A polyxanthate compound and a method for preparing the same

By using multi-component reactions of diols with carbon disulfide and dihalogenated compounds, the problems of harsh reaction conditions and heterogeneous products in the synthesis of polyxanthates in existing technologies have been solved, and the efficient preparation of polyxanthate compounds with well-defined structures and excellent performance has been achieved.

CN122344327APending Publication Date: 2026-07-07WUHAN TEXTILE UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
WUHAN TEXTILE UNIV
Filing Date
2026-05-12
Publication Date
2026-07-07

AI Technical Summary

Technical Problem

Existing methods for synthesizing polyxanones face technical challenges such as harsh reaction conditions, numerous side reactions, complex monomer synthesis, severe atom exchange, and heterogeneous product structures, making it difficult to prepare polymers with well-defined structures and excellent properties.

Method used

A multi-component reaction system consisting of diols, carbon disulfide, and dihalogenated compounds is used to efficiently construct polyxanone backbones in a one-pot process, avoiding the traditional ring-opening polymerization route and employing mild reaction conditions and a simple operating process.

Benefits of technology

It achieves uniform polymer structure and excellent performance, possesses good solubility, thermal stability and UV protection properties, and improves polymer yield and quality.

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Abstract

The application provides a polyxanthate compound and a preparation method thereof, and relates to the technical field of organic polymer synthesis. The application adds a dihydric alcohol compound, alkali and carbon disulfide into an organic solvent, and stirs and reacts; a dihalogenated compound is added into the foregoing reaction system for reaction, stirring, precipitation, drying, and thus a polyxanthate compound is obtained. The application has the characteristics of mild reaction conditions, simple operation, and easily available raw materials, and the obtained polyxanthate compound has excellent solubility, thermal stability, ultraviolet resistance and refractive performance.
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Description

Technical Field

[0001] This invention provides a polyxanone ester compound and its preparation method, belonging to the field of organic polymer synthesis technology. Background Technology

[0002] Polyxanthates are a class of polymers containing xanthate functional groups (-O-CS-S-). Due to their unique chemical structure, these polymers exhibit excellent chelating and optical properties, showing broad application prospects in water treatment, protective materials, polymer composites, and pharmaceuticals. However, existing synthetic methods suffer from significant technical bottlenecks, hindering their further development. Currently, polyxanthates are mainly prepared using ring-opening copolymerization strategies, with two typical methods: Method 1: Ring-opening polymerization of carbon disulfide and epoxides. This method generates polyxanone esters through ring-opening polymerization of carbon disulfide and epoxides under the action of a catalyst. However, its reaction conditions are harsh, typically requiring a strictly anhydrous and oxygen-free environment. It is extremely sensitive to the type of catalyst and reaction temperature, has a narrow reaction window, and poor process reproducibility. Furthermore, frequent side reactions easily generate byproducts such as cyclic carbonates, thiocarbonates, or polythiocarbonates, making it difficult to precisely control the polymer chain structure and limiting material properties. Macromolecules , 2015, 48, 16, 5526–5532. Nat. Commun. (2023, 14,4525.) Method 2: Ring-opening polymerization of polymerizable cyclic xanthate monomers. This route requires the prior synthesis of cyclic xanthate monomers, but the monomer preparation process is complex and costly, and the polymerization process is highly sensitive to catalysts and solvent systems, making it difficult to establish a widely applicable polymerization process. Polym. Chem. , 2018, 9, 1577-1582).

[0003] It is particularly noteworthy that both of the above methods generally involve oxygen-sulfur atom exchange during the polymerization process, resulting in non-uniform polymer structures and making it difficult to obtain polyxanone products with well-defined chain structures and simple compositions.

[0004] To address the technical challenges of existing technologies, such as harsh reaction conditions, numerous side reactions, complex monomer synthesis, severe atom exchange, and heterogeneous product structures, this invention innovatively proposes a novel strategy for the synthesis of polyxanthate. This method abandons the traditional ring-opening polymerization route, employing a multi-component reaction system of diols, carbon disulfide, and dihalogenated compounds to efficiently construct the polyxanthate backbone in a one-pot process. Compared with existing methods, the synthetic route of this invention offers significant advantages, including milder reaction conditions, simpler operation, controllable side reactions, and significant suppression of atom exchange, enabling the efficient and convenient preparation of polyxanthate compounds with uniform and well-defined chain structures. Summary of the Invention

[0005] Based on this, the present invention provides a polyxanone compound and a method for preparing the same. The method is characterized by mild reaction conditions, simple operation, and readily available raw materials. Furthermore, the obtained polyxanone compound possesses excellent solubility, thermal stability, UV protection, and refractive properties.

[0006] The present invention is specifically implemented using the following technical solutions: A polyxanthate compound, the compound comprising the following structural formula: Where n is an integer between 2 and 200.

[0007] Preferably, the method for preparing the polyxanone compound includes the following steps: (1) Add the diol compound, base and carbon disulfide to a container containing organic solvent and stir to react; (2) Add a dihalogenated compound to a container, continue stirring the reaction, and finally obtain polyxanone esters by precipitation, washing and drying.

[0008] Preferably, the molar ratio of the diol compound, the alkali, and carbon disulfide is 1:1 to 6:1 to 6.

[0009] Preferably, the diol compound comprises the following structural formula: .

[0010] Preferably, the alkali in step (1) is one or two of potassium hydroxide, sodium hydroxide, potassium carbonate, sodium carbonate, potassium hydride, sodium hydride, triethylamine, and 1,8-diazobispyrocyclo[5.4.0]undecyl-7-ene; The organic solvent is one or two of tetrahydrofuran, dimethyl sulfoxide, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and acetonitrile.

[0011] Preferably, the temperature of the stirring reaction in step (1) is 0 to 100 °C, and the stirring reaction time is 10 minutes to 5 hours.

[0012] Preferably, the molar ratio of the added dihalogenated compound to the diol compound is 1 to 6:1.

[0013] Preferably, the dihalogenated compound comprises the following structural formula: Where x is an integer between 1 and 18.

[0014] Preferably, the temperature of the stirring reaction in step (2) is 0 to 100 °C, and the reaction time is 12 to 48 hours.

[0015] Preferably, the drying temperature in step (2) is 20 to 80 °C.

[0016] Compared with the prior art, the present invention has the following beneficial effects: (1) The preparation method of the present invention uses inexpensive raw materials, has high atom economy, mild and efficient reaction, and clear and simple polymer structure.

[0017] (2) The polyxanone compounds prepared by this invention have excellent solubility and thermal stability, and have great application potential in UV protection materials and high refractive index materials. Attached Figure Description

[0018] Figure 1 The image shows a comparison of the proton NMR spectra of the polyxanone P1 compound (C) prepared in Example 1 and its corresponding monomers (A) and (B).

[0019] Figure 2 The image shows a comparison of the carbon NMR spectra of the polyxanone P1 compound (C) prepared in Example 1 and its corresponding monomers (A) and (B).

[0020] Figure 3 The comparison of the proton NMR spectra of the polyxanone P2 compound (D) prepared in Example 2 with its corresponding monomers (A) and (B) and model compound (C).

[0021] Figure 4 The image shows a comparison of the carbon NMR spectra of the polyxanone P2 compound (D) prepared in Example 2 with its corresponding monomers (A) and (B) and the model compound (C).

[0022] Figure 5 The comparison of the proton NMR spectra of the polyxanone P3 compound (D) prepared in Example 3 with its corresponding monomers (A) and (B) and model compound (C).

[0023] Figure 6 The image shows a comparison of the carbon NMR spectra of the polyxanone P3 compound (D) prepared in Example 3 with its corresponding monomers (A) and (B) and the model compound (C).

[0024] Figure 7 The Fourier transform infrared spectrum of the polyxanone P1 compound prepared in Example 1 is shown.

[0025] Figure 8 The Fourier transform infrared spectrum of the polyxanone P2 compound prepared in Example 2 is shown.

[0026] Figure 9 The thermogravimetric curve of the polyxanone P1 compound prepared in Example 1 is shown.

[0027] Figure 10 The thermogravimetric curve of the polyxanone P2 compound prepared in Example 2 is shown.

[0028] Figure 11 Differential scanning calorimetry curves of polyxanone compounds P1 and P2 prepared in Examples 1 and 2. Detailed Implementation

[0029] To make the objectives, technical solutions, and advantages of this invention clearer, the preferred embodiments of this invention will be described in further detail below with reference to the examples. All other embodiments obtained by those skilled in the art based on the embodiments of this invention without inventive effort are within the scope of protection of this invention.

[0030] Example 1 A polyxanone compound, the structural formula of which is shown in P1: The polyxanthate compounds were prepared by a multi-component tandem polymerization reaction of 1,4-butanediol, carbon disulfide, and p-dibromobenzyl in the presence of potassium hydroxide as a catalyst, and the reaction equation is shown in equation (I): Formula (1) The preparation steps of the polyxanone compound are as follows: Accurately weigh 1,4-butanediol (5 mmol, 0.44 mL) and add it to a 100 mL round-bottom flask. Add 10 mL of dimethyl sulfoxide and then add potassium hydroxide (15 mmol, 0.84 g). Stir at room temperature for 20 minutes. Then, add carbon disulfide (CS2, 15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add 1,6-dibromohexane (5.25 mmol, 0.8 mL) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours.

[0031] Analysis showed that the yield of polyxanone P1 in Example 1 was 90%. A comparison of the proton NMR spectra of this polyxanone P1 compound and its corresponding monomer is shown below. Figure 1 The comparison of their carbon NMR spectra is as follows: Figure 2 , Figure 1 In compound C, chemical shifts of 4.6–4.7 ppm correspond to the active methylene hydrogen atom (-CH2-OC=S) of polyxanthanate P1; 3.1–3.2 ppm correspond to the active methylene hydrogen atom (-CH2-SC=S) of polyxanthanate P1; and 1.94–1.95 ppm, 1.7–1.75 ppm, and 1.40–1.45 ppm all correspond to the methylene hydrogen atom (-CH2-) of the alkyl chain in polyxanthanate P1. Figure 2 The chemical shift at 215.4 ppm represents the carbon shift of the xanthate group; at 73.1 ppm and 35.9 ppm represent the chemical shifts of the active methylene carbon atom adjacent to the xanthate group; and at 28.4 ppm, 28.2 ppm, and 25.1 ppm represent the chemical shifts of the methylene carbon atom in the alkyl chain. Polyxanthate P1 exhibits good thermal stability, with a thermal decomposition temperature of 206℃. Figure 9 As shown, the glass transition temperature is -38℃. Figure 11 As shown.

[0032] Example 2 A polyxanone compound, the structural formula of which is shown on P2: The polyxanthate compounds were prepared by a multi-component tandem polymerization reaction of triethylene glycol, carbon disulfide, and p-dibromobenzyl in the presence of potassium hydroxide as a catalyst, as shown in equation (II): Formula (II) The preparation steps of the polyxanone compound are as follows: Accurately weigh 5 mmol (0.67 mL) of triethylene glycol and add it to a 100 mL round-bottom flask. Add 10 mL of dimethyl sulfoxide and 15 mmol (0.84 g) of potassium hydroxide. Stir at room temperature for 20 min. Then, add 15 mmol (0.9 mL) of CS2 dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add 5.25 mmol (1.38 g) of benzyl dibromo to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Analysis showed that the yield of polyxanone P2 was 95%, and the thermal decomposition temperature was 173 °C. Figure 10 As shown, the glass transition temperature is -7 ℃. Figure 11 As shown.

[0033] Example 3 A polyxanone compound, the structural formula of which is shown on page 3: The polyxanthate compounds were prepared by a multi-component tandem polymerization reaction of 1,4-butanediol, carbon disulfide, and p-dibromobenzyl in the presence of potassium carbonate, as shown in equation (III): Formula (3) The preparation steps of the polyxanone compound are as follows: Accurately weigh 1,4-butanediol (5 mmol, 0.44 mL) and add it to a 100 mL round-bottom flask. Add 10 mL of dimethyl sulfoxide and weigh potassium carbonate (15 mmol, 2.07 g). Stir at room temperature for 20 minutes. Then, add CS2 (15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add benzyl dibromo (5.25 mmol, 1.38 g) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Polyxanthate P3 exhibits good thermal stability, with a thermal decomposition temperature of 207 °C and a glass transition temperature of 4 °C.

[0034] Example 4 A polyxanone compound, the structural formula of which is shown on page 4: The polyxanthate compounds were prepared by a multi-component tandem polymerization reaction of 1,4-butanediol, carbon disulfide, and m-dibromobenzyl in the presence of sodium hydroxide as a catalyst, and the reaction equation is shown in equation (IV): Formula (IV) The preparation steps of the polyxanone compound are as follows: Accurately weigh 1,4-butanediol (5 mmol, 0.44 mL) and add it to a 100 mL round-bottom flask. Add 10 mL of N,N-dimethylformamide and weigh out sodium hydroxide (15 mmol, 0.6 g). Stir at room temperature for 20 minutes. Then, add CS2 (15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add m-dibromobenzyl (5.25 mmol, 1.38 g) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Polyxanthate P4 exhibits good thermal stability, with a thermal decomposition temperature of 186 °C and a glass transition temperature of -4 °C.

[0035] Example 5 A polyxanone compound, the structural formula of which is shown on page 5: The polyxanone compounds were prepared by a multi-component tandem polymerization reaction of 1,4-butanediol, carbon disulfide, and o-dibromobenzyl in the presence of sodium carbonate, as shown in equation (V): Formula (5) The preparation steps of the polyxanone compound are as follows: Accurately weigh 1,4-butanediol (5 mmol, 0.44 mL) and add it to a 100 mL round-bottom flask. Add 10 mL of N,N-dimethylacetamide and weigh out sodium carbonate (15 mmol, 1.59 g). Stir at room temperature for 20 minutes. Then, add CS2 (15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add o-dibromobenzyl (5.25 mmol, 1.38 g) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Polyxanthate P5 exhibits good thermal stability, with a thermal decomposition temperature of 178 °C and a glass transition temperature of -1 °C.

[0036] Example 6 A polyxanone compound, the structural formula of which is shown on page 6: The polyxanthate compounds were prepared by a multi-component tandem polymerization reaction of 1,4-butanediol, carbon disulfide, and p-dichlorobenzyl in the presence of potassium carbonate as a catalyst, and the reaction equation is shown in equation (VI): Formula (VI) The preparation steps of the polyxanone compound are as follows: Accurately weigh 1,4-butanediol (5 mmol, 0.44 mL) and add it to a 100 mL round-bottom flask. Add 10 mL of dimethyl sulfoxide and weigh potassium carbonate (15 mmol, 2.07 g). Stir at room temperature for 20 minutes. Then, add CS2 (15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add benzyl dichloroisocyanurate (5.25 mmol, 0.92 g) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Polyxanthate P6 exhibits good thermal stability, with a thermal decomposition temperature of 198 °C and a glass transition temperature of 9 °C.

[0037] Example 7 A polyxanone compound, the structural formula of which is shown on page 7: The polyxanthate compounds were prepared by a multi-component tandem polymerization reaction of 1,6-hexanediol, carbon disulfide, and p-dibromobenzyl in the presence of triethylamine, as shown in equation (VII): Formula (VII) The preparation steps of the polyxanone compound are as follows: Accurately weigh 1,6-hexanediol (5 mmol, 0.59 g) and add it to a 100 mL round-bottom flask. Add 10 mL of N-methylpyrrolidone and then add triethylamine (15 mmol, 2.08 mL). Stir at room temperature for 20 minutes. Then, add CS2 (15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add benzyl dibromo (5.25 mmol, 1.38 g) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Polyxanthate P7 exhibits good thermal stability, with a thermal decomposition temperature of 214 °C and a glass transition temperature of -20 °C.

[0038] Example 8 A polyxanone compound, the structural formula of which is shown on page 8: The polyxanthate compounds were prepared by a multi-component tandem polymerization reaction of 1,8-octanediol, carbon disulfide, and p-dibromobenzyl in the presence of 1,8-diazobispiro[5.4.0]undecyl-7-ene as a catalyst, and the reaction equation is shown in equation (viii). Formula (8) The preparation steps of the polyxanone compound are as follows: Accurately weigh 1,8-octanediol (5 mmol, 0.73 g) and add it to a 100 mL round-bottom flask. Add 10 mL of acetonitrile, then weigh 1,8-diazobisspirocyclic [5.4.0]undec-7-ene (15 mmol, 2.24 mL) and add it to the flask. Stir at room temperature for 20 minutes. Then, add CS2 (15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add p-dibromobenzyl (5.25 mmol, 1.38 g) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Polyxanthate P8 has good thermal stability, with a thermal decomposition temperature of 219℃ and a glass transition temperature of -25℃.

[0039] Example 9 A polyxanone compound, the structural formula of which is shown on page 9: The polyxanthate compounds were prepared by a multi-component tandem polymerization reaction of 1,10-decanediol, carbon disulfide, and p-dibromobenzyl in the presence of sodium hydride, as shown in equation (IX): Formula (9) The preparation steps of the polyxanone compound are as follows: Accurately weigh 1,10-octanediol (5 mmol, 0.87 g) and add it to a 100 mL round-bottom flask. Add 10 mL of tetrahydrofuran and weigh out sodium hydride (15 mmol, 0.36 g). Stir at room temperature for 20 minutes. Then, add CS2 (15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add p-dibromobenzyl (5.25 mmol, 1.38 g) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Polyxanthate P9 exhibits good thermal stability, with a thermal decomposition temperature of 226 °C and a glass transition temperature of -16 °C.

[0040] Example 10 A polyxanone compound, the structural formula of which is shown on page 10: The polyxanone compounds were prepared by a multi-component tandem polymerization reaction of terephthalic acid, carbon disulfide, and 1,4-dibromobutane under the catalysis of potassium hydride, as shown in equation (x): Formula (10) The preparation steps of the polyxanone compound are as follows: Accurately weigh terephthalic acid (5 mmol, 0.69 g) and add it to a 100 mL round-bottom flask. Add 10 mL of tetrahydrofuran and then add potassium hydride (15 mmol, 0.6 g). Stir at room temperature for 20 minutes. Then, add CS2 (15 mmol, 0.9 mL) dropwise to the reaction system using a microsyringe. Continue the reaction at room temperature and under air for 2 hours. Finally, add 1,4-dibromobutane (5.25 mmol, 0.63 mL) to the reaction system and continue the reaction at room temperature for 24 hours. After the reaction is complete, add the reaction solution dropwise to 100 mL of a 1:1 methanol / water mixture. Centrifuge to obtain the precipitate, wash repeatedly with 50 mL of a 1:1 methanol / water mixture, and finally dry in a vacuum oven at room temperature for 12 hours. Polyxanthate P10 exhibits good thermal stability, with a thermal decomposition temperature of 177 °C and a glass transition temperature of -1 °C.

[0041] Example 11 The refractive properties of the polyxanone polymers shown in P1, P2, and P3 were tested: Take 20 mg of samples P1, P2, and P3 in a glass bottle, add 0.5 mL of tetrahydrofuran to completely dissolve them, and then use a pipette to take 60 μL of the above solution onto a silicon wafer. Prepare a uniform and smooth film by spin coating, and then use an ellipsometer to test and fit to obtain the refractive index and Abbe number.

[0042] Table 1: Yield, Number Average Molecular Weight (Mn), Weight Average Molecular Weight (Mw), Molecular Weight Distribution (Mw / Mn), and Refractive Index (n) of Polymers P1, P2, and P3 633 ) and Abbe number (V D )

[0043] a Refractive index n 633 The refractive index at a wavelength of 633nm; b The Abbe number represents the degree of dispersion of a material. The Abbe number is calculated as follows: V D =(n D -1) / (n F -n C ), (n D =n 589.2 n F =n 486.1 n C =n 656.3 ) Compared with the refractive index (1.58-1.68) of polyxanthate obtained by conventional ring-opening polymerization, the refractive index of polyxanthate prepared by the method of the present invention can be increased to between 1.7 and 1.8.

[0044] Example 12 Experimental procedure for metal ion adsorption using polyxanone polymers (P1 and P2): 20 mg of P1 or P2 was dispersed in a glass bottle containing 10 mL of a pre-prepared specific metal ion solution (concentration 50 mg / L). After stirring for 1 hour, the mixed solution was filtered through an aqueous filter, and the residual metal ion concentration was measured using inductively coupled plasma optical emission spectrometry (ICP-OES). Experimental results showed that both P1 and P2 exhibited good adsorption capacity and efficiency for metal ions such as Au and Cu.

[0045] As shown in the above embodiments, this invention provides a novel method for preparing polyxanone polymers by polymerization of diol compounds, carbon disulfide, and dihalogenated compounds in an alkaline catalyst and organic solvent. The raw materials used in this method are widely available, readily accessible, commercially available, and inexpensive; the reaction conditions are mild, the reaction rate is fast, and the product yield is as high as 85%–99%. In contrast, traditional ring-opening polymerization methods struggle to avoid oxygen-sulfur exchange, resulting in yields of only 10%–50%. The method of this invention effectively avoids this exchange phenomenon, yielding high-yield pure polyxanone compounds. Furthermore, experimental results demonstrate that the polyxanone compounds prepared by this invention also possess excellent thermal stability and refractive properties.

[0046] The above description is only a preferred embodiment of the present invention. It should be noted that for those skilled in the art, several improvements and modifications can be made without departing from the principle of the present invention, and these improvements and modifications should also be considered within the scope of protection of the present invention.

Claims

1. A polyxanone compound, characterized in that, The compound comprises the following structural formula: Where n is an integer between 2 and 200.

2. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, Includes the following steps: (1) Add the diol compound, base and carbon disulfide to a container containing organic solvent and stir to react; (2) Add a dihalogenated compound to a container, continue stirring the reaction, and finally obtain polyxanone esters by precipitation, washing and drying.

3. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, The molar ratio of the diol compound, the alkali, and carbon disulfide is 1:1~6:1~6.

4. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, The diol compound comprises the following structural formula: 。 5. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, In step (1), the base is one or two of potassium hydroxide, sodium hydroxide, potassium carbonate, sodium carbonate, potassium hydride, sodium hydride, triethylamine, and 1,8-diazobisspirocyclic [5.4.0]undecyl-7-ene; The organic solvent is one or two of tetrahydrofuran, dimethyl sulfoxide, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and acetonitrile.

6. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, The temperature of the stirring reaction in step (1) is 0 to 100 ℃, and the stirring reaction time is 10 minutes to 5 hours.

7. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, The molar ratio of the added dihalogenated compound to the diol compound is 1 to 6:

1.

8. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, The binary halogenated compound comprises the following structural formula: Where x is an integer between 1 and 18.

9. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, The temperature of the stirring reaction in step (2) is 0 to 100 °C, and the reaction time is 12 to 48 hours.

10. The method for preparing the polyxanone ester compound as described in claim 1, characterized in that, The drying temperature in step (2) is 20–80 °C.