JPS6014793B2 - lubricant composition - Google Patents

lubricant composition

Info

Publication number
JPS6014793B2
JPS6014793B2 JP51096167A JP9616776A JPS6014793B2 JP S6014793 B2 JPS6014793 B2 JP S6014793B2 JP 51096167 A JP51096167 A JP 51096167A JP 9616776 A JP9616776 A JP 9616776A JP S6014793 B2 JPS6014793 B2 JP S6014793B2
Authority
JP
Japan
Prior art keywords
nickel
lubricant composition
sulfide
oils
composition according
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
JP51096167A
Other languages
Japanese (ja)
Other versions
JPS5224203A (en
Inventor
エルドン・レスター・アームストロング
サミユエル・ジヨセフ・レオナルデイ
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.)
ExxonMobil Oil Corp
Original Assignee
Mobil Oil Corp
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 Mobil Oil Corp filed Critical Mobil Oil Corp
Publication of JPS5224203A publication Critical patent/JPS5224203A/en
Publication of JPS6014793B2 publication Critical patent/JPS6014793B2/en
Expired legal-status Critical Current

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Classifications

    • 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
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/18—Complexes with metals
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026—Butene
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
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    • 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
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    • 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
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    • 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
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    • C10M2207/28—Esters
    • C10M2207/286—Esters of polymerised unsaturated acids
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    • C10M2207/28—Esters
    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
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    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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    • C10M2215/10—Amides of carbonic or haloformic acids
    • C10M2215/102—Ureas; Semicarbazides; Allophanates
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
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    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/088—Neutral salts
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    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2219/089—Overbased salts
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
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    • C10M2223/042—Metal salts thereof
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    • C10M2223/045—Metal containing thio derivatives
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    • C10M2229/02—Unspecified siloxanes; Silicones
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    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/16—Groups 8, 9, or 10
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Semi-solids; greasy

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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)
  • Dental Preparations (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Description

【発明の詳細な説明】 この発明は潤滑剤に関する。[Detailed description of the invention] This invention relates to lubricants.

更に詳しくはこのＺ発明は例えば太陽光線のような化学
放射線源に存在する柴外線によって通常劣化作用を受け
る潤滑剤組成物に関する。更に詳しくはこの発明の一面
においては、この発明は潤滑粘度の油、水添クラッキン
グした潤滑油、作動油、鉱油またはその留Ｚ分、自動車
油、ギャ油、変速機油、ワックス、グリース及び柴外線
の劣化作業に対して安定剤の存在を必要とする他の潤滑
剤の形態のものに関する。一般に、潤滑油の製造におい
ては、例えば水添２クラッキングによって造つた潤滑油
は比較的高い粘度指数のものとなり、他の製造操作には
不向きなある種の原料を使用することを可能とするか、
他方において、水添クラッキングにより造った潤滑油は
柴外線の劣化作用に対して安定性が乏し２く、太陽光線
または他の化学放射線源のような柴外光線に暴露すると
急速に懸濁不溶性物質及び（または）沈殿した不落性物
質を生ずる額向があり、柴外線を吸収できる化合物例え
ばヒドロキシベンゾフェノン及びヒドロキシフヱニルベ
ンゾト３リアゾールは水添クラッキングした油の光安定
性に若干の改善を与える。普通の酸化防止剤もまた若干
の利益をもつ。へスキンズ（Ｈｅｓｋｉ船）及びジレツ
ト（Ｇｕｉｌｌｅｔ）は マクモ レ キ ユ − ル
ズ３（ＮＧｃｒｏｍｏｌｅｃｕｌｅｓ）１（１９６＃
王）の９刀頁の「メカニズム・オブ・ウルトラバイオレ
ット・スタピライゼーシヨン・オブ・ポリマーズ（Ｍｅ
ｃｈａｎｉｓｍｏｆＵｉｔｒａｖ；ｏｌｅｔＳｔａｂｊ
ｌｉｚａｔｉｎｏｆＰｏＩＭｍｅ岱）」なる報文におい
て最初に柴外線保護のエネルギー伝達４機構を提唱した
。More particularly, this Z invention relates to lubricant compositions which are normally subject to the degrading effects of radiation present in sources of actinic radiation, such as sunlight. More specifically, in one aspect of the invention, the invention provides oils of lubricating viscosity, hydrogenated cracked lubricants, hydraulic oils, mineral oils or fractions thereof, automobile oils, gear oils, transmission oils, waxes, greases, and Shibagai wires. Concerning other forms of lubricants which require the presence of stabilizers against the deterioration of the lubricants. In general, in the production of lubricating oils, lubricating oils made, for example, by hydrogenation cracking, have relatively high viscosity indexes, making it possible to use certain raw materials that are unsuitable for other manufacturing operations. ,
On the other hand, lubricating oils made by hydrogenocracking have poor stability against the degrading effects of solar radiation, and when exposed to solar radiation, such as sunlight or other sources of actinic radiation, rapidly release suspended insoluble materials. and/or compounds that are capable of absorbing chromophores, such as hydroxybenzophenone and hydroxyphenylbenzotriazole, which produce precipitated, non-precipitable substances, provide some improvement in the photostability of hydrogenated cracked oils. give. Common antioxidants also have some benefit. Heski's and Guillet's NGcromolecules 3 (196#)
``Mechanism of Ultra Violet Staphylation of Polymers'' on page 9 of
chanismofUitrav;oletStabj
He first proposed four energy transfer mechanisms for radiation protection in a paper titled lizatinofPoIMme岱).

市販の入手しうる柴外線安定剤も分類別及び機能別に掲
載され、カークーオスマー（Ｋｉｒｋ−○ｔｈｍｅｒ）
著の百科辞典である「ェンサイクロベデイア・オブ・ケ
ミカル・テクノロジ‐（Ｅｎｃｙｃｌｏｐｅｄｊａｏｆ
ｃｈｅｍｉｃａｌＴｅｃｈｎｏｌｏ期）第２版、第２１
巻、１１５−１２２頁における構造により同定できる。
ュアリ（ｍｊ）はケミストリー・エンド・インダストリ
ー（Ｃｈｅｍｉｓｔひ、ａｎｄＩｎｄｕｓｔｒｙ）謙３
月１日号（１９７０手）１９９〜２０３頁所載の「サー
マル・エンド・ホトケミカル・オキシデーシヨン・オブ
・ポリマーズ・エンド・イツツ・プリベ ン ショ ン
（Ｔｈｅｒｍａｌ ａｎｄＰｈｏｔｏｃｈｅｍｉｃａｌ
０ｘｉｄａｔｉｏｎ ｏｆ ＰｏＩＭｍｅｒｓ ａｎ
ｄ ＩｔｓＰｒｅｖｅｎｔｉｏｎ）」においてビス（ス
チルベンジチオレート）ニッケルの普通の酸化防止効果
（ハイドロバーナキサィド分解及びフリーラジカル捕捉
）及びその紫外線劣化防止性を引用している。英国特許
第１２６３９１ぴ号（１９７２）では、プラスチック材
料に対する酸化防止剤としてビス（スチルベンジチオレ
ート）ニッケルが開示されている。この明細書はこの添
加剤のすぐれたハイドロバーオキサィド分解能力をも述
べている。米国特許第粉３２３０４号は水添クラッキン
グしし油を安定化するための芳香族アゾ化合物の使用を
開示している。Commercially available Shibai line stabilizers are also listed by classification and function, including Kirk-○thmer.
Encyclopedia of Chemical Technology, an encyclopedia written by
chemical technology period) 2nd edition, 21st
Vol., pp. 115-122.
Chemistry End Industry (Chemist Hi, and Industry) Ken 3
"Thermal and Photochemical Oxidation of Polymers End Their Prevention (Thermal and Photochemical Oxidation of Polymers End Their Prevention)" published in the May 1 issue (1970), pages 199-203.
Oxidation of PoIMmers an
dItsPrevention) cites the common antioxidant effects of nickel bis(stilbene dithiolate) (hydroburnaxide decomposition and free radical scavenging) and its anti-UV degradation properties. British Patent No. 126391 (1972) discloses nickel bis(stilbene dithiolate) as an antioxidant for plastic materials. The specification also mentions the excellent hydroperoxide decomposition ability of this additive. US Pat. No. 32,304 discloses the use of aromatic azo compounds to stabilize hydrogenated cracked perilla oil.

しかしこれらの開示はいずれも有機硫黄含有ニッケル銭
化合物を含有する潤滑剤組成物を示してはいない。この
発明によれば、太陽光線或は他の化学放射線源中に存在
する紫外光線による潤滑剤組成物の劣化を有機ィオウ含
有ニッケル銭化合物を混入させることせによって効果的
に防止できることが発見された。However, none of these disclosures disclose lubricant compositions containing organic sulfur-containing nickel compounds. According to the present invention, it has been discovered that deterioration of lubricant compositions due to ultraviolet radiation present in sunlight or other sources of actinic radiation can be effectively prevented by incorporating an organic sulfur-containing nickel compound. .

これらのニッケル鈴化合物は、潤滑粘度の油、ハイドロ
クラツキングした潤滑油、作動油鉱油またはその蟹分、
自動車油、ギャ油、変速機油、ワックス、グリース及び
紫外線の劣化作用に対して安定剤の存在を必要とする他
の潤滑油等の潤滑媒体における紫外線による劣化作用を
防止するのに特に効果的である。有機イオウ含有ニッケ
ル鍔化合物は紫外線の劣化作用に対して所望する保護を
潤滑剤に付与するのに充分な量で効果的に使用される。These nickel-tin compounds can be used in oils of lubricating viscosity, hydrocracked lubricants, hydraulic oils mineral oils or their components,
Particularly effective in preventing the degrading effects of ultraviolet light in lubricating media such as motor oils, gear oils, transmission oils, waxes, greases and other lubricating oils that require the presence of stabilizers against the degrading effects of ultraviolet light. be. The organic sulfur-containing nickel collar compound is effectively used in an amount sufficient to provide the lubricant with the desired protection against the degrading effects of ultraviolet radiation.

多くの場合、ニッケル錆化合物は潤滑剤組成物全重量の
約０．０１重量％〜約５重量％、好ましくは約０．１〜
約２重量％の量で使用される。ここで使用する「ニッケ
ル鰭化合物」という用語はキレート環を形成するニッケ
ル化合物を含む、前述の様に有機ィオウ含有ニッケル錆
化合物は、潤滑粘度の油及びグリース（前述の油いずれ
もがべヒクルとして使用できる）等のいずれの潤滑媒体
にも混入できる。一般に合成油も紫外線による劣化作用
から保護され、合成油は鍵油と組合わせても使用でき、
グリースのべヒクルとしても使用できる。代表的な合成
べヒクルとしてはポリィソブチレン、ポリブデン、水素
水ポリデセン、ポリプロピレングリコール、ポリエチレ
ングリコール、トリメチロールプロパンェステル、ネオ
ベンチル及びペンタエリスリトールエステル、ジ（２−
エチルヘキシル）セバート、ジ（２ーエチルヘキシル）
アジベート、ジブチルフタレート、フルオロ力−ボン、
シリケートェステル、シラン、リン含有酸のェステル、
液体尿素、フェロセン誘導体、水素化鉱油、鎖状ポリフ
ェノール、シロキサン及びシリコーン（ポリシロキサン
）、及びアルキル置換ジフェニルェーテル（たとえばプ
チル置換ビス−（Ｐ−フエノキシフエニル）エーテル、
フエノキシフェニルェーテル等）がある。Often the nickel rust compound will be from about 0.01% to about 5% by weight of the total weight of the lubricant composition, preferably from about 0.1% to about 5% by weight of the total lubricant composition.
It is used in an amount of about 2% by weight. As used herein, the term "nickel fin compound" includes nickel compounds that form chelate rings; It can be mixed into any lubricating medium, such as those that can be used. In general, synthetic oils are also protected from the degrading effects of UV light, and synthetic oils can also be used in combination with key oils.
Can also be used as a grease vehicle. Typical synthetic vehicles include polyisobutylene, polybutene, hydrogenated polydecene, polypropylene glycol, polyethylene glycol, trimethylolpropane ester, neobentyl and pentaerythritol esters, di(2-
ethylhexyl) severt, di(2-ethylhexyl)
adibate, dibutyl phthalate, fluorocarbon,
silicate esters, silanes, esters of phosphorus-containing acids,
Liquid urea, ferrocene derivatives, hydrogenated mineral oils, linear polyphenols, siloxanes and silicones (polysiloxanes), and alkyl-substituted diphenyl ethers (e.g. butyl-substituted bis-(P-phenoxyphenyl) ethers,
phenoxy phenyl ether, etc.).

本発明の時に望ましい有機ィオゥ含有ニッケル銭化合物
は市販されているニッケルフェノールサルフアイド、ニ
ッケルアルキルチオアミン、ニッケルジチオフオスフェ
ート及びニッケルジオカルバメートである。ニッケルフ
ェノールサルフアィドは下記の構造式を有するものが使
用される。Preferred organosulfur-containing nickel compounds in the present invention are commercially available nickel phenol sulfides, nickel alkylthioamines, nickel dithiophosphates, and nickel diocarbamates. Nickel phenol sulfide having the following structural formula is used.

上式中Ｒは水素あるいは３の固以下の炭素原子数のアル
キル基である。In the above formula, R is hydrogen or an alkyl group having 3 or less carbon atoms.

ニッケルフェノールサルフアィドの代表的な例はの構造
式を有するニッケルビス（オクチルフェノール）サルフ
アィド及びの構造式を有するニッケルビスフェノールサ
ルフアイドである。Representative examples of nickel phenol sulfides are nickel bis(octylphenol) sulfide having the structural formula and nickel bisphenol sulfide having the structural formula.

イオウ含有ニッケルフェノールーフェノラートは有用な
物質であり、米国特許第２９７１９４び号及び第２９７
１９４１号に記載されている。Sulfur-containing nickel phenolates are useful materials and are disclosed in U.S. Pat.
No. 1941.

これらは全体のフェノール性水素の一部だけがニッケル
によって置換されたビスフェノールサルフアィドのニッ
ケル塩から成り、下記の様な式を有する。上式中ＲはＨ
あるいは炭素数３の固以下のアルキル基である。They consist of nickel salts of bisphenol sulfides in which only a portion of the total phenolic hydrogens are replaced by nickel, and have the formula: In the above formula, R is H
Alternatively, it is an alkyl group having less than 3 carbon atoms.

Ｒがオクチル基であるこれらの２種の化合物の混合物ぐ
混合物Ａ」と称する）は非常に良好な紫外線安定剤であ
る。A mixture of these two compounds in which R is an octyl group (referred to as "Mixture A") is a very good UV stabilizer.

ィオウ含有ニッケルアミン錯化合物は米国特許第３２１
５７１７号及び３３１３７７び号に記載されている。Sulfur-containing nickel amine complex compound is disclosed in US Pat. No. 321
No. 5717 and No. 331377.

ニッケルアルキルアミンの代表例は構造式を有する〔２
，２′ーチオービス（４−ｔ−オクチルフエノラート）
〕一ｎ−ブチルアミンニツケルである。A typical example of nickel alkylamine has the structural formula [2
,2'-thiorbis(4-t-octylphenolate)
]-n-butylamine nickel.

ニッケルチオホスフェートの代表例は構造式Ｃ６日１３
０＼ＰＺき三Ｎｉ Ｓ旧Ｐ／ＯＣ６日１３Ｃ６日，３０
／ ワｓクククン＼。A typical example of nickel thiophosphate is the structural formula C613
0\PZ Ki San Ni S old P/OC 6th 13C6th, 30
／ Waskukukun＼.

Ｃ６日，３を有するニッケルジ（４ーメチルー２ーベン
チル）ジチオホスフェートである。ニッケルジチオカル
バメートの代表例は構造式を有するニッケルジブチルジ
チオカルバメートである。Nickel di(4-methyl-2-bentyl) dithiophosphate with C6,3. A representative example of nickel dithiocarbamate is nickel dibutyl dithiocarbamate having the structural formula.

本発明の有機ィオウ含有ニッケル鍔化合物が潤滑媒体に
おる紫外線による劣化作用を防止する効累を評価するた
めに下記のテストを行った。The following test was conducted to evaluate the effectiveness of the organic sulfur-containing nickel flange compound of the present invention in preventing the deterioration of a lubricating medium due to ultraviolet rays.

燃料のハイドロクラッキング装置の第１段階生成物の３
８５℃（７２５０Ｆ）の低留分を脱ワックスすることに
よって得られるハイドロクラツキングした１００″オイ
ルを基油として使用した。前述のハイドロクラッキング
した基油に添加剤を混合し、その２０夕をキャップの付
いた４オンス入りビンに入れ、南東側の窓に置いて日光
にさらした。試験油を毎日観察し、時間の経過とともに
生じて懸濁してそくる不綾性生成物の発生の状態を調べ
た。紫外線による劣化作用によって通常油中にもやが生
じ始め、劣化作用が進行するに従って綿毛状に次殿物が
懸濁し、場合によっては沈降する。下記の表１は前述の
ハイドロクラッキングした基油に０．１重量％の添加剤
を加えたものについての結果を示す。下記の表から本発
明のニッケル錆化合物（例２〜６）は従来の市販の最良
の酸化防止剤及び紫外線吸収剤（例７〜１１）の場合よ
りはるかに紫外線の劣化作用を防止する効果があること
がわかる。聡 下記の表ローま前述の表１において使用したのと同じハ
イドロクラッキングした基油に０．５重量％の添加剤を
混入した場合の結果を示す。3 of the first stage product of the fuel hydrocracking device
A hydrocracked 100" oil obtained by dewaxing the low fraction at 85C (7250F) was used as the base oil. Additives were mixed into the hydrocracked base oil and the mixture was heated for 20 nights. The test oil was placed in a 4-ounce bottle with a cap and exposed to sunlight in a southeast window.The test oil was observed daily for the development of arid products that formed and became suspended over time. The deterioration caused by ultraviolet rays usually begins to form a haze in the oil, and as the deterioration progresses, fluff-like precipitates become suspended and, in some cases, settle.Table 1 below shows the effects of hydrocracking as described above. The results are shown for base oils containing 0.1 wt. It can be seen that it is much more effective in preventing the deterioration effects of ultraviolet light than the case of absorbers (Examples 7 to 11). The results are shown when .5% by weight of additives are mixed.

下記の表０の結果からも、本発明の有機ィオゥ含有ニッ
ケル鏡化合物（例２〜４）は、前述の従来の市販の最良
の酸化防止剤及び紫外線吸収剤（例５〜９）の場合より
はるかに紫外線の劣化作用を防止する効果があることが
わかる。口 船 下記の表ｍ‘ま本発明の代表的なニッケル銭化物である
ニッケルビス（オクチルフエノール）サルフアィドを２
００″のハイドロクラツキングした基油（基油１）及び
重質のバキュームガスオイル（基＊油２）にそれぞれ添
加した場合の結果を示しており、それぞれの基油におい
て本発明の添加剤は非常に秀れた紫外線劣化作用の防止
効果を有することがわかる。The results in Table 0 below also show that the organic sulfur-containing nickel mirror compounds of the present invention (Examples 2-4) are better than the aforementioned conventional commercially available best antioxidants and UV absorbers (Examples 5-9). It can be seen that it is far more effective in preventing the deterioration effects of ultraviolet rays. The table below shows that nickel bis(octylphenol) sulfide, which is a typical nickel compound of the present invention, is
00'' hydrocracking base oil (base oil 1) and heavy vacuum gas oil (base*oil 2), the results are shown when the additive of the present invention was added to each base oil. It can be seen that it has a very excellent effect of preventing ultraviolet deterioration.

表皿 ニッケル（オクチルフェノール）サルファィドを含有す
るハィドロクラッキングしたォィルの日光暴露テスト下
記の表Ｗは潤滑剤組成物中における本発明の代表的なニ
ッケル鍔化物の酸化防止剤としての効果を示すものであ
る。Sun exposure test of hydrocracked oil containing nickel (octylphenol) sulfide Table W below shows the effectiveness of representative nickel fluorides of the present invention as antioxidants in lubricant compositions. be.

それぞれの添加剤は１５０″の溶媒精製したパラフィン
鉱油に混合し、ＡＳＴＭＤ−２２７２のテスト法による
標準のロータリーボンべオキシデーションテスト（ＲＢ
ＯＴ）にかけた。下記の表Ｗの結果からわかるように基
油が酸化されるまでに要する時間は本発明のニッケル錆
化合物による酸化効果によって著しく長くなった。表Ｗ
本発明は好ましい実施態様について説明して来たが本発
明はこれらに限定されるものではなく、これらの応用変
化も本発明の範囲内であることを理解すべきである。Each additive was mixed in 150" solvent purified paraffinic mineral oil and subjected to a standard rotary bomb oxidation test (RB
OT). As can be seen from the results in Table W below, the time required for the base oil to be oxidized was significantly longer due to the oxidizing effect of the nickel rust compound of the present invention. Table W
Although the invention has been described in terms of preferred embodiments, it should be understood that the invention is not limited thereto and that variations thereof are within the scope of the invention.

Claims (1)

【特許請求の範囲】 １ ニツケルフエノールサルフアイド ニツケルアルキルチオアミン、 ニツケルジチオホスフエート、 ニツケルジチオカルバメート、 ビスフエノールサルフアイドのフエノール性水素をニツ
ケルによって部分的に置換することによってビスフエノ
ールサルフアイドから誘導されるニツケルフエノールフ
エノラートから選ばれた少なくとも１種の有機イオウ含
有ニツケル錯化合物と、潤滑ベヒクルとからなる潤滑剤
組成物であって、該有機イオウ含有ニツケル錯化合物を
潤滑剤組成物の０．０１〜５重量％含有してなる潤滑剤
組成物。 ２ ニツケルフエノールサルフアイドが一般式▲数式、
化学式、表等があります▼（式中、Ｒは水素あるいは３
０個以下の炭素原子のアルキル基である）で表わされる
特許請求の範囲第１項記載の潤滑剤組成物。 ３ ニツケルフエノールフエノラートがビス（オクチル
フエノール）サルフアイドから誘導される特許請求の範
囲第１項記載の潤滑剤組成物。 ４ ニツケルフエノールサルフアイドがニツケル（ビス
オクチルフエノール）サルフアイドである特許請求の範
囲第２項記載の潤滑剤組成物。 ４ ニツケルフエノールサルフアイドがニツケルビスフ
エノールサルフアイドである特許請求の範囲第２項記載
の潤滑剤組成物。 ４ ニツケル錯化合物が０．１〜２重量％の量で存在す
る特許請求の範囲第１項記載の潤滑剤組成物。 ５ 潤滑ベヒクルが鉱油またはその留分または合成油か
ら選ばれる潤滑粘度の油、ハイドロクラツキングした潤
滑油、作動油、ワツクス及びグリースから選ばれる特許
請求の範囲第１項記載の潤滑剤組成物。[Scope of Claims] 1. Nickel phenol sulfide, nickel alkylthioamine, nickel dithiophosphate, nickel dithiocarbamate, derived from bisphenol sulfide by partially replacing the phenolic hydrogen of bisphenol sulfide with nickel. A lubricant composition comprising at least one organic sulfur-containing nickel complex compound selected from nickel phenol phenolates and a lubricating vehicle, wherein the organic sulfur-containing nickel complex compound is added to the lubricant composition in an amount of 0.01 to 10%. A lubricant composition containing 5% by weight. 2 Nickelphenol sulfide has the general formula▲mathematical formula,
There are chemical formulas, tables, etc.▼ (In the formula, R is hydrogen or 3
The lubricant composition according to claim 1, wherein the lubricant composition is an alkyl group having 0 or less carbon atoms. 3. The lubricant composition of claim 1, wherein the nickel phenol phenolate is derived from bis(octylphenol) sulfide. 4. The lubricant composition according to claim 2, wherein the nickel phenol sulfide is nickel (bisoctylphenol) sulfide. 4. The lubricant composition according to claim 2, wherein the nickel phenol sulfide is nickel bisphenol sulfide. 4. A lubricant composition according to claim 1, wherein the nickel complex compound is present in an amount of 0.1 to 2% by weight. 5. The lubricant composition according to claim 1, wherein the lubricating vehicle is selected from oils of lubricating viscosity selected from mineral oils or fractions thereof or synthetic oils, hydrocracked lubricating oils, hydraulic oils, waxes and greases. .
JP51096167A 1975-08-15 1976-08-13 lubricant composition Expired JPS6014793B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US60497775A 1975-08-15 1975-08-15
US604977 1975-08-15

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JPS5224203A JPS5224203A (en) 1977-02-23
JPS6014793B2 true JPS6014793B2 (en) 1985-04-16

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JP (1) JPS6014793B2 (en)
AT (1) AT362487B (en)
AU (1) AU501498B2 (en)
BE (1) BE845054A (en)
BR (1) BR7605333A (en)
CA (1) CA1088506A (en)
CH (1) CH602909A5 (en)
DE (1) DE2636583A1 (en)
DK (1) DK367076A (en)
FI (1) FI60885C (en)
FR (1) FR2320981A1 (en)
GR (1) GR61121B (en)
IT (1) IT1066053B (en)
MX (1) MX145462A (en)
NL (1) NL7608842A (en)
NO (1) NO143707C (en)
NZ (1) NZ181648A (en)
PT (1) PT65462B (en)
SE (1) SE421429B (en)
TR (1) TR19122A (en)
ZA (1) ZA764881B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6285191U (en) * 1985-11-13 1987-05-30

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997015644A1 (en) * 1995-10-23 1997-05-01 Nsk Ltd. Lubricant composition

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE572057A (en) *
US2362293A (en) * 1939-12-27 1944-11-07 Standard Oil Dev Co Lubricant
GB800964A (en) * 1955-12-20 1958-09-03 Exxon Research Engineering Co Improvements in or relating to lubricating oil additive compositions and to lubricating oil compositions containing them
US2971941A (en) * 1959-05-15 1961-02-14 Ferro Corp Nickel bis-(p-octylphenol) monosulphide stabilized polyethylene
US2971940A (en) * 1959-03-20 1961-02-14 Ferro Corp Nickel phenolate stabilized polypropylene
US3215717A (en) * 1961-12-11 1965-11-02 American Cyanamid Co Phenol sulfide nickel amine derivatives
US3398170A (en) * 1964-05-21 1968-08-20 Universal Oil Prod Co Mixed chelates of a schiff base, an amine, and a transition series metal
US3450636A (en) * 1967-08-22 1969-06-17 Sinclair Research Inc Automatic transmission fluid of reduced susceptibility oxidative degradation
GB1204798A (en) * 1967-12-06 1970-09-09 Snam Progetti Metal derivatives of dithiophosphoric acids and lubricating compositions containing them
FR2077906A1 (en) * 1970-02-23 1971-11-05 Inst Francais Du Petrole

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6285191U (en) * 1985-11-13 1987-05-30

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Publication number Publication date
SE421429B (en) 1981-12-21
NO762814L (en) 1977-02-16
DK367076A (en) 1977-02-16
TR19122A (en) 1978-07-01
FI60885B (en) 1981-12-31
AU501498B2 (en) 1979-06-21
BE845054A (en) 1977-02-10
PT65462B (en) 1978-02-10
IT1066053B (en) 1985-03-04
NO143707C (en) 1981-04-01
NL7608842A (en) 1977-02-17
BR7605333A (en) 1977-08-09
JPS5224203A (en) 1977-02-23
CH602909A5 (en) 1978-08-15
SE7608973L (en) 1977-02-16
FI762327A (en) 1977-02-16
ATA608976A (en) 1980-10-15
FI60885C (en) 1982-04-13
DE2636583A1 (en) 1977-02-24
FR2320981A1 (en) 1977-03-11
NZ181648A (en) 1978-07-28
MX145462A (en) 1982-02-19
GR61121B (en) 1978-09-14
AU1678676A (en) 1978-02-16
ZA764881B (en) 1978-03-29
NO143707B (en) 1980-12-22
CA1088506A (en) 1980-10-28
FR2320981B1 (en) 1981-08-07
PT65462A (en) 1976-09-01
AT362487B (en) 1981-05-25

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