Thioester compounds having high refractive index, as well as optical resin, preparation method therefor and use thereof

Abstract

Provided are thioester compounds having a high refractive index, as well as an optical resin, a preparation method therefor and the use thereof. The chemical structural general formula of the thioester compounds is shown as formula (I): wherein n is zero or is a positive integer, and R is at least one of H, substituted or unsubstituted alkyl, and substituted or unsubstituted aryl. The introduction of an adjustable number of sulfur atoms into the thioester compounds can improve the refractive index of the optical resin, and a synthesis method of the optical resin is simple, easy to implement and low in cost.

Description

High-refractive-index thioester compound, optical resin, and preparation method and application thereof

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to a Chinese patent application filed with the Patent Office of China on October 31, 2023, with application number 202311440183.4 and application name “High refractive index thioester compounds, optical resins, preparation methods and applications thereof”, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The present application relates to the technical field of optical materials, and in particular to a high-refractive-index thioester compound, an optical resin, and a preparation method and application thereof. Background Art

[0004] Organic resin, as an important component of optical resin, has the characteristics of light weight, impact resistance, easy molding and processing, and excellent optical properties. Therefore, it has gradually replaced traditional optical materials and is widely used in optical fibers, building materials, resin lenses, precision lenses, and anti-reflective coatings. Traditional optical resins such as polymethyl methacrylate (PMMA) have a refractive index of n D =1.492; polycarbonate (PC), refractive index n D =1.584; polystyrene (PS), refractive index n D =1.592, etc., although it can be applied to most optical fields, it is becoming increasingly difficult to meet people's requirements for high precision and high performance of optical components.

[0005] However, current optical resins still have drawbacks such as expensive raw materials and complex production methods. Therefore, research and development of new optical resins, especially optical resins with high refractive index, is the main research direction in the field of optical materials.

[0006] Summary of the Invention

[0007] In view of this, in order to solve at least one of the above problems, the present application provides a thioester compound with a high refractive index. The preparation method of the thioester compound is simple and the raw materials are inexpensive.

[0008] In addition, the present invention also provides an optical resin, a preparation method thereof, and an application of the optical resin. The aforementioned thioester compound can be directly cured to prepare an optical resin with a high refractive index, and the preparation method is simple and low-cost.

[0009] The present invention provides a thioester compound with a high refractive index. The general chemical structure of the thioester compound is shown in Formula (I):

[0010] Wherein, n is zero or a positive integer;

[0011] R is at least one of a H atom, a substituted or unsubstituted alkyl group, and a substituted or unsubstituted aryl group.

[0012] In some possible embodiments, R in the formula (I) is methyl.

[0013] In some possible embodiments, the thioester compound is any one of the following compounds D-1, D-2, D-3, and D-4:

[0014] as well as

[0015] The present application also provides an optical resin, which is obtained by cross-linking and curing the high-refractive-index thioester compound described above, wherein the curing is photocuring.

[0016] The present invention also provides a method for preparing an optical resin, comprising:

[0017] The thiol compound is subjected to an acryloylation reaction to obtain a thioester compound; wherein the chemical structure of the thioester compound is shown in formula (I):

[0018] wherein n is zero or a positive integer; R is at least one of an H atom, a substituted or unsubstituted alkyl group, and a substituted or unsubstituted aryl group;

[0019] The general chemical structure of the thiol compound is shown in formula (II):

[0020] Wherein, n is zero or a positive integer; and

[0021] The thioester compound is mixed with a cross-linking agent and an initiator, and cross-linked and cured to obtain the optical resin.

[0022] In some possible embodiments, the method for preparing the thiol compound includes:

[0023] Step 1, using triphenylmethanol to protect mercaptoethanol to obtain a first intermediate;

[0024] Step 2, oxidizing the first intermediate using pyridinium chlorochromate to obtain a second intermediate;

[0025] Step 3, protecting the aldehyde group of the second intermediate using ethanedithiol to obtain a third intermediate;

[0026] Step 4, using triethylsilane to remove the trityl group under acidic conditions to obtain a fourth intermediate, wherein the fourth intermediate is the thiol compound when n=0 in the formula (II);

[0027] Step 5, using the fourth intermediate to replace bromoethanol to obtain the fifth intermediate;

[0028] Step 6, using hydrobromic acid and thiourea to synthesize the fifth intermediate into a thiourea salt, and then hydrolyzing it under alkaline conditions to obtain a sixth intermediate, which is the thiol compound when n=1 in the formula (II);

[0029] Repeating steps 5 and 6 can obtain the thiol compound where n in formula (II) is greater than or equal to 2.

[0030] In some possible embodiments, the crosslinking agent includes at least one of bis(4-methacryloylthiophenyl) sulfide, ethylene glycol dimethacrylate, dicyclopentenyl acrylate, and ethoxylated bisphenol A dimethacrylate;

[0031] The initiator is a photoinitiator, and the curing is ultraviolet curing.

[0032] In some possible embodiments, the preparation of the thioester compound includes:

[0033] In a three-necked flask equipped with a constant pressure dropping funnel, the thiol compound, tetrahydrofuran, and triethylamine were added, and nitrogen was introduced and stirred to obtain a mixed solution;

[0034] Cooling the mixed solution to zero degrees, adding acryloyl chloride or methacryloyl chloride, mixing, and stirring at room temperature overnight to obtain a reaction mixture; and

[0035] The reaction mixture is distilled under reduced pressure to remove volatiles, and the thioester compound is purified by column chromatography.

[0036] In some possible embodiments, zirconium oxide nanoparticles are further added during the step of mixing the thioester compound with a cross-linking agent and an initiator.

[0037] In some possible embodiments, the present application also provides applications of the optical resin described above or an optical resin prepared by the method for preparing the optical resin described above.

[0038] Compared to the prior art, the thioester compounds provided in the embodiments of the present application incorporate sulfur atoms into the polymer chain. Because sulfur atoms possess both a high molar refractive index and low dispersion, they exhibit excellent environmental stability, are non-toxic, and have a wide adjustable range of refractive index. Therefore, they can improve the refractive index of optical resins formed by curing the thioester compounds. Furthermore, a higher sulfur content in the polymer chain of the optical resin increases the refractive index, allowing the amount of sulfur atoms in the thioester compound to be regulated according to actual needs. The preparation of optical resins, starting from thiol compounds, introduces sulfur into the molecular chain of the thioester compound. The synthesis method is simple and easy to implement, and the raw materials are inexpensive, which helps reduce costs. Furthermore, the synthesized thioester compound can be further cross-linked and cured to form an optical resin. DETAILED DESCRIPTION

[0039] The present application is further described below in conjunction with the examples. These examples are only used to illustrate the present application and are not intended to limit the scope of the present application. The experimental methods in the following examples where specific conditions are not specified are generally based on conventional conditions in the art or the conditions recommended by the manufacturer; the raw materials, reagents, etc. used, unless otherwise specified, are all raw materials and reagents that can be obtained from commercial channels such as conventional markets. Any non-substantial changes and substitutions made by those skilled in the art on the basis of the present application fall within the scope of protection claimed in the present application.

[0040] The present invention provides a thiol compound, the general chemical structure of which is shown in Formula (II):

[0041] Wherein, n is zero or a positive integer.

[0042] The examples of this application introduce sulfur into the polymer chain primarily using thiol compounds as raw materials. Furthermore, the higher the sulfur content in the final polymer chain, the higher the refractive index. The thiol compounds provided in the examples of this application have a unique dithiolane ring and long-chain structure, with a high sulfur content. Using these thiol compounds, high-refractive-index thioester compounds (i.e., thioacrylate monomers) can be prepared using these thiol compounds. The preparation method is simple, the raw materials are inexpensive, and this helps reduce costs. Furthermore, by using these thioester compounds as monomers, combined with a crosslinking agent and a photoinitiator and curing them with ultraviolet light, optical resins with high refractive index can be prepared.

[0043] The present invention also provides a method for preparing the above-mentioned thiol compound, comprising the following steps:

[0044] Step 1: Use triphenylmethanol (TrtOH) to protect mercaptoethanol to obtain the first intermediate M1.

[0045] Step 2: Oxidizing the first intermediate M1 with pyridinium chlorochromate (PCC) to obtain the second intermediate M2.

[0046] Step 3: Use ethanedithiol to protect the aldehyde group of the second intermediate M2 to obtain the third intermediate M3.

[0047] Step 4: Use triethylsilane (Et3SiH) and trifluoroacetic acid (TFA) under acidic conditions to remove the trityl group of the second intermediate M2 to obtain the fourth intermediate M4 (i.e., obtain the thiol compound when n in formula (II) is 0).

[0048] Step 5: Use the fourth intermediate M4 to replace bromoethanol to obtain the fifth intermediate M5.

[0049] Step 6: The fifth intermediate M5 is synthesized into a thiourea salt using hydrobromic acid and thiourea, and then hydrolyzed under alkaline conditions to obtain the sixth intermediate M6 (i.e., the thiol compound when n in formula (II) is 1).

[0050] Repeat steps 5 and 6 to obtain the thiol compound where n in formula (II) is greater than or equal to 2.

[0051] The specific reaction process is as follows:

[0052] One embodiment of the present application further provides a thioacrylate monomer, the general chemical structure of which is shown in Formula (I):

[0053] Wherein, n is zero or a positive integer; R is at least one of an H atom, a substituted or unsubstituted alkyl group, and a substituted or unsubstituted aryl group.

[0054] Specifically, the thioacrylate monomer may be one of the following compounds D-1, D-2, D-3, and D-4:

[0055] One embodiment of the present application further provides a method for preparing the above-mentioned thioacrylate monomer (i.e., thioester compound), comprising the following steps:

[0056] Step 1: Add tetrahydrofuran, triethylamine and the thiol compound represented by formula (I) into a 500 mL three-necked flask equipped with a constant pressure dropping funnel, and stir under nitrogen for 10 minutes.

[0057] Step 2: Cool the clarified liquid to 0°C, add acryloyl chloride or methacryloyl chloride, mix, and stir at room temperature overnight.

[0058] Step 3: The reaction mixture is then distilled under reduced pressure to remove volatiles, and purified by column chromatography to obtain a thioacrylate monomer.

[0059] The present invention also provides a method for preparing an optical resin, comprising the following steps:

[0060] The thioacrylate monomer is mixed with a crosslinking agent and a photoinitiator, and cured under ultraviolet light to obtain the optical resin. For example, the optical resin may have the following crosslinking structure:

[0061] The crosslinking agent may be at least one of bis(4-methacryloylthiophenyl) sulfide, ethylene glycol dimethacrylate, dicyclopentenyl acrylate, and ethoxylated bisphenol A dimethacrylate.

[0062] The embodiments of the present application also provide applications of the optical resin prepared by the aforementioned method for preparing the optical resin, which can be widely used in scenarios requiring a high refractive index, such as photoresist, holographic storage, and electronic packaging materials.

[0063] The thioester compounds provided in the embodiments of the present application introduce sulfur atoms into the polymer chain. Since sulfur atoms have both a high molar refractive index and a low dispersion, good environmental stability, are non-toxic, and have a large adjustable range of refractive index, the refractive index of the optical resin formed by curing the thioester compound can be increased. Moreover, the higher the sulfur content in the polymer chain of the optical resin, the higher the refractive index, and the amount of sulfur atoms in the thioester compound can be regulated according to actual needs. The preparation of the optical resin starts from the thiol compound and introduces sulfur into the molecular chain of the thioester compound. The synthesis method is simple and easy to implement. The raw materials are readily available and inexpensive, which is conducive to reducing the cost of the optical resin, and the synthesized thioester compound can be further cross-linked and cured to form an optical resin. The optical fiber resin has a high refractive index (refractive index greater than or equal to 1.651) and a high Abbe number (Abbe number greater than or equal to 34).

[0064] The following specific examples illustrate the preparation methods and properties of the optical resins provided herein. Those skilled in the art will appreciate that the following examples are intended solely to illustrate the present invention and are not to be construed as limiting the invention. Unless otherwise noted, all reagents, software, and instruments mentioned below are either commercially available or open-source.

[0065] Example 1

[0066] This embodiment provides a method for preparing a thioacrylate monomer D-1, the chemical structure of which is as follows:

[0067] The preparation method specifically comprises the following steps:

[0068] Step 1: In a 3L two-necked flask equipped with a constant pressure dropping funnel, add 100g of 2-mercaptoethanol, add 1L of dichloromethane, add 350.0g of triphenylmethanol, cool to 0°C, add 98.0ml of trifluoroacetic acid dropwise, complete the addition, warm to room temperature and react overnight. Add water to quench the reaction, wash with deionized water, saturated sodium bicarbonate, and saturated brine in sequence. Dry the organic phase with anhydrous sodium sulfate, filter, and evaporate the filtrate to remove the solvent to obtain a crude product. The crude product is recrystallized from n-hexane to obtain 384.1g of the pure first intermediate M1.

[0069] Step 2: Place 350 g of the first intermediate M1 in a 5 L flask, add 2 L of dichloromethane, cool to 0°C, add 350 g of PCC, and warm to room temperature for 1 hour. Add silica gel and stir until the mixture becomes a paste. Filter and wash with dichloromethane. The filtrate is then dried and purified by column chromatography to obtain 245 g of the pure second intermediate M2.

[0070] Step 3: Take a 3L flask, add 210g of the second intermediate M2, add 1.5L of anhydrous dichloromethane and 61.8g of ethanedithiol, cool to 0°C, and slowly add 144g of boron trifluoride etherate dropwise. After the addition, warm to room temperature and stir for 1 hour. Thin layer chromatography (TLC) detection shows that the raw material reaction is complete. Add water to quench the reaction, separate the liquids, wash the organic phase with saturated brine, dry over anhydrous sodium sulfate, filter, and the filtrate is spin-dried to obtain the crude product, which is purified by column chromatography to obtain 247.2g of the pure third intermediate M3.

[0071] Step 4: Add 240g of the third intermediate M3 to a 3L flask, add 1.5L of dichloromethane and 212g of triethylsilane, cool to 0°C, add 552g of trifluoroacetic acid, and warm to room temperature for 2h. TLC indicates the reaction is complete, quench with deionized water, separate the layers, wash the organic phase with saturated brine, dry over anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain the crude product. Vacuum distillation yields 70.4g of the pure fourth intermediate M4. The fourth intermediate M4 is the thiol compound when n=0.

[0072] Step 5: To a 500 mL flask, add 10.0 g of the fourth intermediate M4, 200 mL of anhydrous dichloromethane, and 10.0 g of triethylamine. Cool to 0°C, and slowly add 7.5 g of methacryloyl chloride dropwise. After addition, warm to room temperature and react for 1 hour. Add deionized water to quench the reaction. Separate the layers, wash the organic phase with saturated brine, dry over anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain the crude product. Distill under reduced pressure to obtain 8.8 g of pure thioacrylate monomer D-1.

[0073] Example 2

[0074] This embodiment provides a method for preparing a thioacrylate monomer D-2, the chemical structure of which is as follows:

[0075] The preparation method specifically comprises the following steps:

[0076] Step 1: Place 20g of the fourth intermediate M4 in a 500mL flask. Dissolve the mixture in 200mL of 1,4-dioxane, then add 17.0g of bromoethanol and 27g of potassium carbonate. Heat the temperature to 60°C and react for 12h. TLC confirms the reaction is complete, and distilled water is added to quench the reaction. Extract the mixture three times with ethyl acetate (100mL x 3). Combine the organic phases, wash with distilled water, then with saturated brine, dry over anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain the crude product. Purify the crude product by column chromatography to obtain 16.5g of the pure fifth intermediate M5.

[0077] Step 2: Take a 100mL flask, add 6.2g of thiourea and 13.8g of 48% hydrobromic acid, heat to 60℃ and stir, slowly add 16g of the fifth intermediate M5 dropwise, and after addition, heat to 80℃ and stir for 4h. Cool to 50℃, add 23.0g of 25% ammonia water, and react for 2h. TLC detection shows that the reaction is complete, cool to room temperature, add dichloromethane for extraction, wash the organic phase with water, wash with saturated brine, dry over anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain a crude product. The crude product is purified by column chromatography to obtain 15.6g of the pure sixth intermediate M6. Among them, the sixth intermediate M6 is the thiol compound when n=1.

[0078] Step 3: Add 5.0 g of the sixth intermediate M6 to a 250 mL flask, add 60 mL of anhydrous dichloromethane, add 3.6 g of triethylamine, cool to 0°C, and slowly add 2.7 g of methacryloyl chloride dropwise. After addition, warm to room temperature and react for 1 hour. Add deionized water to quench the reaction, separate the layers, wash the organic phase with saturated brine, dry over anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain the crude product. Distill under reduced pressure to obtain 4.2 g of pure thioacrylate monomer D-2.

[0079] Example 3

[0080] This embodiment provides a method for preparing a thioacrylate monomer D-3, the chemical structure of which is as follows:

[0081] The preparation method specifically comprises the following steps:

[0082] Step 1: Place 20g of the sixth intermediate M6 in a 500mL flask and dissolve it in 200mL of 1,4-dioxane. Then, add 17.0g of bromoethanol and 27g of potassium carbonate and heat to 60°C for 12h. TLC indicates that the reaction is complete, and distilled water is added to quench the reaction. Extract with ethyl acetate three times (100mL x 3), combine the organic phases, wash with distilled water, wash with saturated brine, dry over anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain the crude product. The crude product is purified by column chromatography to obtain 16.5g of the pure seventh intermediate M7.

[0083] Step 2: Take a 100mL flask, add 6.2g of thiourea and 13.8g of 48% hydrobromic acid, and heat to 60℃ and stir. Slowly add 16g of the seventh intermediate M7 dropwise, and after the addition is complete, heat to 80℃ and stir for 4h. Cool to 50℃, add 23.0g of 25% ammonia water, and react for 2h. TLC detection shows that the reaction is complete, cool to room temperature, add dichloromethane for extraction, wash the organic phase with water, wash with saturated brine, dry over anhydrous sodium sulfate, filter, and the filtrate is spin-dried to obtain a crude product. The crude product is purified by column chromatography to obtain 15.6g of the pure eighth intermediate M8.

[0084] Step 3: Add 5.0 g of the eighth intermediate M8 to a 100 mL flask, add 50 mL of anhydrous dichloromethane, add 3.6 g of triethylamine, cool to 0°C, and slowly add 2.7 g of methacryloyl chloride dropwise. After addition, warm to room temperature and react for 1 hour. Add deionized water to quench the reaction, separate the layers, wash the organic phase with saturated brine, dry over anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain the crude product. Distill under reduced pressure to obtain 4.1 g of pure thioacrylate monomer D-3.

[0085] Example 4

[0086] This embodiment provides a method for preparing a thioacrylate monomer D-4, the chemical structure of which is as follows:

[0087] The preparation method specifically comprises the following steps:

[0088] Step 1: Take a 500mL flask, add 10g of the eighth intermediate M8, add 150mL of 1,4-dioxane to dissolve, then add 6.2g of bromoethanol and 9.8g of potassium carbonate, and heat to 60℃ for 12h. TLC detection shows that the reaction is complete, and distilled water is added to quench the reaction. Extract with ethyl acetate three times (100mL x 3), combine the organic phases, wash with distilled water, wash with saturated brine, dry over anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain a crude product. The crude product is purified by column chromatography to obtain 11.1g of pure product M9.

[0089] Step 2: Take a 100mL flask, add 3.0g of thiourea and 6.6g of 48% hydrobromic acid, and heat to 60°C and stir. Slowly add 10.0g of the ninth intermediate M9 dropwise, and after the addition is complete, heat to 80°C and stir for 4h. Cool to 50°C, add 10.9g of 25% ammonia water, and react for 2h. TLC detection shows that the reaction is complete, cool to room temperature, add dichloromethane for extraction, wash the organic phase with water, wash with saturated brine, dry over anhydrous sodium sulfate, filter, and the filtrate is spin-dried to obtain a crude product. The crude product is purified by column chromatography to obtain 7.1g of the pure tenth intermediate M10.

[0090] Step 3: Take a 100mL flask, add 5.0g of the tenth intermediate M10, add 50mL of anhydrous dichloromethane, add 2.8g of triethylamine, cool to 0°C, and slowly add 2.1g of methacryloyl chloride dropwise. After the addition, warm to room temperature and react for 1h. Add deionized water to quench the reaction, separate the liquids, wash the organic phase with saturated brine, dry over anhydrous sodium sulfate, filter, and the filtrate is spin-dried to obtain a crude product. After vacuum distillation, 3.5g of pure thioacrylate monomer D-4 is obtained.

[0091] 3.0 g each of the thioacrylate monomers D-1, D-2, D-3, and D-4 prepared in Examples 1-4 were added to 90 mg of a photoinitiator (diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, TPO) and stirred to dissolve completely. The mixtures were then injected into a 2 x 1 x 0.5 cm square acrylic mold and UV-cured at room temperature at a light intensity of 80 W / cm for 2 minutes to produce an optical resin. The refractive index of the thioacrylate monomers before curing and the refractive index and Abbe number of the resulting optical resin after photocuring are shown in Table 1.

[0092] The properties of the thioacrylate monomer and the optical resin in Examples 1 to 4 are shown in Table 1.

[0093] Table 1

[0094] As can be seen from Table 1, the thioacrylate monomers prepared in Examples 1 to 4 of the present application are formed into optical resin blocks by UV curing. The refractive index is significantly improved after photocuring. The refractive index of the optical resin block is greater than or equal to 1.65, and the Abbe number is as high as 37, making it widely applicable.

[0095] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present application and are not intended to limit the present application. Although the present application has been described in detail with reference to the preferred embodiments, those skilled in the art should understand that the technical solutions of the present application may be modified or replaced by equivalents without departing from the spirit and scope of the technical solutions of the present application.

Claims

1. A high refractive index thioester compound, characterized in that: The chemical structure of the thioester compound is shown in formula (I): Wherein, n is zero or a positive integer; R is at least one of a H atom, a substituted or unsubstituted alkyl group, and a substituted or unsubstituted aryl group.

2. The high refractive index thioester compound according to claim 1, characterized in that In the formula (I), R is a methyl group.

3. The high refractive index thioester compound according to claim 2, characterized in that The thioester compound is any one of the following compounds D-1, D-2, D-3, and D-4: as well as 4. An optical resin, characterized in that: The optical resin is obtained by cross-linking and curing the high-refractive-index thioester compound according to any one of claims 1 to 3.

5. A method for preparing an optical resin, characterized in that: include: The thiol compound is subjected to an acryloylation reaction to obtain a thioester compound; wherein the chemical structure of the thioester compound is shown in formula (I): Wherein, n is zero or a positive integer; R is at least one of an H atom, a substituted or unsubstituted alkyl group, and a substituted or unsubstituted aryl group; The chemical structure of the thiol compound is shown in formula (II): Wherein n is zero or a positive integer; and The thioester compound is mixed with a crosslinking agent and an initiator, and crosslinked and cured to obtain the optical resin.

6. The method for preparing an optical resin according to claim 5, characterized in that: The preparation method of the thiol compound comprises: Step 1, using triphenylmethanol to protect mercaptoethanol to obtain a first intermediate; Step 2, oxidizing the first intermediate using pyridinium chlorochromate to obtain a second intermediate; Step 3, protecting the aldehyde group of the second intermediate using ethanedithiol to obtain a third intermediate; Step 4, using triethylsilane to remove trityl under acidic conditions to obtain a fourth intermediate, wherein the fourth intermediate is the thiol compound when n=0 in the formula (II); Step 5, using the fourth intermediate to replace bromoethanol to obtain the fifth intermediate; Step 6, using hydrobromic acid and thiourea to synthesize the fifth intermediate into a thiourea salt, and then hydrolyzing it under alkaline conditions to obtain a sixth intermediate, wherein the sixth intermediate is the thiol compound when n=1 in the formula (II); Repeating step 5 and step 6 can obtain the thiol compound when n in the formula (II) is greater than or equal to 2.

7. The method for preparing an optical resin according to claim 5, characterized in that: The crosslinking agent includes at least one of bis(4-methacryloylthiophenyl) sulfide, ethylene glycol dimethacrylate, dicyclopentenyl acrylate, and ethoxylated bisphenol A dimethacrylate; The initiator is a photoinitiator, and the curing is ultraviolet light curing.

8. The method for preparing an optical resin according to claim 5, characterized in that: The preparation of the thioester compound comprises: Add the indicated thiol compound, tetrahydrofuran and triethylamine into a three-necked flask equipped with a constant pressure dropping funnel, introduce nitrogen gas and stir to obtain a mixed solution; Cooling the mixed solution to zero degrees, adding acryloyl chloride or methacryloyl chloride, mixing, and stirring at room temperature overnight to obtain a reaction mixture; and The reaction mixture is distilled under reduced pressure to remove volatiles, and purified by column chromatography to obtain the thioester compound.

9. The method for preparing an optical resin according to claim 5, characterized in that: In the step of mixing the thioester compound with a crosslinking agent and an initiator, zirconium oxide nanoparticles are also added.

10. Use of the optical resin according to claim 4 or an optical resin prepared by the method for preparing an optical resin according to any one of claims 5 to 9.

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