JP2003526605A5 - - Google Patents
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- Publication number
- JP2003526605A5 JP2003526605A5 JP2000566227A JP2000566227A JP2003526605A5 JP 2003526605 A5 JP2003526605 A5 JP 2003526605A5 JP 2000566227 A JP2000566227 A JP 2000566227A JP 2000566227 A JP2000566227 A JP 2000566227A JP 2003526605 A5 JP2003526605 A5 JP 2003526605A5
- Authority
- JP
- Japan
- Prior art keywords
- propanediol
- temperature
- impurities
- acidic catalyst
- purified
- 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.)
- Pending
Links
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 13
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 13
- 230000002378 acidificating effect Effects 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 11
- 239000012535 impurity Substances 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 6
- 241001550224 Apha Species 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- 239000007787 solid Substances 0.000 description 3
- 125000000542 sulfonic acid group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 229920000557 Nafion® Polymers 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 238000000998 batch distillation Methods 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002114 nanocomposite Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9693998P | 1998-08-18 | 1998-08-18 | |
| US60/096,939 | 1998-08-18 | ||
| PCT/US1999/018709 WO2000010953A1 (en) | 1998-08-18 | 1999-08-18 | Process for the purification of 1,3-propanediol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003526605A JP2003526605A (ja) | 2003-09-09 |
| JP2003526605A5 true JP2003526605A5 (enExample) | 2006-09-14 |
Family
ID=22259837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000566227A Pending JP2003526605A (ja) | 1998-08-18 | 1999-08-18 | 1,3−プロパンジオールの精製方法 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6235948B1 (enExample) |
| EP (1) | EP1105363B1 (enExample) |
| JP (1) | JP2003526605A (enExample) |
| KR (1) | KR100630979B1 (enExample) |
| CN (1) | CN1190399C (enExample) |
| AR (1) | AR020217A1 (enExample) |
| AT (1) | ATE259341T1 (enExample) |
| AU (1) | AU5490199A (enExample) |
| BR (1) | BR9914293A (enExample) |
| CA (1) | CA2339185A1 (enExample) |
| DE (1) | DE69914773T2 (enExample) |
| ES (1) | ES2214043T3 (enExample) |
| TR (1) | TR200100559T2 (enExample) |
| TW (1) | TW506963B (enExample) |
| WO (1) | WO2000010953A1 (enExample) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| MXPA02005949A (es) | 1999-12-17 | 2003-01-28 | Du Pont | Proceso continuo para la preparacion de eterglicol de politrimetileno. |
| AU2581401A (en) * | 1999-12-17 | 2001-06-25 | E.I. Du Pont De Nemours And Company | Production of polytrimethylene ether glycol and copolymers thereof |
| US6562457B1 (en) | 2001-10-31 | 2003-05-13 | E. I. Du Pont De Nemours And Company | Polyether ester elastomer comprising polytrimethylene ether ester soft segment and tetramethylene ester hard segment |
| US6599625B2 (en) | 2001-10-31 | 2003-07-29 | E. I. Du Pont De Nemours And Company | Polyether ester elastomer comprising polytrimethylene ether ester soft segment and trimethylene ester hard segment |
| US6693222B2 (en) | 2002-02-12 | 2004-02-17 | E. I. Du Pont De Nemours And Company | Process for splitting water-soluble ethers |
| US6852823B2 (en) | 2002-08-09 | 2005-02-08 | E. I. Du Pont De Nemours And Company | Polyurethane and polyurethane-urea elastomers from polytrimethylene ether glycol |
| US6969779B2 (en) * | 2002-11-01 | 2005-11-29 | Shell Oil Company | Method for removal of MW176 cyclic acetal formed during the production of 1,3-propanediol |
| 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 |
| JP2006511726A (ja) * | 2002-12-23 | 2006-04-06 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ポリ(トリメチレンテレフタレート)複合繊維方法 |
| US7084311B2 (en) * | 2003-05-06 | 2006-08-01 | E. I. Du Pont De Nemours And Company | Hydrogenation of chemically derived 1,3-propanediol |
| 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 |
| 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 |
| 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 |
| WO2004101482A2 (en) * | 2003-05-06 | 2004-11-25 | E.I. Dupont De Nemours And Company | Hydrogenation of biochemically derived 1,3-propanediol |
| CN1816509A (zh) * | 2003-05-08 | 2006-08-09 | 三菱化学株式会社 | 1,3-丙二醇的制备方法 |
| US20070035057A1 (en) * | 2003-06-26 | 2007-02-15 | Chang Jing C | Poly(trimethylene terephthalate) bicomponent fiber process |
| 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 |
| US20060041039A1 (en) * | 2004-08-20 | 2006-02-23 | Gyorgyi Fenyvesi | Fluorescent poly(alkylene terephthalate) compositions |
| US7358211B2 (en) * | 2004-11-24 | 2008-04-15 | E.I. Du Pont De Nemours And Company | Catalyst for the production of 1,3-propanediol by catalytic hydrogenation of 3-hydroxypropanal |
| EP2270065A3 (en) | 2004-12-21 | 2011-03-09 | E. I. du Pont de Nemours and Company | Poly(trimethylene terephthalate) composition and shaped articles prepared therefrom |
| 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 |
| DE602006006861D1 (de) | 2005-09-22 | 2009-06-25 | Du Pont | Herstellung von polytrimethylenetherglykol und copolymeren davon |
| 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 |
| 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 |
| US20070128459A1 (en) * | 2005-12-07 | 2007-06-07 | Kurian Joseph V | Poly(trimethylene terephthalate)/poly(alpha-hydroxy acid) films |
| 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 |
| CN100347138C (zh) * | 2006-01-23 | 2007-11-07 | 上海华谊丙烯酸有限公司 | 一种脱除1,3—丙二醇中微量醛的方法 |
| US20080039582A1 (en) * | 2006-07-28 | 2008-02-14 | Hari Babu Sunkara | Polytrimethylene ether-based polyurethane ionomers |
| 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 |
| JP2010537001A (ja) * | 2007-08-24 | 2010-12-02 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 潤滑油組成物 |
| EP2181182A1 (en) * | 2007-08-24 | 2010-05-05 | E. I. du Pont de Nemours and Company | Lubrication oil compositions |
| BRPI0815243A2 (pt) * | 2007-08-24 | 2019-09-24 | Du Pont | composição de óleo lubrificante |
| US8703681B2 (en) | 2007-08-24 | 2014-04-22 | E I Du Pont De Nemours And Company | Lubrication oil compositions |
| BRPI0815293A2 (pt) * | 2007-08-24 | 2017-05-09 | Du Pont | "composição de óleo lubrificante" |
| US7919017B2 (en) * | 2007-11-12 | 2011-04-05 | E. I. Du Pont De Nemours And Company | Electrical insulation fluids for use in electrical apparatus |
| US20100267994A1 (en) * | 2009-04-16 | 2010-10-21 | E. I. Du Pont De Nemours And Company | Processes for preparing polytrimethylene glycol using ion exchange resins |
| US20110172360A1 (en) * | 2009-07-22 | 2011-07-14 | E.I. Du Pont De Nemours And Company | Methods for synthesizing polyether diols and polyester diols |
| EP2483328A4 (en) | 2009-09-30 | 2014-09-24 | Du Pont | POLYTRIMETHYLENETHERGLYCOL OR COPOLYMERS THEREOF WITH IMPROVED COLOR AND METHOD FOR THE PRODUCTION THEREOF |
| CN102040475B (zh) * | 2009-10-21 | 2013-07-24 | 中国石油化工股份有限公司 | 一种提纯1,3-丙二醇的方法 |
| CN102666651B (zh) * | 2009-12-21 | 2014-09-10 | 纳幕尔杜邦公司 | 用于制备聚三亚甲基醚二醇及其共聚物的方法 |
| US8247526B2 (en) | 2010-12-20 | 2012-08-21 | E I Du Pont De Nemours And Company | Process for the preparation of polyalkylene ether glycol |
| US8759559B2 (en) | 2012-04-18 | 2014-06-24 | E I Du Pont De Nemours And Company | Processes for preparing polytrimethylene ether glycol esters |
| CN114230440B (zh) * | 2022-01-06 | 2024-02-23 | 江苏扬农化工集团有限公司 | 一种连续进行二元醇水溶液脱水除醛的方法 |
Family Cites Families (11)
| 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 |
| DE3632397A1 (de) | 1986-09-24 | 1988-03-31 | Ruhrchemie Ag | Verfahren zur reinigung von propandiol-1,3 |
| US4970295A (en) | 1989-02-27 | 1990-11-13 | Arco Chemical Technology, Inc. | Preparation of oxetane polyether polyols using a bleaching earth catalyst |
| US4937314A (en) | 1989-02-28 | 1990-06-26 | E. I. Du Pont De Nemours And Company | Copolyetherester elastomer with poly(1,3-propylene terephthalate) hard segment |
| US5194159A (en) | 1989-12-27 | 1993-03-16 | Union Carbide Chemicals & Plastics Technology Corporation | Treatment of lower glycol-containing operative fluids |
| EP0559739B1 (en) | 1990-11-27 | 1998-03-18 | Commonwealth Scientific And Industrial Research Organisation | Verfahren zur herstellung von poly(alkylene) oxides |
| US5128185A (en) | 1991-08-29 | 1992-07-07 | E. I. Du Pont De Nemours And Company | Copolyetherester elastomer with poly(1,3-propylenebibenzoate) hard segment |
| DE4222708A1 (de) | 1992-07-10 | 1994-01-13 | Degussa | Verfahren zur Herstellung von 1,3-Propandiol |
| US5527973A (en) | 1994-12-16 | 1996-06-18 | Kelsey; Donald R. | Purification of 1,3-propanediol |
| US5659089A (en) | 1996-05-22 | 1997-08-19 | Arco Chemical Technology, L.P. | Process for making poly(2-methyl-1,3-propanediol) |
-
1999
- 1999-08-16 US US09/374,942 patent/US6235948B1/en not_active Expired - Fee Related
- 1999-08-18 KR KR1020017002079A patent/KR100630979B1/ko not_active Expired - Fee Related
- 1999-08-18 DE DE69914773T patent/DE69914773T2/de not_active Expired - Lifetime
- 1999-08-18 CA CA002339185A patent/CA2339185A1/en not_active Abandoned
- 1999-08-18 JP JP2000566227A patent/JP2003526605A/ja active Pending
- 1999-08-18 ES ES99941205T patent/ES2214043T3/es not_active Expired - Lifetime
- 1999-08-18 CN CNB998098019A patent/CN1190399C/zh not_active Expired - Fee Related
- 1999-08-18 TR TR2001/00559T patent/TR200100559T2/xx unknown
- 1999-08-18 BR BR9914293-7A patent/BR9914293A/pt not_active IP Right Cessation
- 1999-08-18 AU AU54901/99A patent/AU5490199A/en not_active Abandoned
- 1999-08-18 WO PCT/US1999/018709 patent/WO2000010953A1/en not_active Ceased
- 1999-08-18 AT AT99941205T patent/ATE259341T1/de not_active IP Right Cessation
- 1999-08-18 AR ARP990104142A patent/AR020217A1/es not_active Application Discontinuation
- 1999-08-18 EP EP99941205A patent/EP1105363B1/en not_active Expired - Lifetime
- 1999-09-06 TW TW088114107A patent/TW506963B/zh not_active IP Right Cessation
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