WO2014199348A2 - Catalyseurs de silicate dopés au métal pour la conversion sélective de l'éthanol en butadiène - Google Patents

Catalyseurs de silicate dopés au métal pour la conversion sélective de l'éthanol en butadiène Download PDF

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Publication number
WO2014199348A2
WO2014199348A2 PCT/IB2014/062202 IB2014062202W WO2014199348A2 WO 2014199348 A2 WO2014199348 A2 WO 2014199348A2 IB 2014062202 W IB2014062202 W IB 2014062202W WO 2014199348 A2 WO2014199348 A2 WO 2014199348A2
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Prior art keywords
gas stream
catalyst
butadiene
present
crystalline material
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PCT/IB2014/062202
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English (en)
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WO2014199348A3 (fr
Inventor
Mathias Feyen
Kirsten SPANNHOFF
Ulrich Müller
Xinhe Bao
Weiping Zhang
Dirk De Vos
Hermann Gies
Takashi Tatsumi
Feng-Shou Xiao
Yokoi TOSHIYUKI
Yilmaz BILGE
Original Assignee
Basf Se
Basf (China) Company Limited
Tokyo Institute Of Technology
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Publication of WO2014199348A2 publication Critical patent/WO2014199348A2/fr
Publication of WO2014199348A3 publication Critical patent/WO2014199348A3/fr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/049—Pillared clays
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/061—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof containing metallic elements added to the zeolite
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
    • B01J29/7049—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65 containing rare earth elements, titanium, zirconium, hafnium, zinc, cadmium, mercury, gallium, indium, thallium, tin or lead
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
    • B01J29/7049—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65 containing rare earth elements, titanium, zirconium, hafnium, zinc, cadmium, mercury, gallium, indium, thallium, tin or lead
    • B01J29/7057—Zeolite Beta
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
    • B01J29/72—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65 containing iron group metals, noble metals or copper
    • B01J29/76—Iron group metals or copper
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
    • B01J29/72—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65 containing iron group metals, noble metals or copper
    • B01J29/76—Iron group metals or copper
    • B01J29/7615—Zeolite Beta
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
    • B01J29/78—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65 containing arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
    • B01J29/78—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65 containing arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J29/7815—Zeolite Beta
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/89—Silicates, aluminosilicates or borosilicates 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/0201—Impregnation
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/06—Preparation of isomorphous zeolites characterised by measures to replace the aluminium or silicon atoms in the lattice framework by atoms of other elements, i.e. by direct or secondary synthesis
    • C01B39/08—Preparation of isomorphous zeolites characterised by measures to replace the aluminium or silicon atoms in the lattice framework by atoms of other elements, i.e. by direct or secondary synthesis the aluminium atoms being wholly replaced
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/06—Preparation of isomorphous zeolites characterised by measures to replace the aluminium or silicon atoms in the lattice framework by atoms of other elements, i.e. by direct or secondary synthesis
    • C01B39/08—Preparation of isomorphous zeolites characterised by measures to replace the aluminium or silicon atoms in the lattice framework by atoms of other elements, i.e. by direct or secondary synthesis the aluminium atoms being wholly replaced
    • C01B39/085—Group IVB- metallosilicates
    • 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
    • B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
    • B01J2229/10—After treatment, characterised by the effect to be obtained
    • B01J2229/18—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself
    • B01J2229/183—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself in framework positions
    • 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
    • B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
    • B01J2229/10—After treatment, characterised by the effect to be obtained
    • B01J2229/18—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself
    • B01J2229/186—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself not in framework positions
    • 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
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/90—Regeneration or reactivation
    • 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
    • B01J38/00—Regeneration or reactivation of catalysts, in general
    • B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
    • B01J38/12—Treating with free oxygen-containing gas
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/89—Silicates, aluminosilicates or borosilicates of titanium, zirconium or hafnium
    • 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/584—Recycling of catalysts

Definitions

  • the crystalline material comprises a zeolitic material having a framework structure selected from the group consisting of BEA, RRO, MWW, MFI, MEL, MOR, RUT, DOH, MTN, FER, FAU, and combinations of two or more thereof, preferably selected from the group consisting of BEA, RRO, MWW, MFI, MEL, and combinations of two or more thereof, more preferably selected from BEA and/or RRO.
  • the zeolitic material comprises YO2, wherein Y stands for one or more tetravalent elements.
  • the tetravalent element Y is selected from the group consisting of Si, Sn, Ti, Zr, Ge, and combinations of two or more thereof, wherein Y prefer- ably being Si.
  • the crystalline material comprises zeolite beta, wherein at least a portion of Si comprised in the framework structure of the zeolite beta is isomorphously substituted by one or more triva- lent, tetravalent, and/or pentavalent elements X1 selected from the group consisting of Sn, Zr, Ta, and combinations of two or more thereof.
  • the crystalline material comprised in the catalyst used in (ii) comprises isomorphously substituted zeolite beta preferably selected from the group consisting of Sn-BEA, Zr-BEA, Ta-BEA and combinations of two or more thereof.
  • At least a portion of the one or more tetravalent elements Y is isomorphously substituted by one or more trivalent, tetravalent, and/or pentavalent elements X1 preferably selected from the group consisting of Al, Ti, V, Sn, Zr, Ta, Ge, B, Fe, and combinations of two or more thereof, more preferably selected from the group consisting of Sn, Zr, Ta, and combinations of two or more thereof.
  • the pillared silicate is a pillared silicate having a layered silicate structure, wherein the silicate layers are covalently bound to one another via bridging silicon atoms thus forming a three dimensional framework.
  • the crystalline material comprised in the catalyst is a pillared silicate having a RUB-36 structure
  • the silicate layers of the RUB-36 structure are covalently bound bound to one another via bridging silicon atoms thus forming a three dimensional frame- work.
  • X2 stands for one or more trivalent, tetravalent, and/or pentavalent elements.
  • X2 stands for one or more trivalent, tetravalent, and/or pentavalent elements.
  • the one ore more trivalent, tetravalent, and/or pentavalent elements elements X2 no particular restrictions exist concerning the chemical nature of the one ore more trivalent, tetravalent, and/or pentavalent elements elements X2.
  • the mixture according to (j) comprises one or more bases, preferably one or more inorganic bases, more preferably one or more alkali or earth alkali hydroxides, more preferably sodium hydroxide. It is further preferred according to the present invention that the mixture according to (j) comprising one or more inorganic bases, preferably one or more alkali or earth alkali hydroxides, more preferably sodium hydroxide further comprises seed crystals. Further, according to a preferred embodiment of the present invention, wherein the layered silicate comprised in the crystalline material is isomorphously substituted RUB-39, the iso- morphously substituted RUB-39 is preferably provided by a process comprising
  • said activation of the catalyst prior to contacting with the gas stream G-1 may be conducted according a preferred embodiment of the inventive process at a temperature in the range of from 250 to 700 °C, preferably from 350 to 600 °C, more preferably from 440 to 510 °C.
  • the activation prior to contacting with the gas stream G-1 is conducted for a period in the range of from 0.5 to 10 h, more preferably from 1 to 7 h, more preferably from 2 to 5 h.
  • a gas stream G-2 is obtained containing butadiene in an amount of from 10 to 90 vol-%, preferably from 20 to 80 vol-%, more prefera- bly from 30 to 70 vol-%, based on the total volume of the gas stream G-2. Therefore, embodiments of the present invention are preferred wherein the gas stream G-2 contains butadiene in an amount of from 10 to 90 vol-%, preferably from 20 to 80 vol-%, more preferably from 30 to 70 vol-%, based on the total volume of the gas stream G-2.
  • M is selected from the group consisting of Cr, Co, Ni, Cu, Zn, Zr, Sn, Ta, Mn, Hf, Nb, Ga, Ge, and combinations of two or more thereof, preferably selected from the group consisting of Cr, Co, Ni, Cu, Zn, Zr, Sn, and combinations of two or more thereof, more preferably selected from the group consisting of Cr, Co, Cu, Zn, Zr, and combinations of two or more thereof.
  • the gas stream G-2 contains butadiene in an amount of from 10 to 90 vol.-%, preferably from 20 to 80 vol.-%, more preferably from 30 to 70 vol.-%, based on the total weight of the mixture G-2.
  • Example 1 Preparation of zirconium-containing zeolitic material having a BEA framework structure (Zr-BEA) Zr-BEA was prepared according to the description from Y. Zhu, S. Jaenicke and G.K. Chuah Chem. Commun. (2003), p. 2734.
  • TEOS tetraethylorthosilicate
  • TEAOH tetraethylammoniumhydroxide
  • ZrOC * 8H2O zirconium(IV)oxychloride octahydrate

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Geology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

L'invention concerne un procédé de préparation de butadiène, qui consiste (i) à utiliser un flux gazeux G-1 comprenant de l'éthanol; (ii) à placer le flux gazeux G-1 de l'étape (i) au contact d'un catalyseur pour obtenir un flux gazeux G-2 comprenant du butadiène, ledit catalyseur comprenant un matériau cristallin portant un ou plusieurs métaux M catalytiquement actifs. L'invention concerne en outre l'utilisation dudit matériau cristallin.
PCT/IB2014/062202 2013-06-13 2014-06-13 Catalyseurs de silicate dopés au métal pour la conversion sélective de l'éthanol en butadiène WO2014199348A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN2013077173 2013-06-13
CNPCT/CN2013/077173 2013-06-13

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WO2014199348A2 true WO2014199348A2 (fr) 2014-12-18
WO2014199348A3 WO2014199348A3 (fr) 2015-06-25

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018001982A1 (fr) 2016-06-29 2018-01-04 IFP Energies Nouvelles Procede de production de butadiene a partir d'ethanol integre avec distillation extractive
WO2018001981A1 (fr) 2016-06-29 2018-01-04 IFP Energies Nouvelles Procede de production de butadiene a partir d'ethanol comprenant une purification d'un effluent riche en butadiene par distillation extractive
WO2018182450A1 (fr) 2017-03-31 2018-10-04 Общество с ограниченной ответственностью "ЭТБ каталитические технологии" (ООО "ЭТБ КаТ") Procédé de production de butadiène en une étape
US10202324B2 (en) 2015-05-04 2019-02-12 Basf Se Process for the preparation of melonal
US10556801B2 (en) 2015-02-12 2020-02-11 Basf Se Process for the preparation of a dealuminated zeolitic material having the BEA framework structure
JP2020040065A (ja) * 2019-11-14 2020-03-19 積水化学工業株式会社 １，３−ブタジエン合成用触媒、１，３−ブタジエンの製造装置及び１，３−ブタジエンの製造方法
CN111437877A (zh) * 2020-04-22 2020-07-24 陕西延长石油（集团）有限责任公司 一种Cu/Zr双金属骨架型高硅β分子筛催化剂及其制备方法与应用
CN111992217A (zh) * 2020-09-21 2020-11-27 宁夏大学 一种高选择性制备a-烯烃的催化剂及制备方法和应用
CN114452997A (zh) * 2022-01-25 2022-05-10 浙江工业大学 一种氮掺杂负载型氧化物催化剂及其制备方法与应用
WO2023007677A1 (fr) * 2021-07-29 2023-02-02 Ｔｏｙｏ Ｔｉｒｅ株式会社 Catalyseur de synthèse de 1,3-butadiène, son procédé de production, et procédé de production de 1,3-butadiène
WO2023007676A1 (fr) * 2021-07-29 2023-02-02 Ｔｏｙｏ Ｔｉｒｅ株式会社 Catalyseur de synthèse de 1,3-butadiène, son procédé de production et procédé de production de 1,3-butadiène
WO2024028341A1 (fr) * 2022-08-02 2024-02-08 Synthos S.A. Catalyseur pour la production de 1,3-butadiène comprenant un support contenant de l'aluminium à vitesse spatiale horaire en poids favorable élevée
WO2024028336A1 (fr) * 2022-08-02 2024-02-08 Synthos S.A. Catalyseur destiné à la production de 1,3-butadiène donnant un rendement élevé basé sur un support comprenant de l'aluminium et du sodium

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GB331482A (en) * 1929-01-30 1930-06-30 Serge Vassiliewitsch Lebedev Improvements in or relating to the preparation of diolefines directly from alcohols
US2421361A (en) * 1942-09-29 1947-05-27 Carbide & Carbon Chem Corp Process for making diolefins
CN100551883C (zh) * 2006-12-01 2009-10-21 中国化学工程股份有限公司 流化床催化裂解生产丙烯的方法及反应器
RU2440962C1 (ru) * 2010-07-29 2012-01-27 Общество с ограниченной ответственностью "УНИСИТ" (ООО "УНИСИТ") Одностадийный способ получения бутадиена
CN104498550A (zh) * 2011-01-26 2015-04-08 住友橡胶工业株式会社 合成系统、轮胎用橡胶化学药品、轮胎用合成橡胶以及充气轮胎

Cited By (16)

* Cited by examiner, † Cited by third party
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US10556801B2 (en) 2015-02-12 2020-02-11 Basf Se Process for the preparation of a dealuminated zeolitic material having the BEA framework structure
US10202324B2 (en) 2015-05-04 2019-02-12 Basf Se Process for the preparation of melonal
KR102401890B1 (ko) 2016-06-29 2022-05-24 아이에프피 에너지스 누벨 추출 증류를 포함한, 에탄올로부터 부타디엔을 제조하는 방법
WO2018001981A1 (fr) 2016-06-29 2018-01-04 IFP Energies Nouvelles Procede de production de butadiene a partir d'ethanol comprenant une purification d'un effluent riche en butadiene par distillation extractive
KR20190024979A (ko) * 2016-06-29 2019-03-08 아이에프피 에너지스 누벨 추출 증류를 포함한, 에탄올로부터 부타디엔을 제조하는 방법
WO2018001982A1 (fr) 2016-06-29 2018-01-04 IFP Energies Nouvelles Procede de production de butadiene a partir d'ethanol integre avec distillation extractive
WO2018182450A1 (fr) 2017-03-31 2018-10-04 Общество с ограниченной ответственностью "ЭТБ каталитические технологии" (ООО "ЭТБ КаТ") Procédé de production de butadiène en une étape
JP2020040065A (ja) * 2019-11-14 2020-03-19 積水化学工業株式会社 １，３−ブタジエン合成用触媒、１，３−ブタジエンの製造装置及び１，３−ブタジエンの製造方法
CN111437877A (zh) * 2020-04-22 2020-07-24 陕西延长石油（集团）有限责任公司 一种Cu/Zr双金属骨架型高硅β分子筛催化剂及其制备方法与应用
CN111437877B (zh) * 2020-04-22 2023-03-10 陕西延长石油（集团）有限责任公司 一种Cu/Zr双金属骨架型高硅β分子筛催化剂及其制备方法与应用
CN111992217A (zh) * 2020-09-21 2020-11-27 宁夏大学 一种高选择性制备a-烯烃的催化剂及制备方法和应用
WO2023007677A1 (fr) * 2021-07-29 2023-02-02 Ｔｏｙｏ Ｔｉｒｅ株式会社 Catalyseur de synthèse de 1,3-butadiène, son procédé de production, et procédé de production de 1,3-butadiène
WO2023007676A1 (fr) * 2021-07-29 2023-02-02 Ｔｏｙｏ Ｔｉｒｅ株式会社 Catalyseur de synthèse de 1,3-butadiène, son procédé de production et procédé de production de 1,3-butadiène
CN114452997A (zh) * 2022-01-25 2022-05-10 浙江工业大学 一种氮掺杂负载型氧化物催化剂及其制备方法与应用
WO2024028341A1 (fr) * 2022-08-02 2024-02-08 Synthos S.A. Catalyseur pour la production de 1,3-butadiène comprenant un support contenant de l'aluminium à vitesse spatiale horaire en poids favorable élevée
WO2024028336A1 (fr) * 2022-08-02 2024-02-08 Synthos S.A. Catalyseur destiné à la production de 1,3-butadiène donnant un rendement élevé basé sur un support comprenant de l'aluminium et du sodium

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