Aromatic copolymer, resin component, and method for manufacturing aromatic copolymer

Abstract

This provides a novel aromatic copolymer. [Solution] An aromatic copolymer represented by the following formula (1). TIFF2026061515000015.tif45131 However, in equation (1), R 1 R represents an alkyl group or hydrogen atom having 2 to 8 carbon atoms. 2 represents an alkyl group with 1 to 4 carbon atoms, Aryl represents an aromatic compound, and n represents an integer of 1 or more.

Description

[Technical Field]

[0001] This disclosure relates to aromatic copolymers, resin components, and methods for producing aromatic polymers. [Background technology]

[0002] In recent years, amidst the global shift towards carbon neutrality (CN) and a circular economy (CE), the demand for recycling resin products has become increasingly stringent. However, highly durable resins used in automotive parts and other applications are difficult to recycle precisely because of their durability, and are primarily disposed of by incineration, creating a disconnect between the demands of recycling and the reality of the situation. Therefore, manufacturing highly durable resins from plant biomass can contribute to the carbon cycle, including recycling. However, among biomass plastics synthesized from plant-derived raw materials, those with high heat resistance and a molecular weight large enough to withstand industrial use were largely unknown.

[0003] In contrast, Patent Document 1 discloses a biodegradable polyester centered on vanillic acid, a plant-derived raw material with excellent recyclability, and a method for producing it. Non-Patent Document 1 discloses an aromatic copolymer composed of repeating units of vanillic acid and an aromatic compound, as a heat-resistant biomass-derived polymer. [Prior art documents] [Patent Documents]

[0004] Japanese Patent Publication No. 2024-22400 [Non-Patent Document 1] European Polymer Journal 154 (2021) 110526 [Overview of the project] [Problems that the invention aims to solve]

[0005] Non-patent document 1 described above employs a strong acid method using phosphorus(V) oxide and methanesulfonic acid as a method for producing biopolymers. Therefore, it is highly corrosive and unsuitable for industrial use. Furthermore, the manufacturing method described in patent document 1 may not be able to sufficiently increase the molecular weight of the biopolymer, indicating room for improvement.

[0006] In view of the above, this disclosure aims to provide novel aromatic copolymers, resin compositions, and resin parts for vehicles. Another objective of this disclosure is to provide a novel, industrially suitable method for producing aromatic copolymers. [Means for solving the problem]

[0007] To achieve the above objective, the aromatic copolymer described in claim 1 is represented by the following formula (1).

[0008] [ka]

[0009] However, in equation (1), R 1 R represents an alkyl group or hydrogen atom having 2 to 8 carbon atoms. 2 represents an alkyl group with 1 to 4 carbon atoms, Aryl represents an aromatic compound, and n represents an integer of 1 or more.

[0010] According to this, a novel aromatic copolymer is provided.

[0011] Furthermore, the method for producing an aromatic copolymer according to claim 15 includes the step of polymerizing a compound represented by the following formula (2) with a symmetric aromatic compound having an ether bond or a biphenyl structure in the presence of a Lewis acid, The process includes a step of stopping the polymerization reaction with an alcohol solvent.

[0012] [ka]

[0013] However, in formula (2), R 1 represents an alkyl group having 2 to 8 carbon atoms or hydrogen, and X represents a halogen or a leaving group.

[0014] According to this, a novel industrially suitable production method of an aromatic copolymer is provided.

[0015] In addition, the reference numerals in parentheses of each means described in this column and the claims indicate the correspondence with the specific means described in the embodiments described later.

Brief Description of Drawings

[0016] [Figure 1] [End]]It is a diagram showing a proton NMR spectrum when the alkyl group in R-DVA-Aryl is eliminated. [Figure 2] It is a diagram showing a proton NMR spectrum when the alkyl group in R-DVA-Aryl is retained.

Modes for Carrying Out the Invention

[0017] In the present disclosure, unless otherwise specified, the "weight average molecular weight" refers to the weight average molecular weight in terms of standard polystyrene by gel permeation chromatography (GPC).

[0018] In the present disclosure, unless otherwise specified, the "polydispersity" refers to the monodispersity (Mw / Mn) represented by the ratio of the weight average molecular weight (Mw) to the number average molecular weight (Mn).

[0019] In the present disclosure, unless otherwise specified, "Me" in the chemical formula represents a methyl group.

[0020] (Aromatic Copolymer) The aromatic copolymer of the present disclosure is a polymer represented by the following formula (1).

[0021]

Chemical Formula

[0022] However, in equation (1), R 1 R represents an alkyl group or hydrogen atom having 2 to 8 carbon atoms. 2 n represents an alkyl group with 1 to 4 carbon atoms, and n represents an integer greater than or equal to 1.

[0023] In formula (1), Aryl represents an aromatic compound. In formula (1), Aryl is preferably a symmetric aromatic compound having an ether linkage or a biphenyl structure. More preferably, Aryl in formula (1) is at least one aromatic compound selected from 2,2′-dimethoxy-1,1′-biphenyl, diphenyl ether, 1,4-diphenoxybenzene, 1,2-diphenoxyethane, 1,2-diphenoxymethane, 1,3-diphenoxypropane, 1,4-diphenoxybutane, 1,1′-((oxybis)(2,2-ethanedyloxy))bis(benzene), 1,1′-oxybis(3-methoxybenzene), and 1,1′-oxybis(2-methoxybenzene).

[0024] The weight-average molecular weight of the aromatic copolymer represented by formula (1) is 3,000 or more and 100,000 or less. Preferably, the weight-average molecular weight of the aromatic copolymer represented by formula (1) is 8,000 or more and 40,000 or less, more preferably 10,000 or more and 20,000 or less. Furthermore, it is preferable that the polymer represented by formula (1) has a carbonyl group at the para or meta position.

[0025] The degree of dispersion (Mw / Mn) of the aromatic copolymer represented by formula (1) is 1.00 or higher and 1.60 or lower. Preferably, the degree of dispersion of the aromatic copolymer represented by formula (1) is 1.00 or higher and 1.40 or lower, and more preferably 1.00 or higher and 1.30 or lower.

[0026] The 10% thermoweight loss temperature of the aromatic copolymer represented by formula (1) is 300°C or higher and 450°C or lower. Preferably, the 10% thermoweight loss temperature of the aromatic copolymer represented by formula (1) is 300°C or higher and 430°C or lower, more preferably 350°C or higher and 430°C or lower.

[0027] For example, as Aryl in formula (1), 2,2′-dimethoxy-1,1′-biphenyl may be employed. In this case, R in formula (1) 1 is preferably hydrogen, a propyl group or a butyl group. The weight-average molecular weight of the aromatic copolymer represented by formula (1) is preferably 10,000 or more and 40,000 or less. The dispersity (Mw / Mn) of the aromatic copolymer represented by formula (1) is preferably 1.00 or more and 1.60 or less. The 10% thermogravimetric weight loss temperature of the aromatic copolymer represented by formula (1) is preferably 300°C or more and 430°C or less.

[0028] For example, as Aryl in formula (1), diphenyl ether may be employed. In this case, R in formula (1) 1 is preferably hydrogen, an ethyl group, a propyl group or an octyl group. The weight-average molecular weight of the aromatic copolymer represented by formula (1) is preferably 3,000 or more and 10,000 or less. The dispersity (Mw / Mn) of the aromatic copolymer represented by formula (1) is preferably 1.00 or more and 1.60 or less. The 10% thermogravimetric weight loss temperature of the aromatic copolymer represented by formula (1) is preferably 300°C or more and 430°C or less.

[0029] For example, as Aryl in formula (1), 1,1′-oxybis(3-methoxybenzene) may be employed. In this case, R in formula (1) 1 is preferably an ethyl group, a propyl group or a butyl group. The weight-average molecular weight of the aromatic copolymer represented by formula (1) is preferably 8,000 or more and 20,000 or less. The dispersity (Mw / Mn) of the aromatic copolymer represented by formula (1) is preferably 1.00 or more and 1.60 or less. The 10% thermogravimetric weight loss temperature of the aromatic copolymer represented by formula (1) is preferably 300°C or more and 430°C or less.

[0030] For example, as Aryl in formula (1), 1,4-diphenoxybenzene may be employed. In this case, R in formula (1) 1The group is preferably an ethyl group or a butyl group. The weight-average molecular weight of the aromatic copolymer represented by formula (1) is preferably 3000 or more and 20000 or less. The degree of dispersion (Mw / Mn) of the aromatic copolymer represented by formula (1) is preferably 1.00 or more and 1.60 or less. The 10% thermal weight loss temperature of the aromatic copolymer represented by formula (1) is preferably 300°C or more and 450°C or less.

[0031] The aromatic copolymer represented by formula (1) has ester groups at its terminals. In other words, according to this embodiment, a novel polymer having ester groups at its terminals can be provided. Furthermore, having ester groups at its terminals can improve water resistance. In addition, since the weight-average molecular weight of the aromatic copolymer represented by formula (1) is between 3,000 and 100,000, a high molecular weight can be obtained.

[0032] (Resin compositions and resin parts for vehicles) The inventors have found that the aromatic copolymer represented by formula (1) above has excellent durability, and have come to invent the resin composition (i.e., polymer composition) and vehicle resin parts containing the same of this disclosure. The resin composition and vehicle resin parts of this disclosure contain the aromatic copolymer represented by formula (1).

[0033] The resin composition may contain additives in addition to the aromatic copolymer represented by formula (1). Examples of additives include plasticizers, surfactants, lubricants, organic or inorganic fillers, dispersants, antioxidants, light stabilizers, UV absorbers, and colorants. These additives can be used individually or in combination of two or more.

[0034] The amount of aromatic copolymer represented by formula (1) in the resin composition is preferably 50% by mass or more and 100% by mass or less, more preferably 70% by mass or more and 100% by mass or less, and even more preferably 90% by mass or more and 100% by mass or less.

[0035] Vehicle resin parts can be manufactured by heating a resin composition containing the aromatic copolymer represented by formula (1) above and molding it into any three-dimensional shape using known molding techniques. Known molding techniques include extrusion molding, press molding, vacuum molding, injection molding, blow molding, inflation molding, and foam molding. Examples of arbitrary three-dimensional shapes include film, sheet, cylindrical, and case shapes. Vehicle resin parts containing the aromatic copolymer represented by formula (1) above include resin parts intended for use in high-temperature environments inside vehicles, such as internal combustion engines and large batteries, and requiring heat resistance and water resistance. Specific examples include high-temperature and high-pressure hoses, carburetors, manifolds, and housings, but are not limited to these.

[0036] (Method for manufacturing aromatic copolymers) The present disclosure provides a method for producing an aromatic copolymer, comprising a polymerization reaction step and a reaction termination step. First, in the polymerization reaction step, a compound represented by the following formula (2) and a symmetric aromatic compound having an ether linkage or a biphenyl structure are polymerized in the presence of a Lewis acid.

[0037] [ka]

[0038] However, in equation (2), R 1 represents an alkyl group having 2 to 8 carbon atoms or a hydrogen atom, and X represents a halogen or a leaving group.

[0039] R in equation (2) 1 It is preferable that X is a hydrocarbon such as an ethyl group, a propyl group, or a butyl group. In formula (2), X is preferably a functional group with high leaving ability, such as a chlorine atom, a bromine atom, or a triflate group.

[0040] The symmetrical aromatic compound having an ether linkage or biphenyl structure is preferably at least one aromatic compound selected from, for example, 2,2′-dimethoxy-1,1′-biphenyl, diphenyl ether, 1,4-diphenoxybenzene, 1,2-diphenoxyethane, 1,2-diphenoxymethane, 1,3-diphenoxypropane, 1,4-diphenoxybutane, 1,1′-((oxybis)(2,2-ethanedyloxy))bis(benzene), 1,1′-oxybis(3-methoxybenzene), and 1,1′-oxybis(2-methoxybenzene).

[0041] Preferably, the Lewis acid is a molecule centered around a metallic element such as boron, aluminum, scandium, titanium, iron, zinc, or tin, to which an electron-withdrawing group such as fluorine, chlorine, bromine, iodine, or triflate is attached.

[0042] Next, in the reaction termination step, the polymerization reaction described above is stopped using an alcohol solvent. This allows ester groups to be given to the ends of the aromatic copolymer. From a processing standpoint, the alcohol solvent is preferably one that is miscible with water, such as methanol, ethanol, isopropanol, or tert-butanol.

[0043] The method for producing aromatic copolymers according to this disclosure is industrially suitable because it allows for the production of aromatic copolymers without the use of strong acids. Furthermore, by using an alcohol solvent as a post-treatment for the polymerization reaction, Lewis acids can be efficiently removed. [Examples]

[0044] The following sections will explain this disclosure in more detail using experimental examples, but this disclosure is not limited to the experimental examples described later.

[0045] (Synthesis of novel aromatic copolymers) The dicarboxylic acid chloride monomer, a polymerization precursor, was synthesized by the following method: Under a nitrogen gas atmosphere, the dicarboxylic acid starting material was packed into a round-bottom flask, and then thionyl chloride and dimethylformamide were added at room temperature. The prepared solution was heated and stirred until it became a clear solution, and then the unreacted thionyl chloride was removed under reduced pressure using an evaporator. The resulting crude product was thoroughly vacuum-dried to obtain the solid dicarboxylic acid chloride monomer.

[0046] The polymerization reaction was carried out by the following method: A mixture of dichloroethane-nitromethane or a single solution of dichloroethane containing the dicarboxylic acid chloride monomer (1.0 equivalent) prepared as described above was cooled to -10 to 0°C under a nitrogen atmosphere. Then, aromatic comonomers (1.05 equivalents) and aluminum chloride (2 equivalents or more) were added, and the mixture was stirred at the same temperature for 12 hours or more. A weakly acidic methanol solution was added to the reaction mixture, and the precipitated crude product was recovered by filtration. After dissolving the crude product in a suitable solvent, it was immediately added to a miscible poor solvent, and the reprecipitated product was recovered by filtration and thoroughly dried in a vacuum dryer.

[0047] The various polymers obtained by the method described above are collectively referred to as R-DVA-Aryl. R-DVA-Aryl is represented by the following formula (3).

[0048] [ka]

[0049] However, in formula (3), R represents hydrogen, an ethyl group, a propyl group, a butyl group, or an octyl group, and n represents an integer of 1 or more.

[0050] In formula (3), Aryl represents PK (polyketone) as shown in formula (4), PEK (polyetherketone) as shown in formula (5), PEK-3OMe as shown in formula (6), or PEEK (polyetheretherketone) as shown in formula (7).

[0051] [ka]

[0052] [ka]

[0053] [ka]

[0054] [ka]

[0055] (Identification of aromatic copolymers) The various polymers obtained by the polymerization reaction described above were identified by the following method. Specifically, proton NMR (proton nuclear magnetic resonance) was measured for each polymer. A JNM-A500 FT-NMR spectrometer 500 MHz (manufactured by JEOL Ltd.) was used as the proton NMR spectrometer. DMSO-d6 (deuterated dimethyl sulfoxide) was used as the solvent, and tetramethylsilane was used as the internal standard. Figures 1 and 2 show the characteristic spectra of the polymers identified by proton NMR.

[0056] When the alkyl group (R) in R-DVA-Aryl was eliminated during the polymerization reaction, a characteristic peak originating from a phenolic hydroxyl group was observed between 9 and 10 ppm, as shown in Figure 1.

[0057] On the other hand, when the alkyl group (R) in R-DVA-Aryl in Figure 1 was retained, a characteristic peak originating from the alkyl group was observed between 0 and 2 ppm, as shown in Figure 2.

[0058] (Various analyses of aromatic copolymers) The number-average molecular weight (Mn), weight-average molecular weight (Mw), and dispersion (Mw / Mn) of the various polymers obtained by the polymerization reaction described above were measured by size exclusion chromatography (SEC) using a Shodex® column. Specifically, each polymer was injected into a high-performance liquid chromatograph using a size exclusion column, and the results were analyzed. Calibration curves were created using standard polystyrene according to Shodex® specifications. The operating conditions for the high-performance liquid chromatograph were as follows. System controller: CBM-20A (manufactured by Shimadzu Corporation) Online degasser: DGU-20A3 (manufactured by Shimadzu Corporation) Pump: LC-6AD (manufactured by Shimadzu Corporation) Autosampler: SIL-20ACHT (manufactured by Shimadzu Corporation) Column oven: CTO-20A (manufactured by Shimadzu Corporation) Differential refractive index detector: RID-10A (manufactured by Shimadzu Corporation) Column: Shodex® column K-806M (manufactured by Resonaq Corporation) Column temperature: 40℃ Solvent: Dimethylacetamide with 1% lithium chloride added. Flow rate: 0.8ml / min Next, the thermal decomposition temperatures of the various polymers obtained by the polymerization reaction described above were measured by thermogravimetric analysis. Specifically, the samples were heated under a nitrogen atmosphere at a temperature range of 25 to 500°C and a heating rate of 10°C / min, and the 10% thermogravimetric loss temperature was measured. A TGA-50 (manufactured by Shimadzu Corporation) was used as the thermogravimetric analyzer. An aluminum pan was used for the measurement.

[0059] Table 1 shows the results of molecular weight and thermal decomposition temperature measurements for various polymers.

[0060] [Table 1]

[0061] The reagents used in the polymerization reaction of the aromatic copolymer and the measurement of its molecular weight were commercially available and were used as is without any special purification.

[0062] As shown in Table 1, among the aromatic copolymers represented by formula (3), when Aryl is PEK (polyether ketone) as shown in formula (5), and R is hydrogen, an ethyl group, a propyl group, or an octyl group, the molecular weight becomes 4000 or more, thus enabling the acquisition of a high molecular weight. Furthermore, the 10% thermal weight loss temperature becomes 340°C or higher, thus improving heat resistance.

[0063] As shown in Table 1, among the aromatic copolymers represented by formula (3), when Aryl is PEEK (polyether ether ketone) as shown in formula (7), and R is an ethyl group or a butyl group, the molecular weight becomes 5500 or more, thus enabling the acquisition of a high molecular weight. Furthermore, the 10% thermal weight loss temperature becomes 420°C or higher, further improving heat resistance.

[0064] As shown in Table 1, among the aromatic copolymers represented by formula (3), when Aryl is PK (polyketone) as shown in formula (4) and R is hydrogen, a propyl group, or a butyl group, the molecular weight becomes 10,000 or more, thus allowing for the acquisition of a higher molecular weight. Furthermore, the 10% thermal weight loss temperature becomes 340°C or higher, thus improving heat resistance.

[0065] As shown in Table 1, among the aromatic copolymers represented by formula (3), when Aryl is PEK-3OMe as shown in formula (6) and R is an ethyl group, propyl group, butyl group, or octyl group, the molecular weight becomes 10,000 or more, thus allowing for the acquisition of a higher molecular weight. Furthermore, the 10% thermal weight loss temperature becomes 350°C or higher, thus improving heat resistance.

[0066] The technical features of the aromatic copolymer, resin component, and method for producing the aromatic copolymer disclosed herein are as follows. (Item 1) An aromatic copolymer represented by the following formula (1).

[0067] [ka]

[0068] However, in equation (1), R 1 R represents an alkyl group or hydrogen atom having 2 to 8 carbon atoms. 2 represents an alkyl group with 1 to 4 carbon atoms, Ar represents an aromatic compound, and n represents an integer greater than or equal to 1. (Item 2) An aromatic copolymer as described in item 1, having a weight-average molecular weight of 3,000 or more and 100,000 or less. (Item 3) In formula (1), Aryl is a symmetric aromatic compound having an ether bond or a biphenyl structure. An aromatic copolymer according to item 1 or 2, having a carbonyl group at the para or meta position. (Item 4) The aromatic copolymer described in item 3, wherein Aryl in formula (1) is at least one aromatic compound selected from 2,2′-dimethoxy-1,1′-biphenyl, diphenyl ether, 1,4-diphenoxybenzene, 1,2-diphenoxyethane, 1,2-diphenoxymethane, 1,3-diphenoxypropane, 1,4-diphenoxybutane, 1,1′-((oxybis)(2,2-ethanedyloxy))bis(benzene), 1,1′-oxybis(3-methoxybenzene), and 1,1′-oxybis(2-methoxybenzene). (Item 5) The aromatic copolymer described in item 4, wherein Aryl in formula (1) is 2,2′-dimethoxy-1,1′-biphenyl, has a weight-average molecular weight of 10,000 or more and 40,000 or less, and a dispersion degree (Mw / Mn) of 1.00 or more and 1.60 or less. (Item 6) R in equation (1) above 1 The aromatic copolymer described in item 5, wherein the group is hydrogen, a propyl group, or a butyl group. (Item 7) The aromatic copolymer described in item 4, wherein Aryl in formula (1) is a diphenyl ether, has a weight-average molecular weight of 3000 or more and 10000 or less, and a dispersion degree (Mw / Mn) of 1.00 or more and 1.60 or less. (Item 8) R in equation (1) above 1 The aromatic copolymer described in item 7, wherein the group is hydrogen, an ethyl group, a propyl group, or an octyl group. (Item 9) The aromatic copolymer described in item 4, wherein Aryl in formula (1) is 1,1'-oxybis(3-methoxybenzene), has a weight-average molecular weight of 8000 or more and 20000 or less, and a dispersion degree (Mw / Mn) of 1.00 or more and 1.60 or less. (Item 10) R in equation (1) above 1 The aromatic copolymer described in item 9, wherein the group is an ethyl group, a propyl group, or a butyl group. (Item 11) The aromatic copolymer described in item 4, wherein Aryl in formula (1) is 1,4-diphenoxybenzene, has a weight-average molecular weight of 3000 or more and 20000 or less, and has a dispersion degree (Mw / Mn) of 1.00 or more and 1.60 or less. (Item 12) R in equation (1) above 1 The aromatic copolymer described in item 11, wherein the group is an ethyl group or a butyl group. (Item 13) An aromatic copolymer according to any one of items 5 to 12, wherein the 10% thermoweight loss temperature is in the range of 300 to 450°C. (Item 14) A resin component comprising an aromatic copolymer composition as described in any one of items 1 through 13. (Item 15) A step of polymerizing a compound represented by the following formula (2) with a symmetric aromatic compound having an ether bond or a biphenyl structure in the presence of a Lewis acid, A method for producing an aromatic copolymer, comprising the step of stopping the polymerization reaction with an alcohol solvent.

[0069] [ka]

[0070] However, in equation (2), R 1 represents an alkyl group having 2 to 8 carbon atoms or a hydrogen atom, and X represents a halogen or a leaving group.

Claims

1. An aromatic copolymer represented by the following formula (1). 【Chemistry 1】 However, in equation (1), R １ R represents an alkyl group having 2 to 8 carbon atoms or hydrogen atoms. ２ represents an alkyl group having 1 to 4 carbon atoms, Aryl represents an aromatic compound, and n represents an integer of 1 or more.

2. The aromatic copolymer according to claim 1, wherein the weight-average molecular weight is 3,000 or more and 100,000 or less.

3. In formula (1), Aryl is a symmetric aromatic compound having an ether bond or a biphenyl structure. The aromatic copolymer according to claim 1, having a carbonyl group at the para or meta position.

4. The aromatic copolymer according to claim 3, wherein Aryl in formula (1) is at least one aromatic compound selected from 2,2'-dimethoxy-1,1'-biphenyl, diphenyl ether, 1,4-diphenoxybenzene, 1,2-diphenoxyethane, 1,2-diphenoxymethane, 1,3-diphenoxypropane, 1,4-diphenoxybutane, 1,1'-((oxybis)(2,2-ethanedyloxy))bis(benzene), 1,1'-oxybis(3-methoxybenzene), and 1,1'-oxybis(2-methoxybenzene).

5. The aromatic copolymer according to claim 4, wherein Aryl in formula (1) is 2,2'-dimethoxy-1,1'-biphenyl, has a weight-average molecular weight of 10,000 or more and 40,000 or less, and a degree of dispersion of 1.00 or more and 1.60 or less.

6. R in formula (1) １ The aromatic copolymer according to claim 5, wherein is a hydrogen, propyl group, or butyl group.

7. The aromatic copolymer according to claim 4, wherein Aryl in formula (1) is a diphenyl ether, has a weight-average molecular weight of 3,000 or more and 10,000 or less, and a dispersion degree of 1.00 or more and 1.60 or less.

8. R in formula (1) １ The aromatic copolymer according to claim 7, wherein is a hydrogen, ethyl group, propyl group, or octyl group.

9. The aromatic copolymer according to claim 4, wherein Aryl in formula (1) is 1,1'-oxybis(3-methoxybenzene), has a weight-average molecular weight of 8,000 or more and 20,000 or less, and a dispersion degree of 1.00 or more and 1.60 or less.

10. R in formula (1) １ The aromatic copolymer according to claim 9, wherein is an ethyl group, a propyl group, or a butyl group.

11. The aromatic copolymer according to claim 4, wherein Aryl in formula (1) is 1,4-diphenoxybenzene, has a weight-average molecular weight of 3,000 or more and 20,000 or less, and a degree of dispersion of 1.00 or more and 1.60 or less.

12. R in formula (1) １ The aromatic copolymer according to claim 11, wherein is an ethyl group or a butyl group.

13. The aromatic copolymer according to any one of claims 5 to 12, wherein the 10% thermoweight loss temperature is in the range of 300 to 450°C.

14. A resin component comprising the aromatic copolymer composition according to any one of claims 1 to 12.

15. A step of polymerizing a compound represented by the following formula (2) with a symmetric aromatic compound having an ether bond or a biphenyl structure in the presence of a Lewis acid, A method for producing an aromatic copolymer, comprising the step of stopping the polymerization reaction with an alcohol solvent. 【Chemistry 2】 However, in equation (2), R １ represents an alkyl group having 2 to 8 carbon atoms or a hydrogen atom, and X represents a halogen or a leaving group.

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