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DE1119443B - Metallbearbeitungsmittel - Google Patents

Metallbearbeitungsmittel

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Publication number
DE1119443B
DE1119443B DEF27734A DEF0027734A DE1119443B DE 1119443 B DE1119443 B DE 1119443B DE F27734 A DEF27734 A DE F27734A DE F0027734 A DEF0027734 A DE F0027734A DE 1119443 B DE1119443 B DE 1119443B
Authority
DE
Germany
Prior art keywords
oxalkylation
product
moles
mole
epichlorohydrin
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.)
Pending
Application number
DEF27734A
Other languages
English (en)
Inventor
Dr Hans-Werner Kauczor
Alfons Klein
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to BE587782D priority Critical patent/BE587782A/xx
Priority to NL248567D priority patent/NL248567A/xx
Application filed by Bayer AG filed Critical Bayer AG
Priority to DEF27734A priority patent/DE1119443B/de
Priority to CH73160A priority patent/CH383534A/de
Priority to US6377A priority patent/US3174933A/en
Priority to GB4074/60A priority patent/GB940781A/en
Priority to FR818697A priority patent/FR1248794A/fr
Publication of DE1119443B publication Critical patent/DE1119443B/de
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D277/70—Sulfur atoms
    • C07D277/74—Sulfur atoms substituted by carbon atoms
    • 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
    • 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
    • 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
    • C10M2201/02—Water
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/08—Aldehydes; Ketones
    • 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
    • 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
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    • 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
    • C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
    • 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
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
    • C—CHEMISTRY; METALLURGY
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
    • C10M2215/082—Amides [having hydrocarbon substituents containing less than thirty carbon atoms] containing hydroxyl groups; Alkoxylated derivatives
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/28—Amides; Imides
    • C—CHEMISTRY; METALLURGY
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    • 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
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    • 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
    • C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
    • 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
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • 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
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106—Thiadiazoles
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2221/043—Polyoxyalkylene ethers with a thioether group
    • C—CHEMISTRY; METALLURGY
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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
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C10N2040/24—Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
    • C—CHEMISTRY; METALLURGY
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C10N2040/241—Manufacturing joint-less pipes
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • 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
    • C10N2040/242—Hot working
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • 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
    • C10N2040/243—Cold working
    • C—CHEMISTRY; METALLURGY
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10N2040/244—Metal working of specific metals
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C10N2040/244—Metal working of specific metals
    • C10N2040/245—Soft metals, e.g. aluminum
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10N2040/244—Metal working of specific metals
    • C10N2040/246—Iron or steel
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01—Emulsions, colloids, or micelles

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

Description

Gegenstand der Erfindung ist die Verwendung von Lösungen solcher oxalkylierten Mercaptane in Wasser und/oder hydrophilen organischen Verbindungen als Metallbearbeitungsmittel, die durch Umsetzung von 2-Mercaptobenzthiazol mit Äthylenoxyd, Propylenoxyd und/oder Epichlorhydrin im Molverhältnis 1 zu mindestens 5 erhalten sind.
Unter den als Mischungskomponenten in Betracht kommenden hydrophilen organischen Verbindungen sind vor allem solche zu verstehen, die Hydroxyl- ίο gruppen, Carbonamidgruppen, Carbonylgruppen oder Äthergruppen enthalten. Geeignete Vertreter sind z.B.Äthylenglykol, Diäthylenglykol, Triäthylenglykolmonoacetat, Dimethylformamid, Methyläthylketon, außerdem Polyäther, wie sie z. B. durch Polymerisation von 1,2- und/oder 1,4-Oxydoverbindungen, durch Polykondensation von Glykolen oder Glykolgemischen, durch Umsetzung von Glykolen oder Glykolgemischen mit aliphatischen Dihalogenverbindungen oder durch Umsetzung von ein- oder mehrwertigen Alkoholen mit 1,2- und/oder 1,4-Oxydoverbindungen erhältlich sind.
Das Verhältnis zwischen den Oxalkylierungsprodukten des 2-Mercaptobenzthiazols und den in Betracht kommenden Mischungskomponenten kann in weiten Grenzen schwanken; in vielen Fällen genügt bereits ein Gehalt von 0,1 Gewichtsprozent an Oxalkylierungsprodukten. Zweckmäßige Mengenverhältnisse lassen sich von Fall zu Fall durch Vorversuche leicht ermitteln.
Die Lösungen der Oxalkylierungsprodukte des 2-Mercaptobenzthiazols in Wasser und/oder hydrophilen organischen Verbindungen besitzen eine ausgezeichnete Schmierwirkung im Bereich hydrodynamischer Schmierung wie auch im Gebiet der Grenzreibung.
Auf Grund ihrer hohen Wirksamkeit im Gebiet der Grenzreibung können die wäßrigen Lösungen der Oxalkylierungsprodukte des 2-Mercaptobenzthiazols mit sehr gutem Erfolg bei der spanabhebenden Metallbearbeitung verwendet werden; sie sind durchsichtig und führen nicht zu Entmischungen, so daß die Werkstücke während der Bearbeitung gut beobachtet werden können. Auch bei der spanlosen Metallbearbeitung können die Lösungen der Oxalkylierungsprodukte des 2-Mercaptobenzthiazols in Wasser und/oder hydrophilen organischen Verbindungen mit Erfolg angewandt werden. Dank ihrer guten Verträglichkeit mit Wasser lassen sie sich von den Werkstücken nach abgeschlossener Bearbeitung ohne Schwierigkeiten entfernen. Bemerkenswert ist auch, daß die Oxalkylierungsprodukte in hartem Wasser
Anmelder:
Farbenfabriken Bayer Aktiengesellschaft,
Leverkusen-Bayerwerk
Dr. Hans-Werner Kauczor, Köm,
und Alfons Klein, Düsseldorf,
sind als Erfinder genannt worden
keine Trübung durch Bildung unlöslicher Calciumverbindungen hervorrufen und daß sie nicht nur in neutralem, sondern auch in saurem oder alkalischem Medium angewandt werden können. Gewünschtenfalls kann man die Mittel der vorliegenden Erfindung auch mit Entschäumern, mit Korrosionsschutzmitteln oder mit Mitteln, die die Viskosität der Flüssigkeiten erhöhen, versetzen.
Es ist bereits bekannt, Oxalkylierungsprodukte aliphatischer Mercaptane — beispielsweise solche vom Typ des oxalkylierten Dodecylmercaptans — oder ihre Dispersionen bzw. Lösungen in Wasser als Schmiermittel u. dgl. zu verwenden. Vor diesen Produkten zeichnen sich die erfindungsgemäß zu verwendenden Lösungen durch eine überraschend stärkere Wirksamkeit aus. Dies geht aus den nachfolgenden Tabellen hervor. In den Tabellen I bis V sind die Tragfähigkeiten angegeben, die sich bei der Prüfung der Lösungen der angeführten Oxalkylierungsprodukte auf der Reibverschleißwaage nach Reichert (vgl. hierzu Kadmer, Arbeitskreis Schrifttumsauswertung Schmierstoffe, Bericht Nr. 267 [1957], S. 1 bis 3) bei einer Belastung von 1500 g ergeben.
Tabelle I
Gehalt der wäß Tragfähigkeit in kg bei Verwendung des Oxalkylierungs-
rigen Lösung an des Oxalkylierungs- produktes aus 1 Mol
Oxalkylierungs- produktes aus 1 Mol Dodecylmercaptan
produkt in Ge 2-Mercaptobenz und 18 Mol
wichtsprozent thiazol und 20 Mol Äthylenoxyd
Äthylenoxyd <100
0 <100 188
1 257 214
3 310 239
5 362 262
10 390 277
20 454 284
30 526 435
50 883
109 749/505
1 1 19 443 4
3 Tabelle V
Tabelle II
Gehalt eines Tragfähigkeit in kg bei Verwendung des Oxalkylierungs-
Gemisches aus produktes aus 1 Mol
70 Gewichts des Oxalkylierungs- Dodecylmercaptan
teilen Diäthylen- produktes aus 1 Mol und 8 Mol
giyitoiiiiono-
• äthyläther und		 2-Mercaptobenz- Äthylenoxyd
30 Teilen Wasser thiazol und 8 Mol <100
an Oxalkylie- Äthylenoxyd 109
rungsprodukt in <100 149
Gewichtsprozent 201 217
0 240 244
5 346 337
10 566
20 1000
30
50
Gehalt eines
Gemisches aus
90 Gewichtsteilen Diathylenglykolmonoäthyläther und
10 Gewichtsteilen Wasser an
Oxalkylierungsprodukt in Gewichtsprozent
Tragfähigkeit in kg bei Verwendung
des Oxalkylierungs-
produktes aus 1 Mol
2-Mercaptobenz-
thiazol und 5 Mol
Äthylenoxyd
des Oxalkylierungsproduktes aus 1 Mol Dodecylmercaptan
und 5 Mol Äthylenoxyd
Tabelle III
Gehalt einer Tragfähigkeit in kg bei Verwendung des Oxalkylierungs-
Di-n-propyl- des Oxalkylierungs- produktes aus 1 Mol
keton-Lösung an produktes aus 1 Mol Dodecylmercaptan
Oxalkylierungs- 2-Mercaptobenz- und 7 Mol
produkt in Ge thiazol und 7 Mol Propylenoxyd
wichtsprozent Propylenoxyd 78
0 78 78
5 171 92
10 206 148
20 239 171
30 260
Tabelle IV
0 <100 <100
10 279 139
20 462 186
30 732 217

Claims (1)

  1. PATENTANSPRUCH:
    Verwendung von Lösungen oxalkylierter Mercaptane in Wasser und/oder hydrophilen organischen Verbindungen als Metallbearbeitungsmittel, dadurch gekennzeichnet, daß solche oxalkylierten Mercaptane verwendet werden, die durch Umsetzung von 2-Mercaptobenzthiazol mit Äthylenoxyd, Propylenoxyd und/oder Epichlorhydrin im Molverhältnis 1 zu mindestens 5 erhalten worden sind.
    Gehalt einer Tragfähigkeit in kg bei Verwendung des Oxalkylierungs- Diäthylenglykol- des Oxalkylierungs- produktes aus 1 Mol Lösung an produktes aus 1 Mol Dodecylmercaptan Oxalkylierungs- 2-Mercaptobenz und 12 Mol produkt in Ge thiazol und 12 Mol Epichlorhydrin wichtsprozent Epichlorhydrin 90 0 90 192 5 362 492 20 1200 698 30 1300
    In Betracht gezogene Druckschriften:
    Deutsche Patentschrift Nr. 1016 876; deutsche Patentanmeldung N 5804 IVc/23 c (bekanntgemacht am 6.10.1955);
    USA.-Patentschrift Nr. 2 619 508; britische Patentschrift Nr. 716 354; französische Patentschrift Nr. 1 065 376.
    © 109 749/505 12.61
DEF27734A 1959-02-18 1959-02-18 Metallbearbeitungsmittel Pending DE1119443B (de)

Priority Applications (7)

Application Number Priority Date Filing Date Title
BE587782D BE587782A (de) 1959-02-18
NL248567D NL248567A (de) 1959-02-18
DEF27734A DE1119443B (de) 1959-02-18 1959-02-18 Metallbearbeitungsmittel
CH73160A CH383534A (de) 1959-02-18 1960-01-26 Schmiermittel, Metallbearbeitungsmittel und Hydraulikflüssigkeiten
US6377A US3174933A (en) 1959-02-18 1960-02-03 Lubricants, metal-working agents, and hydraulic liquids
GB4074/60A GB940781A (en) 1959-02-18 1960-02-04 Improvements in or relating to metal working lubricants
FR818697A FR1248794A (fr) 1959-02-18 1960-02-17 Lubrifiants, agents pour l'usinage des métaux et fluides hydrauliques

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF27734A DE1119443B (de) 1959-02-18 1959-02-18 Metallbearbeitungsmittel

Publications (1)

Publication Number Publication Date
DE1119443B true DE1119443B (de) 1961-12-14

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
DEF27734A Pending DE1119443B (de) 1959-02-18 1959-02-18 Metallbearbeitungsmittel

Country Status (7)

Country Link
US (1) US3174933A (de)
BE (1) BE587782A (de)
CH (1) CH383534A (de)
DE (1) DE1119443B (de)
FR (1) FR1248794A (de)
GB (1) GB940781A (de)
NL (1) NL248567A (de)

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Publication number Priority date Publication date Assignee Title
DE10123210C1 (de) * 2001-05-12 2002-10-02 Clariant Gmbh Ethercarbonsäuren auf Basis von alkoxylierter Mercaptobenzthiazole

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Publication number Priority date Publication date Assignee Title
US3505844A (en) * 1966-08-22 1970-04-14 Reynolds Metals Co Rolling lubrication
US7442673B2 (en) * 2003-08-15 2008-10-28 Crompton Corporation Reaction products of mercaptobenzothiazoles, mercaptothiazolines, and mercaptobenzimidazoles with epoxides as lubricant additives

Citations (3)

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Publication number Priority date Publication date Assignee Title
US2619508A (en) * 1949-06-30 1952-11-25 Standard Oil Dev Co Polyether-alcohols containing thioether side chains
FR1065376A (fr) * 1951-07-18 1954-05-24 Bataafsche Petroleum Lubrifiant convenant au travail des métaux
DE1016876B (de) 1956-03-22 1957-10-03 Basf Ag Hochdruckschmieroele

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Publication number Priority date Publication date Assignee Title
US2201258A (en) * 1936-08-11 1940-05-21 Goodrich Co B F Extreme pressure lubricant
US2418499A (en) * 1944-06-20 1947-04-08 Du Pont 2-alkoxymethylmercapto-thiazoles and thiazolines and a process for preparing the same
US2498617A (en) * 1947-07-02 1950-02-21 Monsanto Chemicals Polyglycol products
US2625509A (en) * 1950-03-20 1953-01-13 Soeony Vacuum Oil Company Inc Cutting fluid and coolant
US2721177A (en) * 1953-03-30 1955-10-18 California Research Corp Poly-oxyalkylene glycol lubricant composition
US2985590A (en) * 1955-09-28 1961-05-23 Exxon Research Engineering Co Lubricating oil compositions comprising mercaptobenzothiazole ester derivatives

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2619508A (en) * 1949-06-30 1952-11-25 Standard Oil Dev Co Polyether-alcohols containing thioether side chains
FR1065376A (fr) * 1951-07-18 1954-05-24 Bataafsche Petroleum Lubrifiant convenant au travail des métaux
GB716354A (en) * 1951-07-18 1954-10-06 Bataafsche Petroleum Metal working lubricating compositions
DE1016876B (de) 1956-03-22 1957-10-03 Basf Ag Hochdruckschmieroele

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10123210C1 (de) * 2001-05-12 2002-10-02 Clariant Gmbh Ethercarbonsäuren auf Basis von alkoxylierter Mercaptobenzthiazole
US7008561B2 (en) 2001-05-12 2006-03-07 Clariant Gmbh Ether carboxylic acids based on alkoxylated mercaptobenzothiazoles and use of the same as corrosion inhibitors

Also Published As

Publication number Publication date
CH383534A (de) 1964-10-31
NL248567A (de)
US3174933A (en) 1965-03-23
GB940781A (en) 1963-11-06
FR1248794A (fr) 1960-12-23
BE587782A (de)

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