JPS5984988A - 金属圧延油 - Google Patents

Info

Publication number

JPS5984988A

JPS5984988A JP18464883A JP18464883A JPS5984988A JP S5984988 A JPS5984988 A JP S5984988A JP 18464883 A JP18464883 A JP 18464883A JP 18464883 A JP18464883 A JP 18464883A JP S5984988 A JPS5984988 A JP S5984988A

Authority

JP

Japan

Prior art keywords

dicarboxylic acid

group

castor oil

acid

rolling

Prior art date

1983-10-03

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Granted

Links

• Espacenet
• Global Dossier
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• 238000005096 rolling process Methods 0.000 title abstract description 29
• OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 31
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 18
• 239000004359 castor oil Substances 0.000 claims abstract description 16
• 235000019438 castor oil Nutrition 0.000 claims abstract description 16
• ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims abstract description 16
• 125000002947 alkylene group Chemical group 0.000 claims abstract description 14
• 239000007795 chemical reaction product Substances 0.000 claims abstract description 11
• 125000003342 alkenyl group Chemical group 0.000 claims abstract description 10
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
• 238000005886 esterification reaction Methods 0.000 claims abstract description 9
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 7
• 150000002440 hydroxy compounds Chemical class 0.000 claims abstract description 7
• 235000004443 Ricinus communis Nutrition 0.000 claims description 12
• 125000004432 carbon atom Chemical group C* 0.000 claims description 9
• 239000010731 rolling oil Substances 0.000 claims description 8
• 238000006243 chemical reaction Methods 0.000 claims description 6
• 239000004094 surface-active agent Substances 0.000 claims description 4
• 239000005069 Extreme pressure additive Substances 0.000 claims description 3
• 241001465754 Metazoa Species 0.000 claims description 3
• 239000010775 animal oil Substances 0.000 claims description 3
• 239000002480 mineral oil Substances 0.000 claims description 3
• 235000015112 vegetable and seed oil Nutrition 0.000 claims description 3
• 239000008158 vegetable oil Substances 0.000 claims description 3
• 239000002184 metal Substances 0.000 claims description 2
• 239000003921 oil Substances 0.000 abstract description 6
• 238000005461 lubrication Methods 0.000 abstract description 2
• 239000002253 acid Substances 0.000 description 16
• BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 6
• JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 6
• 150000001875 compounds Chemical class 0.000 description 5
• 239000000463 material Substances 0.000 description 5
• VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
• 229910000831 Steel Inorganic materials 0.000 description 4
• 235000019198 oils Nutrition 0.000 description 4
• CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
• 239000010959 steel Substances 0.000 description 4
• 239000003760 tallow Substances 0.000 description 4
• 238000010998 test method Methods 0.000 description 4
• VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
• WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 3
• 238000000034 method Methods 0.000 description 3
• JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
• IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
• 239000002202 Polyethylene glycol Substances 0.000 description 2
• 235000021355 Stearic acid Nutrition 0.000 description 2
• 150000008065 acid anhydrides Chemical class 0.000 description 2
• 239000003963 antioxidant agent Substances 0.000 description 2
• 235000006708 antioxidants Nutrition 0.000 description 2
• 235000015278 beef Nutrition 0.000 description 2
• 150000001735 carboxylic acids Chemical class 0.000 description 2
• 230000000052 comparative effect Effects 0.000 description 2
• 238000007796 conventional method Methods 0.000 description 2
• 150000001991 dicarboxylic acids Chemical class 0.000 description 2
• 239000000539 dimer Substances 0.000 description 2
• 239000001530 fumaric acid Substances 0.000 description 2
• VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
• 239000011976 maleic acid Substances 0.000 description 2
• LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
• 239000000203 mixture Substances 0.000 description 2
• GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
• QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
• OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
• 229940049964 oleate Drugs 0.000 description 2
• 229920001223 polyethylene glycol Polymers 0.000 description 2
• 239000000047 product Substances 0.000 description 2
• 239000008117 stearic acid Substances 0.000 description 2
• 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
• 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
• QIVUCLWGARAQIO-OLIXTKCUSA-N (3s)-n-[(3s,5s,6r)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6-trifluorophenyl)piperidin-3-yl]-2-oxospiro[1h-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide Chemical compound C1([C@H]2[C@H](N(C(=O)[C@@H](NC(=O)C=3C=C4C[C@]5(CC4=NC=3)C3=CC=CN=C3NC5=O)C2)CC(F)(F)F)C)=C(F)C=CC(F)=C1F QIVUCLWGARAQIO-OLIXTKCUSA-N 0.000 description 1
• ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
• WLYVBDOFKMGCBL-DEXHTJMYSA-N (z)-4-[(z)-octadec-9-enoxy]-4-oxobut-2-enoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)\C=C/C(O)=O WLYVBDOFKMGCBL-DEXHTJMYSA-N 0.000 description 1
• GIGYJAKGGCCFLM-UHFFFAOYSA-N 10-dodecoxy-10-oxodecanoic acid Chemical compound CCCCCCCCCCCCOC(=O)CCCCCCCCC(O)=O GIGYJAKGGCCFLM-UHFFFAOYSA-N 0.000 description 1
• FKOKUHFZNIUSLW-UHFFFAOYSA-N 2-Hydroxypropyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(C)O FKOKUHFZNIUSLW-UHFFFAOYSA-N 0.000 description 1
• MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 description 1
• ABXNBKQSDWIZQP-UHFFFAOYSA-N 6-octadecoxy-6-oxohexanoic acid Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCC(O)=O ABXNBKQSDWIZQP-UHFFFAOYSA-N 0.000 description 1
• 241000283153 Cetacea Species 0.000 description 1
• FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
• FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• 235000019482 Palm oil Nutrition 0.000 description 1
• 240000002834 Paulownia tomentosa Species 0.000 description 1
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
• TXQVDVNAKHFQPP-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CO)(CO)CO TXQVDVNAKHFQPP-UHFFFAOYSA-N 0.000 description 1
• 239000000654 additive Substances 0.000 description 1
• 239000001361 adipic acid Substances 0.000 description 1
• 235000011037 adipic acid Nutrition 0.000 description 1
• 229960000541 cetyl alcohol Drugs 0.000 description 1
• 239000013078 crystal Substances 0.000 description 1
• 230000018044 dehydration Effects 0.000 description 1
• 238000006297 dehydration reaction Methods 0.000 description 1
• LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
• MPVXINJRXRIDDB-VCDGYCQFSA-N dodecanoic acid;(2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCCCCCC(O)=O MPVXINJRXRIDDB-VCDGYCQFSA-N 0.000 description 1
• LLRANSBEYQZKFY-UHFFFAOYSA-N dodecanoic acid;propane-1,2-diol Chemical compound CC(O)CO.CCCCCCCCCCCC(O)=O LLRANSBEYQZKFY-UHFFFAOYSA-N 0.000 description 1
• 229940093476 ethylene glycol Drugs 0.000 description 1
• 229940095098 glycol oleate Drugs 0.000 description 1
• BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
• IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
• 238000005984 hydrogenation reaction Methods 0.000 description 1
• -1 hydroxyl compound Chemical class 0.000 description 1
• 229910052500 inorganic mineral Inorganic materials 0.000 description 1
• 239000013067 intermediate product Substances 0.000 description 1
• FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
• 239000011707 mineral Substances 0.000 description 1
• 235000010446 mineral oil Nutrition 0.000 description 1
• GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
• 229910001120 nichrome Inorganic materials 0.000 description 1
• CKQVRZJOMJRTOY-UHFFFAOYSA-N octadecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O CKQVRZJOMJRTOY-UHFFFAOYSA-N 0.000 description 1
• ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
• 229940055577 oleyl alcohol Drugs 0.000 description 1
• XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
• 239000002540 palm oil Substances 0.000 description 1
• 238000011056 performance test Methods 0.000 description 1
• 230000002093 peripheral effect Effects 0.000 description 1
• 230000000379 polymerizing effect Effects 0.000 description 1
• 235000015277 pork Nutrition 0.000 description 1
• 239000000600 sorbitol Substances 0.000 description 1
• 229940012831 stearyl alcohol Drugs 0.000 description 1
• 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1