JPH0450298A - Lubricating oil composition - Google Patents
Lubricating oil compositionInfo
- Publication number
- JPH0450298A JPH0450298A JP16089690A JP16089690A JPH0450298A JP H0450298 A JPH0450298 A JP H0450298A JP 16089690 A JP16089690 A JP 16089690A JP 16089690 A JP16089690 A JP 16089690A JP H0450298 A JPH0450298 A JP H0450298A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- fatty acid
- oil
- lubricating oil
- alcohol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 23
- 239000010687 lubricating oil Substances 0.000 title claims description 21
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 43
- 239000000194 fatty acid Substances 0.000 claims abstract description 43
- 229930195729 fatty acid Natural products 0.000 claims abstract description 43
- -1 hydroxyaryl fatty acid Chemical class 0.000 claims abstract description 28
- 239000003921 oil Substances 0.000 claims abstract description 27
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 18
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 14
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 14
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 abstract description 19
- 229920013639 polyalphaolefin Polymers 0.000 abstract description 5
- 239000010723 turbine oil Substances 0.000 abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 4
- 150000004996 alkyl benzenes Chemical class 0.000 abstract description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- 229920001083 polybutene Polymers 0.000 abstract description 3
- 125000003545 alkoxy group Chemical group 0.000 abstract description 2
- 125000002947 alkylene group Chemical group 0.000 abstract description 2
- 230000001050 lubricating effect Effects 0.000 abstract description 2
- 230000003405 preventing effect Effects 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 description 23
- 230000000694 effects Effects 0.000 description 10
- 230000002265 prevention Effects 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 150000001298 alcohols Chemical class 0.000 description 9
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 6
- SMYREFDDLSTNKQ-UHFFFAOYSA-N oxocan-2-ol Chemical compound OC1CCCCCCO1 SMYREFDDLSTNKQ-UHFFFAOYSA-N 0.000 description 6
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 5
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 5
- 239000002199 base oil Substances 0.000 description 5
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 4
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 4
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 4
- 239000005642 Oleic acid Substances 0.000 description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 4
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 230000004927 fusion Effects 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- SIOLDWZBFABPJU-UHFFFAOYSA-N isotridecanoic acid Chemical compound CC(C)CCCCCCCCCC(O)=O SIOLDWZBFABPJU-UHFFFAOYSA-N 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- CFQZKFWQLAHGSL-FNTYJUCDSA-N (3e,5e,7e,9e,11e,13e,15e,17e)-18-[(3e,5e,7e,9e,11e,13e,15e,17e)-18-[(3e,5e,7e,9e,11e,13e,15e)-octadeca-3,5,7,9,11,13,15,17-octaenoyl]oxyoctadeca-3,5,7,9,11,13,15,17-octaenoyl]oxyoctadeca-3,5,7,9,11,13,15,17-octaenoic acid Chemical compound OC(=O)C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\OC(=O)C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\OC(=O)C\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C=C CFQZKFWQLAHGSL-FNTYJUCDSA-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
- NQDZCRSUOVPTII-UHFFFAOYSA-N 10-methylundecan-1-ol Chemical compound CC(C)CCCCCCCCCO NQDZCRSUOVPTII-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- ZONJATNKKGGVSU-UHFFFAOYSA-N 14-methylpentadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCC(O)=O ZONJATNKKGGVSU-UHFFFAOYSA-N 0.000 description 1
- YSKJVKAHRSCWTL-UHFFFAOYSA-N 2-(9-hydroxynonyl)-2-phenyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(CCCCCCCCCO)(C(O)=O)C1=CC=CC=C1 YSKJVKAHRSCWTL-UHFFFAOYSA-N 0.000 description 1
- IZVWFSIVYSFMAS-UHFFFAOYSA-N 2-(hydroxymethoxy)-2-phenyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(OCO)(C(O)=O)C1=CC=CC=C1 IZVWFSIVYSFMAS-UHFFFAOYSA-N 0.000 description 1
- ITTRICCIGAREHY-UHFFFAOYSA-N 2-(hydroxymethyl)-2-phenyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(CO)(C(O)=O)C1=CC=CC=C1 ITTRICCIGAREHY-UHFFFAOYSA-N 0.000 description 1
- BNTLPYDMDDEHHD-UHFFFAOYSA-N 2-butylnonan-1-ol Chemical compound CCCCCCCC(CO)CCCC BNTLPYDMDDEHHD-UHFFFAOYSA-N 0.000 description 1
- XULHFMYCBKQGEE-UHFFFAOYSA-N 2-hexyl-1-Decanol Chemical compound CCCCCCCCC(CO)CCCCCC XULHFMYCBKQGEE-UHFFFAOYSA-N 0.000 description 1
- LOIMOHMWAXGSLR-UHFFFAOYSA-N 2-hexyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCC LOIMOHMWAXGSLR-UHFFFAOYSA-N 0.000 description 1
- XVMITSIVXXMMKY-UHFFFAOYSA-N 2-hydroxy-2-phenyldocosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCC(O)(C(O)=O)C1=CC=CC=C1 XVMITSIVXXMMKY-UHFFFAOYSA-N 0.000 description 1
- SNHWVZAWIAOEPS-UHFFFAOYSA-N 2-hydroxy-2-phenyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)(C(O)=O)C1=CC=CC=C1 SNHWVZAWIAOEPS-UHFFFAOYSA-N 0.000 description 1
- QNWTXRHBWABNIY-UHFFFAOYSA-N 2-hydroxy-2-phenyltetradecanoic acid Chemical compound CCCCCCCCCCCCC(O)(C(O)=O)C1=CC=CC=C1 QNWTXRHBWABNIY-UHFFFAOYSA-N 0.000 description 1
- JYZLSYFPFQTNNO-UHFFFAOYSA-N 2-octyldecan-1-ol Chemical compound CCCCCCCCC(CO)CCCCCCCC JYZLSYFPFQTNNO-UHFFFAOYSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- DHMRGSATSWRQFT-UHFFFAOYSA-N 2-pentylnonan-1-ol Chemical compound CCCCCCCC(CO)CCCCC DHMRGSATSWRQFT-UHFFFAOYSA-N 0.000 description 1
- MKJHXLKVZNDNDB-UHFFFAOYSA-N 2-phenyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(C(O)=O)C1=CC=CC=C1 MKJHXLKVZNDNDB-UHFFFAOYSA-N 0.000 description 1
- VDSWKFBVDCEZQA-UHFFFAOYSA-N 3-hydroxy-2,3-dimethyl-2-phenyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(C)(O)C(C)(C(O)=O)C1=CC=CC=C1 VDSWKFBVDCEZQA-UHFFFAOYSA-N 0.000 description 1
- VSAJTRPXXNCHGB-UHFFFAOYSA-N 9-methyl-decanoic acid Chemical compound CC(C)CCCCCCCC(O)=O VSAJTRPXXNCHGB-UHFFFAOYSA-N 0.000 description 1
- JIPTZBYHWFNYFB-UHFFFAOYSA-N Anteisomyristic acid Chemical compound CCC(C)CCCCCCCCCC(O)=O JIPTZBYHWFNYFB-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-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
- TYOJQTRFISCIRE-UHFFFAOYSA-N OC(C(=O)O)(CCCCCCC=C/CCCCCCCC)C1=CC=CC=C1 Chemical compound OC(C(=O)O)(CCCCCCC=C/CCCCCCCC)C1=CC=CC=C1 TYOJQTRFISCIRE-UHFFFAOYSA-N 0.000 description 1
- 241000282320 Panthera leo Species 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000011835 investigation Methods 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
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229960002446 octanoic acid Drugs 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
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- AUSVLRIDVGJNPA-UHFFFAOYSA-N tridec-12-en-1-ol Chemical compound OCCCCCCCCCCCC=C AUSVLRIDVGJNPA-UHFFFAOYSA-N 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は潤滑性および錆止め性にすぐれた潤滑油組成物
に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a lubricating oil composition with excellent lubricity and rust prevention properties.
工業用潤滑油の基油としては、鉱物油、アルキルベンゼ
ン、ポリブテン、ポリアルファオレフィンなどの炭化水
素系油が主に用いられているが、近年、その用途が拡大
するとともに多様化し、より厳しい条件下においても良
好な潤滑性、酸化安定性など満足のい(性能を得るため
に、様々な添加剤が配合されている。Hydrocarbon oils such as mineral oil, alkylbenzene, polybutene, and polyalphaolefin are mainly used as base oils for industrial lubricating oils, but in recent years, their uses have expanded and diversified, and they have been used under more severe conditions. In order to obtain satisfactory performance such as good lubricity and oxidation stability, various additives are blended.
この添加剤の代表的なものとして、良好な潤滑性を有す
る高級脂肪酸や高級脂肪酸エステルなどが挙げられるが
、脂肪酸の鎖長が長くなるにしたがい融点が高くなり、
潤滑油の物性としては好ましくない。Typical examples of these additives include higher fatty acids and higher fatty acid esters, which have good lubricity, but as the chain length of the fatty acid increases, the melting point increases.
This is not desirable in terms of physical properties of lubricating oil.
これに対し、ヒドロキシアリール脂肪酸は、熱や酸化に
対する安定性、潤滑性、フロン安定性などにすぐれてい
るほか、長鎖脂肪酸であるために耐荷重能が良好で、し
かも良好な錆止め効果をも有しているため、冷凍機油、
錆止め剤などの添加剤として多方面で使用されている(
特開昭61−171799号、同63−117097号
、同63−137184号などの各公報)。On the other hand, hydroxyaryl fatty acids have excellent stability against heat and oxidation, lubricity, and stability against chlorofluorocarbons, and because they are long-chain fatty acids, they have good load-bearing capacity, and they also have good rust prevention effects. Because it has refrigeration oil,
It is used in many fields as an additive such as rust inhibitors (
Publications such as JP-A-61-171799, JP-A-63-117097, and JP-A-63-137184).
しかるに、上記のヒドロキシアリール脂肪酸は、炭化水
素系油に対する溶解性が悪く、このような基油に対して
は本来の性能、特に潤滑性や錆止め効果を十分に発揮で
きない問題があった。However, the above-mentioned hydroxyaryl fatty acids have poor solubility in hydrocarbon oils, and there is a problem in that they cannot sufficiently exhibit their original performance, particularly lubricity and rust-inhibiting effects, in such base oils.
本発明は、上記の事情に鑑み、ヒドロキシアリル脂肪酸
を炭化水素系油に完全に溶解させることにより、それ本
来の性能、特に潤滑性や錆止め効果を十分に発揮し得る
潤滑油組成物を得ることを目的としている。In view of the above-mentioned circumstances, the present invention aims to obtain a lubricating oil composition that can fully exhibit its original performance, especially lubricity and rust prevention effect, by completely dissolving hydroxyallyl fatty acid in a hydrocarbon oil. It is an object.
本発明者らは、上記の目的を達成するために鋭意検討し
た結果、先に、ポリエーテル系合成油が炭化水素系油と
ヒドロキシアリール脂肪酸との良好な相溶化剤となるこ
とを見い出したが(特願平1−91061号)、このポ
リエーテル系合成油はその性能を十分に発揮させるため
にはかなり多量に添加する必要があった。As a result of intensive studies to achieve the above object, the present inventors first discovered that polyether-based synthetic oil serves as a good compatibilizer for hydrocarbon-based oil and hydroxyaryl fatty acid. (Japanese Patent Application No. 1-91061), this polyether-based synthetic oil had to be added in a fairly large amount in order to fully exhibit its performance.
そこで、本発明者らは、さらに検討を進めた結果、炭素
数6〜26のアルコール、炭素数8〜26の脂肪酸また
は重合脂肪酸が、ポリエーテル系合成油よりも少量で炭
化水素系油とヒドロキシアリール脂肪酸との相溶化剤と
して機能し、これら成分のうちの少なくとも一種を上記
相溶化剤として用いることにより、潤滑性や錆止め効果
の大きい潤滑油組成物が得られるものであることを知り
、本発明を完成するに至った。Therefore, as a result of further investigation, the present inventors found that alcohols with 6 to 26 carbon atoms, fatty acids with 8 to 26 carbon atoms, or polymerized fatty acids can be used in combination with hydrocarbon oils and hydroxyl in smaller amounts than polyether synthetic oils. We learned that it functions as a compatibilizer with aryl fatty acids, and that by using at least one of these components as the compatibilizer, a lubricating oil composition with great lubricity and rust-preventing effects can be obtained. The invention was completed.
すなわち、本発明は、(1)(a)炭化水素系油、(′
b)ヒドロキシアリール脂肪酸および(c1炭素数6〜
26のアルコール(以下、単にアルコールという)、炭
素数8〜26の脂肪酸または重合脂肪酸(以下、両者を
合わせて脂肪族カルボン酸という)の中から選ばれる少
なくとも一種の相溶化剤を含有してなる潤滑油組成物に
係るものである。That is, the present invention provides (1) (a) hydrocarbon oil, ('
b) Hydroxyaryl fatty acid and (c1 carbon number 6~
26 alcohols (hereinafter simply referred to as alcohols), fatty acids having 8 to 26 carbon atoms, or polymerized fatty acids (hereinafter referred to collectively as aliphatic carboxylic acids). The present invention relates to a lubricating oil composition.
本発明における(a)成分の炭化水素系油としては、ス
ピンドル油、タービン油などの鉱物油のほか、アルキル
ベンゼン、ポリブテン、ポリアルファオレフィンなど従
来公知の炭化水素系油をいずれも使用することができる
。As the hydrocarbon oil as component (a) in the present invention, in addition to mineral oils such as spindle oil and turbine oil, conventionally known hydrocarbon oils such as alkylbenzene, polybutene, and polyalphaolefin can be used. .
本発明における(b)成分のヒドロキシアリール脂肪酸
とは、分子内にフェノール性のヒドロキシル基を有する
アリール脂肪酸であって、つぎの一般式(I);
(式中、R′は炭素数1〜19の直鎖アルキル基、Rz
は炭素数1〜工9の直鎖アルキレン基で、R1とR2の
和は10〜20であり、R3およびR4は水素原子、ヒ
ドロキシル基または炭素数1〜9のアルキル基もしくは
アルコキシ基のいずれかである)
で表わされるヒドロキシアリール脂肪酸が好ましく用い
られる。The hydroxyaryl fatty acid as component (b) in the present invention is an aryl fatty acid having a phenolic hydroxyl group in the molecule, and has the following general formula (I); (wherein, R' has 1 to 19 carbon atoms) Straight chain alkyl group, Rz
is a straight chain alkylene group having 1 to 9 carbon atoms, the sum of R1 and R2 is 10 to 20, and R3 and R4 are a hydrogen atom, a hydroxyl group, or an alkyl group or an alkoxy group having 1 to 9 carbon atoms. A hydroxyaryl fatty acid represented by the following formula is preferably used.
このようなヒドロキシアリール脂肪酸は、たとえば特開
昭62−10040号公報に開示されている方法、つま
り不飽和脂肪酸とヒドロキシアリール化合物とを触媒と
して活性白土とリンの酸素酸とを用いて付加反応させる
方法などにより、合成できるものである。Such hydroxyaryl fatty acids can be produced by the addition reaction of an unsaturated fatty acid and a hydroxyaryl compound using activated clay and a phosphorous oxygen acid as a catalyst, for example, by the method disclosed in Japanese Patent Application Laid-Open No. 62-10040. It can be synthesized by various methods.
本発明に用いられるヒドロキシアリール脂肪酸の具体的
な例としては、ヒドロキシフェニルミリスチン酸、ヒド
ロキシフェニルバルミチン酸、ヒドロキシフェニルステ
アリン酸、ヒドロキシフェニルオレイン酸、ヒドロキシ
フェニルベヘン酸、ジヒドロキシフェニルバルミチン酸
、トリヒドロキシフェニルステアリン酸、ヒドロキシメ
チルフェニルステアリン酸、ヒドロキシノニルフェニル
ステアリン酸、ヒドロキシジメチルフェニルステアリン
酸、ヒドロキシメトキシフェニルバルミチン酸、ヒドロ
キシメトキシフェニルステアリン酸などが挙げられる。Specific examples of hydroxyaryl fatty acids used in the present invention include hydroxyphenylmyristic acid, hydroxyphenylbalmitic acid, hydroxyphenylstearic acid, hydroxyphenyloleic acid, hydroxyphenylbehenic acid, dihydroxyphenylvalmitic acid, trihydroxy Examples include phenylstearic acid, hydroxymethylphenylstearic acid, hydroxynonylphenylstearic acid, hydroxydimethylphenylstearic acid, hydroxymethoxyphenylbalmitic acid, hydroxymethoxyphenylstearic acid, and the like.
本発明において上記のヒドロキシアリール脂肪酸の使用
量は、潤滑油組成物全体の0.1重量%以上、特に好適
には0.5〜15重量%とするのがよい。この使用量が
過少では潤滑性や錆止め効果を十分に向上できず、また
過多となってもそれ以上の効果を望めず経済的に不利で
ある。In the present invention, the amount of the hydroxyaryl fatty acid used is preferably 0.1% by weight or more, particularly preferably 0.5 to 15% by weight, based on the entire lubricating oil composition. If the amount used is too small, the lubricity and rust prevention effect cannot be sufficiently improved, and if it is too large, no further effect can be expected and it is economically disadvantageous.
本発明における(c)成分のアルコールとしては、一般
式(11) ;
%式%()
(式中、Rは炭素数6〜26のアルキル基またはアルケ
ニル基である)
で表される化合物が特に好ましく用いられる。As the alcohol component (c) in the present invention, compounds represented by the general formula (11); Preferably used.
上記の一般式(II)において、Rの炭素数が6未満の
場合、配合してなる潤滑油の錆止め効果が劣るため好ま
しくない。また、Rの炭素数が6未満になるとアルコー
ル自身の極性が高(なり、26を超えると極性が低くな
るため、相溶化剤として適当でない。よって、本発明に
おいて用いるアルコールとしては、炭素数6〜26のア
ルコールと特に規定するものである。In the above general formula (II), when the number of carbon atoms in R is less than 6, it is not preferable because the rust-preventing effect of the lubricating oil blended therein is poor. Furthermore, if the number of carbon atoms in R is less than 6, the alcohol itself becomes highly polar, and if it exceeds 26, the polarity becomes low, making it unsuitable as a compatibilizer. ~26 alcohols.
本発明に用いられるアルコールの具体的な例としては、
ヘキサノール、ヘプタツール、イソヘプタツール、オク
タツール、2−エチルヘキサノール、ノナノール、デカ
ノール、ドデカノール、テトラデカノール、ペンタデカ
ノール、ヘキサデカノール、3.5.5−トリメチルヘ
キサノール、2−ブチルオクタツール、2−プチルノナ
ノ〜ル、2−ペンチルノナノール、2−へキシルデカノ
ール、2−オクチルデカノール、2−へブチルウンデカ
ノール、2−へキシルドデカノール、2−オクチルドデ
カノール、イソオクタデシルアルコル、11−ドブセノ
ール、12−トリデセノール、オレイルアルコールなど
が挙げられる。Specific examples of alcohols used in the present invention include:
Hexanol, heptatool, isoheptatool, octatool, 2-ethylhexanol, nonanol, decanol, dodecanol, tetradecanol, pentadecanol, hexadecanol, 3.5.5-trimethylhexanol, 2-butyloctatool, 2-butylnonanol, 2-pentylnonanol, 2-hexyldecanol, 2-octyldecanol, 2-hebutylundecanol, 2-hexyldodecanol, 2-octyldodecanol, isooctadecyl alcohol, Examples include 11-dobcenol, 12-tridecenol, and oleyl alcohol.
また、本発明における(c1成分の脂肪族カルボン酸と
しては、炭素数8〜26の飽和もしくは不飽和の脂肪酸
または重合脂肪酸が用いられる。Moreover, as the aliphatic carboxylic acid of the c1 component in the present invention, a saturated or unsaturated fatty acid or a polymerized fatty acid having 8 to 26 carbon atoms is used.
脂肪酸の炭素数が8未満の場合、潤滑油の防錆性に悪影
響を及ぼすので好ましくない。また、炭素数が8未満で
は脂肪酸自身の極性が高くなり、26を超えると極性が
低くなるため、相溶化剤として適当でない。When the number of carbon atoms in the fatty acid is less than 8, it is not preferable because it adversely affects the rust prevention properties of the lubricating oil. Further, if the number of carbon atoms is less than 8, the polarity of the fatty acid itself becomes high, and if it exceeds 26, the polarity becomes low, so that it is not suitable as a compatibilizer.
本発明に用いられる脂肪酸の具体的な例としては、カプ
リル酸、2−エチルヘキサン酸、ノナン酸、イソノナン
酸、カプリン酸、イソデカン酸、ウンデカン酸、イソウ
ンデカン酸、イソトリデカン酸、イソテトラデカン酸、
イソヘキサデカン酸、イソステアリン酸、オレイン酸、
リノ一ル酸、エルカ酸などを挙げることができる。Specific examples of fatty acids used in the present invention include caprylic acid, 2-ethylhexanoic acid, nonanoic acid, isononanoic acid, capric acid, isodecanoic acid, undecanoic acid, isoundecanoic acid, isotridecanoic acid, isotetradecanoic acid,
Isohexadecanoic acid, isostearic acid, oleic acid,
Examples include linoleic acid and erucic acid.
重合脂肪酸は、オレイン酸またはυノール酸を重合した
もので、ダイマー酸、トリマー酸などが挙げられる。Polymerized fatty acids are those obtained by polymerizing oleic acid or υnolic acid, and examples include dimer acid and trimer acid.
本発明においては、(c)成分の相溶化剤として、上記
のアルコールまたは脂肪族カルボン酸の中からその少な
くとも一種を使用する。使用量は、潤滑油組成物全体の
0.1重量%以上、特に好適には0.1〜10重量%と
するのがよい。この使用量が過少ではヒドロキシアリー
ル脂肪酸を炭化水素系油に安定に溶解させることができ
ず、潤滑性および錆止め効果の大幅な向上を望めない。In the present invention, at least one of the above alcohols and aliphatic carboxylic acids is used as the compatibilizer for component (c). The amount used is preferably 0.1% by weight or more, particularly preferably 0.1 to 10% by weight of the entire lubricating oil composition. If the amount used is too small, the hydroxyaryl fatty acid cannot be stably dissolved in the hydrocarbon oil, and a significant improvement in lubricity and rust prevention effect cannot be expected.
一方、過多となっても基油として用いる炭化水素系油の
特徴を出せなくなるため、通常は上述のとおり10重量
%までとするのがよい。On the other hand, if the amount is too large, the characteristics of the hydrocarbon oil used as the base oil will not be exhibited, so it is usually best to keep the amount up to 10% by weight as mentioned above.
本発明の潤滑油組成物は、以上の(1)(a)〜(c)
三成分を必須成分として含有してなるものであるが、こ
の組成物には必要に応じてアミン類、石油スルホネート
類、フェノール類、エステル類などの各種の添加剤を添
加してもよい。また、ポリアルキレングリコール、エス
テル系油などの他の潤滑油基油を混合して用いることも
可能である。The lubricating oil composition of the present invention comprises the above (1)(a) to (c).
Although the composition contains three components as essential components, various additives such as amines, petroleum sulfonates, phenols, and esters may be added to this composition as necessary. It is also possible to mix and use other lubricating base oils such as polyalkylene glycol and ester oil.
以上のように、本発明においては、アルコールまたは脂
肪族カルボン酸を炭化水素系油とヒドロキシアリール脂
肪酸との相溶化剤として使用したことにより、錆止め効
果および潤滑性、特に耐荷重能の一段と改善された高性
能の潤滑油組成物を提供することができる。As described above, in the present invention, by using alcohol or aliphatic carboxylic acid as a compatibilizing agent for hydrocarbon oil and hydroxyaryl fatty acid, the rust prevention effect and lubricity, especially load-bearing capacity, are further improved. It is possible to provide a high performance lubricating oil composition.
つぎに、本発明の実施例を記載してより具体的に説明す
る。Next, examples of the present invention will be described in more detail.
なお、以下の実施例および比較例で用いた記号イ〜ホの
ヒドロキシアリール脂肪酸、記号A−Fのアルコールお
よび記号G−Mの脂肪族カルボン酸につき、その名称、
原料、酸価その他の分析値などを、つぎの第1〜3表に
示す。In addition, for the hydroxyaryl fatty acids with symbols I to V, the alcohols with symbols A to F, and the aliphatic carboxylic acids with symbols GM used in the following examples and comparative examples, their names,
Raw materials, acid values, and other analytical values are shown in Tables 1 to 3 below.
第1表に示すヒドロキシアリール脂肪酸は、いずれも前
記した特開昭62−10040号公報に記載の方法に準
じて合成した。なお、原料成分としての市販オレイン酸
は日本油脂■製のNAA 34を、市販エルカ酸は日本
油脂■製のエルカ酸を、それぞれ使用した。The hydroxyaryl fatty acids shown in Table 1 were all synthesized according to the method described in JP-A-62-10040 mentioned above. The commercially available oleic acid used as the raw material component was NAA 34 manufactured by NOF ■, and the commercially available erucic acid used was erucic acid manufactured by NOF ■.
第2表に示すアルコールは、いずれも市販のものを用い
た。ノニルアルコールは日本オキソコル■製のノナノー
ルを、ラウリルアルコール本油脂■製のNAA42を、
イソドデシルアルコルとイソトリデシルアルコールの混
合品は日本オキソコール■製のオキソコール1213を
、イソテトラデシルアルコールは日量化学工業■製のフ
ァインオキソコール140を、イソオクタデシルアルコ
ールは日量化学工業■製のファインオキソコール180
を、n−ブチルアルコールは片山化学工業■製の1−ブ
タノールを、それぞれ使用した。All of the alcohols shown in Table 2 were commercially available. For nonyl alcohol, use nonanol manufactured by Nippon Oxocol■, NAA42 manufactured by lauryl alcohol genuine oil ■,
A mixture of isododecyl alcohol and isotridecyl alcohol is Oxocol 1213 manufactured by Nippon Oxocol■, isotetradecyl alcohol is Fine Oxocol 140 manufactured by Nichichi Kagaku Kogyo ■, and isooctadecyl alcohol is manufactured by Nippon Oxocol ■. Fine oxocol 180
and n-butyl alcohol used were 1-butanol manufactured by Katayama Chemical Industry Co., Ltd., respectively.
第3表に示す脂肪族カルボン酸は、いずれも市販のもの
を用いた。イソノナン酸は日量化学工業■製のイソノナ
ン酸を、ヤシ油脂肪酸は日本油脂■製のヤシ油脂肪酸を
、オレイン酸は日本油脂■製のNAA34を、イソステ
アリン酸は日量化学工業■製のイソステアリン酸を、エ
ルカ酸は日本油脂■製のエルカ酸を、ダイマー酸はヘン
ケル白水■製のバーサダイム216を、吉草酸は東京化
成工業■製のn−吉草酸を、それぞれ使用した。All commercially available aliphatic carboxylic acids shown in Table 3 were used. Isononanoic acid is isononanoic acid manufactured by Nichichi Kagaku Kogyo ■, coconut oil fatty acid is coconut oil fatty acid manufactured by NOF ■, oleic acid is NAA34 manufactured by NOF ■, and isostearic acid is isostearin manufactured by Nichiji Kagaku ■. The acids used were erucic acid (manufactured by Nippon Oil & Fats Corporation) as erucic acid, Versadime 216 (manufactured by Henkel Hakusui ■) as dimer acid, and n-valeric acid (manufactured by Tokyo Kasei Kogyo ■) as valeric acid.
第
表
実施例
つぎの第4,5表に示すように、潤滑油基油として、ス
ピンドル油〔日本石油■製の1号スピンドル油〕、ター
ビン油〔松材石油■製の9oタビン油〕またはポリアル
ファオレフィン〔ライオン■製のリポループ20〕を使
用し、これらに第1表記載の記号イ〜ホのヒドロキシア
リール脂肪酸と、第2表記載の記号A−Eのアルコール
または第3表記載の記号G−Lの脂肪族カルボン酸とを
、所定量溶かして、試料隘1〜45の潤滑油組成物を調
製した。Table 1 Examples As shown in Tables 4 and 5 below, the lubricant base oil may be spindle oil [No. 1 spindle oil manufactured by Nippon Oil ■], turbine oil [9o turbine oil manufactured by Matsuzai Oil ■] or A polyalphaolefin (LipoLoop 20 manufactured by Lion ■) is used, and in addition to these, hydroxyaryl fatty acids with symbols I to E listed in Table 1 and alcohols with symbols A to E listed in Table 2 or symbols listed in Table 3 are used. Lubricating oil compositions of samples Nos. 1 to 45 were prepared by dissolving a predetermined amount of GL and aliphatic carboxylic acid.
比較例
つぎの第6表に示すように、実施例と同様のスピンドル
油、タービン油またはポリアルファオレフィンをこれ単
独で使用するか、あるいはこれらに第1表記載の記号イ
〜ホのヒドロキシアリール脂肪酸を所定量溶かして、試
料F1h46〜49および試料寛52〜61の潤滑油組
成物とした。Comparative Example As shown in the following Table 6, the same spindle oil, turbine oil or polyalphaolefin as in the example is used alone, or is combined with hydroxyaryl fatty acids of symbols I to V listed in Table 1. were dissolved in a predetermined amount to obtain lubricating oil compositions of Samples F1h46-49 and Samples Hiroshi 52-61.
また、試料阻50には第1表記載の記号イのヒドロキシ
アリール脂肪酸と第2表記載の記号Fのアルコールを、
試料11h51には第1表記載の記号イのヒドロキシア
リール脂肪酸と第3表記載の記号Mの脂肪族カルボン酸
を、それぞれ所定量溶かして、潤滑油組成物とした。In addition, the sample 50 contained hydroxyaryl fatty acid with symbol A listed in Table 1 and alcohol with symbol F listed in Table 2.
Sample 11h51 was prepared by dissolving predetermined amounts of hydroxyaryl fatty acid with symbol A in Table 1 and aliphatic carboxylic acid with symbol M in Table 3 to prepare a lubricating oil composition.
以上の実施例および比較例に係る試料階1〜61の潤滑
油組成物につき、下記の要領で錆止め試験および潤滑性
試験を行った。その結果を組成物の外観とともに、第4
〜6表に示す。Rust prevention tests and lubricity tests were conducted on the lubricating oil compositions of sample grades 1 to 61 according to the above Examples and Comparative Examples in the following manner. The results, along with the appearance of the composition, are shown in the fourth section.
- Shown in Table 6.
〈錆止め試験〉
潤滑油錆止め性能試験(JIS K2510−1980
)により、蒸留水を用いて評価した。試験24時間後の
錆の発生についての評価基準は、以下のとおりである。<Rust prevention test> Lubricating oil rust prevention performance test (JIS K2510-1980
) using distilled water. The evaluation criteria for the occurrence of rust after 24 hours of the test are as follows.
錆なし:錆の発生がない
軽 徽:錆の斑点が6個以下
中 度:錆の面積が全体の5%未満
高 度二wtの面積が全体の5%以上
〈潤滑性試験〉
シェル式高速四球試験機を用いて、1分間融着荷重、す
なわち1分間以内で融着を起こす最低荷重を測定した。No rust: Light with no rust. Moderate: Less than 6 rust spots. Moderate: Rust area is less than 5% of the total area. Lubricity test: Shell type high speed Using a four-ball tester, the 1-minute fusion load, that is, the minimum load that causes fusion within 1 minute, was measured.
上記の第4〜6表から明らかなように、本発明に係るヒ
ドロキシアリール脂肪酸とアルコールまたは脂肪族カル
ボン酸を溶解した潤滑油組成物は、ヒドロキシアリール
脂肪酸をこれ単独で不均一に配合した潤滑油組成物より
も錆止め効果および潤滑性にすぐれていることがわかる
。As is clear from Tables 4 to 6 above, the lubricating oil composition in which hydroxyaryl fatty acid and alcohol or aliphatic carboxylic acid are dissolved according to the present invention is a lubricating oil composition in which hydroxyaryl fatty acid alone is heterogeneously blended. It can be seen that the anti-rust effect and lubricity are superior to that of the composition.
Claims (1)
脂肪酸および(c)炭素数6〜26のアルコール、炭素
数8〜26の脂肪酸または重合脂肪酸の中から選ばれる
少なくとも一種の相溶化剤を含有してなる潤滑油組成物
。(1) At least one compatibilizer selected from (a) hydrocarbon oil, (b) hydroxyaryl fatty acid, and (c) alcohol having 6 to 26 carbon atoms, fatty acid having 8 to 26 carbon atoms, or polymerized fatty acid. A lubricating oil composition containing.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16089690A JPH0450298A (en) | 1990-06-19 | 1990-06-19 | Lubricating oil composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16089690A JPH0450298A (en) | 1990-06-19 | 1990-06-19 | Lubricating oil composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0450298A true JPH0450298A (en) | 1992-02-19 |
Family
ID=15724704
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16089690A Pending JPH0450298A (en) | 1990-06-19 | 1990-06-19 | Lubricating oil composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0450298A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007145943A (en) * | 2005-11-25 | 2007-06-14 | Mitsubishi Paper Mills Ltd | Heat storage material microcapsule, heat storage material microcapsule dispersion and heat storage material microcapsule solid matter |
JP2017517610A (en) * | 2014-06-09 | 2017-06-29 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | Synthetic industrial lubricants with improved compatibility |
-
1990
- 1990-06-19 JP JP16089690A patent/JPH0450298A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007145943A (en) * | 2005-11-25 | 2007-06-14 | Mitsubishi Paper Mills Ltd | Heat storage material microcapsule, heat storage material microcapsule dispersion and heat storage material microcapsule solid matter |
JP2017517610A (en) * | 2014-06-09 | 2017-06-29 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | Synthetic industrial lubricants with improved compatibility |
JP2020056043A (en) * | 2014-06-09 | 2020-04-09 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | Synthetic industrial lubricants with improved compatibility |
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