CN109772447A - A kind of isomerization of C-8 aromatics composite molecular sieve catalyst and preparation method thereof - Google Patents
A kind of isomerization of C-8 aromatics composite molecular sieve catalyst and preparation method thereof Download PDFInfo
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Abstract
The composite molecular sieve catalyst and preparation method thereof that the invention discloses a kind of for isomerization of C-8 aromatics；Including component: EU-1/EU-2 composite molecular screen, one or more of platinum, palladium, tungsten, molybdenum oxide；EU-1/EU-2 composite molecular screen is made by the way that EU-2 crystal seed crystallization is added after sodium hydroxide, hexamethylene bromide, white carbon black, sodium metaaluminate mixing；EU-1/EU-2 composite molecular screen and adhesive oxides are mixed and obtain catalyst carrier with inorganic acid solution kneading drying and roasting again；The catalyst is made in roasting after one or more of platinum, palladium, tungsten, molybdenum oxide and catalyst carrier together impregnation again；Due to there is two kinds of molecular sieves of EU-1 and EU-2 to form the synergistic effect of cocrystallization, possess more reasonable acid distribution and good hydrothermal stability, the limitation for overcoming one-component makes the catalyst generated that there is Selectivity for paraxylene height, C8 aronmatic to lose less advantage.
Description
Technical field
The present invention relates to chemical catalyst technical fields, and in particular to a kind of compound molecule for isomerization of C-8 aromatics
Sieve catalyst and preparation method thereof.
Background technique
C8 aronmatic mainly includes the mixed of paraxylene (PX), ortho-xylene (OX), meta-xylene (MX) and ethylbenzene (EX)
Object is closed, paraxylene (PX) is a kind of important industrial chemicals, mainly produces terephthalic acid (TPA) (PTA) and terephthalic acid (TPA) diformazan
Ester (DMT) has important application in fields such as coating, dyestuff, drugs.China still has great demand insufficient with self-sufficiency at present
Difference, and with the rapid development of economy, annual paraxylene import volume gradually increases.So how effectively to be mentioned using catalyst
The yield of high paraxylene is an important petrochemical industry project.
C8 aronmatic is mainly derived from naphtha thermal cracking and catalytic reforming at present, wherein paraxylene, ortho-xylene,
Dimethylbenzene and ethylbenzene are isomer, and boiling point is close, are not readily separated, since to can not show a candle to paraxylene extensive for the purposes of ethylbenzene,
So how to handle ethylbenzene as important link, there are mainly two types of methods for this problem at present: first, using isomerization catalytic
Agent converts the ethylbenzene into useful paraxylene；Second, converting the ethylbenzene into benzene using de- ethyl type catalyst, benzene is easy from carbon
It is separated in eight aromatic hydrocarbons.
Isomerization of C-8 aromatics catalyst mainly includes the bifunctional catalyst of metal component and molecular sieve component, wherein gold
Belong to component and hydrogenation sites are mainly provided, molecular sieve component provides isomerization center.The research center of gravity of catalyst is main at present
It concentrates in the application of novel molecular sieve and the rear modification of molecular sieve, it is higher active, higher selective and lower to expect
Carbon eight lose.
So far, it is paraxylene that researcher, which develops different kinds of molecules sieve for being catalyzed isomerization of C-8 aromatics, wherein
EU-1 molecular sieve shows excellent catalytic performance on isomerization of C-8 aromatics, it has been disclosed that patent CN104888848A,
CN102909057A、CN102441419A、CN102039161A、US4482773、US4487731、US4939110、
It is that matrix is catalyzed isomerization of C-8 aromatics that US5077254 etc., which is all made of EU-1 molecular sieve,.
EU-1 molecular sieve has one-dimensional micropore canals structure, contains 10 member ring straight channels and 12 member ring sides normal thereto
Bag, unique cellular structure make it show excellent catalytic performance in xylene isomerization reaction；EU-2 molecular sieve be by
One-dimensional 10 member ring straight channel is constituted, and aperture size and EU-1 molecular sieve are close, becomes one kind of xylene isomerization catalysis
Preferred molecular sieve.Composite molecular screen be there are two types of or different kinds of molecules sieve the cocrystallization to be formed, possess it is more reasonable acid distribution
With good hydrothermal stability, the limitation of one-component is overcome, be that one kind of modulation more molecular sieve catalyst high activity is common
Option has wide application potential.
Summary of the invention
The present invention overcomes the shortcomings of the prior art, provide a kind of isomerization of C-8 aromatics composite molecular sieve catalyst and
Preparation method, the present invention is achieved through the following technical solutions.
A kind of isomerization of C-8 aromatics composite molecular sieve catalyst, the component including following weight percent: 10-70%'s
EU-1/EU-2 composite molecular screen；One or more of the platinum of 0.01-6.0%, palladium, tungsten, molybdenum oxide；Remaining is oxide
Binder, meeting total weight is 100%.
The preparation method of the EU-1/EU-2 composite molecular screen is that deionized water, sodium hydroxide, bromination pregnancy is double
Addition EU-2 crystal seed, which is sufficiently stirred, after ammonium, white carbon black, sodium metaaluminate mixing is placed in crystallizing kettle, and 160-180 DEG C of crystallization 80h is made
EU-1/EU-2 composite molecular screen；SiO in the EU-1/EU-2 composite molecular screen2With Al2O3Molar ratio be 30-120:1.
Preferably, the EU-1/EU-2 composite molecular screen weight percent is 30-60%.
Preferably, SiO in the EU-1/EU-2 composite molecular screen2With Al2O3Molar ratio be 40-80:1.
Preferably, the weight percent of one or more of the platinum, palladium, tungsten, molybdenum oxide is 0.5-5.0%.
Preferably, the adhesive oxides are the mixture of aluminium oxide or silica or both.
A kind of preparation method of isomerization of C-8 aromatics composite molecular sieve catalyst, comprising the following steps:
1) by 5.5-6.5 parts of deionized waters of parts by weight, 0.2-0.23 parts of sodium hydroxides, 0.45-0.55 parts of hexamethylene bromides,
0.35-0.37 parts of EU-2 crystal seeds are added after 1-1.4 parts of white carbon blacks, 0.12-0.16 parts of sodium metaaluminate mixing, 2- is sufficiently stirred
2.5h is placed in crystallizing kettle, and EU-1/EU-2 composite molecular screen is made in 160-180 DEG C of crystallization 80h；The EU-1/EU-2 is compound
SiO in molecular sieve2With Al2O3Molar ratio be 30-120:1.
2) the EU-1/EU-2 composite molecular screen and adhesive oxides are uniformly mixed, the matter of gross mass 40% is added
The inorganic acid solution kneading and compacting that concentration is 0.5-6.0% is measured, the 400-600 DEG C of roasting after 100-120 DEG C of dry 4-24h
6-24h obtains catalyst carrier.
3) one or more of platinum, palladium, tungsten, molybdenum oxide and the catalyst carrier are placed in maceration extract together
In body, the mass ratio of catalyst carrier and steeping liq is 1:3-5, under normal temperature condition, stands 20 hours, isolates liquid later
Body, by catalyst carrier in 100-120 DEG C of dry 4-24h, then 400-600 DEG C of roasting 6-24h obtains catalyst.
Preferably, the inorganic acid is the hydrochloric acid or nitric acid that mass concentration is 1-5%.
Preferably, compound containing platinum is one of chloroplatinic acid or ammonium chloroplatinate or two kinds；Containing palladium compound is chlorine
Change one of palladium or palladium nitrate or two kinds；Tungstenic compound is nitric acid tungsten, and molybdate compound is ammonium molybdate.
EU-1 molecular sieve has one-dimensional micropore canals structure, contains 10 member ring straight channels and 12 member ring sides normal thereto
Bag, unique cellular structure make it show excellent catalytic performance in xylene isomerization reaction；EU-2 molecular sieve be by
One-dimensional 10 member ring straight channel is constituted, and aperture size and EU-1 molecular sieve are close, becomes one kind of xylene isomerization catalysis
Preferred molecular sieve.The present invention crystallizes EU-1 and EU-2, and the composite molecular screen formed after combining the two possesses more reasonable
Acid distribution and good hydrothermal stability, overcome the limitation of one-component, and the collaboration for having played EU-1 and EU-2 molecular sieve is made
With, para-xylene concentration is close to thermodynamic equilibrium value in product, conversion of ethylbenzene and Selectivity for paraxylene with higher, compared with
Low C8 aromatic hydrocarbons loss amount.
The present invention is generated compared with the existing technology to be had the beneficial effect that.
The present invention provides the isomerization of C-8 aromatics catalyst that EU-1/EU-2 composite molecular screen is matrix, due to there is EU-1
The synergistic effect that cocrystallization is formed with two kinds of molecular sieves of EU-2 possesses more reasonable acid distribution and good hydrothermal stability,
The limitation for overcoming one-component, make the catalyst generated have Selectivity for paraxylene is high, C8 aronmatic lose it is less excellent
Gesture.
Specific embodiment
In order to which technical problems, technical solutions and advantages to be solved are more clearly understood, in conjunction with reality
Example is applied, the present invention will be described in further detail.It should be appreciated that specific embodiment described herein is only used to explain this
Invention, is not intended to limit the present invention.Below with reference to the embodiment technical solution that the present invention will be described in detail, but protection scope not by
This limitation.
Comparative example 1
1) preparation of catalyst carrier
EU-1 molecular sieve 500g, the alumina powder 500g of silica alumina ratio 40:1 is taken to be sufficiently mixed, the quality that 400ml is added is dense
Degree be 5% aqueous hydrochloric acid solution kneading, be squeezed into diameter be 2.0mm cylinder profile bar, 100 DEG C drying 12 hours, 600 DEG C roast 6
Hour.
2) catalyst is prepared
Sample 100g in 1) step is taken, is added in the dipping solution of the chloroplatinic acid containing 0.5g, according to solid and liquid quality ratio
1:3 is stored at room temperature 20 hours, collects solid after separating liquid, 100 DEG C drying 12 hours, 580 DEG C roasting 12 hours, must be catalyzed
Agent is denoted as E1.
Comparative example 2
1) preparation of EU-1/EU-2 composite molecular screen: taking 5.5g deionized water and 0.2g sodium hydroxide, and the pregnancy of 0.55g bromination is double
It is brilliant that EU-2 is added in ammonium, 1.4g white carbon black (92% mass ratio), 0.16g sodium metaaluminate (aluminum oxide mass fraction 41%) mixing
Kind 0.37g, stirs 2.5h, is placed in crystallizing kettle, 160 DEG C, 80h.Obtain EU-1/EU-2 composite molecular screen.
2) preparation of catalyst carrier
It takes EU-1/EU-2 composite molecular screen 300g, the alumina powder 700g of silica alumina ratio 80:1 to be sufficiently mixed, is added
The aqueous solution of nitric acid kneading that the mass concentration of 400ml is 2%, is squeezed into the cylinder profile bar that diameter is 2.0mm, and 120 DEG C of dryings 4 are small
When, 600 DEG C roast 6 hours.
3) catalyst is prepared
Sample 100g obtained in 2) step is taken, is added in the dipping solution of the chloroplatinic acid containing 5.0g, according to solid and liquid matter
Amount ratio 1:5 is stored at room temperature 20 hours, collects solid after separating liquid, 120 DEG C drying 6 hours, 550 DEG C roasting 15 hours, obtain
Catalyst is denoted as E2.
EU-1/EU-2 composite molecular screen described in following example 1-7 the preparation method comprises the following steps: take 6g deionized water and
0.22g sodium hydroxide, 0.5g hexamethylene bromide, 1.2g white carbon black (92% mass ratio), 0.14g sodium metaaluminate (aluminum oxide
Mass fraction 41%) mixing, EU-2 crystal seed 0.36g is added, stirs 2h, is placed in crystallizing kettle, 170 DEG C, 80h.Obtain EU-1/EU-2
Composite molecular screen.
Embodiment 1
1) preparation of catalyst carrier
It takes EU-1/EU-2 composite molecular screen 500g, the alumina powder 500g of silica alumina ratio 40:1 to be sufficiently mixed, is added
The aqueous hydrochloric acid solution kneading that the mass concentration of 400ml is 5%, is squeezed into the cylinder profile bar that diameter is 2.0mm, and 100 DEG C of dryings 12 are small
When, 600 DEG C roast 6 hours.
2) catalyst is prepared
The sample 100g being prepared in 1) step is taken, is added in the dipping solution of the chloroplatinic acid containing 0.5g, according to solid and liquid
Mass ratio 1:3 is stored at room temperature 20 hours, collects solid after separating liquid, 100 DEG C drying 12 hours, 580 DEG C to roast 12 small
When, it obtains catalyst and is denoted as C1.
Embodiment 2
1) preparation of catalyst carrier
It takes EU-1/EU-2 composite molecular screen 300g, the alumina powder 700g of silica alumina ratio 80:1 to be sufficiently mixed, is added
The aqueous solution of nitric acid kneading that the mass concentration of 400ml is 2%, is squeezed into the cylinder profile bar that diameter is 2.0mm, and 120 DEG C of dryings 4 are small
When, 600 DEG C roast 6 hours.
2) catalyst is prepared
The sample 100g being prepared in 1) step is taken, is added in the dipping solution of the chloroplatinic acid containing 5.0g, according to solid and liquid
Mass ratio 1:5 is stored at room temperature 20 hours, collects solid after separating liquid, 120 DEG C drying 6 hours, 550 DEG C roasting 15 hours,
It obtains catalyst and is denoted as C2.
Embodiment 3
1) preparation of catalyst carrier
It takes EU-1/EU-2 composite molecular screen 600g, the alumina powder 400g of silica alumina ratio 60:1 to be sufficiently mixed, is added
The aqueous solution of nitric acid kneading that the mass concentration of 400ml is 5%, is squeezed into the cylinder profile bar that diameter is 2.0mm, and 110 DEG C of dryings 12 are small
When, 400 DEG C roast 24 hours.
2) catalyst is prepared
Sample 100g obtained in 1) step is taken, is added in the dipping solution of chloroplatinic acid containing 3.0g and 0.5 palladium chloride, according to solid
With liquid quality ratio 1:4, be stored at room temperature 20 hours, collect solid after separating liquid, 110 DEG C drying 12 hours, 450 DEG C roast
It 20 hours, obtains catalyst and is denoted as C3.
Embodiment 4
1) preparation of catalyst carrier
It takes EU-1/EU-2 composite molecular screen 400g, the alumina powder 600g of silica alumina ratio 40:1 to be sufficiently mixed, is added
The aqueous solution of nitric acid kneading that the mass concentration of 400ml is 1%, is squeezed into the cylinder profile bar that diameter is 2.0mm, and 100 DEG C of dryings 6 are small
When, 600 DEG C roast 10 hours.
2) catalyst is prepared
Sample 100g in 1) step is taken, is added in the dipping solution of chloroplatinic acid containing 0.5g and 2.5 nitric acid tungsten, according to solid and liquid
Mass ratio 1:3.5 is stored at room temperature 20 hours, collects solid after separating liquid, 100 DEG C drying 6 hours, 400 DEG C to roast 24 small
When, it obtains catalyst and is denoted as C4.
Embodiment 5
1) preparation of catalyst carrier
It takes EU-1/EU-2 composite molecular screen 500g, the alumina powder 500g of silica alumina ratio 60:1 to be sufficiently mixed, is added
The aqueous hydrochloric acid solution kneading that the mass concentration of 400ml is 4%, is squeezed into the cylinder profile bar that diameter is 2.0mm, and 100 DEG C of dryings 16 are small
When, 450 DEG C roast 20 hours.
2) catalyst is prepared
Sample 100g obtained in 1) step is taken, is added in the dipping solution of chloroplatinic acid containing 1.5g and 1.5g ammonium chloroplatinate, according to
Solid and liquid quality ratio 1:4.5, are stored at room temperature 20 hours, collect solid after separating liquid, 120 DEG C drying 16 hours, 550
DEG C roasting 10 hours, obtain catalyst and be denoted as C5.
Embodiment 6
1) preparation of catalyst carrier
It takes EU-1/EU-2 composite molecular screen 500g, the alumina powder 500g of silica alumina ratio 80:1 to be sufficiently mixed, is added
The aqueous solution of nitric acid kneading that the mass concentration of 400ml is 2.0% is squeezed into the cylinder profile bar that diameter is 2.0mm, 100 DEG C of dryings 24
Hour, 500 DEG C roast 10 hours.
2) catalyst is prepared
Sample 100g obtained in 1) step is taken, is added in the dipping solution of chloroplatinic acid containing 0.5g and 3.0g ammonium molybdate, according to solid
Body and liquid quality ratio 1:3.5, are stored at room temperature 20 hours, collect solid after separating liquid, 100 DEG C drying 24 hours, 500 DEG C
Roasting 10 hours, obtains catalyst and is denoted as C6.
Embodiment 7
1) preparation of catalyst carrier
Take EU-1/EU-2 composite molecular screen 400g, alumina powder 500g, the SiO 2 powder 100g of silica alumina ratio 60:1
It is sufficiently mixed, the aqueous solution of nitric acid kneading that the mass concentration of 400ml is 3.0% is added, be squeezed into the cylindrical type that diameter is 2.0mm
Item, 110 DEG C drying 12 hours, 600 DEG C roast 10 hours.
2) catalyst is prepared
Sample 100g obtained in 1) step is taken, is added in the dipping solution of the chloroplatinic acid containing 2.0g, according to solid and liquid quality
Ratio 1:5 is stored at room temperature 20 hours, collects solid after separating liquid, 110 DEG C drying 16 hours, 500 DEG C roasting 15 hours, obtain
Catalyst is denoted as C7.
Comparative example 1-2 and embodiment 1-7 catalyst use fixed bed reactors, feed the diformazan between 15% ethylbenzene and 85%
Benzene, Hydrogen Vapor Pressure 0.5MP, flow velocity 70mL/min, 360 DEG C of reaction temperature, hydrogen/oil mol ratio 2.0, mass space velocity 4.5h-, reaction
6 hour samplings of device, as a result see the table below.
The above content is combine specific preferred embodiment to the further description done of the present invention, and it cannot be said that
A specific embodiment of the invention is only limitted to this, for those of ordinary skill in the art to which the present invention belongs, is not taking off
Under the premise of from the present invention, several simple deduction or replace can also be made, all shall be regarded as belonging to the present invention by being submitted
Claims determine scope of patent protection.
Claims (8)
1. a kind of isomerization of C-8 aromatics composite molecular sieve catalyst, which is characterized in that the component including following weight percent:
The EU-1/EU-2 composite molecular screen of 10-70%；One or more of the platinum of 0.01-6.0%, palladium, tungsten, molybdenum oxide；Remaining
For adhesive oxides, meeting total weight is 100%；
The preparation method of the EU-1/EU-2 composite molecular screen is by deionized water, sodium hydroxide, hexamethylene bromide, white
Addition EU-2 crystal seed, which is sufficiently stirred, after carbon black, sodium metaaluminate mixing is placed in crystallizing kettle, and EU-1/ is made in 160-180 DEG C of crystallization 80h
EU-2 composite molecular screen；SiO in the EU-1/EU-2 composite molecular screen2With Al2O3Molar ratio be 30-120:1.
2. a kind of isomerization of C-8 aromatics composite molecular sieve catalyst according to claim 1, which is characterized in that described
EU-1/EU-2 composite molecular screen weight percent is 30-60%.
3. a kind of isomerization of C-8 aromatics composite molecular sieve catalyst according to claim 1, which is characterized in that described
SiO in EU-1/EU-2 composite molecular screen2With Al2O3Molar ratio be 40-80:1.
4. a kind of isomerization of C-8 aromatics composite molecular sieve catalyst according to claim 1, which is characterized in that described
The weight percent of one or more of platinum, palladium, tungsten, molybdenum oxide is 0.5-5.0%.
5. a kind of isomerization of C-8 aromatics composite molecular sieve catalyst according to claim 1, which is characterized in that described
Adhesive oxides are the mixture of aluminium oxide or silica or both.
6. a kind of preparation method of isomerization of C-8 aromatics composite molecular sieve catalyst as described in claim 1, feature exist
In, comprising the following steps:
1) by 5.5-6.5 parts of deionized waters of parts by weight, 0.2-0.23 parts of sodium hydroxides, 0.45-0.55 parts of hexamethylene bromides,
0.35-0.37 parts of EU-2 crystal seeds are added after 1-1.4 parts of white carbon blacks, 0.12-0.16 parts of sodium metaaluminate mixing, 2- is sufficiently stirred
2.5h is placed in crystallizing kettle, and EU-1/EU-2 composite molecular screen is made in 160-180 DEG C of crystallization 80h；The EU-1/EU-2 is compound
SiO in molecular sieve2With Al2O3Molar ratio be 30-120:1；
2) the EU-1/EU-2 composite molecular screen and adhesive oxides are uniformly mixed, the quality that gross mass 40% is added is dense
Degree is the inorganic acid solution kneading and compacting of 0.5-6.0%, the 400-600 DEG C of roasting 6-24h after 100-120 DEG C of dry 4-24h
Obtain catalyst carrier；
3) one or more of platinum, palladium, tungsten, molybdenum oxide and the catalyst carrier are placed in steeping liq together
In, the mass ratio of catalyst carrier and steeping liq is 1:3-5, under normal temperature condition, stands 20 hours, isolates liquid later
Body, by catalyst carrier in 100-120 DEG C of dry 4-24h, then 400-600 DEG C of roasting 6-24h obtains catalyst.
7. a kind of preparation method of isomerization of C-8 aromatics composite molecular sieve catalyst according to claim 1, feature
It is, the inorganic acid is the hydrochloric acid or nitric acid that mass concentration is 1-5%.
8. a kind of preparation method of isomerization of C-8 aromatics composite molecular sieve catalyst according to claim 1, feature
It is, compound containing platinum is one of chloroplatinic acid or ammonium chloroplatinate or two kinds；Containing palladium compound is palladium chloride or nitre
One of sour palladium or two kinds；Tungstenic compound is nitric acid tungsten, and molybdate compound is ammonium molybdate.
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| 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 |
| CN115414961A (en) * | 2022-09-22 | 2022-12-02 | 太原大成环能化工技术有限公司 | Preparation method of deethyl type C-N-octa-aromatic isomerization catalyst |
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| CN115414961A (en) * | 2022-09-22 | 2022-12-02 | 太原大成环能化工技术有限公司 | Preparation method of deethyl type C-N-octa-aromatic isomerization catalyst |
| CN115414961B (en) * | 2022-09-22 | 2023-09-08 | 太原大成环能化工技术有限公司 | Preparation method of deethylation type carbon octaarene isomerization catalyst |
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