EP1817398A1 - Metallreiniger mit polyethylenimin - Google Patents
Metallreiniger mit polyethyleniminInfo
- Publication number
- EP1817398A1 EP1817398A1 EP05792155A EP05792155A EP1817398A1 EP 1817398 A1 EP1817398 A1 EP 1817398A1 EP 05792155 A EP05792155 A EP 05792155A EP 05792155 A EP05792155 A EP 05792155A EP 1817398 A1 EP1817398 A1 EP 1817398A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- range
- cleaning solution
- polyethyleneimine
- concentration
- cleaning
- 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
- 229920002873 Polyethylenimine Polymers 0.000 title claims abstract description 49
- 229910052751 metal Inorganic materials 0.000 title description 6
- 239000002184 metal Substances 0.000 title description 6
- 238000004140 cleaning Methods 0.000 claims abstract description 60
- 239000012141 concentrate Substances 0.000 claims abstract description 34
- 238000000034 method Methods 0.000 claims abstract description 24
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000012459 cleaning agent Substances 0.000 claims abstract description 19
- 239000003921 oil Substances 0.000 claims abstract description 19
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims abstract description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003599 detergent Substances 0.000 claims description 18
- -1 glycol ethers Chemical class 0.000 claims description 17
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 12
- 238000005260 corrosion Methods 0.000 claims description 9
- 230000007797 corrosion Effects 0.000 claims description 9
- 239000003112 inhibitor Substances 0.000 claims description 7
- 239000003925 fat Substances 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 5
- 150000001768 cations Chemical class 0.000 claims description 3
- 238000007667 floating Methods 0.000 claims description 3
- 238000007865 diluting Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 abstract description 46
- 238000010790 dilution Methods 0.000 abstract description 4
- 239000012895 dilution Substances 0.000 abstract description 4
- 230000000694 effects Effects 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 11
- 150000002191 fatty alcohols Chemical class 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 8
- 239000005068 cooling lubricant Substances 0.000 description 7
- 239000007921 spray Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000005187 foaming Methods 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 5
- 239000002826 coolant Substances 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 229960002446 octanoic acid Drugs 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 238000011109 contamination Methods 0.000 description 3
- 239000004519 grease Substances 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 230000005588 protonation Effects 0.000 description 3
- 238000005956 quaternization reaction Methods 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000008399 tap water Substances 0.000 description 3
- 235000020679 tap water Nutrition 0.000 description 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 2
- URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- XJMWHXZUIGHOBA-UHFFFAOYSA-N azane;propanoic acid Chemical compound N.CCC(O)=O XJMWHXZUIGHOBA-UHFFFAOYSA-N 0.000 description 2
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000008139 complexing agent Substances 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 238000013016 damping Methods 0.000 description 2
- 238000005238 degreasing Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 description 1
- WMDZKDKPYCNCDZ-UHFFFAOYSA-N 2-(2-butoxypropoxy)propan-1-ol Chemical compound CCCCOC(C)COC(C)CO WMDZKDKPYCNCDZ-UHFFFAOYSA-N 0.000 description 1
- FMVOPJLFZGSYOS-UHFFFAOYSA-N 2-[2-(2-ethoxypropoxy)propoxy]propan-1-ol Chemical compound CCOC(C)COC(C)COC(C)CO FMVOPJLFZGSYOS-UHFFFAOYSA-N 0.000 description 1
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 description 1
- AFPHTEQTJZKQAQ-UHFFFAOYSA-N 3-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC([N+]([O-])=O)=C1 AFPHTEQTJZKQAQ-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 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 class OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 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
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910000551 Silumin Inorganic materials 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 241000282485 Vulpes vulpes Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 230000001914 calming effect Effects 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical class OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- XKLJHFLUAHKGGU-UHFFFAOYSA-N nitrous amide Chemical compound ON=N XKLJHFLUAHKGGU-UHFFFAOYSA-N 0.000 description 1
- 150000003867 organic ammonium compounds Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000002888 zwitterionic surfactant 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
- C11D3/43—Solvents
-
- 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
- C11D1/62—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2068—Ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3723—Polyamines or polyalkyleneimines
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
- C23G1/02—Cleaning or pickling metallic material with solutions or molten salts with acid solutions
- C23G1/04—Cleaning or pickling metallic material with solutions or molten salts with acid solutions using inhibitors
- C23G1/06—Cleaning or pickling metallic material with solutions or molten salts with acid solutions using inhibitors organic inhibitors
- C23G1/061—Cleaning or pickling metallic material with solutions or molten salts with acid solutions using inhibitors organic inhibitors nitrogen-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
- C23G1/14—Cleaning or pickling metallic material with solutions or molten salts with alkaline solutions
- C23G1/16—Cleaning or pickling metallic material with solutions or molten salts with alkaline solutions using inhibitors
- C23G1/18—Organic inhibitors
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
- C23G1/24—Cleaning or pickling metallic material with solutions or molten salts with neutral solutions
- C23G1/26—Cleaning or pickling metallic material with solutions or molten salts with neutral solutions using inhibitors
-
- 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
-
- C11D2111/16—
Definitions
- the invention relates to a cleaning agent (as a concentrate and as an application solution) for hard, especially metallic, surfaces. It thus represents a so-called industrial cleaner, in particular a so-called neutral cleaner. Because of its special combination of nonionic surfactants or glycol ethers and polyethyleneimine, it is low foaming and can therefore preferably be used as a spray cleaner in the entire application temperature range of about 15 to about 80 0 C. Furthermore, it is demulsifying and therefore easy to work up.
- Such industrial cleaners are mainly used in the automotive industry and their suppliers industries for cleaning and passivation mainly in spray cleaning equipment. They are suitable for intermediate and final cleaning of non-cutting as well as machined parts in aggregate and assembly plants. Practically all relevant materials, such as iron and steel, aluminum, silumin, copper, brass, zinc and plastics, can be treated and the majority of all contaminations on an organic or inorganic basis, such as cooling lubricants, anti-rust oils, processing oils, drawing aids, pigments and light metal abrasion, can be removed. Such cleaning agents can also find application in conventional dipping, but their use in the spray process is usually preferred.
- WO 95/03389 describes a cleaning agent for technical applications, the particular advantage of which is that low-polarity plastic surfaces are well wetted. This is essentially determined by the use of certain Amino acids causes.
- this agent contains nonionic surfactants, preferably selected from the group of ethoxylated and / or ethoxylated and propoxylated fatty alcohols.
- the detergent solution In many technical applications it is desirable for the detergent solution to have degrading properties. This means that oily impurities are very easily removed from the surfaces to be degreased, but that these impurities do not form a stable emulsion in the aqueous cleaner solution, but - at the working temperature or, if appropriate, after temperature adjustment and / or dilution - as oily phase on the aqueous Cleaner floating up. The oil phase can then be easily removed from the detergent solution, so that the service life of the detergent bath can be extended considerably. This property is particularly desired in the context of the present invention.
- Cleaner solutions according to the cited document WO 95/03389 may also have this property if they contain cationic surfactants, betaines and / or cationically modified polymers in amounts between 0.01 and 3% by weight.
- protonated PEI or methylated PEl are called. These polymers should have relatively high molecular weights in the range of 50,000 to 50,000,000, preferably between 75,000 and 5,000,000.
- EP-A-116 151 discloses a process for the regeneration of aqueous degreasing and cleaning solutions in which cationic surfactants or cationically modified polymers are added to the used and oil-laden cleaner solutions for emulsion splitting. These are intended to cause a breakdown of the emulsions present in the water.
- the selection list for cationic demulsifiers listed here contains i.a. protonated PEI. These should also have molecular weights, as indicated in the above-cited WO document. According to this teaching, therefore, the PEI is not present from the outset in the cleaning solution and thus during the actual cleaning process, but is added in a separate step to work up the used cleaning solution.
- WO 98/55578 low-foaming detergents for the technical cleaning of hard surfaces are known, which instead of the usual anionic or nonionic surfactants glycol ethers of the general formula RO- (CH 2 -CH (CH 3 ) -O) n -H, wherein R an alkyl radical having 1 to 4 C atoms or a phenyl radical and n is a number in the range from 1 to 5 mean.
- the cleaning agent described here contains cation surfactants, the weight ratio of the glycol ethers to the cationic surfactants being between 8: 1 and 100: 1. An addition of PEI is not mentioned here.
- the object of the present invention is to provide an improved cleaning agent and cleaning method for solid technical surfaces, in particular for metallic O- bervid available, for example, for corrosion protection or from previous processing steps such as a forming or a metal cutting machining with oils and / or Fats are dirty.
- This cleaning agent should be sufficiently foam-low in the application solution to be used in spraying processes, and at the same time have the properties described above. In this case, low foaming must be ensured even if adhere to the parts to be cleaned impurities containing foam-forming components. This is the case, for example, when the parts are contaminated with residues of coolant lubricant emulsions containing emulsifiers.
- the cleaning solution must retain its demulsifying properties. Since residues of very different cooling lubricant emulsions can be introduced into the cleaning solution during the cleaning of parts, low foaming and demulsifying action must be maintained reliably with respect to a wide range of emulsifier-containing cooling lubricants. Furthermore, the components of the cleaning agent should contain as few potentially corrosive ions (in particular chloride ions).
- the present invention relates to an aqueous cleaning agent concentrate and the ready-to-use cleaning solution which can be prepared therefrom.
- the present invention relates to a method for cleaning metallic surfaces soiled with oils and / or fats.
- the invention relates to an aqueous detergent concentrate containing a) water, b) glycol ethers of the general formula
- RO- (CH 2 -CH (CHa) -O) n -H where R is an alkyl radical having 1 to 4 C atoms or a phenyl radical and n is a number in the range from 1 to 5 and / or nonionic surfactants and c) polyethyleneimine and d) cationic surfactants.
- the agent may therefore contain either the abovementioned glycol ethers or nonionic surfactants or a mixture thereof.
- glycol ethers are to be used, the same glycol ethers are suitable for this purpose, which are more closely characterized in the cited document WO 98/55578. Accordingly, glycol ethers are preferred in which n is a number in the range of 1 to 3. Examples of these are: tripropylene glycol monoethyl ether, dipropylene glycol n-butyl ether, tripropylene glycol n-butyl ether and propylene glycol phenyl ether. Tripropylene glycol monomethyl ether and tripropylene glycol n-butyl ether are preferred.
- nonionic surfactants are used as component (b), preference is given to using ethoxylates, propoxylates and / or ethoxylates / propoxylates of fatty alcohols.
- Fatty alcohols are alkyl alcohols having 6 to 22, in particular having 8 to 18 carbon atoms in the alkyl radical.
- the alkyl radicals are preferably linear, but may also be branched. They can be saturated or mono- or polyunsaturated. It is possible to use fatty alcohol alkoxylates with only one alkyl radical or those having different alkyl radicals, such as are derived from the fatty acids in naturally occurring vegetable or animal fats and oils.
- the degree of alkoxylation is generally in the range from about 1.5 to about 20.
- propoxylates of fatty alcohols in which at least 50% of the alkyl radicals represents a mono- or poly-unsaturated alkyl radical having 18 carbon atoms.
- at least 50% of the alkyl radicals are oleyl radicals.
- Particular preference is given to propoxylates of fatty alcohols in which at least 80% of the alkyl radicals are oleyl radicals.
- the degree of propoxylation may be between about 1.5 and about 6, preferably between 1.5 and 3.
- polyethylenimine is commercially available from different manufacturers under different brand names.
- An overview of brand names and sources of supply as well as a more detailed description of polyethyleneimine can be found in the cited document US Pat. No. 5,904,735, column 16, line 49 to column 18, line 19. This is explicitly referred to here.
- polyethyleneimines of very different molecular weights are known, which may be between about 100 and about 5,000,000.
- the molecular weights can be determined by gel permeation chromatography.
- polyethylenimine may be linear or branched. Further- They may be present in cationic, that is in protonated form together with a counterion or in neutral form. In the context of the present invention, the neutral form is preferred, since then no additional anions are required.
- cationic surfactants d may improve the demulsifying effect of PEI.
- cationic surfactants are, for example, quaternary organic ammonium compounds which have at least one alkyl radical having at least 10 carbon atoms.
- Suitable counterions are, for example, chloride ions or preferably carboxylate ions, for example propionations.
- the positive charge on the nitrogen atom can be brought about not only by a quaternization with 4 alkyl radicals, but also by protonation of a tertiary amine.
- Suitable cationic surfactant is, for example, lauryldimethylbenzylammonium chloride or N, N-didecyl-N-methylpoly (oxyethyl) ammonium propionate.
- Preferred concentration ranges of the individual active ingredients in the detergent concentrate are:
- Glycol ether b 0.5 to 20% by weight
- the molecular weight of the polyethyleneimine (determined by gel permeation chromatography) can vary over a wide range, for example between 800 and 750,000. It has been found, however, that PEI with a very low or very high molecular weight has a demulsifying effect compared to a smaller number of entrained types of cooling lubricant than PEI having a molecular weight in the range of between about 1200 and less than 50 000. To ensure broad applicability of the cleaning agent concentrate - It is preferred that the polyethyleneimine c) has an average molecular weight which is greater than 700, preferably greater than 1200, in particular greater than 2000, and which is less than 50 000, preferably less than 35 000. In particular, the molecular weight in the range of 5,000 to 25,000.
- the PEI is at least in the form in which it is mixed with the other active ingredients of the cleaning concentrate, preferably not more than 10%, in particular not more than 1% and preferably not at all protonated, quaternized or alk oxyliert (where Percentage refers to the total number of nitrogen atoms of the PEI polymer). For an alkoxylation, a deteriorated demulsifying effect would be expected. Protonation or quaternization, d. H. a conversion to a cationic state is not required for the demulsifying effect. By dispensing with protonation or quaternization, it is avoided that the corresponding anions then also enter the cleaning agent concentrate and thus the cleaning solution. As a result, an unnecessary salt contamination of the cleaning solution is avoided on the one hand. On the other hand, it reduces the corrosivity of the cleaning solution, which can be caused by the counterions of the cationically modified PEI.
- the detergent concentrate additionally contains 5 to 60 wt .-% corrosion inhibitors.
- corrosion inhibitors for example, alkanolamines can be used. Monoethanolamine, monoisopropanolamine, triethanolamine, triisopropanolamine or mixtures thereof are preferably used here. Dialkanolamines would also be useful because of their excellent corrosion protection. For toxicological reasons (risk of nitrosamine formation), however, the use of dialkanolamines is nowadays avoided.
- the corrosion inhibitors may be selected from branched or unbranched, saturated or unsaturated aliphatic carboxylic acids having 6 to 10 carbon atoms and / or from aromatic carboxylic acids having 7 to 10 carbon atoms.
- the carboxylic acids are largely present as anions.
- alkali metal ions such as in particular sodium or potassium ions, but preferably the cations of the alkanolamines listed above can be used.
- carboxylic acids examples include caproic acid, caprylic acid, ethylhexanoic acid, heptanoic acid, isononanoic acid and benzoic acid or derivatives thereof, in particular 3-nitrobenzoic acid or 4-hydroxybenzoic acid.
- the cleaning agent concentrates may contain: builders such as alkali metal orthophosphates, polyphosphates, silicates, borates, carbonates, polyacrylates and gluconates. Some of these building substances also have complexing properties and thus have a water-softening effect. Instead of or in addition to this, stronger complexing agents such as, for example, 1-hydroxyethane-1, 1-diphosphonic acid or 2-phosphonobutane-1,2,4-tricarboxylic acid can be used. Ethylenediaminetetraacetates and nitrilotriacetates may also be used but may lead to wastewater treatment problems. If desired, biocides can be added in order to protect the cleaning agent concentrates and the application solutions prepared therefrom against microbial contamination.
- builders such as alkali metal orthophosphates, polyphosphates, silicates, borates, carbonates, polyacrylates and gluconates.
- the cleaning agent characterized above constitutes a concentrate from which the ready-to-use cleaning solution can be prepared by dilution.
- the cleaning solution can be prepared by dissolving the individual active components in water in the required concentration range.
- the manufacturer it is customary for the manufacturer to supply concentrates which contain all the active ingredients in the required quantity ratio and from which the user can prepare the ready-to-use cleaning solution by simple dilution with water.
- the invention also includes a ready-to-use aqueous cleaning agent, which is obtainable in that the cleaning concentrate according to one or more of claims 1 to 8, as described in more detail above, in the ratio of about 1: 200 to about 1: 20 with Water diluted (ie diluted 0.5 to 5 parts by weight of concentrate with 99.5 to 95 parts by weight of water).
- this aqueous cleaning agent is used for degreasing metal parts in spray systems, for which purpose a temperature in the range from about 15 to about 80 ° C.
- the present invention relates to a process for cleaning metallic surfaces soiled with oils and / or fats, which comprises contacting the surfaces with an aqueous cleaning solution containing b) glycol ethers of the general formula
- RO- (CH 2 -CH (CH 3) -O) n -H where R is an alkyl radical having 1 to 4 C atoms or a phenyl radical and n is a number in the range from 1 to 5 and / or nonionic surfactants and c) Polyethyleneimine contains.
- the cleaning solution used in this process may additionally contain cationic surfactants and / or corrosion inhibitors and / or further active ingredients (builders, complexing agents), as also described above.
- the above explanations for preferred molecular weight ranges of the PEI and the preferred embodiment that the PEI is neither protonated nor quaternized nor alkoxylated apply correspondingly to the cleaning solution used in the cleaning process.
- a cleaning solution is used in the cleaning method according to the invention, in which the individual constituents are present in the following concentration ranges:
- Glycol ether b 0.002 to 4% by weight
- cationic surfactants are present, they are preferably present in the concentration range from 0.00005 to 0.05% by weight, preferably in the range from 0.0002 to 0.025% by weight.
- Optional corrosion inhibitors preferably have concentrations in the range of 0.025 to 2% by weight.
- the surfaces are brought into contact with the aqueous cleaning solution by immersion or preferably by spraying.
- the aqueous cleaning solution preferably has a temperature in the range of about 15 to about 80 0 C and in particular in the range of about 40 to about 70 0 C.
- oil or grease floats on the cleaning solution, especially when either the cleaning process is interrupted or when a calming zone with low turbulence is provided, in which oil or grease can separate from the aqueous cleaning solution.
- the floating oil or grease is removed continuously or discontinuously so that the cleaning solution so treated can continue to be used for cleaning.
- VE water means: demineralized water
- EO ethylene oxide
- PO propylene oxide
- the addition amounts of PEI to the cleaners (concentrates) indicated in the examples always refer to the added amount of a 50% strength by weight aqueous PEI solution.
- the actual PEI concentrations in the cleaners are then half of it.
- Part 1 Cleaning tests.
- Detergent solution 1% by weight of the PEI types given in Table 1 were added to Cleaner 1 (concentrate) and the cleaner was added at a concentration of 20 g / l in water in order to obtain the detergent solution.
- the cleanser solution Before the cleaning process, the cleanser solution is charged with 3 g / l of oil (mixture of equal parts from Antikorit R RP 4107S from Fuchs, Enerpar R 3036 from BP and Myritol R 318 from Cognis) by adding this oil mixture for 2 min Ultra Turrax is mixed into the detergent bath at 20,000 revolutions per minute.
- oil mixture of equal parts from Antikorit R RP 4107S from Fuchs, Enerpar R 3036 from BP and Myritol R 318 from Cognis
- the demulsifying effect was checked by adding different commercial oil-containing cooling lubricant emulsions from different manufacturers to the cleaner solutions.
- the coolants and the results are listed in Table 2.
- a corresponding amount (see table) PEI was made up. 20 g of the PEI-added detergent concentrate were made up to 1 liter with tap water. To 200 ml of this solution were added with stirring (about 500 revolutions per minute) at ambient temperature, 20 ml of a 5% coolant emulsion (stated in tap water) within 5 seconds and the stability of the E-emulsion after another 10 minutes of stirring judged. Demulsification occurs as the emulsion droplets agglomerate and begin to settle on the surface after the stirrer has been shut off.
- both a nonionic surfactant and a cationic surfactant are added as indicated in the table, and a foaming test is carried out in a spray-washer.
- a 2gew-% cleaning solution in tap water about 16 ° dH
- 4 l of this solution were sprayed at 50 ° C. in a single-jet spray system with a starting injection pressure of 10 bar for a period of 10 minutes.
- the pressure as well as the foam height was measured, which is defined as the height of the foam above the liquid level in the initial state.
- Cationic surfactants K 1 Lauryldimethylbenzylammonium chloride
- K 2 N, N-didecyl-N-methyl-poly (oxyethyl) ammonium propionate
- Cationic surfactants cause the spray pressure to drop during operation, and the foam development is significantly lower. This is all the more remarkable, since cationic surfactants foaming strongly on their own.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Mechanical Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
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- Emergency Medicine (AREA)
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Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102004057623A DE102004057623A1 (de) | 2004-11-29 | 2004-11-29 | Metallreiniger mit Polyethylenimin |
PCT/EP2005/009768 WO2006058570A1 (de) | 2004-11-29 | 2005-09-10 | Metallreiniger mit polyethylenimin |
Publications (2)
Publication Number | Publication Date |
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EP1817398A1 true EP1817398A1 (de) | 2007-08-15 |
EP1817398B1 EP1817398B1 (de) | 2012-02-01 |
Family
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Application Number | Title | Priority Date | Filing Date |
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EP05792155A Active EP1817398B1 (de) | 2004-11-29 | 2005-09-10 | Metallreiniger mit polyethylenimin |
Country Status (5)
Country | Link |
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US (1) | US20070270323A1 (de) |
EP (1) | EP1817398B1 (de) |
AT (1) | ATE543895T1 (de) |
DE (1) | DE102004057623A1 (de) |
WO (1) | WO2006058570A1 (de) |
Cited By (1)
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WO2016135000A1 (en) | 2015-02-25 | 2016-09-01 | Basf Se | Process for cleaning soiled metal surfaces and substances useful for such process |
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DE102006018216B4 (de) | 2006-04-18 | 2008-09-25 | Chemetall Gmbh | Verfahren zum demulgierenden Reinigen von metallischen Oberflächen |
US20080274929A1 (en) * | 2007-05-01 | 2008-11-06 | Whitekettle Wilson K | Method for removing microbes from surfaces |
DE102007000501A1 (de) * | 2007-10-15 | 2009-04-16 | Chemetall Gmbh | Reinigerzusammensetzung für metallische Oberflächen |
WO2014086577A1 (en) * | 2012-12-04 | 2014-06-12 | Unilever N.V. | Hard surface cleaning composition |
JP7078351B2 (ja) * | 2014-06-17 | 2022-05-31 | ヒェメタル ゲゼルシャフト ミット ベシュレンクテル ハフツング | インク及びマーカーを穏やかに除去するための洗浄剤 |
CN104178772B (zh) * | 2014-08-11 | 2016-05-11 | 浙江久晟油茶科技股份有限公司 | 一种茶皂素水基金属清洗剂及使用方法 |
EA201792172A1 (ru) * | 2015-04-10 | 2018-05-31 | Басф Се | Способ ингибирования коррозии металлических поверхностей |
CN109267074B (zh) * | 2018-11-29 | 2020-12-22 | 苏州市神顺新晨科技有限公司 | 一种金属零件清洗剂 |
CN111321419A (zh) * | 2020-04-13 | 2020-06-23 | 宿迁盾嘉生物科技有限公司 | 一种用于马口铁工艺中的脱脂剂及使用方法 |
WO2024047074A1 (en) * | 2022-08-31 | 2024-03-07 | Chemetall Gmbh | Method of pre-treating metallic substrates |
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2004
- 2004-11-29 DE DE102004057623A patent/DE102004057623A1/de not_active Ceased
-
2005
- 2005-09-10 EP EP05792155A patent/EP1817398B1/de active Active
- 2005-09-10 AT AT05792155T patent/ATE543895T1/de active
- 2005-09-10 WO PCT/EP2005/009768 patent/WO2006058570A1/de active Application Filing
-
2007
- 2007-05-25 US US11/753,903 patent/US20070270323A1/en not_active Abandoned
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Cited By (2)
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WO2016135000A1 (en) | 2015-02-25 | 2016-09-01 | Basf Se | Process for cleaning soiled metal surfaces and substances useful for such process |
US10907259B2 (en) | 2015-02-25 | 2021-02-02 | Basf Se | Process for cleaning soiled metal surfaces and substances useful for such process |
Also Published As
Publication number | Publication date |
---|---|
EP1817398B1 (de) | 2012-02-01 |
ATE543895T1 (de) | 2012-02-15 |
US20070270323A1 (en) | 2007-11-22 |
WO2006058570A1 (de) | 2006-06-08 |
DE102004057623A1 (de) | 2006-06-01 |
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