[go: up one dir, main page]

EP3041877A1 - Mélanges de polyuréthanes thermoplastiques et de caoutchouc et procédé de production desdits mélanges - Google Patents

Mélanges de polyuréthanes thermoplastiques et de caoutchouc et procédé de production desdits mélanges

Info

Publication number
EP3041877A1
EP3041877A1 EP14758515.2A EP14758515A EP3041877A1 EP 3041877 A1 EP3041877 A1 EP 3041877A1 EP 14758515 A EP14758515 A EP 14758515A EP 3041877 A1 EP3041877 A1 EP 3041877A1
Authority
EP
European Patent Office
Prior art keywords
rubbers
rubber
blends
nitrile
mixtures
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.)
Withdrawn
Application number
EP14758515.2A
Other languages
German (de)
English (en)
Inventor
Muhammad TAHIR
Nasir Mahmood
Klaus Werner STÖCKELHUBER
Gert Heinrich
Amit Das
René JURK
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.)
Leibniz Institut fuer Polymerforschung Dresden eV
Original Assignee
Leibniz Institut fuer Polymerforschung Dresden eV
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
Application filed by Leibniz Institut fuer Polymerforschung Dresden eV filed Critical Leibniz Institut fuer Polymerforschung Dresden eV
Publication of EP3041877A1 publication Critical patent/EP3041877A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • C08L9/02—Copolymers with acrylonitrile
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/0895—Manufacture of polymers by continuous processes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3225—Polyamines
    • C08G18/3237—Polyamines aromatic
    • C08G18/3243—Polyamines aromatic containing two or more aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes

Definitions

  • the invention relates to the field of chemistry and relates to blends of thermoplastic polyurethanes and rubbers, as can be used, for example, for applications in which good mechanical properties, good tear and abrasion resistance, good damping properties, high chemical resistance are required, such as for rollers and roll covers in the printing, textile, paper and graphic industry, industrial wheels, bumpers, pump impellers or drive belts, and a method for their manufacture.
  • polymer blends are mixtures of chemically different polymers, the chemical diversity of the polymers causing their non- and partial miscibility. Polymer blends are characterized by their chemical structure, the conformation of their chain molecules in the molecular range and their morphology in the order of molecular structure.
  • Polymer blends can have improved mechanical and tribological properties compared to the individual polymers, since in this case the properties of the polymer blends result from the combination of the properties of the polymers involved (Ott, KH, et al .: Kunststoffhandbuch, Polymerblends, 1, Carl Hanser Verlag, 1993 ).
  • polymer blends are defined as a macroscopically homogeneous mixture of two or more different polymers. They are usually produced by intensive mechanical mixing of molten polymers, resulting in a homogeneous material. When the melt cools, the polymer chains remain finely divided, thus ensuring that the property profile of the blend is a permanent superposition of the properties of the individual polymers (Wikipedia, keyword polymer blend).
  • compositions of polyurethanes and rubbers are known in the art.
  • thermoplastic polyurethane elastomer blend which is composed of at least 30 to at most 40% by volume of a polyurethane component and at least 60 to at most 70% by volume of a nitrile rubber and has a Shore A hardness from about 55 to 70 with added plasticizer.
  • the polyurethane component contains at least 50% by weight of polyisocyanate and the nitrile rubber component contains about 34% by mol of acrylonitrile.
  • thermoplastic polyurethane having a glass transition temperature of less than 60 ° C and a rubbery material from the group of rubbers, thermoplastic elastomers, thermoplastic vulcanizates and plastomers, which has a glass transition temperature of less than -20 ° C have.
  • the weight ratio of the thermoplastic polyurethane to the rubber is at most 50:50.
  • thermoplastic polymer blend comprising polyvinyl chloride, polyether urethane and a butadiene-acrylonitrile copolymer, wherein the mixture 65 to 80 parts by weight of the polyvinyl halide resin having a specific viscosity of 0.28 to 0.4, 5 bis 25 parts by weight of an unhardened aliphatic hydrocarbon-diene-aliphatic nitrile rubber copolymer having a Mooney viscosity of 47 to 70 and 5 to 25 parts by weight of a polyether polyurethane having a 350 ° F melt index of 0 to 100.
  • the plasticizer is a mixture consisting of 25% to 75% of an ester plasticizer and 75% to 25% of a viscous liquid reaction product of a polyurethane elastomer with an amine, wherein the ester plasticizer has general compatibility with the rubber and the Polyurethane reaction product, dioctyl phthalate, dibutyl phthalate, Dioctyladipat and Dioctylsebacat has.
  • US Pat. No. 4,374,192 discloses an electrophotographic developer consisting of coated carrier particles together with toner particles, the coating consisting of a mixture of a butadiene-acrylonitrile rubber.
  • the blend contains 20% to 40% by weight of acrylonitrile and a polyurethane elastomer and is soluble in organic solvents.
  • thermoplastic polymer blends have insufficient physical properties. It is also disadvantageous that known processes for producing thermoplastic polymer blends are energy-consuming and expensive.
  • the object of the present invention is to provide blends of thermoplastic polyurethanes and rubbers which have improved physical properties and a simple energy and inexpensive process for their preparation.
  • thermoplastic polyurethanes and rubbers consist of rubber or a rubber mixture and 5 to 80 wt .-%, based on the blend, of one or more thermoplastic polyurethanes which are homogenized in the rubber or in the rubber mixture, and wherein in the contact areas between gums or rubber compounds and polyurethanes gearing the materials together.
  • rubbers or rubber mixtures synthetic rubbers, natural rubbers, acrylate, chloroprene, halobutyl, polyurethane, isoprene, butyl, nitrile-butadiene rubbers, thermoplastic elastomers, thermoplastic vulcanizates and / or plastomers or mixtures thereof, advantageously vulcanized rubbers or rubber compounds.
  • thermoplastic polyurethanes advantageously up to 70 wt .-%, based on the blend, thermoplastic polyurethanes present.
  • At least one rubber or a rubber mixture is homogenized, after homogenization of which 5 to 80% by weight precursors of polyurethanes, based on the blend, are added and homogenized, the precursors
  • Monomers of one or more polyisocyanates, macroglycols and chain extenders are monomers of one or more polyisocyanates, macroglycols and chain extenders.
  • Synthetic rubbers natural rubbers, acrylate, chloroprene, halobutyl, polyurethane, isoprene, butyl rubbers, thermoplastic elastomers, thermoplastic vulcanizates and / or plastomers or mixtures thereof are advantageously used as rubbers or rubber mixtures.
  • diene rubbers and / or hydrogenated diene rubbers are diene rubbers and / or hydrogenated diene rubbers, in particular nitrile rubbers, such as nitrile-butadiene rubbers, carboxylated nitrile-butadiene rubbers, hydrogenated nitrile-butadiene rubbers, hydrogenated carboxylated nitrile-butadiene rubbers, nitrile-isoprene rubbers. Rubbers, butadiene rubbers and / or styrene-butadiene rubbers can be used.
  • nitrile rubbers such as nitrile-butadiene rubbers, carboxylated nitrile-butadiene rubbers, hydrogenated nitrile-butadiene rubbers, hydrogenated carboxylated nitrile-butadiene rubbers, nitrile-isoprene rubbers. Rubbers, butadiene rubbers and / or styrene-butad
  • polyisocyanates used are aliphatic, aromatic, cycloaliphatic and / or araliphatic polyisocyanates, in particular diisocyanates.
  • macroglycols are used based on polyolefins, polycarbonates, polyacetates, polysiloxanes, polycaprolactones, Polyesters, polyethers and / or block copolymers of polyester and polyether or mixtures thereof.
  • amine-based compounds multifunctional compounds containing isocyanate-reactive hydrogen atoms, diols, diamine and / or mixtures of these materials are used as chain extenders.
  • the prepolymer is prepared by mixing and reacting polyisocyanate (s) and macroglycol (s).
  • vulcanizing agents such as sulfur compounds, accelerated sulfur compounds, peroxides, hydrogen peroxide coagens compounds, phenolic resins, catalysts, plasticizer oils, organic fillers, inorganic fillers, antioxidants, plasticizers, UV stabilizers , Flame retardants and / or additives used.
  • homogenization and vulcanization are realized in an internal mixer, a rolling mill and / or an extruder.
  • thermoplastic polyurethanes and rubbers by a process which have improved physical properties and can be prepared simply, as well as energy and inexpensively.
  • the blends according to the invention consist of thermoplastic polyurethanes and rubbers, wherein in the blends 5 to 80 wt .-%, based on the blend, of one or more thermoplastic polyurethanes are present which are homogenized in the rubber or in the rubber mixture, and in the contact areas between rubber or rubber compounds and polyurethanes gearing the materials together.
  • rubbers or rubber mixtures are advantageously vulcanized rubbers or vulcanized rubber mixtures, synthetic rubbers, natural rubbers, acrylate, chloroprene, halobutyl, polyurethane, isoprene, butyl, nitrile-butadiene rubbers, thermoplastic elastomers, thermoplastic vulcanizates and / or plastomers or mixtures thereof.
  • the blend contains up to 70% by weight of thermoplastic polyurethanes which are homogenized in the rubber or in the rubber mixture and have toothings of the materials with one another in the contact regions between rubber or rubber mixtures and polyurethanes.
  • the blends according to the invention are prepared by a process in which at least one rubber or a rubber mixture is homogenized. Subsequently, 5 to 80 wt .-% precursors of polyurethanes, based on the blend, are added and homogenized with the rubber or the rubber mixture. These precursors are
  • Monomers of one or more polyisocyanates, macroglycols and chain extenders are monomers of one or more polyisocyanates, macroglycols and chain extenders.
  • a prepolymer of polyisocyanate (s) and macroglycol (s) is prepared by mixing and reactive reaction and added together with at least one chain extender to the rubber or rubber mixture.
  • the resulting polymer blend is advantageously subjected to a vulcanization process of the rubber or the rubber mixture.
  • the prepolymer prepared from polyisocyanates and macroglycols
  • the monomers of polyisocyanates and macroglycols can be used together with the chain extender for the in-situ formation of thermoplastic polyurethane in the rubber directly.
  • in-situ synthesized polyurethane is formed by the addition of the precursors during mixing with the rubber or the rubber mixture, which forms an improved homogenization and in the contact areas of polyurethane and rubber, a toothing of the materials what to improved properties of the blend according to the invention, such as an improved modulus of elasticity, increased breaking stress, elongation at break and hardness with reduced abrasion behavior leads.
  • the blend according to the invention has an isocyanate index of 90 to 110.
  • the isocyanate index is understood to mean the percentage ratio of isocyanate groups to isocyanate-reactive hydrogen atoms in the blend.
  • thermoplastic polyurethanes and rubbers can be produced with advantageous properties when the Polyurethane precursors / precursors of a prepolymer of polyisocyanate (s) and macroglycol (s) and chain extenders or monomers of polyisocyanate (s) and macroglycol (s) and chain extenders are synthesized in-situ during homogenization and advantageously vulcanization of the rubbers to thermoplastic polyurethanes ,
  • Organic polyisocyanates used according to the invention are advantageously aliphatic, aromatic, cycloaliphatic and araliphatic polyisocyanates, especially diisocyanates such as hexamethylene diisocyanate, isophorone diisocyanate, 4,4'-disocyanates, tetramethyl-m-xylylene diisocyanate, tetramethyl-p-xylylene diisocyanate, toluene diisocyanate, xylene diisocyanate, phenylene diisocyanates, preferably 4,4'-diphenylmethane diisocyanate, optionally with isomers of diphenylmethane diisocyanate.
  • the polyisocyanate used according to the invention may also be a compound having reactive isocyanate side groups, as is known in polyurethane technology.
  • macroglycols also called polyols, which are based on polyolefins, polycarbonates, polyacetates, polysiloxanes, preferably polycaprolactone, polyesters, polyethers, block copolymers of polyester / polyethers and the like, and mixtures thereof.
  • Saturated and / or unsaturated polyols can also be used according to the invention.
  • Chain extenders which may advantageously be used are multifunctional and in particular diisocyanate-reactive hydrogen-containing compounds, preferably diols and more preferably diamines or a mixture of different types.
  • the amine-based chain extenders, preferably diamines may be selected from the following classes of compounds: 4,4'-methylenedianiline, o-phenylenediamine, m-phenylenediamine, p-phenylenediamine, 4,4'-methylenebis (2-methoxyaniline), bis (4-amino-2-chloro-3,5-diethylphenyl) -methane, 4,4'-methylenebis (2-6-diethylaniline), 4,4'-methylenebis (2-methyl-aniline), 4,4 Methylene-bis (2-6-dimethyl-aniline), 4,4'-methylenebis (2-isopropyl-6-methyl-aniline), 4,4'-methylenebis (2,6-diisopropylaniline) , Diethyl
  • the rubber component may be selected from any conventional rubbers known in the art. From polar rubbers such as nitrile-butadiene rubber, carboxylated nitrile-butadiene rubber, hydrogenated nitrile-butadiene rubber, hydrogenated carboxylated nitrile-butadiene rubber, nitrile-isoprene rubber, acrylate rubber, chloroprene rubber, halobutyl rubber, Polyurethane rubber and the like; also from non-polar rubbers such as natural rubber, isoprene rubber, butadiene rubber, styrene-butadiene rubber, butyl rubber and the like, or also from mixtures of different rubbers.
  • the rubber component may also consist of thermoplastic elastomers, thermoplastic vulcanizates, plastomers or other rubbery materials.
  • the rubber component of this invention are, in particular, diene rubbers, hydrogenated diene rubbers, preferably nitrile rubber, and advantageously nitrile-butadiene rubber.
  • the rubber component is preferably crosslinked by conventional vulcanization or electron beam induced vulcanization.
  • Typical crosslinkers are sulfur compounds, accelerated sulfur compounds, peroxides, hydrogen peroxide-coagens compounds, phenolic resins, and / or combinations thereof.
  • Auxiliaries and additives typical of polyurethane and rubber technology can also be used. This includes the use of compatibilizers, such as surfactants, to adjust the interfacial tension between the polyurethane and rubber phases.
  • compatibilizers such as surfactants
  • the in situ process of the present invention can be accomplished using conventional internal mixers, rolling mills or extruders known in the art.
  • the process according to the invention is also particularly advantageous since highly reactive and high molecular weight amine-based chain extenders can be used without the use of a catalyst in order to obtain the blend according to the invention, which consists of a matrix of rubber in which polyurethane is distributed in finely dispersed form. It is advantageous that with the diamine content of the chain extender in the in-situ synthesized thermoplastic polyurethanes, a significant mechanical reinforcement of the blend is achieved.
  • the inventive method allows a high degree of flexibility in the adaptation of the soft and hard segments of the in-situ synthesized thermoplastic polyurethanes and leads to significantly improved physical properties, in particular in tensile and abrasion resistance.
  • nitrile-butadiene rubber 100 g are kneaded in a heated internal mixer (Haake Rheomix 600P) at 120 ° C. and 60 rpm for 5 minutes. following 8.2 g of prepolymer (methylene diphenyl diisocyanates, polyester-based prepolymer, with 8.54 wt .-% isocyanates) and 2.9 g of 4,4 '- (m-phenylene diisopropylidene) anilines are pre-mixed as a chain extender and added to the mixing in the rubber and the components. 5 Minutes mixed at 120 ° C. The added starting materials have an isocyanate index of 100.
  • prepolymer methylene diphenyl diisocyanates, polyester-based prepolymer, with 8.54 wt .-% isocyanates
  • 4,4 '- (m-phenylene diisopropylidene) anilines 5 Minutes mixed at 120 ° C.
  • the resulting mixture is then mixed on a rolling mill (Servitec Polymix 1 1 OL) for 10 minutes with 5 g of zinc oxides, 2 g of stearic acid, 1, 7 g of N-cyclohexyl-2-benzothiazolylsulfenamid (CBS) and 2 g of sulfur and then on a Heating press vulcanized at a temperature of 150 ° C and a pressure of 15 MPa.
  • a rolling mill Server Polymix 1 1 OL
  • CBS N-cyclohexyl-2-benzothiazolylsulfenamid

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

L'invention concerne le domaine de la chimie et concerne des mélanges qui peuvent être utilisés par exemple pour des rouleaux et des revêtements de rouleaux dans l'industrie de l'impression, du textile, du papier et l'industrie graphique. L'invention vise à proposer des mélanges qui présentent des propriétés physiques améliorées et un procédé simple, consommant peu d'énergie et économique pour leur production. A cet effet, l'invention propose des mélanges de polyuréthanes thermoplastiques et de caoutchouc, consistant en caoutchouc et en 5 à 80 % en poids de polyuréthanes thermoplastiques. Dans les zones de contact se trouvent, entre le caoutchouc et les polyuréthanes, des enchevêtrements de matériaux les uns avec les autres. L'invention propose également un procédé, dans lequel au moins un caoutchouc et 5 à 80 % en poids de précurseurs de polyuréthanes sont ajoutés et homogénéisés, les précurseurs étant des prépolymères de polyisocyanate(s) et de macroglycol(s) et au moins un agent de prolongement de chaîne, et/ou des monomères de polyisocyanates, de macroglycols et d'agents de prolongement de chaîne.
EP14758515.2A 2013-09-04 2014-08-28 Mélanges de polyuréthanes thermoplastiques et de caoutchouc et procédé de production desdits mélanges Withdrawn EP3041877A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102013217661.9A DE102013217661B4 (de) 2013-09-04 2013-09-04 Verfahren zur Herstellung von Blends aus thermoplastischen Polyurethanen und Kautschuken und damit hergestellte Blends
PCT/EP2014/068245 WO2015032681A1 (fr) 2013-09-04 2014-08-28 Mélanges de polyuréthanes thermoplastiques et de caoutchouc et procédé de production desdits mélanges

Publications (1)

Publication Number Publication Date
EP3041877A1 true EP3041877A1 (fr) 2016-07-13

Family

ID=51483396

Family Applications (1)

Application Number Title Priority Date Filing Date
EP14758515.2A Withdrawn EP3041877A1 (fr) 2013-09-04 2014-08-28 Mélanges de polyuréthanes thermoplastiques et de caoutchouc et procédé de production desdits mélanges

Country Status (6)

Country Link
US (1) US10450445B2 (fr)
EP (1) EP3041877A1 (fr)
JP (1) JP2016529376A (fr)
KR (1) KR20160056906A (fr)
DE (1) DE102013217661B4 (fr)
WO (1) WO2015032681A1 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2019124502A1 (ja) * 2017-12-22 2020-11-19 Ｔｏｙｏ Ｔｉｒｅ株式会社 ゴム組成物、及び空気入りタイヤ
DE102018204884A1 (de) * 2018-03-29 2019-10-02 SchäferRolls GmbH & Co. KG Verfahren zur Herstellung eines Polyurethans sowie ein nach dem Verfahren hergestelltes oder herstellbares Polyurethan
FR3086950B1 (fr) * 2018-10-09 2020-12-25 Hutchinson Composition de caoutchouc pour applications dynamiques, son procede de preparation, produits l'incorporant et utilisations
WO2020141218A1 (fr) 2019-01-04 2020-07-09 Basf Se Polyuréthane thermoplastique à phase rigide modifiée
EP3741912A1 (fr) * 2019-05-22 2020-11-25 Valmet Technologies Oy Rouleau pour la fabrication d'une bande fibreuse et son procédé de fabrication
CN111763417A (zh) * 2020-06-30 2020-10-13 江阴久盛科技有限公司 一种纳米二氧化钛填充热塑性聚氨酯／氯丁橡胶共混物复合材料及其制备方法
CN112708255A (zh) * 2020-12-24 2021-04-27 广州机械科学研究院有限公司 一种耐低温弹性体橡胶组合物及其应用
FI20216016A1 (en) * 2021-09-30 2023-03-31 Valmet Technologies Oy Band
CN114395246B (zh) * 2021-12-20 2024-02-23 绍兴市聚成新材料科技股份有限公司 一种动态硫化的硅胶改性聚氨酯及其制备方法
CN115403837B (zh) * 2022-10-11 2024-04-05 无锡二橡胶股份有限公司 一种适纺高速、纺高支差异纤维牵伸胶辊生产配方
CN117946343A (zh) * 2024-01-27 2024-04-30 广州佳沐体育发展有限公司 可锁定塑质地掷球场地地面材料

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007025690A1 (fr) * 2005-09-01 2007-03-08 Sartomer Technology Co., Inc. Composition de caoutchouc à module élevé
EP1889735A1 (fr) * 2006-07-26 2008-02-20 Sumitomo Rubber Industries, Ltd. Composition en caoutchouc et pneumatique l'utilisant
US20080045643A1 (en) * 2006-08-17 2008-02-21 Henning Steven K High Modulus Rubber Compositions and Articles

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3678129A (en) 1970-06-22 1972-07-18 Uniroyal Inc Thermoplastic polymer blends containing polyvinyl chloride, polyether urethane and butadiene-acrylonitrile copolymers
JPS51131546A (en) * 1975-05-12 1976-11-16 Ipposha Oil Ind Co Ltd Adhesive materials with bulkiness and improved elasticity
US4143092A (en) 1976-01-26 1979-03-06 Samuel Bingham Company Polyurethane-derived plasticizer for polyacrylonitrile printing rolls
DE2823161A1 (de) * 1978-05-26 1979-11-29 Bayer Ag Weichgemachte vinylchloridpolymerisate
DE2854386A1 (de) * 1978-12-16 1980-07-03 Bayer Ag Verfahren zur herstellung von thermoplastischen chemiewerkstoffen
JPS5723654A (en) * 1980-07-18 1982-02-06 Asahi Denka Kogyo Kk Production of water-swelling substance
US4374192A (en) 1980-11-04 1983-02-15 Ricoh Company, Ltd. Carrier coating compositions of butadiene-acrylonitrile rubber and polyurethane
JPS5827715A (ja) * 1981-07-31 1983-02-18 ポリクロ−ム・コ−ポレ−シヨン 天然ゴムまたは合成ゴムを含む硬化性重合体組成物
JPS62207316A (ja) * 1986-03-06 1987-09-11 Denki Kagaku Kogyo Kk クロロプレンゴム系組成物
EP0242874A3 (fr) * 1986-04-24 1988-09-21 The B.F. Goodrich Company Composés élastomériques en une seule phase, modifiables dans leur forme
US4822827A (en) * 1987-12-17 1989-04-18 The Dow Chemical Company Thermoplastic polyurethanes with high glass transition temperatures
DE3834103C1 (fr) * 1988-10-07 1990-01-18 Fa. Carl Freudenberg, 6940 Weinheim, De
JPH03207757A (ja) * 1990-01-10 1991-09-11 Japan Synthetic Rubber Co Ltd 熱可塑性エラストマー組成物
JPH04266947A (ja) * 1991-02-21 1992-09-22 Denki Kagaku Kogyo Kk 水膨張性組成物及びその成形体
KR100232310B1 (ko) * 1991-05-24 1999-12-01 그레이스 스티븐 에스. 높은 모듈러스 폴리우레탄과 괴상 중합된 에이비에스 수지의 열 가공가능한 블렌드
JPH07206958A (ja) * 1994-01-19 1995-08-08 Sanyo Chem Ind Ltd 熱プレス成形体の製造法および成形体用組成物
DK1053268T3 (da) 1998-02-09 2003-02-10 Huntsman Int Llc Elastomerer ud fra sammensætninger omfattende stift, termoplastisk polyurethan
DE10100225A1 (de) * 2001-01-04 2002-07-11 Basf Ag Weiche thermoplastische Polyurethan-Blends
US7151134B2 (en) * 2003-06-17 2006-12-19 Freudenberg-Nok General Partnership Dynamic vulcanization of polyurethane elastomeric material in the presence of thermoplastics
US7351769B2 (en) * 2004-01-26 2008-04-01 Freudenberg-Nok General Partnership Dynamic vulcanization of elastomers with in-situ polymerization
KR20080045436A (ko) * 2006-11-20 2008-05-23 에스케이케미칼주식회사 고주파 가공성이 우수한 열가소성 폴리우레탄 엘라스토머블렌드 조성물

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007025690A1 (fr) * 2005-09-01 2007-03-08 Sartomer Technology Co., Inc. Composition de caoutchouc à module élevé
EP1889735A1 (fr) * 2006-07-26 2008-02-20 Sumitomo Rubber Industries, Ltd. Composition en caoutchouc et pneumatique l'utilisant
US20080045643A1 (en) * 2006-08-17 2008-02-21 Henning Steven K High Modulus Rubber Compositions and Articles

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO2015032681A1 *

Also Published As

Publication number Publication date
DE102013217661B4 (de) 2023-01-12
KR20160056906A (ko) 2016-05-20
US10450445B2 (en) 2019-10-22
WO2015032681A1 (fr) 2015-03-12
DE102013217661A1 (de) 2015-03-05
US20160194483A1 (en) 2016-07-07
JP2016529376A (ja) 2016-09-23

Similar Documents

Publication Publication Date Title
DE102013217661B4 (de) Verfahren zur Herstellung von Blends aus thermoplastischen Polyurethanen und Kautschuken und damit hergestellte Blends
DE69701221T2 (de) Polyurethanzusammensetzung, geeignet für die beschichtung von zylindrischen teilen
DE1694887C3 (de) Polymerenverschnitte, bestehend aus Kohlenwasserstoffkautschuk und Polyurethan und deren Verwendung
DE112013000646B4 (de) Verfahren zum Herstellen eines modifizierten Polymers, Dienpolymer und Kautschukzusammensetzung
EP1664158B1 (fr) Microgels en milieux organiques reticulables
DE3850495T2 (de) Polyurethanschaumstoffherstellung.
DE1109363B (de) Verfahren zur Herstellung von Elastomeren
DE112016001713B4 (de) Kautschukzusammensetzung zur Verwendung in einer Reifenlauffläche, deren Verwendung zur Herstellung eines Reifenlaufflächenabschnitts eines spikelosen Reifens sowie vulkanisiertes Produkt
DE1158246B (de) Verfahren zur Herstellung von vernetzten Polyurethanen
EP2445968A2 (fr) Polyuréthane à base de polyuréthane thermoplastique souple
EP1345976B1 (fr) Melanges de caoutchouc renfermant des gels ainsi que des isocyanates et polyols multifonctionnels
DE2438258A1 (de) Verfahren zur herstellung von biuretpolyisocyanaten
DE19520731A1 (de) Thermoplastische Polyurethanharnstoff-Elastomere
EP0318878B1 (fr) Adhésif thermodurcissable à partir de polybutadiène contenant des groupes d'hydroxyle
DE1073738B (de) Verfahren zur Herstellung von elastomeren Kunststoffen aus reaktionsfähigen Polyurethanen und Düsocyanaten
DE60026035T2 (de) Kautschukmischung
DE2610477A1 (de) Verfahren zur herstellung von polyurethanprodukten
EP0629664B1 (fr) Dispersions aqueuses de polyuréthane
EP0675911B1 (fr) Materiau a deux composants pouvant etre transforme en mousse, a base de polyurethane
DE1074855B (de) Verfahren zur Herstellung von elastomeren Kunststoffen aus reaktionsfähigen Polyurethanen und Diisocyanaten
EP2643377B1 (fr) Pièces moulées en élastomère de polyuréthane faites de prépolymères nco à base de diphénylméthanediisocyanate et de complexes de sels métalliques et leur procédé de fabrication
DE2328968A1 (de) Reifenlaufflaechen
DE2808668A1 (de) Herstellung von elastomeren aus heterodispersen systemen im reaktionsguss
DE2329001C2 (de) Reifenlauffläche für Gußreifen und Verfahren zur Herstellung derselben
DE112013002648B4 (de) Verfahren zur herstellung eines pfropfmodifizierten dienbasierten polymers, pfropfmodifiziertes dienbasiertes polymer und verwendung desselben

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20160329

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

RIN1 Information on inventor provided before grant (corrected)

Inventor name: HEINRICH, GERT

Inventor name: MAHMOOD, NASIR

Inventor name: TAHIR, MUHAMMAD

Inventor name: STOECKELHUBER, KLAUS WERNER

Inventor name: JURK, RENE

Inventor name: DAS, AMIT

DAX Request for extension of the european patent (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20181207

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20210302