WO2010057937A1 - Procédé de préparation de revêtements de polyuréthanne-polyurée - Google Patents

Procédé de préparation de revêtements de polyuréthanne-polyurée Download PDF

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Publication number
WO2010057937A1
WO2010057937A1 PCT/EP2009/065423 EP2009065423W WO2010057937A1 WO 2010057937 A1 WO2010057937 A1 WO 2010057937A1 EP 2009065423 W EP2009065423 W EP 2009065423W WO 2010057937 A1 WO2010057937 A1 WO 2010057937A1
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weight
ond
polyols
polyol
oligoureas
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PCT/EP2009/065423
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German (de)
English (en)
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Hans-Dieter Hunger
Werner Klockemann
Vladimir Peshkov
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Performance Chemicals Handels Gmbh
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    • 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
    • C08G18/0838—Manufacture of polymers in the presence of non-reactive compounds
    • C08G18/0842—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
    • C08G18/0861—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers
    • C08G18/0871—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being organic
    • C08G18/0876—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being organic the dispersing or dispersed phase being a polyol
    • 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
    • C08G18/409—Dispersions of polymers of C08G in organic compounds having active hydrogen
    • 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
    • C08G18/83—Chemically modified polymers
    • C08G18/831—Chemically modified polymers by oxygen-containing compounds inclusive of carbonic acid halogenides, carboxylic acid halogenides and epoxy halides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/02—Polyureas

Definitions

  • the invention relates to a process for the preparation of elastic polyurethane-polyurea coatings which have chemically bound oligourea in the polymer main chain as nanoscale reinforcing agents and are outstandingly suitable as coatings.
  • the polyurethane-polyurea coatings are characterized by high hardness and elasticity at the same time.
  • polyurethane coatings of different hardness which is generally described by the Shore hardness scale, is known.
  • the hardness range extends from Shore A 25 to Shore D 55.
  • the polyurethanes tend to be brittle.
  • polyurea based polyethers have been developed with amine end groups that are still elastic up to a Shore D hardness of about 55.
  • these have the disadvantage that due to the relatively large soft segment, as a rule these are based on polypropylene glycols of molecular weight 2000, a large elastic proportion.
  • a mechanical load which is connected to a heat generation due to friction such materials due to the relatively low glass transition temperature of about 5O 0 C to flow or the temperature exceeds 70 ° C may tend to smear.
  • polyurethane-polyurea coatings are prepared from at least one long-chain polyol, optionally a further polyhydroxyl compound and one or more di- and / or polyamines and one or more di- and / or polyisocyanates or prepolymers based thereon
  • the main amine component used to date has been and still is bis (3-chloro-4-aminophenyl) methane (MOCA) for large manufacturers.
  • MOCA bis (3-chloro-4-aminophenyl) methane
  • MDA bis (4-aminophenyl) methane
  • ortho-alkyl substituted amines are used, e.g. B.
  • amine hardeners for polyurea systems are N-alkylated diamines. These secondary, mostly aromatic diamines have a significantly lower reactivity than the primary amines. With the structural unit between the amino groups, the hardness of the polyureas formed is adjusted.
  • polyurethane polyureas As an alternative to these two-component coatings, prior art one-component coatings based on polyurethane polyureas are known. These are based on polytetramethylene glycols or polycarbonate diols. The latter are z. B. in DE-AS 22 52 280. According to DE-OS 10 2006 002 154, flexible polyurethane-polyurea coatings are described as one-component systems which are based on polytetramethylene glycol-based polycarbonate dioxides, diamines as chain extenders and diisocyanates, and between 40 and 90% by weight % Solvent included. These coating compositions are preferably used for textiles.
  • the object of the invention is to provide elastic polyurethane-polyurea coatings with high hardness, in particular coatings with Shore D hardnesses> 30, preferably> 40.
  • elastic, but ultrahard polyurethane polyurethane coatings can be prepared by reacting with diisocyanates and / or polyisocyanates oligurea nanodispersed polyols (OND polyols) comprising a polyether alcohol in which nanoscale, amino-functional oligourea molecules are dispersed implements.
  • OND polyols oligurea nanodispersed polyols
  • the mixing ratio is adjusted according to the invention so that it corresponds to an isocyanate index of 50 to 125, calculated as the sum of the hydroxyl and amino groups.
  • OND polyols which comprise specific polyether alcohols with 0.1 to 28% by weight of dispersed nanoscale oligourea molecules having a particle size of 10 to 1000 nm (preferably 20 to 400 nm) which are at least two have free amine functions as primary and / or secondary amino groups.
  • the oligohydrocarbon nanodispersion polyols (OND polyols) used according to the invention differ substantially from known PHD polyols.
  • PHD polyols are polyurea dispersion polyols. This term has become internationally accepted for the class of polyhydroxyl compounds for polyurethanes, which represent a visible dispersion, ie in the range above 5 microns. As so-called microdispersions they have a milky appearance.
  • the production of PHD polyols (polyurea dispersion polyols) is z. Example by reacting alkanolamines with diisocyanates in Polyetheraikoholen, known per se. The particle sizes are> 10 ⁇ m. Such PHD polyols are z.
  • the PHD polyols known from the prior art are prepared by in situ polyaddition reactions of isocyanates with amines or aminoalcohols in a base sol.
  • the isocyanate reacts with the amine faster than with the hydroxyl groups of the polyol, ie, the isocyanate reacts preferably with the A- min (or possibly also hydrazine) to the urea group, the polyol serves only as the reaction medium.
  • the solids concentration is limited by the viscosity of the product, solids contents of 20 to 40% can usually be obtained.
  • the PHD poiyols are used in blends with other, highly reactive polyols for the production of HR foams or in the reaction injection molding.
  • the OND polyols used according to the invention for producing elastic polyurethane-polyurea coatings represent nanodispersions with particle sizes below or up to 1000 nm.
  • polyurethane polyurea coatings which comprise nanoparticles in an amount of 0.1 to 23% by weight are preferably provided.
  • Nanoteiichen having free primary or secondary amino groups are particularly practical importance.
  • the reaction takes place according to the invention such that the stoichiometry is calculated from the analytically determined number of hydroxyl groups (OH) plus the amino groups (NH) and a ratio to the isocyanate groups (NCO) of 0.5 to 1.25 according to the equation
  • Such a ratio is preferably between 10: 1 to 5: 1.
  • the hardness is controlled according to the invention via the isocyanate ratio, the amount of OND polyol and / or the amount of Oligoharnstoffteilchen and adjusted by the inventively defined isocyanate ratio to a range above Shore D 30.
  • the Shore hardness is a material characteristic for elastomers and plastics and is specified in the DIN 53505 and DIN 7868 standards.
  • the core of the Shore hardness tester consists of a spring-loaded pin made of hardened steel. Its depth of penetration into the material to be tested is a measure of the corresponding Shore hardness, which is measured on a scale of 0 Shore (2.5 mm penetration depth) to 100 Shore (0 mm penetration depth). A high number means a high degree of hardness.
  • the setpoint temperature of 23 0 C is limited to the temperature interval of ⁇ 2 K.
  • Shore-D is indicated on toughened elastomers as measured with a needle that tapers at a 30 ° angle and has a spherical tip with a radius of 0.1 millimeter. Weight: 5 kg, hold time: 15 sec.
  • the isocyanate ratio (calculated as the sum of the hydroxyl and amino groups) between 55 and 125 at a given concentration of nanoparticles in the range of 1, 0 to adjust the hardness in a range of Shore D 30 to 80 chosen to 23 wt .-%.
  • the hardness is adjusted by the proportion of oligoureas between 0.25 and 23 wt .-% in the OND poiyol component of the coating between Shore D 30 to 80 at a preselected isocyanate ratio.
  • the adjustment of the hardness is therefore possible in two ways.
  • the amount of nanoparticles with reactive amino groups used determines the hard-elastic urea phase in the polymer; As the content of these nanoparticles increases, the Shore D hardness increases. So z.
  • a Shore D hardness of 46 and at 18% by weight of 74 are obtained under otherwise identical conditions.
  • the Shore D hardness at an isocyanate ratio of 100 is 71, at an isocyanate ratio of 85 at 65 and at an isocyanate nat ratio of 72 at 59.
  • OND polyols which comprise 35 to 65% by weight of polyether alcohols of molecular weight 1000 to 8000 and a hydroxyl functionality of between 1, 9 and 3.0 with a content of amine-functional oligoureas having a particle size of from 10 to 1000 nm of 0, 25 to 25 wt .-%, which are dispersed in Poiyetheral- kohol, and 10 to 40 wt .-% short-chain glycols. They are calculated in the process according to the invention with one or more di- or polyisocyanates at an isocyanate index calculated as the sum of the hydroxy and amino groups of 50 to 125.
  • the coatings produced according to the invention are preferably processed during the reaction under shaping. That is, the components are mixed, applied to a substrate and cured depending on the application.
  • the erfindunstraen coatings are usually processed with two- or multi-component mixing machines, which are common in the polyurethane industry, including high-pressure and airless machines as two- or multi-component systems.
  • OND polyols with nanoparticles are used. Neither the OND polyols with particle sizes in the nanometer range nor coatings on their basis have been described so far.
  • the OND polyols with dispersed nanoscale oligourea particles used in the process according to the invention can be prepared, for example, by reacting elastic polyurethanes, preferably polyurethane flexible foams, with mixtures of diols or mixtures of diols and triols having an ethylene oxide content of from 20 to 50% by weight in the presence of di- and polyamines at temperatures between 150 and 25O 0 C, so that dispersions of nanoscale oligoureas having a particle size of 10 to 1000 nm are formed in the polyether alcohols and dioic and / or triols.
  • elastic polyurethanes preferably polyurethane flexible foams
  • mixtures of diols or mixtures of diols and triols having an ethylene oxide content of from 20 to 50% by weight in the presence of di- and polyamines at temperatures between 150 and 25O 0 C, so that dispersions of nanoscale oligoureas having a particle size of 10 to 1000 nm are formed
  • the OND polyols used according to the invention preferably contain according to their preparation
  • the resulting nanoscale oligoureas have a preferred particle size between 20 and 400 nm, as determined by laser light scattering. Depending on the size of the molecule and the amine used, it has an amine functionality of from 1 to 25, the amine functionality of the oligoureas in the lower nanometer range being between 2 and 9.
  • Catalysts are often not needed with the OND polyols.
  • tertiary amines such as triethylenediamine, tetra-methylbutandiamin, dimethylcyclohexylamine, N-methylmorpholine or metalorganic compounds of tin, lead or bismuth, z.
  • dibutyltin dilaurate, Zinndi- octoate, dibutyltin diacetate, etc. used.
  • Stabilizers are almost always included in the OND polyols; it is additionally possible to use UV stabilizers, biocides or antioxidants.
  • inorganic fillers for. As chalk, barite, precipitated silica, titanium dioxide, or organic fillers, eg. As melamine, melamine cyanurate, powdered melamine resin, etc. are used.
  • nanoscale OND polyols can be used in the process according to the invention, which are obtained by Solvoiyse of cold forming flexible foams (HR foam) with polyether diols and / or triols in the presence of a tertiary amine. These are elastic polyurethanes with Oiigoharnstoffen as dispersed nanoscale particles.
  • sols of a cold forming flexible foam are preferably used as OND polyols, which by mixing the soft cellular foam (polyurethane flexible foam) with 5 to 60% by weight of one or more polyether diols and / or during solvolysis.
  • triols can be prepared in the presence of a tertiary amine as a catalyst.
  • OND polyols which are formed by the soivoly of a poly (urethane urea) based on one or more polyether alcohols, water, catalysts and one or more di- and / or polyisocyanates with a mixture of diethylene glycol and Dipropylengiykol in the presence of di-n-butylamine arise.
  • the OND polyols preferably used according to the invention can be used as reaction component in polyurethane or polyurea coatings together with other polyhydroxyl compounds in order to set special properties by the degree of loading with the oligourea particles.
  • stable coatings are obtained with a content of oligoureas between 0.25 and 20 wt .-%.
  • the content of oligoureas in such coatings is preferably adjusted to values between 2.5 and 15% by weight.
  • the restoring force of the polyurethane-polyureas can be significantly improved.
  • elastic polyurethane-polyurea coatings are obtained by mixing a Solvolysates a polyurethane flexible foam with 5 to 60 wt .-% of one or more polyether diols and / or triols and their reaction with di- and / or polyisocyanates.
  • HR foam Flexible polyurethane foams
  • Polyether alcohols are selected from the group of anionically or metal complex catalyzed ethylene oxide and / or propylene oxide polymers, oligomers or block copolymers.
  • Preferred polyetherdiols are polypropylene glycols of molar mass 1000 to 2000 and their ethoxylation products with 5 to 30% by weight of ethylene oxide end blocks or as a random distribution or as an internal block.
  • polyether trioxide it is possible to use all glycerol or trimethylolpropane-based typical polyether trioxide used in the polyurethane industry, as well as specific polyether trioxide with internal ethylene oxide blocks or an ethylene oxide random distribution.
  • Di- or polyamines can be ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, 1,2- or 1,3-propylenediamine, dipropylenetriamine, tripropylenetetramine, N-methyl-bis (2-aminopropyl) amine, etc.
  • Diisocyanates or polyisocyanates are 4,4'-, 2,4'- and / or 2,2'-diphenylmethane diisocyanate, polymeric diphenyimethane diisocyanate (p-MDI), tolylene diisocyanate (2,4- or 2,6-diisocyanate). Isomer or mixtures thereof), 4,4'-dicyclohexylmethane diisocyanate, isophorone diisocyanate, xylylene diisocyanate, etc.
  • Diols or mixtures of diols and triols are selected from ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, higher ethylene glycols of molecular weight up to 600, propylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol, higher oligopropylene glycols up to molecular weight 2000, glycerol, trimethylolpropane, ethylene or propylene oxide adducts of glycerol or trimethylolpropane with a molecular weight of up to 800, etc.
  • Triethylenediamine, tetramethylbutanediamine, dimethylcyclohexylamine, N-methylmorpholine are preferably used as tertiary amines
  • Organotin compounds are selected from dibutyltin dilaurate, tin dioctoate, dibutyltin diacetate.
  • a preferably used OND polyoi consists of
  • tertiary amine catalyst preferably triethylenediamine. 0.05-0.2% by weight of organotin compounds, preferably tin dioctoate.
  • OND polyols used according to the invention are, in particular, products which are provided by the solvolysis of the cold molding flexible foam with a mixture of diethylene glycol and dipropylene glycol in the presence of di-n-butylamine having the following composition:
  • the amine number is therefore composed of the tertiary amines of the original catalysts and the amino groups of Oligoharnscher.
  • the OND polyols used are in particular products obtained by the solvolysis of a poly (urethane urea) based on one or more polyether alcohols, water, catalysts and one or more di- and / or polyisocyanates with a mixture of diethylene glycol and dipro - Pylene glycol is formed in the presence of di-n-butylamine having the above composition (a) to (f) and having a total content of ethylene oxide blocks of 21.4%.
  • the poly (urethane urea) used can be adjusted in its chain length of the oligoureas by the ratio of hydroxyl groups of the polyether alcohols and that of the water between 1: 1 and 1:20.
  • the ratio of hydroxyl groups of the polyether alcohols and that of the water can be controlled.
  • the particle size of the noskaligen oligoureas in targeted OND polyols by the use of polyTHF, polybutadiene, polycaprolactone and the ratio of the OH groups of the polyols and the water can be controlled.
  • Suitable di- or polyisocyanates for the reaction with the OND polyols are all common isocyanates of polyurethane chemistry.
  • aromatic diisocyanates such as 4,4'-diphenylmethane diisocyanate (MDI), other position isomers of this isocyanate, 2,4- and / or 2,6-toluene diisocyanate (TDI) or isomer mixtures, xylylene diisocyanate (XDI) or 1,5 Naphthylene diisocyanate (NDI), their technical products or polymeric products, in particular polymeric MDI (p-MDl), cycloaliphatic diisocyanates such as bis (4-isocyanatocyclohexyl) methane, isophorone diisocyanate or 1,4-cyclohexyl diisocyanate, aliphatic diisocyanates such as hexane-1, 6-diisocyanate (HDI) can be used.
  • the reaction according to the invention of the OND polyols with the di- or polyisocyanates in the stated stoichiometric ratio requires that the amino groups react preferentially with the isocyanate groups because of their higher reactivity.
  • the ratio of isocyanate to hydroxyl to amine groups sets the properties of the coatings. In principle, the higher the proportion of amine groups in the coating and the higher the isocyanate index, the higher the hardness of the polyurethane polyurea and the lower the elasticity.
  • the process according to the invention provides hard-elastic polyurethane-polyurea coatings having a preferred Shore D hardness of> 30, in particular> 40, preferably with hardnesses of between 50 and 90, which are outstandingly suitable for coatings.
  • the coatings according to the invention very particularly preferably have hardnesses between 65 and 80.
  • the nanoscale oligourea particles are incorporated as blocks in the polymer chains, while the polyether alcohols are completely, partially or not reacted depending on the isocyanate index. In the latter case, they act as plasticizers in the nanoscale oligourea particles and lead to increased elasticity without significantly affecting the hardness.
  • the polyurethane-polyurea coatings of the invention have a complex morphology consisting of nanoscale oligoureas that organize via intermolecular forces in larger domains and aggregated domains up to several microns in size, as AFM studies have shown.
  • the polyurethane-polyurea coatings according to the invention have a high elasticity and high strength at an unusually high Shore D hardness. Thus, they are highly suitable for applications for which polyurethanes or polyureas have not been available as coatings, z. As for coatings on metals that are sandable.
  • the combination of very high hardness and high elasticity makes the polyurethane-polyurea coatings of the invention a new Materiaistall that was not previously available.
  • OND polyols with di- and / or polyisocyanates hard elastic coatings with at least two discrete glass transition regions, once between -55 and -35 0 C and on the other hand between +80 and +190 0 C, which are characterized by a high hardness (Shore D hardness preferably between 45 and 85) by an unusually high elasticity (elongation at break, usually between 3 and 20%).
  • the elastomers show a multiphase structure (AFM) 1 wherein the one (hard) phase in the form of discrete disc-shaped structures, which store themselves in a chain-like manner, is formed and in the resulting cavities, the soft elastic phase is incorporated.
  • AFM multiphase structure
  • polyurethane-polyurea coatings which have free primary amino groups in the nanoparticles. This has the great advantage that they can determine the hardness by the formation of polyurea depending on the application of the coating.
  • They can preferably be used as coatings in the field of water systems. These include e.g. Tanks, basins, swimming pools, wastewater treatment plants, occupancy basins, ship coatings inside and outside, bilge coatings, etc. Furthermore, they are e.g. suitable as coatings on concrete surfaces, buildings and manholes (for example subway shafts).
  • polyurethane-polyurea coatings are prepared from a solvolyzate of a cold-forming flexible foam (prepared by the solvolysis of the cold-forming flexible foam with a mixture of diethylene glycol and dipropylene glycol in the presence of di-n-butylamine with the abovementioned composition) and p-MDI, which are mixed at a preferred isocyanate index of 70 to 105. If this OND polyol is reacted with p-MDI at various isocyanate indices, polyurea-polyurea coatings having the following values of mechanical properties are obtained:
  • the change in the amount of nanosize oligoureas is a further parameter for adjusting the properties of the polyurethane-polyurea coatings according to the invention.
  • properties are listed, if the conditions otherwise remain constant in the OND polyol; the polyurethane-polyurea coatings were prepared at an isocyanate index of 75:
  • the OND polyo produced under a)! and filled in on the B-side p-MDi.
  • the mixing ratio is adjusted to 1, 37: 1, which corresponds to an isocyanate index of 80.
  • the mixture is applied directly to a siliconized release paper in a Mathis-LabCoater® in front of a knife blade.
  • the knife blade is slowly pulled over the release paper at a distance of 0.2 mm. It is obtained a coating of 0.2 mm, which is cured at 80 0 C for 60 minutes.
  • a polyurethane-polyurea coating having a Shore D hardness of 71, a tensile strength of 35 MPa, an elongation at break of 6% and an E modulus of 2130 MPa.
  • Example 1a It is prepared as in Example 1a) an OND polyol, but instead of the 675 g of diethylene glycol 405 g of polyethylene glycol! used.
  • the OND polyol has a hydroxy number of 284 mg KOH / g, an amine value of 59 mg KOH / g, and a viscosity of 5950 mPas (25 ° C).
  • a polyurethane-polyurea coating is prepared as in Example 1b), but with a mixing ratio of 1.64: 1, which corresponds to an isocyanate index of 90. This gives a polyurethane-polyurea coating with a Shore D hardness of 76, a tensile strength of 31 MPa, an elongation at break of 8% and an E-modu! from 1540 MPa.
  • Example 1a It is prepared as in Example 1a) an OND polyol, but instead of the 675 g of diethylene glycol 810 g of diethylene glycol are used.
  • the OND polyol has a hydroxy number of 330 mg KOH / g, an amine value of 55 mg KOH / g, and a viscosity of 3250 mPas (25 ° C).
  • a polyurethane-polyurea coating is prepared as in Example 1 b), but with a mixing ratio of 1.27: 1, which corresponds to an isocyanate index of 100.
  • a polyurethane-polyurea coating having a Shore D hardness of 74, a tensile strength of 45 MPa, an elongation at break of 7% and an E modulus of 1980 MPa is obtained.
  • Example 1a It is prepared as in Example 1a) an OND polyol, but instead of 210 g of di-n-butylamine 215 g dipropylenetriamine are used.
  • the OND polyol has a hydroxyl number of 333 mg KOH / g, an amine value of 58 mg KOH / g, and a viscosity of 3900 mPas (25 ° C).
  • a polyurethane-polyurea coating is prepared as in Example 1b), but with a mixing ratio of 1.41: 1, which corresponds to an isocyanate index of 80.
  • a polyurethane-polyurea coating having a Shore D hardness of 75, a tensile strength of 47 MPa, an elongation at break of 4% and an E modulus of 2180 MPa is obtained.

Abstract

L'invention porte sur un procédé de préparation de revêtements polyuréthanne-polyurée élastiques, suivant lequel on fait réagir avec des di- et/ou des polyisocyanates des polyols à nanodispersions d'oligourée (OND-polyols), comprenant un polyétheralcool, dans lequel sont dispersées des molécules d'oligourée nanométriques aminofonctionnelles. Le rapport de mélange est ajusté de façon qu'il corresponde à un indice d'isocyanate de 50 à 125, calculé comme étant la somme des groupes hydroxyle et amino.
PCT/EP2009/065423 2008-11-18 2009-11-18 Procédé de préparation de revêtements de polyuréthanne-polyurée WO2010057937A1 (fr)

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DE200810043824 DE102008043824A1 (de) 2008-11-18 2008-11-18 Verfahren zur Herstellung von Polyurethan-Polyharnstoff-Beschichtungen
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WO2012089304A1 (fr) * 2010-12-29 2012-07-05 Vallourec Mannesmann Oil & Gas France Procédé de revêtement d'un composant tubulaire fileté, composant tubulaire fileté et raccordement résultant
WO2014012769A1 (fr) * 2012-07-17 2014-01-23 Huntsman International Llc Utilisation de nanoparticules de polyurée en tant que modificateurs de performance dans des matériaux en polyuréthane
CN113242871A (zh) * 2018-12-19 2021-08-10 巴斯夫欧洲公司 具有改善的长期性能特性的软质聚氨酯泡沫

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DE102012200474A1 (de) * 2011-01-13 2012-07-19 Performance Chemicals Handels Gmbh Reaktive Sole und Verfahren zu ihrer Herstellung
DE102022106745A1 (de) 2022-03-23 2023-09-28 Werner H. Salewski Thermoplast-Blends mit inhärent bioziden Eigenschaften

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