JP2010528156A5 - - Google Patents
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- JP2010528156A5 JP2010528156A5 JP2010509454A JP2010509454A JP2010528156A5 JP 2010528156 A5 JP2010528156 A5 JP 2010528156A5 JP 2010509454 A JP2010509454 A JP 2010509454A JP 2010509454 A JP2010509454 A JP 2010509454A JP 2010528156 A5 JP2010528156 A5 JP 2010528156A5
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- 239000000203 mixture Substances 0.000 claims description 49
- 230000001050 lubricating Effects 0.000 claims description 48
- -1 ester amide Chemical class 0.000 claims description 19
- 239000005078 molybdenum compound Substances 0.000 claims description 17
- 150000002752 molybdenum compounds Chemical class 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 13
- 229910052750 molybdenum Inorganic materials 0.000 claims description 12
- 239000011733 molybdenum Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000003921 oil Substances 0.000 claims description 9
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- ZOKXTWBITQBERF-UHFFFAOYSA-N molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 8
- 238000002485 combustion reaction Methods 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- 239000011593 sulfur Substances 0.000 claims description 7
- 239000003963 antioxidant agent Substances 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- 239000003599 detergent Substances 0.000 claims description 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- KHYKFSXXGRUKRE-UHFFFAOYSA-J C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S Chemical class C(N)([S-])=S.[Mo+4].C(N)([S-])=S.C(N)([S-])=S.C(N)([S-])=S KHYKFSXXGRUKRE-UHFFFAOYSA-J 0.000 claims description 5
- 230000003078 antioxidant Effects 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 5
- 150000003949 imides Chemical class 0.000 claims description 4
- LOTBYPQQWICYBB-UHFFFAOYSA-N methyl N-hexyl-N-[2-(hexylamino)ethyl]carbamate Chemical compound CCCCCCNCCN(C(=O)OC)CCCCCC LOTBYPQQWICYBB-UHFFFAOYSA-N 0.000 claims description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000011574 phosphorus Substances 0.000 claims description 4
- FEWJPZIEWOKRBE-XIXRPRMCSA-N Mesotartaric acid Chemical compound OC(=O)[C@@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-XIXRPRMCSA-N 0.000 claims description 3
- 239000003607 modifier Substances 0.000 claims description 3
- 239000011975 tartaric acid Substances 0.000 claims description 3
- 229960001367 tartaric acid Drugs 0.000 claims description 3
- 235000002906 tartaric acid Nutrition 0.000 claims description 3
- RAABOESOVLLHRU-UHFFFAOYSA-N Diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 claims description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N Succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 229910000071 diazene Inorganic materials 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000005462 imide group Chemical group 0.000 claims description 2
- 150000003873 salicylate salts Chemical class 0.000 claims description 2
- 229960002317 succinimide Drugs 0.000 claims description 2
- PTISTKLWEJDJID-UHFFFAOYSA-N sulfanylidenemolybdenum Chemical class [Mo]=S PTISTKLWEJDJID-UHFFFAOYSA-N 0.000 claims description 2
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 description 4
- ADOBXTDBFNCOBN-UHFFFAOYSA-N 1-heptadecene Chemical compound CCCCCCCCCCCCCCCC=C ADOBXTDBFNCOBN-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- JJULABXIXFRDCQ-UHFFFAOYSA-N 2,3,4-tritert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1C(C)(C)C JJULABXIXFRDCQ-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N Octadecene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 2
- 231100000693 bioaccumulation Toxicity 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- VAMFXQBUQXONLZ-UHFFFAOYSA-N icos-1-ene Chemical compound CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 150000003892 tartrate salts Chemical class 0.000 description 2
- OBDUMNZXAIUUTH-HWKANZROSA-N (E)-tetradec-2-ene Chemical compound CCCCCCCCCCC\C=C\C OBDUMNZXAIUUTH-HWKANZROSA-N 0.000 description 1
- PJLHTVIBELQURV-UHFFFAOYSA-N 1-pentadecene Chemical compound CCCCCCCCCCCCCC=C PJLHTVIBELQURV-UHFFFAOYSA-N 0.000 description 1
- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N Decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
- 238000005698 Diels-Alder reaction Methods 0.000 description 1
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N Nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N Octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N Pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 230000000111 anti-oxidant Effects 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000008079 hexane Substances 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002646 long chain fatty acid esters Chemical class 0.000 description 1
- 150000004668 long chain fatty acids Chemical group 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000000717 retained Effects 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 229940095068 tetradecene Drugs 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
Description
一実施形態において、本発明は、内燃機関潤滑剤中の酸化防止剤としての式(1)の化合物(一般的には酒石酸誘導体)の用途を提供する。
本発明は、例えば以下の項目を提供する。
(項目1)
潤滑粘性の油、油溶性モリブデン化合物、および式(1)によって表される無灰磨耗防止剤を含む潤滑組成物
[式中、
YおよびY’は、独立して、−O−、>NH、>NR 3 であるか、または、YおよびY’基の両方を一緒にし、2つの>C=O基の間にR 1 −N<基を形成することによって形成されたイミド基であり、
Xは、独立して、−Z−O−Z’−、>CH 2 、>CHR 4 、>CR 4 R 5 、>C(OH)(CO 2 R 2 )、>C(CO 2 R 2 ) 2 、>CCH 2 CO 2 R 2 または>CHOR 6 であり、
ZおよびZ’は、独立して、>CH 2 、>CHR 4 、>CR 4 R 5 、>C(OH)(CO 2 R 2 )、または>CHOR 6 であり、
nは、0〜10であり、ただし、n=1のとき、Xは>CH 2 ではなく、n=2のとき、両方のXが同時に>CH 2 ではなく、
mは、0または1であり、
R 1 は、独立して、水素または一般的に1〜150個の炭素原子を含有するヒドロカルビル基であり、ただし、R 1 が水素であるとき、mは0であり、nは1以上であり、
R 2 は、一般的に1〜150個の炭素原子を含有するヒドロカルビル基であり、
R 3 、R 4 およびR 5 は、独立して、ヒドロカルビル基またはヒドロキシ含有ヒドロカルビル基またはカルボキシル含有ヒドロカルビル基であり、
R 6 は、水素または一般的に1〜150個の炭素原子を含有するヒドロカルビル基である]。
(項目2)
前記式(1)の無灰の磨耗防止剤が、少なくとも1つのヒドロキシポリカルボン酸から誘導される、項目1に記載の潤滑組成物。
(項目3)
前記無灰の磨耗防止剤が、ヒドロキシポリカルボン酸ジエステル、ヒドロキシポリカルボン酸ジアミド、ヒドロキシポリカルボン酸イミド、ヒドロキシポリカルボン酸ジイミド、ヒドロキシポリカルボン酸エステルアミド、ヒドロキシポリカルボン酸エステルイミド、およびヒドロキシポリカルボン酸イミドアミドを含む、項目1に記載の潤滑組成物。
(項目4)
前記式(1)によって表される無灰の磨耗防止剤が、イミド、ジエステル、またはジアミドである、項目1に記載の潤滑組成物。
(項目5)
式(1)のYおよびY’が両方とも−O−である、項目1に記載の潤滑組成物。
(項目6)
式(1)において、mが0または1、nが1〜2と定義され、Xが>CHOR 6 であり、R 1 、R 2 およびR 6 が、独立して、水素または4〜30個の炭素原子を含有するヒド
ロカルビル基である、項目1に記載の潤滑組成物。
(項目7)
前記無灰の磨耗防止剤が酒石酸またはクエン酸から誘導される、項目1に記載の潤滑組成物。
(項目8)
前記無灰の磨耗防止剤が前記潤滑組成物の0.05〜10重量%、または0.1〜5重量%で存在する、項目1に記載の潤滑組成物。
(項目9)
前記油溶性モリブデン化合物が、モリブデンジチオカルバメート類、モリブデンジアルキルジチオホスフェート類、モリブデン化合物のアミン塩類、モリブデンキサンテート類、モリブデン硫化物類、モリブデンカルボキシレート類、およびモリブデンアルコキシド類からなる群の少なくとも1員から選択される、項目1に記載の潤滑組成物。
(項目10)
前記油溶性モリブデン化合物が、モリブデンジチオカルバメート類、モリブデンジアルキルジチオホスフェート類、およびモリブデン化合物のアミン塩類からなる群の少なくとも1員から選択される、項目9に記載の潤滑組成物。
(項目11)
前記油溶性モリブデン化合物が、モリブデンジチオカルバメートである、項目10に記載の潤滑組成物。
(項目12)
前記油溶性モリブデン化合物が、0.5ppm〜2000ppm、1ppm〜700ppm、または20ppm〜250ppmのモリブデンを提供する量で存在する、項目1に記載の潤滑組成物。
(項目13)
前記潤滑組成物が、(i)0.8重量%以下の硫黄含量、(ii)0.2重量%以下のリン含量、または(iii)2重量%以下の硫酸塩灰分の少なくとも1つを有することをさらに特徴とする、項目1に記載の潤滑組成物。
(項目14)
前記潤滑組成物が、(i)0.5重量%以下の硫黄含量、(ii)0.1重量%以下のリン含量、および(iii)1.5重量%以下の硫酸塩灰分含量を有することを特徴とする、項目1に記載の潤滑組成物。
(項目15)
摩擦調整剤(油溶性モリブデン化合物または式(1)の化合物以外のもの)、粘度調節剤、酸化防止剤(油溶性モリブデン化合物以外のもの)、過塩基性洗浄剤、スクシンイミド分散剤、またはそれらの混合物の少なくとも1つをさらに含む、項目1に記載の潤滑組成物。
(項目16)
前記摩擦調整剤が、長鎖脂肪酸アミド類、長鎖脂肪酸エステル類、長鎖脂肪酸エポキシド誘導体類、長鎖脂肪酸イミダゾリン類、およびアルキルリン酸類のアミン塩類からなる群から選択される、項目15に記載の潤滑組成物。
(項目17)
リン含有磨耗防止剤をさらに含む、項目1に記載の潤滑組成物。
(項目18)
過塩基性洗浄剤をさらに含む、項目1に記載の潤滑組成物。
(項目19)
前記過塩基性洗浄剤が、非硫黄含有フェナート類、硫黄含有フェナート類、スルホネート類、サリキサレート類、サリチレート類、およびそれらの混合物からなる群から選択される、項目18に記載の潤滑組成物。
(項目20)
内燃機関を潤滑する方法であって、項目1に記載の前記潤滑組成物を前記内燃機関に
供給するステップを含む方法。
(項目21)
潤滑剤中の酸化防止剤としての酒石酸誘導体の使用。
(項目22)
前記酒石酸誘導体がタルトレートエステルである、項目21に記載の使用。
In one embodiment, the present invention provides the use of a compound of formula (1) (generally a tartaric acid derivative) as an antioxidant in an internal combustion engine lubricant.
For example, the present invention provides the following items.
(Item 1)
Lubricating composition comprising an oil of lubricating viscosity, an oil-soluble molybdenum compound, and an ashless antiwear agent represented by formula (1)
[Where:
Y and Y ′ are independently —O—,>NH,> NR 3 , or both Y and Y ′ groups are taken together and R 1 — between two> C═O groups N <is an imide group formed by forming a group,
X is independently, -Z-O-Z '- ,> CH 2,> CHR 4,> CR 4 R 5,> C (OH) (CO 2 R 2),> C (CO 2 R 2) 2 ,> CCH 2 CO 2 R 2 or> CHOR 6 ;
Z and Z ′ are independently> CH 2 ,> CHR 4 ,> CR 4 R 5 ,> C (OH) (CO 2 R 2 ), or> CHOR 6 ;
n is 0-10, provided that when n = 1, X is not> CH 2 , and when n = 2, both X are not > CH 2 at the same time ,
m is 0 or 1,
R 1 is independently hydrogen or a hydrocarbyl group generally containing 1 to 150 carbon atoms, provided that when R 1 is hydrogen, m is 0 and n is 1 or more. ,
R 2 is a hydrocarbyl group generally containing 1 to 150 carbon atoms;
R 3 , R 4 and R 5 are independently a hydrocarbyl group or a hydroxy-containing hydrocarbyl group or a carboxyl-containing hydrocarbyl group;
R 6 is hydrogen or a hydrocarbyl group generally containing from 1 to 150 carbon atoms].
(Item 2)
The lubricating composition of item 1, wherein the ashless antiwear agent of formula (1) is derived from at least one hydroxypolycarboxylic acid.
(Item 3)
The ashless antiwear agent comprises hydroxypolycarboxylic acid diester, hydroxypolycarboxylic acid diamide, hydroxypolycarboxylic acid imide, hydroxypolycarboxylic acid diimide, hydroxypolycarboxylic acid ester amide, hydroxypolycarboxylic acid ester imide, and hydroxypolycarboxylic acid diamide. The lubricating composition according to item 1, comprising a carboxylic acid imidoamide.
(Item 4)
The lubricating composition according to item 1, wherein the ashless antiwear agent represented by the formula (1) is an imide, a diester, or a diamide.
(Item 5)
The lubricating composition according to item 1, wherein Y and Y ′ in formula (1) are both —O—.
(Item 6)
In formula (1), m is defined as 0 or 1, n is defined as 1-2, X is> CHOR 6 and R 1 , R 2 and R 6 are independently hydrogen or 4-30 Hydrides containing carbon atoms
The lubricating composition according to item 1, which is a locarbyl group.
(Item 7)
The lubricating composition of claim 1, wherein the ashless antiwear agent is derived from tartaric acid or citric acid.
(Item 8)
The lubricating composition of item 1, wherein the ashless antiwear agent is present at 0.05 to 10 wt%, or 0.1 to 5 wt% of the lubricating composition.
(Item 9)
The oil-soluble molybdenum compound is at least one member of the group consisting of molybdenum dithiocarbamates, molybdenum dialkyldithiophosphates, amine salts of molybdenum compounds, molybdenum xanthates, molybdenum sulfides, molybdenum carboxylates, and molybdenum alkoxides. The lubricating composition according to item 1, selected from:
(Item 10)
10. The lubricating composition according to item 9, wherein the oil-soluble molybdenum compound is selected from at least one member of the group consisting of molybdenum dithiocarbamates, molybdenum dialkyldithiophosphates, and amine salts of molybdenum compounds.
(Item 11)
Item 11. The lubricating composition according to Item 10, wherein the oil-soluble molybdenum compound is molybdenum dithiocarbamate.
(Item 12)
The lubricating composition according to item 1, wherein the oil-soluble molybdenum compound is present in an amount providing 0.5 ppm to 2000 ppm, 1 ppm to 700 ppm, or 20 ppm to 250 ppm molybdenum.
(Item 13)
The lubricating composition has at least one of (i) a sulfur content of 0.8% or less, (ii) a phosphorus content of 0.2% or less, or (iii) 2% or less sulfate ash. The lubricating composition according to item 1, further characterized by:
(Item 14)
The lubricating composition has (i) a sulfur content of 0.5 wt% or less, (ii) a phosphorus content of 0.1 wt% or less, and (iii) a sulfate ash content of 1.5 wt% or less. 2. The lubricating composition according to item 1, wherein
(Item 15)
Friction modifier (other than oil-soluble molybdenum compound or compound of formula (1)), viscosity modifier, antioxidant (other than oil-soluble molybdenum compound), overbased detergent, succinimide dispersant, or those The lubricating composition according to item 1, further comprising at least one of a mixture.
(Item 16)
Item 16. The friction modifier is selected from the group consisting of long-chain fatty acid amides, long-chain fatty acid esters, long-chain fatty acid epoxide derivatives, long-chain fatty acid imidazolines, and amine salts of alkyl phosphoric acids. Lubricating composition.
(Item 17)
The lubricating composition according to item 1, further comprising a phosphorus-containing antiwear agent.
(Item 18)
The lubricating composition of item 1, further comprising an overbased detergent.
(Item 19)
19. A lubricating composition according to item 18, wherein the overbased detergent is selected from the group consisting of non-sulfur containing phenates, sulfur containing phenates, sulfonates, salixates, salicylates, and mixtures thereof.
(Item 20)
A method of lubricating an internal combustion engine, wherein the lubricating composition according to item 1 is applied to the internal combustion engine.
A method comprising the step of providing.
(Item 21)
Use of tartaric acid derivatives as antioxidants in lubricants.
(Item 22)
Item 22. The use according to Item 21, wherein the tartaric acid derivative is a tartrate ester.
無灰の磨耗防止剤
一実施形態において、式(1)の化合物は、無灰の磨耗防止剤であり、それは酸化防止剤としても作用することができる。
Ashless Antiwear Agent In one embodiment, the compound of formula (1) is an ashless antiwear agent, which can also act as an antioxidant.
潤滑粘性の油
該潤滑組成物は、潤滑粘性の油を含む。かかる油類としては、天然および合成油、水素化分解、水素化、および水素化精製から生じた油、未精製、精製および再精製油およびそれらの混合物が挙げられる。
Oil of lubricating viscosity The lubricating composition comprises an oil of lubricating viscosity. Such oils include natural and synthetic oils, hydrocracked, hydrogenated, and hydrorefined oils, unrefined, refined and rerefined oils and mixtures thereof.
一実施形態において、該潤滑剤は、式(1)の化合物を採用するとき、フェノール系酸化防止剤を含有しない(または削減した量を含有する)。この実施形態は、式(1)の化合物が、フェノール系酸化防止剤類の部分的または完全な代替品として使用することができるために有益であり得る。第三ブチルフェノールの調製の間に、痕跡量の不純物トリス−t−ブチルフェノールが形成され、最終生成物中に保持されるものと考えられる。トリス−t−ブチルフェノールは、生物蓄積し、堆積物が積み重なって高く集中することが知られている。したがって、式(1)の化合物を酸化防止剤として採用することは、生物蓄積物を減少させる効果があり得る。
In one embodiment, the lubricant does not contain (or contains a reduced amount of) a phenolic antioxidant when employing the compound of formula (1). The exemplary type condition, the compounds of formula (1) is can be beneficial to be able to use as a partial or complete replacement of the phenolic antioxidant compound. During the preparation of tert-butylphenol, it is believed that trace amounts of impurities, tris-t-butylphenol, are formed and retained in the final product. Tris-t-butylphenol is known to bioaccumulate and deposits are highly concentrated. Therefore, employing a compound of formula (1) as an antioxidant can have the effect of reducing bioaccumulation.
硫化して硫化オレフィンを形成することができる適当なオレフィン類の例としては、プロピレン、ブチレン、イソブチレン、ペンテン、ヘキサン、ヘプテン、オクタン、ノネン、デセン、ウンデセン、ドデセン、ウンデシル、トリデセン、テトラデセン、ペンタデセン、ヘキサデセン、ヘプタデセン、オクタデセン、オクタデセネン(octadecenene)、ノノデセン(nonodecene)、エイコセンまたはそれらの混合物が挙げられる。1実施態様において、ヘキサデセン、ヘプタデセン、オクタデセン、オクタデセネン、ノノデセン、エイコセンまたはそれらの混合物、およびそれらのダイマー、トリマーおよびテトラマーは、特に有用なオレフィン類である。あるいは、そのオレフィンは、ジエン、例えば、1,3−ブタジエンなど、と不飽和エステル、例えば、アクリル酸ブチルなど、とのディールス−アルダー付加物であり得る。
Examples of suitable olefins that can be sulfurized to form sulfurized olefins include propylene, butylene, isobutylene, pentene, hexane, heptene, octane, nonene, decene, undecene, dodecene, undecyl, tridecene, tetradecene, pentadecene, hexadecene, heptadecene, octadecene, Okutadesenen (octadecenene), Nonodesen (nonodecene), include eicosene or mixtures thereof. In one embodiment, hexadecene, heptadecene, octadecene, octadecenene, noodecene, eicosene or mixtures thereof, and their dimers, trimers and tetramers are particularly useful olefins. Alternatively, the olefin can be a Diels-Alder adduct of a diene, such as 1,3-butadiene, and an unsaturated ester, such as butyl acrylate.
一実施形態において該潤滑組成物は2−ストロークまたは4−ストロークの船舶ディーゼル内燃機関に適している。一実施形態において、該船舶ディーゼル内燃機関は2−ストロークエンジンである。本発明の該無灰の磨耗防止剤は、船舶ディーゼル潤滑組成物に、0.01〜20重量%、または0.05〜10重量%、または0.1〜5重量%で添加することができる。
In one embodiment, the lubricating composition is suitable for 2-stroke or 4-stroke marine diesel internal combustion engines. In one embodiment, the marine diesel internal combustion engine is a two-stroke engine. The ashless antiwear agent of the present invention is 0.01 to 20 wt%, or 0.05 to 10 wt%, or 0 . It can be added at 1 to 5% by weight.
Claims (15)
YおよびY’は、独立して、−O−、>NH、>NR3であるか、または、YおよびY’基の両方を一緒にし、2つの>C=O基の間にR1−N<基を形成することによって形成されたイミド基であり、
Xは、独立して、−Z−O−Z’−、>CH2、>CHR4、>CR4R5、>C(OH)(CO2R2)、>C(CO2R2)2、>CCH2CO2R2または>CHOR6であり、
ZおよびZ’は、独立して、>CH2、>CHR4、>CR4R5、>C(OH)(CO2R2)、または>CHOR6であり、
nは、0〜10であり、ただし、n=1のとき、Xは>CH2ではなく、n=2のとき、両方のXが同時に>CH2ではなく、
mは、0または1であり、
R1は、独立して、水素または一般的に1〜150個の炭素原子を含有するヒドロカルビル基であり、ただし、R1が水素であるとき、mは0であり、nは1以上であり、
R2は、一般的に1〜150個の炭素原子を含有するヒドロカルビル基であり、
R3、R4およびR5は、独立して、ヒドロカルビル基またはヒドロキシ含有ヒドロカルビル基またはカルボキシル含有ヒドロカルビル基であり、
R6は、水素または一般的に1〜150個の炭素原子を含有するヒドロカルビル基である]。 An oil of lubricating viscosity, an oil soluble molybdenum compound, and a lubricating composition comprising ashless antiwear agent represented by the formula (1)
Y and Y ′ are independently —O—,>NH,> NR 3 , or both Y and Y ′ groups together, R 2 — between two> C═O groups N <is an imide group formed by forming a group,
X is independently, -Z-O-Z '- ,> CH 2,> CHR 4,> CR 4 R 5,> C (OH) (CO 2 R 2),> C (CO 2 R 2) 2 ,> CCH 2 CO 2 R 2 or> CHOR 6 ;
Z and Z ′ are independently> CH 2 ,> CHR 4 ,> CR 4 R 5 ,> C (OH) (CO 2 R 2 ), or> CHOR 6 ;
n is 0-10, provided that when n = 1, X is not> CH 2 , and when n = 2, both X are not> CH 2 at the same time,
m is 0 or 1,
R 1 is independently hydrogen or a hydrocarbyl group generally containing 1 to 150 carbon atoms, provided that when R 1 is hydrogen, m is 0 and n is 1 or more. ,
R 2 is a hydrocarbyl group generally containing 1 to 150 carbon atoms;
R 3 , R 4 and R 5 are independently a hydrocarbyl group or a hydroxy-containing hydrocarbyl group or a carboxyl-containing hydrocarbyl group;
R 6 is hydrogen or a hydrocarbyl group generally containing from 1 to 150 carbon atoms].
供給するステップを含む方法。 A method of lubricating an internal combustion engine comprising the step of supplying the lubricating composition of claim 1 to the internal combustion engine.
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- 2008-05-15 US US12/598,104 patent/US20100197536A1/en not_active Abandoned
- 2008-05-15 JP JP2010509454A patent/JP2010528156A/en active Pending
- 2008-05-15 WO PCT/US2008/063671 patent/WO2008147704A1/en active Application Filing
- 2008-05-15 EP EP08755509A patent/EP2152838B1/en active Active
- 2008-05-15 EP EP12158486.6A patent/EP2463358B1/en active Active
- 2008-05-15 KR KR1020097027028A patent/KR101496484B1/en active IP Right Grant
- 2008-05-15 CN CN200880017335A patent/CN101679900A/en active Pending
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