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WO2024156574A1 - Mousses de résine de mélamine biodégradables - Google Patents

Mousses de résine de mélamine biodégradables Download PDF

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Publication number
WO2024156574A1
WO2024156574A1 PCT/EP2024/051101 EP2024051101W WO2024156574A1 WO 2024156574 A1 WO2024156574 A1 WO 2024156574A1 EP 2024051101 W EP2024051101 W EP 2024051101W WO 2024156574 A1 WO2024156574 A1 WO 2024156574A1
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WO
WIPO (PCT)
Prior art keywords
melamine
formaldehyde
weight
parts
mixture
Prior art date
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Ceased
Application number
PCT/EP2024/051101
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English (en)
Inventor
Alexander Koenig
Bernhard Vath
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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
Priority to KR1020257028183A priority Critical patent/KR20250139850A/ko
Priority to CN202480008961.9A priority patent/CN120603884A/zh
Priority to EP24701347.7A priority patent/EP4655338A1/fr
Publication of WO2024156574A1 publication Critical patent/WO2024156574A1/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
    • C08J9/0014—Use of organic additives
    • C08J9/0023—Use of organic additives containing oxygen
    • 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
    • B29C45/00—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor
    • B29C45/17—Component parts, details or accessories; Auxiliary operations
    • 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
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
    • 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
    • C08J2300/00—Characterised by the use of unspecified polymers
    • C08J2300/16—Biodegradable polymers
    • 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 a process for producing a melamine-formaldehyde foam by heating and foaming an aqueous mixture M using microwave radiation, said mixture M comprising at least one melamine-formaldehyde precondensate having a molar ratio of mela- mine:formaldehyde ranging from 1 :1.3 to 1: 2.5, at least one curative, at least one surfactant, at least one blowing agent and at least one polyalcohol, selected from the group of ethylene glycol, diethylene glycol, glycerol, trimethylol propane, pentaeryhritol, xylitol, xylose, and sorbitol, as well as biodegradable melamine resin foam obtainable by this process.
  • Melamine resin foams are used for different applications, e. g. sound absorption in room acoustics, thermal insulation in building and pipe insulation.
  • One more important application is the use of melamine resin foams as cleaning sponge in consumer/household applications.
  • cleaning sponges the biodegradation of the used materials is a strong demand.
  • OECD 301 F biodegradation test investigates the biodegradation in an activated sludge for the wastewater treatment. So far, no results of biodegradation of melamine resins foams according to OECD 301 F test are described in literature.
  • EP 4 001 350 provides a thermoformable melamine foam and a method for preparing the same, wherein the thermoformable melamine foam comprises a condensate of a melamine- formaldehyde-based compound with a low molecular ratio M:F in the range from 1 :1.3 to 1 :1.8 to be low in formaldehyde content and shows excellent thermostability.
  • a predetermined amount of isosorbide is added to the dispersion.
  • WO 2018/095760 A1 relates to a process for producing a melamine-formaldehyde foam by heating and foaming an aqueous mixture M using microwave radiation, said mixture M comprising at least one melamine-formaldehyde precondensate, at least one curative, at least one surfactant, at least one blowing agent and polyethylene glycol number average molecular weight Mn in the range from 500 to 10.000 g/mol as well as a melamine-formaldehyde foam obtainable by this process and its use.
  • WO 2014/170243 relates to a melamine-formaldehyde foam comprising microspheres having a core comprising at least one active and/or effective substance selected from the group consisting of foam glass, sodium sulfate, sodium lauryl sulfate, polyethylene glycols, cocoamides, fatty alcohols, quaternary ammonium salts, latent heat accumulators, flame retardants, intumescent, hydrophobicizing agents, adhesives, substances influencing the soil release behavior, formaldehyde scavenger, substances improving indoor air quality, skin care products and formulations, abrasives and mixtures thereof and having a shell comprising at least one melamine- formaldehyde resin. Sorbitol may be used as formaldehyde scavenger.
  • EP 0688 852 A1 relates to aqueous intumescent solutions comprising polyalcohol’s for the impregnation of porous carrier materials and for the impregnation of glass - and mineral fiber plates, - nonwovens, - matte, of plastic drainage mats, nonwovens and/or metal mats of metal fiber, of open-pored thermosetting synthetic resin foams manufactured in this way composite materials and their use in fire protection in buildings and acoustic insulation.
  • Cleaning implements contain an active agent, such as biocides and or glycol solvents impregnated in the erodible foam, such as melamine-formaldehyde resin foam, are known i.e. from US 2014/0230847 A1.
  • CN 107 903 578 A discloses a modified melamine formaldehyde resin foam with improved toughness using diethylene glycol and propylene glycol.
  • CN 113 185 745 A discloses a lightweight melamine formaldehyde foam with surface treated glass fiber as inorganic filler, which has flame retardance, high temperature and aging resistance and was prepared by mixing the melamine resin in an extruder with surface treated glass fiber in the presence of diethylene glycol and polycarbonate.
  • US 2018/140158 A discloses a cleaning implement including a melamine-formaldehyde foam with improved durability, which was produced in the presence of a polyethylene glycol.
  • the present invention was made in view of the prior art described above, and the object of the present invention is to provide a practical method capable of preparing melamine-formaldehyde foams with increased biodegradability while maintaining sufficient flexibility and low brittleness.
  • the present invention provides a method for producing a biodegradable melamine-formaldehyde foam obtainable by a process for producing a melamine-formaldehyde foam by heating and foaming an aqueous mixture M using microwave radiation, said mixture M comprising at least one melamine-formaldehyde precondensate having a molar ratio of mela- mine:formaldehyde ranging from 1 :1.3 to 1 : 2.5, at least one curative, at least one surfactant, at least one blowing agent and at least one polyalcohol, selected from the group of ethylene glycol, diethylene glycol, glycerol, trimethylol propane, pentaeryhritol, xylitol, xylose, and sorbitol.
  • melamine resin foams can show an increased biodegradation if low-functional melamine resins having a molar ratio of melamine:formaldehyde ranging from 1 :1 .3 to 1 : 2.5 are co-condensated with polyalcohols .
  • Suitable polyalcohols comprise organic compounds with multiple hydroxyl groups (-OH)groups, preferably in the range from 2-8, more preferably in the range from 2 - 6 hydroxyl groups such as Ethylene glycol (2-carbon), Glycerol (3-carbon), Erythritol (4-carbon), Xylitol (5-carbon), Sorbitol (6-carbon).
  • Other suitable polyalcohols are e. g. pentaerythritol, trimethylol propane.
  • the polyalcohol is co-condensated in the melamine-formaldehyde (MF) resin.
  • the polyalcohol is preferably selected from polyalcohols with 2 to 6 hydroxyl groups. Most preferably the polyalcohol is selected from the group of ethylene glycol, diethylene glycol, glycerol, trimethylol propane, pentaeryhritol, xylitol, xylose, and sorbitol.
  • the melamine-formaldehyde precondensate has a molar ratio of melamine:formaldehyde (M/F) ranging from 1 :1.3 to 1 : 2.5, most preferably from 1 :1.5 to 1 : 1.8.
  • M/F molar ratio of melamine:formaldehyde
  • the melamine-formaldehyde precondensate has a number average molecular weight M n ranging from 200 g/mol to 1000 g/mol.
  • Anionic, cationic and nonionic surfactants and also mixtures thereof can be used as disper- sant/emulsifier.
  • Useful anionic surfactants include for example diphenylene oxide sulfonates, alkane and alkylbenzenesulfonates, alkylnaphthalenesulfonates, olefinsulfonates, alkyl ether sulfonates, fatty alcohol sulfates, ether sulfates, a-sulfo fatty acid esters, acylaminoalkanesulfonates, acyl isethionates, alkyl ether carboxylates, N-acylsarcosinates, alkyl and alkylether phosphates.
  • Useful nonionic surfactants include alkylphenol polyglycol ethers, fatty alcohol polyglycol ethers, fatty acid polyglycol ethers, fatty acid alkanolamides, ethylene oxide-propylene ox-ide block copolymers, amine oxides, glycerol fatty acid esters, sorbitan esters and alkylpoly-glycosides.
  • Useful cationic emulsifiers include for example alkyltriammonium salts, alkylben-zyldimethylammonium salts and alkylpyridinium salts.
  • the dispersants/emulsifiers can be added in amounts from 0.2% to 5% by weight, based on the melamine-formaldehyde precondensate.
  • the mixture M comprises a surfactant mixture comprising a mixture of 50 to 90 wt% of at least one anionic surfactant and 10 to 50 wt% of at least one nonionic surfactant, where-in the weight percentages are each based on the total weight of the surfactant mixture.
  • acidic compounds which catalyze the further condensation of the melamine resin.
  • the amount of these curatives is generally in the range from 0.01% to 20% by weight and preferably in the range from 0.05% to 5% by weight, all based on the precondensate.
  • Useful acidic compounds include organic and inorganic acids, 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.
  • formic acid is used as curative.
  • the mixture comprises a blowing agent.
  • the amount of blowing agent in the mixture generally depends on the desired density for the foam. Preferably the amount in relation to the melamine-formaldehyde precondensate is chosen in an amount that the density of the foam is 6 to 12 kg/m 3 , more preferably 6.5 to 11 kg/m 3 .
  • the process of the present invention can use both physical and chemical blowing agents. "Physical” or “chemical” blowing agents are suitable (Encyclopedia of Polymer Science and Technology, Vol. I, 3rd ed., Additives, pages 203 to 218, 2003).
  • Useful "physical" blowing agents include for example hydrocarbons, such as pentane, hexane, halogenated, more particularly chlorinated and/or fluorinated, hydrocarbons, for example methylene chloride, chloroform, trichloroethane, chlorofluorocarbons, hydrochlorofluorocarbons (HCFCs), alcohols, for example methanol, ethanol, n propanol or isopropanol, ethers, ketones and esters, for example methyl formicate, ethyl formicate, methyl acetate or ethyl acetate, in liquid form or air, nitrogen or carbon dioxide as gases.
  • hydrocarbons such as pentane, hexane, halogenated, more particularly chlorinated and/or fluorinated
  • hydrocarbons for example methylene chloride, chloroform, trichloroethane, chlorofluorocarbons, hydrochlorofluorocarbons (HC
  • Useful "chemical" blowing agents include for example isocyanates mixed with water, releasing carbon dioxide as active blowing agent. It is further possible to use carbonates and bicarbonates mixed with acids, in which case carbon dioxide is again produced. Also suitable are azo compounds, for example azodicarbonamide.
  • the mixture further comprises at least one blowing agent.
  • This blowing agent is present in the mixture in an amount of 0.5% to 60% by weight, preferably 1% to 40% by weight and more preferably 1.5% to 30% by weight, based on the melamine-formaldehyde precondensate. It is preferable to add a physical blowing agent having a boiling point between 0 and 80°C. Preferably pentane is used as blowing agent.
  • the mixture may further comprise at least one additive selected from the group of dyes, fragrances, optical brighteners, UV and heat stabilizers, flame retardants, formaldehyde scavengers, and pigments.
  • This additive is preferably distributed homogeneously in the foam.
  • the precondensate being foamed up generally by heating the suspension of the melamineformaldehyde precondensate to obtain a foamed material.
  • the introduction of energy is effected via electromagnetic radiation, for example via high- frequency radiation at 5 to 400 kW, preferably 5 to 200 kW and more preferably 9 to 120 kW per kilogram of the mixture used in a frequency range from 0.2 to 100 GHz, preferably 0.5 to 10 GHz.
  • Magnetrons are a useful source of dielectric radiation, and one magnetron can be used or two or more magnetrons at the same time.
  • the foamed materials produced are finally dried, removing residual water and blowing agent from the foam.
  • the process described provides blocks/slabs of foamed material, which can be cut to size in any desired shapes.
  • the process comprises the steps of: a) producing an aqueous mixture M comprising
  • additives selected from the group of dyes, fragrances, optical brighteners, UV and heat stabilizers, flame retardants, formaldehyde scavengers, and pigments.
  • the present invention is further directed to a melamine-formaldehyde foam obtainable by the processes according to the invention as described above.
  • the melamine-formaldehyde foam preferably comprises 1 to 30 parts by weight, more preferably 5 to 25 parts of the at least one polyalcohol per 100 parts of the dried melamine- formaldehyde foam.
  • the at least one polyalcohol is preferable incorporated into the melamine-formaldehyde resin bridges of the open-cell structure. Incorporated means that the polyalcohol is not washed out.
  • the foam blocks or slabs can optionally be thermocompressed in a further process step.
  • Thermocompression as such is known to a person skilled in the art and described for example in WO 2007/031944, EP-A 451 535, EP-A 111 860 and US-B 6,608,118.
  • the foam obtainable by the process of the present invention preferably has an open-cell structure having an open-cell content, when measured to DIN ISO 4590, of more than 50% and more particularly more than 95%.
  • the density of the foam is 6 to 12 kg/m 3 , more preferably 6.5 to 11 kg/m 3 .
  • the melamine-formaldehyde foam according to the present invention can be used for acoustical and/or thermal insulation in aircraft, ship and motor vehicle construction, in mechanical engineering or in building construction or for cleaning, grinding or polishing sponges.
  • Ram pressure measurements for evaluating the mechanical quality of the melamine resin foams were all carried out as follows. A cylindrical ram having a diameter of 8 mm and a height of 10 cm was pressed into a cylindrical sample having a diameter of 11 cm and a height of 5 cm in the direction of foaming at an angle of 90% until the sample tore.
  • the tearing force [N] hereinafter also referred to as ram pressure value, provides information as to the quality of the foam.
  • Biodegradation was determined after 28 days in percent according to OECD 301 F: Manometric Respirometry Test. Organization for Economic Co-operation and Development Chemicals Test- ing - Guidelines. Adopted 17.07.1992.
  • HF-MF High functional MF melamine-formaldehyde precondensate HF-MF was a spray-dried melamine-formaldehyde precondensate having an average molecular weight (number average) Mn of 350 g/mol, which had a molar ratio of melamine:formaldehyde of 1 :2.8.
  • LF-MF Low functional melamine-formaldehyde precondensate
  • LF-MF was a spray-dried melamine-formaldehyde precondensate having an average molecular weight (number average) Mn of 320 g/mol, which had a molar ratio of melamine:formaldehyde of 1 :1.6.
  • SM-1 Surfactant mixture of 80 wt.% alkanesulfonate mixture and 20 wt.-% alkyl polyethylene glycol ether mixture.
  • Co-condensate additives (polyalcohol, polyol):
  • Ethylene glycol diethylene glycol, glycerol, trimethylol propane, pentaerythritol, xylitol, xylose, sorbitol, glucose, fructose, galactose, maltose all drawn by Sigma-Aldrich.
  • This mixture was stirred vigorously and then foamed in a mold of polypropylene by irradiation of microwave energy at 2.54 GHz.
  • the foam was afterwards cured in an oven at 100°C for 8h and annealed at 240°C for 10 min.
  • Ethylene glycol, diethylene glycol, glycerol, trimethylol propane, pentaerythritol, xylitol, xylose, sorbitol as co-condensate additives in the low-functional formulations (M/F 1 :1.6) biodegradability is increased without scarifying flexibility and brittleness (Table 2). Reduction of shore hardness is less than 20% and loss of ram pressure is less than 50%.
  • Table 1 MF-foams from high-functional MF precondensate (M/F 1:2.8)
  • M/F 1:1.6 MF-foams from low-functional MF precondensate

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

Abstract

La présente invention concerne un procédé de production d'une mousse de mélamine-formaldéhyde par chauffage et moussage d'un mélange aqueux M à l'aide d'un rayonnement micro-ondes, ledit mélange M comprenant au moins un précondensat de mélamine-formaldéhyde ayant un rapport molaire de mélamine:formaldéhyde allant de 1:1,3 à 1: 2,5, au moins un agent de vulcanisation, au moins un tensioactif, au moins un agent gonflant et au moins un polyalcool, choisi dans le groupe constitué par l'éthylène glycol, le diéthylène glycol, le glycérol, le triméthylolpropane, le pentaérythritol, le xylitol, le xylose et le sorbitol, ainsi qu'une mousse de résine de mélamine biodégradable pouvant être obtenue par ce procédé.
PCT/EP2024/051101 2023-01-24 2024-01-18 Mousses de résine de mélamine biodégradables Ceased WO2024156574A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
KR1020257028183A KR20250139850A (ko) 2023-01-24 2024-01-18 생분해성 멜라민 수지 폼
CN202480008961.9A CN120603884A (zh) 2023-01-24 2024-01-18 可生物降解的三聚氰胺树脂泡沫
EP24701347.7A EP4655338A1 (fr) 2023-01-24 2024-01-18 Mousses de résine de mélamine biodégradables

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP23153065.0 2023-01-24
EP23153065 2023-01-24

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WO2024156574A1 true WO2024156574A1 (fr) 2024-08-02

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EP (1) EP4655338A1 (fr)
KR (1) KR20250139850A (fr)
CN (1) CN120603884A (fr)
WO (1) WO2024156574A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN120157946A (zh) * 2025-04-18 2025-06-17 青岛卓英社科技股份有限公司 一种低密度且柔性的蜜胺泡绵及微波辅助制备方法

Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0111860A2 (fr) 1982-12-16 1984-06-27 BASF Aktiengesellschaft Procédé pour modifier des mousses élastiques à base d'aminoplastes
EP0451535A1 (fr) 1990-03-14 1991-10-16 Illbruck Production S.A. Méthode pour la production d'un article à partir d'une mousse de résine mélamine
EP0688852A1 (fr) 1994-06-24 1995-12-27 Dr. Wolman GmbH Agent d'imprégnation intumescent
US6608118B2 (en) 2001-02-28 2003-08-19 Inoac Corporation Melamine molded foam, process for producing the same, and wiper
WO2007031944A2 (fr) 2005-09-16 2007-03-22 The Procter & Gamble Company Article de nettoyage comprenant une mousse de melamine
CN101735555A (zh) * 2009-12-22 2010-06-16 四川大学 高柔韧性的三聚氰胺甲醛泡沫材料及其制备方法
US20140230847A1 (en) 2013-02-19 2014-08-21 The Procter & Gamble Company Cleaning implement
WO2014170243A2 (fr) 2013-04-15 2014-10-23 Basf Se Mousses de mélamine-formaldéhyde comprenant des microsphères possédant au moins une substance active et/ou efficace dans le cœur et une écorce en résine de mélamine-formaldéhyde
CN107903578A (zh) 2017-12-07 2018-04-13 郑州峰泰纳米材料有限公司 一种改性三聚氰胺甲醛树脂泡绵的制造方法
US20180140158A1 (en) 2016-11-23 2018-05-24 The Procter & Gamble Company Cleaning implement comprising a modified open-cell foam
WO2018095760A1 (fr) 2016-11-23 2018-05-31 Basf Se Production de mousses de mélamine-formaldéhyde
CN113185745A (zh) 2021-04-08 2021-07-30 峰特(浙江)新材料有限公司 一种无机填料的三聚氰胺甲醛泡沫
EP4001350A1 (fr) 2019-07-17 2022-05-25 Dongsung Chemical Co., Ltd. Mousse de mélamine thermoformable et son procédé de fabrication

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0111860A2 (fr) 1982-12-16 1984-06-27 BASF Aktiengesellschaft Procédé pour modifier des mousses élastiques à base d'aminoplastes
EP0451535A1 (fr) 1990-03-14 1991-10-16 Illbruck Production S.A. Méthode pour la production d'un article à partir d'une mousse de résine mélamine
EP0688852A1 (fr) 1994-06-24 1995-12-27 Dr. Wolman GmbH Agent d'imprégnation intumescent
US6608118B2 (en) 2001-02-28 2003-08-19 Inoac Corporation Melamine molded foam, process for producing the same, and wiper
WO2007031944A2 (fr) 2005-09-16 2007-03-22 The Procter & Gamble Company Article de nettoyage comprenant une mousse de melamine
CN101735555A (zh) * 2009-12-22 2010-06-16 四川大学 高柔韧性的三聚氰胺甲醛泡沫材料及其制备方法
US20140230847A1 (en) 2013-02-19 2014-08-21 The Procter & Gamble Company Cleaning implement
WO2014170243A2 (fr) 2013-04-15 2014-10-23 Basf Se Mousses de mélamine-formaldéhyde comprenant des microsphères possédant au moins une substance active et/ou efficace dans le cœur et une écorce en résine de mélamine-formaldéhyde
US20180140158A1 (en) 2016-11-23 2018-05-24 The Procter & Gamble Company Cleaning implement comprising a modified open-cell foam
WO2018095760A1 (fr) 2016-11-23 2018-05-31 Basf Se Production de mousses de mélamine-formaldéhyde
CN107903578A (zh) 2017-12-07 2018-04-13 郑州峰泰纳米材料有限公司 一种改性三聚氰胺甲醛树脂泡绵的制造方法
EP4001350A1 (fr) 2019-07-17 2022-05-25 Dongsung Chemical Co., Ltd. Mousse de mélamine thermoformable et son procédé de fabrication
CN113185745A (zh) 2021-04-08 2021-07-30 峰特(浙江)新材料有限公司 一种无机填料的三聚氰胺甲醛泡沫

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"Encyclopedia of Polymer Science and Technology", vol. I, 2003, pages: 203 - 218

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN120157946A (zh) * 2025-04-18 2025-06-17 青岛卓英社科技股份有限公司 一种低密度且柔性的蜜胺泡绵及微波辅助制备方法

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EP4655338A1 (fr) 2025-12-03
KR20250139850A (ko) 2025-09-23
CN120603884A (zh) 2025-09-05

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