EP0526942B1 - Flüssige Zusammensetzung - Google Patents
Flüssige Zusammensetzung Download PDFInfo
- Publication number
- EP0526942B1 EP0526942B1 EP92202329A EP92202329A EP0526942B1 EP 0526942 B1 EP0526942 B1 EP 0526942B1 EP 92202329 A EP92202329 A EP 92202329A EP 92202329 A EP92202329 A EP 92202329A EP 0526942 B1 EP0526942 B1 EP 0526942B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- percent
- composition
- water
- alkylated
- 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
- 239000000203 mixture Substances 0.000 title claims description 31
- 239000007788 liquid Substances 0.000 title claims description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 11
- ZZXDRXVIRVJQBT-UHFFFAOYSA-N 2,3-dimethylbenzenesulfonic acid Chemical class CC1=CC=CC(S(O)(=O)=O)=C1C ZZXDRXVIRVJQBT-UHFFFAOYSA-N 0.000 claims description 10
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 230000003472 neutralizing effect Effects 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 239000003921 oil Substances 0.000 description 11
- 238000009472 formulation Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000010690 paraffinic oil Substances 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000011149 active material Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C21—METALLURGY OF IRON
- C21D—MODIFYING THE PHYSICAL STRUCTURE OF FERROUS METALS; GENERAL DEVICES FOR HEAT TREATMENT OF FERROUS OR NON-FERROUS METALS OR ALLOYS; MAKING METAL MALLEABLE, e.g. BY DECARBURISATION OR TEMPERING
- C21D1/00—General methods or devices for heat treatment, e.g. annealing, hardening, quenching or tempering
- C21D1/56—General methods or devices for heat treatment, e.g. annealing, hardening, quenching or tempering characterised by the quenching agents
- C21D1/58—Oils
-
- 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
- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
-
- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/72—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing sulfur, selenium or tellurium
-
- 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
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/24—Polyethers
- C10M145/26—Polyoxyalkylenes
- C10M145/28—Polyoxyalkylenes of alkylene oxides containing 2 carbon atoms only
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- 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
- 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
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- 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
- 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
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
-
- 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
- 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
- C10M2203/104—Aromatic fractions
- C10M2203/1045—Aromatic fractions used as base material
-
- 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
- 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
- C10M2203/106—Naphthenic fractions
- C10M2203/1065—Naphthenic fractions used as base material
-
- 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
- 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
- C10M2203/108—Residual fractions, e.g. bright stocks
- C10M2203/1085—Residual fractions, e.g. bright stocks used as base material
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/003—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions used as base material
-
- 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
- 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
- C10M2219/021—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds used as base material
-
- 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
- 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
- C10M2219/0406—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides used as base material
-
- 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
- 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
- C10M2219/046—Overbasedsulfonic acid salts
- C10M2219/0463—Overbasedsulfonic acid salts used as base material
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
- C10M2219/061—Thio-acids; Thiocyanates; Derivatives thereof used as base material
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/081—Thiols; Sulfides; Polysulfides; Mercaptals used as base material
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/101—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring used as base material
Definitions
- the invention relates to a liquid composition and to a process for the preparation of such a liquid composition.
- the invention specifically relates to a liquid composition comprising
- composition according to the invention is an oil-containing clear and liquid solution of an alkylated xylenesulphonic acid salt, which is substantially anhydrous as herein defined.
- the composition has an excellent storage stability and a suitable viscosity. It may be used as a protective fluid in metal-working industry. It may also be used as a quenching oil in metal processing. It shows no phase separation nor crystallization at zero degree C.
- compositions are those wherein an alkylated xylenesulphonic acid salt is an ortho-xylenesulphonic acid salt of the formula wherein M is an alkali metal or ammonium and A is a C8-C30 alkyl group, preferably a C12-C20 alkyl group.
- the long chain-alkyl group is bound to the aromatic ring from its 2-position to its mid-position.
- the glycol is polyethylene glycol or polypropylene glycol.
- Preferred molecular weights range from 200 to 1200, more preferred from 300 to 1000.
- compositions comprise 50 to 65 percent by weight of alkylated xylenesulphonic acid salt; 5 to 20 percent by weight of glycol; less than one percent by weight of water and the balance being an oil, preferably a naphthenic oil or paraffinic oil.
- compositions according to the invention may be prepared by neutralizing an alkylated xylenesulphonic acid in the presence of an aromatic, paraffinic or naphthenic oil, subsequently adding a glycol to the neutralized reaction mixture and distilling off the water to a level of less than one percent by weight. The distillation is carried out at a temperature of 80 °C to 100 °C.
- compositions according to the invention are the C13, C14-alkyl ortho-xylene sulphonic acid salt and the C16-, C18-alkyl ortho-xylene sulphonic acid salt, specifically the sodium salt.
- alkyl ortho-xylene sulphonates in a concentration of about 60 percent by weight of active material in an oil, containing also less than 10 percent by weight of water (without a glycol).
- Said composition is generally a rigid gel and with only containing water in a small range of 4.2 to 4.8 percent by weight, the composition is liquid.
- Low water content formulations of this type (without glycol) are generally solids.
- the water content is replaced by polyglycol. After the glycol has been added to the formulation, the water is distilled off. This process may be facilitated by introducing in the neutralization vessel nitrogen or air.
- alkylated ortho-xylene sulphonic acids having the chemical structure wherein A represents C16- and C18-alkyl (average mol. weight 425) were neutralized with 124.6 g of aqueous 47% by weight of sodium hydroxide solution in 257.7 g of paraffinic oil.
- the formulation comprised 60% by weight of active matter, 10% by weight of water and had a kinematic viscosity of 340 mm/s at 60 °c and a solidification point of 30 °C to 40 °c.
- the water content was 0.6 percent by weight on the total composition of 1000 g.
- This product had a kinematic viscosity of 1780 mm/s at 60 °C, and remained a liquid even below 0 °C without crystallization.
- alkylated ortho-xylene sulphonic acids having the chemical structure wherein A is C13- and C14-alkyl (average mol. weight 380) were neutralized with 134.8 g of aqueous 47% by weight of sodium hydroxide solution in 256.0 g of paraffinic oil.
- This formulation had a kinematic viscosity of 190 mm/s and a solidification point of 30 °C to 40 °C.
- the water content was 0.5 percent by weight on the total composition of 1000 g.
- This product had a kinematic viscosity of 4950 mm/s, and remained a liquid even at 0 °C.
- Example 1 The process of Example 1 was repeated, whereby instead of a paraffinic oil a naphthenic oil was used.
- the amounts of the components were the same as those used in the process of Example 1.
- the water content was 0.6 percent by weight on the total composition of 1000 g. This product was just yet a liquid at 0 °C without any crystallization.
- the naphthenic oil had the following properties: kinematic viscosity at 100 °C 2.28 mm/s flash point >148 °C pour point -39 °C or below
- the paraffinic oil had the following properties: kinematic viscosity at 100 °C 4.4 -4.9 mm/s flash point >200 °C pour point -18 °C or below
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Thermal Sciences (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Mechanical Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Physics & Mathematics (AREA)
- Lubricants (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (7)
- Flüssige Zusammensetzung in Form einer Lösung, enthaltenda) ein alkyliertes Xylolsulfonsäuresalz,b) ein Glykol mit einem Molekulargewicht von 200 bis 1500,c) ein aromatisches, paraffinisches oder naphthenisches Öl undd) weniger als 1 Gew.-% Wasser, bezogen auf die Gesamtzusammensetzung.
- Zusammensetzung nach Anspruch 2, in der es sich bei der Alkylgruppe um eine C₁₂-C₂₀-Alkylgruppe handelt.
- Zusammensetzung nach den Ansprüchen 1-3, in der man Polyethylenglykol mit einem mittleren Molekulargewicht von 200 bis 1000 verwendet.
- Zusammensetzung nach den Ansprüchen 1-4, in der 50 bis 65 Gew.-% eines alkylierten Xylolsulfonsäuresalzes, 5 bis 20 Gew.-% eines Glykols, weniger als 1 Gew.-% Wasser und 14 bis 44 Gew.-% des Öls vorliegen.
- Verfahren zur Herstellung einer Zusammensetzung nach Anspruch 1, bei dem man eine alkylierte Xylolsulfonsäure in Gegenwart eines aromatischen, paraffinischen oder naphthenischen Öls zu dem alkylierten Xylolsulfonsäuresalz und Wasser neutralisiert, anschließend der neutralisierten Reaktionsmischung ein Glykol zufügt und das Wasser bis zu einem Gehalt von weniger als 1 Gew.-% abdestilliert.
- Verfahren nach Anspruch 6, bei dem man die Destillation bei einer Temperatur von 80°C bis 100°C durchführt.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9116382 | 1991-07-30 | ||
GB919116382A GB9116382D0 (en) | 1991-07-30 | 1991-07-30 | Liquid composition |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0526942A1 EP0526942A1 (de) | 1993-02-10 |
EP0526942B1 true EP0526942B1 (de) | 1996-04-10 |
Family
ID=10699190
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP92202329A Expired - Lifetime EP0526942B1 (de) | 1991-07-30 | 1992-07-28 | Flüssige Zusammensetzung |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0526942B1 (de) |
CA (1) | CA2074751A1 (de) |
DE (1) | DE69209742T2 (de) |
GB (1) | GB9116382D0 (de) |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4140642A (en) * | 1974-03-08 | 1979-02-20 | Exxon Research & Engineering Co. | Emulsifiable mixture of oil soluble alkylbenzene sulfonate salts having two different molecular weight maxima |
DE2411827C2 (de) * | 1974-03-12 | 1982-07-29 | Hans Fleischer | Beim Härten von Metall, insbesondere von Stahl, zu verwendende Abschreck- oder Anlaßflüssigkeit |
US4164474A (en) * | 1975-01-08 | 1979-08-14 | King Industries, Inc. | Process for producing metal salts of oil-soluble organosulfonic acids |
GB2058118A (en) * | 1979-08-31 | 1981-04-08 | Exxon Research Engineering Co | Overbased calcium sulphonate production |
GB2081299B (en) * | 1980-07-29 | 1984-01-18 | Exxon Research Engineering Co | Two-stroke fuel-lubricant composition |
EP0178354A1 (de) * | 1984-10-17 | 1986-04-23 | Ethyl Petroleum Additives Limited | Abschrecköle, Konzentrate für Abschrecköle, Wärmebehandlungsverfahren von Eisen-Metallen und so behandelte Gegenstände |
DE3742572A1 (de) * | 1987-12-16 | 1989-07-06 | Hilti Ag | Bohr- und schneidmittel fuer gestein |
GB8819215D0 (en) * | 1988-08-12 | 1988-09-14 | Shell Int Research | Lubricant additives |
GB2232665A (en) * | 1989-05-31 | 1990-12-19 | Exxon Chemical Patents Inc | Sulphonic acid derivatives and their use as emulsifiers |
GB8916151D0 (en) * | 1989-07-14 | 1989-08-31 | Shell Int Research | Composition |
-
1991
- 1991-07-30 GB GB919116382A patent/GB9116382D0/en active Pending
-
1992
- 1992-07-28 DE DE69209742T patent/DE69209742T2/de not_active Expired - Fee Related
- 1992-07-28 CA CA002074751A patent/CA2074751A1/en not_active Abandoned
- 1992-07-28 EP EP92202329A patent/EP0526942B1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP0526942A1 (de) | 1993-02-10 |
DE69209742T2 (de) | 1996-10-31 |
CA2074751A1 (en) | 1993-01-31 |
GB9116382D0 (en) | 1991-09-11 |
DE69209742D1 (de) | 1996-05-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5976609A (en) | Process for recovering 2-hydroxy-4-methylthiobutyric acid (MHA), MHA and its use | |
EP0232154B1 (de) | Schmierölzusammensetzungen | |
US4921966A (en) | Process for the preparation of liquid mixtures of alkylated 2-(2-hydroxyphenyl)benzotriazoles | |
CA1246421A (en) | Method for the separation of oil-in-water emulsions | |
EP0526942B1 (de) | Flüssige Zusammensetzung | |
DE19527516A1 (de) | Verfahren zum Herstellen cyclischer Siloxane | |
US4297236A (en) | Water miscible corrosion inhibitors | |
US4279837A (en) | Process for the preparation of alkaline earth metal salts of alkyl benzenesulfonic acids | |
EP0056372A1 (de) | Sec-butylbiphenyl zusammensetzung und verfahren zu deren herstellung | |
EP1149073A1 (de) | Verfahren zur herstellung von 2-hydroxy-4-methylthio-buttersäure | |
EP0421329B1 (de) | Verfahren zur Herstellung von Diacetal-Verbindungen | |
EP0264755A1 (de) | Alkoxylierte amidgruppenhaltige Polyamine und deren Verwendung zum Brechen von Öl-in-Wasser- und Wasser-in-Öl-Emulsionen | |
JPH0321035B2 (de) | ||
EP0063854B1 (de) | Polyätherverdickungsmittel für wässrige Systeme, die Zusätze mit erhöht verdickender Wirkung enthalten | |
US4322312A (en) | Process for purification of non-ionic emulsifiers | |
NO770593L (no) | Sammensetning omfattende en blanding av sinksalter av 0,0`-di(prim{re og sekund{re) alkylditiofosforsyrer | |
EP0413374B1 (de) | Alkylxylensulfonat und Glycol enthaltende Zusammensetzung und ihre Verwendung zur verbesserten Erdölgewinnung | |
EP0061932B1 (de) | Zusammensetzung zur Verwendung bei der Ölgewinnung, Verfahren zu ihrer Anwendung und oberflächenaktive Verbindungen | |
EP0010523B1 (de) | Nichtionische oberflächenaktive Mittel, die eine Perfluoralkylalkylenmercaptogruppe enthalten, Verfahren zu ihrer Herstellung und deren Verwendung | |
KR100504521B1 (ko) | 임의 관능화된 폴리알콕시화 슈퍼아미드,에멀션화제로서의 용도 | |
US5744629A (en) | Process for manufacturing methylene-bis (dibutyl-dithiocarbamate) with ASTM colour less than 2 | |
US4194980A (en) | Sulfurized olefin lubricant additives and compositions containing same | |
EP0121964A1 (de) | Verfahren zur Herstellung einer konzentrierten Alkylarylsulfonat-Zusammensetzung | |
KR20070085417A (ko) | 염화 마그네슘-알콜 지지체 상에 인데노인돌릴 리간드를포함하는 유기금속 착물을 이용한 올레핀 중합 방법 | |
EP0148517A1 (de) | Anwendung von Olefinsulfonat-Zusammensetzungen in verbesserter Erdölgewinnung |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): DE FR GB IT NL |
|
17P | Request for examination filed |
Effective date: 19930610 |
|
17Q | First examination report despatched |
Effective date: 19950817 |
|
GRAH | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOS IGRA |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): DE FR GB IT NL |
|
REF | Corresponds to: |
Ref document number: 69209742 Country of ref document: DE Date of ref document: 19960515 |
|
ITF | It: translation for a ep patent filed | ||
ET | Fr: translation filed | ||
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20000621 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20000622 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 20000627 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20000629 Year of fee payment: 9 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20010728 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20020201 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20010728 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20020329 |
|
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee |
Effective date: 20020201 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20020501 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED. Effective date: 20050728 |