CN105709841A - Preparation of n-butene skeletal isomerization catalyst - Google Patents
Preparation of n-butene skeletal isomerization catalyst Download PDFInfo
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- CN105709841A CN105709841A CN201610026958.7A CN201610026958A CN105709841A CN 105709841 A CN105709841 A CN 105709841A CN 201610026958 A CN201610026958 A CN 201610026958A CN 105709841 A CN105709841 A CN 105709841A
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- Prior art keywords
- catalyst
- butene
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- cerium zirconium
- skeletal isomerization
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- 239000003054 catalyst Substances 0.000 title claims abstract description 38
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 238000006317 isomerization reaction Methods 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000002131 composite material Substances 0.000 claims abstract description 23
- 239000002253 acid Substances 0.000 claims abstract description 15
- -1 cerium-zirconium-aluminum Chemical compound 0.000 claims abstract description 12
- ZDYVRSLAEXCVBX-UHFFFAOYSA-N pyridinium p-toluenesulfonate Chemical compound C1=CC=[NH+]C=C1.CC1=CC=C(S([O-])(=O)=O)C=C1 ZDYVRSLAEXCVBX-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000007800 oxidant agent Substances 0.000 claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- KTUWFYALZIAAGE-UHFFFAOYSA-N 1-methyl-3-octyl-2h-imidazole Chemical compound CCCCCCCCN1CN(C)C=C1 KTUWFYALZIAAGE-UHFFFAOYSA-N 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 3
- 230000001590 oxidative effect Effects 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- WXMVWUBWIHZLMQ-UHFFFAOYSA-N 3-methyl-1-octylimidazolium Chemical compound CCCCCCCCN1C=C[N+](C)=C1 WXMVWUBWIHZLMQ-UHFFFAOYSA-N 0.000 abstract 1
- KCXFHTAICRTXLI-UHFFFAOYSA-M propane-1-sulfonate Chemical compound CCCS([O-])(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-M 0.000 abstract 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000000047 product Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 239000005864 Sulphur Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 229950004288 tosilate Drugs 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- RCFVMJKOEJFGTM-UHFFFAOYSA-N cerium zirconium Chemical compound [Zr].[Ce] RCFVMJKOEJFGTM-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000004992 fission Effects 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Classifications
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/38—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of titanium, zirconium or hafnium
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0244—Nitrogen containing compounds with nitrogen contained as ring member in aromatic compounds or moieties, e.g. pyridine
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0271—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds also containing elements or functional groups covered by B01J31/0201 - B01J31/0231
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/19—Catalysts containing parts with different compositions
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
- B01J2231/52—Isomerisation reactions
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides preparation of an n-butene skeletal isomerization catalyst. The preparation of the n-butene skeletal isomerization catalyst comprises the following steps: placing cerium-zirconium-aluminum complex oxidizing agent composites in a reactor; adding N-propylsulfonate pyridinium tosylate and tetrafluoroboric acid (1-methyl-3-octylimidazolium); and reacting to obtain the n-butene skeletal isomerization catalyst.
Description
Technical field
The present invention relates to a kind of isomerization catalyst, the system of a kind of n-butene skeletal isomerisation catalyst
Standby.
Technical background
Isomerization reaction needs relatively peracid catalytic active center, unavoidably has cracking, oligomerisation etc. secondary anti-simultaneously
Should occur, by-product mainly has heterolytic fission product propylene, amylene, oligomerization product height carbon number etc., additionally ties
Jiao causes catalysqt deactivation, makes isobutene. yield progressively decline.Skeletal isomerisation catalyst typically has 3 classes, i.e.
The aluminium oxide of modification, composite oxides, molecular sieve catalyst.Performance most preferably magnesium alkali zeolite catalyst,
Its activity, selectivity are high, and reaction temperature can be reduced to 300～400 DEG C, along with reaction temperature reduces, secondary
Product also reduces, and improves selectivity, and the stability of catalyst is also significantly better than other kinds of catalysis
Agent, the regeneration period can accomplish hundreds of hours.
CN, 104174433 A provide a kind of n-butene isomerization catalyst, to have multistage pore canal
SAPO-11/SAPO-46 composite molecular screen is carrier, with group vib metal as active component.The present invention also provides for
The preparation method of above-mentioned catalyst, including the proportioning by controlling raw material in building-up process, and
Use suitable crystal pattern and crystallization temperature to prepare SAPO-11/SAPO-46 composite molecular screen, then load
Group vib metal (such as chromium or molybdenum) so that this catalyst becomes the double-function catalyzing with metal and acid site
Agent.This preparation method is easy, low cost, is suitable for industrialized production.
CN1147495A isomerisation of olefin is used as the siliceous thing of catalyst, at a temperature of 300～750 DEG C,
Logical steam carries out pretreatment.Isobutene. is prepared by the isomerisation selectivity of n-butene.
US4587375A discloses a kind of method of n-butene isomerization, contacts with catalyst including n-butene,
Under 300 DEG C of high temperature, including the existence of steam, steam contains isobutene..
It is shorter for service life all to there is catalyst in above patented technology, after catalyst surface accumulates coke,
The shortcoming that catalyst quickly inactivates, magnesium alkali zeolite catalyst also can only use hundreds of hour, often change and urge
Agent can affect production efficiency, improves production cost, so how increase the service life become in the urgent need to
The problem solved.
Summary of the invention
For the deficiencies in the prior art, the invention provides the preparation of a kind of n-butene skeletal isomerisation catalyst,
Realized by following steps:
Cerium zirconium-aluminum composite oxide agent composite is put in reactor, adds and account for cerium zirconium-aluminum composite oxide agent again
Condensation material mass percentage content 0.1～the N-propyl sulfonic acid pyridinium p-toluenesulfonate of 0.5%, account for cerium zirconium aluminum multiple
Close oxidant composite mass percentage content 0.1～the Tetrafluoroboric acid (1-methyl-3-octylimidazole of 0.5%
Drone), temperature 100～120 DEG C, stir 10-40h, be repeatedly washed till neutrality with deionized water, dry, just obtain
Butylene skeletal isomerisation catalyst.
Described cerium zirconium-aluminum composite oxide agent composite is commercially available prod, as Huaming, Shanghai height receives rare earth new material
The product that company limited produces；Described N-propyl sulfonic acid pyridinium p-toluenesulfonate, Tetrafluoroboric acid (1-methyl
-3-octylimidazole drone) be commercially available prod, as Lanzhou Inst. of Chemical Physics, Chinese Academy of Sciences produce product,
This product has the advantages that
(1-methyl-3-is pungent with Tetrafluoroboric acid for the N-propyl sulfonic acid pyridinium p-toluenesulfonate of this patent product load
Base imidazoles drone) be that catalyst provides moderate acid and weakly acidic active sites, thus catalyst is in long period of operation
After remain to keep higher activity.
Detailed description of the invention
Following instance only further illustrates the present invention, is not to limit the scope of protection of the invention.
Embodiment 1:
100Kg cerium zirconium-aluminum composite oxide agent composite is put in 500L reactor, adds the N-sulphur of 0.3Kg
Acid propyIpyridine tosilate, the Tetrafluoroboric acid of 0.18% (1-methyl-3-octylimidazole drone), temperature
110 DEG C, stir 20h, be repeatedly washed till neutrality with deionized water, dry, obtain n-butene skeletal isomerization and urge
Agent, numbering W-1.
Embodiment 2
100Kg cerium zirconium-aluminum composite oxide agent composite is put in 500L reactor, adds the N-sulphur of 0.1Kg
Acid propyIpyridine tosilate, the Tetrafluoroboric acid of 0.1% (1-methyl-3-octylimidazole drone), temperature
100 DEG C, stir 40h, be repeatedly washed till neutrality with deionized water, dry, obtain n-butene skeletal isomerization and urge
Agent, numbering W-2.
Embodiment 3
100Kg cerium zirconium-aluminum composite oxide agent composite is put in 300L reactor, adds the N-sulphur of 0.5Kg
Acid propyIpyridine tosilate, the Tetrafluoroboric acid of 0.5% (1-methyl-3-octylimidazole drone), temperature
120 DEG C, stir 10h, be repeatedly washed till neutrality with deionized water, dry, obtain n-butene skeletal isomerization and urge
Agent, numbering W-3.
Comparative example 1
It is added without N-propyl sulfonic acid pyridinium p-toluenesulfonate, the other the same as in Example 1, obtains n-butene skeletal isomerization
Catalyst, numbering W-4.
Comparative example 2
It is added without Tetrafluoroboric acid (1-methyl-3-octylimidazole drone), the other the same as in Example 1, obtains n-butene skeleton different
Structure catalyst, numbering W-5.
Comparative example 3
It is added without Tetrafluoroboric acid (1-methyl-3-octylimidazole drone), N-propyl sulfonic acid pyridinium p-toluenesulfonate, its
It obtains n-butene skeletal isomerisation catalyst, numbering W-6 with embodiment 1.
Embodiment 4. catalyst is for the evaluation of n-butene skeletal isomerization
Evaluation experiment 10L reactor is divided into four sections, the cerium zirconium in every section of filling embodiment 1-3 and comparative example 1-3
Aluminum composite oxide agent composite catalyst sample 1L, n-butene raw material passes through four sections of beds from below to up, from
The bed lower part of every section of catalyst four sections entrance, under the effect of catalyst, reaction generates isobutene..Reaction
Temperature 400 DEG C, n-butene air speed 0.5/h, reaction pressure is normal pressure, and butene conversion contrast is shown in Table 1, converts
Rate is inactivation less than 20%.
Comparative example
N-butene skeletal isomerization evaluation experiment 10L reactor is divided into four sections, and every section of filling FER type cerium zirconium aluminum is multiple
Closing oxidant composite catalyst 1L, n-butene raw material passes through four sections of beds from below to up, from every section of catalysis
The bed lower part of agent four sections entrance, under the effect of catalyst, reaction generates isobutene..Reaction temperature 350 DEG C,
N-butene air speed 0.5/h, reaction pressure is 0.1MPa, and n-butene conversion contrast is shown in Table 1.
Table 1: the comparison of the test specimen that different process is made
Visible gained catalyst of the present invention has preferable catalytic effect, and can effectively extend the use longevity of catalyst
Life, catalyst remains to keep higher activity after long period of operation.
Claims (1)
1. a preparation for n-butene skeletal isomerisation catalyst, is characterized by be realized by following steps:
Cerium zirconium-aluminum composite oxide agent composite is put in reactor, adds and account for cerium zirconium-aluminum composite oxide agent again
Condensation material mass percentage content 0.1～the N-propyl sulfonic acid pyridinium p-toluenesulfonate of 0.5%, account for cerium zirconium aluminum multiple
Close oxidant composite mass percentage content 0.1～the Tetrafluoroboric acid (1-methyl-3-octylimidazole of 0.5%
Drone), temperature 100～120 DEG C, stir 10-40h, be repeatedly washed till neutrality with deionized water, dry, just obtain
Butylene skeletal isomerisation catalyst.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610026958.7A CN105709841A (en) | 2016-01-18 | 2016-01-18 | Preparation of n-butene skeletal isomerization catalyst |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610026958.7A CN105709841A (en) | 2016-01-18 | 2016-01-18 | Preparation of n-butene skeletal isomerization catalyst |
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| CN105709841A true CN105709841A (en) | 2016-06-29 |
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| CN201610026958.7A Pending CN105709841A (en) | 2016-01-18 | 2016-01-18 | Preparation of n-butene skeletal isomerization catalyst |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111018650A (en) * | 2018-10-10 | 2020-04-17 | 中国石油化工股份有限公司 | Butene isomerization process |
Citations (4)
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|---|---|---|---|---|
| CN101112683A (en) * | 2007-06-27 | 2008-01-30 | 山东齐鲁华信实业有限公司 | Cerium zirconium aluminum composite oxides sosoloid with a mesopore structure and method for preparing the same |
| CN101296887A (en) * | 2005-10-27 | 2008-10-29 | 纳幕尔杜邦公司 | Olefin isomerization |
| CN102639470A (en) * | 2009-10-19 | 2012-08-15 | 雪佛龙美国公司 | Hydroisomerization and selective hydrogenation of feedstock in ionic liquid-catalyzed alkylation |
| CN102924213A (en) * | 2012-11-16 | 2013-02-13 | 浙江海洋学院 | Method for producing isoalkanes from n-alkanes through catalysis |
-
2016
- 2016-01-18 CN CN201610026958.7A patent/CN105709841A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101296887A (en) * | 2005-10-27 | 2008-10-29 | 纳幕尔杜邦公司 | Olefin isomerization |
| CN101112683A (en) * | 2007-06-27 | 2008-01-30 | 山东齐鲁华信实业有限公司 | Cerium zirconium aluminum composite oxides sosoloid with a mesopore structure and method for preparing the same |
| CN102639470A (en) * | 2009-10-19 | 2012-08-15 | 雪佛龙美国公司 | Hydroisomerization and selective hydrogenation of feedstock in ionic liquid-catalyzed alkylation |
| CN102924213A (en) * | 2012-11-16 | 2013-02-13 | 浙江海洋学院 | Method for producing isoalkanes from n-alkanes through catalysis |
Non-Patent Citations (1)
| Title |
|---|
| 刘海燕 等: "离子液体的应用及其负载化的研究进展", 《石油学报（石油加工）》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111018650A (en) * | 2018-10-10 | 2020-04-17 | 中国石油化工股份有限公司 | Butene isomerization process |
| CN111018650B (en) * | 2018-10-10 | 2023-09-29 | 中国石油化工股份有限公司 | Butene isomerization process |
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Address after: 432000, 11, Xiaogan hi tech Zone, Hubei, China Applicant after: Zhang Ling Address before: 432000 Hubei city of Xiaogan province high tech Zone Danyang District Community Lisi mall two Room 201 Applicant before: Zhang Ling |
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Address after: 322000 Zhejiang province Yiwu City Binwang zipper Street 5 District No. 3 room 602 Applicant after: Zhang Ling Address before: 432000, 11, Xiaogan hi tech Zone, Hubei, China Applicant before: Zhang Ling |
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Application publication date: 20160629 |