CN104039760B - 肟的气相和液相催化贝克曼重排以制备内酰胺 - Google Patents

肟的气相和液相催化贝克曼重排以制备内酰胺 Download PDF

Info

Publication number
CN104039760B
CN104039760B CN201280052939.1A CN201280052939A CN104039760B CN 104039760 B CN104039760 B CN 104039760B CN 201280052939 A CN201280052939 A CN 201280052939A CN 104039760 B CN104039760 B CN 104039760B
Authority
CN
China
Prior art keywords
oxime
sapo
catalyst
lactams
selectivity
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN201280052939.1A
Other languages
English (en)
Chinese (zh)
Other versions
CN104039760A (zh
Inventor
A.B.利维
R.拉贾
M.E.波特
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ed Vance Chemical Co
University of Southampton
Original Assignee
University of Southampton
Honeywell International Inc
Advansix Resins and Chemicals LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by University of Southampton, Honeywell International Inc, Advansix Resins and Chemicals LLC filed Critical University of Southampton
Publication of CN104039760A publication Critical patent/CN104039760A/zh
Application granted granted Critical
Publication of CN104039760B publication Critical patent/CN104039760B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00Catalysts comprising molecular sieves
    • B01J29/82Phosphates
    • B01J29/84Aluminophosphates containing other elements, e.g. metals, boron
    • B01J29/85Silicoaluminophosphates [SAPO compounds]
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00Catalysts comprising molecular sieves
    • B01J29/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/08Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/30Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/70Catalysts, in general, characterised by their form or physical properties characterised by their crystalline properties, e.g. semi-crystalline
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B37/00Compounds having molecular sieve properties but not having base-exchange properties
    • C01B37/06Aluminophosphates containing other elements, e.g. metals, boron
    • C01B37/08Silicoaluminophosphates [SAPO compounds], e.g. CoSAPO
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/54Phosphates, e.g. APO or SAPO compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D201/00Preparation, separation, purification or stabilisation of unsubstituted lactams
    • C07D201/02Preparation of lactams
    • C07D201/04Preparation of lactams from or via oximes by Beckmann rearrangement
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D223/00Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/02Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D223/06Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D223/08Oxygen atoms
    • C07D223/10Oxygen atoms attached in position 2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D225/00Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom
    • C07D225/02Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/05Nuclear magnetic resonance [NMR]
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/10Infrared [IR]
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/15X-ray diffraction
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/30Scanning electron microscopy; Transmission electron microscopy
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/52Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Geology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
CN201280052939.1A 2011-10-28 2012-10-25 肟的气相和液相催化贝克曼重排以制备内酰胺 Active CN104039760B (zh)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US201161628419P 2011-10-28 2011-10-28
US61/628419 2011-10-28
US61/628,419 2011-10-28
US13/658,495 US8772476B2 (en) 2011-10-28 2012-10-23 Gas and liquid phase catalytic Beckmann rearrangement of oximes to produce lactams
US13/658,495 2012-10-23
US13/658495 2012-10-23
PCT/US2012/061876 WO2013063244A1 (en) 2011-10-28 2012-10-25 Gas and liquid phase catalytic beckmann rearrangement of oximes to produce lactams

Publications (2)

Publication Number Publication Date
CN104039760A CN104039760A (zh) 2014-09-10
CN104039760B true CN104039760B (zh) 2018-03-09

Family

ID=48168483

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201280052939.1A Active CN104039760B (zh) 2011-10-28 2012-10-25 肟的气相和液相催化贝克曼重排以制备内酰胺

Country Status (11)

Country Link
US (3) US8772476B2 (https=)
EP (1) EP2771317B1 (https=)
JP (2) JP6243340B2 (https=)
KR (1) KR102002197B1 (https=)
CN (1) CN104039760B (https=)
CO (1) CO6950487A2 (https=)
ES (1) ES2856699T3 (https=)
IN (1) IN2014DN03074A (https=)
MX (1) MX354802B (https=)
RU (1) RU2609779C2 (https=)
WO (1) WO2013063244A1 (https=)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4136000B2 (ja) * 1994-06-03 2008-08-20 三井化学株式会社 殺虫性テトラヒドロフラン系化合物
US8772476B2 (en) * 2011-10-28 2014-07-08 Honeywell International Inc. Gas and liquid phase catalytic Beckmann rearrangement of oximes to produce lactams
US20160167030A1 (en) * 2014-12-16 2016-06-16 University Of Southampton Hierarchical aluminophosphates as catalysts for the beckmann rearrangement

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5312915A (en) * 1993-03-04 1994-05-17 Sumitomo Chemical Company, Limited Process for producing epsilon-caprolactam
WO1998054092A1 (en) * 1997-05-29 1998-12-03 Exxon Chemical Patents Inc. Preparation of zeolite-bound fau structure type zeolite and use thereof
WO1999010277A1 (en) * 1997-08-25 1999-03-04 California Institute Of Technology Functionalized molecular sieves
WO2005035118A1 (en) * 2003-09-25 2005-04-21 Exxonmobil Chemical Patents Inc. Multi component catalyst and its use in catalytic cracking
WO2011064666A2 (en) * 2009-11-30 2011-06-03 Johnson Matthey Public Limited Company Catalysts for treating transient nox emissions

Family Cites Families (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3503958A (en) 1964-10-29 1970-03-31 Mobil Oil Corp Molecular rearrangement of oximes
DE1545789A1 (de) 1965-02-10 1969-10-02 Bayer Ag Verfahren zum Herstellen von Lactamen
US4440871A (en) * 1982-07-26 1984-04-03 Union Carbide Corporation Crystalline silicoaluminophosphates
US4677243A (en) * 1982-10-04 1987-06-30 Union Carbide Corporation Production of light olefins from aliphatic hetero compounds
US4499327A (en) * 1982-10-04 1985-02-12 Union Carbide Corporation Production of light olefins
IT1187661B (it) 1985-04-23 1987-12-23 Enichem Sintesi Catalizzatore a base di silicio e titanio ad elevata resistenza meccanica
US4873325A (en) 1986-06-25 1989-10-10 Uop Process for the production of amides
JP3066047B2 (ja) 1990-08-03 2000-07-17 中外製薬株式会社 新規なビタミンd▲下3▼誘導体
DE4125457A1 (de) 1991-08-01 1993-02-04 Bayer Ag Verfahren zur herstellung von n-substituierten lactamen
KR100224333B1 (ko) 1991-11-27 1999-10-15 고오사이 아끼오 ε-카프로락탐의 제조방법
US5242676A (en) 1992-05-11 1993-09-07 Mobil Oil Corp. Selective surface dealumination of zeolites using dicarboxylic acid
US5292880A (en) 1992-05-11 1994-03-08 Mobil Oil Corporation Synthesis of caprolactam using catalysts
JPH09291074A (ja) 1996-04-26 1997-11-11 Sumitomo Chem Co Ltd ε−カプロラクタムの製造方法
JP2001072657A (ja) 1999-06-28 2001-03-21 Mitsubishi Chemicals Corp アミド化合物の製造方法
JP2001072658A (ja) 1999-06-28 2001-03-21 Mitsubishi Chemicals Corp アミド化合物の製造方法
TW526172B (en) 1999-06-30 2003-04-01 Sumitomo Chemical Co A process for producing pentacyl-type crystalline zeolites and a process for producing ε-caprolactam using the same
IT1314001B1 (it) 1999-11-19 2002-12-03 Enichem Spa Metodo per la rimozione del templante da zeoliti sintetiche
IT1314263B1 (it) 1999-12-03 2002-12-06 Enichem Spa Processo per la preparazione di catalizzatori zeolitici.
WO2001081302A1 (en) * 2000-04-21 2001-11-01 Mitsubishi Chemical Corporation Process for producing amide compound
US6531595B2 (en) 2000-09-29 2003-03-11 Sumitomo Chemical Company, Limited Method for producing ε-caprolactam and reactor for the method
CN1322927A (zh) 2001-03-05 2001-11-21 叶声羽 大热水量的电热水器及槓杆式上水自动装置
CN100375741C (zh) 2001-09-12 2008-03-19 旭化成化学株式会社 生产内酰胺的方法
ITMI20012470A1 (it) 2001-11-23 2003-05-23 Enichem Spa Procediemnto per la preparazione di vitalizzatori zeolitici di tipo mfi
JP3969078B2 (ja) 2001-12-12 2007-08-29 住友化学株式会社 ペンタシル型ゼオライトの製造方法およびε−カプロラクタムの製造方法
US6946553B2 (en) 2002-02-27 2005-09-20 Sumitomo Chemical Company, Limited Process for producing ε-caprolactam and catalyst for the production
EP1688393B1 (en) 2003-11-17 2012-01-11 National Institute of Advanced Industrial Science and Technology High silica cds-1 zeolite
JP4461926B2 (ja) 2004-06-30 2010-05-12 住友化学株式会社 ゼオライトの製造方法及びε−カプロラクタムの製造方法
GB2450711A (en) 2007-07-03 2009-01-07 Univ Southampton An aluminophosphate based redox catalyst
JP2010047499A (ja) 2008-08-20 2010-03-04 Univ Of Tokyo ε−カプロラクタムの製造方法及びペンタシル型ゼオライトの製造方法
DE102008060340A1 (de) 2008-12-03 2010-06-10 Wolfgang F. Prof. Dr. Hölderich Herstellung von Lactamen und Carbonsäureamide durch Beckmann-Umlagerung von Oximen in Gegenwart von Nb-Katalysatoren
GB0900198D0 (en) 2009-01-07 2009-02-11 Univ Southampton Ammoximation process
CN102050464B (zh) 2009-10-30 2012-07-25 中国石油化工股份有限公司 硅分子筛的合成方法
JP2012066977A (ja) 2010-09-27 2012-04-05 Sumitomo Chemical Co Ltd ゼオライトの製造方法及びε−カプロラクタムの製造方法
JP2012158501A (ja) 2011-02-02 2012-08-23 Sumitomo Chemical Co Ltd ゼオライトの製造方法及びε−カプロラクタムの製造方法
CN102188989B (zh) 2011-03-24 2013-08-07 中国天辰工程有限公司 一种流化床催化剂及制备方法
CN102432032B (zh) 2011-09-16 2013-05-15 湖南大学 一种纳米全硅分子筛及其制备方法与应用
US8772476B2 (en) * 2011-10-28 2014-07-08 Honeywell International Inc. Gas and liquid phase catalytic Beckmann rearrangement of oximes to produce lactams

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5312915A (en) * 1993-03-04 1994-05-17 Sumitomo Chemical Company, Limited Process for producing epsilon-caprolactam
WO1998054092A1 (en) * 1997-05-29 1998-12-03 Exxon Chemical Patents Inc. Preparation of zeolite-bound fau structure type zeolite and use thereof
WO1999010277A1 (en) * 1997-08-25 1999-03-04 California Institute Of Technology Functionalized molecular sieves
WO2005035118A1 (en) * 2003-09-25 2005-04-21 Exxonmobil Chemical Patents Inc. Multi component catalyst and its use in catalytic cracking
WO2011064666A2 (en) * 2009-11-30 2011-06-03 Johnson Matthey Public Limited Company Catalysts for treating transient nox emissions

Also Published As

Publication number Publication date
IN2014DN03074A (https=) 2015-05-15
WO2013063244A1 (en) 2013-05-02
RU2609779C2 (ru) 2017-02-03
US20150126732A1 (en) 2015-05-07
EP2771317B1 (en) 2020-12-09
BR112014010194A2 (pt) 2017-06-13
JP6243340B2 (ja) 2017-12-06
EP2771317A1 (en) 2014-09-03
US20150306586A1 (en) 2015-10-29
US20160279622A9 (en) 2016-09-29
US9221762B2 (en) 2015-12-29
CN104039760A (zh) 2014-09-10
JP2017200906A (ja) 2017-11-09
KR102002197B1 (ko) 2019-07-19
US8772476B2 (en) 2014-07-08
ES2856699T3 (es) 2021-09-28
MX354802B (es) 2018-03-22
JP2015501321A (ja) 2015-01-15
EP2771317A4 (en) 2015-10-07
MX2014005018A (es) 2014-07-09
US20130109851A1 (en) 2013-05-02
KR20150000863A (ko) 2015-01-05
RU2014121157A (ru) 2015-12-10
CO6950487A2 (es) 2014-05-20
US9662643B2 (en) 2017-05-30
BR112014010194A8 (pt) 2017-06-20

Similar Documents

Publication Publication Date Title
US10537884B2 (en) Hierarchical aluminophosphates as catalysts for the Beckmann rearrangement
WO2018064604A1 (en) Phosphorus-containing solid catalysts and reactions catalyzed thereby, including synthesis of p-xylene
CN104039760B (zh) 肟的气相和液相催化贝克曼重排以制备内酰胺
Wu et al. Exclusive SAPO-seeded synthesis of ZK-5 zeolite for selective synthesis of methylamines
Fernández et al. Insight into the active sites for the Beckmann rearrangement on porous solids by in situ infrared spectroscopy
Zhang et al. Rapid solvent-free synthesis of nano-sized ZSM-5 with a low Si/Al ratio at 90° C
Huang et al. Regioselective H/D exchange at the side-chain of ethylbenzene on dealuminated zeolite HY studied by in situ MAS NMR-UV/Vis spectroscopy
CN109289902B (zh) 一种提高成型mfi分子筛催化贝克曼重排反应性能的方法
Zhang et al. In situ synthesis of Pt nanoparticles encapsulated in silicalite-1 zeolite via a steam-assisted dry-gel conversion method
EP4153535B1 (en) Molecular sieve ssz-120, its synthesis and use
BR112014010194B1 (pt) Método para executar uma reação de rearranjo beckmann
CN117358295B (zh) 一种用于生产环己基苯的催化剂及其制备方法和应用
Kowalak et al. Catalytic activity of zincosilicate MFI for the dehydrogenation of hydrocarbons
CN121021335A (zh) 一种制备苯乙酮肟的方法
Jiang et al. Formation of methylamines by the reaction of ammonia with surface methoxy species on zeolite HY and the silicoaluminophosphate H-SAPO-34
Hensen et al. Iron Clusters Occluded in Zeolite ZSM5 Micropores

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
TA01 Transfer of patent application right
TA01 Transfer of patent application right

Effective date of registration: 20170927

Address after: new jersey

Applicant after: Ed Vance Chemical Co

Applicant after: Univ. of Sonthampton

Address before: new jersey

Applicant before: Honeywell International Corp.

Applicant before: Univ. of Sonthampton

GR01 Patent grant
GR01 Patent grant