EP4011523B1 - Agent de nettoyage des dispositifs et des outils des résidus de la polymérisation - Google Patents

Agent de nettoyage des dispositifs et des outils des résidus de la polymérisation Download PDF

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Publication number
EP4011523B1
EP4011523B1 EP20213698.2A EP20213698A EP4011523B1 EP 4011523 B1 EP4011523 B1 EP 4011523B1 EP 20213698 A EP20213698 A EP 20213698A EP 4011523 B1 EP4011523 B1 EP 4011523B1
Authority
EP
European Patent Office
Prior art keywords
agent according
weight
dimethyl sulfoxide
ethoxyethoxy
ethanol
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.)
Active
Application number
EP20213698.2A
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German (de)
English (en)
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EP4011523A1 (fr
Inventor
Wilhelm Kuhlgatz
Georg Schmauch
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.)
Fala Werk Chemische Fabrik GmbH
Original Assignee
Fala Werk Chemische Fabrik GmbH
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Publication date
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Priority to EP20213698.2A priority Critical patent/EP4011523B1/fr
Publication of EP4011523A1 publication Critical patent/EP4011523A1/fr
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Publication of EP4011523B1 publication Critical patent/EP4011523B1/fr
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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22C—FOUNDRY MOULDING
    • B22C1/00—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds
    • B22C1/16—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents
    • B22C1/20—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents
    • B22C1/22—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents of resins or rosins
    • B22C1/2233—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents of resins or rosins obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • B22C1/2273—Polyurethanes; Polyisocyanates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22D—CASTING OF METALS; CASTING OF OTHER SUBSTANCES BY THE SAME PROCESSES OR DEVICES
    • B22D31/00—Cutting-off surplus material, e.g. gates; Cleaning and working on castings
    • B22D31/002—Cleaning, working on castings
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/26—Organic compounds containing oxygen
    • C11D7/263—Ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/26—Organic compounds containing oxygen
    • C11D7/266—Esters or carbonates
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/26—Organic compounds containing oxygen
    • C11D7/267—Heterocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/34—Organic compounds containing sulfur
    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/032—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing oxygen-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/14—Hard surfaces
    • C11D2111/16—Metals
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/14—Hard surfaces
    • C11D2111/20—Industrial or commercial equipment, e.g. reactors, tubes or engines

Definitions

  • the impurities are usually polymers, unreacted monomers, residues of catalysts, intermediate products and/or conglomerates of polymers with other materials with which the polymers or their intermediates have come into contact.
  • the cleaning agents according to the invention are used in the foundry sector.
  • inorganic components such as quartz sand or special sands are often used to bind the mold base material. It is also possible that extremely small silicon dioxide (fumed silica) forms the inorganic component.
  • Special sands can be mineral sands or sintered or melted products that are produced in granular form or are converted into granular form through appropriate mechanical processing such as crushing, grinding and classifying.
  • aluminum silicates in the form of natural minerals or mineral mixtures, aluminum silicates in the form of technical sintered ceramics, natural heavy minerals such as R-sand, chromite sand and zirconium sand, technical oxide ceramics such as M-sand or bauxite sand and technical non-oxide ceramics such as silicon carbite. These granular components are embedded in a binder system and the desired shape for casting is formed from them.
  • a binder system that consists of two components is often used.
  • One component is a polyol normally dissolved in a solvent with at least two OH groups in the molecule, the so-called polyol component.
  • the other component is a polyisocyanate, also dissolved in a solvent or solvent-free, with at least two isocyanate groups in the molecule (polyisocyanate component).
  • the polyol component is often a phenolic resin dissolved in a solvent. This component is often referred to as the phenolic resin component.
  • the phenolic resin and the polyisocyanate components are mixed together and mixed with the inorganic solid components to form a molding material mixture.
  • the hardening of the binder system can be carried out, for example, by adding basic catalysts, preferably tertiary amines, which are introduced into the molding material mixture after the molding material mixture has been formed into the desired foundry core or foundry mold.
  • basic catalysts preferably tertiary amines
  • the procedure is called the polyurethane cold box process.
  • foundry molds or foundry cores produced in this way are then filled with steel alloys or iron.
  • the high temperatures more or less completely destroy the polyurethane binding system.
  • residues often remain on the castings or on the casting tools, which come from the binder system and are generally inhomogeneous from a chemical point of view.
  • cleaners according to the invention have lower toxicity and/or environmental harm than the previously known cleaners.
  • NMP N-methylpyrrolidone
  • NMP N-methylpyrrolidone
  • NEP N-ethylpyrrolidone
  • DMF dimethylformamide
  • MEK methyl ethyl ketone
  • WO 2018/039415 A1 describes a low toxicity composition for removing a coating from a surface.
  • the cleaning mechanism for removing contaminants through binder systems or the components resulting therefrom works by removing the plastic by dissolving it from a mostly metal surface using the solvent system according to the invention.
  • the solvents to be used were selected based on their three-dimensional Hansen solubility parameters.
  • the cleaning agents according to the invention are characterized in that they contain dimethyl sulfoxide (CAS67-68-5 ) in an amount that is between 40% by weight and 60% by weight.
  • the proportion of dimethyl sulfoxide in the cleaning agent is between 40% by weight and 50% by weight.
  • a proportion of dimethyl sulfoxide between 42 and 48% by weight is particularly preferred.
  • 2-(2-ethoxyethoxy)-ethanol (CAS111-90-0 ), which is in an amount of 0.1 to 40% by weight, preferably 10 to 40% by weight, particularly preferably 20 to 40% by weight and most preferably in an amount of 22 to 38% by weight is available.
  • Another mandatory component of the cleaning agent according to the invention is butyrolactone (CAS96-48-0 ), which is present in an amount of 0.5 to 20% by weight, preferably 10 to 20% by weight and particularly preferably 12 to 20% by weight. Dihydrofuran-2(3H)-one is preferably used in an amount of 13 to 20% by weight.
  • Another, also mandatory component of the cleaning agent according to the invention is 2-ethylhexyl acetate ( CAS103-09-3 ) which is present in an amount of 0.1 to 5% by weight, preferably 1.5 to 4.5% by weight and particularly preferably 2.0 to 4.3% by weight.
  • a further component that is present in the cleaning agent according to the invention are additives which are present in an amount between 0.1 to 5% by weight, preferably 0.2 to 3% by weight and particularly preferably 0.3 to 2.0 % by weight are present.
  • the additives are components that are added in relatively small proportions and improve the properties of the cleaning agent according to the invention.
  • the individual additive components are added depending on the desired purpose.
  • the additives are wetting agents, emulsifiers, solubilizers, corrosion inhibitors or complexing agents, builders, buffers, abrasives, electrolytes, fragrances and dyes, foam control agents, dispersants or silicones, although the above list is not exhaustive.
  • the above-mentioned components represent the essential components of the cleaning agent according to the invention. In certain embodiments, it is possible to add further components, depending on the corresponding areas of application. In preferred embodiments, these are the following components:
  • the cleaning agent according to the invention can additionally contain 0.1 to 5 percent by weight of glycol ethers, and/or 0.1 to 5 percent by weight of carboxylic acid esters and/or 0.1 to 5 percent by weight of suitable ketones.
  • the cleaning agent according to the invention contains no NMP (N-methylpyrrolidone) and, furthermore, preferably no other component that is classified with a CMR hazard rate according to the CLP regulation. Furthermore, in a preferred embodiment, the cleaning agent according to the invention contains no water, or at most traces of water (up to 0.2% by weight, maximum 2% by weight of water.
  • NMP N-methylpyrrolidone
  • the cleaning agent according to the invention contains no water, or at most traces of water (up to 0.2% by weight, maximum 2% by weight of water.
  • the ratio of the individual components to one another is given in percent by weight (wt.%). It goes without saying that the sum of the respective components must always add up to 100 percent by weight. The relationship between the individual components must be adjusted accordingly. It is therefore not possible for the cleaning agent according to the invention to always use either the specified upper limit or the lower limit of the amount of all components.
  • the cleaning agents according to the invention can contain further components, especially in small amounts. In a preferred embodiment, however, they consist exclusively of the components described here.
  • the cleaning agents according to the invention resulted in a significantly improved cleaning performance, that is to say an improved removal of contaminants, when using the cold box PU process.
  • the cleaning agent according to the invention was able to excellently dissolve and remove special contaminants that arise during the production of molds in the foundry, such as phenolic cold resins, phenolic resins or polyisocyanates, as well as reaction products resulting therefrom .
  • the cleaners according to the invention made it possible to replace the previously used NMP-containing cleaners, which meant that the risk potential could be reduced so significantly that the cleaners according to the invention with the danger classification H318 (causes serious eye damage) with standard protective equipment (safety glasses) enable practical processing in foundry operations .
  • NMP cleaner has a harmonized classification as toxic for reproduction (reproductive toxicity category 1B) and is also an irritant for the respiratory tract, skin and eyes (H-phrases H315 (skin irritation, causes skin irritation), H319 (severe eye irritation, causes severe eye irritation), H360D (may harm the unborn child), H335 (specific target organ toxicity, single exposure may cause respiratory irritation)).
  • NMP is subject to restriction 71 in Annex XVII of REACH.
  • cleaners according to the invention Another important property of the cleaners according to the invention is that the evaporation rate of the mixture is low compared to the NMP-containing cleaners. This further facilitates processing and reduces exposure to toxic and potentially flammable fumes.
  • the disadvantages of classic organic solvents are that they are usually easy to ignite, the formation of explosive atmospheres and a low flash point.
  • the cleaner according to the invention does not have any of these disadvantages of organic solvents and can therefore be used and stored without any further precautions in terms of fire protection.
  • the cleaning agent mixture according to the invention can also be used in other industrial areas such as, for example, in the area of paints and varnishes, in the adhesives industry, in the manufacture of boats, automobiles, in the electrical industry and in the manufacture of wind turbines. Like foundries, these are industries where polymer residues from polyurethanes, epoxies and other resins occur as a contaminant. As is known for cleaning in the foundry industry, the different additives of the polyurethane binder system, consisting of phenolic resin and polyisocyanate component (MDI), also play a role when it comes to removability. The use of the cleaning agent mixture according to the invention for each specific application is therefore tailored precisely to the local conditions present there.
  • MDI polyisocyanate component
  • the process for cleaning tools, devices and equipment in the foundry is regularly carried out as follows:
  • the cleaning agent according to the invention is sprayed undiluted onto the metal surface to be cleaned, brushed or the metal parts are dipped into the cleaning agent. After an exposure time of 10 minutes, the dissolved resin residues can be removed by wiping, rinsing and blowing off with the help of compressed air.
  • the adaptation to the specific conditions such as degree of contamination and type of binder (differences arise from different additives) is achieved by the exposure time, which is increased accordingly if necessary, usually from 10 to 30 minutes. It should be noted that no plastics come into contact with the cleaning product may be cleaned as plastics are generally attacked.
  • the cleaning performance was assessed by an appropriately trained and experienced test person depending on the discoloration of the polymer mixture on the paper, or how easily the layer of dirt could be removed from the base and how complete this removal was.
  • the individual assessments are summarized in Table 1.
  • Dissolving power Proportion of DMSO composition 530-08 5 40% DMSO ⁇ 20% dihydro-2(3H)-furanone ⁇ 5% 2-ethylhexyl acetate ⁇ 40% dimethyl sulfoxide ⁇ 40% 2-(2-ethoxyethoxy)ethanol 530-12 2 45% DMSO 45% 2-(2-ethoxyethoxy)ethanol 45% dimethyl sulfoxide 5% C11-15 sec.
  • the comparison compound 530-12 shows that the ranges according to the invention should be adhered to in order to achieve the good dissolving effect.
  • the combination of the components of butyrolactone (GLB) and DMSO in coordinated amounts is essential for an effective dissolving power of the cleaning agents according to the invention.
  • the proportion of 2-(2-ethoxyethoxy)ethanol is 45% by weight and therefore outside the range according to the invention.
  • Sample 530-12 does not contain any GBL and thus shows that only a mixture of the four components essential to the invention fulfills the required properties and in particular the high dissolving power.
  • the release force at 530-12 is significantly reduced (level 2 only).
  • the dissolving power of the pure substances was also determined.
  • Dimethyl sulfoxide (sample number 530-14) has a dissolving power of 3.5.
  • the pure substances NMP and gamma-butyrolactone have a similarly good dissolving effect as the mixtures according to the invention, they cannot be used for reasons of handling.
  • the dissolving power is graphically in Figure 1 shown.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Emergency Medicine (AREA)
  • Health & Medical Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Materials Engineering (AREA)
  • Metallurgy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Detergent Compositions (AREA)

Claims (15)

  1. Agent pour éliminer les impuretés apparaissant lors de la polymérisation, contenant :
    a) 0,5 à 20 % en poids de butyrolactone
    b) 0,1 à 5 % en poids d'acétate de 2-éthylhexyle,
    c) 1,0 à 40 % en poids de 2-(2-éthoxyéthoxy)-éthanol
    d) 40 à 60 % en poids de diméthylsulfoxyde et
    e) 0,1 à 5 % en poids d'additifs.
  2. Agent selon la revendication 1 comprenant
    a) 10 à 20 % en poids de butyrolactone,
    b) 0,1 à 5 % en poids d'acétate de 2-éthylhexyle,
    c) 1,0 à 40 % en poids de 2-(2-éthoxyéthoxy)-éthanol,
    d) 45 à 60 % en poids de diméthylsulfoxyde et
    e) 1 à 5 % en poids d'additifs.
  3. Agent selon la revendication 1 comprenant
    a) 10 à 20 % en poids de butyrolactone,
    b) 1 à 5 % en poids d'acétate de 2-éthylhexyle,
    c) 10 à 40 % en poids de 2-(2-éthoxyéthoxy)-éthanol,
    d) 48 à 60 % en poids de diméthylsulfoxyde et
    e) 1 à 5 % en poids d'additifs.
  4. Agent selon la revendication 1, caractérisé en ce qu'il comprend les composants suivants :
    a) 15 à 20 % en poids de butyrolactone,
    b) 1,5 à 5 % en poids d'acétate de 2-éthylhexyle,
    c) 20 à 40 % en poids de 2-(2-éthoxyéthoxy)-éthanol,
    d) 50 à 58 % en poids de diméthylsulfoxyde et
    e) 1 à 5 % en poids d'additifs.
  5. Agent selon la revendication 1, caractérisé en ce qu'il comprend :
    a) 15 à 20 % en poids de butyrolactone,
    b) 2,0 à 5 % en poids d'acétate de 2-éthylhexyle,
    c) 22 à 40 % en poids de 2-(2-éthoxyéthoxy)-éthanol,
    d) 52 à 57 % en poids de diméthylsulfoxyde et
    e) 1 à 5 % en poids d'additifs.
  6. Agent selon l'une des revendications précédentes 1 à 5, caractérisé en ce qu'il comprend en outre : f) 0,1 à 5 % en poids d'ester d'acide carboxylique.
  7. Agent selon l'une des revendications 1 à 6, caractérisé en ce qu'il comprend en outre : g) 0,1 à 5 % en poids d'éther de glycol.
  8. Agent selon l'une des revendications 1 à 7, caractérisé en ce qu'il comprend en outre : h) 0,1 à 5 % en poids de cétones.
  9. Agent selon l'une des revendications 1 à 8, caractérisé en ce qu'il ne contient pas d'autres composants.
  10. Agent selon l'une des revendications 1 à 9, caractérisé en ce qu'il s'agit d'un agent de nettoyage pour éliminer les résidus qui se forment lors du procédé polyuréthane à boîte froide en fonderie.
  11. Agent selon l'une des revendications 1 à 10, caractérisé en ce que la teneur en eau est inférieure à 2 pourcent en volume.
  12. Agent selon la revendication 11, caractérisé en ce que la teneur en eau est inférieure à 0,2 pourcent en volume.
  13. Utilisation d'un agent selon l'une des revendications 1 à 12 pour le nettoyage d'appareils et d'outils qui sont utilisés dans la polymérisation des polyuréthanes.
  14. Utilisation d'un agent selon l'une des revendications 1 à 12 pour le nettoyage d'appareils et d'outils qui sont utilisés en fonderie.
  15. Utilisation selon la revendication 14, caractérisée en ce que les appareils et les outils sont utilisés dans la polymérisation du polyuréthane selon le procédé à boîte froide.
EP20213698.2A 2020-12-14 2020-12-14 Agent de nettoyage des dispositifs et des outils des résidus de la polymérisation Active EP4011523B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP20213698.2A EP4011523B1 (fr) 2020-12-14 2020-12-14 Agent de nettoyage des dispositifs et des outils des résidus de la polymérisation

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Application Number Priority Date Filing Date Title
EP20213698.2A EP4011523B1 (fr) 2020-12-14 2020-12-14 Agent de nettoyage des dispositifs et des outils des résidus de la polymérisation

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EP4011523A1 EP4011523A1 (fr) 2022-06-15
EP4011523B1 true EP4011523B1 (fr) 2023-10-04

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Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4617251A (en) * 1985-04-11 1986-10-14 Olin Hunt Specialty Products, Inc. Stripping composition and method of using the same
KR100440484B1 (ko) * 2001-10-17 2004-07-14 주식회사 엘지화학 포토레지스트용 스트리퍼 조성물
US8957007B2 (en) * 2011-08-17 2015-02-17 John Cleaon Moorre Aluminum safe compositions for removing cured polysulfide resins
CA3033906C (fr) * 2016-08-25 2024-03-05 The University Of Massachusetts Composition et procede pour eliminer un revetement d'une surface

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