WO2006042674A1 - Verfahren zur herstellung von polyurethan-hartschaumstoffen - Google Patents
Verfahren zur herstellung von polyurethan-hartschaumstoffen Download PDFInfo
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- WO2006042674A1 WO2006042674A1 PCT/EP2005/010955 EP2005010955W WO2006042674A1 WO 2006042674 A1 WO2006042674 A1 WO 2006042674A1 EP 2005010955 W EP2005010955 W EP 2005010955W WO 2006042674 A1 WO2006042674 A1 WO 2006042674A1
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- polyol
- isocyanate
- hydroxyl number
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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
- C08J9/141—Hydrocarbons
-
- 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
- C08G18/4804—Two or more polyethers of different physical or chemical nature
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
-
- 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
- C08J9/22—After-treatment of expandable particles; Forming foamed products
- C08J9/228—Forming foamed products
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
-
- 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
- C08G2110/0025—Foam properties rigid
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0041—Foam properties having specified density
- C08G2110/005—< 50kg/m3
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2205/00—Foams characterised by their properties
- C08J2205/10—Rigid foams
-
- 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
Definitions
- the invention relates to a process for the production of rigid polyurethane foams by reacting polyisocyanates with compounds having at least two hydrogen atoms reactive with isocyanate groups.
- Polyurethane rigid foams have long been known and are mainly used for heat and cold insulation, z. B. in refrigerators, in hot water tanks, in Fern ⁇ heat pipes or in construction, for example in sandwich panels used.
- a summary of the production and application of rigid polyurethane foams can be found, for example, in the Kunststoff-Handbuch, Volume 7, Polyurethane 1st Edition 1966, edited by Dr. med. R. Vieweg and dr. A. Höchtlen, 2nd edition 1983, edited by Dr. med. Günter Oertel, and 3rd edition 1993, issued by Dr. med. Günter Oertel, Carl Hanser Verlag, Kunststoff, Vienna.
- They are usually prepared by reacting polyisocyanates with compounds having at least two hydrogen atoms reactive with isocyanate groups in the presence of catalysts, blowing agents and auxiliaries and / or additives.
- polyether alcohols having a functionality of from 3 to 8 and a hydroxyl number of from 200 to 700 mg KOH / g are generally used. These are usually prepared by reaction of H-functional starter substances with alkylene oxides. Starting substances used are preferably polyfunctional alcohols and amines. Examples of polyfunctional alcohols are glycerine, trimethylolpropane
- TMP sugars, such as sorbitol, mannitol, or sucrose.
- amines are aliphatic amines, such as ethylene diamine, propylene diamine, and aromatic amines, such as toluene diamine (TDA), diphenylmethane diamine (MDA), optionally mixed with its higher homologs.
- EP 768 325 describes a process for the preparation of polyol mixtures in which the desired mixtures for the respective applications can be prepared from a number of so-called base polyols by in-line mixing.
- the so-called base polyols described in this document are conventional compounds in the art, by which only a limited number of systems can be prepared.
- a polyol mixture containing at least one started with sucrose and / or sorbitol polyether having a functionality greater than 4 and a hydroxyl number ranging from 400 to 550 mg KOH / g at least one started with TDA and / or TMP polyether alcohol with a hydroxyl number in the range between 120 and 240 mg KOH / g and optionally a diol and / or glycerine-initiated polyether alcohol having a hydroxyl number in the range between 300 and 600 mg KOH / g systems for the production of rigid polyurethane foams which meet most technical requirements.
- the invention thus relates to a process for the production of rigid polyurethane foams by reacting a) polyisocyanates with b) compounds having at least isocyanate-reactive Wasserstoffato ⁇ men, characterized in that the compounds having at least isocyanate-reactive hydrogen atoms a mixture bi) consisting of bi1) at least one started with sucrose and / or sorbitol polyether alcohol having a functionality greater than 4 and a hydroxyl number in the range between 400 and 550 mgKOH / g, bi2) at least one TDA-initiated polyether alcohol having a hydroxyl number in the range from 120 to 240 mg KOH / g and an aromatic content between 6.5 and 15% by weight. %, and / or a TMP-started polyether alcohol having a hydroxyl number between 120 and 240 mg KOH / g, and optionally bi3) at least one started with a di- or trifunctional alcohol
- Polyether alcohol having a hydroxyl number in the range between 300 and 600 mgKOH / g.
- the reaction is carried out in the presence of blowing agents, catalysts and, if appropriate, auxiliaries and / or additives, such as flame retardants, foam stabilizers or fillers.
- the mixture bi) is preferably used in an amount of at least 50 wt .-% of the total weight of the compounds having at least isocyanate-reactive hydrogen atoms b).
- the use of the abovementioned components takes place without the addition of further compounds having at least hydrogen atoms reactive with isocyanate groups.
- the components bi1), bi2) and bi3) are used in such a ratio to each other that the mixture bi) has a hydroxyl value of at least 300 mg KOH / g and an aromatic content of less than 5 wt .-%.
- the mixture should have a viscosity of less than 10000 mPa s at 25 °.
- the reaction of the polyisocyanates with the compounds having at least two isocyanate-reactive hydrogen atoms is preferably carried out at an isocyanate index of from 90 to 200, particularly preferably from 100 to 150 and in particular from 110 to 130.
- the mixture bi) preferably contains 50-95% by weight of polyol bi1), 5-50% by weight of polyol bi2) and 0-50% by weight of polyol bi3), in each case based on the weight of the mixture bi) , ,
- the preparation of the polyols bi1), bi2) and bi3) is carried out by the customary and known methods by addition of alkylene oxides, usually propylene oxide, ethylene oxide or mixtures of the two alkylene oxides, to H-functional starter substances.
- alkylene oxides usually propylene oxide, ethylene oxide or mixtures of the two alkylene oxides
- An ⁇ storage is usually carried out in the presence of catalysts, preferably basic catalysts, in particular potassium hydroxide.
- the starting substances sucrose and sorbitol optionally in admixture with short-chain alcohols and / or water, are reacted with the alkylene oxides.
- the preparation of the polyols bi2) takes place by addition of alkylene oxides to toluene diamine (TDA) or TMP.
- TDA toluene diamine
- all isomers of the TDA can in principle be used in any desired mixtures with one another.
- the polyols prepared using vicinal TDA have better solubility for hydrocarbon containing blowing agents. Vicinal TDA containing mixtures are obtained in the purification of TDA in the preparation of toluenediamine (TDI).
- the mixtures preferably contain at least 80% by weight of vicinal TDA, particularly preferably at least 90% by weight of vicinal TDA and in particular at least 95% by weight of vicinal TDA.
- ethylene oxide preferably in an amount of from 5 to 20% by weight of the total amount of alkylene oxide, is initially added to the TDA without the use of a catalyst.
- propylene oxide is added using potassium hydroxide as the catalyst.
- component bi2) the viscosity of component b) is reduced and the hydroxyl number is reduced. A reduction of the hydroxyl number leads to a lower crosslinking, which leads to a reduction of the glass transition temperature of the material.
- the polyols bi3) are prepared by addition of alkylene oxides, in particular propylene oxide, to di- and trifunctional starter substances.
- Glycerol and trimethylolpropane are used in particular as trifunctional starter substances.
- Examples of two-functional starter substances are ethylene glycol, diethylene glycol, propylene glycol and dipropylene glycol.
- the addition of propylene oxide is also catalytically, in particular using, potassium hydroxide as a catalyst. Because the component bi3) has a very low viscosity, the viscosity of the polyurethane system is greatly reduced by the use of the component bi3), resulting in improved flowability.
- Component bi3) depends on the hydroxyl number being adhered to. If the hydroxyl number is too high, the adhesion may deteriorate and the brittleness of the foams may increase. If the hydroxyl number is too low, softening of the foams and a reduction in dimensional stability may occur.
- the polyisocyanates used are the customary aliphatic, cycloaliphatic and, in particular, aromatic di- and / or polyisocyanates. Preference is given to tolylene diisocyanate (TDI), diphenylmethane diisocyanate (MDI) and, in particular, mixtures of diphenylmethane diisocyanate and polyphenylene polymethylene polyisocyanates (crude MDI).
- the isocyanates may also be modified, for example by incorporation of uretdione, carbamate, isocyanurate, carbodiimide, allophanate and in particular urethane groups.
- the polyols bi1), bi2) and bi3) according to the invention can preferably be reacted with the polyisocyanates without further compounds having at least two hydrogen atoms reactive with isocyanate groups.
- further compounds having at least two hydrogen atoms reactive with isocyanate groups preferably in an amount of at most 50% by weight.
- polyetherols and / or polyesterols Preferably used are polyetherols and / or polyesterols.
- the hydroxyl number of the polyetherols and / or polyesterols used in the production of rigid polyurethane foams is preferably 100 to 850 mg KOH / g, particularly preferably 200 to 600 mg KOH / g, the molecular weights are preferably greater than 400.
- the polyurethanes can without or with chain extenders and / or crosslinkers.
- chain extenders and / or crosslinking agents especially two-, three- or four-functional amines and alcohols, in particular with molecular weights of less than 400, preferably from 60 to 300, are used.
- Polypropylene glycols having molecular weights of 400 to 2,000 are added to improve the pentane solubility of the system.
- blowing agent water can be used which reacts with isocyanate groups with the cleavage of carbon dioxide.
- physical blowing agents can also be used. These are compounds which are inert to the starting components and which are usually liquid at room temperature and evaporate under the conditions of the urethane reaction. Preferably, the boiling point of these compounds is preferably below 5O 0 C.
- Physical blowing agents also include compounds which are temperature gaseous at room and introduced under pressure into the starting components or dissolved in them, for example carbon dioxide, low-boiling alkanes and fluoroalkanes.
- the physical blowing agents are usually selected from the group comprising alkanes and / or cycloalkanes having at least 4 carbon atoms, dialkyl ethers, esters, ketones, acetals, fluoroalkanes having 1 to 8 carbon atoms, and tetraalkylsilanes having 1 to 3 carbon atoms in the alkyl chain, in particular tetramethylsilane.
- Examples which may be mentioned are propane, n-butane, isobutane and cyclobutane, n-, iso- and cyclopentane, cyclohexane, dimethyl ether, methyl ethyl ether, methyl butyl ether, formic acid methyl ester, acetone and fluoroalkanes which can be degraded in the troposphere and therefore are harmless for the ozone layer, such as trifluoromethane, difluoromethane, 1, 1, 1, 3,3-pentafluorobutane, 1,1,1,3,3-pentafluoropropane, 1,1,1,2-tetrafluoroethane, difluoroethane and heptafluoropropane ,
- the said physical blowing agents can be used alone or in any combination with each other.
- isomers of pentane, in particular cyclopentane are used.
- the polyurethane or Polyisocyanuratschaumstoffe usually contain flame retardants.
- flame retardants Preferably, halogen-free flame retardants are used.
- Be ⁇ particularly preferred are phosphorus-containing flame retardants, in particular Trischlorisopropylphosphat, Diethylethanphosphonat, triethyl phosphate and / or Diphenylkresylphosphat be used.
- the catalysts used are in particular compounds which greatly accelerate the reaction of the isocyanate groups with the groups reactive with isocyanate groups.
- Such catalysts are strongly basic amines, such as. As tertiary aliphatic amines, imidazoles, amidines, and alkanolamines, and / or organometallic compounds, especially those based on tin.
- isocyanurate groups are to be incorporated into the rigid foam, special catalysts are required.
- the isocyanurate catalysts used are usually metal carboxylates, in particular potassium acetate and its solutions.
- the catalysts can, depending on requirements, be used alone or in any mixtures with one another.
- auxiliaries and / or additives are the substances known per se for this purpose, for example surface-active substances, foam stabilizers, cell regulators, fillers, pigments, dyes, hydrolysis stabilizers, antistatic agents, fungistatic and bacteriostatic agents.
- the polyisocyanates and the compounds are reacted with at least two isocyanate-reactive hydrogen atoms in amounts such that the isocyanate index in the case of the polyurethane foams is in a range between 100 and 220, preferably between 115 and 180, lies.
- the rigid polyurethane foams can be prepared batchwise or continuously by means of known mixing devices.
- the mixing of the starting components can take place with the aid of known mixing devices.
- the rigid polyurethane foams according to the invention are usually prepared by the two-component process.
- the compounds having at least two isocyanate-reactive hydrogen atoms are mixed with the blowing agents, the catalysts and the further auxiliaries and / or additives to form a so-called polyol component, and these are mixed with the polyisocyanates.
- cyanates or mixtures of the polyisocyanates and optionally blowing agents, also referred to as isocyanate component also referred to as isocyanate component, reacted.
- the starting components are usually mixed at a temperature of 15 to 35 0 C, preferably from 20 to 30 0 C.
- the reaction mixture can be mixed with high or low pressure dosing.
- the density of the rigid foams used for this purpose is preferably 10 to 400 kg / m 3 , preferably 20-200, in particular 30 to 100 kg / m 3 .
- polyurethane rigid foams having a broad property profile can be produced by using the polyol mixture according to the invention.
- the ratio of the three polyols can be varied within the abovementioned limits depending on the required property profile of the foam.
- the polyol mixture according to the invention has a very good compatibility with the polyisocyanates, an improved solubility for the blowing agents, in particular for cyclopentane, and leads to foams having an isotropic cell structure.
- the foams have a uniform cell structure with no defects and surface defects. Due to the improved isotropy of the cells, the foams have better stability at the same hardness.
- the rigid foams produced by the process according to the invention can be used for a variety of applications.
- they can be used in discontinuous foaming, for example for refrigerators, hot water storage or pipe insulation, or for continuous foaming, for example to Ver ⁇ bundle elements according to the double belt technology.
- Polyol A prepared by addition of propylene oxide to sorbitol, hydroxyl number 340 mg KOH / g, functionality 4.7
- Polyol B prepared by addition of propylene oxide to a mixture of sucrose, pentaerythritol and diethylene glycol, hydroxyl number 405 mg KOH / g, functionality 3.9
- Polyol C prepared by addition of propylene oxide to a mixture of sucrose and diethylene glycol, hydroxyl number 440 mg KOH / g, functionality 4.3
- Polyol D prepared by addition of propylene oxide to a mixture of sucrose and glycerol, hydroxyl number 400 mg KOH / g, functionality 4.5
- Polyol E Polypropylene glycol, hydroxyl number 500 mg KOH / g, functionality 2
- Polyol F prepared by addition of ethylene oxide and subsequently propylene oxide to vicinal TDA in a weight ratio of TDA / ethylene oxide / propylene oxide of 9.2 / 8.6 / 82.2, hydroxyl number 160 mg KOH / g, functionality 3.9
- Polyol G prepared by addition of propylene oxide onto sorbitol, hydroxyl number 490 mg KOH / g, functionality 5.0
- Polyol H prepared by addition of propylene oxide to a mixture of sucrose and glycerol, hydroxyl number 490 mg KOH / g, functionality 4.3
- Polyol I prepared by addition of propylene oxide to TMP, hydroxyl number 160 mg KOH / g, functionality 3.0
- Polyol J prepared by addition of propylene oxide to glycerol, hydroxyl number 400 mg KOH / g, functionality 3.0
- Polyol K prepared by addition of propylene oxide to glycerol, hydroxyl number 160 mg KOH / g, functionality 3.0
- Polyol L prepared by addition of propylene oxide to glycerol, hydroxyl number 230 mg KOH / g, functionality 3.0
- Polyol M prepared by addition of propylene oxide to ethylenediamine, hydroxyl number 470 mg KOH / g, functionality 4.0
- Polyol N polypropylene glycol, hydroxyl number 105 mg KOH / g, functionality 2
- Polyol O prepared by addition of propylene oxide to ethylenediamine, hydroxyl number 750 mg KOH / g, functionality 4.0 polyisocyanates
- Polyisocyanate I Polymer-I MD having an NCO content of 31, 5 wt .-%, (Lupranat M 20 S ®, BASF AG)
- Polyisocyanate II prepolymer of 4,4'-MDI NCO content 1 23 wt .-%, (Lupranat ® MP 102, BASF AG)
- Foam stabilizer 1 Tegostab ® B 8467 from Goldschmidt
- Foam stabilizer 2 Dabco ® DC 193 from Air Products
- Foam stabilizer 3 Tegostab ® B 8443 from Goldschmidt
- Foam stabilizer 4 Dabco ® DC 5103 Air Products foam stabilizer 5: Tegostab ® B 8404 from Goldschmidt
- Polyol blends were prepared as described in Tables 1 and 2. Of the polyols or polyol mixtures, the isocyanate solubility, the pentane solubility and the glass transition temperature of foams produced from these mixtures were determined. The composition and properties of the mixtures and the results obtained are shown in Tables 1 and 2.
- the experiments are designed to produce a foam with a known polyol (polyols AD) (Comparative Examples 1, 4, 8 and 11). Thereafter, mixtures of polyols according to the invention are prepared using the polyols E-J, so that the mixtures have virtually the same hydroxyl number and functionality as the known polyol (Examples 2, 3, 5, 6, 7, 9, 10, 12 and 13). The hydroxyl number and functionality of the mixture should not deviate more than 10% from the known polyol. Thus, Examples 1-3, 4-7, 8-10 and 11-13 belong together.
- Polymer MDI such as isocyanate I, and polyols or polyol blends are immiscible.
- Isocyanate II a prepolymer, is completely miscible with polyols or polyol blends. Mixtures of isocyanates I and II may be miscible, depending on the ratio of isocyanates.
- 1 g of polyol is placed in a 4 cm diameter watch glass. 1 g of a mixture of isocyanate I and isocyanate II is added to the polyol and the mixture is mixed for one minute with a spatula so that no gas bubbles form. One minute after stopping stirring, the mixture is visually observed.
- the experiment is repeated with a mixture having a higher content of isocyanate II in the mixture. If the mixture is clear, the experiment is repeated with a mixture with a lower content of isocyanate II in the mixture. In this way, the maximum concentration of isocyanate I in the mixture is determined at which the mixture is still clear. The accuracy of this method is 2%.
- a mixture of 100 g of polyol or polyol mixture, 2.4 g of foam stabilizer, 15 g of cyclopentane and the amount of DMCHA required for a gel time of between 45 and 90 seconds is prepared.
- This mixture is foamed with isocyanate I at an index of 100.
- the mixture is calculated to give 50 g of foam.
- the required quantities are placed in a paper cup with a capacity of 735 ml and stirred for 10 seconds at 1500 min -1 After the foaming has ended, the foam was stored for 3 days, after which a 2 mm thick slice was cut from the upper part of the foam.
- a mixture consisting of 100 parts by weight of polyol or polyol mixture, 2.4 parts by weight of foam stabilizer 1 and 0.85 parts by weight of water and cyclopentane and DMCHA is foamed with isocyanate 1 at an index of 100.
- the exact quantities used can be found in Table 2. The foaming took place in a cubic form with a volume of 11, 4 I. After 20 minutes, the foam was removed and stored for 3 days.
- the density was measured according to ISO 845, the compressive strength according to ISO 604 in parallel and transverse to the foaming direction.
- the systems recorded in Table 3 were processed in a double belt system with flexible cover layers.
- the composite elements had a good foam quality without defects.
- the foams were prepared with isocyanate I at an index of 115.
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Abstract
Description
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Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP05799147A EP1805240A1 (de) | 2004-10-19 | 2005-10-12 | Verfahren zur herstellung von polyurethan-hartschaumstoffen |
JP2007537164A JP2008517115A (ja) | 2004-10-19 | 2005-10-12 | 硬質ポリウレタンフォームの製造方法 |
MX2007004388A MX2007004388A (es) | 2004-10-19 | 2005-10-12 | Metodo para la produccion de espumas de poliuretano rigidas. |
CN2005800355050A CN101044180B (zh) | 2004-10-19 | 2005-10-12 | 生产硬质聚氨酯泡沫的方法 |
US11/577,459 US20070259981A1 (en) | 2004-10-19 | 2005-10-12 | Method for the Production of Rigid Polyurethane Foams |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE102004051102A DE102004051102A1 (de) | 2004-10-19 | 2004-10-19 | Verfahren zur Herstellung von Polyurethan-Hartschaumstoffen |
DE102004051102.0 | 2004-10-19 |
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WO2006042674A1 true WO2006042674A1 (de) | 2006-04-27 |
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PCT/EP2005/010955 WO2006042674A1 (de) | 2004-10-19 | 2005-10-12 | Verfahren zur herstellung von polyurethan-hartschaumstoffen |
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US (1) | US20070259981A1 (de) |
EP (1) | EP1805240A1 (de) |
JP (1) | JP2008517115A (de) |
KR (1) | KR20070085327A (de) |
CN (1) | CN101044180B (de) |
DE (1) | DE102004051102A1 (de) |
MX (1) | MX2007004388A (de) |
WO (1) | WO2006042674A1 (de) |
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JP2011503296A (ja) * | 2007-11-08 | 2011-01-27 | シーカ・テクノロジー・アーゲー | ポリウレタンフォーム |
DE102012203994A1 (de) | 2011-03-17 | 2012-09-20 | Basf Se | Antistatische oder elektrisch leitfähige Polyurethane |
US9657133B2 (en) | 2007-01-12 | 2017-05-23 | Basf Se | Rigid polyurethane foams |
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- 2005-10-12 WO PCT/EP2005/010955 patent/WO2006042674A1/de active Application Filing
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US9657133B2 (en) | 2007-01-12 | 2017-05-23 | Basf Se | Rigid polyurethane foams |
JP2011503296A (ja) * | 2007-11-08 | 2011-01-27 | シーカ・テクノロジー・アーゲー | ポリウレタンフォーム |
DE102012203994A1 (de) | 2011-03-17 | 2012-09-20 | Basf Se | Antistatische oder elektrisch leitfähige Polyurethane |
US11377517B2 (en) | 2013-04-16 | 2022-07-05 | Basf Se | Phosphorous containing flame retardants |
US10196493B2 (en) | 2013-12-02 | 2019-02-05 | Basf Se | Polyurethanes having reduced aldehyde emission |
US10316160B2 (en) | 2013-12-02 | 2019-06-11 | Basf Se | Polyurethanes with reduced aldehyde emission |
US10329372B2 (en) | 2014-06-13 | 2019-06-25 | Basf Se | Polyurethanes with reduced aldehyde emission |
US10590231B2 (en) | 2015-05-28 | 2020-03-17 | Basf Se | Polyurethanes with reduced aldehyde emission |
WO2018172287A1 (en) | 2017-03-20 | 2018-09-27 | Basf Se | Composite element |
EA039777B1 (ru) * | 2017-03-27 | 2022-03-11 | Басф Се | Полиольные компоненты и их применение для получения жестких пенополиуретанов |
WO2018177941A1 (de) * | 2017-03-27 | 2018-10-04 | Basf Se | Polyolkomponenten und ihre verwendung zur herstellung von polyurethan-hartschaumstoffen |
EP4015211A1 (de) | 2020-12-15 | 2022-06-22 | Basf Se | Verfahren zur herstellung von partikelmatten aus reaktiven pu-systemen |
WO2022129038A1 (en) | 2020-12-15 | 2022-06-23 | Basf Se | Method to predict mechanical properties of stacked particle mats |
WO2024046793A1 (en) | 2022-08-31 | 2024-03-07 | Basf Se | Process for thermal treatment of a multicomponent plastic waste material |
Also Published As
Publication number | Publication date |
---|---|
US20070259981A1 (en) | 2007-11-08 |
JP2008517115A (ja) | 2008-05-22 |
MX2007004388A (es) | 2007-06-07 |
KR20070085327A (ko) | 2007-08-27 |
DE102004051102A1 (de) | 2006-04-27 |
CN101044180B (zh) | 2010-11-10 |
CN101044180A (zh) | 2007-09-26 |
EP1805240A1 (de) | 2007-07-11 |
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