CN1304399C - 制备n－膦酰基甲基甘氨酸的连续工序 - Google Patents
制备n－膦酰基甲基甘氨酸的连续工序 Download PDFInfo
- Publication number
- CN1304399C CN1304399C CNB028290089A CN02829008A CN1304399C CN 1304399 C CN1304399 C CN 1304399C CN B028290089 A CNB028290089 A CN B028290089A CN 02829008 A CN02829008 A CN 02829008A CN 1304399 C CN1304399 C CN 1304399C
- Authority
- CN
- China
- Prior art keywords
- pmida
- reaction
- pmg
- glyphosate
- catalyst
- 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.)
- Expired - Lifetime
Links
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 238000010924 continuous production Methods 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 claims abstract description 133
- 239000003054 catalyst Substances 0.000 claims abstract description 103
- 239000005562 Glyphosate Substances 0.000 claims abstract description 25
- 229940097068 glyphosate Drugs 0.000 claims abstract description 25
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 85
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 45
- 229910001882 dioxygen Inorganic materials 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 16
- 235000006408 oxalic acid Nutrition 0.000 claims description 15
- 150000002978 peroxides Chemical class 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 230000015556 catabolic process Effects 0.000 claims description 4
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 2
- AZIHIQIVLANVKD-UHFFFAOYSA-N N-(phosphonomethyl)iminodiacetic acid Chemical compound OC(=O)CN(CC(O)=O)CP(O)(O)=O AZIHIQIVLANVKD-UHFFFAOYSA-N 0.000 abstract description 135
- 238000007254 oxidation reaction Methods 0.000 abstract description 28
- 230000003647 oxidation Effects 0.000 abstract description 24
- 239000006227 byproduct Substances 0.000 abstract description 22
- 238000000034 method Methods 0.000 abstract description 22
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract description 8
- 238000007086 side reaction Methods 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 230000008569 process Effects 0.000 abstract description 5
- 239000004471 Glycine Substances 0.000 abstract description 4
- 239000001301 oxygen Substances 0.000 description 68
- 229910052760 oxygen Inorganic materials 0.000 description 68
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 52
- 230000001590 oxidative effect Effects 0.000 description 42
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 41
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 27
- 229910052799 carbon Inorganic materials 0.000 description 26
- 239000002245 particle Substances 0.000 description 23
- 230000009466 transformation Effects 0.000 description 23
- 230000003197 catalytic effect Effects 0.000 description 22
- 238000002156 mixing Methods 0.000 description 17
- 239000000047 product Substances 0.000 description 15
- 230000008859 change Effects 0.000 description 14
- 238000000354 decomposition reaction Methods 0.000 description 14
- 230000000694 effects Effects 0.000 description 14
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 14
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 239000007789 gas Substances 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- 239000000376 reactant Substances 0.000 description 11
- 239000011541 reaction mixture Substances 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 8
- 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 7
- 235000019253 formic acid Nutrition 0.000 description 7
- 230000036961 partial effect Effects 0.000 description 7
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 6
- 239000010970 precious metal Substances 0.000 description 6
- 230000002829 reductive effect Effects 0.000 description 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 5
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical class [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 238000006555 catalytic reaction Methods 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- -1 phosphonomethyl Chemical group 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- MGRVRXRGTBOSHW-UHFFFAOYSA-N (aminomethyl)phosphonic acid Chemical class NCP(O)(O)=O MGRVRXRGTBOSHW-UHFFFAOYSA-N 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 239000003245 coal Substances 0.000 description 4
- 239000000571 coke Substances 0.000 description 4
- 238000013461 design Methods 0.000 description 4
- 238000007069 methylation reaction Methods 0.000 description 4
- 229910000510 noble metal Inorganic materials 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 229930194542 Keto Natural products 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000011089 carbon dioxide Nutrition 0.000 description 3
- 238000004590 computer program Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 230000014509 gene expression Effects 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 239000013067 intermediate product Substances 0.000 description 3
- 125000000468 ketone group Chemical group 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- GUAQVFRUPZBRJQ-UHFFFAOYSA-N n-(3-aminopropyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCCCN GUAQVFRUPZBRJQ-UHFFFAOYSA-N 0.000 description 3
- 150000003009 phosphonic acids Chemical class 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 230000002441 reversible effect Effects 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000003889 chemical engineering Methods 0.000 description 2
- 230000002860 competitive effect Effects 0.000 description 2
- 230000001186 cumulative effect Effects 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 208000018459 dissociative disease Diseases 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 230000002045 lasting effect Effects 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000012544 monitoring process Methods 0.000 description 2
- 239000003415 peat Substances 0.000 description 2
- 238000005502 peroxidation Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000001131 transforming effect Effects 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- XINQFOMFQFGGCQ-UHFFFAOYSA-L (2-dodecoxy-2-oxoethyl)-[6-[(2-dodecoxy-2-oxoethyl)-dimethylazaniumyl]hexyl]-dimethylazanium;dichloride Chemical compound [Cl-].[Cl-].CCCCCCCCCCCCOC(=O)C[N+](C)(C)CCCCCC[N+](C)(C)CC(=O)OCCCCCCCCCCCC XINQFOMFQFGGCQ-UHFFFAOYSA-L 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- JYYOBHFYCIDXHH-UHFFFAOYSA-N carbonic acid;hydrate Chemical compound O.OC(O)=O JYYOBHFYCIDXHH-UHFFFAOYSA-N 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000012527 feed solution Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 230000003284 homeostatic effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 238000013507 mapping Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000001035 methylating effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000010606 normalization Methods 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 238000012803 optimization experiment Methods 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
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- 239000004575 stone Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
- C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
- C07F9/3813—N-Phosphonomethylglycine; Salts or complexes thereof
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38243402P | 2002-05-22 | 2002-05-22 | |
| US60/382,434 | 2002-05-22 | ||
| US10/301,407 | 2002-11-21 | ||
| US10/301,407 US6921834B2 (en) | 2002-05-22 | 2002-11-21 | Continuous process for preparing N-phosphonomethyl glycine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1628121A CN1628121A (zh) | 2005-06-15 |
| CN1304399C true CN1304399C (zh) | 2007-03-14 |
Family
ID=29586518
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB028290089A Expired - Lifetime CN1304399C (zh) | 2002-05-22 | 2002-11-28 | 制备n－膦酰基甲基甘氨酸的连续工序 |
Country Status (10)
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101928298B (zh) * | 2009-06-18 | 2013-06-26 | 浙江新安化工集团股份有限公司 | N-膦酰基甲基甘氨酸的生产方法及装置 |
| CN102068976B (zh) * | 2011-02-10 | 2013-01-02 | 江苏优士化学有限公司 | 一种用于合成草甘膦的催化剂及应用其合成草甘膦的方法 |
| WO2012142084A1 (en) | 2011-04-11 | 2012-10-18 | ADA-ES, Inc. | Fluidized bed method and system for gas component capture |
| CN104812467B (zh) | 2012-09-20 | 2017-05-17 | Ada-Es股份有限公司 | 用于恢复被热稳定盐污染的吸附剂上的功能位置的方法和系统 |
| CN104497040A (zh) * | 2014-12-06 | 2015-04-08 | 安徽国星生物化学有限公司 | 一种草甘膦原粉的制备工艺 |
| CN110437278B (zh) * | 2019-08-13 | 2020-08-25 | 南通江山农药化工股份有限公司 | 连续氧化制备草甘膦的方法 |
| CN113447389B (zh) * | 2021-06-18 | 2024-04-05 | 营口理工学院 | 一种采用非线性等转化率法确定碳钢凝固过程活化能的方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3969398A (en) * | 1974-05-01 | 1976-07-13 | Monsanto Company | Process for producing N-phosphonomethyl glycine |
| EP0019445A2 (en) * | 1979-05-11 | 1980-11-26 | Nitrokemia Ipartelepek | Process for the preparation of N-phosphonomethyl glycine |
| WO2001092272A2 (en) * | 2000-05-22 | 2001-12-06 | Monsanto Technology Llc | Reaction systems for making n-(phosphonomethyl)glycine compounds |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3162604A (en) | 1960-05-10 | 1964-12-22 | Stamford Chemical Ind Inc | Dry cleaning solvent compositions |
| US3160632A (en) | 1961-01-30 | 1964-12-08 | Stauffer Chemical Co | Aminomethylenephosphinic acids, salts thereof, and process for their production |
| US3799758A (en) | 1971-08-09 | 1974-03-26 | Monsanto Co | N-phosphonomethyl-glycine phytotoxicant compositions |
| US3977860A (en) | 1971-08-09 | 1976-08-31 | Monsanto Company | Herbicidal compositions and methods employing esters of N-phosphonomethylglycine |
| US3950402A (en) | 1972-05-31 | 1976-04-13 | Monsanto Company | Process for producing N-phosphonomethyl glycine |
| US4199354A (en) | 1973-01-26 | 1980-04-22 | Eastman Kodak Company | Positive-working immobile photographic compounds and photographic elements containing same |
| US3868407A (en) | 1973-11-21 | 1975-02-25 | Monsanto Co | Carboxyalkyl esters of n-phosphonomethyl glycine |
| US4405531A (en) | 1975-11-10 | 1983-09-20 | Monsanto Company | Salts of N-phosphonomethylglycine |
| US4264776A (en) | 1976-01-02 | 1981-04-28 | Monsanto Company | Production of secondary amines |
| US4197254A (en) | 1976-05-03 | 1980-04-08 | Monsanto Company | Derivatives of N-phosphonomethylglycine |
| NL7713959A (nl) | 1976-12-20 | 1978-06-22 | Monsanto Co | Werkwijze voor het bereiden van n-fosfono- methylglycinezouten. |
| US4486358A (en) | 1982-06-24 | 1984-12-04 | Ciba-Geigy Corporation | Process for producing N-phosphonomethylglycine |
| US4406777A (en) * | 1982-01-19 | 1983-09-27 | Mobil Oil Corporation | Fixed bed reactor operation |
| IL68716A (en) | 1983-05-17 | 1987-03-31 | Geshuri Lab Ltd | Process for producing n-phosphonomethylglycine |
| US4624937A (en) | 1984-05-10 | 1986-11-25 | Monsanto Company | Process for removing surface oxides from activated carbon catalyst |
| US4582650A (en) | 1985-02-11 | 1986-04-15 | Monsanto Company | Oxidation with encapsulated co-catalyst |
| US4696772A (en) | 1985-02-28 | 1987-09-29 | Monsanto Company | Amine oxidation using carbon catalyst having oxides removed from surface |
| ES2021229A6 (es) | 1990-03-12 | 1991-10-16 | Ercros Sa | Perfeccionamientos introducidos en un procedimiento de obtencion de n-fosfonometilglicina por oxidacion de n-fosfonometiliminodiacetico. |
| JP2690198B2 (ja) | 1993-01-21 | 1997-12-10 | カルゴン カーボン コーポレーション | 炭素質チャーの触媒活性の測定方法 |
| US6365772B1 (en) | 1995-05-30 | 2002-04-02 | Hampshire Chemical Corp. | Facile synthesis of phosphonomethylglycine from phosphonomethyliminodiacetic acid |
| EP0881986B1 (en) | 1996-02-21 | 2000-01-26 | E.I. Du Pont De Nemours And Company | Phosgene manufacturing process |
| EP0952961B1 (en) | 1996-12-20 | 2001-09-12 | E.I. Du Pont De Nemours And Company | Phosgene manufacturing process |
| US5942643A (en) | 1998-05-14 | 1999-08-24 | Calgon Carbon Corporation | Method for the manufacture of N-phosphonomethylglycine from N-phosphonomethyliminodiacetic acid using a low temperature catalytic carbon |
| US6342129B1 (en) | 1998-05-14 | 2002-01-29 | Calgon Carbon Corporation | Process for production of carbonaceous chars having catalytic activity |
| US5962729A (en) | 1998-05-14 | 1999-10-05 | Calgon Carbon Corporation | Method for the manufacture of N-phosphonomethylglycine from N-phosphonomethyliminodiacetic acid using a catalytic carbon |
-
2002
- 2002-11-21 US US10/301,407 patent/US6921834B2/en not_active Expired - Fee Related
- 2002-11-26 ES ES02807476T patent/ES2316654T3/es not_active Expired - Lifetime
- 2002-11-26 WO PCT/US2002/038089 patent/WO2003099831A1/en not_active Application Discontinuation
- 2002-11-26 DE DE60230454T patent/DE60230454D1/de not_active Expired - Lifetime
- 2002-11-26 EP EP02807476A patent/EP1506209B1/en not_active Expired - Lifetime
- 2002-11-26 AT AT02807476T patent/ATE417853T1/de not_active IP Right Cessation
- 2002-11-26 AU AU2002367990A patent/AU2002367990A1/en not_active Abandoned
- 2002-11-26 BR BRPI0215736A patent/BRPI0215736B8/pt not_active IP Right Cessation
- 2002-11-26 DK DK02807476T patent/DK1506209T3/da active
- 2002-11-28 CN CNB028290089A patent/CN1304399C/zh not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3969398A (en) * | 1974-05-01 | 1976-07-13 | Monsanto Company | Process for producing N-phosphonomethyl glycine |
| EP0019445A2 (en) * | 1979-05-11 | 1980-11-26 | Nitrokemia Ipartelepek | Process for the preparation of N-phosphonomethyl glycine |
| WO2001092272A2 (en) * | 2000-05-22 | 2001-12-06 | Monsanto Technology Llc | Reaction systems for making n-(phosphonomethyl)glycine compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0215736B8 (pt) | 2022-06-28 |
| BR0215736B1 (pt) | 2013-02-05 |
| ES2316654T3 (es) | 2009-04-16 |
| EP1506209A1 (en) | 2005-02-16 |
| CN1628121A (zh) | 2005-06-15 |
| US20030229245A1 (en) | 2003-12-11 |
| ATE417853T1 (de) | 2009-01-15 |
| WO2003099831A1 (en) | 2003-12-04 |
| EP1506209B1 (en) | 2008-12-17 |
| US6921834B2 (en) | 2005-07-26 |
| AU2002367990A1 (en) | 2003-12-12 |
| DE60230454D1 (de) | 2009-01-29 |
| DK1506209T3 (da) | 2009-03-02 |
| BR0215736A (pt) | 2005-03-01 |
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