US20110137027A1 - Method for preparing lactames, comprising a photonitrosation step, followed by a beckmann transposition step - Google Patents

Method for preparing lactames, comprising a photonitrosation step, followed by a beckmann transposition step Download PDF

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Publication number
US20110137027A1
US20110137027A1 US12/993,975 US99397509A US2011137027A1 US 20110137027 A1 US20110137027 A1 US 20110137027A1 US 99397509 A US99397509 A US 99397509A US 2011137027 A1 US2011137027 A1 US 2011137027A1
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US
United States
Prior art keywords
photonitrosation
microreactor
dechlorination
beckmann rearrangement
leds
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.)
Abandoned
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US12/993,975
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English (en)
Inventor
Thierry Aubert
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.)
Arkema France SA
Original Assignee
Arkema France SA
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 Arkema France SA filed Critical Arkema France SA
Assigned to ARKEMA FRANCE reassignment ARKEMA FRANCE ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: AUBERT, THIERRY
Publication of US20110137027A1 publication Critical patent/US20110137027A1/en
Abandoned legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
    • C07D201/02—Preparation of lactams
    • C07D201/10—Preparation of lactams from cycloaliphatic compounds by simultaneous nitrosylation and rearrangement
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
    • C07C249/06—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes by nitrosation of hydrocarbons or substituted hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
    • C07D201/02—Preparation of lactams
    • C07D201/04—Preparation of lactams from or via oximes by Beckmann rearrangement
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D225/00—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom
    • C07D225/02—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D227/00—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00
    • C07D227/02—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D227/06—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D227/08—Oxygen atoms
    • C07D227/087—One doubly-bound oxygen atom in position 2, e.g. lactams
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
    • C07C2601/20—Systems containing only non-condensed rings with a ring being at least seven-membered the ring being twelve-membered
US12/993,975 2008-05-26 2009-05-14 Method for preparing lactames, comprising a photonitrosation step, followed by a beckmann transposition step Abandoned US20110137027A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0853419A FR2931478B1 (fr) 2008-05-26 2008-05-26 Prodece de preparation de lactames comprenant une etape de photonitrosation suivie d'une etape de transposition de beckmann
FR08.53419 2008-05-26
PCT/FR2009/050886 WO2009153470A1 (fr) 2008-05-26 2009-05-14 Procede de preparation de lactames comprenant une etape de photonitrosation suivie d'une etape de transposition de beckmann

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2009/050886 A-371-Of-International WO2009153470A1 (fr) 2008-05-26 2009-05-14 Procede de preparation de lactames comprenant une etape de photonitrosation suivie d'une etape de transposition de beckmann

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US14/252,610 Continuation US9499481B2 (en) 2008-05-26 2014-04-14 Method for preparing lactames, comprising a photonitrosation step, followed by a Beckmann transposition step

Publications (1)

Publication Number Publication Date
US20110137027A1 true US20110137027A1 (en) 2011-06-09

Family

ID=40134955

Family Applications (2)

Application Number Title Priority Date Filing Date
US12/993,975 Abandoned US20110137027A1 (en) 2008-05-26 2009-05-14 Method for preparing lactames, comprising a photonitrosation step, followed by a beckmann transposition step
US14/252,610 Active US9499481B2 (en) 2008-05-26 2014-04-14 Method for preparing lactames, comprising a photonitrosation step, followed by a Beckmann transposition step

Family Applications After (1)

Application Number Title Priority Date Filing Date
US14/252,610 Active US9499481B2 (en) 2008-05-26 2014-04-14 Method for preparing lactames, comprising a photonitrosation step, followed by a Beckmann transposition step

Country Status (7)

Country Link
US (2) US20110137027A1 (fr)
EP (2) EP2291357B1 (fr)
JP (5) JP6235769B2 (fr)
CN (2) CN103588706B (fr)
FR (1) FR2931478B1 (fr)
PL (2) PL3101011T3 (fr)
WO (1) WO2009153470A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9181177B2 (en) 2012-06-26 2015-11-10 Toray Industries, Inc. Method of producing cycloalkanone oxime
US20170298015A1 (en) * 2014-10-09 2017-10-19 Toray Industries, Inc. Photochemical reaction device, photochemical reaction method using same, and lactam production method using said method
US9932296B2 (en) 2012-06-27 2018-04-03 Toray Industries, Inc. Method of producing cycloalkanone oxime
US10618873B2 (en) 2016-02-01 2020-04-14 Basf Se Method for producing C4-C15 lactams

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2931478B1 (fr) * 2008-05-26 2012-08-03 Arkema France Prodece de preparation de lactames comprenant une etape de photonitrosation suivie d'une etape de transposition de beckmann
JP5359063B2 (ja) * 2008-06-30 2013-12-04 東レ株式会社 シクロアルカノンオキシムの製造方法
JP5359064B2 (ja) * 2008-06-30 2013-12-04 東レ株式会社 シクロアルカノンオキシムの製造方法および光化学反応装置
JP5821623B2 (ja) * 2010-12-28 2015-11-24 東レ株式会社 シクロアルカノンオキシムの製造方法およびラクタムを製造する方法
WO2016156932A1 (fr) 2015-04-02 2016-10-06 Anthea Aromatics Private Limited Procédé efficace de synthèse d'amides cycliques
CN108409646B (zh) * 2018-01-19 2020-05-19 南京红太阳生物化学有限责任公司 一种烟酰胺的合成方法
FR3107612B1 (fr) 2020-02-20 2022-03-04 Arkema France Lampe pour réacteur photochimique à base de diodes électroluminescentes
CN115260073A (zh) * 2022-08-31 2022-11-01 中国天辰工程有限公司 一种无硫酸铵副产重排工艺制备月桂精内酰胺的方法

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3553091A (en) * 1966-08-17 1971-01-05 Fumio Nishikawa Method of photonitrosation of cycloalkanes
US3652552A (en) * 1966-12-16 1972-03-28 Stamicarbon Preparation of lactams from cycloalkanes
US4211700A (en) * 1978-02-17 1980-07-08 Ato Chimie Process for the preparation of lactames through oxime isomerization
US4492365A (en) * 1982-06-25 1985-01-08 Rene Desaar Porous nozzle for blowing gas through steel
US6194570B1 (en) * 1998-09-21 2001-02-27 Atofina Process for the preparation of lauryllactam by photonitrosation of cyclododecane and beckmann rearrangement in the presence of methanesulphonic acid
US6197999B1 (en) * 1997-07-02 2001-03-06 Atofina Photonitrosation of cyclododecane in chloroform in quasi-anhydrous medium
US20080214836A1 (en) * 2005-06-21 2008-09-04 Lacroix Eric Process for the synthesis of lauryllactam (L12) by gas phase catalytic rearrangement of cyclododecanone oxime

Family Cites Families (14)

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Publication number Priority date Publication date Assignee Title
JP2000164931A (ja) 1998-11-27 2000-06-16 Sumitomo Electric Ind Ltd 白色光源
JP2001002636A (ja) * 1999-06-15 2001-01-09 Toray Ind Inc ラクタムの製造方法
DE10016106A1 (de) * 2000-03-31 2001-10-04 Merck Patent Gmbh Verfahren zur Beckmann-Umlagerung organischer Oxime
US6871982B2 (en) * 2003-01-24 2005-03-29 Digital Optics International Corporation High-density illumination system
JPWO2006013699A1 (ja) 2004-08-04 2008-05-01 松下電器産業株式会社 無線通信装置、無線通信システム及び無線通信方法
DE102005003966A1 (de) * 2005-01-27 2006-08-10 Ehrfeld Mikrotechnik Bts Gmbh Vorrichtung zur kontinuierlichen Durchführung photochemischer Prozesse mit geringen optischen Schichtdicken, enger Verweilzeitverteilung und hohen Durchsätzen
JP5110779B2 (ja) * 2005-07-21 2012-12-26 日東電工株式会社 光反応生成物シート類の製造方法及び装置
EP3264542B1 (fr) 2006-03-10 2019-06-05 Nichia Corporation Dispositif électroluminescent
US8596819B2 (en) * 2006-05-31 2013-12-03 Cree, Inc. Lighting device and method of lighting
JP5030222B2 (ja) 2006-09-08 2012-09-19 国立大学法人東京工業大学 光触媒系マイクロ反応装置
JP2009235365A (ja) 2008-03-28 2009-10-15 Toyota Motor Corp ポリ乳酸複合成形体、ポリ乳酸複合成形体の製造方法及び自動車内装材用表面部材
FR2931478B1 (fr) * 2008-05-26 2012-08-03 Arkema France Prodece de preparation de lactames comprenant une etape de photonitrosation suivie d'une etape de transposition de beckmann
JP5359063B2 (ja) * 2008-06-30 2013-12-04 東レ株式会社 シクロアルカノンオキシムの製造方法
JP5359064B2 (ja) * 2008-06-30 2013-12-04 東レ株式会社 シクロアルカノンオキシムの製造方法および光化学反応装置

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3553091A (en) * 1966-08-17 1971-01-05 Fumio Nishikawa Method of photonitrosation of cycloalkanes
US3652552A (en) * 1966-12-16 1972-03-28 Stamicarbon Preparation of lactams from cycloalkanes
US4211700A (en) * 1978-02-17 1980-07-08 Ato Chimie Process for the preparation of lactames through oxime isomerization
US4492365A (en) * 1982-06-25 1985-01-08 Rene Desaar Porous nozzle for blowing gas through steel
US6197999B1 (en) * 1997-07-02 2001-03-06 Atofina Photonitrosation of cyclododecane in chloroform in quasi-anhydrous medium
US6194570B1 (en) * 1998-09-21 2001-02-27 Atofina Process for the preparation of lauryllactam by photonitrosation of cyclododecane and beckmann rearrangement in the presence of methanesulphonic acid
US20080214836A1 (en) * 2005-06-21 2008-09-04 Lacroix Eric Process for the synthesis of lauryllactam (L12) by gas phase catalytic rearrangement of cyclododecanone oxime

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9181177B2 (en) 2012-06-26 2015-11-10 Toray Industries, Inc. Method of producing cycloalkanone oxime
US9932296B2 (en) 2012-06-27 2018-04-03 Toray Industries, Inc. Method of producing cycloalkanone oxime
US20170298015A1 (en) * 2014-10-09 2017-10-19 Toray Industries, Inc. Photochemical reaction device, photochemical reaction method using same, and lactam production method using said method
US10414724B2 (en) * 2014-10-09 2019-09-17 Toray Industries, Inc. Photochemical reaction device, photochemical reaction method using same, and lactam production method using said method
US10618873B2 (en) 2016-02-01 2020-04-14 Basf Se Method for producing C4-C15 lactams

Also Published As

Publication number Publication date
JP2015157871A (ja) 2015-09-03
JP6567332B2 (ja) 2019-08-28
PL3101011T3 (pl) 2018-09-28
CN103588706B (zh) 2016-08-24
JP2011521004A (ja) 2011-07-21
EP2291357A1 (fr) 2011-03-09
PL2291357T3 (pl) 2016-12-30
US20140246303A1 (en) 2014-09-04
CN102046604B (zh) 2015-02-25
WO2009153470A1 (fr) 2009-12-23
EP3101011A1 (fr) 2016-12-07
FR2931478A1 (fr) 2009-11-27
JP2017081987A (ja) 2017-05-18
JP6235769B2 (ja) 2017-11-22
CN102046604A (zh) 2011-05-04
EP2291357B1 (fr) 2016-07-13
EP3101011B1 (fr) 2018-06-20
JP2019055999A (ja) 2019-04-11
FR2931478B1 (fr) 2012-08-03
JP2017132797A (ja) 2017-08-03
CN103588706A (zh) 2014-02-19
US9499481B2 (en) 2016-11-22

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AS Assignment

Owner name: ARKEMA FRANCE, FRANCE

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:AUBERT, THIERRY;REEL/FRAME:025535/0189

Effective date: 20101116

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION