CN110483257A - Bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of 2,3- bis-) phenyl] the propane synthetic methods of 2,2- - Google Patents
Bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of 2,3- bis-) phenyl] the propane synthetic methods of 2,2- Download PDFInfo
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- C07C41/01—Preparation of ethers
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Abstract
The present invention relates to technical field of flame retardant, provide one kind 2,2- bis- [3, the bromo- 4- (2 of 5- bis-, the bromo- 2- methyl propoxyl group of 3- bis-) phenyl] propane synthetic method, the following steps are included: bis- [4- (2- methyl allyloxy) phenyl] propane of 2-, bromine and solvent mixing carry out addition reaction by 2, addition product feed liquid is obtained；Catalyst, hydrobromic acid and hydrogen peroxide are added into the addition product feed liquid and carries out substitution reaction, obtains bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] propane of 2,2-.The present invention uses one kettle way substep bromo, first to 2, double bond in bis- [4- (2- methyl allyloxy) phenyl] the propane molecules of 2- carries out bromine addition, bromine atom substitution is carried out to the phenyl ring in addition product structure again, raw material bromine is all utilized, there is no excess bromine problem to be treated, convenient post-treatment, process environment-friendly high-efficiency, product yield high.
Description
Technical field
The present invention relates to fire proofing technical field, in particular to bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- of 2,2- of one kind
Methyl propoxyl group) phenyl] propane synthetic method.
Background technique
Bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of the 2,3- bis-) phenyl] propane of 2,2- are a kind of excellent bromine system resistances
Agent is fired, is widely used in the high molecular materials such as expanded polystyrene (EPS), there is low dosage, good flame retardation effect, to material object itself
Rationality can influence the advantages that small.
As a kind of important functional material, 2,2- bis- [3,5- bis- bromo- 4- (2,3- bis- bromo- 2- methyl propoxyl group) phenyl]
The synthetic method of propane is always by the attention of researcher, and there are mainly two types of current synthetic methods: patent
In CN105646163A using bisphenol-A elder generation bromo be made tetrabromobisphenol A, then with 3- halogenated methyl propylene occur substitution reaction,
Finally secondary bromo method is synthesized to prepare with three steps that addition reaction occurs for bromine again；In order to reduce bromo-reaction number, patent
Use bisphenol-A, 3- halogenated methyl propylene, bromine for raw material in CN105418388A, the method for synthesizing a bromo by two steps
Bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] propane of 2,2- are prepared for, but bromine works as in the patent
Number is measured at 6 times or 6 times or more, usage amount is very big.
Up to now, document and patent system are for 2,2- bis- [3,5- bis- bromo- 4- (2,3- bis- bromo- 2- methyl propoxyl group) phenyl]
The method of propane, final step reaction is all that addition reaction is carried out under the conditions of bromine, it is generally the case that obtain higher production
Object yield needs bromine slightly excess a bit, to can cause environmental pollution in this way.
Summary of the invention
It is an object of that present invention to provide a kind of 2,2- bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of 2,3- bis-) phenyl]
The synthetic method of propane.Synthetic method provided by the invention is easy to operate, remaining without bromine, process is environmentally friendly, product yield high.
In order to achieve the above-mentioned object of the invention, the present invention the following technical schemes are provided:
The synthetic method of bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] propane of 2,2- of one kind, including
Following steps:
Bis- [4- (2- methyl allyloxy) phenyl] propane of 2,2-, bromine and solvent are mixed and carry out addition reaction, is obtained
Addition product feed liquid；
Catalyst, hydrobromic acid and hydrogen peroxide are added into the addition product feed liquid and carries out substitution reaction, it is bis- to obtain 2,2-
[the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of 2,3- bis-) phenyl] propane；
Wherein, the molar ratio of bis- [4- (2- methyl allyloxy) phenyl] propane of 2, the 2- and bromine is 1:2~2.5；
The molar ratio of hydrogen bromide is 1:4~6 in bis- [4- (2- methyl allyloxy) phenyl] propane of the 2,2- and hydrobromic acid.
Preferably, the solvent is the mixed solvent of solvent A and solvent B；The solvent A includes methylene chloride, chloroform, chlorine
One or more of benzene and dichloroethanes；The solvent B includes tetrahydrofuran and/or dioxane.
Preferably, the mass ratio of bis- [4- (2- methyl allyloxy) phenyl] propane of 2, the 2- and solvent is 1:8~12.
Preferably, the temperature of the addition reaction is 0~20 DEG C, and the time of addition reaction is 1~4h.
Preferably, the catalyst includes one or more of potassium bromate, potassium bromide and vanadic anhydride.
Preferably, the mass ratio of bis- [4- (2- methyl allyloxy) phenyl] propane of 2, the 2- and catalyst is 1:0.01
~0.1.
Preferably, the mass concentration of the hydrobromic acid is 30~47%.
Preferably, the mass concentration of the hydrogen peroxide is 20~70%.
Preferably, mole of bis- [4- (2- methyl allyloxy) phenyl] propane of 2, the 2- and hydrogen peroxide in hydrogen peroxide
Than for 1:4~8.
Preferably, the temperature of the substitution reaction is 40~105 DEG C, and the time of substitution reaction is 3~16h.
The present invention provides a kind of bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of the 2,3- bis-) phenyl] propane of 2,2-
Synthetic method, comprising the following steps: bis- [4- (2- methyl allyloxy) phenyl] propane of 2,2-, bromine and solvent are mixed and carried out
Addition reaction obtains addition product feed liquid；Catalyst, hydrobromic acid and hydrogen peroxide are added into the addition product feed liquid to be taken
Generation reaction, obtains bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] propane of 2,2-.The present invention uses one pot
Method substep bromo, the double bond in [4- (2- methyl allyloxy) phenyl] propane molecules first bis- to 2,2- carry out bromine addition, then
Bromine atom substitution is carried out to the phenyl ring in addition product structure, raw material bromine is all utilized；Substitution reaction in hydrobromic acid and
It is completed in hydrogen peroxide system, without excess bromine problem to be treated, convenient post-treatment；The present invention utilizes the bis- [4- (2- of 2,2-
Methyl allyloxy) phenyl] double bond addition can only use bromine (reaction is fast) in propane molecule, and phenyl ring bromo can utilize hydrogen bromide
The characteristics of oxidation scene generates bromine, designs above-mentioned synthesis process, easy to operate, process is environmentally friendly, product yield high.
Detailed description of the invention
Fig. 1 is bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of the 2,3- bis-) phenyl] propane of 2,2- prepared by embodiment 1
Nucleus magnetic hydrogen spectrum；
Fig. 2 is bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of the 2,3- bis-) phenyl] propane of 2,2- prepared by embodiment 1
Nuclear-magnetism carbon spectrum.
Specific embodiment
The present invention provides a kind of bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of the 2,3- bis-) phenyl] propane of 2,2-
Synthetic method, comprising the following steps:
Bis- [4- (2- methyl allyloxy) phenyl] propane of 2,2-, bromine and solvent are mixed and carry out addition reaction, is obtained
Addition product feed liquid；
Catalyst, hydrobromic acid and hydrogen peroxide are added into the addition product feed liquid and carries out substitution reaction, it is bis- to obtain 2,2-
[the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of 2,3- bis-) phenyl] propane.
In the present invention, the conjunction of bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] propane of 2, the 2-
At route as shown in formula a:
The present invention is by 2,2- bis- [4- (2- methyl allyloxy) phenyl] propane (structural formula is as shown in III in formula a), bromine
It is mixed with solvent and carries out addition reaction, obtain addition product feed liquid.In the present invention, bis- [4- (the 2- methallyl oxygen of 2, the 2-
Base) phenyl] molar ratio of propane and bromine is 1:2~2.5, preferably 1:2.2~2.3；The solvent is preferably solvent A and molten
The mixed solvent of agent B；The solvent A preferably includes one or more of methylene chloride, chloroform, chlorobenzene and dichloroethanes；Institute
It states solvent B and preferably includes tetrahydrofuran and/or dioxane；The mass ratio of the solvent A and solvent B do not have particular/special requirement, make
It is mixed with arbitrary proportion；The mass ratio of bis- [4- (2- methyl allyloxy) phenyl] propane of the 2,2- and mixed solvent is excellent
It is selected as 1:8~12, more preferably 1:9~11.The present invention is reacted using mixed solvent, can effectively increase reaction system
Intersolubility is conducive to reaction and carries out under conditions of more homogeneous.
The source of the present invention [4- (2- methyl allyloxy) phenyl] propane bis- to 2, the 2- does not have particular/special requirement, uses
Commercial product is prepared using method well known to those skilled in the art.
In the present invention, the temperature of the addition reaction is preferably 0~20 DEG C, and more preferably 5~15 DEG C, the addition is anti-
The time answered is preferably 1~4h, more preferably 1h.
In a specific embodiment of the present invention, preferably first by bis- [4- (2- methyl allyloxy) phenyl] propane of 2,2- and mixed
Bonding solvent is added in reaction vessel, and bromine solution is then added dropwise under 0~20 DEG C, stirring condition, preferably drips in 1h
Finish, then proceedes to stirring and carry out addition reaction；The addition reaction time of the invention counts being added dropwise since bromine solution；At this
In invention, the solvent of the bromine solution is preferably one or more of above-mentioned solvent A, bromine and molten in the bromine solution
The mass ratio of agent is preferably 32~40:50；The common structure of solvent in mixed solvent and bromine solution in reaction vessel is first added
At the dicyandiamide solution of addition reaction.In the present invention, the reaction vessel is preferably equipped with thermometer, reflux condensing tube and stirring
The container of device.
In the present invention, the bromination of double bond can only pass through in bis- [4- (2- methyl allyloxy) phenyl] the propane molecules of 2,2-
Bromine addition reaction carries out, and reaction speed is very fast, and the present invention makes bromine preferentially [4-s bis- to 2,2- by control bromine dosage
(2- methyl allyloxy) phenyl] double bond in propane molecule carries out addition.
In the present invention, the structure of addition reaction products therefrom is as shown in II in formula a.
After the completion of addition reaction, the present invention be added into the addition product feed liquid catalyst, hydrobromic acid and hydrogen peroxide into
Row substitution reaction obtains bis- [3,5- bis- bromo- 4- (2,3- bis- bromo- 2- methyl propoxyl group) phenyl] propane (the structural formula such as formula a of 2,2-
Shown in middle I).In the present invention, the catalyst preferably includes one of potassium bromate, potassium bromide and vanadic anhydride or several
Kind；The mass ratio of bis- [4- (2- methyl allyloxy) phenyl] propane of 2, the 2- and catalyst is preferably 1:0.01~0.1, more
Preferably 1:0.03~0.08；The mass concentration of the hydrobromic acid is preferably 30~47%, and more preferably 35~40%；Described 2,
In bis- [4- (2- methyl allyloxy) phenyl] propane of 2- and hydrobromic acid the molar ratio of hydrogen bromide be 1:4~6, more preferably 1:
4.5~5.5；The mass concentration of the hydrogen peroxide is preferably 20~70%, and more preferably 30~60%；Bis- [4- (the 2- of 2,2-
Methyl allyloxy) phenyl] molar ratio of hydrogen peroxide is preferably 1:4~8 in propane and hydrogen peroxide, more preferably 1:5~7.
In the present invention, the temperature of the substitution reaction is preferably 40~105 DEG C, more preferably 60~90 DEG C, is replaced anti-
The time answered is preferably 3~16h, more preferably 4~10h.The present invention is not necessarily to any processing, directly after the completion of addition reaction
Catalyst, hydrobromic acid and hydrogen peroxide are added into addition product feed liquid, it is easy to operate.
The present invention is preferred to be first added catalyst and hydrobromic acid into addition product feed liquid, then adds the hydrogen peroxide in batches
Enter, and monitor reaction process after each batch is added, (no longer carry out substitution reaction) when the reactions are completed, stops being added
Hydrogen peroxide；The present invention does not have particular/special requirement to the dioxygen water volume that each batch is added, and is determined according to practical operation situation
.In the present invention, hydrogen bromide real-world effectiveness under the oxidation of hydrogen peroxide generates bromine, and the bromine of generation can be at once
Substitution reaction occurs, the present invention is added portionwise hydrogen peroxide and is monitored to reaction process, can pass through the additional amount of hydrogen peroxide
Reaction is controlled, avoiding hydrogen peroxide additional amount excessively makes to generate extra bromine in system.In the present invention, but due to
Hydrogen peroxide less stable itself, easily decompose, so in the present invention addition total amount of hydrogen peroxide be slightly above theoretical amount (hydrogen peroxide
Theoretical amount is 4 equivalents), and the present invention takes the mode being added portionwise, and advantageously reduces the decomposition of hydrogen peroxide.In the present invention
In, the time of above-mentioned substitution reaction refers to the total time that hydrogen peroxide is added portionwise and is reacted.
Substitution reaction of the invention carries out in hydrobromic acid and hydrogen peroxide system, and (structural formula is such as to addition product for bromine atom
In formula a shown in II) hydrogen atom in structure on phenyl ring replaced, to obtain final product.
After the completion of substitution reaction, the present invention preferably post-processes substitution product feed liquid, in the present invention, locates after described
Reason preferably includes following steps:
Sodium sulfite will be added after the cooling of substitution reaction product feed liquid, is then layered, obtained organic layer is evaporated,
Obtain bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of the 2,3- bis-) phenyl] propane of 2,2-.
In the present invention, the additional amount of the sodium sulfite is preferably 0.3~0.5g；The present invention is to the layering and is evaporated
The condition of organic layer does not have particular/special requirement, uses condition well known to those skilled in the art.
The present invention carries out bromo by two-step reaction, and first step addition reaction is carried out using bromine, second step substitution reaction
It is carried out under the conditions of hydrobromic acid and hydrogen peroxide, by controlling the dosage of bromine, is utilized bromine all, substitution reaction is completed
There is no excessive bromine to exist in product feed liquid afterwards, without excess bromine problem to be treated, post-processing is simple, process environmental protection
Efficiently.
Scheme provided by the invention is described in detail below with reference to embodiment, but they cannot be interpreted as pair
The restriction of the scope of the present invention.
Embodiment 1
Bis- [4- (the 2- first of 33.6 grams of 2,2- are added in the 1L reaction vessel that thermometer, reflux condensing tube, blender are housed
Base allyloxy) phenyl] propane, 150 grams of methylene chloride and 68 grams of tetrahydrofurans, be added dropwise in 1h at 20 DEG C containing 40 grams of bromines and
The mixed liquor of 50 grams of methylene chloride after being added dropwise to complete, continues to stir 1h, then sequentially adds 1 gram of potassium bromide, 2.36 gram of five oxidation
The hydrogen peroxide of two vanadium, the hydrobromic acid of 108 grams of 30wt.% and 68 grams of 20wt.%, hydrogen peroxide are added portionwise and monitor reaction process,
Reaction temperature is 40 DEG C, and the total time of reaction is 16h, when the reactions are completed, stops adding hydrogen peroxide, 0.5 gram of Asia is added after cooling
Sodium sulphate, layering, organic layer is evaporated, bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] third of 2,2- are obtained
965.2 grams of alkane, yield 99.3%.
Fig. 1 is the nucleus magnetic hydrogen spectrum of 1 products therefrom of embodiment, and Fig. 2 is that the nuclear-magnetism carbon of 1 products therefrom of embodiment is composed；Fig. 1~figure
2 it can be shown that bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl-prop oxygen of 2,2- can be successfully prepared in method of the invention
Base) phenyl] propane.
Embodiment 2
Bis- [4- (the 2- first of 33.6 grams of 2,2- are added in the 1L reaction vessel that thermometer, reflux condensing tube, blender are housed
Base allyloxy) phenyl] propane, 250 grams of dichloroethanes and 103 grams of dioxane, it is added dropwise in 1h at 15 DEG C and contains 32 grams of bromines
With the mixed liquor of 50 grams of dichloroethanes, after being added dropwise to complete, continues to stir 1.5h, then sequentially add 1 gram of bromine acidification potassium, 2.36 grams
The hydrogen peroxide of vanadic anhydride, the hydrobromic acid of 108 grams of 30wt.% and 90.7 grams of 30wt.%, hydrogen peroxide are added portionwise and monitor anti-
Process is answered, is 70 DEG C, total reaction time 6h in reaction temperature, when the reactions are completed, stops adding hydrogen peroxide, is added after cooling
0.5 gram of sodium sulfite, layering, organic layer is evaporated, bis- [3, the 5- bis- bromo- 4- (2,3- bis- bromo- 2- methyl propoxyl group) of 2,2- are obtained
Phenyl] 968.2 grams of propane, yield 99.6%.
Embodiment 3
Bis- [4- (the 2- first of 33.6 grams of 2,2- are added in the 1L reaction vessel that thermometer, reflux condensing tube, blender are housed
Base allyloxy) phenyl] propane, 200 grams of chloroforms and 100 grams of dioxane, it is added dropwise in 1h at 0 DEG C and contains 32 grams of bromines and 50 grams
The mixed liquor of dichloroethanes after being added dropwise to complete, continues to stir 4h, then sequentially adds 0.336 gram of vanadic anhydride, 103.4 grams
The hydrogen peroxide of the hydrobromic acid of 47wt.% and 90.7 grams of 30wt.%, hydrogen peroxide are added portionwise and monitor reaction process, reaction temperature
It is 45 DEG C, the total time of reaction is 9h, when the reactions are completed, stops plus hydrogen peroxide, 0.5 gram of sodium sulfite of addition after cooling divide
Layer, organic layer is evaporated, bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] propane 962.3 of 2,2- are obtained
Gram, yield 99.0%.
Embodiment 4
Bis- [4- (the 2- first of 33.6 grams of 2,2- are added in the 1L reaction vessel that thermometer, reflux condensing tube, blender are housed
Base allyloxy) phenyl] propane, 150 gram chlorobenzenes and 100 grams of dioxane, it is added dropwise in 1h at 15 DEG C and contains 32 grams of bromines and 50
The mixed liquor of gram chlorobenzene after being added dropwise to complete, continues to stir 1h, then sequentially adds 2.5 grams of vanadic anhydrides, 85 grams of 47wt.%
Hydrobromic acid and 90.7 grams of 30wt.% hydrogen peroxide, hydrogen peroxide is added portionwise and monitors reaction process, and reaction temperature is 105 DEG C,
The total time of reaction is 4h, when the reactions are completed, stops plus hydrogen peroxide, 0.5 gram of sodium sulfite of addition after cooling, layering will have
Machine layer is evaporated, and obtains 964.3 grams of propane of 2,2- bis- [3,5- bis- bromo- 4- (2,3- bis- bromo- 2- methyl propoxyl group) phenyl], yield
99.2%.
Embodiment 5
Bis- [4- (the 2- first of 33.6 grams of 2,2- are added in the 1L reaction vessel that thermometer, reflux condensing tube, blender are housed
Base allyloxy) phenyl] propane, 150 gram chlorobenzenes and 100 grams of dioxane, it is added dropwise in 1h at 10 DEG C and contains 36 grams of bromines and 50
The mixed liquor of gram chlorobenzene, after being added dropwise to complete, continue stir 1h, then sequentially add 1 gram of bromine acidification potassium, 2.5 grams of vanadic anhydrides,
The hydrobromic acid of 85 grams of 47wt.% and the hydrogen peroxide of 38 grams of 70wt.%, hydrogen peroxide are added portionwise and monitor reaction process, reaction temperature
Degree is 105 DEG C, and the total time of reaction is 3h, when the reactions are completed, stops adding hydrogen peroxide, 0.5 gram of sodium sulfite is added after cooling,
Layering, organic layer is evaporated, bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] propane 963.7 of 2,2- are obtained
Gram, yield 99.1%.
Nucleus magnetic hydrogen spectrum and nuclear-magnetism carbon spectrum test, as a result similar with embodiment 1, explanation are carried out to 2~5 products therefrom of embodiment
Bis- [the bromo- 4- of 3,5- bis- (the bromo- 2- methyl propoxyl group of the 2,3- bis-) phenyl] propane of 2,2- have successfully been prepared in embodiment 2~5.
As can be seen from the above embodiments, synthetic method provided by the invention carries out substep bromo, step by " one kettle way "
Rapid simple, no bromine is remaining, whole process environment-friendly high-efficiency, and post-processing is simple, and product yield high.
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered
It is considered as protection scope of the present invention.
Claims (10)
1. one kind 2, the synthetic method of bis- [3,5- bis- bromo- 4- (2, the 3- bis- bromo- 2- methyl propoxyl group) phenyl] propane of 2-, feature
It is, comprising the following steps:
Bis- [4- (2- methyl allyloxy) phenyl] propane of 2,2-, bromine and solvent are mixed and carry out addition reaction, obtains addition
Product feed liquid；
Catalyst, hydrobromic acid and hydrogen peroxide are added into the addition product feed liquid and carries out substitution reaction, obtains 2,2- bis- [3,5-
Two bromo- 4- (the bromo- 2- methyl propoxyl group of 2,3- bis-) phenyl] propane；
Wherein, the molar ratio of bis- [4- (2- methyl allyloxy) phenyl] propane of 2, the 2- and bromine is 1:2~2.5；It is described
The molar ratio of hydrogen bromide is 1:4~6 in bis- [4- (2- methyl allyloxy) phenyl] propane of 2,2- and hydrobromic acid.
2. synthetic method according to claim 1, which is characterized in that the solvent is molten for the mixing of solvent A and solvent B
Agent；The solvent A includes one or more of methylene chloride, chloroform, chlorobenzene and dichloroethanes；The solvent B includes tetrahydro
Furans and/or dioxane.
3. synthetic method according to claim 1 or 2, which is characterized in that the bis- [4- (2- methyl allyloxy) of 2,2-
Phenyl] mass ratio of propane and solvent is 1:8~12.
4. synthetic method according to claim 1, which is characterized in that the temperature of the addition reaction is 0~20 DEG C, addition
The time of reaction is 1~4h.
5. synthetic method according to claim 1, which is characterized in that the catalyst includes potassium bromate, potassium bromide and five
One or more of V 2 O.
6. synthetic method according to claim 1 or 5, which is characterized in that the bis- [4- (2- methyl allyloxy) of 2,2-
Phenyl] mass ratio of propane and catalyst is 1:0.01~0.1.
7. synthetic method according to claim 1, which is characterized in that the mass concentration of the hydrobromic acid is 30~47%.
8. synthetic method according to claim 1, which is characterized in that the mass concentration of the hydrogen peroxide is 20~70%.
9. synthetic method according to claim 1 or 8, which is characterized in that the bis- [4- (2- methyl allyloxy) of 2,2-
Phenyl] molar ratio of hydrogen peroxide is 1:4~8 in propane and hydrogen peroxide.
10. synthetic method according to claim 1, which is characterized in that the temperature of the substitution reaction is 40~105 DEG C,
The time of substitution reaction is 3~16h.
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| CN201910874409.9A CN110483257B (en) | 2019-09-17 | 2019-09-17 | Synthesis method of 2, 2-bis [3, 5-dibromo-4- (2, 3-dibromo-2-methylpropyloxy) phenyl ] propane |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111187470A (en) * | 2020-02-17 | 2020-05-22 | 南京师范大学 | Efficient flame-retardant polypropylene flame-retardant master batch and preparation method and application thereof |
| CN115677458A (en) * | 2022-10-28 | 2023-02-03 | 山东省海洋化工科学研究院 | Method for improving stereoselectivity of catalytic bromination addition reaction |
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| CN111187470A (en) * | 2020-02-17 | 2020-05-22 | 南京师范大学 | Efficient flame-retardant polypropylene flame-retardant master batch and preparation method and application thereof |
| CN111187470B (en) * | 2020-02-17 | 2023-01-31 | 南京师范大学 | Efficient flame-retardant polypropylene flame-retardant master batch and preparation method and application thereof |
| CN115677458A (en) * | 2022-10-28 | 2023-02-03 | 山东省海洋化工科学研究院 | Method for improving stereoselectivity of catalytic bromination addition reaction |
| CN115677458B (en) * | 2022-10-28 | 2024-04-12 | 山东省海洋化工科学研究院 | Method for improving stereoselectivity of catalytic bromination addition reaction |
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Denomination of invention: Synthesis of 2,2-bis [3,5-dibromo-4 - (2,3-dibromo-2-methylpropyloxy) phenyl] propane Effective date of registration: 20230202 Granted publication date: 20200623 Pledgee: Zheshang Bank Co.,Ltd. Huai'an branch Pledgor: JIANGSU XINZHOU CHEMICAL SCIENCE & TECHNOLOGY Co.,Ltd. Registration number: Y2023980032024 |
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