EP0988358A1 - Aqueous lubricant composition comprising a monoamine - Google Patents
Aqueous lubricant composition comprising a monoamineInfo
- Publication number
- EP0988358A1 EP0988358A1 EP97928192A EP97928192A EP0988358A1 EP 0988358 A1 EP0988358 A1 EP 0988358A1 EP 97928192 A EP97928192 A EP 97928192A EP 97928192 A EP97928192 A EP 97928192A EP 0988358 A1 EP0988358 A1 EP 0988358A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- concentrate according
- concentrate
- deposition
- lubricating
- 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
- 239000000314 lubricant Substances 0.000 title claims abstract description 57
- 239000000203 mixture Substances 0.000 title claims abstract description 25
- 239000012141 concentrate Substances 0.000 claims abstract description 65
- 230000001050 lubricating effect Effects 0.000 claims abstract description 43
- 150000001875 compounds Chemical class 0.000 claims abstract description 34
- 238000000151 deposition Methods 0.000 claims abstract description 13
- 239000007787 solid Substances 0.000 claims abstract description 9
- 230000008021 deposition Effects 0.000 claims abstract description 6
- 235000013361 beverage Nutrition 0.000 claims abstract description 4
- 235000013305 food Nutrition 0.000 claims abstract description 4
- 239000000645 desinfectant Substances 0.000 claims abstract description 3
- 238000002360 preparation method Methods 0.000 claims abstract description 3
- 239000000654 additive Substances 0.000 claims abstract 3
- 230000001771 impaired effect Effects 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims description 44
- 150000001412 amines Chemical class 0.000 claims description 29
- 239000004094 surface-active agent Substances 0.000 claims description 26
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 24
- 229920000570 polyether Polymers 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- -1 alkyl carboxylic acids Chemical class 0.000 claims description 19
- 125000000129 anionic group Chemical group 0.000 claims description 19
- 239000002270 dispersing agent Substances 0.000 claims description 15
- 239000000344 soap Substances 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 150000001450 anions Chemical class 0.000 claims description 10
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 9
- 239000005977 Ethylene Substances 0.000 claims description 9
- 229920000768 polyamine Polymers 0.000 claims description 9
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 8
- 229910019142 PO4 Inorganic materials 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 150000002191 fatty alcohols Chemical class 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 5
- 239000010452 phosphate Substances 0.000 claims description 5
- 150000007942 carboxylates Chemical class 0.000 claims description 4
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 235000019253 formic acid Nutrition 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- PSBDWGZCVUAZQS-UHFFFAOYSA-N (dimethylsulfonio)acetate Chemical compound C[S+](C)CC([O-])=O PSBDWGZCVUAZQS-UHFFFAOYSA-N 0.000 claims description 3
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- 229940117986 sulfobetaine Drugs 0.000 claims description 3
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 239000011859 microparticle Substances 0.000 claims description 2
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims 3
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 claims 3
- 229960003237 betaine Drugs 0.000 claims 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 3
- 235000011054 acetic acid Nutrition 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 description 23
- 229920002257 Plurafac® Polymers 0.000 description 13
- 239000000047 product Substances 0.000 description 11
- 238000004140 cleaning Methods 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 238000001556 precipitation Methods 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000002244 precipitate Substances 0.000 description 7
- 239000008139 complexing agent Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- 239000006260 foam Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 238000005461 lubrication Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- WECIKJKLCDCIMY-UHFFFAOYSA-N 2-chloro-n-(2-cyanoethyl)acetamide Chemical compound ClCC(=O)NCCC#N WECIKJKLCDCIMY-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 210000004534 cecum Anatomy 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 238000011049 filling Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 235000008733 Citrus aurantifolia Nutrition 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
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 150000004653 carbonic acids Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000008233 hard water Substances 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 229920001983 poloxamer Polymers 0.000 description 2
- 239000008234 soft water Substances 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- GUQMDNQYMMRJPY-UHFFFAOYSA-N 4,4-dimethyl-1,3-oxazolidine Chemical compound CC1(C)COCN1 GUQMDNQYMMRJPY-UHFFFAOYSA-N 0.000 description 1
- 241000611184 Amphora Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000004931 aggregating effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- XXUJMEYKYHETBZ-UHFFFAOYSA-N ethyl 4-nitrophenyl ethylphosphonate Chemical compound CCOP(=O)(CC)OC1=CC=C([N+]([O-])=O)C=C1 XXUJMEYKYHETBZ-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000010841 municipal wastewater Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 125000002348 vinylic group Chemical group 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M173/00—Lubricating compositions containing more than 10% water
- C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/26—Carboxylic acids; Salts thereof
- C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M129/30—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 7 or less carbon atoms
- C10M129/32—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 7 or less carbon atoms monocarboxylic
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/26—Carboxylic acids; Salts thereof
- C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M129/30—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 7 or less carbon atoms
- C10M129/36—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 7 or less carbon atoms containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
- C10M135/10—Sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/24—Polyethers
- C10M145/26—Polyoxyalkylenes
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C10M2225/02—Macromolecular compounds from phosphorus-containg monomers, obtained by reactions involving only carbon-to-carbon unsaturated bonds
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- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/01—Emulsions, colloids, or micelles
Definitions
- the invention relates to lubricant compositions which derive their lubricating properties from monoamines, especially coco-monoamines, and are suitable, in particular, for lubricating conveyor belts in the food and beverage industry. Specifically, the invention relates to such lubricant compositions free of soap.
- bottle cleaning, filling and labelling is carried out mainly by automation.
- high-performance lubricants need to be used on the bottle conveyor facilities to guarantee problem- free conveying of the bottles.
- the filling performance of filling equipment has increased over the years as a result of technological progress. Requirements regarding the performance of the belt lubricants have increased correspondingly.
- soap-based lubricants have many times been suggested, and are in general use today.
- soap-containing lubricants A major disadvantage of soap-containing lubricants is their sensitivity to hard water. Soaps tend to react with water hardness forming salts (mainly Ca 2+ or Mg 2+ salts) , to form the so-called lime soaps which are difficult to dissolve or even insoluble and strongly reduce the lubrication performance of the lubricant. Frequently, this leads to the formation of deposits on the conveyor belts and finally to operating problems.
- strong complexing agents such as EDTA
- EDTA are added to soap-containing lubricants or the application needs to be restricted to very soft water (which, however, is not generally available) .
- EDTA especially is practically not biodegradable.
- Soap-based lubricant also have other disadvantages, since they can promote the proliferation of germs and other microorganisms .
- a soap- free lubricant composition which contains no complexing agent.
- the lubricant composition comprises alkyl polyether carboxylic acid salts combined with acyl sarcosinates .
- a method for lubricating a conveyor belt which comprises the steps of lubricating the belt with a soap- free lubricant based on neutralized primary fatty amines, and cleaning the belt with cationic cleaning agents or organic acids .
- the reason for this is that the amines used for lubrication form precipitates with anions, which strongly reduce the lubricating effect and can clogg spray nozzles etc.
- EP-Bl 0 384 282 (which has been consolidated with EP 0 593 420) discloses the use of secondary and/or tertiary amines and/or salts thereof in lubricating formulations for PET or PC bottles. Generally, the amines are used as such, without the addition of surfactant, complexing agent or cosolvent.
- WO 94/03562 discloses the use of polyamine derivatives of fatty amines and/or salts thereof. It is claimed that these amines are per se not very sensitive to process water anions such as sulfate, bicarbonate etc.
- the examples show that the lubricants of WO 94/03562 were only tested at low alkalinity (pH below 8) , and were not tested with respect to their water hardness resistance. As such, the fatty amine salt-based lubricants of this art would not be expected to provide sufficient lubrication combined with the absence of precipitation problems in hard water application.
- a soap-free lubricant on mainly two components, one of which is an alkyl diamine, optionally neutralized with an organic acid, and the other of which is a polyether carboxylic acid.
- the lubricants can be used between pH 6.5 and 7.
- the lubricant solution is made from a corresponding concentrate by adding soft water.
- Lubricating solutions based on diamines or higher amines can be used without the extra cleaning efforts described in
- a deposition- preventing component can be a single chemical species or may comprise a plurality of such species. Especially, said component can be a mixture of two, three or more chemical components.
- deposition-preventing component terms like “deposit-preventing agent”, “anti-deposition compound” and “dispersant” may be used, in the context of this invention. Such somewhat varying terminology reflects the great variability of the inventive lubricant addivites, and all these terms should be regarded as synonyms.
- this deposition-preventing component is part of the aqueous lubricant concentrate composition, and is present in the concentrate when this is mixed with the process water, in the central dosing unit of the lubricant spray system. It would of course be possible to, instead, add such a deposit-preventing agent separately, in the central dosing unit, or add it to the process water, and such embodiments, while presently considered uneconomical, should be considered as equivalent embodiments of the invention's preferred embodiment that comprises both monoamine compound and the anti-deposit compound in the same concentrate.
- the definition of the deposit-preventing compound or dispersant as used in this specification is that it either completely prevents the formation of solid precipitate, e. g. by neutralizing the anions before they can react with the monoamine content of the concentrate, or at least prevents the formation of aggregates of solid precipited particles, which aggregates would be large enough to be retained by sieves, or incapable of passing through nozzles.
- the agent is also capable of preventing the formation of deposits of such solids on sieves, in nozzles, etc. which would block or clogg said sieves, nozzles, etc.
- the anti-deposit compounds of the invention actually prevent the formation of particles big enough to be visible to the naked eye, although what appears to be clear solutions may in fact be micro-dispersions or micro- suspensions .
- tensides other than soap
- Conventional soaps are not to be understood as comprised by the term "tenside” in the context of this specification.
- the invention prefers anionic, non-ionic or amphoteric tensides, since these do not only suggest themselves for use with glass bottles, metal cans etc., but also for use with PET and PC bottles, which show high sensitiveness to cationic tensides. Of course, where this is no problem, such as in the handling of glass bottles, cationic tensides can also be used.
- the invention is thus also based on the surprising finding that in the presence of tensides, the harmful deposits are not formed from the reaction of monoamines and anions, while still, a highly efficient and persistent lubricant solution film is formed on the belt or chain.
- ether carboxylic acids fatty alcohol alkoxylates
- amphoteric substances such as amphoteric alkyl monoamine or polyamine carboxylates, betaines, sulfobetaines and the like. Details will be discussed hereinafter, and are also the subject matter of various of the attached claims.
- One important aspect of the invention is that tensides which per se show no anti-deposition effect, and which are uneffective when used alone, provide improved anti- deposition efficiency when combined with each other, to form a multi-compound anti-deposition component.
- some amphoteric, anionic and nonionic tensides have been tested and found to have, per se, no pertinent dispersing or anti- deposition effect. However, when combined, they exhibit excellent such effects.
- the best inventive products presently known use dispersing systems comprising at least one amphoteric tenside combined with at least one anionic tenside and at least one nonionic tenside.
- the relativ content of anionic tenside (s) is often higher than that of nonionic tenside (s)
- the content of amphoteric tenside is generally the lowest of the three.
- the concentration of anti-deposition agent or compound in the concentrate is relatively high, generally higher than that of the lubricating amine agent. Often, it is about two times the concentration of the amine. It is preferred that it should not be higher than three times the amine concentration, to avoid negative effects on the lubricating film.
- polymeric dispersants i.e. relatively low molecular weight polymers derived from vinylic monomers .
- Such compounds are known as dispersants in e. g. the paper making industry, in sludge treatments etc.
- dispersants comprise homopolymers and copolymers based on acrylic acid and its derivatives, with molecular weights ranging up to 100.000.
- deposit-preventing compounds usable according to this invention is formed by organic or even inorganic substances which can react, with the anions in the process water, before the harmful precipitates formed by the reaction of these anions with the monoamines in the concentrate, are deposited.
- Examples of such deposit- preventing compounds are alkaline or base- forming agents, such as alkanolamines, e.g. triethanolamine, or low molecular weight polyamines, e.g. hexamethylene diamine, capable of forming cations together with an acid component of the formulation.
- the present most preferred embodiments of the invention use a combination of (at least) one amphoteric , (at least) one anionic and (at least) one nonionic tenside as the deposit- preventing component.
- amphoteric tenside can be selected from a variety of compounds, especially those corresponding to one of the following general formulae (I) - (III) .
- amphoteric tensides corresponds to the general formula (I)
- R x is a linear, branched, saturated or unsaturated alkyl residue with 8 to 22 carbon atoms, or a corresponding alkoxy residue
- R 2 is H, Na, K or N(R 3 ) 3 with R 3 » alkyl or hydroxyalkyl
- R 4 is H, alkyl, hydroxyalkyl, R 5 -COO-R 2 or
- a preferred dispersant comprises an alkyl monoamine carboxylate corresponding to the general formula (I) , wherein R x is cocoalkyl, R 4 is H, R 5 is ethylene, R 2 is H and n is 1.
- alkyl monoamine carboxylates can be obtained under the tradename "Amphora CP1" from CECA Atochem S.A., France.
- amphoteric tenside is an alkyl polyamine carboxylic acid corresponding to the general formula (I) , wherein R is cocoalkyl, R 2 and R 4 are H, R 5 is ethylene and n is 3.
- This product can be obtained under the tradename "Triamphoram CP1", also from CECA Atochem S.A.
- An alternatively preferred class of amphoteric tensides comprises betaines of the general formula (II) ,
- R 6 is R x or R- t -CONH- (CH 2 ) n , R x and n having the same meaning as in formula (I) , and R 7 and R 8 are equal or different alkyl or hydroxyalkyl substituents .
- R 6 is cocoalkyl and R 7 and R 8 are hydroxyethyl, or R 6 is cocoamidopropyl and R 7 and R 8 are methyl.
- Such dispersants can be obtained under the tradenames "Tegotain N192” from Goldschmidt, Germany, “Amphotensid B4" from Zschimmer und S ⁇ hwarz, also Germany, and “Amphoteen 24" from Akzo Nobel. - 13 -
- amphoteric tenside can advantageously comprise a sulfobetaine corresponding to the general formula (III)
- R 6 , R 7 and R 8 have the same meaning as in formula (II), and R 9 is linear or branched alkyl or hydroxyalkyl.
- R 6 is lauryl
- R 7 and R 8 are methyl and R 9 is 2- hydroxypropyl
- R 6 is cocoamidopropyl
- R 7 and R 8 are methyl and R 9 is 2 -hydroxypropyl .
- Such sulfobetaines can be obtained from Witco/Rewo Chemische Werke GmbH, Germany, under the tradename “Rewoteric AM HC” , and from Rhone Poulenc, France, under the “Mirataine CBS” tradename.
- the anionic tenside of the presently most preferred embodiment of the invention can broadly be selected from the class of anionic polyether compounds.
- Suitable such polyether compounds comprise alkyl polyether carbonic acids, alkyl polyether sulfates and sulfosuccinates, and alkyl polyether phosphates.
- the polyether compound can have a comparable alkylamido group.
- the most preferred anionic tensides are presently selected from alkyl polyether carbonic acids and alkyl polyether sulfates . It is specifically preferred that the dispersant comprises an alkyl polyether compound corresponding to the general formula (IV)
- R x and R 2 have the same meaning as in formula (I) , R 10 and R 1X are alkyl residues, and p is an integer from 1 to 20.
- R x is oleyl
- R 10 is ethylene
- R X1 is methylene
- p is 5 to 9
- R 2 is H.
- the dispersant may comprise a compound of the general formula (V)
- R x and R 2 have the same meaning as in formula (I) , and n and m are integers from 1 to 10. More specifically preferred, R x is a natural, a Ziegler synthetic, or an oxosynthetic alkyl, n is 2 , m is 1, 2 or 3 and R 2 is sodium.
- Such compounds can be obtained from Manro Products Ltd.,
- Suitable alkylpolyether phosphates comprise “Marlopor FC” from Huls, Germany.
- a very advantageous product is "Tensuccin HM 935" from ICI, an alkylpolyethoxysulfosuccinate-disodium salt .
- Suitable alkylamido polyether sul osuccinates comprise "Lankropol KS6" from Akcros .
- the third element in the presently most preferred embodiments is a nonionic tenside.
- This can for example be a nonionic fatty alcohol alkoxylate, an alkylpolyglucoside or an alkylpolyether carbonic acid monoalkylolamide .
- Preferred alkyl polyalkoxylates comprise "Synperonic LF/RA 30" from ICI, England, and “Plurafac LF 431" from BASF, Germany.
- Plurafac is a (-OCH 3 ) -terminated fatty alcohol alkoxylate.
- Preferred alkyl polyglucosides can be obtained from Henkel, Germany, under the "Glucopon” tradename, especially as “Glucopon 600 CSUP” .
- Preferred alkylpolyethercarboxy-monoalkylolamides comprise KAO's product "Aminol A 15".
- the best inventive combination (as far as dispersing performance is concerned) comprises an amphoteric tenside like "Triamphoran CP1" , an alkyl polyether carboxylic acid anionic tenside like "Alypo RO 50", and either an alkyl polyalkoxylate such as “Plurafac LF 431” or an alkyl polyether carboxylic acid monoethanolamide, such as "Aminol A 15".
- Nonionic aklyl polyalkoxylate such as "Plurafac LF 431” can exhibit an anti-deposition effect which lasts for more than one week, even without any loss of clarity.
- Combinations of an amhoteric with an anionic, but without a nonionic tenside may be successful, and so may combinations of an amphoteric with a nonionic, but without an anionic tenside.
- the relative amounts of monoamine lubricating agent (or agents) and deposit-preventing compound (or compounds) will be selected, so that the amount of dispersant is high enough to prevent deposit formation, but not so high that the lubricating film- forming properties of the diluted lubricating solution suffer.
- different dipersants may have to be combined to experimentally determine the best selection.
- the formulations may additionally contain solubilisers in the form of mono- or polyhydric alcohols (usually lower aliphatic alcohols or glycols) or polyalkyleneglycols .
- the formulation will generally further contain a disinfectant, such as 4, 4-Dimethyl oxazolidine.
- a disinfectant such as 4, 4-Dimethyl oxazolidine.
- the pH of the concentrate is below neutrality.
- a suitable excess amount of acid usually formic, acetic or lactic acid, is added.
- the individual components can generally be used in acid or salt form.
- demineralised water is introduced into a mixing vessel equipped with a stirrer. Subsequently, the components in the acid or the salt form are added. Generally, this takes the form of addition of a preformed concentrate comprising all components. However, it is of course possible to prepare an aqueous lubricant composition of this invention by adding the individual components to the water one by one .
- Fig. 1 represents a diagramatic representation of a bottle conveyor facility on which the reported experiments were carried out
- Fig. 2 shows a graphic representation of the sliding friction coefficients achieved with different lubricants and lubricant compositions .
- Concentrates were made up from 3% coco-monoamine; 3,5% formic acid; various deposition-preventing compounds at varying overall amounts, and as defined in the TABLE, plus completely demineralized water (to 100%) . Percentages here and in the TABLE are based on total concentrate composition.
- the TABLE shows, for each example, the anti-deposition (or deposition-preventing) effect in terms of the turbidity (and, in case, precipitation) observed, when a 0.3% solution of the concentrate in Ladenburg town water was left standing. Turbidity was determined by inspection (non- apparative) .
- the symbols in the corresponding column in the TABLE have the following meanings :
- compositions with at least four "+” would be regarded as commercially fully usable. Compositions with inferior test results may, however, also be suitable under corresponding conditions (e.g. where softer water is easily available) .
- a lubricant composition according to the invention was made up (similar to Example 8 above) as follows:
- A is "Armeen CD” from Akzo; B is “Triamphoram CPl” from CECA Atochem S.A.; C is “Akypo RO 50” from KAO Corp., Japan; D is “Plurafac LF 431” from BASF AG, Germany.)
- Fig. 2 shows the sliding friction coefficients of various application solutions (at 90 ppm amine) of mono-, di- and triamines, and of the inventive solution (similar to Example 8) .
- the sliding friction coefficient represents a measure of the performance of the lubricant and is calculated using the formula
- coco-monoamine formulated without the inventive dispersant is unusable in practise, due to the above- discussed precipitation problems.
- the inventive product similar to Example 8 is decidedly superior as compared to the di- and triamines, which presently form the industrial standard.
- An improvement of the order of 0.2 units in the sliding friction coefficiency in practise means a very relevant improvement.
- the inventive monoamine-based products produce practically no foam in application. This is a major benefit, since the known and presently used di- and triamine-based products generate huge volumes of foam. These foams are very stable, and have to be removed by rinsing. This causes increased effort and expenditure, and also puts increased strain on the plant and municipal waste water systems.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
Description
Claims
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SI9730677T SI0988358T1 (en) | 1997-06-12 | 1997-06-12 | Aqueous lubricant composition comprising a monoamine |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE29719408U DE29719408U1 (en) | 1997-06-12 | 1997-06-12 | Aqueous lubricant compositions based on monoamines |
| PCT/EP1997/003080 WO1998056881A1 (en) | 1997-06-12 | 1997-06-12 | Aqueous lubricant composition comprising a monoamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0988358A1 true EP0988358A1 (en) | 2000-03-29 |
| EP0988358B1 EP0988358B1 (en) | 2004-09-15 |
Family
ID=26060860
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP97928192A Expired - Lifetime EP0988358B1 (en) | 1997-06-12 | 1997-06-12 | Aqueous lubricant composition comprising a monoamine |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0988358B1 (en) |
| AU (1) | AU738450B2 (en) |
| DE (1) | DE29719408U1 (en) |
| GB (1) | GB2329644B (en) |
| WO (1) | WO1998056881A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2826841A1 (en) | 2013-07-18 | 2015-01-21 | Afton Chemical Corporation | Friction modifiers for engine oils |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19921709A1 (en) | 1999-05-12 | 2000-11-16 | Henkel Ecolab Gmbh & Co Ohg | Lubricating, cleaning or disinfecting of machinery used for filling containers with drinks or foodstuffs using a product concentrate diluted with water as lubricant and further diluted for cleaning |
| DK1842898T3 (en) | 1999-07-22 | 2012-08-13 | Diversey Inc | Use of a lubricant composition to lubricate a conveyor belt |
| US6576298B2 (en) | 2000-09-07 | 2003-06-10 | Ecolab Inc. | Lubricant qualified for contact with a composition suitable for human consumption including a food, a conveyor lubrication method and an apparatus using droplets or a spray of liquid lubricant |
| DE102008009937A1 (en) | 2008-02-20 | 2009-09-03 | Calvatis Gmbh | Cleaning process for conveyor belts |
| EP2105493B1 (en) * | 2008-03-25 | 2014-05-14 | Diversey, Inc. | Dry lubrication method employing oil-based lubricants |
| US8802606B2 (en) | 2010-08-06 | 2014-08-12 | Basf Se | Lubricant composition having improved antiwear properties |
| EP2462210B1 (en) | 2009-08-07 | 2018-12-19 | Basf Se | Lubricant composition comprising alkylethercarboxylic acid |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3631953A1 (en) * | 1986-09-19 | 1988-03-31 | Akzo Gmbh | METHOD FOR LUBRICATING AND CLEANING BOTTLE TRANSPORT BELTS IN THE BEVERAGE INDUSTRY |
| US4929375A (en) * | 1988-07-14 | 1990-05-29 | Diversey Corporation | Conveyor lubricant containing alkyl amine coupling agents |
| DE68927864T2 (en) * | 1988-12-05 | 1997-06-19 | Unilever Nv | Aqueous lubricant solutions based on fatty alkyl amines |
| DE4206506A1 (en) * | 1992-03-02 | 1993-09-09 | Henkel Kgaa | TENSID BASIS FOR SOAP-FREE LUBRICANTS |
| DE4244536C2 (en) * | 1992-12-30 | 1995-05-18 | Cleanso Hygiene Gmbh | Lubricant for bottle conveyor belts and method for lubricating bottle conveyor belts |
| DE4444598A1 (en) * | 1994-12-14 | 1996-06-20 | Laporte Gmbh | Soap-free complexing agent-free lubricant composition |
-
1997
- 1997-06-12 DE DE29719408U patent/DE29719408U1/en not_active Expired - Lifetime
- 1997-06-12 AU AU32582/97A patent/AU738450B2/en not_active Ceased
- 1997-06-12 WO PCT/EP1997/003080 patent/WO1998056881A1/en not_active Ceased
- 1997-06-12 GB GB9815622A patent/GB2329644B/en not_active Expired - Fee Related
- 1997-06-12 EP EP97928192A patent/EP0988358B1/en not_active Expired - Lifetime
Non-Patent Citations (1)
| Title |
|---|
| See references of WO9856881A1 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2826841A1 (en) | 2013-07-18 | 2015-01-21 | Afton Chemical Corporation | Friction modifiers for engine oils |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2329644B (en) | 2002-03-27 |
| WO1998056881A1 (en) | 1998-12-17 |
| GB2329644A (en) | 1999-03-31 |
| EP0988358B1 (en) | 2004-09-15 |
| AU738450B2 (en) | 2001-09-20 |
| GB9815622D0 (en) | 1998-09-16 |
| DE29719408U1 (en) | 1998-03-19 |
| AU3258297A (en) | 1998-12-30 |
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