EP0254208A2 - Mélanges d'agents tensio-actifs peu moussants et/ou anti-mousse et leur utilisation - Google Patents
Mélanges d'agents tensio-actifs peu moussants et/ou anti-mousse et leur utilisation Download PDFInfo
- Publication number
- EP0254208A2 EP0254208A2 EP87110283A EP87110283A EP0254208A2 EP 0254208 A2 EP0254208 A2 EP 0254208A2 EP 87110283 A EP87110283 A EP 87110283A EP 87110283 A EP87110283 A EP 87110283A EP 0254208 A2 EP0254208 A2 EP 0254208A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- bis
- iii
- weight
- chain
- general formula
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 34
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 24
- 239000006260 foam Substances 0.000 title claims abstract description 19
- 238000005187 foaming Methods 0.000 title description 5
- 230000002401 inhibitory effect Effects 0.000 title description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 15
- 150000001298 alcohols Chemical class 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000002170 ethers Chemical class 0.000 claims abstract description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 4
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229920001515 polyalkylene glycol Polymers 0.000 claims abstract description 3
- 229920001521 polyalkylene glycol ether Polymers 0.000 claims abstract description 3
- 238000004140 cleaning Methods 0.000 claims description 23
- 239000012459 cleaning agent Substances 0.000 claims description 12
- 239000007921 spray Substances 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 19
- 238000012360 testing method Methods 0.000 description 18
- 230000001804 emulsifying effect Effects 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 150000003254 radicals Chemical class 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- -1 alkyl radical Chemical class 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000000080 wetting agent Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 229940096386 coconut alcohol Drugs 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229940055577 oleyl alcohol Drugs 0.000 description 2
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BZJTUOGZUKFLQT-UHFFFAOYSA-N 1,3,5,7-tetramethylcyclooctane Chemical group CC1CC(C)CC(C)CC(C)C1 BZJTUOGZUKFLQT-UHFFFAOYSA-N 0.000 description 1
- LSXKDWGTSHCFPP-UHFFFAOYSA-N 1-bromoheptane Chemical compound CCCCCCCBr LSXKDWGTSHCFPP-UHFFFAOYSA-N 0.000 description 1
- WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 description 1
- MLRVZFYXUZQSRU-UHFFFAOYSA-N 1-chlorohexane Chemical compound CCCCCCCl MLRVZFYXUZQSRU-UHFFFAOYSA-N 0.000 description 1
- CNDHHGUSRIZDSL-UHFFFAOYSA-N 1-chlorooctane Chemical compound CCCCCCCCCl CNDHHGUSRIZDSL-UHFFFAOYSA-N 0.000 description 1
- SQCZQTSHSZLZIQ-UHFFFAOYSA-N 1-chloropentane Chemical compound CCCCCCl SQCZQTSHSZLZIQ-UHFFFAOYSA-N 0.000 description 1
- GPXCJKUXBIGASD-UHFFFAOYSA-N 1-phosphonobutane-1,2,4-tricarboxylic acid Chemical compound OC(=O)CCC(C(O)=O)C(C(O)=O)P(O)(O)=O GPXCJKUXBIGASD-UHFFFAOYSA-N 0.000 description 1
- JOUWCKCVTDSMHF-UHFFFAOYSA-N 2-bromo-2-methylbutane Chemical compound CCC(C)(C)Br JOUWCKCVTDSMHF-UHFFFAOYSA-N 0.000 description 1
- UPSXAPQYNGXVBF-UHFFFAOYSA-N 2-bromobutane Chemical compound CCC(C)Br UPSXAPQYNGXVBF-UHFFFAOYSA-N 0.000 description 1
- SZHQPBJEOCHCKM-UHFFFAOYSA-N 2-phosphonobutane-1,2,4-tricarboxylic acid Chemical compound OC(=O)CCC(P(O)(O)=O)(C(O)=O)CC(O)=O SZHQPBJEOCHCKM-UHFFFAOYSA-N 0.000 description 1
- 101710179734 6,7-dimethyl-8-ribityllumazine synthase 2 Proteins 0.000 description 1
- OCUCCJIRFHNWBP-IYEMJOQQSA-L Copper gluconate Chemical class [Cu+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O OCUCCJIRFHNWBP-IYEMJOQQSA-L 0.000 description 1
- 229940120146 EDTMP Drugs 0.000 description 1
- 229910001060 Gray iron Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 101710186609 Lipoyl synthase 2 Proteins 0.000 description 1
- 101710122908 Lipoyl synthase 2, chloroplastic Proteins 0.000 description 1
- 101710101072 Lipoyl synthase 2, mitochondrial Proteins 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- YDONNITUKPKTIG-UHFFFAOYSA-N [Nitrilotris(methylene)]trisphosphonic acid Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CP(O)(O)=O YDONNITUKPKTIG-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- KMGBZBJJOKUPIA-UHFFFAOYSA-N butyl iodide Chemical compound CCCCI KMGBZBJJOKUPIA-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 239000013527 degreasing agent Substances 0.000 description 1
- 238000005237 degreasing agent Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- NFDRPXJGHKJRLJ-UHFFFAOYSA-N edtmp Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CCN(CP(O)(O)=O)CP(O)(O)=O NFDRPXJGHKJRLJ-UHFFFAOYSA-N 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- DKPHLYCEFBDQKM-UHFFFAOYSA-H hexapotassium;1-phosphonato-n,n-bis(phosphonatomethyl)methanamine Chemical compound [K+].[K+].[K+].[K+].[K+].[K+].[O-]P([O-])(=O)CN(CP([O-])([O-])=O)CP([O-])([O-])=O DKPHLYCEFBDQKM-UHFFFAOYSA-H 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000002572 peristaltic effect Effects 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- NBRKLOOSMBRFMH-UHFFFAOYSA-N tert-butyl chloride Chemical compound CC(C)(C)Cl NBRKLOOSMBRFMH-UHFFFAOYSA-N 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
- C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
-
- 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
- C11D1/721—End blocked 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating compositions
-
- 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
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
Definitions
- Aqueous cleaning agents for use in commerce and industry in particular those for cleaning metal, glass, ceramic and plastic surfaces, generally contain active ingredients which are able to counteract undesirable foam development.
- the use of low-foam or foam-suppressing surfactant auxiliaries in particular is due in most cases to the fact that the contaminants detached from the substrates to be cleaned and accumulating in the cleaning baths act as foaming agents. This has a particular effect on high-speed cleaning machines, for example in machine bottle cleaning systems, or in applications in which the cleaning liquor is sprayed onto the surfaces to be cleaned under high pressure, for example in spray cleaning.
- addition products of alkylene oxides to organic compounds which have — preferably several — reactive hydrogen atoms in the molecule have long been used as low-foaming or foam-suppressing additives with a surfactant effect.
- addition products of propylene oxide onto aliphatic polyalcohols see DE-PS 12 80 45 5 and DE-PS 16 21 592
- aliphatic polyamines see DE-PS 12 89 597 and DE-PS 16 21 -593
- addition products of ethylene oxide and propylene oxide on aliphatic polyamines, especially ethylenediamine see DE-PS 19 44 569) proven in practice.
- these alkylene oxide addition products also have the alkali stability which is usually required for use in commercial and industrial cleaning agents.
- the compounds in this class are not sufficiently biodegradable to meet the applicable legal regulations (RVO on the Detergent Act).
- the present invention is based on the task of finding foam-suppressing or foam-suppressing auxiliaries with surfactant character, the application properties of which are at least equal to those of the prior art, but which also have the required biodegradability.
- the invention intends to provide means of the type mentioned which can also be used effectively in the low temperature range below approximately 50 ° C., which has hitherto been difficult to master even with the best relevant auxiliaries.
- DE-OS 33 15 951 describes end group-capped polyethylene glycol ethers which can be used with advantage in the fields of application described and which are also biodegradable. In practical use, however, it has been shown that these compounds from the cited published patent develop their best activity at temperatures of about 50 ° C., while improvements in the foam behavior in the temperature range below appear particularly desirable when cleaning processes are used which are derived from the Mechanics of the process measures used particularly favor foam formation.
- surfactant mixtures described below are already effective in the temperature range from +10 ° C., but at the same time open up the possibility of safely mastering any foam problems that may arise.
- Wetting agent mixtures of the type according to the invention and described below can thus, for example, overcome difficulties which arise when cold starting bottle cleaning systems.
- the surfactant mixtures according to the invention can also advantageously be used as low-foaming wetting agents for high-pressure spray cleaners which can be cold sprayed.
- the R 1 radical in the compounds of the general formula I denotes a straight-chain or branched alkyl radical or alkenyl radical having 12 to 18 C atoms
- the preferred R 2 radical in these compounds of the general formula I denotes the butyl radical
- the preferred meaning for the radical R 3 is a straight-chain or branched alkyl radical having 12 to 14 carbon atoms
- the preferred chain length for the radical R 4 in the compounds of the general formula III is 16 to 18 carbon atoms lies.
- the residues R 1 , R 3 and R 4 are residues of corresponding longer-chain alcohols, it being a further preferred embodiment of the invention that alcohol cuts, as are obtained in practice in the synthesis of such alcohols, are particularly suitable, at least then the predominant one Proportion of the individual components actually present in these alcohol cuts correspond to the specified C number ranges.
- Corresponding synthetic alcohols, but in particular corresponding fatty alcohols or fatty alcohol mixtures are suitable, as are obtained in a known manner from the conversion of natural fats and / or oils.
- a particularly suitable alcohol cut for the radical R 1 in the compounds of the general formula I can be so-called "LT coconut alcohol", which shows the following carbon chain length distribution - with consistently saturated hydrocarbon radicals
- Alcohol cuts particularly suitable for the radical R 3 in the compounds of the general formula II are characterized by the so-called “LS coconut alcohol” with the following carbon chain length distribution - likewise consistently saturated hydrocarbon radicals:
- n is a number from 3 to 7 means.
- Corresponding fatty alcohols and / or oxo alcohols of the stated carbon number can be used individually or as a mixture as starting material for the preparation of these polyglycol ethers of the formula I. These alcohols are reacted with ethylene oxide in a molar ratio of from 1: 3 to 1: 7, and the hydroxyl groups present in the reaction product obtained are then etherified.
- the reaction with ethylene oxide takes place under the known alkoxylation conditions, preferably in the presence of suitable alkaline ones Catalysts.
- the etherification of the free hydroxyl groups is preferably carried out under the known conditions of Williamson's ether synthesis with straight-chain or branched C 4 to C 8 alkyl halides, for example with n-butyl iodide, sec-butyl bromide, tert-butyl chloride, amyl chloride, tert-amyl bromide , n-hexyl chloride, n-heptyl bromide and n-octyl chloride.
- preference is given here to the corresponding C 4 -alkyl halides. It can be expedient to use alkyl halide and alkali in a stoichiometric excess, for example from 100 to 200%, over the hydroxyl groups to be etherified.
- the compounds of the general formulas 11 and III are likewise prepared in a manner known per se by reacting the starting alcohols or alcohol mixtures with ethylene oxide and propylene oxide (compounds of the general formula II) or with propylene oxide (compounds of the general formula III) under the known alkoxylation conditions .
- the biodegradability of the surfactant mixtures according to the invention is over 80% BiAS decrease with BOD / COD values of greater than 60%.
- the invention relates to the use of the low-foam or foam-suppressing surfactant mixtures described at the outset in the context of detergents which are to be used in particular for the aqueous-surfactant cleaning of hard surfaces.
- the area of such cleaning processes is particularly affected here, in which increased foam loading is to be expected due to the mechanics used and / or the impurity to be removed, in particular here mechanical cleaning processes, such as spray cleaning or other washing or rinsing processes cleaning with high-pressure application, are suitable.
- the wetting agent mixtures according to the invention are used in cleaning agents which are also intended for use at washing temperatures below 50 ° C., in particular in the range from approximately 10 to 50 ° C.
- cleaning agent comprises on the one hand the ready-to-use aqueous solutions of the corresponding active ingredient components, but on the other hand also the concentrates and / or solid active ingredient mixtures intended for the preparation of the application solutions.
- the general details of the prior art apply here in detail.
- the ready-to-use solutions can be slightly acidic to strongly alkaline.
- the surfactant mixtures to be used according to the invention are added to the cleaning agents in such amounts that their concentration in the ready-to-use solutions is 10 to 2500 ppm, preferably 50 to 500 ppm.
- the substance mixtures according to the invention are compared with the substance mixtures from the comparative examples. It shows that the substance mixtures according to the invention are almost always better Antifoam behavior show than the materials from the comparative examples.
- a product can only be used in practice if it also has a satisfactory emulsifying power.
- the surfactants or surfactant mixtures to be determined are emulsified in 1% by weight aqueous sodium hydroxide solution at room temperature in each case in an amount of 0.1 to 1% by weight of surfactant. Only products that do not frame here are suitable for practical use.
- test foam A 1% by weight aqueous solution of the trlethanolamine salt of tetrapropylene benzosulfonate is used as the test foam. This is metered in at intervals of one minute in amounts of 1 ml each of the liquor in circulation. The resulting total volume of foam and liquid is determined. The longer the time it takes to reach the 2,000 ml mark in the measuring cylinder due to the total volume of the liquid and foam phases, the better the foam-inhibiting effect of the surfactant material used. In Examples 1 to 6 below, the respective corresponding numerical values for this point in time are given in minutes or in ml of test foamers. At the same time, the emulsifying power is assessed as previously described. In the evaluation, a distinction is made between the 3 evaluations: good, still satisfactory, inadequate.
- a mechanical degreasing agent for metallic materials with the following composition was produced by mechanical mixing of the components:
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Polyurethanes Or Polyureas (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT87110283T ATE68519T1 (de) | 1986-07-24 | 1987-07-16 | Schaumarme und/oder schaumdaempfende tensidgemische und ihre verwendung. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3625078 | 1986-07-24 | ||
| DE3625078 | 1986-07-24 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0254208A2 true EP0254208A2 (fr) | 1988-01-27 |
| EP0254208A3 EP0254208A3 (en) | 1989-07-05 |
| EP0254208B1 EP0254208B1 (fr) | 1991-10-16 |
Family
ID=6305903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP87110283A Expired - Lifetime EP0254208B1 (fr) | 1986-07-24 | 1987-07-16 | Mélanges d'agents tensio-actifs peu moussants et/ou anti-mousse et leur utilisation |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4780237A (fr) |
| EP (1) | EP0254208B1 (fr) |
| JP (1) | JP2533555B2 (fr) |
| AT (1) | ATE68519T1 (fr) |
| CA (1) | CA1305640C (fr) |
| DE (1) | DE3773781D1 (fr) |
| ES (1) | ES2026494T3 (fr) |
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2614898A1 (fr) * | 1987-05-06 | 1988-11-10 | Sandoz Sa | Compositions detergentes liquides biodegradables |
| WO1991003540A1 (fr) | 1989-08-30 | 1991-03-21 | Henkel Kommanditgesellschaft Auf Aktien | Agent antimousse pour le lavage en machine de la vaisselle et des boutelles |
| WO1991014760A1 (fr) * | 1990-03-24 | 1991-10-03 | Henkel Kommanditgesellschaft Auf Aktien | Melange tensio-actif non-ionique peu moussant |
| WO1991017233A1 (fr) * | 1990-05-09 | 1991-11-14 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation d'une combinaison de tensio-actifs ioniques et non ioniques |
| WO1991009925A3 (fr) * | 1989-12-22 | 1992-01-09 | Henkel Kgaa | Utilisation d'une combinaison de tensio-actifs non ioniques |
| WO1992014808A1 (fr) * | 1991-02-22 | 1992-09-03 | Basf Aktiengesellschaft | Melange d'au moins deux alcools alcoxyles et son utilisation comme additif tensio-actif antimousse dans des produits de nettoyage par des procedes de nettoyage en machine |
| WO1995002668A1 (fr) * | 1993-07-12 | 1995-01-26 | Henkel Kommanditgesellschaft Auf Aktien | Agent de nettoyage de surfaces dures |
| DE4416303A1 (de) * | 1994-05-09 | 1995-11-16 | Bayer Ag | Schaumarmes Netzmittel und seine Verwendung |
| WO1998032527A1 (fr) * | 1997-01-29 | 1998-07-30 | Henkel Kommanditgesellschaft Auf Aktien | Systeme emulsifiant a faible pouvoir moussant et concentre emulsifiable le contenant |
| EP0916717A1 (fr) * | 1997-11-14 | 1999-05-19 | HENKEL-ECOLAB GmbH & CO. OHG | Agent de nettoyage de surfaces dures |
| WO2000046327A1 (fr) * | 1999-02-02 | 2000-08-10 | Henkel-Ecolab Gmbh & Co. Ohg | Produit pour le nettoyage de surfaces dures |
| WO2000050551A1 (fr) * | 1999-02-22 | 2000-08-31 | The Procter & Gamble Company | Compositions detergentes pour lave-vaisselle comportant des surfactants non ioniques selectionnes |
| US6530383B1 (en) | 1997-11-22 | 2003-03-11 | Ecolab Gmbh & Co. Ohg | Agent for cleaning hard surfaces |
| US6596674B2 (en) | 2000-02-29 | 2003-07-22 | Henkel Corporation | Metal working lubricants and their use |
| US7012052B1 (en) | 1999-02-22 | 2006-03-14 | The Procter & Gamble Company | Automatic dishwashing compositions comprising selected nonionic surfactants |
| WO2008071582A1 (fr) * | 2006-12-14 | 2008-06-19 | Basf Se | Émulsifiants non ioniques pour l'émulsification spontanée d'émulsions concentrées |
| DE102010048948A1 (de) | 2010-10-19 | 2011-12-29 | Clariant International Ltd. | Lagerstabile, wasserbasierende Entschäumeremulsionen |
| WO2012045364A3 (fr) * | 2010-10-08 | 2013-03-28 | Ecolab Inc. | Composition de détergent de blanchisserie pour le lavage et la désinfection à basse température |
| CN113754371A (zh) * | 2021-08-30 | 2021-12-07 | 广东盛瑞科技股份有限公司 | 高石粉含量的泡沫轻质土及其制备方法 |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5223166A (en) * | 1986-11-17 | 1993-06-29 | Henkel Kommanditgesellschaft Auf Aktien | Preparations and processes for cleaning and disinfecting endoscopes |
| DE3639322A1 (de) * | 1986-11-17 | 1988-05-26 | Henkel Kgaa | Verfahren zur reinigung und desinfektion von endoskopen und mittel zur durchfuehrung des verfahrens |
| US5584943A (en) * | 1987-06-01 | 1996-12-17 | Henkel Corporation | Cleaning and surface conditioning of formed metal surfaces |
| DE3727378A1 (de) * | 1987-08-17 | 1989-03-02 | Henkel Kgaa | Schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
| DE3800493A1 (de) * | 1988-01-11 | 1989-07-20 | Henkel Kgaa | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln, die insbesondere auch fuer die kaltreinigung geeignet sind |
| DE3800490A1 (de) * | 1988-01-11 | 1989-07-20 | Henkel Kgaa | Verwendung ausgewaehlter endgruppenverschlossener fettalkoholethoxylate fuer schaumarme, kalt spritzbare reinigungsmittel |
| US4988462A (en) * | 1988-04-29 | 1991-01-29 | Lever Brothers Company, Division Of Conopco, Inc. | Non-aqueous cleaning compositions containing bleach and capped nonionic surfactant |
| GB8906820D0 (en) * | 1989-03-23 | 1989-05-10 | Ici Plc | Novel chemical compounds and their use as low foam surfactants and antifoamingagents |
| DE3928602A1 (de) * | 1989-08-30 | 1991-03-07 | Henkel Kgaa | Alkalistabile und stark alkalisch formulierbare antischaummittel fuer die gewerbliche reinigung, insbesondere fuer die flaschen- und cip-reinigung |
| ATE126289T1 (de) * | 1989-09-26 | 1995-08-15 | Ciba Geigy Ag | Wässriges, lagerstabiles, gering schäumendes netzmittel. |
| EP0462059B1 (fr) * | 1990-06-11 | 1997-07-02 | Ciba SC Holding AG | Adjuvants textiles aqueux, peu moussants et exempts de silicones, leur préparation et leur application |
| US5152933A (en) * | 1990-08-20 | 1992-10-06 | Basf Corporation | Ethylene oxide/propylene oxide copolymers as co-surfactants with detergency boosting properties in compositions also containing alkyl benzene sulfonate and ethoxylated alcohol |
| DE4342214C1 (de) * | 1993-12-10 | 1995-05-18 | Henkel Kgaa | Nichtionische Detergensgemische |
| DE4426889A1 (de) * | 1994-07-29 | 1996-02-01 | Hoechst Ag | Mischungen von Alkoxylaten als schaumdämpfendes Mittel und deren Verwendung |
| DE19515086A1 (de) * | 1995-04-25 | 1996-10-31 | Hoechst Ag | Verfahren zur Entfernung von verunreinigenden Beschichtungen von Metalloberflächen |
| WO1998036042A1 (fr) * | 1997-02-14 | 1998-08-20 | The Procter & Gamble Company | Compositions liquides de nettoyage de surfaces dures a base de glycols de polyalkylene specifiques presentant un double coiffage |
| US6460548B1 (en) * | 1997-02-14 | 2002-10-08 | The Procter & Gamble Company | Liquid hard-surface cleaning compositions based on specific dicapped polyalkylene glycols |
| DE19738866A1 (de) * | 1997-09-05 | 1999-03-11 | Henkel Kgaa | Schaumarme Tensidmischungen mit Hydroxymischethern |
| WO2000050549A2 (fr) * | 1999-02-22 | 2000-08-31 | The Procter & Gamble Company | Compositions nettoyantes contenant des tensioactifs non ioniques selectionnes |
| DE10020145A1 (de) * | 2000-04-20 | 2001-10-31 | Henkel Ecolab Gmbh & Co Ogh | Mikrobizid wirksame Tenside |
| JP4750937B2 (ja) * | 2000-11-22 | 2011-08-17 | ユシロ化学工業株式会社 | 床面用洗浄剤組成物 |
| US7001634B2 (en) * | 2002-11-07 | 2006-02-21 | Bayer Materialscience Llc | Process for suppressing the foaming of an aqueous system |
| US6878682B1 (en) | 2003-05-23 | 2005-04-12 | Colonial Chemical Inc. | Capped nonionic surfactants |
| JP4947266B2 (ja) * | 2006-02-17 | 2012-06-06 | 日産化学工業株式会社 | 食品製造ライン用洗浄剤組成物 |
| JP6035447B1 (ja) * | 2016-05-30 | 2016-11-30 | 株式会社ニイタカ | 自動洗浄機用洗浄剤組成物 |
| US20240224992A1 (en) * | 2021-08-05 | 2024-07-11 | Stepan Company | Surfactant compositions |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL128174C (fr) * | 1962-02-28 | |||
| DK126125A (fr) * | 1964-04-21 | |||
| DE1280455B (de) * | 1964-10-24 | 1968-10-17 | Henkel & Cie Gmbh | Hochalkalische, lagerstabile und schaumarme Flaschenreinigungsmittel |
| ZA672169B (fr) * | 1966-04-16 | |||
| DE1617119A1 (de) * | 1966-11-18 | 1971-02-18 | Henkel & Cie Gmbh | Schaumarmes Fleckenbehandlungsmittel fuer Textilien |
| BE755617A (fr) * | 1969-09-03 | 1971-03-02 | Henkel & Cie Gmbh | Detergents contenant des additifs inhibiteurs de mousse |
| GB1445716A (en) * | 1973-04-24 | 1976-08-11 | Diversey Ltd | Cleaning compositions |
| DE2918047A1 (de) * | 1979-05-04 | 1980-12-11 | Huels Chemische Werke Ag | Biologisch abbaubare und schwachschaeumende tenside, verfahren zu ihrer herstellung und ihre verwendung in reinigungsmitteln |
| US4272394A (en) * | 1979-11-19 | 1981-06-09 | Basf Wyandotte Corporation | Machine dishwashing detergents containing low-foaming nonionic surfactants |
| DE3013923A1 (de) * | 1980-04-11 | 1981-10-15 | Bayer Ag, 5090 Leverkusen | Organopolysiloxanhaltige entschaeumerzubereitung |
| DE3315951A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
| DE3434984A1 (de) * | 1984-09-24 | 1986-04-03 | Henkel KGaA, 4000 Düsseldorf | Entschaeumer fuer die hefefermentation |
-
1987
- 1987-07-16 ES ES198787110283T patent/ES2026494T3/es not_active Expired - Lifetime
- 1987-07-16 DE DE8787110283T patent/DE3773781D1/de not_active Expired - Lifetime
- 1987-07-16 EP EP87110283A patent/EP0254208B1/fr not_active Expired - Lifetime
- 1987-07-16 AT AT87110283T patent/ATE68519T1/de not_active IP Right Cessation
- 1987-07-23 CA CA000542845A patent/CA1305640C/fr not_active Expired - Lifetime
- 1987-07-24 US US07/077,257 patent/US4780237A/en not_active Expired - Fee Related
- 1987-07-24 JP JP62186499A patent/JP2533555B2/ja not_active Expired - Lifetime
Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2614898A1 (fr) * | 1987-05-06 | 1988-11-10 | Sandoz Sa | Compositions detergentes liquides biodegradables |
| WO1991003540A1 (fr) | 1989-08-30 | 1991-03-21 | Henkel Kommanditgesellschaft Auf Aktien | Agent antimousse pour le lavage en machine de la vaisselle et des boutelles |
| TR25486A (tr) * | 1989-12-22 | 1993-05-01 | Henkel Kgaa | Iyonik olmayan tensidlerden olusan bir kombinas- yonun kullanilmasi |
| WO1991009925A3 (fr) * | 1989-12-22 | 1992-01-09 | Henkel Kgaa | Utilisation d'une combinaison de tensio-actifs non ioniques |
| WO1991014760A1 (fr) * | 1990-03-24 | 1991-10-03 | Henkel Kommanditgesellschaft Auf Aktien | Melange tensio-actif non-ionique peu moussant |
| WO1991017233A1 (fr) * | 1990-05-09 | 1991-11-14 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation d'une combinaison de tensio-actifs ioniques et non ioniques |
| WO1992014808A1 (fr) * | 1991-02-22 | 1992-09-03 | Basf Aktiengesellschaft | Melange d'au moins deux alcools alcoxyles et son utilisation comme additif tensio-actif antimousse dans des produits de nettoyage par des procedes de nettoyage en machine |
| WO1995002668A1 (fr) * | 1993-07-12 | 1995-01-26 | Henkel Kommanditgesellschaft Auf Aktien | Agent de nettoyage de surfaces dures |
| US5759987A (en) * | 1993-07-12 | 1998-06-02 | Haerer; Juergen | Mixtures of nonionic ethers for use as rinse aids and/or cleaning hard surfaces |
| DE4416303A1 (de) * | 1994-05-09 | 1995-11-16 | Bayer Ag | Schaumarmes Netzmittel und seine Verwendung |
| WO1998032527A1 (fr) * | 1997-01-29 | 1998-07-30 | Henkel Kommanditgesellschaft Auf Aktien | Systeme emulsifiant a faible pouvoir moussant et concentre emulsifiable le contenant |
| US6420323B2 (en) | 1997-01-29 | 2002-07-16 | Henkel Kommanditgesellschaft Auf Aktien | Low-foam emulgator system and emulsion concentrate containing the same |
| EP0916717A1 (fr) * | 1997-11-14 | 1999-05-19 | HENKEL-ECOLAB GmbH & CO. OHG | Agent de nettoyage de surfaces dures |
| US6530383B1 (en) | 1997-11-22 | 2003-03-11 | Ecolab Gmbh & Co. Ohg | Agent for cleaning hard surfaces |
| WO2000046327A1 (fr) * | 1999-02-02 | 2000-08-10 | Henkel-Ecolab Gmbh & Co. Ohg | Produit pour le nettoyage de surfaces dures |
| WO2000050551A1 (fr) * | 1999-02-22 | 2000-08-31 | The Procter & Gamble Company | Compositions detergentes pour lave-vaisselle comportant des surfactants non ioniques selectionnes |
| US7012052B1 (en) | 1999-02-22 | 2006-03-14 | The Procter & Gamble Company | Automatic dishwashing compositions comprising selected nonionic surfactants |
| US6596674B2 (en) | 2000-02-29 | 2003-07-22 | Henkel Corporation | Metal working lubricants and their use |
| WO2008071582A1 (fr) * | 2006-12-14 | 2008-06-19 | Basf Se | Émulsifiants non ioniques pour l'émulsification spontanée d'émulsions concentrées |
| WO2012045364A3 (fr) * | 2010-10-08 | 2013-03-28 | Ecolab Inc. | Composition de détergent de blanchisserie pour le lavage et la désinfection à basse température |
| EP3284808A1 (fr) * | 2010-10-08 | 2018-02-21 | Ecolab USA Inc. | Procédé de lavage et de désinfection à basse température pour la lessive |
| DE102010048948A1 (de) | 2010-10-19 | 2011-12-29 | Clariant International Ltd. | Lagerstabile, wasserbasierende Entschäumeremulsionen |
| CN113754371A (zh) * | 2021-08-30 | 2021-12-07 | 广东盛瑞科技股份有限公司 | 高石粉含量的泡沫轻质土及其制备方法 |
| CN113754371B (zh) * | 2021-08-30 | 2022-10-21 | 广东盛瑞科技股份有限公司 | 高石粉含量的泡沫轻质土及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0254208B1 (fr) | 1991-10-16 |
| ES2026494T3 (es) | 1992-05-01 |
| ATE68519T1 (de) | 1991-11-15 |
| DE3773781D1 (de) | 1991-11-21 |
| JP2533555B2 (ja) | 1996-09-11 |
| EP0254208A3 (en) | 1989-07-05 |
| JPS6335697A (ja) | 1988-02-16 |
| US4780237A (en) | 1988-10-25 |
| CA1305640C (fr) | 1992-07-28 |
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