EP3331933A1 - Verfahren zur herstellung polyesterurethanweichschaumstoffen mit erhöhter stauchhärte - Google Patents

Verfahren zur herstellung polyesterurethanweichschaumstoffen mit erhöhter stauchhärte

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Publication number
EP3331933A1
EP3331933A1 EP16747507.8A EP16747507A EP3331933A1 EP 3331933 A1 EP3331933 A1 EP 3331933A1 EP 16747507 A EP16747507 A EP 16747507A EP 3331933 A1 EP3331933 A1 EP 3331933A1
Authority
EP
European Patent Office
Prior art keywords
koh
component
glycol
polyol
polyester
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Withdrawn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
EP16747507.8A
Other languages
German (de)
English (en)
French (fr)
Inventor
Bert Klesczewski
Edward Browne
Stephanie GRÜNERT
Mandy VON CHAMIER
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.)
Covestro Intellectual Property GmbH and Co KG
Original Assignee
Covestro Deutschland AG
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 Covestro Deutschland AG filed Critical Covestro Deutschland AG
Publication of EP3331933A1 publication Critical patent/EP3331933A1/de
Withdrawn legal-status Critical Current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
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1833—Catalysts containing secondary or tertiary amines or salts thereof having ether, acetal, or orthoester 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
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/20—Heterocyclic amines; Salts thereof
    • C08G18/2009—Heterocyclic amines; Salts thereof containing one heterocyclic ring
    • 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
    • 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
    • C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4072—Mixtures of compounds of group C08G18/63 with other macromolecular compounds
    • 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
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
    • C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
    • C08G18/4241—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols from dicarboxylic acids and dialcohols in combination with polycarboxylic acids and/or polyhydroxy compounds which are at least trifunctional
    • 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
    • C08G18/63—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers
    • C08G18/632—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers onto polyethers
    • 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
    • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
    • 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
    • C08G2110/0008—Foam properties flexible
    • 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
    • C08G2110/0041—Foam properties having specified density
    • C08G2110/005—< 50kg/m3
    • 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
    • C08G2110/0083—Foam properties prepared using water as the sole blowing agent
    • 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
    • C08G2350/00—Acoustic or vibration damping material

Definitions

  • the subject matter of the present invention relates to a process for the production of polyester urethane flexible foams with increased compression hardness, as well as the polyester urethane flexible foams obtainable therefrom.
  • Polyurethane (PU) soft foam fabrics are used in a variety of industrial and domestic technical applications, such as noise reduction, mattress making, furniture upholstery, and the automotive industry.
  • the preparation of the flexible polyurethane foams is usually carried out by reacting di- and polyisocyanates with compounds containing at least two hydrogen atoms reactive with isocyanate groups, in the presence of blowing agents and customary auxiliaries and additives.
  • customary flexible polyurethane foams have low compression hardnesses of max. approx. 6 kPa according to DIN EN ISO 3386-. Demands for higher compression hardnesses have not been fulfilled so far.
  • WO 2005/097863-A discloses a process for the preparation of polyurethane foams using the polymer polyols in admixture with compounds having at least two isocyanate-reactive hydrogen atoms. The process is aimed at the production of rigid foams in particular.
  • AI 1 to 60 wt .-% of a polymer polyol component comprising at least one Polynierpolyoi having a hydroxyl number of 10 to 100 mg KOH / g, soft as filler 5 to 50 wt .-% of a polymer and as the base polyol at least one polyether polyol and / or at least one Polyethercarbonatepolyol having a content of ethylene oxide of 30 to 90 wt .-%, of propylene oxide 10 to 70 wt .-% and of carbon dioxide from 0 to 35 wt .-%, each based on the total amount of propylene oxide, ethylene oxide and carbon dioxide in the polyether polyol or Polyethercabonatpolyol or in their mixtures contains,
  • A2) 40 to 99 wt .-% of a polyester polyol component comprising at least one
  • Polyester polyol having a hydroxyl number of 30 to 90 mg KOH / g
  • one or more additives selected from the group consisting of Christsverzögerem, cell regulators, pigments, dyes, flame retardants, plasticizers, fungistatic and bacteriostatic substances, fillers and release agents.
  • Component A contains 1 to 60% by weight of component Al and 40 to 99% by weight of component A2, preferably 5 to 50% by weight of component Al and 50 to 95% by weight of component A2, particularly preferably 10 to 40% by weight % Of component AI and 60 to 90% by weight of component A2.
  • Polymer polyols are understood as meaning polyols which contain fractions of monomers which are suitable for radical polymerization in a base polyol and which contain solid polymers.
  • the polyether polyols and polyether carbonate polyols used as base polyol have a hydroxyl number according to DIN 53240 of> 20 mg KOH / g to ⁇ 250 mg KOH / g, preferably from> 20 to ⁇ 12 mg KOH / g and more preferably> 20 mg KOH / g to ⁇ 80 mg KOH / g and a proportion of ethylene oxide of 30 to 90 wt .-% and of propylene oxide from 10 to 70 wt .-% and 0 to 35 wt .-% of carbon dioxide, preferably from 40 to 80 parts by weight.
  • the preparation of the Polyetherpolyoie can be carried out by catalytic addition of ethylene oxide and propylene oxide and optionally one or more further Aikylenoxiden to one or more H-functional starter compounds.
  • the polyethercarbonate polyol (s) to be used according to the invention may e.g. by catalytic reaction of ethylene oxide and propylene oxide, optionally other alkylene oxides, and carbon dioxide in the presence of H-functional starter substances (see for example EP-A 2046861).
  • alkylene oxides As further alkylene oxides (epoxides) it is possible to use alkylene oxides having 2 to 24 carbon atoms.
  • the alkylene oxides having 2 to 24 carbon atoms are, for example, one or more compounds selected from the group consisting of 1-butene oxide. 2,3-butene oxide, 2-methyl-1-yl-1,2-propenoxid (isobutene oxide), 1-pentene oxide, 2,3-pentene oxide, 2-methyl-1,2-butene oxide, 3-methyl-1,2 butene oxide, 1 -hexene oxide. 2, 3 -hexene oxide, 3,4-hexene oxide, 2-methyl-1, 2-pentenoxide, 4-M ethyl-1, 2-pentenoxide.
  • 1,2-butylene oxide is used as further alkylene oxide.
  • the alkylene oxides can be fed to the reaction mixture individually, in a mixture or in succession. They may be random or block copolymers. If the alkylene oxides are metered in succession, then the products produced (polyether (carbonate) poiyole) contain polyether chains with block structures.
  • the H-functional starter compounds have functionalities of> 2 to ⁇ 6, preferably> 2 to ⁇ 4 and are preferably hydroxy-functional (OH-functional). Examples of hydroxy-functional starter compounds are propylene glycol, ethylene glycol, diethylene glycol, dipropylene glycol.
  • the starter compound used is preferably 1,2-propylene glycol and / or glycerol and / or trimethyloipropane and / or sorbitol.
  • the polymer polyols are obtained by free-radical polymerization of olefinically unsaturated monomers or mixtures of olefinically unsaturated monomers in the described polyether polyols.
  • monomers are butadiene, styrene, ⁇ -methylstyrene, methylstyrene, ethylstyrene, acrylonitrile, methacrylonitrile, methyl methacrylate, acrylic esters.
  • Preference is given to using styrene and / or acrylonitrile. Particularly preferred styrene and acrylonitrile.
  • the ratio of these two monomers is preferably 20:80 to 80:20, especially 70:30 to 30:70 parts by weight.
  • the initiation of the radical polymerization is carried out with conventional radical-forming initiators.
  • initiators are organic peroxides such as benzoyl peroxide, tert. Butyl octoate, dideanoyl peroxide; Azo compounds such as azoisobutyronitrile or 2,2'-azobis (2-methylbutyronitrile).
  • the filler content of the polymer is 5 to 50 wt .-%, preferably 10 to 40 wt .-%, particularly preferably 20 to 35 wt .-% (based on the mass of polymer polyol).
  • the polymer polyol has a hydroxyl number according to DIN 53240 of 10 to 100 mg KOH / g, preferably from> 15 to ⁇ 80 mg KOH / g and more preferably> 20 mg KOH / g to ⁇ 60 mg KOH / g.
  • polyester polyols used in the invention are obtainable by polycondensation of one or more di carboxylic acids A2.1 and at least one di- and / or polyhydric aliphatic alcohols A2.2, wherein the polycondensation can be carried out at least partially in the presence of a catalyst.
  • component A2 contains a polyester which is at least 95% by weight aliphatic polyester and whose Aikoholkomponente A2.2 is at least 90 wt .-% selected from the group consisting of Ethylengiykol, diethylene glycol and / or trimethylolpropane.
  • the polyesterpolyols A2 used have an acid number of less than 5 mg KOH / g, preferably less than 4 mg KOH g. This can be achieved by terminating the polycondensation when the acid number of the resulting reaction product is less than 5 mg KOH g, preferably less than 4 mg KOH g.
  • the polyester polyols A2 used have a hydroxyl number of 40 mg KOH g to 85 mg KOH g. preferably from 45 to 75 mg KOH g and a functionality of 2 to 6, preferably from 2 to 3, particularly preferably from 2.2 to 2.8 on.
  • Polyester component number of OH end groups / 'number of molecules (II)
  • the number of molecules is obtained by subtracting the moles of ester groups formed from the sum of the moles of all starting materials.
  • the number of moles of ester groups formed corresponds to the number of moles of water of reaction formed.
  • carboxylic anhydrides correspondingly less water is produced; when low-molecular alkyl esters are used, low-molecular-weight alcohol is formed at the water's part.
  • the number of OH end groups is obtained by sipping the moles of carboxyl groups converted into ester groups from the moles of OH nip used.
  • Component A2.1 comprises organic dicarboxylic acids having 2 to 12, preferably 2 to 10, carbon atoms between the carboxyl groups.
  • Suitable dicarboxylic acids are, for example, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid.
  • Component A2.1 may contain one or more dicarboxylic acids which are prepared by a fermentative process or have a biological origin. In addition to the aliphatic dicarboxylic acids mentioned, an amount of up to 10% by weight, based on A2.1. of aromatic dicarboxylic acid, such as phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid and / or their Diaikylester be used.
  • Component A2.2 comprises dihydric and / or polyhydric aliphatic alcohols and / or polyether alcohols having a molecular mass of> 62 g / mol to ⁇ 400 g mol. These include, for example, 1, 4-dihydroxycyclohexane, 1, 2-propanediol.
  • 1,3-propanediol 2-methylpropanediol-1,3, 1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol, neopentyl glycol, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, dibutylene glycol, tripropylene glycol, Glycerol, pentaerythritol and / or trimethylolpropane.
  • neopentyl glycol diethylene glycol, triethylene glycol, trimethylolpropane and / or glycerol, particularly preferably ethylene glycol, diethylene glycol and / or trimethylolpropane.
  • the alcohols mentioned have boiling points at which a discharge can be avoided together with water of reaction and tend at the usual reaction temperatures also not to undesirable side reactions.
  • the polyester condensation may be carried out with or without suitable catalysts known to those skilled in the art.
  • the ester condensation reaction can be carried out at reduced pressure and elevated temperature with simultaneous removal by distillation of the water formed in the condensation reaction, or low molecular weight alcohol. It can also be carried out by the azeotrope process in the presence of an organic solvent such as toluene as an entrainer or by the carrier gas method, ie by expelling the resulting water with an inert gas such as nitrogen or carbon dioxide.
  • an organic solvent such as toluene as an entrainer or by the carrier gas method, ie by expelling the resulting water with an inert gas such as nitrogen or carbon dioxide.
  • the reaction temperature in the polycondensation is preferably> 150 ° C to ⁇ 250 ° C.
  • the temperature may also be in a range from> 180 ° C to ⁇ 230 ° C.
  • component A may contain further isocyanate-reactive group-containing compounds A3.
  • These are compounds with at least two isocyanate-reactive hydrogen atoms and a molecular weight of 32 to 399 used. These include hydroxyl groups and / or amino groups and / or thiol groups and / or carboxyl groups Compounds, preferably compounds having hydroxyl groups and / or amino groups, which serve as chain extenders or crosslinking agents. As a rule, these compounds have from 2 to 8, preferably from 2 to 4, hydrogen atoms reactive toward isocyanates. For example, ethanolamine, diethanolamine, triethanolamine, sorbitol and / or glycerol can be used. Further examples are described in EP-A 0 007 502, pages 16-17.
  • component B aliphatic, cycloaliphatic, araliphatic, aromatic and heterocyclic polyisocyanates are used, as they are e.g. by W. Siefken in Justus Liebigs Annalen der Chemie, 562 pages 75 to 136, for example those of the formula (I)
  • n 2 - 4, preferably 2 -3,
  • Q is an aliphatic hydrocarbon radical having 2 to 18, preferably 6 to 10 C atoms, a cycloaliphatic hydrocarbon radical having 4 to 15, preferably 6 to 13 C atoms or an araliphatic hydrocarbon radical having 8 to 15, preferably 8 to 13, C atoms.
  • polyisocyanates as described in EP-A 0 007 502, pages 7-8.
  • Particularly preferred are generally the technically readily available polyisocyanates, for example the 2,4- and 2,6-toluene diisocyanate, and any mixtures of these isomers ("TDI”);
  • Polyphenylpolymethylenpolyisocyanate, as by aniline-formaldehyde condensation and subsequent phosgenation are prepared (“crude MDI”) and carbodiimide, urethane, allophanate, isocyanurate, urea groups or biuret polyisocanates (“modified polyisocyanates”), in particular those modified polyisocyanates derived from 2,4- and / or 2,6-toluene diisocyanate or
  • component B at least one compound selected from the group consisting of 2,4- and 2,6-tolylene diisocyanate, 4,4'- and 2 is derived from 4,4'- and / or 2,4
  • the preparation of the polyurethane according to the invention is carried out at a coefficient of from 75 to 120, preferably from 85 to 15.
  • the physical blowing agent for example, carbon dioxide and / or volatile organic substances, e.g. Dichloromethane, used.
  • additives and additives are used, such as
  • reaction retarders eg acidic substances such as hydrochloric acid or organic acid halides
  • cell regulators such as paraffins or fatty alcohols or dimethylpolysiloxanes
  • Pigments such as, for example, tricresyl phosphate
  • stabilizers against aging and weathering effects e.g., tricresyl phosphate
  • Plasticizers such as barium sulfate, kieselguhr, soot or slag solids
  • fillers such as barium sulfate, kieselguhr, soot or slag solids
  • auxiliaries and additives are described, for example, in EP-A 0 000 389, pages 18 to 21. Further examples of additives and additives which may optionally be used according to the invention and details of the manner of use and mode of action of these auxiliary substances and additives are given in the Kunststoff-Handbuch. Volume VI I, edited by (i.Oertei, Carl Hanser Verlag, Kunststoff, 3rd edition, 1993, for example, at pages 104-127.
  • the catalysts used are preferably: aliphatic tertiary amines (for example trimethylamine, tetramethylbutanediamine, 3-dimethylaminopropylamine, N, N-bis (3-dimethylaminopropyl) -N-isopropanolamine), cycloaliphatic tertiary amines (for example 1,4-diaza ( 2,2,2) bicyclooctane), aliphatic aminoethers (for example bisdimethylaminoethyl ether, 2- (2-dimethylaminoethoxy) ethanol and N, N, N-tri methyl-1-N-hydroxyethyl-bisaminoethyl ether), cycloaliphatic aminoethers (for example ⁇ - ⁇ ), aliphatic amide, cycloaliphatic Amidme, urea and derivatives of urea (such as Aminoalk lharnsto ffe, see, for example, EP-A
  • Tin (II) salts of carboxylic acids can also be used as catalysts, it being preferable for the respective underlying carboxylic acid to have from 2 to 20 carbon atoms. Particularly preferred are the tin (II) salt of 2-ethylhexanoic acid (ie stannous (2-ethylhexanoate)), the stannous salt of 2-butyloctanoic acid, the tin (II) salt of 2-ethylhexanoate. Hexyl decanoic acid, the stannous salt of neodecanoic acid, the stannous salt of oleic acid, the stannous salt of ricinoleic acid, and stannous laurate.
  • 2-ethylhexanoic acid ie stannous (2-ethylhexanoate
  • 2-butyloctanoic acid 2-butyloctanoic acid
  • Tin (IV) compounds such as dibutyltin oxide, dibutyltin dichloride, dibutyltin diacetate, dibutyltin dilaurate, dibutyltin maleate or dioctyltin diacetate may also be used as catalysts. Of course, all mentioned catalysts can also be used as mixtures.
  • isocyanate-based foams are known per se and e.g. in DE-A 1 694 142, DE-A 1 694 2 1 5 and DE-A 1 720 768 and in the Plastics Handbook Volume VII, Polyurethane, edited by Vieweg and Höchtlein, Carl Hanser Verlag Kunststoff 1966, and in the new edition of this Buches, edited by (i.Oertel, Carl Hanser Verlag Kunststoff, Vienna 1993, described.
  • the polyurethane foams can be prepared by various methods of slabstock foam molding or in molds.
  • the reaction components are reacted by the known one-step process, the prepolymer process or the semiprepolymer process, preferably using mechanical equipment as described in US Pat. No. 2,764,565.
  • the foaming can also be carried out in closed molds.
  • the reaction mixture is introduced into a mold.
  • a molding material is metal, for example aluminum, or plastic, eg epoxy resin in question.
  • the mold foams the foamable reaction mixture and forms the molding.
  • the foaming of the mold can be carried out in such a way that the molded part has cell structure on its surface.
  • the molded part has a compact skin and a / eil igen core.
  • According to the invention can be in Proceed in this connection so that one enters into the mold so much foamable reaction mixture that the foam formed just fills the mold. But you can also work so that one enters more foamable reaction mixture into the mold, as is necessary for filling the mold interior with foam. In the latter case, what is referred to as "overcharging” is thus worked on, such a procedure being known, for example, from US 3,178,490 and US 3,182,104.
  • the polyurethane foams are preferably prepared by continuous foaming in blocks.
  • the process according to the invention is preferably used for the production of flexible polyurethane foams having a bulk density (also referred to as density) of from 18 kg.sup.-3 to 80 kg.sup.-3 , more preferably from 20 kg to from 3 to 70 kg.sup.- 3
  • a bulk density also referred to as density
  • Process polyurethane soft foams obtainable by the process of the invention are likewise provided by the present invention.
  • Polyol AI 31% filler polymer polyol prepared by in situ polymerization of styrene and acrylonitrile (40:60 ratio) in a 2000 molecular weight polyether polyol, calculated functionality 2.0, and a 50/50 ratio of ethylene oxide and propylene oxide.
  • the polymer polyol thus obtained had a hydroxyl value of 38 mg KOH / g and a viscosity of 4625 mPa.s at 25 ° C.
  • Polyol A2 Polyester polyol based on trimethylolpropane, diethylene glycol and adipic acid having a hydroxyl number of 60 mg KOH / g, available as Desmophen® 2200 B (Bayer MaterialScience AG, Leverkusen)
  • A5-1 siloxane-based foam stabilizer Tegostab® B 8324, (Evonik
  • Isocyanate B-1 Mixture of 80% by weight 2,4- and 20% by weight 2,6-toluene diisocyanate, available under the name Desmodur® T 80, (Bayer MaterialScience AG, Leverkusen)
  • A5-3 (catalyst): Niax® A 30, amine catalyst, (Momentive Performance Materials GmbH, Leverkusen)
  • A5-4 (catalyst): Addocat® 1 17, amine catalyst, (Rhein Chemie Rheinau mbH.
  • the viscosity was determined according to DI 53019 at a shear rate of 5 s -1 .
  • the hydroxyl number was determined according to DIN 53240.
  • Polyurethane foams were prepared according to the recipes given in the table below.
  • Examples 1 and 2 are examples according to the invention, examples 3 and 4 are comparative examples.
  • the results show that in the inventive use of Polymerpoiyolen type AI and otherwise identical formulation at the same NCO index foams are obtained with increased compression hardness compared to the foam according to Example 3.
  • Example 4 demonstrates that the use of an excessive proportion of polymer polyols of the AI is not suitable for the production of foams.

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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)
  • Polyurethanes Or Polyureas (AREA)
EP16747507.8A 2015-08-04 2016-08-03 Verfahren zur herstellung polyesterurethanweichschaumstoffen mit erhöhter stauchhärte Withdrawn EP3331933A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP15179656 2015-08-04
PCT/EP2016/068518 WO2017021439A1 (de) 2015-08-04 2016-08-03 Verfahren zur herstellung polyesterurethanweichschaumstoffen mit erhöhter stauchhärte

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JP6892853B2 (ja) 2021-06-23
US20180223030A1 (en) 2018-08-09
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JP2018522129A (ja) 2018-08-09
WO2017021439A1 (de) 2017-02-09

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