GB866502A - Manufacture of metal salts of dialkyl dithiophosphoric acids - Google Patents
Manufacture of metal salts of dialkyl dithiophosphoric acidsInfo
- Publication number
- GB866502A GB866502A GB40509/58A GB4050958A GB866502A GB 866502 A GB866502 A GB 866502A GB 40509/58 A GB40509/58 A GB 40509/58A GB 4050958 A GB4050958 A GB 4050958A GB 866502 A GB866502 A GB 866502A
- Authority
- GB
- United Kingdom
- Prior art keywords
- range
- alkanols
- maintaining
- water content
- mixture
- 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
Links
Classifications
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- 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/17—Esters of thiophosphoric acids with hydroxyalkyl compounds without further substituents on alkyl
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/081—Inorganic acids or salts thereof containing halogen
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/082—Inorganic acids or salts thereof containing nitrogen
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/084—Inorganic acids or salts thereof containing sulfur, selenium or tellurium
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/026—Butene
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/22—Alkylation reaction products with aromatic type compounds, e.g. Friedel-crafts
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/084—Acrylate; Methacrylate
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
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- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/02—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only
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- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
- C10M2213/062—Polytetrafluoroethylene [PTFE]
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/088—Neutral salts
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/089—Overbased salts
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/12—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
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- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
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- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
- C10M2225/041—Hydrocarbon polymers
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
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- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
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- C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
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- C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
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- C10N2070/00—Specific manufacturing methods for lubricant compositions
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Abstract
Metal salts of dialkyl (or dicycloalkyl) dithiophosphoric acid suitable for use us additives for lubricants (see Group III) are obtained by reacting phosphorus pentasulphide with at least one alkanol or cycloalkanol having up to 14 carbon atoms at a temperature in the range of 160 DEG to 200 DEG F. for a time in the range of 1 to 6 hours while maintaining the specific gravity of the reaction mixture in the range of 1,015 to 1,035 at 78 DEG F. to obtain a dark coloured reaction mixture and separating solids therefrom, neutralising the purified dark product with a basic inorganic metal compound at a temperature in the range of 140 to 200 DEG F., heat soaking the dialkyl (or dicycloalkyl) dithiophosphoric acid salt so obtained at a temperature in the range of 150 DEG to 200 DEG F. for 1 to 4 hours, while maintaining the water content thereof at from 0,5 to 4 weight per cent and the pH at from 6,0 to 6,6 then separating substantially completely inorganic solids from the heat soaked acid salt by filtering while maintaining the water content at from 0,5 to 4 weight per cent., and drying the purified acid salt to a water content not exceeding one weight per cent. Specified alcohols are methanol, ethanol, butanol, isobutanol, isopropanol, cyclohexanol, methyl isobutyl carbinol, 2-ethyl hexanol, methyl cyclohexanol and primary branched chain alkanols such as C5, C7 or C13 "Oxo" alcohols and mixtures of alkanols having from 3 to 14 carbon atoms may be used and especially a mixture of two alkanols having from 3 to 6 carbon atoms. Suitable mixtures are isopropanol-methyl isobutyl carbinol, and isobutyl alcohol-primary amyl alcohol. The neutralising agent is preferably an oxide or hydroxide of a suitable metal, e.g. zinc, magnesium, calcium, aluminium, manganese, iron, cobalt, nickel, copper, barium, or lead. A diluent oil e.g. a hydrocarbon distillate oil is preferably used after the neutralisition and heat soaking steps and prior to the filtration to remove inorganic solids. An example is given for the production of a zinc dialkyl dithiophosphate from a mixture of methyl isobutyl carbinol (70% wt.) and isopropanol (30% wt.) using zinc oxide as the neutralising agent. The final drying step may be effected by stripping with an inert gas e.g. nitrogen, by azeotroping with benzene or isobutyl alcohol or by entrainment with a light hydrocarbon, e.g. hexane.ALSO:An additive for lubricating oils comprises a metal salt of a dialkyl or dicycloalkyl dithiophosphoric acid obtained by reacting phosphorus pentasulphide with at least one alkanol or cycloalkanol having up to 14 carbon atoms at a temperature in the range of 160 DEG to 200 DEG F. for a time of 1 to 6 hours while maintaining the specific gravity of the reaction mixture in the range of 1.015 to 1.035 at 78 DEG F. to obtain a dark coloured reaction mixture, cooling the latter and separating solids therefrom, neutralising the purified dark product with a basic inorganic metal compound at from 140 DEG to 200 DEG F., heat soaking the dialkyl dithiophosphoric acid salt at from 150 DEG to 200 DEG F. for 1 to 4 hours while maintaining its water content at from 0.5 to 4% weight and the pH in the range of 6.0 to 6.6 then separating substantially completely inorganic solids from the heat soaked acid salt by filtering, preferably after the addition of a diluent oil, e.g. a hydrocarbon diluent oil, while maintaining the water content at from 0.5 to 4% weight and drying the purified salt to a water content not exceeding 1% weight (see Group IV(b)). Specified alkanols and cycloalkanols are methanol, ethanol, butanol, isobutanol, isopropanol, cyclohexanol, methyl isobutyl carbinol, 2-ethyl hexanol, methyl cyclohexanol and C5, C7 and C13 oxo alcohols. Mixtures of C3-C14 alkanols and especially a mixture of two alkanols having from 3 to 6 carbon atoms may also be used. The neutralising agent is preferably an oxide or hydroxide of a suitable metal, e.g. zinc, magnesium, calcium, aluminium, manganese, iron, cobalt, nickel copper, barium or lead. In an example a concentrate of a zinc dialkyl dithiophosphate in a hydrocarbon distillate oil, said concentrate being obtained as above from a mixture of methyl isobutyl carbinol (70% wt.) and isopropanol (30% wt.) is added to a hydrocarbon lubricating oil (derived from a mid-continent crude by solvent extraction) and a methacrylate type viscosity index improver, a barium-calcium sulphurised phenate, calcium sulphate and a phosphosulphurised pinene are also added. In another example the zinc dialkyl dithiophosphate is added to a mixed hydrocarbon lubricating oil and a polybutylene type viscosity index improver, a phosphosulphurised polybutylene neutralised with a basic barium nonyl phenol sulphide-sulphonate mixture and a chlorinated wax-naphthalene condensate also added.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US866502XA | 1958-01-07 | 1958-01-07 |
Publications (1)
Publication Number | Publication Date |
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GB866502A true GB866502A (en) | 1961-04-26 |
Family
ID=22199959
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB40509/58A Expired GB866502A (en) | 1958-01-07 | 1958-12-16 | Manufacture of metal salts of dialkyl dithiophosphoric acids |
Country Status (4)
Country | Link |
---|---|
DE (1) | DE1119854B (en) |
FR (1) | FR1218677A (en) |
GB (1) | GB866502A (en) |
NL (2) | NL234911A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3277003A (en) * | 1964-02-17 | 1966-10-04 | Phillips Petroleum Co | Lubricating oils containing amine oxides |
US5178782A (en) * | 1985-03-12 | 1993-01-12 | The Lubrizol Corporation | Metal salts of mixed aromatic/aliphatic phosphorodithioic acids |
EP1529829A1 (en) * | 2003-11-06 | 2005-05-11 | Afton Chemical Corporation | Process for producing zinc dialkyldithiophosphates exhibiting improved seal compatibility properties |
CN107955034A (en) * | 2017-10-25 | 2018-04-24 | 江苏腾龙生物药业有限公司 | A kind of preparation process of Rogor active compound |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE510012A (en) * | 1951-03-29 |
-
0
- NL NL111965D patent/NL111965C/xx active
- NL NL234911D patent/NL234911A/xx unknown
-
1958
- 1958-12-16 GB GB40509/58A patent/GB866502A/en not_active Expired
- 1958-12-19 DE DEE16906A patent/DE1119854B/en active Pending
- 1958-12-31 FR FR783082A patent/FR1218677A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3277003A (en) * | 1964-02-17 | 1966-10-04 | Phillips Petroleum Co | Lubricating oils containing amine oxides |
US5178782A (en) * | 1985-03-12 | 1993-01-12 | The Lubrizol Corporation | Metal salts of mixed aromatic/aliphatic phosphorodithioic acids |
EP1529829A1 (en) * | 2003-11-06 | 2005-05-11 | Afton Chemical Corporation | Process for producing zinc dialkyldithiophosphates exhibiting improved seal compatibility properties |
US7368596B2 (en) | 2003-11-06 | 2008-05-06 | Afton Chemical Corporation | Process for producing zinc dialkyldithiophosphates exhibiting improved seal compatibility properties |
US7592490B2 (en) | 2003-11-06 | 2009-09-22 | Afton Chemical Corporation | Process for producing zinc dialkyldithiophosphates exhibiting improved seal compatibility properties |
CN107955034A (en) * | 2017-10-25 | 2018-04-24 | 江苏腾龙生物药业有限公司 | A kind of preparation process of Rogor active compound |
CN107955034B (en) * | 2017-10-25 | 2020-05-12 | 江苏腾龙生物药业有限公司 | Preparation process of raw dimethoate |
Also Published As
Publication number | Publication date |
---|---|
FR1218677A (en) | 1960-05-12 |
NL111965C (en) | |
DE1119854B (en) | 1961-12-21 |
NL234911A (en) |
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