US3788991A - Metal working agents - Google Patents
Metal working agents Download PDFInfo
- Publication number
- US3788991A US3788991A US00220489A US3788991DA US3788991A US 3788991 A US3788991 A US 3788991A US 00220489 A US00220489 A US 00220489A US 3788991D A US3788991D A US 3788991DA US 3788991 A US3788991 A US 3788991A
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- US
- United States
- Prior art keywords
- acid
- products
- diphenyl
- weight
- rolling
- Prior art date
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- Expired - Lifetime
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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
- C10M173/00—Lubricating compositions containing more than 10% water
- C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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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
- 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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- 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
- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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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
- 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
- C10M2209/106—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only
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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
- 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
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
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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
- 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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- 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
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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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
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- 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
- C10N2040/24—Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
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- 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
- C10N2040/241—Manufacturing joint-less pipes
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- 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
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- 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
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- 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
- C10N2040/244—Metal working of specific metals
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- 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
- C10N2040/244—Metal working of specific metals
- C10N2040/245—Soft metals, e.g. aluminum
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- 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
- C10N2040/244—Metal working of specific metals
- C10N2040/246—Iron or steel
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- 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
- C10N2040/244—Metal working of specific metals
- C10N2040/247—Stainless steel
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- 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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/01—Emulsions, colloids, or micelles
Definitions
- thicker emulsions provide better lubricating action, but they are less stable than fine dispersions and they have, for this reason, not optimum properties for rolling processes.
- the life times of the rolling emulsions are highly reduced by the acid and electrolyte proportions dragged-in during the foregoing pickling.
- a great disadvantage of emulsions on the basis of mineral oil or of vegetable or animal oils is furthermore the deposition of coal and ash residues on the annealed metal sheets.
- a further disadvantage is also that, owing to the content of emulsifier of the emulsions, the lubricating oils contained in the roller bearings are dragged-in in emulsified form into the rolling liquids.
- Still another disadvantage is that these rolling emulsions do not provide a satisfactory corrosion inhibition of the work pieces.
- the present invention provides new oil-free, aqueous metal working agents, especially for rolling processes, which contain (A) water-soluble amine salts of aryl-sulfonamido-alkylenecarboxylic acids, and
- the new oil-free, aqueous metal working agents for ice rolling processes can be adjusted, with the aid of the amine salts of arylsulfonamido-alkylene-carboxylic acids, advantageously in such a manner as to be transparent at room temperature and, at a higher temperature, watersoluble and opal and that at still higher temperatures, for example at temperatures exceeding C. they separate oil-like droplets.
- these modifications of the consistency proceed in the reverse direction, i.e. the oily droplets become water-soluble again and the rolling liquid is then present in the storage tank in the form of a clear, aqueous solution.
- R and R represent hydrogen, halogen atoms such as fluorine, chlorine or bromine atoms, a nitro group or an alkyl or alkoxy group having 1 to 4 carbon atoms, the sum of the carbon atoms of both groups R and R should not exceed 7, preferably not the number 3
- Ar represents the benzene, naphthalene, anthracene, diphenyl, diphenylmethane, diphenyl oxide, diphenyl sulfide, diphenyl-sulfoxide or diphenyl sulfone group, preferably benzene
- R stands for hydrogen, an alkyl group having 1 to 4 carbon atoms, the fi-cyano-ethyl group or a hydroxy-alkyl group having 2 to 4 carbon atoms
- hexyl-benzeneand isopropyl-benzene-sulfonyl-N- methyl-e-aminocaproic acid, diphenyl-sulfonamido-6-valeric acid, diphenyl-N-methyl-sulfone-amidocaproic acid, 2,2-dimethyl-diphenyl-sulfonamido-e-valeric acid, 2,4'-dimethyl-diphenyl-N-methylsulfonamido-e-caproic acid, 2-bromo-diphenyl-sulfonamido-w-undecanoic acid, 3 bromo-diphenyl-N-methyl-sulfonamido-ti-valeric acid, 2-chlorodiphenyl-N-methyl-sulfonamido-e-caproic acid, 2-fluoro-diphenyl-sulfonamido-e-caproic acid, diphenyl-s
- aryl-sulfonamido-alkylene-carboxylic acids there may be used any desired amines. There is only one condition, i.e. that they yield with the arylsulfonamido-alkylenecarboxylic acids water-soluble products.
- Suitable amines for the salt formation are, for example mono-, diand trimethylamines, mono-, diand tri-ethylamines, mono-isopropyl amines, monoand di-butylaminc, 3-methoxypropylamine, mono-Z-ethyl-hexylamine, dimethylaminopropylamine, mono-, diand triethanol-amines as well as the corresponding isopropanol amines, 3-amino-propanol, monomethyl-ethanol amine, dimethyl-ethanol amine, diisopropylamine, triisopropylamine, cyclohexylamino, N, N-dimethyl-cyclohexyl amine, morpholine, pyridine, quinoleine, ethylene diamine, diethylene triamine, pentaethylene hexamine.
- Fatty amines or, for improving the solubility in water, fatty amines that have been reacted with ethylene oxide may also be used.
- acid and amine may be used in a stoichiometrical ratio; however, the arylsulfonamido-alkylene carboxylic acid or, preferably, the amine may also be used in excess.
- the mono-, dior tri-ethanolamines or -isopropanolamines are vtcferably used.
- amine salts of the arylsulfonamido alkene carboxylic acids are responsible for the corrosion inhibition of the metal working agents of the invention
- poly-addition products of ethylene oxide and propylene oxide and/or butylene oxide with compounds containing active hydrogen atoms are responsible for the lubricating properties of these agents.
- This component B having a lubricating action is constituted from poly-addition products of alkylene oxides having 2 to 4 carbon atoms with aliphatic or aromatic compounds containing up to 30 carbon atoms and 1 to 8, preferably 1 to 5, hydrogen atoms which are capable of reacting with alkylene oxides; these poly-addition products may contain, in any desired sequence, once or several times, groups of the formula --(C H.,O)- as well as groups of the formula (C H O)- and/or of the formula -(C.,H O) in one chain and may have molecular weights in the range of from 1000 to 30,000, preferably 2500 up to 20,000.
- the proportion of ethylene oxide groups in these poly-addition products is in general about 15 to 85, preferably 40 to 60 percent by weight with a content of at least 10 propylene or butylene oxide residues in the molecule.
- the ethylene oxide and propylene oxide and/or butylene oxide radicals may be arranged in alternating or blockwise alternating manner by alternating or blockwise alternating alkoxylation with ethylene oxide and propylene oxide and/or butylene oxide or, for example, by alkoxylation of the compounds containing the active hydrogen atoms with a mixed oxide having a defined composition (for example, ethylene oxidezpropylene oxide 1:1) to obtain a statistical dis tribution.
- a mixed oxide having a defined composition for example, ethylene oxidezpropylene oxide 1:1
- Organic compounds which contain 1 to 8, preferably 1 to 5, hydrogen atoms which are capable of reacting with alkylene oxide, are in particular saturated or unsaturated, straight chain or branched monohydric aliphatic alcohols, diols or polyols, primary or secondary monoamines, polyamines or alkanolamines as well as carboxylic acids or dicarboxylic acids and their amides. Phenols and monoor dialkyl phenols are likewise suitable.
- Examples of such compounds having mobile hydrogen atoms are in particular: alkanols and alkenols having 1 to 20 carbon atoms such as methanol, ethanol, 11- or iso-propanol, nor iso-butanol, Z-ethylhexanol, dodecano1-(1), octadecanol-(l), singly unsaturated alcohols such as allyl-alcohol or oleyl-alcohol; furthermore diols and polyols having 2 to 22 carbon atoms such as ethylene glycol, propane-diol-(1,3), propane-diol-(l, 2), butane-diol-( 1,4), dodecanediol-(1,7), hexadecanedio1-( 1,4), octadccane-diol-( 1,6), glycerin, pentaerythritol, sorbitol and sac
- the poly-addition products used as the lubricating components B in the rolling liquids of the invention are water-soluble products despite their higher molecular structure and can be obtained by fixing, according to methods known per se, ethylene oxide and propylene oxide and/or butylene oxide onto the aforementioned basic substances having mobile hydrogen atoms.
- An essential advantage with regard to application of the corrosion-inhibiting rolling liquids of the invention is that they can be used within a wide range of concentration and have a good action and stability in all processing stages.
- a suflicient activity is ensured in many cases with as low concentrations of the solutions of salts of aryl-sulfonamido-alkylene-carboxylic acids (A) as of 0.1% by Weight and with concentrations of the alkylene-oxide poly-addition products as lubricatingv component (B) of 0.5% by weight.
- the preferred range of concentration of the rolling liquids of the invention is 13% by weight for component A and 28% by weight for the lubricating component B.
- Rolling liquids having higher concentrations of both components are equally well active, but they are less preferred, for economical reasons.
- concentrations exceeding about 5% by weight for component A and those exceeding about 12% by weight for the lubricating component B are not used.
- the technical advantage of the rolling liquids of the invention is also proved by the fact that they meet the high demands required from a rolling liquid in the manufacture of defined sheet metal with exactly constant thickness, for example in the manufacture of automobile bodies.
- the products (a) and (b) are examples of component (a) of the coolants of the invention.
- Products (1) to (10) are examples of the lubricating component (B) of the rolling liquids and the products denoted with these figures and with (a) and (b), i.e., from (la) to (10a) and (lb) to (10b) represent the active components of the rolling liquids of the invention in the form of mixtures of each time equal parts of products 1 to 10 on the one hand and of products (a) and (b) on the other hand.
- Table 1 shows in column I the values for the lubricating action of the individual components, i.e. of products (a) and (b) (Component A) and of products 1 to 10 (lubricating component B) and in column II the values of the lubricating action of the mixtures, i.e.
- Product 12 (comparison product) consisting of 70.0 parts by weight of mineral oil (3 E./20 C.), 15.0
- Product 13 (comparison product) consisting of: 72.0 parts by weight of mineral oil (3 E./20 C.), 12.0
- Rolling liquids shall have as low a tendency as possible of forming carbon or ash residues, since this small residue formation is essential for a clean surface of the material rolled after annealing under an atmosphere of nitrogen.
- the rolling liquid to be tested was weighed into a special glass flask and the latter was then introduced into a metal bath heated to 550 C. In this manner, the sample was heated as rapidly as possible to temperatures at which all volatile components escaped, whereas the sparingly volatile components are cracked and coked in the flask. After a heating time of 5 minutes, the flask was removed from the heating bath, cooled and again weighed. The residue remained behind in the flask was calculated in percent by weight, referred to the product weighed in, as Ramsbottom carbon residue.
- the products 11- 13 were mixed with mineral oil in a ratio of 1:1.
- the mixtures obtained were evaluated with regard to their nature and, for testing the emulsifying properties, they were stirred into water.
- Ar represents the benzene, naphthalene, anthracene, diphenyl, diphenyl-methan, diphenyl-oxide, diphenyl-sulfide, diphenyl-sulfoxide or diphenyl-sulfone group,
- R represents hydrogen, an alkyl group having 1 to 4 carbon atoms
- R represents hydrogen, an alkyl group having 1 to 4 carbon atoms, the B-cyano-ethyl group or a hydroxy-
- An oil-free aqueous metal working agent as claimed in claim 1. which contains the component A in a concentration of 1 to 3% by weight and the component B in a concentration of 2 to 8% by weight.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2103419A DE2103419C3 (de) | 1971-01-26 | 1971-01-26 | Walzmittel |
Publications (1)
Publication Number | Publication Date |
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US3788991A true US3788991A (en) | 1974-01-29 |
Family
ID=5796867
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
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US378891D Pending USB378891I5 (xx) | 1971-01-26 | ||
US00220489A Expired - Lifetime US3788991A (en) | 1971-01-26 | 1972-01-24 | Metal working agents |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US378891D Pending USB378891I5 (xx) | 1971-01-26 |
Country Status (13)
Country | Link |
---|---|
US (2) | US3788991A (xx) |
BE (1) | BE778533A (xx) |
BR (1) | BR7200420D0 (xx) |
CA (1) | CA979422A (xx) |
CH (1) | CH575990A5 (xx) |
CS (1) | CS161789B2 (xx) |
DD (1) | DD95357A5 (xx) |
DE (1) | DE2103419C3 (xx) |
FR (1) | FR2123426B1 (xx) |
GB (1) | GB1375631A (xx) |
IT (1) | IT946874B (xx) |
NL (1) | NL7200884A (xx) |
SE (1) | SE379547B (xx) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3992306A (en) * | 1973-06-18 | 1976-11-16 | Hoechst Aktiengesellschaft | Metal-working and corrosion protection agent |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2048934B (en) * | 1979-05-08 | 1983-08-03 | Nippon Kokan Kk | Lubricating oil compositions and methods of manufacturing and supplying them |
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0
- US US378891D patent/USB378891I5/en active Pending
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1971
- 1971-01-26 DE DE2103419A patent/DE2103419C3/de not_active Expired
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1972
- 1972-01-21 CH CH93172A patent/CH575990A5/xx not_active IP Right Cessation
- 1972-01-21 NL NL7200884A patent/NL7200884A/xx unknown
- 1972-01-24 US US00220489A patent/US3788991A/en not_active Expired - Lifetime
- 1972-01-24 IT IT19750/72A patent/IT946874B/it active
- 1972-01-25 GB GB344672A patent/GB1375631A/en not_active Expired
- 1972-01-25 CA CA133,115A patent/CA979422A/en not_active Expired
- 1972-01-25 DD DD160496A patent/DD95357A5/xx unknown
- 1972-01-25 CS CS458A patent/CS161789B2/cs unknown
- 1972-01-26 FR FR7202534A patent/FR2123426B1/fr not_active Expired
- 1972-01-26 SE SE7200869A patent/SE379547B/xx unknown
- 1972-01-26 BR BR420/72A patent/BR7200420D0/pt unknown
- 1972-01-26 BE BE778533A patent/BE778533A/xx not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3992306A (en) * | 1973-06-18 | 1976-11-16 | Hoechst Aktiengesellschaft | Metal-working and corrosion protection agent |
Also Published As
Publication number | Publication date |
---|---|
GB1375631A (xx) | 1974-11-27 |
FR2123426A1 (xx) | 1972-09-08 |
BE778533A (fr) | 1972-07-26 |
BR7200420D0 (pt) | 1973-05-17 |
DD95357A5 (xx) | 1973-02-05 |
USB378891I5 (xx) | |
SU444373A3 (ru) | 1974-09-25 |
DE2103419C3 (de) | 1979-06-21 |
CH575990A5 (xx) | 1976-05-31 |
FR2123426B1 (xx) | 1976-07-23 |
SE379547B (xx) | 1975-10-13 |
CA979422A (en) | 1975-12-09 |
NL7200884A (xx) | 1972-07-28 |
DE2103419B2 (de) | 1974-05-16 |
IT946874B (it) | 1973-05-21 |
CS161789B2 (xx) | 1975-06-10 |
DE2103419A1 (de) | 1972-08-10 |
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