CN103228626B - 由5-羟甲基-2-糠醛制备己内酯、己内酰胺、2,5-四氢呋喃-二甲醇、1,6-己二醇或1,2,6-己三醇的方法 - Google Patents
由5-羟甲基-2-糠醛制备己内酯、己内酰胺、2,5-四氢呋喃-二甲醇、1,6-己二醇或1,2,6-己三醇的方法 Download PDFInfo
- Publication number
- CN103228626B CN103228626B CN201180036114.6A CN201180036114A CN103228626B CN 103228626 B CN103228626 B CN 103228626B CN 201180036114 A CN201180036114 A CN 201180036114A CN 103228626 B CN103228626 B CN 103228626B
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- China
- Prior art keywords
- hexanediol
- hydrogenation
- dimethanol
- catalyst
- hexanetriol
- 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.)
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-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
- C07D313/02—Seven-membered rings
- C07D313/04—Seven-membered rings not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
- C07D201/02—Preparation of lactams
- C07D201/08—Preparation of lactams from carboxylic acids or derivatives thereof, e.g. hydroxy carboxylic acids, lactones or nitriles
-
- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Furan Compounds (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10163881.5 | 2010-05-26 | ||
| EP10163881A EP2390247A1 (en) | 2010-05-26 | 2010-05-26 | Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde |
| PCT/NL2011/050200 WO2011149339A1 (en) | 2010-05-26 | 2011-03-23 | Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran-dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103228626A CN103228626A (zh) | 2013-07-31 |
| CN103228626B true CN103228626B (zh) | 2016-08-03 |
Family
ID=42797300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180036114.6A Active CN103228626B (zh) | 2010-05-26 | 2011-03-23 | 由5-羟甲基-2-糠醛制备己内酯、己内酰胺、2,5-四氢呋喃-二甲醇、1,6-己二醇或1,2,6-己三醇的方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US9199961B2 (enExample) |
| EP (2) | EP2390247A1 (enExample) |
| JP (1) | JP6327853B2 (enExample) |
| CN (1) | CN103228626B (enExample) |
| BR (1) | BR112012029996B1 (enExample) |
| CA (1) | CA2800797C (enExample) |
| ES (1) | ES2727436T3 (enExample) |
| WO (1) | WO2011149339A1 (enExample) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8669297B2 (en) | 2010-05-24 | 2014-03-11 | Tandus Flooring, Inc. | Textile backing formed from recycled materials |
| EP2390247A1 (en) | 2010-05-26 | 2011-11-30 | Netherlands Organisation for Scientific Research (Advanced Chemical Technologies for Sustainability) | Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde |
| EP2797904A4 (en) * | 2011-12-30 | 2015-08-05 | Du Pont | PREPARATION OF TETRAHYDROFURAN-2, 5-DIMETHANOL FROM ISOSORBIDE |
| US8889912B2 (en) | 2011-12-30 | 2014-11-18 | E I Du Pont De Nemours And Company | Process for preparing 1,6-hexanediol |
| WO2013101970A1 (en) | 2011-12-30 | 2013-07-04 | E. I. Du Pont De Nemours And Company | Production of 5-hydroxymethyl-2-furfural from levoglucosenone |
| US8865940B2 (en) | 2011-12-30 | 2014-10-21 | E I Du Pont De Nemours And Company | Process for preparing 1,6-hexanediol |
| US8981130B2 (en) | 2011-12-30 | 2015-03-17 | E I Du Pont De Nemours And Company | Process for the production of hexanediols |
| EP2797866A4 (en) * | 2011-12-30 | 2015-08-05 | Du Pont | PROCESS FOR THE PREPARATION OF 1,6-HEXANEDIOL |
| HK1204318A1 (en) * | 2012-01-18 | 2015-11-13 | Archer-Daniels-Midland Company | Process for production of hexamethylenediamine from 5 - hydroxymethylfurfural |
| WO2013133208A1 (ja) * | 2012-03-09 | 2013-09-12 | 宇部興産株式会社 | テトラヒドロフラン化合物の製造方法 |
| EP2644585A1 (en) | 2012-03-30 | 2013-10-02 | Rheinisch-Westfälisch-Technische Hochschule Aachen | Method for the production of aliphatic alcohols and/or their ethers |
| US9018423B2 (en) | 2012-04-27 | 2015-04-28 | E I Du Pont De Nemours And Company | Production of alpha, omega-diols |
| US8846984B2 (en) | 2012-04-27 | 2014-09-30 | E I Du Pont De Nemours And Company | Production of α,ω-diols |
| US8859826B2 (en) | 2012-04-27 | 2014-10-14 | E I Du Pont De Nemours And Company | Production of alpha, omega-diols |
| EP2858748B1 (en) | 2012-06-11 | 2018-04-11 | Rennovia Inc. | Process for production of adipic acid from 1,6-hexanediol |
| FR2995897B1 (fr) * | 2012-09-27 | 2014-10-10 | Roquette Freres | Procede de synthese de 2,5-di(hydroxymethyl)furane et de 2,5-di(hydroxymethyl)tetrahydrofurane par hydrogenation selective de furane-2,5-dialdehyde |
| WO2014152366A1 (en) * | 2013-03-14 | 2014-09-25 | Pronghorn Renewables Llc | Method and catalyst for the production of alcohols, diols, cyclic ethers and other products from pentose and hexose sugars |
| US9982094B2 (en) | 2013-10-22 | 2018-05-29 | Empire Technology Development Llc | Compounds and methods for producing nylon 6 |
| CN105658612A (zh) | 2013-10-22 | 2016-06-08 | 英派尔科技开发有限公司 | 用于生产尼龙6,6的方法和化合物 |
| CN105658616A (zh) | 2013-10-25 | 2016-06-08 | 英派尔科技开发有限公司 | 产生二羰基化合物的方法 |
| SG11201606169PA (en) | 2014-01-27 | 2016-08-30 | Rennovia Inc | Conversion of fructose-containing feedstocks to hmf-containing product |
| US20170029393A1 (en) * | 2014-04-10 | 2017-02-02 | Archer Daniels Midland Company | Synthesis of r-glucosides, sugar alcohols, reduced sugar alcohols, and furan derivatives of reduced sugar alcohols |
| SG11201608426PA (en) * | 2014-04-10 | 2016-11-29 | Archer Daniels Midland Co | Synthesis of reduced sugar alcohols, furan derivatives |
| CN111205173A (zh) * | 2014-05-12 | 2020-05-29 | 威尔迪亚公司 | 来自生物质精制的经氧化分子的氢化 |
| WO2016043589A1 (en) * | 2014-09-19 | 2016-03-24 | Rijksuniversiteit Groningen | Method for reducing hydroxymethylfurfural (hmf) |
| US10196352B2 (en) * | 2014-10-30 | 2019-02-05 | Toray Industries, Inc. | Method for producing epsilon-caprolactam |
| BR112017009754B1 (pt) | 2014-12-02 | 2021-09-14 | Archer-Daniels-Midland Company | Processo para a preparação de 2,5-bis-hidroximetilfurano, 1,2,6-hexanotriol, e 1,6- exanodiol a partir de 5- hidroximetilfurfural |
| CN104591369A (zh) * | 2014-12-23 | 2015-05-06 | 南京林业大学 | 一种用于促使过氧化氢产生羟基自由基的复合药剂及其应用 |
| GB201506701D0 (en) | 2015-04-20 | 2015-06-03 | Univ York | Method for converting waste lignocellulosic materials derived from converting lignocellulose to ethanol into levoglucosenone |
| CN106866360B (zh) * | 2015-12-10 | 2020-09-04 | 中国科学院大连化学物理研究所 | 一种5-羟甲基糠醛催化转化制备1,6-己二醇的方法 |
| BR112018014278B1 (pt) | 2016-01-13 | 2022-07-12 | Stora Enso Oyj | Processos para a preparação de ácido 2,5-furandicarboxílico e intermediários e derivados dos mesmos |
| SG11201913469PA (en) | 2017-07-12 | 2020-01-30 | Stora Enso Oyj | Purified 2,5-furandicarboxylic acid pathway products |
| CN111777578B (zh) * | 2020-07-15 | 2022-06-24 | 烟台大学 | 5-羟甲基糠醛加氢制备2,5-二羟甲基四氢呋喃的方法 |
| DE102021209234A1 (de) | 2021-08-23 | 2023-02-23 | Continental Reifen Deutschland Gmbh | Verfahren zum Herstellen von nachhaltigeren Verbundmaterialien zur Verwendung bei der Herstellung von Fahrzeugreifen |
| CN117229123A (zh) * | 2023-08-14 | 2023-12-15 | 中科国生(杭州)科技有限公司 | 一种1,2,6-己三醇的制备方法 |
| KR20250076198A (ko) * | 2023-11-22 | 2025-05-29 | 한국생산기술연구원 | 루테늄 담지 알루미나 촉매, 그의 제조방법 및 그를 이용한 연속식 테트라하이드로퓨란 다이메탄올(thfdm) 제조장치 |
| CN120754873B (zh) * | 2025-09-10 | 2025-12-02 | 陕西开达化工有限责任公司 | 糠醛加氢胺化制糠胺催化剂及其制备方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3070633A (en) * | 1958-09-10 | 1962-12-25 | Merck & Co Inc | Process for producing 1, 6-hexanediol |
| US4400468A (en) * | 1981-10-05 | 1983-08-23 | Hydrocarbon Research Inc. | Process for producing adipic acid from biomass |
| JP2003321427A (ja) * | 2002-04-30 | 2003-11-11 | Toyota Motor Corp | アミド化合物およびアミノ化合物の製造方法 |
| CN101528725A (zh) * | 2006-10-18 | 2009-09-09 | 巴斯夫欧洲公司 | 由二元醇生产内酯的方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3000880A (en) | 1961-09-19 | Production of epsilon caprolactams | ||
| US3064008A (en) | 1962-11-13 | I i i i i i | ||
| US3083236A (en) | 1958-09-10 | 1963-03-26 | Merck & Co Inc | Hydrogenation of 5-hydroxy-methyl furfural |
| US3025306A (en) | 1960-05-31 | 1962-03-13 | Union Carbide Corp | Process for the production of epsiloncaprolactones and carboxylic acids |
| US3317563A (en) | 1963-12-26 | 1967-05-02 | Celanese Corp | Preparation of epsilon-caprolactone |
| JPS5268422A (en) | 1975-12-03 | 1977-06-07 | Yokogawa Hokushin Electric Corp | Two-color electrostatic recording apparatus |
| JPS5524107A (en) | 1978-08-09 | 1980-02-21 | Asahi Chem Ind Co Ltd | Preparation of lactone |
| JPS5925383B2 (ja) | 1979-03-30 | 1984-06-16 | シャープ株式会社 | 半導体装置 |
| US4324710A (en) | 1980-10-02 | 1982-04-13 | The Firestone Tire & Rubber Company | Naturally occurring thermoplastic resins as a substitute for various petroleum-derived materials in rubber stocks |
| JPS5925383A (ja) | 1982-07-30 | 1984-02-09 | Nippon Shirika Kogyo Kk | 亜臭素酸およびその塩によるラクトンの製造法 |
| JPS6148509A (ja) | 1984-08-13 | 1986-03-10 | Nippon Steel Corp | 転炉炉口付着物加熱切削除去方法 |
| US5451673A (en) | 1993-04-23 | 1995-09-19 | The United States Of America As Represented By The Secretary Of Agriculture | Films fabricated from mixtures of pectin and starch |
| DE19510438A1 (de) | 1995-03-22 | 1996-09-26 | Basf Ag | Verfahren zur Herstellung von 1,4-Butandiol und Tetrahydrofuran aus Furan |
| US6300496B1 (en) * | 1999-10-06 | 2001-10-09 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing epsilon caprolactams |
| WO2005068643A2 (en) | 2004-01-19 | 2005-07-28 | Dsm Ip Assets B.V. | Biochemical synthesis of 6-amino caproic acid |
| WO2005123669A1 (en) | 2004-06-10 | 2005-12-29 | Board Of Trustees Of Michigan State University | Synthesis of caprolactam from lysine |
| US7393963B2 (en) * | 2004-12-10 | 2008-07-01 | Archer-Daniels-Midland Company | Conversion of 2,5-(hydroxymethyl)furaldehyde to industrial derivatives, purification of the derivatives, and industrial uses therefor |
| CA2674318A1 (en) | 2007-01-05 | 2008-07-17 | Novartis Ag | Cyclized derivatives as eg-5 inhibitors |
| WO2009154566A1 (en) * | 2008-06-18 | 2009-12-23 | Agency For Science, Technology And Research | Production of hydroxymethylfurfural |
| JP5209426B2 (ja) | 2008-09-22 | 2013-06-12 | 富士フイルム株式会社 | 1,2,4−オキサジアゾール誘導体の製造方法 |
| JP2010208968A (ja) | 2009-03-09 | 2010-09-24 | Daicel Chem Ind Ltd | 表面金固定化触媒によるラクトンの製造方法 |
| EP2390247A1 (en) | 2010-05-26 | 2011-11-30 | Netherlands Organisation for Scientific Research (Advanced Chemical Technologies for Sustainability) | Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde |
-
2010
- 2010-05-26 EP EP10163881A patent/EP2390247A1/en not_active Withdrawn
-
2011
- 2011-03-23 EP EP11712049.3A patent/EP2576506B1/en active Active
- 2011-03-23 ES ES11712049T patent/ES2727436T3/es active Active
- 2011-03-23 CA CA2800797A patent/CA2800797C/en active Active
- 2011-03-23 US US13/699,934 patent/US9199961B2/en active Active
- 2011-03-23 WO PCT/NL2011/050200 patent/WO2011149339A1/en not_active Ceased
- 2011-03-23 BR BR112012029996-4A patent/BR112012029996B1/pt active IP Right Grant
- 2011-03-23 CN CN201180036114.6A patent/CN103228626B/zh active Active
- 2011-03-23 JP JP2013512556A patent/JP6327853B2/ja active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3070633A (en) * | 1958-09-10 | 1962-12-25 | Merck & Co Inc | Process for producing 1, 6-hexanediol |
| US4400468A (en) * | 1981-10-05 | 1983-08-23 | Hydrocarbon Research Inc. | Process for producing adipic acid from biomass |
| JP2003321427A (ja) * | 2002-04-30 | 2003-11-11 | Toyota Motor Corp | アミド化合物およびアミノ化合物の製造方法 |
| CN101528725A (zh) * | 2006-10-18 | 2009-09-09 | 巴斯夫欧洲公司 | 由二元醇生产内酯的方法 |
Non-Patent Citations (2)
| Title |
|---|
| Chemoselective Hydrogenolysis of Tetrahydropyran-2-methanol to 1,6-Hexanediol over Rhenium-Modified Carbon-Supported Rhodium Catalysts;Kaiyou Chen,等;《ChemCatChem 》;20100415;第2卷;第548页Scheme 1 * |
| ORGANOTINS AS ETHERJFICATION CATALYSTS. III. ETHRRIFICATIONS AND HYDRO-HYDROXY-ELIMINATIONS PROMOTED BY BUTYLTIN TRICHLORIDE;Daniele MARTON,等;《Tetrahedron》;19891231;第45卷(第22期);第7103页表格2中第12项 * |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2576506A1 (en) | 2013-04-10 |
| JP6327853B2 (ja) | 2018-05-23 |
| ES2727436T3 (es) | 2019-10-16 |
| CA2800797A1 (en) | 2011-12-01 |
| CN103228626A (zh) | 2013-07-31 |
| CA2800797C (en) | 2019-04-16 |
| US20130137863A1 (en) | 2013-05-30 |
| US9199961B2 (en) | 2015-12-01 |
| EP2390247A1 (en) | 2011-11-30 |
| WO2011149339A1 (en) | 2011-12-01 |
| BR112012029996B1 (pt) | 2021-10-26 |
| BR112012029996A2 (pt) | 2021-05-04 |
| JP2013531638A (ja) | 2013-08-08 |
| EP2576506B1 (en) | 2019-03-06 |
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