CN103159585B - Remove the method for ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB) - Google Patents

Remove the method for ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB) Download PDF

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CN103159585B
CN103159585B CN201110409648.0A CN201110409648A CN103159585B CN 103159585 B CN103159585 B CN 103159585B CN 201110409648 A CN201110409648 A CN 201110409648A CN 103159585 B CN103159585 B CN 103159585B
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dipb
diisopropylbenzene
benzyl alcohol
dimethyl benzyl
ethanoyl
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CN103159585A (en
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谭永生
崔敏华
吴成跃
徐裕
徐卫民
潘新民
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China Petrochemical Corp
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China Petrochemical Corp
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Abstract

The present invention relates to a kind of method removing ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB), mainly solve prior art and there is the problem that in diisopropylbenzene(DIPB), impurity ethanoyl dimethyl benzyl alcohol clearance is low.The present invention is by adopting under temperature is 20 ~ 60 DEG C of conditions, diisopropylbenzene(DIPB) stream I containing ethanoyl dimethyl benzyl alcohol is fully contacted with hypochlorite solutions, get rid of aqueous phase after stratification and obtain diisopropylbenzene(DIPB) stream I I, in stream I I, the weight content of ethanoyl dimethyl benzyl alcohol is less than 3%; Wherein, the weight percent concentration of hypochlorite solutions is 5 ~ 20%; the weight ratio of diisopropylbenzene(DIPB) stream I and hypochlorite solutions is 1: the technical scheme of (0.8 ~ 1.5) solves this problem preferably, can be used for removing in the industrial production of ethanoyl dimethyl benzyl alcohol in reuse diisopropylbenzene(DIPB).

Description

Remove the method for ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB)
Technical field
The present invention relates to a kind of method removing ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB).
Background technology
Two-(2-hydroxyisopropyl) benzene are a kind of important chemical industry intermediate raw materials, and be called for short DC, molecular formula is C 12h 18o 2, molecular weight is 194.28.Under normal temperature, DC is a kind of white, needle-shaped crystals solid, and the fusing point of a position isomers is 134 ~ 135 DEG C, contraposition be 140 ~ 141 DEG C.The chemical property of DC is also comparatively active, and as tertiary carbon alcohol, DC (is greater than 120 DEG C) at relatively high temperatures, and dehydration becomes alkene.DC itself can be polymerized, and also can react with tertbutyl peroxide etc. and generate various organic compound.Just based on these character of DC, DC is being the stablizer xenol of synthesis of polyolefins, urethane, is again the important starting raw material of organo-peroxide two (tert-butyl peroxy sec.-propyl) benzene and aromatic hydrocarbons diamines.
The preparation method of two-(2-hydroxyisopropyl) benzene is for raw material with diisopropylbenzene(DIPB) (DIPB), by air, diisopropylbenzene(DIPB) is oxidized to the diisopropylbenzene(DIPB) solution (hereinafter referred to as oxidation solution) of diisopropylbenzene(DIPB) list hydroperoxide (MHP) and diisopropylbenzene(DIPB) dihydro-peroxidase (DHP), the obtained DC of oxidation solution reduction.Wherein, oxidation reaction process is as follows:
main reaction (1)
side reaction (1-1)
side reaction (1-2)
Reduction reaction process is as follows:
main reaction (2)
side reaction (2-1)
side reaction (2-2)
Diisopropylbenzene(DIPB) is the chief component of oxidation solution, needs to repeat reuse again and again in industrial installation, and the isopropyl benzene hexanone (MKT), the CH that produce in reaction process 3oH, ethanoyl isopropyl benzene hydroperoxide (KHP) and ethanoyl dimethyl benzyl alcohol (KC) by product are also accumulated in oxidation solution.In these by products, MKT, KHP and CH 3oH can be dissolved in alkaline solution, is removed by intermittently discharged spent caustic solution; And KC is insoluble to alkaline solution, constantly accumulate in system, affect oxidizing reaction speed.Document GB1441778 discloses and removes impurity ethanoyl dimethyl benzyl alcohol with 50 ~ 80% methanol aqueous solutions or aqueous ethanolic solution, and by the test of the present inventor, removal effect is unsatisfactory, and clearance is only 10%; And methyl alcohol, ethanol are dissolved in system, also must be removed by distillation, remove technique more complicated.
Summary of the invention
Technical problem to be solved by this invention there is the problem that in reuse diisopropylbenzene(DIPB), impurity ethanoyl dimethyl benzyl alcohol KC clearance is low in prior art, provides a kind of method removing ethanoyl dimethyl benzyl alcohol in reuse diisopropylbenzene(DIPB) newly.The method has the high feature of impurity ethanoyl dimethyl benzyl alcohol clearance.
For solving the problems of the technologies described above, the technical solution used in the present invention is as follows: a kind of method removing ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB), under temperature is 20 ~ 60 DEG C of conditions, diisopropylbenzene(DIPB) stream I containing ethanoyl dimethyl benzyl alcohol is fully contacted with hypochlorite solutions, get rid of aqueous phase after stratification and obtain diisopropylbenzene(DIPB) stream I I, in stream I I, the weight content of ethanoyl dimethyl benzyl alcohol is less than 3%; Wherein, the weight percent concentration of hypochlorite solutions is 5 ~ 20%, and the weight ratio of diisopropylbenzene(DIPB) stream I and hypochlorite solutions is 1: (0.8 ~ 1.5).
In technique scheme, in diisopropylbenzene(DIPB) stream I, the weight content of ethanoyl dimethyl benzyl alcohol is 5 ~ 10%.The weight ratio preferable range of diisopropylbenzene(DIPB) stream I and hypochlorite is 1: (0.9 ~ 1).Described temperature preferable range is 40 ~ 50 DEG C.Duration of contact, preferable range was 0.5 ~ 10 hour, and more preferably scope is 1 ~ 4 hour.Hypochlorite is selected from least one in clorox, Losantin or potassium hypochlorite, and preferred version is for being selected from clorox.
Adopt the inventive method; diisopropylbenzene(DIPB) containing ethanoyl dimethyl benzyl alcohol KC is fully contacted with hypochlorite solutions; the reaction product of ethanoyl dimethyl benzyl alcohol and hypochlorite is water-soluble; water oil two-phase is defined after leaving standstill; after being separated lower floor's aqueous phase; oil phase is the diisopropylbenzene(DIPB) stream I I met the demands, and the clearance of ethanoyl dimethyl benzyl alcohol KC up to 89.5%, can achieve good technique effect.
The reaction that impurity ethanoyl dimethyl benzyl alcohol KC and hypochlorite occur is as follows:
Below by embodiment, the invention will be further elaborated.
Embodiment
[embodiment 1 ~ 8]
Diisopropylbenzene(DIPB) stream I containing ethanoyl dimethyl benzyl alcohol KC is fully contacted with chlorine bleach liquor, after stratification, gets rid of aqueous phase, be namely met the diisopropylbenzene(DIPB) stream I I of requirement.Wherein, the weight percent concentration of chlorine bleach liquor is 10%.The weight ratio of Contact Temperature, duration of contact, diisopropylbenzene(DIPB) stream I and hypochlorite solutions, process the content of ethanoyl dimethyl benzyl alcohol in the first two cumene stream I, and clearance is specifically in table 1.
Table 1
[comparative example 1 ~ 3]
With [embodiment 1 ~ 8], just replace chlorine bleach liquor with 50%NaOH solution, the methanol solution of 50%, the ethanolic soln of 50% respectively, the results are shown in Table 1.

Claims (6)

1. one kind removes the method for ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB), under temperature is 20 ~ 60 DEG C of conditions, diisopropylbenzene(DIPB) logistics I containing ethanoyl dimethyl benzyl alcohol is fully contacted with hypochlorite solutions, get rid of aqueous phase after stratification and obtain diisopropylbenzene(DIPB) logistics II, in logistics II, the weight content of ethanoyl dimethyl benzyl alcohol is less than 3%; Wherein, the weight percent concentration of hypochlorite solutions is 5 ~ 20%, and diisopropylbenzene(DIPB) logistics I is 1:(0.8 ~ 1.5 with the weight ratio of hypochlorite solutions);
In diisopropylbenzene(DIPB) logistics I, the weight content of ethanoyl dimethyl benzyl alcohol is 5 ~ 10%;
Hypochlorite is selected from least one in clorox, Losantin or potassium hypochlorite.
2. the method removing ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB) according to claim 1, is characterized in that diisopropylbenzene(DIPB) logistics I is 1:(0.9 ~ 1 with the weight ratio of hypochlorite).
3. the method removing ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB) according to claim 1, is characterized in that described temperature is 40 ~ 50 DEG C.
4. the method removing ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB) according to claim 1, is characterized in that duration of contact is 0.5 ~ 10 hour.
5. the method removing ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB) according to claim 4, is characterized in that duration of contact is 1 ~ 4 hour.
6. the method removing ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB) according to claim 1, is characterized in that hypochlorite is selected from clorox.
CN201110409648.0A 2011-12-09 2011-12-09 Remove the method for ethanoyl dimethyl benzyl alcohol in diisopropylbenzene(DIPB) Active CN103159585B (en)

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CN115583904B (en) * 2021-07-05 2024-05-28 中国石油化工股份有限公司 Treatment method and recycling method of m-diisopropylbenzene reduction mother liquor

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1441778A (en) * 1972-11-21 1976-07-07 Sumitomo Chemical Co Process for removing impurities from a mixture produced by the molecular oxygen oxidation of diisopropylbenzene to its dihydroperoxide
US3993696A (en) * 1973-05-02 1976-11-23 Sumitomo Chemical Company, Limited Method for recovering hydroperoxide
CN101918343A (en) * 2008-01-09 2010-12-15 环球油品公司 Process for separating diisopropylbenzene (DIPB) and triisopropylbenzene (TIPB) from a feed comprising DIPB, TIPB, and polyalkylate heavies

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1441778A (en) * 1972-11-21 1976-07-07 Sumitomo Chemical Co Process for removing impurities from a mixture produced by the molecular oxygen oxidation of diisopropylbenzene to its dihydroperoxide
US3993696A (en) * 1973-05-02 1976-11-23 Sumitomo Chemical Company, Limited Method for recovering hydroperoxide
CN101918343A (en) * 2008-01-09 2010-12-15 环球油品公司 Process for separating diisopropylbenzene (DIPB) and triisopropylbenzene (TIPB) from a feed comprising DIPB, TIPB, and polyalkylate heavies

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
过氧化二异丙苯生产水洗工艺比较实验;杨兆娟、张宏;《青海大学学报》;20031231;第21卷(第6期);第38-39页 *

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