EP0248197A2 - Use of polyglycol ethers containing amino groups as foam-retarding additives in low-foaming detergents - Google Patents
Use of polyglycol ethers containing amino groups as foam-retarding additives in low-foaming detergents Download PDFInfo
- Publication number
- EP0248197A2 EP0248197A2 EP87106037A EP87106037A EP0248197A2 EP 0248197 A2 EP0248197 A2 EP 0248197A2 EP 87106037 A EP87106037 A EP 87106037A EP 87106037 A EP87106037 A EP 87106037A EP 0248197 A2 EP0248197 A2 EP 0248197A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- foam
- carbon atoms
- cleaning
- pbw
- alkyl 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.)
- Withdrawn
Links
- 239000000654 additive Substances 0.000 title claims description 5
- 238000005187 foaming Methods 0.000 title abstract description 9
- 125000003277 amino group Chemical group 0.000 title abstract 2
- 150000002170 ethers Chemical class 0.000 title description 8
- 229920000151 polyglycol Polymers 0.000 title description 7
- 239000010695 polyglycol Substances 0.000 title description 7
- 239000003599 detergent Substances 0.000 title description 2
- 239000006260 foam Substances 0.000 claims abstract description 21
- 239000012459 cleaning agent Substances 0.000 claims abstract description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000002202 Polyethylene glycol Substances 0.000 claims description 6
- 229920001223 polyethylene glycol Polymers 0.000 claims description 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical class NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 claims description 2
- -1 glycol ethers Chemical class 0.000 abstract description 10
- 239000002253 acid Substances 0.000 abstract description 9
- 150000007513 acids Chemical class 0.000 abstract description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 4
- 239000003112 inhibitor Substances 0.000 abstract description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 26
- 238000004140 cleaning Methods 0.000 description 20
- 239000000243 solution Substances 0.000 description 18
- 239000000203 mixture Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 235000011121 sodium hydroxide Nutrition 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 229920000223 polyglycerol Polymers 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 235000019832 sodium triphosphate Nutrition 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- 125000005265 dialkylamine group Chemical group 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 238000006243 chemical reaction Methods 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
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000002924 oxiranes Chemical class 0.000 description 3
- MLRVZFYXUZQSRU-UHFFFAOYSA-N 1-chlorohexane Chemical compound CCCCCCCl MLRVZFYXUZQSRU-UHFFFAOYSA-N 0.000 description 2
- KEZYHIPQRGTUDU-UHFFFAOYSA-N 2-[dithiocarboxy(methyl)amino]acetic acid Chemical compound SC(=S)N(C)CC(O)=O KEZYHIPQRGTUDU-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
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 235000013405 beer Nutrition 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000012085 test solution Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical compound CCCCCCOCCCCCC BPIUIOXAFBGMNB-UHFFFAOYSA-N 0.000 description 1
- AEQDJSLRWYMAQI-UHFFFAOYSA-N 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline Chemical compound C1CN2CC(C(=C(OC)C=C3)OC)=C3CC2C2=C1C=C(OC)C(OC)=C2 AEQDJSLRWYMAQI-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- MPGABYXKKCLIRW-UHFFFAOYSA-N 2-decyloxirane Chemical compound CCCCCCCCCCC1CO1 MPGABYXKKCLIRW-UHFFFAOYSA-N 0.000 description 1
- IOHJQSFEAYDZGF-UHFFFAOYSA-N 2-dodecyloxirane Chemical compound CCCCCCCCCCCCC1CO1 IOHJQSFEAYDZGF-UHFFFAOYSA-N 0.000 description 1
- NJBCRXCAPCODGX-UHFFFAOYSA-N 2-methyl-n-(2-methylpropyl)propan-1-amine Chemical compound CC(C)CNCC(C)C NJBCRXCAPCODGX-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
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 1
- GDURYIZBPCZLDS-UHFFFAOYSA-N C1(=CC=CC=C1)S(=O)(=O)O.C=CC.C=CC.C=CC.C=CC.N(CCO)(CCO)CCO Chemical compound C1(=CC=CC=C1)S(=O)(=O)O.C=CC.C=CC.C=CC.C=CC.N(CCO)(CCO)CCO GDURYIZBPCZLDS-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 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
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 1
- 229910001060 Gray iron Inorganic materials 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 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
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- HJMZMZRCABDKKV-UHFFFAOYSA-N carbonocyanidic acid Chemical compound OC(=O)C#N HJMZMZRCABDKKV-UHFFFAOYSA-N 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 239000004832 casein glue Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 229910052681 coesite Inorganic materials 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
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 239000013530 defoamer Substances 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
- 229940043279 diisopropylamine Drugs 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 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
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 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
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000000465 moulding Methods 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
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000012074 organic phase Substances 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
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229960005480 sodium caprylate Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000000176 sodium gluconate Substances 0.000 description 1
- 235000012207 sodium gluconate Nutrition 0.000 description 1
- 229940005574 sodium gluconate Drugs 0.000 description 1
- BYKRNSHANADUFY-UHFFFAOYSA-M sodium octanoate Chemical compound [Na+].CCCCCCCC([O-])=O BYKRNSHANADUFY-UHFFFAOYSA-M 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- 238000005406 washing Methods 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
- C11D1/38—Cationic compounds
- C11D1/42—Amino alcohols or amino ethers
- C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating compositions
Definitions
- the invention relates to the use of aminoalkyl-containing hydroxyalkyl polyethylene glycol ethers as foam-suppressing additives in low-foam cleaning agents.
- Aqueous cleaning agents intended for use in trade and industry, in particular those for cleaning metal, glass and ceramic and plastic surfaces, as a rule contain substances which are able to counteract undesirable foam development.
- foam-suppressing additives is due to the fact that the contaminants detached from the substrates and accumulating in the cleaning baths act as foaming agents.
- anti-foaming agents may also be necessary due to the fact that the cleaning agents themselves contain constituents which give rise to undesirable foaming under the given working conditions, for example anionic surfactants or nonionic surfactants foaming at working temperature.
- Suitable alkyl radicals are, for example, methyl, propyl, i-propyl, butyl, i-butyl, amyl, i-amyl and hexyl radicals.
- Preferred diamines are dipropylamine, diisopropylamine, dibutylamine, and diisobutylamine.
- the mono- or dialkylamines are reacted in a known manner with ethylene oxide in a molar ratio of 1: 3 to 1:20, based on the number of reactive hydrogen atoms.
- the ethoxylated mono- or dialkylamines are reacted, preferably in the presence of suitable alkaline catalysts, with epoxides of chain length C8 - C20.
- suitable alkaline catalysts Both 1,2-epoxides and compounds with an internal epoxy group are suitable.
- 1,2-epoxides of chain length C10-C16 have proven to be particularly suitable. Mixtures of epoxides of different chain lengths are also suitable.
- the molar ratio of ethoxylated monoamine to epoxy is approximately 1: 2
- the molar ratio of ethoxylated diamine to epoxy is approximately 1: 1.
- the addition of alkaline catalyst is 0.1 to 1 % By weight, based on the amount of epoxy used.
- the reaction is carried out by heating to temperatures of 140 to 180 ° C., preferably 150 to 170 ° C., for several hours.
- the degree of conversion can easily be determined by determining the epoxy content of the mixture. In general, heating at 150 to 170 ° C. for 1 to 3 hours is sufficient.
- R 1 and R 2 represent an n-propyl or n-butyl radical.
- the compounds of the formula I can be used on their own or in combination with other foam inhibitors, in particular with polyethylene glycol ethers, such as those obtained by adding 4 to 20 parts by weight of ethylene oxide to 1 part by weight of polyglycerol with a hydroxyl number in the range from 900 to 1200 and subsequent etherification of the free Hydroxyl groups with alkyl halides with 4 to 8 carbon atoms are available and are described in DE-PS 33 15 952 (D 6562).
- polyethylene glycol ethers such as those obtained by adding 4 to 20 parts by weight of ethylene oxide to 1 part by weight of polyglycerol with a hydroxyl number in the range from 900 to 1200 and subsequent etherification of the free Hydroxyl groups with alkyl halides with 4 to 8 carbon atoms are available and are described in DE-PS 33 15 952 (D 6562).
- the compounds to be used according to the invention are liquid at room temperature. They are characterized by a high alkali and acid stability and a very effective foam inhibition in weakly acidic to strongly alkaline cleaning solutions.
- the cleaning agents in which the compounds of the formula I are used according to the invention can contain the constituents customary in such agents, such as wetting agents, builders and complexing agents, alkalis or acids, corrosion inhibitors and, if appropriate, also antimicrobial active substances and / or organic solvents.
- Non-ionic surface-active substances such as polyglycol ethers, which are obtained by 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, alkylsulfonic acids, alkylsulfonic acids and alkylbenzenesulfonic acids, come as wetting agents Consider.
- the builders can include alkali metal orthophosphates, polymer phosphates, silicates, borates, carbonates, polyacrylates and gluconates as well as citric acid, nitriloacetic acid, ethylenediaminetetraacetic acid, 1-hydroxyalkane-1,1-diphosphonic acid, aminephosphonic acids, amine and ethylenediaminetetra- (methylenephosphonic acid), phosphonoalkane polycarboxylic acids such as e.g. B. contain 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 potassium hydroxide. If special cleaning effects are desired, the cleaning agents can contain organic solvents, for example alcohols, gasoline fractions and chlorinated hydrocarbons and free alkylolamines.
- cleaning agents are once understood to mean the aqueous solutions intended for direct application to the substrates to be cleaned.
- cleaning agents also includes those for the production of Application solutions certain concentrates and solid mixtures.
- the ready-to-use solutions can be slightly acidic to strongly alkaline.
- the compounds of the formula I to be used according to the invention are added to the cleaning agents in amounts such that their concentration in the ready-to-use solutions is 10 to 2500 ppm, preferably 50 to 500 ppm.
- hydroxyalkyl polyglycol dialkylaminoethers listed in Table I were prepared in the same way as in Examples 2 to 12.
- EO stands for attached ethylene oxide groups.
- test solutions which contained 1% by weight sodium hydroxide and 0.03% by weight (300 ppm) defoamer. These solutions were added in the course of the tests in increments of 100 ppm increasing amounts of triethanolamine tetrapropylene benzene sulfonate as a test foam.
- a stable, stable mixture of active substances of the following composition was obtained by mechanical mixing of the components: 80 pbw sodium tripolyphosphate 20 GT product according to Example 6
- Beer bottles were cleaned at 85 ° C in a bottle cleaning system with three lye zones and an hourly output of 80,000 bottles.
- the beer bottles were labeled with paper labels using casein glue, which would otherwise cause excessive foaming in the immersion baths. If 1.5% by weight sodium hydroxide solution containing 0.15% by weight of the active substance mixture described above was used as the cleaning solution, the system could be operated without disruptive foaming.
- a storage-stable mixture of active ingredients of the following composition was obtained by mechanical mixing of the components 40 pbw of Na ethylenediaminetetraacetate 20 pbw sodium tripolyphosphate 30 pbw of sodium gluconate 10 GT product according to Example 1
- a detergent concentrate of the following composition was prepared by dissolving the components in phosphoric acid: 5 pbw of aminotri- (methylenephosphonic acid) 10 pbw of 1-hydroxyethane-1,1-diphosphonic acid 5 pbw of phophonobutane tricarboxylic acid 27 GT product according to example 1 3 GT product B 10 pbw of ethanol 40 pbw of phosphoric acid, 75% by weight
- a storage-stable cleaning agent of the following composition was produced by mechanical mixing of the components for cleaning metallic surfaces by spraying: 80 pbw sodium metasilicate pentahydrate 16 pbw sodium tripolyphosphate 4 GT coconut amine + 12 EO 1 GT product according to Example 1
- a mechanical degreasing agent for metallic materials with the following composition was produced by mechanical mixing of the components: 40 pbw sodium metasilicate pentahydrate 35 GT sodium carbonate 20 pbw sodium tripolyphosphate 2.5 pbw of sodium alkylbenzenesulfonate 2.5 pbw of nonylphenol + 14 EO 4.5 pbw product according to example 1 0.5 GT product B
- a storage-stable concentrate for cleaning metal surfaces with the following composition was prepared by dissolving the components in water: 30 pbw of sodium caprylate 10 GT borax 14 pbw sodium tripolyphosphate 10 pbw of triethanolamine 2 pbw of monoethanolamine 6 GT product according to example 1 78 GT water
- a 1% by weight solution of this cleaning agent was used at 50 to 55 ° C. for spray cleaning gray cast iron parts. With a good cleaning effect, no disruptive foaming was observed.
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Abstract
Als Schauminhibitoren für schwachschäumende Reinigungsmittel eignen sich Aminogruppen enthaltende Hydroxyalkylpolyethylenglykolether der Formel
Die Schauminhibitoren sind gegenüber starken Alkalien und starken Säuren beständig. Ihre Anwendungskonzentration beträgt 10 bis 500 ppm. The foam inhibitors are resistant to strong alkalis and strong acids. Their application concentration is 10 to 500 ppm.
Description
Die Erfindung betrifft die Verwendung von Aminogruppen enthaltenden Hydroxyalkylpolyethylenglykolethern als schaumdrückende Zusätze in schaumarmen Reinigungsmitteln.The invention relates to the use of aminoalkyl-containing hydroxyalkyl polyethylene glycol ethers as foam-suppressing additives in low-foam cleaning agents.
Für die Verwendung in Gewerbe und Industrie bestimmte wäßrige Reinigungsmittel, insbesondere solche für die Reinigung von Metall-, Glas- und Keramik und Kunststoffoberflächen enthalten in der Regel Substanzen, die in der Lage sind, einer unerwünschten Schaumentwicklung entgegenzuwirken. Der Einsatz von schaumdrückenden Zusätzen ist in den meisten Fällen dadurch bedingt, daß die von den Substraten abgelösten und in den Reinigungsbädern sich ansammelnden Verunreinigungen als Schaumbildner wirken. Daneben kann die Verwendung von Antischaummitteln auch aufgrund der Tatsache erforderlich sein, daß die Reinigungsmittel selbst Bestandteile enthalten, die unter den vorgegebenen Arbeitsbedingungen zu unerwünschter Schaumbildung Anlaß geben, beispielsweise Aniontenside oder bei Arbeitstemperatur schäumende nichtionische Tenside.Aqueous cleaning agents intended for use in trade and industry, in particular those for cleaning metal, glass and ceramic and plastic surfaces, as a rule contain substances which are able to counteract undesirable foam development. In most cases, the use of foam-suppressing additives is due to the fact that the contaminants detached from the substrates and accumulating in the cleaning baths act as foaming agents. In addition, the use of anti-foaming agents may also be necessary due to the fact that the cleaning agents themselves contain constituents which give rise to undesirable foaming under the given working conditions, for example anionic surfactants or nonionic surfactants foaming at working temperature.
Gegenstand der Erfindung ist die Verwendung von Hydroxyalkylpolyethylenglykol-aminoethern der nachstehenden Formel I als schaumdrückende Zusätze für schaumarme Reinigungsmittel:
Als Ausgangsmaterial für die Herstellung der Verbindungen der Formel I mit R² = X dienen ethoxylierte Monoalkylamine, die durch Umsetzung von Aminen der Formel R¹ - NH₂ mit Ethylenoxid erhältlich sind. Verbindungen mit R¹ = R² sind aus ethoxylierten Dialkylaminen der Formel II
Die ethoxylierten Mono- beziehungsweise Dialkylamine werden, vorzugsweise in Gegenwart von geeigneten alkalischen Katalysatoren, mit Epoxiden der Kettenlänge C₈ - C₂₀ umgesetzt. Es kommen sowohl 1,2-Epoxide als auch Verbindungen mit innenständiger Epoxidgruppe in Frage. 1,2-Epoxide der Kettenlänge C₁₀-C₁₆ haben sich als besonders geeignet erwiesen. Auch Gemische von Epoxiden unterschiedlicher Kettenlänge sind geeignet. Das Molverhältnis von ethoxyliertem Monoamin zu Epoxid beträgt annähernd 1 : 2, das Molverhältnis von ethoxyliertem Diamin zu Epoxid annähernd 1 : 1. Der Zusatz an alkalischem Katalysator beträgt 0,1 bis 1 Gew.-%, bezogen auf die eingesetzte Epoxidmenge. Die Umsetzung erfolgt durch mehrstündiges Erhitzen auf Temperaturen von 140 bis 180 °C, vorzugsweise 150 bis 170 °C. Der Grad der Umsetzung ist leicht durch eine Bestimmung des Epoxidgehaltes des Gemisches zu ermitteln. Im allgemeinen genügt ein 1- bis 3stündiges Erhitzen auf 150 bis 170 °C.The ethoxylated mono- or dialkylamines are reacted, preferably in the presence of suitable alkaline catalysts, with epoxides of chain length C₈ - C₂₀. Both 1,2-epoxides and compounds with an internal epoxy group are suitable. 1,2-epoxides of chain length C₁₀-C₁₆ have proven to be particularly suitable. Mixtures of epoxides of different chain lengths are also suitable. The molar ratio of ethoxylated monoamine to epoxy is approximately 1: 2, the molar ratio of ethoxylated diamine to epoxy is approximately 1: 1. The addition of alkaline catalyst is 0.1 to 1 % By weight, based on the amount of epoxy used. The reaction is carried out by heating to temperatures of 140 to 180 ° C., preferably 150 to 170 ° C., for several hours. The degree of conversion can easily be determined by determining the epoxy content of the mixture. In general, heating at 150 to 170 ° C. for 1 to 3 hours is sufficient.
Weitere Angaben über die Umsetzung von Polyglykolethern mit langkettigen Epoxiden finden sich in der EP 88 039-A2.Further information on the reaction of polyglycol ethers with long-chain epoxides can be found in EP 88 039-A2.
Bevorzugte Verbindungen der Formel I leiten sich von alkoxylierten Dialkylaminen ab, d.h. solchen, in denen die Reste R¹ und R² Alkylreste darstellen, R³ einen linearen C₁₀ bis C₁₆-Kohlenwasserstoffrest, R⁴ = H und n eine Zahl von 5 bis 15 bedeuten. Besonders bevorzugt ist darüber hinaus die Verwendung solcher Verbindungen der Formel I, in der R¹ und R² einen n-Propyl- oder n-Butylrest darstellen.Preferred compounds of formula I are derived from alkoxylated dialkylamines, i.e. those in which the radicals R¹ and R² represent alkyl radicals, R³ is a linear C₁₀ to C₁₆ hydrocarbon radical, R⁴ = H and n is a number from 5 to 15. In addition, particular preference is given to the use of compounds of the formula I in which R 1 and R 2 represent an n-propyl or n-butyl radical.
Die Verbindungen der Formel I können für sich allein oder in Kombination mit anderen Schauminhibitoren, insbesondere mit Polyethylenglykolethern eingesetzt werden, wie sie durch Anlagerung von 4 bis 20 Gewichtsteilen Ethylenoxid an 1 Gewichtsteil Polyglycerin mit einer Hydroxyzahl im Bereich von 900 bis 1200 und anschließende Veretherung der freien Hydroxylgruppen mit Alkylhalogeniden mit 4 bis 8 Kohlenstoffatomen erhältlich und in der DE-PS 33 15 952 (D 6562) beschrieben sind. Derartige Gemische aus den Polyglykolethern der Formel I und den oben definierten endgruppenverschlossenen Polyglycerinpolyglykolethern im Gewichtsverhältnis von 1 : 1 bis 9 : 1, vorzugsweise von 2,3 : 1 bis 9 : 1 besitzen eine besonders ausgeprägte schaumdrükkende Wirkung.The compounds of the formula I can be used on their own or in combination with other foam inhibitors, in particular with polyethylene glycol ethers, such as those obtained by adding 4 to 20 parts by weight of ethylene oxide to 1 part by weight of polyglycerol with a hydroxyl number in the range from 900 to 1200 and subsequent etherification of the free Hydroxyl groups with alkyl halides with 4 to 8 carbon atoms are available and are described in DE-PS 33 15 952 (D 6562). Such mixtures of the polyglycol ethers of the formula I and the end group-capped polyglycerol polyglycol ethers defined above in a weight ratio of 1: 1 to 9: 1, preferably from 2.3: 1 to 9: 1, have a particularly pronounced foam-suppressing effect.
Die erfindungsgemäß zu verwendenden Verbindungen sind bei Raumtemperatur flüssig. Sie zeichnen sich durch eine hohe Alkali- und Säurestabilität und eine sehr wirksame Schauminhibierung in schwach sauren bis stark alkalischen Reinigungslösungen aus.The compounds to be used according to the invention are liquid at room temperature. They are characterized by a high alkali and acid stability and a very effective foam inhibition in weakly acidic to strongly alkaline cleaning solutions.
Die Reinigungsmittel, in denen die Verbindungen der Formel I erfindungsgemäß zur Anwendung kommen, können die in solchen Mitteln üblichen Bestandteile, wie Netzmittel, Gerüstsubstanzen und Komplexbildner, Alkalien oder Säuren, Korrosionsinhibitoren und gegebenenfalls auch antimikrobielle Wirkstoffe und/oder organische Lösungsmittel enthalten. Als Netzmittel kommen nichtionogene oberflächenaktive Substanzen, wie Polyglykolether, die durch Anlagerung von Ethylenoxid an Alkohole, insbesondere Fettalkohole, Alkylphenole, Fettamine und Carbonsäureamide erhalten werden, und anionaktive Netzmittel, wie Alkalimetall-, Amin- und Alkylolaminsalze von Fettsäuren, Alkylschwefelsäuren, Alkylsulfonsäuren und Alkylbenzolsulfonsäuren in Betracht. An Gerüstsubstanzen und Komplexbildnern können die Reinigungsmittel vor allem Alkalimetallorthophosphate, -polymerphosphate, -silikate, -borate, -carbonate, -polyacrylate und -glukonate sowie Zitronensäure, Nitriloessigsäure, Ethylendiamintetraessigsäure, 1-Hydroxyalkan-1,1-diphosphonsäuren, Aminotri-(methylenphosphonsäure) und Ethylendiamintetra-(methylenphosphonsäure), Phosphonoalkanpolycarbonsäuren wie z. B. Phosphonobutantricarbonsäure und Alkalimetallsalze dieser Säuren enthalten. Hochalkalische Reinigungsmittel, insbesondere solche für die Flaschenreinigung, enthalten beträchtliche Mengen Ätzalkali in Form von Natrium- und Kaliumhydroxid. Wenn besondere Reinigungseffekte gewünscht werden, können die Reinigungsmittel organische Lösungsmittel, beispielsweise Alkohole, Benzinfraktionen und chlorierte Kohlenwasserstoffe und freie Alkylolamine enthalten.The cleaning agents in which the compounds of the formula I are used according to the invention can contain the constituents customary in such agents, such as wetting agents, builders and complexing agents, alkalis or acids, corrosion inhibitors and, if appropriate, also antimicrobial active substances and / or organic solvents. Non-ionic surface-active substances, such as polyglycol ethers, which are obtained by 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, alkylsulfonic acids, alkylsulfonic acids and alkylbenzenesulfonic acids, come as wetting agents Consider. The builders can include alkali metal orthophosphates, polymer phosphates, silicates, borates, carbonates, polyacrylates and gluconates as well as citric acid, nitriloacetic acid, ethylenediaminetetraacetic acid, 1-hydroxyalkane-1,1-diphosphonic acid, aminephosphonic acids, amine and ethylenediaminetetra- (methylenephosphonic acid), phosphonoalkane polycarboxylic acids such as e.g. B. contain 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 potassium hydroxide. If special cleaning effects are desired, the cleaning agents can contain organic solvents, for example alcohols, gasoline fractions and chlorinated hydrocarbons and free alkylolamines.
Unter Reinigungsmitteln werden im Zusammenhang mit der Erfindung einmal die zur direkten Anwendung auf die zu reinigenden Substrate bestimmten wäßrigen Lösungen verstanden. Daneben umfaßt der Begriff Reinigungsmittel auch die zur Herstellung der Anwendungslösungen bestimmten Konzentrate und festen Mischungen.In connection with the invention, cleaning agents are once understood to mean the aqueous solutions intended for direct application to the substrates to be cleaned. In addition, the term cleaning agents also includes those for the production of Application solutions certain concentrates and solid mixtures.
Die gebrauchsfertigen Lösungen können schwach sauer bis stark alkalisch sein.The ready-to-use solutions can be slightly acidic to strongly alkaline.
Die erfindungsgemäß zu verwendenden Verbindungen der Formel I werden den Reinigungsmitteln in solchen Mengen zugesetzt, daß ihre Konzentration in den gebrauchsfertigen Lösungen 10 bis 2 500 ppm, vorzugsweise 50 bis 500 ppm, ausmacht.The compounds of the formula I to be used according to the invention are added to the cleaning agents in amounts such that their concentration in the ready-to-use solutions is 10 to 2500 ppm, preferably 50 to 500 ppm.
349 g (1 Mol) Anlagerungsprodukt von 5 Mol Ethylenoxid an 1 Mol Dibutylamin, 212 g (1 Mol) lineares 1,2-Epoxytetradecan und 1,3 g Natriumethylat (30%ige Lösung in Methanol) wurden im Vakuum zwecks Entfernung des mit dem Katalysator eingebrachten Methanols im Vakuum auf 100 °C erwärmt und dann unter Rühren unter einer Inertgasatmosphäre 2 Stunden auf 160 °C erhitzt. Das Reaktionsprodukt wurde nach dem Abkühlen mit der äquivalenten Menge Essigsäure neutralisiert und filtriert.349 g (1 mole) of adduct of 5 moles of ethylene oxide with 1 mole of dibutylamine, 212 g (1 mole) of linear 1,2-epoxytetradecane and 1.3 g of sodium ethylate (30% solution in methanol) were removed in vacuo to remove the with The catalyst introduced methanol was heated in vacuo to 100 ° C. and then heated to 160 ° C. under stirring under an inert gas atmosphere for 2 hours. After cooling, the reaction product was neutralized with the equivalent amount of acetic acid and filtered.
In gleicher Weise wurden die in Tabelle I zusammengestellten Hydroxyalkylpolyglykol-dialkylaminoether gemäß Beispiel 2 bis 12 hergestellt. EO steht für angelagerte Ethylenoxidgruppen.The hydroxyalkyl polyglycol dialkylaminoethers listed in Table I were prepared in the same way as in Examples 2 to 12. EO stands for attached ethylene oxide groups.
Zur Herstellung der von Monobutylamin abgeleiteten Verbindungen gemäß Beispiel 13 wurde ein Gemisch aus 513 g (1 Mol) eines mit 10 Mol Ethylenoxid umgesetzten n-Butylamins, 368 g (2 Mol) eines linearen 1,2-Epoxydodecan und 2,5 g Natriummethylat nach Entfernen des Methanols 3 Stunden in einer Inertgasatmosphäre auf 160 bis 170 °C erhitzt. Nach dem Abkühlen auf 50 °C wurde der Katalysator mit Essigsäure neutralisiert und das Produkt filtriert. In analoger Weise erfolgte die Herstellung der Produkte gemäß Beispiel 14.
In einem Autoklaven wurden 137 g Polyglycerin (Hydroxylzahl 961) in Gegenwart von 3 g Natriummethylat mit 1 488 g Ethylenoxid (Gewichtsverhältnis 1 : 10,9) bei 180 °C und 10 bar umgesetzt. Es wurden 1 313 g Polyglycerinethylenglykolether mit einer Hydroxylzahl von 113 erhalten.In an autoclave, 137 g of polyglycerol (hydroxyl number 961) were reacted with 1 488 g of ethylene oxide (weight ratio 1: 10.9) at 180 ° C. and 10 bar in the presence of 3 g of sodium methylate. 1,313 g of polyglycerol ethylene glycol ether with a hydroxyl number of 113 were obtained.
350 g des erhaltenen Produkts, 171 g n-Hexylchlorid und 228 g 75gew.%ige Natriumhydroxidlösung wurden 4 Stunden lang bei 120 °C gerührt. Aus dem abgekühlten Reaktionsgemisch wurde die wäßrige Phase abgetrennt. Die organische Phase wurde so lange mit Wasser von 50 °C gewaschen, bis die Waschflüssigkeit neutral reagierte. Nicht umgesetztes Hexylchlorid und Wasser wurden aus dem Reaktionsgemisch durch Erhitzen auf 150 °C im Vakuum entfernt. Es wurden 281,5 g Polyglycerinpolyethylenglykolhexylether (Polyglycerin - 10,9 EO-Butyl) erhalten. Die Hydroxylzahl des Produktes betrug 3,5. Das Reaktionsprodukt wird im folgenden als Produkt B bezeichnet.350 g of the product obtained, 171 g of n-hexyl chloride and 228 g of 75% by weight sodium hydroxide solution were added for 4 hours Stirred 120 ° C. The aqueous phase was separated from the cooled reaction mixture. The organic phase was washed with water at 50 ° C. until the washing liquid reacted neutral. Unreacted hexyl chloride and water were removed from the reaction mixture by heating to 150 ° C in vacuo. 281.5 g of polyglycerol polyethylene glycol hexyl ether (polyglycerol - 10.9 EO-butyl) were obtained. The hydroxyl number of the product was 3.5. The reaction product is referred to as Product B below.
Die Prüfung der Antischaumwirkung erfolgte mit Testlösungen, die 1 Gew.-% Natriumhydroxid und 0,03 Gew.-% (300 ppm) Entschäumer enthielten. Diese Lösungen wurden im Verlauf der Tests in Sprüngen von jeweils 100 ppm steigende Mengen von Triethanolamintetrapropylenbenzolsulfonat als Testschäumer zugesetzt.The antifoam effect was tested using test solutions which contained 1% by weight sodium hydroxide and 0.03% by weight (300 ppm) defoamer. These solutions were added in the course of the tests in increments of 100 ppm increasing amounts of triethanolamine tetrapropylene benzene sulfonate as a test foam.
Jeweils 200 ml der Testlösungen wurden bei 65 °C in der Schaumschlagapparatur nach DIN 53 902 geprüft. Das Schaumvolumen in ml wurde jeweils 5 Sekunden nach einer Serie von 100 Schlägen in 100 Sekunden abgelesen. Für jede Testschäumerkonzentration wurde ein Durchschnittswert aus 5 Einzelmessungen ermittelt. Aus den erhaltenen Ergebnissen ist in der zweiten Spalte der nachstehenden Tabelle 2 jeweils das Schaumvolumen angegeben, das bei einer Testschäumerkonzentration von 1 000 ppm beobachtet wurde. Als zweiter repräsentativer Meßwert ist in der dritten Spalte der Tabelle 2 die Testschäumerkonzentration angegeben, bei der zum ersten Mal ein Schaumvolumen über 200 ml gemessen wurde.
Durch mechanisches Vermischen der Komponenten wurde ein lagerbeständiges festes Flaschenreinigungsmittel folgender Zusammensetzung (GT = Gewichtsteile) hergestellt:
80 GT Ätznatron
12 GT Natriumtripolyphosphat
5 GT Natriumsilikat (Molverhältnis Na₂O : SiO₂ = 3,35)
3 GT Produkt gemäß Beispiel 1A storage-stable, solid bottle cleaning agent of the following composition (GT = parts by weight) was produced by mechanical mixing of the components:
80 GT caustic soda
12 pbw of sodium tripolyphosphate
5 pbw of sodium silicate (molar ratio Na₂O: SiO₂ = 3.35)
3 GT product according to Example 1
Mit einer 1gew-%igen Lösung dieses Reinigungsmittels wurden Milchflaschen bei 80 °C in einer handelsüblichen Flaschenreinigungsanlage mit einer Laugenzone und einer Stundenleistung von 18 000 Flaschen gereinigt. Bei guter Reinigungswirkung wurde keine störende Schaumentwicklung beobachtet.Milk bottles were washed with a 1% by weight solution of this cleaning agent at 80 ° C. in a commercially available bottle cleaning system with a lye zone and an hourly output of 18,000 bottles cleaned. With a good cleaning effect, no disruptive foaming was observed.
Durch mechanisches Vermischen der Komponenten wurde ein lagerbeständiges festes Wirkstoffgemisch folgender Zusammensetzung erhalten:
80 GT Natriumtripolyphosphat
20 GT Produkt gemäß Beispiel 6A stable, stable mixture of active substances of the following composition was obtained by mechanical mixing of the components:
80 pbw sodium tripolyphosphate
20 GT product according to Example 6
In einer Flaschenreinigungsanlage mit drei Laugenzonen und einer Stundenleistung von 80 000 Flaschen wurden bei 85 °C Bierflaschen gereinigt. Die Bierflaschen waren mit Papieretiketten unter Verwendung eines Kaseinleims etikettiert, der sonst zu starkem Schäumen in den Tauchbädern führt. Wurde als Reinigungslösung 1,5gew.-%ige Natronlauge eingesetzt, die 0,15 Gew.-% des oben beschriebenen Wirkstoffgemisches enthielt, so konnte die Anlage ohne störende Schaumentwicklung betrieben werden.Beer bottles were cleaned at 85 ° C in a bottle cleaning system with three lye zones and an hourly output of 80,000 bottles. The beer bottles were labeled with paper labels using casein glue, which would otherwise cause excessive foaming in the immersion baths. If 1.5% by weight sodium hydroxide solution containing 0.15% by weight of the active substance mixture described above was used as the cleaning solution, the system could be operated without disruptive foaming.
Durch mechanisches Vermischen der Komponenten wurde ein lagerbeständiges Wirkstoffgemisch folgender Zusammensetzung erhalten
40 GT Na-Ethylendiamintetraacetat
20 GT Natriumtripolyphosphat
30 GT Natriumglukonat
10 GT Produkt gemäß Beispiel 1A storage-stable mixture of active ingredients of the following composition was obtained by mechanical mixing of the components
40 pbw of Na ethylenediaminetetraacetate
20 pbw sodium tripolyphosphate
30 pbw of sodium gluconate
10 GT product according to Example 1
In einer handelsüblichen Flaschenreinigungsanlage mit zwei getrennten Laugenzonen und einer Stundenleistung von 244 000 Flaschen wurden Weinflaschen bei 85 °C gereinigt. Als Reini gungslösung wurde 1,5gew.-%ige Natronlauge verwendet, der 0,5 Gew.-% des oben beschriebenen Konzentrates zugesetzt worden waren. Die Reinigung verlief ohne störende Schaumentwicklung. Die durchgesetzten Flaschen waren einwandfrei gereinigt.Wine bottles were cleaned at 85 ° C in a commercially available bottle cleaning system with two separate lye zones and an hourly output of 244,000 bottles. As Reini solution was used 1.5 wt .-% sodium hydroxide solution to which 0.5 wt .-% of the concentrate described above had been added. The cleaning was done without disturbing foam development. The inserted bottles were cleaned perfectly.
Durch Auflösen der Komponenten in Phosphorsäure wurde ein Reinigungsmittelkonzentrat der folgenden Zusammensetzung hergestellt:
5 GT Aminotri-(methylenphosphonsäure)
10 GT 1-Hydroxyethan-1,1-diphosphonsäure
5 GT Phophonobutantricarbonsäure
27 GT Produkt gemäß Beispiel 1
3 GT Produkt B
10 GT Ethanol
40 GT Phosphorsäure, 75 Gew.-%A detergent concentrate of the following composition was prepared by dissolving the components in phosphoric acid:
5 pbw of aminotri- (methylenephosphonic acid)
10 pbw of 1-hydroxyethane-1,1-diphosphonic acid
5 pbw of phophonobutane tricarboxylic acid
27 GT product according to example 1
3 GT product B
10 pbw of ethanol
40 pbw of phosphoric acid, 75% by weight
In einer konventionellen Flaschenreinigungsanlage mit drei Laugenbädern wurden Mineralwasserflaschen bei 80 °C gereinigt. Als Reinigungslösung diente eine 2gew.-%ige Natronlauge, der 0,1 Gew.-% des oben beschriebenen Konzentrates zugesetzt worden war. Die Reinigung verlief ohne störende Schaumentwicklung. Die durchgesetzten Flaschen waren einwandfrei gereinigt.Mineral water bottles were cleaned at 80 ° C in a conventional bottle cleaning system with three caustic baths. A 2% by weight sodium hydroxide solution was used as the cleaning solution, to which 0.1% by weight of the concentrate described above had been added. The cleaning was done without disturbing foam development. The inserted bottles were cleaned perfectly.
Für die Reinigung von metallischen Oberflächen im Spritzverfahren wurde ein lagerstabiles Reinigungsmittel der nachstehenden Zusammensetzung durch mechanisches Vermischen der Komponenten hergestellt:
80 GT Natriummetasilikat-Pentahydrat
16 GT Natriumtripolyphosphat
4 GT Kokosamin + 12 EO
1 GT Produkt gemäß Beispiel 1A storage-stable cleaning agent of the following composition was produced by mechanical mixing of the components for cleaning metallic surfaces by spraying:
80 pbw sodium metasilicate pentahydrate
16 pbw sodium tripolyphosphate
4 GT coconut amine + 12 EO
1 GT product according to Example 1
Die Schaumbildung und der Schaumzufall einer 2gew.-%igen Lösung dieses Reinigungsmittels wurde nach DIN 53 902 bei 60 °C im Vergleich zu einem Mittel ohne Zusatz von Produkt A, jedoch sonst gleicher Zusammensetzung geprüft. Die Ergebnisse sind in der Tabelle 3 wiedergegeben.
Durch mechanisches Vermischen der Komponenten wurde ein Tauchentfettungsmittel für metallische Werkstoffe folgender Zusammensetzung hergestellt:
40 GT Natriummetasilikat-Pentahydrat
35 GT Natriumcarbonat
20 GT Natriumtripolyphosphat
2,5 GT Natriumalkylbenzolsulfonat
2,5 GT Nonylphenol + 14 EO
4,5 GT Produkt gemäß Beispiel 1
0,5 GT Produkt BA mechanical degreasing agent for metallic materials with the following composition was produced by mechanical mixing of the components:
40 pbw sodium metasilicate pentahydrate
35 GT sodium carbonate
20 pbw sodium tripolyphosphate
2.5 pbw of sodium alkylbenzenesulfonate
2.5 pbw of nonylphenol + 14 EO
4.5 pbw product according to example 1
0.5 GT product B
Mit einer 4gew.-%igen Lösung dieses Reinigungsmittels wurden fettverschmutzte Formteile aus Stahl bei 60 °C im Tauchverfahren gereinigt. Die Entfettungswirkung war sehr gut; es wurde keine störende Schaumentwicklung beobachtet.A 4% by weight solution of this cleaning agent was used to clean fat-contaminated steel moldings at 60 ° C. in an immersion process. The degreasing effect was very good; no disruptive foaming was observed.
Durch Auflösen der Komponenten in Wasser wurde ein lagerstabiles Konzentrat für die Reinigung von Metalloberflächen mit folgender Zusammensetzung hergestellt:
30 GT Natriumcaprylat
10 GT Borax
14 GT Natriumtripolyphosphat
10 GT Triethanolamin
2 GT Monoethanolamin
6 GT Produkt gemäß Beispiel 1
78 GT WasserA storage-stable concentrate for cleaning metal surfaces with the following composition was prepared by dissolving the components in water:
30 pbw of sodium caprylate
10 GT borax
14 pbw sodium tripolyphosphate
10 pbw of triethanolamine
2 pbw of monoethanolamine
6 GT product according to example 1
78 GT water
Mit einer 1,5gew.-%igen Lösung des Reinigungsmittels (pH-Wert 8,5) wurden Eisenoberflächen bei 50 bis 55 °C im Spritzverfahren gereinigt. Bei guter Reinigungswirkung trat keine störende Schaumentwicklung auf.With a 1.5 wt .-% solution of the cleaning agent (pH 8.5) iron surfaces were cleaned at 50 to 55 ° C by spraying. With a good cleaning effect, no disruptive foam development occurred.
Durch Auflösen der Komponenten in Wasser wurde ein lagerstabiles Konzentrat für die Reinigung von Metalloberflächen mit folgender Zusammensetzung erhalten:
25 GT Diethanolaminsalz der Isononansäure
20 GT Diethanolamin
1 GT Benztriazol
4 GT Produkt gemäß Beispiel 6
50 GT WasserBy dissolving the components in water, a storage-stable concentrate for cleaning metal surfaces with the following composition was obtained:
25 pbw of diethanolamine salt of isononanoic acid
20 pbw diethanolamine
1 pbw of benzotriazole
4 GT product according to example 6
50 GT water
Eine 1gew.-%ige Lösung dieses Reinigungsmittels wurde bei 50 bis 55 °C zur Spritzreinigung von Graugußteilen eingesetzt. Bei guter Reinigungswirkung wurde keine störende Schaumentwicklung beobachtet.A 1% by weight solution of this cleaning agent was used at 50 to 55 ° C. for spray cleaning gray cast iron parts. With a good cleaning effect, no disruptive foaming was observed.
Claims (3)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19863614834 DE3614834A1 (en) | 1986-05-02 | 1986-05-02 | USE OF AMINOGROUPS CONTAINING POLYGLYCOLETHERS AS FOAM-PRESSING ADDITIVES IN LOW-FOAM CLEANERS |
DE3614834 | 1986-05-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0248197A2 true EP0248197A2 (en) | 1987-12-09 |
EP0248197A3 EP0248197A3 (en) | 1989-07-05 |
Family
ID=6299990
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87106037A Withdrawn EP0248197A3 (en) | 1986-05-02 | 1987-04-24 | Use of polyglycol ethers containing amino groups as foam-retarding additives in low-foaming detergents |
Country Status (4)
Country | Link |
---|---|
US (1) | US4719044A (en) |
EP (1) | EP0248197A3 (en) |
JP (1) | JPS62263294A (en) |
DE (1) | DE3614834A1 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999029937A1 (en) * | 1997-12-08 | 1999-06-17 | Cognis Deutschland Gmbh | Auxiliary agent for the production of cellulose fibers |
WO2005079396A3 (en) * | 2004-02-13 | 2006-11-02 | Access Pharma Inc | O,o'-amidomalonate and n,o-amidomalonate platinum complexes |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3603579A1 (en) * | 1986-02-06 | 1987-08-13 | Henkel Kgaa | USE OF ETHOXYLATED FAT AMINES AS SOLUTION MEDIATOR |
DE3643934A1 (en) * | 1986-12-22 | 1988-06-23 | Henkel Kgaa | USE OF SELECTED ALKYL AND / OR ALKENYL DIETHANOLAMINE COMPOUNDS AS SOLUTIONS FOR LOW-FOAM SURFACES |
DE3737071A1 (en) * | 1987-10-31 | 1989-05-11 | Henkel Kgaa | USE OF AMINETHERS AS A WETTING AGENT FOR TEXTILES |
US5294365A (en) * | 1991-12-12 | 1994-03-15 | Basf Corporation | Hydroxypolyethers as low-foam surfactants |
PT102362B (en) * | 1999-09-23 | 2002-09-30 | Pedro Manuel Brito Da Silva Co | APPLICATION AS A SURFACTANT OF DIALQUIL POLYETHOXYLATED AMINES IN AGRO-CHEMICAL PRODUCTS |
US7247606B2 (en) * | 2001-11-05 | 2007-07-24 | Cognis Corporation | Branched reaction products |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5144143B2 (en) * | 1972-06-27 | 1976-11-26 | ||
DE3207612C2 (en) * | 1982-03-03 | 1986-04-03 | Akzo Gmbh, 5600 Wuppertal | Polyether derivatives and their use as emulsifiers |
DE3315952A1 (en) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | USE OF POLYGLYCOLETHERS AS FOAM-PRESSING ADDITIVES IN LOW-FOAM CLEANERS |
DE3345349A1 (en) * | 1983-12-15 | 1985-06-27 | Henkel KGaA, 4000 Düsseldorf | USE OF POLYGLYCOLETHERS AS FOAM-PRESSING ADDITIVES IN LOW-FOAM CLEANERS |
US4514444A (en) * | 1984-02-03 | 1985-04-30 | The Procter & Gamble Company | Fabric cleaning/conditioning compositions |
-
1986
- 1986-05-02 DE DE19863614834 patent/DE3614834A1/en not_active Withdrawn
-
1987
- 1987-04-24 EP EP87106037A patent/EP0248197A3/en not_active Withdrawn
- 1987-04-30 US US07/044,926 patent/US4719044A/en not_active Expired - Fee Related
- 1987-05-01 JP JP62109624A patent/JPS62263294A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999029937A1 (en) * | 1997-12-08 | 1999-06-17 | Cognis Deutschland Gmbh | Auxiliary agent for the production of cellulose fibers |
US6475419B1 (en) | 1997-12-08 | 2002-11-05 | Cognis Deutschland Gmbh | Auxiliary agent for the production of cellulose fibers |
WO2005079396A3 (en) * | 2004-02-13 | 2006-11-02 | Access Pharma Inc | O,o'-amidomalonate and n,o-amidomalonate platinum complexes |
Also Published As
Publication number | Publication date |
---|---|
EP0248197A3 (en) | 1989-07-05 |
DE3614834A1 (en) | 1987-11-05 |
JPS62263294A (en) | 1987-11-16 |
US4719044A (en) | 1988-01-12 |
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