JP6900092B1 - Lubricating additive composition and its manufacturing method - Google Patents
Lubricating additive composition and its manufacturing method Download PDFInfo
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- 239000000203 mixture Substances 0.000 title claims abstract description 59
- 239000000654 additive Substances 0.000 title claims abstract description 55
- 230000000996 additive effect Effects 0.000 title claims abstract description 49
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 12
- 230000001050 lubricating effect Effects 0.000 title 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 105
- 239000000178 monomer Substances 0.000 claims abstract description 83
- 239000000314 lubricant Substances 0.000 claims abstract description 49
- 229920001577 copolymer Polymers 0.000 claims abstract description 28
- 239000002904 solvent Substances 0.000 claims abstract description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 6
- 238000007334 copolymerization reaction Methods 0.000 claims description 6
- 239000003879 lubricant additive Substances 0.000 abstract description 21
- 239000000470 constituent Substances 0.000 abstract description 2
- 238000010586 diagram Methods 0.000 abstract 1
- 239000002199 base oil Substances 0.000 description 14
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 229920013639 polyalphaolefin Polymers 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
- 239000011574 phosphorus Substances 0.000 description 7
- 229910052698 phosphorus Inorganic materials 0.000 description 7
- 239000011593 sulfur Substances 0.000 description 7
- 229910052717 sulfur Inorganic materials 0.000 description 7
- 238000005299 abrasion Methods 0.000 description 5
- -1 2-ethylhexyl Chemical group 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000003912 environmental pollution Methods 0.000 description 3
- 239000010687 lubricating oil Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- 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
- PTJWCLYPVFJWMP-UHFFFAOYSA-N 2-[[3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)COCC(CO)(CO)CO PTJWCLYPVFJWMP-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000010721 machine oil Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 1
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
- STFXXRRQKFUYEU-UHFFFAOYSA-N 16-methylheptadecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C=C STFXXRRQKFUYEU-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- 0 C*(NO[N+](*=*)[O-])N[Mn]C Chemical compound C*(NO[N+](*=*)[O-])N[Mn]C 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- YMVIYCFGOTYKGI-UHFFFAOYSA-N OC.OC.C1CCCCCCCCC1 Chemical compound OC.OC.C1CCCCCCCCC1 YMVIYCFGOTYKGI-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- UOCJDOLVGGIYIQ-PBFPGSCMSA-N cefatrizine Chemical group S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)[C@H](N)C=2C=CC(O)=CC=2)CC=1CSC=1C=NNN=1 UOCJDOLVGGIYIQ-PBFPGSCMSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000002704 decyl 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])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- KHAYCTOSKLIHEP-UHFFFAOYSA-N docosyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCCCCCOC(=O)C=C KHAYCTOSKLIHEP-UHFFFAOYSA-N 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 125000002463 lignoceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
【課題】優れた粘度指数改善特性および低温溶解性を発揮すると共に、優れた耐摩耗性をも発揮する潤滑剤用添加剤組成物およびその製造方法を提供すること。【解決手段】炭素原子数16〜24の分岐状脂肪族炭化水素基を有する単官能(メタ)アクリレート単量体(a)に由来する構成単位と(メタ)アクリレート単量体(b)に由来する構成単位とを有する共重合体、及び溶媒を含み、(メタ)アクリレート単量体(b)は、単官能(メタ)アクリレート単量体(a)と異なる潤滑剤用添加剤組成物。【選択図】なしPROBLEM TO BE SOLVED: To provide an additive composition for a lubricant, which exhibits excellent viscosity index improving characteristics and low temperature solubility, and also exhibits excellent wear resistance, and a method for producing the same. SOLUTION: A structural unit derived from a monofunctional (meth) acrylate monomer (a) having a branched aliphatic hydrocarbon group having 16 to 24 carbon atoms and derived from a (meth) acrylate monomer (b). The (meth) acrylate monomer (b) is a lubricant additive composition different from the monofunctional (meth) acrylate monomer (a), which contains a copolymer having a constituent unit and a solvent. [Selection diagram] None
Description
本発明は、潤滑剤用添加剤組成物およびその製造方法に関する。 The present invention relates to an additive composition for a lubricant and a method for producing the same.
特許文献1には、ポリ(メタ)アクリレート系化合物を含む潤滑油添加剤組成物が提案されている。 Patent Document 1 proposes a lubricating oil additive composition containing a poly (meth) acrylate-based compound.
潤滑剤用添加剤組成物に含まれる共重合体は、潤滑剤に用いる基油に溶解可能であることが必要とされる。そのため、従来、共重合体としたときに優れた耐摩耗性を発揮するような単量体であっても、共重合体としたときの基油への溶解性、とりわけ低温溶解性が十分ではないものについては、潤滑剤用添加剤組成物に含まれる共重合体の単量体として使用されることはなく、共重合体が基油に溶解可能となるような単量体が選択的に使用されてきた。しかしながら、そのような単量体から得られた共重合体は、潤滑剤用添加剤組成物として、粘度指数改善特性、基油への低温溶解性および耐摩耗性について満足のいくものではなかった。
また、近年、環境汚染の観点から、金属系添加剤、硫黄系添加剤及びリン系添加剤をいずれも含まない潤滑剤用添加剤組成物が望まれている。
The copolymer contained in the additive composition for a lubricant is required to be soluble in the base oil used for the lubricant. Therefore, even if a monomer conventionally exhibits excellent wear resistance when it is made into a copolymer, its solubility in a base oil when it is made into a copolymer, particularly low-temperature solubility, is not sufficient. If not, it is not used as a monomer of the copolymer contained in the additive composition for a lubricant, and a monomer that enables the copolymer to be dissolved in the base oil is selectively selected. Has been used. However, the copolymer obtained from such a monomer was not satisfactory as an additive composition for a lubricant in terms of viscosity index improving property, low temperature solubility in base oil and abrasion resistance. ..
Further, in recent years, from the viewpoint of environmental pollution, an additive composition for a lubricant containing no metal-based additive, sulfur-based additive or phosphorus-based additive has been desired.
本発明の目的は、金属系添加剤、硫黄系添加剤及びリン系添加剤を含まずとも、優れた粘度指数改善特性および基油への低温溶解性を発揮すると共に、優れた耐摩耗性をも発揮することができる潤滑剤用添加剤組成物およびその製造方法を提供することである。 An object of the present invention is to exhibit excellent viscosity index improving properties, low-temperature solubility in base oil, and excellent wear resistance without containing metal-based additives, sulfur-based additives, and phosphorus-based additives. It is an object of the present invention to provide an additive composition for a lubricant and a method for producing the same, which can also be exhibited.
本発明は、以下の潤滑剤用添加剤組成物およびその製造方法を提供する。
[1] 炭素原子数16〜24の分岐状脂肪族炭化水素基を有する単官能(メタ)アクリレート単量体(a)に由来する構成単位と(メタ)アクリレート単量体(b)に由来する構成単位とを有する共重合体、及び溶媒を含み、
前記(メタ)アクリレート単量体(b)は、前記単官能(メタ)アクリレート単量体(a)と異なる、潤滑剤用添加剤組成物。
[2] 前記分岐状脂肪族炭化水素基の炭素原子数は18である、[1]に記載の潤滑剤用添加剤組成物。
[3] 前記単官能(メタ)アクリレート単量体(a)は、下記一般式(1−1)で表される化合物である、[1]または[2]に記載の潤滑剤用添加剤組成物。
[4] 前記(メタ)アクリレート単量体(b)は、脂環式炭化水素基を有する(メタ)アクリレート単量体および芳香族炭化水素基を有する(メタ)アクリレート単量体からなる群から選択される少なくとも1種を含む、[1]〜[3]のいずれか一項に記載の潤滑剤用添加剤組成物。
[5] [1]に記載の潤滑剤用添加剤組成物の製造方法であって、
前記単官能(メタ)アクリレート単量体(a)と、前記(メタ)アクリレート単量体(b)とを、前記溶媒の存在下で反応させる共重合工程を含む、潤滑剤用添加剤組成物の製造方法。
The present invention provides the following additive compositions for lubricants and methods for producing the same.
[1] A structural unit derived from a monofunctional (meth) acrylate monomer (a) having a branched aliphatic hydrocarbon group having 16 to 24 carbon atoms and a (meth) acrylate monomer (b). Containing a copolymer having a constituent unit and a solvent,
The (meth) acrylate monomer (b) is an additive composition for a lubricant, which is different from the monofunctional (meth) acrylate monomer (a).
[2] The additive composition for a lubricant according to [1], wherein the branched aliphatic hydrocarbon group has 18 carbon atoms.
[3] The lubricant additive composition according to [1] or [2], wherein the monofunctional (meth) acrylate monomer (a) is a compound represented by the following general formula (1-1). Stuff.
[4] The (meth) acrylate monomer (b) consists of a group consisting of a (meth) acrylate monomer having an alicyclic hydrocarbon group and a (meth) acrylate monomer having an aromatic hydrocarbon group. The additive composition for a lubricant according to any one of [1] to [3], which comprises at least one selected.
[5] The method for producing an additive composition for a lubricant according to [1].
An additive composition for a lubricant, which comprises a copolymerization step of reacting the monofunctional (meth) acrylate monomer (a) with the (meth) acrylate monomer (b) in the presence of the solvent. Manufacturing method.
本発明によれば、金属系添加剤、硫黄系添加剤及びリン系添加剤を含まずとも、優れた粘度指数改善特性および低温溶解性を発揮すると共に、優れた耐摩耗性をも発揮することができる潤滑剤用添加剤組成物およびその製造方法を提供することができる。 According to the present invention, even if a metal-based additive, a sulfur-based additive, and a phosphorus-based additive are not contained, excellent viscosity index improving characteristics and low-temperature solubility are exhibited, and also excellent wear resistance is exhibited. It is possible to provide an additive composition for a lubricant and a method for producing the same.
以下、本発明の実施形態を説明するが、本発明は以下の実施形態に限定されるものではない。 Hereinafter, embodiments of the present invention will be described, but the present invention is not limited to the following embodiments.
<潤滑剤用添加剤組成物>
本発明の実施態様に係る潤滑剤用添加剤組成物は、炭素原子数16〜24の分岐状脂肪族炭化水素基を有する単官能(メタ)アクリレート単量体(a)(以下、簡略化して「単量体(a)」ともいう)に由来する構成単位と、(メタ)アクリレート単量体(b)(以下、簡略化して「単量体(b)」ともいう)に由来する構成単位とを有する共重合体を含む。
<Lubricant additive composition>
The additive composition for a lubricant according to an embodiment of the present invention is a monofunctional (meth) acrylate monomer (a) having a branched aliphatic hydrocarbon group having 16 to 24 carbon atoms (hereinafter, simplified below). A structural unit derived from (also referred to as "monomer (a)") and a structural unit derived from (meth) acrylate monomer (b) (hereinafter, also simply referred to as "monomer (b)"). Includes copolymers with and.
[単量体(a)]
単量体(a)としては、好ましくは以下の一般式(1):
[式中、R1は水素原子またはメチル基であり、R2は炭素原子数16〜24の分岐状脂肪族炭化水素基である。]
で表される(メタ)アクリレート単量体である。
[Monomer (a)]
The monomer (a) preferably has the following general formula (1):
[In the formula, R 1 is a hydrogen atom or a methyl group, and R 2 is a branched aliphatic hydrocarbon group having 16 to 24 carbon atoms. ]
It is a (meth) acrylate monomer represented by.
本発明者が、共重合体の低温溶解性について研究を行ったところ、炭素原子数16〜24の分岐状脂肪族炭化水素基を有する単官能(メタ)アクリレート単量体(a)を共重合体を構成する単量体として用いることにより、優れた粘度指数改善特性および低温溶解性を発揮することが見出された。単量体(a)と、単量体(a)とは異なる耐摩耗性に優れる単量体とを組合わせて用いることにより、優れた粘度指数改善特性および低温溶解性を発揮すると共に、優れた耐摩耗性をも発揮する潤滑剤用添加剤組成物が得られることとなる。 When the present inventor conducted a study on the low-temperature solubility of a copolymer, a monofunctional (meth) acrylate monomer (a) having a branched aliphatic hydrocarbon group having 16 to 24 carbon atoms was co-weighted. It has been found that when used as a monomer constituting the coalescence, it exhibits excellent viscosity index improving properties and low temperature solubility. By using the monomer (a) in combination with a monomer having excellent wear resistance different from that of the monomer (a), it exhibits excellent viscosity index improving characteristics and low-temperature solubility, and is also excellent. An additive composition for a lubricant, which also exhibits abrasion resistance, can be obtained.
単量体(a)は、1種または2種以上の式(1)で表される(メタ)アクリレート単量体を含んでいてよい。 The monomer (a) may contain one or more (meth) acrylate monomers represented by the formula (1).
上記R2における炭素原子数は、好ましくは16〜22、より好ましくは18〜20、さらに好ましくは18である。R2は、飽和または不飽和の分岐状脂肪族炭化水素基であってもよいが、好ましくは飽和の分岐状脂肪族炭化水素基である。R2は、1以上の分岐部位を有していれば特に限定されないが、好ましくは2以上の分岐部位、より好ましくは4以上の分岐部位、さらに好ましくは7以上の分岐部位を有する。 The number of carbon atoms in R 2 is preferably 16 to 22, more preferably 18 to 20, and even more preferably 18. R 2 may be a saturated or unsaturated branched aliphatic hydrocarbon group, but is preferably a saturated branched aliphatic hydrocarbon group. R 2 is not particularly limited as long as it has one or more branching sites, but preferably has two or more branching sites, more preferably four or more branching sites, and even more preferably seven or more branching sites.
単量体(a)の具体例としては、例えばイソステアリルアクリレート等が挙げられる。また、単量体(a)としては、下記式(1−1)で表される化合物を用いることもできる。
単量体(a)としては、低温溶解性および粘度指数改善の観点から好ましくは上記式(1−1)で表される化合物である。なお上記式(1−1)で表される化合物は、7つの分岐部位を有する。 The monomer (a) is preferably a compound represented by the above formula (1-1) from the viewpoint of low temperature solubility and improvement of viscosity index. The compound represented by the above formula (1-1) has seven branching sites.
[単量体(b)]
単量体(b)は、単量体(a)と異なる(メタ)アクリレート単量体であれば特に限定されない。単量体(b)は、単量体(a)と異なる(メタ)アクリレート単量体を単独でまたは2種以上含んでいてよい。単量体(b)は、単官能(メタ)アクリレート単量体および多官能(メタ)アクリレート単量体からなる群から選択される少なくとも1種であり、好ましくは単官能(メタ)アクリレート単量体である。
[Monomer (b)]
The monomer (b) is not particularly limited as long as it is a (meth) acrylate monomer different from the monomer (a). The monomer (b) may contain a (meth) acrylate monomer different from the monomer (a) alone or in combination of two or more. The monomer (b) is at least one selected from the group consisting of a monofunctional (meth) acrylate monomer and a polyfunctional (meth) acrylate monomer, and is preferably a monofunctional (meth) acrylate single amount. The body.
単量体(b)としては、例えば脂肪族炭化水素基、脂環式炭化水素基および芳香族炭化水素基からなる群から選択される少なくとも1種を有する(メタ)アクリレート単量体が挙げられる。脂肪族炭化水素基としては、例えば炭素原子数1〜40の直鎖状または分岐状アルキル基、炭素原子数3〜40の直鎖状または分岐状アルケニル基等が挙げられる。脂環式炭化水素基としては、例えば炭素原子数3〜30の単環式または多環式のシクロアルキル基等が挙げられる。芳香族炭化水素基としては、例えばフェニル基、ナフチル基およびビフェニル基等が挙げられる。 Examples of the monomer (b) include (meth) acrylate monomers having at least one selected from the group consisting of an aliphatic hydrocarbon group, an alicyclic hydrocarbon group and an aromatic hydrocarbon group. .. Examples of the aliphatic hydrocarbon group include a linear or branched alkyl group having 1 to 40 carbon atoms, a linear or branched alkenyl group having 3 to 40 carbon atoms, and the like. Examples of the alicyclic hydrocarbon group include a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, a biphenyl group and the like.
単官能(メタ)アクリレート単量体としては、例えばメチル(メタ)アクリレート、エチル(メタ)アクリレート、n−プロピル(メタ)アクリレート、i−プロピル(メタ)アクリレート、n−ブチル(メタ)アクリレート、i−ブチル(メタ)アクリレート、t−ブチル(メタ)アクリレート、n−アミル(メタ)アクリレート、i−アミル(メタ)アクリレート、t−アミル(メタ)アクリレート、ネオペンチル(メタ)アクリレート、n−ヘキシル(メタ)アクリレート、2−エチルヘキシル(メタ)アクリレート、n−オクチル(メタ)アクリレート、ノニル(メタ)アクリレート、デシル(メタ)アクリレート、ウンデシル(メタ)アクリレート、ドデシル(メタ)アクリレート、トリデシル(メタ)アクリレート、テトラデシル(メタ)アクリレート、ペンタデシル(メタ)アクリレート、ヘキサデシル(メタ)アクリレート、ヘプタデシル(メタ)アクリレート、ステアリル(メタ)アクリレート、ノナデシル(メタ)アクリレート、エイコシル(メタ)アクリレート、ベヘニル(メタ)アクリレート、テトラコシル(メタ)アクリレート、2−デシルテトラデシル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート、メンチル(メタ)アクリレート、イソボルニル(メタ)アクリレート、ジシクロペンタニル(メタ)アクリレート、アダマンチル(メタ)アクリレート、およびベンジル(メタ)アクリレート等が挙げられる。 Examples of the monofunctional (meth) acrylate monomer include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, and i. -Butyl (meth) acrylate, t-butyl (meth) acrylate, n-amyl (meth) acrylate, i-amyl (meth) acrylate, t-amyl (meth) acrylate, neopentyl (meth) acrylate, n-hexyl (meth) ) Acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, undecyl (meth) acrylate, dodecyl (meth) acrylate, tridecyl (meth) acrylate, tetradecyl (Meta) acrylate, pentadecyl (meth) acrylate, hexadecyl (meth) acrylate, heptadecyl (meth) acrylate, stearyl (meth) acrylate, nonadecil (meth) acrylate, eikosyl (meth) acrylate, behenyl (meth) acrylate, tetracosyl (meth) ) Acrylate, 2-decyltetradecyl (meth) acrylate, cyclohexyl (meth) acrylate, menthyl (meth) acrylate, isobornyl (meth) acrylate, dicyclopentanyl (meth) acrylate, adamantyl (meth) acrylate, and benzyl (meth). ) Acrylate and the like can be mentioned.
多官能(メタ)アクリレート単量体としては、例えば1,4−ブタンジオールジ(メタ)アクリレート、1,6−ヘキサンジオールジ(メタ)アクリレート、1,9−ノナンジオールジ(メタ)アクリレート、トリシクロデカンジメタノール(メタ)アクリレート、ビスフェノールAポリエトキシジ(メタ)アクリレート、ビスフェノールAポリプロポキシジ(メタ)アクリレート、ビスフェノールFポリエトキシジ(メタ)アクリレート、エチレングリコールジ(メタ)アクリレート、トリメチロールプロパントリオキシエチル(メタ)アクリレート、トリス(2ーヒドロキシエチル)イソシアヌレートトリ(メタ)アクリレート、ペンタエリスリトールトリ(メタ)アクリレート、ペンタエリスリトールテトラ(メタ)アクリレート、ジペンタエリスリトールヘキサ(メタ)アクリレート、ポリエチレングリコールジ(メタ)アクリレート、トリス(アクリロキシエチル)イソシアヌレート、ペンタエリスリトールテトラ(メタ)アクリレート、ジペンタエリスリトールヘキサ(メタ)アクリレート、ジペンタエリスリトールペンタ(メタ)アクリレート、トリペンタエリスリトールヘキサ(メタ)アクリレート、トリペンタエリスリトールペンタ(メタ)アクリレート、ヒドロキシビバリン酸ネオペングリコールジ(メタ)アクリレート、トリメチロールプロパントリ(メタ)アクリレート、トリメチロールプロパンポリエトキシトリ(メタ)アクリレート、ジトリメチロールプロパンテトラ(メタ)アクリレート等が挙げられる。 Examples of the polyfunctional (meth) acrylate monomer include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, and tri. Cyclodecane dimethanol (meth) acrylate, bisphenol A polyethoxydi (meth) acrylate, bisphenol A polypropoxydi (meth) acrylate, bisphenol F polyethoxydi (meth) acrylate, ethylene glycol di (meth) acrylate, trimethyl propantrioxyethyl ( Meta) acrylate, tris (2-hydroxyethyl) isocyanurate tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth) acrylate, polyethylene glycol di (meth) Acrylate, Tris (acryloxyethyl) isocyanurate, pentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth) acrylate, dipentaerythritol penta (meth) acrylate, tripentaerythritol hexa (meth) acrylate, tripentaerythritol penta Examples thereof include (meth) acrylate, neopenglycol di (meth) acrylate of hydroxybivariate, trimethylolpropane tri (meth) acrylate, trimethylolpropane polyethoxytri (meth) acrylate, and ditrimethylolpropanetetra (meth) acrylate. ..
単量体(b)は、アルキレンオキサイド付加物であってよい。アルキレンオキサイド付加物としては、例えばエチレンオキサイド付加物、プロピレンオキサイド付加物、ブチレンオキサイド付加物等が挙げられる。 The monomer (b) may be an alkylene oxide adduct. Examples of the alkylene oxide adduct include ethylene oxide adduct, propylene oxide adduct, butylene oxide adduct and the like.
単量体(b)は、耐摩耗性の観点から好ましくは、脂環式炭化水素基を有する(メタ)アクリレート単量体および芳香族炭化水素基を有する(メタ)アクリレート単量体からなる群から選択される少なくとも1種を含む。 The monomer (b) is preferably a group consisting of a (meth) acrylate monomer having an alicyclic hydrocarbon group and a (meth) acrylate monomer having an aromatic hydrocarbon group from the viewpoint of abrasion resistance. Includes at least one selected from.
芳香族炭化水素基を有する(メタ)アクリレート単量体の好ましい例としては、例えば下記式(2)で表される化合物が挙げられる。
[式中、nは1〜5の整数を表す]
Preferred examples of the (meth) acrylate monomer having an aromatic hydrocarbon group include a compound represented by the following formula (2).
[In the formula, n represents an integer of 1 to 5]
脂環式炭化水素基を有する(メタ)アクリレート単量体の好ましい例としては、例えば下記式(3)で表される化合物が挙げられる。
[共重合体]
共重合体における単量体(a)に由来する構成単位数と単量体(b)に由来する構成単位数との割合は、モル比で例えば40:60〜95:5であってよく、好ましくは65:35〜80:20である。共重合体における単量体(a)のモル比が上記範囲内であれば、潤滑剤において低温下での共重合体の析出が抑制され、耐摩耗性が良好となるため実用的なものとなり易い傾向にある。
[Copolymer]
The ratio of the number of structural units derived from the monomer (a) to the number of structural units derived from the monomer (b) in the copolymer may be, for example, 40:60 to 95: 5 in terms of molar ratio. It is preferably 65:35 to 80:20. When the molar ratio of the monomer (a) in the copolymer is within the above range, precipitation of the copolymer at low temperature is suppressed in the lubricant, and wear resistance is improved, which is practical. It tends to be easy.
共重合体は、単量体(a)に由来する構成単位を例えば1種のみ有していてよく、または2種以上有していてもよい。また、共重合体は、単量体(b)に由来する構成単位を例えば1種のみ有していてよく、または2種以上有していてもよい。 The copolymer may have, for example, only one type of structural unit derived from the monomer (a), or may have two or more types. Further, the copolymer may have, for example, only one type of structural unit derived from the monomer (b), or may have two or more types.
共重合体は、好ましくは下記一般式(4):
で表される共重合体、及び下記一般式(5):
で表される共重合体である。
式中、R2は上述の式(1)における定義と同一である。R2の例示および好ましい範囲は上記が適用される。
mは1〜1000の整数、pは1〜500の整数およびnは1〜5の整数である。
The copolymer preferably has the following general formula (4):
The copolymer represented by, and the following general formula (5):
It is a copolymer represented by.
In the formula, R 2 is the same as the definition in the above formula (1). Exemplary and preferred ranges for R 2 above apply.
m is an integer of 1 to 1000, p is an integer of 1 to 500, and n is an integer of 1 to 5.
共重合体の重量平均分子量は、例えば1000〜20万であってよく、好ましくは5000〜15万である。共重合体の重量平均分子量は、ゲルパーミエーションクロマトグラフィ(GPC)による標準ポリスチレン換算値として測定することができる。 The weight average molecular weight of the copolymer may be, for example, 1,000 to 200,000, preferably 5,000 to 150,000. The weight average molecular weight of the copolymer can be measured as a standard polystyrene conversion value by gel permeation chromatography (GPC).
潤滑剤用添加剤組成物中の共重合体の含有率は、潤滑剤用添加剤組成物の質量を基準として例えば0.1質量%〜20質量%であってよく、好ましくは0.5質量%〜5質量%、より好ましくは0.5質量%〜3質量%である。潤滑剤用添加剤組成物中の共重合体の含有率が上記範囲内であれば、潤滑油組成物中の基油の含有量が適度なものとなり潤滑油組成物の設計が行い易くなり、および共重合体の合成が行い易くなる傾向にある。 The content of the copolymer in the lubricant additive composition may be, for example, 0.1% by mass to 20% by mass, preferably 0.5% by mass, based on the mass of the lubricant additive composition. % To 5% by mass, more preferably 0.5% by mass to 3% by mass. When the content of the copolymer in the additive composition for a lubricant is within the above range, the content of the base oil in the lubricating oil composition becomes appropriate, and the design of the lubricating oil composition becomes easy. And there is a tendency that the synthesis of the copolymer is easy.
[溶媒]
潤滑剤用添加剤組成物は溶媒を含む。溶媒としては、例えば潤滑剤に用いることができる従来から公知の基油が挙げられる。基油としては、例えば鉱油、合成油およびこれらの混合物等が挙げられる。中でも合成油が好ましくは、その例としては、ポリα−オレフィンが挙げられる。潤滑剤用添加剤組成物は好ましくはポリα−オレフィンを含む。ポリα−オレフィンは、例えば炭素原子数3〜16のα−オレフィン(例えば、1−ヘキセン、1−オクテン、1−デセン、1−ドデセン、1−テトラデセン等)に由来する構成単位からなるダイマー、トリマー、テトラマーもしくはそれ以上の重合体であってよく、上記α−オレフィンに由来する構成単位とエチレンに由来する構成単位とからなる共重合体であってもよい。潤滑剤用添加剤組成物は、例えば共重合体成分の残りの成分として溶媒を含むことができる。
[solvent]
The lubricant additive composition comprises a solvent. Examples of the solvent include conventionally known base oils that can be used as lubricants. Examples of the base oil include mineral oils, synthetic oils and mixtures thereof. Of these, synthetic oils are preferable, and examples thereof include polyα-olefins. The lubricant additive composition preferably comprises a poly-α-olefin. Polyα-olefins are, for example, polymers composed of structural units derived from α-olefins having 3 to 16 carbon atoms (for example, 1-hexene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene, etc.). It may be a polymer of trimmer, tetramer or more, and may be a copolymer composed of a structural unit derived from the α-olefin and a structural unit derived from ethylene. The lubricant additive composition can include, for example, a solvent as the remaining component of the copolymer component.
[その他の成分]
潤滑剤用添加剤組成物は、耐摩耗性向上を目的として、従来から潤滑剤に使用できることが知られている金属系添加剤、硫黄系添加剤、リン系添加剤等を含むことができる。その具体例としては、ジアルキルジチオリン酸亜鉛(ZnDTP)、ジアルキルジチオリン酸モリブデン(MoDTP)等が挙げられる。潤滑剤用添加剤組成物は、環境汚染の観点から、金属系添加剤、硫黄系添加剤及びリン系添加剤をいずれも含まないことが好ましい。
[Other ingredients]
The additive composition for a lubricant may contain a metal-based additive, a sulfur-based additive, a phosphorus-based additive, and the like, which are conventionally known to be usable as a lubricant, for the purpose of improving wear resistance. Specific examples thereof include zinc dialkyl dithiophosphate (ZnDTP) and molybdenum dialkyl dithiophosphate (MoDTP). From the viewpoint of environmental pollution, the lubricant additive composition preferably does not contain any metal-based additive, sulfur-based additive, or phosphorus-based additive.
<潤滑剤用添加剤組成物の製造方法>
本発明の別の一実施態様に係る潤滑剤用添加剤組成物の製造方法は、単官能(メタ)アクリレート単量体(a)と、(メタ)アクリレート単量体(b)とを、溶媒の存在下で反応させる共重合工程を含む。
<Manufacturing method of additive composition for lubricant>
In the method for producing an additive composition for a lubricant according to another embodiment of the present invention, a monofunctional (meth) acrylate monomer (a) and a (meth) acrylate monomer (b) are used as a solvent. Includes a copolymerization step in which the reaction is carried out in the presence of.
共重合工程において、例えば溶媒に単量体(a)と単量体(b)とを、仕込み量の全部または一部を一括で又は連続的に添加して撹拌しながら、例えば50℃〜150℃の温度に加熱して反応させることができる。反応の際に、2,2’−アゾビス(2−メチルブチロニトリル)等の重合開始剤を添加することもできる。 In the copolymerization step, for example, the monomer (a) and the monomer (b) are added to the solvent in whole or in part in a batch or continuously, and the mixture is stirred, for example, at 50 ° C. to 150 ° C. It can be reacted by heating to a temperature of ° C. A polymerization initiator such as 2,2'-azobis (2-methylbutyronitrile) can also be added during the reaction.
本発明の潤滑剤用添加剤組成物の製造方法は、共重合工程において、潤滑剤に用いる基油を溶媒として用いることにより、共重合工程後に、溶媒を除去する工程や基油を添加する工程を要することなく、潤滑剤用添加剤組成物を製造することができる。 The method for producing an additive composition for a lubricant of the present invention is a step of removing a solvent or adding a base oil after the copolymerization step by using the base oil used for the lubricant as a solvent in the copolymerization step. It is possible to produce an additive composition for a lubricant without requiring the above.
[潤滑剤用添加剤組成物の用途]
本発明の潤滑剤用添加剤組成物は、潤滑剤の粘度指数を改善させることが可能であり、かつ基油への低温溶解性および耐摩耗性に優れているため、潤滑剤やグリースの添加剤として好適である。また、金属系添加剤、硫黄系添加剤、リン系添加剤等を用いない場合でも優れた耐摩耗性を発揮することができるため、環境汚染の観点から有利であり、内燃機関用潤滑剤だけでなく、EV(電気自動車)、PHV(プラグインハイブリッドカー)等の石油燃料以外の動力源にも好適である。さらに、本発明の潤滑剤用添加剤組成物は、冷凍機油用潤滑剤等その他の機器に用いられる潤滑剤にも好適である。本発明の潤滑剤用添加剤組成物を冷凍機油用潤滑剤等その他の機器に用いられる潤滑剤において用いた場合にも、本発明の潤滑剤用添加剤組成物は、金属系添加剤、硫黄系添加剤、リン系添加剤等を用いずとも、潤滑剤の粘度指数を改善させ、かつ基油への低温溶解性および耐摩耗性に優れるという効果を発現することができる。
[Use of additive composition for lubricant]
Since the additive composition for a lubricant of the present invention can improve the viscosity index of a lubricant and has excellent low-temperature solubility in a base oil and abrasion resistance, the addition of a lubricant or grease Suitable as an agent. In addition, it is advantageous from the viewpoint of environmental pollution because it can exhibit excellent wear resistance even when metal-based additives, sulfur-based additives, phosphorus-based additives, etc. are not used, and only lubricants for internal combustion engines are used. It is also suitable for power sources other than petroleum fuels such as EVs (electric vehicles) and PHVs (plug-in hybrid vehicles). Further, the lubricant additive composition of the present invention is also suitable for a lubricant used in other devices such as a lubricant for refrigerating machine oil. Even when the lubricant additive composition of the present invention is used in a lubricant used in other equipment such as a refrigerating machine oil lubricant, the lubricant additive composition of the present invention is a metal-based additive and sulfur. Even if a system additive, a phosphorus system additive, or the like is not used, the effect of improving the viscosity index of the lubricant and exhibiting excellent low temperature solubility in base oil and abrasion resistance can be exhibited.
以下、実施例により本発明をさらに詳細に説明する。 Hereinafter, the present invention will be described in more detail with reference to Examples.
[低温溶解性の評価]
潤滑剤用添加剤組成物を30mlスクリュー管に入れ、温度25℃、5℃、−18℃において外観を観察した。
[Evaluation of low temperature solubility]
The lubricant additive composition was placed in a 30 ml screw tube, and the appearance was observed at temperatures of 25 ° C., 5 ° C., and -18 ° C.
[実施例1、2及び比較例1〜8]
表1に示す組成にて各材料をセパラブルフラスコに仕込み、充分に撹拌し、均一化した。オイルバスにて加熱撹拌し、内容物の温度が90℃になった時点で2,2’−アゾビス(2−メチルブチロニトリル)0.75gを加え、92℃で3時間反応し、潤滑剤用添加剤組成物を得た。得られた潤滑剤用添加剤組成物を用いて低温溶解性の評価を行った。結果を表2及び表3に示す。
[Examples 1 and 2 and Comparative Examples 1 to 8]
Each material was charged into a separable flask having the composition shown in Table 1, and was sufficiently stirred to homogenize. Heat and stir in an oil bath, add 0.75 g of 2,2'-azobis (2-methylbutyronitrile) when the temperature of the contents reaches 90 ° C, react at 92 ° C for 3 hours, and lubricate. Additive composition for use was obtained. The low temperature solubility was evaluated using the obtained additive composition for lubricants. The results are shown in Tables 2 and 3.
単量体a−1:式(1−1)で表されるアクリレートモノマー(新中村化学工業株式会社製「S−1800A」)
単量体a−2:直鎖状ステアリルアクリレート
単量体a−3:2−エチルヘキシルアクリレート
単量体a−4:ベヘニルアクリレート
単量体a−5:ラウリルアクリレート
Monomer a-1: Acrylate monomer represented by the formula (1-1) (“S-1800A” manufactured by Shin-Nakamura Chemical Industry Co., Ltd.)
Monomer a-2: Linear stearyl acrylate Monomer a-3: 2-ethylhexyl acrylate Monomer a-4: Behenyl acrylate Monomer a-5: Lauryl acrylate
単量体b−1:式(2)で表されるアクリレートモノマー(新中村化学工業株式会社製「A−LEN−10T」、エトキシ化−o−フェニルフェノールアクリレート)
単量体b−2:式(3)で表されるアクリレートモノマー(新中村化学工業株式会社製「A−TCDOH」、トリシクロデカノールモノメタクリレート)
Monomer b-1: Acrylate monomer represented by the formula (2) (“A-LEN-10T” manufactured by Shin-Nakamura Chemical Industry Co., Ltd., ethoxylated-o-phenylphenol acrylate)
Monomer b-2: Acrylate monomer represented by the formula (3) (“A-TCDOH” manufactured by Shin-Nakamura Chemical Industry Co., Ltd., tricyclodecanol monomethacrylate)
PAO:ポリα−オレフィン(イネオスオリゴマーズジャパン製、PAO−601) PAO: Poly-α-olefin (manufactured by Ineos Oligomers Japan, PAO-601)
実施例1は、−18℃においても共重合体の溶解性が良好であり、比較例1〜4に比べて良好な低温溶解性を示した。また、実施例2は、−18℃において白濁が生じたものの、5℃において溶解性が良好であり、比較例5〜8に比べて良好な低温溶解性を示した。 In Example 1, the solubility of the copolymer was good even at -18 ° C, and the solubility at low temperature was better than that of Comparative Examples 1 to 4. Further, in Example 2, although cloudiness occurred at −18 ° C., the solubility was good at 5 ° C., and the low temperature solubility was better than that of Comparative Examples 5 to 8.
[粘度指数改善特性の評価]
実施例1及び2の潤滑剤用添加剤組成物についてJIS K2283に基づいて粘度指数の測定を行った。結果を表4に示す。参考例として金属摩耗低減剤がパッケージ化された標準的市販品の潤滑剤用添加剤組成物の粘度指数の測定結果を示す。
[Evaluation of viscosity index improvement characteristics]
The viscosity index of the lubricant additive compositions of Examples 1 and 2 was measured based on JIS K2283. The results are shown in Table 4. As a reference example, the measurement result of the viscosity index of a standard commercial lubricant additive composition in which a metal wear reducing agent is packaged is shown.
実施例1及び2ではいずれも低い粘度指数が得られた。実施例1及び2の潤滑剤用添加剤組成物は、潤滑剤に用いたときに優れた粘度指数改善特性を発揮することが理解される。 In both Examples 1 and 2, a low viscosity index was obtained. It is understood that the lubricant additive compositions of Examples 1 and 2 exhibit excellent viscosity index improving properties when used as a lubricant.
[耐摩耗性の評価]
実施例1及び2、及び参考例の潤滑剤用添加剤組成物を基油に添加して潤滑剤1〜3を調製した。潤滑剤用添加剤組成物の添加量は、基油に添加して40℃における動粘度が40〜60mm2/sとなるように調製した(潤滑剤中に約0.5〜3質量%)。
得られた潤滑剤について、振動摩擦摩耗試験機(Optimol Instruments社製SRV(登録商標)4)を用いて下記条件にて試験を行い、摩擦係数を測定し、及び試験片の摩耗状態について観察した。耐摩耗性の評価は、ポリα−オレフィン(PAO)単独について試験を行った場合の摩擦係数及び摩耗状態と比較した。結果を表5に示す。
(試験片)
Disk:SRV disk(直径24mm、厚み7.9mm)
Ball:Steel ball(直径10mm)
(試験条件)
荷重:50N
温度:40/80℃
ストローク:1mm
潤滑剤量:300μL
周波数:50Hz
試験時間:60分
[Evaluation of wear resistance]
Lubricants 1 to 3 were prepared by adding the lubricant additive compositions of Examples 1 and 2 and Reference Example to the base oil. The amount of the additive composition for a lubricant added was adjusted so that the kinematic viscosity at 40 ° C. was 40 to 60 mm 2 / s when added to the base oil (about 0.5 to 3% by mass in the lubricant). ..
The obtained lubricant was tested using a vibration friction and wear tester (SRV (registered trademark) 4 manufactured by Optimol Instruments) under the following conditions, the friction coefficient was measured, and the wear state of the test piece was observed. .. The evaluation of wear resistance was compared with the friction coefficient and wear state when the test was performed on poly-α-olefin (PAO) alone. The results are shown in Table 5.
(Test pieces)
Disc: SRV disk (diameter 24 mm, thickness 7.9 mm)
Ball: Steel ball (diameter 10 mm)
(Test condition)
Load: 50N
Temperature: 40/80 ° C
Stroke: 1mm
Lubricant amount: 300 μL
Frequency: 50Hz
Test time: 60 minutes
実施例1及び2の潤滑剤用添加剤組成物は、ポリα−オレフィン(PAO)単独で試験を行った場合に比べ、摩擦係数が低くかつ上記試験時間内での摩擦係数の安定性が良好であった。また、実施例1及び2の潤滑剤用添加剤組成物では、試験片の摩耗痕は細く、摩耗量が少なかったのに対し、参考例の潤滑剤用添加剤組成物では、試験片の摩耗痕はいびつであり、摩耗量も多かった。実施例1及び2の潤滑剤用添加剤組成物によれば、摩擦係数を低くかつ摩擦係数の安定性を良好とすることが可能であり、摩耗も抑制でき、かつ金属摩耗低減剤などすべてのパッケージ化された標準市販品と比較しても同等以上の優れた結果を示すことから、潤滑剤用添加剤として好適であることが理解される。 The lubricant additive compositions of Examples 1 and 2 have a lower coefficient of friction and better stability of the coefficient of friction within the above test time as compared with the case where the test is performed with the poly α-olefin (PAO) alone. Met. Further, in the lubricant additive compositions of Examples 1 and 2, the wear marks of the test piece were fine and the amount of wear was small, whereas in the lubricant additive composition of the reference example, the test piece was worn. The marks were distorted and there was a lot of wear. According to the lubricant additive compositions of Examples 1 and 2, it is possible to lower the friction coefficient and improve the stability of the friction coefficient, suppress wear, and all the metal wear reducing agents and the like. It is understood that it is suitable as an additive for a lubricant because it shows excellent results equal to or better than those of a packaged standard commercial product.
Claims (3)
前記(メタ)アクリレート単量体(b)は、前記単官能(メタ)アクリレート単量体(a)と異なり、
前記(メタ)アクリレート単量体(b)は、脂環式炭化水素基を有する(メタ)アクリレート単量体および芳香族炭化水素基を有する(メタ)アクリレート単量体からなる群から選択される少なくとも1種を含む、潤滑剤用添加剤組成物。 It has a structural unit derived from a monofunctional (meth) acrylate monomer (a) having a branched aliphatic hydrocarbon group having 18 carbon atoms and a structural unit derived from the (meth) acrylate monomer (b). Contains copolymers and solvents
The (meth) acrylate monomer (b) is Unlike the monofunctional (meth) acrylate monomer (a),
The (meth) acrylate monomer (b) is selected from the group consisting of a (meth) acrylate monomer having an alicyclic hydrocarbon group and a (meth) acrylate monomer having an aromatic hydrocarbon group. An additive composition for a lubricant containing at least one type.
前記単官能(メタ)アクリレート単量体(a)と、前記(メタ)アクリレート単量体(b)とを、前記溶媒の存在下で反応させる共重合工程を含む、潤滑剤用添加剤組成物の製造方法。 The method for producing an additive composition for a lubricant according to claim 1.
An additive composition for a lubricant comprising a copolymerization step of reacting the monofunctional (meth) acrylate monomer (a) with the (meth) acrylate monomer (b) in the presence of the solvent. Manufacturing method.
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