AT389878B - HIGH-TEMPERATURE-RESISTANT POLYURETHANE FOAMS OF LOW DENSITY, METHOD FOR THEIR PRODUCTION AND THEIR USE - Google Patents

HIGH-TEMPERATURE-RESISTANT POLYURETHANE FOAMS OF LOW DENSITY, METHOD FOR THEIR PRODUCTION AND THEIR USE Download PDF

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Publication number
AT389878B
AT389878B AT0019188A AT19188A AT389878B AT 389878 B AT389878 B AT 389878B AT 0019188 A AT0019188 A AT 0019188A AT 19188 A AT19188 A AT 19188A AT 389878 B AT389878 B AT 389878B
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Austria
Prior art keywords
weight
parts
polyol
density
polyurethane foam
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AT0019188A
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German (de)
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ATA19188A (en
Inventor
Wolfgang Gangl
Herbert Kreindl
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Danutec Werkstoff
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Priority to AT0019188A priority Critical patent/AT389878B/en
Priority to FR898900683A priority patent/FR2626577B1/en
Publication of ATA19188A publication Critical patent/ATA19188A/en
Application granted granted Critical
Publication of AT389878B publication Critical patent/AT389878B/en

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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
    • C08G18/28—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
    • C08G18/48—Polyethers
    • C08G18/487—Polyethers containing cyclic groups
    • C08G18/4883—Polyethers containing cyclic groups containing cyclic groups having at least one oxygen atom 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
    • C08G18/2805—Compounds having only one group containing active hydrogen
    • C08G18/285—Nitrogen containing 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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3838—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing cyano groups
    • 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
    • C08K3/28—Nitrogen-containing 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
    • C08G2110/00—Foam properties
    • C08G2110/0041—Foam properties having specified density
    • C08G2110/0066—≥ 150kg/m3

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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)

Description

Nr. 389878No. 389878

Die Erfindung betrifft Polyurethanschäume niedriger Dichte mit verbesserter Temperaturbeständigkeit, Verfahren zu ihrer Herstellung und deren Verwendung. Polyurethanschäume niedriger Dichte, das sind Schäume einer Dichte von 150 - 300 kg/m^ neigen bei Temperaturbelastungen von über 100°C zu Kemverbrennung, Versprödung, Ausgasen und Aufbauchen. Diese Erscheinungen sind insbesondere dann von großem Nachteil, wenn der Polyurethanschaum bzw. Formteile laminiert, kaschiert, lackiert oder verklebt werden sollen, da diese Arbeitsgänge entweder höhere Temperaturen erfordern oder nur bei höheren Temperaturen mit kurzer Taktzeit und somit vorteilhaft durchgeführt werden können.The invention relates to low density polyurethane foams with improved temperature resistance, processes for their production and their use. Low density polyurethane foams are foams with a density of 150 - 300 kg / m ^ and tend to core burn, embrittlement, outgassing and bulging when exposed to temperatures above 100 ° C. These phenomena are particularly disadvantageous when the polyurethane foam or molded parts are to be laminated, laminated, lacquered or glued, since these operations either require higher temperatures or can only be carried out advantageously at higher temperatures with a short cycle time.

Aufgabe der Erfindung war es daher, einen Polyurethanschaum einer Dichte von 150 - 300 kg/m^ bereitzustellen, der einer Temperaturbelastung von über 100°C ohne Konturänderung standhält. Überraschenderweise besitzen Polyurethanschäume, die aus Isocyanat, einem Polyetherpolyol auf Zuckerbasis und Cyanamid hergestellt werden, diese Eigenschaften.The object of the invention was therefore to provide a polyurethane foam with a density of 150-300 kg / m ^ which can withstand a temperature load of over 100 ° C. without changing the contour. Surprisingly, polyurethane foams made from isocyanate, a sugar-based polyether polyol and cyanamide have these properties.

Gegenstand der Erfindung ist demnach ein hochtemperaturbeständiger Polyurethanschaum einer Dichte von 150 bis 300 kg/m^, hergestellt durch Reaktion eines organischen Isocyanats mit einem Polyol, einem Katalysator für die Polyadditionsreaktion, Treibmittel, Stabilisator und einer zusätzlichen Komponente, dadurch gekennzeichnet, daß das Polyol zu mind. 95 % ein Polyetherpolyol auf Zuckerbasis ist, und als zusätzliche Komponente 0,1 bis 1 Gew.T. Cyanamid pro 100 Gew.T. Polyol eingesetzt wird.The invention accordingly relates to a high-temperature-resistant polyurethane foam with a density of 150 to 300 kg / m 2, produced by reaction of an organic isocyanate with a polyol, a catalyst for the polyaddition reaction, blowing agent, stabilizer and an additional component, characterized in that the polyol at least 95% is a sugar-based polyether polyol, and as an additional component 0.1 to 1 part by weight Cyanamide per 100 parts by weight Polyol is used.

Als Isocyanatkomponente werden übliche organische Isocyanate verwendet, beispielsweise aliphatische, cycloaliphatische, aromatische oder heterocyclische Isocyanate oder Mischungen davon. Geeignete Isocyanate sind beispielsweise 1,4-Tetramethylendiisocyanat, 1,12-Dodecandiisocyanat, Cyclobuten-l,3-diisocyanat, Phenylendiisocyanate, Toluylendiisocyanate, Diphenylethandiisocyanate, Diphenylmethandiisocyanate, Naphthylendiisocyanate, Hexamethylendiisocyanat, Trimethylhexamethylendiisocyanat. Vorzugsweise werden Diphenylethandiisocyanate oder Diphenylmethandiisocyanate eingesetztConventional organic isocyanates are used as the isocyanate component, for example aliphatic, cycloaliphatic, aromatic or heterocyclic isocyanates or mixtures thereof. Suitable isocyanates are, for example, 1,4-tetramethylene diisocyanate, 1,12-dodecane diisocyanate, cyclobutene-1,3-diisocyanate, phenylene diisocyanates, tolylene diisocyanates, diphenylethane diisocyanates, diphenylmethane diisocyanates, naphthylene diisocyanates, hexamethylene diisocyanate, trimethylhexamethylene diamine. Diphenylethane diisocyanates or diphenylmethane diisocyanates are preferably used

Das Polyol besteht zu mindestens 95 Gew.% bezogen auf die Gesamtmenge an Polyol aus Polyetherpolyol auf Zuckerbasis, vorzugsweise aus einem Polyetherpolyol auf Saccharosebasis (Baytherm VPPU 1240). Eine gegebenenfalls eingesetzte Polyolmischung kann bis zu 5 Gew.% eines anderen üblichen Polyols enthalten, beispielsweise ein Polyesterpolyol, ein Polyether-Polyesterpolyol oder ein anderes Polyetherpolyol.The polyol consists of at least 95% by weight, based on the total amount of polyol, of sugar-based polyether polyol, preferably of a sucrose-based polyether polyol (Baytherm VPPU 1240). An optionally used polyol mixture can contain up to 5% by weight of another conventional polyol, for example a polyester polyol, a polyether polyester polyol or another polyether polyol.

Als zusätzliche Komponente werden bei der Herstellung der erfindungsgemäßen Polyurethanschaumstoffe 0,1-1 Gew.T.,· vorzugsweise 0,25 - 0,75 Gew.T. Cyanamit, pro 100 Gew.T. Polyol verwendet Cyanamid wird etwa in Form einer wäßrigen 50 %igen Lösung eingesetzt, wobei der pH-Wert der ursprünglich sauren Lösung auf 6,5 - 7 eingestellt wird.0.1-1 part by weight, preferably 0.25-0.75 part by weight, are used as additional components in the production of the polyurethane foams according to the invention. Cyanamite, per 100 parts by weight Polyol used Cyanamide is used in the form of an aqueous 50% solution, the pH of the originally acidic solution being adjusted to 6.5-7.

Da Cyanamid aus Stabilitätsgründen in saurer Lösung gelagert wird, muß die Lösung mittels einer Lauge, beispielsweise NaOH neutralisiert werden.Since cyanamide is stored in acidic solution for reasons of stability, the solution must be neutralized by means of an alkali, for example NaOH.

Als Katalysatoren für die Polyadditionsreaktion können alle üblichen Katalysatoren eingesetzt werden, beispielsweise Organometallverbindungen, wie Zinnoktanoat, Dimethylzinndilaureat, Dibutylzinndilaureat, Dibutylzinndiacetat, Bleioleat, Vanadiumpentoxide oder Mischungen davon, tertiäre Amine wie Triethylendiamin, Triethylamin, Dimethylcyclohexylamin, N-Ethylpiperidin.All conventional catalysts can be used as catalysts for the polyaddition reaction, for example organometallic compounds such as tin octanoate, dimethyltin dilaurate, dibutyltin dilaurate, dibutyltin diacetate, lead dioleate, vanadium pentoxides or mixtures thereof, tertiary amines such as triethylene diamine, triethylamine, dimethylcyclohexylamine,

Als Treibmittel werden üblicherweise Wasser, Kohlenwasserstoffe, halogenierte Kohlenwasserstoffe, wie Methylenchlorid oder Trichtarmonofluormethan eingesetztWater, hydrocarbons, halogenated hydrocarbons, such as methylene chloride or trichtarmonofluoromethane, are usually used as blowing agents

Der Polyurethanschaum kann übliche Zusätze, wie Füllstoffe, Stabilisatoren, Farbstoffe enthalten, wobei Farbstoffe üblicherweise in Mischung mit einem Polyol eingesetzt werden.The polyurethane foam can contain conventional additives, such as fillers, stabilizers, dyes, dyes usually being used in a mixture with a polyol.

Der erfindungsgemäße Polyurethanschaum kann für die Herstellung von Schaumkemen niedriger Dichte, die bei der Weiterverarbeitung hoher Temperaturbelastungen ausgesetzt werden müssen, verwendet werden. Beispielsweise kann der erfindungsgemäße Polyurethanschaum für Kerne von Ballschlägerstegen, wie Tennisschläger, Badmintonschläger, Squashschläger verwendet werden, ferner für Schikeme für Schier in Leichtbauweise, die anschließend mit Ober- bzw. Untergurt laminiert, bzw. verklebt werden, für das Blatt von Eishockeyschlägern, als Kern für Finnschwerter von Surfbrettern, Spoiler und Teile im Automobilbau.The polyurethane foam according to the invention can be used for the production of low density foam cores which have to be exposed to high temperature loads during further processing. For example, the polyurethane foam according to the invention can be used for cores of ball racket bars, such as tennis racquets, badminton racquets, squash racquets, furthermore for chicas for lightweight skis, which are then laminated or glued with upper or lower chord, for the sheet of ice hockey sticks, as the core for Finnswords of surfboards, spoilers and parts in the automotive industry.

Beispiel 1 100 Gew.T. 15 Gew.T. 2 Gew.T. 03 Gew.T. 1 Gew.T. 1 Gew.T. 5 Gew.T. 130 Gew.T.Example 1 100 parts by weight 15 parts by weight 2 parts by weight 03 parts by weight 1 part by weight 1 part by weight 5 parts by weight 130 parts by weight

Polyetheipolyol auf Saccharosebasis VPPU 1240Sucrose-based polyetheipolyol VPPU 1240

TrichlormonofluormethanTrichloromonofluoromethane

DimethylcyclohexylaminDimethylcyclohexylamine

MethylimidazolMethylimidazole

Polysilanol (Tegostab B 1048)Polysilanol (Tegostab B 1048)

Cyanamid in wässeriger Lösung 1:1 pH 6,5 - 7 roteFarbpasteCyanamide in aqueous solution 1: 1 pH 6.5 - 7 red color paste

Diphenylmethan-4',4'-diisocyanatDiphenylmethane-4 ', 4'-diisocyanate

Dichte (freigeschäumt): 0,065 ± 0,010 g/cmr* -2-Density (free foam): 0.065 ± 0.010 g / cmr * -2-

Claims (4)

Nr. 389878 Beispiel 2 100 Gew.T. 15 Gew.T. 2 Gew.T. 0,1 Gew.T. 1 Gew.T. 1 Gew.T. 5 Gew.T. 130 Gew.T. Polyetherpolyol auf Saccharosebasis VPPU1240 Trichlormonofluormethan Dimethylcyclohexylamin Dibutylzinnlaureat Polysilanol (Tegostab B 1048) Cyanamid in wäßriger Lösung 1:1 pH 6,5 - 7 Polyether-Polyesterpolyol Diphenylmethan-4',4'-diisocyanat Dichte (freigeschäumt): 0,065 ± 0,010 g/cm^ Vergleichsheispiel 100 Gew.T. 15 Gew.T. 2 Gew.T. 0,3 Gew.T. 1 Gew.T. 5 Gew.T. 130 Gew.T. Polyetherpolyol auf Saccharoscbais VPPU 1240 Trichloimonofluormethan Dimethycylohexylamin Methylimidazol Polysilanol ioteFarbpaste Drphenylmethan-4',4'-diisocyariat Dichte (freigeschäumt): 0,065 + 0,010 g/cm^ Der erfindungsgemäße Polyurethanschaum wurde bei einem Druck von 10 bar unterschiedlichen Temperaturbelastungen ausgesetzt und der Schwund bestimmt T(°Q + (Min) Schwund % nach Bsp. 1 Schw Verg 100 10 0,5 2,6 15 0,6 3,5 110 10 1 8,4 15 1,4 - 1,5 11,4 Ein beispielsweise für die Verwendung als Schikem geeigneter Schaum muß bei diesen Belastungen weniger als 3 % Schwund aufweisen, da er sonst zu wenig Trittfestigkeit besitzt. PATENTANSPRÜCHE 1. Verfahren zur Herstellung eines hochtemperaturbeständigen Polyurethanschaumes einer Dichte von 150 bis 300 kg/m^, der ohne Konturänderung bei hohen Temperaturen verformt werden kann, durch Reaktion eines organischen Isocyanats mit einem Polyol, einem Katalysator für die Polyadditionsreaktion, Treibmittel, Stabilisator und einer zusätzlichen Komponente, dadurch gekennzeichnet, daß das Polyol zu mind. 95 % ein Polyetherpolyol auf Zuckerbasis ist, und als zusätzliche Komponente 0,1 bis 1 Gew.T. Cyanamid pro 100 Gew.T. Polyol eingesetzt weiden.No. 389878 Example 2 100 parts by weight 15 parts by weight 2 parts by weight 0.1 part by weight 1 part by weight 1 part by weight 5 parts by weight 130 parts by weight Sucrose-based polyether polyol VPPU1240 trichloromonofluoromethane dimethylcyclohexylamine dibutyltin laurate polysilanol (Tegostab B 1048) cyanamide in aqueous solution 1: 1 pH 6.5 - 7 polyether polyester polyol diphenylmethane-4 ', 4'-diisocyanate density: free foamed (65 Comparative example 100 parts by weight 15 parts by weight 2 parts by weight 0.3 parts by weight 1 part by weight 5 parts by weight 130 parts by weight Polyether polyol on saccharoscbais VPPU 1240 trichloimonofluoromethane dimethycylohexylamine methylimidazole polysilanol iote color paste drphenylmethane-4 ', 4'-diisocyariat density (free-foamed): 0.065 + 0.010 g / cm ^ The polyurethane foam according to the invention was exposed at a pressure of 10 bar and different temperature loads ° Q + (Min) shrinkage% according to Ex. 1 Schw Verg 100 10 0.5 2.6 15 0.6 3.5 110 10 1 8.4 15 1.4 - 1.5 11.4 A for example for the Use as a Schikem suitable foam must have less than 3% shrinkage at these loads, since otherwise it will not have enough resistance to treading. PATENT CLAIMS 1. Process for the production of a high temperature resistant polyurethane foam with a density of 150 to 300 kg / m ^, which without contour change at high temperatures can be deformed by reaction of an organic isocyanate with a polyol, a catalyst for the polyaddition reaction, blowing agent, stabilizer r and an additional component, characterized in that at least 95% of the polyol is a sugar-based polyether polyol, and 0.1 to 1 part by weight as an additional component. Cyanamide per 100 parts by weight Polyol pasture used. 2. Hochtemperaturbeständiger Polyurethanschaum einer Dichte von 150 bis 300 kg/m^, hergestellt durch ein Verfahren nach Anspruch 1.2. High temperature resistant polyurethane foam with a density of 150 to 300 kg / m ^, produced by a method according to claim 1. 3. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß ein Polyetherpolyol auf Saccharosebasis verwendet wird.3. The method according to claim 1, characterized in that a polyether polyol based on sucrose is used. 4. Verwendung des Polyurethanschaumes, hergestellt nach Anspruch 1, zur Herstellung von Schaumkemen für Produkte in Leichtbauweise, die bei der Verarbeitung hohen Temperaturbelastungen ausgesetzt werden. -3-4. Use of the polyurethane foam, produced according to claim 1, for the production of foam core for products in lightweight construction which are exposed to high temperatures during processing. -3-
AT0019188A 1988-02-01 1988-02-01 HIGH-TEMPERATURE-RESISTANT POLYURETHANE FOAMS OF LOW DENSITY, METHOD FOR THEIR PRODUCTION AND THEIR USE AT389878B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AT0019188A AT389878B (en) 1988-02-01 1988-02-01 HIGH-TEMPERATURE-RESISTANT POLYURETHANE FOAMS OF LOW DENSITY, METHOD FOR THEIR PRODUCTION AND THEIR USE
FR898900683A FR2626577B1 (en) 1988-02-01 1989-01-20 HIGH-TEMPERATURE STABLE LOW-DENSITY POLYURETHANE FOAMS, PROCESS FOR THEIR PREPARATION AND THEIR USE

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
AT0019188A AT389878B (en) 1988-02-01 1988-02-01 HIGH-TEMPERATURE-RESISTANT POLYURETHANE FOAMS OF LOW DENSITY, METHOD FOR THEIR PRODUCTION AND THEIR USE

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ATA19188A ATA19188A (en) 1989-07-15
AT389878B true AT389878B (en) 1990-02-12

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FR (1) FR2626577B1 (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2606796A1 (en) * 1975-02-21 1976-09-09 Hitachi Ltd METHOD OF MANUFACTURING A SOLID POLYURETHANE FOAM
EP0069287A1 (en) * 1981-07-04 1983-01-12 BASF Aktiengesellschaft Process for the manufacture of possibly cellular polyurethane elastomers
EP0160813A1 (en) * 1984-03-31 1985-11-13 Bayer Ag Process for the preparation of storage-stable cyanamide solutions in polyols, one-phase homogeneous cyanamide solutions and their use

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2815554A1 (en) * 1978-04-11 1979-10-25 Basf Ag FLAME RESISTANT SOFT POLYURETHANE FOAM

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2606796A1 (en) * 1975-02-21 1976-09-09 Hitachi Ltd METHOD OF MANUFACTURING A SOLID POLYURETHANE FOAM
EP0069287A1 (en) * 1981-07-04 1983-01-12 BASF Aktiengesellschaft Process for the manufacture of possibly cellular polyurethane elastomers
EP0160813A1 (en) * 1984-03-31 1985-11-13 Bayer Ag Process for the preparation of storage-stable cyanamide solutions in polyols, one-phase homogeneous cyanamide solutions and their use

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Publication number Publication date
FR2626577B1 (en) 1992-08-07
ATA19188A (en) 1989-07-15
FR2626577A1 (en) 1989-08-04

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