JP6659932B2 - Lubricating oil composition - Google Patents
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- JP6659932B2 JP6659932B2 JP2015236514A JP2015236514A JP6659932B2 JP 6659932 B2 JP6659932 B2 JP 6659932B2 JP 2015236514 A JP2015236514 A JP 2015236514A JP 2015236514 A JP2015236514 A JP 2015236514A JP 6659932 B2 JP6659932 B2 JP 6659932B2
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- 239000000203 mixture Substances 0.000 title claims description 40
- 239000010687 lubricating oil Substances 0.000 title claims description 30
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical class C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 claims description 72
- 229910003472 fullerene Inorganic materials 0.000 claims description 22
- 239000002199 base oil Substances 0.000 claims description 20
- 239000003921 oil Substances 0.000 claims description 15
- 239000002480 mineral oil Substances 0.000 claims description 8
- 125000000962 organic group Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 5
- 239000003925 fat Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000010689 synthetic lubricating oil Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 239000000539 dimer Substances 0.000 claims description 3
- 239000013638 trimer Substances 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
- 235000019198 oils Nutrition 0.000 description 14
- 239000000314 lubricant Substances 0.000 description 12
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 238000005461 lubrication Methods 0.000 description 6
- 239000010721 machine oil Substances 0.000 description 6
- 235000019197 fats Nutrition 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000001050 lubricating effect Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 238000005698 Diels-Alder reaction Methods 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- -1 diene compound Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- UUIQMZJEGPQKFD-UHFFFAOYSA-N Methyl butyrate Chemical compound CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000011889 copper foil Substances 0.000 description 1
- 239000010727 cylinder oil Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000002296 dynamic light scattering Methods 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 210000003000 inclusion body Anatomy 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000010723 turbine oil Substances 0.000 description 1
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- Lubricants (AREA)
Description
本発明は、フラーレン誘導体を含む潤滑油組成物に関する。 The present invention relates to a lubricating oil composition containing a fullerene derivative.
フラーレンの一種であるＣ６０は潤滑剤として有用であることが知られている。ＢｈｕｓｈａｎらはＣ６０の蒸着膜を形成したシリコン基板で、摩擦係数の低下を確認している（非特許文献１参照）。 C 60 is a kind of fullerenes are known to be useful as a lubricant. Bhushan et al. In silicon substrate formed with the deposited film of C 60, confirming the reduction of the friction coefficient (see Non-Patent Document 1).
さらにＣ６０は従来の潤滑油への添加剤として優れた特性と示すことが知られている。Ｇｉｎｚｂｕｒｇらは銅箔の表面に一般の潤滑オイルを塗ったものとそのオイルにＣ６０を５％添加したものを塗ったものとで鋼のローラーを荷重のもとにこすり付け、その時の摩擦抵抗を測定した。その結果、Ｃ６０添加した場合には、添加しない場合と比較して耐摩耗性が向上することを確認している（非特許文献２参照）。 Further, C 60 is known to exhibit excellent properties as an additive to conventional lubricating oils. Ginzburg et al rubbing the steel rollers on the basis of the load in those painted those of C 60 was added 5% as the the oil painted ordinary lubricating oil to the surface of the copper foil, the frictional resistance at the time Was measured. As a result, (see Non-Patent Document 2), the abrasion resistance as compared with the case of not adding it is confirmed that improved when C 60 was added.
特許文献１にはフラーレンを含む潤滑油に関して、耐熱性、および潤滑寿命が改善することが記載されている。しかし、フラーレンは潤滑油には溶解しないため分散性が悪いという問題があった。 Patent Document 1 describes that a lubricating oil containing fullerene improves heat resistance and lubrication life. However, fullerene has a problem that dispersibility is poor because it does not dissolve in lubricating oil.
特許文献２には、フラーレン包摂体、または水酸基等の極性基をフラーレンに導入することにより、水系潤滑剤への分散性を高めることにより、フラーレンが溶解した水系潤滑剤組成物が開示されている。しかし、これは一般の潤滑油へ適用されるものではない。 Patent Document 2 discloses an aqueous lubricant composition in which fullerene is dissolved by increasing the dispersibility in an aqueous lubricant by introducing a fullerene inclusion body or a polar group such as a hydroxyl group into the fullerene. . However, this does not apply to general lubricating oils.
一方、フラーレン誘導体として、ディールスアルダー反応を用いてジエン化合物をフラーレンに付加する反応が知られており（非特許文献３参照）、合成自体は簡便な方法である。しかし、この化合物の用途としては、有機太陽電池のみに限られており、潤滑油への適用を想定する例はない。 On the other hand, as a fullerene derivative, a reaction of adding a diene compound to fullerene using a Diels-Alder reaction is known (see Non-Patent Document 3), and the synthesis itself is a simple method. However, the use of this compound is limited to organic solar cells only, and there is no example of application to lubricating oil.
本発明は、潤滑性能に優れた潤滑油組成物を提供することを課題とする。 An object of the present invention is to provide a lubricating oil composition having excellent lubricating performance.
すなわち、本発明は以下に示す構成を含むものである。 That is, the present invention includes the following configuration.
［１］フラーレン誘導体及び基油を含み、前記フラーレン誘導体が前記基油に溶解しており、前記フラーレン誘導体が式（１）
で表される潤滑油組成物。
［２］前記フラーレン誘導体は、前記ｎが異なる混合物である前項［１］に記載の潤滑油組成物。
［３］前記有機基は、炭素数１〜２４の、アルキル基、ビニル基、ヒドロキシ基、カルボキシ基、アミノ基、エーテル結合を有する基、エステル結合を有する基、及びアミド結合を有する基からなる群より選ばれる少なくとも１種である前項［１］または［２］に記載の潤滑油組成物。
［４］前記ＦＬＮは、炭素数６０〜１２０のフラーレン、あるいは、これらの２量体または３量体である前項［１］〜［３］のいずれかに記載の潤滑油組成物。
［５］前記フラーレン誘導体は、前記ＦＬＮが異なる混合物である前項［１］〜［４］のいずれかに記載の潤滑油組成物。
［６］前記フラーレン誘導体は、前記基油１００質量部に対し、０．００１〜５質量部含まれる前項［１］〜［５］のいずれかに記載の潤滑油組成物。
［７］前記基油は、鉱物油、油脂、及び合成潤滑油からなる群より選ばれる少なくとも１種である前項［１］〜［６］のいずれかに記載の潤滑油組成物。
[1] includes a fullerene derivative and base oils, the fullerene derivative has been dissolved in the base oil, wherein the fullerene derivative has the formula (1)
In represented Ru Jun Namerayu composition.
[2] before Symbol fullerene derivative, the lubricating oil composition according to item [1] wherein n is different mixtures.
[3] The organic group consisting of groups having 1 to 24 carbon atoms, an alkyl group, a vinyl group, a hydroxy group, a carboxy group, an amino group, a group having an ether bond, a group having an ester bond, and an amide bond The lubricating oil composition according to the above [ 1 ] or [ 2 ], which is at least one member selected from the group .
[ 4 ] The lubricating oil composition according to any one of [ 1 ] to [ 3 ], wherein the FLN is a fullerene having 60 to 120 carbon atoms, or a dimer or trimer thereof.
[5] before Symbol fullerene derivative, the lubricating oil composition according to any one of items [1] to [4] wherein the FLN is a different mixture.
[6] The fullerene derivative, with respect to the base oil 100 parts by weight of 0.001 to 5 parts by weight free or are items [1] to the lubricating oil composition according to any one of [5].
[7] The base oil, mineral oil, fats, and lubricating oil composition according to any one of items [1] to [6] is at least one selected from the group consisting of synthetic lubricating oils.
本発明により、摩擦係数が小さく、潤滑寿命が良好な潤滑油組成物が得られる。 According to the present invention, a lubricating oil composition having a small friction coefficient and a good lubrication life can be obtained.
以下に、本発明の実施形態についてその構成を説明する。本発明は、その要旨を変更しない範囲で適宜変更して実施することが可能である。 The configuration of the embodiment of the present invention will be described below. The present invention can be appropriately modified and implemented without departing from the gist thereof.
本発明の潤滑油組成物は、フラーレン誘導体及び基油を含み、前記フラーレン誘導体は基油に溶解している。 The lubricating oil composition of the present invention contains a fullerene derivative and a base oil, and the fullerene derivative is dissolved in the base oil.
前記フラーレン誘導体としては、基油に溶解しやすいものであればよく、フラーレンインデン付加体、フラーレン酪酸メチルエステル、等が挙げられ、特に、下記式（１）で表されるフラーレン誘導体が基油に溶解しやすく好ましい。 The fullerene derivative may be any one that is easily soluble in base oil, and includes fullerene indene adduct, fullerene butyric acid methyl ester, and the like. In particular, fullerene derivative represented by the following formula (1) is used in base oil. It is preferable because it easily dissolves.
以下、フラーレン誘導体として上記式（１）で表されるフラーレン誘導体を例に本発明を説明するが、本発明はこれに限定されるものではない。 Hereinafter, the present invention will be described using a fullerene derivative represented by the above formula (1) as an example of a fullerene derivative, but the present invention is not limited to this.
前記式（１）のフラーレン誘導体は、例えば、インデン骨格をもつ化合物をディールスアルダー反応を用いてフラーレンに付加することにより合成することができる。この場合、前記ｎの異なる混合物が得られるが、それらを分離することなく本発明に用いてもよく、経済的である。すなわち、潤滑油組成物中の前記フラーレン誘導体は、前記ｎの異なる混合物となる。 The fullerene derivative of the formula (1) can be synthesized, for example, by adding a compound having an indene skeleton to fullerene using a Diels-Alder reaction. In this case, different mixtures of the above n are obtained, but they may be used in the present invention without being separated, which is economical. That is, the fullerene derivatives in the lubricating oil composition are different mixtures of n.
ただし、前記混合物中の主成分となるフラーレン誘導体は、ｎが、基油に対する溶解性を得るために、２以上が好ましく、３以上がより好ましい。なお、ｎの上限は、前記式（１）のフラーレン骨格ＦＬＮの大きさが大きいほど大きくなる。ｎの最大値は、ＦＬＮとして最も小さいＣ６０の場合１０程度であり、より大きなＦＬＮでは２０〜６０となりうる。 However, in the fullerene derivative as the main component in the mixture, n is preferably 2 or more, more preferably 3 or more, in order to obtain solubility in the base oil. Note that the upper limit of n increases as the size of the fullerene skeleton FLN in the formula (1) increases. The maximum value of n is about 10 when the smallest C 60 as FLN, can be a 20 to 60 in greater FLN.
前記Ｒは、水素または有機基である。基油と親和性のある有機基を用いると基油に対する溶解性を得やすく好ましい。このような有機基としては、例えば、炭素数１〜２４の、アルキル基、ビニル基、ヒドロキシ基、カルボキシ基、アミノ基、エーテル結合を有する基、エステル結合を有する基、アミド結合を有する基から選ばれる少なくとも１種等が挙げられる。 R is hydrogen or an organic group. It is preferable to use an organic group having an affinity for the base oil since solubility in the base oil can be easily obtained. Examples of such organic groups include, for example, alkyl groups, vinyl groups, hydroxy groups, carboxy groups, amino groups, groups having an ether bond, groups having an ester bond, groups having an amide bond, having 1 to 24 carbon atoms. At least one selected from the group is mentioned.
前記式（１）のフラーレン骨格ＦＬＮは、本発明の目的を満たす限り限定されないが、炭素数６０〜１２０のフラーレン、あるいは、これらの２量体または３量体等を挙げることができる。より具体的には、Ｃ６０、Ｃ７０、Ｃ７６、Ｃ７８、Ｃ８２、Ｃ８４、Ｃ９０、Ｃ９４、Ｃ９６及びより高次の炭素クラスター等が挙げられる。 The fullerene skeleton FLN of the formula (1) is not limited as long as the object of the present invention is satisfied, and examples thereof include fullerenes having 60 to 120 carbon atoms, and dimers or trimers thereof. More specifically, C 60 , C 70 , C 76 , C 78 , C 82 , C 84 , C 90 , C 94 , C 96 and higher order carbon clusters are exemplified.
潤滑油組成物中の前記フラーレン誘導体は、フラーレン骨格ＦＬＮとしてＣ６０またはＣ７０を有する誘導体を主成分とし、その他のフラーレン骨格を有する誘導体も含まれる混合物であると、溶解性に優れており好ましい。 When the fullerene derivative in the lubricating oil composition is a mixture containing, as a main component, a derivative having C 60 or C 70 as the fullerene skeleton FLN, and a mixture containing other derivatives having a fullerene skeleton, it is excellent in solubility and is preferable. .
なお、このようなラーレン誘導体の混合物を得るには、例えば、原料として、Ｃ６０またはＣ７０を主成分とする炭素数の異なるフラーレンの混合物を用い、前記合成を行えばよい。 In order to obtain such a mixture of fullerene derivatives, for example, the synthesis may be performed using a mixture of fullerenes having C 60 or C 70 as a main component and different carbon numbers as a raw material.
前記フラーレン誘導体は、前記基油１００質量部に対し、０．００１〜５質量部の範囲で含有されるのが好ましい。前記範囲の下限は、０．０１質量部以上がより好ましく、０．０５質量部以上がさらに好ましい。一方、前記範囲の上限は、０．５質量部以下がより好ましく、０．２質量部以下がさらに好ましい。上記範囲内とすることにより、フラーレン誘導体を基油中に凝集させることなく溶解させることが可能となり、潤滑油組成物の特性向上の効果を得ることができる。 The fullerene derivative is preferably contained in the range of 0.001 to 5 parts by mass based on 100 parts by mass of the base oil. The lower limit of the above range is more preferably 0.01 part by mass or more, and even more preferably 0.05 part by mass or more. On the other hand, the upper limit of the above range is more preferably 0.5 parts by mass or less, and further preferably 0.2 parts by mass or less. When the content is within the above range, the fullerene derivative can be dissolved in the base oil without agglomeration, and the effect of improving the properties of the lubricating oil composition can be obtained.
なお、本発明におけるフラーレン誘導体が溶解しているとは、多数のフラーレン誘導体の粒子が凝集のない状態で溶媒に均一に存在することをいう。フラーレン誘導体の凝集のない状態とは、動的光散乱法による粒度分布測定において、１０ｎｍ以上の粒子が存在していないことをいう。また、均一に存在することは、紫外可視吸収スペクトルにおいて、フラーレン誘導体の吸収が見られることにより確認できる。 In addition, that the fullerene derivative is dissolved in the present invention means that many particles of the fullerene derivative are uniformly present in the solvent without aggregation. The state in which the fullerene derivative is not aggregated means that particles having a size of 10 nm or more do not exist in the particle size distribution measurement by the dynamic light scattering method. Further, the presence of the fullerene derivative can be confirmed by the absorption of the fullerene derivative in the ultraviolet-visible absorption spectrum.
前記基油は、特に限定されないが、例えば、鉱物油、油脂、及び合成潤滑油から選ばれる少なくとも１種が挙げられる。前記鉱物油としては、例えば、灯油、軽油、スピンドル油、マシン油、ニュートラル油、タービン油、シリンダー油、及び流動パラフィンが挙げられる。また、前記油脂としては、牛脂、豚脂、ナタネ油、ヤシ油、パーム油、及びヌカ油、並びにこれらの水素添加油等が挙げられる。更に、上記合成潤滑油としては、前記油脂から得られる脂肪酸、脂肪酸とアルコールのエステル、ポリブテン等のポリαオレフィン、ポリエチレングリコール、ポリオールエステル等のポリオール類、ポリエーテル若しくはポリエステル、及び高級アルコール等が挙げられる。前記基油は、１種単独で用いてもよく、２種以上を混合して用いてもよい。さらに、通常の潤滑剤に使用される鉱油、合成油あるいはこれらの混合油を使用してもよい。具体的には、鉱油としてはパラフィン系鉱油、ナフテン系鉱油を挙げることができ、合成油としては合成炭化水素油、エーテル油、エステル油を挙げることができる。 The base oil is not particularly limited, and includes, for example, at least one selected from mineral oils, fats and oils, and synthetic lubricating oils. Examples of the mineral oil include kerosene, light oil, spindle oil, machine oil, neutral oil, turbine oil, cylinder oil, and liquid paraffin. Examples of the fats and oils include beef tallow, lard, rapeseed oil, coconut oil, palm oil, and bran oil, and hydrogenated oils thereof. Furthermore, examples of the synthetic lubricating oil include fatty acids obtained from the fats and oils, esters of fatty acids and alcohols, polyalphaolefins such as polybutene, polyethylene glycols, polyols such as polyol esters, polyethers and polyesters, and higher alcohols. Can be The base oils may be used alone or in a combination of two or more. Further, a mineral oil, a synthetic oil, or a mixed oil thereof used for ordinary lubricants may be used. Specifically, mineral oils include paraffinic mineral oils and naphthenic mineral oils, and synthetic oils include synthetic hydrocarbon oils, ether oils, and ester oils.
本発明の潤滑油組成物は、前記基油に、前記フラーレン誘導体を溶解し、必要であれば、通常、潤滑剤に用いる添加剤を添加し、得ることができる。 The lubricating oil composition of the present invention can be obtained by dissolving the fullerene derivative in the base oil and, if necessary, adding an additive usually used for a lubricant.
以下に本発明の実施例を示し、本発明をより具体的に説明する。なお、これらは説明のための単なる例示であって、本発明はこれらによって何ら制限されるものではない。 Hereinafter, examples of the present invention will be described, and the present invention will be described more specifically. These are merely examples for explanation, and the present invention is not limited by these.
（摩擦摺動試験）
潤滑剤塗膜の表面の耐摩耗性は、ピンオンディスク型摩擦摩耗試験機（ＲＨＥＳＣＡ社製、ＦＲＩＣＴＩＯＮ ＰＬＡＹＥＲ ＦＰＲ−２０００）を用いて測定した。接触子としては直径２ｍｍのＡｌＴｉＣの球を用い、荷重０．３９Ｎ、しゅう動速度０．２５ｍ／ｓにて試験を行ない、摩擦係数が急激に変動するまでの時間とそれ以前の摩擦係数を測定した。潤滑剤の摩耗が進行し、潤滑剤膜が無くなると接触子と基板が直接接触するために摩擦係数が大きく変動する。その時点を耐摩耗の判断基準とした。それぞれの潤滑剤塗膜について４回ずつ測定し、摩擦係数と摩擦係数上昇までの時間について、それぞれ平均値を得た。
(Friction sliding test)
The wear resistance of the surface of the lubricant coating film was measured using a pin-on-disk type friction and wear tester (manufactured by RHESCA, FRICATION PLAYER FPR-2000). Using a 2 mm diameter AlTiC sphere as the contact, a test was performed at a load of 0.39 N and a sliding speed of 0.25 m / s, and the time until the friction coefficient fluctuated sharply and the friction coefficient before that were measured. did. When the wear of the lubricant progresses and the lubricant film disappears, the contact element and the substrate come into direct contact, and the friction coefficient greatly changes. The time was used as a criterion for abrasion resistance. Each lubricant film was measured four times, and the average value was obtained for each of the friction coefficient and the time until the friction coefficient increased.
実施例１：
１０２ｍｍφのアルミニウム基板を模擬ディスクとして使用した。フラーレン誘導体として、フロンティアカーボン株式会社製フラーレンインデン付加体ＭＭＩ（前記式（１）において、Ｒが水素原子であり、ＦＬＮはＣ６０，Ｃ７０またはより高次のフラーレン骨格であり、ｎが１〜１０ である、誘導体の混合物。ただし、ＦＬＮがＣ６０，ｎが３である誘導体が主成分。）を用意した。添加物として前記フラーレン誘導体を０．１質量部をマシン油（株式会社エーゼット製 ＡＺマシンオイル）１００質量部に添加し溶解した。添加物を溶解したマシン油１ｍＬをトルエン１００ｍＬに溶解し、潤滑油組成物を得た。スピンコート法で前記アルミニウム基板に前記潤滑剤組成物を塗布し、１００℃で１０分間加熱し、潤滑層を成膜した。このようにして得られた潤滑層の膜厚および、摩擦摺動試験の結果を表１に示す。
Example 1
A 102 mmφ aluminum substrate was used as a simulation disk. As a fullerene derivative, a fullerene indene adduct MMI manufactured by Frontier Carbon Co., Ltd. (In the above formula (1), R is a hydrogen atom, FLN is C 60 , C 70 or a higher fullerene skeleton, and n is 1 to A mixture of derivatives, wherein FLN is C 60 and n is 3 is the main component. As an additive, 0.1 part by mass of the fullerene derivative was added to 100 parts by mass of machine oil (AZ machine oil manufactured by AZET Corporation) and dissolved. 1 mL of the machine oil in which the additive was dissolved was dissolved in 100 mL of toluene to obtain a lubricating oil composition. The lubricant composition was applied to the aluminum substrate by spin coating, and heated at 100 ° C. for 10 minutes to form a lubricant layer. Table 1 shows the thickness of the lubricating layer thus obtained and the results of the friction sliding test.
比較例１：
添加物を溶解させていないマシン油を用いたこと以外は、実施例１と同様に行った。結果を表１に示す。
Comparative Example 1:
The procedure was performed in the same manner as in Example 1 except that a machine oil in which no additive was dissolved was used. Table 1 shows the results.
比較例２：
添加物として、フラーレン誘導体の代わりに、フラーレン（フロンティアカーボン社 ＮＭ−ＳＴ−Ｆ。Ｃ６０を主成分とし、Ｃ７０及びより高次のフラーレンを含む混合物。）を用いたこと以外は、実施例１と同様に行った。前記フラーレンはマシン油に溶解せず、分散液で成膜を行ったところ、フラーレンの固体が析出した不均一な膜になった。そのため、平均膜厚は得られなかった。結果を表１に示す。
Comparative Example 2:
As an additive, in place of the fullerene derivative, except that fullerene (mainly composed of Frontier Carbon Corporation NM-ST-F.C 60, the mixture comprising the C 70 and higher fullerenes.) Was used, Example Performed similarly to 1. When the fullerene was not dissolved in the machine oil but was formed into a film with a dispersion, a fullerene solid was deposited to form an uneven film. Therefore, the average film thickness was not obtained. Table 1 shows the results.
摩擦摺動試験の結果、摩擦係数上昇までの時間は実施例１、および比較例２の双方が長くなっており、潤滑寿命の改善が確認できた。一方、摩擦係数は実施例１のみが小さくなっており、本発明の潤滑油組成物により、潤滑寿命の改善とともに、潤滑性能の改善の効果も得られた。 As a result of the friction sliding test, the time until the increase in the coefficient of friction was longer in both Example 1 and Comparative Example 2, and it was confirmed that the lubrication life was improved. On the other hand, the coefficient of friction was low only in Example 1, and the lubricating oil composition of the present invention was able to improve the lubrication life and also obtain the effect of improving the lubrication performance.
このように高い潤滑性能が得られたのは、以下のように推定される。
一般に、同農度であれば、フラーレン誘導体よりもフラーレンの方が潤滑性能に優れる。また、実施例などで用いたフラーレン誘導体は、フラーレン骨格とインデン骨格を有し、加熱すると、フラーレンとインデンとに分解することが知られている。このようなフラーレン誘導体を用いることにより、極圧時にフラーレン誘導体が分解して局部的に高濃度のフラーレンを生成したためと考えられる。
It is estimated that such high lubrication performance was obtained as follows.
In general, fullerenes have better lubricating performance than fullerene derivatives at the same agricultural degree. Further, it is known that the fullerene derivative used in Examples and the like has a fullerene skeleton and an indene skeleton, and decomposes into fullerene and indene when heated. It is considered that by using such a fullerene derivative, the fullerene derivative was decomposed at the time of extreme pressure, and a high concentration of fullerene was locally generated.
本発明のフラーレン誘導体は、潤滑剤に好ましく用いることができる。
The fullerene derivative of the present invention can be preferably used for a lubricant.
Claims (7)
前記フラーレン誘導体が前記基油に溶解しており、
前記フラーレン誘導体が式（１）
で表される潤滑油組成物。 Including fullerene derivatives and base oils,
The fullerene derivative has been dissolved in the base oil,
The fullerene derivative has the formula (1)
A lubricating oil composition represented by
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