHOAcCH2OAc-1) is shown below.

[0269] [Chemical formula]

[0270] The synthesis route of a polymer compound having a structural unit (UC1) represented by the chemical structural formula (C1) will be described.

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

[0272] [Chemical formula]

[0273] When describing the synthetic routes of polymer compounds having structural units (UA) and polymer compounds having structural units (UB), by following various reaction methods for introducing substituents described, monomer (MC1_A) and monomer (MC1_B) as starting materials can be used to obtain monomer (MC1_A-X-Y) and monomer (MC1_B-X-Y) each having a heterocyclic ring to which a substituent is bonded, respectively. It is preferable to be classified for appropriately recovering the desired monomer. Here, X of monomer (MC1_A-X-Y) indicates the substituent bonded to the heterocyclic ring of (MC1_A). X of monomer (MC1_B-X-Y) indicates the substituent bonded to the heterocyclic ring of monomer (MC1_B). Also, Y of monomer (MC1_A-X-Y) indicates the number assigned to each isomer according to the position and number of the substituents bonded to the heterocyclic ring in order to distinguish each isomer generated during the reaction. Y of monomer (MC1_B-X-Y) indicates the number assigned to each isomer according to the position and number of the substituents bonded to the heterocyclic ring in order to distinguish each isomer generated during the reaction.

[0274] Describe the synthetic route of a polymer compound having a structural unit (UC1) having a heterocyclic ring to which Cl is bonded as a substituent.

[0275] The starting monomers (MC1_A) and (MC1_B) are each reacted with Cl2 to obtain a reaction product containing monomer (MC1_A-Cl) and a reaction product containing (MC1_B-Cl). Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MC1_A-Cl) is at least one monomer selected from the group consisting of monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2). Monomer (MC1_B-Cl) is at least one monomer selected from the group consisting of monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2). Also, regarding each reaction shown in the description of the synthesis route, the production ratio of each monomer during the reaction can be appropriately optimized by adjusting the reaction time and reaction temperature. As an example, 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] [Chemical formula]

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

[0278] [Chem.]

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

[0280] [Chem.]

[0281] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which F is bonded as a substituent will be described.

[0282] By reacting the above monomers (MC1_A-Cl) and monomer (MC1_B-Cl) with KF in a sulfolane solvent respectively, the Cl in each monomer is replaced with F, and a reaction product containing monomer (MC1_A-F) and a reaction product containing monomer (MC1_B-F) are obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC1_A-F) is at least one monomer selected from the group consisting of monomer (MC1_A-F-1) to monomer (MC1_A-F-2). Monomer (MC1_B-F) is at least one monomer selected from the group consisting of monomer (MC1_B-F-1) to monomer (MC1_B-F-2). From monomer (MC1_A-F-1) to monomer (MC1_A-F-2), the Cl in monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is replaced with F respectively. From monomer (MC1_B-F-1) to monomer (MC1_B-F-2), the Cl in monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced with F respectively. As an example, the reaction formulas for synthesizing monomer (MC1_A-F-1) from monomer (MC1_A-Cl-1) and for synthesizing monomer (MC1_B-F-1) from monomer (MC1_B-Cl-1) are shown below.

[0283] [Chemical formula]

[0284] Except for using monomers (MC1_A-F) and (MC1_B-F) instead of monomers (MC1_A-Cl) and (MC1_B-Cl), in accordance with the synthesis route of the polymer compound having the structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent, a polymer compound having the structural unit (UC1) with a heterocyclic ring to which F is bonded as the substituent can be synthesized. As an example, an example of the structure of the polymer compound synthesized by using monomers (MC1_A-F-1) and (MC1_B-F-1) is shown below.

[0285] [Chemical formula]

[0286] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which Br is bonded as a substituent will be described.

[0287] By reacting the starting monomers (MC1_A) and (MC1_B) with Br2 respectively, reaction products containing monomer (MC1_A-Br) and reaction products containing monomer (MC1_B-Br) are obtained. Also, this reaction product is preferably classified in order to recover the desired monomer as appropriate. Monomer (MC1_A-Br) is at least one monomer selected from the group consisting of monomer (MC1_A-Br-1) to monomer (MC1_A-Br-2). Monomer (MC1_B-Br) is at least one monomer selected from the group consisting of monomer (MC1_B-Br-1) to monomer (MC1_B-Br-2). Monomers (MC1_A-Br-1) to (MC1_A-Br-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by Br. Monomers (MC1_B-Br-1) to (MC1_B-Br-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is replaced by Br. As an example, the reaction formula for synthesizing monomer (MC1_A-Br-1) from monomer (MC1_A) and the reaction formula for synthesizing monomer (MC1_B-Br-1) from monomer (MC1_B) are shown below.

[0288] [Chemical formula]

[0289] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which Br is bonded as the substituent, except that monomers (MC1_A-Br) and (MC1_B-Br) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-Br-1) and (MC1_B-Br-1) is shown below.

[0290]

Chemical formula

[0291] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which OH is bonded as the substituent will be described.

[0292] By reacting the above monomers (MC1_A-Cl) and monomer (MC1_B-Cl) with NaOH in water respectively, Cl is replaced with OH, and reaction products containing monomer (MC1_A-OH) and reaction products containing monomer (MC1_B-OH) are obtained. Also, this reaction product is preferably classified in order to recover the desired monomer as appropriate. Monomer (MC1_A-OH) is at least one monomer selected from the group consisting of monomer (MC1_A-OH-1) to monomer (MC1_A-OH-2). Monomer (MC1_B-OH) is at least one monomer selected from the group consisting of monomer (MC1_B-OH-1) to monomer (MC1_B-OH-2). From monomer (MC1_A-OH-1) to monomer (MC1_A-OH-2), Cl from monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is replaced with OH respectively. From monomer (MC1_B-OH-1) to monomer (MC1_B-OH-2), Cl from monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced with OH respectively. As an example, the reaction formulas for synthesizing monomer (MC1_A-OH-1) from monomer (MC1_A-Cl-1) and for synthesizing monomer (MC1_B-OH-1) from monomer (MC1_B-Cl-1) are shown below.

[0293]

Chemical formula

[0294] Except for using monomers (MC1_A-OH) and (MC1_B-OH) instead of monomers (MC1_A-Cl) and monomer (MC1_B-Cl), according to the synthesis route of the polymer compound having the structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent, a polymer compound having the structural unit (UC1) with a heterocyclic ring to which OH is bonded as the substituent can be synthesized. As an example, an example of the structure of the polymer compound synthesized by using monomers (MC1_A-OH-1) and (MC1_B-OH-1) is shown below.

[0295]

Chem.

[0296] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CH3 is bonded as a substituent will be described.

[0297] By reacting starting monomers (MC1_A) and (MC1_B) with CH3Cl in the presence of AlCl3 respectively, reaction products containing monomer (MC1_A-CH3) and reaction products containing (MC1_B-CH3) can be obtained. Also, this reaction product is preferably fractionated in order to recover the desired monomer as appropriate. Monomer (MC1_A-CH3) is at least one monomer selected from the group consisting of monomer (MC1_A-CH3-1) to monomer (MC1_A-CH3-2). Monomer (MC1_B-CH3) is at least one monomer selected from the group consisting of monomer (MC1_B-CH3-1) to monomer (MC1_B-CH3-2). Monomers (MC1_A-CH3-1) to (MC1_A-CH3-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is substituted with CH3 respectively. Monomers (MC1_B-CH3-1) to (MC1_B-CH3-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is substituted with CH3 respectively. As an example, the reaction formula for synthesizing monomer (MC1_A-CH3-1) from monomer (MC1_A) and the reaction formula for synthesizing monomer (MC1_B-CH3-1) from monomer (MC1_B) are shown below.

[0298]

Chem.

[0299] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CH3 is bonded as the substituent, except that monomers (MC1_A-CH3) and (MC1_B-CH3) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, examples of the structures of polymer compounds synthesized by using monomers (MC1_A-CH3-1) and (MC1_B-CH3-1) are shown below.

[0300]

Chemical formula

[0301] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which C2H5 is bonded as the substituent will be described.

[0302] The monomers (MC1_A) and (MC1_B) serving as starting materials are each reacted with C2H5Li to obtain a reaction product containing the monomer (MC1_A-C2H5) and a reaction product containing the monomer (MC1_B-C2H5). Further, this reaction product is preferably classified as appropriate to recover the desired monomer. The monomer (MC1_A-C2H5) is at least one monomer selected from the group consisting of the monomer (MC1_A-C2H5-1) to the monomer (MC1_A-C2H5-2). The monomer (MC1_B-C2H5) is at least one monomer selected from the group consisting of the monomer (MC1_B-C2H5-1) to the monomer (MC1_B-C2H5-2). The monomers (MC1_A-C2H5-1) to (MC1_A-C2H5-2) are those in which Cl from the monomer (MC1_A-Cl-1) to the monomer (MC1_A-Cl-2) is replaced by C2H5. The monomers (MC1_B-C2H5-1) to (MC1_B-C2H5-2) are those in which Cl from the monomer (MC1_B-Cl-1) to the monomer (MC1_B-Cl-2) is replaced by C2H5. As an example, the reaction formula for synthesizing the monomer (MC1_A-C2H5-1) from the monomer (MC1_A) and the reaction formula for synthesizing the monomer (MC1_B-C2H5-1) from the monomer (MC1_B) are shown below.

[0303] [Chemical formula]

[0304] A polymer compound having a structural unit (UC1) having a heterocyclic ring to which C2H5 is bonded as a substituent can be synthesized according to the synthesis route of a polymer compound having a structural unit (UC1) having a heterocyclic ring to which Cl is bonded as the above substituent, except that the monomers (MC1_A-C2H5) and (MC1_B-C2H5) are used instead of the monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using the monomers (MC1_A-C2H5-1) and (MC1_B-C2H5-1) is shown below.

[0305]

Chem.

[0306] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CH2F is bonded 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 monomer (MC1_A-CH2F) and a reaction product containing (MC1_B-CH2F) can be obtained. Also, this reaction product is preferably classified in order to recover the desired monomer as appropriate. The monomer (MC1_A-CH2F) is at least one monomer selected from the group consisting of monomer (MC1_A-CH2F-1) to monomer (MC1_A-CH2F-2). The monomer (MC1_B-CH2F) is at least one monomer selected from the group consisting of monomer (MC1_B-CH2F-1) to monomer (MC1_B-CH2F-2). Monomers (MC1_A-CH2F-1) to (MC1_A-CH2F-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CH2F. Monomers (MC1_B-CH2F-1) to (MC1_B-CH2F-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is replaced by CH2F. As an example, the reaction formula for synthesizing monomer (MC1_A-CH2F-1) from monomer (MC1_A-CH3-1) and the reaction formula for synthesizing monomer (MC1_B-CH2F-1) from monomer (MC1_B-CH3-1) are shown below.

[0308]

Chem.

[0309] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CH2F is bonded as the substituent, except that monomers (MC1_A-CH2F) and (MC1_B-CH2F) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, examples of the structures of polymer compounds synthesized by using monomers (MC1_A-CH2F-1) and (MC1_B-CH2F-1) are shown below.

[0310]

Chemical formula

[0311] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHF2 is bonded as the substituent will be described.

[0312] By reacting the above monomers (MC1_A-CH2F) and (MC1_B-CH2F) with F2 respectively, a reaction product containing monomer (MC1_A-CHF2) and a reaction product containing monomer (MC1_B-CHF2) can be obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MC1_A-CHF2) is at least one monomer selected from the group consisting of monomer (MC1_A-CHF2-1) to monomer (MC1_A-CHF2-2). Monomer (MC1_B-CHF2) is at least one monomer selected from the group consisting of monomer (MC1_B-CHF2-1) to monomer (MC1_B-CHF2-2). Monomers (MC1_A-CHF2-1) to (MC1_A-CHF2-2) are those in which Cl from monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is replaced by CHF2. Monomers (MC1_B-CHF2-1) to (MC1_B-CHF2-2) are those in which Cl from monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced by CHF2. As an example, the reaction equations for synthesizing monomer (MC1_A-CHF2-1) from monomer (MC1_A-CH2F-1) and for synthesizing monomer (MC1_B-CHF2-1) from monomer (MC1_B-CH2F-1) are shown below.

[0313]

Chemical formula

[0314] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHF2 is bonded, except that monomers (MC1_A-CHF2) and (MC1_B-CHF2) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CHF2-1) and (MC1_B-CHF2-1) is shown below.

[0315]

Chemical formula

[0316] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CF3 is bonded as the substituent will be described.

[0317] By reacting the above-mentioned monomers (MC1_A-CHF2) and (MC1_B-CHF2) with F2 respectively, a reaction product containing monomer (MC1_A-CF3) and a reaction product containing monomer (MC1_B-CF3) can be obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. The monomer (MC1_A-CF3) is at least one monomer selected from the group consisting of monomer (MC1_A-CF3-1) to monomer (MC1_A-CF3-2). The monomer (MC1_B-CF3) is at least one monomer selected from the group consisting of monomer (MC1_B-CF3-1) to monomer (MC1_B-CF3-2). Monomers (MC1_A-CF3-1) to (MC1_A-CF3-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CF3 respectively. Monomers (MC1_B-CF3-1) to (MC1_B-CF3-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is replaced by CF3 respectively. As an example, the reaction equations for synthesizing monomer (MC1_A-CF3-1) from monomer (MC1_A-CHF2-1) and for synthesizing monomer (MC1_B-CF3-1) from monomer (MC1_B-CHF2-1) are shown below.

[0318]

Chemical Formula

[0319] Except for using monomers (MC1_A-CF3) and (MC1_B-CF3) instead of monomers (MC1_A-Cl) and (MC1_B-Cl), in accordance with the synthesis route of the polymer compound having the structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above-mentioned substituent, a polymer compound having the structural unit (UC1) with a heterocyclic ring to which CF3 is bonded as the substituent can be synthesized. As an example, an example of the structure of the polymer compound synthesized by using monomers (MC1_A-CF3-1) and (MC1_B-CF3-1) is shown below.

[0320]

Chem.

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

[0322] By reacting the above monomers (MC1_A-CH3) and (MC1_B-CH3) with Cl2 respectively, a reaction product containing monomer (MC1_A-CH2Cl) and a reaction product containing monomer (MC1_B-CH2Cl) can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC1_A-CH2Cl) is at least one monomer selected from the group consisting of monomer (MC1_A-CH2Cl-1) to monomer (MC1_A-CH2Cl-2). Monomer (MC1_B-CH2Cl) is at least one monomer selected from the group consisting of monomer (MC1_B-CH2Cl-1) to monomer (MC1_B-CH2Cl-2). Monomers (MC1_A-CH2Cl-1) to (MC1_A-CH2Cl-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is substituted with CH2Cl respectively. Monomers (MC1_B-CH2Cl-1) to (MC1_B-CH2Cl-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is substituted with CH2Cl respectively. As an example, the reaction formula for synthesizing monomer (MC1_A-CH2Cl-1) from monomer (MC1_A-CH3-1) and the reaction formula for synthesizing monomer (MC1_B-CH2Cl-1) from monomer (MC1_B-CH3-1) are shown below.

[0323]

Chem.

[0324] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CH2Cl is bonded, except that monomers (MC1_A-CH2Cl) and (MC1_B-CH2Cl) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CH2Cl-1) and (MC1_B-CH2Cl-1) is shown below.

[0325]

Chemical formula

[0326] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHCl2 is bonded as the substituent will be described.

[0327] By reacting the above-mentioned monomers (MC1_A-CH2Cl) and (MC1_B-CH2Cl) with Cl2 respectively, a reaction product containing monomer (MC1_A-CHCl2) and a reaction product containing monomer (MC1_B-CHCl2) can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC1_A-CHCl2) is at least one monomer selected from the group consisting of monomer (MC1_A-CHCl2-1) to monomer (MC1_A-CHCl2-2). Monomer (MC1_B-CHCl2) is at least one monomer selected from the group consisting of monomer (MC1_B-CHCl2-1) to monomer (MC1_B-CHCl2-2). Monomers (MC1_A-CHCl2-1) to (MC1_A-CHCl2-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CHCl2. Monomers (MC1_B-CHCl2-1) to (MC1_B-CHCl2-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is replaced by CHCl2. As an example, the reaction equations for synthesizing monomer (MC1_A-CHCl2-1) from monomer (MC1_A-CH2Cl-1) and for synthesizing monomer (MC1_B-CHCl2-1) from monomer (MC1_B-CH2Cl-1) are shown below.

[0328]

Chemical formula

[0329] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHCl2 is bonded, except that monomers (MC1_A-CHCl2) and (MC1_B-CHCl2) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CHCl2-1) and (MC1_B-CHCl2-1) is shown below.

[0330]

Chemical formula

[0331] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CCl3 is bonded as the substituent will be described.

[0332] By reacting the above-mentioned monomers (MC1_A-CHCl2) and (MC1_B-CHCl2) with Cl2 respectively, a reaction product containing monomer (MC1_A-CCl3) and a reaction product containing monomer (MC1_B-CCl3) can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC1_A-CCl3) is at least one monomer selected from the group consisting of monomer (MC1_A-CCl3-1) to monomer (MC1_A-CCl3-2). Monomer (MC1_B-CCl3) is at least one monomer selected from the group consisting of monomer (MC1_B-CCl3-1) to monomer (MC1_B-CCl3-2). Monomers (MC1_A-CCl3-1) to (MC1_A-CCl3-2) are those in which Cl from monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is replaced by CCl3. Monomers (MC1_B-CCl3-1) to (MC1_B-CCl3-2) are those in which Cl from monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced by CCl3. As an example, the reaction equations for synthesizing monomer (MC1_A-CCl3-1) from monomer (MC1_A-CHCl2-1) and for synthesizing monomer (MC1_B-CCl3-1) from monomer (MC1_B-CHCl2-1) are shown below.

[0333] [Chemical formula]

[0334] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CCl3 is bonded as the substituent, except that monomers (MC1_A-CCl3) and (MC1_B-CCl3) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, examples of the structures of polymer compounds synthesized by using monomers (MC1_A-CCl3-1) and (MC1_B-CCl3-1) are shown below.

[0335] [Chemical formula]

[0336] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CH2Br is bonded as the substituent will be described.

[0337] By reacting the above-mentioned monomers (MC1_A-CH3) and (MC1_B-CH3) with Br2 respectively, a reaction product containing monomer (MC1_A-CH2Br) and a reaction product containing monomer (MC1_B-CH2Br) can be obtained. Also, this reaction product is preferably classified in order to recover the desired monomer as appropriate. Monomer (MC1_A-CH2Br) is at least one monomer selected from the group consisting of monomer (MC1_A-CH2Br-1) to monomer (MC1_A-CH2Br-2). Monomer (MC1_B-CH2Br) is at least one monomer selected from the group consisting of monomer (MC1_B-CH2Br-1) to monomer (MC1_B-CH2Br-2). Monomers (MC1_A-CH2Br-1) to (MC1_A-CH2Br-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CH2Br. Monomers (MC1_B-CH2Br-1) to (MC1_B-CH2Br-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is replaced by CH2Br. As an example, the reaction formulas for synthesizing monomer (MC1_A-CH2Br-1) from monomer (MC1_A-CH3-1) and for synthesizing monomer (MC1_B-CH2Br-1) from monomer (MC1_B-CH3-1) are shown below.

[0338]

Chemical formula

[0339] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized according to the synthetic route of the polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded, except that monomers (MC1_A-CH2Br) and (MC1_B-CH2Br) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CH2Br-1) and (MC1_B-CH2Br-1) is shown below.

[0340]

Chemical formula

[0341] The synthetic route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHBr2 is bonded as the substituent will be described.

[0342] By reacting the above monomers (MC1_A-CH2Br) and (MC1_B-CH2Br) with Br2 respectively, a reaction product containing monomer (MC1_A-CHBr2) and a reaction product containing monomer (MC1_B-CHBr2) can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MC1_A-CHBr2) is at least one monomer selected from the group consisting of monomer (MC1_A-CHBr2-1) to monomer (MC1_A-CHBr2-2). The monomer (MC1_B-CHBr2) is at least one monomer selected from the group consisting of monomer (MC1_B-CHBr2-1) to monomer (MC1_B-CHBr2-2). The monomers from (MC1_A-CHBr2-1) to (MC1_A-CHBr2-2) are those in which Cl from monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is replaced by CHBr2. The monomers from (MC1_B-CHBr2-1) to (MC1_B-CHBr2-2) are those in which Cl from monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced by CHBr2. As an example, the reaction equations for synthesizing monomer (MC1_A-CHBr2-1) from monomer (MC1_A-CH2Br-1) and for synthesizing monomer (MC1_B-CHBr2-1) from monomer (MC1_B-CH2Br-1) are shown below.

[0343] [Chemical formula]

[0344] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of the polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHBr2 is bonded as the substituent, except that monomers (MC1_A-CHBr2) and (MC1_B-CHBr2) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, examples of the structures of polymer compounds synthesized by using monomers (MC1_A-CHBr2-1) and (MC1_B-CHBr2-1) are shown below.

[0345] [Chemical formula]

[0346] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CBr3 is bonded as the substituent will be described.

[0347] By reacting the above-mentioned monomers (MC1_A-CHBr2) and (MC1_B-CHBr2) with Br2 respectively, a reaction product containing monomer (MC1_A-CBr3) and a reaction product containing monomer (MC1_B-CBr3) can be obtained. Also, this reaction product is preferably classified in order to recover the desired monomer as appropriate. The monomer (MC1_A-CBr3) is at least one monomer selected from the group consisting of monomer (MC1_A-CBr3-1) to monomer (MC1_A-CBr3-2). The monomer (MC1_B-CBr3) is at least one monomer selected from the group consisting of monomer (MC1_B-CBr3-1) to monomer (MC1_B-CBr3-2). Monomers (MC1_A-CBr3-1) to (MC1_A-CBr3-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CBr3. Monomers (MC1_B-CBr3-1) to (MC1_B-CBr3-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is replaced by CBr3. As an example, the reaction equations for synthesizing monomer (MC1_A-CBr3-1) from monomer (MC1_A-CHBr2-1) and for synthesizing monomer (MC1_B-CBr3-1) from monomer (MC1_B-CHBr2-1) are shown below.

[0348]

Chemical formula

[0349] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of the polymer compound having a structural unit (UC1) with a heterocyclic ring to which CBr3 is bonded as the substituent, except that monomers (MC1_A-CBr3) and (MC1_B-CBr3) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CBr3-1) and (MC1_B-CBr3-1) is shown below.

[0350]

Chemical formula

[0351] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHO is bonded as the substituent will be described.

[0352] The above monomers (MC1_A-CH2Cl) and (MC1_B-CH2Cl) are each reacted with NaOH in water and then with HCl to obtain a reaction product containing monomer (MC1_A-CH2OH) and a reaction product containing monomer (MC1_B-CH2OH). Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC1_A-CH2OH) is at least one monomer selected from the group consisting of monomer (MC1_A-CH2OH-1) to monomer (MC1_A-CH2OH-2). Monomer (MC1_B-CH2OH) is at least one monomer selected from the group consisting of monomer (MC1_B-CH2OH-1) to monomer (MC1_B-CH2OH-2). Monomers (MC1_A-CH2OH-1) to (MC1_A-CH2OH-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced with CH2OH. Monomers (MC1_B-CH2OH-1) to (MC1_B-CH2OH-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is replaced with CH2OH. As an example, the reaction equations for synthesizing monomer (MC1_A-CH2OH-1) from monomer (MC1_A-CH2Cl-1) and for synthesizing monomer (MC1_B-CH2OH-1) from monomer (MC1_B-CH2Cl-1) are shown below.

[0353] [Chemical formula]

[0354] By reacting the above monomers (MC1_A-CH2OH) and (MC1_B-CH2OH) with PCC in a methylene chloride solvent respectively, a reaction product containing monomer (MC1_A-CHO) and a reaction product containing monomer (MC1_B-CHO) can be obtained. Monomer (MC1_A-CHO) is at least one monomer selected from the group consisting of monomer (MC1_A-CHO-1) to monomer (MC1_A-CHO-2). Monomer (MC1_B-CHO) is at least one monomer selected from the group consisting of monomer (MC1_B-CHO-1) to monomer (MC1_B-CHO-2). Monomers (MC1_A-CHO-1) to (MC1_A-CHO-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CHO respectively. Monomers (MCx_B-CHO-1) to (MC1_B-CHO-2) are those in which Cl from monomers (MC1_B-Cl-1) to (MC1_B-Cl-2) is replaced by CHO respectively. As an example, the reaction formulas for synthesizing monomer (MC1_A-CHO-1) from monomer (MC1_A-CH2OH-1) and for synthesizing monomer (MC1_B-CHO-1) from monomer (MC1_B-CH2OH-1) are shown below.

[0355] [Chemical formula]

[0356] Except for using monomers (MC1_A-CHO) and (MC1_B-CHO) instead of monomers (MC1_A-Cl) and (MC1_B-Cl), a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHO is bonded as a substituent can be synthesized according to the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent. As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CHO-1) and (MC1_B-CHO-1) is shown below.

[0357] [Chemistry]

[0358] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which COOH is bonded as a substituent will be described.

[0359] By reacting the above monomer (MC1_A-CH2OH) with a mixture of potassium dichromate and an aqueous sulfuric acid solution, a reaction product containing the monomer (MC1_A-COOH) can be obtained. Further, after reacting the above monomer (MC1_B-CH2OH) with phosphorus pentachloride and then reacting it with a mixture of potassium dichromate and an aqueous sulfuric acid solution, a reaction product containing the monomer (MC1_C-COOH) can be obtained. Also, this reaction product is preferably fractionated in order to recover the desired monomer as appropriate. The monomer (MC1_A-COOH) is at least one monomer selected from the group consisting of monomer (MC1_A-COOH-1) to monomer (MC1_A-COOH-2). The monomer (MC1_C-COOH) is at least one monomer selected from the group consisting of monomer (MC1_C-COOH-1) to monomer (MC1_C-COOH-2). Monomer (MC1_A-COOH-1) to monomer (MC1_A-COOH-2) are those in which Cl from monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is substituted with COOH. Monomer (MC1_C-COOH-1) to monomer (MC1_C-COOH-2) are those in which Cl from monomer (MC1_C-Cl-1) to monomer (MC1_C-Cl-2) is substituted with COOH. As an example, the reaction formula for synthesizing monomer (MC1_A-COOH-1) from monomer (MC1_A-CH2OH-1) and the reaction formula for synthesizing monomer (MC1_C-COOH-1) from monomer (MC1_B-CH2OH-1) are shown below.

[0360] [Chemistry]

[0361] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which COOH is bonded as the substituent, except that monomers (MC1_A-COOH) and (MC1_C-COOH) are used instead of monomers (MC1_A-Cl) and (MC1_C-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-COOH-1) and (MC1_C-COOH-1) is shown below.

[0362]

Chemical formula

[0363] The synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHOHCH2OH is bonded as the substituent will be described.

[0364] The above monomers (MC1_A-C2H5) and monomer (MC1_B-C2H5) are each reacted with Cl2 and then reacted with NaOH in water to obtain a reaction product containing monomer (MC1_A-CHOHCH2OH) and a reaction product containing monomer (MC1_B-CHOHCH2OH). Further, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC1_A-CHOHCH2OH) is at least one monomer selected from the group consisting of monomer (MC1_A-CHOHCH2OH-1) to monomer (MC1_A-CHOHCH2OH-2). Monomer (MC1_B-CHOHCH2OH) is at least one monomer selected from the group consisting of monomer (MC1_B-CHOHCH2OH-1) to monomer (MC1_B-CHOHCH2OH-2). Monomers (MC1_A-CHOHCH2OH-1) to (MC1_A-CHOHCH2OH-2) are those in which Cl from monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is replaced by CHOHCH2OH. Monomers (MC1_B-CHOHCH2OH-1) to (MC1_B-CHOHCH2OH-2) are those in which Cl from monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced by CHOHCH2OH. As an example, the reaction formula for synthesizing monomer (MC1_A-CHOHCH2OH-1) from monomer (MC1_A-C2H5-1) and the reaction formula for synthesizing monomer (MC1_B-CHOHCH2OH-1) from monomer (MC1_B-C2H5-1) are shown below.

[0365]

Chemical formula

[0366] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHOHCH2OH is bonded as a substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as a substituent, except that monomers (MC1_A-CHOHCH2OH) and (MC1_B-CHOHCH2OH) are used instead of monomers (MC1_A-Cl) and (MC1_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CHOHCH2OH-1) and (MC1_B-CHOHCH2OH-1) is shown below.

[0367]

Chemical formula

[0368] The synthesis route of a polymer compound having a structural unit (UC2) represented by the chemical structural formula (C2) will be described.

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

[0370]

Chemical formula

[0371] When describing the synthetic routes of polymer compounds having constitutional unit (UA) and polymer compounds having constitutional unit (UB), by following various reaction methods for introducing substituents described therein, monomer (MC2_A) and monomer (MC2_B) as starting materials can be used to obtain monomer (MC2_A-X-Y) and monomer (MC2_B-X-Y) each having a heterocyclic ring to which a substituent is bonded. It is preferably classified to recover the desired monomer as appropriate. Here, X of monomer (MC2_A-X-Y) represents a substituent bonded to the heterocyclic ring of (MC2_A). X of (MC2_B-X-Y) represents a substituent bonded to the heterocyclic ring of (MC2_B). Also, Y of monomer (MC2_A-X-Y) represents a number assigned to each isomer according to the position and number of substituents bonded to the heterocyclic ring in order to distinguish each isomer generated during the reaction. Y of monomer (MC2_B-X-Y) represents a number assigned to each isomer according to the position and number of substituents bonded to the heterocyclic ring in order to distinguish each isomer generated during the reaction.

[0372] Describe the synthetic route of a polymer compound having a constitutional unit (UC2) having a heterocyclic ring to which Cl is bonded as a substituent.

[0373] The starting monomers (MC2_A) and (MC2_B) are each reacted with Cl2 to obtain a reaction product containing monomer (MC2_A-Cl) and a reaction product containing monomer (MC2_B-Cl). Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MC2_A-Cl) is at least one monomer selected from the group consisting of monomer (MC2_A-Cl-1) to monomer (MC2_A-Cl-2). Monomer (MC2_B-Cl) is at least one monomer selected from the group consisting of monomer (MC2_B-Cl-1) to monomer (MC2_B-Cl-2). Also, regarding each reaction shown in the description of the synthesis route, the production ratio of each monomer during the reaction can be appropriately optimized by adjusting the reaction time and reaction temperature. As an example, 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]

Chemical formula

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

[0376] [Chemical formula]

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

[0378] [Chemical formula]

[0379] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which F is bonded as a substituent will be described.

[0380] By reacting the above monomers (MC2_A-Cl) and monomer (MC2_B-Cl) with KF in a sulfolane solvent respectively, the Cl in each monomer is replaced with F, and a reaction product containing monomer (MC2_A-F) and a reaction product containing monomer (MC2_B-F) are obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC2_A-F) is at least one monomer selected from the group consisting of monomer (MC2_A-F-1) to monomer (MC2_A-F-2). Monomer (MC2_B-F) is at least one monomer selected from the group consisting of monomer (MC2_B-F-1) to monomer (MC2_B-F-2). From monomer (MC2_A-F-1) to monomer (MC2_A-F-2), the Cl in each of monomer (MC2_A-Cl-1) to monomer (MC2_A-Cl-2) is replaced with F. From monomer (MC2_B-F-1) to monomer (MC2_B-F-2), the Cl in each of monomer (MC2_B-Cl-1) to monomer (MC2_B-Cl-2) is replaced with F. As an example, the reaction equations for synthesizing monomer (MC2_A-F-1) from monomer (MC2_A-Cl-1) and for synthesizing monomer (MC2_B-F-1) from monomer (MC2_B-Cl-1) are shown below.

[0381] [Chemical formula]

[0382] Except for using monomer (MC2_A-F) and monomer (MC2_B-F) instead of monomer (MC2_A-Cl) and monomer (MC2_B-Cl), according to the synthesis route of the polymer compound having the structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above substituent, a polymer compound having the structural unit (UC2) with a heterocyclic ring to which F is bonded as the substituent can be synthesized. As an example, an example of the structure of the polymer compound synthesized by using monomer (MC2_A-F-1) and (MC2_B-F-1) is shown below.

[0383] [Chem.]

[0384] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which Br is bonded as a substituent will be described.

[0385] By reacting the starting monomers (MC2_A) and (MC2_B) with Br2 respectively, a reaction product containing monomer (MC2_A-Br) and a reaction product containing monomer (MC2_B-Br) can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC2_A-Br) is at least one monomer selected from the group consisting of monomer (MC2_A-Br-1) to monomer (MC2_A-Br-2). Monomer (MC2_B-Br) is at least one monomer selected from the group consisting of monomer (MC2_B-Br-1) to monomer (MC2_B-Br-2). Monomers (MC2_A-Br-1) to (MC2_A-Br-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by Br. Monomers (MC2_B-Br-1) to (MC2_B-Br-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by Br. As an example, the reaction formula for synthesizing monomer (MC2_A-Br-1) from monomer (MC2_A) and the reaction formula for synthesizing monomer (MC2_B-Br-1) from monomer (MC2_B) are shown below.

[0386] [Chem.]

[0387] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which Br is bonded as the substituent, except that monomers (MC2_A-Br) and (MC2_B-Br) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-Br-1) and (MC2_B-Br-1) is shown below.

[0388] [Chemical formula]

[0389] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which OH is bonded as the substituent will be described.

[0390] By reacting the above-mentioned monomers (MC2_A-Cl) and monomer (MC2_B-Cl) with NaOH in water respectively, Cl is replaced with OH, and reaction products containing monomer (MC2_A-OH) and reaction products containing monomer (MC2_B-OH) are obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC2_A-OH) is at least one monomer selected from the group consisting of monomer (MC2_A-OH-1) to monomer (MC2_A-OH-2). Monomer (MC2_B-OH) is at least one monomer selected from the group consisting of monomer (MC2_B-OH-1) to monomer (MC2_B-OH-2). From monomer (MC2_A-OH-1) to monomer (MC2_A-OH-2), Cl from monomer (MC2_A-Cl-1) to monomer (MC2_A-Cl-2) is replaced with OH respectively. From monomer (MC2_B-OH-1) to monomer (MC2_B-OH-2), Cl from monomer (MC2_B-Cl-1) to monomer (MC2_B-Cl-2) is replaced with OH respectively. As an example, the reaction formula for synthesizing monomer (MC2_A-OH-1) from monomer (MC2_A-Cl-1) and the reaction formula for synthesizing monomer (MC2_B-OH-1) from monomer (MC2_B-Cl-1) are shown below.

[0391] [Chemical formula]

[0392] Except for using monomers (MC2_A-OH) and (MC2_B-OH) instead of monomers (MC2_A-Cl) and monomer (MC2_B-Cl), according to the synthesis route of the polymer compound having the structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-mentioned substituent, a polymer compound having the structural unit (UC2) with a heterocyclic ring to which OH is bonded as the substituent can be synthesized. As an example, an example of the structure of the polymer compound synthesized by using monomers (MC2_A-OH-1) and (MC2_B-OH-1) is shown below.

[0393]

Chem.

[0394] The synthetic route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH3 is bonded as a substituent will be described.

[0395] By reacting the starting monomers (MC2_A) and (MC2_B) with CH3Cl in the presence of AlCl3, reaction products containing monomer (MC2_A-CH3) and reaction products containing (MC2_B-CH3) are obtained. Also, this reaction product is preferably fractionated to recover the desired monomer as appropriate. Monomer (MC2_A-CH3) is at least one monomer selected from the group consisting of monomer (MC2_A-CH3-1) to monomer (MC2_A-CH3-2). Monomer (MC2_B-CH3) is at least one monomer selected from the group consisting of monomer (MC2_B-CH3-1) to monomer (MC2_B-CH3-2). Monomers (MC2_A-CH3-1) to (MC2_A-CH3-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CH3. Monomers (MC2_B-CH3-1) to (MC2_B-CH3-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CH3. As an example, the reaction equations for synthesizing monomer (MC2_A-CH3-1) from monomer (MC2_A) and for synthesizing monomer (MC2_B-CH3-1) from monomer (MC2_B) are shown below.

[0396]

Chem.

[0397] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH3 is bonded as the substituent, except that monomers (MC2_A-CH3) and (MC2_B-CH3) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CH3-1) and (MC2_B-CH3-1) is shown below.

[0398]

Chemical formula

[0399] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which C2H5 is bonded as the substituent will be described.

[0400] The monomers (MC2_A) and (MC2_B) serving as starting materials are each reacted with C2H5Li to obtain a reaction product containing the monomer (MC2_A-C2H5) and a reaction product containing the monomer (MC2_B-C2H5). Further, this reaction product is preferably classified as appropriate to recover the desired monomer. The monomer (MC2_A-C2H5) is at least one monomer selected from the group consisting of the monomer (MC2_A-C2H5-1) to the monomer (MC2_A-C2H5-2). The monomer (MC2_B-C2H5) is at least one monomer selected from the group consisting of the monomer (MC2_B-C2H5-1) to the monomer (MC2_B-C2H5-2). The monomers (MC2_A-C2H5-1) to (MC2_A-C2H5-2) are those in which Cl from the monomer (MC2_A-Cl-1) to the monomer (MC2_A-Cl-2) is replaced with C2H5. The monomers (MC2_B-C2H5-1) to (MC2_B-C2H5-2) are those in which Cl from the monomer (MC2_B-Cl-1) to the monomer (MC2_B-Cl-2) is replaced with C2H5. As an example, the reaction formula for synthesizing the monomer (MC2_A-C2H5-1) from the monomer (MC2_A) and the reaction formula for synthesizing the monomer (MC2_B-C2H5-1) from the monomer (MC2_B) are shown below.

[0401] [Chemical formula]

[0402] A polymer compound having a structural unit (UC2) having a heterocyclic ring to which C2H5 is bonded as a substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) having a heterocyclic ring to which Cl is bonded as a substituent, except that the monomers (MC2_A-C2H5) and (MC2_B-C2H5) are used instead of the monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using the monomers (MC2_A-C2H5-1) and (MC2_B-C2H5-1) is shown below.

[0403]

Chem.

[0404] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH2F is bonded 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 monomer (MC2_A-CH2F) and a reaction product containing (MC2_B-CH2F) can be obtained. Also, this reaction product is preferably fractionated to recover the desired monomer as appropriate. Monomer (MC2_A-CH2F) is at least one monomer selected from the group consisting of monomer (MC2_A-CH2F-1) to monomer (MC2_A-CH2F-2). Monomer (MC2_B-CH2F) is at least one monomer selected from the group consisting of monomer (MC2_B-CH2F-1) to monomer (MC2_B-CH2F-2). Monomers (MC2_A-CH2F-1) to (MC2_A-CH2F-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CH2F. Monomers (MC2_B-CH2F-1) to (MC2_B-CH2F-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CH2F. As an example, the reaction formula for synthesizing monomer (MC2_A-CH2F-1) from monomer (MC2_A-CH3-1) and the reaction formula for synthesizing monomer (MC2_B-CH2F-1) from monomer (MC2_B-CH3-1) are shown below.

[0406]

Chem.

[0407] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH2F is bonded, except that monomers (MC2_A-CH2F) and (MC2_B-CH2F) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CH2F-1) and (MC2_B-CH2F-1) is shown below.

[0408] [Chemical Formula]

[0409] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHF2 is bonded as the substituent will be described.

[0410] By reacting the above-mentioned monomers (MC2_A-CH2F) and (MC2_B-CH2F) with F2 respectively, a reaction product containing monomer (MC2_A-CHF2) and a reaction product containing monomer (MC2_B-CHF2) can be obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MC2_A-CHF2) is at least one monomer selected from the group consisting of monomer (MC2_A-CHF2-1) to monomer (MC2_A-CHF2-2). Monomer (MC2_B-CHF2) is at least one monomer selected from the group consisting of monomer (MC2_B-CHF2-1) to monomer (MC2_B-CHF2-2). Monomers (MC2_A-CHF2-1) to (MC2_A-CHF2-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CHF2. Monomers (MC2_B-CHF2-1) to (MC2_B-CHF2-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CHF2. As an example, the reaction equations for synthesizing monomer (MC2_A-CHF2-1) from monomer (MC2_A-CH2F-1) and for synthesizing monomer (MC2_B-CHF2-1) from monomer (MC2_B-CH2F-1) are shown below.

[0411]

Chemical formula

[0412] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHF2 is bonded, except that monomers (MC2_A-CHF2) and (MC2_B-CHF2) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, examples of the structures of polymer compounds synthesized by using monomers (MC2_A-CHF2-1) and (MC2_B-CHF2-1) are shown below.

[0413]

Chemical formula

[0414] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CF3 is bonded as the substituent will be described.

[0415] By reacting the above-mentioned monomers (MC2_A-CHF2) and (MC2_B-CHF2) with F2 respectively, a reaction product containing monomer (MC2_A-CF3) and a reaction product containing monomer (MC2_B-CF3) can be obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MC2_A-CF3) is at least one monomer selected from the group consisting of monomer (MC2_A-CF3-1) to monomer (MC2_A-CF3-2). Monomer (MC2_B-CF3) is at least one monomer selected from the group consisting of monomer (MC2_B-CF3-1) to monomer (MC2_B-CF3-2). Monomers (MC2_A-CF3-1) to (MC2_A-CF3-2) are those in which Cl from monomer (MC2_A-Cl-1) to monomer (MC2_A-Cl-2) is replaced by CF3. Monomers (MC2_B-CF3-1) to (MC2_B-CF3-2) are those in which Cl from monomer (MC2_B-Cl-1) to monomer (MC2_B-Cl-2) is replaced by CF3. As an example, the reaction formulas for synthesizing monomer (MC2_A-CF3-1) from monomer (MC2_A-CHF2-1) and for synthesizing monomer (MC2_B-CF3-1) from monomer (MC2_B-CHF2-1) are shown below.

[0416] [Chemical formula]

[0417] Except for using monomers (MC2_A-CF3) and (MC2_B-CF3) instead of monomers (MC2_A-Cl) and (MC2_B-Cl), in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above substituent, a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CF3 is bonded as the substituent can be synthesized. As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CF3-1) and (MC2_B-CF3-1) is shown below.

[0418]

Chem.

[0419] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH2Cl is bonded as a substituent will be described.

[0420] By reacting the above monomers (MC2_A-CH3) and (MC2_B-CH3) with Cl2 respectively, a reaction product containing monomer (MC2_A-CH2Cl) and a reaction product containing monomer (MC2_B-CH2Cl) can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC2_A-CH2Cl) is at least one monomer selected from the group consisting of monomer (MC2_A-CH2Cl-1) to monomer (MC2_A-CH2Cl-2). Monomer (MC2_B-CH2Cl) is at least one monomer selected from the group consisting of monomer (MC2_B-CH2Cl-1) to monomer (MC2_B-CH2Cl-2). Monomers (MC2_A-CH2Cl-1) to (MC2_A-CH2Cl-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CH2Cl. Monomers (MC2_B-CH2Cl-1) to (MC2_B-CH2Cl-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CH2Cl. As an example, the reaction formula for synthesizing monomer (MC2_A-CH2Cl-1) from monomer (MC2_A-CH3-1) and the reaction formula for synthesizing monomer (MC2_B-CH2Cl-1) from monomer (MC2_B-CH3-1) are shown below.

[0421]

Chem.

[0422] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH2Cl is bonded, except that monomers (MC2_A-CH2Cl) and (MC2_B-CH2Cl) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CH2Cl-1) and (MC2_B-CH2Cl-1) is shown below.

[0423]

Chemical formula

[0424] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHCl2 is bonded as the substituent will be described.\

[0425] By reacting the above-mentioned monomers (MC2_A-CH2Cl) and (MC2_B-CH2Cl) with Cl2 respectively, a reaction product containing monomer (MC2_A-CHCl2) and a reaction product containing monomer (MC2_B-CHCl2) can be obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MC2_A-CHCl2) is at least one monomer selected from the group consisting of monomer (MC2_A-CHCl2-1) to monomer (MC2_A-CHCl2-2). Monomer (MC2_B-CHCl2) is at least one monomer selected from the group consisting of monomer (MC2_B-CHCl2-1) to monomer (MC2_B-CHCl2-2). Monomers (MC2_A-CHCl2-1) to (MC2_A-CHCl2-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CHCl2. Monomers (MC2_B-CHCl2-1) to (MC2_B-CHCl2-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CHCl2. As an example, the reaction equations for synthesizing monomer (MC2_A-CHCl2-1) from monomer (MC2_A-CH2Cl-1) and for synthesizing monomer (MC2_B-CHCl2-1) from monomer (MC2_B-CH2Cl-1) are shown below.

[0426] [Chemical formula]

[0427] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHCl2 is bonded, except that monomers (MC2_A-CHCl2) and (MC2_B-CHCl2) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CHCl2-1) and (MC2_B-CHCl2-1) is shown below.

[0428]

Chemical formula

[0429] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CCl3 is bonded as the substituent will be described.

[0430] By reacting the above-mentioned monomers (MC2_A-CHCl2) and (MC2_B-CHCl2) with Cl2 respectively, a reaction product containing monomer (MC2_A-CCl3) and a reaction product containing monomer (MC2_B-CCl3) can be obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. Monomer (MC2_A-CCl3) is at least one monomer selected from the group consisting of monomer (MC2_A-CCl3-1) to monomer (MC2_A-CCl3-2). Monomer (MC2_B-CCl3) is at least one monomer selected from the group consisting of monomer (MC2_B-CCl3-1) to monomer (MC2_B-CCl3-2). Monomers (MC2_A-CCl3-1) to (MC2_A-CCl3-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CCl3 respectively. Monomers (MC2_B-CCl3-1) to (MC2_B-CCl3-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CCl3 respectively. As an example, the reaction equations for synthesizing monomer (MC2_A-CCl3-1) from monomer (MC2_A-CHCl2-1) and for synthesizing monomer (MC2_B-CCl3-1) from monomer (MC2_B-CHCl2-1) are shown below.

[0431]

Chemical formula

[0432] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CCl3 is bonded, except that monomers (MC2_A-CCl3) and (MC2_B-CCl3) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CCl3-1) and (MC2_B-CCl3-1) is shown below.

[0433]

Chemical formula

[0434] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH2Br is bonded as the substituent will be described.

[0435] By reacting the above-mentioned monomers (MC2_A-CH3) and (MC2_B-CH3) with Br2 respectively, a reaction product containing monomer (MC2_A-CH2Br) and a reaction product containing monomer (MC2_B-CH2Br) can be obtained. Also, this reaction product is preferably classified in order to recover the desired monomer as appropriate. Monomer (MC2_A-CH2Br) is at least one monomer selected from the group consisting of monomer (MC2_A-CH2Br-1) to monomer (MC2_A-CH2Br-2). Monomer (MC2_B-CH2Br) is at least one monomer selected from the group consisting of monomer (MC2_B-CH2Br-1) to monomer (MC2_B-CH2Br-2). Monomers (MC2_A-CH2Br-1) to (MC2_A-CH2Br-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CH2Br. Monomers (MC2_B-CH2Br-1) to (MC2_B-CH2Br-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CH2Br. As an example, the reaction equations for synthesizing monomer (MC2_A-CH2Br-1) from monomer (MC2_A-CH3-1) and for synthesizing monomer (MC2_B-CH2Br-1) from monomer (MC2_B-CH3-1) are shown below.

[0436]

Chemical formula

[0437] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above substituent can be synthesized according to the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH2Br is bonded as the substituent, except that monomers (MC2_A-CH2Br) and (MC2_B-CH2Br) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, examples of the structures of polymer compounds synthesized by using monomers (MC2_A-CH2Br-1) and (MC2_B-CH2Br-1) are shown below.

[0438]

Chemical formula

[0439] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHBr2 is bonded as the substituent will be described.

[0440] By reacting the above-mentioned monomers (MC2_A-CH2Br) and (MC2_B-CH2Br) with Br2 respectively, a reaction product containing monomer (MC2_A-CHBr2) and a reaction product containing monomer (MC2_B-CHBr2) can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MC2_A-CHBr2) is at least one monomer selected from the group consisting of monomer (MC2_A-CHBr2-1) to monomer (MC2_A-CHBr2-2). The monomer (MC2_B-CHBr2) is at least one monomer selected from the group consisting of monomer (MC2_B-CHBr2-1) to monomer (MC2_B-CHBr2-2). Monomers (MC2_A-CHBr2-1) to (MC2_A-CHBr2-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CHBr2. Monomers (MC2_B-CHBr2-1) to (MC2_B-CHBr2-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CHBr2. As an example, the reaction equations for synthesizing monomer (MC2_A-CHBr2-1) from monomer (MC2_A-CH2Br-1) and for synthesizing monomer (MC2_B-CHBr2-1) from monomer (MC2_B-CH2Br-1) are shown below.

[0441]

Chemical formula

[0442] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of the polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHBr2 is bonded as the substituent, except that monomers (MC2_A-CHBr2) and (MC2_B-CHBr2) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of the polymer compound synthesized by using monomers (MC2_A-CHBr2-1) and (MC2_B-CHBr2-1) is shown below.

[0443] [Chemical formula]

[0444] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CBr3 is bonded as the substituent will be described.

[0445] By reacting the above-mentioned monomers (MC2_A-CHBr2) and (MC2_B-CHBr2) with Br2 respectively, a reaction product containing monomer (MC2_A-CBr3) and a reaction product containing monomer (MC2_B-CBr3) can be obtained. Also, this reaction product is preferably classified in order to recover the desired monomer as appropriate. Monomer (MC2_A-CBr3) is at least one monomer selected from the group consisting of monomer (MC2_A-CBr3-1) to monomer (MC2_A-CBr3-2). Monomer (MC2_B-CBr3) is at least one monomer selected from the group consisting of monomer (MC2_B-CBr3-1) to monomer (MC2_B-CBr3-2). Monomers (MC2_A-CBr3-1) to (MC2_A-CBr3-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CBr3. Monomers (MC2_B-CBr3-1) to (MC2_B-CBr3-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CBr3. As an example, the reaction equations for synthesizing monomer (MC2_A-CBr3-1) from monomer (MC2_A-CHBr2-1) and for synthesizing monomer (MC2_B-CBr3-1) from monomer (MC2_B-CHBr2-1) are shown below .

[0446] [Chemical formula]

[0447] A polymer compound having a structural unit (UC1) with a heterocyclic ring to which CBr3 is bonded as a substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-mentioned substituent, except that monomers (MC2_A-CBr3) and (MC2_B-CBr3) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CBr3-1) and (MC2_B-CBr3-1) is shown below.

[0448] [Chemical formula]

[0449] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHO is bonded as a substituent will be described.

[0450] The above-mentioned monomers (MC2_A-CH2Cl) and (MC2_B-CH2Cl) are each reacted with NaOH in water and then with HCl to obtain a reaction product containing monomer (MC2_A-CH2OH) and a reaction product containing monomer (MC2_B-CH2OH). Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC2_A-CH2OH) is at least one monomer selected from the group consisting of monomer (MC2_A-CH2OH-1) to monomer (MC2_A-CH2OH-2). Monomer (MC2_B-CH2OH) is at least one monomer selected from the group consisting of monomer (MC2_B-CH2OH-1) to monomer (MC2_B-CH2OH-2). Monomers (MC2_A-CH2OH-1) to (MC2_A-CH2OH-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced with CH2OH. Monomers (MC2_B-CH2OH-1) to (MC2_B-CH2OH-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced with CH2OH. As an example, the reaction equations for synthesizing monomer (MC2_A-CH2OH-1) from monomer (MC2_A-CH2Cl-1) and for synthesizing monomer (MC2_B-CH2OH-1) from monomer (MC2_B-CH2Cl-1) are shown below.

[0451] [Chemical formula]

[0452] By reacting the above monomers (MC2_A-CH2OH) and (MC2_B-CH2OH) with PCC in a methylene chloride solvent respectively, a reaction product containing monomer (MC2_A-CHO) and a reaction product containing monomer (MC2_B-CHO) can be obtained. Monomer (MC2_A-CHO) is at least one monomer selected from the group consisting of monomer (MC2_A-CHO-1) to monomer (MC2_A-CHO-2). Monomer (MC2_B-CHO) is at least one monomer selected from the group consisting of monomer (MC2_B-CHO-1) to monomer (MC2_B-CHO-2). Monomers (MC2_A-CHO-1) to (MC2_A-CHO-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CHO respectively. Monomers (MC2_B-CHO-1) to (MC2_B-CHO-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CHO respectively. As an example, the reaction equations for synthesizing monomer (MC2_A-CHO-1) from monomer (MC2_A-CH2OH-1) and for synthesizing monomer (MC2_B-CHO-1) from monomer (MC2_B-CH2OH-1) are shown below.

[0453] [Chemical formula]

[0454] Except for using monomers (MC2_A-CHO) and (MC2_B-CHO) instead of monomers (MC2_A-Cl) and (MC2_B-Cl), according to the synthesis route of the polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above substituent, a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHO is bonded as the substituent can be synthesized. As an example, an example of the structure of the polymer compound synthesized by using monomers (MC2_A-CHO-1) and (MC2_B-CHO-1) is shown below.

[0455] [Chem.]

[0456] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which COOH is bonded as a substituent will be described.

[0457] By reacting the above monomer (MC2_A-CH2OH) with a mixture of potassium dichromate and an aqueous sulfuric acid solution, a reaction product containing the monomer (MC2_A-COOH) can be obtained. Further, by reacting the above monomer (MC2_B-CH2OH) with phosphorus pentachloride and then reacting with a mixture of potassium dichromate and an aqueous sulfuric acid solution, a reaction product containing the monomer (MC2_C-COOH) can be obtained. Also, this reaction product is preferably fractionated in order to appropriately recover the desired monomer. The monomer (MC2_A-COOH) is at least one monomer selected from the group consisting of monomer (MC2_A-COOH-1) to monomer (MC2_A-COOH-2). The monomer (MC2_C-COOH) is at least one monomer selected from the group consisting of monomer (MC2_C-COOH-1) to monomer (MC2_C-COOH-2). Monomers (MC2_A-COOH-1) to (MC2_A-COOH-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by COOH. Monomers (MC2_C-COOH-1) to (MC2_C-COOH-2) are those in which Cl from monomers (MC2_C-Cl-1) to (MC2_C-Cl-2) is replaced by COOH. As an example, the reaction formulas for synthesizing monomer (MC2_A-COOH-1) from monomer (MC2_A-CH2OH-1) and for synthesizing monomer (MC2_C-COOH-1) from monomer (MC2_B-CH2OH-1) are shown below.

[0458] [Chem.]

[0459] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-described substituent can be synthesized in accordance with the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which COOH is bonded, except that monomers (MC2_A-COOH) and (MC2_C-COOH) are used instead of monomers (MC2_A-Cl) and (MC2_C-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-COOH-1) and (MC2_C-COOH-1) is shown below.

[0460] [Chemical formula][[ID=]]

[0461] The synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHOHCH2OH is bonded as the substituent will be described.

[0462] The above monomers (MC2_A-C2H5) and monomer (MC2_B-C2H5) are each reacted with Cl2 and then reacted with NaOH in water to obtain a reaction product containing monomer (MC2_A-CHOHCH2OH) and a reaction product containing monomer (MC2_B-CHOHCH2OH). Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. Monomer (MC2_A-CHOHCH2OH) is at least one monomer selected from the group consisting of monomer (MC2_A-CHOHCH2OH-1) to monomer (MC2_A-CHOHCH2OH-2). Monomer (MC2_B-CHOHCH2OH) is at least one monomer selected from the group consisting of monomer (MC2_B-CHOHCH2OH-1) to monomer (MC2_B-CHOHCH2OH-2). Monomers (MC2_A-CHOHCH2OH-1) to (MC2_A-CHOHCH2OH-2) are those in which Cl from monomers (MC2_A-Cl-1) to (MC2_A-Cl-2) is replaced by CHOHCH2OH. Monomers (MC2_B-CHOHCH2OH-1) to (MC2_B-CHOHCH2OH-2) are those in which Cl from monomers (MC2_B-Cl-1) to (MC2_B-Cl-2) is replaced by CHOHCH2OH. As an example, the reaction equations for synthesizing monomer (MC2_A-CHOHCH2OH-1) from monomer (MC2_A-C2H5-1) and for synthesizing monomer (MC2_B-CHOHCH2OH-1) from monomer (MC2_B-C2H5-1) are shown below.

[0463] [Chemical formula]

[0464] A polymer compound having a structural unit (UC2) with a heterocyclic ring to which CHOHCH2OH is bonded as a substituent can be synthesized according to the synthesis route of a polymer compound having a structural unit (UC2) with a heterocyclic ring to which Cl is bonded as the above-described substituent, except that monomers (MC2_A-CHOHCH2OH) and (MC2_B-CHOHCH2OH) are used instead of monomers (MC2_A-Cl) and (MC2_B-Cl). As an example, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CHOHCH2OH-1) and (MC2_B-CHOHCH2OH-1) is shown below.

[0465] [Chemical formula]

[0466] (2) (Composition for molding) The composition for molding according to this embodiment contains the polymer compound described above. For example, when a film is formed from the composition for molding, the percentage of the polymer compound in the composition for molding 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 in the composition for molding is more preferably 95% by mass or more. The composition for molding may contain at least one selected from the group consisting of components other than the polymer compound, such as a solvent such as water, a polymerization initiator, a polymerization inhibitor, and a curing agent.

[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. In this case, a film having a high dielectric constant can be obtained.

[0469] When producing a film from the composition for molding, the composition for molding described above preferably contains a solvent. In this case, the coatability of the composition for molding when molding the film can be improved.

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

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

[0472] The film according to this embodiment can also be obtained by other methods. For example, the film can be obtained by extrusion molding of a molding composition.

[0473] The film according to this embodiment is formed to an appropriate thickness according to the purpose of 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. Also, if 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 above-described polymer compound.

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

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

[0478] The electrode 2 may be a thin film electrode layer formed by vapor depositing a metal, or may be a metal foil. The metal constituting the electrode 2 contains at least one selected from the group consisting of, for example, 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 of the capacitor 10, the higher the capacitance. Also, the higher the dielectric constant of the dielectric layer, the higher the capacitance. Furthermore, the smaller the distance between the electrodes, the higher the capacitance. Since the capacitor 10 according to the present embodiment uses a dielectric layer 1 formed from a polymer compound having a high dielectric constant according to the present embodiment, the capacitance of the capacitor can be increased.

[0480] When manufacturing the capacitor 10 according to the present embodiment, polymerizing the polymer compound in the film and vapor depositing a metal on the film to form electrodes may be performed in the same process. In this case, forming a dielectric layer from the film and forming vapor deposited electrodes can be performed efficiently.

[0481] Also, the capacitor according to the present embodiment may be either a wound type (hereinafter also referred to as a reel type) capacitor or a multilayer type capacitor. The reel 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. Further, the multilayer type 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. 1.

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

[0483] Next, a pair of ordinary metallized films 31 are overlapped with their long sides aligned, and are wound up so that the long sides where the margin portions 22 of the metallized films 31 are formed are opposite to each other, and the electrodes 11 face each other through the dielectric layer 21. By winding up the pair of overlapped metallized films 31 in this way, a columnar wound object can be obtained, and by pressing the side surface of this wound object from both sides, a wound body 41 having an oval cross section can be obtained.

[0484] Subsequently, by forming the external electrodes 51 and 52 on both ends of the wound body 41 respectively by metallikon (metal spraying method), the winding type capacitor 100 can be obtained. The external electrodes 51 and 52 are formed of, for example, aluminum, zinc, magnesium, an alloy containing these, etc. Each of the external electrodes 51 and 52 is electrically connected to each of the pair of electrodes 11, and the pair of electrodes 11 constitute a pair of internal electrodes. Then, by electrically connecting the external connection terminals 61 and 62 to each of the external electrodes 51 and 52 by soldering, the capacitor 100 shown in Fig. 2B can be manufactured. In this way, in the capacitor 100, while the thickness of the dielectric layer 21 is maintained, the capacitance of the capacitor 100 can be made larger. And while the capacitance of the capacitor 100 is maintained, miniaturization of the capacitor 100 can be achieved. The dielectric constant and capacitance values of "Examples 1 to 215" of the present disclosure are values measured using the winding type capacitor 100 manufactured based on the above method.

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

[0486] (5) (Modification example) The polymer compound according to the present embodiment can be contained not only in films and capacitors but also in various products. Further, the molding composition containing the polymer compound according to the present embodiment is used when producing various products.

[0487] The molding composition according to the present embodiment is used when producing a dielectric mirror, a heat conductive member, a printed wiring board, a semiconductor encapsulating material, and the like. Note that the molding composition may have an appropriate composition according to the application or purpose of use. For example, the molding composition according to the present embodiment may contain a solvent such as water used when producing a film, a polymerization initiator, and components other than a curing agent according to 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 the present embodiment in layers on a glass substrate.

[0489] The heat conductive member is produced by pressing a sheet obtained by cutting a molded body produced by curing a heat conductive resin composition containing the polymer compound according to the present embodiment and a heat conductive filler into a sheet shape.

[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 the present embodiment.

[0491] The semiconductor encapsulation material is obtained by adding a polymer compound, an inorganic filler, and a curing agent according to the present embodiment into an organic solvent, mixing and dispersing them to prepare an adhesive varnish for encapsulating a semiconductor connection portion, applying the varnish onto a base film, and drying the organic solvent by heating to obtain a film-shaped adhesive. When preparing the adhesive varnish for encapsulating the semiconductor connection portion, a curing accelerator may be added as a catalyst. Further, other additives may 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 heterocyclic ring, a carbonyl group, and a substituent bonded to the heterocyclic ring, and the substituent is 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 the first aspect, a polymer compound having a high dielectric constant is provided.

[0494] The polymer compound according to the second aspect of the present disclosure is, in the first aspect, 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 the second aspect, a polymer compound having a high dielectric constant is provided.

[0496] The polymer compound according to the third aspect of the present disclosure is, in the first or second aspect, the heterocyclic ring has a nitrogen atom.

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

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

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

[0500] In the fifth aspect of the present disclosure, in any one of the first to fourth aspects, the constitutional unit (U) includes a constitutional unit (UA) represented by the chemical structural formula (A), and R1, R2, and R3 in the 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 the fifth aspect, a polymer compound having a high dielectric constant is provided.

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

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

[0504] In the seventh aspect of the present disclosure, in the fifth aspect, in the chemical structural formula (A), 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 the seventh aspect, a polymer compound having a high dielectric constant is provided.

[0506] In the eighth aspect of the present disclosure, in any one of the first to seventh aspects, the constitutional unit (U) includes a constitutional unit (UB) represented by the chemical structural formula (B). R1 and R2 in the 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 the eighth aspect, a polymer compound having a high dielectric constant is provided.

[0508] In the ninth aspect of the present disclosure, in the eighth aspect, in the 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 H or the same as R1.

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

[0510] The polymer compound according to the tenth aspect of the present disclosure, in any one of the first to ninth aspects, the constitutional unit (U) includes a constitutional unit (UC1) represented by the chemical structural formula (C1), and R1 and R2 in the 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 the tenth aspect, a polymer compound having a high dielectric constant is provided.

[0512] The polymer compound according to the eleventh aspect of the present disclosure, in the tenth aspect, in the chemical structural formula (C1), 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 the eleventh aspect, a polymer compound having a high dielectric constant is provided.

[0514] The polymer compound according to the twelfth aspect of the present disclosure, in any one of the first to eleventh aspects, the constitutional unit (U) includes a constitutional unit (UC2) represented by the chemical structural formula (C2), and R1 and R2 in the 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 the twelfth aspect, a polymer compound having a high dielectric constant is provided.

[0516] In the thirteenth aspect of the present disclosure, in the chemical structural formula (C2) in the twelfth aspect, 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 the thirteenth aspect, a polymer compound having a high dielectric constant is provided.

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

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

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

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

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

[0523] According to the sixteenth aspect, a capacitor having a high dielectric constant is provided.

Explanation of Reference Numerals

[0524] 1, 21 Dielectric layer 2, 11 Electrode 10, 100 Capacitor 22 Margin portion 31 Metallized film 41 Wound body 51, 52 External electrode 61, 62 External connection terminal

Claims

1. A polymer compound having a structural unit (U) having a heterocyclic ring, a carbonyl group, and a substituent bonded to the heterocyclic ring, wherein the substituent 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, and the structural unit (U) contains at least one of a structural unit (UC1) represented by the chemical structural formula (C1) and a structural unit (UC2) represented by the chemical structural formula (C2). 【Chemical Formula 1】 【Chemical Formula 2】 R in the chemical structural formula (C1) 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 CH(OH)CH ２ OH, and at least one of R １ and R ２ is not H R in the chemical structural formula (C2) 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 CH(OH)CH ２ OH, and at least one of R １ and R ２ is not H A polymer compound.

2. 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 CH(OH)CH ２ OH, and and R ２ is H or R １ and is the same as The polymer compound according to Claim 1.

3. In the 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 CH(OH)CH ２ OH, and and R ２ is H or R １ and is the same as The polymer compound according to Claim 1.

4. A molding composition containing the polymer compound according to any one of Claims 1 to 3. A molding composition.

5. A film containing the polymer compound according to any one of Claims 1 to 3. A film.

6. A capacitor comprising a dielectric layer containing the polymer compound according to any one of Claims 1 to 3. A capacitor.

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