CN107118069A - A kind of method that utilization isobutyl dehydration of alcohols prepares isobutene - Google Patents
A kind of method that utilization isobutyl dehydration of alcohols prepares isobutene Download PDFInfo
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- CN107118069A CN107118069A CN201710460125.6A CN201710460125A CN107118069A CN 107118069 A CN107118069 A CN 107118069A CN 201710460125 A CN201710460125 A CN 201710460125A CN 107118069 A CN107118069 A CN 107118069A
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- dehydration
- isobutene
- molecular sieve
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/10—After treatment, characterised by the effect to be obtained
- B01J2229/18—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
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- 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
- Y02P20/584—Recycling of catalysts
Abstract
The invention discloses a kind of method that utilization isobutyl dehydration of alcohols prepares isobutene, be related to technical field of petrochemical industry, using isobutanol as raw material, using supported titanium catalyst as dehydration catalyst, at 130 140 DEG C through dehydration be made isobutene.Using supported titanium catalyst of the present invention isobutene is prepared for isobutyl dehydration of alcohols, dehydration temperature is not only set to be reduced to 130 140 DEG C, and the conversion ratio of isobutanol can be made to reach 100%, the selection rate that isobutanol is converted into isobutene reaches 96.2%, so that isobutene yield reaches 96.2%；The supported titanium catalyst, which can regenerate, simultaneously uses, and the catalytic efficiency after regenerating 8 times with using catalytic efficiency suitable first.
Description
Technical field：
The present invention relates to technical field of petrochemical industry, and in particular to a kind of utilization isobutyl dehydration of alcohols prepares the side of isobutene
Method.
Background technology：
Isobutene is a kind of important industrial chemicals, mainly for the preparation of butyl rubber, polyisobutene, methacrylonitrile,
Antioxidant, tertiary butyl phenol, tertbutyl ether etc..At present, the method for production isobutene mainly has the separation of light oil C 4 fraction, the tert-butyl alcohol to take off
Water, etherificate cracking etc..
Isobutanol is to be produced using aqueous gas and propylene for the carbongl group synthesis reaction of raw material to prepare during 2-Ethylhexyl Alcohol
Accessory substance.In order that the accessory substance isobutanol is rationally utilized, the present invention uses it for the preparation of isobutene.Patent CN
104640627A using molybdenum, tungsten, tantalum, niobium, titanium composite oxides as catalyst, but its catalyst preparation process it is complicated, it is necessary to
It is made by high-temperature process, although the conversion ratio of isobutanol can reach 100%, and the yield of isobutene reaches 89.6%, but urges
Agent prepares cost height, and catalyst preparation metal belongs to noble metal, and consumption is limited, is not suitable for industrializing extensive preparation
Isobutene.
The content of the invention：
The technical problems to be solved by the invention are to provide that a kind of catalyst preparation cost is low and high catalytic efficiency, regeneration
The method that the good utilization isobutyl dehydration of alcohols of property prepares isobutene.
The technical problems to be solved by the invention are realized using following technical scheme：
A kind of method that utilization isobutyl dehydration of alcohols prepares isobutene, using isobutanol as raw material, with supported titanium catalyst
As dehydration catalyst, in isobutene is made through dehydration at 130-140 DEG C；
The supported titanium catalyst is made by nano titanium oxide, the impregnated method of molecular sieve carrier, its specific preparation side
Method is：Concentrated hydrochloric acid is added dropwise until being completely dissolved into nano titanium oxide under stirring, molecular sieve carrier is added, after being sufficiently mixed
30min is stood, and in microwave reflow treatment 5min under microwave frequency 2450MHz, power output 700W, is then added and molecular sieve
The deionized water of the quality such as carrier, microwave treatment 5min again after being well mixed, gained mixture naturally cools to room temperature, mistake
Filter, gained filter residue is in insulation grinding at 100-105 DEG C until drying completely, produces load type palladium catalyst.
The mass ratio of the isobutanol and supported titanium catalyst is 10:0.1-0.5.
The mass ratio of the nano titanium oxide and molecular sieve carrier is 1:5-10.
The molecular sieve carrier is mixed to prepare by molecular screen primary powder with adhesive, and its specific preparation method is：By molecular sieve
Former powder is with adhesive according to 5:1 mass ratio mixing, is warming up to 80-85 DEG C of insulation grinding 30min, adds water stirring and be made and contain admittedly
Amount reaches to be dried in 25-35% solution, gained mixed liquor feeding spray dryer, the spheric granules of obtained 20-40 mesh, and in
Dried at 100-110 DEG C, produce molecular sieve carrier.
Described adhesive is made up of the raw material of following parts by weight：5-10 parts of volcanic ash, PAMC 3-5
Part, 1-3 parts of polyglutamic acid, 0.5-1 parts of cetanol, 0.3-0.5 parts of diallyl dimethyl ammoniumchloride, polytetrafluoroethylene (PTFE) surpass
0.1-0.2 parts of fine powder, 0.05-0.1 parts of nano zine oxide, its preparation method is：By PAMC, polyglutamic acid
35-40 DEG C of water is added dropwise until being completely dissolved with after diallyl dimethyl ammoniumchloride mixing, cetanol and polytetrafluoro is added
Tetrafluoroethylene micropowder, is warming up to reflux state insulated and stirred 15min, volcanic ash and nano zine oxide is then added, after being sufficiently mixed
The sealing and standing 30min in 0-5 DEG C of environment, is finally warming up to 55-60 DEG C of insulation mixing 15min, produces adhesive.
The beneficial effects of the invention are as follows：Using supported titanium catalyst of the present invention isobutyl is prepared for isobutyl dehydration of alcohols
Alkene, not only makes dehydration temperature be reduced to 130-140 DEG C, and the conversion ratio of isobutanol can be made to reach 100%, isobutanol conversion
96.2% is reached for the selection rate of isobutene, so that isobutene yield reaches 96.2%；While the supported titanium catalyst energy
Regeneration is used, and the catalytic efficiency after regenerating 8 times with using catalytic efficiency suitable first.
Embodiment：
In order that the technical means, the inventive features, the objects and the advantages of the present invention are easy to understand, tie below
Specific embodiment is closed, the present invention is expanded on further.
Embodiment 1
10g isobutanols, the agent of 0.5g supported titanium catalysts at 130-140 DEG C through dehydration be made isobutene.
The preparation of supported titanium catalyst：Concentrated hydrochloric acid is added dropwise until being completely dissolved into 1g nano titanium oxides under stirring,
5g molecular sieve carriers are added, 30min is stood after being sufficiently mixed, and in microwave under microwave frequency 2450MHz, power output 700W
Reflow treatment 5min, then adds the deionized water with the quality such as molecular sieve carrier, microwave treatment 5min again after being well mixed,
Gained mixture naturally cools to room temperature, filtering, and gained filter residue is in insulation grinding at 100-105 DEG C until drying completely, is produced
Load type palladium catalyst.
The preparation of molecular sieve carrier：By molecular screen primary powder and adhesive according to 5:1 mass ratio mixing, is warming up to 80-85
DEG C insulation grinding 30min, adds water stirring and is made the solution that solid content reaches 25-35%, the feeding spray drying of gained mixed liquor
Dried in machine, the spheric granules of 20-40 mesh is made, and in being dried at 100-110 DEG C, produce molecular sieve carrier.
The preparation of adhesive：By 3g PAMCs, 3g polyglutamic acids and 0.3g diallyl dimethyls
35-40 DEG C of water is added dropwise until being completely dissolved after ammonium chloride mixing, 0.5g cetanols and 0.1g superfine powder of polytetrafluoroethylene is added,
Reflux state insulated and stirred 15min is warming up to, 10g volcanic ash and 0.05g nano zine oxides is then added, is sufficiently mixed after 0-
Sealing and standing 30min in 5 DEG C of environment, is finally warming up to 55-60 DEG C of insulation mixing 15min, produces adhesive.
Embodiment 2
10g isobutanols, the agent of 0.5g supported titanium catalysts at 130-140 DEG C through dehydration be made isobutene.
The preparation of supported titanium catalyst：Concentrated hydrochloric acid is added dropwise until being completely dissolved into 1g nano titanium oxides under stirring,
8g molecular sieve carriers are added, 30min is stood after being sufficiently mixed, and in microwave under microwave frequency 2450MHz, power output 700W
Reflow treatment 5min, then adds the deionized water with the quality such as molecular sieve carrier, microwave treatment 5min again after being well mixed,
Gained mixture naturally cools to room temperature, filtering, and gained filter residue is in insulation grinding at 100-105 DEG C until drying completely, is produced
Load type palladium catalyst.
The preparation of molecular sieve carrier：By molecular screen primary powder and adhesive according to 5:1 mass ratio mixing, is warming up to 80-85
DEG C insulation grinding 30min, adds water stirring and is made the solution that solid content reaches 25-35%, the feeding spray drying of gained mixed liquor
Dried in machine, the spheric granules of 20-40 mesh is made, and in being dried at 100-110 DEG C, produce molecular sieve carrier.
The preparation of adhesive：By 5g PAMCs, 1g polyglutamic acids and 0.3g diallyl dimethyls
35-40 DEG C of water is added dropwise until being completely dissolved after ammonium chloride mixing, 0.5g cetanols and 0.1g superfine powder of polytetrafluoroethylene is added,
Reflux state insulated and stirred 15min is warming up to, 10g volcanic ash and 0.1g nano zine oxides is then added, is sufficiently mixed after 0-5
Sealing and standing 30min in DEG C environment, is finally warming up to 55-60 DEG C of insulation mixing 15min, produces adhesive.
Reference examples 1
10g isobutanols, the agent of 0.5g supported titanium catalysts at 130-140 DEG C through dehydration be made isobutene.
The preparation of supported titanium catalyst：Concentrated hydrochloric acid is added dropwise until being completely dissolved into 1g nano titanium oxides under stirring,
8g molecular sieve carriers are added, 30min is stood after being sufficiently mixed, and in microwave under microwave frequency 2450MHz, power output 700W
Reflow treatment 5min, then adds the deionized water with the quality such as molecular sieve carrier, microwave treatment 5min again after being well mixed,
Gained mixture naturally cools to room temperature, filtering, and gained filter residue is in insulation grinding at 100-105 DEG C until drying completely, is produced
Load type palladium catalyst.
The preparation of molecular sieve carrier：By molecular screen primary powder and calcined kaolin according to 5:1 mass ratio mixing, is warming up to
80-85 DEG C of insulation grinding 30min, adds water stirring and the solution that solid content reaches 25-35%, the feeding spraying of gained mixed liquor is made
Dried in drying machine, the spheric granules of 20-40 mesh is made, and in being dried at 100-110 DEG C, produce molecular sieve carrier.
Reference examples 2
10g isobutanols, the agent of 0.5g catalyst at 130-140 DEG C through dehydration be made isobutene.
Catalyst is prepared according to the methods described of patent CN 104640627A embodiments 1.
Embodiment 3
It is utilized respectively embodiment 1, embodiment 2, reference examples 1, the methods described of reference examples 2 and prepares isobutene using isobutanol,
And selection rate and isobutene yield that the conversion ratio of isobutanol, isobutanol are converted into isobutene are determined, as a result as shown in table 1.
The conversion ratio of the present invention of table 1, selection rate and yield
| Project | Embodiment 1 | Embodiment 2 | Reference examples 1 | Reference examples 2 |
| Conversion ratio/% | 100 | 100 | 100 | 99.8 |
| Selection rate/% | 95.6 | 96.2 | 93.4 | 89.4 |
| Yield/% | 95.6 | 96.2 | 93.4 | 89.2 |
The general principle and principal character and advantages of the present invention of the present invention has been shown and described above.The technology of the industry
Personnel are it should be appreciated that the present invention is not limited to the above embodiments, and the simply explanation described in above-described embodiment and specification is originally
The principle of invention, without departing from the spirit and scope of the present invention, various changes and modifications of the present invention are possible, these changes
Change and improvement all fall within the protetion scope of the claimed invention.The claimed scope of the invention by appended claims and its
Equivalent thereof.
Claims (5)
1. a kind of method that utilization isobutyl dehydration of alcohols prepares isobutene, it is characterised in that：Using isobutanol as raw material, with support type
Titanium catalyst is as dehydration catalyst, in isobutene is made through dehydration at 130-140 DEG C；
The supported titanium catalyst is made by nano titanium oxide, the impregnated method of molecular sieve carrier, and its specific preparation method is：
Concentrated hydrochloric acid is added dropwise until being completely dissolved into nano titanium oxide under stirring, molecular sieve carrier is added, is stood after being sufficiently mixed
30min, and in microwave reflow treatment 5min under microwave frequency 2450MHz, power output 700W, then add and molecular sieve carrier
Etc. the deionized water of quality, microwave treatment 5min again after being well mixed, gained mixture naturally cools to room temperature, filters, institute
Filter residue is obtained in insulation grinding at 100-105 DEG C until drying completely, load type palladium catalyst is produced.
2. the method that utilization isobutyl dehydration of alcohols according to claim 1 prepares isobutene, it is characterised in that：The isobutanol
Mass ratio with supported titanium catalyst is 10:0.1-0.5.
3. the method that utilization isobutyl dehydration of alcohols according to claim 1 prepares isobutene, it is characterised in that：The nanometer two
The mass ratio of titanium oxide and molecular sieve carrier is 1:5-10.
4. the method that utilization isobutyl dehydration of alcohols according to claim 1 prepares isobutene, it is characterised in that：The molecular sieve
Carrier is mixed to prepare by molecular screen primary powder with adhesive, and its specific preparation method is：By molecular screen primary powder and adhesive according to 5:1
Mass ratio mixing, be warming up to 80-85 DEG C of insulation grinding 30min, add water stirring and solid content is made reaches that 25-35%'s is molten
Dried in liquid, gained mixed liquor feeding spray dryer, the spheric granules of 20-40 mesh is made, and in drying at 100-110 DEG C,
Produce molecular sieve carrier.
5. the method that utilization isobutyl dehydration of alcohols according to claim 4 prepares isobutene, it is characterised in that described adhesive
It is made up of the raw material of following parts by weight：5-10 parts of volcanic ash, 3-5 parts of PAMC, 1-3 parts of polyglutamic acid,
0.5-1 parts of cetanol, 0.3-0.5 parts of diallyl dimethyl ammoniumchloride, 0.1-0.2 parts of superfine powder of polytetrafluoroethylene, nanometer
0.05-0.1 parts of zinc oxide, its preparation method is：By PAMC, polyglutamic acid and diallyl dimethyl
35-40 DEG C of water is added dropwise until being completely dissolved after ammonium chloride mixing, adds cetanol and superfine powder of polytetrafluoroethylene, is warming up to back
Stream mode insulated and stirred 15min, then adds volcanic ash and nano zine oxide, is sufficiently mixed after sealing quiet in 0-5 DEG C of environment
30min is put, 55-60 DEG C of insulation mixing 15min is finally warming up to, produces adhesive.
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| CN201710460125.6A CN107118069A (en) | 2017-06-17 | 2017-06-17 | A kind of method that utilization isobutyl dehydration of alcohols prepares isobutene |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108218654A (en) * | 2018-02-12 | 2018-06-29 | 安徽海德化工科技有限公司 | A kind of method that isooctane is prepared using isobutanol |
| CN108358740A (en) * | 2018-02-09 | 2018-08-03 | 安徽海德化工科技有限公司 | A kind of auxiliary agent preparing isobutene for isobutyl dehydration of alcohols |
| CN108409519A (en) * | 2018-02-12 | 2018-08-17 | 安徽海德化工科技有限公司 | A kind of preparation method of isooctane |
| CN111187137A (en) * | 2020-02-13 | 2020-05-22 | 浙江信汇新材料股份有限公司 | Process for preparing polymer-grade isobutene from TBA |
| WO2021200689A1 (en) * | 2020-03-31 | 2021-10-07 | 三菱ケミカル株式会社 | Catalyst, method for producing isobutylene, method for producing methacrylic acid, and method for producing methyl methacrylate |
| CN115135624A (en) * | 2020-03-31 | 2022-09-30 | 三菱化学株式会社 | Method for producing isobutylene, method for producing methacrylic acid, and method for producing methyl methacrylate |
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| CN102906053A (en) * | 2010-03-15 | 2013-01-30 | 道达尔研究技术弗吕公司 | Production of propylene via simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts followed by metathesis |
| CN104640627A (en) * | 2012-09-18 | 2015-05-20 | 国立大学法人北海道大学 | Catalyst for producing isobutylene, and method for producing isobutylene using same |
| CN106582603A (en) * | 2015-10-20 | 2017-04-26 | 中国石油化工股份有限公司 | Preparation and application of alumina catalyst for dehydration reactions of isobutanol |
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| CN102892729A (en) * | 2010-03-15 | 2013-01-23 | 道达尔研究技术弗吕公司 | Simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts |
| CN102906053A (en) * | 2010-03-15 | 2013-01-30 | 道达尔研究技术弗吕公司 | Production of propylene via simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts followed by metathesis |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108358740A (en) * | 2018-02-09 | 2018-08-03 | 安徽海德化工科技有限公司 | A kind of auxiliary agent preparing isobutene for isobutyl dehydration of alcohols |
| CN108218654A (en) * | 2018-02-12 | 2018-06-29 | 安徽海德化工科技有限公司 | A kind of method that isooctane is prepared using isobutanol |
| CN108409519A (en) * | 2018-02-12 | 2018-08-17 | 安徽海德化工科技有限公司 | A kind of preparation method of isooctane |
| CN111187137A (en) * | 2020-02-13 | 2020-05-22 | 浙江信汇新材料股份有限公司 | Process for preparing polymer-grade isobutene from TBA |
| CN111187137B (en) * | 2020-02-13 | 2024-02-09 | 浙江信汇新材料股份有限公司 | Process for preparing polymeric isobutene by TBA |
| WO2021200689A1 (en) * | 2020-03-31 | 2021-10-07 | 三菱ケミカル株式会社 | Catalyst, method for producing isobutylene, method for producing methacrylic acid, and method for producing methyl methacrylate |
| CN115135624A (en) * | 2020-03-31 | 2022-09-30 | 三菱化学株式会社 | Method for producing isobutylene, method for producing methacrylic acid, and method for producing methyl methacrylate |
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