JP4315856B2 - Cold-resistant liquid lubricating oil and method for producing the same - Google Patents
Cold-resistant liquid lubricating oil and method for producing the same Download PDFInfo
- Publication number
- JP4315856B2 JP4315856B2 JP2004121405A JP2004121405A JP4315856B2 JP 4315856 B2 JP4315856 B2 JP 4315856B2 JP 2004121405 A JP2004121405 A JP 2004121405A JP 2004121405 A JP2004121405 A JP 2004121405A JP 4315856 B2 JP4315856 B2 JP 4315856B2
- Authority
- JP
- Japan
- Prior art keywords
- cold
- oil
- lubricating oil
- resistant liquid
- mass
- 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.)
- Expired - Fee Related
Links
- 239000010687 lubricating oil Substances 0.000 title claims description 160
- 239000007788 liquid Substances 0.000 title claims description 144
- 238000004519 manufacturing process Methods 0.000 title claims description 25
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 139
- 239000000194 fatty acid Substances 0.000 claims description 139
- 229930195729 fatty acid Natural products 0.000 claims description 139
- 150000004665 fatty acids Chemical class 0.000 claims description 108
- 239000000203 mixture Substances 0.000 claims description 63
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 57
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 48
- 239000003921 oil Substances 0.000 claims description 46
- 235000019198 oils Nutrition 0.000 claims description 46
- 239000000470 constituent Substances 0.000 claims description 45
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 39
- 239000008158 vegetable oil Substances 0.000 claims description 39
- 238000005984 hydrogenation reaction Methods 0.000 claims description 36
- -1 fatty acid ester Chemical class 0.000 claims description 33
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 30
- 235000021281 monounsaturated fatty acids Nutrition 0.000 claims description 29
- 125000004432 carbon atom Chemical group C* 0.000 claims description 28
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 27
- 239000011630 iodine Substances 0.000 claims description 27
- 229910052740 iodine Inorganic materials 0.000 claims description 27
- 235000019486 Sunflower oil Nutrition 0.000 claims description 24
- 239000002600 sunflower oil Substances 0.000 claims description 24
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 22
- 239000000654 additive Substances 0.000 claims description 9
- 230000000996 additive effect Effects 0.000 claims description 9
- 239000002480 mineral oil Substances 0.000 claims description 9
- 235000010446 mineral oil Nutrition 0.000 claims description 9
- 239000010689 synthetic lubricating oil Substances 0.000 claims description 9
- 235000021355 Stearic acid Nutrition 0.000 claims description 8
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 8
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 8
- 239000008117 stearic acid Substances 0.000 claims description 8
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 6
- 235000019485 Safflower oil Nutrition 0.000 claims description 5
- 235000005713 safflower oil Nutrition 0.000 claims description 5
- 239000003813 safflower oil Substances 0.000 claims description 5
- 235000012424 soybean oil Nutrition 0.000 claims description 5
- 239000003549 soybean oil Substances 0.000 claims description 5
- 238000005461 lubrication Methods 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 3
- 230000000052 comparative effect Effects 0.000 description 35
- 239000013078 crystal Substances 0.000 description 26
- 239000002253 acid Substances 0.000 description 22
- 238000012360 testing method Methods 0.000 description 20
- 239000002994 raw material Substances 0.000 description 16
- 230000003647 oxidation Effects 0.000 description 15
- 238000007254 oxidation reaction Methods 0.000 description 15
- 238000000034 method Methods 0.000 description 12
- 238000001556 precipitation Methods 0.000 description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 11
- 238000011156 evaluation Methods 0.000 description 10
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 10
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 8
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 8
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 8
- 239000005642 Oleic acid Substances 0.000 description 8
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 8
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 229920000223 polyglycerol Polymers 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- 235000021314 Palmitic acid Nutrition 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 235000006708 antioxidants Nutrition 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 235000013305 food Nutrition 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 4
- 235000020978 long-chain polyunsaturated fatty acids Nutrition 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 239000005639 Lauric acid Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 3
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
- GJJVAFUKOBZPCB-UHFFFAOYSA-N 2-methyl-2-(4,8,12-trimethyltrideca-3,7,11-trienyl)-3,4-dihydrochromen-6-ol Chemical compound OC1=CC=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 GJJVAFUKOBZPCB-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 239000010730 cutting oil Substances 0.000 description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000000787 lecithin Substances 0.000 description 2
- 229940067606 lecithin Drugs 0.000 description 2
- 235000010445 lecithin Nutrition 0.000 description 2
- 150000004667 medium chain fatty acids Chemical class 0.000 description 2
- 238000005555 metalworking Methods 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 230000003449 preventive effect Effects 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 239000011732 tocopherol Substances 0.000 description 2
- 235000010384 tocopherol Nutrition 0.000 description 2
- 229930003799 tocopherol Natural products 0.000 description 2
- 229960001295 tocopherol Drugs 0.000 description 2
- 239000011731 tocotrienol Substances 0.000 description 2
- 229930003802 tocotrienol Natural products 0.000 description 2
- 235000019148 tocotrienols Nutrition 0.000 description 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
- BTGGRPUPMPLZNT-PGEUSFDPSA-N 2,2-bis[[(z)-octadec-9-enoyl]oxymethyl]butyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(CC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC BTGGRPUPMPLZNT-PGEUSFDPSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003831 antifriction material Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- BRVXAPSEVZHINE-UHFFFAOYSA-N decanoic acid;ethane-1,2-diol Chemical compound OCCO.CCCCCCCCCC(O)=O BRVXAPSEVZHINE-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- FGSJDSWNBPEJPN-UHFFFAOYSA-N ethane-1,2-diol;octanoic acid Chemical compound OCCO.CCCCCCCC(O)=O.CCCCCCCC(O)=O FGSJDSWNBPEJPN-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 239000010731 rolling oil Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Landscapes
- Lubricants (AREA)
Description
本発明は、植物油を水添処理後、ウインタリング処理することにより得られた耐冷性液状トリグリセリド組成物を含有する耐冷性液状潤滑油、及び該耐冷性液状潤滑油脂の製造方法に関するものである。 The present invention relates to a cold-resistant liquid lubricating oil containing a cold-resistant liquid triglyceride composition obtained by subjecting a vegetable oil to hydrogenation and then wintering, and a method for producing the cold-resistant liquid lubricating oil and fat.
耐冷性液状潤滑油（本発明における耐冷性液状潤滑油とは、１０℃において保存しても結晶の析出がしない液状の潤滑油のことをいう。）として、一般に鉱物油が良く使用されているが、近年、消費者の環境意識の向上により、液状植物油を原料とする耐冷性液状潤滑油が求められるようになってきている（特許文献１）。しかしながら、液状植物油には、構成脂肪酸として不飽和脂肪酸が多いために酸化安定性が低く、潤滑油としては適さないという欠点があった（非特許文献１）。 Generally, mineral oil is often used as a cold-resistant liquid lubricating oil (the cold-resistant liquid lubricating oil in the present invention refers to a liquid lubricating oil that does not precipitate crystals even when stored at 10 ° C.). However, in recent years, with the improvement of consumers' environmental awareness, a cold-resistant liquid lubricating oil using liquid vegetable oil as a raw material has been demanded (Patent Document 1). However, liquid vegetable oils have the disadvantage that they are not suitable as lubricating oils because they contain a lot of unsaturated fatty acids as constituent fatty acids and are not suitable as lubricating oils (Non-patent Document 1).
酸化安定性が比較的高く潤滑油として使用可能な液状植物油として、オレイン酸含量の高いハイオレイックひまわり油が挙げられる。しかしながら、ハイオレイックひまわり油は価格が高いために実用的ではなく、また、酸化安定性の点でも充分満足できるものではなかった。 A liquid vegetable oil having a relatively high oxidation stability and usable as a lubricating oil includes high oleic sunflower oil having a high oleic acid content. However, high oleic sunflower oil is not practical due to its high price, and it is not fully satisfactory in terms of oxidation stability.
本発明の目的は、耐冷性を有し、かつ、酸化安定性が高い、植物油由来の耐冷性液状潤滑油及び該耐冷性液状潤滑油の製造方法を提供することである。 An object of the present invention is to provide a vegetable oil-derived cold-resistant liquid lubricating oil having cold resistance and high oxidation stability, and a method for producing the cold-resistant liquid lubricating oil.
本発明者らは、上記課題を解決するために鋭意検討した結果、特定の構成脂肪酸を有する植物油を、特定の条件で水添処理及びウインタリング処理することにより得られた耐冷性液状トリグリセリド組成物を含有する液状油が、耐冷性及び酸化安定性が高く、潤滑油として優れていることを見い出し、本発明を完成するに至った。 As a result of intensive studies to solve the above-mentioned problems, the present inventors have obtained a cold-resistant liquid triglyceride composition obtained by subjecting a vegetable oil having a specific constituent fatty acid to hydrogenation treatment and wintering treatment under specific conditions. It has been found that the liquid oil containing the oil has a high cold resistance and oxidation stability and is excellent as a lubricating oil, and the present invention has been completed.
すなわち、本発明の第１の発明は、全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％、長鎖モノ不飽和脂肪酸含量が７０〜９０質量％、並びに長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が５〜２２質量％である植物油を、水添処理前後におけるヨウ素価減少率が５〜１５％の範囲となるように水添処理した後、１５℃以下でウインタリング処理することにより得られた耐冷性液状トリグリセリド組成物を含有することを特徴とする耐冷性液状潤滑油である。 That is, the first invention of the present invention has a long chain saturated fatty acid content of 0 to 15% by mass, a long chain monounsaturated fatty acid content of 70 to 90% by mass, and a long chain diunsaturated fatty acid and A vegetable oil having a long-chain triunsaturated fatty acid content of 5 to 22% by mass is hydrogenated so that the iodine value reduction rate before and after the hydrogenation treatment is in the range of 5 to 15%, and then wintering at 15 ° C. or lower. A cold-resistant liquid lubricating oil comprising a cold-resistant liquid triglyceride composition obtained by processing.
本発明の第２の発明は、前記耐冷性液状トリグリセリド組成物の全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％、長鎖モノ不飽和脂肪酸含量が７５〜９５質量％、並びに長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が０〜１５質量％であり、且つ全構成脂肪酸中のステアリン酸含量が０〜５質量％であることを特徴とする第１の発明に記載の耐冷性液状潤滑油である。 In the second invention of the present invention, the long-chain saturated fatty acid content in the total fatty acids of the cold-resistant liquid triglyceride composition is 0 to 15% by mass, the long-chain monounsaturated fatty acid content is 75 to 95% by mass, and long The chain diunsaturated fatty acid and the long-chain triunsaturated fatty acid content is 0 to 15% by mass, and the stearic acid content in all the constituent fatty acids is 0 to 5% by mass. This is a cold-resistant liquid lubricating oil.
本発明の第３の発明は、前記植物油が、ハイオレイック菜種油、ハイオレイックサフラワー油、ハイオレイックひまわり油、及びハイオレイック大豆油から選ばれる１種又は２種以上であることを特徴とする第１又は第２の発明に記載の耐冷性液状潤滑油である。 According to a third aspect of the present invention, the vegetable oil is one or more selected from high oleic rapeseed oil, high oleic safflower oil, high oleic sunflower oil, and high oleic soybean oil. The cold-resistant liquid lubricating oil according to the second invention.
本発明の第４の発明は、ポリグリセリン脂肪酸エステルを含有することを特徴とする第１の発明から第３の発明のいずれか１つの発明に記載の耐冷性液状潤滑油である。 A fourth invention of the present invention is the cold-resistant liquid lubricating oil according to any one of the first to third inventions, characterized by containing a polyglycerol fatty acid ester.
本発明の第５の発明は、合成潤滑油を含有することを特徴とする第１の発明から第４の発明のいずれか１つの発明に記載の耐冷性液状潤滑油である。 According to a fifth aspect of the present invention, there is provided the cold-resistant liquid lubricating oil according to any one of the first to fourth aspects, characterized by containing a synthetic lubricating oil.
本発明の第６の発明は、潤滑油用添加剤を含有することを特徴とする第１の発明から第５の発明のいずれか１つの発明に記載の耐冷性液状潤滑油である。 A sixth invention of the present invention is the cold-resistant liquid lubricating oil according to any one of the first to fifth inventions, which contains an additive for lubricating oil.
本発明の第７の発明は、全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％、長鎖モノ不飽和脂肪酸含量が７０〜９０質量％、並びに長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が５〜２２質量％である植物油を、水添処理前後におけるヨウ素価減少率が５〜１５％の範囲となるように水添処理した後、１５℃以下でウインタリング処理することにより得られる耐冷性液状トリグリセリド組成物を使用することを特徴とする耐冷性液状潤滑油の製造方法である。 The seventh invention of the present invention has a long-chain saturated fatty acid content of 0 to 15% by mass, a long-chain monounsaturated fatty acid content of 70 to 90% by mass, and a long-chain diunsaturated fatty acid and a long chain. A vegetable oil having a triunsaturated fatty acid content of 5 to 22% by mass is hydrogenated so that the iodine value reduction rate before and after the hydrogenation treatment is in the range of 5 to 15%, and then subjected to a wintering treatment at 15 ° C. or less. This is a method for producing a cold-resistant liquid lubricating oil, characterized by using a cold-resistant liquid triglyceride composition obtained by the above method.
本発明の第８の発明は、前記耐冷性液状トリグリセリド組成物の全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％、長鎖モノ不飽和脂肪酸含量が７５〜９５質量％、並びに長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が０〜１５質量％であり、且つ全構成脂肪酸中のステアリン酸含量が０〜５質量％であることを特徴とする第７の発明に記載の耐冷性液状潤滑油の製造方法である。 In the eighth aspect of the present invention, the content of long-chain saturated fatty acids in the total fatty acids of the cold-resistant liquid triglyceride composition is 0 to 15% by mass, the content of long-chain monounsaturated fatty acids is 75 to 95% by mass, and long The seventh aspect of the invention is characterized in that the chain diunsaturated fatty acid and the long chain triunsaturated fatty acid content is 0 to 15% by mass, and the stearic acid content in all the constituent fatty acids is 0 to 5% by mass. This is a method for producing a cold-resistant liquid lubricating oil.
本発明の第９の発明は、前記植物油が、ハイオレイック菜種油、ハイオレイックサフラワー油、ハイオレイックひまわり油、及びハイオレイック大豆油から選ばれる１種又は２種以上であることを特徴とする第７の発明又は第８の発明に記載の耐冷性液状潤滑油の製造方法である。 According to a ninth aspect of the present invention, in the seventh aspect, the vegetable oil is one or more selected from high oleic rapeseed oil, high oleic safflower oil, high oleic sunflower oil, and high oleic soybean oil. It is a manufacturing method of the cold-resistant liquid lubricating oil as described in invention or 8th invention.
本発明によれば、耐冷性及び酸化安定性の高い、耐冷性液状潤滑油を得ることができ、得られた潤滑油は、金属加工、塑性加工、及び金属表面処理時の各種潤滑油（圧延油、切削油、研削油、引抜き加工油、プレス加工油、及び防錆油等）として使用することができる。また、食品機械用の潤滑油としても使用することができる。
さらに、本発明の耐冷性液状潤滑油は、乳化系、分散系、可溶化系の潤滑油製剤においても使用することができる。
According to the present invention, it is possible to obtain a cold-resistant liquid lubricating oil having high cold resistance and oxidation stability, and the obtained lubricating oil is a variety of lubricating oils (rolling) during metal working, plastic working, and metal surface treatment. Oil, cutting oil, grinding oil, drawing oil, press oil, rust preventive oil, etc.). It can also be used as a lubricating oil for food machinery.
Furthermore, the cold-resistant liquid lubricating oil of the present invention can also be used in emulsion, dispersion, and solubilized lubricating oil formulations.
本発明の耐冷性液状潤滑油は、１０℃においても結晶を析出しないという耐冷性を有し、ハイオレイックひまわり油よりも酸化安定性が高い。このように、ポリグリセリン脂肪酸エステル等の耐冷性向上剤を添加しなくても、１０℃における耐冷性を有するため、ポリグリセリン脂肪酸エステルの使用を避けたい用途においても潤滑油として使用することができ、さらに、コスト面においてもメリットがある。
また、耐冷性をさらに向上させるためにポリグリセリン脂肪酸エステルを添加しようとした場合、本発明の耐冷性液状潤滑油を用いれば、ハイオレイックひまわり油等の植物油へ添加する場合に比べ、より少ない量のポリグリセリン脂肪酸エステル添加量で耐冷性をより向上させることができ、コスト面でもメリットがある。
また、ポリグリセリン脂肪酸エステルを含有する本発明の耐冷性液状潤滑油は、０〜５℃においても結晶を析出しないという耐冷性を有し、ハイオレイックひまわり油よりも酸化安定性が高い。したがって、さらなる耐冷性が求められる用途でも、潤滑油として使用することができる。
The cold-resistant liquid lubricating oil of the present invention has cold resistance that does not precipitate crystals even at 10 ° C., and has higher oxidation stability than high oleic sunflower oil. In this way, even if a cold resistance improver such as polyglycerin fatty acid ester is not added, it has cold resistance at 10 ° C., so it can be used as a lubricating oil even in applications where it is desired to avoid the use of polyglycerin fatty acid ester. In addition, there is a merit in terms of cost.
In addition, when trying to add polyglycerin fatty acid ester to further improve cold resistance, using the cold-resistant liquid lubricating oil of the present invention, a smaller amount than when adding to vegetable oil such as high oleic sunflower oil. The amount of polyglycerin fatty acid ester added can further improve the cold resistance, which is advantageous in terms of cost.
In addition, the cold-resistant liquid lubricating oil of the present invention containing a polyglycerin fatty acid ester has a cold resistance of not precipitating crystals even at 0 to 5 ° C., and has higher oxidation stability than a high oleic sunflower oil. Therefore, it can be used as a lubricating oil even in applications where further cold resistance is required.
以下、本発明について詳細に説明する。
まず、本発明に使用する植物油について説明する。
本発明に使用する植物油は、全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％、好ましくは０〜１０質量％、最も好ましくは０〜８質量％であり、全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量が７０〜９０質量％、好ましくは７０〜８５質量％であり、並びに全構成脂肪酸中の長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が５〜２２質量％、好ましくは５〜１８質量％である植物油である。
Hereinafter, the present invention will be described in detail.
First, the vegetable oil used for this invention is demonstrated.
The vegetable oil used in the present invention has a long-chain saturated fatty acid content of 0 to 15% by mass, preferably 0 to 10% by mass, most preferably 0 to 8% by mass in the total constituent fatty acids, The chain monounsaturated fatty acid content is 70 to 90% by mass, preferably 70 to 85% by mass, and the content of long chain diunsaturated fatty acids and long chain triunsaturated fatty acids in the total constituent fatty acids is 5 to 22% by mass, The vegetable oil is preferably 5 to 18% by mass.
全構成脂肪酸中の長鎖飽和脂肪酸含量が１５質量％を超えた植物油を使用した場合、水添処理して得られる水添油は、長鎖飽和脂肪酸含量が多く、低温又は室温で固体化してしまい、ウインタリング処理を行うことができなくなってしまう。また、ウインタリング処理ができたとしても、収率が著しく低くなってしまう。したがって、全構成脂肪酸中の長鎖飽和脂肪酸含量は０〜１５質量％が良い。 When a vegetable oil having a long chain saturated fatty acid content of more than 15% by mass in all the constituent fatty acids is used, the hydrogenated oil obtained by hydrogenation treatment has a long chain saturated fatty acid content and is solidified at a low temperature or at room temperature. As a result, the wintering process cannot be performed. Even if the wintering process can be performed, the yield is significantly reduced. Accordingly, the long chain saturated fatty acid content in all the constituent fatty acids is preferably 0 to 15% by mass.
全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量が７０質量％未満の植物油には、他の構成脂肪酸として飽和脂肪酸が多いもの、又は長鎖多価不飽和脂肪酸が多いものがある。
全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量が７０質量％未満で、飽和脂肪酸含量の多い植物油を使用した場合、水添処理して得られる水添油は、全構成脂肪酸中の長鎖飽和脂肪酸含量がさらに増加し、低温又は室温で固体化してしまい、ウインタリング処理を行うことができなくなってしまう。
また、全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量が７０質量％未満で、長鎖多価不飽和脂肪酸含量の多い植物油を使用した場合、水添処理することで、酸価安定性の高い長鎖モノ不飽和脂肪酸含量を増やし、酸価安定性に悪影響を与える長鎖多価不飽和脂肪酸含量を減少させる必要がある。しかし、全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量が７０質量％未満で、長鎖多価不飽和脂肪酸含量の多い植物油を水添処理しても、長鎖モノ不飽和脂肪酸含量が一定量に達すると頭打ちとなってそれ以上増やすことができず、長鎖飽和脂肪酸含量だけが増加してしまう。酸価安定性の高い長鎖モノ不飽和脂肪酸だけを効率良く増加させることができない。そして、長鎖飽和脂肪酸含量が増加すると、低温又は室温で固体化してしまい、ウインタリング処理を行うことができなくなってしまう。
以上のことから、全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量は７０質量％以上が良い。
一方で、市場での入手し易さを考慮すると、全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量は９０質量％以下が良い。
Some vegetable oils having a long-chain monounsaturated fatty acid content of less than 70% by mass in the total constituent fatty acids include those having a lot of saturated fatty acids as other constituent fatty acids or those having a lot of long-chain polyunsaturated fatty acids.
When using a vegetable oil having a long chain monounsaturated fatty acid content of less than 70% by mass and a high saturated fatty acid content in the total constituent fatty acids, the hydrogenated oil obtained by the hydrogenation treatment has a long chain saturation in the total constituent fatty acids. The fatty acid content further increases and solidifies at low temperature or room temperature, making it impossible to perform the wintering treatment.
In addition, when a vegetable oil having a long-chain monounsaturated fatty acid content of less than 70% by mass and having a long long-chain polyunsaturated fatty acid content is used in all the constituent fatty acids, the acid value stability is high by hydrogenation treatment. There is a need to increase the long chain monounsaturated fatty acid content and reduce the long chain polyunsaturated fatty acid content which adversely affects acid value stability. However, even when a vegetable oil having a long chain monounsaturated fatty acid content of less than 70% by mass and having a long chain polyunsaturated fatty acid content in all the constituent fatty acids is hydrogenated, the long chain monounsaturated fatty acid content is constant. When it reaches the limit, it cannot be increased any more, and only the long-chain saturated fatty acid content increases. Only long-chain monounsaturated fatty acids with high acid value stability cannot be increased efficiently. And if a long-chain saturated fatty acid content increases, it will solidify at low temperature or room temperature, and it will become impossible to perform a wintering process.
From the above, the long-chain monounsaturated fatty acid content in all the constituent fatty acids is preferably 70% by mass or more.
On the other hand, considering the availability in the market, the content of long-chain monounsaturated fatty acids in all the constituent fatty acids is preferably 90% by mass or less.
全構成脂肪酸中の長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が５質量％未満である植物油は多く存在するが、さらに全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％である植物油となると、市場から入手することが困難であるため、長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量は５質量％以上が良い。 There are many vegetable oils having a long chain diunsaturated fatty acid content and a long chain triunsaturated fatty acid content of less than 5% by mass in the total constituent fatty acids, but the long chain saturated fatty acid content in the total constituent fatty acids is further 0-15% by mass. Since it is difficult to obtain it from the market, the long-chain diunsaturated fatty acid and long-chain triunsaturated fatty acid content is preferably 5% by mass or more.
全構成脂肪酸中の長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が２２質量％を超える植物油を使用した場合、水添処理することで、酸価安定性の高い長鎖モノ不飽和脂肪酸含量を増やし、酸価安定性に悪影響を与える長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量を減少させる必要がある。しかし、全構成脂肪酸中の長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が２２質量％を超える植物油を水添処理しても、長鎖モノ不飽和脂肪酸含量が一定量に達すると頭打ちとなって増やすことができず、長鎖飽和脂肪酸含量だけが増加してしまう。酸価安定性の高い長鎖モノ不飽和脂肪酸だけを効率良く増加させることができない。そして、長鎖飽和脂肪酸含量が増加すると、低温又は室温で固体化してしまい、ウインタリング処理を行うことができなくなってしまう。
したがって、全構成脂肪酸中の長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量は、２２質量％以下が良い。
When a vegetable oil having a long-chain diunsaturated fatty acid and a long-chain triunsaturated fatty acid content of more than 22% by mass in all the constituent fatty acids is used, a long-chain monounsaturated fatty acid with high acid value stability is obtained by hydrogenation. There is a need to increase the content and reduce the content of long-chain diunsaturated fatty acids and long-chain triunsaturated fatty acids that adversely affect acid value stability. However, even when a vegetable oil having a long chain diunsaturated fatty acid content and a long chain triunsaturated fatty acid content exceeding 22% by mass in all the constituent fatty acids is hydrogenated, the long chain monounsaturated fatty acid content reaches a certain level. It cannot be increased and only the long-chain saturated fatty acid content is increased. Only long-chain monounsaturated fatty acids with high acid value stability cannot be increased efficiently. And if a long-chain saturated fatty acid content increases, it will solidify at low temperature or room temperature, and it will become impossible to perform a wintering process.
Therefore, the content of long-chain diunsaturated fatty acids and long-chain triunsaturated fatty acids in all the constituent fatty acids is preferably 22% by mass or less.
ここで、長鎖飽和脂肪酸とは、炭素数１６〜２４、好ましくは炭素数１６〜２０、最も好ましくは炭素数１８の飽和脂肪酸のことをいい、例えば、パルミチン酸、及びステアリン酸等が挙げられる。
また、長鎖モノ不飽和脂肪酸とは、炭素数１６〜２４、好ましくは炭素数１６〜２０、最も好ましくは炭素数１８のモノ不飽和脂肪酸のことをいい、例えば、オレイン酸等が挙げられる。
また、長鎖ジ不飽和脂肪酸とは、炭素数１６〜２４、好ましくは炭素数１６〜２０、最も好ましくは炭素数１８のジ不飽和脂肪酸のことをいい、例えば、リノール酸等が挙げられる。
また、長鎖トリ不飽和脂肪酸とは、炭素数１６〜２４、好ましくは炭素数１６〜２０、最も好ましくは炭素数１８のトリ不飽和脂肪酸のことをいい、例えば、リノレン酸等が挙げられる。
Here, the long-chain saturated fatty acid means a saturated fatty acid having 16 to 24 carbon atoms, preferably 16 to 20 carbon atoms, and most preferably 18 carbon atoms, and examples thereof include palmitic acid and stearic acid. .
The long-chain monounsaturated fatty acid means a monounsaturated fatty acid having 16 to 24 carbon atoms, preferably 16 to 20 carbon atoms, and most preferably 18 carbon atoms, and examples thereof include oleic acid.
The long-chain diunsaturated fatty acid refers to a diunsaturated fatty acid having 16 to 24 carbon atoms, preferably 16 to 20 carbon atoms, and most preferably 18 carbon atoms, and examples thereof include linoleic acid.
The long-chain triunsaturated fatty acid means a triunsaturated fatty acid having 16 to 24 carbon atoms, preferably 16 to 20 carbon atoms, and most preferably 18 carbon atoms, and examples thereof include linolenic acid.
全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％、長鎖モノ不飽和脂肪酸含量が７０〜９０質量％、並びに長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が５〜２２質量％である植物油として、例えば、ハイオレイック菜種油、ハイオレイックサフラワー油、ハイオレイックひまわり油、及びハイオレイック大豆油等が挙げられ、これらの１種又は２種以上を用いることができ、入手しやすさや価格面を考慮すると、ハイオレイック菜種油が最も好ましい。 The long chain saturated fatty acid content in all the constituent fatty acids is 0 to 15% by mass, the long chain monounsaturated fatty acid content is 70 to 90% by mass, and the long chain diunsaturated fatty acid and long chain triunsaturated fatty acid content is 5 to 22%. Examples of vegetable oils that are mass% include high oleic rapeseed oil, high oleic safflower oil, high oleic sunflower oil, and high oleic soybean oil. One or more of these can be used, and are readily available. Considering the price, high oleic rapeseed oil is most preferable.
次に、本発明の耐冷性液状潤滑油を得る際の植物油の水添処理条件について説明する。
水添処理は、水添処理前の植物油のヨウ素価に対する水添処理後の植物油のヨウ素価の減少率、すなわち水添処理前後におけるヨウ素価減少率が５〜１５％の範囲で行うのが良く、より好ましくは７〜１５％、さらにより好ましくは８〜１４％、最も好ましくは１０〜１３％の範囲で行うのが良い。
水添処理前後におけるヨウ素価減少率が５％未満であると、得られる耐冷性液状潤滑油の酸化安定性が高いものが得られず、１５％を超えてしまうと、ウインタリング処理をして得られる耐冷性液状トリグリセリド組成物の収率が著しく悪くなってしまうからである。
Next, the hydrogenation conditions for vegetable oil when obtaining the cold-resistant liquid lubricating oil of the present invention will be described.
The hydrogenation treatment is preferably performed in a range where the iodine value reduction rate of the vegetable oil after the hydrogenation treatment relative to the iodine value of the vegetable oil before the hydrogenation treatment, that is, the iodine value reduction rate before and after the hydrogenation treatment is in the range of 5 to 15%. More preferably, it is carried out in a range of 7 to 15%, still more preferably 8 to 14%, and most preferably 10 to 13%.
If the iodine value reduction rate before and after the hydrogenation treatment is less than 5%, a product having high oxidation stability of the resulting cold-resistant liquid lubricant cannot be obtained, and if it exceeds 15%, a wintering treatment is performed. This is because the yield of the resulting cold-resistant liquid triglyceride composition is remarkably deteriorated.
水添処理前後におけるヨウ素価減少率さえ５〜１５％の範囲にすることができれば、他の水添処理条件については特に限定はしない。
水添処理は、例えば、植物油に対して好ましくは０．０１〜５質量％、より好ましくは０．０５〜１質量％、最も好ましくは０．１〜０．５質量％のニッケル、白金、パラジウム、又は銅等を製剤化した触媒を添加したものを耐圧反応容器に入れ、好ましくは１５０〜２１０℃、より好ましくは１７０〜１９０℃で、水素ガス雰囲気下（水素ガス圧力０．１〜１０ｋｇ／ｃｍ2）において、原料を攪拌しながら行う。ここで、製剤化した触媒として、例えば、ニッケル、白金、パラジウム、又は銅等を油脂コーティングしたものが使用できる。
なお、反応時の水素ガスの圧力は、反応開始から終了まで一定に保つことが望ましく、水添反応により消費される水素による圧力の変動を考慮して水素ガスの供給量を調整することにより一定に保つことができる。水添処理の反応の終了は、水素ガス圧力が増加し始めた時点を目安として、水素ガスの供給を止めることで行うことができる。
Other hydrogenation treatment conditions are not particularly limited as long as the iodine value reduction rate before and after the hydrogenation treatment can be in the range of 5 to 15%.
The hydrogenation treatment is, for example, preferably from 0.01 to 5% by mass, more preferably from 0.05 to 1% by mass, most preferably from 0.1 to 0.5% by mass of nickel, platinum and palladium based on the vegetable oil. Or a catalyst added with a formulation of copper or the like is placed in a pressure resistant reactor, preferably at 150 to 210 ° C., more preferably at 170 to 190 ° C., under a hydrogen gas atmosphere (hydrogen gas pressure 0.1 to 10 kg / cm 2 ) while stirring the raw material. Here, as the formulated catalyst, for example, nickel, platinum, palladium, copper or the like coated with oil or fat can be used.
The pressure of the hydrogen gas during the reaction is desirably kept constant from the start to the end of the reaction, and is constant by adjusting the hydrogen gas supply amount in consideration of the pressure fluctuation due to hydrogen consumed by the hydrogenation reaction. Can be kept in. The reaction of the hydrogenation treatment can be completed by stopping the supply of hydrogen gas with the time point at which the hydrogen gas pressure begins to increase as a guide.
次に、本発明の耐冷性液状潤滑油を得るために行うウインタリング処理について説明する。
ウインタリング処理とは、低温下に置いて油をろ過し、油中に析出している結晶を除去する処理のことである。本発明において、水添処理後のウインタリング処理は、必須の処理である。なぜなら、単に水添処理前後におけるヨウ素価減少率を５〜１５％の範囲で水添処理のみで得られる油は、使用する原料、又はヨウ素価減少率によっては、融点の高い長鎖飽和脂肪酸やトランス酸が多く生成し、低温下で結晶の析出を生じたり、固体状になったりしてしまい、潤滑油として適さないからである。
Next, the wintering process performed to obtain the cold-resistant liquid lubricating oil of the present invention will be described.
The wintering process is a process in which oil is filtered at a low temperature to remove crystals precipitated in the oil. In the present invention, the wintering process after the hydrogenation process is an essential process. This is because an oil obtained only by hydrogenation treatment within a range of 5 to 15% iodine value reduction rate just before and after hydrogenation treatment, depending on the raw material used or iodine value reduction rate, This is because a large amount of trans acid is produced and crystals are precipitated at a low temperature or become solid, which is not suitable as a lubricating oil.
ウインタリング処理の温度は、１５℃以下、好ましくは５〜１５℃、より好ましくは５〜１２℃、最も好ましくは５〜１０℃である。この温度範囲内でウインタリング処理を行うと、耐冷性液状トリグリセリド組成物の収率をより高くすることができ、また、結晶化因子のほとんどを除去することができるため、耐冷性がより高くなった耐冷性液状トリグリセリド組成物を得ることができるからである。
ウインタリング処理は、通常使用されているろ過装置等を用いて行うことができる。
The temperature of the wintering treatment is 15 ° C. or less, preferably 5 to 15 ° C., more preferably 5 to 12 ° C., and most preferably 5 to 10 ° C. When the wintering treatment is performed within this temperature range, the yield of the cold-resistant liquid triglyceride composition can be increased, and most of the crystallization factor can be removed, so that the cold resistance becomes higher. This is because a cold-resistant liquid triglyceride composition can be obtained.
The wintering process can be performed using a commonly used filtration device or the like.
次に、本発明の耐冷性液状潤滑油に含有する耐冷性液状トリグリセリド組成物について説明する。
本発明の耐冷性液状潤滑油に含有する耐冷性液状トリグリセリド組成物は、耐冷性を有しており、具体的には、１０℃において保存をしても結晶を生じない。したがって、冬場や低温時においても結晶析出しにくく、また、固体化することがないため、耐冷性を有し、潤滑油としての機能を充分発揮することができる。
さらに、他の植物油よりも酸価安定性が高いことから潤滑油として使用されているハイオレイックひまわり油よりも、酸価安定性が高い。
Next, the cold resistant liquid triglyceride composition contained in the cold resistant liquid lubricating oil of the present invention will be described.
The cold-resistant liquid triglyceride composition contained in the cold-resistant liquid lubricating oil of the present invention has cold resistance, and specifically does not produce crystals even when stored at 10 ° C. Therefore, it is difficult to precipitate crystals even in winter or at low temperatures, and since it does not solidify, it has cold resistance and can fully function as a lubricating oil.
Furthermore, since the acid value stability is higher than that of other vegetable oils, the acid value stability is higher than that of high oleic sunflower oil used as a lubricating oil.
本発明の耐冷性液状潤滑油に含有する耐冷性液状トリグリセリド組成物は、全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％であることが好ましく、０〜１０質量％であることがより好ましく、０〜７質量％であることが最も好ましく、全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量が７５〜９５質量％であることが好ましく、８０〜９０質量％であることがより好ましく、並びに全構成脂肪酸中の長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が０〜１５質量％であることが好ましく、０〜１２質量％であることがより好ましく、且つ全構成脂肪酸中のステアリン酸含量が０〜５質量％であることが好ましく、０〜４質量％であることがより好ましく、０〜３質量％であることが最も好ましい。 The cold-resistant liquid triglyceride composition contained in the cold-resistant liquid lubricating oil of the present invention preferably has a long-chain saturated fatty acid content of 0 to 15% by mass and 0 to 10% by mass in all the constituent fatty acids. More preferably, it is most preferably 0 to 7% by mass, the long-chain monounsaturated fatty acid content in all the constituent fatty acids is preferably 75 to 95% by mass, and more preferably 80 to 90% by mass. In addition, the long-chain diunsaturated fatty acid and the long-chain triunsaturated fatty acid content in all the constituent fatty acids is preferably 0 to 15% by mass, more preferably 0 to 12% by mass, and in all the constituent fatty acids The stearic acid content is preferably 0 to 5% by mass, more preferably 0 to 4% by mass, and most preferably 0 to 3% by mass.
耐冷性液状トリグリセリド組成物の全構成脂肪酸中の長鎖飽和脂肪酸含量が１５質量％以下であり、且つステアリン酸含量が０〜５質量％であると、耐冷性液状トリグリセリド組成物の耐冷性をより高めることができるからである。
また、耐冷性液状トリグリセリド組成物の全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量は７５質量以上で、かつ、全構成脂肪酸中の長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量は１５質量％以下であると、酸価安定性をより高めることができるからである。
そして、製造コスト面の点から、全構成脂肪酸中の長鎖モノ不飽和脂肪酸含量が９５質量％以下が良い。
When the long-chain saturated fatty acid content in the total constituent fatty acids of the cold-resistant liquid triglyceride composition is 15% by mass or less and the stearic acid content is 0 to 5% by mass, the cold resistance of the cold-resistant liquid triglyceride composition is further improved. This is because it can be increased.
The long-chain monounsaturated fatty acid content in the total constituent fatty acids of the cold-resistant liquid triglyceride composition is 75 mass or more, and the long-chain diunsaturated fatty acid and the long-chain triunsaturated fatty acid content in the total constituent fatty acids is 15 It is because acid value stability can be improved more as it is below mass%.
From the viewpoint of production cost, the content of long-chain monounsaturated fatty acids in all constituent fatty acids is preferably 95% by mass or less.
本発明の耐冷性液状潤滑油中の耐冷性液状トリグリセリド組成物の含量は、３０〜１００質量％が好ましく、３０〜９９．８質量％がより好ましく、５０〜９９．８質量％がさらにより好ましく、７０〜９９．８質量％が最も好ましい。 The content of the cold-resistant liquid triglyceride composition in the cold-resistant liquid lubricating oil of the present invention is preferably 30 to 100% by mass, more preferably 30 to 99.8% by mass, and even more preferably 50 to 99.8% by mass. 70-99.8% by mass is most preferable.
本発明の耐冷性液状潤滑油は、先に説明した耐冷性液状トリグリセリド組成物を含有するものである。
したがって、本発明の耐冷性液状潤滑油は、耐冷性を有しており、具体的には、１０℃において保存をしても結晶を生じない。したがって、冬場や低温時においても結晶析出しにくく、また、固体化することがないため、耐冷性を有し、潤滑油としての機能を充分発揮することができる。
さらに、他の植物油よりも酸価安定性が高いことから潤滑油として使用されているハイオレイックひまわり油よりも、酸価安定性が高い。
The cold-resistant liquid lubricating oil of the present invention contains the cold-resistant liquid triglyceride composition described above.
Therefore, the cold-resistant liquid lubricating oil of the present invention has cold resistance, and specifically does not produce crystals even when stored at 10 ° C. Therefore, it is difficult to precipitate crystals even in winter or at low temperatures, and since it does not solidify, it has cold resistance and can fully function as a lubricating oil.
Furthermore, since the acid value stability is higher than that of other vegetable oils, the acid value stability is higher than that of high oleic sunflower oil used as a lubricating oil.
本発明の耐冷性液状潤滑油は、耐冷性をさらに高めるためにポリグリセリン脂肪酸エステルを含有させることができる。
ポリグリセリン脂肪酸エステルを含有する本発明の耐冷性液状潤滑油は、高い耐冷性を有しており、具体的には、０〜５℃において保存をしても結晶を生じない。したがって、冬場や低温時においても結晶析出しにくく、また、固体化することがないため、耐冷性を有し、潤滑油としての機能を充分発揮することができる。
さらに、他の植物油よりも酸価安定性が高いことから潤滑油として使用されているハイオレイックひまわり油よりも、酸価安定性が高い。
The cold-resistant liquid lubricating oil of the present invention can contain a polyglycerin fatty acid ester in order to further improve the cold resistance.
The cold-resistant liquid lubricating oil of the present invention containing a polyglycerin fatty acid ester has high cold resistance, and specifically does not produce crystals even when stored at 0 to 5 ° C. Therefore, it is difficult to precipitate crystals even in winter or at low temperatures, and since it does not solidify, it has cold resistance and can fully function as a lubricating oil.
Furthermore, since the acid value stability is higher than that of other vegetable oils, the acid value stability is higher than that of high oleic sunflower oil used as a lubricating oil.
ポリグリセリン脂肪酸エステルとしては、市販のポリグリセリン脂肪酸エステルを使用することができる。また、特開平１０−２４５５８３号公報、特開平１１−２７９１１５号公報、特開２０００−３５１９８６号公報、特開２００２−２１２５８７号公報に記載されている耐冷性向上剤であるポリグリセリン脂肪酸エステルも使用することができる。
使用するポリグリセリン脂肪酸エステルは、その構成脂肪酸が２種以上の脂肪酸からなるものが好ましく、特に、構成脂肪酸が中鎖脂肪酸、長鎖飽和及び不飽和脂肪酸からなるものが最も好ましい。具体的には、オレイン酸及びパルミチン酸を主に構成脂肪酸とするもの、オレイン酸、パルミチン酸及びラウリン酸を主に構成脂肪酸とするもの、ラウリン及びパルミチン酸を主に構成脂肪酸とするもの、エルカ酸及び飽和脂肪酸を主に構成脂肪酸とするもの、並びにエルカ酸及び不飽和脂肪酸を主に構成脂肪酸とするもの等が挙げられる。
市販されているものとしては、例えば、商品名：サンソフトＱＭＰ−５（太陽化学（株）製）、ＳＹグリスターＴＨＬ−１５（阪本薬品工業（株）製）、リョートーポリグリエステルＬＯＰ−１２０ＤＰ（三菱化学フーズ（株）製）等が挙げられる。
As the polyglycerin fatty acid ester, a commercially available polyglycerin fatty acid ester can be used. Also used are polyglycerol fatty acid esters which are cold resistance improvers described in JP-A-10-245583, JP-A-11-279115, JP-A-2000-351986, and JP-A-2002-212287. can do.
The polyglycerin fatty acid ester to be used is preferably one in which the constituent fatty acid is composed of two or more fatty acids, and most preferably the constituent fatty acid is composed of a medium chain fatty acid, a long chain saturated and unsaturated fatty acid. Specifically, those containing oleic acid and palmitic acid as main constituent fatty acids, those containing oleic acid, palmitic acid and lauric acid as main constituent fatty acids, those containing lauric acid and palmitic acid as main constituent fatty acids, Elca Examples include those containing acid and saturated fatty acid as main constituent fatty acids, and those containing erucic acid and unsaturated fatty acid as main constituent fatty acids.
Examples of commercially available products include: Sunsoft QMP-5 (manufactured by Taiyo Kagaku Co., Ltd.), SY Glyster THL-15 (manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.), Ryoto polyglycerate LOP-120DP ( Mitsubishi Chemical Foods Co., Ltd.).
耐冷性液状潤滑油中のポリグリセリン脂肪酸エステル含量は、結晶化抑制効果とコストとのバランスを考慮すると、０．０１〜１０質量％が好ましく、０．０１〜１質量％がより好ましく、０．０５〜０．５質量％が最も好ましい。 The content of the polyglycerol fatty acid ester in the cold-resistant liquid lubricating oil is preferably 0.01 to 10% by mass, more preferably 0.01 to 1% by mass, considering the balance between the crystallization inhibitory effect and the cost. 05-0.5 mass% is the most preferable.
本発明の耐冷性液状潤滑油には、使用目的に合わせた潤滑油特性を持たせるために、中鎖脂肪酸トリグリセリド、脂肪酸アルキルエステル、脂肪酸多価アルコールエステル等の合成潤滑油、及び鉱物油系潤滑油から選ばれる１種又は２種以上を含有させることができる。
中鎖脂肪酸トリグリセリドとしては、例えば、トリカプリル酸・カプリン酸トリグリセリドが挙げられる。
脂肪酸アルキルエステルは、脂肪酸及びアルキルからなるエステルのことであり、脂肪酸としては、例えば、オレイン酸、ラウリン酸、パルミチン酸、及びステアリン酸等が挙げられ、アルキルとしては、例えば、メチル、プロピル、ブチル、及びオクチル等が挙げられる。ここで、オレイン酸といえば、純度の高いオレイン酸だけではなく、動植物由来の脂肪酸であってオレイン酸が主成分であるものも示し、他の脂肪酸についても同様である。
脂肪酸多価アルコールエステルとしては、例えば、トリオレイン酸トリメチロールプロパン、ジカプリル酸・カプリン酸エチレングリコール、及びプロピレングリコール等が挙げられ、鉱物油系潤滑油としては、例えば、パラフィン、石油、又は灯油等が挙げられる。
The cold-resistant liquid lubricating oil of the present invention is provided with synthetic lubricating oils such as medium-chain fatty acid triglycerides, fatty acid alkyl esters, fatty acid polyhydric alcohol esters, and mineral oil-based lubricating oils so as to have lubricating oil characteristics suitable for the intended use. 1 type (s) or 2 or more types chosen from oil can be contained.
Examples of the medium chain triglyceride include tricaprylic acid / capric acid triglyceride.
The fatty acid alkyl ester is an ester composed of a fatty acid and an alkyl. Examples of the fatty acid include oleic acid, lauric acid, palmitic acid, and stearic acid. Examples of the alkyl include methyl, propyl, and butyl. And octyl. Here, oleic acid indicates not only high-purity oleic acid but also fatty acids derived from animals and plants and mainly composed of oleic acid, and the same applies to other fatty acids.
Examples of the fatty acid polyhydric alcohol ester include trimethylolpropane trioleate, ethylene glycol dicaprylic acid / capric acid ethylene glycol, and propylene glycol. Examples of the mineral oil-based lubricating oil include paraffin, petroleum, or kerosene. Is mentioned.
本発明の耐冷性液状潤滑油中の合成潤滑油及び鉱物油系潤滑油の含量は、好ましくは０．１〜６９質量％、より好ましくは０．１〜４９質量％、最も好ましくは０．１〜３５質量％である。
ただし、脂肪酸アルキルエステル等の非食品の合成潤滑油、又は鉱物油系潤滑油を含有する本発明の耐冷性液状潤滑油は、安全性の点から、食品へ直接接触して、混入しまうような用途への使用は避けた方が好ましい。
The content of the synthetic lubricating oil and the mineral oil-based lubricating oil in the cold-resistant liquid lubricating oil of the present invention is preferably 0.1 to 69% by mass, more preferably 0.1 to 49% by mass, most preferably 0.1. It is -35 mass%.
However, the non-food synthetic lubricating oil such as fatty acid alkyl ester, or the cold-resistant liquid lubricating oil of the present invention containing a mineral oil-based lubricating oil may come into direct contact with food from the viewpoint of safety. It is preferable to avoid use for applications.
本発明の耐冷性液状潤滑油には、潤滑油用添加剤を含有させることができる。潤滑油用添加剤としては、極圧剤、防錆剤、防食剤、抗酸化剤、増ちょう剤、清浄剤、分散剤、及び消泡剤等が挙げられ、これらの１種又は２種以上を使用することができる。潤滑油用添加剤の使用量については特に制限はなく、通常潤滑油に使用される量を添加して使用することができる。 The cold-resistant liquid lubricating oil of the present invention can contain an additive for lubricating oil. Examples of the additive for lubricating oil include extreme pressure agents, rust inhibitors, anticorrosives, antioxidants, thickeners, detergents, dispersants, and antifoaming agents. One or more of these may be used. Can be used. There is no restriction | limiting in particular about the usage-amount of the additive for lubricating oil, It can add and use the quantity normally used for lubricating oil.
極圧剤としては塩化パラフィン、硫化油、イオウ系化合物、リン系化合物、及びその他の各種減摩材等が挙げられる。
防錆剤及び防食剤としては、カルボン酸、リン酸、スルフォン酸及びその塩、各種活性剤、アルキルアミン、並びにベンゾトリアゾール等が挙げられる。
抗酸化剤としては、各種フェノール系化合物、各種アミン系化合物、及びレシチン等が挙げられる。フェノール系化合物としては、例えばトコフェロール、トコトリエノール、及びＴＢＨＱ等が挙げられる。
特に、食品機械用途や作業者への環境配慮が必要な用途に使用する場合には、植物由来のトコフェロール、トコトリエノール、及びレシチン等を抗酸化剤として使用することがより望ましい。
本発明の耐冷性液状潤滑油中の抗酸化剤の含量は、０．０１〜７質量％が好ましく、０．０１〜５質量％がより好ましく、０．０１〜３質量％が最も好ましい。
Examples of extreme pressure agents include chlorinated paraffin, sulfurized oil, sulfur compounds, phosphorus compounds, and other various antifriction materials.
Examples of the rust preventive and anticorrosive include carboxylic acid, phosphoric acid, sulfonic acid and salts thereof, various activators, alkylamines, and benzotriazole.
Examples of the antioxidant include various phenol compounds, various amine compounds, and lecithin. Examples of the phenol-based compound include tocopherol, tocotrienol, and TBHQ.
In particular, when used for food machine applications or applications that require environmental considerations for workers, it is more desirable to use plant-derived tocopherol, tocotrienol, lecithin and the like as antioxidants.
The content of the antioxidant in the cold-resistant liquid lubricating oil of the present invention is preferably 0.01 to 7% by mass, more preferably 0.01 to 5% by mass, and most preferably 0.01 to 3% by mass.
増ちょう剤としては、各種金属石けん、ウレア化合物、及び無機紛体等が挙げられる。
清浄剤及び分散剤としては、各種金属スルフォネート、フェネート、ホスフォネート、サリシレート、カルボキシレート、及びコハク酸系化合物等が挙げられる。 消泡剤としては、シリコーン油等が挙げられる。
Examples of the thickener include various metal soaps, urea compounds, and inorganic powders.
Examples of the detergent and dispersant include various metal sulfonates, phenates, phosphonates, salicylates, carboxylates, and succinic compounds. Examples of the antifoaming agent include silicone oil.
次に本発明の耐冷性液状潤滑油の製造方法について説明する。
本発明の耐冷性液状潤滑油は、全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％、長鎖モノ不飽和脂肪酸含量が７０〜９０質量％、並びに長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が５〜２２質量％含有する植物油を、水添処理前後におけるヨウ素価減少率が５〜１５％の範囲となるように水添処理した後、１５℃以下でウインタリング処理することにより得られる耐冷性液状トリグリセリド組成物を使用することにより製造することができる。
Next, the manufacturing method of the cold-resistant liquid lubricating oil of this invention is demonstrated.
The cold-resistant liquid lubricating oil of the present invention has a long chain saturated fatty acid content of 0 to 15% by mass, a long chain monounsaturated fatty acid content of 70 to 90% by mass, and a long chain diunsaturated fatty acid and a long chain fatty acid in all the constituent fatty acids. A vegetable oil containing a chain triunsaturated fatty acid content of 5 to 22% by mass is hydrogenated so that the iodine value reduction rate before and after the hydrogenation treatment is in the range of 5 to 15%, and then subjected to a wintering treatment at 15 ° C. or less. It can manufacture by using the cold-resistant liquid triglyceride composition obtained by doing.
ここで、耐冷性液状トリグリセリド組成物を使用して耐冷性液状潤滑油を製造する場合、耐冷性液状潤滑油中の耐冷性液状トリグリセリド組成物の含量を、３０〜１００質量％とすることが好ましく、３０〜９９．８質量％とすることが好ましく、５０〜９９．８質量％とすることがより好ましく、７０〜９９．８質量％とすることが最も好ましい。 Here, when producing a cold-resistant liquid lubricating oil using a cold-resistant liquid triglyceride composition, the content of the cold-resistant liquid triglyceride composition in the cold-resistant liquid lubricating oil is preferably 30 to 100% by mass. 30 to 99.8% by mass, more preferably 50 to 99.8% by mass, and most preferably 70 to 99.8% by mass.
したがって、得られた耐冷性液状トリグリセリド組成物をそのまま使用することで、耐冷性液状トリグリセリド組成物含量が１００質量％である耐冷性液状潤滑油を製造することができる。
また、得られた耐冷性液状トリグリセリド組成物に、ポリグリセリン脂肪酸エステル、合成潤滑油、鉱物油系潤滑油、及び潤滑油用添加剤等を配合することにより、耐冷性液状潤滑油を製造することができる。
配合するポリグリセリン脂肪酸エステル、合成潤滑油、鉱物油系潤滑油、及び潤滑油用添加剤については、上述した本発明の耐冷性液状潤滑油における説明と同様である。
Therefore, by using the obtained cold-resistant liquid triglyceride composition as it is, a cold-resistant liquid lubricating oil having a cold-resistant liquid triglyceride composition content of 100% by mass can be produced.
Also, a cold-resistant liquid lubricating oil is produced by blending the obtained cold-resistant liquid triglyceride composition with a polyglycerin fatty acid ester, a synthetic lubricating oil, a mineral oil-based lubricating oil, an additive for lubricating oil, and the like. Can do.
The polyglycerin fatty acid ester, synthetic lubricating oil, mineral oil-based lubricating oil, and additive for lubricating oil to be blended are the same as described in the above-described cold-resistant liquid lubricating oil of the present invention.
ここで、全構成脂肪酸中の長鎖飽和脂肪酸含量が０〜１５質量％、長鎖モノ不飽和脂肪酸含量が７０〜９０質量％、並びに長鎖ジ不飽和脂肪酸及び長鎖トリ不飽和脂肪酸含量が５〜２２質量％含有する植物油については、上述した本発明の耐冷性液状潤滑油における説明と同様である。
また、水添処理及びウインタリング処理の方法及び条件についても、上述した本発明の耐冷性液状潤滑油における説明と同様である。
Here, the long chain saturated fatty acid content in all the constituent fatty acids is 0 to 15% by mass, the long chain monounsaturated fatty acid content is 70 to 90% by mass, and the long chain diunsaturated fatty acid and long chain triunsaturated fatty acid content is About the vegetable oil contained 5-22 mass%, it is the same as that of the description in the cold-resistant liquid lubricating oil of this invention mentioned above.
The method and conditions for the hydrogenation treatment and wintering treatment are also the same as described in the above-described cold-resistant liquid lubricating oil of the present invention.
水添処理及びウインタリング処理により得られる耐冷性液状トリグリセリド組成物は、１０℃において結晶の析出を生じないという特徴を有する。
この耐冷性液状トリグリセリド組成物の脂肪酸組成は、上述した本発明の耐冷性液状潤滑油における説明と同様である。
The cold-resistant liquid triglyceride composition obtained by the hydrogenation treatment and the wintering treatment has a feature that no precipitation of crystals occurs at 10 ° C.
The fatty acid composition of the cold-resistant liquid triglyceride composition is the same as described in the cold-resistant liquid lubricating oil of the present invention described above.
本発明の耐冷性液状潤滑油について、具体的製造方法の一例を次に挙げる。
ハイオレイック菜種油、及び油脂コーティングしたフレーク状のニッケル触媒を水添装置に入れ、１５０〜２１０℃に加温し、撹拌しながら水素圧を０．１〜１０ｋｇ／ｃｍ2の範囲に保ち、水添処理を行う。水素圧が増加し始めた時点で反応を止め、冷却後ろ過することで触媒を除去する。
得られた水添油を１５℃以下で１晩放置した後、１５℃以下でろ過（ウインタリング処理）することにより、耐冷性液状トリグリセリド組成物を得る。
このようにして得られた耐冷性液状トリグリセリド組成物をそのまま使用することで、耐冷性液状トリグリセリド組成物含量が１００質量％である耐冷性液状潤滑油を製造することができる。
また、このようにして得られた耐冷性液状トリグリセリド組成物をステンレスビーカーに入れ、そこへポリグリセリン脂肪酸エステル、合成潤滑油、鉱物油系潤滑油、又は潤滑油用添加剤等を配合し、５０〜１５０℃で、３０〜１２０時間混合攪拌することにより、耐冷性液状潤滑油を製造することができる。
An example of a specific production method for the cold-resistant liquid lubricating oil of the present invention will be described below.
Hyoleic rapeseed oil and oil-coated flaky nickel catalyst are placed in a hydrogenation device, heated to 150-210 ° C., and kept under a hydrogen pressure in the range of 0.1-10 kg / cm 2 with stirring, hydrogenation treatment I do. The reaction is stopped when the hydrogen pressure begins to increase, and the catalyst is removed by filtering after cooling.
The obtained hydrogenated oil is allowed to stand overnight at 15 ° C. or lower and then filtered (wintering treatment) at 15 ° C. or lower to obtain a cold-resistant liquid triglyceride composition.
By using the cold-resistant liquid triglyceride composition thus obtained as it is, a cold-resistant liquid lubricating oil having a cold-resistant liquid triglyceride composition content of 100% by mass can be produced.
Further, the cold-resistant liquid triglyceride composition thus obtained is put in a stainless beaker, and polyglycerol fatty acid ester, synthetic lubricating oil, mineral oil-based lubricating oil, or additive for lubricating oil is blended therein, 50 A cold-resistant liquid lubricating oil can be produced by mixing and stirring at ˜150 ° C. for 30 to 120 hours.
以下、実施例により本発明を更に詳細に説明するが、本発明はこれらに限定されるものではない。 EXAMPLES Hereinafter, although an Example demonstrates this invention further in detail, this invention is not limited to these.
実施例１〔耐冷性液状潤滑油１の製造〕
ヨウ素価９８のハイオレイック菜種油（商品名：ヘルシーライト、日清オイリオ（株）製）２ｋｇ、及び油脂コーティングしたフレーク状のニッケル触媒（添加量：油に対して０．１５質量％）３ｇ水添装置に入れ、１８０℃に加温し、撹拌しながら水素圧を０．５ｋｇ／ｃｍ2に保ち水添処理を行った。水素圧が増加し始めた時点(水添開始から１０分後)で反応を止め、冷却後ろ過することで触媒を除去し、水添油を得た。
得られた水添油のヨウ素価は８７で、ヨウ素価の減少率は１１％であった。得られた水添油を５℃で１晩放置した後、５℃においてろ過（ウインタリング処理）し、耐冷性液状トリグリセリド組成物を約１.２ｋｇ得た。これを耐冷性液状潤滑油１（耐冷性液状トリグリセリド組成物含量１００質量％）とした。得られた耐冷性液状潤滑油１のヨウ素価は９１であった。
原料に使用したハイオレイック菜種油、及び得られた耐冷性液状潤滑油１の脂肪酸組成を、ガスクロマトグラフを用いて分析した。分析結果を表１に示す。
Example 1 [Production of cold-resistant liquid lubricating oil 1]
2 kg of high oleic rapeseed oil having a iodine value of 98 (trade name: Healthylite, manufactured by Nisshin Oilio Co., Ltd.) and 3 g of hydrogenated flaky nickel catalyst (added amount: 0.15% by mass relative to oil) The mixture was heated to 180 ° C., and hydrogenated while maintaining the hydrogen pressure at 0.5 kg / cm 2 while stirring. The reaction was stopped when the hydrogen pressure began to increase (after 10 minutes from the start of hydrogenation), and the catalyst was removed by filtration after cooling to obtain hydrogenated oil.
The obtained hydrogenated oil had an iodine value of 87 and a decrease rate of the iodine value of 11%. The obtained hydrogenated oil was allowed to stand at 5 ° C. overnight and then filtered (wintering treatment) at 5 ° C. to obtain about 1.2 kg of a cold-resistant liquid triglyceride composition. This was designated as cold-resistant liquid lubricating oil 1 (cool-resistant liquid triglyceride composition content 100 mass%). The iodine value of the resulting cold-resistant liquid lubricating oil 1 was 91.
The fatty acid composition of the high oleic rapeseed oil used as a raw material and the obtained cold-resistant liquid lubricating oil 1 was analyzed using a gas chromatograph. The analysis results are shown in Table 1.
実施例２〔耐冷性液状潤滑油２の製造〕
実施例１と同じ原料を使用し、同じ製造方法により、水添油を製造し、水添油を得た。得られた水添油のヨウ素価は８５で、ヨウ素価の減少率は１３％であった。得られた水添油を半分に分けたものを９℃で１晩放置した後、９℃においてろ過（ウインタリング処理）し、耐冷性液状トリグリセリド組成物を約０.７ｋｇ得た。これを耐冷性液状潤滑油２（耐冷性液状トリグリセリド組成物含量１００質量％）とした。得られた耐冷性液状潤滑油２のヨウ素価は８９であった。
原料に使用したハイオレイック菜種油、及び得られた耐冷性液状潤滑油２の脂肪酸組成を、ガスクロマトグラフを用いて分析した。分析結果を表１に示す。
Example 2 [Production of cold-resistant liquid lubricating oil 2]
Using the same raw materials as in Example 1, hydrogenated oil was produced by the same production method to obtain hydrogenated oil. The obtained hydrogenated oil had an iodine value of 85 and a decrease rate of the iodine value of 13%. The obtained hydrogenated oil was divided in half and allowed to stand at 9 ° C. overnight and then filtered (wintering treatment) at 9 ° C. to obtain about 0.7 kg of a cold-resistant liquid triglyceride composition. This was designated as cold-resistant liquid lubricating oil 2 (cool-resistant liquid triglyceride composition content 100 mass%). The obtained cold-resistant liquid lubricating oil 2 had an iodine value of 89.
The fatty acid composition of the high oleic rapeseed oil used as a raw material and the obtained cold-resistant liquid lubricating oil 2 was analyzed using a gas chromatograph. The analysis results are shown in Table 1.
比較例１〔比較潤滑油１の製造〕
実施例１と同じ原料を用い、水添処理時間を１５分間にした以外は、実施例１と同様の方法で水添処理を行い、水添油を得た。得られた水添油のヨウ素価は７９でヨウ素価減少率は１９％であった。得られた水添油を５℃、１０℃又は１５℃で１晩保管すると、すべての温度において油全体が固まってしまい、通常のろ過（ウインタリング処理）を行うことができず、液状油である比較潤滑油１を得ることができなかった。したがって、比較潤滑油１については、各種評価試験は行うことが出来なかった。
原料に使用したハイオレイック菜種油の脂肪酸組成の分析結果を表１に示す。
Comparative Example 1 [Production of Comparative Lubricating Oil 1]
Hydrogenation was performed in the same manner as in Example 1 except that the same raw material as in Example 1 was used and the hydrogenation time was changed to 15 minutes to obtain hydrogenated oil. The obtained hydrogenated oil had an iodine value of 79 and an iodine value reduction rate of 19%. When the obtained hydrogenated oil is stored at 5 ° C., 10 ° C. or 15 ° C. overnight, the whole oil is hardened at all temperatures, and normal filtration (wintering treatment) cannot be performed. A comparative lubricating oil 1 could not be obtained. Therefore, various evaluation tests could not be performed on the comparative lubricating oil 1.
Table 1 shows the analysis results of the fatty acid composition of the high oleic rapeseed oil used as a raw material.
比較例２〔比較潤滑油２の製造〕
実施例１の原料のハイオレイック菜種油をヨウ素価１１３の菜種油に代えた以外は、実施例１と同様の方法で水添処理を行、水添油を得た。得られた水添油のヨウ素価は９７でヨウ素価減少率は１４％であった。得られた水添油を８℃で１晩放置した後、８℃においてろ過（ウインタリング処理）し、液状トリグリセリド組成物を約１.５ｋｇ得た。これを比較潤滑油２（液状トリグリセリド組成物含量１００質量％）とした。得られた比較潤滑油２のヨウ素価は１００であった。
原料に使用した菜種油、及び得られた比較潤滑油２の脂肪酸組成を、ガスクロマトグラフを用いて分析した。分析結果を表２に示す。
Comparative Example 2 [Production of Comparative Lubricating Oil 2]
A hydrogenation treatment was performed in the same manner as in Example 1 except that the raw high rapeseed oil of Example 1 was replaced with a rapeseed oil having an iodine value of 113 to obtain a hydrogenated oil. The obtained hydrogenated oil had an iodine value of 97 and an iodine value reduction rate of 14%. The obtained hydrogenated oil was allowed to stand at 8 ° C. overnight and then filtered (wintering treatment) at 8 ° C. to obtain about 1.5 kg of a liquid triglyceride composition. This was designated as comparative lubricating oil 2 (liquid triglyceride composition content 100 mass%). The iodine value of the obtained comparative lubricating oil 2 was 100.
The rapeseed oil used as the raw material and the fatty acid composition of the obtained comparative lubricating oil 2 were analyzed using a gas chromatograph. The analysis results are shown in Table 2.
比較例３〔比較潤滑油３〕
実施例２で得られた水添油の半分（ヨウ素価は８５）を１６℃で１晩放置した後、１６℃においてろ過（ウインタリング処理）し、液状トリグリセリド組成物を約０．８ｋｇ得た。これを比較潤滑油３（液状トリグリセリド組成物含量１００質量％）とした。得られた比較潤滑油３のヨウ素価は８７であった。
得られた比較潤滑油３の脂肪酸組成を、ガスクロマトグラフを用いて分析した。分析結果を表２に示す。また、原料に使用したハイオレイック菜種油の分析結果を表１に示す。
比較潤滑油３を、１０℃に１晩放置すると、結晶が析出した。したがって、比較潤滑油３については、各種評価試験は行わなかった。
Comparative Example 3 [Comparative Lubricating Oil 3]
Half of the hydrogenated oil obtained in Example 2 (iodine value is 85) was allowed to stand at 16 ° C. overnight and then filtered (wintering treatment) at 16 ° C. to obtain about 0.8 kg of a liquid triglyceride composition. . This was designated as comparative lubricating oil 3 (liquid triglyceride composition content 100 mass%). The comparative lubricating oil 3 obtained had an iodine value of 87.
The fatty acid composition of the obtained comparative lubricating oil 3 was analyzed using a gas chromatograph. The analysis results are shown in Table 2. In addition, Table 1 shows the analysis results of the high oleic rapeseed oil used as the raw material.
When the comparative lubricating oil 3 was left at 10 ° C. overnight, crystals were precipitated. Therefore, various evaluation tests were not performed on the comparative lubricating oil 3.
実施例３〔耐冷性液状潤滑油３の製造〕
実施例１で得られた耐冷性液状トリグリセリド組成物（脂肪酸組成は表１を参照。）を０.１ｋｇ、及びポリグリセリン混合脂肪酸エステル(商品名：サンソフトＱＭＰ−５、太陽化学（株）製)０.１ｇを５００ミリリットルステンレス容器に入れ、７０℃で３０分間プロペラ攪拌して混合し、耐冷性液状潤滑油３を約０.１ｋｇ得た。
原料に使用したハイオレイック菜種油の分析結果を表１に示す。
Example 3 [Production of Cold Resistant Liquid Lubricating Oil 3]
0.1 kg of the cold-resistant liquid triglyceride composition obtained in Example 1 (see Table 1 for fatty acid composition) and polyglycerin mixed fatty acid ester (trade name: Sunsoft QMP-5, manufactured by Taiyo Kagaku Co., Ltd.) ) 0.1 g was put in a 500 ml stainless steel container and mixed with propeller stirring at 70 ° C. for 30 minutes to obtain about 0.1 kg of cold-resistant liquid lubricating oil 3.
Table 1 shows the analysis results of the high oleic rapeseed oil used as a raw material.
実施例４〔耐冷性液状潤滑油４の製造〕
実施例１で得られた耐冷性液状トリグリセリド組成物の代わりに、実施例２で得られた耐冷性液状トリグリセリド組成物（脂肪酸組成は表１を参照。）を使用した以外は、実施例３と同様の方法で製造することにより耐冷性液状潤滑油４を約０.１ｋｇ得た。
原料に使用したハイオレイック菜種油の分析結果を表１に示す。
Example 4 [Production of Cold Resistant Liquid Lubricating Oil 4]
Example 3 and Example 3 were used except that the cold-resistant liquid triglyceride composition obtained in Example 2 was used instead of the cold-resistant liquid triglyceride composition obtained in Example 1 (see Table 1 for the fatty acid composition). About 0.1 kg of cold-resistant liquid lubricating oil 4 was obtained by producing in the same manner.
Table 1 shows the analysis results of the high oleic rapeseed oil used as a raw material.
比較例４〔比較潤滑油４の製造〕
比較例２で得られた液状トリグリセリド組成物（脂肪酸組成は表２を参照。）を０.１ｋｇ、及びポリグリセリン混合脂肪酸エステル(商品名：サンソフトＱＭＰ−５、太陽化学（株）製)０.１ｇを２リットルステンレス容器に入れ、７０℃で３０分間プロペラ攪拌して混合し、比較潤滑油４を約０.１ｋｇ得た。
原料に使用した菜種油の脂肪酸組成の分析結果を表２に示す。
Comparative Example 4 [Production of Comparative Lubricating Oil 4]
0.1 kg of the liquid triglyceride composition obtained in Comparative Example 2 (see Table 2 for fatty acid composition) and polyglycerin mixed fatty acid ester (trade name: Sunsoft QMP-5, Taiyo Kagaku Co., Ltd.) 0 0.1 g was put into a 2 liter stainless steel container and mixed with propeller stirring at 70 ° C. for 30 minutes to obtain about 0.1 kg of comparative lubricating oil 4.
Table 2 shows the analysis results of the fatty acid composition of the rapeseed oil used as the raw material.
比較例５〔比較潤滑油５の製造〕
ハイオレイックひまわり油（商品名：オレインリッチ、昭和産業（株）社製）を０.１ｋｇ、及びポリグリセリン混合脂肪酸エステル(商品名：サンソフトＱＭＰ−５、太陽化学（株）製)０.１ｇを５００ミリリットルステンレス容器に入れ、７０℃で３０分間プロペラ攪拌して混合し、比較潤滑油５を約０.１ｋｇ得た。
原料に使用したハイオレイックひまわり油の脂肪酸組成を、ガスクロマトグラフを用いて分析した。分析結果を表２に示す。
Comparative Example 5 [Production of Comparative Lubricating Oil 5]
0.1 kg of high oleic sunflower oil (trade name: olein rich, Showa Sangyo Co., Ltd.) and 0.1 g of polyglycerin mixed fatty acid ester (trade name: Sunsoft QMP-5, Taiyo Kagaku Co., Ltd.) The mixture was placed in a 500 ml stainless steel container and mixed with propeller stirring at 70 ° C. for 30 minutes to obtain about 0.1 kg of comparative lubricating oil 5.
The fatty acid composition of high oleic sunflower oil used as a raw material was analyzed using a gas chromatograph. The analysis results are shown in Table 2.
〔ＣＤＭ試験による酸化安定性評価試験〕
各種潤滑油の原料として用いた油（ハイオレイック菜種油、菜種油、ハイオレイックひまわり油）、耐冷性液状潤滑油１、２、及び比較潤滑油２について、ＣＤＭ試験（ランシマット試験）を行い、酸価安定性について評価を行った。
なお、耐冷性液状潤滑油３、４、及び比較潤滑油４、５の酸価安定性は、ポリグリセリン脂肪酸エステル添加前の油とほぼ同じであることから、ＣＤＭ試験は行わなかった。また、比較潤滑油１については、製造で液状油を得ることができなかったため、比較潤滑油３については１０℃で結晶が析出したため、ＣＤＭ試験は行わなかった。
試験は、２．５ｇの各種サンプルを、１２０℃で２０リットル／時間の量の空気を吹き込み行った。時間が長いものほど、酸価安定性が高いものであると評価することができる。
試験結果を表３に示す。その結果、本発明品である耐冷性液状潤滑油１及び２は、植物油（ハイオレイック菜種油、菜種油、ハイオレイックひまわり油）及び比較潤滑油２よりも酸価安定性が高く、潤滑油に適していることがわかった。また、耐冷性液状潤滑油１及び２の酸化安定性が高いことから、それらを原料とする耐冷性液状潤滑油３及び４も同じように酸化安定性が高いということがわかる。
なお、比較潤滑油１については、製造で液状油を得ることができなかったため、酸化安定性評価試験は行わなかった。
[Oxidation stability evaluation test by CDM test]
CDM test (Rancimat test) was conducted on the oils used as raw materials for various lubricating oils (high oleic rapeseed oil, rapeseed oil, high oleic sunflower oil), cold-resistant liquid lubricating oils 1 and 2 and comparative lubricating oil 2, and the acid value stability. Evaluation was performed.
The acid resistance stability of the cold-resistant liquid lubricating oils 3 and 4 and the comparative lubricating oils 4 and 5 was almost the same as that before the addition of the polyglycerin fatty acid ester, so the CDM test was not performed. Moreover, since the liquid oil was not able to be obtained by manufacture about the comparative lubricating oil 1, since the crystal | crystallization precipitated about 10 degreeC about the comparative lubricating oil 3, the CDM test was not done.
In the test, 2.5 g of various samples were blown with air in an amount of 20 liters / hour at 120 ° C. It can be evaluated that the longer the time, the higher the acid value stability.
The test results are shown in Table 3. As a result, the cold-resistant liquid lubricating oils 1 and 2 according to the present invention have higher acid value stability than vegetable oils (high oleic rapeseed oil, rapeseed oil, high oleic sunflower oil) and comparative lubricating oil 2 and are suitable for lubricating oils. I understood. Moreover, since the oxidation stability of the cold-resistant liquid lubricating oils 1 and 2 is high, it can be understood that the cold-resistant liquid lubricating oils 3 and 4 using these as raw materials are similarly high in oxidation stability.
In addition, about comparative lubricating oil 1, since liquid oil was not able to be obtained by manufacture, the oxidation stability evaluation test was not performed.
〔耐冷性評価試験〕
耐冷性液状潤滑油１〜４、及び比較潤滑油２、４、５を、それぞれ０℃で保存し、３日間後、７日後、及び１ヵ月後の結晶析出の有無について確認した。対照として、酸価安定性の高いハイオレイックひまわり油について耐冷性評価試験を行った。また、１０℃で１ヶ月保存後の結晶析出の有無についても確認した。
保存後、結晶析出がなかったものを○、結晶析出をしたが、その析出量が少なかったものを△、結晶析出をし、その析出量が多かったものを×として、耐冷性を評価した。０℃及び１０℃での耐冷性評価試験結果を表４に示す。
(Cold resistance evaluation test)
The cold-resistant liquid lubricating oils 1 to 4 and the comparative lubricating oils 2, 4, and 5 were each stored at 0 ° C. and checked for crystal precipitation after 3 days, 7 days, and 1 month. As a control, a cold resistance evaluation test was performed on high oleic sunflower oil having high acid value stability. The presence or absence of crystal precipitation after storage at 10 ° C. for 1 month was also confirmed.
After storage, ◯ was given when there was no crystal precipitation, and Δ was given when the precipitation amount was small, and X was given when the crystal precipitation was high and the crystal precipitation was high, and the cold resistance was evaluated. Table 4 shows the results of the cold resistance evaluation test at 0 ° C and 10 ° C.
ハイオレイックひまわり油、耐冷性液状潤滑油１〜４、及び比較潤滑油２、４、５について、それぞれ１０℃で１ヶ月間保存したが、結晶は析出しなかった。よって、本発明品である耐冷性液状潤滑油１〜４は、すべて耐冷性を有することがわかった。
また、ポリグリセリン脂肪酸エステルを添加した本発明品である耐冷性液状潤滑油３、４、及び比較潤滑油４、５は、０℃で７日及び１ヶ月という長期間においても結晶が析出せず、耐冷性がより高いことがわかった。
一方、ポリグリセリン脂肪酸エステルを添加していない油であるハイオレイックひまわり油、及び比較潤滑油２は、０℃の長期間保存により多量の結晶析出を生じた。また、本発明品である耐冷性液状潤滑油１、２は、０℃の長期間保存により結晶析出を生じたが、その析出量は少なく、しかも１ヶ月後の結晶析出量は７日後の析出量からほとんど増加しなかった。
したがって、この０℃における耐冷性試験結果、先に説明した酸化安定性試験結果、及び１０℃での耐冷性試験結果から総合的に判断すると、ポリグリセリン脂肪酸エステルを添加していない耐冷性液状潤滑油１及び２は、ハイオレイックひまわり油より、耐冷性、及び酸化安定性が高く、ハイオレイックひまわり油より潤滑油性能が高いことがわかった。
なお、比較潤滑油１については、製造で液状油を得ることができなかったため、また、比較潤滑油３については１０℃で結晶が析出したため、耐冷性評価試験は行わなかった。
The high oleic sunflower oil, the cold-resistant liquid lubricating oils 1 to 4 and the comparative lubricating oils 2, 4 and 5 were each stored at 10 ° C. for 1 month, but no crystals were precipitated. Therefore, it turned out that all the cold-resistant liquid lubricating oils 1-4 which are this invention products have cold resistance.
Further, the cold-resistant liquid lubricating oils 3 and 4 and the comparative lubricating oils 4 and 5 which are the present invention products to which polyglycerin fatty acid ester is added do not precipitate crystals even at a long period of 7 days and 1 month at 0 ° C. It was found that the cold resistance was higher.
On the other hand, the high oleic sunflower oil, which is an oil to which no polyglycerin fatty acid ester is added, and the comparative lubricating oil 2 caused a large amount of crystal precipitation upon long-term storage at 0 ° C. In addition, the cold-resistant liquid lubricating oils 1 and 2 of the present invention produced crystal precipitation upon long-term storage at 0 ° C., but the amount of precipitation was small, and the amount of crystal precipitation after 1 month was the precipitation after 7 days. There was little increase from the amount.
Therefore, when comprehensively judged from the results of the cold resistance test at 0 ° C., the oxidation stability test results described above, and the cold resistance test results at 10 ° C., the cold resistant liquid lubrication to which no polyglycerol fatty acid ester is added. Oils 1 and 2 were found to have higher cold resistance and oxidation stability than high oleic sunflower oil, and higher lubricating oil performance than high oleic sunflower oil.
In addition, since the liquid oil was not able to be obtained by manufacture about the comparative lubricating oil 1, and since the crystal | crystallization precipitated about 10 degreeC about the comparative lubricating oil 3, the cold resistance evaluation test was not done.
また、先に説明したポリグリセリン脂肪酸エステルを添加していない油の０℃での長期間の耐冷性試験結果からわかるように、本発明の耐冷性液状潤滑油は、ハイオレイックひまわり油よりも結晶析出量が少なかったことから、耐冷性をさらに向上させるためにポリグリセリン脂肪酸エステルを添加しようとした場合、本発明の耐冷性液状潤滑油を用いれば、ハイオレイックひまわり油等の植物油へ添加する場合に比べ、より少ない量のポリグリセリン脂肪酸エステル添加量でも耐冷性、特に０℃での耐冷性を向上させることが期待でき、コスト面でもメリットがあることがわかる。 Further, as can be seen from the results of the long-term cold resistance test at 0 ° C. of the oil not added with the polyglycerol fatty acid ester described above, the cold-resistant liquid lubricating oil of the present invention is more crystallized than the high oleic sunflower oil. Because the amount was small, when trying to add polyglycerol fatty acid ester to further improve cold resistance, using the cold-resistant liquid lubricating oil of the present invention compared to adding to vegetable oil such as high oleic sunflower oil It can be seen that even with a smaller amount of polyglycerin fatty acid ester added, it can be expected to improve the cold resistance, particularly at 0 ° C., and there is a merit in terms of cost.
実施例５
表５に示す配合で、耐冷性液状潤滑油５を製造した。
まず、オレイン酸メチルエステルに、抗酸化剤であるＴＢＨＱを添加し室温で溶解させた。
次に、実施例１で得られた耐冷性液状トリグリセリド組成物、中鎖脂肪酸トリグリセリド（商品名：ＯＤＯ、日清オイリオ（株）製）、先に調製したＴＢＨＱ含有オレイン酸メチルエステルを５００ミリリットルステンレス容器に入れ、７０℃で３０分間プロペラ攪拌して混合し、耐冷性液状潤滑油５を約０.１ｋｇ得た。
得られた耐冷性液状潤滑油５については、１０℃で１ヶ月間保存したが、結晶析出しなかった。
得られた耐冷性液状潤滑油５について、先に説明したＣＤＭ試験により酸化安定性評価試験を行ったところ、３０時間を越え、非常に高い酸価安定性を有し、潤滑油に適していることがわかった。
Example 5
With the formulation shown in Table 5, a cold resistant liquid lubricating oil 5 was produced.
First, TBHQ which is an antioxidant was added to oleic acid methyl ester and dissolved at room temperature.
Next, the cold-resistant liquid triglyceride composition obtained in Example 1, a medium-chain fatty acid triglyceride (trade name: ODO, manufactured by Nisshin Oilio Co., Ltd.), and the TBHQ-containing oleic acid methyl ester prepared earlier in 500 ml of stainless steel. The mixture was placed in a container and mixed with propeller stirring at 70 ° C. for 30 minutes to obtain about 0.1 kg of cold-resistant liquid lubricating oil 5.
The obtained cold-resistant liquid lubricating oil 5 was stored at 10 ° C. for 1 month, but no crystals were precipitated.
The obtained cold-resistant liquid lubricating oil 5 was subjected to an oxidation stability evaluation test by the CDM test described above. As a result, it has a very high acid value stability over 30 hours and is suitable for a lubricating oil. I understood it.
本発明の耐冷性液状潤滑油は、金属加工、塑性加工、及び金属表面処理時の各種潤滑油（圧延油、切削油、研削油、引抜き加工油、プレス加工油、防錆油等）として利用することができる。さらに、食品機械用の潤滑油としても使用することができる。
The cold-resistant liquid lubricating oil of the present invention is used as various lubricating oils (rolling oil, cutting oil, grinding oil, drawing oil, press working oil, rust prevention oil, etc.) during metal working, plastic working, and metal surface treatment. can do. Furthermore, it can be used as a lubricating oil for food machinery.
Claims (9)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2004121405A JP4315856B2 (en) | 2004-04-16 | 2004-04-16 | Cold-resistant liquid lubricating oil and method for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2004121405A JP4315856B2 (en) | 2004-04-16 | 2004-04-16 | Cold-resistant liquid lubricating oil and method for producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005306894A JP2005306894A (en) | 2005-11-04 |
| JP4315856B2 true JP4315856B2 (en) | 2009-08-19 |
Family
ID=35436038
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004121405A Expired - Fee Related JP4315856B2 (en) | 2004-04-16 | 2004-04-16 | Cold-resistant liquid lubricating oil and method for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP4315856B2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4684951B2 (en) * | 2006-06-16 | 2011-05-18 | トヨタ紡織株式会社 | Lubricating oil for processing metal material and method for processing metal material using the same |
| JP5107010B2 (en) * | 2007-12-11 | 2012-12-26 | 日清オイリオグループ株式会社 | Hydrogenated oil and lubricating oil containing it |
| JP2014185209A (en) * | 2013-03-22 | 2014-10-02 | Fuji Oil Co Ltd | Biodegradable lubricant base oil |
| CN106967489B (en) * | 2017-05-08 | 2020-01-14 | 三河市炬峰生物能源有限公司 | Biological cutting oil and preparation method thereof |
| FR3077299B1 (en) * | 2018-02-01 | 2020-10-30 | Tropical Essence Sdn Bhd | ADDITIVE FOR OIL BASED ON TRIGLYCERIDES |
| JP7450993B1 (en) | 2023-03-16 | 2024-03-18 | 築野グループ株式会社 | Composition |
-
2004
- 2004-04-16 JP JP2004121405A patent/JP4315856B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2005306894A (en) | 2005-11-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR102018802B1 (en) | Grease composition | |
| CN102220183B (en) | Vegetable oil-based water-soluble cutting fluid | |
| KR100665790B1 (en) | Aqueous cutting oil composite | |
| US10618865B2 (en) | Organometallic salt composition, a method for its preparation and a lubricant additive composition | |
| Chang et al. | Palm oil derived trimethylolpropane triesters synthetic lubricants and usage in industrial metalworking fluid | |
| JP2017515949A (en) | Lubricant | |
| US7781384B2 (en) | Lubricant base from palm oil and its by-products | |
| JP4315856B2 (en) | Cold-resistant liquid lubricating oil and method for producing the same | |
| JP5107010B2 (en) | Hydrogenated oil and lubricating oil containing it | |
| US20100048931A1 (en) | Oxidation-stable carboxylic esters and use thereof | |
| JP2015504933A (en) | Grease composition | |
| CN108138065A (en) | Lubrication mixture with glyceride | |
| JP2604166B2 (en) | Lubricant | |
| JP2920664B2 (en) | Lubricating oil composition | |
| WO2020115235A1 (en) | Flame retardant hydraulic oil | |
| JPH01301793A (en) | Lubricating oil | |
| WO2019189234A1 (en) | Grease composition, mechanism component, and production method for grease composition | |
| JP2008214510A (en) | Water-soluble processing oil for metal | |
| JP3536332B2 (en) | Cold rolling oil | |
| EP2228425A1 (en) | Lubricant | |
| El Rayes et al. | Utilization Of Efficient And Environmentally Friendly Metal Cutting Fluid (Mcfs) By Glycolyzing Of Edible And Nonedible Oil | |
| EP3061804A1 (en) | A hot rolling oil for steel | |
| JP2009007546A (en) | Grease composition | |
| JPH0737629B2 (en) | Extreme pressure additive for water-soluble metal working oil | |
| JP2014214312A (en) | Novel sulfur-crosslinked compound, application of the same and method of producing the same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20060224 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20090219 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20090224 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20090327 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20090519 |
|
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20090519 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 4315856 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120529 Year of fee payment: 3 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120529 Year of fee payment: 3 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20150529 Year of fee payment: 6 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |