WO2008096873A1 - ラウロラクタムの製造方法 - Google Patents

ラウロラクタムの製造方法 Download PDF

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Publication number
WO2008096873A1
WO2008096873A1 PCT/JP2008/052192 JP2008052192W WO2008096873A1 WO 2008096873 A1 WO2008096873 A1 WO 2008096873A1 JP 2008052192 W JP2008052192 W JP 2008052192W WO 2008096873 A1 WO2008096873 A1 WO 2008096873A1
Authority
WO
WIPO (PCT)
Prior art keywords
cyclododecanone
oxime
laurolactam
solution
aforementioned
Prior art date
Application number
PCT/JP2008/052192
Other languages
English (en)
French (fr)
Inventor
Kazuaki Ishihara
Junichi Kugimoto
Joji Kawai
Original Assignee
National University Corporation Nagoya University
Ube Industries, Ltd.
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 National University Corporation Nagoya University, Ube Industries, Ltd. filed Critical National University Corporation Nagoya University
Priority to EP08711071.4A priority Critical patent/EP2123635B1/en
Priority to ES08711071T priority patent/ES2426368T3/es
Priority to US12/526,494 priority patent/US8163899B2/en
Priority to JP2008557179A priority patent/JP5462488B2/ja
Publication of WO2008096873A1 publication Critical patent/WO2008096873A1/ja

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Classifications

    • 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
    • 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
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

　シクロドデカノンおよびヒドロキシルアミンから、簡単な工程により効率よくラウロラクタムを製造する方法を提供する。この製造方法は、（ａ）シクロドデカノンと水溶液中のヒドロキシルアミンとを、過剰のシクロドデカノンの存在下または溶媒の存在下で反応させ、シクロドデカノンオキシムを生成する工程、（ｂ）前記オキシム化工程後の反応液を油相と水相に分離し、シクロドデカノンオキシムの溶液を油相として取得する工程、（ｃ）前記油／水分離工程により油相として取得した前記シクロドデカノンオキシムの溶液から溶解水分を除去する工程、（ｄ）芳香環含有化合物を転位触媒として用いて、転位反応により、シクロドデカノンオキシムからラウロラクタムを生成する工程、および（ｅ）前記転位工程後、生成したラウロラクタムを分離し、精製する工程を有する。
PCT/JP2008/052192 2007-02-09 2008-02-08 ラウロラクタムの製造方法 WO2008096873A1 (ja)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP08711071.4A EP2123635B1 (en) 2007-02-09 2008-02-08 Method for production of laurolactam
ES08711071T ES2426368T3 (es) 2007-02-09 2008-02-08 Método para la producción de laurolactama
US12/526,494 US8163899B2 (en) 2007-02-09 2008-02-08 Process for producing laurolactam
JP2008557179A JP5462488B2 (ja) 2007-02-09 2008-02-08 ラウロラクタムの製造方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-030474 2007-02-09
JP2007030474 2007-02-09

Publications (1)

Publication Number Publication Date
WO2008096873A1 true WO2008096873A1 (ja) 2008-08-14

Family

ID=39681771

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/052192 WO2008096873A1 (ja) 2007-02-09 2008-02-08 ラウロラクタムの製造方法

Country Status (5)

Country Link
US (1) US8163899B2 (ja)
EP (1) EP2123635B1 (ja)
JP (1) JP5462488B2 (ja)
ES (1) ES2426368T3 (ja)
WO (1) WO2008096873A1 (ja)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009069522A1 (ja) * 2007-11-29 2009-06-04 Ube Industries, Ltd. ラウロラクタムの製造方法
WO2009142206A1 (ja) * 2008-05-20 2009-11-26 宇部興産株式会社 ラウロラクタムの製造方法
CN102070528A (zh) * 2009-11-20 2011-05-25 赢创德固赛有限责任公司 通过结晶与下游蒸馏的组合后处理含月桂内酰胺的料流回收其中的所有有价值组分的方法
WO2011115132A1 (ja) * 2010-03-15 2011-09-22 宇部興産株式会社 アミド化合物の製造方法
US8163899B2 (en) 2007-02-09 2012-04-24 National University Corporation Nagoya University Process for producing laurolactam

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009298706A (ja) * 2008-06-11 2009-12-24 Daicel Chem Ind Ltd アミド又はラクタムの製造法
CN109867616B (zh) * 2017-12-05 2020-11-24 万华化学集团股份有限公司 一种十二内酰胺的生产方法
EP3498758A1 (de) 2017-12-13 2019-06-19 Evonik Degussa GmbH Verfahren zur herstellung von polymeren aus monomeren umfassend laurinlactam
EP3498759A1 (de) 2017-12-13 2019-06-19 Evonik Degussa GmbH Verfahren zur herstellung von polymeren aus monomeren umfassend laurinlactam
KR102560093B1 (ko) * 2019-12-06 2023-07-27 한화솔루션 주식회사 라우로락탐의 제조방법, 이의 합성장치, 이에 의해 제조된 라우로락탐 조성물, 이를 이용한 폴리라우로락탐의 제조방법
CN113769683B (zh) * 2021-08-24 2023-04-18 北京化工大学 一种十二内酰胺的短流程连续化制备系统及方法

Citations (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4623740B1 (ja) 1967-03-18 1971-07-07
JPS5233118B1 (ja) 1965-02-03 1977-08-26
JPH054964A (ja) 1990-11-21 1993-01-14 Ube Ind Ltd カプロラクタムとラウロラクタムの製造方法
JPH09301951A (ja) 1996-05-16 1997-11-25 Mitsubishi Chem Corp アミド化合物の製造方法
JPH09301952A (ja) 1996-05-16 1997-11-25 Mitsubishi Chem Corp アミド化合物の製造方法
JP2001019670A (ja) 1999-07-05 2001-01-23 Mitsubishi Chemicals Corp 転位反応による有機化合物の製造方法
JP2001072658A (ja) 1999-06-28 2001-03-21 Mitsubishi Chemicals Corp アミド化合物の製造方法
JP2001302602A (ja) 2000-04-21 2001-10-31 Mitsubishi Chemicals Corp アミド化合物の製造方法
JP2001302603A (ja) 2000-04-21 2001-10-31 Mitsubishi Chemicals Corp アミド化合物の製造方法
JP2002114746A (ja) * 2000-09-26 2002-04-16 Degussa Ag オキシムの製造法
JP2003321453A (ja) * 2002-05-07 2003-11-11 Mitsubishi Chemicals Corp アミド化合物の製造方法
JP2004099585A (ja) * 2002-01-16 2004-04-02 Ube Ind Ltd シクロドデカノンからラウロラクタムを製造する方法
JP2006219470A (ja) 2005-01-14 2006-08-24 Univ Nagoya オキシム化合物のベックマン転位反応用触媒、及びそれを用いたアミド化合物の製造方法
WO2007105482A1 (ja) * 2006-03-10 2007-09-20 Daicel Chemical Industries, Ltd. アミド又はラクタムの製造法
WO2007125002A1 (en) * 2006-04-28 2007-11-08 Evonik Degussa Gmbh Process for preparing amides from ketoximes

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL292749A (ja) 1963-05-15
CH430206A (de) 1964-01-30 1967-02-15 Inventa Ag Verfahren zur Polymerisation von Laurinlactam
NL146488B (nl) 1966-02-11 1975-07-15 Stamicarbon Het bereiden van cyclododecanonoxime.
JPS5233118A (en) 1975-09-10 1977-03-14 Hitachi Ltd Flow regulator with water level corrective device
EP0487090A3 (en) 1990-11-21 1992-10-07 Ube Industries, Ltd. Process for preparing caprolactam and laurolactam
DE10142621A1 (de) 2001-08-31 2003-03-20 Degussa Aufarbeitung der Ammoximationsprodukte von Ketonen durch Flüssig-Flüssig-Extraktion in einem ternären Lösemittelsystem
JP2008156277A (ja) * 2006-12-22 2008-07-10 Daicel Chem Ind Ltd ラクタム化合物の製造方法
EP2123635B1 (en) 2007-02-09 2013-06-05 National University Corporation Nagoya University Method for production of laurolactam

Patent Citations (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5233118B1 (ja) 1965-02-03 1977-08-26
JPS4623740B1 (ja) 1967-03-18 1971-07-07
JPH054964A (ja) 1990-11-21 1993-01-14 Ube Ind Ltd カプロラクタムとラウロラクタムの製造方法
JPH09301951A (ja) 1996-05-16 1997-11-25 Mitsubishi Chem Corp アミド化合物の製造方法
JPH09301952A (ja) 1996-05-16 1997-11-25 Mitsubishi Chem 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
JP2001019670A (ja) 1999-07-05 2001-01-23 Mitsubishi Chemicals Corp 転位反応による有機化合物の製造方法
JP2001302602A (ja) 2000-04-21 2001-10-31 Mitsubishi Chemicals Corp アミド化合物の製造方法
JP2001302603A (ja) 2000-04-21 2001-10-31 Mitsubishi Chemicals Corp アミド化合物の製造方法
JP2002114746A (ja) * 2000-09-26 2002-04-16 Degussa Ag オキシムの製造法
JP2004099585A (ja) * 2002-01-16 2004-04-02 Ube Ind Ltd シクロドデカノンからラウロラクタムを製造する方法
JP2003321453A (ja) * 2002-05-07 2003-11-11 Mitsubishi Chemicals Corp アミド化合物の製造方法
JP2006219470A (ja) 2005-01-14 2006-08-24 Univ Nagoya オキシム化合物のベックマン転位反応用触媒、及びそれを用いたアミド化合物の製造方法
WO2007105482A1 (ja) * 2006-03-10 2007-09-20 Daicel Chemical Industries, Ltd. アミド又はラクタムの製造法
WO2007125002A1 (en) * 2006-04-28 2007-11-08 Evonik Degussa Gmbh Process for preparing amides from ketoximes

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
J. S. SANDHU, INDIAN JOURNAL OF CHEMISTRY, 2002, pages 154 - 156
J. S. YADAV, JOURNAL OF CHEMICAL RESEARCH(S), 2002, pages 236 - 238
K. ISHIHARA, JOURNAL OF AMERICAN CHEMICAL SOCIATY, 2005, pages 11240 - 11241
K. NARASAKA, CHEMISTRY LETTER, 1993, pages 489 - 492
M. ZHU, TETRAHEDRON LETTERS, 2006, pages 4861 - 4863
See also references of EP2123635A4 *

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8163899B2 (en) 2007-02-09 2012-04-24 National University Corporation Nagoya University Process for producing laurolactam
US8309714B2 (en) 2007-11-29 2012-11-13 Ube Industries, Ltd. Process for producing laurolactam
EP2223911A1 (en) * 2007-11-29 2010-09-01 Ube Industries, Ltd. Method for production of laurolactam
WO2009069522A1 (ja) * 2007-11-29 2009-06-04 Ube Industries, Ltd. ラウロラクタムの製造方法
EP2223911A4 (en) * 2007-11-29 2011-10-26 Ube Industries PROCESS FOR THE PRODUCTION OF LAUROLACTAM
JP5446872B2 (ja) * 2007-11-29 2014-03-19 宇部興産株式会社 ラウロラクタムの製造方法
WO2009142206A1 (ja) * 2008-05-20 2009-11-26 宇部興産株式会社 ラウロラクタムの製造方法
JP5585445B2 (ja) * 2008-05-20 2014-09-10 宇部興産株式会社 ラウロラクタムの製造方法
US8338589B2 (en) 2008-05-20 2012-12-25 Ube Industries, Ltd. Process for producing laurolactam
CN102070528A (zh) * 2009-11-20 2011-05-25 赢创德固赛有限责任公司 通过结晶与下游蒸馏的组合后处理含月桂内酰胺的料流回收其中的所有有价值组分的方法
JP2011105723A (ja) * 2009-11-20 2011-06-02 Evonik Degussa Gmbh 晶析と後接続された蒸留との組み合わせによる、含有される全ての有用成分を回収するための、ラウリンラクタムを含有する物質流の後処理法
EP2336112A1 (de) 2009-11-20 2011-06-22 Evonik Degussa GmbH Verfahren zur Aufarbeitung eines Laurinlactam enthaltenen Stoffstroms für die Rückgewinnung aller enthaltene Wertstoffkomponenten durch Kombination von Kristallisation mit nachgeschalteter Destillation
US8399658B2 (en) 2009-11-20 2013-03-19 Evonik Degussa Gmbh Method for isolation of laurolactam from a laurolactam synthesis process stream
CN102070528B (zh) * 2009-11-20 2015-05-06 赢创德固赛有限责任公司 通过结晶与下游蒸馏的组合后处理含月桂内酰胺的料流回收其中的所有有价值组分的方法
WO2011115132A1 (ja) * 2010-03-15 2011-09-22 宇部興産株式会社 アミド化合物の製造方法
EP2738161A1 (en) 2010-03-15 2014-06-04 Ube Industries, Ltd. Method for producing amide compound
US8816069B2 (en) 2010-03-15 2014-08-26 Ube Industries, Ltd. Method for producing amide compound
EP2738162A3 (en) * 2010-03-15 2014-09-03 Ube Industries, Ltd. Method for producing amide compound
EP2738162A2 (en) 2010-03-15 2014-06-04 Ube Industries, Ltd. Method for producing amide compound
US8962826B2 (en) 2010-03-15 2015-02-24 Ube Industries, Ltd. Method for producing amide compound
EP2548862A4 (en) * 2010-03-15 2013-09-04 Ube Industries PROCESS FOR PREPARING AN AMID COMPOUND
JP2015120707A (ja) * 2010-03-15 2015-07-02 宇部興産株式会社 アミド化合物の製造方法
JP2015129130A (ja) * 2010-03-15 2015-07-16 宇部興産株式会社 アミド化合物の製造方法
US9242931B2 (en) 2010-03-15 2016-01-26 Ube Industries, Ltd. Method for producing amide compound
CN105315213A (zh) * 2010-03-15 2016-02-10 宇部兴产株式会社 制备酰胺化合物的方法

Also Published As

Publication number Publication date
ES2426368T3 (es) 2013-10-22
EP2123635A4 (en) 2010-11-10
JPWO2008096873A1 (ja) 2010-05-27
US20100324283A1 (en) 2010-12-23
JP5462488B2 (ja) 2014-04-02
EP2123635A1 (en) 2009-11-25
US8163899B2 (en) 2012-04-24
EP2123635B1 (en) 2013-06-05

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