EP2791298A1 - Composition de graisse - Google Patents
Composition de graisseInfo
- Publication number
- EP2791298A1 EP2791298A1 EP12801611.0A EP12801611A EP2791298A1 EP 2791298 A1 EP2791298 A1 EP 2791298A1 EP 12801611 A EP12801611 A EP 12801611A EP 2791298 A1 EP2791298 A1 EP 2791298A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fatty acid
- sulfur
- composition
- astm
- equal
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 132
- 239000004519 grease Substances 0.000 title claims abstract description 62
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 118
- 239000011593 sulfur Substances 0.000 claims abstract description 117
- -1 fatty-acid ester Chemical class 0.000 claims abstract description 96
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 94
- 229930195729 fatty acid Natural products 0.000 claims abstract description 94
- 239000000194 fatty acid Substances 0.000 claims abstract description 94
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 77
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 36
- 229910052751 metal Inorganic materials 0.000 claims abstract description 32
- 239000002184 metal Substances 0.000 claims abstract description 32
- 239000002199 base oil Substances 0.000 claims abstract description 31
- 239000000344 soap Substances 0.000 claims abstract description 31
- GLOYGJPNNKTDIG-UHFFFAOYSA-N SC=1N=NSC=1S Chemical class SC=1N=NSC=1S GLOYGJPNNKTDIG-UHFFFAOYSA-N 0.000 claims abstract description 4
- BIGYLAKFCGVRAN-UHFFFAOYSA-N 1,3,4-thiadiazolidine-2,5-dithione Chemical class S=C1NNC(=S)S1 BIGYLAKFCGVRAN-UHFFFAOYSA-N 0.000 claims description 29
- 229920005862 polyol Polymers 0.000 claims description 25
- 150000002148 esters Chemical class 0.000 claims description 17
- 238000005260 corrosion Methods 0.000 claims description 13
- 230000001050 lubricating effect Effects 0.000 claims description 13
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 10
- 229910052802 copper Inorganic materials 0.000 claims description 10
- 239000010949 copper Substances 0.000 claims description 10
- 230000007797 corrosion Effects 0.000 claims description 10
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 8
- 229910052744 lithium Inorganic materials 0.000 claims description 8
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 7
- 239000011575 calcium Substances 0.000 claims description 7
- 229910052791 calcium Inorganic materials 0.000 claims description 7
- 235000019387 fatty acid methyl ester Nutrition 0.000 claims description 7
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 5
- OTNSJAUBOYWVEB-UHFFFAOYSA-N 1,2,4-thiadiazolidine-3,5-dithione Chemical class S=C1NSC(=S)N1 OTNSJAUBOYWVEB-UHFFFAOYSA-N 0.000 claims description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical class CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical class OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 3
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical class OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 claims description 2
- FPLIHVCWSXLMPX-UHFFFAOYSA-M lithium 12-hydroxystearate Chemical compound [Li+].CCCCCCC(O)CCCCCCCCCCC([O-])=O FPLIHVCWSXLMPX-UHFFFAOYSA-M 0.000 claims description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical class OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 2
- 238000003466 welding Methods 0.000 claims description 2
- 125000005313 fatty acid group Chemical group 0.000 claims 1
- 239000003925 fat Substances 0.000 description 55
- 241000195493 Cryptophyta Species 0.000 description 15
- 231100000419 toxicity Toxicity 0.000 description 15
- 230000001988 toxicity Effects 0.000 description 15
- 125000004432 carbon atom Chemical group C* 0.000 description 11
- 239000000470 constituent Substances 0.000 description 11
- 150000002739 metals Chemical class 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 150000004668 long chain fatty acids Chemical class 0.000 description 7
- 239000002562 thickening agent Substances 0.000 description 7
- 239000000654 additive Substances 0.000 description 6
- 229910001092 metal group alloy Inorganic materials 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- 229920002396 Polyurea Polymers 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 231100000693 bioaccumulation Toxicity 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002736 metal compounds Chemical class 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 150000005690 diesters Chemical class 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 231100000252 nontoxic Toxicity 0.000 description 3
- 230000003000 nontoxic effect Effects 0.000 description 3
- 239000005077 polysulfide Substances 0.000 description 3
- 229920001021 polysulfide Polymers 0.000 description 3
- 150000008117 polysulfides Polymers 0.000 description 3
- 238000007127 saponification reaction Methods 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- QQADCAPKFRAHQW-UHFFFAOYSA-N 1,2,5-thiadiazole;1,3,4-thiadiazole Chemical compound C=1C=NSN=1.C1=NN=CS1 QQADCAPKFRAHQW-UHFFFAOYSA-N 0.000 description 2
- AJBLKZFBURBYPT-UHFFFAOYSA-N 1,2,5-thiadiazolidine-3,4-dithione Chemical class SC1=NSN=C1S AJBLKZFBURBYPT-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 235000003441 saturated fatty acids Nutrition 0.000 description 2
- 150000004666 short chain fatty acids Chemical class 0.000 description 2
- 235000021391 short chain fatty acids Nutrition 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 150000005691 triesters Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- UGUHFDPGDQDVGX-UHFFFAOYSA-N 1,2,3-thiadiazole Chemical compound C1=CSN=N1 UGUHFDPGDQDVGX-UHFFFAOYSA-N 0.000 description 1
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- IWBMUDDLRPGWNJ-UHFFFAOYSA-N SC1=NSC(=N1)S.SC=1N=NSC1S Chemical compound SC1=NSC(=N1)S.SC=1N=NSC1S IWBMUDDLRPGWNJ-UHFFFAOYSA-N 0.000 description 1
- CATCSGBEOSSQBQ-UHFFFAOYSA-N SC=1SC(=NN1)S.SC1=NSN=C1S Chemical compound SC=1SC(=NN1)S.SC1=NSN=C1S CATCSGBEOSSQBQ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical class CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid group Chemical group C(CCCCC)(=O)O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 150000003330 sebacic acids Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- BPILDHPJSYVNAF-UHFFFAOYSA-M sodium;diiodomethanesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C(I)I BPILDHPJSYVNAF-UHFFFAOYSA-M 0.000 description 1
- 238000003900 soil pollution Methods 0.000 description 1
- 125000004079 stearyl 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])([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])[H] 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- NGOGGDKKCYGLOD-UHFFFAOYSA-N thiadiazole;1,2,4-thiadiazole Chemical compound C1=CSN=N1.C=1N=CSN=1 NGOGGDKKCYGLOD-UHFFFAOYSA-N 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
Classifications
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/06—Mixtures of thickeners and additives
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/02—Mixtures of base-materials and thickeners
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/38—Esters of polyhydroxy compounds
-
- 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
- C10M117/00—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof
- C10M117/02—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof having only one carboxyl group bound to an acyclic carbon atom, cycloaliphatic carbon atom or hydrogen
- C10M117/04—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof having only one carboxyl group bound to an acyclic carbon atom, cycloaliphatic carbon atom or hydrogen 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
- C10M135/02—Sulfurised compounds
- C10M135/06—Esters, e.g. fats
-
- 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
- C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
- C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/12—Oxidised hydrocarbons, i.e. oxidised subsequent to macromolecular formation
-
- 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
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl 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
- 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
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/1256—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids used as thickening agent
-
- 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
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/126—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids monocarboxylic
- C10M2207/1265—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids monocarboxylic used as thickening agent
-
- 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
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/128—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids containing hydroxy groups; Ethers thereof
- C10M2207/1285—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids containing hydroxy groups; Ethers thereof used as thickening agents
-
- 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
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
- C10M2207/2835—Esters of polyhydroxy compounds used as base material
-
- 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
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/64—Environmental friendly compositions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
Definitions
- the present invention relates to grease compositions, in particular to grease compositions having a reduced impact on the environment and having good extreme-pressure and corrosion properties, in particular with respect to metals or metal alloys. .
- the subject of the present invention is a grease composition that can be used in devices that have risks of external leakage of grease, such as automobiles, construction machinery or agricultural equipment, and which has both a reduced impact on the environment, good performance in extreme pressure and low corrosion against metals or metal alloys.
- a fat composition having a combination of at least one sulfur-containing fatty acid ester, said ester providing a certain amount of active sulfur at 150 ° C. according to ASTM D1662 and at least one derivative of dimercaptothiadiazole, in a polyol ester base oil has very good extreme-pressure properties, is not particularly corrosive with respect to metals or metal alloys, especially copper, while having a reduced impact on the environment.
- the invention relates to a grease composition
- a grease composition comprising at least one polyol ester base oil, at least one fatty acid metal soap, at least one minus one derivative of dimercaptothiadiazole and at least one sulfur-containing fatty acid ester, the amount of active sulfur at 150 ° C. according to the ASTM D1662 standard by weight provided by the sulfur-containing fatty acid ester, relative to the total mass of grease composition, being greater than or equal to 0.18%.
- the polyol ester is chosen from neopentyl glycol esters, trimethylolethane esters, trimethylolpropane esters, pentaerythritol esters and / or dipentaerythritol esters, taken alone or as a mixture.
- the composition comprises from 50 to 95% by weight, based on the total weight of the fat composition, of a polyol ester base oil, preferably from 60 to 90%, more preferably from 70 to 90% by weight. 80%.
- the dimercaptothiadiazole derivative is chosen from the derivatives of 4,5-dimercapto-1,2,3-thiadiazoles, 3,5-dimercapto-1,2,4-thiadiazoles, 3,4-dimercapto-1,2 , 5-thiadiazoles, 2,5-dimercapto-1,3,4-thiadiazoles, alone or in admixture.
- the composition comprises from 0.1 to 5% by weight of dimercaptothiadiazole derivative, relative to the total mass of fat composition, preferably from 0.2 to 2%, more preferably from 0.5 to 1%. .
- the sulfur fatty acid ester is a fatty acid triglyceride and / or a fatty acid methyl ester, taken alone or as a mixture.
- the composition comprises from 0.5 to 5% by weight of sulfur fatty acid ester, relative to the total mass of fat composition, preferably from
- the fatty acid metal soap is a simple metal soap of fatty acid, preferably lithium or calcium.
- the fatty acid metal soap is lithium 12-hydroxystearate.
- the composition comprises from 1 to 20% by weight, relative to the total weight of the fat composition, of fatty acid metal soap, preferably from 2 to 15%, preferably from 4 to 12%.
- the polyol ester or the mixture of polyol esters, has a kinematic viscosity at 40 ° C, measured according to ASTM D 445, of between 3 and 2000 cSt, preferably between 10 and 1500 cSt, more preferably between 40 and 500 cSt, still more preferably between 50 and 200 cSt.
- the composition has a consistency according to ASTM D217 of between 220 and 430 tenths of millimeters, preferably between 265 and 295 tenths of millimeters.
- the amount of active sulfur at 150 ° C. according to the ASTM D1662 standard by weight provided by the sulfur fatty acid ester, with respect to the total weight of the grease composition greater than or equal to 0.19%, preferably greater than or equal to 0.20%, more preferably greater than or equal to 0.21%.
- the composition has a weld load according to ASTM D2596 greater than 315 kg, preferably greater than or equal to 400 kg.
- the composition has a welding load according to DIN
- 51350/4 greater than 300 daN preferably greater than or equal to 320 daN, more preferably greater than or equal to 340 daN, even more preferably greater than or equal to 360 daN.
- the composition has a copper corrosion rating according to ASTM D4048 of 1 or 2.
- the invention also relates to use in a grease composition
- a grease composition comprising at least one polyol ester base oil and at least one fatty acid metal soap, at least one dimercaptothiadiazole derivative and at least one sulfur-containing fatty acid ester, the amount of active sulfur at 150 ° C according to ASTM D1662 by mass provided by the fatty acid sulfur ester being greater than or equal to 0.18%, relative to the total mass of grease composition, to improve the extreme pressure performance according to ASTM D2596 and / or DIN 51350/4 of the grease composition.
- the invention also relates to a lubricating composition
- a lubricating composition comprising at least one polyol ester base oil, at least one dimercaptothiadiazole derivative and at least one sulfur fatty acid ester, the amount of active sulfur at 150 ° C. according to the standard ASTM D1662 in mass provided by the sulfur fatty acid ester, relative to the total mass of lubricating composition, being greater than or equal to 0.18%.
- the fat according to the invention comprises at least one sulfur-containing fatty acid ester.
- the sulfur-containing fatty acid esters are obtained by sulfurizing fatty acid esters.
- Said fatty acid esters are obtained by reaction between one or more fatty acids and alcohols of all kinds or by transesterification between one or more esters of fatty acids and alcohols of all kinds.
- sulfur fatty acid ester is meant an ester of at least one sulfur-containing fatty acid, it being understood that it is mostly an ester of a mixture of sulfur-containing fatty acids.
- the fatty acids that can be used to form the sulfur-containing fatty acid esters are all fatty acids comprising from 6 to 24 carbon atoms, preferably from 14 to 22 carbon atoms, more preferably from 16 to 20 carbon atoms.
- the fatty acids comprising 18 carbon atoms are the majority fatty acids, that is to say that they are present in a mass concentration of at least 50% relative to the total weight of sulfur fatty acid ester. .
- the sulfur-containing fatty acid esters may be sulfur-containing fatty acid monoesters, sulfur-containing fatty acid diesters, sulfur-containing fatty acid triesters or sulfur-containing fatty acid polyesters, taken alone or as a mixture.
- the preferred sulfur-containing fatty acid monoesters are alkyl monoesters CC 4, such as methyl monoesters, ethyl monoesters, monoesters of / i-propyl, monoesters / '-propyl, monoesters / i-butyl, s-butyl monoesters, f-butyl monoesters.
- the monoester is a methyl monoester.
- the sulfur fatty acid ester is a fatty acid methyl ester of sulfur.
- sulfur fatty acid triesters mention may be made of sulfur-containing fatty acid triglycerides which will be completely or partially esterified and will therefore optionally comprise, in addition to triesters, diesters and / or monoesters.
- sulfur fatty acid polyesters mention may be made of sulfurized fatty acid pentaerythritol esters.
- An advantage of the invention is to provide a grease composition free of sulfur-containing olefins and / or polysulfides.
- sulfur-containing fatty acid esters have a reduced impact on the environment, since they are compounds derived from renewable resources (fats and fatty acids) and contain a significant renewable carbon content. This is not the case of sulfurized olefins which are obtained by sulphurization of olefins, products of hydrocarbon origin and polysulfides which are also obtained by sulphurization of hydrocarbon feedstocks.
- active sulfur in the sense of the present invention, the sulfur that a chemical compound is able to yield or release when placing this compound under the conditions of ASTM D1662.
- ASTM D-1662 defines an active sulfur content of a compound at a given temperature as a difference expressed as a weight percent of sulfur content before and after reaction of a sample of that sulfur compound with a given amount of copper for a period of time. a fixed time.
- the amount of active sulfur at 150 ° C. (ASTM D1662) in the grease composition is one of the important parameters for obtaining good performance, especially at extreme pressure.
- This amount of active sulfur at 150 ° C (ASTM D1662) in the grease composition should not be too low, otherwise satisfactory extreme pressure behavior can not be obtained. It should not be too high, otherwise it is the corrosion of the grease, particularly with respect to copper, which is a problem and moreover a quantity of active sulfur at 150 ° C (ASTM D1662) too high without the presence of the dimercaptothiadiazole derivative will not give good performance especially in extreme pressure.
- the amount of active sulfur at 150 ° C. according to ASTM D 1662 provided by the sulfur fatty acid ester in the grease composition is greater than or equal to 0.18% by weight, relative to the mass. total composition of fat, preferably greater than or equal to 0.19%, more preferably greater than or equal to 0.20%, still more preferably greater than or equal to 0.21%.
- the amount of active sulfur at 150 ° C. according to the ASTM D 1662 standard provided by the sulfur fatty acid ester in the grease composition is less than or equal to 5% by weight, relative to the total weight of grease composition, preferably less than or equal to 4%, more preferably less than or equal to 2%, even more preferably less than or equal to 1%.
- the amount of sulfur according to the D2622 standard provided by the sulfur fatty acid ester in the fat composition is greater than or equal to 0.35% by weight, relative to the total weight of the fat composition, of preferably greater than or equal to 0.40%, more preferably greater than or equal to 0.45%.
- the grease composition comprises from 0.5 to 5% by weight, based on the total weight of fat composition, of sulfur-containing fatty acid ester, preferably from 1 to 4%, more preferably from 2 to at 3%.
- the grease composition according to the invention comprises at least two different sulfur-containing fatty acid esters, for improving the extreme-pressure performance, preferably at least one fatty acid methyl ester and at least one less a fatty acid triglyceride sulfur.
- the combination of two different sulfur-containing fatty acid esters, in particular a sulfur-containing fatty acid methyl ester and a sulfur-containing fatty acid triglyceride makes it possible to improve extreme-pressure performance because sulfur is not released in the same way.
- the less clogged ester, such as the sulfurized fatty acid methyl ester will release the active sulfur faster, then the more congested ester, such as sulfur fatty acid triglyceride will take over.
- the sulfur-containing fatty acid esters used in the present invention are commercially available products, for example from PCAS, King Industries, Dover, Magna, Arkema and Rhein Chemie suppliers.
- the fat compositions according to the invention comprise at least one derivative of dimercaptiothiadiazole, an essential element of the invention for obtaining good extreme-pressure performance.
- Thiadiazoles are heterocyclic compounds comprising two nitrogen atoms, one sulfur atom, two carbon atoms and two double bonds, of general formula C 2 N 2 SH 2 , which can exist in the following forms, respectively: 1,2,3 thiadiazole; 1,2,4-thiadiazole; 1,2,5-thiadiazole; 1,3,4-thiadiazole:
- dimercaptothiadiazole derivative by dimercaptothiadiazole derivative according to the invention is meant chemical compounds derived from the following four dimercaptothiadiazole molecules: 4,5-dimercapto-1,2,3-thiadiazole, 3,5-dimercapto-1,2,4 thiadiazole, 3,4-dimercapto-1,2,5-thiadiazole, 2,5-dimercapto-1,3,4-thiadiazole, alone or in admixture:
- the 2,5-dimercapto-1,3,4-thiadiazole derivatives are molecules of general formula (I) or ( II) taken alone or as a mixture:
- R 1 and R 2 are, independently of one another, hydrogen atoms, linear or branched alkyl groups, saturated or unsaturated, comprising from 1 to 24 carbon atoms, preferably from 2 to 18, more preferably from 4 to 16, still more preferably from 8 to 12 or aromatic substituents, n and m being independently of one another integers equal to 1, 2, 3 or 4.
- the dimercaptothiadiazole derivatives are compounds that include sulfur such as sulfur-containing fatty acid esters, but this sulfur is stabilized in the ring and will not be released as the sulfur present in the sulfur-containing fatty acid esters.
- the dimercaptothiadiazole derivatives do not contain active sulfur at 150 ° C., unlike sulphurous fatty acid esters. Active sulfur at 150 ° C. is therefore provided solely by the sulfur fatty acid ester.
- the amount of sulfur according to the D2622 standard provided by the dimercaptothiadiazole derivative in the fat composition is between 0.05 and 0.50% by weight, relative to the total mass of fat composition, preferably between 0.10 and 0.30%, more preferably between 0.15 and 0.20%.
- the fat compositions according to the invention comprise from 0.1 to 5% by weight of dimercaptothiadiazole derivative, relative to the total weight of the lubricating composition, preferably from 0.2 to 4%, more preferably from 0.3 to 2%, even more preferably 0.5 to 1%.
- dimercaptothiadiazole derivatives used in the present invention are commercially available products, for example from Vanderbilt, Rhein Chemie, Afton suppliers.
- the grease composition according to the invention comprises at least one base oil of renewable origin based on a polyol ester.
- the polyol esters which can be used as base oils are diesters, triesters, tetraesters or complex esters comprising more than four ester functions.
- the acids that can be used to form the esters are monocarboxylic acids or dicarboxylic acids.
- the monocarboxylic acids have from 3 to 22 carbon atoms, more preferably from 4 to 20, still more preferably from 6 to 18, still more preferably from 8 to 16, even more preferably from 10 to 12.
- hexanoic, octanoic, 2-ethylhexanoic, isooctanoic, nonanoic, decanoic, isodecanoic, oleic and stearic acids may be mentioned.
- Saturated acids that do not contain unsaturations are preferably used.
- the dicarboxylic acids have from 3 to 22 carbon atoms, more preferably from 4 to 20, even more preferably from 6 to 18, still more preferably from 8 to 16, even more preferably from 10 to 12. It is possible to mention examples are succinic, adipic, azelaic and sebacic acids.
- the alcohols which can be used to form the esters are monoalcohols (formation of diesters with dicarboxylic acids), dihydric alcohols, trihydric alcohols or tetrahydric alcohols.
- Preferred alcohols are polyols such as neopentyl glycol, trimethylolpropane, pentaerythritol.
- the grease composition according to the invention comprises from 50 to 95% by weight, relative to the total weight of the fat composition, of the polyol ester, preferably from 60 to 90%, more preferably from 70 to 80%.
- ester base oils are chosen for their negligible impact on the environment, unlike the petroleum-based base oils conventionally used.
- the use of such polyol ester base oils has a negative impact on the extreme-pressure properties, since these polyol ester base oils tend to also go to the surface of the lubricated parts and are in competition with the other additives, hence the use of the specific combination of the dimercaptothiadiazole derivative and the sulfur fatty acid ester.
- the polyol ester base oil or the polyol ester base oil mixture has a kinematic viscosity at 40 ° C of between 3 and 2000 cSt (measured according to ASTM D445), preferably between 10 and 1500 cSt, more preferably between 20 and 1000 cSt, still more preferably between 40 and 500 cSt, still more preferably between 50 and 200 cSt.
- a kinematic viscosity at 40 ° C of between 3 and 2000 cSt (measured according to ASTM D445), preferably between 10 and 1500 cSt, more preferably between 20 and 1000 cSt, still more preferably between 40 and 500 cSt, still more preferably between 50 and 200 cSt.
- the base oils used in the present invention are commercially available products, for example from Uniqema, Croda, Oléon, Akzo, Nyco suppliers.
- the grease compositions according to the invention are thickened with fatty acid metal soaps, which may be prepared separately, or in situ during the manufacture of the grease (in the latter case, the fatty acid is dissolved in the grease). base oil, then add the appropriate metal hydroxide).
- fatty acid metal soaps which may be prepared separately, or in situ during the manufacture of the grease (in the latter case, the fatty acid is dissolved in the grease). base oil, then add the appropriate metal hydroxide).
- These thickeners are commonly used products in the field of fats, readily available and inexpensive.
- Greases thickened with fatty acid metal soaps have a very good mechanical stability, compared, for example, with greases comprising polyurea thickeners, which allows easy use in applications where the grease is in a chamber unconfined.
- the polyureas are prepared from isocyanate, an extremely toxic compound, so it is not desirable to use thickeners based on polyureas to obtain a biodegradable, non-toxic and free fat classified products according to the regulation CLP (EC 1272/2008).
- the grease according to the invention is therefore free of thickeners based on polyurea and therefore comprises only metal fatty acid type thickeners.
- long-chain fatty acids typically comprising from 10 to 28 carbon atoms, saturated or unsaturated, optionally hydroxylated.
- the long-chain fatty acids are, for example, capric, lauric, myristic, palmitic, stearic, arachidic, behenic, oleic, linoleic and erucic acids, and their hydroxylated derivatives.
- Hydroxystearic acid 12 is the most well-known derivative of this category and is preferred.
- Lithium 12-hydoxystearate is the preferred thickener.
- These long-chain fatty acids generally come from vegetable oils, for example palm oil, castor oil, rapeseed oil, sunflower oil, ... or animal fats (tallow, whale oil, etc.).
- Simple soaps can be formed using one or more long-chain fatty acids. Simple soaps are preferred over complex soaps because they are more easily biodegradable and non-bioaccumulative.
- So-called complex soaps can also be formed by using one or more long-chain fatty acids in combination with one or more short-chain hydrocarbon carboxylic acids comprising at most 8 carbon atoms.
- the saponification agent used to make the soap may be a metal compound of lithium, sodium, calcium, aluminum, preferably lithium and calcium, and preferably a hydroxide, oxide or carbonate of these metals.
- One or more metal compounds may be used in the greases according to the invention. It is thus possible to associate lithium soaps, combined with calcium soaps to a lesser extent.
- the metal soaps are employed at levels of the order of 1 to 20% by weight, relative to the total mass of the grease composition, preferably from 2 to 15%, preferably from 4 to 10%.
- the greases according to the invention are manufactured by forming the metal soap in situ or by using a preformed soap.
- the method of preparing the fat by forming the metal soap in situ is as follows.
- One or more long chain or short chain fatty acids are dissolved in a fraction of the base oil or base oil mixture at a temperature of 80 ° C to 90 ° C.
- This fraction is generally of the order of 40% to 60% by weight of the total amount of oil contained in the final fat.
- Metallic compounds preferably of oxide, hydroxide or metal carbonate type, are then added at the same temperature.
- the preferred metal of the compositions according to the invention is lithium, possibly combined, to a lesser extent, with calcium.
- the saponification reaction of the long chain or short chain fatty acids is allowed to proceed with the metal compound (s) at a temperature between 80 ° C and 90 ° C.
- the formed water is then evaporated by baking the mixture at a temperature of about 100 ° C to 200 ° C.
- the grease is then cooled by the remaining fraction of base oil.
- dimercaptothiadazole derivative and the sulfur fatty acid ester and any other additives are then incorporated at about 80 ° C.
- the consistency of a grease measures its hardness or fluidity at rest. It is quantified by the depth of penetration of a cone of dimensions and mass given. The fat is previously subjected to mixing. The conditions for measuring the consistency of a grease are defined by ASTM D 217.
- the fats are divided into 9 classes or 9 NLGI grades (National Lubricating Grease Institute) commonly used in the field of fats. These grades are shown in the table below.
- the greases according to the invention have a consistency of between 220 and 430 tenths of a millimeter according to the ASTM D217 standard, to cover the grades 00, 0, 1, 2 and 3.
- the greases according to the invention have a consistency of between 265 and 295 tenths of a millimeter according to the ASTM D217 standard, to cover the grade 2.
- the grease compositions according to the invention may also contain antioxidant additives, for example phenolic antioxidants, anti-rust additives, for example oxidized waxes or amine phosphates, anti-oxidant additives, corrosion such as tolyltriazoles.
- antioxidant additives for example phenolic antioxidants, anti-rust additives, for example oxidized waxes or amine phosphates, anti-oxidant additives, corrosion such as tolyltriazoles.
- the grease compositions according to the invention have good extreme-pressure performance.
- the grease compositions according to the invention have a weld load measured according to ASTM D2596 greater than 315 kg, preferably greater than or equal to 400 kg.
- the grease compositions according to the invention have a weld load measured according to DIN 51350/4 greater than 300 daN, preferably greater than or equal to 320 daN, more preferably greater than or equal to 340 daN.
- the grease compositions according to the invention are also very slightly corrosive, in particular with respect to metals or metal alloys, and more particularly with respect to copper.
- the grease compositions according to the invention only slightly tarnish the copper blades (classification 1 according to ASTM D4048) or only slightly tarnish the copper blades (classification 2 according to ASTM D4048).
- the grease compositions according to the invention in addition to having good extreme-pressure properties and not being corrosive with respect to metals and metal alloys, and more particularly with respect to copper, have an impact reduced on the environment.
- the greases according to the invention are biodegradable, non-bioaccumulative, non-toxic for aquatic environments and are renewable.
- the grease compositions according to the invention contain additives which do not present a danger for the environment and human health.
- the grease compositions according to the invention are free of halogenated organic compounds, nitrite compounds, metals or metal compounds other than sodium, potassium, magnesium, calcium, lithium and / or 'aluminum.
- the grease compositions according to the invention are not toxic to the aquatic environment.
- the grease compositions according to the invention have an aquatic toxicity of at least 1000 mg / l on algae, daphnids and fish according to the OECD 201, 202 and 203 standards.
- the main constituents of the fat that is to say those present at more than 5% by weight, relative to the total mass of the fat composition, such as the base oil, and the soap have an aquatic toxicity of at least 100 mg / l on algae and daphnids according to OECD 201 and 202.
- a constituent when a constituent has an aquatic toxicity of at least 100 mg / l on algae and daphnids according to OECD 201 and 202 (category D), that constituent may be present in fat at any concentration.
- the fat compositions according to the invention have a mass concentration of constituents having an aquatic toxicity of between 10 mg / l and 100 mg / l on algae and daphnids according to OECD 201 and 202 (category E), less than or equal to at 25%.
- the grease compositions according to the invention have a mass concentration of constituents having an aquatic toxicity of between 1 mg / l and 10 mg / l on algae and daphnids according to the standards OECD 201 and 202 (category F), less than or equal to 2%, preferably less than or equal to 1%. This only concerns the constituents of the fat whose mass concentration in the fat is greater than or equal to 0.1%.
- the grease compositions according to the invention are biodegradable and non-bioaccumulative.
- the grease compositions according to the invention have a mass concentration of constituents which are ultimately biodegradable in an aerobic medium (category A according to OECD 301A-F, OECD 306, OECD 301) of greater than 75%, a mass concentration of constituents intrinsically biodegradable in an aerobic environment (category B according to OECD 302B, OECD 302C) or non-biodegradable and non-bioaccumulative constituents (category C) up to 25%, and a mass concentration of non-biodegradable and accumulatable constituents (category X ) less than or equal to 0.1%.
- the grease compositions according to the invention contain at least 45% by weight, based on the total weight of grease composition, of carbon originating from renewable raw materials.
- the invention also relates to a method of lubricating with the grease compositions described above, said method comprising contacting the parts to be lubricated with the grease compositions described above.
- the invention finally relates to a lubricating composition
- a lubricating composition comprising at least one polyol ester base oil, at least one dimercaptothiadiazole derivative and at least one sulfur fatty acid ester, the amount of active sulfur at 150 ° C. according to the standard ASTM D1662 in mass provided by the sulfur fatty acid ester, relative to the total mass of fat composition, being greater than or equal to 0.17%.
- the polyol ester base oil has all the characteristics given above. It is the same for the dimercaptothiadiazole derivative and the fatty acid ester.
- the amounts used are those described in the present application and are expressed with respect to the total mass of lubricating composition rather than of fat composition.
- the lubricating compositions therefore include the same additives as the grease compositions except the soap.
- the viscosity of the lubricating compositions is that of the base oils. Lubricating compositions also have good extreme-pressure and anti-corrosion properties, while having a reduced impact on the
- Various fat compositions are prepared from: - lithium 12-hydroxystearate (thickener). Its aquatic toxicity is greater than 100 mg / l on algae and daphnids according to OECD 201 and 202 (category D). Its biodegradability is 83.8% according to OECD 301B (Category A).
- OECD 301B a derivative of dimercaptothiadiazole which is a mixture of the products of general formula (I) and (II), with R 1 and R 2 linear alkyl groups comprising an average carbon number of 12, n being equal to 1.
- Its toxicity is class E on algae and daphnids according to OECD 201 and 202, its biodegradability is category C according to OECD 301B.
- sulfur ester 1 - fatty acid methyl ester sulfur (sulfur ester 1), comprising 17% by weight, relative to the total weight of sulfur ester, sulfur and 48% by weight of active sulfur to
- sulfur ester 2 sulfur-containing fatty acid
- sulfur ester 2 sulfur ester 2
- 60% by weight of the sulfur ester, with respect to the total weight of sulfur ester has an aquatic toxicity of between 10 mg / l and 100 mg / l on algae and daphnids according to OECD 201 and 202 ( category E)
- 40% by weight of the sulfur ester has an aquatic toxicity of between 1 mg / l and 10 mg / l on algae and daphnids according to OECD 201 and 202 (category E).
- Its biodegradability is category C according to OECD 301B. It comprises 95% by weight of renewable carbon, based on the total weight of sulfur ester.
- OECD 301B trimethylolpropane ester and saturated fatty acids (base oil 1). Its kinematic viscosity at 100 ° C (ASTM D445) is 4.4 cSt, its kinematic viscosity at 40 ° C (ASTM D445) is 19.6 cSt. Its aquatic toxicity is greater than 100 mg / l on algae and daphnids according to OECD 201 and 202 (category D). Its biodegradability is 79% according to OECD 301B (Category A). It comprises 81% by mass of renewable carbon, relative to the total mass of sulfur ester.
- Octadecyl 3- (3,5-ditertiobutyl-4-hydroxyphenyl) propanoate (antioxidant 2). Its aquatic toxicity is greater than 100 mg / l on algae and daphnids according to OECD 201 and 202 (category D). Its biodegradability is class B according to OECD 301B.
- Oxidized hydrocarbon waxes (anti-corrosion 1). Its aquatic toxicity is between 10 mg / l and 100 mg / l on algae and daphnids according to OECD 201 and 202 (category E). Its biodegradability is 55% according to the OECD 301B standard (category B).
- OECD 301B Tolyltriazole (anti-corrosion 2). Its aquatic toxicity is between 1 mg / l and 10 mg / l on algae and daphnids according to OECD 201 and 202 (category F). Its biodegradability is 4% according to OECD 301B (category C).
- control fats and according to the invention have the following biochemical characteristics (Table II): Table II - Biochemical characteristics of fats
- control fats and according to the invention have the following performances (Table 1).
- the GTi to GT 4 grease compositions are control fats comprising both a dimercaptothadiazole derivative and a sulfur fatty acid ester but with active sulfur contents at 150 ° C low.
- the GTi to GT 4 grease compositions have a low weld load of 315 kg (ASTM D2596) or 280 or even 300 daN (DIN 51350/4).
- Gl fat compositions 5 and G are fats according to the invention comprising both a dimercaptothadiazole derivative and a fatty acid ester to sulfur but with active sulfur content to 150 ° C higher.
- Gl fat compositions 5 and G show improved weld load of 400 kg (ASTM D2596) of 320 or even 340 daN (DIN 51350/4).
- the GT 7 and GTg fat compositions are control fats containing no dimercaptothadiazole derivative, comprising only a sulfur fatty acid ester with active sulfur contents at 150 ° C.
- the GT 5 and GT 6 grease compositions have a low weld load of 315 kg (ASTM D2596) or 280 or even 300 daN (DIN 51350/4). The presence of the sulfur-containing fatty acid ester alone is not sufficient to obtain good extreme-pressure performance.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Fats And Perfumes (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1161861A FR2984350B1 (fr) | 2011-12-16 | 2011-12-16 | Composition de graisse |
PCT/EP2012/075654 WO2013087896A1 (fr) | 2011-12-16 | 2012-12-14 | Composition de graisse |
Publications (3)
Publication Number | Publication Date |
---|---|
EP2791298A1 true EP2791298A1 (fr) | 2014-10-22 |
EP2791298B1 EP2791298B1 (fr) | 2021-10-06 |
EP2791298B8 EP2791298B8 (fr) | 2023-01-18 |
Family
ID=47358227
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12801611.0A Active EP2791298B8 (fr) | 2011-12-16 | 2012-12-14 | Composition de graisse |
Country Status (10)
Country | Link |
---|---|
US (1) | US9951292B2 (fr) |
EP (1) | EP2791298B8 (fr) |
KR (1) | KR102018802B1 (fr) |
CN (1) | CN104053758B (fr) |
AR (1) | AR089274A1 (fr) |
BR (1) | BR112014014525A2 (fr) |
CA (1) | CA2858933C (fr) |
FR (1) | FR2984350B1 (fr) |
MX (1) | MX363061B (fr) |
WO (1) | WO2013087896A1 (fr) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103627488A (zh) * | 2013-11-18 | 2014-03-12 | 青岛广联达精密机械有限公司 | 一种新型防腐蚀切削液 |
CN103820197B (zh) * | 2014-03-04 | 2016-04-06 | 西南大学 | 一种全合成金属切削液 |
CN104651028A (zh) * | 2014-06-14 | 2015-05-27 | 柳州市安龙机械设备有限公司 | 切削液 |
EP3177700B1 (fr) * | 2014-08-06 | 2022-03-02 | The Lubrizol Corporation | Lubrifiant pour engrenages industriels comprenant un composant soufré biodégradable |
CN104342257B (zh) * | 2014-09-24 | 2018-04-13 | 中国石油化工股份有限公司 | 精密铜带轧制油组合物及其用途 |
CN104293443B (zh) * | 2014-09-24 | 2018-04-13 | 中国石油化工股份有限公司 | 轧制乳化油组合物及其用途 |
CN104479833A (zh) * | 2014-12-17 | 2015-04-01 | 江苏鑫露新材料股份有限公司 | 一种高效能安全环保全合成切削液及其制备方法 |
CN104450145A (zh) * | 2014-12-30 | 2015-03-25 | 马艳荣 | 一种水基切削液及其制备方法 |
CN104531312B (zh) * | 2015-01-15 | 2017-06-16 | 欧润思特(北京)科技有限公司 | 一种用在电火花线切割过程中的半合成介质及其制备方法 |
CN104818102A (zh) * | 2015-03-19 | 2015-08-05 | 柳州市永益机械制造有限公司 | 电火花线切割加工工作液 |
CN105038919A (zh) * | 2015-06-19 | 2015-11-11 | 重庆电子工程职业学院 | 一种机床用切削液 |
CN105087129A (zh) * | 2015-08-26 | 2015-11-25 | 深圳市奥科宝特种油剂有限公司 | 一种用于镁合金切削加工的半合成微乳化切削液 |
CN105199828B (zh) * | 2015-09-25 | 2018-07-03 | 山东豪马克石油科技股份有限公司 | 一种环保型水溶性金属加工切削液 |
CN105296131B (zh) * | 2015-11-19 | 2019-08-16 | 诺泰生物科技(合肥)有限公司 | 一种不含氯、硫、磷的高极压全合成切削液及其制备方法 |
CN106065355A (zh) * | 2016-06-04 | 2016-11-02 | 武汉汇智通达科技有限公司 | 一种先进制造冷却加工液制备及循环利用方法 |
CN106085565A (zh) * | 2016-06-15 | 2016-11-09 | 安徽有通玻璃有限公司 | 一种微晶玻璃加工用微乳化切削液 |
CN106085578A (zh) * | 2016-06-15 | 2016-11-09 | 安徽有通玻璃有限公司 | 一种玻璃加工冷却液 |
CN106047455A (zh) * | 2016-06-24 | 2016-10-26 | 朱玉俊 | 一种防锈透明切削液的配方 |
CN106085575A (zh) * | 2016-06-29 | 2016-11-09 | 西华大学 | 一种水基型金属切削液及其制备方法 |
KR20220056295A (ko) | 2020-10-27 | 2022-05-06 | 주식회사 루브캠코리아 | 과염기화된 술폰산칼슘을 이용한 하이브리드 그리스 조성물 및 그 제조방법 |
CN113430034A (zh) * | 2021-06-30 | 2021-09-24 | 苏州安美润滑科技有限公司 | 冲压成型油及其制备方法 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5595965A (en) * | 1996-05-08 | 1997-01-21 | The Lubrizol Corporation | Biodegradable vegetable oil grease |
US6316392B1 (en) | 1997-01-31 | 2001-11-13 | Elisha Technologies Co Llc | Corrosion resistant lubricants greases and gels |
JP4004276B2 (ja) * | 2001-11-21 | 2007-11-07 | 株式会社松村石油研究所 | グリース組成物 |
JP2005248034A (ja) | 2004-03-04 | 2005-09-15 | Ntn Corp | グリース組成物およびその製造方法ならびに該グリース組成物封入転がり軸受 |
US20060025314A1 (en) * | 2004-07-28 | 2006-02-02 | Afton Chemical Corporation | Power transmission fluids with enhanced extreme pressure and antiwear characteristics |
JP2008208240A (ja) * | 2007-02-27 | 2008-09-11 | Cosmo Sekiyu Lubricants Kk | 生分解性グリース組成物 |
JP5330773B2 (ja) * | 2008-07-07 | 2013-10-30 | 昭和シェル石油株式会社 | 樹脂潤滑用グリース組成物 |
WO2010018148A2 (fr) * | 2008-08-11 | 2010-02-18 | Shell Internationale Research Maatschappij B.V. | Composition lubrifiante |
FR2942627B1 (fr) | 2009-02-27 | 2011-05-06 | Total Raffinage Marketing | Composition de graisse |
EP2290035A1 (fr) | 2009-07-27 | 2011-03-02 | Total Petrochemicals Research Feluy | Procédé de production de bio-naphta à partir de mélanges complexes de gras et huiles à occurrence naturelle |
EP2290045A1 (fr) | 2009-07-27 | 2011-03-02 | Total Petrochemicals Research Feluy | Procédé de production de bio-naphta à partir de mélanges complexes de gras et huiles à occurrence naturelle |
FR2968670B1 (fr) | 2010-12-13 | 2013-01-04 | Total Raffinage Marketing | Composition de graisse |
FR2968669B1 (fr) * | 2010-12-13 | 2014-02-28 | Total Raffinage Marketing | Composition de graisse |
-
2011
- 2011-12-16 FR FR1161861A patent/FR2984350B1/fr active Active
-
2012
- 2012-12-14 BR BR112014014525A patent/BR112014014525A2/pt not_active Application Discontinuation
- 2012-12-14 WO PCT/EP2012/075654 patent/WO2013087896A1/fr active Application Filing
- 2012-12-14 EP EP12801611.0A patent/EP2791298B8/fr active Active
- 2012-12-14 AR ARP120104757A patent/AR089274A1/es not_active Application Discontinuation
- 2012-12-14 CA CA2858933A patent/CA2858933C/fr active Active
- 2012-12-14 US US14/365,414 patent/US9951292B2/en active Active
- 2012-12-14 CN CN201280061788.6A patent/CN104053758B/zh active Active
- 2012-12-14 MX MX2014007281A patent/MX363061B/es unknown
- 2012-12-14 KR KR1020147019870A patent/KR102018802B1/ko active IP Right Grant
Non-Patent Citations (2)
Title |
---|
None * |
See also references of WO2013087896A1 * |
Also Published As
Publication number | Publication date |
---|---|
EP2791298B1 (fr) | 2021-10-06 |
FR2984350B1 (fr) | 2015-02-27 |
MX2014007281A (es) | 2014-08-01 |
KR20140107486A (ko) | 2014-09-04 |
US9951292B2 (en) | 2018-04-24 |
CN104053758B (zh) | 2017-10-20 |
KR102018802B1 (ko) | 2019-09-05 |
EP2791298B8 (fr) | 2023-01-18 |
BR112014014525A2 (pt) | 2017-06-13 |
AR089274A1 (es) | 2014-08-13 |
FR2984350A1 (fr) | 2013-06-21 |
CA2858933C (fr) | 2020-07-14 |
CA2858933A1 (fr) | 2013-06-20 |
US20150005209A1 (en) | 2015-01-01 |
WO2013087896A1 (fr) | 2013-06-20 |
MX363061B (es) | 2019-03-06 |
CN104053758A (zh) | 2014-09-17 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2791298B1 (fr) | Composition de graisse | |
EP2346970B1 (fr) | Compositions lubrifiantes pour transmissions | |
EP2652099B1 (fr) | Composition de graisse | |
EP3110929B1 (fr) | Composition lubrifiante à base de nanoparticules métalliques | |
MX2010013119A (es) | Composicion de lubricante basada en materias primas naturales y renovables. | |
CA2820456A1 (fr) | Composition de graisse comprenant un dithiocarbamate de molybdene et du graphite | |
WO2010097778A1 (fr) | Composition de graisse | |
EP3027719A1 (fr) | Compositions lubrifiantes pour transmissions | |
EP2791297B1 (fr) | Composition de graisse | |
EP3947610A1 (fr) | Utilisation d'une composition lubrifiante pour transmission | |
WO2018138261A1 (fr) | Utilisation d'un ester d'acide lipoique comme additif anti-usure et/ou modificateur de friction | |
WO2023194332A1 (fr) | Graisses lubrifiantes biodégradables | |
FR3062387A1 (fr) | Dilipoate de dimere(s) diol et son utilisation comme additif | |
FR3027915A1 (fr) | Compositions lubrifiantes comportant un alternatif a l'adipate de di-isotridecyle |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20140613 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
DAX | Request for extension of the european patent (deleted) | ||
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: EXAMINATION IS IN PROGRESS |
|
17Q | First examination report despatched |
Effective date: 20181126 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: EXAMINATION IS IN PROGRESS |
|
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: GRANT OF PATENT IS INTENDED |
|
RIC1 | Information provided on ipc code assigned before grant |
Ipc: C10N 30/00 20060101ALN20210209BHEP Ipc: C10N 10/02 20060101ALN20210209BHEP Ipc: C10N 40/25 20060101ALN20210209BHEP Ipc: C10M 169/02 20060101AFI20210209BHEP Ipc: C10N 10/04 20060101ALN20210209BHEP Ipc: C10N 30/06 20060101ALN20210209BHEP Ipc: C10M 169/06 20060101ALI20210209BHEP Ipc: C10N 50/10 20060101ALN20210209BHEP Ipc: C10N 40/08 20060101ALN20210209BHEP Ipc: C10N 20/02 20060101ALN20210209BHEP Ipc: C10N 30/12 20060101ALN20210209BHEP |
|
INTG | Intention to grant announced |
Effective date: 20210302 |
|
GRAJ | Information related to disapproval of communication of intention to grant by the applicant or resumption of examination proceedings by the epo deleted |
Free format text: ORIGINAL CODE: EPIDOSDIGR1 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: EXAMINATION IS IN PROGRESS |
|
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: GRANT OF PATENT IS INTENDED |
|
INTC | Intention to grant announced (deleted) | ||
RIC1 | Information provided on ipc code assigned before grant |
Ipc: C10M 169/02 20060101AFI20210414BHEP Ipc: C10M 169/06 20060101ALI20210414BHEP Ipc: C10N 10/02 20060101ALN20210414BHEP Ipc: C10N 10/04 20060101ALN20210414BHEP Ipc: C10N 20/02 20060101ALN20210414BHEP Ipc: C10N 30/00 20060101ALN20210414BHEP Ipc: C10N 30/06 20060101ALN20210414BHEP Ipc: C10N 30/12 20060101ALN20210414BHEP Ipc: C10N 40/08 20060101ALN20210414BHEP Ipc: C10N 40/25 20060101ALN20210414BHEP Ipc: C10N 50/10 20060101ALN20210414BHEP |
|
INTG | Intention to grant announced |
Effective date: 20210507 |
|
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: BARC, XAVIER Inventor name: GENET, NICOLE |
|
GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE PATENT HAS BEEN GRANTED |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D Free format text: NOT ENGLISH |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP Ref country code: AT Ref legal event code: REF Ref document number: 1436234 Country of ref document: AT Kind code of ref document: T Effective date: 20211015 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: FG4D Free format text: LANGUAGE OF EP DOCUMENT: FRENCH |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R096 Ref document number: 602012076865 Country of ref document: DE |
|
REG | Reference to a national code |
Ref country code: LT Ref legal event code: MG9D |
|
REG | Reference to a national code |
Ref country code: NL Ref legal event code: FP |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: MK05 Ref document number: 1436234 Country of ref document: AT Kind code of ref document: T Effective date: 20211006 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: RS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: LT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: FI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: BG Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20220106 Ref country code: AT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20220206 Ref country code: SE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: PT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20220207 Ref country code: PL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: NO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20220106 Ref country code: LV Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: HR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: GR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20220107 Ref country code: ES Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R097 Ref document number: 602012076865 Country of ref document: DE |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SM Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: SK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: RO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: MC Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: EE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: DK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 Ref country code: CZ Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed |
Effective date: 20220707 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20220106 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20211214 Ref country code: IE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20211214 Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20220106 Ref country code: AL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 |
|
PLAA | Information modified related to event that no opposition was filed |
Free format text: ORIGINAL CODE: 0009299DELT |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20211231 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20211231 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PK Free format text: RECTIFICATION B8 |
|
R26N | No opposition filed (corrected) |
Effective date: 20220707 |
|
RAP4 | Party data changed (patent owner data changed or rights of a patent transferred) |
Owner name: TOTALENERGIES ONETECH |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: HU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO Effective date: 20121214 Ref country code: CY Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 |
|
P01 | Opt-out of the competence of the unified patent court (upc) registered |
Effective date: 20230525 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 20231220 Year of fee payment: 12 Ref country code: IT Payment date: 20231228 Year of fee payment: 12 Ref country code: FR Payment date: 20231221 Year of fee payment: 12 Ref country code: DE Payment date: 20231214 Year of fee payment: 12 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 20231220 Year of fee payment: 12 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20211006 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R081 Ref document number: 602012076865 Country of ref document: DE Owner name: TOTALENERGIES ONETECH, FR Free format text: FORMER OWNER: TOTAL RAFFINAGE MARKETING, PUTEAUX, FR |