EP4183858A1 - Détersifs et nettoyants durables - Google Patents
Détersifs et nettoyants durables Download PDFInfo
- Publication number
- EP4183858A1 EP4183858A1 EP22202832.6A EP22202832A EP4183858A1 EP 4183858 A1 EP4183858 A1 EP 4183858A1 EP 22202832 A EP22202832 A EP 22202832A EP 4183858 A1 EP4183858 A1 EP 4183858A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- surfactants
- agents
- acid
- detergents
- 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.)
- Pending
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- 238000004140 cleaning Methods 0.000 claims description 24
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 22
- 239000002994 raw material Substances 0.000 claims description 22
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- UGTZMIPZNRIWHX-UHFFFAOYSA-K sodium trimetaphosphate Chemical compound [Na+].[Na+].[Na+].[O-]P1(=O)OP([O-])(=O)OP([O-])(=O)O1 UGTZMIPZNRIWHX-UHFFFAOYSA-K 0.000 description 1
- FMYOMWCQJXWGEN-WYRLRVFGSA-M sodium;(2r,3r,4s,5r,6r)-2,3,4,5,6,7-hexahydroxyheptanoate Chemical compound [Na+].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)C([O-])=O FMYOMWCQJXWGEN-WYRLRVFGSA-M 0.000 description 1
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000003351 stiffener Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 235000011044 succinic acid Nutrition 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 229940117986 sulfobetaine Drugs 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- FRPJTGXMTIIFIT-UHFFFAOYSA-N tetraacetylethylenediamine Chemical compound CC(=O)C(N)(C(C)=O)C(N)(C(C)=O)C(C)=O FRPJTGXMTIIFIT-UHFFFAOYSA-N 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 229940080258 tetrasodium iminodisuccinate Drugs 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- KWXLCDNSEHTOCB-UHFFFAOYSA-J tetrasodium;1,1-diphosphonatoethanol Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P(=O)([O-])C(O)(C)P([O-])([O-])=O KWXLCDNSEHTOCB-UHFFFAOYSA-J 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- FYZXEMANQYHCFX-UHFFFAOYSA-K tripotassium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxymethyl)amino]acetate Chemical compound [K+].[K+].[K+].OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O FYZXEMANQYHCFX-UHFFFAOYSA-K 0.000 description 1
- FEFAREAYTNHYNP-UHFFFAOYSA-K tripotassium;[bis[[hydroxy(oxido)phosphoryl]methyl]-oxidoazaniumyl]methyl-hydroxyphosphinate Chemical compound [K+].[K+].[K+].OP([O-])(=O)C[N+]([O-])(CP(O)([O-])=O)CP(O)([O-])=O FEFAREAYTNHYNP-UHFFFAOYSA-K 0.000 description 1
- 229940117565 trisodium dicarboxymethyl alaninate Drugs 0.000 description 1
- 229940048198 trisodium hedta Drugs 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- WHNXAQZPEBNFBC-UHFFFAOYSA-K trisodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(2-hydroxyethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].OCCN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O WHNXAQZPEBNFBC-UHFFFAOYSA-K 0.000 description 1
- OHOTVSOGTVKXEL-UHFFFAOYSA-K trisodium;2-[bis(carboxylatomethyl)amino]propanoate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C(C)N(CC([O-])=O)CC([O-])=O OHOTVSOGTVKXEL-UHFFFAOYSA-K 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- 150000003953 γ-lactams Chemical class 0.000 description 1
Classifications
-
- 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/007—Soaps or soap mixtures with well defined chain length
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/32—Protein hydrolysates; Fatty acid condensates thereof
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/36—Anionic compounds of unknown constitution, e.g. natural products
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/40—Monoamines or polyamines; Salts thereof
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/667—Neutral esters, e.g. sorbitan esters
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/75—Amino oxides
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/92—Sulfobetaines ; Sulfitobetaines
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2068—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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/30—Amines; Substituted amines ; Quaternized amines
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/32—Amides; Substituted amides
Definitions
- the invention relates to sustainable surfactant mixtures for use as detergents and cleaning agents for hard surfaces and/or textiles and fibers which contain surfactants which are characterized by an exceptionally high proportion of unsaturated, long-chain (>C18) alkyl radicals and are based on vegetable oils from the temperate zone .
- Detergents and cleaning agents mainly contain surfactants as washing-active substances, molecules that are made up of a hydrophilic and a lipophilic part.
- the lipophilic part of surfactants comes mainly from fossil or vegetable raw materials.
- Oils from these tropical plants are used primarily because of their high content of fatty acids with medium alkyl chain lengths C10-C14, whose surfactants are known for good water solubility, positive foaming behavior and high washing power.
- Desirable for the conservation of natural resources and as a contribution to global climate protection is the use of local and/or regional oils from cultivation areas in temperate zones as raw materials for detergents and cleaning agents, e.g. from geographical Europe.
- an increased agricultural cultivation of industrial oilseeds in the temperate zones is to be expected, combined with a positive influence on the level of employment, the trade balance, biodiversity, as well as health and the environment.
- the fatty acid mixtures in question in known formulation concepts have poorer water solubility and poorer cleaning power.
- anionic surfactants are C12 compounds such as lauryl benzene sulphonates, lauryl ether sulphates or lauryl sulphate based on palm, coconut or petroleum.
- the complex task of the invention was therefore to formulate detergents and cleaning agents based on surfactants with vegetable raw materials from the temperate zones, on the one hand to shorten the transport routes of the raw materials and on the other hand to reduce the negative effects of palm oil extraction or the use of petroleum to reduce. Cultivation and production of the raw materials should take place regionally as far as possible. Consequently, it was necessary to produce stable agents that contain a predominant proportion of surfactants with alkyl chain lengths of C>18 and are mostly unsaturated, as are primarily found in vegetable oils in the temperate zone.
- This invention thus makes it possible for the first time to formulate environmentally friendly detergents and cleaning agents based on oils from renewable raw materials from the temperate zones, which also have a pleasant smell even without the use of perfume oils.
- the subject of this invention is therefore a washing and cleaning agent which contains surfactants which are characterized by an exceptionally high proportion of unsaturated, long-chain (>C18) alkyl radicals and are based on vegetable oils from the temperate zone.
- temperate zones are defined as those climatic zones which are geographically located between the subtropics and the cold zone, such as geographic Europe.
- the vegetable oils of the temperate zone mentioned in the context of the teaching according to the invention include vegetable oils, waxes, fats or resins which are obtained from plants which either originally come from the temperate zones or originate from plants which are cultivated in the temperate zones or can thrive.
- These are preferably natural triglycerides with a fatty acid distribution of fatty acids with alkyl chains of 18 and more carbon atoms of more than 60% by weight, more preferably more than 70% by weight and very preferably more than 80% by weight, and of Fatty acids with alkyl chains of 16 and fewer carbon atoms of less than 20% by weight, in particular of alkyl chains with 14 C atoms and less of less than 5% by weight, the proportion of unsaturated fatty acids in these triglycerides being more than 50% by weight, preferably more than 60% by weight and particularly preferably between 70 and 90% by weight, based on the total content of fatty acids in the vegetable oil.
- fatty acids - purified or as a mixture - and/or their reaction products such as fatty alcohols and their ethers and/or carboxy ethers, amines or fatty acid amides, fatty acid esters, and imines such as amphoacetates.
- alkyl and acyl are unbranched, saturated or unsaturated radicals.
- the agent according to the invention contains surfactants with lipophilic (fat-soluble) parts which are characterized in that the surfactants carry a predominant proportion of alkyl chain lengths of 18 and more carbon atoms and are mostly unsaturated.
- Surfactants suitable according to the invention are anionic, cationic, nonionic and/or zwitterionic surfactants, which are described in detail in the "Surfactants" section of this application .
- the proportion of mono- and/or polyunsaturated alkyl chains R of the surfactants in the agent according to the invention is 50-100% by weight, preferably between 60-100% by weight and particularly preferably between 70-90% by weight based on the total content of alkyl chains R of the surfactants contained in the agent.
- the agent according to the invention contains one or more surfactants, ie surface-active and washing-active substances.
- Surfactants suitable for the agent according to the invention are surfactants from the classes of anionic, nonionic, cationic, zwitterionic and/or amphoteric surfactants, with the lipophilic part of the surfactants preferably being based on vegetable oils from the temperate zones, in particular on the basis of natural fatty acid mixtures, see above as they occur in vegetable oils. From the application point of view, preference is given to anionic, nonionic and zwitterionic and/or amphoteric surfactants, and combinations thereof.
- the agent according to the invention contains surfactants with a lipophilic (fat-soluble) part of the surfactant based on vegetable oils from the temperate zones.
- surfactants with a lipophilic (fat-soluble) part of the surfactant based on vegetable oils from the temperate zones.
- - unless otherwise stated - based on vegetable oils representing derivatives of fatty acids - purified or as a mixture - and/or their reaction products, such as fatty alcohols and their ethers, amines or fatty acid amides or fatty acid esters.
- Suitable anionic surfactants are, for example, soaps made from alkali metal or ammonium salt(s) of fatty acids (soaps), alkyl benzene sulfonates, alkane/alkene sulfonates, alkyl sulfates or fatty alcohol sulfates, alkyl polyglycol ether sulfates with 2 to 6 ethylene oxide units (EO) in the ether part, and sulfosuccinates, sulfosuccinic acid mono- and di-alkyl esters, ⁇ -olefin sulfonates, alkyl sulfoacetates, sulfonated fatty acids, sulfonated fatty acid esters such as sulfonated fatty acid glycerol esters and sulfonated fatty acid methyl esters, alkyl phosphates and alkyl ether phosphates, phosphoric and polyphosphoric acid
- the anionic surfactants can be present in the form of their alkali metal, alkaline earth metal or ammonium salts, or as soluble salts of organic bases, such as mono-, di-, tri- or tetra-alkylammonium, or in the form of their corresponding acid. Preference is given to using anionic surfactants whose hydrophilic part is of plant origin, particularly preferably derived from plants in the temperate zone, such as, for example, N-acylamino acid derivatives, acylated polypeptides or fatty alcohol carboxylates.
- nonionic surfactants are alcohol polyglycol ethers and carboxylic acid polyglycol esters, i.e. ethoxylated and/or propoxylated alcohols or carboxylic acids with 1-40 ethylene oxide (EO) and/or propylene oxide (PO) units, and their esters, such as ethoxylated fatty acid methyl esters or ethyl esters, amine oxides , polyethylene glycol mercaptans, glycolipids, such as alkyl polyglycosides with 1-10 glycoside units, polyhydroxy fatty acid amides, polyhydroxy fatty acid esters, and glyceryl and polyglyceryl esters with 1-20 glycerol units, carboxylic acid esters, sorbitan esters, and alkoxylated sorbitan esters, alkanolamine-carboxylic acid condensates, N-alkylpyrrolidones, amidoalkyl 2-pyrrolidones.
- EO
- Nonionic surfactants are preferably used whose hydrophilic part is of plant origin, such as glycolipids, polyhydroxy fatty acid esters, glyceryl and polyglyceryl esters, carboxylic acid esters or sorbitan esters, preferably derived from plants from the temperate zone.
- amphoteric and/or zwitterionic surfactants are N-alkylaminopropionic acids, alkyliminodipropionic acids, imidazole carboxylates, amphoacetates, N-alkylbetaines, amidoamines and amidobetaines, amine oxides, sulfobetaines and sultaines.
- Amphoteric surfactants are preferably used, the hydrophilic part of which is of natural origin and is not derived from petroleum.
- Suitable cationic surfactants are primary, secondary, tertiary or quaternary alkylammonium salts of the formula (RI)(RII)(RIII)(RIV)N+X-, where RI to RVI are four identical or different alkyl radicals, branched and unbranched, saturated or unsaturated, unsubstituted, singly or multiply substituted, and X- is an anion.
- the agent according to the invention can also contain surfactants based on animal fats, minerals or petrochemical oils and fats, such as silicones, siloxanes, pyrrolidones, polyglycol ethers.
- the content of lipophilic alkyl radicals R of surfactants which are not based on vegetable oils in the agent according to the invention is at most 20% by weight, preferably less than 5% by weight, particularly preferably between 0 and 1% by weight, which is extremely preferred the petroleum and palm oil-free embodiment, i.e. with a content of other surfactants at 0% by weight, in each case based on the total content of alkyl chains R of the surfactants contained in the agent.
- the agent according to the invention contains 80-100% by weight, preferably more than 95% by weight, particularly preferably more than 99% by weight, of surfactants, extremely preferably 100% by weight of surfactants based on vegetable oils from the temperate zones. % by weight of active substance based on the total content of surfactants.
- Cross flower plants linen plants, lipblütler, Laurel family, mallow family, poppy family, evening primrose family, nightshade family, olive family, willow family, borage family, rose family, sour grass family, sapote family, sesame family, silver tree family, Simmondsiaceae, gooseberry family, sumac family, sweet grass family, tea tree family, walnut family, grapevines plants and spurge plants.
- Exemplary representatives are amaranth, aniseed, apple, apricot, arnica, avocado, cotton, borage, broccoli, hemp, hazelnut, beech, boxwood, thistle, spelt, peanut, tigernut, lilac, garden cress, barley, pomegranate, oat, blueberry, Elderberry, jasmine, jatropha, currant, St.
- the oil is preferably selected from the group: broccoli, hemp, hazelnut, beech, thistle, spelt, tiger nut, barley, cherry, mullein, crab, cruciferous spurge, pumpkin, Iberian dragonhead, camelina, linseed, lupine, lucerne, corn, poppy , evening primrose, olive, oil radish, oil rocket, rapeseed, rice, marigold, rapeseed, safflower, sage, sea buckthorn, black cumin, sesame, sesame leaf, mustard, sunflower, soybean, tobacco, walnut, grape and wheat, and combinations thereof.
- the oil is very particularly preferably selected from the group of thistle, tiger nut, crab, Iberian dragonhead, camelina, flaxseed, lupine, lucerne, olive, oilseed radish, rapeseed, turnip rape, sesame leaf, sunflower, soybean, grapes and wheat, and combinations thereof.
- the agent according to the invention preferably contains one or more classes of surfactants which are based on a mixture of alkyl chains of different chain lengths and degrees of saturation, which correspond to the occurrence in natural oil.
- the surfactants can be produced in a one-batch process in a cost-effective, resource-efficient and environmentally friendly manner, without additional purification processes , such as the separation of fatty acids or fatty acid esters by fractional distillation is here not required.
- the surfactant mixtures used have technical advantages, such as improved stability of the inventive agents and increased cleaning performance.
- a part of the resulting glycerine can remain in the product mixture, so that complex cleaning processes can also be dispensed with.
- the proportion of glycerol in the surfactant mixture is at most 15% by weight, preferably below 13% by weight and very particularly preferably below 11% by weight, based on the total content of surfactants.
- the agent according to the invention can contain all the solvents customary in detergents and cleaning agents.
- Exemplary solvents are the following compounds named according to INCI: alcohol (ethanol), buteth-3, butoxydiglycol, butoxyethanol, butoxyisopropanol, butoxypropanol, n-butyl alcohol, t-butyl alcohol, butylene glycol, butyloctanol, diethylene glycol, dimethoxydiglycol, dimethyl ether, Dipropylene Glycol, Ethoxydiglycol, Ethoxyethanol, Ethyl Hexanediol, Glycol, Hexanediol, 1,2,6-Hexanetriol, Hexyl Alcohol, Hexylene Glycol, Isobutoxypropanol, Isopentyldiol, Isopropyl Alcohol (iso-Propanol), 3-Methoxybutanol, Methoxydiglycol, Methoxyethanol, Methoxyisopropanol, Methoxymethylbutanol, Methoxy PEG-10, Methy
- these solvents can be freely combined with other ingredients in a manner well known to those skilled in the art.
- solvents from the group of solvents obtained from vegetable raw materials from the temperate zones are used, such as ethanol from sugar beets.
- a preferred component of the invention is the addition of a complexing agent.
- All complexing agents customary in detergents and cleaning agents are suitable according to the invention. These are able to bind and thus inactivate metal ions in order to prevent their adverse effects on the stability or the appearance of the agents, for example turbidity.
- it is important to bind the calcium and magnesium ions from hard water, which are incompatible with numerous ingredients on the other hand the complexing of heavy metals such as iron or copper delays the oxidative decomposition of the finished agents and thus increases the stability of the agents according to the invention.
- the complexing agents support the cleaning performance of the agents according to the invention.
- Suitable according to the invention are, for example, softeners and complexing agents from the groups of phosphates and phosphonates, phyllosilicates, zeolites, carbonates and polycarboxylates, aminopolycarboxylic acids such as aminoacetic acids and polyaminoacetic acids and their salts, hydroxycarboxylic acids and their salts, polyglycosides and gluconic acids and their salts.
- the following complexing agents designated according to INCI are suitable: aminotrimethylene, phosphonic acid, beta-alanine diacetic acid, calcium disodium EDTA, citric acid, cyclodextrin, cyclohexanediamine tetraacetic acid, diammonium citrate, diammonium EDTA, diethylenetriamine pentamethylene phosphonic acid, dipotassium EDTA, disodium azacycloheptane diphosphonate , Disodium EDTA, Disodium Pyrophosphate, EDTA, Ethylenediamine- N,N' -disuccinic acid (EDDS), Etidronic Acid, Galactaric Acid, Gluconic Acid, Glucuronic Acid, HEDTA, Hydroxypropyl Cyclodextrin, Methyl Cyclodextrin, Pentapotassium Triphosphate, Pentasodium Aminotrimethylene Phosphonate, phosphonobutane tricar
- Gluconate Sodium Carboxymethyl inulin (NaCMI), Sodium Citrate, Sodium Dihydroxyethylglycinate, Sodium Gluconate, Sodium iminodisuccinate, Tetrasodium GLDA (I-glutamic acid, N,N-di (acetic acid), tetrasodium salt).
- the amount of complexing agent is usually up to 10% by weight, preferably 0.001 to 7% by weight, in particular 0.01 to 5% by weight. % by weight of active substance based on the entire composition.
- the agent according to the invention can contain all the preservatives customary in detergents and cleaning agents, which can be freely combined with other ingredients by a person skilled in the art for the purposes of this application.
- active ingredients from the groups of alcohols, aldehydes, antimicrobial acids or their salts, carboxylic acid esters, acid amides, phenols, phenol derivatives, diphenyls, diphenylalkanes, urea derivatives, oxygen and nitrogen acetals and formals, benzamidines, isothiazoles and their derivatives are suitable such as isothiazolinones, phthalimide derivatives, pyridine derivatives, surfactants, guanidines, antimicrobial amphoteric compounds, quinolines, 1,2-dibromo-2,4-dicyanobutane, iodo-2-propynyl-butyl carbamate, iodine, iodophors and peroxides.
- the preservation of the agent according to the invention based on antimicrobial active ingredients selected from ethanol, benzyl alcohol, dehydroacetic acid and its salts, vegetable organic acids, glycerol, citric acid, lactic acid, benzoic acid, salicylic acid, preferably in combination with one of the complexing agents preferred according to the invention and/or Adjustment of the pH value to ⁇ 3 or >9, which is unfavorable for microorganisms.
- antimicrobial active ingredients selected from ethanol, benzyl alcohol, dehydroacetic acid and its salts, vegetable organic acids, glycerol, citric acid, lactic acid, benzoic acid, salicylic acid, preferably in combination with one of the complexing agents preferred according to the invention and/or Adjustment of the pH value to ⁇ 3 or >9, which is unfavorable for microorganisms.
- NaCMI sodium carboxymethyl inulin
- tetrasodium GLDA tetrasodium N,N-bis(carboxylatomethyl)-L-glutamate
- % by weight of active content based on the total composition % by weight of active content based on the total composition.
- the agents according to the invention show less foaming than conventional agents based on short-chain alkyl surfactants, which are typically C8-C16, with C12 being the alkyl chain length most commonly found on the market.
- Lower foam formation is desirable for a large number of applications, such as machine cleaning in dishwashers or washing machines.
- a further advantage of the composition of the detergent and cleaning agent according to the invention is therefore low foam formation.
- foaming agents can be added to the agents according to the invention, in particular for embodiments for which stronger foaming is desired than is usually achieved with long-chain surfactant mixtures.
- foam formation is influenced by the choice of surfactants.
- Combinations with high-foaming surfactants for example amino acid derivatives of fatty acids, such as glycinates, alanates, taurates or sarcosinates, are preferred for embodiments with desired foam formation used.
- Amphoteric surfactants such as betaines, imidazole carboxylates or alkenylaminopropionic acids are also suitable for good foam formation.
- Another preferred embodiment of the agent according to the invention contains saponins as foaming agents and detergent boosters.
- Saponins are natural glycosides that are widely used as plant compounds. They are also known as auxiliary colloids, which have an emulsifying effect and thus facilitate the detachment of, for example, fat particles from surfaces or textiles in the agent according to the invention.
- Suitable are, for example, saponins from the Indian soap nut (Sapindus mukorossi), Korean ginseng (Panax ginseng), agave plants, Inca cucumber (Cyclanthera pedata), liquorice (Glycyrrhiza glabra) and soap bark (Quillaja saponaria Molina).
- Saponins which are widespread in plants of the temperate zone, are particularly preferably used in the composition according to the invention. These are saponins from the following preferred plants: ivy (Hedera), cowslip (Primula veris), chickweed (Stellaria media), wood sanickel (Sanicula europaea), thorny restharrow (Ononis spinosa), legumes (Leguminosae), spinach ( Spinacia), asparagus (Asparagaceae), oat (Avena), (Ononis spinosa), shadowflower (Maianthemum bifolium), soapwort (Saponaria officinalis), walnut (Aesculus hippocastanum), field pimperalis (Anagallis arvensis), yellow hollow tooth (Galeopsis segetum) , Carthusian carnation (Dianthus carthusianorum), horsetail (Equisetum arvense).
- the amount of saponins is usually up to 5% by weight,
- the saponins can be freely combined with other ingredients in agents according to the invention.
- the pH of the agent according to the invention can be adjusted using standard pH regulators, with different pH ranges from acidic (pH 1-4) to neutral (pH 5-7) to basic (pH 8-11) depending on the application. to be set. Acids and/or alkalis are used as pH adjusters. Suitable acids are, in particular, organic acids such as formic acid, acetic acid, citric acid, glycolic acid, lactic acid, succinic acid, adipic acid, malic acid, tartaric acid and gluconic acid or amidosulfonic acid.
- acids from vegetable Raw materials such as acetic acid, citric acid, lactic acid, malic acid and tartaric acid as well as the mineral acids hydrochloric acid, sulfuric acid and nitric acid or mixtures thereof are used.
- Preferred bases come from the group of alkali metal and alkaline earth metal hydroxides and carbonates.
- the agent can contain ammonia and alkanolamines.
- the agents according to the invention can also contain solubilizers, so-called hydrotropes.
- solubilizers so-called hydrotropes.
- All substances commonly used for this purpose in detergents can be used.
- Builders The builders (builders) that may be contained in the detergents and cleaning agents are, in particular, silicates, aluminum silicates (especially zeolites), carbonates, salts of organic di- and polycarboxylic acids and to name mixtures of these substances.
- Preferred crystalline sheet silicates of the given formula are those in which M is sodium and x is 2 or 3
- Amorphous sodium silicates with an Na2O:SiO2 modulus of from 1:2 to 1:3.3, preferably from 1:2 to 1:2.8 and in particular from 1:2 to 1:2.6 can also be used.
- Zeolite A and/or P can preferably be used as the finely crystalline, synthetic zeolite containing bound water.
- zeolite X and mixtures of A, X and/or P are also suitable.
- phosphates as builders, provided such use is not to be avoided for ecological reasons.
- the sodium salts of orthophosphates, pyrophosphates and, in particular, tripolyphosphates are particularly suitable.
- organic builders which are usually used in detergents and cleaning agents, are suitable. These include
- Polycarboxylate polymers such as polyacrylates and acrylic acid/maleic acid copolymers, polyaspartates and monomeric polycarboxylates such as citrates, gluconates, succinates or malonates, which are preferably used as sodium salts.
- the builders can be freely combined with other ingredients by a person skilled in the art in the agent according to the invention.
- Particularly preferred in the detergent, care and cleaning agent according to the invention are builders based on renewable raw materials which can be obtained from plants in the temperate zone, such as polyaspartates, polycarboxylates such as citrates, and gluconates, succinates or malonates.
- fragrances and dyes customary in detergents and cleaning agents can be added to the agent according to the invention.
- Preferred dyes and fragrances the selection of which presents no difficulty to the person skilled in the art, have a high storage stability and are insensitive to the other ingredients of the detergent or cleaning agent.
- the dyes have no pronounced substantivity to textile fibers or hard surfaces and do not stain them.
- Dyes and fragrances based on natural raw materials such as extracts from plants, preferably from temperate zones, are particularly preferred.
- neither colorants nor fragrances are added. Even without the addition of colorants or fragrances, the agents exhibit satisfactory aesthetics and a pleasant fragrance, in order to enable embodiments without colorants and/or fragrances, such as for consumers with allergies and/or sensitive skin.
- the agent can also contain enzymes which improve the cleaning performance of the agents according to the invention even at lower temperatures, in particular in the embodiments of textile, special cleaning and dishwashing.
- the enzymes can be combined by a person skilled in the art with all the other ingredients mentioned here.
- Proteases, lipases, amylases, hydrolases and/or cellulases are preferably used. They can be added to the agent according to the invention in any form established according to the prior art. In the case of liquid or gel-like agents, these include in particular solutions of the enzymes, preferably highly concentrated, low in water and/or with stabilizers offset.
- the enzymes can be used in encapsulated form, for example by spray drying or extrusion of the enzyme solution together with a preferably natural polymer, or in the form of capsules.
- additional active ingredients for example stabilizers, emulsifiers, pigments, bleaches or dyes, can also be applied in additional layers.
- enzyme stabilizers can be added to the enzyme-containing composition.
- enzyme stabilizers benzamidine hydrochloride, borax, boric acids, boronic acids or their salts or esters, especially derivatives with aromatic groups, such as substituted phenylboronic acids or their salts or esters; Peptide aldehydes, amino alcohols such as mono-, di-, triethanolamine and -propanolamine and mixtures thereof, aliphatic carboxylic acids up to C12, such as succinic acid, other dicarboxylic acids or salts of the acids mentioned; end-capped fatty acid amide alkoxylates; lower aliphatic alcohols and especially polyols, for example glycerol, ethylene glycol, propylene glycol or sorbitol; and reducing agents and antioxidants such as sodium sulfite and reducing sugars.
- benzamidine hydrochloride borax, boric acids, boronic acids or their salts or esters, especially derivatives with aromatic groups, such as substituted phenylboronic acids or their salts
- stabilizers are known from the prior art.
- Combinations of stabilizers are preferably used which are based on renewable raw materials, in particular on vegetable raw materials, including algae from the temperate zone and/or mineral substances, for example boric acid and/or borax, reducing sugars, succinic acid or other dicarboxylic acids, in particular based on polyamino compounds of natural amino acids.
- Another preferred embodiment of the invention is an enzyme-free variant, which is suitable, for example, for consumers with allergies and/or sensitive skin.
- the liquid or gel form of the agent according to the invention preferably has a viscosity of 0.4 to 400 mPa.s. on.
- the agent can contain viscosity regulators.
- the amount of viscosity regulator is usually up to 0.5% by weight, preferably 0.001 to 0.3% by weight, in particular 0.01 to 0.2% by weight, extremely preferably 0.05 to 0.15% by weight %. % by weight of active ingredient based on the total mean.
- Suitable viscosity regulators are, for example, organic modified natural substances (carboxymethyl cellulose and other cellulose ethers, hydroxyethyl and propyl cellulose and the like, gum ether), organic fully synthetic thickeners (polyacrylic and polymethacrylic compounds, vinyl polymers, polycarboxylic acids, polyethers, polyimines, polyamides) and inorganic thickeners (polysilicic acids , phyllosilicates, clay minerals such as montmorillonites, zeolites, silicic acids), as well as organic natural thickeners (agar-agar, carrageen, xanthan, tragacanth, gum arabic, alginates, pectins, polyoses, guar flour, locust bean gum, starch, dextrins, gelatin, casein).
- organic modified natural substances carboxymethyl cellulose and other cellulose ethers, hydroxyethyl and propyl cellulose and the like, gum ether
- Preferred viscosity regulators are natural organic thickeners from vegetable raw materials - including algae from the temperate zone - for example polysaccharides such as pectins or starch. Also preferred are biotechnologically produced thickeners using non-genetically modified organisms (non-GMO), such as xanthan gum. Inorganic thickeners are also preferred.
- the viscosity regulators can be freely combined with other ingredients mentioned here by a person skilled in the art.
- the subject of this application are agents for cleaning hard surfaces and/or textiles and fibers that are found in households, industry, commerce or institutions, port facilities, and industrial and leisure facilities and sports facilities and which are characterized by an exceptionally high proportion of unsaturated , long-chain (>C18) alkyl radicals and are based on vegetable oils from the temperate zone.
- Hard surfaces within the meaning of this application are windows, mirrors and other glass surfaces, surfaces made of ceramic, plastic, metal or wood—painted and unpainted.
- the agents according to the invention are used in applications that do not permit any complex treatment of the cleaning liquor, for example because the surfactants are used in nature without access to treatment plants, such as in port facilities and on ships or in oil production and mining.
- the agents according to the invention are used in industry, for example for cleaning industrial plants, eg in the metalworking industry, chemical and pharmaceutical, paper and textile industry, and the like.
- the agents are used in the home for cleaning hard surfaces and/or textiles, and in the commercial or institutional sector, such as in hotels, cleaning companies, clinics or public buildings.
- the agents according to the invention are suitable for cleaning and washing preparations such as hand soaps, hand dishwashing detergents, machine dishwashing detergents, toilet cleaners or WC cleaners, universal or all-purpose cleaners, kitchen cleaners, bathroom or sanitary cleaners, floor cleaners, oven or grill cleaners, Glass and window cleaners, metal cleaning agents, upholstery and carpet cleaners, heavy-duty detergents, color detergents, mild detergents, fabric softeners, textile auxiliaries, pre-treatment agents, special detergents and cleaning agents, as well as other agents for industrial and commercial or institutional cleaning, agents for textile and fiber treatment , means of leather treatment, as well as other forms of preparation.
- hand soaps hand dishwashing detergents, machine dishwashing detergents, toilet cleaners or WC cleaners
- universal or all-purpose cleaners kitchen cleaners, bathroom or sanitary cleaners, floor cleaners, oven or grill cleaners
- Glass and window cleaners metal cleaning agents, upholstery and carpet cleaners, heavy-duty detergents, color detergents, mild detergents, fabric softeners, textile auxiliaries
- the detergents and cleaning agents are suitable both for diluted use and for direct application to the substrate to be cleaned.
- the agent can be used as an aqueous solution, spray or foam, liquid or solid, and as a powder, granules or tabs.
- the cleaning and washing agents according to the invention were formulated; exemplary compositions can be found in Tables 1 and 2. The amounts given are in % by weight of active ingredient, based on the composition as a whole. Table 1: Examples of compositions of cleaning agents according to the invention example 1 example 2 Example 3 ingredients wt% ingredients wt% ingredients wt% Aqua ad 100 Aqua ad 100 Aqua ad 100 Disodium Wheatgermamido PEG-2 Sulphosuccinate 7.0 Linseed fatty acids, sodium salt 4.5 Oleth-6 carboxylates 3.0 Soyamidopropyl betaine 2.0 PEG-4 Rapeseedamide 1.0 Glycereth-8 sunflower oil esters 0.9 PEG-4 Rapeseedamide 1.0 Alcohol 3.0 PEG-40 Sunflower Glycerides 0.7 Dye, Perfume, Preservative qs sodium gluconate 1.0 sodium gluconate 0.5 Glutamic acid, N,N-diacetic acid, tetra sodium salt 0.5 Sodium carboxymethyl in
- the soaps used for the invention such as Olive fatty acids, triethanolamine salt; Linseed fatty acids, sodium salt; Safflower fatty acids, sodium salt, canola fatty acids, sodium salts were prepared from fatty acids, mixtures thereof or vegetable oils by conventional methods known from the literature.
- Example 2 was used to produce a preservative-free, perfume-free and dye-free variant.
- Example 2 withstood the microbial inoculation and, even after an observation period of 13 days, showed no difference from the preserved comparison samples with regard to bacterial or fungal infestation.
- formulation example 2 according to the invention was tested by an independent institute using a market-leading product as a reference.
- the cleaning performance has been tested according to industry-standard methods with regard to the removal of limescale and protein residues (egg yolk).
- Example 2 showed a good cleaning performance on limescale and protein residues, which can definitely be compared with leading market products.
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CH01807/11A CH705757B1 (de) | 2011-11-13 | 2011-11-13 | Nachhaltige Wasch- und Reinigungsmittel. |
EP11405367.1A EP2592134B1 (fr) | 2011-11-13 | 2011-12-12 | Détersifs et nettoyants durables |
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DE102013221675A1 (de) * | 2013-10-24 | 2015-04-30 | Werner & Mertz Gmbh | Wasch- und Reinigungsmittel, insbesondere Scheuermilch |
DE102013226377A1 (de) * | 2013-12-18 | 2015-06-18 | Werner & Mertz Gmbh | Waschmitteladditiv, insbesondere Fleckenentfernungsmittel |
WO2016100681A1 (fr) * | 2014-12-17 | 2016-06-23 | Solazyme, Inc. | Agents nettoyants et tensioactifs dérivés de microalgues |
CH712860A2 (de) * | 2016-08-29 | 2018-03-15 | Remo Richli | Mittel mit alkoxylierten Fettsäureamiden und Glycolipid-Biotensiden. |
CH714725B1 (de) * | 2018-03-06 | 2023-05-15 | Perfect Ideas Gmbh | Reinigungs- und Pflegezubereitungen. |
WO2020260006A1 (fr) * | 2019-06-28 | 2020-12-30 | Unilever Plc | Compositions détergentes |
CN112680734B (zh) * | 2020-12-09 | 2022-08-19 | 鞍钢集团矿业有限公司 | 一种适于酸性介质的缓蚀剂及其制备方法与应用 |
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2011
- 2011-11-13 CH CH01807/11A patent/CH705757B1/de unknown
- 2011-12-12 EP EP11405367.1A patent/EP2592134B1/fr active Active
- 2011-12-12 PL PL11405367.1T patent/PL2592134T3/pl unknown
- 2011-12-12 ES ES11405367T patent/ES2937689T3/es active Active
- 2011-12-12 DK DK11405367.1T patent/DK2592134T3/da active
- 2011-12-12 EP EP22202832.6A patent/EP4183858A1/fr active Pending
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Also Published As
Publication number | Publication date |
---|---|
PL2592134T3 (pl) | 2023-04-11 |
EP2592134A3 (fr) | 2013-07-10 |
CH705757B1 (de) | 2016-03-31 |
EP2592134B1 (fr) | 2022-11-02 |
CH705757A2 (de) | 2013-05-15 |
EP2592134A2 (fr) | 2013-05-15 |
ES2937689T3 (es) | 2023-03-30 |
DK2592134T3 (en) | 2023-01-30 |
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