Preparation method of octabromoS ether

Abstract

The invention provides a preparation method of octabromoS ether, and belongs to the technical field of flame-retardant materials. According to the preparation method, bisphenol S and allyl bromide are subjected to a carbon-oxygen coupling reaction under catalysis of a transition metal compound catalyst, bisphenol S diallyl ether and hydrogen bromide are obtained, hydrogen bromide can be recycled in a subsequent addition reaction, and the cost is saved; then hydrobromic acid and bisphenol S diallyl ether are subjected to an addition-electrophilic substitution reaction under catalytic oxidation of hydrogen peroxide to obtain octabromo-S ether, and high-toxicity bromine is not adopted; hydrogen peroxide is reduced into water in the reaction, so that the method is green and environment-friendly.

Description

Technical Field

[0001] This invention relates to the field of flame retardant materials technology, and in particular to a method for preparing octabromosyl ether. Background Technology

[0002] OctabromoS ether is a chemical compound with the molecular formula C 18 H 14 Br8O4S, a bromine-based flame retardant, has good compatibility with polymers, strong thermal stability, and high decomposition temperature. It is mainly used in the flame retardant treatment of PP resin.

[0003] Currently, the preparation of octabromoS ether mainly involves reacting bisphenol S with allyl chloride (bromine) to obtain a bisphenol S dielyl ether intermediate, which is then brominated with bromine to obtain octabromoS ether. However, the bromine used in this preparation method is highly toxic, and long-term exposure to low concentrations of bromine may cause neurasthenia syndrome, respiratory inflammation, or allergic dermatitis. Summary of the Invention

[0004] The purpose of this invention is to provide a method for preparing octabromoS ether, which does not use highly toxic raw materials.

[0005] To achieve the above-mentioned objectives, the present invention provides the following technical solution: A method for preparing octabromoS ether, comprising: Bisphenol S, allyl bromide, a transition metal compound catalyst and a halohydrocarbon organic solvent were mixed and subjected to a carbon-oxygen coupling reaction to obtain a bisphenol S dielyl ether solution. The bisphenol S dielyl ether solution was mixed with hydrobromic acid and hydrogen peroxide to undergo an addition-electrophilic substitution reaction to obtain octabromoS ether.

[0006] Preferably, the molar ratio of bisphenol S to allyl bromide is 1:(2~8).

[0007] Preferably, the mass ratio of bisphenol S to the transition metal compound catalyst is 1:(0.001~0.2).

[0008] Preferably, the transition metal compound catalyst includes cuprous bromide, copper bromide, copper oxide, or cuprous oxide.

[0009] Preferably, the mass ratio of bisphenol S to the halogenated hydrocarbon organic solvent is 1:(2~20).

[0010] Preferably, the halogenated hydrocarbon organic solvent includes dichloroethane or chlorobenzene.

[0011] Preferably, the temperature of the carbon-oxygen coupling reaction is 15~35℃, and the time of the carbon-oxygen coupling reaction is 10~25h.

[0012] Preferably, the molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid is 1:(8~12).

[0013] Preferably, the molar ratio of bisphenol S to hydrogen peroxide in the hydrogen peroxide solution is 1:(6~6.5).

[0014] Preferably, the temperature of the addition-electrophilic substitution reaction is 65~85℃, and the time of the addition-electrophilic substitution reaction is 5~25h.

[0015] This invention provides a method for preparing octabromoS ether, comprising: mixing bisphenol S, allyl bromide, a transition metal compound catalyst, and a haloalkane organic solvent, followed by a carbon-oxygen coupling reaction to obtain a bisphenol S diallyl ether solution; and mixing the bisphenol S diallyl ether solution with hydrobromic acid and hydrogen peroxide to perform an addition-electrophilic substitution reaction to obtain octabromoS ether. This invention utilizes the carbon-oxygen coupling reaction between bisphenol S and allyl bromide under the catalysis of a transition metal compound catalyst to obtain bisphenol S diallyl ether and hydrogen bromide. The hydrogen bromide can be reused in subsequent addition reactions, saving costs. Subsequently, hydrobromic acid and bisphenol S diallyl ether undergo an addition-electrophilic substitution reaction under the catalytic oxidation of hydrogen peroxide to obtain octabromoS ether, avoiding the use of highly toxic bromine. Furthermore, hydrogen peroxide is reduced to water during the reaction, making it environmentally friendly. Examples show that the preparation method provided by this invention can obtain octabromoS ether without using highly toxic bromine. Attached Figure Description

[0016] Figure 1 The 1H NMR spectrum of the octabromoS ether prepared in Example 1 of this invention; Figure 2 The infrared spectrum of the octabromoS ether prepared in Example 1 of this invention is shown. Detailed Implementation

[0017] This invention provides a method for preparing octabromosyl ether, comprising: Bisphenol S, allyl bromide, a transition metal compound catalyst and a halohydrocarbon organic solvent were mixed and subjected to a carbon-oxygen coupling reaction to obtain a bisphenol S dielyl ether solution. The bisphenol S dielyl ether solution was mixed with hydrobromic acid and hydrogen peroxide to undergo an addition-electrophilic substitution reaction to obtain octabromoS ether.

[0018] This invention involves mixing bisphenol S, allyl bromide, a transition metal compound catalyst, and a halocarbon organic solvent, followed by a carbon-oxygen coupling reaction to obtain a bisphenol S dielyl ether solution.

[0019] In one embodiment of the present invention, the molar ratio of bisphenol S to allyl bromide can be 1:(2~8). In specific embodiments of the present invention, the molar ratio of bisphenol S to allyl bromide can be 1:2, 1:2.89, 1:3.3, 1:3.47, 1:4.13, 1:5, 1:6, 1:7, or 1:8. By limiting the molar ratio of bisphenol S to allyl bromide, the present invention allows for a more complete reaction of bisphenol S with allyl bromide, and the generated hydrogen bromide can be used in subsequent reactions without the formation of byproducts, resulting in a high-purity octabromoS ether with a high yield.

[0020] In one embodiment of the present invention, the transition metal compound catalyst can be cuprous bromide, copper bromide, copper oxide, or cuprous oxide. By limiting the type of transition metal compound catalyst, the present invention can achieve more complete catalysis of the carbon-oxygen coupling reaction between bisphenol S and allyl bromide.

[0021] In one embodiment of the present invention, the mass ratio of bisphenol S to the transition metal compound catalyst can be 1:(0.001~0.2), 1:(0.01~0.15), or 1:(0.05~0.1). In specific embodiments of the present invention, the mass ratio of bisphenol S to the transition metal compound catalyst can be 1:0.001, 1:0.003, 1:0.006, 1:0.009, 1:0.01, 1:0.03, 1:0.06, 1:0.09, 1:0.1, 1:0.15, or 1:0.2. The present invention, by limiting the mass ratio of bisphenol S to the transition metal compound catalyst, further ensures a more complete carbon-oxygen coupling reaction between bisphenol S and allyl bromide.

[0022] In one embodiment of the present invention, the halogenated hydrocarbon organic solvent may be dichloroethane or chlorobenzene. The present invention ensures more complete dissolution of bisphenol S, allyl bromide, and the transition metal compound catalyst by limiting the type of halogenated hydrocarbon organic solvent, thereby allowing the carbon-oxygen coupling reaction between bisphenol S and allyl bromide to proceed more fully.

[0023] In one embodiment of the present invention, the mass ratio of bisphenol S to the halogenated hydrocarbon organic solvent can be 1:(2~20). In specific embodiments of the present invention, the mass ratio of bisphenol S to the halogenated hydrocarbon organic solvent can be 1:2, 1:5, 1:8, 1:8.8, 1:10, 1:15, or 1:20. By limiting the mass ratio of bisphenol S to the halogenated hydrocarbon organic solvent, the present invention further ensures more complete dissolution of bisphenol S, allyl bromide, and the transition metal compound catalyst, thereby enabling a more complete carbon-oxygen coupling reaction between bisphenol S and allyl bromide.

[0024] The present invention does not impose any particular limitation on the mixing of bisphenol S, allyl bromide, transition metal compound catalyst and halohydrocarbon organic solvent, and any mixing method known in the art can be used.

[0025] In this invention, during the carbon-oxygen coupling reaction, under the action of a transition metal compound catalyst, the hydrogen atoms in the active carbon-hydrogen bonds of allyl bromide are removed, forming a transition metal carbon intermediate. This transition metal carbon intermediate then reacts with the active carbon-oxygen bonds on bisphenol S to form new carbon-oxygen bonds, thereby yielding bisphenol S dielyl ether. As one embodiment of this invention, the temperature of the carbon-oxygen coupling reaction can be 15~35°C. In specific embodiments of this invention, the temperature of the carbon-oxygen coupling reaction can be 15°C, 20°C, 25°C, 30°C, or 35°C. As one embodiment of this invention, the time of the carbon-oxygen coupling reaction can be 10~25 hours. In specific embodiments of this invention, the time of the carbon-oxygen coupling reaction can be 10 hours, 15 hours, 20 hours, or 25 hours. This invention ensures a more complete reaction by limiting the temperature and time of the carbon-oxygen coupling reaction.

[0026] As one embodiment of the present invention, after the carbon-oxygen coupling reaction is completed, the present invention can sequentially distill and cool the mixture after the carbon-oxygen coupling reaction to obtain a bisphenol S dielyl ether solution.

[0027] This invention does not impose any particular limitation on the distillation process; any distillation method well-known in the art can be used to remove hydrogen bromide and allyl bromide. As one embodiment of this invention, the distillation method can be vacuum distillation. This invention also does not impose any particular limitation on the cooling method; any cooling method well-known in the art can be used to cool the distilled mixture to 20-30°C.

[0028] A bisphenol S diallyl ether solution was obtained. In this invention, the bisphenol S diallyl ether solution was mixed with hydrobromic acid and hydrogen peroxide and then subjected to an addition reaction to obtain octabromoS ether.

[0029] In one embodiment of the present invention, the mass concentration of the hydrobromic acid can be 10-48%. In embodiments of the present invention, the mass concentration of the hydrobromic acid can specifically be 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, or 48%. The present invention ensures the supply of hydrogen bromide required for the reaction by limiting the mass concentration of the hydrobromic acid.

[0030] In one embodiment of the present invention, the molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid can be 1:(8~12). In embodiments of the present invention, the molar ratio of bisphenol S diallyl ether in the bisphenol S diallyl ether solution to hydrogen bromide in the hydrobromic acid can specifically be 1:8, 1:8.59, 1:8.89, 1:9.78, or 1:12. The present invention ensures a more complete addition reaction between bisphenol S diallyl ether and hydrogen bromide by limiting the molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid.

[0031] In one embodiment of the present invention, the mass concentration of the hydrogen peroxide can be 10-30%. In embodiments of the present invention, the mass concentration of the hydrogen peroxide can specifically be 10%, 20%, or 30%. The present invention ensures the supply of the required hydrogen peroxide by limiting the mass concentration of the hydrogen peroxide.

[0032] In one embodiment of the present invention, the molar ratio of bisphenol S to hydrogen peroxide in hydrogen peroxide can be 1:(6~6.5). By limiting the molar ratio of bisphenol S to hydrogen peroxide in hydrogen peroxide, the present invention can fully catalyze the oxidation of hydrogen bromide in hydrobromic acid to generate bromine, which then undergoes an addition and site-dependent substitution reaction with the dielyl ether of bisphenol S. Furthermore, the use of hydrogen peroxide to generate water during the reaction results in no other impurities, high purity, and environmental friendliness.

[0033] In one embodiment of the present invention, the mixing of the bisphenol S diallyl ether solution with hydrobromic acid and hydrogen peroxide can be achieved by first mixing the bisphenol S diallyl ether solution with hydrobromic acid, and then adding hydrogen peroxide dropwise while stirring. In another embodiment of the present invention, the stirring rate can be 200-1500 rpm. In specific embodiments of the present invention, the stirring rate can be 200 rpm, 500 rpm, 1000 rpm, or 1500 rpm. In another embodiment of the present invention, the dropping rate can be 100-300 g / h. In specific embodiments of the present invention, the dropping rate can be 100 g / h, 150 g / h, 200 g / h, 250 g / h, or 300 g / h.

[0034] In this invention, in the addition-electrophilic substitution reaction, hydrogen bromide in hydrobromic acid is catalytically oxidized by hydrogen peroxide to generate elemental bromine, which then undergoes addition and electrophilic substitution reactions on the double bond and benzene ring of bisphenol S dielyl ether, respectively, to obtain octabromoS ether. As one embodiment of this invention, the temperature of the addition-electrophilic substitution reaction can be 65~85°C. In specific embodiments of this invention, the temperature of the addition reaction can be 65°C, 70°C, 75°C, 80°C, or 85°C. As one embodiment of this invention, the time of the addition reaction can be 5~25 hours. In specific embodiments of this invention, the time of the addition-electrophilic substitution reaction can be 5 hours, 10 hours, 15 hours, 20 hours, or 25 hours. This invention improves the yield of octabromoS ether by limiting the temperature and time of the addition reaction to ensure a more complete reaction.

[0035] In one embodiment of the present invention, after the addition reaction is completed, the solvent in the mixture after the addition reaction can be removed to obtain octabromoS ether. In another embodiment of the present invention, the solvent removal method can be evaporation to dryness.

[0036] The present invention does not have any particular limitation on the method of evaporation and drying; any evaporation and drying method known in the art can be used.

[0037] This invention utilizes a carbon-oxygen coupling reaction between bisphenol S and allyl bromide under the catalysis of a transition metal compound catalyst to obtain bisphenol S diallyl ether and hydrogen bromide. The hydrogen bromide can be reused in subsequent addition reactions, saving costs. Subsequently, hydrobromic acid is used to react with bisphenol S diallyl ether under the catalysis of hydrogen peroxide to undergo an addition-electrophilic addition reaction to obtain octabromoS ether, without using highly toxic bromine. Furthermore, hydrogen peroxide is used to generate water in the reaction, making it green and environmentally friendly.

[0038] The technical solutions of this invention will be clearly and completely described below with reference to the embodiments thereof. Obviously, the described embodiments are only a part of the embodiments of this invention, and not all of them. All other embodiments obtained by those skilled in the art based on the embodiments of this invention without creative effort are within the scope of protection of this invention.

[0039] Example 1 A method for preparing octabromoS ether is as follows: 250.0 g of bisphenol S, 350 g of allyl bromide, 1.5 g of cuprous bromide, and 2000 g of dichloroethane were mixed and reacted at 25 °C for 20 h. The mixture was then distilled under reduced pressure at 35 °C for 1.5 h to remove hydrogen bromide and excess allyl bromide. The mixture was then cooled to 30 °C to obtain a bisphenol S diallyl ether solution. The molar ratio of bisphenol S to allyl bromide was 1:2.89; the mass ratio of bisphenol S to cuprous bromide was 1:0.006; and the mass ratio of bisphenol S to dichloroethane was 1:8. A bisphenol S dielyl ether solution was mixed with 1450 g of 48% hydrobromic acid. Then, 685 g of 30% hydrogen peroxide was added dropwise at 250 g / h at 500 rpm. The reaction was carried out at 70°C for 10 h. The resulting mixture was then evaporated to dryness to obtain 942.1 g of the product octabromoS ether. The molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid was 1:8.59; the molar ratio of bisphenol S to hydrogen peroxide in the hydrogen peroxide could be 1:6.04. In this example, the yield of octabromoS ether was 97.5%, and the purity was 99.3%.

[0040] The octabromoS ether prepared in Example 1 was characterized using nuclear magnetic resonance spectroscopy, and the results are as follows: Figure 1 As shown. By Figure 1 It can be seen that the 1H NMR data of octabromoS ether is: 1 ¹H NMR (600 MHz, CDCl₃) δ 8.06 (s, 4H), 4.50 (ddd, J = 11.4, 9.7, 5.2 Hz, 4H), 4.40 (dt, J = 9.0, 3.4 Hz, 2H), 3.98 (ddd, J = 15.3, 10.8, 6.1 Hz, 4H); Therefore, Example 1 of the present invention yielded octabromosyl ether.

[0041] The octabromoS ether prepared in Example 1 was characterized using infrared spectroscopy in this invention. Figure 2 As shown in the figure, the infrared spectrum of octabromoS ether is C=C (aromatic ring): 1435 cm⁻¹ −1 COC (ether bond): 1240 cm −1 S=O (stretching vibration): 1158 cm −1 CH (bending vibration, benzene ring substitution): 739 cm⁻¹ −1 C-Br (stretching vibration): 670 cm −1 This further demonstrates that octabromosyl ether was obtained in Example 1 of the present invention.

[0042] Example 2 A method for preparing octabromoS ether is as follows: 250.0 g of bisphenol S, 242 g of allyl bromide, 50 g of copper bromide, and 5000 g of dichloroethane were mixed and reacted at 15 °C for 25 h. Then, the mixture was distilled under reduced pressure at 35 °C for 0.5 h to remove hydrogen bromide. The mixture was then cooled to 30 °C to obtain a bisphenol S diallyl ether solution. The molar ratio of bisphenol S to allyl bromide was 1:2; the mass ratio of bisphenol S to copper bromide was 1:0.2; and the mass ratio of bisphenol S to dichloroethane was 1:20. A bisphenol S dielyl ether solution was mixed with 1650 g of 48% hydrobromic acid. Then, 681 g of 30% hydrogen peroxide was added dropwise at 100 g / h at 1500 rpm. The reaction was carried out at 70°C for 15 h. The resulting mixture was then evaporated to dryness to obtain 911.1 g of the product octabromoS ether. The molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid was 1:9.78; the molar ratio of bisphenol S to hydrogen peroxide in the hydrogen peroxide could be 1:6. In this example, the yield of octabromoS ether was 94.3%, and the purity was 98.8%.

[0043] Example 3 A method for preparing octabromoS ether is as follows: 250.0 g of bisphenol S, 968 g of allyl bromide, 0.25 g of cuprous bromide, and 500 g of chlorobenzene were mixed and reacted at 35 °C for 10 h. The mixture was then distilled under reduced pressure at 35 °C for 2.5 h to remove hydrogen bromide and excess allyl bromide. The mixture was then cooled to 30 °C to obtain a bisphenol S diallyl ether solution. The molar ratio of bisphenol S to allyl bromide was 1:8; the mass ratio of bisphenol S to cuprous bromide was 1:0.001; and the mass ratio of bisphenol S to chlorobenzene was 1:2. A bisphenol S dielyl ether solution was mixed with 2025 g of 48% hydrobromic acid. Then, 685 g of 30% hydrogen peroxide was added dropwise at 300 g / h at 1000 rpm. The reaction was carried out at 80°C for 10 h. The resulting mixture was then evaporated to dryness to obtain 935.5 g of the product octabromoS ether. The molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid was 1:12; the molar ratio of bisphenol S to hydrogen peroxide in the hydrogen peroxide solution could be 1:6.04. In this example, the yield of octabromoS ether was 96.8%, and the purity was 99.1%.

[0044] Example 4 A method for preparing octabromoS ether is as follows: 250.0 g of bisphenol S, 400 g of allyl bromide, 2.5 g of cuprous bromide, and 2000 g of chlorobenzene were mixed and reacted at 30 °C for 15 h. The mixture was then distilled under reduced pressure at 35 °C for 1.5 h to remove hydrogen bromide and excess allyl bromide. The mixture was then cooled to 30 °C to obtain a bisphenol S diallyl ether solution. The molar ratio of bisphenol S to allyl bromide was 1:3.3; the mass ratio of bisphenol S to cuprous bromide was 1:0.01; and the mass ratio of bisphenol S to chlorobenzene was 1:8. A bisphenol S dielyl ether solution was mixed with 1350 g of 48% hydrobromic acid. Then, 737.75 g of 30% hydrogen peroxide was added dropwise at 200 g / h at 500 rpm. The reaction was carried out at 85°C for 5 h. The resulting mixture was then evaporated to dryness to obtain 922.7 g of the product octabromoS ether. The molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid was 1:8; the molar ratio of bisphenol S to hydrogen peroxide in the hydrogen peroxide could be 1:6.5. In this example, the yield of octabromoS ether was 95.5%, and the purity was 98.5%.

[0045] Example 5 A method for preparing octabromoS ether is as follows: 250.0 g of bisphenol S, 500 g of allyl bromide, 2.5 g of cuprous oxide, and 2500 g of chlorobenzene were mixed and reacted at 20 °C for 20 h. The mixture was then distilled under reduced pressure at 35 °C for 1.5 h to remove hydrogen bromide and excess allyl bromide. The mixture was then cooled to 30 °C to obtain a bisphenol S diallyl ether solution. The molar ratio of bisphenol S to allyl bromide was 1:4.13; the mass ratio of bisphenol S to cuprous oxide was 1:0.01; and the mass ratio of bisphenol S to chlorobenzene was 1:10. A bisphenol S dielyl ether solution was mixed with 1500g of 48% hydrobromic acid. Then, 690g of 30% hydrogen peroxide was added dropwise at 150g / h at 200rpm. The reaction was carried out at 65℃ for 25h. The resulting mixture was then evaporated to dryness to obtain 928.8g of the product octabromoS ether. The molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid was 1:8.89; the molar ratio of bisphenol S to hydrogen peroxide in the hydrogen peroxide could be 1:6.08. In this example, the yield of octabromoS ether was 96.1%, and the purity was 99.0%.

[0046] Example 6 A method for preparing octabromoS ether is as follows: 250.0 g of bisphenol S, 500 g of allyl bromide, 2.5 g of copper oxide, and 2500 g of chlorobenzene were mixed and reacted at 25 °C for 15 h. The mixture was then distilled under reduced pressure at 35 °C for 1.5 h to remove hydrogen bromide and excess allyl bromide. The mixture was then cooled to 30 °C to obtain a bisphenol S diallyl ether solution. The molar ratio of bisphenol S to allyl bromide was 1:4.13; the mass ratio of bisphenol S to copper oxide was 1:0.01; and the mass ratio of bisphenol S to chlorobenzene was 1:10. A bisphenol S dielyl ether solution was mixed with 1500g of 48% hydrobromic acid. Then, 685g of 30% hydrogen peroxide was added dropwise at 250g / h at 500rpm. The reaction was carried out at 75℃ for 20h. The resulting mixture was then evaporated to dryness to obtain 931.4g of the product octabromoS ether. The molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid was 1:8.89; the molar ratio of bisphenol S to hydrogen peroxide in the hydrogen peroxide could be 1:6.04. In this example, the yield of octabromoS ether was 96.4%, and the purity was 98.7%.

[0047] Example 7 A method for preparing octabromoS ether is as follows: 250.0 g of bisphenol S, 420 g of allyl bromide, 2.5 g of cuprous bromide, and 2200 g of chlorobenzene were mixed and reacted at 20 °C for 20 h. The mixture was then distilled under reduced pressure at 35 °C for 1.5 h to remove hydrogen bromide and excess allyl bromide. The mixture was then cooled to 30 °C to obtain a bisphenol S diallyl ether solution. The molar ratio of bisphenol S to allyl bromide was 1:3.47; the mass ratio of bisphenol S to cuprous bromide was 1:0.01; and the mass ratio of bisphenol S to chlorobenzene was 1:8.8. A bisphenol S dielyl ether solution was mixed with 1450 g of 48% hydrobromic acid. Then, 685 g of 30% hydrogen peroxide was added dropwise at 250 g / h at 500 rpm. The reaction was carried out at 70°C for 15 h. The resulting mixture was then evaporated to dryness to obtain 948.6 g of the product octabromoS ether. The molar ratio of bisphenol S to hydrogen bromide in the hydrobromic acid was 1:8.59; the molar ratio of bisphenol S to hydrogen peroxide in the hydrogen peroxide could be 1:6.04. In this example, the yield of octabromoS ether was 98.2%, and the purity was 99.5%.

[0048] In summary, the method for preparing octabromoS ether provided by this invention can produce high-purity octabromoS ether without using highly toxic raw materials, and the yield is high.

[0049] 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 method for preparing octabromobisphenol S, comprising: mixing bisphenol S, allyl bromide, a transition metal compound catalyst and a halogenated hydrocarbon organic solvent to perform a carbon-oxygen coupling reaction to obtain a bisphenol S diallyl ether solution; mixing the bisphenol S diallyl ether solution with hydrobromic acid and hydrogen peroxide to perform an addition-electrophilic substitution reaction to obtain octabromobisphenol S.

2. The production method according to claim 1, characterized by, The mass ratio of the bisphenol S to the allyl bromide is 1: (2-8).

3. The preparation method according to claim 1, characterized in that, The mass ratio of the bisphenol S to the transition metal compound catalyst is 1: (0.001-0.2).

4. The production method according to claim 1 or 3, characterized by, The transition metal compound catalyst comprises cuprous bromide, copper bromide, copper oxide or cuprous oxide.

5. The preparation method according to claim 1, characterized in that, The mass ratio of the bisphenol S to the halogenated hydrocarbon organic solvent is 1: (2-20).

6. The production method according to claim 1 or 5, characterized by, The halogenated hydrocarbon organic solvent comprises dichloroethane or chlorobenzene.

7. The production method according to claim 1 or 2, characterized by, The temperature of the carbon-oxygen coupling reaction is 15-35℃, and the time of the carbon-oxygen coupling reaction is 10-25h.

8. The method of claim 1, wherein, The mass ratio of the bisphenol S to hydrogen bromide in the hydrobromic acid is 1: (8-12).

9. The method of claim 1, wherein, The mass ratio of the bisphenol S to hydrogen peroxide in the hydrogen peroxide is 1: (6-6.5).

10. The method of claim 1, wherein, The temperature of the addition-electrophilic substitution reaction is 65-85℃, and the time of the addition-electrophilic substitution reaction is 5-25h.

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