TW214543B - - Google Patents
Download PDFInfo
- Publication number
- TW214543B TW214543B TW081109456A TW81109456A TW214543B TW 214543 B TW214543 B TW 214543B TW 081109456 A TW081109456 A TW 081109456A TW 81109456 A TW81109456 A TW 81109456A TW 214543 B TW214543 B TW 214543B
- Authority
- TW
- Taiwan
- Prior art keywords
- catalyst
- reaction
- patent application
- temperature
- phosphoric acid
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 claims abstract description 49
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 18
- 238000006703 hydration reaction Methods 0.000 claims abstract description 16
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 15
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- AKXKFZDCRYJKTF-UHFFFAOYSA-N 3-Hydroxypropionaldehyde Chemical compound OCCC=O AKXKFZDCRYJKTF-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000000524 functional group Chemical group 0.000 claims abstract description 4
- 239000011949 solid catalyst Substances 0.000 claims abstract description 4
- 239000004408 titanium dioxide Substances 0.000 claims abstract 3
- 238000006243 chemical reaction Methods 0.000 claims description 30
- 230000002378 acidificating effect Effects 0.000 claims description 14
- 239000011541 reaction mixture Substances 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 9
- 238000005984 hydrogenation reaction Methods 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- 238000001354 calcination Methods 0.000 claims description 2
- 238000004939 coking Methods 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 150000003016 phosphoric acids Chemical class 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract description 44
- 239000002253 acid Substances 0.000 abstract description 22
- 230000000694 effects Effects 0.000 abstract description 5
- 230000036571 hydration Effects 0.000 abstract description 5
- 150000007519 polyprotic acids Polymers 0.000 abstract 1
- 230000001698 pyrogenic effect Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 9
- 150000002500 ions Chemical class 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical group [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 230000002079 cooperative effect Effects 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000002638 heterogeneous catalyst Substances 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 3
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 229920000620 organic polymer Polymers 0.000 description 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000012876 carrier material Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000875 corresponding effect Effects 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 239000011964 heteropoly acid Substances 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- BSABBBMNWQWLLU-UHFFFAOYSA-N hydroxypropionaldehyde Natural products CC(O)C=O BSABBBMNWQWLLU-UHFFFAOYSA-N 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910000162 sodium phosphate Inorganic materials 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- LKVFCSWBKOVHAH-UHFFFAOYSA-N 4-Ethoxyphenol Chemical compound CCOC1=CC=C(O)C=C1 LKVFCSWBKOVHAH-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000008043 acidic salts Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000002815 homogeneous catalyst Substances 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002815 nickel Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004291 sulphur dioxide Substances 0.000 description 1
- 235000010269 sulphur dioxide Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- B01J21/063—Titanium; Oxides or hydroxides thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/64—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of functional groups containing oxygen only in singly bound form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4138982A DE4138982A1 (de) | 1991-11-27 | 1991-11-27 | Verfahren zur herstellung von 3-hydroxyalkanalen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW214543B true TW214543B (https=) | 1993-10-11 |
Family
ID=6445690
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW081109456A TW214543B (https=) | 1991-11-27 | 1992-11-25 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5276201A (https=) |
| EP (1) | EP0544120B1 (https=) |
| JP (1) | JP3385050B2 (https=) |
| KR (1) | KR930009972A (https=) |
| AT (1) | ATE125245T1 (https=) |
| CA (1) | CA2083864C (https=) |
| DE (2) | DE4138982A1 (https=) |
| TW (1) | TW214543B (https=) |
Families Citing this family (60)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4218282A1 (de) * | 1992-06-03 | 1993-12-09 | Degussa | Verfahren zur Herstellung von 1,3-Propandiol |
| DE4238492C2 (de) * | 1992-11-14 | 1995-06-14 | Degussa | Verfahren zur Herstellung von 1,2- und 1,3-Propandiol |
| DE4326575C2 (de) * | 1993-08-07 | 1997-09-18 | Degussa | Verfahren zur Dotierung strömender Gewässer mit Acrolein und Vorrichtung zu seiner Durchführung |
| US5811591A (en) * | 1994-11-22 | 1998-09-22 | Nippon Shokubai Co., Ltd. | Process of producing hydroxyalkanal |
| JP3342973B2 (ja) | 1994-11-22 | 2002-11-11 | 株式会社日本触媒 | ヒドロキシアルカナールの製造方法 |
| JP3274301B2 (ja) | 1994-11-22 | 2002-04-15 | 株式会社日本触媒 | ヒドロキシアルカナールの製造方法 |
| JP3826161B2 (ja) * | 1995-06-08 | 2006-09-27 | 株式会社 日本触媒 | バナジウム含有触媒およびその製造方法、並びに、その使用方法 |
| US6281378B1 (en) | 1995-06-08 | 2001-08-28 | Nippon Shokubai Co., Ltd. | Vanadium-containing catalysts, process for manufacturing and use of the same |
| DE19612783A1 (de) * | 1996-03-29 | 1997-10-02 | Degussa | Phosphorsäurekatalysator und seine Verwendung |
| AU9436498A (en) * | 1997-09-03 | 1999-03-22 | Basf Aktiengesellschaft | Mouldable materials which can be used as a catalyst |
| US6284930B1 (en) | 1999-07-30 | 2001-09-04 | E.I. Du Pont De Nemours And Company | Process for the preparation of 3-hydroxypropanal |
| 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 |
| US6911566B2 (en) | 2001-03-02 | 2005-06-28 | Asahi Kasei Kabushiki Kaisha | Process for producing 1,3-propanediol |
| AR041460A1 (es) | 2002-10-03 | 2005-05-18 | Shell Int Research | Reduccion de la viscosidad de los productos secundarios de alto peso molecular en la produccion de 1,3- propanodiol |
| KR101084480B1 (ko) * | 2002-12-23 | 2011-11-21 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 폴리(트리메틸렌 테레프탈레이트) 이성분 섬유 공정 |
| US7342142B2 (en) * | 2003-05-06 | 2008-03-11 | E.I. Du Pont De Nemours And Company | Hydrogenation of polytrimethylene ether glycol |
| US7084311B2 (en) * | 2003-05-06 | 2006-08-01 | E. I. Du Pont De Nemours And Company | Hydrogenation of chemically derived 1,3-propanediol |
| 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 |
| US20070035057A1 (en) * | 2003-06-26 | 2007-02-15 | Chang Jing C | Poly(trimethylene terephthalate) bicomponent fiber process |
| MXPA06003819A (es) * | 2003-10-07 | 2006-08-11 | Shell Int Research | Proceso para la produccion de 1,3-propanodiol por hidrogenacion catalitica de 3-hidroxipropanal en la presencia de un co-catalizador de hidratacion. |
| 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 |
| 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 |
| US20060247378A1 (en) * | 2005-05-02 | 2006-11-02 | Sunkara Hari B | Thermoplastic elastomer blend, method of manufacture and use thereof |
| 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 |
| US7161045B1 (en) | 2005-08-16 | 2007-01-09 | E. I. Du Pont De Nemours And Company | Process for manufacture of polytrimethylene ether glycol |
| US7157607B1 (en) | 2005-08-16 | 2007-01-02 | E. I. Du Pont De Nemours And Company | 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| AU2008293753A1 (en) * | 2007-08-24 | 2009-03-05 | E. I. Du Pont De Nemours And Company | Lubrication oil compositions |
| KR20100043109A (ko) * | 2007-08-24 | 2010-04-27 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 윤활유 조성물 |
| MX2010002157A (es) * | 2007-08-24 | 2010-03-18 | Du Pont | Composiciones de aceite de lubricacion. |
| US8703681B2 (en) | 2007-08-24 | 2014-04-22 | E I Du Pont De Nemours And Company | Lubrication oil compositions |
| WO2009029474A1 (en) * | 2007-08-24 | 2009-03-05 | E.I. Du Pont De Nemours And Company | Lubrication oil compositions |
| US7919017B2 (en) * | 2007-11-12 | 2011-04-05 | E. I. Du Pont De Nemours And Company | Electrical insulation fluids for use in electrical apparatus |
| US8951546B2 (en) * | 2008-12-23 | 2015-02-10 | Surmodics Pharmaceuticals, Inc. | Flexible implantable composites and implants comprising same |
| 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 |
| 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 |
| US9527953B2 (en) | 2012-11-19 | 2016-12-27 | Samsung Electronics Co., Ltd. | Continuous preparation for polyester |
| CN113277933B (zh) * | 2021-06-04 | 2022-12-02 | 江苏扬农化工集团有限公司 | 一种连续催化精馏制备3-羟基丙醛的方法及装置 |
| CN114349619B (zh) * | 2022-01-13 | 2024-01-30 | 江苏扬农化工集团有限公司 | 一种烯醛水合反应制羟基醛的方法 |
| CN117884172A (zh) * | 2024-01-11 | 2024-04-16 | 天津海成能源工程技术有限公司 | 一种丙烯醛水合制备3-羟基丙醛的系统及催化剂的制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2434110A (en) * | 1942-08-24 | 1948-01-06 | Shell Dev | Process for hydrating olefinic aldehydes |
| US3536763A (en) * | 1967-08-30 | 1970-10-27 | Du Pont | Hydration of acrolein to hydracrylaldehyde |
| US3518310A (en) * | 1968-02-09 | 1970-06-30 | Shell Oil Co | Preparation of beta-hydroxypropionaldehyde and beta-alkoxypropionaldehydes |
| 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 |
-
1991
- 1991-11-27 DE DE4138982A patent/DE4138982A1/de not_active Withdrawn
-
1992
- 1992-10-30 EP EP92118583A patent/EP0544120B1/de not_active Expired - Lifetime
- 1992-10-30 AT AT92118583T patent/ATE125245T1/de not_active IP Right Cessation
- 1992-10-30 DE DE59202951T patent/DE59202951D1/de not_active Expired - Lifetime
- 1992-11-24 US US07/981,324 patent/US5276201A/en not_active Expired - Lifetime
- 1992-11-25 TW TW081109456A patent/TW214543B/zh not_active IP Right Cessation
- 1992-11-26 JP JP31700092A patent/JP3385050B2/ja not_active Expired - Fee Related
- 1992-11-26 KR KR1019920022402A patent/KR930009972A/ko not_active Withdrawn
- 1992-11-26 CA CA002083864A patent/CA2083864C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE4138982A1 (de) | 1993-06-03 |
| ATE125245T1 (de) | 1995-08-15 |
| US5276201A (en) | 1994-01-04 |
| CA2083864A1 (en) | 1993-05-28 |
| JPH05221912A (ja) | 1993-08-31 |
| KR930009972A (ko) | 1993-06-21 |
| EP0544120A1 (de) | 1993-06-02 |
| JP3385050B2 (ja) | 2003-03-10 |
| CA2083864C (en) | 2002-07-09 |
| DE59202951D1 (de) | 1995-08-24 |
| EP0544120B1 (de) | 1995-07-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TW214543B (https=) | ||
| CN102971074B (zh) | 包括铂和金纳米颗粒的催化剂和其用于氧化葡萄糖的用途以及此催化剂的制备方法 | |
| US5171898A (en) | Method for the production of 1,3-propandiol | |
| CN1473072A (zh) | 催化氢化有机化合物的方法及所用载体催化剂 | |
| JPH04244036A (ja) | アルデヒド類から飽和アルコールを製造する方法 | |
| US4361705A (en) | Process for hydrogenating unsaturated compounds | |
| CN114479111A (zh) | 一种用于固定化辣根过氧化物酶的新型载体 | |
| EP1556320A4 (en) | PROCESS FOR PREPARING 1,3-PROPANDIOL | |
| CA1150317A (en) | Process for prolonging the life of ester hydrogenation catalyst | |
| CN102935367A (zh) | 一种c5石油树脂加氢催化剂及其制备方法 | |
| JPS59212446A (ja) | ４−ペンテン酸エステルの製法 | |
| WO1998057913A1 (en) | Process for the production of 1,3-propanediol by hydrogenating 3 -hydroxypropionaldehyde | |
| JP3852972B2 (ja) | 飽和エステルの製造方法 | |
| WO2005087694A1 (ja) | 精製アルコールの製造方法 | |
| US3965185A (en) | Oxidation of olefins to ketones and aldehydes | |
| CN1123555C (zh) | 醇类脱氢制备醛、酮的方法 | |
| US3848003A (en) | Hydrogenolysis of carboxylic acids with cobalt catalysts | |
| US20220106243A1 (en) | Preparation of 5-aryl-pentanols | |
| CN1676506A (zh) | 一种环戊烯水合制环戊醇的方法 | |
| EP0159101A1 (en) | Improved nickel-boride polymer catalyst | |
| CN1345710A (zh) | 一种去除1,3－丙二醇中微量残余醛基物质的方法 | |
| CN1417185A (zh) | 用强碱性阴离子交换树脂精制提纯1，3－丙二醇的方法 | |
| CN115477568B (zh) | 基于杂多酸催化的普林斯缩合反应合成2,5-二甲基-2,4-己二烯的方法 | |
| CN1417184A (zh) | 一种精制提纯1，3－丙二醇的方法 | |
| US3850990A (en) | Oxidation of olefins |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Annulment or lapse of patent due to non-payment of fees |