WO2024074399A1 - Mousse in situ à base de polylysine - Google Patents
Mousse in situ à base de polylysine Download PDFInfo
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- WO2024074399A1 WO2024074399A1 PCT/EP2023/076912 EP2023076912W WO2024074399A1 WO 2024074399 A1 WO2024074399 A1 WO 2024074399A1 EP 2023076912 W EP2023076912 W EP 2023076912W WO 2024074399 A1 WO2024074399 A1 WO 2024074399A1
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- foam
- poly
- amino acid
- mixture
- components
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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
- C08J9/0061—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof characterized by the use of several polymeric components
-
- 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
- C08J9/06—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 chemical blowing agent
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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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L89/00—Compositions of proteins; Compositions of derivatives thereof
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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
- C08J2201/00—Foams characterised by the foaming process
- C08J2201/02—Foams characterised by the foaming process characterised by mechanical pre- or post-treatments
- C08J2201/026—Crosslinking before of after foaming
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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
- C08J2203/00—Foams characterized by the expanding agent
- C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
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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
- C08J2377/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
- C08J2377/06—Polyamides derived from polyamines and polycarboxylic acids
-
- 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
- C08J2389/00—Characterised by the use of proteins; Derivatives thereof
Definitions
- the present invention relates to a system for producing an in-situ foam, comprising one or more poly(amino acid) (A), one or more components (B) capable of reacting with said poly(amino acid) (A) and one or more amphoteric polymer(s) (C), wherein component (B) is selected from reducing sugars, 1 ,3-dihydroxyacetone, glycolaldehyde, glyceraldehyde or any mixture thereof and a process for producing the in-situ foam.
- Reactive, non-thermoplastic (thermoset) polymer foams are used for many applications, e.g., thermal insulation, acoustic absorption, cushioning, cleaning, packaging and many more.
- these reactive, non-thermoplastic foams are produced by the usage of suited blowing agents, e. g hexane, pentane, butane or its isomers or fluorocarbon hydrates or others.
- blowing agents e. g hexane, pentane, butane or its isomers or fluorocarbon hydrates or others.
- the foams have to be exposed to heat to enable the evaporation of the blowing agent. This is realized by hot molds, hot air or the use of microwave technologies. In most cases, high amounts of heat must be applied because of the heat insulating effect during the foam expansion.
- EP 0 031 513 A2 describes the preparation of an elastic, open- celled foam based on urea-formaldehyde with blowing agent pentane.
- gases e. g. CO2
- CO2 gases
- high pressure drops are necessary to enable the formation of foams. This can only be realized by cost-intensive pressure-resistant equipment in the foam production.
- Flexible polyurethane foams can be foamed by the use of water.
- the water reacts with isocyanate group of the respective isocyanate (e. g. TDI or MDI) to the disubstituted urea and CO2.
- the CO2 acts as intrinsic blowing agent in the foam formation.
- the final foams show a high flexibility and good acoustic absorption. But the use of isocyanates causes high safety efforts for a safe transport, storage, processing, and disposal.
- air-blown foams can be used.
- One example of air-blown foam is described in WO 2017/067792.
- a mixture of >50% inorganic filler, cationic or amphoteric polymer, a crosslinking agent, surfactants, and other additives are mixed with air and cured to create air-blown foams with densities from 10 to 50 kg/m 3 .
- the resulting foams show good thermal insulation values ( ⁇ 35 mW/m*K) and a low calorific value with less than 3.0 MJ/kg.
- the most important application of these foams is the thermal insulation of cavities in constructions. On the other side, these rigid foams are highly brittle and show a certain degree of shrinkage (>5%) (free standing foam-no mold).
- Another example is a foam based on urea-formaldehyde condensates described in US2789095.
- a mixture of urea-formaldehyde condensate with suitable curing agents, surfactants and other additives are mixed with air and cured to create air-blown foams with densities from 12 to 15 kg/m 3 .
- the resulting foams show good thermal insulation values ( ⁇ 35 mW/m*K) and good fire retardancy behavior [construction class B2 (DIN 4102)].
- these rigid foams are brittle and can show high amounts of formaldehyde emissions.
- WO 2016/009062 and WO 2011/138458 disclose a binder comprising the reaction product of a carbohydrate reactant and polyamine useful for consolidating loosely assembled matter, such as fibers. Foams using the binder are not disclosed.
- WO 2022/136613 discloses a binder composition comprising polylysine having a total weight average molecular weight Mw of at least 800 g/mol as component A and 1 ,3-dihydroxyacetone, glycolaldehyde, glyceraldehyde or mixtures thereof as component B and use for manufacturing lignocellulosic composite articles. Foams using the binder are not disclosed.
- WO 2022/136614 relates to a binder composition comprising polyamines and hydroxyacetone for composite articles. Foams using the binder composition are not disclosed.
- US 2011/0257284 A1 describes a process for producing flame-retardant polyurethane foams, using hyperbranched, nitrogen-containing polymers, in particular hyperbranched polylysines, hyperbranched polyisocyanurates, and hyperbranched polyesteramides for providing flame retardancy to polyurethane foams.
- the present invention was made in view of the prior art described above, and the object of the present invention is to provide an open-celled, formaldehyde- and isocyanate-free flexible foam with good acoustic absorption which can be obtained from bio- and water-based raw materials and processed in situ as air-blown foam.
- a foam and a system for producing an in-situ foam comprising one or more poly(amino acid) (A), one or more components (B) capable of reacting with said poly(amino acid) (A) and one or more amphoteric polymers (C), wherein component (B) is selected from reducing sugars, 1,3-dihydroxyacetone, glycolaldehyde, glyceraldehyde or any mixture thereof.
- the foam is not a polyurethane foam.
- the foaming mixture does not contain isocyanates and/or polyols.
- the foaming mixture comprises more than 50 wt.-%, more preferably more than 70 wt.-% of the poly(amino acid) (A) based on the solids of the sum of the reactive components (A) and (B).
- the process comprises foaming a mixture, which comprises
- the process comprises foaming a mixture, which comprises
- the process comprises foaming a mixture which essentially consist of the components (A) to (E) in the above-mentioned amounts.
- the process comprises foaming a mixture, which consist of
- poly(amino acid)s e.g., synthetic poly(amino acid)s, natural poly(amino acid)s, polypeptides, proteins, or mixtures thereof are used.
- Poly(amino acid)s are produced by polymerization of amino acids.
- Poly(amino acid)s can be obtained by chemical synthesis or by biosynthesis in living organisms.
- proteins may be obtained by biosynthesis in living organisms.
- Polypeptides may be obtained by hydrolysis of proteins.
- poly(amino acid)s may also include poly(amino acid) derivatives, which may be obtained by modification of the poly(amino acid) after polymer synthesis.
- Preferred amino acids which are used for the polymerization reaction are diamino acids comprising two amine groups (-NH2) and at least one carboxyl (-COOH) functional group.
- Such diamino acids may be ornithine, diaminopimelic acid, 2,3-diaminopropionic acid, 2,4-diaminobutyric acid, and/or lysine, preferably lysine, more preferably L-lysine.
- polylysine is used as poly(amino acid).
- Polylysine may be produced by the polymerization of lysine. Lysine itself is produced by the fermentation of corn starch in presence of suited bacteria.
- the production of polylysine is generally known and may be performed as e.g., described in WO2016062578 or from lysine salts as described in W02007060119.
- a preferred process for producing polylysine is described in WO 2022/136613.
- component (A) comprise(s) at least one polylysine or consist(s) of one or more pol- ylysine(s), which is (are) a polymerization product of monomer lysine, preferably L-lysine, and optionally other monomers selected from the group consisting of a) amino acids, preferably comprising at least two amino groups, b) amines comprising at least two amino groups, wherein the amines are no amino acids, and c) di and/or tricarboxylic acids, which are preferably no amino acids, wherein at least 50 wt.-%, preferably at least 75 wt.-%, most preferably 100 wt.-% lysine, is used as monomer for the polymerization reaction based on total amount of monomers.
- the poly(amino acid) (A) has a weight average molecular weight Mw in the range from 800 to 20,000 g/mol, more preferably in the range from 1 ,500 to 8,000 g/mol.
- Weight-average molecular weights are determined by size exclusion chromatography (SEC) on hydroxylated polymethacrylate with 0.1 % (w/w) trifluoroacetate as solvent and 0.1 M NaCI in distilled water as eluent and calibration with poly(2-vinylpyridine) standards.
- SEC size exclusion chromatography
- Most preferably polylysine in aqueous formulation with a molecular weight from 800 to 8,000 g/mol is used as component (A).
- One or more components (B) capable of reacting with said poly(amino acid) (A) selected from reducing sugars, 1 ,3-dihydroxyacetone, glycolaldehyde, glyceraldehyde or any mixture thereof are used in the foaming mixture.
- reducing sugars 1 ,3-dihydroxyacetone, glycolaldehyde, glyceraldehyde or any mixture thereof
- hydroxy acetone or 1 ,3-dihydroxyacetone is used as component (B).
- the weight ratio of poly(amino acid) (A) to component (B) is in the range from 2 : 1 to 5 : 1.
- Poly(amino acid) and reducing sugars from natural sources can be used as raw materials to produce an essentially bio-based foams.
- the first step is the addition of a free amine group of a (poly)amino acid (component (A)) to the carbonyl group of a reducing sugar (ketose/aldose) (component (B)).
- component (A) a free amine group of a (poly)amino acid
- component (B) a reducing sugar
- the formed glycosylamine is unstable and undergoes a Heyns/Amadori rearrangement to the Heyns/Amadori compound (aldosamine/ketosamine) with loss of one water molecule.
- Amphoteric polymers suitable as component (C) are for example described in WO 2004/087818 and WO 2005/012637. Preference is given to copolymers comprising units derived from vinyla- mine and vinylformamide or from vinylamine and unsaturated carboxylic acids/carboxylic acid salts and terpolymers comprising units derived from vinylamine, vinylformamide and unsaturated carboxylic acids/carboxylic acid salts. Particular preference is given to copolymers formed from vinylamine and sodium acrylate and terpolymers formed from vinylamine, vinylformamide and sodium acrylate. XELOREX® F 3000 may be mentioned by way of example.
- Component (D) of the system comprises one or more surfactants used to form and stabilize the foam.
- Anionic, cationic, nonionic, or amphoteric surfactants are usable.
- Suitable anionic surfactants are diphenylene oxide sulfonates, alkane- and alkylbenzenesulfonates, alkylnaphthalenesulfonates, olefinsulfonates, alkyl ether sulfonates, alkyl sulfates, alkyl ether sulfates, alpha-sulfofatty acid esters, acylaminoalkanesulfonates, acylisethionates, alkyl ether carboxylates, /V-acylsarcosinates, alkyl and alkyl ether phosphates.
- Useful nonionic surfactants include alkylphenol polyglycol ethers, fatty alcohol polyglycol ethers, fatty acid polyglycol ethers, fatty acid alkanolamides, EO-PO block copolymers, amine oxides, glyceryl fatty acid esters, sorbitan esters and alkylpolyglucosides.
- Useful cationic surfactants include alkyltriammonium salts, alkylbenzyldimethylammonium salts and alkylpyridinium salts.
- surfactant (D) Preferably a mixture of an anionic and a non-ionic surfactant is used as surfactant (D). More preferably a mixture of the sodium salt of a (C12-14) fatty alcohol ether sulfate, a (C12-C14)- alkyl polyglycoside or mixture therefrom are used as surfactants (D).
- the weight ratio of anionic surfactant to non-ionic surfactant is in the range from 50 : 50 to 90 : 10.
- Component (E) Water is used as Component (E).
- components (A), (B), (C), and (D) are used as aqueous solutions or dispersions. Further water may be added to achieve the above-described composition of the mixture and to adjust viscosity.
- Flame-retardants, fillers and salts, such as Na-formate, Na-acetate, Na-citrate, Na-chloride may be used as further components (F).
- a flame retardant is used as additive (F).
- Subject of the invention is also a process for producing an in-situ foam by preparing an aqueous solution or dispersion of the components (A) to (F) of the system described above and foaming the aqueous solution or dispersion with a gas or gas mixture.
- the in-situ foam is obtainable by mixing and foaming an aqueous composition comprising components (A) to (F) with a gas or gas mixture under (superjatmospheric pressure and applying mechanical forces, such as stirring or shearing by means of static mixers. It is also possible to foam the aqueous composition by dispersing an inert gas in the form of fine bubbles of the gas. The introduction of gas bubbles into the aqueous composition will be effectuated by means of beating, shaking, stirring, whip-stator or rotor devices. Preference is given to using mixers having stator and/or rotor elements.
- the gas or gas mixture used preferably comprises inert gases, such as nitrogen, argon, carbon dioxide or oxygen. Air is used with particular preference.
- step (c) transferring the foam obtained in step (b) into a mold
- the dried foam preferably comprises more than 50 wt.-%, more preferably more than 65 wt.-% of components (A) and (B) incorporated as reticulates matrix of the foam.
- the foam has a density in the range from 10 to 60 kg/m 3 , determined according to DIN 53420.
- the density can by adjusted by the amount of amphoteric polymers (component (C)) and surfactants (component (D)). Density may be increased by using more of the reactive components (A) and (B) in the system for producing the in-situ foam.
- the foam has a shore hardness 000 in the range from 20 to 80, determined according to ASTM D 2240.
- the resulting air-blown foam shows a high flexibility (Shore Hardness) and good sound absorption properties.
- the foam according to the invention is obtainable by an air-blown foaming process free of formaldehyde and isocyanate open celled, with an open-cell content of more than 95%, determined by light microscopy water-based is not brittle and shows a high flexibility as evidenced by a low shore hardness value has good acoustical absorption properties over a wide frequency range and low air flow resistance.
- Surfactant 1 anionic surfactant Disponil® FES 32 (31 wt.-% in water, fatty alcohol (C12-
- Surfactant 2 non-ionic surfactant, Glucopon® GD 70 (68 wt.-% in water, C10-C12-alkyl polyglucoside);
- Polylysine-1 having a weight average molecular weight Mw of about 2,000 g/mol (50 wt.-
- Polylysine-5 having a weight average molecular weight Mw of about 5,500 g/mol (50 wt.-
- Polylysine-1 and polylysine-5 were prepared according to Example 1 of WO 2022/136613 by thermal treatment of L-lysine
- Amphoteric polyvinylamine Xelorex® F3000 (11 wt.-% in water NVF/VA/AA copolymer (35/35/30 mol%)), Solenis-BASF;
- Crosslinker 1 ,3-Dihydroxyacetone (70 wt.-% in water, Sigma-Aldrich).
- M w was determined by size exclusion chromatography under the following conditions:
- the upper integration limit was set to 29.01 mL
- M w includes the lysine oligomers and polymers as well as the monomer lysine.
- the foam density is determined according to DIN 53420.
- Shore hardness was measured according to ASTM D 2240. For the measurement of low-density foams, the scale of 000 was used (2.4 mm diameter of the sphere, spring force 1.111 N).
- Compression stress value (compression load deflection) CV 40 was measured according to DIN EN ISO 3386-1.
- Examples 1 - 12 Preparation of air-blown polylysine based foams
- aqueous dispersions of polylysine and eventually of amphoteric polyvinylamine are added and mixed by gently manual shaking for few seconds.
- the crosslinker in water is added and the whole mixture is treated with a high-shear mixer (Krups Handmixer 3Mix7000) at high velocity for 1 min.
- a fine-celled air-blown foam with an open-cell content of more than 95% determined by light microscopy is produced, which is poured into suitable molds (e.g., box of 10 x 10 x 5 cm).
- suitable molds e.g., box of 10 x 10 x 5 cm.
- the liquid foam is cured and dried at 100 °C for 24 h. After cooling, the now solid foam is demolded.
- Composition (in parts per weight) and shore hardness 000 (23°C, 50% rel. humidity) of the foams obtained are shown in Table 1.
- the foam density of the samples of examples 1 - 9 after conditioning for 24 h at 50% r. h. were determined to be in the range from 24 - 28 kg/m 3 .
- the obtained foam has an open-celled structure (>95% open cells as determined by optical microscopy) and it exhibits a good sound absorption in the frequency range of 100 - 5.000 Hz with maximum absorption around 2.000 Hz similar to common open-celled PUR soft foams. Sound absorption of the foam obtained from Example 1 is shown in Table 2.
- the demolded, free-standing, soft foam of example C1 was collapsing at 23 °C/50% r.h. with a volume shrinkage 0% after 30 min, 10% after 120 min, 18% after 210 min, 24% after 330 min, and 47% after 3 d.
- the demolded, free-standing, flexible foam of example 1 was stable under these conditions with no dimensional changes.
- Component A is made of 25 g of a water-soluble urea-formaldehyde precondensate (Basopor® 293 powder) mixed with 41 g of water by stirring. When dissolved, 3 g urea is added and stirred for at least 1 h. After standing for 12 h, 15 g water is mixed in.
- Component B is produced from a mixture of 4.7 mL of a foaming agent (Basomol® 514 liquid) (aqueous solution comprising 25% H3PO4 (85%), 4% resorcin, 20% dibunate sodium; having a pH of 1 - 2) and 100 mL water by stirring for 30 min. 25 g of component B is treated with a high-shear mixer at high velocity for 1 min.
- Basomol® 514 liquid a foaming agent
- component A 47 g is carefully added to the foam and homogenized quickly.
- the mixture is poured into a mould of a box of 10 x 10 x 5 cm.
- the liquid foam is cured and dried at 50 °C for 24 h.
- a foam density of 18.5 kg/m 3 was obtained. After cooling, the now solid foam is demolded.
- the final density of air-blown foam cannot be adjusted in a wider range as for solvent- blown foam.
- the foam density is given by the specific foaming agent and the setup of the foaming technique.
- the resulting foam densities made from polyly- sine/dihydroxyacetone, polyvinylamine/glyoxal and urea/formaldehyde may differ because of different chemistry, solid content, viscosity, optimized foaming agent.
- polylysine/dihydroxyacetone is a flexible, non-brittle foam.
- the other air- blown foam based on urea-formaldehyde resin is not flexible.
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- 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)
- General Chemical & Material Sciences (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020257014392A KR20250079193A (ko) | 2022-10-05 | 2023-09-28 | 폴리리신 기반의 현장 발포체 |
| JP2025519868A JP2025534157A (ja) | 2022-10-05 | 2023-09-28 | ポリリジンに基づく現場発泡体 |
| CN202380071471.9A CN119998366A (zh) | 2022-10-05 | 2023-09-28 | 基于聚赖氨酸的原位泡沫 |
| EP23782228.3A EP4598988A1 (fr) | 2022-10-05 | 2023-09-28 | Mousse in situ à base de polylysine |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP22199814 | 2022-10-05 | ||
| EP22199814.9 | 2022-10-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2024074399A1 true WO2024074399A1 (fr) | 2024-04-11 |
Family
ID=83598329
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2023/076912 Ceased WO2024074399A1 (fr) | 2022-10-05 | 2023-09-28 | Mousse in situ à base de polylysine |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP4598988A1 (fr) |
| JP (1) | JP2025534157A (fr) |
| KR (1) | KR20250079193A (fr) |
| CN (1) | CN119998366A (fr) |
| WO (1) | WO2024074399A1 (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2025195769A1 (fr) | 2024-03-19 | 2025-09-25 | Basf Se | Mousse de polylysine à flexibilité élevée |
| WO2025195767A1 (fr) | 2024-03-19 | 2025-09-25 | Basf Se | Mousse de polylysine à flexibilité élevée |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2789095A (en) | 1952-11-22 | 1957-04-16 | Du Pont | Process for preparing urea-formaldehyde solid foam |
| EP0031513A2 (fr) | 1979-12-14 | 1981-07-08 | BASF Aktiengesellschaft | Mousse élastique à base de produits de condensation de l'urée et du formaldéhyde et procédé pour sa préparation |
| WO2004087818A1 (fr) | 2003-04-03 | 2004-10-14 | Basf Aktiengesellschaft | Elutriations aqueuses de matieres de charge a fines particules, leur procede de production et leur utilisation pour la production de papiers contenant des matieres de charge |
| WO2005012637A1 (fr) | 2003-07-25 | 2005-02-10 | Basf Aktiengesellschaft | Composition aqueuse et son utilisation pour la production de papier |
| WO2007060119A1 (fr) | 2005-11-25 | 2007-05-31 | Basf Se | Production et utilisation de polylysines hautement fonctionnelles, tres ou hyper-ramifiees |
| US20110257284A1 (en) | 2010-04-15 | 2011-10-20 | Basf Se | Process for producing flame-retardant pu foams |
| WO2011138458A1 (fr) | 2010-05-07 | 2011-11-10 | Knauf Insulation | Liants à base de glucides et de polyamine et matières réalisées avec ces liants |
| WO2016009062A1 (fr) | 2014-07-17 | 2016-01-21 | Knauf Insulation Sprl | Compositions améliorées de liant et leurs utilisations |
| WO2016062578A1 (fr) | 2014-10-21 | 2016-04-28 | Basf Se | Procédé de préparation de polylysines |
| WO2017067792A1 (fr) | 2015-10-20 | 2017-04-27 | Basf Se | Système et procédé pour la fabrication d'une mousse in situ |
| WO2022136613A1 (fr) | 2020-12-23 | 2022-06-30 | Basf Se | Composition de liant comprenant une ou plusieurs polyamines ainsi que de la 1,3-dihydroxyacétone, du glycolaldéhyde et/ou du glycéraldéhyde pour des articles composites |
| WO2022136614A1 (fr) | 2020-12-23 | 2022-06-30 | Basf Se | Composition de liant comprenant une ou des polyamines et de l'hydroxyacétone pour articles composites |
-
2023
- 2023-09-28 WO PCT/EP2023/076912 patent/WO2024074399A1/fr not_active Ceased
- 2023-09-28 EP EP23782228.3A patent/EP4598988A1/fr active Pending
- 2023-09-28 KR KR1020257014392A patent/KR20250079193A/ko active Pending
- 2023-09-28 JP JP2025519868A patent/JP2025534157A/ja active Pending
- 2023-09-28 CN CN202380071471.9A patent/CN119998366A/zh active Pending
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2789095A (en) | 1952-11-22 | 1957-04-16 | Du Pont | Process for preparing urea-formaldehyde solid foam |
| EP0031513A2 (fr) | 1979-12-14 | 1981-07-08 | BASF Aktiengesellschaft | Mousse élastique à base de produits de condensation de l'urée et du formaldéhyde et procédé pour sa préparation |
| WO2004087818A1 (fr) | 2003-04-03 | 2004-10-14 | Basf Aktiengesellschaft | Elutriations aqueuses de matieres de charge a fines particules, leur procede de production et leur utilisation pour la production de papiers contenant des matieres de charge |
| WO2005012637A1 (fr) | 2003-07-25 | 2005-02-10 | Basf Aktiengesellschaft | Composition aqueuse et son utilisation pour la production de papier |
| WO2007060119A1 (fr) | 2005-11-25 | 2007-05-31 | Basf Se | Production et utilisation de polylysines hautement fonctionnelles, tres ou hyper-ramifiees |
| US20110257284A1 (en) | 2010-04-15 | 2011-10-20 | Basf Se | Process for producing flame-retardant pu foams |
| WO2011138458A1 (fr) | 2010-05-07 | 2011-11-10 | Knauf Insulation | Liants à base de glucides et de polyamine et matières réalisées avec ces liants |
| WO2016009062A1 (fr) | 2014-07-17 | 2016-01-21 | Knauf Insulation Sprl | Compositions améliorées de liant et leurs utilisations |
| WO2016062578A1 (fr) | 2014-10-21 | 2016-04-28 | Basf Se | Procédé de préparation de polylysines |
| WO2017067792A1 (fr) | 2015-10-20 | 2017-04-27 | Basf Se | Système et procédé pour la fabrication d'une mousse in situ |
| WO2022136613A1 (fr) | 2020-12-23 | 2022-06-30 | Basf Se | Composition de liant comprenant une ou plusieurs polyamines ainsi que de la 1,3-dihydroxyacétone, du glycolaldéhyde et/ou du glycéraldéhyde pour des articles composites |
| WO2022136614A1 (fr) | 2020-12-23 | 2022-06-30 | Basf Se | Composition de liant comprenant une ou des polyamines et de l'hydroxyacétone pour articles composites |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2025195769A1 (fr) | 2024-03-19 | 2025-09-25 | Basf Se | Mousse de polylysine à flexibilité élevée |
| WO2025195767A1 (fr) | 2024-03-19 | 2025-09-25 | Basf Se | Mousse de polylysine à flexibilité élevée |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2025534157A (ja) | 2025-10-14 |
| CN119998366A (zh) | 2025-05-13 |
| EP4598988A1 (fr) | 2025-08-13 |
| KR20250079193A (ko) | 2025-06-04 |
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