US20020103089A1 - Lubricant composition for steel filament and rubber-steel filament composite body - Google Patents

Lubricant composition for steel filament and rubber-steel filament composite body Download PDF

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Publication number
US20020103089A1
US20020103089A1 US09/893,691 US89369101A US2002103089A1 US 20020103089 A1 US20020103089 A1 US 20020103089A1 US 89369101 A US89369101 A US 89369101A US 2002103089 A1 US2002103089 A1 US 2002103089A1
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US
United States
Prior art keywords
group
lubricant composition
carbon number
cobalt
composition according
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.)
Abandoned
Application number
US09/893,691
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English (en)
Inventor
Yasuo Fukushima
Hajime Kondo
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.)
Bridgestone Corp
Original Assignee
Bridgestone Corp
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 claimed from JP2001175826A external-priority patent/JP2002363586A/ja
Application filed by Bridgestone Corp filed Critical Bridgestone Corp
Assigned to BRIDGESTONE CORPORATION reassignment BRIDGESTONE CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: FUKUSHIMA, YASUO, KONDO, HAJIME
Publication of US20020103089A1 publication Critical patent/US20020103089A1/en
Abandoned legal-status Critical Current

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    • D—TEXTILES; PAPER
    • D07—ROPES; CABLES OTHER THAN ELECTRIC
    • D07B—ROPES OR CABLES IN GENERAL
    • D07B1/00—Constructional features of ropes or cables
    • D07B1/06—Ropes or cables built-up from metal wires, e.g. of section wires around a hemp core
    • D07B1/0606—Reinforcing cords for rubber or plastic articles
    • D07B1/0666—Reinforcing cords for rubber or plastic articles the wires being characterised by an anti-corrosive or adhesion promoting coating
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B21—MECHANICAL METAL-WORKING WITHOUT ESSENTIALLY REMOVING MATERIAL; PUNCHING METAL
    • B21C—MANUFACTURE OF METAL SHEETS, WIRE, RODS, TUBES OR PROFILES, OTHERWISE THAN BY ROLLING; AUXILIARY OPERATIONS USED IN CONNECTION WITH METAL-WORKING WITHOUT ESSENTIALLY REMOVING MATERIAL
    • B21C9/00—Cooling, heating or lubricating drawing material
    • B21C9/02—Selection of compositions therefor
    • 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
    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/10—Metal oxides, hydroxides, carbonates or bicarbonates
    • 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
    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/12—Metal carbonyls
    • 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
    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/18—Compounds containing halogen
    • 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
    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/26—Compounds containing silicon or boron, e.g. silica, sand
    • 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
    • C10M127/00—Lubricating compositions characterised by the additive being a non- macromolecular hydrocarbon
    • C10M127/02—Lubricating compositions characterised by the additive being a non- macromolecular hydrocarbon well-defined aliphatic
    • 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
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26—Carboxylic acids; Salts thereof
    • C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M129/38—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms
    • C10M129/40—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms monocarboxylic
    • C—CHEMISTRY; METALLURGY
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    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68—Esters
    • C10M129/70—Esters of monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
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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
    • C10M133/38—Heterocyclic nitrogen compounds
    • C10M133/44—Five-membered ring containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C—CHEMISTRY; METALLURGY
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/12—Thio-acids; Thiocyanates; Derivatives thereof
    • C10M135/14—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/12—Thio-acids; Thiocyanates; Derivatives thereof
    • C10M135/14—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond
    • C10M135/18—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond thiocarbamic type, e.g. containing the groups
    • C—CHEMISTRY; METALLURGY
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/20—Thiols; Sulfides; Polysulfides
    • C10M135/22—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
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    • C10M135/20—Thiols; Sulfides; Polysulfides
    • C10M135/22—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M135/26—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
    • C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
    • C—CHEMISTRY; METALLURGY
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    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04—Phosphate esters
    • C10M137/10—Thio derivatives
    • C—CHEMISTRY; METALLURGY
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    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/18—Complexes with metals
    • C—CHEMISTRY; METALLURGY
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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
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    • C10M2201/02—Water
    • C—CHEMISTRY; METALLURGY
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    • C10M2201/06—Metal compounds
    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
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    • C10M2201/064—Carbonyls
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    • C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating
    • 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
    • C10N2080/00—Special pretreatment of the material to be lubricated, e.g. phosphatising or chromatising of a metal
    • D—TEXTILES; PAPER
    • D07—ROPES; CABLES OTHER THAN ELECTRIC
    • D07B—ROPES OR CABLES IN GENERAL
    • D07B2205/00—Rope or cable materials
    • D07B2205/30—Inorganic materials
    • D07B2205/3021—Metals
    • D07B2205/3085—Alloys, i.e. non ferrous
    • D07B2205/3089—Brass, i.e. copper (Cu) and zinc (Zn) alloys

Definitions

  • This invention relates to a lubricant composition used in a drawing treatment of a steel filament constituting a steel cord for the reinforcement of rubber articles, a steel filament treated with such a lubricant composition, and a rubber-steel filament composite body using such a treated steel filament.
  • steel cords have been used as a reinforcing member for rubber articles such as tires for automobiles, hoses, conveyor belts and the like.
  • a surface of a steel filament constituting the cord is subjected to a brass plating.
  • the corrosion resistance, adhesion stability, wet adhesion property, thermoresistance adhesion property and the like are not sufficiently improved only by a simple brass plating.
  • the inventor has examined various substances to be added to the lubricant composition used in the drawing step of the steel filament and found that steel filaments having an excellent adhesion property to rubber are obtained by adding a compound(s) as mentioned later to the lubricant composition as a lubricant component and treating the steel filament with such a composition and as a result the invention has been accomplished.
  • a lubricant composition for steel filament comprising at least one compound selected from the group consisting of sodium 1,6-hexamethylenediamine-dithiosulfate dihydrate, a compound represented by the following formula (1):
  • A is an alkylene group having a carbon number of 2-10, and each of R 1 and R 2 is a monovalent organic group containing at least one nitrogen atom
  • R 5 is an alkyl group having a carbon number of 1-20, a phenyl alkyl group or an alkyl phenyl group provided that a carbon number of the alkyl group is 1-10
  • a cobalt complex represented by the following formula (5):
  • R 6 is an alkyl group having a carbon number of 1-20 or a —NHR 7 group or a —OR 7 group in which R 7 is an alkyl group having a carbon number of 1-20
  • R 8 is an alkyl group having a carbon number of 1-20 and Z is an oxygen atom or a sulfur atom provided that Zs are the same or partly different
  • R 9 or R 10 is a hydrocarbon residue having a carbon number of 1-20 and Z is an oxygen atom or a sulfur atom provided that Zs are the same or partly different
  • R 11 is an alkyl group having a carbon number of 1-20.
  • a lubricant composition for steel filament comprising at least one compound represented by the following formula (12):
  • R 12 , R 13 , R 14 and R 15 are independently an alkyl group having a carbon number of 1-20, a cycloalkyl group having a carbon number of 3-20, a monovalent aromatic ring-containing group having a carbon number of 3-20 and, if necessary, containing at least one heteroatom selected from the group consisting of an oxygen atom, nitrogen atom and sulfur atom provided that at least one of R 12 , R 13 , R 14 and R 15 contains at least one of carboxyl group and/or ester compound thereof in its molecule, and x is an integer of 1 to 5).
  • the invention is concerned with a steel filament having a layer of the above lubricant composition on its surface and a rubber-steel filament composite body comprising the thus treated steel filament and a rubber composition.
  • the drawing of the steel filament is carried out by a usual wet drawing process using a wet-type drawing machine.
  • the steel filament is drawn to a given filament diameter by passing through a die attached to a lubrication tank in the drawing machine.
  • the steel filament use may be made of a bare steel filament, a copper plated steel filament, a brass plated steel filament, a nickel plated steel filament and the like.
  • the steel filament is treated with a lubricant composition in the lubrication tank to form a layer of the lubricant composition on the surface of the steel filament.
  • the lubricant composition is so-called emulsion-formed by dispersing a high-pressure preventive, an oiling agent, an emulsifying agent, a foam controlling agent and so on in a solvent. These agents used can properly be selected form those usually used in the wet drawing.
  • the lubricant composition used in the invention is characterized by compounding at least one of the compounds as defined above as a lubricant component. The details of these compounds will be described below.
  • HTS 1,6-hexamethylenediamine-dithiosulfate dihydrate
  • HTS is radically cleaved by heat to form.
  • S—(CH 2 ) 6 —S. which reacts with a surface of a metal and a double bond in a polymer Therefore, when the steel filament is drawn in the HTS-containing lubricant composition, a layer of such a lubricant composition is formed on the surface of the steel filament.
  • a preferable amount of HTS compounded is 1-40 parts by weight based on 100 parts by weight of the lubricant composition.
  • the alkylene group represented by symbol A may be a straight chain, a branched chain or a cyclic structure, and it is preferably a straight chain alkylene group.
  • the straight chain alkylene group mention may be made of ethylene group, trimethylene group, tetramethylene group, pentamethylene group, hexamethylene group, heptamethylene group, octamethylene group, decamethylene group and the like. Among them, hexamethylene group is preferable from a viewpoint of the effect.
  • a nitrogen-containing monovalent organic group containing at least one aromatic ring or a nitrogen-containing monovalent organic group having a group of bonding a carbon atom to a dithio group or a ⁇ N—C( ⁇ S)— group is preferable as the organic group represented by symbol R 1 , R 2 .
  • R 1 and R 2 may be the same or different, but it is favorable that they are the same from a viewpoint of production easiness or the like.
  • each of R 16 to R 19 is an alkyl group, an aryl group or an aralkyl group, provided that at least one of R 16 and R 17 and at least one of R 18 and R 19 are an aryl group having a carbon number of 6-20 or an aralkyl group having a carbon number of 7-20, and n is an integer of 2 to 10).
  • the alkyl group in the formula (13) is favorable to have a carbon number of 1-20 and includes methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, various pentyl groups, various hexyl groups, various octyl groups, various decyl groups, various dodecyl groups, various tetradecyl groups, various hexadecyl groups, various octadecyl groups, cyclopentyl group, cyclohexyl group, cyclooctyl group and so on.
  • the aryl group in the formula (13) is favorable to have a carbon number of 6-20 and may have a proper substituent such as lower alkyl group or the like.
  • a proper substituent such as lower alkyl group or the like.
  • the aryl group mention may be made of phenyl group, tolyl group, xylyl group, naphthyl group, methylnaphthyl group and so on.
  • the aralkyl group in the formula (13) is favorable to have a carbon number of 7-20 and may have a proper substituent such as lower alkyl group or the like.
  • aralkyl group mention may be made of benzyl group, methylbenzyl group, dimethylbenzyl group, phenetyl group, methylphenetyl group, dimethylphenetyl group, naphthylmethyl group, (methylnaphthyl)methyl group, (dimethylnaphthyl)methyl group, naphthylethyl group, (methylnaphthyl)ethyl group, (dimethylnaphthyl)ethyl group and so on.
  • R 16 to R 19 are the above aryl group or aralkyl group. Particularly, they are preferable to be benzyl group from a viewpoint of prevention of heat aging, production easiness and the like.
  • the compound of the formula (1) causes the cutting of crosslink for the rubber composition on the surface of the steel filament at a high temperature but also efficiently produces monosulfide crosslink having a higher heat-resistant stability as compared with polysulfide crosslink.
  • a preferable amount of the compound of the formula (1) compounded is 1-40 parts by weight based on 100 parts by weight of the lubricant composition.
  • the monoalkali metal salt of triazine thiol is represented by the following formula (14):
  • M is an alkali metal selected from lithium, sodium and potassium
  • a di- or a tri-alkali metal salt of triazine thiol is high in the hygroscopicity (or deliquescence) to chemicals and degrades the adhesion property, particularly initial adhesion property, so that the use of such a compound is unfavorable.
  • a preferable amount of the monoalkali metal salt of triazine thiol compounded is 1-40 parts by weight based on 100 parts by weight of the lubricant composition.
  • the monoalkali metal salt of triazine thiol may be used together with boric acid or boric ester because boric acid or boric ester forms a film by reacting with the surface of the metal and blocks a corrosion factor to develop a rust prevention and improve a waterproof adhesion property.
  • the boric ester there are (CH 3 O) 3 B, (CH 3 CH 2 CH 2 O) 3 B, (CH 3 —(CH 2 ) 8 —O) 3 B, (CH 3 —(CH 2 ) 9 —O) 3 B and so on.
  • the carbon number of the boric ester is favorable to be a range of 9-12.
  • a preferable amount of boric acid or boric ester compounded is 1-40 parts by weight based on 100 parts by weight of the lubricant composition.
  • the thiadiazole compound includes thiadiazole, dimercaptothiadiazoles and monosubstituted bodies thereof. Since the thiadiazole compound has —SH group in its molecule, it reacts with a surface of a metal and a double bond of a polymer to adhere them to each other. As the dimercaptothiadiazole, 2,5-dimercapto-1,3,4-thiadiazole is favorable. As the monosubstituted body, there are sodium salt, potassium salt, lithium salt, ammonium salt and zinc salt of the dimercaptothiadiazole. A preferable amount of the thiadiazole compound compounded is 1-40 parts by weight based on 100 parts by weight of the lubricant composition.
  • bivalent or trivalent cobalt salt of the inorganic acid hydrochloric acid, sulfuric acid, nitric acid and carbonic acid are used as the inorganic acid.
  • X is preferable to be ethylene group or -propylene-NH-propylene-.
  • X is preferable to be N,N-disalycylarl- ⁇ , ⁇ ′-diaminopropylamine cobalt (II).
  • cobalt alcoholate of the formula (4) cobalt oleyl alcoholate, cobalt palmityl alcoholate, cobalt stearyl alcohol ate and cobalt nonylphenyl alcoholate are preferable.
  • R 7 is preferable to be methyl group, ethyl group, propyl group, benzyl group or phenyl group.
  • R 7 is preferable to be methyl group, ethyl group, propyl group, benzyl group or phenyl group.
  • cobalt acetylacetonate (II) cobalt acetylacetonate (III) and cobalt acetoanilide (II).
  • the monocarboxylic acid constituting the acid residue Y in the formulae (6) and (7) mention may be made of acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid (trimethylacetic acid), n-heptanoic acid, 2,2-dimethyl pentanoic acid, 2-ethyl pentanoic acid, 4,4-dimethyl pentanoic acid, n-octanoic acid, 2,2-dimethyl hexanoic acid, 2-ethyl hexanoic acid, 4,4-dimethyl hexanoic acid, 2,4,4-trimethyl pentanoic acid, n-nonanoic acid, 2,2-dimethyl heptanoic acid, 6,6-dimethyl heptanoic acid, 3,5,5-trimethyl hexanoic acid, n-decanoic acid, 2,2-dimethyl octanoic acid, 7,7-di
  • the acid residue is preferable to have a carbon number of 9-12.
  • aromatic group-containing monocarboxylic acid in the formulae (6) and (7), mention may be made of phenylacetic acid, toluic acid, methylbenzenecarboxylic acid, 3-phenylpropionic acid, 2-phenylpropionic acid, tolylacetic acid, 4-ethylbenzoic acid, 2,4,6-trimethylbenzoic acid, 4-isopropylbenzoic acid, 3-pyridylacetic acid and so on.
  • R 8 is preferable to be an alkyl group having a carbon number of 8-13 for providing excellent lubricity and workability.
  • a ratio of sulfur atom/oxygen atom in all of Xs is particularly favorable to be 1/3-3/1 considering the lubricity and corrosion resistance.
  • cobalt salt of dithiocarbamate is preferable cobalt bis(diethyldithiocarbamate).
  • cobalt salt of dithiocarbonate is preferable cobalt bis(o-ethyldithiocarbonate).
  • the hydrocarbon residue of R 9 or R 10 may be a straight chain, a branched chain or a cyclic structure and be aliphatic, alicyclic or aromatic, and may contain at least one element selected from nitrogen, oxygen and sulfur in its molecule.
  • the hydrocarbon residue there are mentioned an alkyl group, an alkenyl group, an aromatic ring-containing group, a cycloalkyl group and a cycloalkenyl group.
  • alkyl group mention may be made of methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, t-butyl group, pentyl group, isopentyl group, neopentyl group, t-pentyl group, hexyl group, heptyl group, octyl group, 2-ethylhexyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, isotridecyl group, myristyl group, palmityl group, stearyl group, icosyl group, docosyl group, tetracosyl group, triacontyl group, 2-octyldodecyl group, 2-dodecylhexadecyl group, 2-tetradecyloctadecyl group, monomethyl group, 2-oct
  • alkenyl group mention may be made of vinyl group, allyl group, propenyl group, isopropenyl group, butenyl group, isobutenyl group, pentenyl group, isopentenyl group, hexenyl group, heptenyl group, octenyl group, nonenyl group, decenyl group, undecenyl group, dodecenyl group, tetradecenyl group, oleyl group and so on.
  • aromatic ring-containing group mention may be made of phenyl group, toluyl group, xylyl group, cumenyl group, mesityl group, benzyl group, phentyl group, styryl group, cinnamyl group, benzhydryl group, tolythyl group, ethylphenyl group, propylphenyl group, butylphenyl group, pentylphenyl group, hexylphenyl group, heptylphenyl group, octylphenyl group, nonylphenyl group, decylphenyl group, undecylphenyl group, dodecylphenyl group, styrenated phenyl group, cumylphenyl group, ⁇ -naphthyl group, ⁇ -naphthyl group, furyl group, propyl group, pyridyl group and
  • cycloalkyl group mention may be made of cyclopentyl group, cyclohexyl group, cycloheptyl group, methylcyclopentyl group, methylcyclohexyl group, methylcycloheptyl group and so on.
  • cycloalkenyl group mention may be made of cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, methylcyclopentenyl group, methylcyclohexenyl group, methylcycloheptenyl group and so on.
  • alkyl groups having a carbon number of 8-20 such as octyl group, 2-ethylhexyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, isotridecyl group, myristyl group, palmityl group, stearyl group and the like are favorable.
  • primary alkyl group having a carbon number of 10-14 such as decyl group, undecyl group, dodecyl group, tridecyl group, isotridecyl group and myristyl group are preferable because they are small in the bad odor, high in the decomposition temperature and good in the lubricity.
  • the preferable amount of each of the compounds used as a lubricant component as defined above is 1-40 parts by weight based on 100 parts by weight of the lubricant composition.
  • molybdenum salt of the formula (11) mention may be made of molybdenum plamitate, molybdenum behenate, molybdenum stearate, molybdenum palmitolate, molybdenum oleate, molybdenum linolate and so on.
  • alkyl group in R 12 , R 13 , R 14 , R 15 of the formula (12) mention may be made of methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, t-butyl group, various pentyl groups, various hexyl groups, various octyl groups, various decyl groups, various dodecyl groups, various tetradecyl groups, various hexadecyl groups, various octadecyl groups and so on.
  • cycloalkyl group in R 12 , R 13 , R 14 , R 15 of the formula (12) mention may be made of cyclopropyl group, cyclobutyl group, various methylcyclopentyl groups, various dimethylcyclopentyl groups, various ethylcyclopentyl groups, various diethylcyclopentyl groups, various propylcyclopentyl groups, various butylcyclopentyl groups, various pentylcyclopentyl groups, cycloohexyl group, various methylcyclohexyl groups, various dimethylcyclohexyl groups, various ethylcyclohexyl groups, various diethylcyclohexyl groups, various propylcyclohexyl groups, various butylcyclohexyl groups, cyclooctyl group, various methylcyclooctyl groups, various ethylcyclooctyl groups, various di
  • R 12 , R 13 , R 14 , R 15 of the formula (12) mention may be made of phenyl group, tolyl group, ethylphenyl group, xylyl group, benzyl group, naphthyl group, methylnaphthyl group, furyl group, pyrolyl group, pyridyl group and so on.
  • R 12 , R 14 and x are the same as in the formula (12), and R 20 , R 22 are independently an alkylene group having a carbon number of 1-19, a cycloalkylene group having a carbon number of 3-19 or a bivalent aromatic ling-containing group having a carbon number of 3-19, direct bond, and R 21 , R 23 are independently hydrogen atom, methyl group or ethyl group).
  • alkylene group in R 20 , R 22 of the formula (15) mention may be made of ethylene group, trimethylene group, tetramethylene group, pentamethylene group, hexamethylene group, heptamethylene group, octamethylene group, decamethylene group, dodecamethylene group, tetradecamethylene group, hexadecamethylene group, octadecamethylene group and so on.
  • cycloalkylene group in R 20 , R 22 of the formula (15) mention may be made of cyclopropylene group, various cyclobutylene groups, various cyclopentylene groups, various methylcyclopentylene groups, various dimethylcyclopentylene groups, various ethylcyclopentylene groups, various diethylcyclopentylene groups, various propylcyclopentylene groups, various butylcyclopentylene groups, various cyclohexylene groups, various methylcyclohexylene groups, various dimethylcyclohexylene groups, various propylcyclohexylene groups, various octylene groups, various methylcyclooctylene groups and so on.
  • R 20 , R 22 of the formula (15) mention may be made of various phenylene groups, various xylylene groups, various naphthylene groups and so on.
  • the compound of the formula (12) efficiently produces a monosulfide crosslink having a higher heat-resistant stability than polysulfide crosslink on the surface of the steel filament in parallel to the crosslink scission to the rubber composition at a higher temperature. Therefore, the preferable amount of the compound of the formula (12) is within a range of 10-100 g per 1000 g of the lubricant composition.
  • the surface of the steel filament is treated with the lubricant composition of the above construction during the drawing in the wet drawing machine to form a layer of the lubricant composition, particularly a coating layer of the compound according to the invention as the lubricating component in the lubricant composition.
  • a coating layer of the compound according to the invention as the lubricating component in the lubricant composition.
  • the thus treated steel filament is used as a monofilament cord or as a steel cord formed by twisting a plurality of these treated steel filaments.
  • a non-treated steel filament may be used as a part of steel filaments, but the desired effects becomes large when all are treated steel filaments.
  • a cord is used as a reinforcing member for rubber articles, it is coated with a coating rubber to form a rubber-steel filament composite body.
  • the coating rubber is not particularly restricted and can use a rubber composition usually used in the art. According to the invention, the coating layer of the lubricant component is existent at an interface between the steel filament and rubber in the composite body for strongly adhering them to each other.
  • the rubber-steel filament composite body according to the invention is used as a reinforcing member for rubber articles, since the adhesion property between rubber and steel filament is excellent, there is caused no peeling of the steel filament from rubber and the durability of the rubber article is considerably improved.
  • a lubricant composition and a rubber composition are prepared according to a compounding recipe shown in Tables 1 to 4.
  • a steel filament subjected to a brass plating Cu: 63 wt %, Zn: 37 wt %) is drawn to a filament diameter of 0.25 mm by passing through the above lubricant composition in a wet drawing machine.
  • the thus treated steel filaments are used to form a steel cord (1 ⁇ 5 construction).
  • the thus obtained steel cords are arranged side by side at an interval of 12.5 mm and sandwiched with two rubber sheets made of the above rubber composition to prepare a sample of a rubber-cord composite body.
  • the sample is cured at 160° C. for 20 minutes and further subjected to a heat aging treatment at 60° C. for 10 minutes to measure a tensile strength of rubber.
  • the measured results are shown in Tables 1 to 4 by an index on the basis that control is 100, wherein the larger the index value, the higher the strength.
  • Comparative Example 1 is set to be the control for initial adhesion property and tensile strength after heat aging.
  • Example 2 3 4
  • Example 3 5 6
  • Lubricant composition (parts by weight) ethylenediamine phosphate 4 4 4 4 4 4 4 4 oleic triethanolate 8 8 8 8 8 8 8 8 8 8 laurylamine octaethylene glycol 4 4 4 4 4 4 4 4 4 octadecane 3 3 3 3 3 3 3 3 3 3 3 3 3 octylic tetraethylene glycol 2 2 2 2 2 2 2 2 2 2 2 2 2 2 methyl p-oxybenzoate 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 methyl benzotriazole 1 1 1 1 1 1 1 1 1 HTS 5 5 5 KA9188 5 5 5 ion-exchange
  • Comparative Example 4 is set to be the control for initial adhesion property and tensile strength after heat aging.
  • Example 5 Example 6 13
  • Lubricant composition (parts by weight) ethylenediamine phosphate 4 4 4 4 4 4 4 4 4 oleic triethanolate 8 8 8 8 8 8 8 8 8 laurylamine octaethylene glycol 4 4 4 4 4 4 4 4 4 4 4 octadecane 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 octylic tetraethylene glycol 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 methyl p-oxybenzoate 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 methyl benzotriazole 1 1 1 1 1 1 1 1 1 1 1 lithium tri
  • Comparative Example 7 is set to be the control for initial adhesion property and tensile strength after heat aging.
  • Example 9 20
  • Lubricant composition (parts by weight) ethylenediamine phosphate 4 4 4 4 4 4 4 4 4 oleic triethanolate 8 8 8 8 8 8 8 8 8 laurylanune octaethylene glycol 4 4 4 4 4 4 4 4 4 4 4 octadecane 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 octylic tetraethylene glycol 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 methyl p-oxybenzoate 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 methyl benzotriazole 1 1 1 1 1 1 1 1 1 1 1 1 thiadia
  • Comparative Example 10 is set to be the control for initial adhesion property and tensile strength after heat aging.
  • Comparative Example 10 is set to be the control for initial adhesion property and tensile strength after heat aging.
  • TABLE 4 Compar- Compar- ative ative Exam- Example Example Example Example Example Example Example Example Example Example Example Example Example Example Example Example Example Example Example Example Example ple 10 21 22 23 24 25 26 11 27 28 29 30 31 32 33 34 Lubricant composition (parts by weight) ethylenediamine phosphate 4 4 4 4 4 4 4 4 4 4 4 4 4 4 oleic triethanolate 8 8 8 8 8 8 8 8 8 8 8 8 8 8 8 8 8 8 laurylamine octaethylene 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 glycol octadecane 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 octylic tetraethylene glycol 2 2 2
  • a steel filament subjected to a brass plating (Cu: 63 wt %, Zn: 37 wt %) is drawn to a filament diameter of 0.25 mm by passing at a drawing rate of 800 m/min through the lubricant composition in a wet drawing machine.
  • the lubricant composition contains basic components as shown in Tables 5 and 6.
  • HTS is chosen as an example of the lubricating compound of the first aspect of the invention.
  • filament temperature means a temperature of steel filament just after passing through the final die. As the temperature becomes higher, the heat generation becomes larger.
  • the diameter of the steel filament just after passing through the final die is measured to compare the filament diameter before and after the drawing of 50000 m.
  • the measured results are shown in Tables 5 and 6, in which difference of filament diameter before and after the drawing is indicated as an increment of filament diameter. As the increment of filament diameter becomes small, better lubricity is maintained.
  • steel filaments having an excellent adhesion property to rubber are obtained by compounding the compound(s) defined in the invention with the lubricant composition and surface-treating the steel filaments therewith during the drawing. And also, when the rubber-steel filament composite body using the thus treated steel filaments is used as a reinforcing member for the rubber article, it is possible to reduce the cobalt salt of the organic acid and hence the durability of the rubber article can largely be improved without damaging the adhesion property.

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US10472525B2 (en) 2005-02-10 2019-11-12 Basf Coatings Gmbh Use of dithiophosphinic acid and/or its salts for producing anti-corrosion coatings that are devoid of chrome
US20080260959A1 (en) * 2005-02-10 2008-10-23 Basf Aktiengesellschaft Patents, Trademarks And Licences Use of Dithiophosphinic Acid and/or Its Salts for Producing Anti-Corrosion Coatings that are Devoid of Chrome
US8772382B2 (en) 2008-11-26 2014-07-08 Chemson Polymer-Additive Ag Heavy metal-free stabilizer composition for halogenated polymers
US8975315B2 (en) 2011-03-21 2015-03-10 Chemson Polymer-Additive Ag Stabilizer composition for halogen-containing polymers
WO2012126948A1 (fr) * 2011-03-21 2012-09-27 Chemson Polymer-Additive Ag Composition de stabilisateur pour polymères halogénés
US9403964B2 (en) 2011-04-11 2016-08-02 Chemson Polymer-Additive Ag Hydroquinone compounds for reducing photoblueing of halogen-containing polymers
CN102559351A (zh) * 2011-11-14 2012-07-11 武汉大学 一种汽车子午线轮胎钢帘线湿拉润滑剂
WO2013117249A1 (fr) * 2012-02-06 2013-08-15 Nv Bekaert Sa Revêtement en alliage ternaire ou quaternaire pour vieillissement à la vapeur et élément allongé en acier à adhérence par durcissement à l'humidité comprenant un revêtement en alliage de laiton ternaire ou quaternaire et procédé correspondant
US10358769B2 (en) 2012-02-06 2019-07-23 Nv Bekaert Sa Ternary or quaternary alloy coating for steam ageing and cured humidity adhesion elongated steel element comprising a ternary or quaternary brass alloy coating and corresponding method
US10619271B2 (en) 2012-02-06 2020-04-14 Nv Bekaert Sa Process for manufacturing an elongated steel element to reinforce rubber products
US9951469B2 (en) 2012-07-24 2018-04-24 Nv Bekaert Sa Steel cord for rubber reinforcement
US10179479B2 (en) 2015-05-19 2019-01-15 Bridgestone Americas Tire Operations, Llc Plant oil-containing rubber compositions, tread thereof and race tires containing the tread

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