EP3258007B1 - Procédé de fabrication d'une couche de renfort - Google Patents

Procédé de fabrication d'une couche de renfort Download PDF

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Publication number
EP3258007B1
EP3258007B1 EP17169839.2A EP17169839A EP3258007B1 EP 3258007 B1 EP3258007 B1 EP 3258007B1 EP 17169839 A EP17169839 A EP 17169839A EP 3258007 B1 EP3258007 B1 EP 3258007B1
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Prior art keywords
polyamide
strength members
mixture
phr
latex
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German (de)
English (en)
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EP3258007A1 (fr
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Nermeen Nabih
Thomas Kramer
Dieter Jeromin
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Continental Reifen Deutschland GmbH
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Continental Reifen Deutschland GmbH
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/693—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural or synthetic rubber, or derivatives thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/73—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with carbon or compounds thereof
    • D06M11/74—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with carbon or compounds thereof with carbon or graphite; with carbides; with graphitic acids or their salts
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/77—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with silicon or compounds thereof
    • D06M11/79—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with silicon or compounds thereof with silicon dioxide, silicic acids or their salts
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/395—Isocyanates
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
    • D06M15/3562—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing nitrogen
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/55—Epoxy resins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32—Polyesters
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/34—Polyamides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/34—Polyamides
    • D06M2101/36—Aromatic polyamides

Definitions

  • the invention relates to a method for producing a reinforcement layer for elastomeric products.
  • a reinforcing layer produced by the method as well as a vehicle tire including at least one reinforcing layer made by the method is also disclosed.
  • Strength supports for reinforcing various elastomeric products are well known.
  • the reinforcements are usually surrounded by at least one rubber mixture, which is also called Gummi réellesmischung.
  • One problem is that the reinforcements and the surrounding rubber mixture have different strengths.
  • US4472463 A discloses a 2-bath dip process for producing a reinforcing layer comprising textile reinforcements for elastomeric products.
  • the first bath contains a blocked polyisocyanate and an epoxy compound.
  • the second bath contains a vinyl pyridine-butadiene latex.
  • a gum is applied with a gum mixture containing 100 phr of natural rubber and 30 phr of carbon black.
  • the present invention is based on the object to provide a further process for producing a reinforcement layer comprising textile reinforcement, whereby the reinforcement layer produced have improved adhesion between reinforcements and gum mixture and should also be dispensed with environmentally and harmful substances.
  • a further subject matter of the present description is a reinforcement layer comprising textile reinforcement which has been produced by the method according to the invention.
  • Another object underlying the invention is to provide a vehicle tire having the same or even improved structural integrity Durability has to be waived in at least one reinforcement layer on umweit- and harmful substances. It should thus be created at least one environmentally friendly alternative.
  • a vehicle tire comprising in at least one component at least one reinforcement layer according to the invention, which was produced by the method according to the invention.
  • the described reinforcement layer or the reinforcement layer of the described vehicle tire has a comparable or even improved adhesion between the reinforcements and the surrounding rubbering mixture, the adhesion level being comparable to the standard RFL dip treated reinforcements.
  • the vehicle tire is preferably a pneumatic vehicle tire.
  • the reinforcements in process step d) are treated by being dipped in at least one bath, the second bath containing at least one ENR latex polymer and being free from free resorcinol and free formaldehyde and their precondensates.
  • Epoxy-treated natural rubber (ENR) is known to the person skilled in the art.
  • an ENR latex with a degree of epoxidation of 50% is used, also known to the person skilled in the art as "ENR-50".
  • an ENR latex with a degree of epoxidation of 25% is used, also known to the person skilled in the art as "ENR-25”.
  • latex refers to colloidal dispersions of polymers in aqueous media.
  • ENR-50 or ENR-25 is available, for example, from MMG (Muang Mai Guthrie Public Company Limited).
  • the second bath is preferably an aqueous dispersion which, in addition to water and the ENR latex, preferably contains at least one vinylpyridine polymer, preferably as latex (VP latex).
  • Vinyl-pyridine-latex is a generic term known to those skilled in the art and comprises in particular VP latex from further monomers, such as typically the terpolymer of 15% vinyl pyridine, 15% styrene and 70% butadiene.
  • the aqueous dispersion consists of 90 to 99.9 wt .-% of water, VP latex and the ENR latex.
  • the aqueous dispersion here preferably contains 40 to 90% by weight of water and 5 to 40% by weight of VP latex and 5 to 40% by weight of the ENR latex, the total amount being 100% by weight.
  • the quantities given here are based on anhydrous VP latex and anhydrous ENR latex, or in this case the water content contained in the VP latex dispersion has already been added to the total amount of water in the aqueous dispersion.
  • the weight ratio of epoxidized natural rubber latex to vinylpyridine latex in the bath in process step d) is from 40:60 to 60:40, more preferably from 45:55 to 55:45, again particularly preferred 50 to 50.
  • the second bath according to step d) is free of free resorcinol and free formaldehyde and their precondensates, i. it contains 0 to 0.01 wt .-%, but preferably 0 wt .-%, of such substances.
  • the combination of the dipping containing ENR latex according to step d) with the preferred pre-dip containing diisocyanates according to step a), s. below, leads to comparable adhesion results of reinforcements to the respective surrounding gum mixture, the advantages in particular in a polyamide, preferably nylon, and a polyester, preferably PET, as textile reinforcing materials over a known from the prior art pretreatment with blocked diisocyanates show.
  • a sufficient level of adhesion is achieved, which is dispensed with environmentally and harmful substances.
  • the reinforcements in process step e) are dried at 120 to 155 ° C. Again, this step is to first remove water so that it does not lead to side reactions in subsequent reactions.
  • the duration of the drying step e) is preferably 30 to 120 seconds.
  • the dried reinforcements are heated to 210 to 250 ° C. in process step f). This serves to react the deprotected substances from the first bath in step a) with the substances from the bath in step d).
  • the heating time in process step f) is 30 to 120 seconds.
  • the reinforcements are thus preferably pretreated by immersion in at least one first bath, wherein the first bath contains at least one blocked diisocyanate and is free of free resorcinol and free formaldehyde and their precondensates.
  • the textile reinforcements are still ungummed before and after this process step.
  • the first bath is preferably an aqueous dispersion, in addition to water and the blocked diisocyanate may contain at least one epoxy compound such as glycerol triglyceride ether and / or bisphenol A diglycidyl ether and / or 2,3-epoxybutyl azide formate and / or sorbitol polyglycidyl ether.
  • the first bath contains at least one epoxy compound, preferably glycerol triglyceride ether, which is known, for example, under the trade name Grilbond® G 1701. Dipping in the reinforcement in this first bath is carried out in a manner known to those skilled in the art. Such a treatment step is also referred to as pre-dip.
  • epoxy compound preferably glycerol triglyceride ether, which is known, for example, under the trade name Grilbond® G 1701.
  • Dipping in the reinforcement in this first bath is carried out in a manner known to those skilled in the art.
  • Such a treatment step is also referred to as pre-dip.
  • the first bath is free of free resorcinol and free formaldehyde and their precondensates, i. it contains 0 to 0.01 wt .-%, but preferably 0 wt .-%, of such substances.
  • blocked diisocyanates are understood to mean molecules which have two blocked, i. protected terminal isocyanate groups or formally formed by condensation of molecules with two isocyanate groups. These may be monomers, dimers, trimers or higher homologues of the diisocyanates.
  • diisocyanate monomers examples include methylenediphenyl diisocyanate (MDI), hexamethylene diisocyanate (HDI), toluene diisocyanate (TDI), isophorone diisocyanate.
  • MDI methylenediphenyl diisocyanate
  • HDI hexamethylene diisocyanate
  • TDI toluene diisocyanate
  • isophorone diisocyanate examples include methylenediphenyl diisocyanate (MDI), hexamethylene diisocyanate (HDI), toluene diisocyanate (TDI), isophorone diisocyanate.
  • Diisocyanate trimers or higher homologs are grouped together as polyisocyanates and are compounds having three or more terminal isocyanate groups. They arise z. B. formally by condensation of three or more molecules, each with two isocyanate groups (diisocyanates). Formally, the condensation usually takes place via in each case one isocyanate group of each molecule, so that the polyisocyanates correspondingly have three or more isocyanate groups which are blocked only by a protective group and are available for further chemical reactions after / during the removal of the protective group , Because z. B.
  • the 1,6-hexamethylene diisocyanate trimer formally formed by condensation of three 1,6-hexamethylene diisocyanate molecules on each one isocyanate group of the diisocyanates, has the 1,6-hexamethylene diisocyanate trimer three (remaining) terminal isocyanate groups.
  • the higher homologues of the precondensed isocyanates give, depending on the degree of condensation, average functionalities of greater than three.
  • the isocyanates can then be present as a mixture of different molecules with different functionalities, wherein the average number of terminal isocyanate groups corresponds to the average functionality.
  • the blocked diisocyanate has a functionality greater than 2.
  • the blocked diisocyanate is a blocked polyisocyanate having a functionality of greater than or equal to 3, particularly preferably 3 to 5, very particularly preferably 3 to 4, for example, in particular 3.3.
  • the blocked polyisocyanate is preferably selected from the group consisting of blocked 1,6-hexamethylene diisocyanate trimer (HDI) and its blocked higher homologues and blocked toluene diisocyanate trimer and its blocked higher homologues as well as blocked isophorone diisocyanate trimer and its blocked higher homologs.
  • HDI blocked 1,6-hexamethylene diisocyanate trimer
  • the blocked polyisocyanate is blocked 1,6-hexamethylene diisocyanate trimer or blocked toluene diisocyanate trimer, most preferably 1,6-hexamethylene diisocyanate trimer.
  • the protecting groups of the blocked diisocyanate (s) may be any of the protecting groups known to those skilled in the art.
  • the protecting groups of the blocked polyisocyanate (s) are selected from the group consisting of ketoximes, such as preferably methyl ethyl ketoxime (MEKO), and / or pyrazole derivatives, such as preferably 3,5-dimethylpyrazole (DMP), and / or esters, such as preferably malonic acid esters or caprolactam or alkylated phenols.
  • the protective group is preferably methyl ethyl ketoxime and / or 3,5-dimethylpyrazole.
  • the blocked diisocyanate in process step a) methyl ethyl ketoxime blocked 1,6-hexamethylene diisocyanate trimer or 3,5-dimethylpyrazole blocked 1,6-hexamethylene diisocyanate trimer.
  • the reinforcements in process step b) are dried at 120 to 180 ° C.
  • the temperature must not be too high, so that there is no deprotection of the blocked isocyanates to prevent an undesirable side reaction with the evaporating (residual) water.
  • the duration of the drying step b) is preferably 30 to 120 seconds.
  • the dried reinforcements are heated in process step c) to 160 to 230 ° C to deprotect the isocyanates.
  • the heating time in step c) is preferably 30 to 120 seconds.
  • the strength carriers treated by means of process steps d) to f), preferably a) to f), are in accordance with the invention in process step g) with at least one Gum mixture gummed, ie coated.
  • the gum mixture for this purpose contains at least one diene rubber selected from the group consisting of natural polyisoprene and / or synthetic polyisoprene and / or butadiene rubber and / or styrene-butadiene rubber, and 20 to 90 phr of at least one filler selected from the group consisting of carbon black and / or silica.
  • the ingredients of the gum mixture are explained in more detail.
  • the gum mixture may contain polyisoprene (IR, NR) as the diene rubber. These may be both cis-1,4-polyisoprene and 3,4-polyisoprene. However, preference is given to the use of cis-1,4-polyisoprenes having a cis-1,4 content of> 90% by weight.
  • a polyisoprene can be obtained by stereospecific polymerization in solution with Ziegler-Natta catalysts or using finely divided lithium alkyls.
  • natural rubber (NR) is such a cis-1,4-polyisoprene, the cis-1,4-content in natural rubber is greater than 99% by weight.
  • the rubber mixture contains polybutadiene (BR) as the diene rubber, these may be either cis-1,4- or vinyl-polybutadiene (about 10-90% by weight vinyl content). Preference is given to the use of cis-1,4-polybutadiene with a cis-1,4 content greater than 90 wt .-%, which z.
  • BR polybutadiene
  • styrene-butadiene copolymers can be used as further diene rubbers.
  • the styrene-butadiene copolymers may be solution-polymerized styrene-butadiene copolymers (S-SBR) having a styrene content, based on the polymer, of about 10 to 45 Wt .-% and a vinyl content (content of 1,2-bound butadiene, based on the total polymer) of 10 to 70 wt .-%, which can be prepared, for example, using lithium alkyls in organic solvent.
  • S-SBR can also be coupled and end-group modified.
  • E-SBR emulsion-polymerized styrene-butadiene copolymers
  • S-SBR emulsion-polymerized styrene-butadiene copolymers
  • the styrene content of the E-SBR is about 15 to 50% by weight, and the types known in the art obtained by copolymerization of styrene and 1,3-butadiene in aqueous emulsion can be used.
  • the diene rubbers used in the mixture can also be used in a partially or fully functionalized form.
  • the functionalization can be carried out with groups that can interact with the fillers used, in particular with OH-bearing fillers. It may be z.
  • the gum mixture preferably contains from 25 to 100 phr, particularly preferably from 50 to 100 phr, again particularly preferably from 70 to 100 phr of natural polyisoprene and / or synthetic polyisoprene, in which case natural polyisoprene is preferred.
  • the gumming mixture contains 100 phr of at least one natural polyisoprene (NR) and / or synthetic polyisoprene (IR), whereby a mixture of NR and IR is conceivable.
  • NR natural polyisoprene
  • IR synthetic polyisoprene
  • the gumming mixture contains 25 to 85 phr of at least one natural and / or synthetic polyisoprene and 15 to 50 phr of at least one butadiene rubber and / or 15 to 50 phr of at least one styrene-butadiene rubber.
  • these rubbers show, especially in reinforcing layers of vehicle tires, very good physical properties of the gumming mixture in terms of processability, durability and tear properties while achieving a sufficient level of adhesion.
  • phr parts per hundred parts of rubber by weight
  • the dosage of the parts by weight of the individual substances is always based on 100 parts by weight of the total mass of all the rubbers present in the mixture. The mass of all rubbers present in the mixture adds up to 100.
  • the gum mixture may contain as fillers carbon blacks and / or silicic acids, the fillers may be used in combination and the total amount of carbon black and silica is 20 to 90 phr. Preferably 30 to 90 phr, more preferably 50 to 70 phr of at least one carbon black are used.
  • the gumming mixture contains 50 to 100 phr of at least one natural and / or synthetic polyisoprene and 30 to 90 phr of at least one carbon black. This results in a particularly good structural durability of the reinforcement layer produced, especially when used in vehicle tires.
  • the rubber mixture carbon nanotubes including discrete CNTs, so-called hollow carbon fibers (HCF) and modified CNT containing one or more functional groups, such as hydroxyl, carboxyl and carbonyl groups).
  • the gum mixture is free of these further fillers, that is, it preferably contains 0 to 0.001 phr of these further fillers.
  • Zinc oxide is not considered a filler in the present invention.
  • carbon black When carbon black is used in the gum mixture, it is preferably those types having an STSA surface area (in accordance with ASTM D 6556) of more than 30 m 2 / g, preferably 30 to 120 m 2 / g. These can be easily incorporated and ensure low heat build-up.
  • the gumming mixture contains at least one carbon black having an iodine adsorption number according to ASTM D 1510 of 40 to 110 g / kg and an STSA surface (according to ASTM D 6556) of 40 to 120 m 2 / g.
  • a carbon black having an iodine adsorption number according to ASTM D 1510 of 40 to 110 g / kg and an STSA surface (according to ASTM D 6556) of 40 to 120 m 2 / g.
  • a possible preferred type of carbon black is, for example, carbon black N326 having an iodine adsorption number according to ASTM D 1510 of 82 g / kg and an STSA surface (according to ASTM D 6556) of 76 m 2 / g.
  • Another possible preferred type of carbon black is, for example, carbon black N660 having an iodine adsorption number according to ASTM D 1510 of 36 g / kg and an STSA surface (according to ASTM D 6556) of 34 m 2 / g.
  • silicas are present in the mixture, these may be the silicas customary for tire rubber mixtures. It is particularly preferred when a finely divided, precipitated silica is used which has a CTAB surface area (according to ASTM D 3765) of 30 to 350 m 2 / g, preferably from 120 to 250 m 2 / g.
  • CTAB surface area according to ASTM D 3765
  • silicic acids it is possible to use both conventional silica such as VN3 (trade name) from Evonik and highly dispersible silicas, so-called HD silicas (eg Ultrasil 7000 from Evonik). Silicas are preferably used in amounts of less than 15 phr.
  • silica and other optional polar fillers to the diene rubber silane coupling agents can be used in rubber mixtures.
  • one or more different silane coupling agents can be used in combination with each other.
  • the gum mixture may thus contain a mixture of different silanes.
  • silane coupling agents react with the superficial silanol groups of the silica or other polar groups during the mixing of the rubber or the rubber mixture (in situ) or even before the addition of the filler to the rubber in the sense of a pretreatment (pre-modification).
  • All silane coupling agents known to the person skilled in the art for use in rubber mixtures can be used as silane coupling agents.
  • Such known from the prior art coupling agents are bifunctional organosilanes having on the silicon atom at least one alkoxy, cycloalkoxy or phenoxy group as a leaving group and have as other functionality a group which may optionally undergo a chemical reaction with the double bonds of the polymer after cleavage , In the latter group may be z.
  • silane coupling agents z.
  • 3-mercaptopropyltriethoxysilane, 3-thiocyanato-propyltrimethoxysilane or 3,3'-bis (triethoxysilylpropyl) polysulfides having 2 to 8 sulfur atoms such as.
  • 3,3'-bis (triethoxysilylpropyl) tetrasulfide (TESPT) TESPT
  • TESPD disulfide
  • TESPT can also be added as a mixture with carbon black (trade name X50S® from Evonik).
  • silane mixture which comprises 40 to 100% by weight of disulfides, particularly preferably 55 to 85% by weight of disulfides and very particularly preferably 60 to 80% by weight of disulfides.
  • a silane mixture which comprises 40 to 100% by weight of disulfides, particularly preferably 55 to 85% by weight of disulfides and very particularly preferably 60 to 80% by weight of disulfides.
  • Such a mixture is available, for example, under the trade name Si 261® Evonik, which, for example, in the DE 102006004062 A1 is described.
  • silane coupling agent can be used as a silane coupling agent.
  • silanes as in the WO 2008/083241 A1 , of the WO 2008/083242 A1 , of the WO 2008/083243 A1 and the WO 2008/083244 A1 can be used, can be used.
  • Suitable for. B. silanes which are sold under the name NXT in different variants by the company Momentive, USA, or those sold under the name VP Si 363® by Evonik Industries.
  • the gum mixture contains a combination of 3-mercaptopropyltriethoxysilane and PEG carboxylic acid ester, which gives particularly good properties, in particular with regard to the technical problem to be solved and overall good property level with respect to the other properties.
  • the gumming mixture can contain further activators and / or agents for the binding of fillers, in particular carbon black.
  • This may be, for example, the example in the EP 2589619 A1 disclosed compound S- (3-aminopropyl) thiosulfuric acid and / or their metal salts, resulting in very good physical properties of the gumming especially when combined with at least one carbon black as a filler.
  • plasticizers from 0 to 70 phr, preferably from 0.1 to 60 phr, of at least one plasticizer may be present in the gum mixture.
  • plasticizers known to those skilled in the art, such as aromatic, naphthenic or paraffinic mineral oil plasticizers, such as, for example, MES (mild extraction solvate) or TDAE (treated distillate aromatic extract), or rubber-to-liquid oils (RTL) or biomass-to-liquid.
  • MES mill extraction solvate
  • TDAE treated distillate aromatic extract
  • RTL rubber-to-liquid oils
  • mineral oil this is preferably selected from the group consisting of DAE (Distilled Aromatic Extracts) and / or RAE (Residual Aromatic Extract) and / or TDAE (Treated Distilled Aromatic Extracts) and / or MES (Mild Extracted Solvents) and / or naphthenic oils.
  • the vulcanization is carried out in the presence of sulfur and / or sulfur donors, with some sulfur donors can also act as a vulcanization accelerator.
  • Sulfur or sulfur donors are added in the last mixing step in the amounts customary by the skilled person (0.4 to 8 phr, sulfur, preferably in amounts of 0.4 to 4 phr) of the gum mixture.
  • the vulcanization can also be done in Presence of very small amounts of sulfur in combination with sulfur-donating substances done.
  • the gum mixture may contain vulcanization-affecting substances such as vulcanization accelerators, vulcanization retarders and vulcanization activators in conventional amounts in order to control the time and / or temperature of vulcanization required and to improve the vulcanizate properties.
  • the vulcanization accelerators may be selected, for example, from the following groups of accelerators: thiazole accelerators such as. B. 2-mercaptobenzothiazole, sulfenamide accelerators such as. B. benzothiazyl-2-cyclohexylsulfenamid (CBS), guanidine accelerators such as. N, N'-diphenylguanidine (DPG), dithiocarbamate accelerators such as. As zinc dibenzyldithiocarbamate, disulfides, thiophosphates.
  • the accelerators can also be used in combination with each other, which can result in synergistic effects.
  • the preparation of the gum mixture is carried out in a conventional manner, wherein first of all a masterbatch containing all constituents except for the vulcanization system (sulfur and vulcanization-affecting substances) is prepared in one or more mixing stages followed by the addition of the curing system is produced. Subsequently, the mixture is processed further.
  • a masterbatch containing all constituents except for the vulcanization system sulfur and vulcanization-affecting substances
  • step g) The gumming of the reinforcement in step g) also takes place in a manner known to those skilled in the art.
  • the textile reinforcements preferably comprise polyethylene terephthalate (PET) and / or polyethylene naphthalate (PEN) and / or polybutylene terephthalate (PBT) and / or Polycarbonate (PC) and / or cellulose and / or cellulose ester and / or m-aramid and / or p-aramid and / or a mixture of m-aramid and p-aramid and / or a polyamide which is selected from the group of polyamide 46 (PA 4.6) and / or polyamide 410 (PA 4.10) and / or polyamide 6 (PA 6) and / or polyamide 66 (PA 6.6 polyhexamethylene adipamide) and / or polyamide 612 (PA 6.12) and / or polyamide 1010 ( PA 10.10) and / or polyamide 1212 (PA 12.12).
  • PET polyethylene terephthalate
  • PEN polyethylene naphthalate
  • PBT polybutylene terephthalate
  • PC Poly
  • the textile reinforcements particularly preferably comprise polyethylene terephthalate (PET) and / or cellulose and / or cellulose esters and / or polyamide 66 (PA 6.6 polyhexamethylene adipamide).
  • PET polyethylene terephthalate
  • PA 6.6 polyhexamethylene adipamide PA 6.6 polyhexamethylene adipamide
  • the textile reinforcement are preferably cords having at least one twisted yarn.
  • the textile reinforcements preferably have the properties mentioned before step d), i. they are first twisted and then treated with the process steps d) to f), preferably a) to f).
  • a weaving step In the event that the textile reinforcement are embedded as a fabric in the gumming, preferably after twisting and before the treatment according to the process steps d) to f), preferably a) to f), as known in the art, a weaving step.
  • the reinforcing members are cords of a respective yarn, with which a twisted yarn represents a cord in each case.
  • the strength carriers are cords of at least two, more preferably two, yarns.
  • the reinforcement layer according to the invention or that of the vehicle tire according to the invention contains cords of different numbers of yarns as reinforcement.
  • the reinforcement layer produced can be used in all components of a vehicle tire, which contain reinforcing materials, with the above-mentioned advantages in terms of substances and the production and the sufficient adhesion.
  • These components are, in particular, the carcass ply and / or the belt (in the belt layer or layers) and / or the belt bandage and / or the bead reinforcement.
  • Nylon cords made from two nylon yarns each having a 940 dtex (940 x 2) thickness were obtained by a pre-dip containing 94.2% by weight of water and 0.4% by weight of Grilbond® G 1701 and 5 4% by weight of Edolan® XCIB (MEKO-blocked HDI trimer). Subsequently, the cords were dried for 30 to 120 seconds at 140 ° C and then heated to 200 ° C.
  • cords were then dipped through another dip bath containing 46.7% by weight of water and 27.1% by weight of VP latex (40% by weight solids of the terpolymer of 15% vinylpyridine, 15 % Styrene and 70% butadiene in water, ie 10.8% by weight of the terpolymer) and 26.2% by weight of ENR latex (ENR-50, MMG, solids content 43.7% by weight in water, ie, 11.4% by weight of ENR). It was then dried again at 170 ° C. for 30 to 120 seconds and then heated to 225 ° C.
  • ENR latex ENR-50, MMG, solids content 43.7% by weight in water, ie, 11.4% by weight of ENR
  • Cores of polyester made from two polyester yarns (polyethylene terephthalate PET) having a thickness of 1440 dtex (1440 x 2) were obtained by a pre-dip containing 94.2% by weight of water and 0.4% by weight of Grilbond® G 1701 and 5.4% by weight Edolan® XCIB (MEKO-blocked HDI trimer) dipped. Subsequently, the cords were dried for 30 to 120 seconds at 140 ° C and then heated to 200 ° C.
  • Cords made of polyester each made of two 940 dtex (940 ⁇ 2) polyester yarns were coated by an RFL dip containing 48.8% by weight of water and 41.6% by weight of VP Latex (40% by weight solids content of the terpolymer of 15% vinyl pyridine, 15% styrene and 70% butadiene in water) and 3.4% by weight Grilbond IL-6 (caprolactam blocked MDI) and 0.5% by weight.
  • % Sodium hydroxide and 4.3% by weight of resorcinol-formaldehyde resin penacolite; aqueous solution with a Solids content of 75% by weight
  • formaldehyde 1.3% by weight of formaldehyde.
  • the drying step which involves hot drawing, was unaffected by the maleimide polymer, i. as known to the skilled person. This serves to adjust the properties, such as elongation at break, elongation at break and heat shrinkage of the cord by targeted stretching to the desired level. wherein the tension applied to the cord is varied between tension and relaxation.
  • Adhesive tests, so-called peel tests, according to ISO 36: 2011 (E) with evaluation in accordance with DIN ISO 6133 without aging were carried out with the differently treated cords.
  • the strength carrier cords were rubberized with an uncured gum mixture having the composition according to Table 1 (according to process step g)) and then vulcanized.
  • the gumming takes place by placing the cords on or between calendered thin rubber sheets of the gumming compound and then compressing the entire specimen in the heating press.
  • the force for peeling off the mixture from the cords was determined (adhesion), and the coverage of the cords with mixture after peeling was optically determined. 5 means complete coverage, 0 means no rubber remains on the cord. Furthermore, the breaking force, the elongation at 45 N, the shrinkage at 180 ° C and the residual shrinkage based on ASTM D 855 were determined.
  • the reinforcement layer produced by means of the method according to the invention shows as shown in Table 2 a comparable or even improved durability, since the Adhesion of the strength carrier to the gum mixture is comparable or even improved in part. Furthermore, in the example of the invention, the disadvantages associated with resorcinol and formaldehyde are avoided.
  • Table 1 Components of the gum mixture ingredients Quantity (phr) NR / IR 70 BR / SBR 30 Soot N660 50 Processing oil / adhesive resin 5 Other additives a) 8th Resin from resorcinol and formaldehyde donor 5 Sulfur and accelerator 3.3 a) anti-aging agent, ZnO, stearic acid property unit V1 E1 V2 E2 liability N / 25mm 197 161 184 191 covering (1 to 5) 4.8 4.7 4.5 5
  • a vehicle tire produced by means of the method according to the invention preferably a pneumatic vehicle tire, which contains at least one manufactured reinforcement layer in at least one component, is distinguished by a durability comparable to the prior art, with the activation of adhesion in the dips being based on the use of free resorcinol and formaldehyde as well Resorcinol formaldehyde precondensates can be dispensed with.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Claims (7)

  1. Procédé de fabrication d'une couche de renfort comprenant des renforts textiles pour des produits élastomères, le procédé comprenant au moins les étapes de procédé suivantes dans l'ordre suivant :
    d) l'immersion des renforts textiles dans au moins un bain, qui contient au moins un latex de caoutchouc naturel époxydé et est exempt de résorcine libre et de formaldéhyde libre, ainsi que leurs pré-condensats, puis
    e) le séchage des renforts à une température de 120 à 155 °C, puis
    f) le chauffage des renforts à une température de 210 à 250 °C, et
    g) le caoutchoutage des renforts textiles prétraités en d) à f) avec un mélange de caoutchoutage, qui contient au moins un caoutchouc diénique, qui est choisi dans le groupe constitué par le polyisoprène naturel et/ou le polyisoprène synthétique et/ou le caoutchouc de butadiène et/ou le caoutchouc de styrène-butadiène, et 20 à 90 pce d'au moins une charge choisie dans le groupe constitué par le noir de carbone et/ou la silice.
  2. Procédé selon la revendication 1, caractérisé en ce que le bain à l'étape de procédé d) contient au moins un latex de vinyl-pyridine.
  3. Procédé selon la revendication 2, caractérisé en ce que le rapport en poids entre le latex de caoutchouc naturel époxydé et le latex de vinyl-pyridine dans le bain est de 40 sur 60 à 60 sur 40.
  4. Procédé selon l'une quelconque des revendications précédentes, caractérisé en ce que les renforts textiles sont traités avant l'étape de procédé d) dans le temps avec au moins les étapes de procédé suivantes :
    a) l'immersion des renforts textiles dans au moins un premier bain, qui contient au moins un diisocyanate bloqué et est exempt de résorcine libre et de formaldéhyde libre, ainsi que leurs pré-condensats, puis
    b) le séchage des renforts à une température de 120 à 180 °C, puis
    c) le chauffage des renforts à une température de 160 à 230 °C.
  5. Procédé selon l'une quelconque des revendications précédentes, caractérisé en ce que les renforts textiles contiennent du polyéthylène téréphtalate (PET) et/ou du polyéthylène naphtalate (PEN) et/ou du polybutylène téréphtalate (PBT) et/ou du polycarbonate (PC) et/ou de la cellulose et/ou des esters de cellulose et/ou du m-aramide et/ou du p-aramide et/ou un mélange de m-aramide et de p-aramide et/ou un polyamide, qui est choisi dans le groupe constitué par le polyamide 46 (PA 4.6) et/ou le polyamide 410 (PA 4.10) et/ou le polyamide 6 (PA 6) et/ou le polyamide 66 (PA 6.6 polyhexaméthylène-adipinamide) et/ou le polyamide 612 (PA 6.12) et/ou le polyamide 1010 (PA 10.10) et/ou le polyamide 1212 (PA 12.12).
  6. Procédé selon l'une quelconque des revendications précédentes, caractérisé en ce que le mélange de caoutchoutage contient 50 à 100 pce d'au moins un polyisoprène naturel et/ou synthétique et 30 à 90 pce d'au moins un noir de carbone.
  7. Procédé selon l'une quelconque des revendications précédentes, caractérisé en ce que le noir de carbone du mélange de caoutchoutage présente un indice d'adsorption d'iode selon ASTM D 1510 de 40 à 110 g/kg et une surface STSA (selon ASTM D 6556) de 40 à 120 m2/g.
EP17169839.2A 2016-06-14 2017-05-08 Procédé de fabrication d'une couche de renfort Active EP3258007B1 (fr)

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DE102016210469.1A DE102016210469A1 (de) 2016-06-14 2016-06-14 Verfahren zur Herstellung einer Festigkeitsträgerlage, Festigkeitsträgerlage und Fahrzeugreifen

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PL3617285T3 (pl) * 2018-08-28 2022-02-21 Cordenka Gmbh & Co. Kg Sposób wyposażenia tekstylnych materiałów wzmacniających w mieszaninę klejącą

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Publication number Priority date Publication date Assignee Title
US4472463A (en) * 1982-12-06 1984-09-18 The B. F. Goodrich Company Two-step process for dipping textile cord or fabric and resorcinol/formaldehyde-free composition used therein
ES2199454T5 (es) 1997-08-21 2009-03-01 Momentive Performance Materials Inc. Agentes de acoplamiento de mercaptosilano bloqueados para cauchos con sustancia de relleno.
DE19955833B4 (de) * 1999-11-20 2005-11-24 Continental Aktiengesellschaft Polyestermaterial für Gummi oder gummiähnliche Werkstoffe enthaltende Verbundschichtkörper und Verbundschichtkörper
WO2005113609A1 (fr) 2004-05-14 2005-12-01 Sartomer Technology Co., Inc. Procede permettant de faire adherer un tissu a du caoutchouc, tissu traite et composites tissu-caoutchouc
DE102006004062A1 (de) 2006-01-28 2007-08-09 Degussa Gmbh Kautschukmischungen
US7968636B2 (en) 2006-12-28 2011-06-28 Continental Ag Tire compositions and components containing silated cyclic core polysulfides
US7968635B2 (en) 2006-12-28 2011-06-28 Continental Ag Tire compositions and components containing free-flowing filler compositions
US7968634B2 (en) 2006-12-28 2011-06-28 Continental Ag Tire compositions and components containing silated core polysulfides
US7968633B2 (en) 2006-12-28 2011-06-28 Continental Ag Tire compositions and components containing free-flowing filler compositions
DE102008037714A1 (de) 2008-07-31 2010-02-04 Continental Reifen Deutschland Gmbh Kautschukmischung mit umweltfreundlichem Weichmacher
JP2012012456A (ja) 2010-06-30 2012-01-19 Sumitomo Chemical Co Ltd Ｓ−（３−アミノプロピル）チオ硫酸および／またはその金属塩の使用方法
DE102014211365A1 (de) 2014-06-13 2015-12-17 Continental Reifen Deutschland Gmbh Festigkeitsträgerlage und Fahrzeugreifen

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DE102016210469A1 (de) 2017-12-28

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