WO1995023819A1 - Procede de production d'une mousse polyurethanne moelleuse, flexible et moulee a chaud - Google Patents

Procede de production d'une mousse polyurethanne moelleuse, flexible et moulee a chaud Download PDF

Info

Publication number
WO1995023819A1
WO1995023819A1 PCT/EP1995/000714 EP9500714W WO9523819A1 WO 1995023819 A1 WO1995023819 A1 WO 1995023819A1 EP 9500714 W EP9500714 W EP 9500714W WO 9523819 A1 WO9523819 A1 WO 9523819A1
Authority
WO
WIPO (PCT)
Prior art keywords
poly
polyether polyol
foam
polyol
molecular weight
Prior art date
Application number
PCT/EP1995/000714
Other languages
English (en)
Inventor
François Maria CASATI
Sylvie Renée PIQUE
Original Assignee
Polyol International B.V.
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 Polyol International B.V. filed Critical Polyol International B.V.
Publication of WO1995023819A1 publication Critical patent/WO1995023819A1/fr

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4804Two or more polyethers of different physical or chemical nature
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805Compounds having only one group containing active hydrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805Compounds having only one group containing active hydrogen
    • C08G18/2815Monohydroxy compounds
    • C08G18/283Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0008Foam properties flexible
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0033Foam properties having integral skins
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0041Foam properties having specified density
    • C08G2110/005< 50kg/m3
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0083Foam properties prepared using water as the sole blowing agent

Definitions

  • the present invention relates to a process for producing a soft, flexible, hot molded polyurethane foam and to a polyurethane foam thus produced.
  • Soft, flexible, water-blown, hot-molded polyurethane foams are the product of a reaction of an isocyanate with a polyol formulation typically containing polyether polyols, water, a foam stabilizer and catalysts. Other additives such as fire retardants, auxiliary blowing agents, fillers, dyes, pigments and antioxidants may also be used.
  • the reaction of water with isocyanate liberates carbon dioxide gas which causes expansion of the foam.
  • Hot-molded polyurethane foams are an important segment of molded foams produced in Europe and still represent over one third of molded polyurethane foams produced for automotive seating applications in Europe and Japan.
  • the reasons for the continued success of hot molding technology which was the first polyurethane molding technology to be used industrially for car seats more than 25 years ago, are the superior flow properties and the open-cell structure of the foam which properties allow for the manufacture of foam parts with low weights without crushing at demoid.
  • Another advantage of hot molding is that it does not require addition of an auxiliary blowing agent to get the proper flow, even in intricate molds.
  • CFC-1 1 blowing agent was incorporated, as an auxiliary blowing agent, into some hot molding formulations in the past in order to obtain low density, soft foams, using relatively low water levels. This was essentially the case for polyurethane foams used in backrests.
  • U.S. Patent 5,132,333 (Goldshmidt A.G.) describes a method for producing flexible urethane foams by using an alkali metal salt or an alkaline earth metal salt of a hydroxycarboxylic acid. This approach, designed for a free rise foam, is difficult to put into practice in hot molding because of the variety of foam hardnesses to produce on an industrial line which cannot be adjusted with this type of additives used at very low concentration.
  • U.S. Patent 4,686,240 (Union Carbide Corp.) relates to a process involving foam modifiers which improve foam green strength at demoid. Again, these foam modifiers being alkali metal or alkaline earth salts, are used at low levels and cannot be employed to adjust foam hardness on a hot molding line.
  • European Patent 0459622 (Arco Chemical Technology Inc.) describes a novel polyurethane resin foam combination which contains low molecular weight polyethylene glycol along with higher molecular weight polyalkylene oxide triol. The lower molecular weight polyethylene glycol is from 200 to 600. This type of polyethylene glycol does not bring the foam softening level required in hot molding.
  • European Patent 0367283 (Union Carbide Chemicals and Plastics Company Inc.) claims the use of ethylene oxide adducts of di- and tri-functional starters as additives improving wet-set properties of high resilience foams. This property usually does not create any difficulty in hot molding, even without additives.
  • European Patent 0 554721 (Bayer AG) describes a combination of a conventional polyol (glycerine-started) having an ethylene oxide content of less than 20 percent with a polyether having a functionality of two or higher, a minimum ethylene oxide content of 50 percent and a molecular weight of 400 to 10,000. While this approach is giving better processing at relatively high isocyanate indexes, its softening effect is limited to a level which is not low enough to fully substitute the auxiliary blowing agents traditionally used by the industry.
  • U.S. Patent 3,857,800 uses a mixture of a conventional polyol with a subsidiary polyol having a molecular weight between 500 and 3,500 and with at least 40 percent by weight oxyethylene groups to get open celled foams. While this reference is directed mostly to highly resilient foams, it is clear to those skilled in the art that the auxiliary polyol used in the reference does interfere with the separation of polyurea hard segments produced by the water-isocyanate reaction and will soften any type of foam produced with it; although no comparative hardness measurements are provided. It is clear that there exist a need for a method in which a soft, flexible, hot-molded
  • CFC-free polyurethane foam having improved softness and processing characteristics can be made.
  • the present invention concerns a process for producing a soft, flexible, hot molded polyurethane foam which process comprises reacting a polyol formulation comprising a polyether polyol, a non-trimerization polyurethane catalyst and water with an organic isocyanate under hot-molding conditions, characterized in that said polyol formulation further comprises (a) at least one poly(oxyalkylene) polyether polyol having a functionality of at least two, an ethylene oxide content of at least 80 percent and a molecular weight greater than 1,000, preferably between 2,000 and 12,000; and (b) at least one monofunctional additive.
  • the first m-ntto-ed p ⁇ lyetnsr p ⁇ yol will o ntaln ⁇ acre thai 105. ethyisje ⁇ xlde.
  • the present invention concerns a soft, flexible, hot- molded polyurethane foam prepared by the aforementioned process.
  • the present invention provides foam parts showing reduced friction between the foam cushion and the metal frame supporting the seat. This friction is known to cause a disturbing noise for car passengers during a ride, and is referred to in the industry as foam squeaking.
  • polyether polyols normally used for the preparation of hot-molded flexible polyurethane foams may be used in the process of the present invention.
  • These polyether polyols are well known in the art, are readily available and include the addition products of alkylene oxides with polyhydric compounds having from 2 to 8 active hydrogen- containing groups per molecule.
  • amine compounds such as ethylene diamine and aminoethylpiperazine
  • -3- initiator can be prepared using techniques well known to those skilled in the art of preparing polyether polyols.
  • polyether polyols are those known as polymer polyols or grafted polyols, such as those modified by copolymerization with styrene or mixtures of styrene with acrylonitrile (known as S/AN copolymer polyols), or combinations of amines or olamines with isocyanates (known as PHD or PIPA copolymer polyols). These modified polyether polyols are commercially available.
  • Preferred polyether polyols for use in this invention are the addition products of alkylene oxides with polyhydric compounds having 2 to 4 active hydrogen-containing groups per molecule and wherein the addition product has a hydroxyl number of from 20 to 120, preferably from 20 to 80.
  • the polyol formulation can comprise a mixture of one or more polyether polyols and/or one or more polymer polyols whereby the preferred composition contains at least one polyether polyol which is trifunctional.
  • a polyether polyol for example, is glycerine which is alkoxylated with one or a combination of oxides including ethylene oxide, in a block or random form so as to provide a polyether polyol containing from 20 to 90, preferably from 35 to 90 percent primary hydroxyl and having a hydroxyl number from 20 to 100.
  • Any known poly(oxyalkylene) polyether polyol having a functionality of at least two, an ethylene oxide content of at least 80 percent and a molecular weight greater than 1,000, preferably between 2,000 and 12,000 can be used in the process of the present invention.
  • these polyether polyols include polyethylene glycols, poly(oxyethylene) triols and poly(oxyethylene/oxypropylene) polyether polyols having an ethylene oxide content of at least 80 percent.
  • the poly(oxyalkylene) polyether polyol is used in an amount of from 0.1 to 20 parts per hundred parts (php), preferably from 1 to 10 php, of the polyol formulation.
  • Monofunctional additives useful in the process of the present invention are well known in the art and include, for example, monols, amines and monocarboxylic acids.
  • the monofunctional additive is preferably used in an amount of from 0.1 to 20 php, more preferably from 1 to 18 php, of the polyol formulation.
  • Monols useful in the present invention include, for example, monohydroxy polyalkylene adducts.
  • the monohydroxy polyoxyalkylene adducts useful in the present invention can be prepared by the reaction of a monohydroxy initiator with propylene oxide and an additional alkylene oxide, preferably ethylene oxide or butylene oxides in the presence of a suitable catalyst, as described in European Patent 0361 334.
  • Amines useful in the present invention include, for example, primary and secondary amines, such as hexyl amine, octyl amine, nonyl amine and diethyl amine.
  • Monocarboxylic acids useful in the present invention include, for example, oleic acid and 2-ethyl hexanoic acid.
  • the organic isocyanates which are useful in the present invention include those containing at least two isocyanate groups per molecule. Preferably, the isocyanate employed contains an average of from 2.0 to 3.0 isocyanate groups per molecule.
  • Suitable isocyanates include aromatic isocyanates, aliphatic, cycloaliphatic and heterocyclic isocyanates used alone or in admixture.
  • the preferred isocyanates used in the practice of this invention are aromatic isocyanates and include the toluene di isocyanates, especially 2,4- and 2,6-toluene diisocyanate (TDI) as well as any desired mixture of these isomers; 2,4'- and 4,4'-diphenylmethane diisocyanate (MDI) as well as any desired mixture of these isomers; oligomers of MDI (polymeric MDI), polymethylene polyphenyl polyisocyanates (commonly referred to as "crude MDI"); mixtures of TDI and polymeric MDI and mixtures of these polyisocyanates.
  • TDI 2,4- and 2,6-toluene diisocyanate
  • MDI 2,4'- and 4,4'-diphenylmethane diisocyanate
  • oligomers of MDI polymeric MDI
  • polymethylene polyphenyl polyisocyanates commonly referred to as "crude MDI”
  • Prepolymers of the above isocyanate can also be used in the present invention.
  • the preferred isocyanate is 80/20 TDI (a mixture of 80 percent 2,4-toluene diisocyanate and 20 percent 2,6-toluene diisocyanate).
  • the polyol formulation is advantageously reacted with an organic isocyanate such that the ratio of isocyanate groups of the organic isocyanate to the active hydrogen-containing groups of the polyol formulation, including water, is from 0.8: 1 to 1.2: 1, preferably from 0.85: 1 to 1.15: 1.
  • Water is used as a blowing agent.
  • the reaction of water with isocyanate liberates carbon dioxide which causes the foam to expand, thus acting as a blowing agent.
  • Water can be present in the polyol formulation in an amount from 1 to 8, preferably from 2 to 6, most preferably 3 to 5 parts by weight per 100 parts by weight of total polyol present.
  • Conventional auxiliary blowing agents not reactive with isocyanate can also be employed in the present invention, but they are not required.
  • any of the non-trimerization polyurethane catalysts normally used in the preparation of hot-molded flexible polyurethane foams may be used in the process of the present invention including various tertiary amines and organometallic compounds.
  • the polyurethane catalyst is used in amounts well known to those persons skilled in the art.
  • tertiary amines are conventionally used as non-trimerization catalysts in the production of polyurethane foams.
  • Illustrative tertiary amines which can be used in the present invention include triethylene diamine, pentamethyldiethylenetriamine,
  • tertiary amines are used in amounts of from 0.05 to 2.0 parts by weight of the total polyol present. Preferably they are used in amounts of from 0.1 to 1.5 parts.
  • Organometallic compounds are also conventionally used as catalysts in the production of polyurethane foams.
  • Illustrative organometallic compounds which can be used as catalysts in the present invention include carboxylic acids salts of tin, bismuth, or zinc such as stannous octoate, stannous acetate, stannous laurate and dialkyl tin salts such as dibutyl tin dilaurate and dibutyl tin maleate.
  • the organic metal catalyst is normally used in amounts of from 0.03 to 2.0, preferably from 0.05 to 1.0 part by weight per 100 parts by weight of total polyol present.
  • the preferred organometallic catalyst for use in the present invention is stannous octoate.
  • catatysts may also be employed in the process of the present invention.
  • Such mixtures of catalysts include mixtures of two or more tertiary amines, mixtures of two or more organometallic compounds and mixtures of at least one tertiary amine with at least one organometallic compound.
  • Any of the foam stabilizers or surfactants for cell stability or other cell size control agents normally used in the preparation of hot molded flexible polyurethane foams can be used in the process of the present invention.
  • representative foam stabilizers are alkoxysilanes, polysilylphosphonates, polydimethyl-siloxa ⁇ es, the condensates of ethylene oxide with a hydrophobic base formed by condensing propylene oxide with propylene glycol, the alkylene oxide adducts of ethylene diamine, and the polyoxyalkylene esters of long-chain fatty acids and sorbitan, and (siloxaneoxyalkyiene) block copolymers.
  • suitable surfactants or foam stabilizers are the Tegostab BF2370, Tegostab B8002 and Tegostab BF4900 products sold by Th. Goldschmidt.
  • foam stabilizers, surfactants for cell stability or other cell control agents are used in amounts well known to those persons skilled in the art. Mixtures of one one or more stabilizers and/or one or more surfactants may also be used.
  • crosslinkers may also be used in the process of the invention to modify polyurethane foam properties. These crosslinkers are used in amounts well known to those persons skilled in the art.
  • any number of a variety of additives conventionally used in the production of hot-molded polyurethane foams such as, for example, fire retardants, defoamers, anti oxidants, mold release agents, dyes, pigments and fillers can also be used in the process of the present invention. These additives are used in amounts well known to skilled persons.
  • the components can be and typically are introduced to a mixing head where they are thoroughly blended and metered into a mold heated to a temperature between 30 ⁇ C and 60°C.
  • the mold is closed and a polyurethane foam is allowed to rise in the closed moid.
  • the closed mold is heated to a temperature of up to 250°C, preferably between 150°C and 250 C C, for several minutes to cure the polyurethane foam which is then demolded.
  • preblending of the components, except for the organic isocyanate can be done if desired.
  • the components are advantageously at room temperature or a slightly elevated temperature when blended in the mixing head, although preheating may be necessary in some instances to melt components which are solid at room temperature.
  • the hot molded polyurethane foam of this invention is useful, for example, in automobile seat cushions and automobile head rests.
  • CP-3141 is a polyether polyol having a molecular weight of
  • CP-3111 is a polyether polyol having a molecular weight of
  • Monol A is a polyether monoalcohol based on propylene oxide having the ethylene oxide content of 0 percent and a molecular weight of 190.
  • Monol B is a monohydroxy polyalkylene adduct having a propylene oxide content of 93 percent, an ethylene oxide content of 7 percent and a molecular weight of
  • Monol C is a monohydroxy polyalkylene adduct having a propylene oxide content of 50 percent, an ethylene oxide content of 50 percent and a molecular weight of 500.
  • PEG 4000 is a polyethylene glycol having a molecular weight of
  • PEG 1450 is a polyethylene glycol having a molecular weight of
  • PEG 12000 is a polyethylene glycol having a molecular weight of
  • TPEG 3000 is an all ethylene oxide triol having a molecular weight of 3,000.
  • PMDETA is pentamethyldiethylene triamine sold by Air
  • NEM N-ethylmorpholine sold, for example, by Air
  • Dabco 33LV a 33 percent solution of triethylene diamine in dipropylene glycol, sold by Air Products and Chemicals Inc. underthe trademark DABCO 33LV.
  • DabcoXDM is N,N-dimethylethyl-N-morpholine sold by Air
  • Niax A-1 is 70 percent bis(2-dimethylaminoethyl)ether solution in DPG, sold by OSI Specialties S.A. underthe trademark NIAX A-1.
  • B-8002 is silicone surfactant sold by Th. Goldschmidt under the trademark Tegostab B-8002.
  • BF-4900 is silicone surfactant sold by Th. Goldschmidt under the trademark Tegostab BF-4900.
  • L-620 is silicone surfactant sold by OSI Specialties S.A. under the trademark Niax Surfactant L-620
  • TDI-80 is an 80:20 mixture of the 2,4- and 2,6- tolue ⁇ e diisocyanate isomers sold by The Dow Chemical Company underthe trademark Voranate T80.
  • Air Flow (cfm) is measured according to the ISO 7231 test method (on AMSCOR foam porosity instrument).
  • Density 1 skin is measured according to a Renault Method 1045.
  • CFD 25% (kPa) is Compression Force Deflection determined according to DIN 53577.
  • CFD 40% (kPa) is Compression Force Deflection determined according to DIN 53577.
  • CFD 50% (kPa) is Compression Force Deflection determined according to Renault Method 1003.
  • CFD 65% (kPa) is Compression Force Deflection determined according to DIN 53577.
  • IFD 40% (N) is Indentation Force Deflection determined according to DIN 53576.
  • Comp. Set 50% is measured according to DIN 53572.
  • Comp. Set 75% is measured according to ASTM 3574.
  • Comp. Set 70% 1 skin is measured according to BMW Method 1046.
  • Wet Comp. Set 70% 1 skin is measured according to Renault Method 1637.
  • Tensile Strength (kPa) is determined in accordance with ASTM 3574.
  • Dynamic Fatigue is determined according to Renault Method RP 1047.
  • Resilience is determined in accordance with ASTM 3574.
  • the polyurethane foams were produced in the laboratory by pouring foam formulations shown in Table 1 into a heated mold, allowing the foam to rise and then curing it at 160°C for 10 minutes. The foam was then demolded. Foam properties are shown in Table 1 :
  • Comparative Exampli 2s C-1 and C-2 are not examples of this invention As can be seen from Table 1, foams prepared in Examples 1 and 2 exhibit superior air flow characteristics, lower hardness at a lower moid temperature, and better compression set with skin at a higher mold temperature than foams prepared in Comparative Examples C-1 and C-2. Other properties of the foams prepared in Examples 1 and 2 are acceptable.
  • Example 3 and Comparative Examples C-3 to C-4 are not examples of this invention.
  • Polyurethane foams were produced by pouring foam formulations shown in Table 2 below into a mold heated to a temperature of 33 C C to 34°C using a WEMA low pressure pouring machine, allowing the foam to rise and then curing it at 160°C for 12 minutes. The foam was then demolded. Foam properties are shown in Table 2. As can be seen from Table 2, foams prepared in Example 3 exhibit superior air flow and softness characteristics than foams prepared in Comparative Examples C-3 and C-4. Other properties of the foams prepared in Example 3 are acceptable.
  • Polyurethane foams were produced by pouring foam formulations shown in Table 3 into a mold heated to a temperature of 33°C to 34°C using a WEMA low pressure pouring machine, allowing the foam to rise and then curing it at 160°C for 12 minutes. The foam was then demolded. Foam properties are shown in Table 3. As can be seen from Table 3, Examples 4 to 8 demonstrate that the use of a combination of Monol B and polyethylene glycols having a molecular weight greater than 1 ,000 results in polyurethane foams with good physical properties and exceptional low hardness values, previously achievable only through the use of CFC-1 1 as the auxiliary blowing agent. Comparative Example C-5 demonstrates that o the use of Monol B alone results in a polyurethane foam having much higher hardness.
  • T-80 Index 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100
  • Comparative Example C-5 is not an example of this invention
  • Polyurethane foams were produced by pouring foam formulations shown in Table 4 below into a mold heated to a temperature of 33 C C to 34°C using a WEMA low pressure pouring machine, allowing the foam to rise and then curing it at 160°Cfor 12 minutes. The foam was then demolded. Foam properties are shown in Table 4. As can be seen from Table 4, foams prepared in Examples 9 and 10 using a combination of Monol C and TPEG-3000 exhibit superior air flow and softness characteristics than foams prepared in Comparative Examples C-6 using only TPEG-3000. Other properties of the foams prepared in Example 3 are good.

Landscapes

  • 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)

Abstract

Procédé de préparation d'une mousse polyuréthanne moelleuse, flexible, moulée à chaud, consistant à faire réagir une formulation de polyol comprenant un polyol de polyéther, un catalyseur de polyuréthanne ne formant pas de trimères, ainsi que de l'eau, avec un isocyanate organique dans des conditions de moulage à chaud. Cette formulation de polyol comprend en outre (a) au moins un polyol de poly(oxyalcoylène)polyéther possédant une valence fonctionnelle d'au moins deux, une teneur en oxyde d'éthylène d'au moins 80 pour-cent ainsi qu'un poids moléculaire supérieur à 1000; et (b) au moins un additif monofonctionnel. Le fait d'ajouter à une formulation classique de polyol de polyéther au moins un additif monofonctionnel, ainsi qu'au moins un polyol de poly(oxyalcoylène)polyéther possédant une valence fonctionnelle d'au moins deux, une teneur en oxyde d'éthylène d'au moins 80 pour-cent ainsi qu'un poids moléculaire supérieur à 1000, agit positivement sur le traitement de la mousse, sur l'ouverture des alvéoles et sur le moelleux de celle-ci et n'affecte pas négativement les propriétés de vieillissement de la mousse, notamment la rémanence à la compression.
PCT/EP1995/000714 1994-03-03 1995-02-27 Procede de production d'une mousse polyurethanne moelleuse, flexible et moulee a chaud WO1995023819A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9404127A GB9404127D0 (en) 1994-03-03 1994-03-03 Process for producing a soft, flexible, hot molded poyurethane foam
GB9404127.4 1994-03-03

Publications (1)

Publication Number Publication Date
WO1995023819A1 true WO1995023819A1 (fr) 1995-09-08

Family

ID=10751245

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1995/000714 WO1995023819A1 (fr) 1994-03-03 1995-02-27 Procede de production d'une mousse polyurethanne moelleuse, flexible et moulee a chaud

Country Status (2)

Country Link
GB (1) GB9404127D0 (fr)
WO (1) WO1995023819A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002094902A1 (fr) * 2001-05-21 2002-11-28 Huntsman International Llc Elastomere de polyurethanne tres souple
US8143364B2 (en) 2006-03-14 2012-03-27 Huntsman International Llc Composition made from a diisocyanate and a monoamine and process for preparing it
WO2019018142A1 (fr) * 2017-07-17 2019-01-24 Dow Global Technologies Llc Mousses de polyuréthane et procédé de fabrication associé

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1570885A1 (de) * 1964-06-23 1970-03-12 Lanko Chemicals Ltd Verfahren zur Herstellung von zum Aufbau von Polyurethanen geeigneten Polyaethern
FR2162490A2 (fr) * 1971-12-08 1973-07-20 Dunlop Co Ltd
EP0041618A2 (fr) * 1980-06-06 1981-12-16 BASF Aktiengesellschaft Procédé de préparation de mousses de polyuréthane élastiques
US4347330A (en) * 1981-09-08 1982-08-31 Basf Wyandotte Corporation Low-cost surfactant compositions for high resiliency flexible foams
EP0361334A2 (fr) * 1988-09-23 1990-04-04 The Dow Chemical Company Procédé de préparation de mousses de polyuréthane flexibles de densité basse .
EP0386974A2 (fr) * 1989-03-06 1990-09-12 Pmc, Inc. Mousse flexible de polyuréthane
EP0406702A1 (fr) * 1989-06-29 1991-01-09 Union Carbide Chemicals And Plastics Company, Inc. Préparation de mousses de polyuréthane sans utilisation d'agents de gonflement inertes
EP0471260A2 (fr) * 1990-08-16 1992-02-19 Bayer Ag Procédé de préparation de mousses souples de polyuréthane à cellules ouvertes et leur utilisation comme matériau de rembourrage

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1570885A1 (de) * 1964-06-23 1970-03-12 Lanko Chemicals Ltd Verfahren zur Herstellung von zum Aufbau von Polyurethanen geeigneten Polyaethern
FR2162490A2 (fr) * 1971-12-08 1973-07-20 Dunlop Co Ltd
EP0041618A2 (fr) * 1980-06-06 1981-12-16 BASF Aktiengesellschaft Procédé de préparation de mousses de polyuréthane élastiques
US4347330A (en) * 1981-09-08 1982-08-31 Basf Wyandotte Corporation Low-cost surfactant compositions for high resiliency flexible foams
EP0361334A2 (fr) * 1988-09-23 1990-04-04 The Dow Chemical Company Procédé de préparation de mousses de polyuréthane flexibles de densité basse .
EP0386974A2 (fr) * 1989-03-06 1990-09-12 Pmc, Inc. Mousse flexible de polyuréthane
EP0406702A1 (fr) * 1989-06-29 1991-01-09 Union Carbide Chemicals And Plastics Company, Inc. Préparation de mousses de polyuréthane sans utilisation d'agents de gonflement inertes
EP0471260A2 (fr) * 1990-08-16 1992-02-19 Bayer Ag Procédé de préparation de mousses souples de polyuréthane à cellules ouvertes et leur utilisation comme matériau de rembourrage

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002094902A1 (fr) * 2001-05-21 2002-11-28 Huntsman International Llc Elastomere de polyurethanne tres souple
US6914117B2 (en) 2001-05-21 2005-07-05 Huntsman International Llc Elastomeric polyurethane material
CZ297662B6 (cs) * 2001-05-21 2007-02-28 Huntsman International Llc Velmi mekký polyurethanový elastomer
US8143364B2 (en) 2006-03-14 2012-03-27 Huntsman International Llc Composition made from a diisocyanate and a monoamine and process for preparing it
WO2019018142A1 (fr) * 2017-07-17 2019-01-24 Dow Global Technologies Llc Mousses de polyuréthane et procédé de fabrication associé
CN110891996A (zh) * 2017-07-17 2020-03-17 陶氏环球技术有限责任公司 聚氨酯泡沫及其制备方法
JP2020527631A (ja) * 2017-07-17 2020-09-10 ダウ グローバル テクノロジーズ エルエルシー ポリウレタンフォームおよびそのフォームを作製する方法
US11124600B2 (en) 2017-07-17 2021-09-21 Dow Global Technologies Llc Polyurethane foams and method for making the foam
CN110891996B (zh) * 2017-07-17 2022-07-08 陶氏环球技术有限责任公司 聚氨酯泡沫及其制备方法
AU2018301918B2 (en) * 2017-07-17 2023-08-10 Dow Global Technologies Llc Polyurethane foams and method for making the foam

Also Published As

Publication number Publication date
GB9404127D0 (en) 1994-04-20

Similar Documents

Publication Publication Date Title
EP0406702B1 (fr) Préparation de mousses de polyuréthane sans utilisation d&#39;agents de gonflement inertes
US5605939A (en) Poly(oxypropylene/oxyethylene) random polyols useful in preparing flexible high resilience foam with reduced tendencies toward shrinkage and foam prepared therewith
US5521226A (en) Method of producing resilient polyoxyalkylene polyurethane foams
AU651257B2 (en) Polyurethane foams
EP2675833B1 (fr) Mousses polyuréthane basse densité
EP2621987B1 (fr) Procédé de fabrication de mousse de polyuréthanne flexible basse densité de résilience élevée
KR100453458B1 (ko) 물리적특성이향상된성형폴리우레탄발포체
EP3044245B1 (fr) Mousses viscoélastiques à base de polyol pipa
KR20060054066A (ko) 저 벌크 밀도 및 압축 강도를 갖는 가요성 발포체
WO2001079323A1 (fr) Procede de production de mousse de polyurethane flexible
KR100813364B1 (ko) 폴리이소시아네이트 조성물 및 그 폴리이소시아네이트조성물로부터 저습윤 노화 압축 영구 변형된 저밀도 연질포옴을 제조하는 방법
US6660783B2 (en) Preparation of highly resilient polyurethane foams
EP2001922B1 (fr) Procede de fabrication d&#39;une mousse de polyurethanne
EP0694047B1 (fr) Mousses polyurethane
EP2519558B1 (fr) Procédé pour fabriquer une mousse de polyuréthane basse densité pour absorption de son et de vibration
US6770684B2 (en) Production of flexible polyurethane foams
MXPA03008624A (es) Proceso para la preparacion de espumas de poliuretano.
WO1995023819A1 (fr) Procede de production d&#39;une mousse polyurethanne moelleuse, flexible et moulee a chaud
WO1994004586A1 (fr) Mousses de polyurethane flexibles, moulees, durcies a chaud et a faible resistance mecanique
WO2001090209A2 (fr) Utilisation de polyols de polyether faiblement insatures pour des feuilles de mousse
CA3143005A1 (fr) Procede de fabrication d&#39;une mousse de polyurethane souple ayant un gradient de durete
JPH0680106B2 (ja) ポリウレタンフォームの製造方法
MXPA99005584A (en) Additives dimensional stabilizers and cell openers for flexible and rigid foams of polyuret
WO2001032732A1 (fr) Procede de fabrication de mousses en polyurethanne dures et souples

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): CN JP KR US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase