CN102911014B - Di-(2-hydroxyl isopropyl) benzene production method - Google Patents
Di-(2-hydroxyl isopropyl) benzene production method Download PDFInfo
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- CN102911014B CN102911014B CN201110221487.2A CN201110221487A CN102911014B CN 102911014 B CN102911014 B CN 102911014B CN 201110221487 A CN201110221487 A CN 201110221487A CN 102911014 B CN102911014 B CN 102911014B
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- benzene
- hydrogen peroxide
- propyl
- isopropyl
- hydroxyisopropyl
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Abstract
The invention relates to a di-(2-hydroxyl isopropyl) benzene production method which mainly solves the problems of long technical process and excessive public project consumption in the prior art. The technical scheme for better solving the problems includes that diisopropylbenzene oxidant solution containing di-(hydrogen peroxide isopropyl) benzene is used as a raw material to obtain the di-(2-hydroxyl isopropyl) benzene by means of reaction of the di-(hydrogen peroxide isopropyl) benzene and reducing agent, wherein the reaction temperature is 40-200 DEG C, the reaction pressure is 0.2-1.0MPa, the reducing agent is selected from at least one of sodium thiosulfate , potassium thiosulfate, potassium sulfide, potassium hydrosulfide, sodium sulfide or sodium hydrosulfide, and the weight ratio of the di-(hydrogen peroxide isopropyl) benzene to the reducing agent is (1-30):(1-20). The di-(2-hydroxyl isopropyl) benzene production method can be used for industrial production of di-(2-hydroxyl isopropyl) benzene.
Description
Technical field
The present invention relates to a kind of method of producing two-(2-hydroxyisopropyl) benzene.
Background technology
Two-(2-hydroxyisopropyl) benzene (DC) is the intermediates of production two-(tert-butyl peroxy sec.-propyl) benzene (BIPB).Document US7557252 " Process for Producing Dihydroxybenzene and Diisopropylbenzenedicarbinol " discloses with the diisopropylbenzene(DIPB) oxidation solution containing two-(hydrogen peroxide sec.-propyl) benzene (DHP) as raw material, two-(hydrogen peroxide sec.-propyl) benzene is extracted by methyl iso-butyl ketone (MIBK), then decomposition reaction is carried out, carry out hydrogenation reduction again, finally obtained two-(2-hydroxyisopropyl) benzene of crystallization in methyl iso-butyl ketone (MIBK).
But the technological process preparing two-(2-hydroxyisopropyl) benzene in above-mentioned document adopts four unit operation steps such as extraction, decomposition, reduction, crystallization, there is the problem that technical process is long, general facilities consumption is many.
Summary of the invention
Technical problem to be solved by this invention is the problem that prior art exists that technical process is long, general facilities consumption is many, provides a kind of method of production two-(2-hydroxyisopropyl) benzene newly.It is simple that the method has technical process, and general facilities consumes low feature.
For solving the problems of the technologies described above, the technical solution used in the present invention is as follows: a kind of method of producing two-(2-hydroxyisopropyl) benzene, with the diisopropylbenzene(DIPB) oxidation solution containing two-(hydrogen peroxide sec.-propyl) benzene for raw material, temperature of reaction 40 ~ 200 DEG C, under reaction pressure 0.2 ~ 1.0MPa condition, two-(hydrogen peroxide sec.-propyl) benzene and reductive agent are obtained by reacting two-(2-hydroxyisopropyl) benzene; Wherein said reductive agent is selected from least one in Sulfothiorine, Potassium Thiosulphate, potassium sulphide, potassium hydrogen sulfide, sodium sulphite or sodium bisulfide, and the weight ratio of two-(hydrogen peroxide sec.-propyl) benzene and reductive agent is (1 ~ 30): (1 ~ 20).
In technique scheme, temperature of reaction preferable range is 120 ~ 180 DEG C, and reaction pressure preferable range is 0.7 ~ 0.8MPa.The weight ratio of two-(hydrogen peroxide sec.-propyl) benzene and reductive agent is preferable range is (7 ~ 20): (5 ~ 15).Described reductive agent preferred version is be selected from least one in Sulfothiorine or potassium sulphide.In diisopropylbenzene(DIPB) oxidation solution containing two-(hydrogen peroxide sec.-propyl) benzene, the content of two-(hydrogen peroxide sec.-propyl) benzene is 10 ~ 20 % by weight.
In the inventive method, described reaction pressure all refers to gauge pressure.
The inventive method is without the need to carrying out extraction Sum decomposition process, by adopting at least one be selected from Sulfothiorine, Potassium Thiosulphate, potassium sulphide, potassium hydrogen sulfide, sodium sulphite or sodium bisulfide to be reductive agent, directly will containing the diisopropylbenzene(DIPB) oxidation solution of two-(hydrogen peroxide sec.-propyl) benzene and reductive agent generation reduction reaction, just can obtain two-(2-hydroxyisopropyl) benzene, simplify technical process, reduce the consumption of general facilities.Adopt the inventive method, the refrigerated water consumption of producing 1 ton two-(2-hydroxyisopropyl) benzene DC drops to 40 tons of the present invention by 50 tons of prior art, recirculated water consumption drops to 280 tons of the present invention by 350 tons of prior art, steam consumption drops to 3.1 tons of the present invention by 4.0 tons of prior art, power consumption drops to 375kWh of the present invention by the 450kWh of prior art, achieves good technique effect.
Below by embodiment, the present invention is further elaborated.
Embodiment
[embodiment 1]
With the diisopropylbenzene(DIPB) oxidation solution containing 15.33 % by weight couples-(hydrogen peroxide sec.-propyl) benzene DHP for raw material, temperature of reaction 180 DEG C, under reaction pressure 0.8MPa condition, two-(hydrogen peroxide sec.-propyl) benzene and reductive agent are obtained by reacting two-(2-hydroxyisopropyl) benzene; Wherein, the weight ratio of two-(hydrogen peroxide sec.-propyl) benzene and reductive agent Sulfothiorine is 10: 7.
General facilities consumption is: refrigerated water consumes 40 tons of/ton of DC, and recirculated water consumes 280 tons of/ton of DC, steam consumption 3.1 tons of/ton of DC, power consumption 375kWh/ ton DC.
[embodiment 2]
With [embodiment 1], just reductive agent is potassium sulphide, and the weight ratio of two-(hydrogen peroxide sec.-propyl) benzene and potassium sulphide is 10: 8.
General facilities consumption is: refrigerated water consumes 39 tons of/ton of DC, and recirculated water consumes 275 tons of/ton of DC, steam consumption 3.0 tons of/ton of DC, power consumption 365kWh/ ton DC.
[embodiment 3]
With [embodiment 1], just temperature of reaction 120 DEG C, reaction pressure 0.7MPa.
General facilities consumption is: refrigerated water consumes 41 tons of/ton of DC, and recirculated water consumes 287 tons of/ton of DC, steam consumption 3.2 tons of/ton of DC, power consumption 388kWh/ ton DC.
[comparative example 1]
Produce two-(2-hydroxyisopropyl) benzene according to method disclosed in document US7557252, its technological process adopts four unit operation steps such as extraction, decomposition, reduction, crystallization.
With the oxidation solution of pure position diisopropylbenzene(DIPB) or pure contraposition diisopropylbenzene(DIPB) for raw material, first extract two-(hydrogen peroxide sec.-propyl) benzene by methyl iso-butyl ketone (MIBK); Secondly two-(hydrogen peroxide sec.-propyl) benzene decomposes in acid condition and issues raw reduction reaction generation two-(2-hydroxyisopropyl) benzene in the effect of reductive agent hydrogen, the temperature of its reduction reaction is 280 DEG C, pressure is 3.0MPa, and hydrogen is 200: 1 with the volume ratio of two-(hydrogen peroxide sec.-propyl) benzene; Finally go out two-(2-hydroxyisopropyl) benzene with methyl iso-butyl ketone (MIBK) crystallization.
General facilities consumption is: refrigerated water consumes 50 tons of/ton of DC, and recirculated water consumes 350 tons of/ton of DC, steam consumption 4.0 tons of/ton of DC, power consumption 450kWh/ ton DC.
Claims (5)
1. produce the method for two-(2-hydroxyisopropyl) benzene for one kind, with the diisopropylbenzene(DIPB) oxidation solution containing two-(hydrogen peroxide sec.-propyl) benzene for raw material, temperature of reaction 40 ~ 200 DEG C, under reaction pressure 0.2 ~ 1.0MPa condition, two-(hydrogen peroxide sec.-propyl) benzene and reductive agent are obtained by reacting two-(2-hydroxyisopropyl) benzene; Wherein said reductive agent is selected from least one in Sulfothiorine or Potassium Thiosulphate, and the weight ratio of two-(hydrogen peroxide sec.-propyl) benzene and reductive agent is (1 ~ 30): (1 ~ 20).
2. produce the method for two-(2-hydroxyisopropyl) benzene according to claim 1, it is characterized in that temperature of reaction 120 ~ 180 DEG C, reaction pressure 0.7 ~ 0.8MPa.
3. produce the method for two-(2-hydroxyisopropyl) benzene according to claim 1, it is characterized in that the weight ratio of two-(hydrogen peroxide sec.-propyl) benzene and reductive agent is for (7 ~ 20): (5 ~ 15).
4. produce the method for two-(2-hydroxyisopropyl) benzene according to claim 1, it is characterized in that described reductive agent is selected from Sulfothiorine.
5. produce the method for two-(2-hydroxyisopropyl) benzene according to claim 1, it is characterized in that in the diisopropylbenzene(DIPB) oxidation solution containing two-(hydrogen peroxide sec.-propyl) benzene, the content of two-(hydrogen peroxide sec.-propyl) benzene is 10 ~ 20 % by weight.
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| CN201110221487.2A CN102911014B (en) | 2011-08-04 | 2011-08-04 | Di-(2-hydroxyl isopropyl) benzene production method |
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| CN201110221487.2A CN102911014B (en) | 2011-08-04 | 2011-08-04 | Di-(2-hydroxyl isopropyl) benzene production method |
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| CN102911014A CN102911014A (en) | 2013-02-06 |
| CN102911014B true CN102911014B (en) | 2015-04-08 |
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104909991B (en) * | 2015-05-07 | 2017-07-21 | 中石化上海工程有限公司 | The method of continuous production cumyl peroxide DCP intermediate products |
| CN104909990B (en) * | 2015-05-07 | 2016-08-24 | 中石化上海工程有限公司 | The method efficiently producing cumyl peroxide DCP intermediate products |
| CN112679317B (en) * | 2019-10-18 | 2023-01-24 | 中国石油化工股份有限公司 | Method for separating m-di- (2-hydroxyisopropyl) benzene and p-di- (2-hydroxyisopropyl) benzene |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3923908A (en) * | 1972-11-21 | 1975-12-02 | Sumitomo Chemical Co | Process for the preparation of hydroquinone and/or resorcinol by the cleavage of dihydroperoxides |
| US4322567A (en) * | 1979-06-18 | 1982-03-30 | Mitsui Petrochemical Industries Ltd. | Process for production of aromatic alcohols |
| JPS60174737A (en) * | 1984-02-22 | 1985-09-09 | Mitsui Petrochem Ind Ltd | Preparation of aromatic alcohol |
| CN1093352A (en) * | 1993-03-31 | 1994-10-12 | 兰州大学 | The manufacture method of 2-phenyl-2-propyl alcohol |
| US7557252B2 (en) * | 2006-02-17 | 2009-07-07 | Sumitomo Chemical Company, Limited | Process for producing dihydroxybenzene and diisopropylbenzendicarbinol |
-
2011
- 2011-08-04 CN CN201110221487.2A patent/CN102911014B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3923908A (en) * | 1972-11-21 | 1975-12-02 | Sumitomo Chemical Co | Process for the preparation of hydroquinone and/or resorcinol by the cleavage of dihydroperoxides |
| US4322567A (en) * | 1979-06-18 | 1982-03-30 | Mitsui Petrochemical Industries Ltd. | Process for production of aromatic alcohols |
| JPS60174737A (en) * | 1984-02-22 | 1985-09-09 | Mitsui Petrochem Ind Ltd | Preparation of aromatic alcohol |
| CN1093352A (en) * | 1993-03-31 | 1994-10-12 | 兰州大学 | The manufacture method of 2-phenyl-2-propyl alcohol |
| US7557252B2 (en) * | 2006-02-17 | 2009-07-07 | Sumitomo Chemical Company, Limited | Process for producing dihydroxybenzene and diisopropylbenzendicarbinol |
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