JP2021172701A - Friction modifier for lubricant and lubricant composition - Google Patents
Friction modifier for lubricant and lubricant composition Download PDFInfo
- Publication number
- JP2021172701A JP2021172701A JP2020075505A JP2020075505A JP2021172701A JP 2021172701 A JP2021172701 A JP 2021172701A JP 2020075505 A JP2020075505 A JP 2020075505A JP 2020075505 A JP2020075505 A JP 2020075505A JP 2021172701 A JP2021172701 A JP 2021172701A
- Authority
- JP
- Japan
- Prior art keywords
- meth
- group
- monomer
- lubricant
- lubricant composition
- 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.)
- Granted
Links
- 239000000314 lubricant Substances 0.000 title claims abstract description 91
- 239000000203 mixture Substances 0.000 title claims abstract description 61
- 239000003607 modifier Substances 0.000 title claims abstract description 46
- 239000000178 monomer Substances 0.000 claims abstract description 89
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 53
- 229910052751 metal Inorganic materials 0.000 claims abstract description 39
- 239000002184 metal Substances 0.000 claims abstract description 39
- 229920001577 copolymer Polymers 0.000 claims abstract description 35
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 31
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims abstract description 29
- 239000000470 constituent Substances 0.000 claims abstract description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 9
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 9
- 125000001841 imino group Chemical group [H]N=* 0.000 claims abstract description 7
- 125000003709 fluoroalkyl group Chemical group 0.000 claims abstract description 6
- 239000002199 base oil Substances 0.000 claims description 24
- 238000005461 lubrication Methods 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 238000004581 coalescence Methods 0.000 claims 1
- 229920005989 resin Polymers 0.000 abstract description 34
- 239000011347 resin Substances 0.000 abstract description 34
- 230000001603 reducing effect Effects 0.000 abstract description 29
- 229910052731 fluorine Inorganic materials 0.000 abstract description 19
- 229920001343 polytetrafluoroethylene Polymers 0.000 abstract description 19
- 239000004810 polytetrafluoroethylene Substances 0.000 abstract description 19
- 239000011737 fluorine Substances 0.000 abstract description 15
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract description 14
- -1 polytetrafluoroethylene Polymers 0.000 description 72
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 48
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 42
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- 239000000654 additive Substances 0.000 description 13
- 230000000694 effects Effects 0.000 description 12
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- 239000010689 synthetic lubricating oil Substances 0.000 description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 11
- 238000000034 method Methods 0.000 description 10
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- 125000005010 perfluoroalkyl group Chemical group 0.000 description 8
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- 150000001875 compounds Chemical class 0.000 description 7
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- 229910052757 nitrogen Inorganic materials 0.000 description 7
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
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- 150000002148 esters Chemical class 0.000 description 3
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000010722 industrial gear oil Substances 0.000 description 3
- 239000010687 lubricating oil Substances 0.000 description 3
- 239000010705 motor oil Substances 0.000 description 3
- 125000004437 phosphorous atom Chemical group 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
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- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
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- KSAVYADDSRDYAB-UHFFFAOYSA-N 2-tetradecyloctadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCC(COC(=O)C(C)=C)CCCCCCCCCCCCCC KSAVYADDSRDYAB-UHFFFAOYSA-N 0.000 description 2
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- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
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- 239000005662 Paraffin oil Substances 0.000 description 2
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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- 239000004519 grease Substances 0.000 description 2
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- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 238000001514 detection method Methods 0.000 description 1
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- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- KHYKFSXXGRUKRE-UHFFFAOYSA-J molybdenum(4+) tetracarbamodithioate Chemical compound C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 description 1
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- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
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- 239000002736 nonionic surfactant Substances 0.000 description 1
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- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-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
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- 230000001590 oxidative effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 125000005804 perfluoroheptyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
- 125000005005 perfluorohexyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
- 125000005007 perfluorooctyl group Chemical group FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)* 0.000 description 1
- 125000005008 perfluoropentyl group Chemical group FC(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)* 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 description 1
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- 125000002270 phosphoric acid ester group Chemical group 0.000 description 1
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- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
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- 229920002545 silicone oil Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- NMOALOSNPWTWRH-UHFFFAOYSA-N tert-butyl 7,7-dimethyloctaneperoxoate Chemical compound CC(C)(C)CCCCCC(=O)OOC(C)(C)C NMOALOSNPWTWRH-UHFFFAOYSA-N 0.000 description 1
- 150000005621 tetraalkylammonium salts Chemical class 0.000 description 1
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- 239000010936 titanium Substances 0.000 description 1
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Lubricants (AREA)
Abstract
Description
本発明は潤滑剤用摩擦調整剤および潤滑剤組成物に関する。 The present invention relates to a friction modifier for a lubricant and a lubricant composition.
近年、ＣＯ２排出量低減および石油資源保護等の実現のために、自動車等の省燃費化や内燃機関の高回転化が要求されている。省燃費化の手法としては車重の軽量化や潤滑油の低粘度化による粘性抵抗の低減が挙げられ、摺動部材の一部に樹脂を使用することが採用されている（特許文献１〜２）。一方で潤滑油の低粘度化に伴い摩耗や焼付き、油膜厚さ低減による摩擦損失の増加といった問題が生じてくる。 In recent years, in order to reduce CO 2 emissions and protect petroleum resources, it has been required to reduce fuel consumption of automobiles and the like and to increase the rotation speed of internal combustion engines. Examples of fuel-saving methods include reducing the weight of the vehicle and reducing the viscosity of the lubricating oil to reduce the viscous resistance, and the use of resin as a part of the sliding member has been adopted (Patent Documents 1 to 1). 2). On the other hand, as the viscosity of the lubricating oil decreases, problems such as wear and seizure and an increase in friction loss due to a reduction in the oil film thickness arise.
摺動部材の一部に使用される樹脂としては様々あるが、耐熱性を考慮してポリテトラフルオロエチレン（ＰＴＦＥ）樹脂等のフッ素系樹脂が一般的に使用されている。しかしながら、焼付きの問題は解消されるものの、ＰＴＦＥ樹脂は耐摩耗性が低いという問題がある。また、湿式潤滑に用いられる場合、ＰＴＦＥ樹脂が疎油性であることから、ＰＴＦＥ樹脂と金属間の摩擦に対して、潤滑油による摩擦低減効果を得られにくい問題がある。 There are various resins used for a part of the sliding member, but a fluorine-based resin such as polytetrafluoroethylene (PTFE) resin is generally used in consideration of heat resistance. However, although the problem of seizure is solved, the PTFE resin has a problem of low wear resistance. Further, when used for wet lubrication, since the PTFE resin is oleophobic, there is a problem that it is difficult to obtain the friction reducing effect of the lubricating oil with respect to the friction between the PTFE resin and the metal.
耐摩耗性の向上については種々の方策がなされており、例えば、炭素繊維やカーボンビーズ、セラミックス粉末をＰＴＦＥ樹脂とブレンドした樹脂を成型したもの（特許文献３〜４）等を摺動部材に用いることが知られている。
しかしながら、フッ素系樹脂と金属との摺動における摩擦低減効果を改善できるものは知られていない。
Various measures have been taken to improve wear resistance. For example, carbon fibers, carbon beads, and a molded resin obtained by blending ceramic powder with PTFE resin (Patent Documents 3 to 4) are used for the sliding member. It is known.
However, there is no known one that can improve the friction reducing effect in sliding between the fluororesin and the metal.
本発明は、ＰＴＦＥ樹脂等のフッ素系樹脂と金属との摺動において、フッ素系樹脂の耐摩耗性向上とフッ素系樹脂−金属間の摩擦低減効果との両方の性能を潤滑剤組成物に付与できる潤滑剤用摩擦調整剤と、フッ素系樹脂の耐摩耗性、フッ素系樹脂−金属間の摩擦低減効果および粘度指数に優れる潤滑剤組成物とを提供することを目的とする。 INDUSTRIAL APPLICABILITY The present invention imparts to the lubricant composition both the performance of improving the abrasion resistance of the fluororesin and the effect of reducing the friction between the fluororesin and the metal in sliding between the fluororesin such as PTFE resin and the metal. It is an object of the present invention to provide a possible friction modifier for a lubricant and a lubricant composition having excellent wear resistance of a fluororesin, a friction reducing effect between a fluororesin and a metal, and a viscosity index.
本発明者らは、上記の目的を達成するべく検討を行った結果、本発明に到達した。
すなわち、本発明は、下記一般式（１）で示される単量体（ａ）および炭素数１〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ）を構成単量体として含む共重合体（Ａ）を含有してなる、フッ素系樹脂と金属との摺動部に使用される潤滑剤用摩擦調整剤；上記潤滑剤用摩擦調整剤と基油とを含有してなる、フッ素系樹脂と金属との摺動部に使用される潤滑剤組成物である。
The present inventors have arrived at the present invention as a result of studies for achieving the above object.
That is, the present invention comprises a monomer (a) represented by the following general formula (1) and a (meth) acryloyl monomer (b) having a linear or branched alkyl group having 1 to 36 carbon atoms. A friction modifier for a lubricant used for a sliding portion between a fluororesin and a metal, which contains a copolymer (A) contained as a monomer; contains the above-mentioned friction modifier for a lubricant and a base oil. This is a lubricant composition used for a sliding portion between a fluororesin and a metal.
本発明の潤滑剤用摩擦調整剤は、ＰＴＦＥ樹脂等のフッ素系樹脂と金属との摺動において、潤滑剤組成物にフッ素系樹脂の耐摩耗性とフッ素系樹脂−金属間の摩擦低減効果との両方の性能を付与でき、本発明の潤滑剤用摩擦調整剤を含有してなる潤滑剤組成物は、フッ素系樹脂の耐摩耗性、フッ素系樹脂−金属間の摩擦低減効果および粘度指数に優れるという効果を奏する。 The friction modifier for a lubricant of the present invention has the abrasion resistance of the fluorine-based resin and the friction reducing effect between the fluorine-based resin and the metal in the lubricant composition in sliding between the fluorine-based resin such as PTFE resin and the metal. The lubricant composition containing the friction modifier for a lubricant of the present invention, which can impart both of these performances, has the effect of reducing the friction between the fluorine-based resin and the metal and the viscosity index. It has the effect of being excellent.
＜潤滑剤用摩擦調整剤＞
本発明の潤滑剤用摩擦調整剤は、下記一般式（１）で表される単量体（ａ）および炭素数１〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ）を構成単量体として含む共重合体（Ａ）を含有してなり、フッ素系樹脂と金属との摺動部に使用される。
<Friction modifier for lubricant>
The friction modifier for a lubricant of the present invention is a (meth) acryloyl monomer having a monomer (a) represented by the following general formula (1) and a linear or branched alkyl group having 1 to 36 carbon atoms. It contains the copolymer (A) containing (b) as a constituent monomer, and is used for the sliding portion between the fluororesin and the metal.
なお、本発明において、「（メタ）アクリロイル」は「アクリロイルおよび／またはメタクリロイル」を意味する。
In the present invention, "(meta) acryloyl" means "acryloyl and / or methacryloyl".
本発明において、フッ素系樹脂としては、フッ素原子を４０重量％以上含む樹脂が含まれ、具体的には、ポリテトラフルオロエチレン（以下、ＰＴＦＥと略記する）樹脂、ポリクロロトリフルオロエチレン樹脂、ポリフッ化ビニリデン樹脂、パーフルオロアルコキシフッ素樹脂等が挙げられる。
金属としては、鉄鋼および非鉄鋼が含まれる。鉄鋼として具体的には、炭素鋼、合金鋼および鋳鉄等が挙げられる。非鉄鋼として具体的には、アルミニウム、銅、ニッケル、チタン、マグネシウムおよびこれらの合金等が挙げられる。
In the present invention, the fluororesin includes a resin containing 40% by weight or more of a fluorine atom, and specifically, a polytetrafluoroethylene (hereinafter abbreviated as PTFE) resin, a polychlorotrifluoroethylene resin, and a polyfluorine. Examples thereof include vinylidene fluoride resin and perfluoroalkoxyfluororesin.
Metals include steel and non-steel. Specific examples of steel include carbon steel, alloy steel, cast iron and the like. Specific examples of non-steel include aluminum, copper, nickel, titanium, magnesium and alloys thereof.
本発明の潤滑剤用摩擦調整剤は、単量体（ａ）および（メタ）アクリロイル単量体（ｂ）を構成単量体として含む共重合体（Ａ）を含有していることで、フッ素系樹脂に対しても、金属に対しても親和性が高く、金属およびフッ素系樹脂の両方に対する潤滑剤組成物の濡れ性を高めることができ、摩擦条件下でも金属と樹脂との間で油膜厚さを保持することができるので、フッ素系樹脂の耐摩耗性およびフッ素系樹脂−金属間の摩擦低減効果を発揮することができる。 The friction modifier for a lubricant of the present invention contains a copolymer (A) containing a monomer (a) and a (meth) acryloyl monomer (b) as constituent monomers, and thus fluorine. It has a high affinity for both metals and metals, can enhance the wettability of the lubricant composition against both metals and fluororesins, and has an oil film between the metal and the resin even under frictional conditions. Since the thickness can be maintained, the abrasion resistance of the fluororesin and the effect of reducing the friction between the fluororesin and the metal can be exhibited.
＜共重合体（Ａ）＞
本発明の潤滑剤用摩擦調整剤は、上記一般式（１）で示される単量体（ａ）および炭素数１〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ）を構成単量体として含む共重合体（Ａ）を含有する。
<Copolymer (A)>
The friction modifier for a lubricant of the present invention is a (meth) acryloyl monomer having a monomer (a) represented by the above general formula (1) and a linear or branched alkyl group having 1 to 36 carbon atoms. It contains a copolymer (A) containing b) as a constituent monomer.
上記一般式（１）で示される単量体（ａ）について説明する。
一般式（１）におけるＲ１は、水素原子またはメチル基である。これらのうち、潤滑剤用摩擦調整剤の摩擦低減効果および潤滑剤用摩擦調整剤を含有してなる潤滑剤組成物の粘度指数向上効果の観点から好ましいのは、メチル基である。
The monomer (a) represented by the general formula (1) will be described.
R 1 in the general formula (1) is a hydrogen atom or a methyl group. Of these, the methyl group is preferable from the viewpoint of the friction reducing effect of the friction modifier for lubricants and the viscosity index improving effect of the lubricant composition containing the friction modifier for lubricants.
一般式（１）におけるＸは、酸素原子またはイミノ基（−ＮＨ−）であり、これらのうち、潤滑剤用摩擦調整剤の摩擦低減効果の観点から、好ましくは酸素原子である。 X in the general formula (1) is an oxygen atom or an imino group (-NH-), and among these, an oxygen atom is preferable from the viewpoint of the friction reducing effect of the friction modifier for a lubricant.
一般式（１）におけるＹは炭素数１〜１４の直鎖または分岐鎖のフルオロアルキル基であり、炭素数１〜１４の直鎖もしくは分岐鎖のパーフルオロアルキル基（水素原子の全部がフッ素で置換されているアルキル基）または炭素数１〜１４の直鎖もしくは分岐鎖の部分フッ化アルキル基（水素原子の一部のみがフッ素で置換されているアルキル基）が含まれる。
炭素数１〜１４の直鎖もしくは分岐鎖のパーフルオロアルキル基としては、炭素数１〜１４の直鎖のパーフルオロアルキル基および炭素数３〜１４の分岐鎖のパーフルオロアルキル基等が挙げられる。
炭素数１〜１４の直鎖のパーフルオロアルキル基としては、例えば、トリフルオロメチル基（−ＣＦ３）、ペンタフルオロエチル基（−ＣＦ２ＣＦ３）、ヘプタフルオロプロピル基（−（ＣＦ２）２ＣＦ３）、ノナフルオロブチル基（−（ＣＦ２）３ＣＦ３）、パーフルオロペンチル基（−（ＣＦ２）４ＣＦ３）、パーフルオロヘキシル基（−（ＣＦ２）５ＣＦ３）、パーフルオロヘプチル基（−（ＣＦ２）６ＣＦ３）、パーフルオロオクチル基（−（ＣＦ２）７ＣＦ３）、パーフルオロノニル基（−（ＣＦ２）８ＣＦ３）、パーフルオロデシル基（−（ＣＦ２）９ＣＦ３）等が挙げられる。
炭素数３〜１４の分岐鎖のパーフルオロアルキル基としては、例えば、−ＣＦ（ＣＦ３）２、−Ｃ（ＣＦ３）３、−ＣＦ（ＣＦ３）ＣＦ２ＣＦ３、−ＣＦ２ＣＦ（ＣＦ３）２、−ＣＦ（ＣＦ３）（ＣＦ２）２ＣＦ３、−ＣＦ（ＣＦ２ＣＦ３）ＣＦ２ＣＦ３、−ＣＦ２Ｃ（ＣＦ３）３、−ＣＦ（ＣＦ３）（ＣＦ２）３ＣＦ３、−ＣＦ（ＣＦ２ＣＦ３）（ＣＦ２）２ＣＦ３、−（ＣＦ２）２Ｃ（ＣＦ３）３、−ＣＦ（ＣＦ３）（ＣＦ２）４ＣＦ３、−ＣＦ（ＣＦ２ＣＦ２ＣＦ３）（ＣＦ２）２ＣＦ３、−（ＣＦ２）３Ｃ（ＣＦ３）３、−ＣＦ（ＣＦ３）（ＣＦ２）５ＣＦ３、−ＣＦ（ＣＦ２ＣＦ２ＣＦ２ＣＦ３）（ＣＦ２）２ＣＦ３、−（ＣＦ２）４Ｃ（ＣＦ３）３、−ＣＦ（ＣＦ３）（ＣＦ２）６ＣＦ３、−ＣＦ（ＣＦ２ＣＦ２ＣＦ２ＣＦ２ＣＦ３）（ＣＦ２）２ＣＦ３、−（ＣＦ２）５Ｃ（ＣＦ３）３、−ＣＦ（ＣＦ３）（ＣＦ２）７ＣＦ３、−ＣＦ（ＣＦ２ＣＦ２ＣＦ２ＣＦ２ＣＦ２ＣＦ３）（ＣＦ２）２ＣＦ３、−（ＣＦ２）６Ｃ（ＣＦ３）３等が挙げられる。
Y in the general formula (1) is a linear or branched fluoroalkyl group having 1 to 14 carbon atoms, and a linear or branched perfluoroalkyl group having 1 to 14 carbon atoms (all hydrogen atoms are fluorine). It includes a substituted alkyl group) or a linear or branched partially fluorinated alkyl group having 1 to 14 carbon atoms (an alkyl group in which only a part of a hydrogen atom is substituted with fluorine).
Examples of the linear or branched perfluoroalkyl group having 1 to 14 carbon atoms include a linear perfluoroalkyl group having 1 to 14 carbon atoms and a branched perfluoroalkyl group having 3 to 14 carbon atoms. ..
Examples of the linear perfluoroalkyl group having 1 to 14 carbon atoms include a trifluoromethyl group (-CF 3 ), a pentafluoroethyl group (-CF 2 CF 3 ), and a heptafluoropropyl group (-(CF 2 )). 2 CF 3 ), nonafluorobutyl group (-(CF 2 ) 3 CF 3 ), perfluoropentyl group (-(CF 2 ) 4 CF 3 ), perfluorohexyl group (-(CF 2 ) 5 CF 3 ), Perfluoroheptyl group (-(CF 2 ) 6 CF 3 ), perfluorooctyl group (-(CF 2 ) 7 CF 3 ), perfluorononyl group (-(CF 2 ) 8 CF 3 ), perfluorodecyl group (-(CF 2) 8 CF 3) -(CF 2 ) 9 CF 3 ) and the like.
Examples of the perfluoroalkyl group of the branched chain having 3 to 14 carbon atoms include -CF (CF 3 ) 2 , -C (CF 3 ) 3 , -CF (CF 3 ) CF 2 CF 3 , and -CF 2 CF (. CF 3 ) 2 , -CF (CF 3 ) (CF 2 ) 2 CF 3 , -CF (CF 2 CF 3 ) CF 2 CF 3 , -CF 2 C (CF 3 ) 3 , -CF (CF 3 ) (CF) 2 ) 3 CF 3 , -CF (CF 2 CF 3 ) (CF 2 ) 2 CF 3 ,-(CF 2 ) 2 C (CF 3 ) 3 , -CF (CF 3 ) (CF 2 ) 4 CF 3 ,- CF (CF 2 CF 2 CF 3 ) (CF 2 ) 2 CF 3 ,-(CF 2 ) 3 C (CF 3 ) 3 , -CF (CF 3 ) (CF 2 ) 5 CF 3 , -CF (CF 2 CF) 2 CF 2 CF 3 ) (CF 2 ) 2 CF 3 ,-(CF 2 ) 4 C (CF 3 ) 3 , -CF (CF 3 ) (CF 2 ) 6 CF 3 , -CF (CF 2 CF 2 CF 2) CF 2 CF 3 ) (CF 2 ) 2 CF 3 ,-(CF 2 ) 5 C (CF 3 ) 3 , -CF (CF 3 ) (CF 2 ) 7 CF 3 , -CF (CF 2 CF 2 CF 2 CF) 2 CF 2 CF 3 ) (CF 2 ) 2 CF 3 ,-(CF 2 ) 6 C (CF 3 ) 3 and the like can be mentioned.
炭素数１〜１４の直鎖もしくは分岐鎖の部分フッ化アルキル基としては、炭素数１〜１４の直鎖の部分フッ化アルキル基および炭素数３〜１４の分岐鎖の部分フッ化アルキル基等が挙げられる。
炭素数１〜１４の直鎖の部分フッ化アルキル基としては、２，２，２−トリフルオロエチル基（−ＣＨ２ＣＦ３）、２，２，３，３−テトラフルオロプロピル基（−ＣＨ２ＣＦ２ＣＨＦ２）、２，２，３，３，３−ペンタフルオロプロピル基（−ＣＨ２ＣＦ２ＣＦ３）、１Ｈ，１Ｈ，５Ｈ−オクタフルオロペンチル基（−ＣＨ２（ＣＦ２）３ＣＨＦ２）、１Ｈ，１Ｈ，２Ｈ，２Ｈ−トリデカフルオロオクチル基（−ＣＨ２ＣＨ２（ＣＦ２）５ＣＦ３）および１Ｈ，１Ｈ−ノナデカフルオロデシル基（−ＣＨ２（ＣＦ２）８ＣＦ３）等が挙げられる。
炭素数３〜１４の分岐鎖の部分フッ化アルキル基としては、１，１，１，３，３，３−ヘキサフルオロイソプロピル基（−ＣＨ（ＣＦ３）２）、−ＣＨ（ＣＦ３）ＣＦ２ＣＦ３、−ＣＨ２ＣＨ（ＣＦ３）２、−ＣＨ（ＣＦ３）（ＣＦ２）３ＣＨＦ２、−ＣＨ（ＣＦ２ＣＦ３）（ＣＦ２）２ＣＦ３等が挙げられる。
一般式（１）におけるＹにおいて、潤滑剤用摩擦調整剤の摩擦低減効果の観点から、炭素数１〜１２の直鎖のパーフルオロアルキル基および炭素数１〜１２の直鎖の部分フッ化アルキル基が好ましく、更に好ましくは炭素数１〜１０の直鎖のパーフルオロアルキル基および炭素数１〜１０の直鎖の部分フッ化アルキル基である。
単量体（ａ）は１種を単独で用いても、２種以上を併用してもよい。
Examples of the linear or branched partially fluorinated alkyl group having 1 to 14 carbon atoms include a linear partially fluorinated alkyl group having 1 to 14 carbon atoms and a partially fluorinated alkyl group having a branched chain having 3 to 14 carbon atoms. Can be mentioned.
The linear partially fluorinated alkyl group having 1 to 14 carbon atoms includes a 2,2,2-trifluoroethyl group (-CH 2 CF 3 ) and a 2,2,3,3-tetrafluoropropyl group (-CH). 2 CF 2 CHF 2 ), 2,2,3,3,3-pentafluoropropyl group (-CH 2 CF 2 CF 3 ), 1H, 1H, 5H-octafluoropentyl group (-CH 2 (CF 2 ) 3) CHF 2 ), 1H, 1H, 2H, 2H-tridecafluorooctyl group (-CH 2 CH 2 (CF 2 ) 5 CF 3 ) and 1H, 1H-nonadecafluorodecyl group (-CH 2 (CF 2 ) 8) CF 3 ) and the like can be mentioned.
As the partially fluorinated alkyl group of the branched chain having 3 to 14 carbon atoms, 1,1,1,3,3,3-hexafluoroisopropyl group (-CH (CF 3 ) 2 ), -CH (CF 3 ) CF 2 CF 3 , -CH 2 CH (CF 3 ) 2 , -CH (CF 3 ) (CF 2 ) 3 CHF 2 , -CH (CF 2 CF 3 ) (CF 2 ) 2 CF 3 and the like.
In Y in the general formula (1), from the viewpoint of the friction reducing effect of the friction modifier for a lubricant, a linear perfluoroalkyl group having 1 to 12 carbon atoms and a linear partially alkyl fluoride having 1 to 12 carbon atoms The group is preferable, and more preferably, it is a linear perfluoroalkyl group having 1 to 10 carbon atoms and a linear partially fluoroalkyl group having 1 to 10 carbon atoms.
As the monomer (a), one type may be used alone, or two or more types may be used in combination.
単量体（ａ）中のフッ素原子の重量割合は、耐摩耗性の観点から、１０〜８０重量％が好ましく、更に好ましくは２０〜７０重量％である。 The weight ratio of the fluorine atom in the monomer (a) is preferably 10 to 80% by weight, more preferably 20 to 70% by weight, from the viewpoint of abrasion resistance.
単量体（ａ）は、例えば、（メタ）アクリル酸とフッ素原子を有する炭素数１〜１４の脂肪族モノアルコールとのエステル化反応、（メタ）アクリル酸とフッ素原子を有する炭素数１〜１４の脂肪族アミンとのアミド化反応、等によって得ることができる。なお本発明において、「（メタ）アクリル酸」は「アクリル酸および／またはメタクリル酸」を意味する。
また、単量体（ａ）は、アクリル酸２，２，２−トリフルオロエチル（製品名「ビスコート３Ｆ」）、アクリル酸２，２，３，３−テトラフルオロプロピル（製品名「ビスコート４Ｆ」）、アクリル酸１Ｈ，１Ｈ，５Ｈ−オクタフルオロペンチル（製品名「ビスコート８Ｆ」）、メタクリル酸１Ｈ，１Ｈ，５Ｈ−オクタフルオロペンチル（製品名「ビスコート８ＦＭ」）、アクリル酸１Ｈ，１Ｈ，２Ｈ，２Ｈ−トリデカフルオロオクチル（製品名「ビスコート１３Ｆ」）（上記いずれも大阪有機化学工業株式会社製）、メタクリル酸２，２，２−トリフルオロエチル（製品名「ライトエステルＭ−３Ｆ」、共栄社化学株式会社製）、メタクリル酸２，２，３，３，３−ペンタフルオロプロピル（東京化成工業株式会社製）、メタクリル酸１，１，１，３，３，３−ヘキサフルオロイソプロピル（東京化成工業株式会社製）およびメタクリル酸１Ｈ，１Ｈ−ノナデカフルオロデシル（製品名「メタクリル酸１Ｈ，１Ｈ−パーフルオロ−Ｎ−デシル」、富士フイルム和光純薬株式会社製）等が市販されており、入手可能である。
The monomer (a) is, for example, an esterification reaction between (meth) acrylic acid and an aliphatic monoalcohol having 1 to 14 carbon atoms having a fluorine atom, and (meth) acrylic acid having 1 to 14 carbon atoms having a fluorine atom. It can be obtained by an amidation reaction with 14 aliphatic amines, and the like. In the present invention, "(meth) acrylic acid" means "acrylic acid and / or methacrylic acid".
The monomer (a) is 2,2,2-trifluoroethyl acrylate (product name "Viscoat 3F") and 2,2,3,3-tetrafluoropropyl acrylate (product name "Viscoat 4F"). ), Acrylic acid 1H, 1H, 5H-octafluoropentyl (product name "Viscoat 8F"), methacrylic acid 1H, 1H, 5H-octafluoropentyl (product name "Viscort 8FM"), acrylic acid 1H, 1H, 2H, 2H-Tridecafluorooctyl (product name "Viscoat 13F") (all of the above are manufactured by Osaka Organic Chemical Industry Co., Ltd.), 2,2,2-trifluoroethyl methacrylate (product name "Lightester M-3F", Kyoeisha) Chemical Co., Ltd., 2,2,3,3,3-pentafluoropropyl methacrylate (manufactured by Tokyo Kasei Kogyo Co., Ltd.), 1,1,1,3,3,3-hexafluoroisopropyl methacrylate (Tokyo Kasei) (Made by Kogyo Co., Ltd.) and methacrylic acid 1H, 1H-nonadecafluorodecyl (product name "methacrylic acid 1H, 1H-perfluoro-N-decyl", manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) are commercially available. It is available.
共重合体（Ａ）において、構成単量体のうち単量体（ａ）の重量割合は、共重合体（Ａ）を構成する単量体の合計重量に基づいて、摩擦低減効果の観点から、１０〜９０重量％が好ましく、さらに好ましくは２０〜８０重量％である。 In the copolymer (A), the weight ratio of the monomer (a) among the constituent monomers is based on the total weight of the monomers constituting the copolymer (A) from the viewpoint of the friction reducing effect. , 10 to 90% by weight, more preferably 20 to 80% by weight.
共重合体（Ａ）は炭素数１〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ）を構成単量体として含む。
（メタ）アクリロイル単量体（ｂ）は１種を単独で用いてもよく、２種以上を併用してもよい。
（メタ）アクリロイル単量体（ｂ）としては、炭素数１〜３６の直鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ１）および炭素数３〜３６の分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ２）等が挙げられる。
The copolymer (A) contains a (meth) acryloyl monomer (b) having a linear or branched alkyl group having 1 to 36 carbon atoms as a constituent monomer.
As the (meta) acryloyl monomer (b), one type may be used alone, or two or more types may be used in combination.
The (meth) acryloyl monomer (b) has a (meth) acryloyl monomer (b1) having a linear alkyl group having 1 to 36 carbon atoms and a branched chain alkyl group having 3 to 36 carbon atoms (meth). ) Acryloyl monomer (b2) and the like can be mentioned.
炭素数１〜３６の直鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ１）としては、例えば、炭素数１〜３６の直鎖アルキル基を有する（メタ）アクリル酸アルキルエステル｛例えば、（メタ）アクリル酸メチル、（メタ）アクリル酸エチル、（メタ）アクリル酸ｎ−プロピル、（メタ）アクリル酸ｎ−ブチル、（メタ）アクリル酸ｎ−ペンチル、（メタ）アクリル酸ｎ−ヘキシル、（メタ）アクリル酸ｎ−ヘプチル、（メタ）アクリル酸ｎ−オクチル、（メタ）アクリル酸ｎ−ノニル、（メタ）アクリル酸ｎ−デシル、（メタ）アクリル酸ｎ−ウンデシル、（メタ）アクリル酸ｎ−ドデシル、（メタ）アクリル酸ｎ−トリデシル、（メタ）アクリル酸ｎ−テトラデシル、（メタ）アクリル酸ｎ−ペンタデシル、（メタ）アクリル酸ｎ−ヘキサデシル、（メタ）アクリル酸ｎ−ヘプタデシル、（メタ）アクリル酸ｎ−オクタデシル、（メタ）アクリル酸ｎ−ノナデシル、（メタ）アクリル酸ｎ−イコシル、（メタ）アクリル酸ｎ−ヘンイコシル、（メタ）アクリル酸ｎ−ドコシル、（メタ）アクリル酸ｎ−トリコシル、（メタ）アクリル酸ｎ−テトラコシル、（メタ）アクリル酸ｎ−ペンタコシル、（メタ）アクリル酸ｎ−ヘキサコシル、（メタ）アクリル酸ｎ−ヘプタコシル、（メタ）アクリル酸ｎ−オクタコシル、（メタ）アクリル酸ｎ−ノナコシル、（メタ）アクリル酸ｎ−トリアコンチル、（メタ）アクリル酸ｎ−ヘントリアコンチル、（メタ）アクリル酸ｎ−ドトリアコンチル、（メタ）アクリル酸ｎ−トリトリアコンチル、（メタ）アクリル酸ｎ−テトラトリアコンチル、（メタ）アクリル酸ｎ−ペンタトリアコンチル、（メタ）アクリル酸ｎ−ヘキサトリアコンチル等｝、炭素数１〜３６の直鎖アルキル基を有する（メタ）アクリルアミド｛例えば、Ｎ−メチル（メタ）アクリルアミド、Ｎ−エチル（メタ）アクリルアミド、Ｎ−プロピル（メタ）アクリルアミド、Ｎ−ブチル（メタ）アクリルアミド、Ｎ−ペンチル（メタ）アクリルアミド、Ｎ−ヘキシル（メタ）アクリルアミド、Ｎ−ヘプチル（メタ）アクリルアミド、Ｎ−オクチル（メタ）アクリルアミド、Ｎ−ノニル（メタ）アクリルアミド、Ｎ−デシル（メタ）アクリルアミド、Ｎ−ウンデシル（メタ）アクリルアミド、Ｎ−ドデシル（メタ）アクリルアミド、Ｎ−トリデシル（メタ）アクリルアミド、Ｎ−テトラデシル（メタ）アクリルアミド、Ｎ−ペンタデシル（メタ）アクリルアミド、Ｎ−ヘキサデシル（メタ）アクリルアミド、Ｎ−ヘプタデシル（メタ）アクリルアミド、Ｎ−オクタデシル（メタ）アクリルアミド、Ｎ−ノナデシル（メタ）アクリルアミド、Ｎ−イコシル（メタ）アクリルアミド、Ｎ−ヘンイコシル（メタ）アクリルアミド、Ｎ−ドコシル（メタ）アクリルアミド、Ｎ−トリコシル（メタ）アクリルアミド、Ｎ−テトラコシル（メタ）アクリルアミド、Ｎ−ペンタコシル（メタ）アクリルアミド、Ｎ−ヘキサコシル（メタ）アクリルアミド、Ｎ−ヘプタコシル（メタ）アクリルアミド、Ｎ−オクタコシル（メタ）アクリルアミド、Ｎ−ノナコシル（メタ）アクリルアミド、Ｎ−トリアコンチル（メタ）アクリルアミド、Ｎ−ヘントリアコンチル（メタ）アクリルアミド、Ｎ−ドトリアコンチル（メタ）アクリルアミド、Ｎ−トリトリアコンチル（メタ）アクリルアミド、Ｎ−テトラトリアコンチル（メタ）アクリルアミド、Ｎ−ペンタトリアコンチル（メタ）アクリルアミド、Ｎ−ヘキサトリアコンチル（メタ）アクリルアミド等｝が挙げられる。なお本発明において、「（メタ）アクリルアミド」は「アクリルアミドおよび／またはメタクリルアミド」を意味する。
（メタ）アクリロイル単量体（ｂ１）のうち、潤滑剤用摩擦調整剤の摩擦低減効果の観点から、好ましくは炭素数１〜２４の直鎖アルキル基を有する（メタ）アクリル酸アルキルエステルであり、更に好ましくは炭素数１〜１８の直鎖アルキル基を有する（メタ）アクリル酸アルキルエステルである。
Examples of the (meth) acrylic acid monomer (b1) having a linear alkyl group having 1-36 carbon atoms include a (meth) acrylic acid alkyl ester having a linear alkyl group having 1-36 carbon atoms {for example, ( Methyl acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, n-butyl (meth) acrylate, n-pentyl (meth) acrylate, n-hexyl (meth) acrylate, ( N-Heptyl (meth) acrylate, n-octyl (meth) acrylate, n-nonyl (meth) acrylate, n-decyl (meth) acrylate, n-undecyl (meth) acrylate, n (meth) acrylate -Dodecyl, n-tridecyl (meth) acrylate, n-tetradecyl (meth) acrylate, n-pentadecyl (meth) acrylate, n-hexadecyl (meth) acrylate, n-heptadecyl (meth) acrylate, (meth) ) N-octadecyl acrylate, n-nonadecil (meth) acrylate, n-icosyl (meth) acrylate, n-hen icosyl (meth) acrylate, n-docosyl (meth) acrylate, n- (meth) acrylate Tricosyl, n-tetracosyl (meth) acrylate, n-pentacosyl (meth) acrylate, n-hexacosyl (meth) acrylate, n-heptacosyl (meth) acrylate, n-octacosyl (meth) acrylate, (meth) N-nonacosyl acrylate, n-tririacontyl (meth) acrylate, n-hentoriacontyl (meth) acrylate, n-dotriacontyl (meth) acrylate, n-tritoriacontyl (meth) acrylate, (meth) acrylic N-Tetratriacontyl acid, n-pentatriacontyl (meth) acrylate, n-hexatriacontyl (meth) acrylate, etc.}, (meth) acrylamide having a linear alkyl group having 1-36 carbon atoms {For example, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N-butyl (meth) acrylamide, N-pentyl (meth) acrylamide, N-hexyl (meth) acrylamide. , N-Heptyl (meth) acrylamide, N-octyl (meth) acrylamide, N-nonyl (meth) acrylamide, N-decyl (meth) acrylamide, N-undecyl (meth) acrylamide, N-dodecyl (meth) acrylamide, N -Tridecyl (meth) acrylamide, N-tetradecyl (meth) acrylic acid Mid, N-pentadecyl (meth) acrylamide, N-hexadecyl (meth) acrylamide, N-heptadecyl (meth) acrylamide, N-octadecyl (meth) acrylamide, N-nonadecil (meth) acrylamide, N-icosyl (meth) acrylamide, N-henicosyl (meth) acrylamide, N-docosyl (meth) acrylamide, N-tricosyl (meth) acrylamide, N-tetracosyl (meth) acrylamide, N-pentacosyl (meth) acrylamide, N-hexacosyl (meth) acrylamide, N- Heptacosyl (meth) acrylamide, N-octacosyl (meth) acrylamide, N-nonacosyl (meth) acrylamide, N-triacontyl (meth) acrylamide, N-Hentriacontyl (meth) acrylamide, N-dotriacontyl (meth) acrylamide, N- Tritria-contyl (meth) acrylamide, N-tetratria-contyl (meth) acrylamide, N-penta-triria-contyl (meth) acrylamide, N-hexatria-contyl (meth) acrylamide, etc.} can be mentioned. In the present invention, "(meth) acrylamide" means "acrylamide and / or methacrylamide".
Among the (meth) acryloyl monomers (b1), a (meth) acrylic acid alkyl ester having a linear alkyl group having 1 to 24 carbon atoms is preferable from the viewpoint of the friction reducing effect of the friction modifier for a lubricant. More preferably, it is a (meth) acrylic acid alkyl ester having a linear alkyl group having 1 to 18 carbon atoms.
炭素数３〜３６の分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ２）としては、潤滑剤用摩擦調整剤の摩擦低減効果の観点から、好ましくは下記一般式（２）で示される単量体（ｂ２１）である。 The (meth) acryloyl monomer (b2) having a branched alkyl group having 3 to 36 carbon atoms is preferably represented by the following general formula (2) from the viewpoint of the friction reducing effect of the friction modifier for lubricants. It is a monomer (b21).
（メタ）アクリロイル単量体（ｂ２１）において、一般式（２）におけるＲ２は水素原子またはメチル基であり、潤滑剤組成物の粘度指数の観点から、メチル基が好ましい。
Ｘ２は酸素原子またはイミノ基であり、潤滑剤組成物の粘度指数の観点から、酸素原子が好ましい。
Ｒ３およびＲ４は、それぞれ独立に炭素数１〜３３の直鎖アルキル基である。具体的には、メチル基、エチル基、ｎ−プロピル基、ｎ−ブチル基、ｎ−ヘプチル基、ｎ−ヘキシル基、ｎ−ペンチル基、ｎ−オクチル基、ｎ−ノニル基、ｎ−デシル基、ｎ−ウンデシル基、ｎ−ドデシル基、ｎ−トリデシル基、ｎ−テトラデシル基、ｎ−ペンタデシル基、ｎ−ヘキサデシル基、ｎ−ヘプタデシル基、ｎ−オクタデシル基、ｎ−ノナデシル基、ｎ−エイコシル基、ｎ−ヘンイコシル基、ｎ−ドコシル基、ｎ−トリコシル基、ｎ−テトラコシル基、ｎ−ペンタコシル基、ｎ−ヘキサコシル基、ｎ−ヘプタコシル基、ｎ−オクタコシル基、ｎ−ノナコシル基、ｎ−トリアコンチル基、ｎ−ヘントリアコンチル基、ｎ−ドトリアコンチル基およびｎ−トリトリアコンチル基等が挙げられる。
Ｒ３およびＲ４の合計炭素数は２〜３４であり、潤滑剤用摩擦調整剤の摩擦低減効果の観点から、１０〜３４が好ましく、更に好ましくは１８〜３４であり、特に好ましくは２２〜３４である。
In the (meth) acryloyl monomer (b21), R 2 in the general formula (2) is a hydrogen atom or a methyl group, and a methyl group is preferable from the viewpoint of the viscosity index of the lubricant composition.
X 2 is an oxygen atom or an imino group, and an oxygen atom is preferable from the viewpoint of the viscosity index of the lubricant composition.
R 3 and R 4 are each independently a linear alkyl group having 1 to 33 carbon atoms. Specifically, methyl group, ethyl group, n-propyl group, n-butyl group, n-heptyl group, n-hexyl group, n-pentyl group, n-octyl group, n-nonyl group, n-decyl group. , N-Undecyl group, n-Dodecyl group, n-Tridecyl group, n-Tetradecyl group, n-Pentadecyl group, n-Hexadecyl group, n-Heptadecyl group, n-Octadecyl group, n-Nonadecyl group, n-Eicosyl group. , N-henicosyl group, n-docosyl group, n-tricosyl group, n-tetracosyl group, n-pentacosyl group, n-hexacosyl group, n-heptacosyl group, n-octacosyl group, n-nonacosyl group, n-triacocyl group. , N-Hentriacontyl group, n-Dotririacontyl group, n-Tritririacontyl group and the like.
The total number of carbon atoms of R 3 and R 4 is 2 to 34, preferably 10 to 34, more preferably 18 to 34, and particularly preferably 22 to 34, from the viewpoint of the friction reducing effect of the friction modifier for lubricants. 34.
（メタ）アクリロイル単量体（ｂ２１）として具体的には、（メタ）アクリル酸２−オクチルデシル、（メタ）アクリル酸２−オクチルドデシル、（メタ）アクリル酸２−デシルテトラデシル、（メタ）アクリル酸２−ドデシルヘキサデシル、（メタ）アクリル酸２−テトラデシルオクタデシル、（メタ）アクリル酸２−ドデシルペンタデシル、（メタ）アクリル酸２−テトラデシルヘプタデシル、（メタ）アクリル酸２−ヘキサデシルヘプタデシル、（メタ）アクリル酸２−ヘキサデシルエイコシル、Ｎ−２−オクチルデシル（メタ）アクリルアミド等が挙げられる。 Specifically, as the (meth) acryloyl monomer (b21), 2-octyldecyl (meth) acrylate, 2-octyldodecyl (meth) acrylate, 2-decyltetradecyl (meth) acrylate, (meth). 2-Dodecylhexadecyl acrylate, 2-tetradecyl octadecyl (meth) acrylate, 2-dodecylpentadecyl (meth) acrylate, 2-tetradecylheptadecyl (meth) acrylate, 2-hexadecyl (meth) acrylate Examples thereof include decyl heptadecyl, 2-hexadecyleikosyl (meth) acrylate, and N-2-octyldecyl (meth) acrylamide.
（メタ）アクリロイル単量体（ｂ）のうち、潤滑剤用摩擦調整剤の摩擦低減効果の観点から、好ましくは炭素数１２〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体であり、更に好ましくは炭素数２０〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体であり、特に好ましくは炭素数２４〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体である。 Among the (meth) acryloyl monomers (b), a single amount of (meth) acryloyl having a linear or branched alkyl group having 12 to 36 carbon atoms is preferable from the viewpoint of the friction reducing effect of the friction modifier for a lubricant. It is a body, more preferably a (meth) acryloyl monomer having a linear or branched alkyl group having 20 to 36 carbon atoms, and particularly preferably having a linear or branched alkyl group having 24 to 36 carbon atoms. It is a (meth) acryloyl monomer.
共重合体（Ａ）において、構成単量体のうち炭素数１〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ）の重量割合は、共重合体（Ａ）を構成する単量体の合計重量に基づいて、摩擦低減効果の観点から、３〜９０重量％が好ましく、さらに好ましくは５〜８０重量％である。 In the copolymer (A), the weight ratio of the (meth) acryloyl monomer (b) having a linear or branched alkyl group having 1 to 36 carbon atoms among the constituent monomers is determined by the weight ratio of the copolymer (A). From the viewpoint of the friction reducing effect, it is preferably 3 to 90% by weight, more preferably 5 to 80% by weight, based on the total weight of the monomers constituting the above.
共重合体（Ａ）において、構成単量体のうち単量体（ａ）と炭素数１〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ）との重量比［（ａ）／（ｂ）］は、潤滑剤組成物の粘度指数向上の観点から、９０／１０〜１０／９０が好ましく、更に好ましくは９０／１０〜２０／８０である。 In the copolymer (A), the weight ratio of the monomer (a) among the constituent monomers to the (meth) acryloyl monomer (b) having a linear or branched alkyl group having 1 to 36 carbon atoms. [(A) / (b)] is preferably 90/10 to 10/90, more preferably 90/10 to 20/80, from the viewpoint of improving the viscosity index of the lubricant composition.
本発明における共重合体（Ａ）は、構成単量体として、単量体（ａ）および炭素数１〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ）以外に、その他の単量体として、単量体（ａ）および（メタ）アクリロイル単量体（ｂ）以外の窒素原子含有単量体（ｃ）、水酸基含有単量体（ｄ）およびリン原子含有単量体（ｅ）からなる群から選択された少なくとも１種を構成単量体として含む共重合体であってもよい。 The copolymer (A) in the present invention is other than the monomer (a) and the (meth) acryloyl monomer (b) having a linear or branched alkyl group having 1 to 36 carbon atoms as a constituent monomer. In addition, as other monomers, a nitrogen atom-containing monomer (c), a hydroxyl group-containing monomer (d), and a phosphorus atom-containing monomer other than the monomer (a) and the (meth) acryloyl monomer (b) are contained. It may be a copolymer containing at least one selected from the group consisting of the monomer (e) as a constituent monomer.
窒素原子含有単量体（ｃ）としては、例えば、（メタ）アクリルアミド、Ｎ−（Ｎ’−モノアルキルアミノアルキル）（メタ）アクリルアミド、Ｎ，Ｎ−ジメチル（メタ）アクリルアミド、Ｎ−ビニルアセトアミドなどのアミド基含有単量体（ｃ１）；４−ニトロスチレンなどのニトロ基含有単量体（ｃ２）；アミノメチル（メタ）アクリレート、アミノエチル（メタ）アクリレート、Ｎ−メチルアミノエチル（メタ）アクリレート、Ｎ−ｔ−ブチルアミノエチル（メタ）アクリレート、Ｎ，Ｎ−ジメチルアミノエチル（メタ）アクリレート、Ｎ，Ｎ−ジエチルアミノエチル（メタ）アクリレートなどの１〜３級アミノ基含有単量体（ｃ３）；（メタ）アクリロニトリルなどのニトリル基含有単量体（ｃ４）等が挙げられる。 Examples of the nitrogen atom-containing monomer (c) include (meth) acrylamide, N- (N'-monoalkylaminoalkyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N-vinylacetamide and the like. Amine group-containing monomer (c1); Nitro group-containing monomer (c2) such as 4-nitrostyrene; aminomethyl (meth) acrylate, aminoethyl (meth) acrylate, N-methylaminoethyl (meth) acrylate , N-t-Butylaminoethyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylate, N, N-diethylaminoethyl (meth) acrylate and other 1-3-class amino group-containing monomers (c3) ; A nitrile group-containing monomer (c4) such as (meth) acrylonitrile can be mentioned.
水酸基含有単量体（ｄ）としては、例えば、２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシエテニル（メタ）アクリレート、ポリプロピレングリコール（数平均分子量：１３０〜５００）モノ（メタ）アクリレート等が挙げられる。 Examples of the hydroxyl group-containing monomer (d) include 2-hydroxyethyl (meth) acrylate, 2-hydroxyethenyl (meth) acrylate, polypropylene glycol (number average molecular weight: 130 to 500) mono (meth) acrylate and the like. Can be mentioned.
リン原子含有単量体（ｅ）としては、例えば、（メタ）アクリロイロキシエチルホスフェート、リン酸ビニルなどのリン酸エステル基含有単量体（ｅ１）；（メタ）アクリロイロキシエチルホスフェート、ビニルホスホン酸などのホスホノ基含有単量体（ｅ２）等が挙げられる。 Examples of the phosphorus atom-containing monomer (e) include phosphoric acid ester group-containing monomers (e1) such as (meth) acryloyloxyethyl phosphate and vinyl phosphate; (meth) acryloyloxyethyl phosphate and vinyl. Examples thereof include a phosphono group-containing monomer (e2) such as phosphonic acid.
本発明における共重合体（Ａ）が、構成単量体として、単量体（ａ）および炭素数１〜３６の直鎖または分岐鎖アルキル基を有する（メタ）アクリロイル単量体（ｂ）以外に、その他の単量体として単量体（ａ）および（メタ）アクリロイル単量体（ｂ）以外の窒素原子含有単量体（ｃ）、水酸基含有単量体（ｄ）および／またはリン原子含有単量体（ｅ）を構成単量体として含む場合、それらの重量割合は、共重合体（Ａ）を構成する単量体の合計重量に基づいて、摩擦低減効果の観点から、３０重量％以下が好ましく、２０重量％以下がさらに好ましい。 The copolymer (A) in the present invention is other than the (meth) acryloyl monomer (b) having a monomer (a) and a linear or branched alkyl group having 1 to 36 carbon atoms as a constituent monomer. In addition, as other monomers, a nitrogen atom-containing monomer (c) other than the monomer (a) and the (meth) acryloyl monomer (b), a hydroxyl group-containing monomer (d) and / or a phosphorus atom. When the contained monomer (e) is contained as a constituent monomer, the weight ratio thereof is 30 weight from the viewpoint of the friction reducing effect based on the total weight of the monomers constituting the copolymer (A). % Or less is preferable, and 20% by weight or less is more preferable.
共重合体（Ａ）の溶解性パラメーター（以下ＳＰ値と略記する）は、潤滑剤組成物の粘度指数および基油への溶解性の観点から、好ましくは７．０〜９．２（ｃａｌ／ｃｍ３）１／２であり、更に好ましくは７．１〜８．９（ｃａｌ／ｃｍ３）１／２である。 The solubility parameter of the copolymer (A) (hereinafter abbreviated as SP value) is preferably 7.0 to 9.2 (cal /) from the viewpoint of the viscosity index of the lubricant composition and the solubility in the base oil. It is cm 3 ) 1/2 , more preferably 7.1 to 8.9 (cal / cm 3 ) 1/2 .
本発明で用いるＳＰ値は、Ｆｅｄｏｒｓ法（Ｐｏｌｙｍｅｒ Ｅｎｇｉｎｅｅｒｉｎｇ ａｎｄ Ｓｃｉｅｎｃｅ，Ｆｅｂｕｒｕａｒｙ，１９７４，Ｖｏｌ．１４、Ｎｏ．２ Ｐ．１４７〜１５４）に記載の方法で算出される値である。 The SP value used in the present invention is a value calculated by the method described in the Fedors method (Polymer Engineering and Science, Efficiency, 1974, Vol. 14, No. 2 P. 147 to 154).
共重合体（Ａ）の重量平均分子量（以下Ｍｗと略記）は、潤滑剤組成物の粘度指数向上の観点から好ましくは５，０００〜１，０００，０００であり、更に好ましくは１０，０００〜７５０，０００であり、最も好ましくは３０，０００〜５００，０００である。 The weight average molecular weight (hereinafter abbreviated as Mw) of the copolymer (A) is preferably 5,000 to 1,000,000, more preferably 10,000 to 10,000, from the viewpoint of improving the viscosity index of the lubricant composition. It is 750,000, most preferably 30,000 to 500,000.
共重合体（Ａ）のＭｗは、以下の条件でゲルパーミエーションクロマトグラフィー（以下ＧＰＣと略記する）によって測定することができる。
＜共重合体（Ａ）のＭｗの測定条件＞
装置 ：「ＨＬＣ−８３２０ＧＰＣ」［東ソー（株）製］
カラム ：上流から順に、「ＴＳＫｇｅｌ ＧＭＨＸＬ」［東ソー（株）製］２本および「ＴＳＫｇｅｌ Ｍｕｌｔｉｐｏｒｅ ＨＸＬ−Ｍ」［東ソー（株）製］１本を直列に接続
測定温度 ：４０℃
試料溶液 ：試料濃度０．２５重量％のテトラヒドロフラン溶液
溶液注入量：１０．０μＬ
検出装置 ：示差屈折率検出器
基準物質 ：標準ポリスチレン（ＴＳＫｓｔａｎｄａｒｄ ＰＯＬＹＳＴＹＲＥＮＥ）１２点（分子量：５８９、１，０５０、２，６３０、９，１００、１９，５００、３７，９００、９６，４００、１９０，０００、３５５，０００、１，０９０，０００、２，１１０，０００、４，４８０，０００）［東ソー（株）製］
共重合体（Ａ）のＭｗは、重合時の温度、単量体濃度（溶媒濃度）、触媒量または連鎖移動剤量等により調整できる。
The Mw of the copolymer (A) can be measured by gel permeation chromatography (hereinafter abbreviated as GPC) under the following conditions.
<Measurement conditions for Mw of copolymer (A)>
Equipment: "HLC-8320GPC" [manufactured by Tosoh Corporation]
Column: Two "TSKgel GMHXL" [manufactured by Tosoh Co., Ltd.] and one "TSKgel Multipore H XL- M" [manufactured by Tosoh Co., Ltd.] are connected in series in order from the upstream. Measurement temperature: 40 ° C.
Sample solution: Tetrahydrofuran solution with a sample concentration of 0.25 wt% Injection amount: 10.0 μL
Detection device: Differential refractive index detector Reference material: Standard polystyrene (TSK standard POLYSTYRENE) 12 points (molecular weight: 589,1,050,2,630,9,100,19,500,37,900,96,400,190, 000, 355,000, 1,090,000, 2,110,000, 4,480,000) [manufactured by Tosoh Corporation]
The Mw of the copolymer (A) can be adjusted by the temperature at the time of polymerization, the monomer concentration (solvent concentration), the amount of catalyst, the amount of chain transfer agent, and the like.
共重合体（Ａ）は、公知の製造方法によって得ることができる。共重合体（Ａ）は、例えば上記の単量体を溶剤中で重合触媒存在下にラジカル重合することにより得られる。 The copolymer (A) can be obtained by a known production method. The copolymer (A) can be obtained, for example, by radically polymerizing the above-mentioned monomer in a solvent in the presence of a polymerization catalyst.
溶剤としては、例えば、トルエン、キシレンまたは炭素数９〜１０のアルキルベンゼンなどの芳香族溶剤、ｎ−ヘキサン、ｎ−ヘプタン、シクロヘキサンおよびオクタンなどの脂肪族炭化水素（炭素数６〜１８）、２−プロパノール、１−ブタノールまたは２−ブタノールなどのアルコール系溶剤（炭素数３〜８）、メチルエチルケトンなどのケトン系溶剤および後述の基油（鉱物油等）等が使用できる。潤滑剤用摩擦調整剤の耐摩耗性付与効果の観点から、好ましくは基油であり、更に好ましくは鉱物油である。 Examples of the solvent include aromatic solvents such as toluene, xylene or alkylbenzene having 9 to 10 carbon atoms, aliphatic hydrocarbons such as n-hexane, n-heptane, cyclohexane and octane (6 to 18 carbon atoms), 2-. Alcohol-based solvents such as propanol, 1-butanol or 2-butanol (3 to 8 carbon atoms), ketone solvents such as methyl ethyl ketone, and base oils (mineral oils and the like) described later can be used. From the viewpoint of the effect of imparting abrasion resistance to the friction modifier for lubricants, it is preferably a base oil, and more preferably a mineral oil.
重合触媒としては、アゾ系触媒［例えば、２，２’−アゾビスイソブチロニトリル、２，２’−アゾビス（２−メチルブチロニトリル）、２，２’−アゾビス（２，４−ジメチルバレロニトリル）、ジメチル２，２−アゾビスイソブチレート等］、過酸化物系触媒［例えば、ｔ−ブチルパーオキシピバレート、ｔ−ヘキシルパーオキシピバレート、ｔ−ブチルパーオキシネオヘプタノエート、ｔ−ブチルパーオキシネオデカノエート、ｔ−ブチルパーオキシ２−エチルヘキサノエート、ｔ−ブチルパーオキシイソブチレート、ｔ−アミルパーオキシ２−エチルヘキサノエート、１，１，３，３−テトラメチルブチルパーオキシ２−エチルヘキサノエート、ジブチルパーオキシトリメチルアジペート、ベンゾイルパーオキシド、クミルパーオキシド、ラウリルパーオキシド等］等が使用できる。 Examples of the polymerization catalyst include azo catalysts [for example, 2,2'-azobisisobutyronitrile, 2,2'-azobis (2-methylbutyronitrile), 2,2'-azobis (2,4-dimethyl). Valeronitrile), dimethyl 2,2-azobisisobutyrate, etc.], peroxide-based catalysts [eg, t-butylperoxypivalate, t-hexylperoxypivalate, t-butylperoxyneoheptanoate] , T-Butylperoxyneodecanoate, t-Butylperoxy2-ethylhexanoate, t-butylperoxyisobutyrate, t-amylperoxy2-ethylhexanoate, 1,1,3 3-Tetramethylbutylperoxy2-ethylhexanoate, dibutylperoxytrimethyladipate, benzoylperoxide, cumylperoxide, laurylperoxide, etc.] and the like can be used.
共重合体（Ａ）の重合には、さらに、必要により連鎖移動剤［例えば、アルキル（炭素数２〜２０）メルカプタン等］を使用することもできる。
反応温度としては好ましくは５０〜１４０℃、更に好ましくは６０〜１２０℃である。
また、上記の溶液重合の他に、塊状重合、乳化重合または懸濁重合により得ることもできる。さらに、共重合体（Ａ）の重合様式としては、ランダム付加重合または交互共重合のいずれでもよく、また、グラフト共重合またはブロック共重合のいずれでもよい。
Further, if necessary, a chain transfer agent [for example, an alkyl (2 to 20 carbon atoms) mercaptan or the like] can be used for the polymerization of the copolymer (A).
The reaction temperature is preferably 50 to 140 ° C, more preferably 60 to 120 ° C.
In addition to the above solution polymerization, it can also be obtained by bulk polymerization, emulsion polymerization or suspension polymerization. Further, the polymerization mode of the copolymer (A) may be either random addition polymerization or alternate copolymerization, and may be either graft copolymerization or block copolymerization.
本発明の潤滑剤用摩擦調整剤は、上記共重合体（Ａ）に加えて基油を含むことが好ましい。
本発明の潤滑剤用摩擦調整剤は、共重合体（Ａ）と基油とを混合して製造してもよく、基油中で単量体（ａ）および（メタ）アクリロイル単量体（ｂ）、必要によりその他の単量体を含む単量体組成物を重合して共重合体（Ａ）を製造することにより得てもよい。
The friction modifier for a lubricant of the present invention preferably contains a base oil in addition to the above-mentioned copolymer (A).
The friction modifier for a lubricant of the present invention may be produced by mixing the copolymer (A) and the base oil, and the monomer (a) and the (meth) acryloyl monomer (meth) in the base oil. b), if necessary, it may be obtained by polymerizing a monomer composition containing other monomers to produce a copolymer (A).
基油として、具体的には、鉱物油（溶剤精製油、パラフィン油、イソパラフィンを含有する高粘度指数油、イソパラフィンの水素化分解による高粘度指数油、ナフテン油等）、合成潤滑油［炭化水素系合成潤滑油（ポリα−オレフィン系合成潤滑油、ＧＴＬ基油等）、エステル系合成潤滑油等］およびこれらの混合物等が挙げられる。これらのうち、耐摩耗性の観点から、好ましくは鉱物油および合成潤滑油であり、合成潤滑油としてはポリα−オレフィン系合成潤滑油、ＧＴＬ基油が好ましい。 Specific examples of the base oil include mineral oils (refined solvent oil, paraffin oil, high viscosity index oil containing isoparaffin, high viscosity index oil by hydrocracking of isoparaffin, naphthenic oil, etc.), synthetic lubricating oil [carbohydrate]. Synthetic lubricating oils (poly α-olefin synthetic lubricating oils, GTL base oils, etc.), ester synthetic lubricating oils, etc.] and mixtures thereof. Of these, from the viewpoint of abrasion resistance, mineral oil and synthetic lubricating oil are preferable, and as the synthetic lubricating oil, poly α-olefin synthetic lubricating oil and GTL base oil are preferable.
基油のＳＰ値は、共重合体（Ａ）の基油への溶解性の観点から、好ましくは６〜１０（ｃａｌ／ｃｍ３）１／２であり、更に好ましくは７〜９（ｃａｌ／ｃｍ３）１／２である。 The SP value of the base oil is preferably 6 to 10 (cal / cm 3 ) 1/2 , and more preferably 7 to 9 (cal / cm /) from the viewpoint of the solubility of the copolymer (A) in the base oil. cm 3 ) 1/2 .
潤滑剤用摩擦調整剤中の共重合体（Ａ）の含有量は、耐摩耗性の観点から、潤滑剤用摩擦調整剤の重量を基準として、１〜９９重量％が好ましい。
潤滑剤用摩擦調整剤中の基油の含有量は、耐摩耗性の観点から、潤滑剤用摩擦調整剤の重量を基準として、１〜９９重量％が好ましい。
The content of the copolymer (A) in the friction modifier for a lubricant is preferably 1 to 99% by weight based on the weight of the friction modifier for a lubricant from the viewpoint of wear resistance.
The content of the base oil in the friction modifier for a lubricant is preferably 1 to 99% by weight based on the weight of the friction modifier for a lubricant from the viewpoint of wear resistance.
本発明の潤滑剤用摩擦調整剤は、ＰＴＦＥ樹脂等のフッ素系樹脂と金属との摺動において、フッ素系樹脂の耐摩耗性とフッ素系樹脂−金属間の摩擦低減効果との両方の性能を付与できるので、フッ素系樹脂部および金属部を有する等速ジョイント、プロペラシャフト、ハブユニット、ＥＰＳ（電動パワーステアリング）等に代表される各種自動車部品、滑り軸受、歯車、機械の継手部分をはじめとした、境界潤滑下で用いられる各種潤滑剤組成物用の添加剤として使用することができる。
各種潤滑剤組成物としては、例えば、ギヤ油（デファレンシャル油、工業用ギヤ油等）、ＭＴＦ、変速機油［ＡＴＦ、ＤＣＴＦ、ｃｈａｉｎ−ＣＶＴＦ、ｂｅｌｔ−ＣＶＴＦ等］、トラクション油（トロイダル−ＣＶＴＦ等）、ショックアブソーバー油、パワーステアリング油、作動油（建設機械用作動油、工業用作動油等）、エンジン油（ガソリン用およびディーゼル用）等が好適である。特に、本発明の潤滑剤用摩擦調整剤は、粘度指数も向上させることができるので、各種潤滑剤組成物における粘度指数向上剤としても用いることができる。
The friction modifier for lubricants of the present invention has both the wear resistance of the fluororesin and the friction reducing effect between the fluororesin and the metal in sliding between the fluororesin such as PTFE resin and the metal. Since it can be added, various automobile parts such as constant velocity joints with fluorine-based resin parts and metal parts, propeller shafts, hub units, EPS (electric power steering), sliding bearings, gears, machine joints, etc. It can be used as an additive for various lubricant compositions used under boundary lubrication.
Examples of various lubricant compositions include gear oil (differential oil, industrial gear oil, etc.), MTF, transmission oil [ATF, DCTF, chain-CVTF, belt-CVTF, etc.], traction oil (toroidal-CVTF, etc.). , Shock absorber oil, power steering oil, hydraulic oil (hydraulic for construction machinery, hydraulic oil for industrial use, etc.), engine oil (for gasoline and diesel) and the like are suitable. In particular, since the friction modifier for lubricants of the present invention can also improve the viscosity index, it can also be used as a viscosity index improver in various lubricant compositions.
＜潤滑剤組成物＞
本発明の潤滑剤組成物は、フッ素系樹脂と金属との摺動部に使用されるものであり、上記本発明の潤滑剤用摩擦調整剤と基油とを含有する。
潤滑剤組成物中の共重合体（Ａ）の含有量は、摩擦低減効果および粘度指数向上効果の観点から、潤滑剤組成物の重量を基準として、０．１〜３０重量％が好ましい。
潤滑剤組成物中の基油の含有量は、油膜保持性の観点から、潤滑剤組成物の重量を基準として、５０〜９８重量％が好ましい。
<Lubricant composition>
The lubricant composition of the present invention is used for a sliding portion between a fluororesin and a metal, and contains the above-mentioned friction modifier for a lubricant of the present invention and a base oil.
The content of the copolymer (A) in the lubricant composition is preferably 0.1 to 30% by weight based on the weight of the lubricant composition from the viewpoint of the friction reducing effect and the viscosity index improving effect.
The content of the base oil in the lubricant composition is preferably 50 to 98% by weight based on the weight of the lubricant composition from the viewpoint of oil film retention.
潤滑剤組成物中の基油の１００℃における動粘度は、摩擦低減の観点から、１〜１５ｍｍ２／ｓが好ましい。
潤滑剤組成物中の基油の粘度指数は、９０以上が好ましく、９０〜２００がより好ましい。
なお、本発明において、１００℃における動粘度は、ＪＩＳ−Ｋ２２８３に準じて測定した値であり、粘度指数は、ＪＩＳ−Ｋ２２８３に準じて測定した値である。
The kinematic viscosity of the base oil in the lubricant composition at 100 ° C. is preferably 1 to 15 mm 2 / s from the viewpoint of reducing friction.
The viscosity index of the base oil in the lubricant composition is preferably 90 or more, more preferably 90 to 200.
In the present invention, the kinematic viscosity at 100 ° C. is a value measured according to JIS-K2283, and the viscosity index is a value measured according to JIS-K2283.
基油の種類は特に限定されないが、例えば、鉱物油（溶剤精製油、パラフィン油、イソパラフィンを含有する高粘度指数油、イソパラフィンの水素化分解による高粘度指数油およびナフテン油等）、合成潤滑油［炭化水素系合成潤滑油（ポリα−オレフィン系合成潤滑油、ＧＴＬ基油等）、エステル系合成潤滑油等］およびこれらの混合物が挙げられる。
これらのうち酸化安定性の観点から好ましいのは鉱物油、ポリα−オレフィン系合成潤滑油、ＧＴＬ基油である。
The type of base oil is not particularly limited, but for example, mineral oil (refined solvent oil, paraffin oil, high viscosity index oil containing isoparaffin, high viscosity index oil by hydrocracking of isoparaffin, naphthenic oil, etc.), synthetic lubricating oil, etc. [Carbohydrate-based synthetic lubricating oil (poly α-olefin-based synthetic lubricating oil, GTL base oil, etc.), ester-based synthetic lubricating oil, etc.] and mixtures thereof can be mentioned.
Of these, mineral oils, poly-α-olefin-based synthetic lubricating oils, and GTL base oils are preferable from the viewpoint of oxidative stability.
本発明の潤滑剤組成物は、上記本発明の潤滑剤用摩擦調整剤および基油以外に、各種添加剤を含有してもよい。添加剤としては、以下のものが挙げられる。
（１）清浄剤：
塩基性、過塩基性または中性の金属塩［スルフォネート類（石油スルフォネート、アルキルベンゼンスルフォネートおよびアルキルナフタレンスルフォネート等）、サリシレート類、フェネート類、ナフテネート類、カーボネート類、フォスフォネート類のアルカリ金属塩またはアルカリ土類金属塩等］およびこれらの混合物等；
（２）分散剤：
コハク酸イミド類（ビス−またはモノ−ポリブテニルコハク酸イミド類）、マンニッヒ縮合物、ボレート類等；
（３）酸化防止剤：
ヒンダードフェノール類、芳香族２級アミン類等；
（４）油性向上剤：
長鎖脂肪酸およびそれらのエステル（オレイン酸、オレイン酸エステル等）、長鎖アミンおよびそれらのアミド（オレイルアミン、オレイルアミド等）等；
（５）本発明の摩擦調整剤以外の摩擦調整剤：
モリブデン系化合物および亜鉛系化合物（モリブデンジチオフォスフェート、モリブデンジチオカーバメート、ジンクジアルキルジチオフォスフェート等）等；
（６）極圧剤：
硫黄系化合物（モノまたはジスルフィド、スルフォキシドおよび硫黄フォスファイド化合物）、フォスファイド化合物、塩素系化合物（塩素化パラフィン等）等；
（７）消泡剤：
シリコン油、金属石けん、脂肪酸エステル、フォスフェート化合物等；
（８）抗乳化剤：
４級アンモニウム塩（テトラアルキルアンモニウム塩等）、硫酸化油、フォスフェート（ポリオキシエチレン含有非イオン性界面活性剤のフォスフェート等）等；
（９）腐食防止剤：
窒素原子含有化合物（ベンゾトリアゾール、１，３，４−チオジアゾリル−２，５−ビスジアルキルジチオカーバメート等）等；
（１０）流動点効果剤：
ポリアルキルメタクリレート、ポリアルキルアクリレート、ポリアルキルスチレン、ポリビニルアセテート等；
（１１）着色剤：
アゾ化合物等。
The lubricant composition of the present invention may contain various additives in addition to the above-mentioned friction modifier for lubricants and base oil of the present invention. Examples of the additive include the following.
(1) Cleaner:
Basic, hyperbasic or neutral metal salts [Sulfonates (petroleum sulfonates, alkylbenzene sulfonates, alkylnaphthalensulfonates, etc.), salicylates, phenates, naphthenates, carbonates, alkalis of phosphonates, etc. Metal salts or alkaline earth metal salts, etc.] and mixtures thereof, etc .;
(2) Dispersant:
Succinimides (bis- or mono-polybutenyl succinimides), Mannich condensates, borates, etc .;
(3) Antioxidant:
Hindered phenols, aromatic secondary amines, etc .;
(4) Oiliness improver:
Long-chain fatty acids and their esters (oleic acid, oleic acid esters, etc.), long-chain amines and their amides (oleylamine, oleylamide, etc.), etc .;
(5) Friction modifiers other than the friction modifier of the present invention:
Molybdenum-based compounds and zinc-based compounds (molybdenum dithiophosphate, molybdenum dithiocarbamate, zinc dialkyldithiophosphate, etc.), etc.;
(6) Extreme pressure agent:
Sulfur compounds (mono or disulfide, sulfoxide and sulfur phosphide compounds), phosphofide compounds, chlorinated compounds (chlorinated paraffins, etc.), etc.;
(7) Defoamer:
Silicone oil, metal soap, fatty acid ester, phosphate compound, etc .;
(8) Anti-emulsifier:
Quaternary ammonium salts (tetraalkylammonium salts, etc.), sulfated oils, phosphates (polyoxyethylene-containing nonionic surfactants, etc.);
(9) Corrosion inhibitor:
Nitrogen atom-containing compounds (benzotriazole, 1,3,4-thiodiazolyl-2,5-bisdialkyldithiocarbamate, etc.), etc.;
(10) Pour point effectant:
Polyalkyl methacrylate, polyalkyl acrylate, polyalkyl styrene, polyvinyl acetate, etc .;
(11) Colorant:
Azo compounds, etc.
これらの添加剤（１）〜（１１）は、添加剤（１）〜（１１）のいずれか１種だけ添加してもよいし、必要に応じて２種以上を添加することもできる。また２種以上の添加剤を配合したものを性能添加剤、またはパッケージ添加剤と呼ぶこともあり、それを添加してもよい。添加剤（１）〜（１１）は、それぞれが１種の化合物だけ用いてもよいし、２種以上の化合物を用いてもよい。
添加剤のそれぞれの含有量は潤滑剤組成物全量を基準として０．０１〜１５重量％であることが好ましい。また各添加剤を合計した含有量は潤滑剤組成物全量を基準として０．１〜３０重量％が好ましく、更に好ましくは０．３〜２０重量％である。
As these additives (1) to (11), only one of the additives (1) to (11) may be added, or two or more of these additives (1) to (11) may be added if necessary. Further, a mixture of two or more kinds of additives may be called a performance additive or a package additive, and it may be added. As the additives (1) to (11), only one kind of compound may be used, or two or more kinds of compounds may be used.
The content of each of the additives is preferably 0.01 to 15% by weight based on the total amount of the lubricant composition. The total content of each additive is preferably 0.1 to 30% by weight, more preferably 0.3 to 20% by weight, based on the total amount of the lubricant composition.
本発明の潤滑剤組成物は、フッ素系樹脂の耐摩耗性向上、フッ素系樹脂−金属間の摩擦低減効果および粘度指数に優れているので、フッ素系樹脂部および金属部を有する等速ジョイント、プロペラシャフト、ハブユニット、ＥＰＳ等に代表される各種自動車部品、滑り軸受、歯車、機械の継手部分をはじめとした、境界潤滑下で用いられる各種潤滑剤組成物として使用することができる。本発明の潤滑剤組成物は、例えば、ギヤ油（デファレンシャル油、工業用ギヤ油等）、ＭＴＦ、変速機油［ＡＴＦ、ＤＣＴＦ、ｂｅｌｔ−ＣＶＴＦ等］、トラクション油（トロイダル−ＣＶＴＦ等）、ショックアブソーバー油、パワーステアリング油、作動油（建設機械用作動油、工業用作動油等）およびエンジン油（ガソリン用およびディーゼル用）として好適に用いられる。 Since the lubricant composition of the present invention is excellent in improving the wear resistance of the fluororesin, reducing the friction between the fluororesin and the metal, and the viscosity index, a constant velocity joint having a fluororesin portion and a metal portion, It can be used as various lubricant compositions used under boundary lubrication, including various automobile parts typified by propeller shafts, hub units, EPS, etc., slide bearings, gears, and machine joints. The lubricant composition of the present invention includes, for example, gear oil (differential oil, industrial gear oil, etc.), MTF, transmission oil [ATF, DCTF, belt-CVTF, etc.], traction oil (toroidal-CVTF, etc.), shock absorber. It is suitably used as oil, power steering oil, hydraulic oil (hydraulic for construction machinery, hydraulic oil for industrial use, etc.) and engine oil (for gasoline and diesel).
本発明の潤滑剤組成物は、増ちょう剤を含有してもよい。増ちょう剤を含有した潤滑剤組成物をグリースということもある。増ちょう剤の種類は特に限定されるものではなく、グリースにおいて一般的に使用される増ちょう剤を問題なく使用することができる。例えば、石けん類｛炭素数８〜３２の脂肪酸（飽和直鎖脂肪酸、不飽和直鎖脂肪酸、飽和分岐鎖脂肪酸および不飽和分岐鎖脂肪酸等）の金属塩が含まれ、具体的には、アルミニウム石けん、バリウム石けん、カルシウム石けん、リチウム石けん、ナトリウム石けん等の金属石けん、リチウムコンプレックス石けん、カルシウムコンプレックス石けん、アルミニウムコンプレックス石けん等の金属複合石けん等｝、ジウレア、トリウレア、テトラウレア、ポリウレア等のウレア化合物や、シリカゲル、ベントナイト等の無機系化合物も好適に使用可能である。さらに、ウレタン化合物、ウレア・ウレタン化合物、テレフタルアミド酸ナトリウム等も好適に使用可能である。これらの増ちょう剤は、１種を単独で用いてもよく、２種以上を併用してもよい。 The lubricant composition of the present invention may contain a thickener. A lubricant composition containing a thickener may be referred to as grease. The type of thickener is not particularly limited, and a thickener generally used in grease can be used without any problem. For example, it contains metal salts of soaps {fatty acids having 8 to 32 carbon atoms (saturated linear fatty acid, unsaturated linear fatty acid, saturated branched chain fatty acid, unsaturated branched chain fatty acid, etc.), and specifically, aluminum soap. , Metallic soaps such as barium soap, calcium soap, lithium soap, sodium soap, lithium complex soap, calcium complex soap, metal composite soap such as aluminum complex soap}, urea compounds such as diurea, triurea, tetraurea, polyurea, and silica gel. , Bentonite and other inorganic compounds can also be preferably used. Further, urethane compounds, urea-urethane compounds, sodium terephthalamide and the like can also be preferably used. These thickeners may be used alone or in combination of two or more.
以下、実施例および比較例により本発明をさらに説明するが、本発明はこれらに限定されるものではない。 Hereinafter, the present invention will be further described with reference to Examples and Comparative Examples, but the present invention is not limited thereto.
＜実施例１〜９、比較例１〜２＞
撹拌装置、加熱冷却装置、温度計および窒素導入管を備えた反応容器に、鉱物油（１００℃の動粘度：２．６ｍｍ２／ｓ、粘度指数：９８、ＳＰ値：８．３）２５０重量部、表１に記載の単量体配合物２５０重量部、表１に記載の量の２，２’−アゾビス（２−メチルブチロニトリル）、連鎖移動剤として表１に記載の量のドデシルメルカプタンを投入し、窒素置換（気相酸素濃度１００ｐｐｍ）を行った後、密閉下、撹拌しながら７６℃に昇温し、同温度で４時間重合反応を行った。１２０〜１３０℃に昇温後、同温度で減圧下（０．０２７〜０．０４０ＭＰａ）未反応の単量体を２時間かけて除去し、摩擦調整剤（Ｒ−１）〜（Ｒ−９）および（Ｓ−１）〜（Ｓ−２）を得た。得られた摩擦調整剤中の共重合体（Ａ−１）〜（Ａ−９）および（Ａ’−１）〜（Ａ’−２）のＳＰ値を上記の方法で計算し、Ｍｗを上記の方法で測定した。ＳＰ値およびＭｗの測定結果を表１に示す。
<Examples 1 to 9 and Comparative Examples 1 to 2>
250 weight of mineral oil (kinematic viscosity at 100 ° C.: 2.6 mm 2 / s, viscosity index: 98, SP value: 8.3) in a reaction vessel equipped with a stirrer, heating / cooling device, thermometer and nitrogen introduction tube. Parts, 250 parts by weight of the monomer formulation shown in Table 1, the amount of 2,2'-azobis (2-methylbutyronitrile) shown in Table 1, and the amount of dodecyl shown in Table 1 as a chain transfer agent. After adding mercaptan and performing nitrogen substitution (gas phase oxygen concentration 100 ppm), the temperature was raised to 76 ° C. with stirring under sealing, and the polymerization reaction was carried out at the same temperature for 4 hours. After raising the temperature to 120 to 130 ° C., the unreacted monomer was removed under reduced pressure (0.027 to 0.040 MPa) at the same temperature over 2 hours, and the friction modifiers (R-1) to (R-9) were removed. ) And (S-1) to (S-2) were obtained. The SP values of the copolymers (A-1) to (A-9) and (A'-1) to (A'-2) in the obtained friction modifier were calculated by the above method, and Mw was calculated as described above. It was measured by the method of. Table 1 shows the measurement results of the SP value and Mw.
表１に記載の単量体（ａ−１）〜（ａ−４）、（ｂ−１）〜（ｂ−７）、（ｃ−１）、（ｄ−１）の組成は、以下に記載した通りである。
（ａ−１）：メタクリル酸２，２，２−トリフルオロエチル（共栄社化学株式会社製、「ライトエステルＭ−３Ｆ」）
（ａ−２）：メタクリル酸２，２，３，３，３−ペンタフルオロプロピル（東京化成工業株式会社製）
（ａ−３）：メタクリル酸１，１，１，３，３，３−ヘキサフルオロイソプロピル（東京化成工業株式会社製）
（ａ−４）：メタクリル酸１Ｈ，１Ｈ−ノナデカフルオロデシル（製品名「メタクリル酸１Ｈ，１Ｈ−パーフルオロ−Ｎ−デシル」、富士フイルム和光純薬株式会社製）
（ｂ−１）：メタクリル酸メチル
（ｂ−２）：メタクリル酸ブチル
（ｂ−３）：メタクリル酸ｎ−ヘキサデシル
（ｂ−４）：メタクリル酸ｎ−オクタデシル
（ｂ−５）：メタクリル酸２−ｎ−デシルテトラデシル
（ｂ−６）：メタクリル酸２−ｎ−ドデシルヘキサデシル
（ｂ−７）：メタクリル酸２−ｎ−テトラデシルオクタデシル
（ｃ−１）：Ｎ，Ｎ−ジメチルアミノエチルメタクリレート
（ｄ−１）：２−ヒドロキシエチルメタクリレート
The compositions of the monomers (a-1) to (a-4), (b-1) to (b-7), (c-1), and (d-1) shown in Table 1 are described below. That's right.
(A-1): 2,2,2-trifluoroethyl methacrylate (manufactured by Kyoeisha Chemical Co., Ltd., "Light Ester M-3F")
(A-2): Methacrylic acid 2,2,3,3,3-pentafluoropropyl (manufactured by Tokyo Chemical Industry Co., Ltd.)
(A-3): Methacrylic acid 1,1,1,3,3,3-hexafluoroisopropyl (manufactured by Tokyo Chemical Industry Co., Ltd.)
(A-4): Methacrylic acid 1H, 1H-nonadecafluorodecyl (product name "methacrylic acid 1H, 1H-perfluoro-N-decyl", manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.)
(B-1): Methyl methacrylate (b-2): Butyl methacrylate (b-3): n-hexadecyl methacrylate (b-4): n-octadecyl methacrylate (b-5): 2-methacrylic acid n-decyltetradecyl (b-6): 2-n-dodecylhexadecyl methacrylate (b-7): 2-n-tetradecyloctadecyl methacrylate (c-1): N, N-dimethylaminoethyl methacrylate (b-7) d-1): 2-Hydroxyethyl methacrylate
＜実施例１０〜１８、比較例３〜４＞
撹拌装置を備えたステンレス製容器に、摩擦調整剤（Ｒ−１）〜（Ｒ−９）または（Ｓ−１）〜（Ｓ−２）を３０重量部に対して、８０℃での動粘度が５．１±０．０５（ｍｍ２／ｓ）になるように、鉱物油（１００℃の動粘度：２．３ｍｍ２／ｓ、粘度指数：１０２、ＳＰ値：８．３）を適切な部数加えて混合し、実施例１０〜１８および比較例３〜４の潤滑剤組成物（Ｖ−１）〜（Ｖ−９）および（Ｗ−１）〜（Ｗ−２）を得た。潤滑剤組成物（Ｖ−１）〜（Ｖ−９）および（Ｗ−１）〜（Ｗ−２）の摩擦係数、摩耗痕幅、接触角、動粘度（１００℃、８０℃、４０℃）、粘度指数を以下の方法で測定した。結果を表２に示す。
<Examples 10 to 18, Comparative Examples 3 to 4>
In a stainless steel container equipped with a stirrer, add friction modifiers (R-1) to (R-9) or (S-1) to (S-2) to 30 parts by weight and kinematic viscosity at 80 ° C. Appropriate mineral oil (kinematic viscosity at 100 ° C.: 2.3 mm 2 / s, viscosity index: 102, SP value: 8.3) so that is 5.1 ± 0.05 (mm 2 / s). The parts were added and mixed to obtain the lubricant compositions (V-1) to (V-9) and (W-1) to (W-2) of Examples 10 to 18 and Comparative Examples 3 to 4. Friction coefficient, wear mark width, contact angle, kinematic viscosity (100 ° C, 80 ° C, 40 ° C) of the lubricant compositions (V-1) to (V-9) and (W-1) to (W-2). , The viscosity index was measured by the following method. The results are shown in Table 2.
＜潤滑剤組成物の摩擦係数＞
機器：ＰＣＳ Ｉｎｓｔｒｕｍｅｎｔｓ ＨＦＲＲ
ディスク：ＰＴＦＥ樹脂製ディスク（厚み３ｍｍ、アズワン株式会社製、製品名「ＰＴＦＥシート」）
ボール：Ｓｔａｎｄａｒｄ Ｕｐｐｅｒ Ｓｐｅｃｉｍｅｎ 鋼球（直径６．０ｍｍ）
周波数 ：１０Ｈｚ
ストローク距離 ：１ｍｍ
温度 ：８０℃
荷重 ：２００ｇ
測定時間 ：３０分
上記条件にて潤滑剤組成物の摩擦評価試験を行い、摩擦係数（μ）を測定した。摩擦係数が小さいほど、摩擦低減効果が高いことを意味する。
<Friction coefficient of lubricant composition>
Equipment: PCS Instruments HFRR
Disc: PTFE resin disc (thickness 3 mm, manufactured by AS ONE Corporation, product name "PTFE sheet")
Ball: Standard Upper Specimen steel ball (6.0 mm in diameter)
Frequency: 10Hz
Stroke distance: 1mm
Temperature: 80 ° C
Load: 200g
Measurement time: 30 minutes A friction evaluation test was conducted on the lubricant composition under the above conditions, and the friction coefficient (μ) was measured. The smaller the coefficient of friction, the higher the effect of reducing friction.
＜摩耗痕幅＞
Ｏｐｔｏ−ｄｉｇｉｔａｌ Ｍｉｃｒｏｓｃｏｐｅ ＤＳＸ５００（オリンパス社製）を用いて、上記摩擦評価試験後のＰＴＦＥ樹脂製ディスク表面を観察し、摩耗痕幅の距離を計測した。この値が小さいほど、耐摩耗性が高いことを意味する。
<Wear mark width>
Using an Optito-digital Microscope DSX500 (manufactured by Olympus Corporation), the surface of the PTFE resin disc after the friction evaluation test was observed, and the distance of the wear mark width was measured. The smaller this value is, the higher the wear resistance is.
＜接触角＞
全自動界面張力計ＰＤ−Ｗ型（協和界面科学株式会社製）を用いて、厚さ１ｍｍのＰＴＦＥ樹脂製（アズワン株式会社製、製品名「ＰＴＦＥシート」）シート上に、２５℃、５０％ＲＨの雰囲気下で、作製した潤滑剤組成物を滴下し、接触角を測定した。この接触角の値が小さいほど、ＰＴＦＥ樹脂への濡れ性が高く、油膜を保持しやすいことを意味する。
<Contact angle>
Using a fully automatic interfacial tension meter PD-W type (manufactured by Kyowa Interface Science Co., Ltd.), 25 ° C, 50% on a 1 mm thick PTFE resin (manufactured by AS ONE Corporation, product name "PTFE sheet") sheet. The prepared lubricant composition was dropped under the atmosphere of RH, and the contact angle was measured. The smaller the value of the contact angle, the higher the wettability to the PTFE resin and the easier it is to hold the oil film.
＜潤滑剤組成物の動粘度の測定方法および粘度指数の計算方法＞
ＡＳＴＭ Ｄ ４４５の方法で４０℃、８０℃および１００℃の動粘度を測定し、ＡＳＴＭ Ｄ ２ ２７０の方法で粘度指数を計算した。粘度指数の値が大きいほど粘度指数向上効果が高いことを意味する。
<Method of measuring kinematic viscosity of lubricant composition and method of calculating viscosity index>
The kinematic viscosities of 40 ° C., 80 ° C. and 100 ° C. were measured by the method of ASTM D 445, and the viscosity index was calculated by the method of ASTM D 2270. The larger the value of the viscosity index, the higher the effect of improving the viscosity index.
表２の結果から、実施例１〜９の摩擦調整剤を含有する実施例１０〜１８の潤滑剤組成物は、摩擦係数が小さいことから、フッ素系樹脂−金属間の摩擦低減効果が高いことがわかる。また、摩耗痕幅が小さいことから、フッ素系樹脂に耐摩耗性を付与できることがわかる。さらに、実施例１０〜１８の潤滑剤組成物は、接触角が低く、動粘度（１００℃、８０℃および４０℃）、粘度指数もすぐれており、実施例１０〜１８の潤滑剤用摩擦調整剤は、粘度指数向上剤としても有用であることがわかる。 From the results in Table 2, the lubricant compositions of Examples 10 to 18 containing the friction modifiers of Examples 1 to 9 have a small friction coefficient, and therefore have a high effect of reducing friction between the fluororesin and the metal. I understand. Further, it can be seen that the wear resistance can be imparted to the fluororesin because the wear mark width is small. Further, the lubricant compositions of Examples 10 to 18 have a low contact angle, excellent kinematic viscosities (100 ° C., 80 ° C. and 40 ° C.), and excellent viscosity indexes, and friction adjustment for lubricants of Examples 10 to 18 It can be seen that the agent is also useful as a viscosity index improver.
本発明の潤滑剤用摩擦調整剤は、ＰＴＦＥ樹脂等のフッ素系樹脂と金属との摺動において、フッ素系樹脂の耐摩耗性とフッ素系樹脂−金属間の摩擦低減効果との両方の性能を付与できるので、フッ素系樹脂部および金属部を有する等速ジョイント、プロペラシャフト、ハブユニット、ＥＰＳ等に代表される各種自動車部品、滑り軸受、歯車、機械の継手部分をはじめとした、境界潤滑下で用いられる各種潤滑剤組成物用の添加剤として使用することができる。さらに、本発明の潤滑剤用摩擦調整剤は、粘度指数も向上することができるので、潤滑剤組成物における粘度指数向上剤としても用いることができる。
また、本発明の潤滑剤組成物は、フッ素系樹脂の耐摩耗性向上効果、フッ素系樹脂−金属間の摩擦低減効果および粘度指数に優れているので、フッ素系樹脂部および金属部を有する等速ジョイント、プロペラシャフト、ハブユニット、ＥＰＳ等に代表される各種自動車部品、滑り軸受、歯車、機械の継手部分をはじめとした、境界潤滑下で用いられる各種潤滑剤組成物として使用することができる。本発明の潤滑剤組成物は、例えば、ギヤ油（デファレンシャル油、工業用ギヤ油等）、ＭＴＦ、変速機油［ＡＴＦ、ＤＣＴＦ、ｃｈａｉｎ−ＣＶＴＦ、ｂｅｌｔ−ＣＶＴＦ等］、トラクション油（トロイダル−ＣＶＴＦ等）、ショックアブソーバー油、パワーステアリング油、作動油（建設機械用作動油、工業用作動油等）、エンジン油（ガソリン用およびディーゼル用）等として好適に用いられる。
The friction modifier for lubricants of the present invention has both the wear resistance of the fluororesin and the friction reducing effect between the fluororesin and the metal in sliding between the fluororesin such as PTFE resin and the metal. Since it can be applied, under boundary lubrication, including constant velocity joints with fluororesin parts and metal parts, propeller shafts, hub units, various automobile parts typified by EPS, slide bearings, gears, and machine joints. It can be used as an additive for various lubricant compositions used in the above. Further, since the friction modifier for a lubricant of the present invention can also improve the viscosity index, it can also be used as a viscosity index improver in a lubricant composition.
Further, since the lubricant composition of the present invention is excellent in the effect of improving the abrasion resistance of the fluororesin, the effect of reducing the friction between the fluororesin and the metal, and the viscosity index, it has a fluororesin portion and a metal portion, etc. It can be used as various lubricant compositions used under boundary lubrication, including various automobile parts typified by speed joints, propeller shafts, hub units, EPS, etc., slide bearings, gears, and machine joints. .. The lubricant composition of the present invention includes, for example, gear oil (differential oil, industrial gear oil, etc.), MTF, transmission oil [ATF, DCTF, chain-CVTF, belt-CVTF, etc.], traction oil (toroidal-CVTF, etc.). ), Shock absorber oil, power steering oil, hydraulic oil (hydraulic hydraulic oil for construction machinery, industrial hydraulic oil, etc.), engine oil (for gasoline and diesel), etc.
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