WO1999054370A1 - Procede de production de polyurethannes - Google Patents

Procede de production de polyurethannes Download PDF

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Publication number
WO1999054370A1
WO1999054370A1 PCT/EP1999/002604 EP9902604W WO9954370A1 WO 1999054370 A1 WO1999054370 A1 WO 1999054370A1 EP 9902604 W EP9902604 W EP 9902604W WO 9954370 A1 WO9954370 A1 WO 9954370A1
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WIPO (PCT)
Prior art keywords
polyols
catalysts
polyol
recycled
isocyanurate
Prior art date
Application number
PCT/EP1999/002604
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German (de)
English (en)
Inventor
Gerhard Behrendt
Martin Pohl
Original Assignee
Havel-Chemie Ag
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Publication date
Application filed by Havel-Chemie Ag filed Critical Havel-Chemie Ag
Priority to AU40314/99A priority Critical patent/AU4031499A/en
Publication of WO1999054370A1 publication Critical patent/WO1999054370A1/fr

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    • 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
    • C08G18/83Chemically modified polymers
    • C08G18/831Chemically modified polymers by oxygen-containing compounds inclusive of carbonic acid halogenides, carboxylic acid halogenides and epoxy halides
    • C08G18/832Chemically modified polymers by oxygen-containing compounds inclusive of carbonic acid halogenides, carboxylic acid halogenides and epoxy halides by water acting as hydrolizing agent
    • 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
    • C08G18/409Dispersions of polymers of C08G in organic compounds having 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
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4205Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
    • C08G18/4208Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups
    • C08G18/4225Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from residues obtained from the manufacture of dimethylterephthalate and from polyhydroxy 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
    • 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
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6603Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6614Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38
    • C08G18/6618Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3225 or polyamines of C08G18/38
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • 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
    • C08G2110/0025Foam properties rigid
    • 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

Definitions

  • the invention relates to a method for producing polyurethanes according to the preamble of claim 1.
  • polyurethanes from di- and / or polyols and di- and / or polyisocyanates in the presence of catalysts, stabilizers, fillers and optionally blowing agents is known and very often described in the literature.
  • the polyurethanes produced worldwide every year are increasingly an environmental problem because they put a strain on landfill capacities or generate gases that are harmful to the environment through their combustion. For this reason, various processes for material recycling of polyurethanes have recently been developed in order to return them to the economic cycle. A group of these processes are the solvolysis processes, with the aid of which the polyurethanes are depolymerized.
  • the depolymerization can take place in the presence of water, alcohols, glycols, amines, amino alcohols, mixtures thereof and in the presence or absence of catalysts.
  • a technologically mature process is known e.g. B. in DE-PS 42 34 335, after the recycled polyols for rigid foams is obtained.
  • the recycled polyols are generally processed by mixing with conventional primary polyols and processing these mixtures in the presence of conventional rigid foam catalysts, stabilizers, if necessary. Blowing agents and / or additives. The processing of recycled polyols to spray coating agents is used for. B.
  • the polyol component contains recycled polyols and plasticizers and the reaction with the isocyanates is carried out in the presence of unspecified catalysts and additives.
  • Recycled polyol and plasticizer should form at least 25% by weight of the polyol component.
  • the use of a plasticizer is mandatory. This means that not only a recycled polyol, but also a mixture of at least one recycled polyol and the plasticizer is claimed.
  • the combination of recycled polyol and plasticizer should make up at least 25% by weight of the polyol mixture, but not the recycled polyol.
  • Rigid foams made from recycled polyols are described in DE-OS 44 11 984 z. B. made for landfill covers.
  • rigid foams are made from mixtures of recycled polyols with the addition of conventional rigid foam polyether or rigid foam polyester polyols, e.g. B. according to DE-PS 44 29
  • the processing of the recycled polyols is generally carried out by mixing with conventional primary polyols and processing these mixtures in the presence of customary rigid foam catalysts, stabilizers, optionally blowing agents and / or additives.
  • the processing of recycled polyols to spray coating agents is used for. B. described in DE-42 34 334, according to which the polyol component contains recycled polyols and plasticizers and the reaction with the isocyanates is carried out in the presence of unspecified catalysts and additives.
  • Recycled polyol and plasticizer should form at least 25% by weight of the polyol component.
  • DE-PS 195 12 778 describes isocyanate-reactive polyol dispersions in which recyclates are prepared by acidic degradation in the presence of di- and / or polycarboxylic acids. Due to the composition of the recycled polyols, which were produced by the glycolysis process, additives are mixed in according to the previous technology in order to ensure good properties of the molding materials. These additives are primarily primary polyols with higher functionality, e.g. B. sugar polyether alcohols, sorbitol polyether alcohols or pentaerythritol polyether alcohols or amine polyols, e.g. B. the propoxylation product of dipropylenetriamine or ethylenediamine, or, as described above, plasticizers or solid fillers, which are incorporated in the form of dispersions in the molding material.
  • B sugar polyether alcohols
  • sorbitol polyether alcohols or pentaerythritol polyether alcohols or amine polyols e.g. B
  • polyurethane foams in particular flexible foams, from aliphatic, cycloaliphatic and / or aromatic di- and / or polyisocyanates with a stoichiometric excess of water as a reactive blowing agent, e.g. B. according to DE OS 37 21 058 and 38 19 940, with a characteristic number, which is defined as the ratio of the molar amount of isocyanate groups to the molar amount of hydroxyl groups multiplied by 100, between 40 and 70.
  • a reactive blowing agent e.g. B.
  • a characteristic number which is defined as the ratio of the molar amount of isocyanate groups to the molar amount of hydroxyl groups multiplied by 100, between 40 and 70.
  • the usual polyurethane catalysts and the addition of linear chain extenders or crosslinkers of high reactivity are used.
  • open-celled polyurethane foams are produced by partially using cell opener polyols as polyols, the essentially oleochemical products with at least two hydroxyl groups in the molecule are.
  • isocyanurate-forming catalysts are also mentioned as possible catalysts to be used, without this having a special effect.
  • the examples described relate exclusively to a combination of the usual aminic and organometallic polyurethane catalysts.
  • Rigid polyurethane foams previously made from recycled polyols are mostly produced for less demanding purposes, since the property values that can be achieved so far do not allow higher-value applications. If higher-value applications are sought, either the addition of primary polyols or the increase in the amount of isocyanate and the trimerization of the excess isocyanate groups to isocyanurates are required. In the latter case, key figures above 300 are usually used. H. , A triple excess of the much more expensive isocyanates is used.
  • Coating compounds and casting compounds made of polyurethanes are specified in DE-OS 42 34 334.
  • the use of recycled polyols in coating systems with the addition of plasticizers to lower the viscosity of the polyol component and to increase the elasticity is described.
  • the reaction with the isocyanates does not take place in the presence of defined catalysts and additives.
  • Recycled polyol and plasticizer should form at least 25% by weight of the polyol component.
  • the type of recycled polyol is not described.
  • the disadvantage here is that the plasticizer can migrate and escape from the process products when used as casting or coating compositions.
  • the object of the invention is to provide a process for the production of polyurethanes from recycled polyols and molding materials by reaction with di- and / or polyisocyanates without the addition of plasticizers or primary polyols with good thermal or mechanical properties.
  • polyurethanes and molding materials from recycled polyols and di- and / or polyisocyanates takes place.
  • recyclate polyols from the glycolysis and / or aminolysis of polyurethane wastes are reacted with di- and / or polyisocyanates, if appropriate in the presence of blowing agents and, if appropriate, isocyanurate-forming catalysts with a stoichiometric isocyanate deficit.
  • Suitable recycled polyols can be prepared by dissolving polyurethane wastes, preferably polyurethane soft foams, at elevated temperature in one or more glycols and continuously during the reaction one or more secondary aliphatic amines, preferably di-n-butylamine or N- Methyl-N-hexylamine, are added.
  • secondary aliphatic amines preferably di-n-butylamine or N- Methyl-N-hexylamine
  • the recycled polyols are produced by successively reacting flexible polyurethane foams in a mixture of at least one low molecular weight polyalkylene glycol and a secondary aliphatic amine at a temperature between 120 and 220 ° C.
  • the process can be carried out by successively reacting rigid polyurethane foams in a mixture of a low molecular weight polyethylene glycol and a secondary aliphatic amine at a temperature between 120 and 220 ° C.
  • recycled polyester polyols for the process according to the invention are made from polyester waste containing a hydroxyl and ester group Resin in the presence of the organometallic compounds it contains and, if necessary.
  • Polyalkylene glycols are used at elevated temperature in one reaction step.
  • the object is achieved in that recycled polyols from polyurethane wastes, glycols and secondary amines are reacted with polyisocyanates in a deficit, in particular in a stoichiometric deficit, without further auxiliaries influencing the reaction.
  • Alkaline salts of weak acids e.g. B. sodium or potassium salts of formic acid, acetic acid, benzoic acid or maleic acid, trisodium or tripotassium phosphates or polyphosphates, solutions of these salts in glycols, organic solvents or water;
  • organometallic compounds e.g. Lewis acids of the transition metal halide type, e.g. Antimony pentachloride, titanium tetrachloride, tin tetra chloride, organometallic compounds such as antimony trifluoride, boron trifluoride, titanium tetra butylate, anti-montriglycolate;
  • Tris-1 3,5- (dimethylaminopropyl) hexahydro- 1,3,5-triazine, Tris-1,3,5- (diethylaminopropyl) hexahydro-1,3,5-triazine, Tris-2, 4,6- (dimethylamino) phenol, triethylene diamine in the presence of hexyl glycidyl ether, N, N-dimethylcyclohexylamine and diglycidyl ether etc.
  • the amine catalysts which are optionally processed in the presence of oxirane-containing compounds are particularly preferred. These include in particular tris-1, 3, 5- (dimethylaminopropyl) hexa-hydro-1, 3, 5-triazine, tris-1, 3, 5- (diethylaminopropyl) hexahydro-1, 3, 5-triazine and tris -2, 4, 6- (dimethylamino) phenol. 10
  • reaction with di- and / or polyisocyanates can be carried out to give polyurethane molded materials by methods of a wide variety of geometric structures known per se.
  • Di- and / or polyisocyanates are suitable as isocyanates.
  • Diisocyanates are, for example, tolylene diisocyanate-2, 4 or tolylene diisocyanate-2, 6 or mixtures thereof, 4, 4'-diphenylmethane diisocyanate, 2,4'-diphenylmethane diisocyanate or mixtures of 4,4'- and 2, 4 ' -Isomers, 4, 4 '-dicyclohexyl diisocyanate, isophorone diisocyanate, 1,6-hexane diisocyanate, xylylene diisocyanates, 1, 5-naphthylene diisocyanate and their reaction products with a deficit of diols, triols or higher alcohols, polyester alcohols or polyether alcohols to give so-called prepolymers .
  • Polyisocyanates are primarily the polyarylene-polymethylene-polyisocyanates produced by phosgenation of aniline-formaldehyde condensates, which are marketed under various trade names and differ in the isocyanate functionality. 11
  • additives can be incorporated to adjust the processing conditions.
  • additives are common solid fillers, e.g. Chalk, talc, heavy spar, titanium dioxide, iron oxides, antimony trioxide, aluminum oxide, aluminum hydroxide, magnesium hydroxide, magnesium oxide, metal soaps, especially calcium and aluminum soaps, carbonates, especially precipitated calcium carbonate.
  • Aerosil a silicon dioxide with a particularly high specific surface area, is essentially used to adjust the viscosity and the tixotropy in the case of casting and coating compositions and in the case of adhesives.
  • coating materials, casting compounds, coating compositions and adhesives can be produced from recycled polyols which are produced by a special process without additional additives.
  • Bubble-free molding materials and coatings can also be produced by the process.
  • the reaction in the presence of water to give foams is preferred, the water reacting with the di- and / or polyisocyanates to form carbon dioxide to form ureas. This advantageously makes foams accessible only from recycled polyols without the use of additional physical blowing agents. 12
  • n is calculated from:
  • the ratio n should be less than one or the isocyanate index should be less than 100, i. H.
  • the key figure should be between 90 and 60.
  • the ratio of the glycols to the long-chain polyether alcohols released from the polyurethanes is so far shifted in favor of the glycols that the elastic properties, the hard properties of the glycol polyurethanes and the polyureas or in the usual glycolysis the resulting polyamines or polyamino alcohols predominate.
  • the low molecular weight glycol used is already adjusted to the desired properties of the end product during the production of recycled polyol.
  • the advantage of the formulation with the recycled polyols is above all that it is possible to work with a deficit of comparatively expensive polyisocyanate, so that an economic effect is achieved. It is more important, however, that the combination of the low molecular weight diols, the long-chain polyether alcohols and the polyureas dispersed in this mixture, by reaction with an amount of the diisocyanate below the stoichiometric point, enables the temperature-dependent module course to be set, the position of which for use as coatings or potting compounds is almost ideal.
  • Polyurethanes made from the low molecular weight diol and a polyisocyanate have ⁇ -transition areas between 45 and 110 ° C depending on structure and chain length, those from long-chain polyether alcohols between - 45 and -30 ° C.
  • the mixing of these two components in suitable ratios according to the invention already during glycolysis and the comparatively good miscibility of the two different groups of polyurethanes result in mixed transition regions with wide ⁇ transitions, the maxima of which are between 0 and + 45 ° C. Due to the width of the transition areas, the compositions according to the invention have a very low temperature dependence of the mechanical properties in the ambient temperature range compared to conventional, state-of-the-art products, so that this creates more favorable conditions for inspection and access.
  • Another advantage is that due to the high activity of the end groups and catalyst residues, additional catalysis is often not necessary or only to a very small extent, but the masses nevertheless harden within a very short time. So z. B. with a pot life when spraying 28 s, a setting time of 92 s and a step resistance after only 16 min. According to DSC measurements, the complete hardening takes place within 12 to 15 hours.
  • the reaction took place in the same stainless steel reactor.
  • the foam addition was started at a temperature of 155 ° C and lasted about 4 hours, the temperature at the end of 17
  • oligohydroxyester 2.5 kg are introduced into a 6 1 stirred reactor with heating, thermometer, stirrer, column with column head and condensate discharge, cooler and inert gas flushing and melted.
  • a clear, highly viscous product is obtained at 65 ° C., to which 350 g of dipropylene glycol are added.
  • the temperature is raised to 150 ° C.
  • 1.75 kg of PET waste obtained by crushing PET bottles after cleaning
  • is added over a period of one hour slowly increasing the temperature to 220 ° C. Resulting water of reaction and some mono-ethylene glycol are drawn off at the top of the column. The temperature is held at 220 ° C for a further two hours until no more water is produced.
  • the pressure in the reactor is then reduced to 100 mbar in order to remove water residues and volatile components.
  • a glass-clear, viscous, gray-colored liquid with a hydroxyl number of 278 mg KOH / g and a viscosity of 5800 mPas (20 ° C.) is obtained.
  • the addition takes place within 75 minutes, the temperature being raised to 215 ° C. When the addition is complete, the mixture is stirred at 215-220 ° C. for 3.5 hours. No distillation products are detected in the nitrogen stream. After the reaction time is cooled to 130 ° C and filled through a filter.
  • the PET polyol has a hydroxyl number of 312 and a viscosity of 12,640 mPas (20 ° C). 19
  • the batch D is repeated with the following amounts:
  • the reaction is also carried out at 220.degree. C., but this temperature is maintained for 3 hours after the addition of PET has ended and the pressure is then applied at 200 mbar.
  • the product is a viscous liquid with a hydroxyl number of 326 mg KOH / g and a viscosity of 11,600 mPas (20 ° C).
  • the very fine-celled rigid foam had the following properties: bulk density 41.6 g / 1, open cell 9%, compressive strength 0.022 Mpa.
  • the index k in this recipe is 75, the rigid foam made from it has the following reaction times and properties:
  • the characteristic number k in this recipe is 74, the structural foam produced from it has the following reaction times and properties:
  • a potting compound is made from the following components:
  • a hard-elastic product with a processing time of 30 seconds and a curing time of 3.5 minutes is obtained, through which concrete joints are poured, and can only be separated again by destroying the masses.
  • a two-component adhesive is made from
  • the adhesive can be processed with two-component machines and hardens within 2.5 minutes.
  • the foam according to the invention was hard-elastic and no particles could be rubbed off.
  • the comparative foam behaved brittle and friable, while the foam of the invention was hard elastic.
  • the comparative foam behaved brittle and friable, while the foam of the invention was hard elastic.
  • a coating compound is made from the following components:
  • the coating compound is used to seal
  • a coating compound is made from the following components:
  • a hard-elastic product with a processing time of 30 seconds and a curing time of 3.5 minutes is obtained, through which concrete joints are poured and can only be separated again by destroying the masses.
  • a potting compound is made from the following components:
  • a potting compound is made from the following components:
  • a hard-elastic product with a processing time of 6 minutes and a curing time of 30 minutes is obtained, through which concrete joints are poured and can only be separated again by destroying the masses.
  • a two-component adhesive is made from
  • the adhesive can be processed with two-component machines and hardens within 2.5 minutes. 29
  • a potting compound is made from the following components:
  • a hard-elastic product with a processing time of 30 seconds and a curing time of 3.5 minutes is obtained, through which concrete joints are poured and can only be separated again by destroying the masses.
  • a potting compound is made from the following components:
  • a potting compound is made from the following components:
  • a hard-elastic product with a processing time of 30 seconds and a curing time of 3.5 minutes is obtained, through which concrete joints are poured and can only be separated again by destroying the masses.
  • a potting compound is made from the following components:
  • a hard-elastic product with a processing time of 30 seconds and a curing time of 3.5 minutes is obtained, through which concrete joints are poured and can only be separated again by destroying the masses.
  • a filler is made from the following components:
  • the filler can be applied without dripping and hardens within 21 minutes until it is tack-free.
  • a potting compound is made from the following components: 32
  • a hard-elastic product with a processing time of 30 seconds and a curing time of 3.5 minutes is obtained, through which concrete joints are poured and can only be separated again by destroying the masses.
  • a filler is made from the following components:
  • Polyol B 96.5 g Aerosil 0.1 g precipitated iron oxide 2.1 g partially hydrolyzed ASA polymer 1.1 g 1.8 g Tris-l, 3,5- (dimethyl-aminopropyl) -hexa- hydro-1,3 , 5-triazine 0.14 g
  • the filler can be applied drop-free and hardens within 21 minutes until it is tack-free.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Dispersion Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

L'invention a pour objet de proposer un procédé de production de polyuréthannes et de matières de formage réalisées en polyols recyclés par réaction avec des di-isocyanates et/ou des poly-isocyanates aux bonnes propriétés thermiques et mécaniques. Pour ce faire, la production de polyuréthannes et de matières de formage est avantageusement réalisée uniquement à partir de polyols recyclés et de di-isocyanates et/ou de poly-isocyanates en présence de catalyseurs spéciaux, d'eau comme unique agent propulseur réactif et éventuellement d'autres auxiliaires. En plus, on fait réagir des polyols recyclés issus de la glycolyse et/ou de l'aminolyse de déchets de polyuréthannes avec des di-isocyanates et/ou poly-isocyanates en présence d'eau comme agent propulseur et de catalyseurs formant de l'isocyanurate lors d'une analyse stoechiométrique d'isocyanate.
PCT/EP1999/002604 1998-04-16 1999-04-16 Procede de production de polyurethannes WO1999054370A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU40314/99A AU4031499A (en) 1998-04-16 1999-04-16 Method for producing polyurethanes

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE19817539 1998-04-16
DE19817539.6 1998-04-16
DE19852151 1998-11-04
DE19852151.0 1998-11-04

Publications (1)

Publication Number Publication Date
WO1999054370A1 true WO1999054370A1 (fr) 1999-10-28

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AU (1) AU4031499A (fr)
DE (1) DE19917934B4 (fr)
WO (1) WO1999054370A1 (fr)

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WO2008014988A1 (fr) * 2006-08-02 2008-02-07 Purec Gmbh Décomposition de polyuréthannes
WO2013026809A1 (fr) * 2011-08-23 2013-02-28 Basf Se Procédé de préparation de polyuréthanes
CN110330931A (zh) * 2019-07-19 2019-10-15 青岛奥洛思新材料有限公司 一种无烟毒性的阻燃背涂胶及其生产工艺
CN113661204A (zh) * 2019-04-01 2021-11-16 Rampf控股有限公司 聚氨酯气凝胶
CN113881384A (zh) * 2021-11-12 2022-01-04 成都市红宝丽新材料科技发展有限公司 一种粘接能力强的单组分聚氨酯发泡胶及其制备方法

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CN111269649B (zh) * 2020-04-01 2021-11-09 湘江建筑科技有限公司 一种利用聚氨酯废料降解回收材料制备的地坪涂料及方法
DE102022106914A1 (de) 2022-03-23 2023-09-28 Performance Chemicals Handels Gmbh Verfahren zur Herstellung von Polyurethanschaumstoff-Körpern unter Zurückführung von Verschnitt in Form eines Depolymerisates

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US4439551A (en) * 1983-03-18 1984-03-27 Texaco, Inc. Packaging foam polyurethane composition employing novel polyol blend
DE4234334A1 (de) * 1992-10-12 1994-04-14 Basf Schwarzheide Gmbh Sprühbare Polyurethanbeschichtungsmittel, Verfahren zu ihrer Herstellung und ihre Verwendung als Verschleißschutzmittel
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