CN103030518B - Method for preparing isopropylbenzene through diisopropylbenzene transalkylation - Google Patents

Method for preparing isopropylbenzene through diisopropylbenzene transalkylation Download PDF

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CN103030518B
CN103030518B CN201110300258.XA CN201110300258A CN103030518B CN 103030518 B CN103030518 B CN 103030518B CN 201110300258 A CN201110300258 A CN 201110300258A CN 103030518 B CN103030518 B CN 103030518B
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diisopropylbenzene
dipb
transalkylation
reaction
isopropylbenzene
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CN103030518A (en
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杨贺勤
刘志成
高焕新
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China Petroleum and Chemical Corp
Sinopec Shanghai Research Institute of Petrochemical Technology
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Sinopec Shanghai Research Institute of Petrochemical Technology
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Abstract

The invention relates to a method for preparing isopropylbenzene through diisopropylbenzene transalkylation, which mainly solves the problem that the existing catalyst for preparing the isopropylbenzene through the diisopropylbenzene transalkylation has low activity and low product selectivity. The invention adopts a technical scheme of the method for preparing the isopropylbenzene through the diisopropylbenzene transalkylation, which comprises the following steps of: taking diisopropylbenzene and benzene as raw materials; and under the conditions that the reaction temperature is 100-250 DEG C, the reaction gage pressure is 0.5 MPa-5MPa, the weight hourly space velocity of the diisopropylbenzene is 0.1-6h<-1>, and the weight ratio of the bene to the diisopropylbenzene is (0.5-5):1, contacting the raw materials with catalyst through a catalyst bed, and reacting to generate the isopropylbenzene, wherein the catalyst is a Beta molecular sieve integral material in a hierarchical pore structure, the weight ratio of Al2O3/SiO2 in the Beta molecular sieve material is (0.004-0.85):1, the pore diameter distribution of mesopores is 2-40 nm, the pore diameter distribution of macropores is 0.5-50 mu.m, the specific surface area is 450-1200m<2>/g, and the pore volume is 0.4-1.7m<2>/g, so that the problem is well solved, and the method can be applied in industrial production of hierarchical pore structural molecular sieves.

Description

The method of diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene
Technical field
The present invention relates to a kind of method of diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene.
Background technology
Beta zeolite has the features such as suitable acid site distribution and special pore structure due to it, in transalkylation reaction, show excellent catalytic performance, but the application of traditional B eta zeolite is restricted due to the problem of the aspects such as pore structure, pattern and preparation method.First be pore structure aspect, because traditional Beta zeolite only has microvoid structure, this greatly limits macromole mass transfer in the catalyst and diffusion, thus inhibit the reactive behavior of catalyzer, selectivity and life-span.Next is pattern aspect, traditional zeolite is powder, only have the forming step through complexity just can be applied in industrial production, but in moulding process, the membership that adds of a large amount of binding agent causes the blocking in duct and the embedding of active sites, thus cause the reduction of catalytic activity.Finally preparation method, traditional method preparing Si-Al zeolite is hydrothermal synthesis method, this method prepares zeolite process more complicated, and needing to use can to the organic amine template of environment, and finally need just can obtain zeolite through numerous and diverse sepn process in a large number.
For overcoming the above problems, Recent study personnel propose by the idea of gas phase crystallization legal system for porous zeotile integral material, namely gas phase crystallization legal system is passed through for a kind of catalyzer, make it have integrated pattern and have the different pore canal system of two covers (Holland B T simultaneously, Abrams L, SteinA.J.Am.Chem.Soc.1999,121,4308-4309).Wherein micro-pore zeolite is that reaction provides active active centre, and to be material provide enough diffusion admittances in macroporous/mesoporous duct.This composite holes integral material is provided with macroporous/mesoporous material high diffusivity and the highly active advantage of zeolitic material simultaneously, turn avoid complicated moulding process.In addition, compared with traditional hydrothermal synthesis method, the zeolite of gas phase crystallization method gained is directly separated with mother liquor, can save numerous and diverse sepn process, thus reduces the consumption of organic formwork agent, and easily reclaims and recycling organic formwork agent.In addition, gas phase crystallization method can not produce a large amount of waste liquids, environmentally friendly, is a kind of easy, economic method, and has been successfully applied to the preparation of multiple zeolite.The people such as Zhao Tianbo assist rotating crystal method to obtain micropore/macropore Si-Al zeolite (Yangchuan Tong by water vapour after being flooded in the zeolite precursor liquid solution containing aluminium source by the silicone monolith of original position carbon distribution in silicone monolith or hole, Tianbo Zhao, Fengyan Li, Yue Wang.Chem.Mater.2006,18,4218-4220; Qian Lei, Tianbo Zhao, Fengyan Li, Lingling Zhang, Yue Wang.Chem.Commun., 2006,1769-1771).
Although various countries researchist develops the synthetic method of numerous hierarchical porous structure Si-Al zeolites, the preparation of current hierarchical porous structure Si-Al zeolite integral material is still one of difficult point in synthesis field.As can be seen here, develop a kind of preparation process simple, environmentally friendly and the preparation method with the hierarchical porous structure Si-Al zeolite integral material of better mass-transfer performance is the key point realizing and expand its practical application.
Summary of the invention
Technical problem to be solved by this invention is that the catalyzer of existing diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene exists the problem that activity is low, selectivity of product is low, provides a kind of method of new diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene.When the method is used for the reaction of diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene, have active high, the feature that selectivity is high.
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 diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene, with diisopropylbenzene(DIPB) and benzene for raw material, it is 100 ~ 250 DEG C in temperature of reaction, reaction gauge pressure is 0.5MPa ~ 5MPa, diisopropylbenzene(DIPB) weight space velocity is 0.1 ~ 6h-1, benzene/diisopropylbenzene(DIPB) weight ratio is under the condition of 0.5 ~ 5: 1, raw material is by beds and catalyst exposure, reaction generates isopropyl benzene, and catalyzer used is hierarchical porous structure Beta molecular sieve integral material.Al in this Beta molecular screen material 2o 3/ SiO 2weight ratio be 0.004 ~ 0.85: 1; Mesoporous pore size is distributed as 2 ~ 40 nanometers; Macropore diameter is distributed as 0.5 ~ 50 micron; Specific surface area 450 ~ 1200 meters 2/ gram; Pore volume is 0.4 ~ 1.7 meter 2/ gram; Wherein macropore pore volume accounts for 0 ~ 80%, and mesoporous pore volume 10 ~ 90%, Micropore volume accounts for 10% ~ 90%.
In technique scheme, preferred technical scheme is that mesoporous pore size is distributed as 3 ~ 35 nanometers; Macropore diameter is distributed as 1 ~ 40 micron; Specific surface area 550 ~ 1100 meters 2/ gram; Pore volume is 0.6 ~ 1.5 meter 2/ gram, wherein macropore pore volume accounts for 5 ~ 70%, mesoporous pore volume 15 ~ 80%, and Micropore volume accounts for 15% ~ 80%; Temperature of reaction is 110 ~ 350 DEG C, and reaction table pressure is 1MPa ~ 4MPa, and diisopropylbenzene(DIPB) weight space velocity is 1 ~ 5h -1, benzene/diisopropylbenzene(DIPB) weight ratio is 1 ~ 4: 1.
The preparation method of hierarchical porous structure Beta molecular sieve integral material, comprises the following steps:
A) the mixture generation hydrolysis reaction in the inductor R1 that is separated, structure directing agent R2, acid, water, silicon source and aluminium source is obtained silicon-aluminum oxide material presoma I, mixture quality ratio consists of: R1/SiO 2=0.25 ~ 1.0, R2/SiO 2=0.3 ~ 2.0, H 2o/SiO 2=2.0 ~ 10, H +/ SiO 2=0.05 ~ 0.53, Al 2o 3/ SiO 2=0.004 ~ 0.85;
B) by aging for above-mentioned silicon-aluminum oxide material presoma I gel at 30 ~ 100 DEG C of temperature, aging 2 ~ 96 hours, silicon-aluminum oxide material presoma II is obtained;
C) obtained silicon-aluminum oxide material with mesopore/macropore combined porous structure III after silicon-aluminum oxide material presoma II drying, roasting;
D) flooded in containing the solution of template by sieve and silica-sesquioxide III, drying is placed on the top of reactor, adds water or organic ammonium solution bottom reactor, reacts after 0.5 ~ 12 day at 100 ~ 200 DEG C; Sample is washed, dry and roasting obtains hierarchical porous structure Si-Al zeolite integral material;
The inductor R1 that is wherein separated is selected from least one in polyoxyethylene glycol, polyoxyethylene or polyethylene oxide, and its molecular-weight average is 3000 ~ 100000;
Structure directing agent R2 is selected from triblock copolymer, chain alkyl trimethylammonium halogenation ammonia ((CH 3) nn +(CH 3) 3x -), at least one in citric acid, tartrate, oxysuccinic acid or lactic acid; Wherein triblock copolymer is polyoxyethylene-poly-oxypropylene polyoxyethylene, and its molecular-weight average is 1500 ~ 12000; The carbon chain lengths of chain alkyl trimethylammonium halogenation ammonia is 8 ~ 18, X is Cl or Br;
Acid is selected from least one in nitric acid, phosphoric acid, hydrochloric acid or acetic acid.
Silicon source is selected from least one in positive quanmethyl silicate, tetraethyl orthosilicate, positive silicic acid orthocarbonate or positive silicic acid four butyl ester.
Aluminium source is at least one in aluminum nitrate, aluminum chloride, Tai-Ace S 150, aluminum isopropylate, isobutanol aluminum or pseudo-boehmite.
Organic ammonium template is selected from TPAOH (POH), 4-propyl bromide (IPBr), tetraethyl ammonium hydroxide (EOH), tetraethylammonium bromide (EBr), triethylamine (E 3or quadrol (E N) 2n) at least one in.
In technique scheme, step a) middle mixture quality than composition preferable range is: R1/SiO 2=0.30 ~ 0.65, R2/SiO 2=0.50 ~ 1.0, H 2o/SiO 2=3.0 ~ 8.0, H +/ SiO 2=0.06 ~ 0.38, Al 2o 3/ SiO 2=0.01 ~ 0.43.Step b) in gel aging temperature preferable range be 40 ~ 80 DEG C, digestion time preferable range is 12 ~ 72 hours.Step c) in, drying temperature preferable range is 25 ~ 80 DEG C, and time of drying, preferable range was 1 ~ 7 day; Maturing temperature preferable range is 550 ~ 800 DEG C, and roasting time preferable range is 2 ~ 10 hours.Steps d) in organic amine template preferred version be at least one in TPAOH, 4-propyl bromide, tetraethyl ammonium hydroxide, tetraethylammonium bromide, triethylamine or quadrol.Steps d) in crystallization temperature preferable range be 110 ~ 190 DEG C, crystallization time preferable range is 0.8 ~ 11 day.
In the inventive method, silicon-aluminum oxide material presoma I is put in the mould of arbitrary shape, just can obtain the only stone material of sieve and silica-sesquioxide of the composite pore structural of respective shapes.
At present, there is the problem that activity is low, selectivity of product is low in the catalyzer of diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene.This is mainly poor due to catalyzer diffusion, causes easy carbon distribution to cause.The duct of clogged with soot catalyzer causes aperture to reduce, and makes reactant cannot diffuse out catalyzer duct in time.The present invention adopts the catalyzer of Beta molecular sieve integral material as diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene of hierarchical porous structure, contact with the active centre of catalyzer because its through hierarchical porous structure is conducive to reactant molecule, also be conducive to the duct that reaction product rapid diffusion goes out catalyzer simultaneously, thus reduce the generation of carbon deposit, make its catalytic performance than ever catalyzer had obvious improvement, simultaneously by regulating reaction conditions, the transformation efficiency of diisopropylbenzene(DIPB) and the selectivity of isopropyl benzene are significantly improved.The Beta molecular sieve integral material that application the method obtains makes the selectivity of the transformation efficiency of diisopropylbenzene(DIPB) and isopropyl benzene reach 71% and 99% respectively as catalyzer, achieves good technique effect.
Accompanying drawing explanation
Scanning electron microscope (SEM) photo of the hierarchical porous structure Beta zeolitic material that Fig. 1 obtains for [embodiment 1].
The X diffraction light spectrogram (XRD) of the hierarchical porous structure Beta zeolitic material that Fig. 2 obtains for [embodiment 1].
Below by embodiment, the invention will be further elaborated.
Embodiment
[embodiment 1]
Weigh salpeter solution 4 grams and 5 grams of water of 1 mol/L, add 1 gram of polyoxyethylene-poly-oxypropylene polyoxyethylene (molecular weight 5800, be called for short P123, R2), stirred at ambient temperature dissolves, aluminum nitrate (Al (the NO of polyoxyethylene glycol (molecular weight 10000, R1) 0.7 gram and 1.26 grams is added in mixing solutions 3) 39H2O), after stirring, proceed in frozen water mixing bath and continue stirring 5 minutes.5.1 grams of positive quanmethyl silicates are added, vigorous stirring 20 minutes in mixing solutions.Mixed solution is poured in mould and seals, put into 60 DEG C of baking ovens and leave standstill aging 72 hours.The demoulding after taking out, 25 DEG C of dryings, finally obtain the sieve and silica-sesquioxide integral material of silica alumina ratio Si/Al=16 for 8 hours 600 DEG C of roastings; Then sieve and silica-sesquioxide integral material is placed in the top of reactor, adds tetraethyl ammonium hydroxide solution bottom reactor, at 160 DEG C, crystallization is after 7 days, washs, dry and roasting obtains hierarchical porous structure Si-Al zeolite integral material to sample.The mass ratio of each component of this Si-Al zeolite material is: R1/SiO 2=0.35, R2/SiO 2=0.5, H 2o/SiO 2=4.5, H +/ SiO 2=0.13, Al 2o 3/ SiO 2=0.086.The specific surface area of resulting materials is 960 meters 2/ gram, pore volume is 0.8 meter 2/ gram, and wherein mesoporous pore size is distributed as 28 nanometers; Macropore diameter is distributed as 15 microns, and Micropore volume accounts for 40%, and mesoporous pore volume accounts for 40%, and macropore pore volume accounts for 20%.The catalyzer (A) prepare embodiment 1 and traditional Beta molecular sieve (B) carry out the evaluation of diisopropylbenzene(DIPB) (DIIPB) transalkylation preparing isopropylbenzene (IPB) reactive behavior.Evaluate and adopt fixed-bed catalytic reactor, reactor is stainless steel tube, investigating processing condition used is: in raw material, benzene/diisopropylbenzene(DIPB) (weight ratio) is 1: 1, diisopropylbenzene(DIPB) weight space velocity is 2.0, temperature of reaction is 160 DEG C, reaction pressure is 1.5Mpa, and reaction product forms through Agilent 6820 stratographic analysis.Evaluation result is as shown in table 1.
Table 1
[embodiment 2 ~ 24]
According to each Step By Condition of [embodiment 1], obtained composite pore structural Beta zeolitic material, just parameter such as feed change composition (table 2), proportioning (table 3) etc., through characterizing, the product of synthesis illustrates that its result has the pore structure similar to [embodiment 1] product, its concrete reaction conditions and reaction result are respectively in table 2 and table 3.
[embodiment 25 ~ 28]
The processing condition used according to [embodiment 1] carry out the evaluation of diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene reactive behavior to catalyzer prepared by embodiment 1, and just change temperature of reaction, evaluation result is as shown in table 4.
Table 4
[embodiment 29 ~ 30]
The processing condition used according to [embodiment 1] carry out the evaluation of diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene reactive behavior to catalyzer prepared by embodiment 1, and just change reaction pressure, evaluation result is as shown in table 5.
Table 5
[embodiment 31 ~ 32]
The processing condition used according to [embodiment 1] carry out the evaluation of diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene reactive behavior to catalyzer prepared by embodiment 1, and just change diisopropylbenzene(DIPB) weight space velocity, evaluation result is as shown in table 6.
Table 6
[embodiment 33 ~ 34]
The processing condition used according to [embodiment 1] carry out the evaluation of diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene reactive behavior to catalyzer prepared by embodiment 1, and just change benzene/diisopropylbenzene(DIPB) (weight ratio) weight ratio, evaluation result is as shown in table 7.
Table 7

Claims (2)

1. a method for diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene, with diisopropylbenzene(DIPB) and benzene for raw material, be 100 ~ 250 DEG C in temperature of reaction, reaction gauge pressure is 0.5MPa ~ 5MPa, and diisopropylbenzene(DIPB) weight space velocity is 0.1 ~ 6h -1, benzene/diisopropylbenzene(DIPB) weight ratio is under the condition of 0.5 ~ 5:1, and raw material is by beds and catalyst exposure, and reaction generates isopropyl benzene, and catalyzer used is hierarchical porous structure Beta molecular sieve integral material, Al in this Beta molecular screen material 2o 3/ SiO 2weight ratio be 0.004 ~ 0.85:1; Mesoporous pore size is distributed as 3 ~ 35 nanometers; Macropore diameter is distributed as 1 ~ 40 micron; Specific surface area 550 ~ 1100 meters 2/ gram; Pore volume is 0.6 ~ 1.5 meter 3/ gram, wherein macropore pore volume accounts for 5 ~ 70%, and mesoporous pore volume 15 ~ 80%, Micropore volume accounts for 15% ~ 80%.
2. the method for diisopropylbenzene(DIPB) transalkylation preparing isopropylbenzene according to claim 1, it is characterized in that temperature of reaction is 110 ~ 250 DEG C, reaction table pressure is 1MPa ~ 4MPa, and diisopropylbenzene(DIPB) weight space velocity is 1 ~ 5h -1, benzene/diisopropylbenzene(DIPB) weight ratio is 1 ~ 4:1.
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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1142986A (en) * 1994-12-13 1997-02-19 大连理工大学 Preparation of modified macro-porous zeolite catalyst and synthetic isopropyl aromatic hydrocarbon
CN101045211A (en) * 2006-03-27 2007-10-03 中国石油化工股份有限公司 Catalyst for diisopropylbenzene alkyl transfer

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1142986A (en) * 1994-12-13 1997-02-19 大连理工大学 Preparation of modified macro-porous zeolite catalyst and synthetic isopropyl aromatic hydrocarbon
CN101045211A (en) * 2006-03-27 2007-10-03 中国石油化工股份有限公司 Catalyst for diisopropylbenzene alkyl transfer

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