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WO2005019296A1 - Polyurethanne thermoplastique contenant des groupes silane - Google Patents

Polyurethanne thermoplastique contenant des groupes silane Download PDF

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Publication number
WO2005019296A1
WO2005019296A1 PCT/EP2004/007268 EP2004007268W WO2005019296A1 WO 2005019296 A1 WO2005019296 A1 WO 2005019296A1 EP 2004007268 W EP2004007268 W EP 2004007268W WO 2005019296 A1 WO2005019296 A1 WO 2005019296A1
Authority
WO
WIPO (PCT)
Prior art keywords
thermoplastic polyurethane
groups
silane
isocyanate
compounds
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.)
Ceased
Application number
PCT/EP2004/007268
Other languages
German (de)
English (en)
Inventor
Oliver Steffen Henze
Sabine Peters
Johann Diedrich Brand
Christa Hackl
Markus Krämer
Klaus Hilmer
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Priority to DE112004000836T priority Critical patent/DE112004000836D2/de
Publication of WO2005019296A1 publication Critical patent/WO2005019296A1/fr
Anticipated expiration legal-status Critical
Ceased 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
    • 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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/778—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur silicon
    • 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
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds

Definitions

  • the invention relates to thermoplastic polyurethane, in particular fibers and hoses, in particular compressed air hoses, and cable sheathing based on polyisocyanates (x), preferably diisocyanates, triisocyanates, tetraisocyanates, pentaisocyanates and / or hexaisocyanates (x), particularly preferably diisocyanates (x), which have at least one, preferably one to five, particularly preferably one to three, in particular one organic silicon groups, also referred to in this document as silane groups. Furthermore, the invention relates to processes for the production of organic silicon groups, in this document also as silane-modified, i.e.
  • Thermoplastic polyurethane having organic silicon groups and crosslinkable TPU obtainable in this way, in particular cable sheathing, fibers or hoses, in particular compressed air hoses, and the corresponding products crosslinked via the silane groups.
  • the invention also relates to cable sheathing, fibers or hoses, in particular compressed air hoses, based on thermoplastic polyurethane which is crosslinked via silane groups, in particular siloxane groups, in particular cable sheathing, fibers or hoses in which the crosslinked thermoplastic polyurethane has a Shore-A hardness between 85 and 98 and a Vicat temperature according to DIN EN ISO 306 (10N / 120 K / h) of greater than 130 ° C, particularly preferably greater than 140 ° C, in particular greater than 145 ° C.
  • Thermoplastic plastics are plastics that, when repeatedly heated and cooled in the temperature range typical for the material for processing and application, remain thermoplastic.
  • Thermoplastic is understood to mean the property of a plastic to repeatedly soften in the heat in a temperature range typical for it and to harden on cooling and in the softened state to be capable of being repeatedly formed by molding, extrudate or molded part into semi-finished products or objects.
  • Thermoplastic materials are widely used in technology and can be found in the form of fibers, sheets, foils, moldings, bottles, jackets, packaging, etc.
  • Thermoplastic polyurethane (hereinafter referred to as TPU) is an elastomer that is used in many applications , eg shoe applications, foils, fibers, ski boots, hoses.
  • TPU Thermoplastic polyurethane
  • the object of the present invention was to develop thermoplastic polyurethane, in particular fibers, cable sheaths or hoses, in particular compressed air hoses based on thermoplastic polyurethane, containing silane groups, which are accessible via a simple, quick and inexpensive production process, have excellent crosslinking properties and in particular in Use as fibers have a very good level of properties when cross-linked.
  • the silane i.e. the silicon-organic compound built directly into the polyurethane.
  • it is not connected to the TPU indirectly, via a crosslinker, but is present in the TPU structure itself. If "silane” is mentioned in this document, this term is to be understood in particular as meaning organosilicon compounds.
  • the polyisocyanate (x), preferably diisocyanate (x) containing at least one silane group, is preferably bonded via two urethane groups with (b) isocyanate-reactive compounds with a molecular weight between 500 and 10,000 and / or with (c) chain extenders with a molecular weight of 50 to 499 in the thermoplastic polyurethane.
  • Another object was to provide an improved, simpler, faster and more economical process for producing crosslinkable TPU, in particular processes for producing silane-modified, i.e. To develop silane groups containing thermoplastic polyurethane.
  • the method according to the invention is characterized in that the silane group can be introduced directly during the manufacturing process of the TPU. Complicated additional steps such as the implementation of a finished TPU with isocyanates and the subsequent implementation of the isocyanate-modified TPU with silanes, e.g. taught in US 2002/0169255 are not required. It was surprisingly found that the silane groups, which are already integrated into the TPU during the manufacturing process, do not lead to cross-links in the further processing of the TPU before the actual shaping. This is surprising since the processing of the TPU, e.g. granulation is carried out under water, if appropriate in the presence of moisture, which can be followed by drying at elevated temperatures. These moist and warm conditions usually support the crosslinking reaction of the silanes, but this only takes place after the actual shaping, i.e. after extrusion, injection molding or spinning is desired.
  • the silanes can thus already be incorporated in the TPU production process.
  • Silanes can be used which have at least two, preferably two, isocyanate groups.
  • thermoplastic polyurethane is preferably prepared in such a way that the thermoplastic polyurethane is prepared by reacting (x) polyisocyanates which have at least one silane group and optionally isocyanates (a) which have no silane group with (b) compounds which are reactive toward isocyanates with a Molecular weight between 500 and 10,000 and (c) chain extenders with a molecular weight of 50 to 499.
  • the molar ratio is the sum of the isocyanate groups of component (x) and, if appropriate, that Isocyanate groups of component (a) to the sum of the isocyanate-reactive functions of components (b) and (c) preferably between 0.9: 1 and 1.2: 1, particularly preferably between 0.95: 1 and 1.15: 1
  • This preferred ratio thus describes the molar ratio of all isocyanate groups to the sum of all functions which are reactive toward isocyanates, ie reactive hydrogen atoms.
  • This ratio is usually also referred to as a key figure, a ratio of 1: 1 corresponding to a key figure of 100. If the index is 100, there is one active hydrogen atom for each isocyanate group of component (a), ie a function that is reactive towards isocyanates. With key figures above 100, there are more isocyanate groups than, for example, OH groups.
  • the crosslinkable TPUs according to the invention can also be prepared by reacting thermoplastic polyurethane with polyisocyanates (x) which have at least one silane group.
  • the silanes, i.e. component (x), which have two or more isocyanate groups, is attached to a finished TPU.
  • the TPU can preferably be in the molten or softened, particularly preferably molten state, for example in an extruder with the silane, i.e. component (x) are reacted.
  • the silane groups are preferably already integrated into the TPU during the production of the TPU.
  • Component (x) or the expression “silane groups” in this document means compounds, in particular generally known alkoxysilanes, for example di- or tri-methoxy and / or ethoxysilanes, which have at least two isocyanate groups and preferably the following general Have structure:
  • R alkyl radical or aryl radical, which can optionally be heteroatom-substituted, preferably alkyl radical with 1 to 10, preferably 1 to 6 carbon atoms, preferably methyl and / or ethyl,
  • x 1, 2 or 3, preferably 2 or 3, particularly preferably 3,
  • Corresponding compounds which preferably have two isocyanate groups can also be prepared by reacting preferably compounds which have at least three, preferably three to 10, particularly preferably 3 to 5, in particular 3 isocyanate groups with silanes which have a group which is reactive toward isocyanates , in particular have a secondary amino group.
  • a silane which has two isocyanate groups and is obtainable by reacting compounds which have three isocyanate groups with silanes which have a function which is reactive toward isocyanates is preferably used.
  • Basonat® 100 (BASF Aktiengesellschaft), toluene triisocyanurate, 1, 8-diisocyanato-4- (isocyanatomethyl) octane, 1, 6.11 -undecatriisocyanate, 1, 3,6-hexamethylenetriisocyanate.
  • the following compounds are preferred: 1, 8-diisocyanato-4- (isocyanatomethyl) octane, 1, 6,11 -undecatriisocyanate, 1, 3,6-hexamethylenetriisocyanate and / or poly-MDI with an average isocyanate functionality of at least 2.5 and / or isocyanurate, e.g.
  • hexamethylene diisocyanate 1-isocyanato-3,3,5-trimethyl-5-isocyanato-methyl-cyclohexane (isophorone diisocyanate, IPDI), 1, 4- and / or 1, 3-bis (isocyanatomethyl) cyclohexane (HXDI), 1,4-cyclohexane diisocyanate, 1-methyl-2,4- and / or -2,6-cyclohexane di-isocyanate and / or 4,4'-, 2,4'- and 2, 2'-dicyclohexylmethane diisocyanate, 2,2'-, 2,4'- and / or 4,4'-diphenylmethane diisocyanate (MDI), 1, 5-naphthylene diisocyanate (NDI), 2,4- and / or 2nd , 6-tolylene diisocyanate (TDI).
  • MDI 1, 5-naphthylene diisocyanate
  • silanes which have an isocyanate-reactive group in particular a secondary amino group, e.g. Compounds of the following general formula are used: Compounds of the following general formula are preferred:
  • R 2 aliphatic, araliphatic or aromatic, optionally branched, optionally substituted, optionally substituted, optionally containing heteroatoms hydrocarbon radical having 1 to 30 carbon atoms, preferably one to three carbon atoms, in particular three carbon atoms, particularly preferably methylene, ethylene or propylene, in particular propylene, R ⁇ aliphatic, araliphatic or aromatic, optionally branched, optionally substituted, optionally substituted, optionally heteroatoms-containing hydrocarbon radical having 1 to 30 carbon atoms, preferably one to three, in particular one carbon atom, or a proton (-H)
  • R alkyl radical or aryl radical, which may optionally be heteroatom-substituted, preferably alkyl radical having 1 to 10, preferably 1 to 6 carbon atoms, preferably methyl and / or ethyl,
  • x 1, 2 or 3, preferably 2 or 3, particularly preferably 3,
  • TPU that has already been produced is modified with component (x), between 0.001 and 0.2 mol of silane are preferably used per 100 g of thermoplastic polyurethane.
  • Thermoplastic polyurethane means that it is preferably a thermoplastic elastomer based on polyurethane.
  • thermoplastic polyurethane are TPUs that have a Shore hardness of 50 A 80 D. Also preferred are TPUs that have one, more or preferably all of the following properties: TPUs with
  • the TPU exhibits these preferred properties in the uncrosslinked state, i.e. without cross-linking via the silane groups.
  • TPUs are obtained by reacting (a) isocyanates with (b) isocyanate-reactive compounds, usually with a molecular weight (M w ) of 500 to 10,000, preferably 500 to 5000, particularly preferably 800 to 3000 and (c) chain extenders with a molecular weight of 50 to 499 optionally in the presence of (d) catalysts and / or (e) customary additives.
  • M w molecular weight
  • chain extenders with a molecular weight of 50 to 499 optionally in the presence of (d) catalysts and / or (e) customary additives.
  • polyisocyanates (x) preferably diisocyanates (x), which have at least one silane group, are used according to the invention.
  • This component (x) can be used as the sole isocyanate component or, preferably, in addition or as a partial replacement for the customary isocyanate component (a).
  • the starting components and processes for the production of the preferred polyurethanes are to be described below by way of example.
  • the components (a), (b), (c) and, if appropriate, (d) and / or (e) normally used in the production of the polyurethanes are to be described by way of example below:
  • a) Generally known aliphatic, cycloaliphatic, araliphatic and / or aromatic isocyanates can be used as organic isocyanates (a), for example tri-, tetra-, penta-, hexa-, hepta- and / or octamethylene diisocyanate, 2- Methyl-pentamethylene-diisocyanate-1, 5, 2-ethyl-butylene-diisocyanate-1, 4, pentamethylene-diisocyanate-1, 5, butylene-diisocyanate-1, 4, 1 -isocyanato-3,3, 5-trimethyl-5-isocyanato-
  • the compounds (b) which are reactive toward isocyanates can be the generally known compounds which are reactive toward isocyanates, for example polyesterols, polyetherols and / or polycarbonate diols, which are usually also summarized under the term "polyols", with molecular weights between 500 and 8000 , preferably 600 to 6000, in particular 800 to less than 3000, and preferably an average functionality compared to isocyanates of 1.8 to 2.3, preferably 1.9 to 2.2, in particular 2.
  • Polyether polyols are preferably used, for example those based on generally known starter substances and customary alkylene oxides, for example ethylene oxide, propylene oxide and / or butylene oxide, preferably polyetherols based on propylene oxide-1, 2 and ethylene oxide and in particular polyoxetetramethylene glycols.
  • the polyetherols have the advantage that they have a higher hydrolysis stability than polyesterols.
  • low-unsaturated polyetherols can also be used as polyetherols.
  • low-unsaturated polyols are understood in particular to mean polyether alcohols with an unsaturated compound content of less than 0.02 meg / g, preferably less than 0.01 meg / g.
  • Such polyether alcohols are mostly produced by addition of alkylene oxides, in particular ethylene oxide, propylene oxide and mixtures thereof, onto the diols or triols described above in the presence of highly active catalysts.
  • highly active catalysts are, for example, cesium hydroxide and multimetal cyanide catalysts, also referred to as DMC catalysts.
  • DMC catalysts A frequently the set DMC catalyst is zinc hexacyanocobaltate. After the reaction, the DMC catalyst can be left in the polyether alcohol; it is usually removed, for example by sedimentation or filtration.
  • polybutadiene diols with a molar mass of 500-10000 g / mol, preferably 1000-5000 g / mol, in particular 2000-3000 g / mol can be used.
  • TPUs which have been produced using these polyols can be crosslinked by radiation after thermoplastic processing. This leads e.g. for better burning behavior.
  • chain extenders for example diamines and / or alkanediols with 2 to 10 carbon atoms.
  • Atoms in the alkylene radical in particular 1,3-propanediol, 1,4-butanediol, 1, 6-hexanediol and / or di-, tri-, tetra-, penta-, hexa-, hepta-, octa-, nona- and / or decaalkylene glycols with 3 to 8 carbon atoms, preferably corresponding oligo- and / or polypropylene glycols, it also being possible to use mixtures of the chain extenders.
  • Components a) to c) are particularly preferably difunctional compounds, i.e. Diisocyanates (a), difunctional polyols, preferably polyetherols (b) and difunctional chain extenders, preferably diols.
  • Suitable catalysts which in particular accelerate the reaction between the NCO groups of the diisocyanates (a) and the hydroxyl groups of the structural components (b) and (c), are the conventional tertiary amines known and known in the art, such as, for example Triethylamine, dimethylcyclohexylamine, N-methylmorpholine, N, N'-dimethylpiperazine, 2- (dimethylaminoethoxy) ethanol, diazabicyclc— (2,2,2) octane and the like and in particular organic metal compounds such as titanium acid esters, iron compounds such as, for example Iron (III) acetylacetonate, tin compounds, for example tin diacetate, tin dioctoate, tin dilaurate or the tin dialkyl salts of aliphatic carboxylic acids such as dibutyltin diacetate, dibutyltin dilaurate or the like.
  • the catalysts are usually used in amounts of 0.0001 to 0.1 part by weight per 100 parts by weight of polyhydroxyl compound (b).
  • customary auxiliaries and / or additives (e) can also be added to the structural components (a) to (c). Examples include blowing agents, surface-active substances, fillers, nucleating agents, lubricants and mold release agents, dyes and pigments, antioxidants, for example against hydrolysis, light, heat or discoloration, inorganic and / or organic fillers, flame retardants, reinforcing agents and plasticizers, metal deactivators.
  • component (e) also includes hydrolysis stabilizers such as, for example, polymeric and low-molecular carbodiimides.
  • the thermoplastic polyurethane in the materials according to the invention particularly preferably contains melamine cyanurate, which acts as a flame retardant.
  • Melamine cyanurate is preferably used in an amount between 0.1 and 60% by weight, particularly preferably between 5 and 40% by weight, in particular between 15 and 25% by weight, in each case based on the total weight of the TPU.
  • the thermoplastic polyurethane preferably contains triazole and / or triazole derivative and antioxidants in an amount of 0.1 to 5% by weight, based on the total weight of the thermoplastic polyurethane.
  • Substances which inhibit or prevent undesirable oxidative processes in the plastic to be protected are generally suitable as antioxidants. In general, antioxidants are commercially available.
  • antioxidants are sterically hindered phenols, aromatic amines, thiosynergists, organophosphorus compounds of trivalent phosphorus, and hindered amine light stabilizers.
  • sterically hindered phenols are found in Plastics Additives Handbook, 5th edition, H. Zweifel, ed, Hanser Publishers, Kunststoff, 2001 ([1]), and S.98-107 S.116- 121.
  • aromatic amines can be found in [1] p.107-108.
  • thiosynergists are given in [1], pp.104-105 and pp.112-113.
  • phosphites can be found in [1], p.109-112.
  • antioxidants are preferably suitable for use in the antioxidant mixture according to the invention.
  • the antioxidants in particular the phenolic antioxidants, have a molar mass of greater than 350 g / mol, particularly preferably greater than 700 g / mol and a maximum molar mass of ⁇ 10,000 g / mol, preferably ⁇ 3000 g / mol.
  • they preferably have a melting point of less than 180 ° C.
  • Antioxidants which are amorphous or liquid are also preferably used. Mixtures of two or more antioxidants can also be used as component (i).
  • chain regulators usually with a molecular weight of 31 to 3000, be used.
  • Such chain regulators are compounds which have only one functional group which is reactive toward isocyanates, such as, for. B. monofunctional alcohols, monofunctional amines and / or monofunctional polyols.
  • a flow behavior in particular with TPUs, can be specifically set.
  • Chain regulators can generally be used in an amount of 0 to 5, preferably 0.1 to 1, part by weight, based on 100 parts by weight of component b), and by definition fall under component (c).
  • the structural components (b) and (c) can be varied in relatively wide molar ratios.
  • the TPU can be produced continuously using the known processes, for example using reaction extruders or the belt process using one-shot or the prepolymer process, or batchwise using the known prepolymer process.
  • the components (a), (b), (c) and optionally (d) and / or (e) coming into the reaction can be mixed with one another in succession or simultaneously, the reaction commencing immediately.
  • the structural components (a), (b), (c) and, if appropriate, (d) and / or (e) are introduced into the extruder individually or as a mixture, e.g. at temperatures of 100 to 280 ° C, preferably 140 to 250 ° C, and reacted.
  • the TPU obtained is usually extruded, cooled and granulated.
  • the TPU can optionally be modified by assembly on an extruder. With this assembly, the TPU can e.g. be modified in its melt index or its granulate form according to the requirements.
  • TPUs produced according to the invention which are usually present in the form of granules or in powder form, into injection molding and extrusion articles, for example the desired films, moldings, rolls, fibers, linings in automobiles, hoses, cable plugs, bellows, trailing cables, cable jackets, seals, belts or damping elements is carried out according to customary methods, such as injection molding or extrusion.
  • Such injection molding and extrusion articles can also be made from compounds containing the TPU according to the invention and at least one further thermoplastic, especially a polyethylene, polypropylene, poly- ester, polyether, polystyrene, PVC, ABS, ASA, SAN, polyacrylonitrile, EVA, PBT, PET, polyoxymethylene.
  • the TPU produced according to the invention can be used to produce the articles shown at the beginning.
  • the silane-modified thermoplastic polyurethane will preferably be spun into fibers or hoses, in particular compressed air hoses, by generally known methods, and then the thermoplastic polyurethane will be crosslinked via the silane groups by means of moisture, optionally using a catalyst which accelerates the crosslinking.
  • the crosslinking reactions above and through the silane groups are familiar to the person skilled in the art and are generally known.
  • This crosslinking is usually carried out by moisture and can be carried out by heat or catalysts known for this purpose, e.g. Lewis acids, Lewis bases, Bronsted acids, Bronsted bases are accelerated.
  • tin compounds e.g. Tin diacetate, tin dioctoate, tin dilaurate or the tin dialkyl salts of aliphatic carboxylic acids such as dibutyl tin diacetate, dibutyl tin dilaurate or the like, particularly preferably tin dilaurate and / or acetic acid.
  • a fiber without silane crosslinking according to the invention shows an HDT (heat distortion temperature, measurement under a pretension of 0.04 mN / dtex; heating rate 10 K / min; measuring range from -100 ° C. to 250 ° C.) of 120 ° C.
  • the crosslinking by the silane groups increased the HDT to 173 ° C.
  • melt-spun elastomer fibers according to the invention Another advantage of the crosslinking of melt-spun elastomer fibers according to the invention is the improved resistance to conventional spinning preparations. While melt-spun fibers without crosslinking according to the invention in contact with spin finishes are attacked and in some cases completely destroyed at low temperatures ( ⁇ 120 ° C.), crosslinked fibers according to the invention show virtually no damage even at temperatures above 190 ° C.
  • thermoplastically processable polyurethane elastomers can be used for extrusion, injection molding, calendar articles and for powder slush processes.

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  • 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)
  • Polyurethanes Or Polyureas (AREA)

Abstract

L'invention concerne un polyuréthanne thermoplastique à base de polyisocyanates (x) comportant au moins un groupe silicium organique ("groupe silane").
PCT/EP2004/007268 2003-07-25 2004-07-03 Polyurethanne thermoplastique contenant des groupes silane Ceased WO2005019296A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE112004000836T DE112004000836D2 (de) 2003-07-25 2004-07-03 Thermoplastisches Polyurethan enthaltend Silangruppen

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10334266.4 2003-07-25
DE2003134266 DE10334266A1 (de) 2003-07-25 2003-07-25 Thermoplastisches Polyurethan enthaltend Silangruppen

Publications (1)

Publication Number Publication Date
WO2005019296A1 true WO2005019296A1 (fr) 2005-03-03

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PCT/EP2004/007268 Ceased WO2005019296A1 (fr) 2003-07-25 2004-07-03 Polyurethanne thermoplastique contenant des groupes silane

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006021310A1 (fr) * 2004-08-24 2006-03-02 Basf Aktiengesellschaft Polyuréthanne thermoplastique contenant des groupes silane
CN119708818A (zh) * 2025-02-21 2025-03-28 广州珠江电缆有限公司 一种耐高温抗扭曲的电缆

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3410582A1 (de) * 1984-03-22 1985-09-26 Wacker-Chemie GmbH, 8000 München Sic-gebundene biuretgruppen enthaltende siliciumverbindungen, verfahren zu ihrer herstellung und verwendung solcher organosiliciumverbindungen
US20020169255A1 (en) * 1999-06-08 2002-11-14 Gemoplast(Societe Anonyme) Method for producing a thermosetting polyurethane from a thermoplastic polyurethane and thermoset polyurethane obtainable using said method

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3410582A1 (de) * 1984-03-22 1985-09-26 Wacker-Chemie GmbH, 8000 München Sic-gebundene biuretgruppen enthaltende siliciumverbindungen, verfahren zu ihrer herstellung und verwendung solcher organosiliciumverbindungen
US20020169255A1 (en) * 1999-06-08 2002-11-14 Gemoplast(Societe Anonyme) Method for producing a thermosetting polyurethane from a thermoplastic polyurethane and thermoset polyurethane obtainable using said method

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006021310A1 (fr) * 2004-08-24 2006-03-02 Basf Aktiengesellschaft Polyuréthanne thermoplastique contenant des groupes silane
US7915372B2 (en) 2004-08-24 2011-03-29 Basf Aktiengesellschaft Thermoplastic polyurethane comprising silane groups
CN101014638B (zh) * 2004-08-24 2012-10-24 巴斯福股份公司 包含硅烷基的热塑性聚氨酯
CN119708818A (zh) * 2025-02-21 2025-03-28 广州珠江电缆有限公司 一种耐高温抗扭曲的电缆

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Publication number Publication date
DE112004000836D2 (de) 2006-04-27
DE10334266A1 (de) 2005-02-24

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