EP4581072A1 - Production de mousse de polyuréthane - Google Patents

Production de mousse de polyuréthane

Info

Publication number
EP4581072A1
EP4581072A1 EP23761541.4A EP23761541A EP4581072A1 EP 4581072 A1 EP4581072 A1 EP 4581072A1 EP 23761541 A EP23761541 A EP 23761541A EP 4581072 A1 EP4581072 A1 EP 4581072A1
Authority
EP
European Patent Office
Prior art keywords
acid
foam
formula
methyl
weight
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.)
Pending
Application number
EP23761541.4A
Other languages
German (de)
English (en)
Inventor
Sarah OTTO
Michael SUCHAN
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.)
Evonik Operations GmbH
Original Assignee
Evonik Operations GmbH
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 Evonik Operations GmbH filed Critical Evonik Operations GmbH
Publication of EP4581072A1 publication Critical patent/EP4581072A1/fr
Pending legal-status Critical Current

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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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • 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
    • C08G18/14—Manufacture of cellular products
    • 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
    • C08G18/0866—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 an aqueous medium
    • 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
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    • C08G18/09—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture
    • C08G18/092—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture oligomerisation to isocyanurate groups
    • 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
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    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1808—Catalysts containing secondary or tertiary amines or salts thereof having alkylene polyamine groups
    • C—CHEMISTRY; METALLURGY
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    • C08G18/2027—Heterocyclic amines; Salts thereof containing one heterocyclic ring having two nitrogen atoms in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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    • C08G18/16—Catalysts
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    • C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
    • C—CHEMISTRY; METALLURGY
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    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
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    • C08G18/4211—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols
    • 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
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    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
    • C08G18/4247—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids
    • C08G18/425—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids the polyols containing one or two ether groups
    • 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
    • C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6492—Lignin containing materials; Wood resins; Wood tars; Derivatives thereof
    • 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
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • C08J9/141—Hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/24—Acids; Salts thereof
    • C08K3/26—Carbonates; Bicarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C08K5/19—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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    • C08K7/00—Use of ingredients characterised by shape
    • C—CHEMISTRY; METALLURGY
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    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
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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
    • C08G2101/00—Manufacture of cellular products
    • 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
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    • C08G2110/0025—Foam properties rigid
    • 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
    • C08G2110/00—Foam properties
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    • C—CHEMISTRY; METALLURGY
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    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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    • C08G2110/0066—≥ 150kg/m3
    • 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
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
    • C—CHEMISTRY; METALLURGY
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    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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    • C08J2205/10—Rigid foams
    • 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
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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Definitions

  • the present invention lies in the field of polyurethanes, in particular polyurethane foams.
  • polyurethane foams in particular polyurethane foams.
  • it relates to the production of polyurethane foams using solid fillers and surfactants based on quaternary ammonium compounds, such as esterquats and/or alkylquats, compositions for producing such foams, and furthermore the use of these foams.
  • polyurethane is understood to mean, in particular, a product obtainable by reacting polyisocyanates and polyols or compounds with isocyanate-reactive groups.
  • other functional groups can also be formed, such as uretdiones, carbodiimides, isocyanurates, allophanates, biurets, ureas and/or uretimines.
  • PU means both polyurethane and polyisocyanurate, polyureas and polyisocyanate reaction products containing uretdione, carbodiimide, allophanate, biuret and uretimine groups.
  • polyurethane foam is understood to mean foam that is obtained as a reaction product based on polyisocyanates and polyols or compounds with isocyanate-reactive groups.
  • other functional groups can also be formed, such as allophanates, biurets, ureas, carbodiimides, uretdiones, isocyanurates or uretimines.
  • fluorescence and “foam” are used synonymously within the meaning of this invention.
  • PU foams in particular PU rigid foams
  • Another concern is to produce them in a particularly sustainable way, for example by using bio-based and/or recycled materials. For this reason too, various solids can be used when providing PU.
  • the known prior art describes corresponding solids that are suitable for use in PU.
  • solid filler should mean that the filler in question is in the solid state under the usual ambient conditions, in particular at a temperature of 20 ° C and at a pressure of 1.01325 bar.
  • the object according to the invention is accompanied by a variety of advantages. It thus enables the provision of PU, preferably PU foams, in particular PU rigid foams with high solids contents. This is advantageously made possible without impairing the other properties of the material, in particular its mechanical properties. With regard to the provision of PU rigid foams, particularly fine-celled, uniform and low-disturbance foam structures are also possible. This makes it possible to provide corresponding polyurethanes with particularly good usage properties and a homogeneous property profile. The invention enables a special Another homogeneous distribution of solid fillers in the polyurethane. Overall, the invention enables simple processing of the solid fillers during production.
  • the solid fillers can be introduced into the reaction mixture in a very simple manner, for example together with the at least one surfactant based on quaternary ammonium compounds, such as preferably esterquats and/or alkylquats, for example via one of the two reaction components (polyol component or polyisocyanate component). Incorporation via the polyol component is preferred. Sedimentation problems when storing the dispersion of reaction component and solid can be significantly reduced or even avoided by the present invention.
  • the invention also enables very good redispersibility of the solid in the event of sedimentation after very long storage, so that, for example, constant stirring or mixing during storage is no longer necessary.
  • the invention also enables a more homogeneous distribution of the solid in the polyurethane, which leads to a more uniform property profile.
  • Alkyl quats and ester quats have long been used in cosmetics or detergents and cleaning agents, e.g. fabric softeners, and their production has long been known to those skilled in the art.
  • Alkyl quats can be prepared, for example, by reacting the corresponding amine with methylating agents such as chloromethane or dimethyl sulfate.
  • Esterquats can be produced, for example, by esterification of methyldiethanolamine or triethanolamine with fatty acids and subsequent quaternization with, for example, dimethyl sulfate or chloromethane.
  • US 20160264711 A1 describes the use of quaternary ammonium compounds in flexible polyurethane foams to improve the compatibility of polyether polycarbonate polyols without the use of a solid filler.
  • US 5420186 A describes the use of quaternary ammonium compounds as an internal release agent in polyurethane elastomers without the use of a solid filler.
  • the composition according to the invention necessarily contains at least one solid filler, preferably selected from the group consisting of calcium carbonate, lignin, lignocellulose and plastic particles.
  • the at least one solid filler is preferably in powder form. Mixtures of such solid fillers can also be used.
  • the plastic particle or particles are made of at least one plastic, preferably selected from the group consisting of polyethylene, polypropylene, polyamide (in particular PA6, PA6.6, PA10, PA11 and/or PA12), polyester (in particular polyethylene terephthalate, polybutylene terephthalate and/or poly-e-caprolactone), polystyrene, polyacrylate, polymethyl methacrylate, polycarbonate, styrene-acrylonitrile copolymers, polyether, polylactic acid, polyurethane, polysulfones, polyethersulfone, polyetherimide and polyimide, in particular polyurethane .
  • plastic preferably selected from the group consisting of polyethylene, polypropylene, polyamide (in particular PA6, PA6.6, PA10, PA11 and/or PA12), polyester (in particular polyethylene terephthalate, polybutylene terephthalate and/or poly-e-caprolactone), polystyrene, polyacrylate, polymethyl meth
  • the plastic particle or particles can be formed entirely or partially from recycled plastics, preferably recycled polyurethanes.
  • the at least one solid filler preferably has a weight-average diameter of the primary particles > 50 nm, preferably greater than 100 nm, particularly preferably greater than 200 nm, determined by means of dynamic light scattering.
  • the determination of the particle diameter using dynamic light scattering is known to those skilled in the art and is preferably carried out in water.
  • the composition according to the invention preferably does not contain any particles made of metal oxide, in particular it does not contain any particles which consist of a material which is selected from the group consisting of SiO2, ZnÜ2, Al2O3, ZrÜ2 and TiÜ2.
  • the surfactant(s) based on quaternary ammonium compounds are preferably at least one ester quat of the formula (1) or (2), an alkyl quat of the formula (3), an imidazolinium quat of the formula (4), an amidoamine quat of the Formula (5) and/or cetylpyridinium chloride are used, where with R 1 an acyl radical of a saturated or mono or polyunsaturated, linear or branched fatty acid with a chain length of 8 to 22 carbon atoms or the acyl radical of ricinoleic acid, or hydrogen, where a compound of the formula (1) or (2) has different radicals R 1 can contain and with the proviso that at least one radical R 1 must be one of the acyl radicals mentioned, with
  • R 2 is an alkyl radical with 1 to 6 carbon atoms or hydrogen, preferably hydrogen, methyl, ethyl, propyl or isopropyl, particularly preferably hydrogen or methyl
  • R 3 is an alkyl radical with 1 to 6 carbon atoms, or hydrogen, preferably methyl, ethyl, propyl or isopropyl, particularly preferably methyl or hydrogen
  • R 5 is a saturated or mono- or polyunsaturated, linear or branched alkyl radical with a chain length of 8 to 24 carbon atoms, whereby a compound of formula (3) can contain different R 5 radicals
  • R 8 is a saturated or mono- or polyunsaturated, linear or branched alkyl radical with 8 to 22 carbon atoms or a radical O(CO)R 10 , with R 10 an aliphatic, saturated or mono- or polyunsaturated, linear or branched alkyl radical with 7 to 21 carbon atoms, with R 9 is an aliphatic saturated or mono or polyunsaturated, linear or branched alkyl radical with 7 to 21 carbon atoms, with
  • Z is an NH group or oxygen, where e can assume integer values between 1 and 4, and/or where, with
  • compositions containing corresponding quaternary ammonium compounds show particularly advantageous results with regard to the advantages according to the invention described above.
  • the at least one solid filler according to a further particularly preferred embodiment of the invention is contained in the composition according to the invention in a total amount which leads to the production of PU, preferably PU foam, which is >2% by weight, preferably >5% by weight. -%, more preferably >8% by weight, even more preferably >10% by weight of the at least one solid filler, % by weight based on the resulting PU, preferably PU foam.
  • a possible upper limit can preferably be ⁇ 30% by weight, for example 15% by weight or for example 20% by weight.
  • the process according to the invention for producing PU, preferably PU foam, in particular PU rigid foam can be carried out using the known methods, for example by hand mixing or preferably with the help of foaming machines. If the process is carried out using foaming machines, high-pressure or low-pressure machines can be used.
  • the process according to the invention can be carried out both batchwise and continuously.
  • composition of a preferred PU rigid foam formulation For further preferred embodiments and refinements of the method according to the invention, reference is also made to the statements made previously in connection with the composition according to the invention.
  • Yet another object of the present invention is a PU, preferably PU foam, in particular rigid PU foam, produced according to the aforementioned method according to the invention, in particular using a composition according to the invention.
  • the PU according to the invention is a PU foam, in particular a rigid PU foam, and has a density of 5 to 900 kg/m 3 , preferably 5 to 350 kg/m 3 , in particular 10 to 200 kg/m 3 , then there is a preferred embodiment of the invention.
  • the PU according to the invention preferably PU foam, in particular PU rigid foam, produced according to the aforementioned method according to the invention, contains, in the context of a particularly preferred embodiment, the at least one solid filler in a total amount of >2% by weight, preferably >5% by weight .-%, more preferably >8% by weight, even more preferably >10% by weight,% by weight based on the total polyurethane, preferably PU foam, in particular rigid PU foam.
  • the PU according to the invention preferably PU foam, in particular PU rigid foam, preferably contains no particles made of metal oxide, in particular no particles that consist of a material that is selected from the group consisting of SiO2, ZnÜ2, Al2O3 , ZrÜ2 and TiÜ2.
  • a preferred composition according to the invention contains in particular the following components: a) surfactant(s) based on quaternary ammonium compounds, in particular as defined above with formula (1), (2), (3), (4) and/or (5) b) polyol component c) polyisocyanate component d) Catalyst e) optional foam stabilizer f) optionally one or more blowing agents g) solid filler(s) h) optionally further additives, flame retardants, etc.
  • the polyol component (b) consists of at least one polyol and optionally at least one organic compound which contains at least two isocyanate-reactive groups, preferably selected from the group consisting of OH, NH and NH2 groups.
  • Polyols are organic compounds that contain at least two hydroxyl groups (-OH).
  • one of the aforementioned organic compounds of the polyol component contains at least two OH groups, then it is classified exclusively as a polyol within the meaning of the invention.
  • an organic compound of the polyol component can be evaluated both as a polyol and as an organic compound which contains at least two isocyanate-reactive groups, preferably selected from the group consisting of OH, NH and NH2 groups , then in the sense of the invention it is assigned exclusively to the polyols.
  • the polyol component preferably contains at least 50% by weight of those polyols which only contain hydroxyl groups (-OH) as groups reactive towards isocyanate.
  • Corresponding compounds that can usually be used in the production of PU are known to those skilled in the art and are described, for example, in the “Plastics Handbook, Volume 7, Polyurethanes”, Carl Hanser Verlag, 3rd edition 1993, Chapter 3.1. Compounds with OH numbers in the range from 10 to 1200 mg KOH/g are usually used. Particularly preferred compounds are all polyether polyols and polyester polyols commonly used for the production of polyurethane systems, in particular polyurethane foams. Polyether polyols can preferably be obtained by reacting polyhydric alcohols or amines with alkylene oxides.
  • One or more of the corresponding compounds with suitable boiling points and mixtures thereof, such as hydrocarbons with 3, can be used as physical blowing agents.
  • the formulations shown in Tables 6, 8, 10 and 12 were used and the compounds shown in Table 3 were examined.
  • polyol and water were weighed out (batch size 100 g) and mixed with a plate stirrer (6 cm diameter) for 30 s at 1000 rpm.
  • the compound according to the invention was then added and mixed with a plate stirrer (6 cm diameter) at 2000 rpm for 30 s.
  • mixing was also carried out for a further 30 s at 2000 rpm, but without adding the compound according to the invention.
  • the solid filler was then added with the plate stirrer still running at 2000 rpm and mixed for a further 45 s.
  • the formulations were then filled into glass vessels, sealed and the time until complete sedimentation was measured.
  • grade 1 means that the sample could be brought back into dispersion by manually shaking the glass vessel for 30 s.
  • grade 2 means that the sample could not be redispersed by shaking by hand, but by using an electric laboratory stirrer (500 rpm for 60 s).
  • grade 3 was given to samples in which a very solid, compact sediment was formed that could not be redispersed using the two methods just mentioned.
  • the viscosity was determined using two measuring methods. Either the viscosities were measured using an Anton Paar MCR 302 rheometer (50 mm plate - plate, 0.5 mm distance) at 25 ° C at different shear rates on freshly prepared formulations (Table 5), or using a rheometer Type DV2 T with type LV04 (64) spindles measured at 21 °C and different shear rates on freshly prepared formulations.
  • Table 11 Dispersion behavior - PIR powder Viscosities measured with spindle type LV04 (64)
  • Table 12 Formulation for testing the dispersion behavior
  • Table 13 Dispersion behavior - PUR powder Viscosities measured with spindle type LV04 (64)
  • spindle type LV04 614
  • an improvement in sedimentation stability and/or redispersibility compared to formulations without compounds according to the invention could be achieved.
  • the formation of a solid, compact sediment could be avoided.
  • the invention therefore enables very good redispersibility of the solid in the event of sedimentation after very long storage, so that, for example, constant stirring or mixing during storage is no longer necessary.

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

Abstract

L'invention concerne une composition pour la production de polyuréthane, de préférence de mousse PU, de préférence de mousse PU rigide, comprenant un composant polyisocyanate, un composant polyol, éventuellement un agent gonflant, au moins une charge solide, et éventuellement au moins un catalyseur qui catalyse la formation d'une liaison uréthane ou isocyanurate, la composition contenant au moins un tensioactif à base d'un composé ammonium quaternaire.
EP23761541.4A 2022-08-31 2023-08-28 Production de mousse de polyuréthane Pending EP4581072A1 (fr)

Applications Claiming Priority (2)

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EP22193056 2022-08-31
PCT/EP2023/073496 WO2024046954A1 (fr) 2022-08-31 2023-08-28 Production de mousse de polyuréthane

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EP4581072A1 true EP4581072A1 (fr) 2025-07-09

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US (1) US20260071021A1 (fr)
EP (1) EP4581072A1 (fr)
JP (1) JP2025528473A (fr)
KR (1) KR20250056235A (fr)
CN (1) CN119894953A (fr)
MX (1) MX2025000680A (fr)
WO (1) WO2024046954A1 (fr)

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MX2025000680A (es) 2025-03-07
WO2024046954A1 (fr) 2024-03-07
CN119894953A (zh) 2025-04-25
JP2025528473A (ja) 2025-08-28
US20260071021A1 (en) 2026-03-12

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