ITTO980249A1 - Procedimento per la preparazione di sali di acidi carbossilici - Google Patents
Procedimento per la preparazione di sali di acidi carbossiliciInfo
- Publication number
- ITTO980249A1 ITTO980249A1 IT98TO000249A ITTO980249A ITTO980249A1 IT TO980249 A1 ITTO980249 A1 IT TO980249A1 IT 98TO000249 A IT98TO000249 A IT 98TO000249A IT TO980249 A ITTO980249 A IT TO980249A IT TO980249 A1 ITTO980249 A1 IT TO980249A1
- Authority
- IT
- Italy
- Prior art keywords
- process according
- primary alcohol
- carried out
- catalyst
- hydroxide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 31
- 150000001735 carboxylic acids Chemical class 0.000 title description 6
- 238000002360 preparation method Methods 0.000 title description 4
- 239000003054 catalyst Substances 0.000 claims abstract description 29
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 20
- 150000003138 primary alcohols Chemical class 0.000 claims abstract description 13
- 239000007864 aqueous solution Substances 0.000 claims abstract description 10
- 230000003197 catalytic effect Effects 0.000 claims abstract description 9
- 238000006356 dehydrogenation reaction Methods 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- 230000005587 bubbling Effects 0.000 claims abstract description 6
- 229910052802 copper Inorganic materials 0.000 claims abstract description 6
- 239000010949 copper Substances 0.000 claims abstract description 6
- 238000006392 deoxygenation reaction Methods 0.000 claims abstract description 6
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910001882 dioxygen Inorganic materials 0.000 claims abstract description 5
- 239000011261 inert gas Substances 0.000 claims abstract description 5
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 4
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 239000004280 Sodium formate Substances 0.000 claims description 5
- 239000001307 helium Substances 0.000 claims description 5
- 229910052734 helium Inorganic materials 0.000 claims description 5
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical group [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 claims description 5
- 235000019254 sodium formate Nutrition 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 239000000376 reactant Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000001734 carboxylic acid salts Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- -1 phosphonomethyl Chemical group 0.000 claims description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 150000003839 salts Chemical class 0.000 abstract description 17
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 description 24
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- 239000001301 oxygen Substances 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 5
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 4
- 150000001414 amino alcohols Chemical class 0.000 description 4
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical class OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical class NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- HAXVIVNBOQIMTE-UHFFFAOYSA-L disodium;2-(carboxylatomethylamino)acetate Chemical compound [Na+].[Na+].[O-]C(=O)CNCC([O-])=O HAXVIVNBOQIMTE-UHFFFAOYSA-L 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000010907 mechanical stirring Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical class OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- DDLIFDJUALTHJF-YUZLPWPTSA-N N12[C@@](C(CCC[N+](C)(C)C)CC2)(C(=O)[O-])CC1 Chemical compound N12[C@@](C(CCC[N+](C)(C)C)CC2)(C(=O)[O-])CC1 DDLIFDJUALTHJF-YUZLPWPTSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000009776 industrial production Methods 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
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/295—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with inorganic bases, e.g. by alkali fusion
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/02—Formation of carboxyl groups in compounds containing amino groups, e.g. by oxidation of amino alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT98TO000249A ITTO980249A1 (it) | 1998-03-23 | 1998-03-23 | Procedimento per la preparazione di sali di acidi carbossilici |
| US09/271,135 US6239312B1 (en) | 1998-03-23 | 1999-03-17 | Method for the preparation of salts of carboxylic acids using copper catalyzed dehydrogenation |
| AU21278/99A AU740306B2 (en) | 1998-03-23 | 1999-03-19 | A method for the preparation of salts of carboxylic acids |
| IL12907999A IL129079A (en) | 1998-03-23 | 1999-03-21 | A method for making salts of carboxylic acids |
| AT99105731T ATE248803T1 (de) | 1998-03-23 | 1999-03-22 | Verfahren zur herstellung von salzen von carbonsäuren |
| ES99105731T ES2207049T3 (es) | 1998-03-23 | 1999-03-22 | Un metodo para la preparacion de sales de acidos carboxilicos. |
| DE69910871T DE69910871D1 (de) | 1998-03-23 | 1999-03-22 | Verfahren zur Herstellung von Salzen von Carbonsäuren |
| IN332MA1999 IN188987B (esLanguage) | 1998-03-23 | 1999-03-22 | |
| PT99105731T PT945428E (pt) | 1998-03-23 | 1999-03-22 | Um metodo para a preparacao de sais de acidos carboxilicos |
| EP99105731A EP0945428B1 (en) | 1998-03-23 | 1999-03-22 | A method for the preparation of salts of carboxylic acids |
| BR9901155-7A BR9901155A (pt) | 1998-03-23 | 1999-03-23 | Método para a preparação de sais de ácidos carboxìlicos. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT98TO000249A ITTO980249A1 (it) | 1998-03-23 | 1998-03-23 | Procedimento per la preparazione di sali di acidi carbossilici |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ITTO980249A1 true ITTO980249A1 (it) | 1999-09-23 |
Family
ID=11416624
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT98TO000249A ITTO980249A1 (it) | 1998-03-23 | 1998-03-23 | Procedimento per la preparazione di sali di acidi carbossilici |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6239312B1 (esLanguage) |
| EP (1) | EP0945428B1 (esLanguage) |
| AT (1) | ATE248803T1 (esLanguage) |
| AU (1) | AU740306B2 (esLanguage) |
| BR (1) | BR9901155A (esLanguage) |
| DE (1) | DE69910871D1 (esLanguage) |
| ES (1) | ES2207049T3 (esLanguage) |
| IL (1) | IL129079A (esLanguage) |
| IN (1) | IN188987B (esLanguage) |
| IT (1) | ITTO980249A1 (esLanguage) |
| PT (1) | PT945428E (esLanguage) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX224669B (es) * | 1999-05-03 | 2004-12-06 | Monsanto Technology Llc | Procedimiento para la preparacion de sales de acido carboxilico a partir de alcoholes primarios. |
| US6376708B1 (en) * | 2000-04-11 | 2002-04-23 | Monsanto Technology Llc | Process and catalyst for dehydrogenating primary alcohols to make carboxylic acid salts |
| US6927304B2 (en) | 2000-05-22 | 2005-08-09 | Monsanto Technology Llc | De-oxygenation treatment for noble metal on carbon catalysts used in liquid phase oxidation reactions |
| WO2004013094A2 (en) | 2002-08-02 | 2004-02-12 | Massachusetts Institute Of Technology | Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds |
| US9062278B2 (en) * | 2010-02-19 | 2015-06-23 | Basf Se | Preparing ether carboxylates |
| US8309759B2 (en) * | 2010-02-19 | 2012-11-13 | Basf Se | Preparing ether carboxylates |
| MX2012009418A (es) * | 2010-02-19 | 2012-09-07 | Basf Se | Metodo para la produccion de carboxilatos de eter. |
| EP2536680B1 (de) * | 2010-02-19 | 2015-09-02 | Basf Se | Verfahren zur herstellung von ethercarboxylaten |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2148287B (en) | 1983-10-05 | 1987-04-15 | Nippon Catalytic Chem Ind | Preparation of aminocarboxylic acid salts from amino alcohols |
| ES2022044A6 (es) | 1990-09-25 | 1991-11-16 | Ercros Sa | Procedimiento para la obtencion de derivados del acido acetico. |
| ES2031412A6 (es) | 1990-10-04 | 1992-12-01 | Ercros Sa | Perfeccionamientos introducidos en un procedimiento de obtencion de derivados de acido acetico. |
| KR950006892B1 (ko) | 1990-10-23 | 1995-06-26 | 가부시끼가이샤 닛뽕 쇼꾸바이 | 아미노카르복실산 염의 제조방법 |
| US5220054A (en) * | 1990-11-27 | 1993-06-15 | Nippon Shokubai Co., Ltd. | Process for producing aminocarboxylic acid salt |
| US5292936A (en) | 1993-04-12 | 1994-03-08 | Monsanto Company | Process to prepare amino carboxylic acid salts |
| US5689000A (en) * | 1994-07-01 | 1997-11-18 | Monsanto Company | Process for preparing carboxylic acid salts and catalysts useful in such process |
| US5916840A (en) * | 1994-07-01 | 1999-06-29 | Monsanto Company | Process for preparing carboxylic acid salts and catalysts useful in such process |
| US5986128A (en) * | 1996-11-01 | 1999-11-16 | Monsanto Company | Use of monosodium iminodiacetic acid solutions in the preparation of N-phosphonomethyliminodiacetic acid |
-
1998
- 1998-03-23 IT IT98TO000249A patent/ITTO980249A1/it unknown
-
1999
- 1999-03-17 US US09/271,135 patent/US6239312B1/en not_active Expired - Fee Related
- 1999-03-19 AU AU21278/99A patent/AU740306B2/en not_active Ceased
- 1999-03-21 IL IL12907999A patent/IL129079A/en not_active IP Right Cessation
- 1999-03-22 EP EP99105731A patent/EP0945428B1/en not_active Expired - Lifetime
- 1999-03-22 DE DE69910871T patent/DE69910871D1/de not_active Expired - Lifetime
- 1999-03-22 IN IN332MA1999 patent/IN188987B/en unknown
- 1999-03-22 PT PT99105731T patent/PT945428E/pt unknown
- 1999-03-22 AT AT99105731T patent/ATE248803T1/de not_active IP Right Cessation
- 1999-03-22 ES ES99105731T patent/ES2207049T3/es not_active Expired - Lifetime
- 1999-03-23 BR BR9901155-7A patent/BR9901155A/pt not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU740306B2 (en) | 2001-11-01 |
| EP0945428A3 (en) | 2000-01-12 |
| BR9901155A (pt) | 2000-01-11 |
| US6239312B1 (en) | 2001-05-29 |
| EP0945428A2 (en) | 1999-09-29 |
| PT945428E (pt) | 2004-01-30 |
| AU2127899A (en) | 1999-10-07 |
| DE69910871D1 (de) | 2003-10-09 |
| ES2207049T3 (es) | 2004-05-16 |
| IL129079A0 (en) | 2000-02-17 |
| EP0945428B1 (en) | 2003-09-03 |
| IL129079A (en) | 2004-05-12 |
| ATE248803T1 (de) | 2003-09-15 |
| IN188987B (esLanguage) | 2002-11-30 |
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