CS53692A3 - Auxiliary agent for metal treatment - Google Patents
Auxiliary agent for metal treatment Download PDFInfo
- Publication number
- CS53692A3 CS53692A3 CS92536A CS53692A CS53692A3 CS 53692 A3 CS53692 A3 CS 53692A3 CS 92536 A CS92536 A CS 92536A CS 53692 A CS53692 A CS 53692A CS 53692 A3 CS53692 A3 CS 53692A3
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- group
- carbon atoms
- oil
- alkenyl
- formula
- Prior art date
Links
- 229910052751 metal Inorganic materials 0.000 title abstract description 7
- 239000002184 metal Substances 0.000 title abstract description 7
- 239000012752 auxiliary agent Substances 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 21
- 239000002253 acid Substances 0.000 claims abstract description 16
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- 229910001413 alkali metal ion Inorganic materials 0.000 claims abstract 2
- 239000003921 oil Substances 0.000 claims description 17
- -1 cyclic imides Chemical class 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 238000005555 metalworking Methods 0.000 claims description 12
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 11
- 238000005260 corrosion Methods 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000012530 fluid Substances 0.000 claims description 8
- 239000001384 succinic acid Substances 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 6
- 230000007797 corrosion Effects 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 229920000151 polyglycol Polymers 0.000 claims description 2
- 239000010695 polyglycol Substances 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims 2
- 238000005461 lubrication Methods 0.000 claims 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 1
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 239000007788 liquid Substances 0.000 abstract description 6
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 abstract description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract description 2
- 150000002739 metals Chemical class 0.000 abstract description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 238000009472 formulation Methods 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 7
- 239000002480 mineral oil Substances 0.000 description 7
- 150000008064 anhydrides Chemical class 0.000 description 6
- 239000006260 foam Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 238000005520 cutting process Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- VRMUTGLITCWVPW-UHFFFAOYSA-N 3-prop-1-enoxycarbonyl-2,2,3-tris(prop-1-enyl)hex-4-enoic acid Chemical compound CC=COC(=O)C(C=CC)(C=CC)C(C=CC)(C=CC)C(O)=O VRMUTGLITCWVPW-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000005553 drilling Methods 0.000 description 3
- 238000003754 machining Methods 0.000 description 3
- 238000005096 rolling process Methods 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 239000011814 protection agent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RYNKSPIWLXKJHG-ZJUUUORDSA-N (3s)-3-[(3s)-oct-1-en-3-yl]oxolane-2,5-dione Chemical compound CCCCC[C@@H](C=C)[C@@H]1CC(=O)OC1=O RYNKSPIWLXKJHG-ZJUUUORDSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- OCXPJMSKLNNYLE-UHFFFAOYSA-N 2-prop-2-enylbutanedioic acid Chemical compound OC(=O)CC(C(O)=O)CC=C OCXPJMSKLNNYLE-UHFFFAOYSA-N 0.000 description 1
- YAXXOCZAXKLLCV-UHFFFAOYSA-N 3-dodecyloxolane-2,5-dione Chemical class CCCCCCCCCCCCC1CC(=O)OC1=O YAXXOCZAXKLLCV-UHFFFAOYSA-N 0.000 description 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 101100294115 Caenorhabditis elegans nhr-4 gene Proteins 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000801924 Sena Species 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 150000002889 oleic acids Chemical class 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 230000010494 opalescence Effects 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
Classifications
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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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/22—Amides or hydrazides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/16—Amines or polyamines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/16—Amides; Imides
-
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M173/00—Lubricating compositions containing more than 10% water
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- C10M173/00—Lubricating compositions containing more than 10% water
- C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
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- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/145—Amides; N-substituted amides
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/061—Carbides; Hydrides; Nitrides
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/16—Carbon dioxide
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/18—Ammonia
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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
- C10M2209/10—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
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
- C10M2215/082—Amides containing hydroxyl groups; Alkoxylated derivatives
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/086—Imides
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/12—Partial amides of polycarboxylic acids
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/12—Partial amides of polycarboxylic acids
- C10M2215/122—Phtalamic acid
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
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Abstract
Description
tBDr. VŠETEČKA ůdvckáí '53 é — ty? ««Rad PRAHA'., Žitné 25 {BDr. ALL THREATS '53 é - you? «« PRA PRAHA '., Zitna 25 {
Ob1ast technikyOb1ast techniques
Vynález se týká pomocných prostředků pro opracováni kovů,použitelných při nejrůznějších operacích předúpravy a dodateč-ného opracování kovů. Týká se pomocných prostředků pro beztřís-kové i třískové obráběni kovů. Při třískovém obrábění kovů sepoužívá vrtacích a řezných olejů, při beztřískovém obráběníválcovacích a tažírenských olejů.BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to metal working aids useful in a variety of pre-treatment and post-processing operations. It relates to auxiliaries for non-chip and chip metal machining. For metal cutting, it uses drilling and cutting oils, with non-cutting machining of rolling and drawing oils.
Dosavadni stav technikyBackground Art
Prostředky proti korozi a emulgátory v emulgovate1nýchprostředcích pro opracování kovů by měly splňovat následujícípožadavky: - měly by vykazovat výrazné protikorozní charakteristiky sezřetelem na železné kovy, - měly by mít emulgacní působení na minerální oleje popřípadětaké v kombinaci se zvolenými neionogenními sloučeninami, - měly by vykazovat nepatrný sklon k pěnění popřípadě by mělyzpůsobovat rychlý rozpad pěny, - měly by bránit růstu mikroorgamismů. Částečně všechny tyto požadavky splňují sloučeniny,uvedené v evropském patentovém spise číslo EP-A-0127132. Z to-hoto spisu jsou již známy poloamidy alkenyljantarové kyselinyobecného vzorce R - CH - Ctf2 - COO--K+ kde znamená R alkenylovou skupijich použiti k ochraně proti ko-jí dostatečné emulgacní půsostálosti těchto emulzí. KrGmě t CONH2 nu s 6 až 12 atomy uhlíku a je- roz i . Tyto sloučeniny však nerns- bení , což vede k nedostatečné oho mají e mul ze, obsahující tuto 2 sloučeninu, sklon k pěněni, což je nedostatkem obzvláště přibroušení, kdy jsou emulze vystaveny vysokému mechanickémunamáhání.Anti-corrosion agents and emulsifiers in emulsifiable metal working agents should meet the following requirements: - they should exhibit significant corrosion protection characteristics for ferrous metals, - they should have an emulsifying effect on mineral oils or in combination with selected non-ionic compounds, - should exhibit a slight slope they should eventually cause sudsing of the foam to foam, - they should prevent the growth of microorgamisms. In particular, the compounds disclosed in EP-A-0127132 meet all of these requirements. Semi-amides of alkenylsuccinic acid of the general formula R - CH - Clf2 - COO - K + are already known from this publication, where R is alkenyl groups used to protect against emulsification of such emulsions. CGmě t tHHHH nu nu nu of 6 to 12 carbon atoms; However, these compounds do not increase, leading to insufficient foams, which tend to foam, which is a particular drawback when the emulsions are subjected to high mechanical loading.
Vynález je zaměřen na odstranění nedostatků, ke kterýmdochází cbyčejě při reakci anhydridů alkenyljantarové kyselinys alkáno 1aminy.The present invention is directed to eliminating the drawbacks encountered in the reaction of alkenylsuccinic anhydrides with alkanoic amines.
Podstata vynálezuSUMMARY OF THE INVENTION
Podstatou vynálezu jsou tedy prostředky na bázi poloamidúalkenyljantarové kyseliny obecného vzorce A - CH - CH2 - CONRRi a/nebo A - CH - CH2 - COO--Me+i ! COO- Me + CONRR1 popřípadě ve směsi s cyklickými imidy obecného vzorceSUMMARY OF THE INVENTION Accordingly, the present invention provides a composition based on a semi-amidalkenylsuccinic acid of the formula A - CH - CH 2 - CONRR 1 and / or A - CH - CH 2 - COO - Me + 1! COO-Me + CONRR1 optionally mixed with cyclic imides of the formula
použitelné jakožto pomocné prostředky při obrábění kovů,zvláště k ochraně proti korozi a jakožto emulgátory ve vodnýcha/nebo olej obsahujících prostředcích nebo ve zředěné forměv kapalinách pro obrábění kovů. Oba poloamidy jsou obvykle veformě směsi.useful as metalworking aids, in particular for corrosion protection and as emulsifiers in aqueous and / or oil-containing compositions or in diluted form in metalworking fluids. Typically, both halfamides are in the form of a mixture.
Ve shora uvedených obecných vzorcích znamená A alkenylcvou skupinu s 6 až 30 atomy uhlíku, zvláště s 10až 24 atomy uhlíku s přímým nebo s rozvětveným řetězcem, R atom vodíku nebo R1 , jestliže R a R1 jsou'' stejné, znamena-jí tyto symboly R a R1 stejnou nebo odlišnou skupinu,In the above formulas, A represents an alkenyl group having from 6 to 30 carbon atoms, in particular from 10 to 24 carbon atoms with a straight or branched chain, R is hydrogen or R 1 when R and R 1 are the same, these symbols R and R1 is the same or different,
R1 znamená skupinu obecného vzorce- R2 - O- (CH2CHR3 - O -)n-H kde znamená R- alkylenovou skupinu s 1 až 10 atomy uhlíku, zvláště 3 s 1 až 5 atomy uhlíku, s přímým nebo s rozvětvenýmřetězcem, R3 atom vodíku nebo methylovou skupinu n O až 50, s výhodou O až 5,R1 is - R2 - O - (CH2CHR3 --O--) nH wherein R is a C1 -C10 alkylene group, in particular a C1 -C5 carbon atom, a straight or branched chain R3 group, a hydrogen atom or a methyl group n is from 0 to 50, preferably from 0 to 5,
Me+ iont alkalického kovu, zvláště sodíku nebo draslíku,proton nebo amoniový iont obecného vzorce *NHR4R5R6kde znamená R4, R5 a R6 které jsou stejné nebo různé, atom vodíkunebo alkylovou skupinu nebo hydroxyalky-lovou skupinu vždy s 1 až 6 atomy uhlíku,zvláště 2-hydroxyethylovou nebo 2-hydro-xypropylovou skupinu.An alkali metal, especially sodium or potassium, Me + ion, a proton or an ammonium ion of the formula * NHR 4 R 5 R 6 where R 4, R 5 and R 6 are the same or different, hydrogen or alkyl or hydroxyalkyl of 1 to 6 carbon atoms, especially 2- hydroxyethyl or 2-hydroxypropyl.
Uvedené imidy jsou vedlejšími produkty při výroběsloučenin podle vynálezu a jsou ve směsi obvykle v koncentracihmotnostně O až 30 %.Said imides are by-products in the preparation of the compounds of the invention and are usually present in the mixture at a concentration of 0 to 30%.
Opalescence emulzí, které se dosahuje s poloamidyalkenyljantarové kyseliny, dokládá oproti emulzím se známýmiprodukty podle evropského spisu EP-A-0127132 lepši jemnérozptýlení emulze a tak delší stálost při stání, to znamenádelší použitelnost emulze. Dochází také k lepšímu splněnípožadavku nižšího pěnění popřípadě rychlejšího rozrušeni pěny.The opalescence of the emulsions obtained with the semi-amide-alkenylsuccinic acid, in contrast to the emulsions with the known products of EP-A-0127132, shows a better fine dispersion of the emulsion and thus a longer stability on standing, which makes the emulsion more usable. There is also a better fulfillment of the requirement for lower foaming or more rapid disruption of the foam.
Vynález se týká také vodných a/nebo olej obsahujícíchprostředků, a kapalin pro obrábění kovů, které osahuji shorauvedené sloučeniny jakožto prostředky k ochraně proti korozia jakožto emulgátory. Výroba jakožto výchozích látek používaných anhydridůalkenyljantarové kyseliny z olefinů a maleinanhydridu je známa.Jakožto výhodné olefiny se uvádějí oligomery ethylenu,propylenu a butylenu, jakož také olefiny s vnitřními dvojnýmivazbami. Poloamidy alkylenjantarové kyseliny se získají reakcíjednoho mol anhydridů alekynljantarové kyseliny s 0,7 až 2,5,s výhodou 0,8 až 1,2 mol alkanolaminu při teplotě O až 60‘ C. 4 Má-li bý zvýšen podíl cyklického imidu, ukazuje se vyšší teplo-ta jakožto účelná. Neutralizací získaných poloamidú alkenyljan-tarové kyseliny aminy, popřípadě alkalickými hydroxidy se zís-kají odpovídající aminiové nebo alkalické soli poloamidú alke-nyljantarové kyseliny.The invention also relates to aqueous and / or oil-containing compositions and to metal working fluids which include the abovementioned compounds as corrosion protection agents as emulsifiers. The preparation of the starting alkali succinic anhydride from olefins and maleic anhydride is known. Preferred olefins include the oligomers of ethylene, propylene and butylene as well as olefins with internal double bonds. Semiamides of alkylene succinic acid are obtained by reacting one mole of anhydrides of an allyl succinic acid with 0.7 to 2.5 moles, preferably 0.8 to 1.2 moles, of alkanolamine at 0 to 60 ° C. higher heat as effective. By neutralizing the obtained alkali-alkanoic acid half-amides with amines or alkali hydroxides, the corresponding amino or alkali salts of the semi-alkenylsuccinic acid are obtained.
Obzvláště výhodnými sloučeninami podle vynálezu jsou amo-niové soli s Me * rovným NHR4R-Rh, přičemž R4 rovná se R5 rovnáse R6 a znamená hydroxyaikýlovou skupinu s 1 až 4 atomy uhlíku..Tyto a 1 káno 1aminové soli se připravují reakcí nejdříve vznika-jících poloamidú alkenyljantarové kyseliny s odpovídajícíma1 kanoi aminem.Particularly preferred compounds of the present invention are the ammonium salts of Me * NHR4R-Rh, wherein R4 is R5 equals R6 and is C1 -C4 -hydroxy-alkyl. of an alkenylsuccinic acid amide with corresponding amine.
Poloamídy alkenyljantarové kyseliny podle vynálezu tvoříve vodě čiré roztoky a poskytují s minerálním olejem ve voděsnadno emulgovate1 né prostředky. Těchto sloučenin se používáv koncentrované formě jakožto emulgátorú a prostředků chrání-cích proti korozi v olej obsahujících a/nebo ve vodných prost-ředcích. Koncentrace poloamidú v prostředku je vyšší než připoužití a je zpravidla hmotnostně 20 až 80 %. Při třískovém a beztřískovém obrábění, například v kapalinách pro vrtání, ře-zání, taženi a válcování, se prostředek ředí vodou.Semiamides of alkenylsuccinic acid according to the invention provide water-clear solutions in the past and provide water-emulsifiable compositions with mineral oil. These compounds are used in concentrated form as emulsifiers and in oil-containing anti-corrosion agents and / or in aqueous formulations. The concentration of the semi-amides in the composition is higher than the use and is generally 20 to 80% by weight. In chip and chipless machining, for example in drilling, cutting, drawing and rolling fluids, the composition is diluted with water.
Pro přípravu prostředku se produkty podle vynálezu vmíchá-vají do potřebného množství vody nebo se mísí s minerálnímolejem nebo popřípadě se směsi oleje a vody olej obsahující prostředky uživatel ředíemulguje. Poměr ředění je obecně 1 :For the preparation of the composition, the products according to the invention are mixed into the required amount of water or mixed with the mineral oil or, if appropriate, the oil / water mixture containing the oil is emulsified by the user. The dilution ratio is generally 1:
Koncentrace poloamidú v kapalinách pro obrábění kovů napříkladv kapalinách pro vrtání, řezáni, tažení a válcování je obecněpřibližně hmotnostně 0,1 až 10 %, s výhodou 2 až 10 %. Uvedenékoncentrace se vztahují na použití produktů ve. vodě i v emul-zích minerální olej/voda pro zpracování kovů. Mezi kapaliny proopracování kovů se počítají také chladicí mazací prostředky.The concentration of semi-amides in metalworking fluids, for example in drilling, cutting, drawing and rolling liquids, is generally about 0.1 to 10% by weight, preferably 2 to 10% by weight. The concentrations given refer to the use of products in. water and mineral oil / water emulsions for metal processing. Coolant lubricants are also counted among the metal working fluids.
Poloamidy alkenyljantarové kyseliny se používají vevodných, minerální olej obsahujících kapalinách pro obrábění Získané vodné nebovodou popřípadě je10 až 1 : 1OO. kovů jakožto emulgáto: a prostředky chránící proti korozi. 5The alkenylsuccinic acid semi-amides are used in aqueous mineral oil-containing liquids for the treatment of the obtained aqueous or, optionally, 10 to 1: 100. metals as emulsifiers and corrosion protection agents. 5
Jsou vhodné pro míšení se všemi obvyklými minerálními oleji,zvláště s minerálními oleji ne naftenické bázi, na parafinovébázi a na směsné bázi.They are suitable for mixing with all common mineral oils, especially mineral oils not naphthenic, paraffin-based and mixed-base.
Prostředky, popřípadě kapaliny pro obrábění kovů mohou ob-sahovat přídavně pomocné látky k optimalizaci emulgačního cho-vání a ochraně proti korozí. K tomuto účelu se obzvláště s vý-hodou používá oxethylátů obecného vzorceMetal working agents or fluids may additionally contain auxiliaries to optimize emulsification behavior and corrosion protection. Oxethylates of the general formula are particularly preferably used for this purpose
RJ - C - (CH;· - CH; - O)r.-H kde znamená R7 alkylovou skupinu s 10 až 22 atomy uhlíku,alkenylovou skupinu s 10 až 22 atomy uhlíku nebo alkylfenyiovouskupinu s celkem 1O až 20 atomy uhlíku a n číslo 2 až 10.RJ - C - (CH 2 --CH 2 --O) r -H where R 7 is C 10 -C 22 alkyl, C 10 -C 22 alkenyl or C 1 -C 20 alkylphenyloxy and n is 2 to 10.
Jakožto pomocné látky se také mohou používat a 1 káno 1amidymastných kyselin obecného vzorce R8 - CO - NR°Rio kde znamená Re alkylovou skupinu s 10 až 22 atomy uhlíku,alkenylovou skupinu s 10 až 22 atomy uhlíku a Rq a Ri°, kteréjsou stejné nebo různé, vždy atom vodíku, hydroxyalkylovouskupinu s 1 až 5 atomy uhlíku, zvláště 2-hydroxyethy1ovouskupinu nebo 2-hydroxypropy1ovou skupinu.As auxiliaries, it is also possible to use amide fatty acids of the formula R 8 - CO - NR 10 R 10 wherein R 8 is C 10 -C 22 alkyl, C 10 -C 22 alkenyl and R q and R 10 which are the same or different. different, each hydrogen, C 1 -C 5 hydroxyalkyl, especially 2-hydroxyethyl or 2-hydroxypropyl.
Vhodnými pomocnými látkami jsou také po 1yglyko1 esterymastných kyselin, zvláště nasycených nebo nenasycených mastnýchkyselin s 10 až 22 atomy uhlíku v alkylovém řetězci a s 1 až 10ethy1enoxidovými jednotkami, jako například olejové kyselinyse 4 až 6 ethylenoxidovými jednotkami. Tyto pomocné látky jsouobsaženy v prostředcích jednotlivě nebo ve směsi ve hmotnostnímmnožství vždy přibližně 20 až 40 %.Suitable excipients are also glycerol ester fatty acids, especially saturated or unsaturated fatty acids having from 10 to 22 carbon atoms in the alkyl chain and from 1 to 10 ethylene oxide units, such as oleic acids with 4 to 6 ethylene oxide units. These excipients are contained in the compositions individually or in a mixture in an amount of approximately 20 to 40% by weight.
Kromě toho mohou být v prostředcích obsazeny pro tytoúčely běžně používané přísady, jako například přísada protipěnění.In addition, commonly used additives, such as an antifoam additive, can be used in the compositions for these purposes.
Vynález blíže objasňují, nijak však neomezují následující 6 příklady praktického provedení. Příklady provedení vynálezu Příklad 1 Příprava triethano1amin/sodné soli hydroxyethyi po 1oamidutripropenyljantarové kyselinyThe invention is further illustrated by the following non-limiting examples. EXAMPLES Example 1 Preparation of Triethanolamine / Sodium Salt of Hydroxyethylsamido-Dipropenyl Succinic Acid
Do tříhrdlé baňky, vybavené kapací nálevkou, teploměrema míchadlem, se předloží 61 g (1,0 mol) monoethano1 aminu a 90 gE-vody. Pak se přikape v průběhu 30 minut 1,0 mol anhydridutripropenyljantarové kyseliny, přičemž se teplota chlazenímudržuje na maximálně 30 °C. Po ukončeném přikapávání se mícháještě po dobu tří hodin při teplotě 30 °C.To a three-necked flask equipped with a dropping funnel, a thermometer stirrer, was charged 61 g (1.0 mol) of monoethanolamine and 90 gE-water. 1.0 mol of anhydride tripropenyl succinic acid is then added dropwise over 30 minutes while maintaining the cooling temperature at a maximum of 30 ° C. After the dropwise addition, the stirrer was stirred at 30 ° C for three hours.
Do tohoto roztoku se nyní přidá při teplotě 30 °C 149 g (1,0mol) triethanolaminu, míchá se po dobu 5 minut a pak se přidá48 g (0,6 mol) hydroxidu sodného (ve formě 50¾ roztoku). Získa-ný roztok se homogenizuje při treplotě 60 SC po dobu jednéhodiny. Získá se 572 g hnědého, viskozního oleje. Přidánítriethanolaminu je také možné již při reakci monoethanolaminus anhydridem tripropenyljantarové kyseliny. Příklad 2 Příprava triethano1amin/sodné soli hydroxyethylpo 1oamidu alke-nyljantarové kyseliny s n-alkenylovým zbytkem s 12 atomy uhlí-ku/n-alkeynlovým zbytkem se 14 atomy uhlíku149 g (1.0 mol) of triethanolamine are now added to this solution at 30 DEG C., stirred for 5 minutes, and then 48 g (0.6 mol) of sodium hydroxide (in the form of 50 l of solution) are added. The resulting solution is homogenized at 60 ° C for one hour. 572 g of a brown, viscous oil are obtained. Addition of trihanolamine is also possible already in the reaction of monoethanolamine with tripropenylsuccinic acid anhydride. EXAMPLE 2 Preparation of Triethyanolamine / Sodium Salt of Hydroxyethylpoamido alkenyl succinic acid with a 12-carbon n-alkenyl moiety of a carbon / n-alkeylic residue with 14 carbon atoms
Postupuje se způsopbem podle přikladu 1. Přikapává se 1,0mol anhydridu C12/C14 alkeynljantarové kyseliny. Získá se 623,8g hnědého, viskozního oleje. Příklad 3 7 Příprava triethano 1 amin/sodné so 1 i /hydroxyethylpo 1 oami du penta-propenyl jantaropvé kyselinyThe procedure of Example 1 was followed. 1.0 ml of C12 / C14 anhydride anhydride was added dropwise. 623.8 g of a brown, viscous oil are obtained. Example 3 7 Preparation of triethanolamine / sodium with 1 i / hydroxyethylpoamate penta-propenyl succinic acid
Postupuje se způsobem podle příkladu 1. Přikapává se 348 g(1,0 mo1)anhydridu pentapropeny1jantarové kyseliny do 48,8 g(0,8 mol) monoethanoi aminu. Získá se 683,8 g hnědého,viskozního oleje. Obsah anhydridu v technickém anhydridu penta-propeny 1 jantarové kyseliny je přibližně hmotnostně 68 %. Přiklad 4 Příprava triethano1amin/sodné soli hydroxyisopropylpo1oesterupentapropenyljantarové kyselinyThe procedure of Example 1 is followed. 348 g (1.0 mol) of pentapropenylsuccinic anhydride are added dropwise to 48.8 g (0.8 mol) of amine monoethanoic acid. 683.8 g of a brown, viscous oil are obtained. The anhydride content of penta-propenylsuccinic acid anhydride is about 68% by weight. Example 4 Preparation of Triethanolamine / Sodium Salt of Hydroxyisopropyl Polyester Perentapropenylsuccinic Acid
Do třihrdlé baňky, vybavené kapací nálevkou, teploměrema míchadlem se předloží 60 g(0,8 mol) monoisopropylaminu a 90 gE-vody. Pak se přikape v průběhu 30 minut 348 g (mol) anhydridupentapropeny1 jantarové kyseliny, přičemž se chlazením udržujeteplota maximálně 30 ’C. Po ukončeném přidáváni se míchá ještěpo dobu tří hodin při teplotě 30 CC. Do tohoto roztoku se pakpřidá při teplotě 30 °C 149 g (1,0 mol) triethanolaminu, mícháse po dobu 5 minut a pak se přidá 48 g (0,6 mol hydroxidusodného (ve formě 50% vodného roztoku). Nakonec se roztokhomogenizuje po dobu jedné hodiny při teplotě 60 °. Získá se695 g hnědého, viskozního oleje. Příklad 5 Příprava triethano1amin/sodné soli diglyko1 po 1oamidu pentapro-penyl jantarové kyseliny60 g (0.8 mol) of monoisopropylamine and 90 gE-water are charged into a three-necked flask equipped with a dropping funnel, with a thermometer stirrer. 348 g (mol) of anhydridupentapropenyl succinic acid are then added dropwise over a period of 30 minutes while maintaining a temperature of at most 30 ° C with cooling. After the addition is complete, it is stirred for three hours at 30 ° C. 149 g (1.0 mol) of triethanolamine, stirred for 5 minutes, are then added to this solution at 30 DEG C. and then 48 g (0.6 moles of sodium hydroxide (as a 50% aqueous solution) are added. 695 g of a brown, viscous oil are obtained Example 5 Preparation of triethanolamine / diglycoyl sodium salt after pentapro-penyl succinic acid 1amamide
Do třihrdlé baňky, vybavené kapacía míchadlem, se předloží 84 g (0,8 mol)E-vody. Přikape se v průběhu 30 minut 348pentapropeny1jantarové kyseliny, přičemž nálevkou, teploměremdiglykolaminu a 90 gg (1,O mo1) anhydriduse teplota chlazením 8 udržuje na maximálně 30 ‘ C. Po ukončeném přiklapáváni se mícháještě po dobu tří hodin při teplotě 30 ’C. Do tohoto roztoku senyní přidá při teplotě 30 °C 149 g (1,0 mol( triethanolaminu,míchá se 5 minut a pak se přidá 48 g (0,6 mol) hydroxidusodného /ve formě 50% vodného roztoku). Nakonec se homogenizujepo dobu jedné hodiny při teplotě 60 C. Získá se 719 g hnědého,viskozního oleje. Příklad 6 Příprava triethanoiamin/sodné soli hydroxyethylpo 1oamidualkenyljantarové kyseliny s n-alkenylovým zbytkem s 10 atomyuhlíku/n-alkenylovým zbytkem se 14 atomy uhlíku84 g (0.8 mol) of E-water are introduced into a three-necked flask equipped with a dropping stirrer. 348-pentapropenylsuccinic acid is added dropwise over 30 minutes, maintaining the temperature at the maximum of 30 ° C by cooling with a funnel, thermoglycolamine and 90 gg (1.0 molar) of anhydride. After closure, stir for three hours at 30 ° C. 149 g (1.0 moles (triethanolamine) are added to this sena solution at 30 ° C and then 5 g (0.6 moles) of sodium hydroxide (in the form of a 50% aqueous solution) are added. 719 g of a brown, viscous oil are obtained Example 6 Preparation of triethanolamine / sodium hydroxyethylpoamido alkenyl succinic acid with a 10-carbon n-alkenyl / n-alkenyl radical of 14 carbon atoms
Postupuje se způsobem podle příkladu 1. Přikapává se 263 g(1,0 mol) anhydridu kyseliny C10/C14~ alkenyljantarové. Získá se611 g hnědého, viskozního oleje. Příklad 7 příprava triethano1amin/sodné soli bis/hydroxyethyl/poloamidupentapropenyljantarové kyselinyThe procedure of Example 1 was followed. 263 g (1.0 mol) of C10 / C14-alkenylsuccinic anhydride were added dropwise. 611 g of a brown, viscous oil are obtained. Example 7 Preparation of triethanolamine / sodium bis / hydroxyethyl / semiamidopentapropenylsuccinic acid
Do tříhrdlé baňky, vybavené kapací nálevkou, teploměrerema míchadlem, se předloží 0,8 mol diethanolaminu a 90 g E—vody.Pak se přikape v průběhu 30 minut 348 g (1,0 mol) anhydridupentapropenyljantarové kyseliny, přičemž se teplota chlazenímudržuje na maximálně 30 °C. Po ukončeném přikapávání se mícháještě tři hodiny při teplotě 30 ‘0. Do tohoto roztoku se přidápři teplotě 30 ’C 1,0 mol triethano1 aminu, míchá se přiteplotě 5 minut a pak se přidá 0,6 mol hydroxidu sodného /veformě 50% vodného roztoku/. Nakonec se homogenizuje při teplotě60 °C po dobu jedné hodiny. Získá se 719 g hnědého, viskozníhooleje . 9 Příklad 8 Při teplotě místnosti se smíchá a míchá se směs emulgátorů370 g produktu podle příkladu 1 310 g diethanolamidu mastných kyselin talového oleje, 320 g oleylalkoholpolyglykoletheru /2 mol ethylenoxiau/ až do vzniku čirého roztoku. Příklad 9 až 14 Připravují se emulgátorové směsi vždy za použití 370 g pro-duktu podle příkladu 2 až 7 analogicky jako podle příkladu 8 s o-běma sloučeninami, uvedenými v příkladu 8. Výhodné vlastnosti podle příkladů připravených sloučenin, po-případě směsí, vyplývají z hodnot, uvedených v následujících ta-bulkách. /Výraz "dH” v tabulkách znamená vždy německé stupně tvr_dosti vody./ -10- '>5 G rd '£?i-1 '>5 Gr—1 I—1 r4 •s CO CO co CO co CO Ολ Λ4 Λ4 Λ4 Λ4 Λ4 X)To a three-necked flask equipped with a dropping funnel, a thermometer stirrer, 0.8 mol of diethanolamine and 90 g of E-water are added. Then, 348 g (1.0 mol) of anhydride pentapropenylsuccinic acid is added dropwise over 30 minutes while maintaining the cooling temperature at a maximum of 30. ° C. After the dropwise addition, stir for three hours at 30 ° C. 1.0 mol of triethanolamine is added to this solution at 30 DEG C., stirred for 5 minutes and then 0.6 mol of sodium hydroxide (50% aqueous solution) is added. Finally, it is homogenized at 60 ° C for one hour. 719 g of brown, viscous oil are obtained. EXAMPLE 8 The mixture of emulsifiers 370 g of the product of Example 1, 310 g of tall oil diethanolamide, 320 g of oleyl alcohol polyglycol ether (2 mol of ethylene oxide) was stirred at room temperature and stirred until a clear solution was obtained. EXAMPLES 9-14 Preparing the emulsifier mixtures using 370 g of the product of Examples 2 to 7, analogously to Example 8, with the compounds of Example 8. Preferred properties of the compounds prepared, for example mixtures, are as follows. from the values given in the following tables. / The term "dH" in the tables always means German degrees of water hardness. / -10- '> 5 G rd' £? I-1 '> 5 Gr — 1 I — 1 r4 • with CO CO what CO what CO Ολ Λ4 Λ4 Λ4 Λ4 X4 X)
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Průmyslová použitelnostIndustrial usability
Poloamidy alkenyljantarové kyseliny jakožto přísada do kapalin používaných při obrábění kovů, chránících proti korozi, snižující pěnění 8 prodlužující životnost těchto kapalin.The alkenylsuccinic acid semi-amides as an additive to liquids used in metal working to prevent foaming, which prolongs the life of these liquids.
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---|---|---|---|---|
DE3274257D1 (en) * | 1981-09-01 | 1987-01-02 | Lubrizol Corp | Acylated ether amine and lubricants and fuels containing the same |
DE3319183A1 (en) * | 1983-05-27 | 1984-11-29 | Hoechst Ag, 6230 Frankfurt | USE OF ALKENYLSBERSTALIC ACID HALBAMIDES AS AN ANTI-CORROSIVE AGENT |
DE3341013A1 (en) * | 1983-11-12 | 1985-05-23 | Henkel KGaA, 4000 Düsseldorf | AMBER ACID MONO-DIALKYLAMIDES AS WATER-SOLUBLE CORROSION PROTECTORS |
DE3534439A1 (en) * | 1985-09-27 | 1987-04-02 | Hoechst Ag | USE OF ALKENYLSBERSTALIC ACID HALBAMIDES AS AN ANTI-CORROSIVE AGENT |
US4770803A (en) * | 1986-07-03 | 1988-09-13 | The Lubrizol Corporation | Aqueous compositions containing carboxylic salts |
-
1992
- 1992-02-24 CZ CS92536A patent/CZ282287B6/en not_active IP Right Cessation
- 1992-02-24 ES ES92103049T patent/ES2082247T3/en not_active Expired - Lifetime
- 1992-02-24 SK SK536-92A patent/SK280809B6/en unknown
- 1992-02-24 AT AT92103049T patent/ATE130877T1/en not_active IP Right Cessation
- 1992-02-24 EP EP92103049A patent/EP0501368B1/en not_active Expired - Lifetime
- 1992-02-24 DE DE59204454T patent/DE59204454D1/en not_active Expired - Lifetime
- 1992-02-25 JP JP4037937A patent/JPH0570976A/en active Pending
- 1992-02-25 BR BR929200631A patent/BR9200631A/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
EP0501368B1 (en) | 1995-11-29 |
BR9200631A (en) | 1992-10-27 |
ES2082247T3 (en) | 1996-03-16 |
JPH0570976A (en) | 1993-03-23 |
ATE130877T1 (en) | 1995-12-15 |
EP0501368A1 (en) | 1992-09-02 |
SK280809B6 (en) | 2000-08-14 |
DE59204454D1 (en) | 1996-01-11 |
CZ282287B6 (en) | 1997-06-11 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
IF00 | In force as of 2000-06-30 in czech republic | ||
MM4A | Patent lapsed due to non-payment of fee |
Effective date: 20080224 |