NO115271B - - Google Patents
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- Publication number
- NO115271B NO115271B NO147198A NO14719863A NO115271B NO 115271 B NO115271 B NO 115271B NO 147198 A NO147198 A NO 147198A NO 14719863 A NO14719863 A NO 14719863A NO 115271 B NO115271 B NO 115271B
- Authority
- NO
- Norway
- Prior art keywords
- terephthalate
- zone
- glycol
- column
- polymethylene
- Prior art date
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 82
- 150000002148 esters Chemical class 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 33
- 229920000728 polyester Polymers 0.000 claims description 30
- -1 polymethylene terephthalate Polymers 0.000 claims description 24
- 239000000376 reactant Substances 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 17
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 15
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 claims description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 9
- 229920006324 polyoxymethylene Polymers 0.000 claims description 9
- 230000003068 static effect Effects 0.000 claims description 8
- 239000000155 melt Substances 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 238000010924 continuous production Methods 0.000 claims description 5
- 239000003607 modifier Substances 0.000 claims description 5
- 239000010409 thin film Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000011552 falling film Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000005233 alkylalcohol group Chemical group 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims 3
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 42
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 239000000047 product Substances 0.000 description 18
- 239000003795 chemical substances by application Substances 0.000 description 15
- 239000010408 film Substances 0.000 description 14
- 239000000463 material Substances 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 229920005862 polyol Polymers 0.000 description 5
- 150000003077 polyols Chemical class 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- BTVWZWFKMIUSGS-UHFFFAOYSA-N dimethylethyleneglycol Natural products CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000002074 melt spinning Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RVSRYSJPDKQMMZ-UHFFFAOYSA-N tetramethyl benzene-1,2,3,5-tetracarboxylate Chemical compound COC(=O)C1=CC(C(=O)OC)=C(C(=O)OC)C(C(=O)OC)=C1 RVSRYSJPDKQMMZ-UHFFFAOYSA-N 0.000 description 2
- MJHNUUNSCNRGJE-UHFFFAOYSA-N trimethyl benzene-1,2,4-tricarboxylate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C(C(=O)OC)=C1 MJHNUUNSCNRGJE-UHFFFAOYSA-N 0.000 description 2
- RGCHNYAILFZUPL-UHFFFAOYSA-N trimethyl benzene-1,3,5-tricarboxylate Chemical compound COC(=O)C1=CC(C(=O)OC)=CC(C(=O)OC)=C1 RGCHNYAILFZUPL-UHFFFAOYSA-N 0.000 description 2
- 239000004246 zinc acetate Substances 0.000 description 2
- FTGLKPMFTLNUBN-UHFFFAOYSA-N 1-chloro-2-iodo-3-methylbenzene Chemical compound CC1=CC=CC(Cl)=C1I FTGLKPMFTLNUBN-UHFFFAOYSA-N 0.000 description 1
- LINPIYWFGCPVIE-UHFFFAOYSA-N 2,4,6-trichlorophenol Chemical compound OC1=C(Cl)C=C(Cl)C=C1Cl LINPIYWFGCPVIE-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241001062472 Stokellia anisodon Species 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- 239000006085 branching agent Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 125000005026 carboxyaryl group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000008199 coating composition 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
- 239000007859 condensation product Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 229910000464 lead oxide Inorganic materials 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 239000006224 matting agent Substances 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
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- KXGOWZRHSOJOLF-UHFFFAOYSA-N triethyl benzene-1,3,5-tricarboxylate Chemical compound CCOC(=O)C1=CC(C(=O)OCC)=CC(C(=O)OCC)=C1 KXGOWZRHSOJOLF-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- ZCBFZNUXFWUZLC-UHFFFAOYSA-N tripropyl benzene-1,3,5-tricarboxylate Chemical compound CCCOC(=O)C1=CC(C(=O)OCCC)=CC(C(=O)OCCC)=C1 ZCBFZNUXFWUZLC-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000002166 wet spinning Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- NHXVNEDMKGDNPR-UHFFFAOYSA-N zinc;pentane-2,4-dione Chemical compound [Zn+2].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O NHXVNEDMKGDNPR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/785—Preparation processes characterised by the apparatus used
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US168496A US3167531A (en) | 1962-01-24 | 1962-01-24 | Continuous process for the manufacture of bis(2-hydroxyethyl) terephthalate and low molecular weight polymers thereof |
US24659162A | 1962-12-21 | 1962-12-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
NO115271B true NO115271B (sl) | 1968-09-09 |
Family
ID=26864179
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO147198A NO115271B (sl) | 1962-01-24 | 1963-01-22 |
Country Status (10)
Country | Link |
---|---|
US (1) | US3167531A (sl) |
JP (2) | JPS4945314B1 (sl) |
BE (1) | BE627522A (sl) |
CH (1) | CH456955A (sl) |
DE (1) | DE1520285A1 (sl) |
DK (2) | DK110000C (sl) |
GB (3) | GB1039231A (sl) |
NL (1) | NL288080A (sl) |
NO (1) | NO115271B (sl) |
SE (1) | SE318721B (sl) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL278313A (sl) * | 1961-05-10 | |||
NL136678C (sl) * | 1962-02-02 | |||
NL133640C (sl) * | 1963-06-17 | |||
GB1046185A (en) * | 1963-09-27 | 1966-10-19 | Mobay Chemical Corp | Process for the recovery of polycarbonates from solutions thereof |
US3438942A (en) * | 1965-06-01 | 1969-04-15 | Vickers Zimmer Ag | Continuous polyester process |
GB1111815A (en) * | 1966-04-22 | 1968-05-01 | Ici Ltd | Polyester preparation |
US3635899A (en) * | 1969-09-04 | 1972-01-18 | Fiber Industries Inc | Polyesterification of 1 4- and 1 5-diols |
DE2514116C3 (de) * | 1975-03-29 | 1983-03-17 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen Herstellung von linearen, hochmolekularen Polybutylenterephthalaten |
DE2516305A1 (de) * | 1975-04-15 | 1976-10-28 | Dynamit Nobel Ag | Wasserdispergierbare esterharze |
US4722803A (en) * | 1985-10-29 | 1988-02-02 | Stepan Company | Self-compatibilizing polyester polyol blends based on dimethyl terephthalate residues |
US5432203A (en) † | 1994-12-12 | 1995-07-11 | Eastman Kodak Company | Process of recovering components from polyester resins |
US5476919A (en) * | 1995-02-21 | 1995-12-19 | Minnesota Mining And Manufacturing Company | Process for esterification |
US6350895B1 (en) | 1999-03-26 | 2002-02-26 | E. I. Du Pont De Nemours And Company | Transesterification process using yttrium and samarium compound catalystis |
US6353062B1 (en) | 2000-02-11 | 2002-03-05 | E. I. Du Pont De Nemours And Company | Continuous process for producing poly(trimethylene terephthalate) |
TR200201959T2 (tr) * | 2000-02-11 | 2003-02-21 | E.I.Du Pont De Nemours And Company | Sürekli poli(trimetilen tereftalat) üretme işlemi. |
US6951954B1 (en) | 2000-02-11 | 2005-10-04 | E.I. Du Pont De Nemours And Company | Continuous process for producing bis(3-hydroxypropyl) terephthalate |
US6312805B1 (en) | 2000-02-11 | 2001-11-06 | E.I. Du Pont De Nemours And Company | Cationic dyeability modifier for use with polyester and polyamide |
DE102004019810A1 (de) * | 2004-04-23 | 2005-03-24 | Zimmer Ag | Verfahren zur Herstellung von Polyestern |
DE102005017427A1 (de) * | 2005-04-15 | 2006-10-19 | Zimmer Ag | Verfahren zur Aufbereitung von Kondensaten aus der Polykondensation |
DE102009060813A1 (de) | 2009-12-30 | 2011-07-07 | Emery Oleochemicals GmbH, 40589 | Katalysatorsystem zur Herstellung eines Esters und diesen Ester einsetzende Verfahren |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2727882A (en) * | 1952-10-14 | 1955-12-20 | Du Pont | Process and apparatus for the continuous polymerization of bis-2-hydroxyethyl terephthalate |
US2829153A (en) * | 1957-03-04 | 1958-04-01 | Du Pont | Continuous ester interchange process |
-
0
- BE BE627522D patent/BE627522A/xx unknown
- NL NL288080D patent/NL288080A/xx unknown
-
1962
- 1962-01-24 US US168496A patent/US3167531A/en not_active Expired - Lifetime
-
1963
- 1963-01-15 GB GB1814/63A patent/GB1039231A/en not_active Expired
- 1963-01-15 GB GB6845/66A patent/GB1039233A/en not_active Expired
- 1963-01-15 GB GB6844/66A patent/GB1039232A/en not_active Expired
- 1963-01-16 SE SE485/63A patent/SE318721B/xx unknown
- 1963-01-21 CH CH66763A patent/CH456955A/fr unknown
- 1963-01-22 NO NO147198A patent/NO115271B/no unknown
- 1963-01-23 DK DK30763AA patent/DK110000C/da active
- 1963-01-23 DE DE19631520285 patent/DE1520285A1/de active Pending
-
1964
- 1964-01-09 JP JP39062988A patent/JPS4945314B1/ja active Pending
- 1964-10-13 DK DK505264AA patent/DK117483B/da unknown
-
1971
- 1971-09-21 JP JP46073101A patent/JPS5015034B1/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
JPS4945314B1 (sl) | 1974-12-03 |
JPS5015034B1 (sl) | 1975-06-02 |
DK117483B (da) | 1970-05-04 |
SE318721B (sl) | 1969-12-15 |
CH456955A (fr) | 1968-05-31 |
DK110000C (da) | 1968-08-19 |
DE1520285A1 (de) | 1969-08-14 |
US3167531A (en) | 1965-01-26 |
GB1039231A (en) | 1966-08-17 |
GB1039233A (en) | 1966-08-17 |
GB1039232A (en) | 1966-08-17 |
NL288080A (sl) | |
BE627522A (sl) |
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