JP2007500214A5 - - Google Patents

Download PDF

Info

Publication number
JP2007500214A5
JP2007500214A5 JP2006532799A JP2006532799A JP2007500214A5 JP 2007500214 A5 JP2007500214 A5 JP 2007500214A5 JP 2006532799 A JP2006532799 A JP 2006532799A JP 2006532799 A JP2006532799 A JP 2006532799A JP 2007500214 A5 JP2007500214 A5 JP 2007500214A5
Authority
JP
Japan
Prior art keywords
propanediol
chemical
contacting
hydrogenation
alumina
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.)
Granted
Application number
JP2006532799A
Other languages
English (en)
Japanese (ja)
Other versions
JP2007500214A (ja
JP4642028B2 (ja
Filing date
Publication date
Priority claimed from US10/634,666 external-priority patent/US7084311B2/en
Application filed filed Critical
Publication of JP2007500214A publication Critical patent/JP2007500214A/ja
Publication of JP2007500214A5 publication Critical patent/JP2007500214A5/ja
Application granted granted Critical
Publication of JP4642028B2 publication Critical patent/JP4642028B2/ja
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

JP2006532799A 2003-05-06 2004-05-05 化学的に誘導された1,3−プロパンジオールの水素化 Expired - Fee Related JP4642028B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US46822303P 2003-05-06 2003-05-06
US10/634,666 US7084311B2 (en) 2003-05-06 2003-08-05 Hydrogenation of chemically derived 1,3-propanediol
PCT/US2004/014040 WO2004101468A2 (en) 2003-05-06 2004-05-05 Hydrogenation of chemically derived 1,3-propanediol

Publications (3)

Publication Number Publication Date
JP2007500214A JP2007500214A (ja) 2007-01-11
JP2007500214A5 true JP2007500214A5 (enExample) 2007-07-05
JP4642028B2 JP4642028B2 (ja) 2011-03-02

Family

ID=33423708

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2006532799A Expired - Fee Related JP4642028B2 (ja) 2003-05-06 2004-05-05 化学的に誘導された1,3−プロパンジオールの水素化

Country Status (5)

Country Link
US (2) US7084311B2 (enExample)
JP (1) JP4642028B2 (enExample)
CA (1) CA2522681A1 (enExample)
DE (1) DE112004000754T5 (enExample)
WO (1) WO2004101468A2 (enExample)

Families Citing this family (75)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7323539B2 (en) * 2003-05-06 2008-01-29 E. I. Du Pont De Nemours And Company Polytrimethylene ether glycol and polytrimethylene ether ester with excellent quality
US7342142B2 (en) 2003-05-06 2008-03-11 E.I. Du Pont De Nemours And Company Hydrogenation of polytrimethylene ether glycol
US7745668B2 (en) * 2003-05-06 2010-06-29 E. I. Du Pont De Nemours And Company Processes for reducing color in polytrimethylene ether glycol polymers
US7888405B2 (en) 2004-01-30 2011-02-15 E. I. Du Pont De Nemours And Company Aliphatic-aromatic polyesters, and articles made therefrom
US20080103217A1 (en) * 2006-10-31 2008-05-01 Hari Babu Sunkara Polyether ester elastomer composition
US7074969B2 (en) * 2004-06-18 2006-07-11 E.I. Du Pont De Nemours And Company Process for preparation of polytrimethylene ether glycols
US7396896B2 (en) * 2004-12-21 2008-07-08 E.I. Dupont De Nemours And Company Poly(trimethylene terephthalate) composition and shaped articles prepared therefrom
US20060189711A1 (en) * 2005-02-23 2006-08-24 Ng Howard C Silicon-containing polytrimethylene homo- or copolyether composition
US7629396B2 (en) * 2005-02-23 2009-12-08 E.I. Du Pont De Nemours And Company Silicon-containing polytrimethylene homo- for copolyether composition
US7282159B2 (en) * 2005-02-25 2007-10-16 E.I. Dupont De Nemours And Company Process for heat transfer utilizing a polytrimethylene ether glycol or polytrimethylene ether ester glycol based heat transfer fluid
US7476344B2 (en) * 2005-02-25 2009-01-13 E.I. Du Pont De Nemours Electrical apparatuses containing polytrimethylene homo- or copolyether glycol based electrical insulation fluids
US7413677B2 (en) * 2005-02-25 2008-08-19 E. I. Du Pont De Nemours And Company Process for heat transfer utilizing a polytrimethylene homo- or copolyether glycol based heat transfer fluid
BRPI0608827A2 (pt) * 2005-04-21 2016-11-08 Shell Int Research processo para a hidrogenação de aldeídos, catalisador de hidrogenação, e, processo para preparar um catalisador
US7244790B2 (en) * 2005-05-02 2007-07-17 E.I. Du Pont De Nemours And Company Thermoplastic elastomer blend, method of manufacture and use thereof
US20060247378A1 (en) * 2005-05-02 2006-11-02 Sunkara Hari B Thermoplastic elastomer blend, method of manufacture and use thereof
US7157607B1 (en) 2005-08-16 2007-01-02 E. I. Du Pont De Nemours And Company Manufacture of polytrimethylene ether glycol
US7161045B1 (en) 2005-08-16 2007-01-09 E. I. Du Pont De Nemours And Company Process for manufacture of polytrimethylene ether glycol
US7357985B2 (en) * 2005-09-19 2008-04-15 E.I. Du Pont De Nemours And Company High crimp bicomponent fibers
US20070129524A1 (en) * 2005-12-06 2007-06-07 Sunkara Hari B Thermoplastic polyurethanes comprising polytrimethylene ether soft segments
US20070129503A1 (en) * 2005-12-07 2007-06-07 Kurian Joseph V Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) molded, shaped articles
US20070128459A1 (en) * 2005-12-07 2007-06-07 Kurian Joseph V Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) films
US7666501B2 (en) * 2005-12-07 2010-02-23 E. I. Du Pont De Nemours And Company Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) bi-constituent filaments
US7388115B2 (en) * 2006-01-20 2008-06-17 E. I. Du Pont De Nemours And Company Manufacture of polytrimethylene ether glycol
US7164046B1 (en) 2006-01-20 2007-01-16 E. I. Du Pont De Nemours And Company Manufacture of polytrimethylene ether glycol
US20070203371A1 (en) * 2006-01-23 2007-08-30 Sunkara Hari B Process for producing polytrimethylene ether glycol
BRPI0709821A2 (pt) * 2006-04-13 2011-07-26 Shell Int Research processo para a hirogenaÇço de um aldeÍdo
JP5258756B2 (ja) * 2006-05-17 2013-08-07 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー パーソナルケア組成物
US20080039582A1 (en) * 2006-07-28 2008-02-14 Hari Babu Sunkara Polytrimethylene ether-based polyurethane ionomers
US20080175875A1 (en) * 2006-09-25 2008-07-24 Hari Babu Sunkara Cosmetic compositions
US7531593B2 (en) 2006-10-31 2009-05-12 E.I. Du Pont De Nemours And Company Thermoplastic elastomer blend composition
US20080108845A1 (en) * 2006-11-07 2008-05-08 Hari Babu Sunkara Polytrimethylene ether glycol esters
US20080135662A1 (en) * 2006-12-06 2008-06-12 Chang Jing C Melt-spun elastoester multifilament yarns
US7714174B2 (en) * 2007-03-27 2010-05-11 E. I. Du Pont De Nemours And Company Lower-color polytrimethylene ether glycol using hydride compounds
US7943792B2 (en) * 2007-04-02 2011-05-17 Inventure Chemical Inc. Production of biodiesel, cellulosic sugars, and peptides from the simultaneous esterification and alcoholysis/hydrolysis of materials with oil-containing substituents including phospholipids and peptidic content
WO2008122029A1 (en) * 2007-04-02 2008-10-09 Inventure Chemical, Inc. Simultaneous esterification and alcohol ysis/hydrolysis of oil-containing materials with cellulosic and peptidic content
US20090043016A1 (en) * 2007-08-06 2009-02-12 Jing-Chung Chang Flame retardant polytrimethylene terephthalate composition
US20090043019A1 (en) * 2007-08-06 2009-02-12 Jing-Chung Chang Flame retardant polytrimethylene terephthalate composition
US20090043021A1 (en) * 2007-08-06 2009-02-12 Jing-Chung Chang Flame retardant polytrimethylene terephthalate composition
US7855244B2 (en) * 2007-08-06 2010-12-21 E.I. Du Pont De Nemours And Company Flame retardant polytrimethylene terephthalate composition
US20090043017A1 (en) * 2007-08-06 2009-02-12 Jing-Chung Chang Flame retardant polytrimethylene terephthalate composition
CN101842469A (zh) * 2007-08-24 2010-09-22 纳幕尔杜邦公司 润滑油组合物
CN101784643A (zh) * 2007-08-24 2010-07-21 纳幕尔杜邦公司 润滑油组合物
CN101802149A (zh) * 2007-08-24 2010-08-11 纳幕尔杜邦公司 润滑油组合物
US8703681B2 (en) 2007-08-24 2014-04-22 E I Du Pont De Nemours And Company Lubrication oil compositions
AU2008293753A1 (en) * 2007-08-24 2009-03-05 E. I. Du Pont De Nemours And Company Lubrication oil compositions
KR101465290B1 (ko) * 2007-10-09 2014-11-26 이 아이 듀폰 디 네모아 앤드 캄파니 탈취 조성물
US7919017B2 (en) * 2007-11-12 2011-04-05 E. I. Du Pont De Nemours And Company Electrical insulation fluids for use in electrical apparatus
US20090197781A1 (en) * 2008-01-31 2009-08-06 Hari Babu Sunkara Wellbore Fluids Comprising Poly(trimethylene ether) glycol Polymers
EP2100972A1 (en) * 2008-03-13 2009-09-16 BIOeCON International Holding N.V. Process for converting polysaccharides in a molten salt hydrate
US7777085B2 (en) * 2008-10-01 2010-08-17 Inventure Chemical, Inc. Method for conversion of oil-containing algae to 1,3-propanediol
AU2009303596A1 (en) * 2008-10-16 2010-04-22 E. I. Du Pont De Nemours And Company Flame retardant poly(trimethylene terephthalate) composition
AU2009330405A1 (en) 2008-12-15 2010-07-01 E. I. Du Pont De Nemours And Company Polymerization of aliphatic-aromatic copolyetheresters
JP2012512278A (ja) 2008-12-15 2012-05-31 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー 引裂き強さを向上させたコポリエステル
KR20110112339A (ko) 2008-12-15 2011-10-12 이 아이 듀폰 디 네모아 앤드 캄파니 인열 강도가 증진된 코폴리에스테르
WO2010075023A1 (en) 2008-12-15 2010-07-01 E. I. Du Pont De Nemours And Company Copolyesters with enhanced tear strength
WO2010077937A1 (en) 2008-12-17 2010-07-08 E. I. Du Pont De Nemours And Company Reduction of whitening of poly(trimethylene terephthalate) parts by solvent exposure
US20100152411A1 (en) 2008-12-17 2010-06-17 E.I. Du Pont De Nemours And Company Poly(trimethylene terephthalate) with reduced whitening
WO2010077905A1 (en) 2008-12-17 2010-07-08 E. I. Du Pont De Nemours And Company Poly(trimethylene terephthalate) polymer blends that have reduced whitening
JP2012513523A (ja) * 2008-12-23 2012-06-14 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー ポリ(トリメチレンエーテル)グリコールのアクリル酸エステルおよびメタクリル酸エステル
BRPI0914407A2 (pt) * 2008-12-23 2015-10-20 Du Pont "processo, material cerâmico, artigo de couro, pano tecido ou não tecido, material de revestimento, formulação do produto de cuidado pessoal e tinta"
US8207372B2 (en) * 2008-12-23 2012-06-26 E I Du Pont De Nemours And Company Process for the production of acrylic and methacrylic esters of poly(trimethylene ether) glycol
US20110313125A1 (en) 2009-03-03 2011-12-22 E. I. Du Pont De Nemours And Company Poly(trimethylene terephthalate) pellets with reduced oligomers and method to measure oligomer reduction
US20100227960A1 (en) 2009-03-03 2010-09-09 E.I. Du Pont De Nemours And Company Process of making a poly(trimethylene terephthalate) resin having low cyclic dimer content, and compositions and articles therefrom
JP2012519755A (ja) 2009-03-03 2012-08-30 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー 金属層を有する熱可塑性成形物品
US8415015B2 (en) 2009-04-30 2013-04-09 E I Du Pont De Nemours And Company Matting agent composition containing polytrimethylene ether diol and use thereof
US20110112331A1 (en) * 2009-11-09 2011-05-12 E.I. Du Pont De Nemours And Company Method for phase separation of polytrimethylene ether glycol in salt solution
WO2011062600A1 (en) 2009-11-19 2011-05-26 E. I. Du Pont De Nemours And Company Polycondensation with a kneader reactor
EP2643383A1 (en) 2010-11-22 2013-10-02 E.I. Du Pont De Nemours And Company Block copolymers comprising poly(1,3-trimethylene terephthalate) and poly(1,3-trimethylene 2,6-naphthalate)
US8247526B2 (en) 2010-12-20 2012-08-21 E I Du Pont De Nemours And Company Process for the preparation of polyalkylene ether glycol
JP5936244B2 (ja) * 2011-04-26 2016-06-22 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーE.I.Du Pont De Nemours And Company ポリトリメチレンエーテルグリコールを調製する方法
US8759559B2 (en) 2012-04-18 2014-06-24 E I Du Pont De Nemours And Company Processes for preparing polytrimethylene ether glycol esters
WO2020006043A1 (en) 2018-06-28 2020-01-02 Dupont Industrial Biosciences Usa, Llc Spun yarn comprising polyester staple fibre and fabric comprising the same
CN112047883B (zh) * 2019-06-06 2024-04-19 上海特化医药科技有限公司 顺苯磺酸阿曲库铵的制备方法
CN111744486B (zh) * 2020-07-10 2023-03-14 深圳圣图科技发展有限公司 加氢催化剂及其制备方法和1,3-丁二醇的生产方法
CN113101937A (zh) * 2021-04-25 2021-07-13 厦门大学 掺杂型混价态铜催化剂及其制备方法和应用

Family Cites Families (51)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2520733A (en) 1946-08-26 1950-08-29 Shell Dev Polymers of trimethylene glycol
US3326985A (en) 1964-12-29 1967-06-20 Shell Oil Co Polytrimethylene glycol
JPS511403A (en) * 1974-06-18 1976-01-08 Toyo Boseki Echirengurikooruno seiseiho
US4213000A (en) 1979-05-29 1980-07-15 E. I. Du Pont De Nemours And Company Reducing color formers in 1,4-butanediol
JPS60178834A (ja) * 1984-02-25 1985-09-12 Mitsubishi Petrochem Co Ltd 高純度エチレングリコール類の製造方法
JPH0635404B2 (ja) * 1985-02-27 1994-05-11 三菱化成株式会社 粗1,4−ブタンジオ−ルの精製方法
US4885410A (en) 1987-11-27 1989-12-05 Gaf Corporation Hydrogenation catalyst
DE3917645A1 (de) 1988-06-23 1989-12-28 Henkel Kgaa Verfahren zum abtrennen von farbstoffen und/oder geruchsstoffen aus reduktionsstabile wertprodukte enthaltenden fermenterbruehen
DE3926136A1 (de) * 1989-08-08 1991-02-14 Degussa Verfahren zur herstellung von 1,3-propandiol
DE4038192A1 (de) * 1990-11-30 1992-06-04 Degussa Verfahren zur herstellung von 1,3-propandiol
DE4132663C2 (de) * 1991-10-01 1993-10-14 Degussa Verfahren zum Herstellen von 1,3-Propandiol durch Hydrieren von Hydroxypropionaldehyd
DE4138981A1 (de) * 1991-11-27 1993-06-03 Degussa Verfahren zur herstellung von 3-hydroxyalkanalen
DE4138982A1 (de) * 1991-11-27 1993-06-03 Degussa Verfahren zur herstellung von 3-hydroxyalkanalen
DE4218282A1 (de) * 1992-06-03 1993-12-09 Degussa Verfahren zur Herstellung von 1,3-Propandiol
DE4222708A1 (de) * 1992-07-10 1994-01-13 Degussa Verfahren zur Herstellung von 1,3-Propandiol
JP3175360B2 (ja) * 1992-12-10 2001-06-11 三菱化学株式会社 1,4−ブタンジオールの精製方法
DE4342345C2 (de) 1993-12-11 1998-10-22 Merck Patent Gmbh Entfärbung von Fermentationslösungen
US5981808A (en) * 1994-09-30 1999-11-09 Shell Oil Company Cobalt-catalyzed process for preparing 1, 3-propanediol from etylene oxide
US5527973A (en) 1994-12-16 1996-06-18 Kelsey; Donald R. Purification of 1,3-propanediol
US5686276A (en) 1995-05-12 1997-11-11 E. I. Du Pont De Nemours And Company Bioconversion of a fermentable carbon source to 1,3-propanediol by a single microorganism
US5633362A (en) 1995-05-12 1997-05-27 E. I. Du Pont De Nemours And Company Production of 1,3-propanediol from glycerol by recombinant bacteria expressing recombinant diol dehydratase
US5786524A (en) * 1996-05-30 1998-07-28 Shell Oil Company Process for preparation of 1,3-propanediol via hydrogenation of 3-hydroxypropanal
US6111137A (en) 1996-12-20 2000-08-29 Mitsui Chemicals, Inc. Purification process of lactic acid
JPH10265418A (ja) * 1997-01-23 1998-10-06 Mitsubishi Chem Corp 粗1,4−ブタンジオールの精製方法
DE19703383A1 (de) * 1997-01-30 1998-08-06 Degussa Verfahren zur Herstellung von 1,3-Propandiol
US5962745A (en) * 1997-02-14 1999-10-05 E. I. Du Pont De Nemours And Company Process for preparing 3-hydroxyalkanals
KR20010013907A (ko) * 1997-06-18 2001-02-26 메리 이. 보울러 3-히드록시프로피온알데히드의 수소화에 의한1,3-프로판디올의 제조 방법
US5986145A (en) * 1997-08-22 1999-11-16 Shell Oil Company Purification of 3-hydroxy-propanal
US6235948B1 (en) 1998-08-18 2001-05-22 E. I. Du Pont De Nemours And Company Process for the purification of 1,3-propanediol
BR9913475A (pt) * 1998-09-04 2001-08-14 Du Pont Processo para a produção de 1,3-propanodiol
DE19840277A1 (de) * 1998-09-04 2000-03-09 Degussa Verfahren zur Reduzierung des Gehalts an Acetalen oder Ketalen in alkoholischen Reaktionsgemischen
US6245844B1 (en) 1998-09-18 2001-06-12 E. I. Du Pont De Nemours And Company Nucleating agent for polyesters
US6191321B1 (en) * 1998-09-30 2001-02-20 Shell Oil Company Process for preparing 1,3-propanediol from methyl 3-hydroxypropionate
US5945570A (en) * 1998-10-29 1999-08-31 Arhancet; Juan Pedro Catalyst and process for preparing 1,3-propanediol
US6350895B1 (en) * 1999-03-26 2002-02-26 E. I. Du Pont De Nemours And Company Transesterification process using yttrium and samarium compound catalystis
US6331264B1 (en) * 1999-03-31 2001-12-18 E. I. Du Pont De Nemours And Company Low emission polymer compositions
US6277289B1 (en) * 1999-07-01 2001-08-21 E. I. Du Pont De Nemours And Company Treatment of aqueous aldehyde waste streams
US6342646B1 (en) * 1999-07-30 2002-01-29 E. I. Du Pont De Nemours And Company Catalytic hydrogenation of 3-hydroxypropanal to 1,3-propanediol
US6284930B1 (en) * 1999-07-30 2001-09-04 E.I. Du Pont De Nemours And Company Process for the preparation of 3-hydroxypropanal
JP5283298B2 (ja) * 1999-08-25 2013-09-04 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー ジ(1,3−プロピレングリコール)低レベル含有ポリ(トリメチレンテレフタレート)の調製
US6720459B2 (en) 1999-12-17 2004-04-13 E. I. Du Pont Nemours And Company Continuous process for the preparation of polytrimethylene ether glycol
DE60028086T2 (de) 1999-12-17 2006-12-21 E.I. Dupont De Nemours And Co., Wilmington Herstellung von polytrimethylene ether glycol und copolymere davon
US6255442B1 (en) * 2000-02-08 2001-07-03 E. I. Du Pont De Nemours And Company Esterification process
US6353062B1 (en) * 2000-02-11 2002-03-05 E. I. Du Pont De Nemours And Company Continuous process for producing poly(trimethylene terephthalate)
US6972346B2 (en) * 2002-11-01 2005-12-06 Shell Oil Company Solid acid catalyzed reactive stripping of impurities formed during the production of 1, 3-propanediol
CN1321959C (zh) 2003-02-24 2007-06-20 国际壳牌研究有限公司 通过蒸馏纯化1,3-丙二醇
US20040211729A1 (en) * 2003-04-25 2004-10-28 Sunkara Hari Babu Processes for recovering oligomers of glycols and polymerization catalysts from waste streams
US7323539B2 (en) * 2003-05-06 2008-01-29 E. I. Du Pont De Nemours And Company Polytrimethylene ether glycol and polytrimethylene ether ester with excellent quality
US20040225107A1 (en) * 2003-05-06 2004-11-11 Sunkara Hari Babu Polytrimethylene ether glycol with excellent quality from biochemically-derived 1,3-propanediol
US7009082B2 (en) 2003-05-06 2006-03-07 E.I. Du Pont De Nemours And Company Removal of color bodies from polytrimethylene ether glycol polymers
US7342142B2 (en) * 2003-05-06 2008-03-11 E.I. Du Pont De Nemours And Company Hydrogenation of polytrimethylene ether glycol

Similar Documents

Publication Publication Date Title
JP2007500214A5 (enExample)
JP2007500215A5 (enExample)
TW593243B (en) Catalytic hydrogenation of 3-hydroxypropanal to 1,3-propanediol
JP4642028B2 (ja) 化学的に誘導された1,3−プロパンジオールの水素化
JP4908218B2 (ja) 生化学的に誘導された1,3−プロパンジオールの水素化
CN1332914C (zh) 在载体催化剂存在下芳香族化合物的加氢方法
CN101547882B (zh) 多元醇的氢解产物的制造方法
JP2004513101A (ja) 有機化合物を接触水素化する方法およびこのための担体触媒
CN102388009B (zh) 生产1,6-己二醇的方法
WO2002100536A1 (de) Verfahren zur hydrierung organischer verbindungen unter verwendung von ru/sio2 katalysatoren
JPH10511372A (ja) 脂肪族α,ω−アミノニトリルの製法
CA2237095C (en) Process for producing diamines
EP0992475B1 (de) Verfahren zur Herstellung von Alkoholen durch katalytische Hydrierung von Aldehyden oder Ketonen
JPWO2001034543A1 (ja) ジオール混合物の製造方法
CN101270032B (zh) 一种1,5-戊二醇的制备方法
JP2007503522A5 (enExample)
JP2005048086A (ja) ポリオキシアルキレントリアミンの製造方法
DE102004033557A1 (de) Verfahren zur Herstellung von 1,6-Hexandiol in einer Reinheit von über 99,5%
CN101176848B (zh) 一种3-羟基丙酸酯加氢制备1,3-丙二醇的催化剂及其制备方法
CN102985427A (zh) 制备二氨基-二脱水-二脱氧己糖醇,特别优选2,5-二氨基-1,4:3,6-二脱水-2,5-二脱氧-d-己糖醇的方法
EP1318131B1 (de) Verfahren zur Herstellung von Tetrahydrogeraniol
JPH07223983A (ja) アセチレン化合物の水素化
CN109748777A (zh) 一种1,2,6-己三醇催化氢解制备1,6-己二醇的方法
CN119899098A (zh) 一种对苯二甲酸加氢制备1,4-环己烷二甲酸的方法
CN115304471A (zh) 一种长碳链二元羧酸的制备方法