CN106316744A - Method for preparing aromatic hydrocarbons through aromizing tetrahydrofuran compounds - Google Patents
Method for preparing aromatic hydrocarbons through aromizing tetrahydrofuran compounds Download PDFInfo
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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
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- 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
Abstract
The invention relates to a method for preparing aromatic hydrocarbons through aromizing tetrahydrofuran compounds. The method comprises the steps of contacting raw materials with composite zirconium oxide catalysts XaOb / ZrO2, under aromizing conditions, to prepare the aromatic hydrocarbon material flow, which contains benzenes, methyl benzenes and xylenes. The raw materials have a structural formula (I) shown in the description. In the formula (I), R 1 and R 2 are hydrogen, optional substitutive linear or branched alkyl from C 1 to C 20, optional substitutive linear or branched alkenyl from C 2 to C 20, optional substitutive linear or branched alkynyl from C 2 to C 20, optional substitutive naphthenic base from C 3 to C 20 or optional substitutive aryl from C 6 to C 20. The method can be applied to the preparation field of aromatic hydrocarbons through non-fossil resources.
Description
Technical field
A kind of method that the present invention relates to tetrahydrofurans aromatisation aromatic hydrocarbons, particularly to
A kind of method that tetrahydrofurans aromatisation prepares benzene,toluene,xylene light aromatics.
Background technology
BTX is the abbreviation of this three classes aromatic hydrocarbon substance of benzene, toluene and dimethylbenzene.BTX is social development
Important basic organic chemical industry raw material, himself or multiple product chain can be derived through reproduction,
Product is widely used in the numerous areas such as polyester, chemical fibre, rubber, medicine and fine chemistry industry, state
Interior consumption figure reaches up to ten million ton, and the national economic development is had material impact.Benzene is a kind of multiplex
The basic petrochemical material in way, can produce its derivative numerous products, including ethyl benzene/styrene, isopropyl
Benzene/phenol etc..Xylol is mainly for the manufacture of p-phthalic acid, by p-phthalic acid (PTA)
Or diethyl terephthalate (DMT) intermediate, it is used for producing poly-cruel fiber such as poly terephthalic acid second
Diol ester (PET), resin and thin film.The production of aromatic hydrocarbons the most both at home and abroad depends on non-renewable
Fossil resource, such as by a catalyst by oil through hydrogenation, reform, aromatic hydrocarbons convert and
The technical processs such as separation obtain.But, fossil resource reserves finite sum is non-renewable so that with
Oil is that the cost of mainly refining raw material production aromatic hydrocarbons is more shown in surging.It addition, fossil resource is continuous
Developing and produce a large amount of greenhouse gas emissions, caused series of environmental problems is on the rise,
Therefore and using value significant from Renewable resource route production aromatic hydrocarbons is developed.
Tetrahydrofurans is widely used, typical case's such as methyltetrahydrofuran (2-MeTHF) and
Oxolane (THF).Wherein conventional for THF mono-kind middle polarity non-protonic solvent.It
It is mainly used for making the precursor of high molecular polymer, strong acidic environment is polymerized catenulate poly-four
Hydrogen furan, is used for manufacturing elastic polyurethane fiber, such as spandex (^Polyethers,
Tetrahydrofuran and Oxetane Polymers by Gerfried Pruckmayr,P.Dreyfuss,
M.P.Dreyfuss//Kirk-Othmer Encyclopedia of Chemical Technology.John
Wiley&Sons,Inc.1996.)；Industrial solvent can also be made in the production of PVC and paint
(Herbert Müller,"Tetrahydrofuran"in Ullmann's Encyclopedia of
Industrial Chemistry 2002,Wiley-VCH,Weinheim.)。
On the whole, tetrahydrofurans is concentrated mainly on and is converted into the product such as polyester, solvent,
Report is rarely had to be translated into the aromatic hydrocarbons such as benzene,toluene,xylene.
Summary of the invention
It is desirable to provide a kind of method of tetrahydrofurans aromatisation aromatic hydrocarbons.The party
Method has low cost, and aromatisation efficiency is high, the feature that BTX selectivity is high.
For achieving the above object, the technical solution used in the present invention is as follows: a kind of oxolane
The method of compounds aromatisation aromatic hydrocarbons, is included under aromatization conditions, makes raw material and catalyst
Contact generates the step of the arene stream containing benzene, toluene and dimethylbenzene；Described raw material has structural formula
(I):
In formula (I), R1And R2For hydrogen, optionally substituted C1-20Straight or branched alkyl, optionally take
The C in generation2-20Straight or branched thiazolinyl, optionally substituted C2-20Straight or branched alkynyl, optionally substituted
C3-20Cycloalkyl or optionally substituted C6-20Aryl；
Described catalyst is selected from compound Zirconium oxide XaOb/ZrO2；Wherein, X selected from tungsten, molybdenum, cerium,
At least one in lanthanum or manganese, a and b is stoichiometric number；In described compound Zirconium oxide, with weight
Amount number meter, XaObConsumption be 0.1～40 part, ZrO2Consumption be 60～99.9 parts.
In technique scheme, it is preferable that in formula (I), R1And R2For hydrogen, optionally substituted C2-10
Straight or branched alkyl, optionally substituted C2-10Straight or branched thiazolinyl.
In technique scheme, it is preferable that in described compound Zirconium oxide, in terms of parts by weight, XaOb
Consumption be 1～40 part, ZrO2Consumption be 60～99 parts.
In technique scheme, it is preferable that described aromatization conditions is: reaction temperature 300～800 DEG C,
Hydrogen Vapor Pressure in terms of gauge pressure 0.1～5MPa, raw material weight air speed 0.3～10 hours-1。
In technique scheme, it is preferable that described aromatization conditions is: reaction temperature 300～650 DEG C,
Hydrogen Vapor Pressure in terms of gauge pressure 0.5～4MPa, raw material weight air speed 0.3～5 hours-1。
In technique scheme, it is preferable that described tetrahydrofurans is from biological material.
In technique scheme, it is preferable that described tetrahydrofurans is from xylitol, Fructus Vitis viniferae
At least one in sugar, fructose, cellobiose, hemicellulose or lignin.
In technique scheme, it is preferable that described tetrahydrofurans is from bagasse, Fructus Vitis viniferae
At least one in sugar, timber, corn stalk or Caulis et Folium Oryzae straw.
As an embodiment of the invention, described tetrahydrofurans carrys out authigenic material material
Material.Such as 2-methyltetrahydrofuran, can be hydrogenated with after hydrolysis prepares levulic acid by cellulose
Cyclisation obtains 2-methyltetrahydrofuran (Efficient Conversion of Cellulose to Levulinic
Acid by Hydrothermal Treatment Using Zirconium Dioxide as a Recyclable
Solid Acid Catalyst, Ind.Eng.Chem.Res., 2014,53 (49), pp 18,796 18805；
Production of levulinic acid from cellulose by hydrothermal decomposition
Combined with aqueous phase dehydration with a solid acid catalyst, Energy
Environ.Sci.,2012,5,7559-7574；Direct Hydrocyclization of
Biomass-Derived Levulinic Acid to 2-Methyltetrahydrofuran over
Nanocomposite Copper/Silica ChemSusChem, 2011,4:1749 1752.).Also
Can obtain after repeated hydrogenation after hydrolysis prepares gamma-valerolactone.(gamma-valerolactone prepares Direct
conversion of cellulose to levulinic acid and gamma-valerolactone using solid
Acid catalysts, Catal.Sci.Technol., 2013,3,927-931；Production of levulinic
acid and gamma-valerolactone(GVL)from cellulose using GVL as a solvent
In biphasic systems, Energy Environ.Sci., 2012,5,8199-8203；Repeated hydrogenation is four
Hydrogen furan Solvent-free γ-valerolactone hydrogenation to
2-methyltetrahydrofuran catalysed by Ru/C, Green Chem., 2014,16,
1358-1364)。
Heretofore described compound Zirconium oxide XaOb/ZrO2；Wherein, X selected from tungsten, molybdenum, cerium,
At least one in lanthanum or manganese, a and b is stoichiometric number, and this is relevant with the quantivalence of selected metal.
When selected metal determines, each subscript i.e. has the numerical value determined.Its preparation can use this area institute
Known to infusion process or the sedimentation method.Infusion process is with saline solution form by tungsten, molybdenum, cerium, lanthanum or manganese
It is impregnated on zirconium oxide, after impregnating 12～48 hours, outwells surplus liquid, 100～200 DEG C of dried,
Moisture is evaporated and leaves active component, more i.e. obtain height after roast, activation procedure process
Scattered carrier catalysis is other.The sedimentation method can be by by water-soluble for the slaine of tungsten, molybdenum, cerium, lanthanum or manganese
Liquid, the aqueous metal solution of zirconium and precipitant ammonia are simultaneously introduced, and generate solid precipitation.Generate is heavy
Form sediment scrubbed, filter, be dried, at 400～600 DEG C roasting through after available catalyst.
The inventive method has preferable conversion ratio to tetrahydrofurans, to benzene, toluene, two
Toluene products has preferable selectivity.Using the inventive method, feed stock conversion can reach
99%；The selectivity of benzene,toluene,xylene target product reaches as high as 93%, achieves preferably
Technique effect.
Below by embodiment, the present invention is further elaborated.
Detailed description of the invention
[embodiment 1]
Weigh 100 grams of corn stalk, be placed in autoclave pressure and add 700 grams of water, adding water quality
The sulfuric acid solution of the 5mol/L of 7%, is warmed up at 180 DEG C reaction 45 minutes, cools down afterwards, will
Reacting liquid filtering after cooling, obtains filter cake and filtrate, and filtrate is the hydrolyzed solution of cellulose,
After reaction terminates, using mass spectrum that reaction result being identified, primary product is levulic acid, it produces
Raw amount is 34 grams.The levulic acid obtained is at fixed bed reactors Cu/SiO2On catalyst 250 DEG C
Under 3MPa pressure, air speed is 0.6h-1Under the conditions of hydrogenation obtain 2-methyltetrahydrofuran, productivity is
91%.
Weigh 5 grams to be dried except the water WO of 12 hours at 120 DEG C3/ZrO2Catalyst, burning
The share ratio of thing is 3/97.Catalyst activity evaluation is evaluated on a fixed bed, reaction condition:
Catalyst quality is 3 grams, and reaction substrate is 2-methyltetrahydrofuran, weight space velocity 1.0 hours-1,
Hydrogen Vapor Pressure 1.0MPa, flow 50ml min-1, temperature 450 DEG C.After reaction terminates, reaction substrate
Conversion ratio is 92%, and the selectivity of BTX is 85%.
[embodiment 2]
Weigh 5 grams to be dried except the water WO of 12 hours at 120 DEG C3/ZrO2Catalyst, burning
The share ratio of thing is 5/95, and catalyst activity evaluation is evaluated on a fixed bed, reaction condition
Catalyst quality is 3 grams, and reaction substrate is oxolane, weight space velocity 2.0 hours-1, hydrogen pressure
Power 1.0MPa, flow 50ml min-1, temperature 400 DEG C.After reaction terminates, reaction substrate conversion ratio
Being 90%, the selectivity of BTX is 88%.
[embodiment 3]
Weigh 60 grams of corn stalk, be placed in autoclave pressure and add 700 grams of water, adding water quality 7%
The sulfuric acid solution of 5mol/L, be warmed up at 180 DEG C reaction 45 minutes, cool down afterwards, will cooling
After reacting liquid filtering, obtain filter cake and filtrate, filtrate is the hydrolyzed solution of cellulose, reaction
After end, use mass spectrum that reaction result being identified, primary product is levulic acid, its generation amount
It is 18 grams, accounts for straw quality 30%.The levulic acid obtained in fixed bed at 20% metal load
The Cu/SiO of amount2Under upper 220 DEG C of 3MPa pressure, hydrogenation obtains 2-methyltetrahydrofuran, and conversion ratio is
99%, product yield is 93%.
Weigh 5 grams to be dried except the water WO of 12 hours at 120 DEG C3/ZrO2Catalyst, burning
The share ratio of thing is 20/80, and catalyst activity evaluation is evaluated on a fixed bed, reaction condition
Catalyst quality is 3 grams, and reaction substrate is 2-methyltetrahydrofuran, weight space velocity 0.4 hour-1,
Hydrogen Vapor Pressure 3.0MPa, flow 50ml min-1, temperature 500 DEG C.After reaction terminates, reaction substrate
Conversion ratio is 87%, and the selectivity of BTX is 84%.
[embodiment 4]
Weigh 5 grams to be dried except the water MoO of 12 hours at 120 DEG C3/ZrO2Catalyst, metal oxygen
The share ratio of compound is 20/80, and catalyst activity evaluation is evaluated on a fixed bed, reacts bar
Part catalyst quality is 3 grams, and reaction substrate is oxolane, weight space velocity 5.0 hours-1, hydrogen
Pressure 2.0MPa, flow 30ml min-1, temperature 380 DEG C.After reaction terminates, reaction substrate converts
Rate is 89%, and the selectivity of BTX is 91%.
[embodiment 5]
Weigh 5 grams to be dried except the water CeO of 12 hours at 120 DEG C2/ZrO2Catalyst, metal oxygen
The share ratio of compound is 10/90, and catalyst activity evaluation is evaluated on a fixed bed, reacts bar
Part catalyst quality is 3 grams, and reaction substrate is 2-methyltetrahydrofuran, weight space velocity 2.5 hours-1,
Hydrogen Vapor Pressure 1.0MPa, flow 20ml min-1, temperature 480 DEG C.After reaction terminates, reaction substrate
Conversion ratio is 94%, and the selectivity of BTX is 84%.
[embodiment 6]
Weigh 5 grams to be dried except the water WO of 12 hours at 120 DEG C3/ZrO2Catalyst, catalyst
Activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction substrate
For 2-methyltetrahydrofuran, weight space velocity 1.5 hours-1, Hydrogen Vapor Pressure 1.0MPa, flow 50ml
min-1, temperature 420 DEG C.After reaction terminates, reaction substrate conversion ratio is 97%, the selection of BTX
Property is 88%.
[embodiment 7]
Weigh 5 grams to be dried except the water MoO of 12 hours at 120 DEG C3/ZrO2Catalyst, catalyst
Activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction substrate
For 2-methyltetrahydrofuran, weight space velocity 2.5 hours-1, Hydrogen Vapor Pressure 1.0MPa, flow 50ml
min-1, temperature 550 DEG C.After reaction terminates, reaction substrate conversion ratio is 90%, the selection of BTX
Property is 93%.
[embodiment 8]
Weigh 5 grams to be dried except the water La of 12 hours at 120 DEG C2O3/ZrO2Catalyst, catalyst
Activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction substrate
For 2-methyltetrahydrofuran, weight space velocity 3.0 hours-1, Hydrogen Vapor Pressure 0.5MPa, flow 50ml
min-1, temperature 450 DEG C.After reaction terminates, reaction substrate conversion ratio is 91%, the selection of BTX
Property is 86%.
[embodiment 9]
Weigh 5 grams to be dried except the water WO of 12 hours at 120 DEG C3/ZrO2Catalyst, catalyst
Activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction substrate
3-methyltetrahydrofuran, weight space velocity 3.0 hours-1, Hydrogen Vapor Pressure 1.0MPa, flow 50ml min-1,
Temperature 450 DEG C.After reaction terminates, reaction substrate conversion ratio is 94%, and the selectivity of BTX is 83%.
[embodiment 10]
Weigh 5 grams to be dried except the water WO of 12 hours at 120 DEG C3/ZrO2Catalyst, catalyst
Activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction substrate
For 2-methyltetrahydrofuran, weight space velocity 1.8 hours-1, Hydrogen Vapor Pressure 1.0MPa, flow 50ml
min-1, temperature 420 DEG C.After reaction terminates, reaction substrate conversion ratio is 92%, the selection of BTX
Property is 85%.
[embodiment 11]
Weigh 5 grams to be dried except the water MoO of 12 hours at 120 DEG C3/ZrO2Catalyst, catalyst
Activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction substrate
For 3-methyltetrahydrofuran, weight space velocity 2.2 hours-1, Hydrogen Vapor Pressure 1.0MPa, flow 50ml
min-1, temperature 480 DEG C.After reaction terminates, reaction substrate conversion ratio is 90%, the selection of BTX
Property is 88%.
[embodiment 12]
Weigh 5 grams to be dried except the water MnO of 12 hours at 120 DEG C3/ZrO2Catalyst, catalyst
Activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction substrate
It is 2,5-dimethyl-tetrahydrofuran, weight space velocity 2.0 hours-1, Hydrogen Vapor Pressure 3.0MPa, flow 50ml
min-1, temperature 400 DEG C.After reaction terminates, reaction substrate conversion ratio is 95%, the selection of BTX
Property is 92%.
[embodiment 13]
Weigh 5 grams to be dried except the water MnO of 12 hours at 120 DEG C2-WO3/ZrO2Catalyst, urges
Agent activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction
Substrate is 2,5-dimethyl-tetrahydrofuran, weight space velocity 1.0 hours-1, Hydrogen Vapor Pressure 1.0MPa, stream
Amount 50ml min-1, temperature 350 DEG C.After reaction terminates, reaction substrate conversion ratio is 98%, BTX
Selectivity be 91%.
[embodiment 14]
Weigh 5 grams to be dried except the water La of 12 hours at 120 DEG C2O3-WO3/ZrO2Catalyst, urges
Agent activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction
Substrate is 2,4-dimethyl-tetrahydrofuran, weight space velocity 10.0 hours-1, Hydrogen Vapor Pressure 1.0MPa,
Flow 50ml min-1, temperature 400 DEG C.After reaction terminates, reaction substrate conversion ratio is 99%, BTX
Selectivity be 89%.
[embodiment 15]
Weigh 5 grams to be dried except the water CeO of 12 hours at 120 DEG C2-WO3/ZrO2Catalyst, urges
Agent activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction
Substrate is 2,3-dimethyl-tetrahydrofuran, weight space velocity 1.0 hours-1, Hydrogen Vapor Pressure 1.0MPa, stream
Amount 50ml min-1, temperature 600 DEG C.After reaction terminates, reaction substrate conversion ratio is 97%, BTX
Selectivity be 89%.
[embodiment 16]
Weigh 5 grams to be dried except the water La of 12 hours at 120 DEG C2O3-WO3/ZrO2Catalyst, urges
Agent activity rating is evaluated on a fixed bed, and reaction condition catalyst quality is 3 grams, reaction
Substrate is 2,3-dimethyl-tetrahydrofuran, weight space velocity 1.0 hours-1, Hydrogen Vapor Pressure 1.0MPa, stream
Amount 50ml min-1, temperature 450 DEG C.After reaction terminates, reaction substrate conversion ratio is 92%, BTX
Selectivity be 89%.
Table 1
| Catalyst | Catalyst | Substrate | Conversion ratio/% | BTX selectivity/% |
| C1 | WO3/ZrO2 | 2-methyltetrahydrofuran | 92 | 85 |
| C2 | WO3/ZrO2 | Oxolane | 90 | 88 |
| C3 | WO3/ZrO2 | 2-methyltetrahydrofuran | 87 | 84 |
| C4 | MoO3/ZrO2 | Oxolane | 89 | 91 |
| C5 | CeO2/ZrO2 | 2-methyltetrahydrofuran | 94 | 84 |
| C6 | WO3/ZrO2 | 2-methyltetrahydrofuran | 97 | 88 |
| C7 | MoO3/ZrO2 | 2-methyltetrahydrofuran | 90 | 93 |
| C8 | La2O3/ZrO2 | 2-methyltetrahydrofuran | 91 | 86 |
| C9 | WO3/ZrO2 | 3-methyltetrahydrofuran | 94 | 83 |
| C10 | WO3/ZrO2 | 2-methyltetrahydrofuran | 92 | 85 |
| C11 | MoO3/ZrO2 | 3-methyltetrahydrofuran | 90 | 88 |
| C12 | MnO2/ZrO2 | 2,5-dimethyl-tetrahydrofuran | 95 | 92 |
| C13 | MnO2-WO3/ZrO2 | 2,5-dimethyl-tetrahydrofuran | 98 | 91 |
| C14 | La2O3-WO3/ZrO2 | 2,4-dimethyl-tetrahydrofuran | 99 | 89 |
| C15 | CeO2-WO3/ZrO2 | 2,3-dimethyl-tetrahydrofuran | 97 | 89 |
| C16 | La2O3-WO3/ZrO2 | 2,3-dimethyl-tetrahydrofuran | 92 | 89 |
Claims (8)
1. a method for tetrahydrofurans aromatisation aromatic hydrocarbons, is included in aromatization conditions
Under, make raw material contact the step generating the arene stream containing benzene, toluene and dimethylbenzene with catalyst；
Described raw material has a structure formula (I):
In formula (I), R1And R2For hydrogen, optionally substituted C1-20Straight or branched alkyl, optionally take
The C in generation2-20Straight or branched thiazolinyl, optionally substituted C2-20Straight or branched alkynyl, optionally substituted
C3-20Cycloalkyl or optionally substituted C6-20Aryl；
Described catalyst is selected from compound Zirconium oxide XaOb/ZrO2；Wherein, X selected from tungsten, molybdenum, cerium,
At least one in lanthanum or manganese, a and b is stoichiometric number；In described compound Zirconium oxide, with weight
Amount number meter, XaObConsumption be 0.1～40 part, ZrO2Consumption be 60～99.9 parts.
The method of tetrahydrofurans aromatisation aromatic hydrocarbons the most according to claim 1, its
It is characterised by formula (I), R1And R2For hydrogen, optionally substituted C2-10Straight or branched alkyl, appoint
Select substituted C2-10Straight or branched thiazolinyl.
The method of tetrahydrofurans aromatisation aromatic hydrocarbons the most according to claim 1, its
It is characterised by described compound Zirconium oxide, in terms of parts by weight, XaObConsumption be 1～40 part,
ZrO2Consumption be 60～99 parts.
Lactone compound aromatization method the most according to claim 1, it is characterised in that described virtue
Structure condition is: reaction temperature 300～800 DEG C, Hydrogen Vapor Pressure in terms of gauge pressure 0.1～5MPa, former
Material weight space velocity 0.3～10 hours-1。
The method of tetrahydrofurans aromatisation aromatic hydrocarbons the most according to claim 4, its
It is characterised by that described aromatization conditions is: reaction temperature 300～650 DEG C, Hydrogen Vapor Pressure is in terms of gauge pressure
0.5～4MPa, raw material weight air speed 0.3～5 hours-1。
The method of tetrahydrofurans aromatisation aromatic hydrocarbons the most according to claim 1, its
It is characterised by that described tetrahydrofurans is from biological material.
The method of tetrahydrofurans aromatisation aromatic hydrocarbons the most according to claim 1, its
Be characterised by described tetrahydrofurans from xylitol, glucose, fructose, cellobiose,
At least one in hemicellulose or lignin.
The method of tetrahydrofurans aromatisation aromatic hydrocarbons the most according to claim 1, its
It is characterised by that described tetrahydrofurans is from bagasse, glucose, timber, corn stalk or rice
At least one in grass straw.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110479368A (en) * | 2019-08-07 | 2019-11-22 | 大连理工大学 | It is a kind of by bio-ethanol and dimethyl furan directly produce paraxylene catalyst, and its preparation method and application |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101511756A (en) * | 2006-07-03 | 2009-08-19 | 巴斯夫欧洲公司 | Method for producing o-xylene |
| CN102149660A (en) * | 2008-08-08 | 2011-08-10 | 社区电力公司 | Conversion of biomass feedstocks into hydrocarbon liquid transportation fuels |
| WO2014173813A2 (en) * | 2013-04-23 | 2014-10-30 | Bayer Technology Services Gmbh | Catalyst and method for the direct aromatisation of methane |
| WO2014173824A1 (en) * | 2013-04-23 | 2014-10-30 | Bayer Technology Services Gmbh | Process for the preparation of benzene from methane and carbon dioxide |
| CN105142786A (en) * | 2013-04-23 | 2015-12-09 | 沙特基础工业公司 | Method of preparing hydrocarbon aromatization catalyst, the catalyst, and the use of the catalyst |
-
2015
- 2015-06-19 CN CN201510345926.9A patent/CN106316744B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101511756A (en) * | 2006-07-03 | 2009-08-19 | 巴斯夫欧洲公司 | Method for producing o-xylene |
| CN102149660A (en) * | 2008-08-08 | 2011-08-10 | 社区电力公司 | Conversion of biomass feedstocks into hydrocarbon liquid transportation fuels |
| WO2014173813A2 (en) * | 2013-04-23 | 2014-10-30 | Bayer Technology Services Gmbh | Catalyst and method for the direct aromatisation of methane |
| WO2014173824A1 (en) * | 2013-04-23 | 2014-10-30 | Bayer Technology Services Gmbh | Process for the preparation of benzene from methane and carbon dioxide |
| CN105142786A (en) * | 2013-04-23 | 2015-12-09 | 沙特基础工业公司 | Method of preparing hydrocarbon aromatization catalyst, the catalyst, and the use of the catalyst |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110479368A (en) * | 2019-08-07 | 2019-11-22 | 大连理工大学 | It is a kind of by bio-ethanol and dimethyl furan directly produce paraxylene catalyst, and its preparation method and application |
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