EP0489777A1 - Agents antimousse resistant aux alcalis. - Google Patents
Agents antimousse resistant aux alcalis.Info
- Publication number
- EP0489777A1 EP0489777A1 EP90912683A EP90912683A EP0489777A1 EP 0489777 A1 EP0489777 A1 EP 0489777A1 EP 90912683 A EP90912683 A EP 90912683A EP 90912683 A EP90912683 A EP 90912683A EP 0489777 A1 EP0489777 A1 EP 0489777A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- atoms
- polyethylene glycol
- general formula
- radical
- 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
- 239000003513 alkali Substances 0.000 title claims abstract description 14
- 239000002518 antifoaming agent Substances 0.000 title description 8
- 239000000203 mixture Substances 0.000 claims abstract description 45
- -1 polyethylene Polymers 0.000 claims abstract description 29
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 27
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical class OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000013543 active substance Substances 0.000 claims abstract description 10
- JBVOQKNLGSOPNZ-UHFFFAOYSA-N 2-propan-2-ylbenzenesulfonic acid Chemical compound CC(C)C1=CC=CC=C1S(O)(=O)=O JBVOQKNLGSOPNZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000012141 concentrate Substances 0.000 claims abstract description 8
- 229940071118 cumenesulfonate Drugs 0.000 claims abstract description 8
- ZZXDRXVIRVJQBT-UHFFFAOYSA-M Xylenesulfonate Chemical compound CC1=CC=CC(S([O-])(=O)=O)=C1C ZZXDRXVIRVJQBT-UHFFFAOYSA-M 0.000 claims abstract description 4
- 238000005187 foaming Methods 0.000 claims abstract description 4
- 229940071104 xylenesulfonate Drugs 0.000 claims abstract description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 21
- 229920001223 polyethylene glycol Polymers 0.000 claims description 21
- 239000004480 active ingredient Substances 0.000 claims description 10
- 229930182478 glucoside Natural products 0.000 claims description 9
- 239000012459 cleaning agent Substances 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 6
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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 claims description 3
- 239000008367 deionised water Substances 0.000 claims description 3
- 229910021641 deionized water Inorganic materials 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 claims 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract description 8
- 238000005406 washing Methods 0.000 abstract description 2
- 239000004698 Polyethylene Substances 0.000 abstract 3
- 229920000573 polyethylene Polymers 0.000 abstract 3
- 230000003254 anti-foaming effect Effects 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 22
- 239000000047 product Substances 0.000 description 15
- 239000000243 solution Substances 0.000 description 12
- 238000004140 cleaning Methods 0.000 description 10
- 150000003254 radicals Chemical class 0.000 description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 239000006260 foam Substances 0.000 description 9
- 238000009472 formulation Methods 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 150000002170 ethers Chemical class 0.000 description 8
- 150000001298 alcohols Chemical class 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 6
- 229920000151 polyglycol Polymers 0.000 description 6
- 239000010695 polyglycol Substances 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000005457 optimization Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000008139 complexing agent Substances 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000006471 dimerization reaction Methods 0.000 description 2
- 238000006266 etherification reaction Methods 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 description 1
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-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
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 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
- 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 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 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
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 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
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 230000002572 peristaltic effect Effects 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 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
- 238000003825 pressing Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- FODHIQQNHOPUKH-UHFFFAOYSA-N tetrapropylene-benzenesulfonic acid Chemical compound CC1CC11C2=C3S(=O)(=O)OC(C)CC3=C3C(C)CC3=C2C1C FODHIQQNHOPUKH-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 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
- 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
- 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
- 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
- C11D1/662—Carbohydrates or derivatives
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/34—Organic compounds containing sulfur
- C11D3/3418—Toluene -, xylene -, cumene -, benzene - or naphthalene sulfonates or sulfates
Definitions
- the invention relates to the use of selected mixtures of, on the one hand, end-capped and, on the other hand, non-capped polyethylene glycol ethers as alkali-stable and in aqueous, highly concentrated alkali solutions, homogeneously formulated foam-suppressing additives in low-foam cleaning agents.
- the active substance mixtures according to the invention are particularly suitable as anti-foaming agents for bottle cleaning and for so-called cleaning-in-place (CI P) cleaning.
- CI P cleaning-in-place
- the invention is intended to provide auxiliaries of the type mentioned, which combine high effectiveness with physiological harmlessness and biodegradability.
- the invention is also based on the object of enabling optimization of the performance profile of the auxiliaries used in practical use, on the one hand, and providing selected polyethylene glycol ethers of the type mentioned, on the other hand, which improve the formulability of these auxiliaries in a commercially available concentrated form ensures.
- foam-suppressing additives which are able to counteract undesirable foam development.
- This co-use of the foam-pressing auxiliary agents is mostly due to the fact that the detached from the substrates and in the cleaning baths accumulating impurities act as foaming agents.
- the cleaning agents themselves can also contain constituents which give rise to undesirable foaming under the given working conditions.
- anionic surfactants is an example of this.
- DE-OS 38 00 493 (D 8113) describes the use of polyethylene glycol ethers of the general formula (I) given above, but now in this formula R. a straight-chain or branched alkyl or alkenyl radical having 20 to 28 C atoms, R_ is an alkyl radical with 4 to 8 C atoms and n is a number from 6 to 20.
- R a straight-chain or branched alkyl or alkenyl radical having 20 to 28 C atoms
- R_ is an alkyl radical with 4 to 8 C atoms
- n is a number from 6 to 20.
- the decisive modification here is the use of longer-chain residues R.
- These end group-capped polyglycol ethers are also notable for high alkali and acid stability. Their foam-preventing effect in alkaline and neutral cleaning liquors is specified in the Strengthens the senses, moreover they also meet the legal requirements for biodegradability.
- nonionic surfactants based on polyglycol ether compounds cannot easily be incorporated into aqueous, strongly alkaline formulations. You easily form one of them. aqueous separate phase and therefore require the use of solubilizers.
- Known effective solubilizers, especially especially for strongly alkaline cleaning formulations, are alkyl mono- and / or oligoglucosides, which must also be a preferred class of substances in the given context for ecological reasons.
- EP-A2-0 202 638 describes a liquid cleaning concentrate for strongly alkaline cleaning formulations consisting of end-capped fatty alcohol glycol ether compounds with mixed oligoalkoxide residues together with a combination of three solubilizers which ensure homogeneous formulation in strongly alkaline aqueous solutions should .
- One of these solubilizers used is alkyl mono- and / or alkyl polyglucosides with 8 to 12 carbon atoms in the alkyl radical and 1 to 6 glucose units.
- an aqueous concentrate containing 10 to 35% by weight is used as the alkaline detergent concentrate for bottle washing.
- -% alkali metal hydroxide 10 to 50 wt.
- the teaching of the present invention is based on the task of using fine-tuning and optimization in the selection of the polyethylene glycol ether compounds used to obtain mixtures which are distinguished by particularly high-quality effects when used as anti-foaming agents, and at the same time this effect optimization both in comparison low temperatures - that is, for example, in the range of approximately 20 ° C. - and also in the case of the elevated temperatures usually used in practice in the range of approximately 60 to 70 ° C.
- the invention further aims to enable the formulation of these auxiliaries in strongly alkaline, highly concentrated aqueous solutions to form single-phase systems. This single-phase formulability should be ensured over the temperature range that is essential in practice, for example from about 20 to 70 ° C.
- the teaching of the invention is based on the knowledge that the joint use of two structurally similar but not structurally identical polyethylene glycol compounds in cooperation with the alkyl glucosides leads to the desired optimization if at the same time the constitutional features defined below for the structure of the respective type of polyethylene glycol ether compounds are observed.
- the invention accordingly relates to the use of an active substance mixture which optionally contains water in limited amounts (% by weight, based in each case on the active substance mixture).
- R. is an alkyl radical with 4 to 10 C atoms and m is a number from 5 to 15,
- polyethylene glycol ether compounds of the active substance class (2) are selected, end group-closed representatives of the substance class concerned here.
- these compounds are derived from the general formula (I) regarding their remainder R_. 0- from at least one of the following subclasses:
- the active ingredient components for (3) allow a somewhat broader version with regard to the definition of their radical R-O-.
- the starting material here is the 2-branched even-numbered alkanols having 12 to 20 C atoms and thus in particular one or more of the following compounds:
- the active ingredients or active ingredient mixtures for (2) and (3) of the general formulas (I) and (II) are present together with the alkylglucosides. If desired, the active ingredient components become numbers (4) - d. H. the end group-capped polyethylene glycol ether compounds of the general formula (III) -, alkali metal salts of cumene sulfonate and / or xylene sulfonate and also deionized water.
- the reaction takes place, for example, at temperatures from 200 to 300 ° C. and leads to branched Guerbet alcohols which have branching in the 2-position to the hydroxyl group.
- the invention intends to use predominantly or preferably exclusively straight-chain fatty alcohols for the preparation of the 2-branched Guerbet alcohols and ultimately for the synthesis of the compounds of the general formula (I).
- fatty alcohols of natural origin have at least largely predominantly even chain lengths, so that their 2-branched Guerbet alcohol with 18 carbon atoms cannot be obtained as a uniform condensation product of only one selected fatty alcohol via their dimerization.
- the necessary dimerization of a mixture of the two fatty alcohols with 8 and 10 C atoms leads to the isomer mixture of the 18 C Guerbet alcohol from 2-hexyldodecanol-1 and 2-octylidecanol-1.
- the condensation products of the two alcohols used arise with themselves, i. H . , the 2-hexyldecanol-1 from the octanol used and the 2-octyldodecanol-1 from the decanol used.
- 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.- to C -alkyl halides.
- the n-butyl radical for the R_ radical from the general form is of particular importance in the course of the inventive action! (I) too.
- Examples of such a final etherification are accordingly n-butyl halides such as n-butyl chloride.
- the invention is not limited to this. Further examples are amyl halides, hexyl halides and the higher alkyl halides in the range mentioned.
- the preparation of compounds of the general formula (III) is carried out analogously.
- alkyl halide and alkali in a stoichiometric excess, for example from 10 to 50 °, over the hydroxyl groups to be etherified.
- the cleaning agents in which the partially end-capped polyglycol ether mixtures of the invention are used can be the ingredients customary in such agents, such as wetting agents, builders and complexing agents, alkalis or acids, corrosion inhibitors and, if appropriate, also organic solvents contain .
- the surfactants used are non-ionic surface-active compounds of the polyglycol ether type which are obtained by the addition of ethylene oxide to alcohols, in particular fatty alcohols, alkylphenols, fatty amines and carboxamides, and anionic surfactants such as alkali metal, amine and alkylolamine salts of fatty acids, alkylsulfuric acids , Alkylsulfonic acids and alkybenzenesulfonic acids into consideration.
- the cleaning agents can be builders and complexing agents, especially alkali metal orthophosphates, polymer phosphates, silicates, borates, carbonates, polyacrylates and gluconates as well as citric acid, nitrilotriacetic acid, ethylenediaminetetraacetic acid, 1-hydroxyalkane-1-acids and 1-diphosphonic acid, 1-diphosphonic acid (methylenephosphonic acid), phosphonoalkane polycarboxylic acids, e.g. B. phosphonobutane tricarboxylic acid and alkali metal salts of these acids.
- Highly alkaline cleaning agents especially those for bottle cleaning, contain considerable amounts of caustic alkali in the form of sodium and / or potassium hydroxide.
- the cleaning agents can include organic solvents, for example alcohols, gasoline frac- ⁇ r'P ""T' ⁇ ⁇ * ⁇ l ⁇ _r '°'" fQ [ ⁇ Monws ⁇ f- p etn fo rrn / io frotp ⁇ I l / lnlami rio included.
- storage-stable active ingredient mixtures which are foamable and preferably liquid in the temperature range from about 20 to 60 ° C. and which are, for example, 5 to 30% by weight of the active ingredient concentrates from components (1) to (3) and, if desired, additionally (4) to (6) together with 70 to 95% by weight of concentrated aqueous alkali metal hydroxide solutions.
- These alkali metal hydroxide solutions can be aqueous sodium and / or potassium hydroxide solutions with an alkali metal hydroxide content of at least 30% by weight, in particular at least 40% by weight.
- Suitable is, for example, aqueous approximately 50% sodium hydroxide solution as the main part of an open-ended aqueous solution, which has a storage stability of approximately 70 ° C. as a homogeneously clear aqueous solution.
- polyglycol ether mixtures to be used according to the invention give effective effects even in low concentrations.
- Such detergents are preferred in such quantities added that their concentration in the ready-to-use solutions is approximately in the range of 50 to 500 ppm.
- the defoaming effect is tested under the following conditions: In a double-walled 2-liter measuring cylinder, 300 ml of a 1 wt. -% aqueous sodium hydroxide solution to 20 C or. 65 C tempered. This solution is mixed with 0.1 ml of the defoaming surfactant to be determined. With the help of a peristaltic pump, the liquid is pumped at a rate of 4 l / min. pumped around. The test fleet is approx.
- a 1 wt. -% aqueous solution of the triethanolamine salt of tetrapropylene benzene sulfonate is metered in at intervals of one minute in quantities of 1 ml each of the liquor in circulation.
- the resulting total volume of foam and liquid is determined.
- the foam-inhibiting effect of the surfactant material used in each case is all the better the longer the period of time required to reach the 2000 ml mark in the measuring cylinder due to the total volume of the liquid and foam phases.
- the following examples are the corresponding ones Numerical values for this time are given in minutes or in ml of test foam.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3928602 | 1989-08-30 | ||
DE3928602A DE3928602A1 (de) | 1989-08-30 | 1989-08-30 | Alkalistabile und stark alkalisch formulierbare antischaummittel fuer die gewerbliche reinigung, insbesondere fuer die flaschen- und cip-reinigung |
PCT/EP1990/001382 WO1991003538A1 (fr) | 1989-08-30 | 1990-08-21 | Agents antimousse resistant aux alcalis |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0489777A1 true EP0489777A1 (fr) | 1992-06-17 |
EP0489777B1 EP0489777B1 (fr) | 1994-04-27 |
Family
ID=6388138
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90912683A Expired - Lifetime EP0489777B1 (fr) | 1989-08-30 | 1990-08-21 | Agents antimousse resistant aux alcalis |
Country Status (7)
Country | Link |
---|---|
US (1) | US5205959A (fr) |
EP (1) | EP0489777B1 (fr) |
JP (1) | JPH05500074A (fr) |
CA (1) | CA2065334A1 (fr) |
DE (2) | DE3928602A1 (fr) |
ES (1) | ES2052268T3 (fr) |
WO (1) | WO1991003538A1 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996033255A1 (fr) * | 1995-04-21 | 1996-10-24 | Societe D'exploitation De Produits Pour Les Industries Chimiques - Seppic | Composition anti-mousse |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5584943A (en) * | 1987-06-01 | 1996-12-17 | Henkel Corporation | Cleaning and surface conditioning of formed metal surfaces |
DE3928604A1 (de) * | 1989-08-30 | 1991-03-07 | Henkel Kgaa | Verwendung ausgewaehlter gemische von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
DE4009533A1 (de) * | 1990-03-24 | 1991-09-26 | Henkel Kgaa | Schwachschaeumendes nichtionisches tensidgemisch |
US5538669A (en) * | 1990-11-09 | 1996-07-23 | Henkel Kommanditgesellschaft Auf Aktien | Stabilized surfactant paste |
DE4116406A1 (de) * | 1991-05-18 | 1992-11-19 | Henkel Kgaa | Verwendung von dialkylethern als schaumregulatoren |
DE4210365C2 (de) * | 1992-03-30 | 1995-06-08 | Henkel Kgaa | Verwendung von Reinigungsmitteln für harte Oberflächen |
GB9225075D0 (en) * | 1992-12-01 | 1993-01-20 | Ici Plc | Low foam polyglycoside formulations |
DE4320119A1 (de) * | 1993-06-18 | 1994-12-22 | Henkel Kgaa | Flüssigkristalline wäßrige Tensidzubereitung |
DE4323252C2 (de) * | 1993-07-12 | 1995-09-14 | Henkel Kgaa | Klarspüler für die maschinelle Reinigung harter Oberflächen |
ES2112556T3 (es) * | 1993-09-02 | 1998-04-01 | Henkel Kgaa | Mezcla detergente acuosa. |
DE4342214C1 (de) * | 1993-12-10 | 1995-05-18 | Henkel Kgaa | Nichtionische Detergensgemische |
AU675833B2 (en) * | 1994-03-23 | 1997-02-20 | Amway Corporation | Concentrated all-purpose light duty liquid cleaning composition and method of use |
US5576284A (en) * | 1994-09-26 | 1996-11-19 | Henkel Kommanditgesellschaft Auf Aktien | Disinfecting cleanser for hard surfaces |
EP0709450A1 (fr) * | 1994-10-24 | 1996-05-01 | The Procter & Gamble Company | Compositions détergentes liquides peu moussantes |
US5542950A (en) * | 1994-11-10 | 1996-08-06 | Henkel Corporation | Alkyl polyglycosides in textile scour/bleach processing |
GB9606913D0 (en) | 1996-04-02 | 1996-06-05 | Unilever Plc | Surfactant blends processes for preparing them and particulate detergent compositions containing them |
US6583102B2 (en) * | 1996-10-22 | 2003-06-24 | Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic | Antifoaming compositions and intermediate anhydrous compositions |
FR2754739B1 (fr) * | 1996-10-22 | 1998-12-18 | Seppic Sa | Compositions anti-mousse et compositions anhydres intermediaires |
DE19738866A1 (de) | 1997-09-05 | 1999-03-11 | Henkel Kgaa | Schaumarme Tensidmischungen mit Hydroxymischethern |
SE510989C2 (sv) * | 1997-10-29 | 1999-07-19 | Akzo Nobel Nv | Högakaliska kompositioner innehållande en hexylglykosid som hydrotrop |
DE19851453A1 (de) | 1998-11-09 | 2000-05-11 | Cognis Deutschland Gmbh | Klarspüler für das maschinelle Geschirrspülen |
DE19856727A1 (de) | 1998-12-09 | 2000-06-15 | Cognis Deutschland Gmbh | Allzweckreiniger |
DE19956238A1 (de) * | 1999-11-23 | 2001-06-28 | Henkel Ecolab Gmbh & Co Ohg | Verwendung von Formulierungen zur Behandlung von Oberflächen zur temporären Verbesserung des Schmutzablöseverhaltens |
DE19959311A1 (de) * | 1999-12-09 | 2001-08-23 | Henkel Ecolab Gmbh & Co Ohg | Entschäumerzubereitung und deren Verwendung |
US6989352B2 (en) * | 2002-06-12 | 2006-01-24 | Halliburton Energy Services, Inc. | Silicic acid mud lubricants |
EP2152842B1 (fr) * | 2007-05-11 | 2017-10-11 | Ecolab Inc. | Nettoyage de polycarbonate |
FR2968003B1 (fr) | 2010-11-25 | 2013-06-07 | Seppic Sa | Nouvel agent hydrotrope, son utilisation pour solubiliser des tensioactifs no-ioniques, compositions les comprenant. |
FR2975703B1 (fr) * | 2011-05-27 | 2013-07-05 | Seppic Sa | Nouvelle utilisation d'heptylpolyglycosides pour solubiliser des tensioactifs non-ioniques dans des compositions nettoyantes acides aqueuses, et compositions nettoyantes acides aqueuses les comprenant. |
JP2011252160A (ja) * | 2011-08-01 | 2011-12-15 | Adeka Corp | Cip洗浄方法 |
KR102065629B1 (ko) * | 2013-03-15 | 2020-02-11 | 크로다 인코포레이티드 | 알콕실화 지방 알콜 알킬 에테르 및 그를 함유하는 제품 |
AU2013408755B2 (en) * | 2013-12-29 | 2017-05-25 | Halliburton Energy Services, Inc. | Lubricant for high pH water based mud system |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3018135A1 (de) * | 1980-05-12 | 1981-11-19 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur herstellung von polyglykolethermischformalen und neue polyglykolethermischformale |
DE3315952A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
DE3315951A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
DE3518672A1 (de) * | 1985-05-24 | 1986-11-27 | Basf Ag, 6700 Ludwigshafen | Fluessiges reinigungskonzentrat fuer stark alkalische reinigungsformulierungen |
DE3531212A1 (de) * | 1985-08-31 | 1987-03-05 | Henkel Kgaa | Als entschaeumer verwendbare alkylenoxid-blockpolymere |
ATE68519T1 (de) * | 1986-07-24 | 1991-11-15 | Henkel Kgaa | Schaumarme und/oder schaumdaempfende tensidgemische und ihre verwendung. |
SE462599B (sv) * | 1987-04-06 | 1990-07-23 | Berol Kemi Ab | Foerpackning som foerhindrar skumbildning, saett att framstaella saadan foerpackning samt skumdaempande medel |
DE3723323C2 (de) * | 1987-07-15 | 1998-03-12 | Henkel Kgaa | Hydroxy-Mischether, Verfahren zu deren Herstellung sowie deren Verwendung |
DE3727378A1 (de) * | 1987-08-17 | 1989-03-02 | Henkel Kgaa | Schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
DE3800490A1 (de) * | 1988-01-11 | 1989-07-20 | Henkel Kgaa | Verwendung ausgewaehlter endgruppenverschlossener fettalkoholethoxylate fuer schaumarme, kalt spritzbare reinigungsmittel |
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 |
JPH01213564A (ja) * | 1988-02-23 | 1989-08-28 | Japan Gore Tex Inc | 感湿素子およびその製造法 |
DE3818014A1 (de) * | 1988-05-27 | 1989-11-30 | Henkel Kgaa | Schaumdrueckende alkylpolyglykolether fuer reinigungsmittel (ii) |
DE3818062A1 (de) * | 1988-05-27 | 1989-12-07 | Henkel Kgaa | Schaumdrueckende alkylpolyglykolether fuer reinigungsmittel (i) |
-
1989
- 1989-08-30 DE DE3928602A patent/DE3928602A1/de not_active Withdrawn
-
1990
- 1990-08-21 CA CA002065334A patent/CA2065334A1/fr not_active Abandoned
- 1990-08-21 US US07/835,922 patent/US5205959A/en not_active Expired - Fee Related
- 1990-08-21 WO PCT/EP1990/001382 patent/WO1991003538A1/fr active IP Right Grant
- 1990-08-21 DE DE59005551T patent/DE59005551D1/de not_active Expired - Lifetime
- 1990-08-21 ES ES90912683T patent/ES2052268T3/es not_active Expired - Lifetime
- 1990-08-21 JP JP2511738A patent/JPH05500074A/ja active Pending
- 1990-08-21 EP EP90912683A patent/EP0489777B1/fr not_active Expired - Lifetime
Non-Patent Citations (1)
Title |
---|
See references of WO9103538A1 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996033255A1 (fr) * | 1995-04-21 | 1996-10-24 | Societe D'exploitation De Produits Pour Les Industries Chimiques - Seppic | Composition anti-mousse |
FR2733246A1 (fr) * | 1995-04-21 | 1996-10-25 | Seppic Sa | Composition anti-mousse comprenant un tensioactif non ionique et un alkylpolyglycoside |
Also Published As
Publication number | Publication date |
---|---|
WO1991003538A1 (fr) | 1991-03-21 |
DE59005551D1 (de) | 1994-06-01 |
JPH05500074A (ja) | 1993-01-14 |
US5205959A (en) | 1993-04-27 |
EP0489777B1 (fr) | 1994-04-27 |
ES2052268T3 (es) | 1994-07-01 |
CA2065334A1 (fr) | 1991-03-01 |
DE3928602A1 (de) | 1991-03-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0489777A1 (fr) | Agents antimousse resistant aux alcalis. | |
EP0254208B1 (fr) | Mélanges d'agents tensio-actifs peu moussants et/ou anti-mousse et leur utilisation | |
DE69821249T2 (de) | Kationische zuckertenside aus ethoxylierten ammoniumverbindungen und reduzierenden sacchariden | |
DE69420357T2 (de) | Wässrige, alkalische Zubereitung | |
EP0019173B1 (fr) | Utilisation d'alcools alcoxylés comme tensioactifs biodégradables et peu moussants dans des agents de lavage pour vaisseller pour des lave-vaisselles | |
EP0197434B1 (fr) | Produits de rinçage pour le lavage mécanique de la vaisselle | |
EP0303928B1 (fr) | Additifs supprimant la mousse dans des agents de nettoyage peu écumants | |
EP0104434A2 (fr) | Composition liquide de lavage et de nettoyage pratiquement exempte de sels de charge inorganiques | |
DE3818062A1 (de) | Schaumdrueckende alkylpolyglykolether fuer reinigungsmittel (i) | |
EP0054894B1 (fr) | Mélange contenant des agents surfactifs pour le nettoyage de surfaces dures | |
US5599787A (en) | Aqueous anionic surfactant solutions stable at low temperature comprising glycoside and alkoxylated nonionic surfactant mixtures and processes of making same | |
DE3518672A1 (de) | Fluessiges reinigungskonzentrat fuer stark alkalische reinigungsformulierungen | |
DE3928600A1 (de) | Schaumdaempfende mehrstoffgemische mit tensidcharakter fuer die maschinelle geschirr- und flaschenreinigung | |
WO1991003536A1 (fr) | Utilisation de melanges de polyalkylenediol-ethers comme agents antimousse | |
EP0326795B1 (fr) | Utilisation d'éthers polyglycoliques comme agents antimoussants pour détergents | |
EP0694606A2 (fr) | Mélanges des alkoxylates comme agent anti-mousse et utilisation | |
EP0489769B1 (fr) | Utilisation de melanges de polyglycol-ethers comme agents antimousse | |
EP0863972A1 (fr) | Melange tensioactif aqueux | |
WO1995002666A1 (fr) | Liquides de rinçage pour le nettoyage mecanique de surfaces dures | |
EP0788537B1 (fr) | Detergent aqueux pour lavage manuel de la vaisselle | |
DE3818014A1 (de) | Schaumdrueckende alkylpolyglykolether fuer reinigungsmittel (ii) | |
EP0743359A1 (fr) | Nettoyant aqueux pour sol hautement concentré | |
WO1991003539A1 (fr) | Agent antimousse pour le nettoyage industriel | |
WO1994027953A1 (fr) | Ethoxylbutylcarbonates d'alcools gras | |
WO1993002171A1 (fr) | Procede de stabilisation de suspensions aqueuses de zeolites |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 19920219 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): BE DE ES FR GB IT |
|
17Q | First examination report despatched |
Effective date: 19930624 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): BE DE ES FR GB IT |
|
REF | Corresponds to: |
Ref document number: 59005551 Country of ref document: DE Date of ref document: 19940601 |
|
ET | Fr: translation filed | ||
GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) |
Effective date: 19940510 |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2052268 Country of ref document: ES Kind code of ref document: T3 |
|
ITF | It: translation for a ep patent filed | ||
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 19980812 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: ES Payment date: 19980814 Year of fee payment: 9 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19990821 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: ES Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19990822 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 19990821 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: TP |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FD2A Effective date: 20000911 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED. Effective date: 20050821 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: TP |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20090814 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20090814 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 20090825 Year of fee payment: 20 |
|
BE20 | Be: patent expired |
Owner name: COGNIS IP MANAGEMENT G.M.B.H. Effective date: 20100821 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20100821 |