JPH04309598A - Viscosity index improver for automatic transmission oil - Google Patents
Viscosity index improver for automatic transmission oilInfo
- Publication number
- JPH04309598A JPH04309598A JP10191691A JP10191691A JPH04309598A JP H04309598 A JPH04309598 A JP H04309598A JP 10191691 A JP10191691 A JP 10191691A JP 10191691 A JP10191691 A JP 10191691A JP H04309598 A JPH04309598 A JP H04309598A
- Authority
- JP
- Japan
- Prior art keywords
- viscosity index
- index improver
- component
- automatic transmission
- methacrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000010718 automatic transmission oil Substances 0.000 title claims abstract description 12
- 229920001577 copolymer Polymers 0.000 claims abstract description 9
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims abstract description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 239000010802 sludge Substances 0.000 abstract description 14
- 125000000217 alkyl group Chemical group 0.000 abstract description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 description 19
- 238000003786 synthesis reaction Methods 0.000 description 19
- 238000000034 method Methods 0.000 description 12
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 8
- 229920005604 random copolymer Polymers 0.000 description 8
- -1 dioctylaminoethylacrylamide Chemical compound 0.000 description 7
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000002480 mineral oil Substances 0.000 description 5
- 235000010446 mineral oil Nutrition 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 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 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- MNZNJOQNLFEAKG-UHFFFAOYSA-N 2-morpholin-4-ylethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCN1CCOCC1 MNZNJOQNLFEAKG-UHFFFAOYSA-N 0.000 description 3
- FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical compound CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229920000578 graft copolymer Polymers 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- WZISPVCKWGNITO-UHFFFAOYSA-N 4-(diethylamino)-2-methylidenebutanamide Chemical compound CCN(CC)CCC(=C)C(N)=O WZISPVCKWGNITO-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical class C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- AGRBKDQEHIBWKA-UHFFFAOYSA-N 1-ethenylpyrrolidine-2-thione Chemical compound C=CN1CCCC1=S AGRBKDQEHIBWKA-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- JTZKEVHEBCTHLN-UHFFFAOYSA-N 3-(2-methylprop-1-enyl)pyrrolidine-2,5-dione Chemical compound CC(C)=CC1CC(=O)NC1=O JTZKEVHEBCTHLN-UHFFFAOYSA-N 0.000 description 1
- QNRSQFWYPSFVPW-UHFFFAOYSA-N 5-(4-cyanobutyldiazenyl)pentanenitrile Chemical compound N#CCCCCN=NCCCCC#N QNRSQFWYPSFVPW-UHFFFAOYSA-N 0.000 description 1
- ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XYRMLECORMNZEY-UHFFFAOYSA-B [Mo+4].[Mo+4].[Mo+4].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S Chemical compound [Mo+4].[Mo+4].[Mo+4].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S XYRMLECORMNZEY-UHFFFAOYSA-B 0.000 description 1
- QCJQWJKKTGJDCM-UHFFFAOYSA-N [P].[S] Chemical compound [P].[S] QCJQWJKKTGJDCM-UHFFFAOYSA-N 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 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
- 230000001747 exhibiting effect Effects 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- ZNAOFAIBVOMLPV-UHFFFAOYSA-N hexadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C(C)=C ZNAOFAIBVOMLPV-UHFFFAOYSA-N 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- OXRIHKFHLPFPSJ-UHFFFAOYSA-J molybdenum(4+) tetracarbamate Chemical compound C(N)([O-])=O.[Mo+4].C(N)([O-])=O.C(N)([O-])=O.C(N)([O-])=O OXRIHKFHLPFPSJ-UHFFFAOYSA-J 0.000 description 1
- RCLLINSDAJVOHP-UHFFFAOYSA-N n-ethyl-n',n'-dimethylprop-2-enehydrazide Chemical compound CCN(N(C)C)C(=O)C=C RCLLINSDAJVOHP-UHFFFAOYSA-N 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000002916 oxazoles Chemical class 0.000 description 1
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- 150000002990 phenothiazines Chemical class 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003557 thiazoles Chemical class 0.000 description 1
- 150000004886 thiomorpholines Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Landscapes
- Lubricants (AREA)
Abstract
Description
【発明の詳細な説明】
【0001】
【産業上の利用分野】本発明は、自動車用のオートマチ
ックトランスミッション油に用いられる粘度指数向上剤
に関する。
【0002】
【従来の技術】自動車の小型化、高出力化にともないオ
ートマチックトランスミッション油は、熱的に厳しい条
件に曝され、スラッジ等が発生し安い条件になっている
。このため、これらに用いられる粘度指数向上剤にもス
ラッジを分散させる効果を付与することが望まれている
。粘度指数向上剤にスラッジを分散させる機能をもたせ
ることは、エンジン油を中心に、種々の方法が公知とな
っているが、これらの方法は、必ずしもオートマチック
トランスミッション油に用いた場合十分な効果を発揮し
ない。なぜならば、本用途に用いられる粘度指数向上剤
以外の添加剤がエンジン油とは異なるためである。
【0003】
【発明が解決しようとする課題】しかしながら、ある特
定の共重合体はオートマチックトランスミッション油用
の粘度指数向上剤以外の添加剤と併用されても十分なス
ラッジ分散性を示すことが見いだされた。
【0004】
【課題を解決するための手段】すなわち、本発明は、以
下の(A)成分と(B)成分を必須構成単位とする共重
合体からなることを特徴とするオートマチックトランス
ミッション油用粘度指数向上剤である。
(A)成分:ジアルキルアミノアルキル(メタ)アクリ
ルアミド
(B)成分:炭素数6以上の脂肪族アルコールの(メタ
)アクリル酸エステル
【0005】本発明の共重合体を構成するジアルキルア
ミノアルキル(メタ)アクリルアミドは一般式(1)で
示されるものである。
(ここでR1およびR2は同一または異種のアルキル基
、R3は炭素数2以上のアルキレン基、R4は水素原子
またはメチル基を示す)
【0006】一般式(1)で示される代表的な化合物の
例としてはジメチルアミノエチルアクリルアミド、ジエ
チルアミノエチルアクリルアミド、ジメチルアミノピロ
ピルアクリルアミド、ジブチルアミノプロピルアクリル
アミド、ジオクチルアミノエチルアクリルアミド、ジラ
ウリルアミノプロピルアクリルアミド等や、およびこれ
らのアクリルアミドに対応するメタクリルアミドおよび
これらの混合物である。
【0007】本発明に用いられる(B)成分の代表的な
例としては、ヘキシルアルコール、オクチルアルコール
、2ーエチルヘキシルアルコール、デシルアルコール、
ドデシルアルコール、トリデシルアルコール、テトラデ
シルアルコール、ヘキサデシルアルコール、オクタデシ
ルアルコール、シクロヘキシルアルコール、ベンジルア
ルコール等のアクリル酸またはメタクリル酸とのエステ
ルであり、これらエステル類の1種以上の混合物が挙げ
られる。
【0008】本発明の粘度指数向上剤は通常、(B)成
分100重量部に対し(A)成分が0.5〜10重量部
、好ましくは1〜5重量部を用いて共重合したものであ
る。本発明の粘度指数向上剤は、(A)成分と(B)成
分を必須として共重合されたものであるが必要に応じて
他の成分を用いることもできる。これら他の成分の例と
しては、(A)成分とともに使用される窒素等を含む他
のビニル単量体(N−ビニルピロリドン、N−ビニルチ
オピロリドン、ジアルキルアミノアルキルメタクリレー
ト、モルフォリノエチルメタクリレート、N−ビニルイ
ミダゾール等)を共重合またはグラフト重合でき、また
窒素等を含む非ビニル化合物(フェノチアジン類、イミ
ダゾール類、チアゾール類、ベンゾチアゾール類、トリ
アゾール類、チアゾリンジン類、ピリミジン類、ピリジ
ン類、ピペリジン類、ピロリジノン類、オキサゾール類
、チオモルフォリン類等)をグラフト付加することもで
きる。(B)成分とともに使用できる他の化合物の例と
しては、炭素数5以下の脂肪族アルコールとアクリル酸
、メタクリル酸とのエステル(メチルアクリレート、メ
チルメタクリレート、プロピルメタクリレート、ブチル
アクリレート、アミルメタクリレート等)やビニル芳香
族化合物(スチレン、ビニルトルエン等)が挙げられる
。これらの任意成分の使用量は、(A)成分とともに使
用する他の窒素等を含む化合物の場合には、(A)成分
100重量部に対し100重量部以下、好ましくは50
重量部以下である。また、(B)成分とともに使用する
他の炭素数5以下のアルキル基を持つ(メタ)アクリル
酸エステルやビニル芳香族化合物の場合には、(B)成
分100重量部に対し、50重量部以下、好ましくは3
0重量部以下である。
【0009】本発明の粘度指数向上剤は、通常の方法に
よって容易に得ることができる。例えば(A)成分と(
B)成分を鉱物油や溶剤中でラジカル重合することによ
り得られる。この場合、重合触媒としてアゾ系(アゾビ
スイソブチロニトリル、アゾビスバレロニトリル等)や
過酸化物系(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)を用いる。(A)成分
をグラフト共重合する場合には過酸化物系のものを用い
ることが好ましい。
【0010】本発明の粘度指数向上剤は、(A)成分と
(B)成分のランダム共重合体とグラフト共重合体の両
者とも優れた効果を有するが、グラフト共重合体の方が
一層優れたスラッジ分散性を示し好ましい。また、分子
量にも好ましい範囲がある。分子量が大きすぎると粘度
指数向上剤が機械的∇断力に抗しきれずポリマー鎖が切
れ長期間、必要な粘度を維持できない。また、分子量が
小さすぎると高価な粘度指数向上剤を多量に用いなけれ
ば必要な粘度が得られない。通常、重量平均分子量が3
万から20万、好ましくは5万から15万の範囲である
。
【0011】本発明の粘度指数向上剤の使用量は、添加
される鉱物油等の粘度にもよるが通常ポリマー分として
2%から20%、好ましくは4%から10%である。
【0012】本発明の粘度指数向上剤の用途は、自動車
用のオートマチックトランスミッション油に用いられた
場合優れた効果を発揮する。ここでオートマチックトラ
ンスミッション油とは一般にトルコン油と呼ばれるもの
で、自動変速機用の作動油のことである。
【0013】本発明の粘度指数向上剤は、他の任意成分
、例えば清浄剤(スルフォネート系、サリチレート系、
フェネート系、ナフテネート系のもの等)、分散剤(イ
ソブテニルコハク酸イミド系、マンニッヒ縮合物系等)
、抗酸化剤(ジンクジチオフォスフェート、アミン系、
ヒンダードフェノール系等)、油性剤(脂肪酸系、脂肪
酸エステル系等)、摩擦摩耗調整剤(モリブデンジチオ
フォスフェート、モリブデンカーバメイト等)、極圧剤
(硫黄リン系、クロル系等)を含んでいても良い。
【0014】
【実施例】以下に実施例により本発明を詳細に説明する
が、本発明はこれに限定されるものではない。尚、実施
例中の分子量は、すべて重量平均分子量を表し、%は重
量%を表すものとする。
【0015】(合成例1)攪はん機、温度計、コンデン
サーを付けたガラス性の1リッター反応器に、鉱物油を
150g入れ、窒素にて反応器中の空気を置換した後、
70度に温度を上げ少量の窒素を流しつつ、メチルメタ
クリレート70g,ジメチルアミノプロピルメタクリル
アミド7g,ラウリルメタクリレート250g,オクタ
デシルメタクリレート23g,アゾビスイソブチロニト
リル1.7g,ラウリルメルカプタン2.0gの混合物
を同温度で2時間に渡り適下しつつ重合した。その後、
重合を完結させるために温度を100度まで上げ、さら
に3時間重合した。その結果、分子量7万のランダム共
重合体を得た。
【0016】(合成例2)合成例1に用いた同様な反応
器中に鉱物油を150g入れ、合成例1と同様な方法で
メチルメタクリレート70g,ラウリルメタクリレート
250g,オクタデシルメタクリレート23g,ベンゾ
イルパーオキシド1.3g,ラウリルメルカプタン2.
0gの混合物を2時間に渡り滴下しつつ重合した。同温
度で更に1時間重合を進めた後、ジメチルアミノプロピ
ルメタクリルアミド7gとベンゾイルパーオキシド0.
5gを加え、同温度で3時間重合した。その結果、分子
量9万のグラフト共重合体を得た。
【0017】(合成例3)合成例1と同様な方法でブチ
ルメタクリレート70g,ジエチルアミノエチルアクリ
ルアミド7g,デシルアクリレート100g,ラウリル
メタクリレート150g,オクタデシルメタクリレート
23gからなる分子量6.5万のランダム共重合体を得
た。
【0018】(合成例4)合成例1と同様な方法でメチ
ルメタクリレート70g,ジブチルアミノエチルメタク
リルアミド15g,スチレン30g,ラウリルメタクリ
レート150g,ヘキサデシルメタクリレート85gか
らなる分子量10万のランダム共重合体を得た。
【0019】(合成例5)合成例1と同様な方法でメチ
ルメタクリレート70g,ジメチルアミノプロピルメタ
クリルアミド5g,モルフォリノエチルメタクリレート
2g,ラウリルメタクリレート250g,オクタデシル
メタクリレート23gかえあなる分子量9万のランダム
共重合体を得た。
【0020】(合成例6)合成例1と同様な方法でメチ
ルメタクリレート70g,ビニルピロリドン7g,ラウ
リルメタクリレート250g,オクタデシルメタクリレ
ート23gからなる分子量9万のランダム共重合体を得
た。
【0021】(合成例7)合成例1と同様な方法でメチ
ルメタクリレート70g,モルフォリノエチルメタクリ
レート7g,ラウリルメタクリレート250g,オクタ
デシルメタクリレート23gからなる分子量8万のラン
ダム共重合体を得た。
【0022】(合成例8)合成例1と同様な方法でメチ
ルメタクリレート70g,ジメチルアミノエチルメタク
リレート7g,ラウリルメタクリレート250g,オク
タデシルメタクリレート23gからなる分子量10万の
ランダム共重合体を得た。
【0023】(実施例)合成例1から合成例8の共重合
体10%、オートマチックトランスミッション油用パッ
ケージ添加剤(エクソン社製、ECA4700)8%、
鉱物油82%の混合物を作り、抗酸化性テスト(JIS
K2514)を96時間行った。その結果、表1の
結果を得た。
【0024】
【表1】
抗酸化性テスト
| ペンタン不溶解分(%)
サンプル −−−−−
−−−−−−−−−−−−−−−−−
|
A法 B法 B法
−A法 −−−−−−−−−−−−−−−−−−−
−−−−−−−−−−−−−−−− 実 |合
成例1のもの | 0.11
0.32 0.21
施 2
0.04
0.33 0.29
例 | 3 |
0.15 0.35
0.20
4 0
.15 0.33
0.18 |
5 | 0.15
0.37 0.
22 −−−−−−−−−−−−−−−−−
−−−−−−−−−−−−−−−−− 比
|合成例6のもの | 0.76
0.86 0.
10 較 7
1.16
1.23 0.07
例 | 8 |
1.05 1.12
0.07
【0025】表中において、A法とはテスト後の油を遠
心分離して得たスラッジ量であり、B法とはテスト後の
油にスラッジの凝集剤を加えた後、遠心分離して得たス
ラッジ量である。従って、A法とB法の差がスラッジの
分散能力を示すことになる。また、A法、B法でのスラ
ッジ量は抗酸化性を示し、少ない方が性能良好なことを
示す。
【0026】
【発明の効果】本発明の粘度指数向上剤は、オートマチ
ックトランスミッション油に用いられた場合、本用途用
の粘度指数向上剤以外の他の添加剤(通常、パッケージ
型)と併用され非常に優れたスラッジ分散性を示すとと
もに、スラッジの発生量も低減できるとの効果をそうす
る。Description: TECHNICAL FIELD The present invention relates to a viscosity index improver used in automatic transmission oil for automobiles. 2. Description of the Related Art As automobiles become smaller and have higher output, automatic transmission oils are exposed to severe thermal conditions and become less expensive due to the generation of sludge and the like. Therefore, it is desired that the viscosity index improver used in these products also has the effect of dispersing sludge. Various methods are known for providing viscosity index improvers with the function of dispersing sludge, mainly for engine oils, but these methods do not necessarily have sufficient effects when used for automatic transmission oils. do not. This is because additives other than the viscosity index improver used for this purpose are different from engine oil. [0003] However, it has been discovered that certain copolymers exhibit sufficient sludge dispersibility even when used in combination with additives other than viscosity index improvers for automatic transmission oils. Ta. [Means for Solving the Problem] That is, the present invention provides a viscosity for automatic transmission oil characterized by comprising a copolymer having the following components (A) and (B) as essential constituent units. It is an index improver. (A) component: dialkylaminoalkyl (meth)acrylamide (B) component: (meth)acrylic acid ester of aliphatic alcohol having 6 or more carbon atoms [0005] Dialkylaminoalkyl (meth) constituting the copolymer of the present invention Acrylamide is represented by general formula (1). (Here, R1 and R2 are the same or different alkyl groups, R3 is an alkylene group having 2 or more carbon atoms, and R4 is a hydrogen atom or a methyl group.) Representative compounds represented by the general formula (1) Examples include dimethylaminoethyl acrylamide, diethylaminoethyl acrylamide, dimethylaminopropylacrylamide, dibutylaminopropylacrylamide, dioctylaminoethylacrylamide, dilaurylaminopropylacrylamide, and methacrylamide corresponding to these acrylamides and mixtures thereof. be. Typical examples of component (B) used in the present invention include hexyl alcohol, octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol,
These are esters of acrylic acid or methacrylic acid such as dodecyl alcohol, tridecyl alcohol, tetradecyl alcohol, hexadecyl alcohol, octadecyl alcohol, cyclohexyl alcohol, and benzyl alcohol, and include mixtures of one or more of these esters. The viscosity index improver of the present invention is usually obtained by copolymerizing component (A) in an amount of 0.5 to 10 parts by weight, preferably 1 to 5 parts by weight, per 100 parts by weight of component (B). be. The viscosity index improver of the present invention is copolymerized with components (A) and (B) as essential components, but other components can be used as necessary. Examples of these other components include other nitrogen-containing vinyl monomers (N-vinylpyrrolidone, N-vinylthiopyrrolidone, dialkylaminoalkyl methacrylate, morpholinoethyl methacrylate, N -vinylimidazoles, etc.), and non-vinyl compounds containing nitrogen, etc. (phenothiazines, imidazoles, thiazoles, benzothiazoles, triazoles, thiazorindines, pyrimidines, pyridines, piperidines) , pyrrolidinones, oxazoles, thiomorpholines, etc.) can also be grafted. Examples of other compounds that can be used with component (B) include esters of aliphatic alcohols having 5 or fewer carbon atoms and acrylic acid or methacrylic acid (methyl acrylate, methyl methacrylate, propyl methacrylate, butyl acrylate, amyl methacrylate, etc.); Examples include vinyl aromatic compounds (styrene, vinyltoluene, etc.). In the case of other nitrogen-containing compounds used together with component (A), the amount of these optional components to be used is 100 parts by weight or less, preferably 50 parts by weight, per 100 parts by weight of component (A).
Parts by weight or less. In addition, in the case of a (meth)acrylic acid ester or vinyl aromatic compound having an alkyl group having 5 or less carbon atoms to be used together with component (B), 50 parts by weight or less per 100 parts by weight of component (B). , preferably 3
It is 0 parts by weight or less. The viscosity index improver of the present invention can be easily obtained by conventional methods. For example, component (A) and (
It is obtained by radical polymerizing component B) in mineral oil or a solvent. In this case, an azo type (azobisisobutyronitrile, azobisvaleronitrile, etc.) or a peroxide type (benzoyl peroxide, cumyl peroxide, lauryl peroxide, etc.) is used as a polymerization catalyst. When graft copolymerizing component (A), it is preferable to use a peroxide type. In the viscosity index improver of the present invention, both a random copolymer and a graft copolymer of components (A) and (B) have excellent effects, but the graft copolymer is more excellent. It is preferable because it shows good sludge dispersibility. There is also a preferable range for the molecular weight. If the molecular weight is too large, the viscosity index improver cannot resist mechanical ∇ shearing force and the polymer chains break, making it impossible to maintain the required viscosity for a long period of time. Furthermore, if the molecular weight is too small, the required viscosity cannot be obtained unless a large amount of an expensive viscosity index improver is used. Usually, the weight average molecular weight is 3
The range is from 10,000 to 200,000, preferably from 50,000 to 150,000. The amount of the viscosity index improver used in the present invention depends on the viscosity of the added mineral oil, etc., but is usually 2% to 20%, preferably 4% to 10%, based on the polymer content. The viscosity index improver of the present invention exhibits excellent effects when used in automatic transmission oil for automobiles. The automatic transmission oil here is generally called torque converter oil, and is a hydraulic oil for automatic transmissions. The viscosity index improver of the present invention may contain other optional ingredients such as detergents (sulfonate, salicylate, etc.).
phenate-based, naphthenate-based, etc.), dispersants (isobutenyl succinimide-based, Mannich condensate-based, etc.)
, antioxidants (zinc dithiophosphate, amine-based,
Even if it contains oil-based agents (fatty acid-based, fatty acid ester-based, etc.), friction and wear modifiers (molybdenum dithiophosphate, molybdenum carbamate, etc.), extreme pressure agents (sulfur-phosphorus-based, chlorine-based, etc.) good. [0014] The present invention will be explained in detail with reference to Examples below, but the present invention is not limited thereto. In addition, all molecular weights in the examples represent weight average molecular weights, and % represents weight %. (Synthesis Example 1) 150 g of mineral oil was placed in a 1-liter glass reactor equipped with a stirrer, thermometer, and condenser, and after replacing the air in the reactor with nitrogen,
While raising the temperature to 70 degrees and flowing a small amount of nitrogen, a mixture of 70 g of methyl methacrylate, 7 g of dimethylaminopropyl methacrylamide, 250 g of lauryl methacrylate, 23 g of octadecyl methacrylate, 1.7 g of azobisisobutyronitrile, and 2.0 g of lauryl mercaptan was added. Polymerization was carried out at the same temperature for 2 hours while dropping. after that,
In order to complete the polymerization, the temperature was raised to 100 degrees Celsius, and the polymerization was continued for an additional 3 hours. As a result, a random copolymer with a molecular weight of 70,000 was obtained. (Synthesis Example 2) 150g of mineral oil was placed in a reactor similar to that used in Synthesis Example 1, and 70g of methyl methacrylate, 250g of lauryl methacrylate, 23g of octadecyl methacrylate, and 1 benzoyl peroxide were added in the same manner as in Synthesis Example 1. .3g, lauryl mercaptan2.
Polymerization was carried out by dropping 0 g of the mixture over 2 hours. After further polymerization for 1 hour at the same temperature, 7 g of dimethylaminopropyl methacrylamide and 0.0 g of benzoyl peroxide were added.
5 g was added and polymerized at the same temperature for 3 hours. As a result, a graft copolymer with a molecular weight of 90,000 was obtained. (Synthesis Example 3) A random copolymer with a molecular weight of 65,000 consisting of 70 g of butyl methacrylate, 7 g of diethylaminoethyl acrylamide, 100 g of decyl acrylate, 150 g of lauryl methacrylate, and 23 g of octadecyl methacrylate was obtained in the same manner as in Synthesis Example 1. Ta. (Synthesis Example 4) A random copolymer with a molecular weight of 100,000 consisting of 70 g of methyl methacrylate, 15 g of dibutylaminoethyl methacrylamide, 30 g of styrene, 150 g of lauryl methacrylate, and 85 g of hexadecyl methacrylate was obtained in the same manner as in Synthesis Example 1. Ta. (Synthesis Example 5) A random copolymer of 70 g of methyl methacrylate, 5 g of dimethylaminopropyl methacrylamide, 2 g of morpholinoethyl methacrylate, 250 g of lauryl methacrylate, and 23 g of octadecyl methacrylate with a molecular weight of 90,000 was prepared in the same manner as in Synthesis Example 1. Obtained union. (Synthesis Example 6) A random copolymer having a molecular weight of 90,000 and consisting of 70 g of methyl methacrylate, 7 g of vinyl pyrrolidone, 250 g of lauryl methacrylate, and 23 g of octadecyl methacrylate was obtained in the same manner as in Synthesis Example 1. (Synthesis Example 7) A random copolymer having a molecular weight of 80,000 and consisting of 70 g of methyl methacrylate, 7 g of morpholinoethyl methacrylate, 250 g of lauryl methacrylate, and 23 g of octadecyl methacrylate was obtained in the same manner as in Synthesis Example 1. (Synthesis Example 8) A random copolymer having a molecular weight of 100,000 and consisting of 70 g of methyl methacrylate, 7 g of dimethylaminoethyl methacrylate, 250 g of lauryl methacrylate, and 23 g of octadecyl methacrylate was obtained in the same manner as in Synthesis Example 1. (Example) 10% of the copolymers of Synthesis Examples 1 to 8, 8% of automatic transmission oil package additive (manufactured by Exxon, ECA4700),
A mixture of 82% mineral oil was prepared and tested for antioxidant properties (JIS
K2514) for 96 hours. As a result, the results shown in Table 1 were obtained. [Table 1] Antioxidant test
| Pentane insoluble content (%)
Sample −−−−−
−−−−−−−−−−−−−−−−−
|
Method A Method B Method B-Method A −−−−−−−−−−−−−−−−−−
−−−−−−−−−−−−−−− Real | Synthesis Example 1 | 0.11
0.32 0.21
2
0.04
0.33 0.29
Example | 3 |
0.15 0.35
0.20
4 0
.. 15 0.33
0.18 |
5 | 0.15
0.37 0.
22 −−−−−−−−−−−−−−−−−
−−−−−−−−−−−−−−−−− Ratio
|Synthesis Example 6 | 0.76
0.86 0.
10 comparison 7
1.16
1.23 0.07
Example | 8 |
1.05 1.12
0.07 [0025] In the table, method A is the amount of sludge obtained by centrifuging the oil after the test, and method B is the amount of sludge obtained by centrifuging the oil after the test. This is the amount of sludge obtained. Therefore, the difference between Method A and Method B indicates the sludge dispersion ability. Furthermore, the amount of sludge in Method A and Method B indicates antioxidant properties, and the smaller the amount, the better the performance. Effects of the Invention When the viscosity index improver of the present invention is used in automatic transmission oil, it can be used in combination with other additives (usually packaged) other than the viscosity index improver for this purpose, resulting in extremely In addition to exhibiting excellent sludge dispersibility, it also has the effect of reducing the amount of sludge generated.
Claims (2)
位とする共重合体からなることを特徴とするオートマチ
ックトランスミッション油用粘度指数向上剤。 (A)成分:ジアルキルアミノアルキル(メタ)アクリ
ルアミド (B)成分:炭素数6以上の脂肪族アルコールの(メタ
)アクリル酸エステル1. A viscosity index improver for automatic transmission oil, comprising a copolymer having the following components (A) and (B) as essential constituent units. (A) Component: dialkylaminoalkyl (meth)acrylamide (B) component: (meth)acrylic acid ester of aliphatic alcohol having 6 or more carbon atoms
重合体に(A)成分を主成分とする単量体がグラフト重
合された共重合体である請求項1記載の粘度指数向上剤
。2. The copolymer according to claim 1, wherein the copolymer is a copolymer obtained by graft-polymerizing a monomer containing component (A) as a main component to a polymer obtained by polymerizing component (B). Viscosity index improver.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10191691A JPH04309598A (en) | 1991-04-05 | 1991-04-05 | Viscosity index improver for automatic transmission oil |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10191691A JPH04309598A (en) | 1991-04-05 | 1991-04-05 | Viscosity index improver for automatic transmission oil |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04309598A true JPH04309598A (en) | 1992-11-02 |
Family
ID=14313237
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10191691A Pending JPH04309598A (en) | 1991-04-05 | 1991-04-05 | Viscosity index improver for automatic transmission oil |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH04309598A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003080773A1 (en) * | 2002-03-27 | 2003-10-02 | Sanyo Chemical Industries, Ltd. | Friction regulator for lubricating oil and lubricating oil composition |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01193308A (en) * | 1987-11-05 | 1989-08-03 | Soc Natl Elf Aquitaine <Snea> | Polymer compound especially useful as additive of lubricant and composition containing the same |
-
1991
- 1991-04-05 JP JP10191691A patent/JPH04309598A/en active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01193308A (en) * | 1987-11-05 | 1989-08-03 | Soc Natl Elf Aquitaine <Snea> | Polymer compound especially useful as additive of lubricant and composition containing the same |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003080773A1 (en) * | 2002-03-27 | 2003-10-02 | Sanyo Chemical Industries, Ltd. | Friction regulator for lubricating oil and lubricating oil composition |
US7579305B2 (en) | 2002-03-27 | 2009-08-25 | Sanyo Chemical Industries, Ltd. | Friction regulator for lubricating oil and lubricating oil composition |
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