A method for preparing aromatic polyketides

Abstract

This invention relates to a method for preparing aromatic polyketides, which involves reacting an aromatic bigrirl reagent with an aromatic diacyl halide, aromatic diester, or aromatic dinitrile. The preparation process involves first preparing the corresponding aromatic bigrirl reagent; then reacting the prepared aromatic bigrirl reagent with a tetrahydrofuran mixture of an aromatic diacyl halide, aromatic diester, or aromatic dinitrile at 20-50°C for 4-24 hours, followed by purification to obtain the aromatic polyketide. This invention features mild reaction conditions, short reaction time, simple operation, and inexpensive reactants. It exhibits high reactant selectivity, effectively reducing side reactions such as branching. The prepared aromatic polyketide possesses numerous advantages, including high regularity, strong heat resistance, simple processing, and low cost. It can be used as a polymer material, or as a binder in coatings, inks, and adhesives to improve the hardness, gloss, and other properties of coatings, inks, and adhesives.

Description

Technical Field

[0001] This invention relates to the field of pharmaceutical synthesis technology, specifically to a method for preparing aromatic polyketides, the preparation method thereon, and its applications. Background Technology

[0002] Aromatic polyketides are a class of aromatic polymers composed of phenylene rings linked by carbonyl groups. As a novel type of functional material, organic aromatic polymers possess a wealth of functional properties, including optical, electrical, and magnetic properties. Aromatic polymers exhibit strong light-harvesting capabilities, which can be used to amplify fluorescence sensing signals, playing an increasingly important role in disease diagnosis, photovoltaic materials, and biosensoring. In recent years, the applications of aromatic polymers in cellular and animal-level fluorescence imaging and in the biomedical field have also garnered significant attention.

[0003] However, there are currently very few monomers available for aromatic polymers, and very few aromatic polymers with excellent photothermal properties. Furthermore, their properties, particularly processability, charge carrier mobility, on / off ratio, and stability, still have room for further improvement. Compared to polyacetylene, aromatic polyketides have benzene rings and carbonyl groups on their backbone, resulting in higher heat resistance and hardness. The benzene rings can also contain substituents, allowing for the adjustment of properties such as wettability and affinity. Compared to sulfur- or nitrogen-containing aromatic polymers, they avoid the dark coloring caused by oxidation.

[0004] Aromatic polyketones, as thermoplastic resins with a unique structure, possess excellent mechanical properties, solvent and chemical resistance, heat resistance, strong light-harvesting ability, and electrical conductivity. They are mainly used as photovoltaic materials, fluorescent sensing signal amplification materials in the biomedical field, and conductive materials. They have found applications in disease diagnosis and biological detection, solar cells, and conductive plastics. However, conventional methods for obtaining aromatic polyketones involve polymerization via nucleophilic aromatic substitution reactions, which have drawbacks such as long reaction times and the need for noble metal catalysts.

[0005] Based on the needs of industrial and practical applications, it is necessary to find a new method for synthesizing aromatic polyketides that has better performance, simpler process, and lower cost. Summary of the Invention

[0006] The purpose of this invention is to synthesize linear aromatic polyketides via stepwise polymerization by reacting highly selective phenyl or biphenyl diGrignard reagents with phenyl or biphenyl diacyl chlorides, diesters, or dinitrile. This addresses the lack of aromatic polyketides in existing aromatic polymers. Because polyketides possess excellent thermal stability, mechanical properties, and corrosion resistance, they can fill the gaps in existing aromatic polymers and produce products with superior performance. Furthermore, the introduction of phenyl substituents can adjust the properties of aromatic polyketides, including wettability, affinity, and processability.

[0007] To solve the above-mentioned technical problems, the present invention adopts the following technical solution:

[0008] A method for preparing aromatic polyketides includes the following steps:

[0009] A. Obtain the bis-Gräger reagent;

[0010] B. Dissolve the aromatic disubstituted compound in the reaction solvent, and under the protection of an inert gas, add the bis-Grignard reagent dropwise to carry out the polymerization reaction to obtain the crude product; adding the bis-Grignard reagent dropwise under the protection of an inert gas can prevent the bis-Grignard reagent from reacting with oxygen and water in the air, which would lead to reaction failure.

[0011] C. The crude product is purified to obtain aromatic polyketide.

[0012] Aromatic disubstituted derivatives include one or more of aromatic diacyl halides, aromatic diesters, or aromatic dinitriles. Aromatic polyketides are prepared by reacting aromatic diglide, aromatic diester, or aromatic dinitrile with an aromatic bis-Graffine reagent. The aromatic polyketides are poly(carbonyl-phenylene) and poly(carbonyl-phenylene) containing substituted side groups.

[0013] This invention allows for the preparation of corresponding bis-Grägerl reagents using phenyl dihalides as raw materials. The prepared bis-Grägerl reagent is reacted with a tetrahydrofuran solution of one or more of phenyl or biphenyldicarboxylic halides, phenyl or biphenyldicarboxylic esters, or phenyl or biphenyldionitriles to prepare crude aromatic polyketides. After purification, refined aromatic polyketides are obtained.

[0014] Phenyl and substituted phenyl or biphenyl bis-Grignard reagents exhibit good selectivity in reacting with phenyl or biphenyl diesters, diacyl halides, and dinitriles, generating novel aromatic polyketides with regular structures. This overcomes the shortcomings of existing aromatic polymers, expands the range of aromatic polymers, and enables the preparation of high-performance optoelectronic and biomaterials. Furthermore, aromatic polyketides possess numerous advantages such as high regularity, strong heat resistance, simple processing, and low cost. They can be used as polymer materials and as binders in coatings, inks, and adhesives to improve their hardness, gloss, and other properties.

[0015] The substituents of the phenyl dihalogen, phthaloyl halide, phthalate ester, and phthalonitrile may be located at one or more of the para, ortho, or meta positions; the phenyl group may be replaced by a biphenyl group; and the phenyl dihalogen, phthaloyl halide, phthalate ester, and phthalonitrile may also contain alkyl, aryl or alicyclic, halogen, sulfonic acid, nitro, or other substituents.

[0016] Preferably, the bis-Gräger reagent includes an aryl bis-Gräger reagent; step A includes: mixing iodine granules, dihaloaromatic hydrocarbons, and magnesium powder in a reaction solvent, and then performing an ultrasonic reaction under the protection of an inert gas to obtain the bis-Gräger reagent.

[0017] Unlike the synthesis of small molecules using Grignard reagents, where byproduct impurities can be removed by conventional purification methods after the reaction, the synthesis of aromatic polyketides is much more complex. Even a 1% side reaction can interrupt the polymerization process, resulting in either unsuccessful synthesis or the acquisition of aromatic polyketides with very low molecular weights. If the bis-Grignard reagent reacts completely with oxygen or water, the reaction cannot proceed. If one end of the bis-Grignard reagent reacts with oxygen or water, it forms a cap, severely affecting the resulting molecular weight. Other influencing factors, such as the content of the bis-Grignard reagent and suitable reaction conditions with the disubstituted product, also significantly impact the molecular weight of the aromatic polyketide. Through long-term research and continuous experimentation, this invention has successfully prepared high-molecular-weight polycarbosilanes by selecting and synthesizing high-content bis-Grignard reagents, selecting suitable reaction conditions with the disubstituted product, and implementing appropriate post-treatment.

[0018] Preferably, in step A, the molar ratio of the dibromoaromatic hydrocarbon to the magnesium powder is 1:3; the ultrasonic power of the ultrasonic reaction is 300-1500W, the reaction temperature is 20℃-60℃, and the reaction time is 0.2-2h.

[0019] Preferably, in step B, the polymerization reaction includes the following general formula:

[0020]

[0021] The phenyl group in the formula may also include biphenyl or naphthyl groups, or both, for copolymerization;

[0022] X = F, Cl, Br, I;

[0023] Y = COOR", COX', CN;

[0024] R includes one or more of hydrogen, alkyl, aryl or alicyclic, halogen, sulfonic acid, and nitro groups;

[0025] R' includes one or more of hydrogen, alkyl, aryl or alicyclic, halogen, sulfonic acid, and nitro groups;

[0026] "R" includes one or more of alkyl, aryl, or alicyclic groups;

[0027] X' = ​​Cl, Br, I.

[0028] The aromatic bis-Graffine reagents include one or more of the following: terephthalic dihalogen bis-Graffine reagents, isophthalic dihalogen bis-Graffine reagents, o-phthalic dihalogen bis-Graffine reagents, and biphenyl dihalogen bis-Graffine reagents. The halogen contained therein includes one of fluorine, chlorine, bromine, and iodine. The bis-Graffine reagent can be a phenyl, biphenyl, or naphthyl dihalogen bis-Graffine reagent containing an alkyl, aryl, or alicyclic group, a halogen, a sulfonic acid group, or a nitro substituent on the benzene ring.

[0029] Preferably, the inert gas includes one or more of nitrogen and argon; the reaction solvent includes tetrahydrofuran; and the quenching agent includes an alcohol, an acid, or water, specifically one or more of methanol, ethanol, butanol, formic acid, acetic acid, butyric acid, and water.

[0030] Preferably, in step B, the dropping process of the bis-Grignard reagent includes slow dropping and rapid stirring, and the dropping time includes 0.1 to 0.5 hours; the reaction temperature of the polymerization reaction includes 20 to 50°C, and the reaction time includes 4 to 24 hours; the cooling temperature includes room temperature; and the reaction time of the quenching reaction includes 1 to 2 hours.

[0031] The bis-Graffine reagent needs to be added slowly, with a total addition time of 0.1 to 0.5 hours, to prevent the reaction from being too vigorous and producing side reactions.

[0032] Preferably, the aromatic disubstituted product includes one or more of aromatic diacyl halides, aromatic diesters, and aromatic dinitrile;

[0033] When the aromatic disubstituted product includes an aromatic diacyl halide, the purification process in step C includes: washing the crude product with water, then adding an alkaline agent for washing, filtering and washing with water until neutral, washing with an organic solvent, and drying to obtain the aromatic polyketide.

[0034] When the aromatic disubstituted product includes an aromatic diester, the purification process in step C includes: washing the crude product sequentially with water and alcohol and precipitating it in the alcohol to obtain the aromatic polyketide;

[0035] When the aromatic disubstituted product includes an aromatic dinitrile, the purification process in step C includes: washing the crude product sequentially with water and alcohol, extracting with alcohol, and precipitating in alcohol to obtain the aromatic polyketide.

[0036] Different raw materials produce different small molecule byproducts in the reaction, so different purification methods are required.

[0037] The aromatic diacyl halide is one or more of terephthaloyl halide, orthophthaloyl halide, isophthaloyl halide, or biphenyl or naphthyl diacyl halide, and the halogen in the aromatic diacyl halide can be one or more of chlorine, bromine, and iodine. The aromatic diacyl halide can be a phenyl diacyl halide containing an alkyl, aryl, or alicyclic group, a halogen, a sulfonic acid group, or a nitro substituent on the benzene ring.

[0038] The aromatic diesters include one or more of phthalates, isophthalates, terephthalates, and biphenyl esters, and the alkyl group of the aromatic diester includes one or more of alkyl, aryl, or alicyclic phthalates. The phenyl or biphenyl dimethyl esters may be phenyl or biphenyl dimethyl esters containing alkyl, aryl, alicyclic, halogen, sulfonic acid, or nitro substituents on the benzene ring.

[0039] The aromatic dinitrile is one or more of terephthalonitrile, orthophthalonitrile, isophthalonitrile, and biphenyl dinitrile. The phenyl dinitrile or biphenyl dinitrile can be a phenyl or biphenyl dinitrile with an alkyl, aryl, alicyclic, halogen, sulfonic acid, or nitro substituent on the benzene ring.

[0040] Preferably, in step C, the alkaline agent includes sodium hydroxide solution, and the alcohol agent includes methanol, ethanol, and butanol.

[0041] An aromatic polyketide product obtained by the above-described method for preparing aromatic polyketides.

[0042] The aromatic polyketones prepared by the above synthesis method have low branching and are linear aromatic polyketones with good heat resistance and processability, as well as strong light-harvesting and electrical conductivity. The molecular weight can be controlled by adjusting the feed ratio, reaction time, and reaction temperature.

[0043] The aromatic polyketones can be modified by adjusting the feed ratio, raw materials and formulation to obtain modified aromatic polyketones.

[0044] An application of the above-mentioned aromatic polyketone product is characterized in that it is used for one or more of the following: light capture, conductivity, preparation of disease diagnostic equipment or preparations, preparation of biological detection equipment or preparations, coatings, inks, adhesives, and specialty plastics.

[0045] The aromatic polyketones described above possess excellent heat resistance and processability, along with strong light-harvesting and electrical conductivity. They are primarily used as photovoltaic materials, fluorescent sensor signal amplification materials in the biomedical field, and conductive materials. Applications have been found in disease diagnosis and biological detection, solar cells, and conductive plastics. The prepared aromatic polyketones exhibit numerous advantages, including high regularity, strong heat resistance, simple processing, and low cost. They can be used as polymer materials, as specialty plastics, and as binders in coatings, inks, and adhesives to improve their hardness, gloss, and other properties.

[0046] Compared with the prior art, implementing the present invention has the following beneficial effects:

[0047] This invention utilizes a simple, highly active, and selective process for preparing bigrid reagents, enabling the preparation of highly regular linear aromatic polyketides under mild conditions. Aromatic polyketides of different molecular weights can be prepared by controlling the reaction temperature, time, feed ratio, and substrate selection.

[0048] This invention prepares aromatic polyketides using aromatic digris reagents with aromatic diacyl chlorides, aromatic diesters, and aromatic dinitrile. The reaction conditions are mild, allowing for reactions at room temperature and pressure, with short reaction times. Since it does not involve high temperature or high pressure, the operation is simple. The reactants are haloalkanes, esters, acyl chlorides, and nitriles, which are easy to purchase, store, and transport. The reactant selectivity is high, resulting in highly regular linear aromatic polyketides with high heat resistance and crystallinity.

[0049] The present invention features mild reaction conditions, short reaction time, simple operation, and inexpensive reactants. It exhibits high reactant selectivity, effectively reducing the occurrence of side reactions such as branching. The prepared aromatic polyketone possesses numerous advantages, including high regularity, strong heat resistance, simple processing, and low cost. It can be used as a polymer material, or as a binder in coatings, inks, and adhesives to improve their hardness, gloss, and other properties. Attached Figure Description

[0050] Figure 1 The infrared spectrum of poly(carbonyl-1,4-phenylene) prepared by terephthalonitrile in this invention;

[0051] Figure 2 The poly(carbonyl-1,4-phenylene) prepared by terephthaloyl chloride in this invention is described in detail below. 13 C-SSNMR spectrum;

[0052] Figure 3 The thermogravimetric curve of poly(carbonyl-1,4-phenylene) prepared by terephthaloyl chloride in this invention;

[0053] Figure 4This is a DSC diagram of poly(carbonyl-1,4-phenylene) prepared by terephthaloyl chloride according to the present invention;

[0054] Figure 5 This is the spectrum of poly(carbonyl-1,4-phenylene) GPC prepared by the terephthalate method in this invention. Detailed Implementation

[0055] To make the objectives, technical solutions, and advantages of the present invention clearer, the present invention will be further described in detail below with reference to the accompanying drawings.

[0056] Example 1

[0057] In a dry Schlenk flask, 3.54 g of p-dibromobenzene, 1 iodine grain, and 40 mL of tetrahydrofuran were added. The mixture was evacuated and purged with argon three times, then sonicated at 40 °C for 20 min to prepare the p-dibromobenzene bis-Grignard reagent. In a dry two-necked flask, 3.03 g of terephthaloyl chloride and 60 mL of tetrahydrofuran were added. The mixture was evacuated and purged with argon three times. The p-dibromobenzene bis-Grignard reagent was slowly added dropwise to the two-necked flask, and the mixture was stirred rapidly. The reaction was carried out at room temperature for 8 h. 40 mL of 36% acetic acid solution was added to the two-necked flask, and the mixture was stirred at room temperature for 3 h. The mixture was filtered, and the supernatant powder was transferred to a single-necked flask. 50 mL of 20% sodium hydroxide solution was added, and the mixture was sonicated for 20 min. The mixture was filtered again, and the supernatant powder was washed with water until neutral. The powder was washed with a large amount of tetrahydrofuran and dried. An aromatic polyketide was obtained.

[0058] The aromatic polyketide prepared in this embodiment has a melting point of 344℃, a temperature at which it loses 5% of its weight at 408℃, a temperature at which it loses 50% of its weight at 630℃, and a weight loss of 63% at 800℃, exhibiting excellent heat resistance. The aromatic polyketide prepared in this embodiment has a number-average molecular weight of 21430 g / mol and a weight-average molecular weight of 44320 g / mol.

[0059] Example 2

[0060] In a dry Schlenk flask, 2.55 g of p-chlorodiphenyl, 1 iodine grain, and 40 mL of tetrahydrofuran were added. The mixture was evacuated three times and purged with argon gas. The mixture was then ultrasonically heated at 40 °C for 35 min to prepare the p-chlorodiphenyl diGrignard reagent. In a dry two-necked flask, 5.95 mL of dioctyl terephthalate and 60 mL of tetrahydrofuran were added. The mixture was evacuated three times and purged with argon gas. The p-chlorodiphenyl diGrignard reagent was slowly added dropwise to the two-necked flask, and the mixture was stirred rapidly. The reaction was carried out at 50 °C for 12 h. 40 mL of 36% acetic acid solution was added to the two-necked flask, and the mixture was stirred at room temperature for 1 h. The solution was evaporated to dryness by rotary evaporation. The mixture was washed with water and ethanol, and then dried. A small amount of tetrahydrofuran was added to dissolve the precipitate, which was then precipitated in ethanol. The precipitate was filtered and dried to obtain an aromatic polyketide.

[0061] The aromatic polyketide prepared in this embodiment has a number-average molecular weight of 12565 g / mol and a weight-average molecular weight of 33360 g / mol.

[0062] Example 3

[0063] In a dry Schlenk flask, 3.46 g of 2-methyl-p-diiodobenzene, 1 iodine grain, and 40 mL of tetrahydrofuran were added. The mixture was evacuated three times and purged with argon gas. The mixture was then ultrasonically heated at 30 °C for 35 min to prepare the 2-methyl-p-diiodobenzene di-Gräger's reagent. In a dry two-necked flask, 1.92 g of terephthalonitrile and 60 mL of tetrahydrofuran were added. The mixture was evacuated three times and purged with argon gas. The 2-methyl-p-diiodobenzene di-Gräger's reagent was slowly added dropwise to the two-necked flask, and the mixture was rapidly stirred and reacted at 50 °C for 20 h. 40 mL of a 20% tetrahydrofuran aqueous solution was added to the two-necked flask, and the mixture was stirred at 50 °C for 1 h. The mixture was evaporated to dryness by rotary evaporation. The mixture was washed with water and ethanol, extracted with ethanol for 24 h, and dried. A small amount of tetrahydrofuran was added to dissolve the precipitate, which then precipitated in ethanol. The precipitate was filtered and dried to obtain an aromatic polyketide.

[0064] The aromatic polyketide prepared in this embodiment has a number-average molecular weight of 42,320 g / mol and a weight-average molecular weight of 73,245 g / mol.

[0065] Example 4

[0066] In a dry Schlenk flask, 4.31 g of 4,4'-dibromobiphenyl, 1 iodine grain, and 40 mL of tetrahydrofuran were added. The mixture was evacuated and purged with argon three times, then sonicated at 40 °C for 20 min to prepare the p-dibromobenzene bis-Grignard reagent. In a dry two-necked flask, 5.65 g of 4,4'-diacyl chloride biphenyl and 40 mL of tetrahydrofuran were added. The mixture was evacuated and purged with argon three times. The p-4,4'-dibromobiphenyl bis-Grignard reagent was slowly added dropwise to the two-necked flask, and the mixture was stirred rapidly. The reaction was allowed to proceed at room temperature for 14 h. 40 mL of 36% acetic acid solution was added to the two-necked flask, and the mixture was stirred at room temperature for 3 h. The mixture was filtered, and the supernatant powder was transferred to a single-necked flask. 50 mL of 20% sodium hydroxide solution was added, and the mixture was sonicated for 20 min. The mixture was filtered again, and the supernatant powder was washed with water until neutral. The powder was washed with a large amount of tetrahydrofuran and dried. An aromatic polyketide was obtained.

[0067] The aromatic polyketide prepared in this embodiment has a number-average molecular weight of 11320 g / mol and a weight-average molecular weight of 20850 g / mol.

[0068] Example 5

[0069] In a dry Schlenk flask, 5.20 g of 2,2'-dimethyl-4,4'-dichlorobiphenyl, 1 iodine grain, and 40 mL of tetrahydrofuran were added. The mixture was evacuated three times and purged with argon gas, then sonicated at 40 °C for 35 min to prepare the 2,2'-dimethyl-4,4'-dichlorobiphenyl bis-Grignard reagent. In a dry two-necked flask, 5.95 mL of dioctyl terephthalate, 2 g of diethyl terephthalate, and 40 mL of tetrahydrofuran were added. The mixture was evacuated three times and purged with argon gas. The bis(4-bromophenyl) ether bis-Grignard reagent was slowly added dropwise to the two-necked flask, and the mixture was stirred rapidly. The reaction was carried out at room temperature for 6 h. 40 mL of a 10% ethanol-tetrahydrofuran solution was added to the two-necked flask, and the mixture was stirred at 30 °C for 1 h. The solution was evaporated to dryness by rotary evaporation. The solution was washed with water and ethanol, and then dried. A small amount of tetrahydrofuran was added to dissolve the solution, which precipitated in ethanol. The solution was filtered and dried to obtain an aromatic polyketide.

[0070] The aromatic polyketide prepared in this embodiment has a number-average molecular weight of 6300 g / mol and a weight-average molecular weight of 12450 g / mol.

[0071] Example 6

[0072] In a dry Schlenk flask, 4.05 g of p-dibromobenzene, 1 iodine grain, and 40 mL of tetrahydrofuran were added. The mixture was evacuated three times and purged with argon gas. The mixture was then ultrasonically heated at 40 °C for 35 min to prepare the p-dibromobenzene bis-Grignard reagent. In a dry two-necked flask, 2.90 g of 4,4'-diacenic biphenyl and 40 mL of tetrahydrofuran were added. The mixture was evacuated three times and purged with argon gas. The p-dibromobenzene bis-Grignard reagent was slowly added dropwise to the two-necked flask, and the mixture was rapidly stirred. The reaction was carried out at 50 °C for 24 h. 40 mL of 36% acetic acid solution was added to the two-necked flask, and the mixture was stirred at room temperature for 1 h. The mixture was then evaporated to dryness. The mixture was washed with water and ethanol, extracted with ethanol for 24 h, and dried. A small amount of tetrahydrofuran was added to dissolve the precipitate, which was then precipitated in ethanol. The precipitate was filtered and dried to obtain an aromatic polyketide.

[0073] The aromatic polyketide prepared in this embodiment has a number-average molecular weight of 3600 g / mol and a weight-average molecular weight of 6410 g / mol.

[0074] Example 1

[0075] In Examples 1-6, phenyl dihalides and biphenyl dihalides can be substituted for each other. Similarly, phenyl diacyl halides, phenyl diesters, phenyl dinitriles, biphenyl diacyl halides, biphenyl diesters, and biphenyl dinitriles can be substituted for each other.

[0076] The poly(carbonyl-1,4-phenylene) prepared according to the methods described in Examples 1-6 were characterized by infrared spectroscopy, solid-state NMR, TGA, DSC, and GPC, respectively. Figure 1-5 As shown. According to Figure 1 and Figure 2 The infrared spectrum and solid-state NMR spectrum confirmed the structure of the prepared poly(carbonyl-1,4-phenylene); according to Figure 3 The thermal decomposition temperature indicates that the prepared poly(carbonyl-1,4-phenylene) exhibits excellent heat resistance. Figure 4 The presence of crystallization peaks indicates that the measured poly(carbonyl-1,4-phenylene) has good structural regularity, crystallization properties, and good heat resistance. Figure 5 The molecular weight of the medium-sized poly(carbonyl-1,4-phenylene) exhibits a single-peak distribution, indicating that there is only one reaction mechanism for the preparation of poly(carbonyl-1,4-phenylene) using this method, which is beneficial for controlling the reaction.

[0077] The above-disclosed embodiments are merely preferred embodiments of the present invention and should not be construed as limiting the scope of the present invention. Therefore, equivalent variations made in accordance with the claims of the present invention are still within the scope of the present invention.

Claims

1. A method for preparing aromatic polyketides, characterized in that, Includes the following steps: A. Obtain the bis-Gräger reagent; B. Dissolve the aromatic disubstituted compound in a reaction solvent, add the di-Grignard reagent dropwise under inert gas protection, and carry out a polymerization reaction. Then, cool the mixture, add a quencher, and carry out a quenching reaction to obtain the crude product. The polymerization reaction includes the following general reaction formula: The phenyl group in the formula may also include biphenyl or naphthyl groups, or both, for copolymerization; X = F, Cl, Br, I; Y = COOR”, COX’, CN; R includes one or more of hydrogen, alkyl, aryl or alicyclic, halogen, sulfonic acid, and nitro groups; R' includes one or more of hydrogen, alkyl, aryl or alicyclic, halogen, sulfonic acid, and nitro groups; R'' includes one or more of alkyl, aryl, or alicyclic groups; X' = ​​Cl, Br, I; C. The crude product is purified to obtain aromatic polyketide.

2. The method for preparing aromatic polyketides according to claim 1, characterized in that, The bis-Gräger reagent includes an aryl bis-Gräger reagent; step A includes mixing iodine granules, dihaloaromatic hydrocarbons, and magnesium powder in a reaction solvent, and then performing an ultrasonic reaction under the protection of an inert gas to obtain the bis-Gräger reagent.

3. The method for preparing aromatic polyketides as described in claim 2, characterized in that, In step A, the molar ratio of the dihaloaromatic hydrocarbon to the magnesium powder is 1:3; the ultrasonic power of the ultrasonic reaction is 300~1500W, the reaction temperature is 20℃~60℃, and the reaction time is 0.2~2h.

4. The method for preparing aromatic polyketides as described in claim 1 or 2, characterized in that, The inert gas includes one or more of argon and nitrogen; the reaction solvent includes tetrahydrofuran; and the quenching agent includes one or more of methanol, ethanol, butanol, formic acid, acetic acid, butyric acid, and water.

5. The method for preparing aromatic polyketides according to claim 1, characterized in that, In step B, the addition of the bis-Grignard reagent is a slow addition with rapid stirring, and the addition time is 0.1 to 0.5 hours; the reaction temperature of the polymerization reaction is 20 to 50°C, and the reaction time is 4 to 24 hours; the cooling temperature is room temperature; and the reaction time of the quenching reaction is 1 to 2 hours.

6. The method for preparing aromatic polyketides according to claim 1, characterized in that, The aromatic disubstituted derivatives include one or more of aromatic diacyl halides, aromatic diesters, and aromatic dinitriles; When the aromatic disubstituted product includes an aromatic diacyl halide, the purification process in step C includes: washing the crude product with water, then adding an alkaline agent for washing, filtering and washing with water until neutral, washing with an organic solvent, and drying to obtain the aromatic polyketide. When the aromatic disubstituted product includes an aromatic diester, the purification process in step C includes: washing the crude product sequentially with water and alcohol and precipitating it in the alcohol to obtain the aromatic polyketide; When the aromatic disubstituted product includes an aromatic dinitrile, the purification process in step C includes: washing the crude product sequentially with water and alcohol, extracting with alcohol, and precipitating in alcohol to obtain the aromatic polyketide.

7. The method for preparing aromatic polyketides according to claim 6, characterized in that, In step C, the alkaline agent includes sodium hydroxide solution, and the alcohol agent includes methanol, ethanol, and butanol.

8. An aromatic polyketide product obtained by the method for preparing aromatic polyketides as described in claim 1.

9. An application of the aromatic polyketide product as described in claim 8, characterized in that, Used for one or more of the following: light capture, electrical conduction, preparation of disease diagnostic devices or preparations, preparation of biological detection devices or preparations, coatings, inks, adhesives, and specialty plastics.

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