JP2009275171A - 潤滑油添加剤組成物、潤滑油組成物及びこれらの製造方法 - Google Patents
潤滑油添加剤組成物、潤滑油組成物及びこれらの製造方法 Download PDFInfo
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- JP2009275171A JP2009275171A JP2008129709A JP2008129709A JP2009275171A JP 2009275171 A JP2009275171 A JP 2009275171A JP 2008129709 A JP2008129709 A JP 2008129709A JP 2008129709 A JP2008129709 A JP 2008129709A JP 2009275171 A JP2009275171 A JP 2009275171A
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- lubricating oil
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- oil additive
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- 239000010687 lubricating oil Substances 0.000 title claims abstract description 110
- 239000000654 additive Substances 0.000 title claims abstract description 71
- 230000000996 additive effect Effects 0.000 title claims abstract description 70
- 238000004519 manufacturing process Methods 0.000 title claims description 21
- 239000003085 diluting agent Substances 0.000 claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 28
- 229920000193 polymethacrylate Polymers 0.000 claims abstract description 25
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 10
- -1 amine compound Chemical class 0.000 claims description 48
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- 239000002199 base oil Substances 0.000 claims description 18
- 230000001050 lubricating effect Effects 0.000 claims description 17
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- 150000002148 esters Chemical class 0.000 claims description 5
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- 230000000694 effects Effects 0.000 abstract description 16
- 239000000178 monomer Substances 0.000 description 31
- 125000004432 carbon atom Chemical group C* 0.000 description 24
- 125000000217 alkyl group Chemical group 0.000 description 16
- 230000001771 impaired effect Effects 0.000 description 13
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- 239000011593 sulfur Substances 0.000 description 12
- 229910052717 sulfur Inorganic materials 0.000 description 12
- 239000002480 mineral oil Substances 0.000 description 11
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- 125000000623 heterocyclic group Chemical group 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
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- 238000009826 distribution Methods 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
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- 238000007254 oxidation reaction Methods 0.000 description 4
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- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 125000005233 alkylalcohol group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
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- 230000007613 environmental effect Effects 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 150000004678 hydrides Chemical class 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000003879 lubricant additive Substances 0.000 description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 3
- 229920013639 polyalphaolefin Polymers 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 235000013772 propylene glycol Nutrition 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- BTVWZWFKMIUSGS-UHFFFAOYSA-N 2-methylpropane-1,2-diol Chemical compound CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 description 2
- BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QCOGKXLOEWLIDC-UHFFFAOYSA-N N-methylbutylamine Chemical compound CCCCNC QCOGKXLOEWLIDC-UHFFFAOYSA-N 0.000 description 2
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical compound CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 2
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 125000003493 decenyl group Chemical group [H]C([*])=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 2
- 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 2
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- 125000004915 dibutylamino group Chemical group C(CCC)N(CCCC)* 0.000 description 2
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 2
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- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
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- 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 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- VXZBFBRLRNDJCS-UHFFFAOYSA-N heptacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O VXZBFBRLRNDJCS-UHFFFAOYSA-N 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 description 2
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- 125000006038 hexenyl group Chemical group 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
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- 125000006384 methylpyridyl group Chemical group 0.000 description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 2
- GVWISOJSERXQBM-UHFFFAOYSA-N n-methylpropan-1-amine Chemical compound CCCNC GVWISOJSERXQBM-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- IHEJEKZAKSNRLY-UHFFFAOYSA-N nonacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O IHEJEKZAKSNRLY-UHFFFAOYSA-N 0.000 description 2
- ISYWECDDZWTKFF-UHFFFAOYSA-N nonadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCCC(O)=O ISYWECDDZWTKFF-UHFFFAOYSA-N 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 125000005187 nonenyl group Chemical group C(=CCCCCCCC)* 0.000 description 2
- 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 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
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- 125000002347 octyl 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])[H] 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- MWMPEAHGUXCSMY-UHFFFAOYSA-N pentacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCC(O)=O MWMPEAHGUXCSMY-UHFFFAOYSA-N 0.000 description 2
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- UISKOSOSWPDCPD-CYYJNZCTSA-N (E)-octacos-2-enoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCC\C=C\C(O)=O UISKOSOSWPDCPD-CYYJNZCTSA-N 0.000 description 1
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Landscapes
- Lubricants (AREA)
Abstract
【解決手段】本発明の潤滑油添加剤組成物は、(A)ポリ(メタ)アクリレート系化合物と、(B)希釈剤と、(C)N−H結合、O−H結合及びS−H結合からなる群より選ばれる少なくとも一つの結合を有する有機化合物と、を含有する。
【選択図】なし
Description
[一般式(2)中、R3は水素原子又はメチル基を示し、R4は炭素数1〜18のアルキレン基を示し、E1は窒素原子を1〜2個、酸素原子を0〜2個含有するアミン残基又は複素環残基を示し、aは0又は1を示す。]
[一般式(5)中、D1及びD2は、それぞれ独立に、水素原子、炭素数1〜18のアルキルアルコールの残基(−OR90:R90は炭素数1〜18のアルキル基)又は炭素数1〜18のモノアルキルアミンの残基(−NHR91:R91は炭素数1〜18のアルキル基)を示す。]
(1)50〜60℃に加温した(C)成分中に、(A)成分を添加して撹拌溶解させてプレミックスを調製し、このプレミックスを50〜60℃に加温した(B)成分中に加えて撹拌混合する。
(2)(B)成分と(C)成分との混合物を、例えば50〜60℃に加温し、その中に(A)成分を添加して撹拌溶解する。
(3)(A)成分の製造後、(A)成分を50〜60℃に加温し、加温した(A)成分の中に(B)成分及び(C)成分を添加して攪拌溶解する。
(4)(B)成分中に(A)成分を添加し、撹拌溶解させてプレミックスを調製し、このプレミックスを50〜60℃に加温した中に、(C)成分を加えて撹拌混合する。
潤滑油添加剤組成物を作製するため、下記の原料を準備した。
(A)成分
ポリメタクリレート(非分散型、重量平均分子量:40万、PSSI:20)
(B)成分
水素化分解鉱油(100℃における動粘度:2.7mm2/s、%CA:0、硫黄分:0.00質量%)
(C)成分
C−1:アルキルジフェニルアミン
C−2:2,6−ジ−tert−ブチルフェノール
(D)成分(比較成分)
D−1:ネオペンチルグリコールジオレエート
D−2:アルキルベンゼン
(1)50mLビーカーに、サンプルとして製造した潤滑油添加剤組成物を7g採取し、恒温槽中で当該潤滑油添加剤組成物を40℃まで加熱した。
(2)50mLビーカーを静置し、サンプルの液面(水平面)を基準位置とした。その後、50mLビーカーを横向きに倒してからサンプルが該基準位置から水平方向に1cm及び2cm流動するまでの所要時間を測定した。
Claims (5)
- (A)ポリ(メタ)アクリレート系化合物と、(B)希釈剤と、(C)N−H結合、O−H結合及びS−H結合からなる群より選ばれる少なくとも一つの結合を有する有機化合物と、を含有する潤滑油添加剤組成物。
- 前記結合を有する前記有機化合物が、(C1)アミン化合物、(C2)1価アルコール、(C3)多価アルコール、(C4)前記多価アルコールの部分エステル、(C5)前記多価アルコールの部分エーテル、及び(C6)フェノール化合物からなる群より選ばれる少なくとも1種の化合物を含有する請求項1記載の潤滑油添加剤組成物。
- (A)ポリ(メタ)アクリレート系化合物と、(B)希釈剤と、(C)N−H結合、O−H結合及びS−H結合からなる群より選ばれる少なくとも一つの結合を有する有機化合物と、を混合する潤滑油添加剤組成物の製造方法。
- 潤滑油基油と、請求項1又は2に記載の潤滑油添加剤組成物と、を含有する潤滑油組成物。
- 潤滑油基油と、請求項1又は2に記載の潤滑油添加剤組成物と、を混合する潤滑油組成物の製造方法。
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