CN1044053A - Alkyl aromatic hydrocarbon isomerization catalyst and preparation method thereof - Google Patents

Alkyl aromatic hydrocarbon isomerization catalyst and preparation method thereof Download PDF

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CN1044053A
CN1044053A CN 89100145 CN89100145A CN1044053A CN 1044053 A CN1044053 A CN 1044053A CN 89100145 CN89100145 CN 89100145 CN 89100145 A CN89100145 A CN 89100145A CN 1044053 A CN1044053 A CN 1044053A
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carrier
mordenite
preparation
hours
aluminum oxide
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CN1018986B (en
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乔映宾
桂寿喜
周立芝
景振华
王金水
时汝倩
贺金标
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Sinopec Research Institute of Petroleum Processing
China Petrochemical Corp
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
    • C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
    • C07C5/2702—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
    • C07C5/2724—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with metals

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Abstract

A kind of noble metal carrier catalyst and preparation method thereof that is used for Alleyl aromatics isomerizating.It is to adopt sodium type mordenite and aluminum oxide to be mixed and made into carrier by a certain percentage, again with the sodium type mordenite in the ammonium salt solution exchange carrier, it is 30-90% that the sodium degree is taken off in control, uses the precious metal chloride solution impregnation then, makes the catalyzer that contains 0.01-2%VIIIB family precious metal element.Preparation method of the present invention is simple, the yield height, and catalyst activity that makes and selectivity are all than higher.

Description

Alkyl aromatic hydrocarbon isomerization catalyst and preparation method thereof
The invention belongs to a kind of alkyl aromatic hydrocarbon isomerization catalyst and preparation method thereof, more particularly, is to be carrier about a kind of C8 of being used for aromatics isomerization with mordenite and aluminum oxide, dual-function catalyst of carried noble metal and preparation method thereof.
C8 aromatic hydrocarbons by to,, the mixture formed of o-Xylol and ethylbenzene, they can obtain from technologies such as catalytic reforming, petroleum cracking, and are wherein more to the purposes of, o-Xylol, as can be used as the basic material of polyester and phthalic anhydride.Can separate to obtain from the mixture of C8 aromatic hydrocarbons to, o-Xylol, remaining raffinate can adopt isomerization method, be translated into to,, the equilibrium mixture of o-Xylol, this is the effective means of a kind of neighbour of volume increase, p-Xylol.
In order to improve C 8The isomerization ability of aromatic hydrocarbons and ethylbenzene conversion are the transformation efficiency of dimethylbenzene, developed multiple isomerization method abroad, as the Octafining method of U.S. Engelhard Corp, the Isolene-II method of the Isomar method of Praxair Technology, Inc and toray company.These technologies all are to adopt difunctional noble metal catalyst, in USP3637881,3767721, DE2823567 patent introduction are arranged all.The composition of catalyzer all is Pt/Al 2O 3+ h-mordenite, its preparation method roughly is: earlier with powdery sodium type mordenite after the exchange of ammonium salt (or alkene Hcl) solution removes structure cell upper part sodium ion, the h-mordenite that necessarily takes off the sodium degree is made in drying, roasting, again with the aluminum oxide of carried noble metal Pt or Pd and binding agent according to a certain percentage mixing moulding make catalyzer.These patents all bias toward the higher catalyzer of preparation isomerization activity, and preparation method's yield is low, and energy consumption is than higher.
The objective of the invention is to avoid above-mentioned weak point of the prior art, provide a kind of activity and selectivity all higher C 8Arene isomerization catalyst; Another object of the present invention provides such Preparation of catalysts method that a kind of technology is simple, yield is high.
The invention provides a kind of noble metal carrier catalyst, it is to be carrier with mordenite and alumina mixture, supporting Pt or Pd precious metal, the composition of catalyzer: active ingredient is that 0.01～2%(is benchmark with the catalyst weight) VIII B precious metal element, preferably 0.2～0.5%Pt or 0.5～1.5%Pd; Carrier is the mixture of mordenite and aluminum oxide, and its amount (butt is in the carrier gross weight) is: mordenite 10～80%(is preferably 20～60%), aluminum oxide 90～20%(is preferably 80～40%).
The invention provides a kind of above-mentioned Preparation of catalysts method, it is earlier sodium type mordenite and aluminum oxide to be mixed by a certain percentage, add the Hang Hun Pinch of caking agent Jin, moulding, drying, roasting, the carrier that makes exchanges wherein na-pretreated zeolite with ammonium salt again, make and contain the carrier that necessarily takes off the sodium degree, flood carrier with precious metal salt solution at last, can make required catalyzer.Concrete preparation process is as follows:
1. sodium type mordenite and aluminum oxide are mixed, mixed powder and 1～5 heavy % nitric acid (preferably 1.5～3.0%) solution is with 100: 25～60(preferably 100: 35～45) the Hang Hun Pinch of amount ratio Jin, moulding, drying, in 470～650 ℃ (preferably 500～600 ℃), roasting 2～8 hours (preferably 3～6 hours) makes carrier in air.
Room temperature～120 ℃ (preferably 85～100 ℃) down with 0.1～0.8N(preferably 0.2～0.5N) ammonium salt (as ammonium chloride or ammonium nitrate) solution to carrier in sodium type mordenite exchange, 1～6 hour (preferably 1～3 hour) of each exchange, taking off the sodium degree until zeolite is 30～90%(preferably 55～85%), filter then, wash, drying.
3. the carrier after the ammonium exchange at room temperature, liquid-solid ratio is under 1～3 condition, with precious metal chloride such as Platinic chloride or 8～60 hours (preferably 12～36 hours) of Palladous chloride dipping, after filtration, drying, in air in 400～600 ℃ (preferably 450～550 ℃) activation 1～10 hour (preferably 3～6 hours).
The used mordenite of the present invention all is that No.3 Petroleum Factory, Fushun Petroleum Chemical Industry Co. produces, and greater than 1 μ crystal grain mordenite industry trade mark STM-381, is SSM-385 less than the 1 μ crystal grain mordenite industry trade mark.Mordenite SiO 2: Al 2O 3Be 8～20: the 1(mol ratio), crystal grain is preferably less than 1 μ.The selectivity of the arene isomerization catalyst that makes with the compact grained mordenite is greatly improved.
Described Al 2O 3, can be γ type or η type, with γ-Al 2O 3Better, and the high-purity γ-Al that makes with the low-carbon alkoxy aluminium hydrolysis 2O 3Best.This high-purity γ-Al 2O 3Be by the method preparation of introducing for Chinese patent CN-ZL85100218 number.
The present invention has following advantage compared to existing technology:
Owing to exchange again after adopting the moulding of sodium type mordenite and aluminum oxide elder generation to make the particulate state carrier, can reduce the exchange of powdery mordenite, washing, filtering loss significantly, improved the yield of zeolite, also improved the exchange rate of ammonium salt simultaneously.When carrier after exchange dipping precious metal is postactivated, ammonium type zeolite decompose the ammonia that discharges to catalyzer have to a certain degree passivation and the prereduction effect of precious metal, thereby can simplify the industry formality that goes into operation.Owing to selected for use suitable aluminum oxide and mordenite to be complementary, activity of such catalysts and selectivity have been improved again.
Example 1～4
With the sodium type mordenite of different crystal grain and the γ-Al of different purity 2O 3The preparation carrier.
Get crystal grain less than 1 μ with greater than the sodium type mordenite of 1 μ, note is made a respectively 1b 1; Get γ-Al that oil three factories of petrochemical corporation (complex) of China Petroleum ﹠ Chemical Co., Ltd. Fushun produce 2O 3With the high purity γ-Al that presses CN-ZL85100218 number preparation 2O 3, note is made c respectively 1d 1
The aluminum oxide physical properties
γ－Al 2O 3 Specific surface, m 2/g Pore volume, ml/g Average pore radius,
Figure 89100145X_IMG1
 Crystalline phase is formed
α-Al 2O 3·H 2O β-Al 2O 3·3H 2O
Industrial products 285.61 0.4655 33 ＞90 ＜10
CN-ZL 85100218 227.27 0.5613 49 ＞95 ＜5
Mordenite character
Crystal grain, μ Specific surface, m 2/g Relative crystallinity % Na+wt·%
＞1 427 ＞85 4.80
＜1 507 ＞85 4.07
Get mordenite a1, b 1And Al 2O 3c 1Mixed by 45: 55, mixed powder and 2% nitric acid were with 100: 40 amount ratio, and the Hang Hun Pinch of Jin makes the partial oxidation aluminium glue molten as binding agent, through extruded moulding, and 110～120 ℃ of dryings, 600 ℃ of roastings are 2 hours in air, and the carrier that makes is remembered respectively and is made carrier a 2, b 2
Get mordenite a 1And Al 2O 3d 1Make d by the carrier note that above-mentioned amount ratio and method make 2
Get carrier a 2, b 2, d 2Each 100 gram, respectively with the 0.3N ammonium chloride solution 95 ℃ of exchanges 2 hours down, after filtration, washing, till generating with Silver Nitrate check sediment-free to filtrate, 110～120 ℃ of dryings are measured the sodium content of mordenite in the carrier, calculate zeolite and take off the sodium degree and be 75%.
Carrier after the ammonium salt exchange, note is made ammonium type zeolite carrier a, b, d respectively.
Get sodium type mordenite b 1100 grams, 95 ℃ of exchanges 2 hours down, after filtration, washing, drying, 600 ℃ of roastings made h-type zeolite in 2 hours in air with the 0.3N ammonium chloride solution, and note is made b ', records that to take off the sodium degree be 68%.
Example 5～8
The catalyzer of preparation supporting Pt.
1. use the Preparation of catalysts of mordenite and aluminum oxide mixing carrier supporting Pt:
Get the ammonium type mordenite carrier a that example 1～4 makes, b, each 50 gram of d, at room temperature, liquid-solid ratio 1.2, with Platinic chloride dipping 20 hours, after filtration, after the drying, 500 ℃ of activation were 5 hours in air, make the finished catalyst of load 0.3 heavy %Pt, note is made A, B, D respectively.
2. with γ-Al 2O 3Elder generation's supporting Pt, the catalyzer that is mixed with mordenite again:
Get aluminum oxide C 1100 grams weigh %Pt in Al by above-mentioned condition load 0.55 2O 3On, note is made C 2
Get h-mordenite b ' 22.5 grams of example 1～4, carry Pt aluminum oxide C 227.5 moulding makes the catalyzer that contains Pt0.3%, note is made C.
Example 9～11
To the A of example 5～8 preparations, B, C, the investigation result of D catalyzer.
A will be housed, B, C carries out the isomerization activity evaluation on 50 milliliters of D catalyzer, the one-pass small-sized reaction unit of hydrogen.Raw material is formed: C - 7Alkane+cycloalkanes 0.12%, C 8Alkane+cycloalkanes 5.83%, benzene 0.35%, toluene 0.87%, ethylbenzene 10.85%, p-Xylol 0.87%, m-xylene 54.77%, o-Xylol 26.34%.Operational condition: 390 ℃ of temperature of reaction, pressure 900KPa is during weight space velocity 3.5 -1, the hydrogen hydrocarbon molecule is than 5.Represent catalyst activity, C with concentration, the conversion of ethylbenzene of p-Xylol in the product in dimethylbenzene 8The hydrocarbon yield is represented catalyst selectivity.
By the subordinate list data as can be known, the close grain mordenite is higher by 1.29 than year Pt selectivity of catalyst that coarse grain makes; Year Pt catalyzer that exchange system gets after sodium type mordenite and the moulding of aluminum oxide elder generation is higher by 3.19% with the catalyst activity that year platinum oxidation aluminium moulding makes again than the first exchange of sodium type mordenite; High-purity γ-Al 2O 3γ-Al than industrial general 2O 3The catalyst activity that makes is high by 0.8%, and selectivity is high by 0.86%.
Figure 89100145X_IMG2
Example 12
This example is catalyzer and the evaluation result of preparation load P d.
Used carrier is the carrier d after the ammonium salt exchange of example 1～4 preparation, makes the catalyzer E of the Pd that contains 1.2 heavy % by example 5～8 first methods.
Catalyzer E is carried out activity rating according to the method for example 9～11.Raw material is formed (heavy %): C - 7Alkane+cycloalkanes 0.05%, C 8Alkane+cycloalkanes 6.85%, benzene 0.28%, toluene 0.96%, ethylbenzene 9.57%, p-Xylol 1.68%, m-xylene 58.62%, o-Xylol 21.81%.Operational condition: 385 ℃ of temperature of reaction, pressure 800KPa is during weight space velocity 3.3 -1, hydrogen/oil (body) 1000/1.The product that generates (heavy %): C - 7Alkane+cycloalkanes 0.56%, C 8Alkane+cycloalkanes 6.04%, benzene 0.38%, toluene 1.91%, ethylbenzene 8.39%, p-Xylol 17.24%, m-xylene 44.45%, o-Xylol 19.43%, C + 9Aromatic hydrocarbons 1.62%, p-Xylol/dimethylbenzene 21.25%, conversion of ethylbenzene 12.37%, C 8Hydrocarbon yield 96.97%.

Claims (8)

1, a kind of is the C of carrier carried noble metal with mordenite and aluminum oxide 8Arene isomerization catalyst and preparation method thereof, it is characterized in that the activity of such catalysts component is 0.01～2% (is benchmark with the catalyst weight) VIII B family precious metal element, carrier is mordenite and alumina mixture, its amount (butt, gross weight to carrier) is: mordenite 10～80%, aluminum oxide 90～20%, the Preparation of catalysts method:
(1) with the mixed powder of sodium type mordenite and aluminum oxide and 1～5 heavy % salpeter solution with the Hang Hun Pinch of 100: 25～60 amount ratio Jin, moulding, drying, in air, made carrier in 2～8 hours in 470～650 ℃ of roastings.
(2) exchange with the sodium type mordenite that 0.1～0.8N ammonium salt solution goes on foot in the carrier that makes (1) down in room temperature～120 ℃, exchange 1～6 hour at every turn, taking off the sodium degree until zeolite is 30～95%, filters then, washs, drying.
(3) at room temperature, liquid-solid ratio is under 1～3 condition, with the precious metal chloride solution carrier dipping after to the ammonium exchange of (2) step 8～60 hours, after filtration, drying, in air in 400～600 ℃ of activation 1～10 hour down.
2,, it is characterized in that carrier composition (butt is to the gross weight of carrier) preferably: mordenite 20～60%, aluminum oxide 80～40% according to the described catalyzer of claim 1.
3, according to claim 1 or 2 described catalyzer, it is characterized in that γ-Al that aluminum oxide preferably makes with the low-carbon alkoxy aluminium hydrolysis 2O 3
4, according to claim 1 or 2 described catalyzer, it is characterized in that mordenite SiO 2: Al 2O 3Be 8～20: the 1(mol ratio), crystal grain is preferably less than 1 μ.
5, according to the described catalyzer of claim 1, it is characterized in that preferably 0.2～0.5%Pt or 0.5～1.5%Pd(are benchmark with the catalyst weight to the noble metal support amount).
6,, it is characterized in that preparation process (1) preferably: sodium type mordenite and Al according to the described catalyzer of claim 1 2O 3Mixed powder is 100: 35～45 with the ratio of 1.5～3.0% nitric acid, 500～600 ℃ of aerial maturing temperatures, 3～6 hours time.
7, according to the described catalyzer of claim 1, the give-and-take conditions that it is characterized in that preparation process (2) are preferably: 85～100 ℃ of ammonium chloride or ammonium nitrate solutions exchanges with 0.2～0.5N, each exchange 1.0～3.0 hours, taking off the sodium degree until zeolite is 55～85%.
8, according to the described catalysis of claim 1, it is characterized in that preparation process (3) preferably at room temperature, under liquid-solid ratio 1.1～2 conditions with Platinic chloride or palladium chloride solution dipping with the carrier of ammonium salt exchange 12～36 hours, after filtration, drying, in air in 450～550 ℃ the activation 3～6 hours.
CN 89100145 1989-01-13 1989-01-13 Alkyl aromatics isomerization catalyst containing mordenite moble metal carrier Expired CN1018986B (en)

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1043740C (en) * 1993-11-05 1999-06-23 中国石油化工总公司 Alleyl aromatics isomerizating catalyzer
CN1044868C (en) * 1994-12-29 1999-09-01 复旦大学 C8 arene isomerization catalyzer and its preparation method
CN1047962C (en) * 1995-10-06 2000-01-05 中国石油化工总公司 Polymetal carrying alkyl aromatic hydrocarbon isomerization catalyst
CN1079284C (en) * 1997-06-06 2002-02-20 中国石油化工总公司 Catalyst for toluene disproportionation and alkyl transfer
CN101306382B (en) * 2007-05-16 2011-05-18 中国石油化工股份有限公司 Catalyst for alkyl aromatics isomerization
CN105709810A (en) * 2014-12-03 2016-06-29 南京克米斯璀化工科技有限公司 C5C6 isomerization catalyst and preparation method thereof
CN106732753A (en) * 2016-11-16 2017-05-31 中国海洋石油总公司 The preparation method of temp isomerizing catalyst in a kind of C5, C6
CN107413377A (en) * 2017-05-23 2017-12-01 中触媒新材料股份有限公司 A kind of 2,5 dichlorotoleune isomerization catalysts and its preparation method and application

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1052667C (en) * 1995-10-06 2000-05-24 中国石油化工总公司 Polymetal carrying alkyl aromatic hydrocarbon isomerization catalyst

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1043740C (en) * 1993-11-05 1999-06-23 中国石油化工总公司 Alleyl aromatics isomerizating catalyzer
CN1044868C (en) * 1994-12-29 1999-09-01 复旦大学 C8 arene isomerization catalyzer and its preparation method
CN1047962C (en) * 1995-10-06 2000-01-05 中国石油化工总公司 Polymetal carrying alkyl aromatic hydrocarbon isomerization catalyst
CN1079284C (en) * 1997-06-06 2002-02-20 中国石油化工总公司 Catalyst for toluene disproportionation and alkyl transfer
CN101306382B (en) * 2007-05-16 2011-05-18 中国石油化工股份有限公司 Catalyst for alkyl aromatics isomerization
CN105709810A (en) * 2014-12-03 2016-06-29 南京克米斯璀化工科技有限公司 C5C6 isomerization catalyst and preparation method thereof
CN106732753A (en) * 2016-11-16 2017-05-31 中国海洋石油总公司 The preparation method of temp isomerizing catalyst in a kind of C5, C6
CN106732753B (en) * 2016-11-16 2019-08-27 中国海洋石油集团有限公司 The preparation method of temp isomerizing catalyst in a kind of C5, C6
CN107413377A (en) * 2017-05-23 2017-12-01 中触媒新材料股份有限公司 A kind of 2,5 dichlorotoleune isomerization catalysts and its preparation method and application
CN107413377B (en) * 2017-05-23 2020-02-18 中触媒新材料股份有限公司 2, 5-dichlorotoluene isomerization catalyst and preparation method and application thereof

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