US20060280942A1 - Two-step method for dipping synthetic fiber - Google Patents

Two-step method for dipping synthetic fiber Download PDF

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Publication number
US20060280942A1
US20060280942A1 US10/571,671 US57167106A US2006280942A1 US 20060280942 A1 US20060280942 A1 US 20060280942A1 US 57167106 A US57167106 A US 57167106A US 2006280942 A1 US2006280942 A1 US 2006280942A1
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United States
Prior art keywords
fiber
latex
blocked
dip
rfl
Prior art date
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Abandoned
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US10/571,671
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English (en)
Inventor
Hirosuke Watanabe
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.)
Teijin Aramid BV
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Teijin Twaron BV
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Assigned to TEIJIN TWARON B.V. reassignment TEIJIN TWARON B.V. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: WATANABE, HIROSUKE
Publication of US20060280942A1 publication Critical patent/US20060280942A1/en
Assigned to TEIJIN ARAMID B.V. reassignment TEIJIN ARAMID B.V. CHANGE OF NAME (SEE DOCUMENT FOR DETAILS). Assignors: TEIJIN TWARON B.V.
Assigned to TEIJIN ARAMID B.V. reassignment TEIJIN ARAMID B.V. CHANGE OF ADDRESS Assignors: TEIJIN ARAMID B.V.
Abandoned legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
    • C08J5/06—Reinforcing macromolecular compounds with loose or coherent fibrous material using pretreated fibrous materials
    • 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
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • 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
    • 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
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/41—Phenol-aldehyde or phenol-ketone resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2321/00—Characterised by the use of unspecified rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2929—Bicomponent, conjugate, composite or collateral fibers or filaments [i.e., coextruded sheath-core or side-by-side type]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core

Definitions

  • the invention relates to a two-step method for dipping a synthetic fiber wherein the fiber is first dipped with a pre-dip composition followed by a dip with resorcinol-formaldehyde latex (RFL) composition.
  • RTL resorcinol-formaldehyde latex
  • Fibers such as aramid fibers, that are used to adhere to rubber compounds are commonly subjected to a dipping process for enhancing the bonding of such synthetic fibers to rubber.
  • Such compositions may be used in manufacturing composites, for example tires wherein reinforcement fibers are bond to tire rubber compounds.
  • Aramid fiber for example, is a fiber used for tire reinforcement. Providing adhesion between aramid and rubber is very difficult due to the crystalline surface of the fiber. Hence an active pre-dipping process is necessary in order to get a reasonable adhesion performance between fiber and rubber.
  • the standard method of such pre-dipping process is using an epoxy adhesive pre-dipping followed by a resorcinol formaldehyde latex (RFL) dip, which process provides good adhesion to sulfur-cured rubber for aramid reinforcement.
  • RTL resorcinol formaldehyde latex
  • 3,872,939 discloses the use of a 2% solution of glycerol diglycidyl ether as the sub-coat and top-coat which consists of 1,3-butadiene-styrene-2-vinyl pyridine copolymer along with a heat reactive 2,5-bis(2,4-dihydroxy phenyl methyl)-4-chlorophenol.
  • Pre-dip compositions for polyester fibers containing tri- and higher isocyanate compounds have been described in JP 57187238.
  • Such pre-dip compositions containing mixtures of polyfunctional isocyanates and diisocyanates have been described in JP 51037174, and containing mixtures of blocked polyisocyanates and clay (such as bentonite) have been disclosed in JP 55062269. None of these compositions, however, were very efficient in adhering rubber and none of these were commercially used.
  • a two-step method for dipping a synthetic fiber wherein the fiber is first dipped with an aqueous pre-dip composition followed by a dip with resorcinol-formaldehyde latex (RFL) composition, characterized in that the pre-dip composition comprises a blocked isocyanate having at least tri-functional isocyanate groups and a latex wherein the ratio by weight of blocked isocyanate and latex is between 9 and 0.7, preferably between 4 and 1.
  • RTL resorcinol-formaldehyde latex
  • Fibers thus dipped maintain the adhesion properties as obtained with the conventional epoxide pre-dip, whereas the epoxide treatment as such can completely abandoned. It is therefore a preferred embodiment to perform the dipping procedure with a pre-dip composition that is substantially, or even completely, free from epoxide-containing derivatives.
  • the pre-dip composition may comprise blocked at least tri-functional isocyanate compound and a latex, which further comprises water, an emulsifier, and 2-vinyl pyridine copolymer.
  • the latex part of the pre-dip may be the same or different of the latex part of the RFL composition, and is a block copolymers of a conjugated olefinic block and an aromatic block.
  • block copolymers are known in the art. It was found that particular good results were obtained when the latex part of the pre-dip and the RFL composition is a vinyl-pyridine block copolymer.
  • Suitable copolymers comprise 2-vinyl pyridine, styrene, and butadiene moieties. Preferably, 10-20% of the units in the copolymer are 2-vinyl pyridine-like structures.
  • the method according to this invention can in principle be applied to any synthetic fiber that is commonly used as reinforcement fiber in rubber compositions for tires, transport transmission belts, and the like.
  • Such fibers preferably contain at least one of aramid, polyester, and polyester terephthalate.
  • Particularly useful fibers within the context of the invention are fibers containing at least aramid, preferably containing PPTA and/or PPODPTA.
  • the method according to the invention is suitable for dipping fibers wherein the fiber is used as spun.
  • the blocked isocyanate has at least tri-functional isocyanate groups.
  • isocyanates are 1,6-hexamethylene diisocyanate (HDI) trimer, etc.
  • Blocking groups are known in the art and are selected from ketoxime groups such as methyl ethyl ketoxime, pyrazole derivatives such as 3,5-dimethylpyrazole, esters such as malonic acid esters, caprolactam, and alkylated phenol.
  • Most preferred blocked isocyanate is a blocked HDI-trimer, such as methyl ethyl ketoxime or 3,5-dimethylpyrazole blocked hexamethylene diisocyanate trimer.
  • Most preferred blocking group is 3,5-dimethylpyrazole.
  • the RFL dip may contain an emulsifier.
  • Suitable emulsifiers are selected from emulsifiers comprising rubber latex.
  • a very suitable pre-dip according to the invention is a composition comprising 2.5 to 4 wt. % of water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound (HDI-trimer), 1 to 2.5 wt. % of 2-vinyl pyridine copolymer (latex) and 90 to 96 wt. % of water (wt. % based on solids).
  • HDI-trimer water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound
  • latex 2-vinyl pyridine copolymer
  • 90 to 96 wt. % of water wt. % based on solids
  • the ratio by weight of blocked isocyanate and latex is between 9 and 0.7.
  • Compositions containing too much or too little latex do not give adhesive properties that are comparable with those of the conventional epoxy pre-dips.
  • the invention thus provides a process for adhering aramid fibers to sulfur-vulcanizable rubbers comprising the steps of (1) immersing fibers in an aqueous dispersion which is comprised of (a) 2.5 to 4 wt. % of water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound (HDI-trimer), (b) 1 to 2.5 wt. % of 2-vinyl pyridine copolymer and (c) 90 to 96 wt.
  • an aqueous dispersion which is comprised of (a) 2.5 to 4 wt. % of water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound (HDI-trimer), (b) 1 to 2.5 wt. % of 2-vinyl pyridine copolymer and (c) 90 to 96 wt.
  • % of water to produce coated fibers; (2) drying and curing the coated fibers to produce pre-dipped fibers; (3) subjecting the pre-dipped fibers to a RFL adhesive dip to produce dipped fibers; (4) drying and curing the dipped fibers to produce dipped fibers; (5) placing the cured dipped fibers in contact with a sulfur-vulcanizable rubber; and (6) curing the vulcanizable rubber (wt. % based on solids).
  • the invention relates to fibers and cords, wherein the fibers or cords have distributed over at least a surface portion thereof (1) a blocked tri-functional isocyanate, such as water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound (HDI-trimer); (2) a RFL adhesive; and (3) an in situ vulcanized rubber compound.
  • a blocked tri-functional isocyanate such as water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound (HDI-trimer)
  • HDI-trimer water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound
  • a composite article of rubber and fibers wherein the fibers have distributed over at least a surface portion thereof (1) a blocked tri-functional isocyanate, such as water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound (HDI-trimer); (2) a RFL adhesive; and (3) an in situ vulcanized rubber compound.
  • a blocked tri-functional isocyanate such as water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound (HDI-trimer)
  • HDI-trimer water-dispersed 3,5-dimethylpyrazole blocked isocyanate compound
  • This example provides testing using aramid test sample to show the effect of using a tri-functional blocked isocyanate with 2-vinyl pyridine copolymer together on aramid fibers.
  • Control adhesive for aramid fiber is a double coat of epoxy and RFL. Aramid fiber was dipped with poly-functional epoxy resin pre-dipping and RFL top-coat for comparison.
  • Experimental adhesive (sub-coat) consists of Trixene® BI 7986 (3,5-dimethylpyrazole blocked HDI trimer; ex Baxenden Chemicals Ltd., UK) at 3.5 wt. % and Pliocord® VP106S (2-vinyl pyridine copolymer latex; ex Goodyear Chemicals Ltd, USA) at 1.5 wt. % (base on solids) as pre-dipped and RFL as top-coat.
  • Trixene® BI 7986 (3,5-dimethylpyrazole blocked HDI trimer; ex Baxenden Chemicals Ltd., UK) at 3.5 wt. %
  • Pliocord® VP106S (2-vinyl pyridine copolymer latex; ex Goodyear Chemicals Ltd, USA) at 1.5 wt. % (base on solids) as pre-dipped and RFL as top-coat.
  • the aramid cord was prepared with construction of 2 ply yarns. 1680 dtex PPTA yarn (Twaron®, ex Teijin) or 1670 dtex PPODPTA yarn (Technora®, ex Teijin) was twisted as Z direction with 330 tpm. By cabling, two twisted yarns were combined and twisted as S direction with 330 tpm.
  • This greige cord was dipped in pre-dipping adhesive and dried at 150° C. for 120 sec and cured at 240° C. for 90 sec, dipped in RFL, and cured at 235° C. for 90 sec.
  • Dipped aramid cords were tested in the compound for passenger car tire ply rubber.
  • Main component is natural rubber.
  • Trixene® B17986 and Pliocord® VP106S were conducted for aramid adhesives. Dipped aramid cord was also dipped in RFL and tested for static adhesion and the heat durability of adhesion. The results are summarized in Table I.
  • Breaking strength of greige and dipped cords are shown in Table II TABLE II Breaking Twisting Breaking strength strength Dip type machine greige (N) dipped (N) epoxide/RFL two-steps 425 423 non-epoxide/RFL* two-steps 425 435 epoxide/RFL direct cabling 410 455 non-epoxide/RFL* direct cabling 410 453 *according to the invention
  • SPAF performance was determined with NR rubber and NR/SBR rubber for epoxide/RFL (prior art) and non-epoxide/RFL (invention) in both two-steps and direct cabling, and were shown to be almost the same under all conditions. All values were within the range between 280 and 320 N/2 cm.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US10/571,671 2003-09-12 2004-09-04 Two-step method for dipping synthetic fiber Abandoned US20060280942A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP03020731 2003-09-12
EP03020731.0 2003-09-12
PCT/EP2004/009877 WO2005026239A1 (en) 2003-09-12 2004-09-04 Two-step method for dipping synthetic fiber

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US20060280942A1 true US20060280942A1 (en) 2006-12-14

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Country Status (6)

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US (1) US20060280942A1 (zh)
EP (1) EP1664161A1 (zh)
JP (1) JP2007505228A (zh)
CN (1) CN100523057C (zh)
RU (1) RU2346015C2 (zh)
WO (1) WO2005026239A1 (zh)

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US20090202764A1 (en) * 2007-11-26 2009-08-13 Porcher Industries RFL film or adhesive dip coating comprising carbon nanotubes and yarn comprising such a coating
US20130234999A1 (en) * 2012-03-09 2013-09-12 Casio Computer Co., Ltd. Input pen
EP3258008A1 (de) * 2016-06-14 2017-12-20 Continental Reifen Deutschland GmbH Verfahren zur herstellung einer festigkeitsträgerlage, festigkeitsträgerlage und fahrzeugreifen
EP3258006A1 (de) * 2016-06-14 2017-12-20 Continental Reifen Deutschland GmbH Verfahren zur herstellung einer festigkeitsträgerlage, festigkeitsträgerlage und fahrzeugreifen
US20190338460A1 (en) * 2013-12-18 2019-11-07 Teijin Limited Fiber cord for reinforcement and method for producing the same
CN112832030A (zh) * 2020-12-29 2021-05-25 北京化工大学 环保浸胶液、制备方法及应用
US11059950B2 (en) * 2018-07-19 2021-07-13 Ems-Patent Ag Dipping bath compositions for treating reinforcing inserts
CN114277573A (zh) * 2021-12-31 2022-04-05 青岛天邦线业有限公司 粘合剂及其处理的纤维、纺织面料制品、复合材料及制品

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EP2423185B1 (de) * 2010-08-30 2017-03-01 Rhein Chemie Rheinau GmbH Neuartige wässrige resorcin-formaldehyd-latex-dispersionen, haftungsverbesserte fasern, verfahren zu deren herstellung und deren verwendung
EP2423186B1 (de) * 2010-08-30 2017-05-31 LANXESS Deutschland GmbH Neuartige haftvermittler auf basis von carbodiimiden, haftvermittlerhaltige, wässrige resorcin-formaldehyd-latex-dispersionen, haftungsverbesserte fasern, verfahren zu deren herstellung und deren verwendung
EP2423247A1 (de) * 2010-08-30 2012-02-29 Rhein Chemie Rheinau GmbH Neuartige wässrige Resorcin-Formaldehyd-Latex-Dispersionen, ein Verfahren zu deren Herstellung und deren Verwendung
CN102619094A (zh) * 2012-03-14 2012-08-01 浙江海之门橡塑有限公司 浸胶液及其在芳纶中的应用
CN102634985B (zh) * 2012-03-17 2013-02-13 马鞍山科英合成材料有限公司 一种橡胶制品纤维骨架材料浸胶用的封闭异氰酸酯粘合剂及其组合物和制备方法及用途
CN102634986B (zh) * 2012-04-20 2013-08-21 北京化工大学 一种纤维预处理的方法
CN102912636A (zh) * 2012-11-01 2013-02-06 台州宏元工艺有限公司 锦纶芳纶浸胶液及其生产工艺
DE102017212455A1 (de) 2017-07-20 2019-01-24 Continental Reifen Deutschland Gmbh Verfahren zur Herstellung eines Fahrzeugreifens und Fahrzeugreifen hergestellt nach dem Verfahren und Verwendung von behandelten Festigkeitsträgern
DE102017222894A1 (de) 2017-12-15 2019-06-19 Continental Reifen Deutschland Gmbh Verfahren zur Herstellung eines Festigkeitsträgers zur Verstärkung von Gummiprodukten, Festigkeitsträger sowie Verwendung des Festigkeitsträgers
CN108589305A (zh) * 2018-01-08 2018-09-28 江苏太极实业新材料有限公司 一种纤维骨架材料用浸胶液
EP3670582B1 (en) * 2018-12-21 2024-03-20 Indorama Ventures Luxembourg Holding S.A. Method of manufacturing a reinforcement material
EP3702523A1 (en) 2019-03-01 2020-09-02 Continental Reifen Deutschland GmbH Aqueous dipping composition
EP3702522A1 (en) 2019-03-01 2020-09-02 Continental Reifen Deutschland GmbH Aqueous dipping composition
EP3702521A1 (en) 2019-03-01 2020-09-02 Continental Reifen Deutschland GmbH Aqueous dipping composition
EP3702524A1 (en) 2019-03-01 2020-09-02 Continental Reifen Deutschland GmbH Aqueous dipping composition
CN115287902A (zh) * 2022-07-26 2022-11-04 湖南鑫振邦新材料有限公司 一种半硬线绳及其织物和弹性制品、表面处理剂
CN117757248A (zh) * 2023-12-08 2024-03-26 杭州普天乐电缆有限公司 一种耐磨抗冲击同轴电缆用材料及其制备工艺

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RU2346015C2 (ru) 2009-02-10
WO2005026239A1 (en) 2005-03-24
CN1849362A (zh) 2006-10-18

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