JPS5922758B2 - Base oil composition - Google Patents

Base oil composition

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Publication number
JPS5922758B2
JPS5922758B2 JP50125483A JP12548375A JPS5922758B2 JP S5922758 B2 JPS5922758 B2 JP S5922758B2 JP 50125483 A JP50125483 A JP 50125483A JP 12548375 A JP12548375 A JP 12548375A JP S5922758 B2 JPS5922758 B2 JP S5922758B2
Authority
JP
Japan
Prior art keywords
base oil
oils
general formula
hydrotreated
group
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
Application number
JP50125483A
Other languages
Japanese (ja)
Other versions
JPS5168607A (en
Inventor
ベルゲル ハンス
デ リント ウアン ヴエインガ−ルデン ゲルハルト
ヘントリクス ブレ−ケル ヤコブス
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of JPS5168607A publication Critical patent/JPS5168607A/ja
Publication of JPS5922758B2 publication Critical patent/JPS5922758B2/en
Expired legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/24Aldehydes; Ketones
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    • C10M141/00Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/06Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic nitrogen-containing compound
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    • C10M2203/02Well-defined aliphatic compounds
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    • C10M2203/022Well-defined aliphatic compounds saturated
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    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
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    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/066Arylene diamines
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    • C10M2215/221Six-membered rings containing nitrogen and carbon only
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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Description

【発明の詳細な説明】 本発明は、日光に特有な短波長光に対する改良された安
定性を有するベース油組成物例えば潤滑油、トランスミ
ッション液体または工業用油組成物に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to base oil compositions, such as lubricating oils, transmission fluids or industrial oil compositions, which have improved stability to the short wavelength light typical of sunlight.

ベース油の製造において、水素処理(hydro−pr
ocess ing)段階例えば水添分解および/また
はハイドロフィニツシングを実施することは既知である
In the production of base oil, hydro-processing (hydro-pr
It is known to carry out processing steps such as hydrogenolysis and/or hydrofinishing.

斯くの如き水素処理油特に水添分解されたベース油の欠
点は、日光即ち日光に特有の短波長光に対して不安定で
あることである。
A disadvantage of such hydrotreated oils, particularly hydrocracked base oils, is that they are unstable to sunlight, the short wavelength light characteristic of sunlight.

水素処理されたベース油を日光に暴露すると、通常1つ
またはそれ以上の次の望ましくない効果即ち暗色化、曇
り発生およびスラッジ形成が生ずる。
Exposure of hydrotreated base oils to sunlight usually results in one or more of the following undesirable effects: darkening, haze formation, and sludge formation.

ベース油を他の種々の油例えば非水素処理油と配合する
ことによって、該欠点を克服しようとする試みがなされ
てきたが、しかし期くの如き他の油は非常に大量に例え
ば5重量嘱より多く使用されねばならず、このことによ
ってベース油の性質に影響が及ぼされる。
Attempts have been made to overcome this drawback by blending the base oil with a variety of other oils, such as non-hydroprocessed oils, but these other oils are now available in very large quantities, e.g. More must be used and this affects the properties of the base oil.

水素処理ベース油に添加剤を含ませることによって該欠
点を克服しようとする試みもなされた。
Attempts have also been made to overcome this drawback by including additives in the hydrotreated base oil.

例えば米国特許第3702299号にはオルソヒドロキ
シベンゾフェノンおよび脂肪族第1アミンを使用するこ
とが開示されており、また米国特許第3756943号
にはヒンダードフェノール、アミン、およびフェノール
、アルデヒドおよびポリアミンからのマンニッヒ縮合生
成物を使用することが開示されている。
For example, U.S. Patent No. 3,702,299 discloses the use of orthohydroxybenzophenones and aliphatic primary amines, and U.S. Pat. The use of condensation products is disclosed.

本出願人は、今や水素処理ベース油の日光安定性がそれ
にあるキノンを添加することによって有意的に改善され
ることを発見した。
Applicants have now discovered that the sunlight stability of hydrotreated base oils is significantly improved by adding certain quinones to it.

本発明によると、大量部の水素処理ベース油および小量
部の次の一般式 〔式中、R3は一般式 または (式中、各々のR1は同一または異なってもよいがHま
たはC1〜C20のアルキル基例えば01〜C1oのの
アルキル基を示し、但しR1基の少なくとも3つは第3
アルキル基であることを条件とし;各々のR2は同一ま
たは異なってもよいがHまたはC1〜C2oのアルキル
基例えば01〜6のアルキル基を示し;そして口は0ま
たは1〜4の整数を示す) にて示される基を示す〕 にて示されるキノンを含むことを特徴とするべ一油組成
物が提供される。
According to the invention, a large portion of the hydrotreated base oil and a small portion of the following general formula: For example, an alkyl group of 01 to C1o is shown, provided that at least three of the R1 groups are tertiary
provided that it is an alkyl group; each R2, which may be the same or different, represents H or a C1-C2o alkyl group, such as an alkyl group of 01-6; and represents an integer of 0 or 1-4. ) A base oil composition is provided, which is characterized by containing a quinone represented by the following.

一般式Iにて示される好適な化合物は、各々のR1基が
第3アルキル基特に04〜C8の第3アルキル基を示す
化合物であり、第3ブチル基は最も好適なR1基である
Preferred compounds of general formula I are those in which each R1 group represents a tertiary alkyl group, especially a 04-C8 tertiary alkyl group, with the tertiary butyl group being the most preferred R1 group.

また好適な化合物は、各各のR2がHである化合物であ
りそしてR3か一般式Hの基または一般式■の基であっ
てnが0である化合物である。
Also suitable are compounds in which each R2 is H, and R3 is a group of the general formula H or a group of the general formula 3, and n is 0.

一般式Iにて示される最も好適なキノンは、3゜了、
5 、5’−テトラ−第3ブチル−4,4′−ジフェノ
キノンおよび3.3’、5.5’−テトラ−第3ブチル
−4,4′−スチルベンキノン、即ち一般式Iにおいて
R3が一般式■の基であり、各々のR1が第3ブチル基
であり各々のR2がHである化合物、または一般式Iに
おいてR3が一般式■においてnが0である基であり、
各々のR1か第3ブチル基でありそして各々のR2がH
である化合物である。
The most preferred quinones of general formula I are:
5,5'-tetra-tert-butyl-4,4'-diphenoquinone and 3,3',5,5'-tetra-tert-butyl-4,4'-stilbenequinone, i.e., in general formula I, R3 is A compound of the formula (1), in which each R1 is a tertiary butyl group and each R2 is H, or in the general formula I, R3 is a group in the general formula (2), where n is 0,
each R1 is a tertiary butyl group and each R2 is H
It is a compound that is

前記のキノンは慣用的技法のいずれによっても製造され
てよいが、好適には該2,6−ジアルキルフエノールま
たは2,6−ジアルキルフレソールを有機または無機酸
化剤と反応させることによって製造される。
The quinones may be prepared by any conventional technique, but are preferably prepared by reacting the 2,6-dialkylphenol or 2,6-dialkylfuresol with an organic or inorganic oxidizing agent.

適切な酸化剤としては空気、酸素、ベンゾイルペルオキ
シド、第3ブチルペルオキシドがある。
Suitable oxidizing agents include air, oxygen, benzoyl peroxide, tert-butyl peroxide.

反応は通常溶剤例えばクロロベンゼン中lこて窒素下に
および高められた温度例えば100〜200℃にて実施
される。
The reaction is usually carried out in a solvent such as chlorobenzene under nitrogen and at an elevated temperature such as 100 DEG to 200 DEG C.

触媒例えば塩化第一銅および第3アミンの錯体を使用し
てよい。
Catalysts such as cuprous chloride and complexes of tertiary amines may be used.

水素処理ベース油に添加されてよい一般式Iの化合物の
量は広い範囲で変化してよいが、通常は水素処理ベース
油重量に基づいて0.0001〜2.0重量%好適には
0.001〜0.1重量うさらに好適には0.001〜
0.05重量%である。
The amount of compound of general formula I that may be added to the hydrotreated base oil may vary within wide limits, but is usually between 0.0001 and 2.0% by weight, based on the weight of the hydrotreated base oil, preferably 0.0001% to 2.0% by weight, based on the weight of the hydrotreated base oil. 001~0.1 weight, more preferably 0.001~
It is 0.05% by weight.

本発明によるベース油組成物は、また酸化防止剤を含ん
でもよい。
The base oil composition according to the invention may also contain antioxidants.

好適な酸化防止剤は、一般式(式中、R4は有機の基を
示し、R3はHまたは有機の基を示し、そして各々のR
6は同一または異なってもよいがHまたは有機の基を示
す)にて示される化合物の如く、芳香族核に結合した少
なくとも1つの第2アミンを有する芳香族アミンである
Suitable antioxidants have the general formula (wherein R4 represents an organic group, R3 represents H or an organic group, and each R
6 represents H or an organic group, which may be the same or different, is an aromatic amine having at least one secondary amine bonded to an aromatic nucleus.

前記角■の適切な化合物は、R4が置換または非置換の
脂肪族、芳香族または複素環式基であり、R5がHまた
はR4と同じ基であり、そして各々のR6がHまたはア
ルキル基例えばC1〜C6のアルキル基である化合物で
ある。
Suitable compounds of the above angle (3) are those in which R4 is a substituted or unsubstituted aliphatic, aromatic or heterocyclic group, R5 is H or the same group as R4, and each R6 is H or an alkyl group, e.g. It is a compound that is a C1 to C6 alkyl group.

好適にはR4は01〜2oのアルキル基例えば01〜6
のアルキル基であり、第2アルキル基例えば第2ブチル
基が特に好適である。
Suitably R4 is an alkyl group of 01-2o, for example 01-6
alkyl groups, with secondary alkyl groups such as sec-butyl groups being particularly preferred.

好適にはR5はR4と同じ基であり、そして好適には各
々のR6はHである。
Preferably R5 is the same group as R4 and preferably each R6 is H.

適切な化合物はN、N−ジー第2ブチル−p−フェニレ
ンジアミンである。
A suitable compound is N,N-di-sec-butyl-p-phenylenediamine.

水素処理ベース油に添加されてよい酸化防止剤の量は大
幅に変化してよいが、通常は水素処理ベース油重量に基
づいて0.0001〜2.0重量カ好適には0.000
1〜0.05重量%である。
The amount of antioxidant that may be added to the hydrotreated base oil may vary widely, but typically ranges from 0.0001 to 2.0% by weight, preferably 0.000% by weight, based on the weight of the hydrotreated base oil.
It is 1 to 0.05% by weight.

前記のキノンの長所は特に、水素処理油の日光安定性を
改善することに加えて、キノンが水素処理油の乳化性に
悪影響を及ぼさないことである。
The advantage of the quinones mentioned above is in particular that, in addition to improving the sunlight stability of the hydrotreated oils, the quinones do not have an adverse effect on the emulsifying properties of the hydrotreated oils.

本発明は、ハイドロフィニツシングされたおよび/また
は水添分解されたベース油の日光安定性を改善するため
に有用であり、また水添分解されたまたは水添分解およ
びハイドロフィニツシングされたベース油の日光安定性
を改善するために特に有用である。
The present invention is useful for improving the sunlight stability of hydrofinished and/or hydrocracked base oils, and is useful for improving the sunlight stability of hydrofinished and/or hydrocracked base oils. Particularly useful for improving the sunlight stability of base oils.

水素処理油は石炭、ビチューメンシエールまたはクール
サンドの熱分解によって得られる重質石油留分から誘導
される炭化水素の混合物から誘導されてよいが、好適に
は原油から誘導され例えば真空蒸留留分、脱アスファル
)化(de−aspha −+tea)石油留分または
スラツクワックス(slackwax)から誘導される
Hydrotreated oils may be derived from mixtures of hydrocarbons derived from heavy petroleum fractions obtained by pyrolysis of coal, bitumen ciere or cool sands, but are preferably derived from crude oils, e.g. De-asphal-+tea is derived from petroleum fractions or slackwax.

少なくとも部分的に潤滑油の沸点範囲より高い温度にて
沸騰する石油留分が、有利に使用される。
Petroleum fractions that boil at least partially above the boiling range of the lubricating oil are advantageously used.

全般的に、ハイドロフイニツシングは供給原料の性質に
依存する条件下に行なわれる穏やかな水素化処理である
が、通常は供給原料を水素化触媒の存在下に通常150
〜350℃の温度および通常10〜200バールの圧力
にて水素と接触させることを含む。
In general, hydrofinishing is a mild hydrotreating process carried out under conditions that depend on the nature of the feedstock, but typically the feedstock is heated to 150 ml in the presence of a hydrogenation catalyst.
It involves contacting with hydrogen at a temperature of ~350<0>C and a pressure typically between 10 and 200 bar.

該処理は通常、慣用的溶剤抽出段階に加えて実施される
The treatment is usually carried out in addition to a conventional solvent extraction step.

ハイドロフィニツシングは通常、供給原料の粘度指数を
増加せしめない。
Hydrofinishing typically does not increase the viscosity index of the feedstock.

全般的に、水添分解は供給原料の性質に依存する条件下
に行なわれる一層苛酷な処理であるが、通常は供給原料
を水素化触媒(ハイドロフィニツシングにおいて使用さ
れる触媒と同一のまたは異なる触媒であってもよい)の
存在下に通常350〜500℃の温度および通常60〜
200バールの圧力にて水素と接触させることを含む。
Overall, hydrocracking is a more severe process carried out under conditions that depend on the nature of the feedstock, but typically the feedstock is treated with a hydrogenation catalyst (the same catalyst used in hydrofinishing or (which may be different catalysts) at a temperature of usually 350-500°C and usually 60-500°C.
including contacting with hydrogen at a pressure of 200 bar.

水添分解は通常、慣用的溶剤抽出段階の代りに実施され
る。
Hydrogenolysis is usually carried out in place of the conventional solvent extraction step.

水添分解は通常、供給原料の粘度指数を増加せしめ、そ
して高い、非常に高いおよび格別に高い粘度指数の潤滑
用ベース油の製造に用いられる。
Hydrocracking typically increases the viscosity index of the feedstock and is used to produce high, very high and exceptionally high viscosity index lubricating base oils.

全般的に、供給原料が水添分解処理せしめられ次にハイ
ドロフィニツシング処理せしめられる場合には、画処理
のための条件は水添分解ζこついて前記に記載される条
件と類似し、但しハイドロフイニツシング温度は水添分
解温度よりも少なくとも25°C低くされる。
Generally, when the feedstock is hydrocracking and then hydrofinishing, the conditions for image processing are similar to those described above for hydrocracking, with the exception that The hydrofinishing temperature is at least 25°C below the hydrogenolysis temperature.

本発明は、80〜155の範囲の粘度指数を有する水素
処理ベース油の日光安定性を改善するために特に適切で
ある。
The invention is particularly suitable for improving the sunlight stability of hydrotreated base oils having a viscosity index in the range 80-155.

本発明によるベース油組成物はまた、粘度指数改善剤、
耐−摩耗/極高用添加剤、洗浄剤および流動点降下剤の
如き他の添加剤をも含んでよい。
The base oil composition according to the invention also includes a viscosity index improver,
Other additives may also be included, such as anti-wear/extreme strength additives, detergents and pour point depressants.

本発明を次の例によって説明する。The invention will be illustrated by the following example.

例1〜4 これらの実験において、210’Fにて約1]、5cS
tの粘度を有しそして約95の粘度指数を有する水添分
解およびハイドロフィニツシングされた真空留出物であ
る潤滑用ベース油を用いた。
Examples 1-4 In these experiments, approximately 1], 5cS at 210'F
A lubricating base oil was used that was a hydrocracked and hydrofinished vacuum distillate having a viscosity of 100 t and a viscosity index of about 95.

該ベース油に3.3’、5.5’−テトラ−第3ブチル
−4,4′−ジフェノキノン(キノン(:r))または
3.3’、5.5’−テトラ−第3ブチル−4,4′・
−スチルベンキノン(キノン(2))を単独でまたはN
、I’7−ジー第2ブチル−p−フェニレンジアミンと
組合せて添加した。
3.3',5.5'-tetra-tert-butyl-4,4'-diphenoquinone (quinone (:r)) or 3.3',5.5'-tetra-tert-butyl- 4,4'・
-Stilbenequinone (quinone (2)) alone or with N
, I'7-di-sec-butyl-p-phenylenediamine.

次ζこベース油自体およびベース油組成物ニツイて人工
日光安定性試験を行なった。
Next, artificial sunlight stability tests were conducted on the base oil itself and the base oil composition.

該試験において、油301を含むピレツクス(Pyre
x)ASTM流動点試験管を、35±0.5℃に保たれ
た区画室内に置いた。
In the test, Pyrex containing oil 301 was used.
x) An ASTM pour point test tube was placed in a compartment maintained at 35±0.5°C.

次に試験管を2つの螢光灯(Phi−1ips TL4
0w157 )で照らし、そして油中に生ずる曇りまた
はスラッジ形成が認められるまでの時間を測定した。
Next, the test tube was exposed to two fluorescent lights (Phi-1ips TL4
0w157) and the time until any cloudiness or sludge formation was observed in the oil was measured.

結果は次表に示す如くであった。The results were as shown in the table below.

Claims (1)

【特許請求の範囲】 1 大量部の水素処理ベース油および小量部の次の一般
式 〔式中、R3は一般式 または (式中、各々のR1は同一または異なってもよいがHま
たはC1〜2oのアルキル基を示し、但しR1基の少な
くとも3つは第3アルキル基であることを条件とし;各
々のR2は同一または異なってもよいがHまたはC1〜
2oのアルキル基を示し;そしてnは0または1〜4の
整数を示す)にて示される基を示す〕 にて示されるキノンを含むことを特徴とするベース油組
成物。
[Scope of Claims] 1 A large amount of hydrotreated base oil and a small amount of the following general formula [wherein R3 is the general formula or (wherein each R1 may be the same or different, H or C1 ~2o alkyl group, provided that at least three of the R1 groups are tertiary alkyl groups; each R2 may be the same or different, but H or C1~
2o alkyl group; and n is 0 or an integer of 1 to 4) A base oil composition comprising a quinone represented by the following.
JP50125483A 1974-12-10 1975-10-20 Base oil composition Expired JPS5922758B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB5345374 1974-12-10
GB53453/74A GB1502619A (en) 1974-12-10 1974-12-10 Lubricating oil compositions

Publications (2)

Publication Number Publication Date
JPS5168607A JPS5168607A (en) 1976-06-14
JPS5922758B2 true JPS5922758B2 (en) 1984-05-29

Family

ID=10467867

Family Applications (1)

Application Number Title Priority Date Filing Date
JP50125483A Expired JPS5922758B2 (en) 1974-12-10 1975-10-20 Base oil composition

Country Status (8)

Country Link
JP (1) JPS5922758B2 (en)
DE (1) DE2545786C2 (en)
FR (1) FR2294228A1 (en)
GB (1) GB1502619A (en)
IT (1) IT1043354B (en)
NL (1) NL189518C (en)
SE (1) SE412594B (en)
ZA (1) ZA756472B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4498998A (en) * 1980-11-25 1985-02-12 Atlantic Richfield Company Stabilization of hydrocracked oils against UV-light degradation with certain dihydroxy components
US5232614A (en) * 1989-02-23 1993-08-03 Exxon Chemical Patents Inc. Lubricating oil compositions and additives for use therein

Also Published As

Publication number Publication date
SE412594B (en) 1980-03-10
NL189518B (en) 1992-12-01
IT1043354B (en) 1980-02-20
SE7511180L (en) 1976-06-11
FR2294228A1 (en) 1976-07-09
GB1502619A (en) 1978-03-01
NL7512135A (en) 1976-06-14
AU8555975A (en) 1977-04-21
DE2545786C2 (en) 1986-07-17
JPS5168607A (en) 1976-06-14
ZA756472B (en) 1976-09-29
NL189518C (en) 1993-05-03
FR2294228B1 (en) 1981-03-20
DE2545786A1 (en) 1976-06-16

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