CN103130596A - Method for synthesizing linear alkylbenzene - Google Patents
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- CN103130596A CN103130596A CN2011103806641A CN201110380664A CN103130596A CN 103130596 A CN103130596 A CN 103130596A CN 2011103806641 A CN2011103806641 A CN 2011103806641A CN 201110380664 A CN201110380664 A CN 201110380664A CN 103130596 A CN103130596 A CN 103130596A
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- linear alkylbenzene
- benzene
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- 150000004996 alkyl benzenes Chemical class 0.000 title claims abstract description 22
- 238000000034 method Methods 0.000 title claims abstract description 12
- 230000002194 synthesizing effect Effects 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 99
- 238000006243 chemical reaction Methods 0.000 claims abstract description 44
- 239000003054 catalyst Substances 0.000 claims abstract description 29
- 239000002994 raw material Substances 0.000 claims abstract description 18
- 239000007787 solid Substances 0.000 claims abstract description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 4
- 238000010189 synthetic method Methods 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 11
- 229910006404 SnO 2 Inorganic materials 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 abstract description 26
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 23
- 238000005804 alkylation reaction Methods 0.000 abstract description 17
- XOLBLPGZBRYERU-UHFFFAOYSA-N SnO2 Inorganic materials O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 abstract description 3
- 239000003930 superacid Substances 0.000 abstract description 3
- 238000006555 catalytic reaction Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- -1 alkane compound Chemical class 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- 239000004215 Carbon black (E152) Substances 0.000 description 10
- 229930195733 hydrocarbon Natural products 0.000 description 10
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 9
- 230000002045 lasting effect Effects 0.000 description 9
- 239000011973 solid acid Substances 0.000 description 9
- 230000029936 alkylation Effects 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 238000010926 purge Methods 0.000 description 6
- 230000004913 activation Effects 0.000 description 5
- 238000012856 packing Methods 0.000 description 5
- 230000008929 regeneration Effects 0.000 description 5
- 238000011069 regeneration method Methods 0.000 description 5
- 238000005070 sampling Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 238000000967 suction filtration Methods 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 239000012065 filter cake Substances 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 235000011149 sulphuric acid Nutrition 0.000 description 3
- 239000001117 sulphuric acid Substances 0.000 description 3
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000000571 coke Substances 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052680 mordenite Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000009418 renovation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
The invention relates to a method for synthesizing linear alkylbenzene, which comprises the steps of taking linear olefin containing 10-14 carbon atoms and benzene as raw materials, inputting the raw materials into a reactor, controlling the temperature to be 10-300 ℃, the pressure to be 0.1-10 MPa, the mass ratio of the benzene to the olefin substances to be 2-100: 1 and the total mass space velocity of feeding to be 0.1-20 h-1Under the condition of (1) in solid super acid Ni/SO42--SnO2Carrying out alkylation reaction under the catalysis of a catalyst to obtain the linear alkylbenzene; the reactor adopted by the invention has stable operation and high conversion rate of olefin.
Description
Technical field
The present invention relates to a kind of synthetic method of linear alkylbenzene, especially adopt solid acid as the synthetic method of the linear alkylbenzene of catalyzer.
Background technology
Linear alkylbenzene is normal olefine and the alkylate of benzene under catalyst action, is the main raw material of synthetic detergent.The industrial alkylation process of hydrofluoric acid catalysis that generally adopts synthesizes linear alkylbenzene.Due to hydrofluoric acid etching apparatus, contaminate environment, use non-corrosiveness, nontoxic solid acid catalyst to substitute hydrofluoric acid catalyst, adopt the synthetic linear alkylbenzene of eco-friendly alkylation process to become inevitable development trend.
CN1072353A discloses the Y zeolite that uses through alkaline earth metals calcium, strontium, barium etc. and rare earth lanthanum, cerium or mishmetal modification and has been solid acid catalyst, by the synthetic linear alkylbenzene of liquid-solid phase alkylated reaction.There is short problem of catalyst activity time length in this alkylation, and catalyst activity only has sixties hours at most.In the disclosed alkylation of USP598692 and CN1210509A, use a kind of mordenite catalyst of processing with aqueous hydrogen fluoride solution, the time length deficiency of this catalyst activity 500 hours.
American UOP company and Spain Petresa company have developed solid acid alkylating Detal technique, have set up full scale plant.This Detal process using silica-alumina catalyst, carry out liquid phase benzene and olefin alkylation reaction in fixed bed, benzene feed alkene mol ratio is 30: 1～1: 1, temperature of reaction is 150～300 ℃, pressure is 1～5MPa, and air speed is 0.5～10h-1, and olefin conversion is 90～100%, the selectivity of linear alkylbenzene is that 80～95%, 2-phenyl alkanes content is less than 30%.Alkylated reaction continued after 24 hours, catalyzer benzene regenerated from washing.
Although solid acid alkylation processes has overcome the deficiency of traditional hydrofluoric acid technique, the easy inactivation of present solid acid catalyst, single pass life are short, and the alkylated reaction of solid acid technique and catalyst regeneration need frequent the switching.
Summary of the invention
The purpose of this invention is to provide the linear alkylbenzene synthetic method that a kind of environmental friendliness, catalyst activity good stability, transformation efficiency are high, the stable operation time is long.
For reaching goal of the invention the technical solution used in the present invention be:
A kind of synthetic method of linear alkylbenzene, described method be the normal olefine and the benzene that contain 10～14 carbon atoms be raw material, input reactor, be 2～100 at 10～300 ℃ of temperature, pressure 0.1～10MPa, benzene with the amount ratio of olefinic material: 1, charging total mass air speed is under the condition of 0.1～20 hour-1, at solid super-strong acid Ni/SO4
2-Carry out alkylated reaction under-SnO2 catalyst and obtain described linear alkylbenzene.
Described solid super-strong acid Ni/SO4
2-The preparation process of-SnO2 catalyzer is: with the SnCl of certain mass
45H2O is dissolved in deionized water, and wiring solution-forming slowly drips ammoniacal liquor under the condition of rapid stirring, and the pH value of regulator solution is 7.5～9.0, and still aging 5.0～48.0h under room temperature obtains filter cake through suction filtration; Use CH
3COONH
4The solution washing filter cake obtains presoma Sn (OH) through super-dry
4With the presoma grind into powder.With Ni (NO3)
2In 6H2O vitriolization solution, make the sulphuric acid soln of nickelous nitrate.With Sn (OH)
4Under agitation impregnated in mentioned solution, make Ni
2+And SO4
2-Be carried on Sn (OH)
4On, dry after suction filtration, then obtain Ni/SO4 through roasting
2--SnO
2Solid super acid catalyst.
The moulding of catalyzer adopt suitable forming technique (as adding binding agent) with its moulding, make the beaded catalyst of certain particle size.
Described alkylated reaction carries out under the following conditions: take the normal olefine that contains 10～14 carbon atoms and benzene as raw material, benzene is 2～100: 1 with the amount ratio of olefinic material, preferred 5～30: 1; Temperature of reaction is 10～300 ℃, preferred 80～200 ℃; Reaction pressure is 0.1～10MPa, preferred 2～5MPa; Air speed is 0.1～20h
-1, preferred 0.5～5.0h
-1
The optional fixed bed of described reactor, expanded bed, fluidized-bed, stirred-tank reactor, and catalytic distillation reactor.Reactor can have one or more opening for feeds, and benzene and alkene can take to mix the feeding manner of rear input reactor, also can take the feeding manner of independent input reactor.Reaction unit can the several reactors of serial or parallel connection.
If during olefin conversion little 98%, catalyzer is regenerated.This renovation process is the alkene that stops in the reaction raw materials, continues into benzene or benzene and alkane compound, under the operational condition of abovementioned alkyl reaction or suitably improve under the condition of service temperature and catalyzer is carried out regenerated from washing, 8～72 hours recovery times.Can further take the coke burning regeneration mode to carry out compensation regeneration to catalyzer, be that catalyzer is through after regenerated from washing, using the nitrogen purging reactor, is then 0.2～24.0% nitrogen and air Mixture with oxygen content, in the temperature range of 300～600 ℃, catalyzer is carried out coke burning regeneration.
The beneficial effect of the synthetic method of a kind of linear alkylbenzene of the present invention is mainly reflected in:
(1) catalyzer that adopts is non-corrosiveness, eco-friendly solid acid catalyst;
(2) separation of catalyst-free and N-process, technical process is short;
(3) catalyst activity good stability, olefin conversion is high, and the device stable operation time is long, can avoid device reaction and the frequent blocked operation of regeneration, and temperature of reaction is lower, can reduce investment outlay and reduce energy consumption.
Embodiment
Embodiment 1:
Solid super-strong acid Ni/SO4
2--SnO
2The preparation of catalyzer.
SnCl with certain mass
45H
2O is dissolved in deionized water, is made into massfraction and is 5% solution, slowly drips massfraction and be 28% ammoniacal liquor under the condition of rapid stirring, and the pH value of regulator solution is 8, and is still aging under room temperature, the rear suction filtration that spends the night, and filter cake is through 4%CH
3COONH
4Solution washing to pH value equals 7, and is dry under 110 ℃, can obtain presoma Sn (OH)
4Presoma is ground to particle diameter less than 110 order powder.With Ni (NO3)
26H
2O is dissolved in the 3.0mol/L sulphuric acid soln, makes the sulphuric acid soln that concentration is the nickelous nitrate of 0.5mol/L.Be the ratio of 15mL/g in liquid-solid ratio, get the Sn (OH) of 2g
4, under agitation impregnated in mentioned solution, make Ni
2+And SO4
2-Be carried on Sn (OH)
4On, dry after suction filtration, then 500 ℃ of roasting 2h, obtain Ni/SO
4 2--SnO
2Solid super acid catalyst.
Embodiment 2:
Adopt solid super-strong acid Ni/SO4
2--SnO
2Catalyzer carries out benzene and olefin alkylation reaction.
Raw material for alkylation used is that (C10～C13), wherein the normal olefine content of industrial alkane alkene hydrocarbon mixture is 10.3%, and the diolefine mass content is 0.4% for technical benzene and industrial alkane alkene hydrocarbon mixture.
Adopt fixed-bed reactor, with 4.0 gram particle degree of embodiment 1 preparation less than the 110 order catalyzer reactor of packing into.Catalyzer is packed into after reactor, first purge 2 hours at 160 ℃ with nitrogen (60 ml/min) and carry out catalyst activation treatment, then temperature of reactor being adjusted to 150 ℃, pressure and being adjusted to 3.0MPa, is 20: 1, mass space velocity 1.0h at the amount ratio of benzene feed and olefinic material
-1Continue alkylated reaction under condition, olefin conversion is measured in regularly sampling.
Adopt the bromine index of RPA-100Br type bromine index determinator assaying reaction raw material and product, poor with the bromine index of raw material and product divided by the bromine index of raw material, calculated olefin conversion.
Through the lasting alkylated reaction of 2000h, olefin conversion shows that all the time more than 98.0% under this operational condition, catalyzer has good activity stability, and the device stable operation time is long.
Embodiment 3:
Carry out benzene and olefin alkylation reaction under condition of different temperatures.
Raw material for alkylation used is that (C10～C13), wherein the normal olefine content of industrial alkane alkene hydrocarbon mixture is 10.3%, and the diolefine mass content is 0.4% for technical benzene and industrial alkane alkene hydrocarbon mixture.
Adopt fixed-bed reactor, with 4.0 gram particle degree of embodiment 1 preparation less than the 110 order catalyzer reactor of packing into.Catalyzer is packed into after reactor, first purges 2 hours at 160 ℃ with nitrogen (60 ml/min) and carries out catalyst activation treatment.Then be 20: 1, mass space velocity 1.0h in pressure 3.0MPa, benzene feed with the amount ratio of olefinic material
-1Carry out respectively the lasting alkylated reaction of differing temps under condition, regularly sampling, the olefin conversion of mensuration differential responses operating time the results are shown in table 1.
Table 1
From table 1 data as can be known, in 140 ℃～200 ℃ temperature ranges, through the lasting alkylated reaction of 2000h, olefin conversion shows that all the time more than 98.0% under this operational condition, catalyzer has good activity stability, and the device stable operation time is long.
Embodiment 4:
Carry out benzene and olefin alkylation reaction with different benzene and the amount of olefinic material than raw material.
Raw material for alkylation used is that (C10～C13), wherein the normal olefine content of industrial alkane alkene hydrocarbon mixture is 10.3%, and the diolefine mass content is 0.4% for technical benzene and industrial alkane alkene hydrocarbon mixture.
With the catalyst tablet forming of embodiment 1 preparation, get 40～60 purpose 4.0 gram catalyzer fixed-bed reactor of packing into after grinding.Catalyzer is packed into after reactor, first purges 2 hours at 160 ℃ with nitrogen (60 ml/min) and carries out catalyst activation treatment.Then at 150 ℃ of temperature, pressure 3.0MPa, mass space velocity 1.0h
-1Carry out respectively the amount of different benzene and olefinic material under condition than the lasting alkylated reaction of raw material, the olefin conversion of differential responses operating time is measured in regularly sampling, the results are shown in table 2.
Table 2
From table 2 data as can be known, than in 10: 1～25: 1 proportioning raw materials scopes, through the lasting alkylated reaction of 2000h, olefin conversion is all the time more than 98.0% in the amount of benzene and olefinic material, show that under this operational condition, catalyzer has good activity stability, the device stable operation time is long.
Embodiment 5:
Carry out benzene and the olefin alkylation reaction of different mass air speed condition.
Raw material for alkylation used is that (C10～C13), wherein the normal olefine content of industrial alkane alkene hydrocarbon mixture is 10.3%, and the diolefine mass content is 0.4% for technical benzene and industrial alkane alkene hydrocarbon mixture.
With the catalyst tablet forming of embodiment 1 preparation, get 40～60 purpose 4.0 gram catalyzer fixed-bed reactor of packing into after grinding.Catalyzer is packed into after reactor, first purges 2 hours at 160 ℃ with nitrogen (60 ml/min) and carries out catalyst activation treatment.Then in the amount of 150 ℃ of temperature, pressure 3.0MPa, benzene and olefinic material than the lasting alkylated reaction that condition under respectively carries out the different mass air speed at 20: 1, the olefin conversion of differential responses operating time is measured in regularly sampling, the results are shown in table 3.
Table 3
From table 3 data as can be known, at mass space velocity 0.5～3.0h
-1In scope, through the lasting alkylated reaction of 2000h, olefin conversion shows that all the time more than 98.0% under this operational condition, catalyzer has good activity stability, and the device stable operation time is long.
Embodiment 6:
Carry out benzene and the olefin alkylation reaction of different pressures condition.
Raw material for alkylation used is that (C10～C13), wherein the normal olefine content of industrial alkane alkene hydrocarbon mixture is 10.3%, and the diolefine mass content is 0.4% for technical benzene and industrial alkane alkene hydrocarbon mixture.
With the catalyst tablet forming of embodiment 1 preparation, get 40～60 purpose 4.0 gram catalyzer fixed-bed reactor of packing into after grinding.Catalyzer is packed into after reactor, first purges 2 hours at 160 ℃ with nitrogen (60 ml/min) and carries out catalyst activation treatment.Then at 150 ℃ of temperature, mass space velocity 1.0h
-1, benzene and olefinic material the amount ratio be condition under respectively to carry out the lasting alkylated reaction of different pressures at 20: 1, the olefin conversion of differential responses operating time is measured in regularly sampling, the results are shown in table 4.
Table 4
From table 4 data as can be known, in pressure 3.0～5.0MPa scope, lasting alkylated reaction through 2000h, olefin conversion is all the time more than 98.0%, show that reaction pressure is little on the alkylated reaction impact, under this operational condition, catalyzer has good activity stability, and the device stable operation time is long.
Above-mentioned showing, solid acid catalyst provided by the invention has very high catalytic activity, activity stability.Linear alkylbenzene synthetic method provided by the invention has a good application prospect.
Claims (5)
1. the synthetic method of a linear alkylbenzene, it is characterized in that: described method be the normal olefine and the benzene that contain 10～14 carbon atoms be raw material, input reactor, be 2～100 at 10～300 ℃ of temperature, pressure 0.1～10MPa, benzene with the amount ratio of olefinic material: 1, charging total mass air speed is 0.1～20h
-1Condition under, at solid super-strong acid Ni/SO4
2--SnO
2Carry out alkylated reaction under catalyst and obtain described linear alkylbenzene.
2. the synthetic method of linear alkylbenzene according to claim 1, it is characterized in that: described temperature of reaction is 80～200 ℃.
3. the synthetic method of linear alkylbenzene according to claim 1, it is characterized in that: described reaction pressure is 2～5MPa.
4. the synthetic method of linear alkylbenzene according to claim 1, it is characterized in that: described benzene is 5～30: 1 with the amount ratio of olefinic material.
5. the synthetic method of linear alkylbenzene according to claim 1, it is characterized in that: described mass space velocity is 0.5～5.0h
-1
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11370722B2 (en) | 2020-06-22 | 2022-06-28 | Nanjing Chemistry New Energy Technology Co. Ltd. | Method for producing long-chain alkylbenzene |
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| CN1478766A (en) * | 2002-08-29 | 2004-03-03 | 中国石油化工股份有限公司 | Preparation method of alkylbenzene |
| CN1868984A (en) * | 2005-05-24 | 2006-11-29 | 浙江工业大学 | Preparation method of linear alkylbenzene |
-
2011
- 2011-11-25 CN CN2011103806641A patent/CN103130596A/en active Pending
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|---|---|---|---|---|
| US5036035A (en) * | 1984-09-10 | 1991-07-30 | Research Association For Utilization Of Light Oil | Solid strong acid catalyst process for the production of the same and use thereof |
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| CN1868984A (en) * | 2005-05-24 | 2006-11-29 | 浙江工业大学 | Preparation method of linear alkylbenzene |
Non-Patent Citations (1)
| Title |
|---|
| 陈少峰等: "固体超强酸催化剂Ni/SO42- -SnO2的制备与表征", 《分子催化》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11370722B2 (en) | 2020-06-22 | 2022-06-28 | Nanjing Chemistry New Energy Technology Co. Ltd. | Method for producing long-chain alkylbenzene |
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Application publication date: 20130605 |