JPS6239196B2 - - Google Patents
Info
- Publication number
- JPS6239196B2 JPS6239196B2 JP54061605A JP6160579A JPS6239196B2 JP S6239196 B2 JPS6239196 B2 JP S6239196B2 JP 54061605 A JP54061605 A JP 54061605A JP 6160579 A JP6160579 A JP 6160579A JP S6239196 B2 JPS6239196 B2 JP S6239196B2
- Authority
- JP
- Japan
- Prior art keywords
- ester
- lubricating oil
- composition according
- hydrocarbyl
- weight
- 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.)
- Expired
Links
- 239000010687 lubricating oil Substances 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 15
- 150000002148 esters Chemical class 0.000 claims description 9
- -1 hydrocarbyl ester Chemical class 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 description 5
- 238000005984 hydrogenation reaction Methods 0.000 description 5
- 239000002198 insoluble material Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004517 catalytic hydrocracking Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000007327 hydrogenolysis reaction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003509 tertiary alcohols Chemical class 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000010723 turbine oil Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/70—Esters of monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/044—Acids; Salts or esters thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/08—Resistance to extreme temperature
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
- C10N2040/13—Aircraft turbines
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Lubricants (AREA)
- Liquid Carbonaceous Fuels (AREA)
Description
【発明の詳細な説明】
本発明は不溶性物質の形成に対する改善された
抵抗性を有する潤滑油組成物に関する。これらの
潤滑油は、モーター油およびタービン油に使用さ
れる。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to lubricating oil compositions having improved resistance to the formation of insoluble materials. These lubricating oils are used in motor oils and turbine oils.
水素処理潤滑油が、特に高温、たとえば少なく
とも100℃での使用中に、不溶性物質を形成する
傾向にあることは知られている。本出願人は、こ
のたびオレフイン系不飽和カルボン酸のエステル
がかかる潤滑油中に形成される不溶性物質の量を
減じることを見出した。 It is known that hydrotreated lubricating oils tend to form insoluble materials, especially during use at high temperatures, such as at least 100°C. Applicants have now discovered that esters of olefinically unsaturated carboxylic acids reduce the amount of insoluble material formed in such lubricating oils.
従つて、本発明は、水添処理に付された潤滑油
の多量（ａ major proportion）と一般式ＣoＨ2
ｏ−１COOH（式中、ｎは２〜10好ましくは２〜６
の整数である）のオレフイン系不飽和モノカルボ
ン酸のC8〜C50ヒドロカルビルエステルの少量
（ａ minor proportion）よりなる潤滑油組成物
に関する。 Therefore, the present invention provides a major proportion of the lubricating oil that has been subjected to hydrogenation treatment and the general formula C o H 2
o-1 COOH (where n is 2-10, preferably 2-6
lubricating oil compositions comprising a minor proportion of C8 to C50 hydrocarbyl esters of olefinically unsaturated monocarboxylic acids (integer of ).
エステルのヒドロカルビル基はアルキル基、好
ましくはC10〜C30アルキル基が適している。アル
キル基は線状でも分岐状のものでもよく、実質的
に線状のアルキル基が好ましい。ヒドロカルビル
基はたとえば一つまたはそれより多くのハロ−、
オキシ−、窒素−または硫黄−含有基あるいは原
子で置換または中断されていてもよい。 The hydrocarbyl group of the ester is suitably an alkyl group, preferably a C10 - C30 alkyl group. The alkyl group may be linear or branched, and a substantially linear alkyl group is preferred. Hydrocarbyl groups may include, for example, one or more halo-,
It may be substituted or interrupted with oxy-, nitrogen- or sulfur-containing groups or atoms.
好ましいエステルはアクリル酸および／または
メタクリル酸から誘導したものである。 Preferred esters are those derived from acrylic acid and/or methacrylic acid.
潤滑油に加える好ましいエステルは式：
（式中、
ＲはＨまたはメチル基であり、
R1はC8〜C50、好ましくはC10〜C30アルキル基
である）
で表わされる。 Preferred esters to add to lubricating oils have the formula: (wherein R is H or a methyl group, and R1 is a C8 - C50 , preferably C10 - C30 alkyl group).
エステルはトランスエステル化のようないかな
る方法によつても製造しうるが、適当な酸の適当
なアルコールでの直接エステル化によつて製造す
るのが適している。適当なアルコールには線状ま
たは分岐鎖状の第一、第二または第三アルコール
が含まれる。単一のアルコールまたはアルコール
の混合物を使用しうる。アルコールは天然または
合成のもの、たとえばヒドロホルミル化アルコー
ルである。 Esters may be prepared by any method such as transesterification, but are suitably prepared by direct esterification of a suitable acid with a suitable alcohol. Suitable alcohols include linear or branched primary, secondary or tertiary alcohols. A single alcohol or a mixture of alcohols may be used. The alcohol may be natural or synthetic, such as hydroformylated alcohol.
潤滑油は、これらを製造した原油によりナフテ
ン系、パラフイン系またはナフテン系／パラフイ
ン系混合性の鉱油であるのが好ましい。これらは
油の真空蒸留によつて得られ得、そして水添処理
に付されたものである。本発明は、水素処理した
潤滑油、特に水添分解潤滑油のこれらの中での不
溶性物質の形成に対する抵抗性を改善するのに有
用である。一般に、水添分解は油の性質に依る条
件下での厳しい水添処理であるが、通常、水添触
媒の存在下、通常350〜500℃の温度および通常60
〜200バールの圧力で供給原料を水素と接触させ
ることよりなる。水添分解は普通、通常の溶媒抽
出工程の代りに行なう。水添分解は普通供給原料
の粘度指数を増大し、高、超高、極超高粘度指数
潤滑油の製造に使う。水添分解潤滑油は、穏やか
な水添工程であるハイドロフイニツシング工程を
受けさせることもできる。 Preferably, the lubricating oil is a naphthenic, paraffinic or mixed naphthenic/paraffinic mineral oil, depending on the crude oil from which it was produced. These can be obtained by vacuum distillation of oils and subjected to hydrogenation treatment. The present invention is useful for improving the resistance of hydrotreated lubricating oils, particularly hydrocracked lubricating oils, to the formation of insoluble materials therein. In general, hydrocracking is a severe hydrogenation process under conditions that depend on the properties of the oil, but usually in the presence of a hydrogenation catalyst, at a temperature of usually 350-500°C, and usually at a temperature of 60°C.
It consists of contacting the feedstock with hydrogen at a pressure of ~200 bar. Hydrogenolysis is usually performed in place of the conventional solvent extraction step. Hydrocracking commonly increases the viscosity index of feedstocks and is used to produce high, very high, and very high viscosity index lubricating oils. Hydrogenated lubricating oils can also be subjected to a hydrofinishing process, which is a mild hydrogenation process.
潤滑油組成物中に存在するエステルの量は広範
囲内、たとえば潤滑油の重量に基づいて、0.001
〜10重量％、好ましくは0.01〜2.0重量％で変化
させうる。 The amount of ester present in the lubricating oil composition may be within a wide range, e.g.
It may vary from ~10% by weight, preferably from 0.01 to 2.0% by weight.
潤滑油組成物は他の添加剤、たとえば流動点降
下剤、防腐剤、粘度および粘度−温度特性を改善
する添加剤、抗酸化剤、金属不動態化剤、極圧お
よび耐摩耗剤を含有しうる。 Lubricating oil compositions contain other additives such as pour point depressants, preservatives, additives to improve viscosity and viscosity-temperature properties, antioxidants, metal passivators, extreme pressure and antiwear agents. sell.
本発明を次の実施例で説明する。 The invention is illustrated by the following examples.
実施例 １および２
これらの実施例では、粗鉱油から誘導した液状
水添分解炭化水素潤滑油を使用した。潤滑油は
V194.5および粘度（98.9℃）5.11センチストーク
スである。潤滑油へ１重量％のC20／C22（１：
４）アルキルアクリレート（実施例１）または
C20／C22（１：４）アルキルメタクリレート（実
施例２）のいずれかを添加する。油組成物（30
ｇ）および油自体（30ｇ；例ａ；比較）に対し
て、空気を混合物に168時間吹込み（15／時）、
その後形成した不溶性物質の量を測定することに
よつて試験した。得られた結果は0.36重量％（実
施例１）、0.33重量％（実施例２）および0.55重
量％（例ａ）であつた。実施例１と例ａ（比較
例）の組成物が使用されたフオード・コルチナ
HT試験から、実施例１の組成物がピストンスカ
ートの清浄およびピストンリング付着性挙動の改
善を示すことが認められた。Examples 1 and 2 In these examples, a liquid hydrocracked hydrocarbon lubricating oil derived from crude mineral oil was used. The lubricating oil
V194.5 and viscosity (98.9°C) 5.11 centistokes. 1% by weight of C 20 /C 22 (1:
4) Alkyl acrylate (Example 1) or
Add either C 20 /C 22 (1:4) alkyl methacrylate (Example 2). Oil composition (30
g) and the oil itself (30 g; example a; comparison), blowing air into the mixture for 168 hours (15/h);
It was then tested by measuring the amount of insoluble material formed. The results obtained were 0.36% by weight (Example 1), 0.33% by weight (Example 2) and 0.55% by weight (Example a). Foud Cortina using the compositions of example 1 and example a (comparative example)
From the HT tests, it was observed that the composition of Example 1 showed improved piston skirt cleaning and piston ring adhesion behavior.
Claims (1)
ン系不飽和カルボン酸のヒドロカルビルエステル
の少量よりなる潤滑油組成物において、該エステ
ルが一般式 ＣoＨ2o-1COOH （式中、ｎは２〜10の整数である） のオレフイン系不飽和モノカルボン酸のC8〜C50
ヒドロカルビルエステルであることを特徴とす
る、潤滑油組成物。 ２ ヒドロカルビルエステルがC10〜C30ヒドロカ
ルビルエステルであることを特徴とする、特許請
求の範囲第１項記載の組成物。 ３ エステルがアクリル酸および／またはメタク
リル酸のエステルであることを特徴とする、特許
請求の範囲第１項または第２項記載の組成物。 ４ 潤滑油が水添分解潤滑油であることを特徴と
する、特許請求の範囲第１〜３項のいずれか一項
記載の組成物。 ５ エステルの量が0.01〜2.0重量％であること
を特徴とする、特許請求の範囲第１〜４項のいず
れか一項記載の組成物。[Scope of Claims] 1. A lubricating oil composition comprising a large amount of a hydrogenated lubricating oil and a small amount of a hydrocarbyl ester of an olefinically unsaturated carboxylic acid, wherein the ester has the general formula C o H 2o-1 COOH (wherein n is an integer from 2 to 10)
A lubricating oil composition characterized in that it is a hydrocarbyl ester. 2. Composition according to claim 1, characterized in that the hydrocarbyl ester is a C10 - C30 hydrocarbyl ester. 3. The composition according to claim 1 or 2, characterized in that the ester is an ester of acrylic acid and/or methacrylic acid. 4. The composition according to any one of claims 1 to 3, wherein the lubricating oil is a hydrogenated lubricating oil. 5. Composition according to any one of claims 1 to 4, characterized in that the amount of ester is 0.01 to 2.0% by weight.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB21049/78A GB1596126A (en) | 1978-05-22 | 1978-05-22 | Hydrocarbon oil composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54153806A JPS54153806A (en) | 1979-12-04 |
| JPS6239196B2 true JPS6239196B2 (en) | 1987-08-21 |
Family
ID=10156338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6160579A Granted JPS54153806A (en) | 1978-05-22 | 1979-05-21 | Liquid hydrocarbon oil composition containing unsaturated carboxylic acid ester |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0005873B1 (en) |
| JP (1) | JPS54153806A (en) |
| CA (1) | CA1126719A (en) |
| DE (1) | DE2963146D1 (en) |
| GB (1) | GB1596126A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63318402A (en) * | 1987-06-19 | 1988-12-27 | 東京電力株式会社 | Robot for work |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3700363A1 (en) * | 1987-01-08 | 1988-07-21 | Basf Ag | FUEL OR LUBRICANT COMPOSITION AND USE OF POLYBUTYL OR POLYISOBUTYL DERIVATIVES IN THE SAME |
| DE69620416T2 (en) * | 1995-06-08 | 2002-08-29 | Idemitsu Kosan Co. Ltd., Tokio/Tokyo | FLAME-RESISTANT LIQUIDS |
| US6136759A (en) * | 1998-01-29 | 2000-10-24 | Idemitsu Kosan Co., Ltd. | Additive composition |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS491604A (en) * | 1972-04-19 | 1974-01-09 | ||
| JPS4926303A (en) * | 1972-05-08 | 1974-03-08 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2204597A (en) * | 1937-02-23 | 1940-06-18 | Standard Oil Co | Compounded lubricant |
| US2341565A (en) * | 1940-01-22 | 1944-02-15 | Standard Oil Co California | Compounded oil |
| GB1525804A (en) * | 1976-03-17 | 1978-09-20 | Shell Int Research | Middle distillate fuel compositions |
-
1978
- 1978-05-22 GB GB21049/78A patent/GB1596126A/en not_active Expired
-
1979
- 1979-04-09 CA CA325,149A patent/CA1126719A/en not_active Expired
- 1979-05-10 DE DE7979200228T patent/DE2963146D1/en not_active Expired
- 1979-05-10 EP EP79200228A patent/EP0005873B1/en not_active Expired
- 1979-05-21 JP JP6160579A patent/JPS54153806A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS491604A (en) * | 1972-04-19 | 1974-01-09 | ||
| JPS4926303A (en) * | 1972-05-08 | 1974-03-08 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63318402A (en) * | 1987-06-19 | 1988-12-27 | 東京電力株式会社 | Robot for work |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54153806A (en) | 1979-12-04 |
| EP0005873A1 (en) | 1979-12-12 |
| DE2963146D1 (en) | 1982-08-12 |
| EP0005873B1 (en) | 1982-06-23 |
| GB1596126A (en) | 1981-08-19 |
| CA1126719A (en) | 1982-06-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2617199C (en) | Fuel additives | |
| WO2001053247A1 (en) | Biodegradable oleic estolide ester having saturated fatty acid end group useful as lubricant base stock | |
| US4152278A (en) | Wax esters of vegetable oil fatty acids useful as lubricants | |
| JP3857737B2 (en) | Industrial pentaerythritol ester as lubricant base stock | |
| GB413637A (en) | A process for improving hydrocarbons, in particular lubricating oils | |
| DE2843473A1 (en) | LACTONE MODIFIED ESTER OILS | |
| CN1081691A (en) | Oil dope and oil composition | |
| US3986966A (en) | Cosulfurized products of high iodine valve triglyceride and nonwax ester of monoethenoid fatty acid as lubricant additives | |
| US7781384B2 (en) | Lubricant base from palm oil and its by-products | |
| JP6682032B1 (en) | Composition | |
| CN1065886C (en) | Oil additives and compositions | |
| US2733235A (en) | Table ii | |
| US3642633A (en) | Lubricant compositions | |
| US4313890A (en) | Polyol ester functional fluids | |
| JPS6239196B2 (en) | ||
| US2330773A (en) | Lubricant | |
| JP3406339B2 (en) | Lubricating oil composition | |
| JPH10306291A (en) | Viscosity index improver having good low temperature characteristic | |
| JPS59122595A (en) | Multigrade engine oil composition for engine with turbocharger | |
| US2411178A (en) | Oil composition | |
| EP1051465A4 (en) | Biodegradable oleic estolide ester base stocks and lubricants | |
| US2852540A (en) | Oil soluble alkali and alkaline earth metal salts of p-acylamino phenols | |
| AU640823B2 (en) | Lubricant compositions for autotraction | |
| US2764551A (en) | Ashless detergent additive for lubricating oils | |
| US2113752A (en) | Lubricating oil |