DE2238242A1 - Formaldehyde-modified polyether polyurethane foam - from polyether polyol, diisocyanato toluene and formaldehyde liberator - Google Patents

Formaldehyde-modified polyether polyurethane foam - from polyether polyol, diisocyanato toluene and formaldehyde liberator

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Publication number
DE2238242A1
DE2238242A1 DE2238242A DE2238242A DE2238242A1 DE 2238242 A1 DE2238242 A1 DE 2238242A1 DE 2238242 A DE2238242 A DE 2238242A DE 2238242 A DE2238242 A DE 2238242A DE 2238242 A1 DE2238242 A1 DE 2238242A1
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Prior art keywords
formaldehyde
added
polyol
liberator
diisocyanatotoluene
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Pending
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DE2238242A
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German (de)
Inventor
Heinz Dipl Chem Darmochwal
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Individual
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Individual
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Priority to DE2238242A priority Critical patent/DE2238242A1/en
Publication of DE2238242A1 publication Critical patent/DE2238242A1/en
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    • 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
    • C08J9/142—Compounds containing oxygen but no halogen atom
    • 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
    • C08G18/166—Catalysts not provided for in the groups C08G18/18 - C08G18/26
    • C08G18/168—Organic compounds
    • 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
    • C08J9/0014—Use of organic additives
    • C08J9/0023—Use of organic additives containing oxygen
    • 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
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/07—Aldehydes; Ketones
    • 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
    • C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • 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
    • C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04—Polyurethanes
    • 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
    • C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04—Polyurethanes
    • C08J2375/08—Polyurethanes from polyethers

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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)
  • Materials Engineering (AREA)
  • Emergency Medicine (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

Highly elastic, self-hardening polyurethane foams are mfrd. from polyether polyols, diisocyanato-toluene, water, activators, cross-linking agents and foam stabilisers, HCHO or an HCHO-liberating cpd. being added to the polyol before foaming.

Description

Verfahren zur Herstellung von polyurethanschäumen Die vorliegende Erfindung betrifft ein Diroktvorfahren zur Herstellung von Polyurethanschäumen auf Basis der Diisocyanat-Polyadditionsreaktiono Es ist bekannt, Polyurethanschaumstoffe auf Grundlage der Polyadditionsreaktion im Direkt- bs Einstufen-Verfahren herzustellen, wobei stets Polyole, Isocyanate und Wasser in Gegenwart von Stabilisateren, Katalysatoren und gegebenenfalls unter Zusatz von weiteren Treibmitteln und die physikalischen Eigenschaften der Schaumstoffe beeinflussenden Produkten miteinander umgesetzt werden. Als Polyole dienen dabei in der Hauptsache Polypropylenglykolather mit Molekulargewichten von 2000 - 6000.Process for the production of polyurethane foams The present The invention relates to a direct process for the production of polyurethane foams Basis of the diisocyanate polyaddition reaction o It is known to use polyurethane foams to produce on the basis of the polyaddition reaction in the direct to one-step process, always polyols, isocyanates and water in the presence of stabilizers, catalysts and optionally with the addition of further propellants and the physical Properties of the products influencing foams are implemented with one another. The main polyols used are polypropylene glycol ethers with molecular weights from 2000 - 6000.

Die technisch fast ausschließlich verwondeton Isocyanate sind die Torische von 2,4- und 2,6-Diisocyanato-tuluol und das rohe 4,4'-Diisocyanato-diphenylmethan, das vom Herstellungsprozess noch eine größere Menge von Polyisocyanaten und anderen Nebenprodukten enthält.The isocyanates, which are technically almost exclusively used, are the Toric of 2,4- and 2,6-diisocyanatoluene and the crude 4,4'-diisocyanatodiphenylmethane, that from the manufacturing process still a larger amount of polyisocyanates and others Contains by-products.

Bei den wegen ihrer hohen Elastizität in den letzten Jahren immer mehr an Bedeutung zunehmenden selbsthärtenden Polyurethanschäumen (in der Fachsprache auch als "Kaltschäume" bezeichnet) verwendet man als Polyole durch Einbau von primären Hydroxylgruppen aktivierte Polypropylenglykoläther und auf der Isocyanatseite Gemische aus Diisocyanato-toluol mit rohem 4,4'-Diisocyanato-diphenylmethan, rohes Diisocyanat-toluol oder auch Gemische des reinen Diisocyanato-toluols mit Isocyanuraten oder Allophanaten. Eine Herstellungsweise dieser hochelastischen, selbsthärtenden Schäume mit reinem Diisocyanato-toluol als Isocyanat-Komponente ist bisher nicht bekannt geworden.Always in recent years because of their high elasticity self-curing polyurethane foams (in technical terminology also known as "cold foams") are used as polyols by incorporating primary Hydroxyl group activated polypropylene glycol ethers and mixtures on the isocyanate side from diisocyanatotoluene with crude 4,4'-diisocyanatodiphenylmethane, crude diisocyanatotoluene or mixtures of pure diisocyanatotoluene with isocyanurates or allophanates. One way of producing these highly elastic, self-curing foams with pure Diisocyanatotoluene as an isocyanate component has not yet become known.

Es wurde nun gefunden, daß man aus den handelsüblichen, durch Äthoxylierung aktivierten Polyäther-Polyolen mit Hydrozylzahlen von 30 - 80 und reinem Diisocyanatotoluol-Gemischen (Isomeren-Verhältnis 2,4 : 2,6 = 80 : 20 oder 65 : 35) in Gegenwart von Wasser, Aminkatalysatoren und Schaumstabilisatoren hochelastische, selbsthärtende Schäume herstellen kann, wenn man dem zu verschäumenden Gemisch Formaldehyd als Gas oder wässrige Lösung oder Fermaldohyd-abspaltends Stoffe wie Dimethylol-Harnstoff oder wasserlösliche Vorkonsentate aus Melamin, Phenol oder Resorcin mit Formaldehyd zusetzt, bevor mit d.m Isocyanat gemischt wird. Überraschenderweise genügt schon eine Menge von 0,1 Gewichtsteilen, bezogen auf 100 Gewichtsteile des Polyols, um den Schaumzerfall völlig zu verhindern, der beobachtet wird, wenn die gleiche Rezeptur ohne Formaldehydzusatz verwendet wird.It has now been found that the commercially available, by ethoxylation activated polyether polyols with a hydrocyclic number of 30 - 80 and pure diisocyanatotoluene mixtures (Isomer ratio 2.4: 2.6 = 80:20 or 65:35) in the presence of water, Amine catalysts and foam stabilizers, highly elastic, self-curing foams can be produced if the mixture to be foamed is used as a gas or formaldehyde aqueous solution or Fermaldohyd-releasing substances such as dimethylol urea or adds water-soluble preconsentates of melamine, phenol or resorcinol with formaldehyde, before with d.m Isocyanate is mixed. Surprisingly enough already an amount of 0.1 part by weight, based on 100 parts by weight of the polyol, to completely prevent the foam breakdown observed when the same Formula without added formaldehyde is used.

Auch. mit größeren Mengen Formaldehyd lassen sich stabile Schäume erzeugen. Dabei werden dann die weiteren Effekte des Formaldehyds deutlich: die Reaktion wird sehr viel schneller, so daß der Aminkatalysator teilweise, in extremen Fällen sogar ganz zurückgenommen werden muß; die Schäume werden immer leichter, weil der Formaldehyd als Treibmittel wirkt.Even. stable foams can be formed with larger amounts of formaldehyde produce. The other effects of formaldehyde then become clear: the Reaction is much faster, so the amine catalyst partially, in extreme Cases even have to be withdrawn entirely; the foams are getting lighter because the formaldehyde acts as a propellant.

Mit steigendem Gehalt von Formaldehyd wird auch die Abbindezeit geringer.As the formaldehyde content increases, the setting time also decreases.

Die folgenden Beispiele erläutçrn das erfindungsgemäße Verfahren: Beispiel i 1000 Gewichtsteile Polyäther (Handelsname Voranol 4711) 18 11 Wasser 10 "- 30 %ige Lösung von Formaldehyd in Wasser 10 " wasserlösliches Silicon 4 " Triäthylamin 1 " Triäthylendiamin 300" Toluylendiisocyanat 80/20 werden in der obengenannten Reihenfolge schnell und intensiv miteinander vermischt und frei verschäumt.The following examples explain the process according to the invention: Example i 1000 parts by weight of polyether (trade name Voranol 4711) 18 11 water 10 "- 30% solution of formaldehyde in water 10" water-soluble silicone 4 " Triethylamine 1 "triethylenediamine 300" toluylene diisocyanate 80/20 will quickly and intensively mixed with one another in the above sequence and freely foamed.

Man erhält einen Schaum, der nach dem Aufbrechen der Zellen sehr elastisch ist und ein Raumgewicht von 37 kg/m3 hat.A foam is obtained which is very elastic after the cells have been broken open and has a density of 37 kg / m3.

Beispiel 2: Das in Beispiel 1 beschriebene Gemisch wird in eine mit Trennmittel versehene Form, deren Temperatur ca.Example 2: The mixture described in Example 1 is in a with Mold provided with a release agent, the temperature of which is approx.

350C beträgt, gegossen und die Form geschlossen. Nach 10 min entnimmt man das fertige Schaum-Formteil der Form, öffnet durch leichtes Drücken die geschlossenen Zellen. Je nach Füllungsgrad erhält man ein elastisches Schaumteil im Raumgewicht 42 - 48 kg/m3.350C, poured and the mold closed. Removed after 10 min the finished foam molded part of the mold is opened by gently pressing the closed one Cells. Depending on the degree of filling, an elastic foam part with a volume weight is obtained 42 - 48 kg / m3.

Beispiel 3 1000 Gewicht steile Polyol (Handelsname Desmophen 3900) 26,5 " Wasser 5 I1 30 %ige wässrige Formaldehyd-Lösung i " Dimethylol-harnstoff 0,5 n Hexamethylentetramin 10 " wasserlösliches Silicon Triäthylamin 1 " Triäthylendiamin 360 " Toluylendiisocyanat 65/35 werden intensiv miteinander vermischt und frei verschäumt. Nach dem Aufbrechen der Zellen erhält man einen weich-elastischen Schaum mit einem Raumgewicht von 3i kg/m3.Example 3 1000 parts by weight of polyol (trade name Desmophen 3900) 26.5 "water 5 I1 30% aqueous formaldehyde solution i" dimethylol urea 0.5 n hexamethylenetetramine 10 "water-soluble silicone triethylamine 1" triethylenediamine 360 "tolylene diisocyanate 65/35 are intensively mixed with one another and foamed freely. After the cells have been broken open, a soft, elastic one is obtained Foam with a density of 3i kg / m3.

Beispiel 4: Das in Beispiel 3 beschriebene Gemisch wird in eine mit Trennmittel versehene Form, deren Temperatur ca.Example 4: The mixture described in Example 3 is in a with Mold provided with a release agent, the temperature of which is approx.

35°C beträgt, gegossen und die Form geschlossen. Nach 10 min entnimmt man das fertige Schaum-Formteil der Form, öffnet durch leichtes Drücken die geschlessenen Zellen. Je nach Füllungsgrad erhält man ein elastisches Schaumteil im Raumgewicht 36 - 40 kg/m3.35 ° C, poured and the mold closed. Removed after 10 min the finished foam molded part of the mold is opened by gently pressing the closed one Cells. Depending on the degree of filling, an elastic foam part with a volume weight is obtained 36 - 40 kg / m3.

Claims (9)

PatentansprücheClaims Verfahren zur Herstellung von elastischen Polyurethanschäumen aus Polyäther-Polyolen, Diisocyanato-toluol, Wasser, Aktivatoren, Vernetzungsmitteln und Schaumstabilisatoren, dadurch gekennzeichnet, daß dem Polyol vor der Verschäumung Formaldehyd oder Formaldehyd ab spaltende Verbindungen zugesetzt werden 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß als Polyäther-Polyole solche verwendet werden, die Hydroxylzahlen zwischen 30 und 80 besitzen und bei denen der Gehalt an primären Hydroxylgruppen mindestens 10 % der gesamten Hydroxylmenge beträgt. Process for the production of elastic polyurethane foams Polyether polyols, diisocyanatotoluene, water, activators, crosslinking agents and foam stabilizers, characterized in that the polyol before foaming Formaldehyde or compounds which split off formaldehyde are added 2nd process according to claim 1, characterized in that such polyether polyols are used which have hydroxyl numbers between 30 and 80 and where the content of primary hydroxyl groups is at least 10% of the total amount of hydroxyl. 3. Verfahren nach Anspruch 1 und 2, dadurch gekennzeichnet, daß als Isocyanat handelsübliche Gemische aus 24 und 2,6-Diisocyanato-toluol verwendet werden, wobei der Anteil der 2,4-Verbindung zwischen 65 und 80 X liegen kann.3. The method according to claim 1 and 2, characterized in that as Isocyanate commercial mixtures of 24 and 2,6-diisocyanatotoluene are used, where the proportion of the 2,4-compound can be between 65 and 80%. 4. Verfahren nach Anspruch 1- 3, dadurch gekennzeichnet, daß der Anteil an Formaldehyd mindestens 0,03 Qewichtsprozent, bezogen auf das Polyol, beträgt.4. The method according to claim 1- 3, characterized in that the proportion of formaldehyde is at least 0.03 percent by weight, based on the polyol. 5. Verfahren nach Anspruch 1 - 4, dadurch gekennzeichnet, daß der Formaldehyd als Gas zugegeben wird.5. The method according to claim 1-4, characterized in that the Formaldehyde is added as a gas. 6. Verfahren nach Anspruch 1 - 4, dadurch gekennzeichnet, daß der Formaldehyd in wassriger Lösung zugefügt wird.6. The method according to claim 1-4, characterized in that the Formaldehyde is added in aqueous solution. 7. Verfahren nach Anspruch 1 - 4, dadurch gekeen° zeichnet, daß Formaldehyd abspaltende Substanzen zugefügt werden.7. The method according to claim 1 - 4, characterized gekeen ° records that formaldehyde separating substances are added. 8. Verfahren nach Anspruch 1 - 4 und 7, dadurch gekennzeichnet, daß als Formaldehyd abspaltende Mittel Verbindungen des Formaldehyds mit Harnstoff, Melanin, Phenol, Resorcin oder Ammoniak verwendet werden.8. The method according to claim 1-4 and 7, characterized in that as formaldehyde-releasing agents, compounds of formaldehyde with urea, Melanin, phenol, resorcinol or ammonia can be used. 9. Verfahren nach Anspruch i - 8, dadurch gekennzeichnet, daß dem Polyol mehrere der in den An sprüchen 4 - 8 genannten Stoffe zugesetzt werden.9. The method according to claim i - 8, characterized in that the Polyol several of the substances mentioned in claims 4 - 8 are added.
DE2238242A 1972-08-03 1972-08-03 Formaldehyde-modified polyether polyurethane foam - from polyether polyol, diisocyanato toluene and formaldehyde liberator Pending DE2238242A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE2238242A DE2238242A1 (en) 1972-08-03 1972-08-03 Formaldehyde-modified polyether polyurethane foam - from polyether polyol, diisocyanato toluene and formaldehyde liberator

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2238242A DE2238242A1 (en) 1972-08-03 1972-08-03 Formaldehyde-modified polyether polyurethane foam - from polyether polyol, diisocyanato toluene and formaldehyde liberator

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DE2238242A1 true DE2238242A1 (en) 1974-02-14

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2465756A1 (en) * 1979-09-19 1981-03-27 Tenneco Chem PROCESS FOR PRODUCING POLYURETHANE FOAMS
EP0617067A1 (en) * 1993-03-25 1994-09-28 Bayer Ag Process for producing polyurethane-foams

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2465756A1 (en) * 1979-09-19 1981-03-27 Tenneco Chem PROCESS FOR PRODUCING POLYURETHANE FOAMS
DE3035466A1 (en) * 1979-09-19 1981-04-09 Tenneco Chemicals Inc., 07662 Saddle Brook, N.J. POLYURETHANE SOFT FOAMS AND METHOD FOR THE PRODUCTION THEREOF
EP0617067A1 (en) * 1993-03-25 1994-09-28 Bayer Ag Process for producing polyurethane-foams
US5416130A (en) * 1993-03-25 1995-05-16 Bayer Aktiengesellschaft Process for the production of polyurethane foams

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