CN109790321A - 金属加工用非氯化的烷氧基化醇磷酸酯 - Google Patents
金属加工用非氯化的烷氧基化醇磷酸酯 Download PDFInfo
- Publication number
- CN109790321A CN109790321A CN201780057938.9A CN201780057938A CN109790321A CN 109790321 A CN109790321 A CN 109790321A CN 201780057938 A CN201780057938 A CN 201780057938A CN 109790321 A CN109790321 A CN 109790321A
- Authority
- CN
- China
- Prior art keywords
- working compositions
- metal working
- group
- metal
- cation
- 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.)
- Pending
Links
- 229910019142 PO4 Inorganic materials 0.000 title claims description 15
- 239000010452 phosphate Substances 0.000 title claims description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title claims description 10
- 239000002131 composite material Substances 0.000 title description 14
- 239000011248 coating agent Substances 0.000 title description 12
- 238000000576 coating method Methods 0.000 title description 12
- 239000000203 mixture Substances 0.000 claims abstract description 46
- 238000005555 metalworking Methods 0.000 claims abstract description 40
- 239000000654 additive Substances 0.000 claims abstract description 31
- 230000000996 additive effect Effects 0.000 claims abstract description 23
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 16
- 150000001768 cations Chemical group 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 239000001257 hydrogen Chemical group 0.000 claims abstract description 12
- 229910052739 hydrogen Chemical group 0.000 claims abstract description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910019153 PO4−n Inorganic materials 0.000 claims abstract description 8
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract 4
- 238000000034 method Methods 0.000 claims description 42
- 229910052751 metal Inorganic materials 0.000 claims description 30
- 239000002184 metal Substances 0.000 claims description 30
- 238000012545 processing Methods 0.000 claims description 22
- -1 styrol phenols Chemical class 0.000 claims description 17
- 239000000126 substance Substances 0.000 claims description 11
- 239000003921 oil Substances 0.000 claims description 10
- 235000019198 oils Nutrition 0.000 claims description 10
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 claims description 6
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 6
- 239000011777 magnesium Substances 0.000 claims description 6
- 229910052749 magnesium Inorganic materials 0.000 claims description 6
- 229940055577 oleyl alcohol Drugs 0.000 claims description 6
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 5
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 239000002480 mineral oil Substances 0.000 claims description 5
- 235000010446 mineral oil Nutrition 0.000 claims description 5
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 5
- 239000008158 vegetable oil Substances 0.000 claims description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 4
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 4
- 244000060011 Cocos nucifera Species 0.000 claims description 4
- 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 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 4
- 239000005642 Oleic acid Substances 0.000 claims description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- 150000004982 aromatic amines Chemical class 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 239000011575 calcium Substances 0.000 claims description 4
- 229910052791 calcium Inorganic materials 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229940031098 ethanolamine Drugs 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical group [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 claims description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 4
- 229910052744 lithium Inorganic materials 0.000 claims description 4
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 239000005977 Ethylene Substances 0.000 claims description 3
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 claims description 3
- 235000021355 Stearic acid Nutrition 0.000 claims description 3
- 125000001118 alkylidene group Chemical group 0.000 claims description 3
- 238000005553 drilling Methods 0.000 claims description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 3
- 238000004080 punching Methods 0.000 claims description 3
- 239000008117 stearic acid Substances 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 229910000831 Steel Inorganic materials 0.000 claims description 2
- 229910045601 alloy Inorganic materials 0.000 claims description 2
- 239000000956 alloy Substances 0.000 claims description 2
- 239000004411 aluminium Substances 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 239000002905 metal composite material Substances 0.000 claims description 2
- 230000026731 phosphorylation Effects 0.000 claims description 2
- 238000006366 phosphorylation reaction Methods 0.000 claims description 2
- 239000010959 steel Substances 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 6
- 229910021529 ammonia Inorganic materials 0.000 claims 3
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 claims 2
- 150000003973 alkyl amines Chemical class 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 229960004195 carvedilol Drugs 0.000 claims 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 238000006886 vinylation reaction Methods 0.000 claims 1
- 235000021317 phosphate Nutrition 0.000 description 13
- 239000012188 paraffin wax Substances 0.000 description 9
- 239000002585 base Substances 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 229940125904 compound 1 Drugs 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 239000005662 Paraffin oil Substances 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 239000002199 base oil Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 229940125782 compound 2 Drugs 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 125000003158 alcohol group Chemical group 0.000 description 2
- 239000008199 coating composition Substances 0.000 description 2
- 229940126214 compound 3 Drugs 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 description 1
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 229910000960 colored gold Inorganic materials 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 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 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- GOLXNESZZPUPJE-UHFFFAOYSA-N spiromesifen Chemical compound CC1=CC(C)=CC(C)=C1C(C(O1)=O)=C(OC(=O)CC(C)(C)C)C11CCCC1 GOLXNESZZPUPJE-UHFFFAOYSA-N 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 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
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B21—MECHANICAL METAL-WORKING WITHOUT ESSENTIALLY REMOVING MATERIAL; PUNCHING METAL
- B21D—WORKING OR PROCESSING OF SHEET METAL OR METAL TUBES, RODS OR PROFILES WITHOUT ESSENTIALLY REMOVING MATERIAL; PUNCHING METAL
- B21D37/00—Tools as parts of machines covered by this subclass
- B21D37/18—Lubricating, e.g. lubricating tool and workpiece simultaneously
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- 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
- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
-
- 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
- C10M137/06—Metal salts
-
- 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
- C10M137/08—Ammonium or amine salts
-
- 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
- C10M153/00—Lubricating compositions characterised by the additive being a macromolecular compound containing phosphorus
- C10M153/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/02—Well-defined aliphatic compounds
- C10M2203/022—Well-defined aliphatic compounds saturated
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions 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
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/401—Fatty vegetable or animal oils 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/042—Metal salts 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/043—Ammonium or amine salts 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
- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
-
- 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
- C10N2030/64—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
- C10N2040/20—Metal working
-
- 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
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
-
- 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
- C10N2040/20—Metal working
- C10N2040/24—Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
-
- 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
- C10N2040/20—Metal working
- C10N2040/244—Metal working of specific metals
-
- 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
- C10N2040/20—Metal working
- C10N2040/244—Metal working of specific metals
- C10N2040/245—Soft metals, e.g. aluminum
-
- 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
- C10N2040/20—Metal working
- C10N2040/244—Metal working of specific metals
- C10N2040/246—Iron or steel
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本申请提供了改良的金属加工组合物。该组合物包含由式I定义的添加剂：[R1‑(CO)yO(CH2CHR2O)z]nPO4‑nX3‑n式I其中：R1为包括至少10个至多24个碳的饱和或不饱和的、支链或直链的烷烃基或芳烃基；各R2独立地选自H和1至5个碳的烷基；X为阳离子或氢；y为0或1；z为1至20的整数；并且n为1或2。
Description
相关申请的交叉引用
本申请要求于2016年9月20日提交的待审美国临时专利申请No.62/396,911的优先权，该专利申请通过引用并入本文。
背景技术
本发明涉及改良的金属加工添加剂。更具体而言，本发明涉及金属加工用非氯化的烷氧基化醇磷酸酯。
虽然在成本和性能方面，氯化石蜡(CP)已经是高效金属加工添加剂，但是近一个世纪以来CP的持续使用受到了美国环境保护局(EPA)的限制。从1985年开始，短链CP被列入EPA的有毒排放清单中。最近，中链CP受到类似的审查，并且在不久的将来可能会禁止中链CP的继续使用。
虽然CP在使用中具有成本优势，但是要除去这些中等粘度至高粘度的添加剂既困难又昂贵。此外，根据美国资源保护和回收法(RCRA)，将含有这些化学物质的废液被归类为有害废物。CP被分类为可在环境中持久存在，因此生物积累的可能性高。
对于不含氯化物的金属加工添加剂存在很大的需求。遗憾的是，这些材料一直缺乏活性。本文提供了改良的金属加工添加剂。
发明内容
本发明涉及改良的金属加工添加剂。
更具体而言，本发明涉及一种改良的金属加工添加剂，该金属加工添加剂不含氯化物，并且据认为比现有技术的添加剂毒性低。已知磷酸酯(如本发明的磷酸酯)易于生物降解。
本发明的一个特定特征为能够用水进行该金属加工添加剂的去除和处理。
本发明的另一个特定特征为该金属加工添加剂适用于水基系统或油基系统。
如将实现的，这些和其他实施方案提供了改良的金属加工组合物，该改良的金属加工组合物包含由式I定义的添加剂：
[R1-(CO)yO(CH2CHR2O)z]nPO4-nX3-n
式I
其中：
R1为包括至少10个至多24个碳的饱和或不饱和的、支链或直链的烷烃基或芳烃基；
各R2独立地选自H和1至5个碳的烷基；
X为阳离子或氢；
y为0或1；
z为1至20的整数；并且
n为1或2。
另一个实施方案提供了形成金属加工组合物的方法，该方法包括：
对如下定义的醇进行烷氧基化：
R1OH；
或对如下定义的羧酸进行烷氧基化：
R1COOH；
以及使用磷酸酯终止烷氧基化醇，从而得到式I的化合物：
[R1-(CO)yO(CH2CHR2O)z]nPO4-nX3-n
式I
其中：
R1为包括至少10个至多24个碳的饱和或不饱和的、支链或直链的烷烃基或芳烃基；
各R2独立地选自H和1至5个碳的烷基；
X为阳离子或氢；
y为0或1；
z为1至20的整数；并且
n为1或2。
另一个实施方案提供了加工金属的方法，该方法包括：
将金属加工组合物涂布到所述金属上，其中所述金属组合物包含由式I定义的添加剂：
[R1-(CO)yO(CH2CHR2O)z]nPO4-nX3-n
式I
其中：
R1为包括至少10个至多24个碳的饱和或不饱和的、支链或直链的烷烃基或芳烃基；
各R2独立地选自H和1至5个碳的烷基；
X为阳离子或氢；
y为0或1；
z为1至20的整数；并且
n为1或2；
以及
对所述金属进行冲压、钻孔或成形。
具体实施方式
本发明涉及金属加工用改良的添加剂。更具体而言，本发明涉及磷酸酯化烷氧基化中长链醇。
改良的添加剂由式I定义：
[R1-(CO)yO(CH2CHR2O)z]nPO4-nX3-n
式I
其中：
R1为包括至少10个至多24个碳的饱和或不饱和的、支链或直链的烷烃基或芳烃基；
各R2独立地选自H和1至5个碳的烷基；
X为阳离子或氢；
y为0或1；
z为1至20的整数；并且
n为1或2；
通过对定义为R1OH的醇或定义为R1COOH的羧酸进行烷氧基化，然后形成末端磷酸酯，从而形成改良的添加剂。烷氧基化是本领域技术人员所熟知的，并且不需要进一步讨论对醇或羧酸进行烷氧基化的反应条件。在式I中，下标y为0是通过醇的烷氧基化而实现的，而下标y为1是通过羧酸的烷氧基化而实现的。本领域已知烷氧基化使烷氧基统计平均分布在各分子上，而不是均匀分布在各分子上。因此，应当将烷氧基数量的表示理解为具有或多或少烷氧基的分子的统计分布的平均值。
烷氧基化后末端磷酸酯的形成是本领域技术人员所熟知的，并且不需要反应的进一步详细描述。可以通过在升高的温度下与诸如聚磷酸之类的磷酸化试剂反应或与五氧化二磷反应来完成末端磷酸酯的形成。已知末端磷酸酯的形成会产生一些小部分的副产物，如存在一个磷酸反应物具有两个烷氧基化醇部分的分子。在本发明的一个实施方案中，将诸如polyphos 115％之类的聚磷酸酯用于磷酸化步骤。该反应主要产生单取代的磷酸酯产物(n＝1)，伴随少量二取代的磷酸酯化合物(n＝2)以及一些残留的磷酸。如果使用五氧化二磷，则将得到较高产率的二取代和三取代磷酸酯。虽然这些更高取代度的磷酸酯是本发明的一部分，但已发现在大多数情况中，单取代的磷酸酯化合物可得到改善的结果。
R1优选为烷基或亚烷基。特别优选的R1为油醇、油酸、硬脂酸、硬脂醇、椰子脂肪酸、苯乙烯化酚类或妥尔油脂肪酸的那些有机残基。R1可以为直链的或支链的，直链的为优选的，并且油烯基为特别优选的。
R2优选为-H或-CH3。各R2优选为-H和-CH3的混合物。在另一个优选的实施方案中，至少一个R2为-CH3。在特别优选的实施方案中，至多10个R2基团为-CH3，并且更优选3至7个R2基团为-CH3。在另一个优选的实施方案中，至多10个R2基团为-H，并且更优选1至3个R2基团为-H。相似的R2基团可以按嵌段排列或随机排列。例如，如以下部分所示，当R2为-H和-CH3基团的混合物时，-H基团可处于嵌段中，并且-CH3基团可处于嵌段中：
-(CH2CH2O)a(CH2CHCH3O)b-
其中a和b合起来的总和代表整数z。可以通过使合适的醇或酸与环氧乙烷或环氧丙烷反应，以得到烷氧基化链。可以以逐步的方式添加这些氧化物，以得到封端的烷氧基化物，或者可以预先混合这些氧化物，以得到统计混合物。
由整数z表示的烷氧基的数量更优选为至少4至多14。
由X表示的阳离子优选为选自由氢(该情况下为非中性磷酸酯)、钠、钾、铵、钙、镁、锂和胺所组成的组中的物质的阳离子。特别优选的是氢阳离子或非中性磷酸酯。特别优选的是芳香胺或烷基胺的阳离子，并且乙醇胺和亚乙基胺的阳离子是特别优选的。
改良的添加剂优选用于包含基础油的金属加工用组合物中。特别优选的基础油包括矿物油、植物油和合成油。改良的添加剂优选占约1重量％至约20重量％，余量为基础油和本领域已知的其他添加剂。优选地，金属加工用组合物包含约80重量％至约99重量％的基础油。
改良的添加剂具有非粘性的、易于使用的中等粘度。改良的添加剂可溶于范围广泛的基础流体，所述基础流体包括矿物油和植物油及酯类。改良的添加剂还与其他的极压添加剂和润滑添加剂(如酯类、硫化脂肪和硫化烃类)兼容。
使用碱性清洁剂能够易于除去本发明的酸官能团。利用常见的矿物碱和有机碱简单中和该酸也能够用于可乳化的、水可延展的金属加工制剂中。
与纯乙氧基化类似物相比，混合的烷氧基化对4球磨损性能(4-Ball wearperformance)的影响具有令人惊讶的优点。虽然式I中仅使用环氧乙烷的制剂适用于金属加工应用，但环氧丙烷的掺入得到了改良的性能。此外，醇链中的不饱和度具有性能益处，这与润滑应用的预期相反。同样地，具有低粘度至中等粘度的添加剂的强的4球磨损性能与本领域的预期相反。改良的添加剂特别适合与其他润滑添加剂和薄膜强度改良剂(如较高粘度的酯类、脂肪和/或烃类)组合使用，从而扩展了用于重型金属成形应用的用途。
本发明的添加剂适用于任意金属。本发明的添加剂特别适用于黑色金属和有色金属的冲压、钻孔和成形。本发明的添加剂特别适用于铝、铜、镁、铁、钢和铁基合金。
实施例
实施例1
使油醇与五摩尔当量的环氧丙烷反应，然后与1.5摩尔的环氧乙烷反应，以生成丙氧基化且乙氧基化的醇。然后使该物质与0.33摩尔当量的PPA 115聚磷酸反应，以生成化合物1。
实施例2
根据ASTM D2783-03对化合物1进行4球磨损试验。将化合物1以10重量％与Saybolt Universal Second(SUS)粘度为100的石蜡油混合，并且与也以10重量％使用的中链氯化石蜡进行比较。如表1所示，中链氯化石蜡的负荷磨损指数为41kgf并且焊接负荷为200kg。如表1所示，化合物1的负荷磨损指数高于216kgf并且焊接负荷高于620kg。这优于添加有2.6重量％磷的市售可得的氯化石蜡替代品。
实施例3
使用石蜡油中含有5％化合物1来重复实施例1的步骤，并且相对于石蜡油中含有5％氯化石蜡进行试验。中链氯化石蜡的负荷磨损指数为57kgf并且焊接负荷为315kg。化合物1的负荷磨损指数为77kgf并且焊接负荷高于380kg。
实施例4
为了评价结构变化的影响，在以下条件下进行上述试验：由P2O5而不是聚磷酸制备该物质(化合物2)，使用饱和硬脂醇代替油醇制备该物质(化合物3)，以及使用五摩尔环氧乙烷代替环氧乙烷/环氧丙烷混合物制备该物质(化合物4)。如表1所示，化合物2至4也表现为优于氯化石蜡。
表1
| 10％装入100 SUS石蜡油 | 负荷磨损指数(kgf) | 焊接负荷(kg) |
| 中链氯化石蜡 | 41 | 200 |
| 商业标准 | 219 | >620 |
| 化合物1 | >216 | >620 |
| 化合物2 | 80 | 315 |
| 化合物3 | 97 | 315 |
| 化合物4 | 157 | >620 |
已经参照优选实施方案对本发明进行了说明，但不限于此。可以实现另外的实施方案和改进，虽然在本文中没有具体阐述这些实施方案和改进，但是由于在所附权利要求中进行了更具体地阐述，因而这些实施方案和改进在本发明的范围内。
Claims (53)
1.一种改良的金属加工组合物，其包含由式I定义的添加剂：
[R1-(CO)yO(CH2CHR2O)z]nPO4-nX3-n
式I
其中：
R1为包括至少10个至多24个碳的饱和或不饱和的、支链或直链的烷烃基或芳烃基；
各R2独立地选自H和1至5个碳的烷基；
X为阳离子或氢；
y为0或1；
z为1至20的整数；并且
n为1或2。
2.根据权利要求1所述的改良的金属加工组合物，其中所述R1选自由烷基和亚烷基所组成的组中。
3.根据权利要求2所述的改良的金属加工组合物，其中所述R1为直链的或支链的。
4.根据权利要求3所述的改良的金属加工组合物，其中所述R1选自由油醇；油酸、硬脂酸、苯乙烯化酚类、椰子脂肪酸或妥尔脂肪酸所组成的组中。
5.根据权利要求1所述的改良的金属加工组合物，其中各所述R2独立地选自由-H和-CH3所组成的组中。
6.根据权利要求5所述的改良的金属加工组合物，其中至多10个R2基团为-CH3。
7.根据权利要求6所述的改良的金属加工组合物，其中3至7个R2基团为-CH3。
8.根据权利要求5所述的改良的金属加工组合物，其中至多10个R2基团为-H。
9.根据权利要求8所述的改良的金属加工组合物，其中1至3个R2基团为-CH3。
10.根据权利要求1所述的改良的金属加工组合物，其中所述z为至少4至多14。
11.根据权利要求1所述的改良的金属加工组合物，其中所述X为选自由氢、钠、钾、氨、钙、镁、锂和胺所组成的组中的物质的阳离子。
12.根据权利要求11所述的改良的金属加工组合物，其中所述X为氢阳离子。
13.根据权利要求11所述的改良的金属加工组合物，其中所述X为芳香胺或烷基胺的阳离子。
14.根据权利要求13所述的改良的金属加工组合物，其中所述X为乙醇胺或亚乙基胺的阳离子。
15.根据权利要求1所述的改良的金属加工组合物，其中所述y为0。
16.根据权利要求1所述的改良的金属加工组合物，进一步包含矿物油、植物油或合成油。
17.根据权利要求16所述的改良的金属加工组合物，其包含至少1重量％至多20重量％的所述式I。
18.一种形成金属加工组合物的方法，该方法包括：
对如下定义的醇进行烷氧基化：
R1OH；
或对如下定义的羧酸进行烷氧基化：
R1COOH；
以及使用磷酸酯终止烷氧基化醇，从而得到式I的化合物：
[R1-(CO)yO(CH2CHR2O)z]nPO4-nX3-n
式I
其中：
R1为包括至少10个至多24个碳的饱和或不饱和的、支链或直链的烷烃基或芳烃基；
各R2独立地选自H和1至5个碳的烷基；
X为阳离子或氢；
y为0或1；
z为1至20的整数；并且
n为1或2。
19.根据权利要求18所述的形成金属加工组合物的方法，其中所述R1选自由烷基和亚烷基所组成的组中。
20.根据权利要求19所述的形成金属加工组合物的方法，其中所述R1为直链的或支链的。
21.根据权利要求20所述的形成金属加工组合物的方法，其中所述R1选自由油醇；油酸、硬脂酸、苯乙烯化酚类、椰子脂肪酸或妥尔油脂肪酸所组成的组中。
22.根据权利要求18所述的形成金属加工组合物的方法，其中各所述R2独立地选自由-H和-CH3所组成的组中。
23.根据权利要求22所述的形成金属加工组合物的方法，其中至多10个R2基团为-CH3。
24.根据权利要求23所述的形成金属加工组合物的方法，其中3至7个R2基团为-CH3。
25.根据权利要求22所述的形成金属加工组合物的方法，其中至多10个R2基团为-H。
26.根据权利要求25所述的形成金属加工组合物的方法，其中1至3个R2基团为-CH3。
27.根据权利要求18所述的形成金属加工组合物的方法，其中所述z为至少4至多14。
28.根据权利要求18所述的形成金属加工组合物的方法，其中所述X为选自由氢、钠、钾、氨、钙、镁、锂和胺所组成的组中的物质的阳离子。
29.根据权利要求28所述的形成金属加工组合物的方法，其中所述X为氢阳离子。
30.根据权利要求28所述的形成金属加工组合物的方法，其中所述X为芳香胺或烷基胺的阳离子。
31.根据权利要求30所述的形成金属加工组合物的方法，其中所述X为乙醇胺或亚乙基胺的阳离子。
32.根据权利要求18所述的形成金属加工组合物的方法，其中所述y为0。
33.根据权利要求18所述的形成金属加工组合物的方法，进一步包括矿物油、植物油或合成油。
34.根据权利要求33所述的形成金属加工组合物的方法，其包括至少1重量％至多20重量％的所述式I。
35.根据权利要求18所述的形成金属加工组合物的方法，其中所述终止包括与选自由多磷酸和磷酸的低聚物形式所组成的组中的磷酸化试剂进行反应。
36.一种加工金属的方法，包括：
将金属加工组合物涂布到所述金属上，其中所述金属组合物包含由式I定义的添加剂：
[R1-(CO)yO(CH2CHR2O)z]nPO4-nX3-n
式I
其中：
R1为包括至少10个至多24个碳的饱和或不饱和的、支链或直链的烷烃基或芳烃基；
各R2独立地选自H和1至5个碳的烷基；
X为阳离子或氢；
y为0或1；
z为1至20的整数；并且
n为1或2；
以及
对所述金属进行冲压、钻孔或成形。
37.根据权利要求36所述的加工金属的方法，其中所述金属选自由铝、铜、镁、铁、钢或铁基合金所组成的组。
38.根据权利要求36所述的加工金属的方法，其中所述R1选自由烷基和亚烷基所组成的组。
39.根据权利要求38所述的加工金属的方法，其中所述R1为直链的或支链的。
40.根据权利要求39所述的加工金属的方法，其中所述R1选自由油醇；油酸、硬脂酸、苯乙烯化酚类、椰子脂肪酸或妥尔油脂肪酸所组成的组。
41.根据权利要求36所述的加工金属的方法，其中各所述R2独立地选自由-H和-CH3所组成的组。
42.根据权利要求41所述的加工金属的方法，其中至多10个R2基团为-CH3。
43.根据权利要求42所述的加工金属的方法，其中3至7个R2基团为-CH3。
44.根据权利要求41所述的加工金属的方法，其中至多10个R2基团为-H。
45.根据权利要求44所述的加工金属的方法，其中1至3个R2基团为-CH3。
46.根据权利要求36所述的加工金属的方法，其中所述z为至少4至多14。
47.根据权利要求36所述的加工金属的方法，其中所述X为选自由氢、钠、钾、氨、钙、镁、锂和胺所组成的组中的物质的阳离子。
48.根据权利要求47所述的加工金属的方法，其中所述X为氢阳离子。
49.根据权利要求47所述的加工金属的方法，其中所述X为芳香胺或烷基胺的阳离子。
50.根据权利要求49所述的加工金属的方法，其中所述X为乙醇胺或亚乙基胺的阳离子。
51.根据权利要求36所述的加工金属的方法，其中所述y为0。
52.根据权利要求36所述的加工金属的方法，进一步包括矿物油、植物油或合成油。
53.根据权利要求52所述的加工金属的方法，其包括至少1重量％至多20重量％的所述式I。
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662396911P | 2016-09-20 | 2016-09-20 | |
| US62/396,911 | 2016-09-20 | ||
| PCT/US2017/052281 WO2018057519A1 (en) | 2016-09-20 | 2017-09-19 | Non-chlorinated alkoxylated alcohol phosphate for metal working |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109790321A true CN109790321A (zh) | 2019-05-21 |
Family
ID=61617424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201780057938.9A Pending CN109790321A (zh) | 2016-09-20 | 2017-09-19 | 金属加工用非氯化的烷氧基化醇磷酸酯 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20180079986A1 (zh) |
| EP (1) | EP3515978A4 (zh) |
| CN (1) | CN109790321A (zh) |
| CA (1) | CA3036560A1 (zh) |
| MX (1) | MX2019003121A (zh) |
| WO (1) | WO2018057519A1 (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114790384A (zh) * | 2022-05-31 | 2022-07-26 | 中国石油大学(北京) | 一种小分子渗吸剂及其制备方法和应用 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT201800010416A1 (it) * | 2018-11-19 | 2020-05-19 | Lamberti Spa | Additivi lubrificanti per la lavorazione dei metalli |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4758359A (en) * | 1987-03-16 | 1988-07-19 | Reynolds Metals Company | Aqueous metal working lubricant containing a complex phosphate ester |
| US20020006880A1 (en) * | 2000-05-19 | 2002-01-17 | Francois Guillement | Multifunctional aqueous lubricant based on dithiodiglycolic acid |
| CN1594518A (zh) * | 2004-07-06 | 2005-03-16 | 中国石油化工集团公司 | 一种润滑油组合物及其应用 |
| CN101125861A (zh) * | 2007-07-24 | 2008-02-20 | 王伟松 | 脂肪醇聚氧乙烯醚磷酸酯的合成方法 |
| WO2011121608A2 (en) * | 2010-03-30 | 2011-10-06 | Indian Oil Corporation Ltd. | A broaching oil or heavy duty neat cutting oil composition |
| CN102977974A (zh) * | 2011-09-02 | 2013-03-20 | 中国石油化工股份有限公司 | 热轧润滑油组合物及其用途 |
| CN103113970A (zh) * | 2012-12-31 | 2013-05-22 | 上海源育节能环保科技有限公司 | 一种水溶性准干切削液及其制备方法和用途 |
| CN104498163A (zh) * | 2014-12-26 | 2015-04-08 | 清华大学 | 水溶性全合成金属加工液及其应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4077898A (en) * | 1976-11-02 | 1978-03-07 | Economics Laboratory, Inc. | Iodine/phosphate ester compositions and methods of using them |
| US4177154A (en) * | 1978-06-05 | 1979-12-04 | Gaf Corporation | Synthetic aqueous based metal working fluid compositions |
| US4521321A (en) * | 1982-05-03 | 1985-06-04 | Diversey Wyandotte Inc. | Conveyor track lubricant composition employing phosphate esters and method of using same |
| US5399274A (en) * | 1992-01-10 | 1995-03-21 | Marcus; R. Steven | Metal working lubricant |
| US5985803A (en) * | 1997-12-05 | 1999-11-16 | The Lubrizol Corporation | Polyethoxylated alcohol-based phosphonates for metal working lubricants |
| US6794524B1 (en) * | 2003-08-18 | 2004-09-21 | Phoenix Research Corporation | Ester based phosphobetaine compounds |
| WO2014176294A2 (en) * | 2013-04-22 | 2014-10-30 | Ethox Chemicals, Llc | Additives to resin compositions for improved impact strength and flexibility |
| JP6377179B2 (ja) * | 2014-02-08 | 2018-08-22 | エソックス ケミカルズ エルエルシー | 多金属の金属加工用の高性能水希釈性の潤滑添加剤 |
| ES2856373T3 (es) * | 2014-04-09 | 2021-09-27 | Italmatch Sc Llc | Inhibidores de la corrosión libre de boro de fluidos para trabajar metales |
| WO2016004431A2 (en) * | 2014-07-03 | 2016-01-07 | Ethox Chemicals, Llc | Improved process for recovering precious metals from clay-containing ores |
-
2017
- 2017-09-19 CN CN201780057938.9A patent/CN109790321A/zh active Pending
- 2017-09-19 WO PCT/US2017/052281 patent/WO2018057519A1/en active Search and Examination
- 2017-09-19 US US15/709,079 patent/US20180079986A1/en not_active Abandoned
- 2017-09-19 EP EP17853751.0A patent/EP3515978A4/en not_active Withdrawn
- 2017-09-19 CA CA3036560A patent/CA3036560A1/en not_active Abandoned
- 2017-09-19 MX MX2019003121A patent/MX2019003121A/es unknown
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4758359A (en) * | 1987-03-16 | 1988-07-19 | Reynolds Metals Company | Aqueous metal working lubricant containing a complex phosphate ester |
| US20020006880A1 (en) * | 2000-05-19 | 2002-01-17 | Francois Guillement | Multifunctional aqueous lubricant based on dithiodiglycolic acid |
| CN1594518A (zh) * | 2004-07-06 | 2005-03-16 | 中国石油化工集团公司 | 一种润滑油组合物及其应用 |
| CN101125861A (zh) * | 2007-07-24 | 2008-02-20 | 王伟松 | 脂肪醇聚氧乙烯醚磷酸酯的合成方法 |
| WO2011121608A2 (en) * | 2010-03-30 | 2011-10-06 | Indian Oil Corporation Ltd. | A broaching oil or heavy duty neat cutting oil composition |
| CN102977974A (zh) * | 2011-09-02 | 2013-03-20 | 中国石油化工股份有限公司 | 热轧润滑油组合物及其用途 |
| CN103113970A (zh) * | 2012-12-31 | 2013-05-22 | 上海源育节能环保科技有限公司 | 一种水溶性准干切削液及其制备方法和用途 |
| CN104498163A (zh) * | 2014-12-26 | 2015-04-08 | 清华大学 | 水溶性全合成金属加工液及其应用 |
Non-Patent Citations (1)
| Title |
|---|
| 化学工业出版社组织编写: "《中国化工产品大全（第三版下卷）》", 31 January 2005, 化学工业出版社 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114790384A (zh) * | 2022-05-31 | 2022-07-26 | 中国石油大学(北京) | 一种小分子渗吸剂及其制备方法和应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| MX2019003121A (es) | 2019-07-04 |
| CA3036560A1 (en) | 2018-03-29 |
| WO2018057519A1 (en) | 2018-03-29 |
| EP3515978A4 (en) | 2020-01-22 |
| EP3515978A1 (en) | 2019-07-31 |
| US20180079986A1 (en) | 2018-03-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69533096T2 (de) | Aschefreies Schmiermittel | |
| DE69519690T2 (de) | Metallfreie hydraulische Flüssigkeit mit Amin-Salz | |
| TW200835786A (en) | Lubricating composition | |
| JPH0645794B2 (ja) | 中和されたホスフエ−ト混合物を含有する潤滑油組成物 | |
| CN106604980A (zh) | 用于润滑组合物的液体无灰抗氧化剂添加剂 | |
| CN103923725A (zh) | 一种扩径油组合物 | |
| US3294816A (en) | Acid-amine-phosphate reaction product and use thereof | |
| CN109790321A (zh) | 金属加工用非氯化的烷氧基化醇磷酸酯 | |
| CN102159690A (zh) | 润滑拖拉机液压系统的方法 | |
| DE112017001618B4 (de) | Oberflächenschutzzusammensetzung und mit Anschluss versehener elektrischer Draht | |
| JP2912415B2 (ja) | 潤滑油組成物及びその添加剤 | |
| DE69606213T2 (de) | Öllösliche Additive enthaltend Phosphor und Stickstoff | |
| DE69003788T2 (de) | Getriebeöle und Zusätze dafür. | |
| US6780824B2 (en) | Emulsifier system, anti-corrosive and low-temperature lubricant emulsion | |
| JP5188309B2 (ja) | 難燃性ギヤ油組成物 | |
| JP3919449B2 (ja) | Ｗ／ｏエマルション型難燃性油圧作動油 | |
| US5080813A (en) | Lubricant composition containing dialkyldithiophosphoric acid neutralized with alkoxylated aliphatic amines | |
| JPH10147788A (ja) | 水性冷間鍛造潤滑剤 | |
| JP3039990B2 (ja) | 金属錯体を含む潤滑剤のための添加剤 | |
| JP5436873B2 (ja) | グリース組成物 | |
| US6541428B1 (en) | Sulphur orthophosphate compositions, preparation and use | |
| US3371039A (en) | Stabilization of organic substances by addition reaction product of phosphorus acid ester with polymer of polycarboxylic acid and alkanolamine | |
| CN1687336B (zh) | 一种高温链条油复合添加剂及其制备方法 | |
| US2892854A (en) | Hydraulic fluid and its preparation | |
| CN114746534A (zh) | 使用酯基础油料提高传动系统和工业齿轮润滑流体液的粘度指数和效率 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20190521 |
|
| WD01 | Invention patent application deemed withdrawn after publication |