CN104888848A - C8 aromatic isomerization catalyst and its synthesis method and use - Google Patents
C8 aromatic isomerization catalyst and its synthesis method and use Download PDFInfo
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Abstract
The invention relates to a C8 aromatic isomerization catalyst. The C8 aromatic isomerization catalyst comprises, by mass, 5-95% of an EU-1 molecular sieve, 10-90% of a binder and 0.01-5.0% of a group VIII metal. The synthesis method of the C8 aromatic isomerization catalyst comprises 1, molding, and 2, group VIII metal carrying, drying and calcination. The invention also provides a use of the C8 aromatic isomerization catalyst in C8 mixed aromatic isomerization. The C8 aromatic isomerization catalyst has high long-time cycle catalysis efficiency, good xylene selectivity and less aromatic hydrocarbon loss. A detection result shows that the catalyst has a C8 aromatic hydrocarbon ethylbenzene conversion rate greater than or equal to 39% in 1000h long-time cycle life, a xylene average concentration greater than or equal to 22% and a C8 hydrocarbon yield greater than or equal to 97% and has good amplification stability and repeatability.
Description
Technical field
The present invention relates to a kind of C8 arene isomerization catalyst and synthetic method and application, particularly ortho-xylene and meta-xylene isomery and turn to the catalyst of paraxylene and ethylbenzene conversion and synthetic method and application.
Background technology
C8 aromatic hydrocarbons is the mixture comprising ortho-xylene (OX), meta-xylene (MX), paraxylene (PX), ethylbenzene, usually from the catalytic reforming of oil plant, hydrocarbon vapours cracking and toluene disproportionation device.Paraxylene is important xylene product, mainly for the production of p-phthalic acid (PTA) and dimethyl terephthalate (DMT) (DMT), has important application in industries such as coating, dyestuff, medicines.In the C8 aromatic hydrocarbons in various source, PX content is in thermodynamic equilibrium state substantially, and namely content is about 20wt%.Along with widely using of polyester fiber, the raw material PTA demand of synthetic polyester fibers constantly increases, and the raw material PX demand of synthesis PTA also constantly increases, and the paraxylene obtained by C8 aromatics seperation far can not be satisfied the demands.For this reason, industrial taking is converted into equilibrium mixture containing paraxylene by isolating the non-equilibrium material of C8 aromatic hydrocarbons after paraxylene by isomerization technique.
Up to now, isomerization is Increasing o-Xylene Output effective ways.Researchers develop multiple effective catalyst C8 aromatics isomerization, and wherein EUO type molecular sieve shows excellent catalytic activity in the reaction of C8 aromatics isomerization.US4482773, US4487731, US4939110, US5077254, US4467129, CN102441419A, CN102416346A, CN102107144A, CN103418423A, CN104353484A etc. all disclose and adopt EUO type molecular sieve catalyst C8 aromatics isomerization.
EU-1 molecular sieve has one dimension ten-ring pore passage structure, and ten-ring duct side has spacious twelve-ring to prop up bag, and its topological structure is EUO type.
Summary of the invention
The object of this invention is to provide a kind of C8 arene isomerization catalyst and synthetic method, and the application of this catalyst in C8 aromatic conversion.
Concrete technical scheme is as follows:
A kind of C8 arene isomerization catalyst, is made up of the material of following mass percent: the EU-1 molecular sieve of 5-95%, the binding agent of 10-90% and the group VIII metal of 0.01-5.0%.
Described EU-1 molecular sieve is high silica alumina ratio, SiO
2/ Al
2o
3be 80.
Described binding agent is one or more in boehmite, sesbania powder, sodium cellulosate, kaolin.
The synthetic method of C8 arene isomerization catalyst, comprises the steps:
Step 1) is shaping: after EU-1 molecular sieve powder being mixed with binding agent according to formula ratio, extrusion granulation obtains catalyst carrier;
Step 2) load group VIII metal, oven dry, roasting: with in the shaping catalyst carrier obtained containing the solution impregnation step 1) of the VIIIth compounds of group, 2-10h is dried again at 80-120 DEG C, then put into Muffle furnace, at 350-500 DEG C of roasting 2-5h, obtain C8 arene isomerization catalyst.
Described the VIIIth compounds of group that contains is one in palladium sulfate, palladium nitrate, palladium chloride, chloroplatinic acid, dichloro two ammino platinum.
Present invention also offers the isomerization process that C8 arene isomerization catalyst is applied to C8 BTX aromatics.
Isomerization reaction temperature is 300-400 DEG C, and operating pressure is 0.5-1.0MPa, and the mol ratio of hydrogen and C8 aromatic hydrocarbons is 2-4, C8 aromatic feed mass space velocity is 1-10h
-1.
The invention has the beneficial effects as follows: the C8 arene isomerization catalyst long-term operation catalytic efficiency of method synthesis provided by the invention is high, Selectivity for paraxylene is good, aromatic hydrocarbons loss is few, result shows, catalyst is investigated in the time period at 1000h long cycle life, and in C8 aromatic hydrocarbons, conversion of ethylbenzene is not less than 39%, and paraxylene mean concentration is not less than 22%, C8 hydrocarbon yield is not less than 97%, and catalyst amplification demonstrates good amplification stability and repeatability.
To be described in further details below.
Detailed description of the invention
Embodiment 1:
Synthesis EU-1 molecular sieve: be 5Na in molar ratio
2o:80SiO
2: Al
2o
3: 4.5 templates: 0.05 promoter: 400H
2o(template is C6, and promoter is Ni (NO
3)
26H
2o), NaOH, Ludox, sodium metaaluminate, C6, zinc nitrate hexahydrate and water are mixed, at room temperature 500r/min stirs 2h; Mixture after stirring is transferred in 1 cubic metre of hydrothermal reaction kettle, at 80 DEG C, aging 10h under 300r/min condition; Mixture after aging is at 150 DEG C, 100r/min, crystallization 48h under self-generated pressure condition; Mixture after crystallization is cooled to room temperature, and centrifugation goes out solid, is washed till neutrality by deionized water; The solid obtained dries 5h at 100 DEG C, continues to put into Muffle furnace and stop 4h at 250 DEG C, is then warming up to 500 DEG C and keeps 5h to obtain EU-1 molecular sieve.
The EU-1 molecular sieve taking 2g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 0.5g boehmite and 0.5g sesbania powder; Adopt equi-volume impregnating load 0.2g palladium chloride on a catalyst support; Solid after dipping dries 4h at 110 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 400 DEG C of roasting 3h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 350 DEG C, and operating pressure is 0.8MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 3, and mixed C 8 aromatic feed mass space velocity is 4h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 40.8%, and paraxylene mean concentration is 23.6%, C8 hydrocarbon yield is 98.9%.
In the present embodiment, the mass fraction of each component is: EU-1 molecular sieve 64.1%, binding agent 32.1%, group VIII metal 3.8%.
Embodiment 2:
To the catalyst that embodiment 1 is synthesized, investigation long cycle life is carried out under reaction condition in embodiment 1, investigating set of time long cycle life is 1000h, result shows, investigate in the time period long cycle life at catalyst, in C8 aromatic hydrocarbons, conversion of ethylbenzene is not less than 39%, and paraxylene mean concentration is not less than 22%, C8 hydrocarbon yield and is not less than 97%.
Embodiment 3:
EU-1 Zeolite synthesis is with embodiment 1, and the EU-1 molecular sieve taking 1.5g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 0.6g boehmite and 0.6g sodium cellulosate; Adopt equi-volume impregnating load 0.02g chloroplatinic acid on a catalyst support; Solid after dipping dries 5h at 105 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 450 DEG C of roasting 5h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 320 DEG C, and operating pressure is 0.6MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 2.5, and mixed C 8 aromatic feed is 4h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 38.2%, and paraxylene mean concentration is 22.7%, C8 hydrocarbon yield is 98.2%.
In the present embodiment EU-1 molecular sieve mass fraction be 55.4%, binder content be 44.3% and group VIII metal mass fraction be 0.3%.
Embodiment 4:
EU-1 Zeolite synthesis is with embodiment 1, and the EU-1 molecular sieve taking 1.2g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 0.1g boehmite and 0.05g kaolin; Adopt equi-volume impregnating load 0.01g palladium sulfate on a catalyst support; Solid after dipping dries 2h at 110 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 440 DEG C of roasting 4h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 310 DEG C, and operating pressure is 0.5MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 2, and mixed C 8 aromatic feed is 6h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 36.1%, and paraxylene mean concentration is 21.4%, C8 hydrocarbon yield is 97.8%.
In the present embodiment EU-1 molecular sieve mass fraction be 88.5%, binder content be 11.1% and group VIII metal mass fraction be 0.4%.
Embodiment 5:
EU-1 Zeolite synthesis is with embodiment 1, and the EU-1 molecular sieve taking 1.02g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 0.13g boehmite; Adopt equi-volume impregnating load 0.13g palladium nitrate on a catalyst support; Solid after dipping dries 2h at 120 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 360 DEG C of roasting 5h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 340 DEG C, and operating pressure is 0.5MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 3.5, and mixed C 8 aromatic feed is 5h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 38.9%, and paraxylene mean concentration is 18.0%, C8 hydrocarbon yield is 97.3%.
In the present embodiment EU-1 molecular sieve mass fraction be 84.3%, binder content be 10.7% and group VIII metal mass fraction be 5.0%.
Embodiment 6:
EU-1 Zeolite synthesis is with embodiment 1, and the EU-1 molecular sieve taking 1.02g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 0.05g sodium cellulosate and 0.08g sesbania powder; Adopt equi-volume impregnating load 0.13g palladium nitrate on a catalyst support; Solid after dipping dries 6h at 90 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 420 DEG C of roasting 4h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 300 DEG C, and operating pressure is 0.6MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 2, and mixed C 8 aromatic feed is 2h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 29.3%, and paraxylene mean concentration is 16.4%, C8 hydrocarbon yield is 96.2%.
In the present embodiment EU-1 molecular sieve mass fraction be 84.3%, binder content be 10.7% and group VIII metal mass fraction be 5.0%.
Embodiment 7:
EU-1 Zeolite synthesis is with embodiment 1, and the EU-1 molecular sieve taking 1.0g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 1.0g boehmite and 0.5g kaolin; Adopt equi-volume impregnating load 0.03g dichloro two ammino platinum on a catalyst support; Solid after dipping dries 5h at 110 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 480 DEG C of roasting 3h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 380 DEG C, and operating pressure is 0.6MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 3, and mixed C 8 aromatic feed is 4h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 39.2%, and paraxylene mean concentration is 19.4%, C8 hydrocarbon yield is 96.7%.
In the present embodiment EU-1 molecular sieve mass fraction be 39.7%, binder content be 59.5% and group VIII metal mass fraction be 0.8%.
Embodiment 8:
EU-1 Zeolite synthesis is with embodiment 1, and the EU-1 molecular sieve taking 0.5g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 1.0g kaolin and 1.0g sesbania powder; Adopt equi-volume impregnating load 0.001g palladium chloride on a catalyst support; Solid after dipping dries 10h at 80 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 500 DEG C of roasting 1h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 390 DEG C, and operating pressure is 1.0MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 4, and mixed C 8 aromatic feed is 10h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 14.2%, and paraxylene mean concentration is 10.4%, C8 hydrocarbon yield is 94.1%.
In the present embodiment EU-1 molecular sieve mass fraction be 19.99%, binder content be 79.98% and group VIII metal mass fraction be 0.03%.
Embodiment 9:
EU-1 Zeolite synthesis is with embodiment 1, and the EU-1 molecular sieve taking 0.5g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 2.0g boehmite and 1.5g sesbania powder; Adopt equi-volume impregnating load 0.013g chloroplatinic acid on a catalyst support; Solid after dipping dries 2h at 120 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 350 DEG C of roasting 5h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 400 DEG C, and operating pressure is 0.9MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 2.5, and mixed C 8 aromatic feed is 1.0h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 8.2%, and paraxylene mean concentration is 9.8%, C8 hydrocarbon yield is 98.9%.
In the present embodiment EU-1 molecular sieve mass fraction be 12.48%, binder content be 87.39% and group VIII metal mass fraction be 0.13%.
Embodiment 10:
EU-1 Zeolite synthesis is with embodiment 1, and the EU-1 molecular sieve taking 0.35g synthesis mixes rear extrusion granulation and obtains catalyst carrier with 2.0g boehmite and 1.51g sesbania powder; Adopt equi-volume impregnating load 0.09g palladium nitrate on a catalyst support; Solid after dipping dries 4h at 110 DEG C, then puts into Muffle furnace and obtains C8 arene isomerization catalyst at 460 DEG C of roasting 3h.By the catalysis C8 aromatics isomerization reaction on fixed bed reactors of the catalyst of synthesis, reaction temperature is 330 DEG C, and operating pressure is 0.7MPa, and hydrogen and C8 aromatic hydrocarbons mol ratio are 3.2, and mixed C 8 aromatic feed is 5.5h
-1.Reaction terminates, and adopts Gas chromatographyMass spectrometry to carry out qualitative analysis to product, adopts gas chromatography to carry out quantitative analysis to product, reaction result shows, in C8 aromatic hydrocarbons, conversion of ethylbenzene is 41.9%, and paraxylene mean concentration is 23.2%, C8 hydrocarbon yield is 97.9%.
In the present embodiment EU-1 molecular sieve mass fraction be 8.97%, binder content be 90.00% and group VIII metal mass fraction be 1.03%.
The properties of product method of testing that the present embodiment does not describe in detail belongs to the known of the industry or common testing methods, does not describe one by one here.
More than exemplifying is only illustrate of the present invention, does not form the restriction to protection scope of the present invention, everyly all belongs within protection scope of the present invention with the same or analogous design of the present invention.
Claims (7)
1. a C8 arene isomerization catalyst, is characterized in that, is made up of the material of following mass percent: the EU-1 molecular sieve of 5-95%, the binding agent of 10-90% and 0.01-5.0% group VIII metal.
2. a kind of C8 arene isomerization catalyst according to claim 1, is characterized in that: described EU-1 molecular sieve is high silica alumina ratio, SiO
2/ Al
2o
3be 80.
3. a kind of C8 arene isomerization catalyst according to claim 1, is characterized in that: described binding agent is one or more in boehmite, sesbania powder, sodium cellulosate, kaolin.
4. the synthetic method of a kind of C8 arene isomerization catalyst according to claim 1, is characterized in that, comprise the steps:
Step 1) is shaping: after EU-1 molecular sieve powder being mixed with binding agent according to formula ratio, extrusion granulation obtains shaping catalyst carrier;
Step 2) load group VIII metal, oven dry, roasting: with in the shaping catalyst carrier obtained containing the solution impregnation step 1) of the VIIIth compounds of group, 2-10h is dried again at 80-120 DEG C, then put into Muffle furnace, at 350-500 DEG C of roasting 2-5h, obtain C8 arene isomerization catalyst.
5. the synthetic method of a kind of C8 arene isomerization catalyst according to claim 4, is characterized in that: described the VIIIth compounds of group that contains is one in palladium sulfate, palladium nitrate, palladium chloride, chloroplatinic acid, dichloro two ammino platinum.
6. the C8 arene isomerization catalyst that according to claim 4 or 5 prepared by a kind of synthetic method of C8 arene isomerization catalyst is applied to the isomerization process of C8 BTX aromatics.
7. C8 arene isomerization catalyst application according to claim 6, it is characterized in that, isomerization reaction temperature is 300-400 DEG C, and operating pressure is 0.5-1.0MPa, and the mol ratio of hydrogen and C8 aromatic hydrocarbons is 2-4, C8 aromatic feed mass space velocity is 1-10h
-1.
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Cited By (4)
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| CN108786913A (en) * | 2017-04-26 | 2018-11-13 | 中国石油化工股份有限公司 | C9The above heavy aromatics lightening catalyst and preparation method and application |
| CN108786910A (en) * | 2017-04-26 | 2018-11-13 | 中国石油化工股份有限公司 | A kind of C8Arene isomerization catalyst and preparation method |
| CN109046444A (en) * | 2018-08-20 | 2018-12-21 | 中触媒新材料股份有限公司 | A kind of bifunctional catalyst and preparation method thereof of C8 aromatics isomerization |
| CN110496643A (en) * | 2019-09-03 | 2019-11-26 | 太原大成环能化工技术有限公司 | A kind of isomerization of C-8 aromatics catalyst crystal seed assistant preparation method |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108786913A (en) * | 2017-04-26 | 2018-11-13 | 中国石油化工股份有限公司 | C9The above heavy aromatics lightening catalyst and preparation method and application |
| CN108786910A (en) * | 2017-04-26 | 2018-11-13 | 中国石油化工股份有限公司 | A kind of C8Arene isomerization catalyst and preparation method |
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| CN109046444A (en) * | 2018-08-20 | 2018-12-21 | 中触媒新材料股份有限公司 | A kind of bifunctional catalyst and preparation method thereof of C8 aromatics isomerization |
| CN109046444B (en) * | 2018-08-20 | 2021-03-02 | 中触媒新材料股份有限公司 | Bifunctional catalyst for C8 arene isomerization and preparation method thereof |
| CN110496643A (en) * | 2019-09-03 | 2019-11-26 | 太原大成环能化工技术有限公司 | A kind of isomerization of C-8 aromatics catalyst crystal seed assistant preparation method |
| CN110496643B (en) * | 2019-09-03 | 2022-04-12 | 太原大成环能化工技术有限公司 | Auxiliary preparation method of carbon octa-arene isomerization catalyst seed crystal |
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