Polymer compound, molding composition, film, and capacitor

Abstract

To provide a polymer compound with high dielectric constant.SOLUTION: The polymer compound has a constitutional unit (U) including a heterocycle, a carbonyl group, and a substituent attached to the heterocycle. The substituents include at least one group selected from the group consisting of halogen groups, hydroxyl groups, aldehyde groups, carboxyl groups, alkyl groups, halogenated alkyl groups and hydroxyalkyl groups. The constitutional unit (U) includes a constitutional unit (UB) shown in chemical structure (B). R1 and R2 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.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 includes at least one group selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group, and a hydroxyalkyl group.

[0007] The composition for molding 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 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 demanded for inverters aiming at motor control. Therefore, miniaturization has also been demanded 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 to process, 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, to achieve an increase in the capacitance of a capacitor provided with the dielectric layer, and to make it difficult for dielectric breakdown to occur in the dielectric layer. As a result, as a polymer compound according to this 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 this embodiment has a structural unit (U) having a heterocyclic ring, a carbonyl group, and a substituent bonded to the heterocyclic ring, and 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.

[0017] According to this 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 this 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 this 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, and 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] A heterocyclic ring is a ring having atoms of at least two different elements in the ring. The heterocyclic ring has, for example, a carbon atom. In addition to a carbon atom, the heterocyclic ring has a heteroatom such as nitrogen, oxygen, or sulfur. Among these atoms, in order to obtain a polymer compound having a higher dielectric constant, it is preferable that the 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 ring having seven or more members. 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] A carbonyl group is a functional group having a structure represented by -C(=O)-.

[0022] In the structural unit (U), it is preferable that a 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 contained 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 a carbonyl group is directly bonded to the heterocyclic ring means that an 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 high dielectric constant polymer compound can be obtained. The substituent more 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 increase further.

[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. In this case too, the dielectric constant of the polymer compound is more likely to increase further.

[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. In this case too, the dielectric constant of the polymer compound is more likely to increase further.

[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 increase.

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

[0035] The structural 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 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, is even more preferable. Also in this case, the dielectric constant of the polymer compound is even more likely to increase.

[0053] The constitutional unit (UC2) 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.

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

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

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

[0057] In addition, examples of 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 a heterocyclic ring to which a substituent is bonded and a carbonyl group. This atom includes at least one selected from the group consisting of, for example, an oxygen atom, a nitrogen atom, and the like. The atomic group includes at least one selected from the group consisting of, for example, an ether bond, an ester bond, a methylene group, and the like.

[0058] 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, a nitrogen atom, and the like. The atomic group includes at least one selected from the group consisting of, for example, an ether bond, an ester bond, a methylene group, and the like.

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

[0060] The polymer compound according to this embodiment may be a regular polymer having a structure in which only one type of structural unit is repeated by a single linking method, or 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 this embodiment can contain one type or two or more types of the polymer compound according to this embodiment. That is, the polymer compound according to this embodiment may contain a plurality of polymer compounds having different chemical structures. In this case, the dielectric constant of the polymer compound is likely to increase.

[0062] Examples 1 to 215 of the film according to this 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 caused to flow into a differential refractive index detector "2414 RI detector" (manufactured by Waters Japan K.K.) in the order of separation, and measurement results reflecting the molecular weight distribution of the polymer compound were obtained. Based on the obtained measurement results, 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 produced 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 this 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, this 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 ) having this film as a dielectric layer was produced. 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. Also, the dielectric constant (relative permittivity) of the film was calculated from the capacitance of this capacitor, the area of the above dielectric layer, 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 as appropriate in order to 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 monomer (MA-Br-1) to monomer (MA-Br-7). Monomers (MA-Br-1) to (MA-Br-7) are those in which Cl from monomer (MA-Cl-1) to monomer (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] By reacting the above monomer (MA-Cl) with NaOH in water, a reaction product containing a monomer (MA-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 (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 those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is replaced by OH. As an example, the reaction formula for synthesizing monomer (MA-OH-1) from monomer (MA-Cl-1) is shown below.

[0101]

Chemical formula

[0102] By reacting a monomer (MA-OH) having a heterocyclic ring to which OH is bonded as a substituent with acetyl chloride, a reaction product containing a monomer (MA-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 (MA-CH3COO) is at least one monomer selected from the group consisting of monomers (MA-CH3COO-1) to (MA-CH3COO-7). The monomers (MA-CH3COO-1) to (MA-CH3COO-7) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is replaced by CH3COO. As an example, the reaction formula for synthesizing monomer (MA-CH3COO-1) from monomer (MA-OH-1) is shown below.

[0103]

Chemical formula

[0104] A polymer compound obtained by ester polymerizing monomer (MA-CH3COO) and NaOH are reacted 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 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 monomer (MA) with CH3Cl, a reaction product containing 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. Monomer (MA-CH3) is at least one monomer selected from the group consisting of monomer (MA-CH3-1) to monomer (MA-CH3-7). Monomers (MA-CH3-1) to (MA-CH3-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is replaced by 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-mentioned 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 replaced by CH2F, respectively. 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] [Chemistry]

[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 monomer (MA-CHF2-1) to monomer (MA-CHF2-7). Monomers (MA-CHF2-1) to (MA-CHF2-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is substituted with CHF2. As an example, the reaction formula for synthesizing monomer (MA-CHF2-1) from monomer (MA-CH2F-1) is shown below.

[0118] [Chemistry]

[0119] By subjecting the monomer (MA-CHF2) to ester polymerization, 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] [Chemistry]

[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). The monomers from monomer (MA-CH2Cl-1) to monomer (MA-CH2Cl-7) are those in which Cl from monomer (MA-Cl-1) to monomer (MA-Cl-7) is substituted with CH2Cl. 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 substituted with 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 as appropriate to 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 monomers (MA-CH2Br-1) to (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, respectively. As an example, a reaction formula for synthesizing monomer (MA-CH2Br-1) from monomer (MA-CH3-1) is shown.

[0138]

Chemical formula

[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]

Chemical formula

[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 in order to appropriately recover the desired monomer. The monomer (MA-CHBr2) is at least one monomer selected from the group consisting of monomers (MA-CHBr2-1) to (MA-CHBr2-7). The monomers (MA-CHBr2-1) to (MA-CHBr2-7) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is substituted with CHBr2. As an example, the reaction formula for synthesizing the monomer (MA-CHBr2-1) from the 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 the 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 as appropriate to 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 replaced by 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 monomers (MA-CH2OH-1) to (MA-CH2OH-7). Monomers (MA-CH2OH-1) to (MA-CH2OH-7) are those in which Cl from monomers (MA-Cl-1) to (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 monomers (MA-CHO-1) to (MA-CHO-7). Monomers (MA-CHO-1) to (MA-CHO-7) are those in which Cl from monomers (MA-Cl-1) to (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 replaced by 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 monomer (MA-COOH) with thionyl chloride in a methanol solvent, a reaction product containing 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. 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 monomers (MA-Cl-1) to (MA-Cl-7) is substituted with COOH, respectively. As an example, the reaction formula for synthesizing monomer (MA-COOCH3-1) from monomer (MA-COOH-1) is shown below.

[0162] [Chemical formula]

[0163] After reacting the polymer compound obtained by ester polymerization of 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 in order to appropriately 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 in order to appropriately 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 a monomer (MA-CHClCH2Cl) with NaOH in water, a reaction product containing a monomer (MA-CHOHCH2OH) having a heterocyclic ring to which CHOHCH2OH is bonded as a substituent can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CHOHCH2OH) is at least one monomer selected from the group consisting of monomers (MA-CHOHCH2OH-1) to (MA-CHOHCH2OH-7). The monomers (MA-CHOHCH2OH-1) to (MA-CHOHCH2OH-7) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is replaced by 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 a monomer (MA-CHOHCH2OH) with acetyl chloride, a reaction product containing a monomer (MA-CHOAcCH2OAc) having a heterocyclic ring to which CHOAcCH2OAc (Ac represents an acetyl group) is bonded as a substituent can be obtained. Also, this reaction product is preferably classified in order to appropriately recover the desired monomer. The monomer (MA-CHOAcCH2OAc) is at least one monomer selected from the group consisting of monomers (MA-CHOAcCH2OAc-1) to (MA-CHOAcCH2OAc-7). The monomers (MA-CHOAcCH2OAc-1) to (MA-CHOAcCH2OAc-7) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-7) is replaced by CHOAcCH2OAc, respectively. As an example, the reaction formula for synthesizing monomer (MA-CHOAcCH2OAc-1) from monomer (MA-CHOHCH2OH-1) is shown below.

[0173] [Chemical formula]

[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, whereby a polymer compound having a structural unit (UA) having a heterocyclic ring to which CHOHCH2OH is bonded as a substituent is obtained. As an example, the reaction formula for synthesizing the target polymer compound from the monomer (MA - CHOAcCH2OAc - 1) is shown below.

[0175] [Chemical formula]

[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] [Chemical formula]

[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 a monomer (MB) as a 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) can be obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. As an example, the reaction formula for synthesizing monomer (MB-X-1) from monomer (MB) and the structures from monomer (MB-X-1) to 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 can be obtained. Also, this reaction product is preferably classified as appropriate to recover the desired monomer. 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 monomer (MB-Cl-1) from monomer (MB-X-1) and the structures of each from monomer (MB-Cl-1) to monomer (MB-Cl-3) are shown below.

[0183]

Chem.

[0184] By subjecting 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 can be obtained. As an example, the reaction formula for synthesizing the target polymer compound from 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-mentioned 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 monomers (MB-F-1) to (MB-F-3). The monomers (MB-F-1) to (MB-F-3) are those in which Cl from monomers (MB-Cl-1) to (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 the 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 is reacted with NaOH in a methanol solvent, and hydrochloric acid is further reacted with the reaction product obtained by washing 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]

Chemical formula

[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). In the monomers (MB-Br-1) to (MB-Br-3), Cl in the monomers (MB-Cl-1) to (MB-Cl-3) is replaced by Br. As an example, the reaction formula for synthesizing the monomer (MB-Br-1) from the monomer (MB-S) is shown below.

[0195]

Chemical formula

[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]

Chemical formula

[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 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 monomers (MB-OH-1) to (MB-OH-3). The monomers (MB-OH-1) to (MB-OH-3) are those in which Cl from monomers (MB-Cl-1) to (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 monomers (MB-CH3COO-1) to (MB-CH3COO-3). The monomers (MB-CH3COO-1) to (MB-CH3COO-3) are those in which Cl from monomers (MB-Cl-1) to (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 polymerizing a monomer (MB-CH3COO) and NaOH are reacted in a water / ethanol solvent to eliminate an acetyl group, thereby obtaining a polymer compound having a structural unit (UB) 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 the monomer (MB-CH3COO-1) is shown below.

[0204]

Chemical formula

[0205] The synthesis route of a polymer compound having a structural unit (UB) with a heterocyclic ring to which CH3 is bonded as a substituent will be described. compound will be described.

[0206] Using AlCl3 as a catalyst and reacting the monomer (MB-S) obtained by the above method with CH3Cl, a reaction product containing a monomer (MB-CH3) having a heterocyclic ring to which CH3 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-CH3) is at least one monomer selected from the group consisting of monomers (MB-CH3-1) to (MB-CH3-3). Monomers (MB-CH3-1) to (MB-CH3-3) are those in which Cl from monomers (MB-Cl-1) to (MB-Cl-3) is replaced by CH3. As an example, the reaction formula for synthesizing the monomer (MB-CH3-1) from the monomer (MB-S) is shown below.

[0207]

Chemical formula

[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 fractionated in order to recover the desired monomer as appropriate. 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] [Chemistry]

[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 substituted with CH2Cl. As an example, the reaction formula for synthesizing monomer (MB-CH2Cl-1) from monomer (MB-CH3-1) is shown below.

[0217] [Chemistry]

[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] [Chemistry]

[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 in order to appropriately 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). Monomers (MB-CCl3-1) to (MB-CCl3-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is substituted with 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 substituted with 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 a monomer in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is substituted 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 by 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 at least one monomer selected from the group consisting of monomers (MB-CH2OH-1) to (MB-CH2OH-3). The monomers (MB-CH2OH-1) to (MB-CH2OH-3) are those in which Cl from monomers (MB-Cl-1) to (MB-Cl-3) is replaced by 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 at least one monomer selected from the group consisting of monomers (MB-CHO-1) to (MB-CHO-3). The monomers (MB-CHO-1) to (MB-CHO-3) are those in which Cl from monomers (MB-Cl-1) to (MB-Cl-3) is replaced by 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 subjecting the monomer (MB-CHO) to ester polymerization, a polymer compound having a structural unit (UB) 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 (MB-CHO-1) is shown below.

[0251]

Chemical formula

[0252] The synthesis route of a polymer compound having a structural unit (UB) with a heterocyclic ring to which COOH is bonded as a substituent will be described.

[0253] By reacting the above-mentioned monomer (MB-CH2OH) with a mixture of potassium dichromate and an aqueous sulfuric acid solution, a reaction product containing a monomer (MB-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 (MB-COOH) is at least one monomer selected from the group consisting of monomers (MB-COOH-1) to (MB-COOH-3). Monomers (MB-COOH-1) to (MB-COOH-3) are those in which Cl from monomers (MB-Cl-1) to (MB-Cl-3) is substituted with COOH. As an example, the reaction formula for synthesizing the monomer (MB-COOH-1) from the monomer (MB-CH2OH-1) is shown below.

[0254]

Chemical formula

[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). Monomers (MB-COOCH3-1) to (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]

Chem.

[0257] A high molecular compound obtained by ester polymerizing a monomer (MB-COOCH3) is reacted with NaOH in a water / ethanol solvent and washed with hydrochloric acid, whereby a high molecular compound having a structural unit (UB) 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 high molecular compound from monomer (MB-COOCH3-1) is shown below.

[0258]

Chem.

[0259] The synthesis route of a high molecular 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 with C2H5 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 monomer (MB-C2H5-1) to monomer (MB-C2H5-3). Monomer (MB-C2H5-1) to monomer (MB-C2H5-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is substituted with 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 monomer (MB-C2H5) with Cl2, a reaction product containing a monomer (MB-CHClCH2Cl) having a heterocyclic ring with CHClCH2Cl 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 monomer (MB-CHClCH2Cl-1) to monomer (MB-CHClCH2Cl-3). Monomer (MB-CHClCH2Cl-1) to monomer (MB-CHClCH2Cl-3) are those in which Cl from monomer (MB-Cl-1) to monomer (MB-Cl-3) is substituted with 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. Also, 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 monomer (MB-CHOHCH2OH-1) to monomer (MB-CHOHCH2OH-3). Monomers (MB-CHOHCH2OH-1) to (MB-CHOHCH2OH-3) are those in which Cl from monomers (MB-Cl-1) to (MB-Cl-3) is substituted 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. Also, 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 monomer (MB-CHOAcCH2OAc-1) to monomer (MB-CHOAcCH2OAc-3). Monomers (MB-CHOAcCH2OAc-1) to (MB-CHOAcCH2OAc-3) are those in which Cl from monomers (MA-Cl-1) to (MA-Cl-3) is substituted 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 the polymer compound having the 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 explaining the synthetic routes of polymer compounds having constitutional unit (UA) and the synthetic routes of polymer compounds having constitutional unit (UB), by following various reaction methods for introducing substituents described, monomer (MC1_A) and monomer (MC1_B) as starting materials can respectively obtain monomer (MC1_A-X-Y) and monomer (MC1_B-X-Y) 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 (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 numbers assigned to the isomers respectively 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 numbers assigned to the isomers respectively 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 constitutional 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-mentioned monomer (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 reaction products containing monomer (MC1_A-F) and reaction products containing monomer (MC1_B-F) are obtained. Also, this reaction product is preferably classified in order to recover the desired monomer as appropriate. 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 of 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 of monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced with F respectively. As an example, the reaction formula for synthesizing monomer (MC1_A-F-1) from monomer (MC1_A-Cl-1) and the reaction formula for synthesizing monomer (MC1_B-F-1) from monomer (MC1_B-Cl-1) are shown below.

[0283]

Chemical formula

[0284] Except for using monomer (MC1_A-F) and monomer (MC1_B-F) instead of monomer (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-mentioned 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 monomer (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 fractionated 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 formulas for synthesizing monomer (MC1_A-Br-1) from monomer (MC1_A) and 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), the 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), the Cl from monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced with OH respectively. As an example, the reaction equations 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 monomer (MC1_A-OH) and (MC1_B-OH) instead of monomer (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 monomer (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] The starting monomers (MC1_A) and (MC1_B) are reacted with CH3Cl in the presence of AlCl3, respectively, to obtain a reaction product containing monomer (MC1_A-CH3) and a reaction product containing (MC1_B-CH3). Also, this reaction product is preferably fractionated 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 replaced by 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 replaced by CH3, respectively. As an example, the reaction equations for synthesizing monomer (MC1_A-CH3-1) from monomer (MC1_A) and 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 the 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] By reacting the monomers (MC1_A) and (MC1_B) serving as starting materials with C2H5Li respectively, a reaction product containing the monomer (MC1_A-C2H5) and a reaction product containing the monomer (MC1_B-C2H5) can be obtained. 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 respectively. 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 respectively. 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] Except for using the monomers (MC1_A-C2H5) and (MC1_B-C2H5) instead of the monomers (MC1_A-Cl) and (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 C2H5 is bonded as the substituent can be synthesized. As an example, an example of the structure of the 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 bonded with CH2F as a substituent will be described.

[0307] By reacting the above-mentioned monomers (MC1_A-CH3) and (MC1_B-CH3) with F2 respectively, a reaction product containing 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. 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). 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 monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is replaced by CH2F. Monomers (MC1_B-CH2F-1) to (MC1_B-CH2F-2) are those in which Cl from monomer (MC1_B-Cl-1) to monomer (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 the 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, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CH2F-1) and (MC1_B-CH2F-1) is 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-mentioned 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 in order to appropriately 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 formulas 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. 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). 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 monomer (MC1_A-Cl-1) to monomer (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 monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced by CF3 respectively. As an example, the reaction formulas 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 a polymer compound having a structural unit (UC1) with a heterocyclic ring to which Cl is bonded as the above substituent, a polymer compound having a 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 a polymer compound synthesized by using monomers (MC1_A-CF3-1) and (MC1_B-CF3-1) is shown below.

[0320]

Chem.

[0321] The synthesis 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-mentioned 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. 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. 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 as appropriate to recover the desired monomer. The 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). The 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 formulas 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 the 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, examples of the structures of polymer compounds synthesized by using monomers (MC1_A-CHCl2-1) and (MC1_B-CHCl2-1) are 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 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. The 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). The 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 monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CCl3. Monomers (MC1_B-CCl3-1) to (MC1_B-CCl3-2) are those in which Cl from monomers (MC1_B-Cl-1) to (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, 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, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CCl3-1) and (MC1_B-CCl3-1) is 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 appropriately recover the desired monomer. 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). From monomer (MC1_A-CH2Br-1) to monomer (MC1_A-CH2Br-2), the Cl from monomer (MC1_A-Cl-1) to monomer (MC1_A-Cl-2) is replaced by CH2Br. From monomer (MC1_B-CH2Br-1) to monomer (MC1_B-CH2Br-2), the Cl from monomer (MC1_B-Cl-1) to monomer (MC1_B-Cl-2) is replaced by CH2Br. As an example, the reaction formula for synthesizing monomer (MC1_A-CH2Br-1) from monomer (MC1_A-CH3-1) and the reaction formula 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-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 CH2Br is bonded as the substituent, 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, examples of the structures of polymer compounds synthesized by using monomers (MC1_A-CH2Br-1) and (MC1_B-CH2Br-1) are shown below.

[0340]

Chemical formula

[0341] The synthesis 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). Monomers (MC1_A-CHBr2-1) to (MC1_A-CHBr2-2) are those in which Cl from monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CHBr2. Monomers (MC1_B-CHBr2-1) to (MC1_B-CHBr2-2) are those in which Cl from monomers (MC1_B-Cl-1) to (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 a 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, an example of the structure of a polymer compound synthesized by using monomers (MC1_A-CHBr2-1) and (MC1_B-CHBr2-1) is 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 as appropriate to recover the desired monomer. 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 a 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, examples of the structures of polymer compounds synthesized by using monomers (MC1_A-CBr3-1) and (MC1_B-CBr3-1) are 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-mentioned 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). Further, 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 by 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 by 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-mentioned 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 (MC1_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 equations 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), 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, a polymer compound having a structural unit (UC1) with a heterocyclic ring to which CHO is bonded as the substituent can be synthesized. 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. Also, by reacting the above monomer (MC1_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 (MC1_C-COOH) can be obtained. Further, this reaction product is preferably fractionated in order to appropriately recover the desired monomer. 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 replaced by 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 replaced by 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, except that monomer (MC1_A-COOH) and (MC1_C-COOH) are used instead of monomer (MC1_A-Cl) and monomer (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 monomers (MC1_B-C2H5) are each reacted with Cl2 and then 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 recover the desired monomer as appropriate. 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 monomers (MC1_A-Cl-1) to (MC1_A-Cl-2) is replaced by CHOHCH2OH. Monomers (MC1_B-CHOHCH2OH-1) to (MC1_B-CHOHCH2OH-2) are those in which Cl from monomers (MC1_B-Cl-1) to (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 according to 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 structural units (UA) and polymer compounds having structural units (UB), by following various reaction methods for introducing substituents as described, 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, respectively. It is preferable to be classified for appropriately recovering the desired monomer. 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 the numbers 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 (MC2_B-X-Y) represents the numbers 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.

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

[0373] The monomers (MC2_A) and (MC2_B) serving as starting materials are each reacted with Cl2 to obtain a reaction product containing monomer (MC2_A-Cl) and a reaction product containing monomer (MC2_B-Cl). Further, this reaction product is preferably classified as appropriate to recover the desired monomer. The 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). The 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. Further, this reaction product is preferably classified as appropriate to recover the desired monomer. The 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-mentioned 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). Monomers (MC2_A-F-1) to (MC2_A-F-2) are those in which the Cl from monomer (MC2_A-Cl-1) to monomer (MC2_A-Cl-2) is replaced with F respectively. Monomers (MC2_B-F-1) to (MC2_B-F-2) are those in which the Cl from monomer (MC2_B-Cl-1) to monomer (MC2_B-Cl-2) is replaced with F respectively. 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 monomers (MC2_A-F) and monomer (MC2_B-F) 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 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 (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 fractionated to recover the desired monomer as appropriate. 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 equations for synthesizing monomer (MC2_A-Br-1) from monomer (MC2_A) and 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 monomers (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 as appropriate to 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 monomers (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 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 synthesis 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, respectively, reaction products containing monomer (MC2_A-CH3) and reaction products containing (MC2_B-CH3) can be 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, respectively. 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, respectively. As an example, the reaction formula for synthesizing monomer (MC2_A-CH3-1) from monomer (MC2_A) and the reaction formula 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 synthetic route of the 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 synthetic 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] By reacting the monomers (MC2_A) and (MC2_B) serving as starting materials with C2H5Li respectively, a reaction product containing the monomer (MC2_A-C2H5) and a reaction product containing the monomer (MC2_B-C2H5) can be obtained. Also, 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 by C2H5 respectively. 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 by C2H5 respectively. 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] Except for using the monomers (MC2_A-C2H5) and (MC2_B-C2H5) instead of the monomers (MC2_A-Cl) and (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 C2H5 is bonded as the substituent can be synthesized. As an example, an example of the structure of the 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. Further, this reaction product is preferably fractionated in order to appropriately recover the desired monomer. 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 the polymer compound having a structural unit (UC2) with a heterocyclic ring to which CH2F is bonded as the substituent, 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 the 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 the 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. The 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). The 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). From monomer (MC2_A-CHF2-1) to monomer (MC2_A-CHF2-2), the Cl from monomer (MC2_A-Cl-1) to monomer (MC2_A-Cl-2) is replaced by CHF2 respectively. From monomer (MC2_B-CHF2-1) to monomer (MC2_B-CHF2-2), the Cl from monomer (MC2_B-Cl-1) to monomer (MC2_B-Cl-2) is replaced by CHF2 respectively. As an example, the reaction formula for synthesizing monomer (MC2_A-CHF2-1) from monomer (MC2_A-CH2F-1) and the reaction formula 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 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, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CHF2-1) and (MC2_B-CHF2-1) is 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 equations 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] [Chemical formula]

[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] [Chemical formula]

[0422] 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 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 in order to appropriately 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 in order to appropriately recover the desired monomer. The 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). The 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. 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. 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 as the substituent, 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. The 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). The 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). From monomer (MC2_A-CH2Br-1) to monomer (MC2_A-CH2Br-2), the Cl from monomer (MC2_A-Cl-1) to monomer (MC2_A-Cl-2) is replaced by CH2Br respectively. From monomer (MC2_B-CH2Br-1) to monomer (MC2_B-CH2Br-2), the Cl from monomer (MC2_B-Cl-1) to monomer (MC2_B-Cl-2) is replaced by CH2Br respectively. As an example, the reaction formula for synthesizing monomer (MC2_A-CH2Br-1) from monomer (MC2_A-CH3-1) and the reaction formula 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-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 CH2Br is bonded, 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, an example of the structure of a polymer compound synthesized by using monomers (MC2_A-CH2Br-1) and (MC2_B-CH2Br-1) is 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 formulas 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 substituent can be synthesized according to 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, examples of the structures of polymer compounds synthesized by using monomers (MC2_A-CHBr2-1) and (MC2_B-CHBr2-1) are 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 appropriately recover the desired monomer. 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 as appropriate to 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 by 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 by 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), in accordance with 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] [Chemical formula]

[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 it 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] [Chemical formula]

[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 as the substituent, 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]

[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). Further, this reaction product is preferably classified in order to recover the desired monomer as appropriate. 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-mentioned substituent, except that monomer (MC2_A-CHOHCH2OH) and (MC2_B-CHOHCH2OH) are used instead of monomer (MC2_A-Cl) and monomer (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) (Forming Composition) The forming composition according to this embodiment contains the polymer compound described above. For example, when a film is formed from the forming composition, the percentage of the polymer compound in the forming composition is preferably 90% by mass or more. In this case, a film having a high dielectric constant is likely to be formed. More preferably, the percentage of the polymer compound in the forming composition is 95% by mass or more. The forming composition 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 forming composition, the forming composition described above preferably contains a solvent. In this case, the coatability of the forming composition when forming 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 the molding composition containing the above solvent into a film.

[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. Also, 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 methods other than the above. For example, the film can be obtained by extrusion molding the 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 the 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 the 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 after the molding composition is formed into a film and vapor depositing a metal on the film to form an electrode may be performed in the same process. In this case, forming a dielectric layer from the film and forming a vapor deposited electrode 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 winding type) capacitor or a multilayer type capacitor. The winding 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. Also, the multilayer type capacitor 10 includes a laminate 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 wound 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 normal metallized films 31 are overlapped with their long sides aligned, and the wound capacitor is wound 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 the pair of overlapped metallized films 31 in this way, a cylindrical wound object can be obtained, and the side surface of this wound object can be pressed from both sides to obtain a wound body 41 having an oval cross-section.

[0484] Subsequently, by forming external electrodes 51 and 52 on both ends of the wound body 41 by metallikon (metal spraying method), the wound 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 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, the capacitance of the capacitor 100 can be made larger while maintaining the thickness of the dielectric layer 21. And while maintaining the capacitance of the capacitor 100, 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 wound 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 above μF and 1.0×10 3 is preferably above μF, and 1.2×10 3 is more preferably above μF, and 1.4×10 3 is even more preferably above μF. Also, although the upper limit of the capacitance of capacitors 10 and 100 is not particularly limited, for example, it is below 2.0×10 3 μF.

[0486] (5) (Modification example) The polymer compound according to this 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 this embodiment is used when producing various products.

[0487] The molding composition according to this embodiment is used when producing dielectric mirrors, heat conductive members, printed wiring boards, semiconductor encapsulation materials, etc. Note that the molding composition can have an appropriate composition according to the application or purpose of use. For example, the molding composition according to this embodiment may contain components other than solvents such as water used when producing a film, polymerization initiators, and curing agents according to the application or purpose of use.

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

[0489] A 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 this embodiment and a heat conductive filler into a sheet shape.

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

[0491] The semiconductor encapsulation material is obtained by 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 adjusting 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-described 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 includes at least one group selected from the group consisting of a halogen group, a hydroxyl group, an aldehyde group, a carboxyl group, an alkyl group, a halogenated alkyl group, and a hydroxyalkyl group.

[0493] According to 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 the same as that in the first aspect, except that 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 the same as that in the first or second aspect, except that 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 structural unit (U) includes a structural 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 structural unit (U) includes a structural unit (UB) represented by the chemical structural formula (B), and 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 structural unit (U) includes a structural 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 structural unit (U) includes a structural 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 according to 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 according to 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 according to any one of the first to thirteenth aspects.

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

Description 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. It has a structural unit (U) having a heterocyclic ring, a carbonyl group, and a substituent bonded to the heterocyclic ring, 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, The structural unit (U) includes a structural unit (UB) represented by the chemical structural formula (B), 【Chemical 1】 R in the chemical structural formula (B) １ and R ２ are each independently H, F, Cl, Br, OH, CHO, COOH, CH ３ , CH ２ F, CH ２ Cl, CHCl ２ , CCl ３ , CH ２ Br, CHBr ２ , CBr ３ or 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 (B), R １ is H, and R ２ is F, Cl, Br, OH, CHO, COOH, CH ３ , CH ２ F, CH ２ Cl, CHCl ２ , CCl ３ , CH ２ Br, CHBr ２ , CBr ３ or CH(OH)CH ２ OH, or R １ is F, Cl, Br, OH, CHO, COOH, CH ３ , CH ２ F, CH ２ Cl, CHCl ２ , CCl ３ , CH ２ Br, CHBr ２ , CBr ３ or CH(OH)CH ２ OH, and R ２ is H or the same as R １ and the same as The polymer compound according to Claim 1.

3. The structural unit (U) further includes a structural unit (UC1) represented by the chemical structural formula (C1), [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 The polymer compound according to Claim 1.

4. 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 3.

5. The structural unit (U) further includes a structural unit (UC2) represented by the chemical structural formula (C2), [Chemical Formula 3] 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 The polymer compound according to Claim 1.

6. 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 5.

7. Containing the polymer compound according to any one of Claims 1 to 6, A composition for molding.

8. Containing the polymer compound according to any one of Claims 1 to 6, A film.

9. Comprising a dielectric layer containing the polymer compound according to any one of Claims 1 to 6, A capacitor.

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