JPS5838792A - Improved succinimide lubricant oil dispersant - Google Patents

Improved succinimide lubricant oil dispersant

Info

Publication number
JPS5838792A
JPS5838792A JP57141185A JP14118582A JPS5838792A JP S5838792 A JPS5838792 A JP S5838792A JP 57141185 A JP57141185 A JP 57141185A JP 14118582 A JP14118582 A JP 14118582A JP S5838792 A JPS5838792 A JP S5838792A
Authority
JP
Japan
Prior art keywords
anhydride
polyamine
oil
succinic anhydride
composition
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.)
Granted
Application number
JP57141185A
Other languages
Japanese (ja)
Other versions
JPH0328477B2 (en
Inventor
マクス・ジエイ・ウイソツキ
リチヤ−ド−・ブロク
ダレル・ダブリユ−・プラウナウエル
フランク・ジエイ・チエン
アントニオ・グテイエレス
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering Co
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 Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of JPS5838792A publication Critical patent/JPS5838792A/en
Publication of JPH0328477B2 publication Critical patent/JPH0328477B2/ja
Granted legal-status Critical Current

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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/56—Amides; Imides
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  • Chemical & Material Sciences (AREA)
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  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 本発明は、ガソリンエンジンとディーゼルエンジンとの
両者において極めて有効な分散剤−力を示す潤滑油分散
剤に関するものである。ざらに評＠ｈ：、は、本発明は
ガソリン型のエンジンとディーゼル型のエンジンとの両
者に対し現在の性能要求に合致する前記両側式のエンジ
ンに使用するためのｊｌｌｆｆｉ油組成物＆：ｉｌＬ、
この組成ＩＩＩｊは特定の反応順序で１！１Ｍされる新
規な分散剤を含有することを特徴とする〇 工業における現在の目的は、ガソリンエンジン及びディ
ーゼルエンジンの両者すなわち圧梱点大エンジンに対し
、分散性のエンジン品質基準に合致し又はそれを１廻る
潤滑油組成物を提供することである。従来、これら要求
の１つ若しくはその他に合致するような分散剤が開発さ
れているが、両種類の油に対する適切なエンジン品質試
験の最高使用分類要求を満たすような分散剤の開発はま
だ完全には成功していない。本発明の目的は、これらの
目標に合致する新規な分散剤ｔ−＠有する画情油組成物
を提供することである。DETAILED DESCRIPTION OF THE INVENTION This invention relates to lubricating oil dispersants that exhibit highly effective dispersant power in both gasoline and diesel engines. The present invention provides a jllffi oil composition for use in said double-sided engines that meets current performance requirements for both gasoline- and diesel-type engines. ,
This composition IIIj is characterized in that it contains a novel dispersant which is 1!1 M in a specific reaction sequence.The current objective in the industry is for both gasoline and diesel engines, i.e. engines with large compaction points. It is an object of the present invention to provide a lubricating oil composition that meets or exceeds dispersibility engine quality standards. In the past, dispersants have been developed that meet one or the other of these requirements, but the development of a dispersant that meets the highest use classification requirements of appropriate engine quality testing for both types of oil is still incomplete. has not been successful. It is an object of the present invention to provide an image oil composition with a novel dispersant t-@ that meets these goals.

本発明は、広義の分野において改良ポリオレフィン、特
にポリイソブテニルコハク酸、若しくは無水コハク酸−
ボリアミノ反応生成物分散剤であり、この橋の分数剤は
一般にたとえば、レシュエール等に対し１９６５年３月
９日付けで発行された米国特許第Ｌ１７２，８９７号明
細書に開示されている。The present invention relates in a broad sense to improved polyolefins, particularly polyisobutenyl succinic acid or succinic anhydride.
Polyamino reaction product dispersants and bridge fractional agents are generally disclosed, for example, in U.S. Pat.

レシュエールに対し１９６５年１１月９日付けで発行さ
れた米国特許第５，２１６，９５６号明Ｎｉ１は、アル
午しンアミンをポリオレフィン無水コハク酸と脂肪族モ
ノカルボン酸、好ましくはたとえばステアリン酸基しく
はオレイン酸のような１２個より多い炭素原子を有する
モノカルボン酸との両者によりアシル化して製造された
ｌｌｉ滑油添加物を示している。これらの生成物は両酸
性化合物ｆ：同時にポリアミンと反応させることにより
、或いはまずポリオレフィンコハク酸をポリアミンと反
応させ次いでモノカルボン酸と反応させて製造すること
ができる。このように生成された生成物は、金属ホスホ
ロジチオエートを含有する潤滑組成物の熱安定性を向上
させるのに特に有用であると言われる。U.S. Pat. No. 5,216,956, issued Nov. 9, 1965 to Les Aurele, discloses that an alkaline amine is combined with a polyolefin succinic anhydride and an aliphatic monocarboxylic acid, preferably with a stearic acid group, for example. indicates lli oil additives made by acylation with monocarboxylic acids having more than 12 carbon atoms, such as oleic acid. These products can be prepared by reacting both acidic compounds f simultaneously with polyamines or by first reacting the polyolefin succinic acid with the polyamine and then reacting with the monocarboxylic acid. The products thus produced are said to be particularly useful for improving the thermal stability of lubricating compositions containing metal phosphorodithioates.

英国特許ａｌｔ０１８，９８２号（１９６６）明細書は
５櫨の成分、すなわちアルケニル無水コハク酸とポリア
ミンとカルボン酸との反応生成物である１Ｉ４１ｖ油添
加物を開示しており、これら生成物は改良されたスラッ
ジ分散剤特性を有すると言われる。アルケニル無水コハ
ク酸は本発明の原料に類似するものであり、すなわち好
ましくはポリイソブテニル無水コハク酸であり、またポ
リアミンも同様であり、すなわちアルキレンポリアミン
である。この引例のカルボン酸は１〜５０個、好ましく
は１〜１８ｇの炭素原子を有するモノ−若しくはジ−カ
ルボン酸であると開示されており、酢酸が好適である。British Patent Alt 018,982 (1966) discloses 1I41v oil additives which are the reaction products of five components, namely alkenyl succinic anhydrides, polyamines and carboxylic acids, and these products are improved. It is said to have sludge dispersant properties. The alkenyl succinic anhydride is similar to the raw material of the present invention, ie preferably polyisobutenyl succinic anhydride, and so is the polyamine, ie alkylene polyamine. The carboxylic acid in this reference is disclosed to be a mono- or di-carboxylic acid having 1 to 50, preferably 1 to 18 g carbon atoms, with acetic acid being preferred.

何故なら、これは最少の炭素原子をもってイミダシリン
若しくはピリミジンを生成するからである。さらに、こ
の引例が示すところによれば、より低い分子量のカルボ
ン酸は１１に終生酸物のスラッジ分散活性を促進する際
、より有効である。英国特許第１，０１８，９８２号明
Ｎａ１１に開示された製造方法は、先ずカルボン酸とポ
リアミン（イミダシリン若しくはピリミジン生成反応と
記載されている）とを反応させて反応生成物を得、これ
を次いでアルケニル無水コハク酸と反応させるか或いは
これら３櫨の物質を同時に反応させるかのいずれかから
なっている。This is because it produces an imidacilline or pyrimidine with a minimum of carbon atoms. Additionally, this reference shows that lower molecular weight carboxylic acids are more effective in promoting the sludge dispersion activity of the terminal acid. The production method disclosed in British Patent No. 1,018,982 Mei Na11 involves first reacting a carboxylic acid with a polyamine (described as an imidacilline or pyrimidine production reaction) to obtain a reaction product, and then It consists of either reacting with alkenyl succinic anhydride or reacting these three substances simultaneously.

アンゼンベルガーに係る１９６８年１２月１０日付は発
行の米１１１１ｉ１特許第３，４１５，７５０号明細書
はイミダシリンとして分類されるｆ４＃削添加愉を開示
しており、このイミダシリンはポリエチレンポリアミン
をモノカルボ、ン酸若しくはジカルボン酸と反応させて
複素環式イミダシリン中間体を生成させ、これを次いで
ポリアルケニル無水コハク酸と反応させてビス−イミダ
シリンな生成させることにより製造され、これは潤滑油
組成物における改良された洗浄力と分散性とを有すると
言われる。US Pat. No. 3,415,750 issued December 10, 1968 to Anzenberger discloses an f4# reduction additive classified as imidacillin, which is a polyethylene polyamine monocarboxylic compound. are prepared by reacting with phosphoric or dicarboxylic acids to form a heterocyclic imidacillin intermediate, which is then reacted with a polyalkenylsuccinic anhydride to form a bis-imidacillin, which is an improvement in lubricating oil compositions. It is said to have excellent detergency and dispersibility.

レシュエールに係る１９６８年３月１９日付は発行の米
国特許第４３７４．１７４甘明１ｉ１１１１Ｉは、アル
キレンポリアミンを包含するアミン銅を高分子量の飽和
モノカルメン瞭及びジカルボン酸若しくは酸無水物、好
ましくは１２ｗ１までの炭素原子を有するものの両者と
反応させることにより製造される偶滑剤添加物を開示し
ている。この特許間ｌ１ＡＩＩＩＩＩは、５櫨の原料全
部を同時に反応させるか或いは先ず最初にアミンと高分
子量カルボン酸とによりアシル化アミン中間体を生成さ
せこれを次いでジカルボン酸反応体と反応させる順次の
方法を開示している。U.S. Pat. discloses a lubricant additive prepared by reacting with both carbon atoms having . This patent 1AIII describes a sequential process in which all five feedstocks are reacted simultaneously or the amine and the high molecular weight carboxylic acid are first formed to form an acylated amine intermediate which is then reacted with the dicarboxylic acid reactant. Disclosed.

米国特許第４．１７４５４０号明細書は、ポリイソブテ
ニル無水コハク酸とポリアミンとをポリアミン１モル当
り２．０〜２５モルの酸無水物のモル比で反応させてジ
イミド分散剤を生成させることを開示しているが、これ
らの生成物はガソリンエンジン及びディーゼルエンジン
組成物の両者に対する要求に合致しない。U.S. Pat. No. 4,174,540 discloses reacting polyisobutenyl succinic anhydride with a polyamine at a molar ratio of 2.0 to 25 moles of acid anhydride per mole of polyamine to form a diimide dispersant. However, these products do not meet the requirements for both gasoline and diesel engine compositions.

米国特許第＼４０１１１８号明ｌｌＡ１ｌ１ＩＩは、テ
トラエチレンペンタミンを８５０〜ｔ２００￥ｉ　のボ
襲 リイソプチレンから誘導されたポリイソブテニル無水コ
ハク＠（ＰＩＢ８ム）と先ず反応させ、次いでこの中間
体を４００〜７５０　Ｍ、のポリイソブチレンから誘導
されたＰＩ］１８ム　と反応させることを開示しており
、ここで４００　Ｍ、は２９個の炭素原子に相当する〇 本発明は、最終工程においてジカルボン鍼無水物を使用
することを特徴とする特定の反応順序及び比較的狭いか
つ臨界的に規定された範囲内の酸無水物対ネ°リアミン
の全体的モル比を必要とする点において、これら引例と
は区別される。これらのパラメーターは、ガソリンエン
ジン及びディーゼルエンジン＃ｌ滑油の両者に対し最高
級の使用分類を品質決定するのに必要とされるエンジン
試験において指定性舵値を示すような潤滑油組成物を与
えるのに必須であると判明した。反応順序は特に臨界的
である。したがって同時的反応技術により製造される生
成物は本発明の目的に合致しない。U.S. Patent No. 401118 A1111I discloses that tetraethylenepentamine is first reacted with polyisobutenyl succinic anhydride (PIB8) derived from 850 to 200 M of polyisobutylene, and then this intermediate is reacted with 400 to 750 M of polyisobutenyl succinic anhydride (PIB8). , where 400 M corresponds to 29 carbon atoms. The present invention uses dicarboxylic anhydride in the final step. It is distinguished from these references in that it requires a specific reaction sequence characterized by a . These parameters provide a lubricant composition that exhibits specificity values in engine tests required to qualify the highest grade of use for both gasoline and diesel engine #1 lubricants. It turned out to be essential. The reaction order is particularly critical. Products produced by simultaneous reaction techniques therefore do not meet the objectives of the present invention.

本発明によれば、ガソリンエンジン及びディーゼルエン
ジンの両者において改良された分散性を示す潤滑油組成
物が提供され、この組成物は主費愈の潤滑油と有効量の
ポリアルケニルスクシンイミド分散剤とからなり、この
分散剤は２段階の順次工程で１１１１Ｍされ、これらの
工程は（ａ）先ずポリアｋ）１ニル無水コハク酸（ポリ
アルケニルはＣｓＨしくはＣ４オレフィンの重合体であ
る）と式”＊　Ｎ（ＣＨｔ　）　ｎ　（ＮＨ（”＊　）
　＊　）　ｏｚＮ■ｔ　（式中、。は２若しくは３であ
りかつ　は０〜１０である）のアルキレンボリア虐ンと
をポリアミン１モル当り約１０〜２．２モルの無水コハ
ク酸のモル比において反応させ、次いで（ｂ）工程（１
）の生成物を無水マレイン酸・無水フハク酸及びＣ１〜
Ｃ３６、好ましくはＣ，〜ｃｉａのアルケニル若しくは
アルキル無水コハク酸よりなる群から選択されるジカル
ボン酸無水物とポリアミン１モル当り酸無水物的２．５
〜五〇モルの全モル比を有するジイミド分散Ｍ′に与え
るのに充分なモル割合にて反応させることからなってい
る。In accordance with the present invention, there is provided a lubricating oil composition that exhibits improved dispersibility in both gasoline and diesel engines, the composition comprising a primary lubricating oil and an effective amount of a polyalkenyl succinimide dispersant. This dispersant is prepared in a two-step sequential process which consists of (a) first preparing a poly(k) 1-nylsuccinic anhydride (the polyalkenyl is CsH or a polymer of C4 olefins) and a compound of the formula "* N(CHt) n(NH(”*)
*) ozNt (wherein is 2 or 3 and is 0 to 10) in a molar ratio of about 10 to 2.2 moles of succinic anhydride per mole of polyamine. react, then (b) step (1
) to maleic anhydride, succinic anhydride and C1~
dicarboxylic acid anhydride selected from the group consisting of C36, preferably C, to cia alkenyl or alkyl succinic anhydrides and 2.5 dicarboxylic acid anhydrides per mole of polyamine.
The reaction consists of reacting in a molar proportion sufficient to provide a diimide dispersion M' having a total molar ratio of ~50 moles.

通常、本発明に有用なポリアルケニル無水コハク酸は、
ダリアルケニル基が約７００〜へ０００好ましくは９０
０〜２．０００の札（数平均分子ｌ１１）を有するもの
からなっている。ｍ＊方法は当業界で周知されており、
すなわち無水マレイン酸とホ。Typically, the polyalkenyl succinic anhydrides useful in the present invention are:
The darylkenyl group is about 700 to 000, preferably 90
It consists of cards having a number of 0 to 2,000 (number average molecule l11). The m* method is well known in the art;
Namely, maleic anhydride and e.

リオレフイン自身との或いは塩素化ポリオレアインとの
反応であって、いずれの場合も所望のポリアルケニル無
水コハク酸を生成する。ポリイソブチレンが好適である
が、たとえばポリブテン−１及びポリプロピレンのよう
なＣ８若しくはＣ４のその他重合体も適しており、これ
らポリオレフィン類の混合物をも包含する。Reaction of the lyolefin itself or with chlorinated polyolein, in each case yielding the desired polyalkenylsuccinic anhydride. Polyisobutylene is preferred, but other C8 or C4 polymers such as polybutene-1 and polypropylene are also suitable, including mixtures of these polyolefins.

弐ＮＨ，（ＣＨ，八（ＮＨ（ＣＨｔ　）１１）。ＮＨｔ
（式中１．は２若しくは３でありかつ　は０〜１０であ
る）により示される適するアルキレンポリアミンも周知
されている。それらの例はエチレンジアミン、ジエチレ
ントリアミン、トリエチレンテトラミン、テトラエチレ
ンペンタミン、ペンタエチレンへキサミンなどである。2NH, (CH, 8 (NH(CHt)11).NHt
Suitable alkylene polyamines of the formula (where 1. is 2 or 3 and is from 0 to 10) are also well known. Examples of these are ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, etc.

使用するのに好適なものはテトラエチレンペンタミン又
はエチレンボリア之ン頼の混合物であり、この混合物は
、はぼテトラエチレンペンタミンからなり、たと−えば
「ＤＯＷＥ−１ｏｏＪ（ミシガン州ミーツドランド在、
ダウ・ケミカル・カンパニー社から入手しうる市販混合
物である）からなっている。Preferred for use are mixtures of tetraethylenepentamine or ethyleneboria, which mixtures consist of tetraethylenepentamine, such as those manufactured by DOWE-1ooJ (Meatland, Michigan).
(a commercially available mixture available from The Dow Chemical Company).

本川１ｉｉｉ酪において使用するポリアルケ＝ｙスクシ
ンイミド分散剤若しくはジイミド分散剤と言う用語は、
順次の工程の完結反応生成物を包含することを意味し、
生成物が、第一アミノ基と酸無水物部分との反応から生
ずるイミド結合の他にアミド、アミジン着しくは塩結合
を有しうるような化合物を包含することを意図する。The term polyalke-y succinimide dispersant or diimide dispersant used in Honkawa 1iii Dairy is
is meant to include the completed reaction products of sequential steps;
It is intended to include compounds in which the product may have amide, amidine or salt bonds in addition to imide bonds resulting from the reaction of a primary amino group with an anhydride moiety.

本発明の分散剤を製造するのに使用される第３の反応体
は無水！レイン酸、無水コハク酸、又は約１８個までの
炭素原子、好ましくは少なくとも８個の炭素原子を有す
るアルケニル若しくはアルキル無水コハク酸を包含する
。エンジン性総データの点で特に有利な結果は、ドデセ
ニル無水コハク酸と無水！レイン酸との使用によって得
られ、これら物質の使用及びそれにより製造される分散
物は特に好適な具体例を示す〇 本発明においては、反応順序及びＩ＆終終生−における
全無水コハク酸基対ポリアミンの全体的竣終モル比の両
者がガソリン及びディーゼル［Ｉｖ油組成−の両者に対
するエンジン品質試験に合格する目的に合致するため必
須であることが判明した。The third reactant used to make the dispersants of the present invention is anhydrous! Includes leicic acid, succinic anhydride, or alkenyl or alkyl succinic anhydrides having up to about 18 carbon atoms, preferably at least 8 carbon atoms. Particularly favorable results in terms of total engine performance data are dodecenyl succinic anhydride and anhydrous! The use of these substances and the dispersions produced thereby represent particularly preferred embodiments. In the present invention, the reaction sequence and the total succinic anhydride groups in the It has been found that the overall finished molar ratio of both gasoline and diesel [IV oil compositions] is essential to meet the objective of passing engine quality tests.

反応順序はぎリイソプテニル無水フハク酸−ボリアミン
反応生成物を生成する第１工程を必要とする０これらは
ポリアミン１モル当り約１０〜２．２モルのメリイソプ
テニル無水コハク酸のモル比にて反応させる。この反応
が完結した後、最終分散物においてポリアミン１モル当
り約２．３〜五〇モル、好ましくは２．３〜２．５モル
の酸無水物の最終的全モル比を与えるのに充分な量の無
水マレイン酸、ｍ水コハク酸、又はアルケニル無水コハ
ク酸を反応させる。The reaction sequence requires a first step to form the isoptenyl succinic anhydride-polyamine reaction product, which are reacted at a molar ratio of about 10 to 2.2 moles of melisoptenyl succinic anhydride per mole of polyamine. After this reaction is complete, enough is added to give a final total molar ratio of acid anhydride of about 2.3 to 50 moles, preferably 2.3 to 2.5 moles, per mole of polyamine in the final dispersion. of maleic anhydride, m-hydrosuccinic acid, or alkenylsuccinic anhydride.

これらの反応は約８０〜２００℃より好ましくは１１４
０°〜１６５℃の慣用の温度で行なわれ、この場合域終
生成物が潤滑油ペース原料と完全に相容性である囲者油
中で便利な溶液となるよう、たとえば鉱物１に＃１滑油
溶剤のような慣用の溶媒を使用する。迩する溶媒油は＃
１滑油ベース原料として使用される油と同じものであり
、これらは一般に９９℃にて約２〜４Ｇ、好ましくは５
〜２０センチストークスの粘度（Ａ８ＴＭ　Ｄ−４４５
）　　を有する潤滑油を包含し、主としてたとえばソル
ベント１５０ニユートラルのようなパラフィン系鉱油が
特に好適である。These reactions are carried out at temperatures between about 80 and 200°C, more preferably at 114°C.
For example, Mineral 1 to Conventional solvents such as lubricant solvents are used. The solvent oil to be used is #
1 Lubricant oils are the same oils used as base materials, and these generally have a viscosity of about 2 to 4 G at 99°C, preferably 5
~20 centistokes viscosity (A8TM D-445
), primarily paraffinic mineral oils such as Solvent 150 Neutral are particularly preferred.

本発明の分散剤憂、たとえば粘度指数則上削、錆防止剤
、金員洗剤添加物、抗酸化剤及びシアル中ルジチオ燐＃
ＩＩｉ船抗摩耗性添加剤のような、通常の付帯的機能を
与えるための通常の鯖のその他添加剤と一緒に含有する
１ＩｉＩｖ油組成物が製造され、これら組成物はガソリ
ン及びディーゼルエンジン用途の両者に対するエンジン
品質試験に合格する目的に合致する。米国石油協会の現
行の「ｓＦ」基準に合致するガソリンエンジン＃＃ｍに
ついてハ、＊１１ｔｍａ［酸物はＭＳシーケンスＶＤエ
ンジン試験（ム８ＴＭ臨時刊行物５１５）における所定
の数値に噂しいか又はその数値を越えねばならない。The dispersants of the present invention include, for example, viscosity index-law additives, rust inhibitors, metal detergent additives, antioxidants, and phosphorous in sials.
1IiIv oil compositions have been produced which contain 1IiIv oil compositions, such as 1Ii marine anti-wear additives, along with other additives to provide conventional ancillary functions, and these compositions are suitable for gasoline and diesel engine applications. It meets the purpose of passing the engine quality test for both. For gasoline engines meeting the current "sF" standards of the American Petroleum Institute, We have to exceed the numbers.

分散性については、この試験におけるム賛な象餘は最少
としてスラッジ９４、ピストン・スカートワニｘｔｙｚ
び平均ワニス４６である。シーケンＸＶＤはｌ　？１Ｉ
Ｏ１１［７＃−）’２．５１Ｊ７）ル４気筒エンジンを
使用し、１？２時間の試験であって「停止及び発進」の
市内運転及び普通の高速道路運転を真似るような檎々の
エンジン速度及び温度における循環的運転からなってい
る。この試験は確立された工業基準である。In terms of dispersibility, the most favorable conditions in this test were Sludge 94, Piston Skirt Crocodile xtyz
and average varnish 46. Is Sequen XVD l? 1I
O11[7#-)'2.51J7) The test was conducted for 1 to 2 hours using a 4-cylinder engine, and was designed to simulate "stop and start" city driving and normal highway driving. Consists of cyclic operation in engine speed and temperature. This test is an established industry standard.

ディーゼル性能については、午ヤタビラー１−’Ｈ／２
試験が、リング粘着及びピストン付着物に対するクラン
クケース油の効果を評価するための現行基準である。こ
の試験は高速度の、やや過給のエンジン運転を真似る。Regarding diesel performance, please refer to the following:
The test is the current standard for evaluating the effect of crankcase oil on ring sticking and piston deposits. This test mimics high-speed, slightly supercharged engine operation.

この試験は、さらに連邦試験法７９１−５４６であり、
たとえばＭＩＬ−Ｌ−２１２６０Ｂのような兵器規格並
びにたとえば５ＡＥ１８５及びゼネラルモータースのＧ
Ｍ６１４６Ｍのような工業的規格に合格するため使用さ
れる。１Ｈ−２試験については、ＷＴＤ（ウェイデッド
・トータル・デメリット）が主要な数値であり、２４０
時間試験についてその目標４ｊ　９０〜１００の範囲内
又はそれ以下の数値である。これは４８０時間試験に対
するＷＴＤ１４０の公表された規格値から得られる。Ｗ
ＴＤはビスドルの溝部及びランド域における付着物並び
にピストンスカート部におけるラッカーの観察に基づく
総合的評価であり、特定の評価は全てそれぞれ各重要性
に従って格付けされ、かつ最終的ＷＴＤは試験法に従っ
て計算される。This test is also Federal Test Method 791-546;
Weapons standards such as MIL-L-21260B and General Motors G
Used to pass industrial standards such as M6146M. For the 1H-2 test, WTD (Weighed Total Disadvantage) is the main value, 240
The goal for the time test is 4j, which is within the range of 90-100 or less. This is obtained from the published specifications for WTD140 for a 480 hour test. W
TD is an overall rating based on observations of deposits in the groove and land areas of the bisdol and lacquer on the piston skirt, all specific ratings are rated according to their respective significance, and the final WTD is calculated according to the test method. Ru.

本発明により製造される分散剤は、広範な一類の囲者剤
に配合することができる。これらは、仕上り組成物中の
活性成分濃度を一般に全組成物の約ＣＬ５〜１０重量≦
たとえば約１〜５電量襲、好ましくは１５〜３慮量幡の
範囲内にするような有効量で、たとえば自動車クランク
ケース潤滑油、自動車トランスミツシ冒ン液などのより
な澗１１油組成物において使用することができる。通常
、分散剤は、一般に鉱油中に溶解された約ｓｏ；＊Ｉｉ
％までの活性成分添加化合物を含有するような分散剤溶
液濃厚物として１ＩｉｌＩｌ油と混合され、好ましくは
鉱油は９９℃において約２〜４０、好ましくは５〜２０
センチストークスのＡ８ＴＭ　Ｄ−４４５粘度を有する
。潤滑油は石油に出来する潤滑性粘度の炭化水嵩油上包
含するだけでなく、たとえばポリエチレン油のような合
成潤滑油ｔシカｈｙ＞＠ｔｉａＸＪ？キルエステル、ジ
カルボン酸とポリグリコールとアルコールとの複合エス
テル寥炭酸若しくは燐酸のアルキルエステル−ポリシリ
コーン８弗素化炭化水素油８並びに任麓の比率における
潤滑油と合成油との混合物などをも包含する。本明細書
中において「潤滑油」という用語は、全て前記の意味を
包含する。この有用な分散剤は便利には鉱油、たとえば
ソルベント１５０ニユートラル油ノ２０〜９０重量弧中
の約１０〜８０重量幡、好ましくは約５０重量襲までの
濃厚物として便利に分散させることができ、その他の添
加剤を存在させても或いは存在させなくてもよく、この
種の濃厚物も本発明の他の実施態様である。The dispersants produced according to the present invention can be incorporated into a wide variety of surround agents. These generally limit the active ingredient concentration in the finished composition to about CL5-10% by weight of the total composition.
For example, in an effective amount such as to be within the range of about 1 to 5 volts, preferably 15 to 3 volts, in a more powerful oil composition such as, for example, an automobile crankcase lubricant, an automobile transmission engine fluid, etc. can be used. Typically, the dispersant is generally dissolved in mineral oil about so;*Ii
% of the active ingredient additive compound as a dispersant solution concentrate with 1IilIl oil, preferably mineral oil at 99° C.
It has an A8TM D-445 viscosity of centistokes. Lubricating oils include not only hydrocarbon oils with lubricating viscosity derived from petroleum, but also synthetic lubricating oils such as polyethylene oil. Also includes kill esters, complex esters of dicarboxylic acids, polyglycols, and alcohols, alkyl esters of carbonic or phosphoric acids, polysilicone, fluorinated hydrocarbon oils, and mixtures of lubricating oils and synthetic oils in the ratios specified. . As used herein, the term "lubricating oil" includes all meanings given above. This useful dispersant can be conveniently dispersed as a concentrate in a mineral oil, such as a solvent 150 neutral oil, from about 10 to 80 weight units, preferably up to about 50 weight units, in a range of 20 to 90 weight units; Concentrates of this type, with or without the presence of other additives, are also another embodiment of the invention.

上記したように、本発明の分散剤を含有するこの檎の潤
滑油組成物は、さらに他の周知の添加物、たとえばシア
ル中ル（Ｃｓ　−Ｃ＆　　）ジチオｓｒａ麺船摩耗防止
剤を含有することもでき、これら添加物は一般に約１〜
５電量襲の量で存在させる。有用な洗剤は石油系す７テ
ン酸、石油系スルフォン酸、アルキルベンゼンスルフォ
ン酸、油溶性脂肪酸、アルキルエステル酸、アルキレン
ビス−７工ノール及び加水分解された燐硫化ポリオレフ
ィンの油溶性の通常塩基性若しくは過塩基性の金属たと
えばカルシウム、マグネシウム、バリウムなどの塩ｌｌ
【包含する。典型的な量は１〜７重量外であり、ＨＤ若
しくはディーゼル油は一般にそれより僅か多蓋のこの金
属洗剤添加−を含有する。好適な洗剤はカルシウム及び
マグネシウムの通常の若しくは過塩基性の石炭酸塩、硫
化石炭＃塩又はスルホン酸塩である。好ましくは、ディ
ーゼル調滑油は４〜６％のこの添加物を含有する。As mentioned above, the lubricating oil compositions containing the dispersants of the present invention may further contain other well-known additives, such as Cs-C& dithiosra noodle anti-wear agents. can also be used, and these additives generally range from about 1 to
It exists in an amount of 5 electric charges. Useful detergents include petroleum-based heptanoic acids, petroleum-based sulfonic acids, alkylbenzene sulfonic acids, oil-soluble fatty acids, alkyl ester acids, alkylene bis-7-ester acids, and oil-soluble normally basic or hydrolyzed phosphosulfurized polyolefins. Salts of overbased metals such as calcium, magnesium, barium, etc.
[Include. Typical amounts are between 1 and 7 weights, with HD or diesel oil generally containing slightly more of this metal detergent addition. Suitable detergents are the normal or overbased carbonates, sulfurized coal salts or sulfonates of calcium and magnesium. Preferably the diesel lubricant contains 4-6% of this additive.

酸化防止剤はヒンダードフェノールたとえばλ６−ジ第
三ブチルーｐ−クレゾール、アミン、硫化フェノール及
びアル中ルフェノチアジンを包含し、これらは通常αｏ
ｏ１〜１重量囁の量で存在させる。Antioxidants include hindered phenols such as λ6-di-tert-butyl-p-cresol, amines, sulfurized phenols, and rufenotiazine in alcohol, which usually have αo
It is present in an amount of o1~1wt.

ａ、０１〜１重ｉｌｉ％の量で存在させつる流動点降下
剤はワックス、アル中〃化芳香族炭化水素、オレフィン
重合体及び共重合体１．アクリレート及びメタクリレー
ト重合体及び共重合体を包含する。Pour point depressants present in amounts of 0.01 to 1% by weight include waxes, aromatic hydrocarbons in alkali, olefin polymers and copolymers; 1. Includes acrylate and methacrylate polymers and copolymers.

必要とされる粘度等級に応じて約１〜５重曹襲の範ビで
変化させうる粘度指数向上剤はオレフィン重合体、たと
えばポリブテン、エチレン−プルピレン共重合体、水素
化重合体及び共重合体及びスチレンとイソプレン及び（
又は）ブタジェンとの三元富合体、アクリル酸アルキル
若しくはメタクリル酸アルキルの重合体、メタクリル酸
アルキルとＮ−ビニルピロリドン若しくはメタクリル酸
ジメチルアミノアルキルとの共重合体、エチレン−プロ
ピレンとたとえば無水マレイン酸のような活性単量体と
の後グラフト化重合体（これはさらにアルコール若しく
はアルキレンポリアミンと反応させることができる）、
アルコール及びアミンで後処理されたスチレン／無水マ
レイン酸真合体などを包含する。Viscosity index improvers, which can vary from about 1 to 5 degrees of sodium bicarbonate depending on the viscosity grade required, include olefin polymers such as polybutene, ethylene-propylene copolymers, hydrogenated polymers and copolymers, and Styrene and isoprene and (
or) ternary enrichments with butadiene, polymers of alkyl acrylates or alkyl methacrylates, copolymers of alkyl methacrylates with N-vinylpyrrolidone or dimethylaminoalkyl methacrylates, copolymers of ethylene-propylene with e.g. maleic anhydride. post-grafted polymers with active monomers such as (which can be further reacted with alcohols or alkylene polyamines),
Includes styrene/maleic anhydride true composites that have been post-treated with alcohols and amines.

錆防止活性は、約１０１〜１重量襲の上記ジヒドロカル
ビルジチオ燐酸の金属塩及び対応する先駆体エステル、
燐硫化ピネン、硫化オレフィン及び炭化水素、硫化脂肪
酸エステル及び硫化アル中ルフェノールによって与える
ことができる。好適なものはジヒドロカルビルジチオＳ
酸亜鉛であり、これはジチオＳ＃のジヒドロカルビルエ
ステルの塩である〇 他の添加物は有効量の燃料経済性添加物又はボ擦減少添
加物、たとえばシャウプらに係る米１．１ｉｉ特許第４
．１０翫５７１号明ｌａ書に開示されたような二量体酸
エステ、ル、を包含し、これらは約１〜５重量≦の量で
存在させ、二量化すルイン酸とジエチレングリコールと
のエステルが好適な物質である。オレイン酸グリセリン
が他の燃料経済性添加物の例であり、これらは通常極め
て少量、たとえば組成物油の電量に基づきα０５〜α２
ＪｉＩＪｌｉｌｌの量で存在させる。The rust inhibitory activity is determined by the metal salts of the dihydrocarbyldithiophosphoric acids and the corresponding precursor esters of about 101 to 1 by weight;
It can be provided by phosphorus sulfurized pinene, sulfurized olefins and hydrocarbons, sulfurized fatty acid esters and sulfurized alcoholic phenols. Preferred is dihydrocarbyldithio S
Zinc acid, which is a salt of the dihydrocarbyl ester of dithioS#; Other additives include effective amounts of fuel economy additives or friction reducing additives, such as those described in the US 1.1ii patent to Shoup et al. 4
．． Dimeric acid esters such as those disclosed in No. 10, No. 571 Ming. A suitable material. Glyceryl oleate is an example of other fuel economy additives, which are usually used in very small amounts, e.g.
It is present in an amount of JiIJlill.

以下の例により本発明を実顯例につき説明するが、本発
明はこれらのみに限定されない。The following examples illustrate the invention by way of example, but the invention is not limited thereto.

例　　１ １　ｓ、ｏ　ＯＩＩのＰＩＢＳＡ（ポリイソブテニル旙
杏フハク酸、Ｍ　　＝１，５ＱＱ、８ａｐ、Ａ　１０５
　）と１７０１のエチレンポリアミン混合物（ダウ・ケ
ミカル・カンパニー社から人手でき、かつはばテトラエ
チレンペンタミンからなるｒＤｏｗ　Ｅ−１００Ｊ　。Example 1 1 s,o OII of PIBSA (polyisobutenyl apricot succinic acid, M = 1,5QQ, 8ap, A 105
) and 1701 ethylene polyamine mixture (rDow E-100J, manufactured manually from the Dow Chemical Company and consisting of tetraethylene pentamine).

とを８０８１のソルベント１５０ニユートラル、すなわ
ちパラフィン系鉱油中の＃波として１６０°Ｃで５時間
反応させた。無水コハク酸対ｌリアミンのモル比はｔ４
：１であった。その俵、２２５９のドデセニル無水コハ
ク酸を加え、これによりポリアミン１モル当り無水物２
．４モルの＊ｇモル比を与え、そしてこれを１６０℃に
て２時間反応させた。ｒ過後、生成物を分析して１３８
襲のＮを得た〇 例　　２ 例１と同じであるが、ｌ９７４２１モル当り無水コハク
ｅａ２．１モルのモル比を有する初期ＰＩＢ８Ａ／ポリ
アミン生成物５２０ｊをソルベント１５〇ニユートラル
中においてドデセニル無水コハク酸４０ｊｌと１６０℃
にて２時間反応させ、ポリアミン１モル当り無水物２４
モルの鍛終モル比を有する生成物ｆ：４に。この生成物
を分析してｔｓｏｓのＮを得た＠ 例　　５ ）　　例２を反復したが、ただしこの場合無水！レイン
＠２．２ｉを使用してポリアミン１モル当り無水物２．
４モルの最終モル比を有する生成物ｆ−得た。and 8081 solvent 150 neutral, i.e. # waves in paraffinic mineral oil, were reacted at 160°C for 5 hours. The molar ratio of succinic anhydride to lamine is t4
:1. To the bale, add 2259 g of dodecenyl succinic anhydride, which gives 2259 g of anhydride per mole of polyamine.
．． A *g molar ratio of 4 mol was given and this was allowed to react for 2 hours at 160°C. After filtration, the product was analyzed and 138
Example 2 Same as Example 1, but 520j of the initial PIB8A/polyamine product with a molar ratio of 2.1 moles of succinic anhydride per 197421 moles of dodecenyl succinic anhydride in solvent 15% neutral. and 160℃
24 hours of anhydride per mole of polyamine.
to the product f:4 with a finished molar ratio of molar. This product was analyzed to obtain N of tsos@Example 5) Example 2 was repeated, but in this case anhydrous! 2. anhydride per mole of polyamine using [email protected].
Product f- was obtained with a final molar ratio of 4 mol.

この生成物を分析して１５５％のＮを得た。Analysis of this product yielded 155% N.

例　　４ 例３の生成物を分散剤として調合ＳＡＥ　　１０Ｗ４０
ｆＩ４滑油組成物中にＬ６ｆｊＬＭ！襲活性成分の濃度
にて含有させ、これをガソリンエンジンに対するム８７
ＭシーケンスＶ−Ｄエンジン試験にかけた０この調合物
は、通常の量の過塩基性スルホン酸塩、シアル午ルジチ
オｆ！ｓ鹸亜鉛、抗酸化剤、オレフィン共重合体粘度指
数向上剤、錆防止剤及び消泡剤をも含有した。結果は次
の通りであった：スラツジ：ｔ５１−ピストン・スカー
ト・ワニス＝　７．０６−ワニス＝４９２゜これらの結
果はスラッジ９４−ピストン・スカート・ワニス＆７及
びワニス４６というムＰＩ「ＳＦＪの最少値より優れて
おり、したがってこの物質は産業上の用分散剤であるこ
とを示す。Example 4 Preparation of the product of Example 3 as dispersant SAE 10W40
L6fjLM in the fI4 oil composition! Contain the active ingredient at a concentration of 87% for gasoline engines.
This formulation was subjected to M-sequence V-D engine testing with a typical amount of overbased sulfonate, sialyl dithio f! It also contained zinc soap, an antioxidant, an olefin copolymer viscosity index improver, a rust inhibitor, and an antifoaming agent. The results were as follows: Sludge: t51 - piston skirt varnish = 7.06 - varnish = 492° These results show that sludge 94 - piston skirt varnish &7 and varnish 46 are the minimum of PI "SFJ". value, thus indicating that this material is an industrial dispersant.

例　　５ 例２及び例５の生成物を１０Ｗ５０　　品質のＨＤ（デ
ィーゼル）１１１滑油組成物中に２．５重ｊｌ１％活性
成分濃度にて分数剤として含有させ、そしてこの油をキ
ャタピラ−１−Ｈ／２賦験においてディーゼル分散性性
能につきｉｌ？１ｆｉした。この組成物は、さらにｔｏ
ｗｓｏ粘度等級を与えるオレフィン共重合体粘度指数向
上剤と、五１重量襲の過塩基性及び正規の金属石炭酸塩
の混合物と、１５重慮外のジアルキルジチオｓｅａ亜鉛
抗摩耗添加物と、極めて少割合の抗酸化Ａａｊ（１３％
）と、消泡剤（α２≦）とを含有した。EXAMPLE 5 The products of Examples 2 and 5 are incorporated as a fraction in a 10W50 quality HD (diesel) 111 lubricating oil composition at a concentration of 2.5 wt. il? regarding diesel dispersibility performance in H/2 experiment? I got 1fi. This composition further comprises to
an olefin copolymer viscosity index improver that provides a wso viscosity rating, a mixture of overbased and regular metal carbonates of 51 by weight, a dialkyldithio sea zinc antiwear additive of 15 by weight, and a very low Percentage of antioxidant Aaj (13%
) and an antifoaming agent (α2≦).

このディーゼルエンジン試験に関する結果を下記に示す
： データベース’　　　　　１　４６　　　　　１　８９
．１例　　　　Ｓ　　　　　　　　１４　　　　　　　
　　６６例　　　２　　　　　　　日　　　　　　　　
９８比　　　較’　　　　　　　１　　　　　　　１８
Ｂ註： ベース１：これらのデータは新規なディーゼル油を評価
する際比較として使用した平均データベースであり、慣
用組成物の２５同のエンジン試験の平均値である。The results for this diesel engine test are shown below: Database' 1 46 1 89
．． 1 example S 14
66 cases 2 days
98 comparison' 1 18
B Note: Base 1: These data are the average database used as a comparison when evaluating new diesel oils and are the average values of 25 identical engine tests of conventional compositions.

ＴＧＦ２：頂部溝充填物、溝中の付着物％０ＷＴＤ’：
ウエイデッド・トータル・デメリットＪｔＭ　　・無水
物対アミンのモル比が１３　：　ｌｒある慣用のポリイ
ソブテニル無水コハク＃（Ｍ、：’　”’　）−工＋し
＞ｙす７　Ｚ　＞　（ＤＯＷ　Ｅ−１００）反応生成物
分散剤を分散剤として使用することにより、同じ組成物
を試験した。TGF2: Top groove filling, deposits in groove %0WTD':
Waded Total Disadvantage JtM ・Conventional polyisobutenyl anhydride with anhydride to amine molar ratio of 13:lr The same composition was tested by using the reaction product dispersant as the dispersant.

男−］（比較） さらに、無水物対ポリアミンの最終比の臨界的性質を中
ヤタビテー１−Ｈ／２の追加試験によって示した。例３
及び例４と同様であるがｋｋ終モル比が１３〜ｚＯであ
る生成物を用いた１１回の試験により、１６５という平
均ＷＴＤ値を得た。同様に最終モル比が２．１〜２．２
である４ｉ１１１１のエンジン試験の平均につき、１２
８ＷＴＤという平均値な得た。(Comparative) Additionally, the critical nature of the final ratio of anhydride to polyamine was demonstrated by additional testing of Nakayataviti 1-H/2. Example 3
and 11 tests using a product similar to Example 4 but with a kk final molar ratio of 13 to zO gave an average WTD value of 165. Similarly, the final molar ratio is 2.1-2.2
For an average of 4i1111 engine tests, 12
I got an average value of 8WTD.

第１頁の続き ０発　明　者　フランク・ジエイ・チェン米国ニューシ
ャーシー州ビス力 タウエイ・ソーントン・レイン ８ ０発　明　者　アントニオ・ダティエレス米国ニューシ
ャーシー州マーサ ービル・タール・ヒールズ・ロ ウド２２Continued from page 1 0 Inventor Frank Jie Chen 8 Thornton Lane, New Chassis, USA 0 Inventor Antonio Datierrez 22 Tar Heels Road, Mercerville, New Chassis, USA

Claims (9)

【特許請求の範囲】[Claims] （１）　　主要量の潤滑油と有効量の分散剤とからなり
、前記分散剤は （ａ）　　第１工程において油溶性のポリオレフィン無
水コハク酸（ここでオレフィンはＣ１若しくはＣ，オレ
フィンである）ｅ弐Ｈ！Ｎ（ＣＨ，）ｎ−（ＮＨ（ＣＨ
，へへＮＨバ式中、１は２若しくは３であり、　は０〜
１０である〕のアルキレ醜 ンボリアミンとポリアミン１モル当り約１０〜２．２モ
ルのぎリオレフイン無水コハク酸のモル比において反応
させ、かつ （ｂ）　　玉揚（ａ）の生成物を無水マレイン酸、無水
コハタ酸、及びＣ１〜ＣＩＯアルケニル若しくはアル中
ル無水コハク酸よりなる群から選択される無水ジカルボ
ン酸とポリアミン１モル当り約２．５−１０モルの無水
化合物の全モル比を与えるのに充分なモル割合にて反応
させる工程からなる順次の処理で製造されることを特徴
とする、ガソリンエンジンとディーゼルエンジンとの両
者における改良分散性【示す囲者油組成物。(1) consisting of a major amount of lubricating oil and an effective amount of a dispersant, said dispersant being (a) in the first step an oil-soluble polyolefin succinic anhydride (where the olefin is C1 or C, olefin); 2H! N(CH,)n-(NH(CH
,heheNH In the formula, 1 is 2 or 3, and is 0~
(b) the product of doffing (a) is reacted with maleic anhydride; dicarboxylic anhydride selected from the group consisting of succinic anhydride, and C1-CIO alkenyl or alkyl succinic anhydride, sufficient to provide a total molar ratio of about 2.5-10 moles of anhydride per mole of polyamine. An oil composition exhibiting improved dispersibility in both gasoline and diesel engines, characterized in that it is produced by a sequential process consisting of reacting steps in molar proportions. （２）　　ぎりオレフィンがＭ、９００〜２．０００の
ポリイソブチレンである特許請求の範囲第１項記載の組
成物。(2) The composition according to claim 1, wherein the olefin is polyisobutylene having an M of 900 to 2,000. （３）　　ポリアミンがエチレンポリアミンである特許
請求の範囲第１項又は第２項記載の組成物。(3) The composition according to claim 1 or 2, wherein the polyamine is ethylene polyamine. （４）　　無水ジカルボン酸が無水マレイン酸である特
許請求の範囲第１項乃至第３項のいずれかに１滅の組成
物。(4) A composition according to any one of claims 1 to 3, wherein the dicarboxylic anhydride is maleic anhydride. （５）　　無水ジカルボン酸がドデセニル無水コハク酸
である特許請求の範囲ｔＪ１項乃至第５項のいずれかに
記載の組成物。(5) The composition according to any one of claims tJ1 to 5, wherein the dicarboxylic anhydride is dodecenylsuccinic anhydride. （６）全モル比が２．３〜２．５：１である特許請求の
範囲第１項乃至第５項のいずれかに記載の組成物。(6) The composition according to any one of claims 1 to 5, wherein the total molar ratio is 2.3 to 2.5:1. （７）１〜５重量襲の分散剤【存在させる特許請求の範
囲第１項乃至第６項のいずれかに記載の組成物。(7) A dispersant having a weight of 1 to 5 [The composition according to any one of claims 1 to 6 in which the dispersant is present. （８）約１〜７］１１ｆｆｉ％の量の金属洗剤添加物と
、ジアルキルジチオ燐＃１亜鉛摩耗防止添加物と、Ｑ、
００１〜１１１量襲の抗酸化剤と１〜１５重量％の粘度
指数向上剤とをさらに含んでなる特許請求の範８第１項
乃至第７項のいずれかに記載の組成物。(8) a metal detergent additive in an amount of about 1-7]11ffi% and a dialkyldithiophosphorus #1 zinc anti-wear additive;
8. The composition according to claim 8, further comprising an antioxidant having an amount of 001 to 111 and a viscosity index improver of 1 to 15% by weight. （９）約４〜６重量噂の標準若しくは環基性の金属石炭
６！塩、硫化石炭酸塩若しくはスルフォン酸塩油溶性洗
剤添加物又はこれらの添加物の混合物が存在することを
特徴とするディーゼル調＃油組成物である特許請求の範
囲第１項乃至第８項のいずれか＆：記載の組成物。 α（Ｉ＃ｌ１１滑油溶液濃厚物の形態であり、前記濃厚
物が２０〜８０］１ｉｊｌ襲の分散剤を含有する特許請
求の範囲１１１項記載の組成物。 ａυ　順次の工程において、 （ａ）　　第１工程にて油溶性のポリオレフィン無水コ
ハク酸（ここでオレフィンはＣ８若しくはＣ，オレフィ
ンである）ｉ一式Ｈ雪Ｎ（ＣＨ，）　　−（ＮＨ（ＣＨ
Ｉ　）、）、、ＮＢ＊　（式中、は２若しくは５であり
かつ　は０〜１０である〕のアルキレ履 ンボリアミンとポリアミン１モル当り約１０〜４２モル
のポリオレフィン無水コハク酸のモル比にて反応させ、 （ｂ）　　工程（ａ）の生成物を無水マレイン酸、無水
コハク酸、及び０１〜Ｃ３ｌ’ｉアルケニル若シくはア
ルキル無水コハク酸とポリアミン１モル当り無水化合物
的２．３〜五〇モルの全モル比を与えるのに充分なモル
割合にて反応させることを特徴とする、ガソリン及びデ
ィーゼルエンジン潤滑油組成物の両者＆：おける改良分
散性を示す分数剤の製造方法。 α２　ポリオレフィンがＭ。９００〜２．ｏｏｏのポリ
イソブチレンであり、ポリアミンがエチレンポリアミン
であり、かつ無水ジカルプン酸が無水マレイン酸である
特許請求の範囲ｗｉ１１項記載の方法。(9) Standard or ring-based metallic coal rumored to weigh about 4 to 6 6! Any one of claims 1 to 8 which is a diesel-like oil composition characterized in that a salt, sulfurized carbonate or sulfonate oil-soluble detergent additive or a mixture of these additives is present. or &: The composition described. 112. The composition of claim 111, wherein the composition is in the form of a lubricant solution concentrate, said concentrate containing a dispersing agent of 20 to 80 lIjl. ) In the first step, the oil-soluble polyolefin succinic anhydride (herein, the olefin is C8 or C,
I), ), NB* (wherein is 2 or 5 and is 0 to 10) in a molar ratio of the alkylene polyamine and about 10 to 42 moles of polyolefin succinic anhydride per mole of polyamine. (b) reacting the product of step (a) with maleic anhydride, succinic anhydride, and 01-C3l'i alkenyl or alkyl succinic anhydride in an amount of 2.3 to 5 anhydrides per mole of polyamine; A method for producing a fractional agent exhibiting improved dispersibility in both gasoline and diesel engine lubricating oil compositions, characterized in that the fractional agent is reacted in a molar proportion sufficient to give a total molar ratio of 0 moles. α2 polyolefin The method according to claim 11, wherein polyisobutylene has an M. of from 900 to 2.ooo, the polyamine is ethylene polyamine, and the dicarponic anhydride is maleic anhydride.
JP57141185A 1981-08-17 1982-08-16 Improved succinimide lubricant oil dispersant Granted JPS5838792A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US29314681A 1981-08-17 1981-08-17
US293146 1981-08-17

Publications (2)

Publication Number Publication Date
JPS5838792A true JPS5838792A (en) 1983-03-07
JPH0328477B2 JPH0328477B2 (en) 1991-04-19

Family

ID=23127843

Family Applications (1)

Application Number Title Priority Date Filing Date
JP57141185A Granted JPS5838792A (en) 1981-08-17 1982-08-16 Improved succinimide lubricant oil dispersant

Country Status (5)

Country Link
EP (1) EP0072645B1 (en)
JP (1) JPS5838792A (en)
BR (1) BR8204774A (en)
CA (1) CA1190216A (en)
DE (1) DE3274976D1 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62240386A (en) * 1986-03-28 1987-10-21 テキサコ・デベロツプメント・コ−ポレ−シヨン Dispersant for lubricant composition and lubricannt composition containing said dispersant
JPS63159497A (en) * 1986-10-16 1988-07-02 エクソン・ケミカル・パテンツ・インコーポレイテツド Highly functional low molecular weight oil-soluble dispersant useful for oily composition
JPS63218800A (en) * 1986-12-12 1988-09-12 エクソン・ケミカル・パテンツ・インコーポレイテツド Oil-soluble additive useful in oily composition
JP2002528634A (en) * 1998-10-30 2002-09-03 ザ ルブリゾル コーポレイション Improved dispersants treated with maleic anhydride.
JP2008260946A (en) * 1996-10-29 2008-10-30 Idemitsu Kosan Co Ltd Novel succinimide compound, method for producing the same, lubricating oil additive containing the same, and lubricating oil composition for diesel engine incorporated with the same

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CA1265415A (en) * 1984-12-27 1990-02-06 Robert Edwin Quinn Dispersant salts
US4863624A (en) * 1987-09-09 1989-09-05 Exxon Chemical Patents Inc. Dispersant additives mixtures for oleaginous compositions
US5118432A (en) * 1985-07-11 1992-06-02 Exxon Chemical Patents Inc. Dispersant additive mixtures for oleaginous compositions
FR2586255B1 (en) * 1985-08-14 1988-04-08 Inst Francais Du Petrole IMPROVED COMPOSITIONS OF DISPERSING ADDITIVES FOR LUBRICATING OILS AND THEIR PREPARATION
US5328624A (en) * 1987-06-16 1994-07-12 Exxon Chemical Patents Inc. Stabilized grafted ethylene copolymer additive useful in oil compositions
US4803003A (en) * 1987-06-16 1989-02-07 Exxon Chemical Patents Inc. Ethylene copolymer viscosity index improver dispersant additive useful in oil compositions
EP0438848A1 (en) * 1990-01-25 1991-07-31 Ethyl Petroleum Additives Limited Inhibiting fluoroelastomer degradation during lubrication
DE69014095T3 (en) * 1990-01-25 1998-05-20 Ethyl Petroleum Additives Ltd Succinimide compositions.
EP0444830A1 (en) * 1990-02-26 1991-09-04 Ethyl Petroleum Additives Limited Succinimide composition
FR2680791B1 (en) * 1991-08-30 1994-09-09 Bp Chemicals Snc PROCESS FOR THE MANUFACTURE OF A CROSSLINKED POLYMER AND USE OF THE POLYMER.
US5171421A (en) * 1991-09-09 1992-12-15 Betz Laboratories, Inc. Method for controlling fouling deposit formation in a liquid hydrocarbonaceous medium
IT1264624B1 (en) * 1993-06-16 1996-10-04 Euron Spa OIL-SOLUBLE ADDUCTS BETWEEN UNSATURATED BICARBOXYLIC ALIPHATIC ACIDS AND ANHYDRIDES
US5716912A (en) * 1996-04-09 1998-02-10 Chevron Chemical Company Polyalkylene succinimides and post-treated derivatives thereof
US5821205A (en) * 1995-12-01 1998-10-13 Chevron Chemical Company Polyalkylene succinimides and post-treated derivatives thereof
JP4018328B2 (en) * 2000-09-28 2007-12-05 新日本石油株式会社 Lubricating oil composition

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US3415750A (en) * 1963-10-04 1968-12-10 Monsanto Co Imidazolines having polyalkenylsuccinimido-containing substituents
GB1162436A (en) * 1967-03-18 1969-08-27 Orobis Ltd Ashless Dispersants
US3639242A (en) * 1969-12-29 1972-02-01 Lubrizol Corp Lubricating oil or fuel containing sludge-dispersing additive

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62240386A (en) * 1986-03-28 1987-10-21 テキサコ・デベロツプメント・コ−ポレ−シヨン Dispersant for lubricant composition and lubricannt composition containing said dispersant
JPS63159497A (en) * 1986-10-16 1988-07-02 エクソン・ケミカル・パテンツ・インコーポレイテツド Highly functional low molecular weight oil-soluble dispersant useful for oily composition
JPS63218800A (en) * 1986-12-12 1988-09-12 エクソン・ケミカル・パテンツ・インコーポレイテツド Oil-soluble additive useful in oily composition
JP2008260946A (en) * 1996-10-29 2008-10-30 Idemitsu Kosan Co Ltd Novel succinimide compound, method for producing the same, lubricating oil additive containing the same, and lubricating oil composition for diesel engine incorporated with the same
JP2002528634A (en) * 1998-10-30 2002-09-03 ザ ルブリゾル コーポレイション Improved dispersants treated with maleic anhydride.

Also Published As

Publication number Publication date
DE3274976D1 (en) 1987-02-12
BR8204774A (en) 1983-08-02
EP0072645A2 (en) 1983-02-23
JPH0328477B2 (en) 1991-04-19
CA1190216A (en) 1985-07-09
EP0072645B1 (en) 1987-01-07
EP0072645A3 (en) 1984-09-05

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