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WO2011117294A1 - Procédé de production de mousses pour moulage, formées de produits de condensation de mélamine/formaldéhyde - Google Patents

Procédé de production de mousses pour moulage, formées de produits de condensation de mélamine/formaldéhyde Download PDF

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Publication number
WO2011117294A1
WO2011117294A1 PCT/EP2011/054439 EP2011054439W WO2011117294A1 WO 2011117294 A1 WO2011117294 A1 WO 2011117294A1 EP 2011054439 W EP2011054439 W EP 2011054439W WO 2011117294 A1 WO2011117294 A1 WO 2011117294A1
Authority
WO
WIPO (PCT)
Prior art keywords
melamine
condensation products
formaldehyde condensation
formaldehyde
foams
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/EP2011/054439
Other languages
German (de)
English (en)
Inventor
Tobias Heinz Steinke
Klaus Hahn
Horst Baumgartl
Jens-Uwe Schierholz
Bettina Wester
Christof MÖCK
Bernhard Vath
Peter Nessel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of WO2011117294A1 publication Critical patent/WO2011117294A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C44/00—Shaping by internal pressure generated in the material, e.g. swelling or foaming ; Producing porous or cellular expanded plastics articles
    • B29C44/34—Auxiliary operations
    • B29C44/3403—Foaming under special conditions, e.g. in sub-atmospheric pressure, in or on a liquid
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08L61/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08L61/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
    • 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
    • C08J2201/00—Foams characterised by the foaming process
    • C08J2201/02—Foams characterised by the foaming process characterised by mechanical pre- or post-treatments
    • C08J2201/024—Preparation or use of a blowing agent concentrate, i.e. masterbatch in a foamable composition
    • 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
    • C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
    • C08J2361/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08J2361/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08J2361/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine

Definitions

  • the present invention relates to the production of molded foams from melamine / formaldehyde condensation products.
  • the present invention was therefore based on the object to remedy the aforementioned disadvantages.
  • a solution, emulsion, dispersion or suspension of melamine / formaldehyde precondensates and optionally one or more additional components (Z) may continuously, preferably batchwise at a temperature of 0 to 200 ° C, preferably 10 to 150 ° C, and a pressure of 10 to 950 mbar, preferably 50 to 900 mbar, are foamed and finally dried, wherein water and blowing agent remaining in the foam are removed.
  • the energy input can preferably be effected by electromagnetic radiation, for example by high-frequency irradiation with 5 to 400 kW, preferably 5 to 200 kW, particularly preferably 9 to 120 kW per kilogram of the mixture used in a frequency range from 0.2 to 100 GHz, preferably 0.5 up to 10 GHz.
  • magnetrons are suitable, with one or more magnetrons can be irradiated simultaneously.
  • Suitable melamine / formaldehyde precondensates are custom-made (see Technical Bulletins: a) W. Woebcken, Kunststoffhandbuch 10. Duroplaste, Kunststoff, Vienna 1988, b) Encyclopaedia of Polymer Science and Technology, 3rd ed., Vol , Chap.
  • the melamine-formaldehyde precondensates generally have a molar ratio of formaldehyde to melamine 5: 1 to 1, 3: 1, preferably 3.5: 1 to 1, 5: 1.
  • these melamine / formaldehyde condensation products may contain from 0 to 50% by weight, preferably from 0 to 20% by weight, of other thermoset formers and, in addition to formaldehyde, from 0 to 50% by weight, preferably from 0 to 20% by weight of other aldehydes Contains condensed.
  • thermoset-forming agents examples include alkyl- and aryl-substituted melamine, urea, urethanes, carboxamides, dicyandiamide, guanidine, sulfurylamide, sulfonamides, aliphatic amines, glycols, phenol and derivatives thereof.
  • aldehydes for example, acetaldehyde, trimethylolacetaldehyde, acrolein, benzaldehyde, furfural, glyoxal, glutaraldehyde, phthalaldehyde and terephthalaldehyde can be used. Further details about melamine / formaldehyde condensation products can be found in Houben-Weyl, Methoden der organischen Chemie, Vol. 14/2, 1963, pages 319 to 402.
  • the melamine / formaldehyde precondensate is present in the mixture in an amount of from 55 to 85% by weight, preferably from 63 to 80% by weight.
  • alcohols for example methanol, ethanol or butanol
  • ether groups can influence the solubility of the melamine / formaldehyde precondensate and the mechanical properties of the fully cured material.
  • the amount of blowing agent can be varied within wide limits and usually depends on the desired density of the foam to be produced.
  • the amount of blowing agent is generally from 1 to 40 wt .-%, preferably 1, 5 to 30 wt .-%, particularly preferably 5 to 15 wt .-% based on the melamine / formaldehyde precondensate.
  • the hardeners can generally be used in amounts of from 0.01 to 20% by weight, preferably 0.02 to 10% by weight, particularly preferably 0.05 to 5% by weight, based on the melamine / formaldehyde precondensate become.
  • the additives can generally be used in amounts of from 0 to 20% by weight, preferably 0 to 10% by weight, particularly preferably 0 to 5% by weight, in particular 0% by weight, based on the melamine / formaldehyde Pre-condensate can be used.
  • Suitable dispersants or emulsifiers are anionic, cationic, nonionic surfactants and mixtures thereof.
  • anionic surfactants are diphenylene oxide sulfonates, alkyl and alkylbenzenesulfonates, alkylnaphthalenesulfonates, alkyl ether sulfonates, fatty alcohol sulfates, ether sulfates, acylaminoalkanesulfonates, acylisothionates, alkylethercarboxylates, N-acylsarcosinates, alkyl and alkyl ether phosphates.
  • cationic emulsifiers e.g. Alkyltriammoniumsalze, Alkylbenzyldimethyl- ammonium salts and Alkylpyridiniumsalze be used.
  • Suitable nonionic surfactants are, for example, alkylphenol polyglycol ethers, fatty alcohol polyglycol ethers, fatty acid polyglycol ethers, fatty acid alkanolamides, ethylene oxide / propylene oxide block copolymers, amine oxides, glycerol fatty acid esters, sorbitan esters and alkyl polyglycosides.
  • Suitable blowing agents are "physical” or “chemical” blowing agents (Encyclopedia of Polymer Science and Technology, Vol. I, 3rd ed., Chapter Additives, page 203 to 218, 2003).
  • Suitable "physical" blowing agents are, for example, hydrocarbons, such as pentane, hexane, halogenated, in particular chlorinated and / or fluorinated hydrocarbons, for example methylene chloride, chloroform, trichloroethane, chlorofluorohydrocarbons, hydrochlorofluorocarbons (HCFCs), alcohols, for example methanol, ethanol, n- or iso-propanol, ethers, ketones and esters, for example methyl formate, ethyl formate, methyl acetate or ethyl acetate, in liquid form or air, nitrogen and carbon dioxide as gases.
  • hydrocarbons such as pentane, hexane, halogenated, in particular chlorinated and / or fluorinated hydrocarbons, for example methylene chloride, chloroform, trichloroethane, chlorofluorohydrocarbons, hydrochlorofluorocarbons
  • Suitable "chemical" blowing agents are, for example, isocyanates mixed with water to release carbon dioxide as the effective blowing agent, and carbonates and bicarbonates are also suitable when mixed with acids which also produce carbon dioxide.
  • Acidic compounds which catalyze the further condensation of the melamine resin can be used as curing agents.
  • the amount of these hardeners is generally 0.01 to 20 wt .-%, preferably 0.05 and 5 wt .-%, each based on the precondensate.
  • Suitable acidic compounds are inorganic and organic acids. ren, for example selected from the group consisting of hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid, formic acid, acetic acid, oxalic acid, toluenesulfonic acids, amidosulfonic acids, acid anhydrides and mixtures thereof. In a further embodiment, the mixture is free of further additives.
  • 0.1 to 20 wt .-%, preferably 0.1 to 10 wt.% Based on the melamine / formaldehyde precondensate, of conventional additives such as dyes, flame retardants, UV Stabilizers, agents to reduce the burn gas toxicity or to promote the charring add.
  • the foams contain in one embodiment at least one additive from the group of dyes, perfumes, optical brighteners, UV absorbers and pigments. This additive is preferably distributed homogeneously in the foam.
  • the common inorganic natural (for example chalk) or synthetic pigments (for example titanium oxides), but also organic pigments can be used.
  • the density of the melamine resin foams which can be prepared according to the invention is generally from 3 to 50 g / l [g per liter], preferably from 4 to 20 g / l, particularly preferably from 5 to 10 g / l.
  • the melamine resin foams which can be prepared according to the invention can be foamed up to any shapes, preferably moldings of any shape, plates or webs, particularly preferably plates or webs, as a rule of any thickness, advantageously in layer thicknesses of 0.1 to 500 cm, preferably 0.5 to 200 cm , Particularly preferably 1 to 100 cm, in particular 3 to 80 cm, most preferably 5 to 50 cm are produced.
  • the melamine resin foams which can be prepared according to the invention and the hydrophobic melamine resin foams in the form of webs, sheets, moldings or another design which can be produced according to the invention can be provided or laminated on one, two, more or all sides with cover layers, for example with paper, cardboard, Glass fleece, wood, gypsum board, metal sheets or metal foils, plastic or plastic films, which may also be foamed.
  • cover layers can be applied during foaming or subsequently. In the case of subsequent application, it is advantageous to use an "adhesion promoter.”
  • the melamine resin foams according to the invention are used in upholstering seating surfaces, as heat, cold and / or sound insulation or insulation or insulation of buildings and parts of buildings, in particular walls, partitions .
  • the pressures can be adjusted variably between 0.1 mbar and 1013 mbar.
  • Stamping pressure measurement (according to US Pat. No. 4,666,948) for evaluating the mechanical quality of the melamine resin foams.
  • a cylindrical stamp having a diameter of 8 mm and a height of 10 cm was placed in a cylindrical sample with a diameter of 1 cm and a height of Press 5 cm in the foaming direction at an angle of 90 ° until the sample breaks.
  • the breaking force [N / KN] provides information about the quality of the foam.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)

Abstract

L'invention concerne un procédé de production de mousses pour moulage, formées de produits de condensation de mélamine/formaldéhyde, caractérisé en ce qu'un pré-condensat de mélamine/formaldéhyde est expansé sous pression réduite, puis irradié.
PCT/EP2011/054439 2010-03-24 2011-03-23 Procédé de production de mousses pour moulage, formées de produits de condensation de mélamine/formaldéhyde Ceased WO2011117294A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP10157446 2010-03-24
EP10157446.5 2010-03-24

Publications (1)

Publication Number Publication Date
WO2011117294A1 true WO2011117294A1 (fr) 2011-09-29

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2011/054439 Ceased WO2011117294A1 (fr) 2010-03-24 2011-03-23 Procédé de production de mousses pour moulage, formées de produits de condensation de mélamine/formaldéhyde

Country Status (1)

Country Link
WO (1) WO2011117294A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1073642A (fr) * 1953-01-30 1954-09-28 Polyplastic Sa Méthode d'obtention de matières plastiques thermodurcissables cellulaires et produits industriels nouveaux en résultant
EP0037470A1 (fr) 1980-03-27 1981-10-14 BASF Aktiengesellschaft Procédé pour la préparation de mousses élastiques à base d'un produit de condensation du formaldéhyde avec la mélamine
US4666948A (en) 1985-09-28 1987-05-19 Basf Aktiengesellschaft Preparation of resilient melamine foams

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1073642A (fr) * 1953-01-30 1954-09-28 Polyplastic Sa Méthode d'obtention de matières plastiques thermodurcissables cellulaires et produits industriels nouveaux en résultant
EP0037470A1 (fr) 1980-03-27 1981-10-14 BASF Aktiengesellschaft Procédé pour la préparation de mousses élastiques à base d'un produit de condensation du formaldéhyde avec la mélamine
US4666948A (en) 1985-09-28 1987-05-19 Basf Aktiengesellschaft Preparation of resilient melamine foams

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
"Amino Resins", vol. 1, 2003, article "Encyclopedia of Polymer Science and Technology", pages: 340 - 370
"Amino Resins", vol. 2, 2003, article "Ullmann's Encyclopedia of Industrial Chemistry", pages: 537 - 565
"Encyclopedia of Polymer Science and Technology", vol. 1, 2003, pages: 203 - 218
HOUBEN-WEYL, METHODEN DER ORGANISCHEN CHEMIE, vol. 14/2, 1963, pages 319 - 402
W. WOEBCKEN: "Kunststoffhandbuch 10. Duroplaste", vol. 10, 1988, WIEN

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