JPH0940982A - Lubricating oil for metal working - Google Patents

Lubricating oil for metal working

Info

Publication number
JPH0940982A
JPH0940982A JP21247795A JP21247795A JPH0940982A JP H0940982 A JPH0940982 A JP H0940982A JP 21247795 A JP21247795 A JP 21247795A JP 21247795 A JP21247795 A JP 21247795A JP H0940982 A JPH0940982 A JP H0940982A
Authority
JP
Japan
Prior art keywords
lubricating oil
pts
compound
weight
lubricity
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
JP21247795A
Other languages
Japanese (ja)
Other versions
JP3917676B2 (en
Inventor
Yukio Sato
幸男 佐藤
Masaharu Fuchigami
正晴 淵上
Kenji Rakutani
健二 楽谷
Kunihiko Kimata
邦彦 木股
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.)
Yushiro Chemical Industry Co Ltd
Nippon Shokubai Co Ltd
Original Assignee
Yushiro Chemical Industry Co Ltd
Nippon Shokubai Co Ltd
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 Yushiro Chemical Industry Co Ltd, Nippon Shokubai Co Ltd filed Critical Yushiro Chemical Industry Co Ltd
Priority to JP21247795A priority Critical patent/JP3917676B2/en
Publication of JPH0940982A publication Critical patent/JPH0940982A/en
Application granted granted Critical
Publication of JP3917676B2 publication Critical patent/JP3917676B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To produce a lubricating oil for metal working which has excellent lubricity in cutting, grinding, plastic working, etc., of a metal and can offer improved treatability of wastewater by incorporating a polyalkylene oxide having a particular structure. SOLUTION: This lubricating oil for metal working comprises a compd. represented by the formula [R-O-(R'O)1 -(CH2 )m -COO]n -M (wherein R represents a 1-30C hydrocarbon radical; R' represents a 2-4-C alkylene; (1) represents an integer of 1 to 100; M represents H, an alkali metal, an alkaline earth metal, or a hydrogen ion adduct to amine; (m) represents an integer of 1 to 5; and (n) represents the valency of M). R, when the number of carbon atoms is 4 to 24, can balance hydrophilicity with lipophilicity while taking into consideration a correlation with the oxyalkylene chain (R'O)1 . This compd. is incorporated in an amt. of 0.1 to 100 pts.wt. based on 100 ptc.wt. of the total amt. of the lubricating oil. Properties can be improved by incorporating a mineral oil in an amt. of 1 to 50 pts.wt. based on 100 pts.wt. of the total amt. of the lubricating oil and this compd. in an amount of 0.5 to 25 pts.wt. based on 100 pts.wt. of the total amt. of the lubricating oil.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明は、金属加工用潤滑油
に関する。本発明の金属加工用潤滑油は優れた潤滑性を
有するとともに、廃水処理性も良好である。
TECHNICAL FIELD The present invention relates to a lubricating oil for metalworking. The lubricating oil for metalworking of the present invention has excellent lubricity as well as good wastewater treatment.

【0002】[0002]

【従来の技術】一般に、ポリアルキレンオキシド、ポリ
アルキレンオキシドアルキルエーテル及びポリアルキレ
ンオキシドアルキルエステル等のポリアルキレンオキシ
ド類は、流体潤滑性能に優れるため、主として流体潤滑
領域を対象とする潤滑基剤或いは潤滑添加剤等として利
用されている。また、上記ポリアルキレンオキシド類を
金属加工用として適用した例が、特開平6−10087
5号公報等に開示されている。
2. Description of the Related Art Generally, polyalkylene oxides such as polyalkylene oxides, polyalkylene oxide alkyl ethers and polyalkylene oxide alkyl esters are excellent in fluid lubrication performance, and therefore, they are mainly used as a lubricating base or a lubricant for a fluid lubrication region. It is used as an additive. An example in which the above polyalkylene oxides are applied for metal processing is disclosed in JP-A-6-10087.
No. 5, for example.

【0003】[0003]

【発明が解決しようとする課題】しかしながら、ポリア
ルキレンオキシド系潤滑剤では、一般的に、実際に使用
されている化合物は分岐構造を有するものであり、潤滑
性が十分ではない。これはポリアルキレンオキシド類の
境界潤滑性能が乏しいためであり、この性能が強く要求
される金属の切削、研削及び塑性加工等の領域では、優
れた潤滑性能を発揮するポリアルキレンオキシド類はい
まだ得られていない。
However, in the polyalkylene oxide type lubricant, the compound actually used generally has a branched structure and the lubricity is not sufficient. This is because the boundary lubrication performance of polyalkylene oxides is poor, and in the areas such as metal cutting, grinding and plastic working where this performance is strongly required, polyalkylene oxides that exhibit excellent lubrication performance are still unobtainable. Has not been done.

【0004】また、ポリアルキレンオキシド類として親
水性が高いものを使用した場合、廃水処理時に使用する
薬剤として、硫酸バンド等の凝集処理剤等を添加しても
凝集を生ぜず、処理できないという問題をも有する。以
上述べたように、潤滑性及び廃水処理性ともに優れたポ
リアルキレンオキシド類は見いだされていないのが実情
である。本発明は、上記問題点を解決するものであり、
式〔1〕に特定する化合物を使用することにより、潤滑
性、廃水処理性ともに優れた金属加工用潤滑油を提供す
ることを目的とする。
Further, when polyalkylene oxides having high hydrophilicity are used, even if an aggregating agent such as a sulfuric acid band is added as a chemical agent to be used in the treatment of wastewater, the agglomeration does not occur and the treatment cannot be performed. Also has. As described above, the fact is that no polyalkylene oxide having excellent lubricity and waste water treatment property has been found. The present invention solves the above problems,
It is an object of the present invention to provide a lubricating oil for metalworking which is excellent in both lubricity and wastewater treatment by using the compound specified by the formula [1].

【0005】本発明者等は、上記の課題を解決すべく、
ポリアルキレンオキシド類の構造と、それを用いて調製
した潤滑油の潤滑性及び廃水処理性との関連について鋭
意研究した結果、特定の構造を有するポリアルキレンオ
キシド類を使用することにより、優れた性能の金属加工
用潤滑油が得られることを見いだし、本発明を完成する
に至った。
In order to solve the above problems, the present inventors have
As a result of diligent research on the relationship between the structure of polyalkylene oxides and the lubricity and wastewater treatability of the lubricating oil prepared using the same, the use of polyalkylene oxides having a specific structure provides excellent performance. It was found that the above lubricating oil for metal processing can be obtained, and the present invention has been completed.

【0006】[0006]

【課題を解決するための手段】本発明の金属加工用潤滑
油は、下記の一般式〔1〕で表される化合物を含有する
ことを特徴とする。 〔R−O−(R’O)l − (CH2)m −COO〕n −M 〔1〕 (但し、上記式中、Rは炭素数1〜30の炭化水素基、
R’は炭素数2〜4のアルキレン基であり、lは1〜1
00の整数、Mは水素、アルカリ金属、アルカリ土類金
属又はアミンの水素イオン付加物であり、mは1〜5の
整数、nはMの価数に対応する整数である。)
The lubricating oil for metalworking of the present invention is characterized by containing a compound represented by the following general formula [1]. [R-O- (R'O) l - (CH 2) m -COO ] n -M [1] (in the above formulas, R is a hydrocarbon group having 1 to 30 carbon atoms,
R'is an alkylene group having 2 to 4 carbon atoms, and l is 1 to 1
00 is an integer, M is a hydrogen ion addition product of hydrogen, an alkali metal, an alkaline earth metal or an amine, m is an integer of 1 to 5, and n is an integer corresponding to the valence of M. )

【0007】上記「一般式〔1〕の化合物」において、
上記「R」は炭化水素基であり、飽和基でもよいし、不
飽和基でもよく、直鎖状或いは分岐を有するアルキル
基、アルケニル基等である。また、アリル基、アルキル
アリル基等の芳香族環を有する化合物であってもよい。
これら炭化水素基の炭素数は1〜30であり、4〜24
の範囲が好ましい。炭素数が30を越える場合は、親油
性が強くなり(疎水性が高くなり)、併用することの多
い水との相溶性に劣り、液安定性が低下する。炭素数が
4〜24の範囲であれば、オキシアルキレン鎖〔(R’
O)l 〕との相関を考慮しながら、親水性と親油性とを
適宜バランスさせることができる。
In the above "compound of the general formula [1]",
The above "R" is a hydrocarbon group, which may be a saturated group or an unsaturated group, such as a linear or branched alkyl group or alkenyl group. Further, it may be a compound having an aromatic ring such as an allyl group or an alkylallyl group.
These hydrocarbon groups have 1 to 30 carbon atoms and 4 to 24 carbon atoms.
Is preferred. When the carbon number exceeds 30, the lipophilicity becomes strong (hydrophobicity becomes high), the compatibility with water often used together is poor, and the liquid stability decreases. When the carbon number is in the range of 4 to 24, the oxyalkylene chain [(R '
The hydrophilicity and lipophilicity can be appropriately balanced while taking into consideration the correlation with O) l ].

【0008】上記「R’O」は、オキシエチレン基、オ
キシプロピレン基及びオキシブチレン基のうちの少なく
とも1種である。これらオキシアルキレン基の付加モル
数は1〜100、特に5〜60程度が適当である。上記
化合物を水で希釈しない潤滑油に使用する場合は、
「R’O」の疎水性が高いほど、言い換えればオキシエ
チレン基の量比が低いほど、また、オキシアルキレン基
の全付加モル数が多いほど優れた性能の潤滑油を得るこ
とができる。しかし、付加モル数が100を越えても、
コストが嵩むばかりで、それ以上の性能向上はみられな
い。
The above "R'O" is at least one of oxyethylene group, oxypropylene group and oxybutylene group. The number of moles of addition of these oxyalkylene groups is suitably 1 to 100, especially 5 to 60. When using the above compounds in lubricating oils that are not diluted with water,
The higher the hydrophobicity of “R′O”, in other words, the lower the amount ratio of oxyethylene groups, and the higher the total number of added oxyalkylene groups, the more excellent the lubricating oil can be obtained. However, even if the number of added moles exceeds 100,
The cost is high and no further improvement in performance can be seen.

【0009】また、上記一般式〔1〕において、mが5
を越える場合は、潤滑油に泡立ちを生ずる。このmは1
〜3であることが好ましく、この範囲であれば泡立ちは
ほとんどなく、化合物或いは潤滑油を容易に調製するこ
とができる。この化合物は、アルコールにアルキレンオ
キシドを付加した後、常法により、ハロゲン元素を有す
るカルボン酸を反応させ、さらに塩とする方法、或いは
アルコールにアルキレンオキシドを付加した後、酸化し
てカルボン酸とし、これをさらに塩とする方法等によっ
て調製することができる。
In the above general formula [1], m is 5
If it exceeds, foaming occurs in the lubricating oil. This m is 1
It is preferably from 3 to 3, and within this range, there is almost no foaming, and the compound or the lubricating oil can be easily prepared. This compound is a method in which an alkylene oxide is added to an alcohol and then a carboxylic acid having a halogen element is reacted by a conventional method to form a salt, or an alkylene oxide is added to an alcohol and then oxidized to a carboxylic acid, It can be prepared by a method of converting it into a salt.

【0010】本発明の金属加工用潤滑油における上記化
合物の含有量は、潤滑油全量を100重量部とした場合
に、0.1〜100重量部の範囲とすることができる。
この含有量が0.1重量部未満では潤滑性が十分に向上
せず好ましくない。また、本発明では、化合物の構造に
もよるが0.5重量%程度の希薄水溶液であっても、十
分に潤滑性等に優れた潤滑油を得ることができる。尚、
水等他の成分を配合せず、化合物そのものを潤滑油とし
て用いることもできる。
The content of the above compound in the lubricating oil for metalworking of the present invention can be in the range of 0.1 to 100 parts by weight when the total amount of the lubricating oil is 100 parts by weight.
If the content is less than 0.1 parts by weight, the lubricity is not sufficiently improved, which is not preferable. Further, in the present invention, although depending on the structure of the compound, even a dilute aqueous solution of about 0.5% by weight can provide a lubricating oil having excellent lubricity and the like. still,
The compound itself can be used as a lubricating oil without blending other components such as water.

【0011】更に、本発明においては、潤滑油の全量1
00重量部中、1〜50重量部程度の鉱物油を含有させ
ることができる。この場合、上記化合物の含有量は0.
1〜30重量部程度が好ましい。この化合物が0.1重
量部未満では、この特定の化合物を使用することによる
潤滑性及び廃水処理性が十分に向上せず、30重量部を
越える場合は、粘度が高くなる傾向があり、取り扱いが
難しくなることがある。鉱物油等を配合する場合は、こ
の化合物の含有量は0.5〜25重量部、特に5〜20
重量部程度が好ましく、化合物の構造等を勘案しなが
ら、適量の化合物を使用することにより、優れた性能の
金属加工用潤滑油を得ることができる。
Further, in the present invention, the total amount of lubricating oil is 1
About 1 to 50 parts by weight of mineral oil can be contained in 00 parts by weight. In this case, the content of the compound is 0.
About 1 to 30 parts by weight is preferable. If the amount of this compound is less than 0.1 part by weight, the lubricity and the wastewater treatment property due to the use of this specific compound are not sufficiently improved, and if it exceeds 30 parts by weight, the viscosity tends to be high. Can be difficult. When compounding mineral oil etc., the content of this compound is 0.5 to 25 parts by weight, especially 5 to 20 parts by weight.
The amount is preferably about parts by weight, and by using an appropriate amount of the compound while taking into consideration the structure of the compound and the like, a lubricating oil for metalworking having excellent performance can be obtained.

【0012】また、潤滑油中の鉱物油が1重量部未満で
は、鉱物油配合による潤滑性の向上が十分ではなく、5
0重量部を越える場合は、油剤の安定性が低下する。こ
の鉱物油の配合量は5〜50重量部、特に25〜45重
量部が好ましく、この範囲であれば潤滑性と液安定性の
バランスのとれた潤滑油が得られる。この鉱物油として
は、パラフィン系、ナフテン系、芳香族系等、通常、金
属加工用潤滑油に使用されているものを、特に制限され
ることなく使用することができる。
If the amount of the mineral oil in the lubricating oil is less than 1 part by weight, the improvement of lubricity due to the blending of the mineral oil is not sufficient.
If the amount exceeds 0 parts by weight, the stability of the oil agent decreases. The blending amount of this mineral oil is preferably 5 to 50 parts by weight, and particularly preferably 25 to 45 parts by weight. Within this range, a lubricating oil having a well-balanced lubricity and liquid stability can be obtained. As the mineral oil, those commonly used for lubricating oils for metalworking, such as paraffinic oils, naphthene oils, and aromatic oils, can be used without particular limitation.

【0013】式〔1〕においてポリオキシアルキレンモ
ノエーテルカルボン酸と塩を構成する上記「M」として
は、ナトリウム、カリウム等のアルカリ金属、カルシウ
ム等のアルカリ土類金属、アンモニウムの他、モノエタ
ノールアミン、ジエタノールアミン、トリエタノールア
ミン、イソプロパノールアミン等の水素イオン付加物な
どが挙げられる。これらの中ではナトリウム等のアルカ
リ金属が好ましい。
In the formula [1], the above-mentioned "M" constituting a salt with a polyoxyalkylene monoethercarboxylic acid includes alkali metals such as sodium and potassium, alkaline earth metals such as calcium and ammonium, and monoethanolamine. And hydrogen ion adducts such as diethanolamine, triethanolamine and isopropanolamine. Of these, alkali metals such as sodium are preferred.

【0014】本発明の金属加工用潤滑油には、上記の必
須成分の他、必要に応じて動植物油等の油脂、オレイン
酸、カプリル酸等の各種脂肪酸、高級アルコール、アル
カノールアミン等の基油、塩素系、硫黄系、リン系等の
極圧添加剤、各種エステル等からなる油性向上剤、ソル
ビタンモノオレエート、石油スルホン酸等の防錆剤、シ
リコーンオイル等の消泡剤、高級脂肪酸のアルカリ金属
塩、ソルビタンの脂肪酸エステル等の界面活性剤などの
他、防腐剤及び染料等を適宜配合することができる。
In addition to the above essential components, the lubricating oil for metalworking of the present invention may optionally contain oils and fats such as animal and vegetable oils, various fatty acids such as oleic acid and caprylic acid, and base oils such as higher alcohols and alkanolamines. , Chlorine-based, sulfur-based, phosphorus-based extreme pressure additives, oiliness improvers consisting of various esters, rust-inhibitors such as sorbitan monooleate and petroleum sulfonic acid, antifoaming agents such as silicone oil, higher fatty acid In addition to surfactants such as alkali metal salts and fatty acid esters of sorbitan, preservatives, dyes and the like can be appropriately added.

【0015】また、本発明の金属加工用潤滑油は、上記
の各成分を必要により配合し、混合することによって調
製でき、各成分の配合の順序、配合に使用する装置、配
合方法等、特に制限はされず、通常、この種の潤滑油の
調製に使用される装置、方法等により調製することがで
きる。
The lubricating oil for metalworking of the present invention can be prepared by blending and mixing the above-mentioned components as required, and the order of blending the components, the equipment used for blending, the blending method, etc., There is no limitation, and it can be usually prepared by an apparatus, a method, etc. used for preparing this type of lubricating oil.

【0016】本発明の金属加工用潤滑油では、カルボキ
シル基を持たないポリアルキレンオキシド類を潤滑成分
とする従来の潤滑油と比較し、適用できる潤滑領域を、
より厳しい領域、即ち境界潤滑領域に広げることが可能
となる。また、カルボキシル基(若しくは塩)の導入に
より、親水性の高いポリオキシアルキレンアルキル(又
はアルケニル、アリル、アルキルアリル等)エーテルで
も、凝集処理剤による処理が可能となり、廃水処理にお
いて有利となる。
In the lubricating oil for metalworking of the present invention, as compared with the conventional lubricating oil containing polyalkylene oxides having no carboxyl group as a lubricating component, the applicable lubricating range is
It becomes possible to extend to a more severe region, that is, a boundary lubrication region. Further, by introducing a carboxyl group (or salt), even a highly hydrophilic polyoxyalkylene alkyl (or alkenyl, allyl, alkylallyl, etc.) ether can be treated with an aggregating treatment agent, which is advantageous in wastewater treatment.

【0017】即ち、本発明では、親水性の高いポリオキ
シアルキレン鎖を有する化合物を使用する場合であって
も、上記のようにカルボキシル基(若しくは塩)を導入
することにより、カルボキシル基等と凝集処理剤との反
応によりフロックが形成されるため、その反応生成物を
廃液中より比較的容易に除去することができる。更に、
一般式〔1〕で表される化合物は、界面活性剤として非
イオン性界面活性剤とノニオン性界面活性剤の両方の性
質を併せ持ち、被乳化体の乳化、可溶化の点でも有用で
ある。
That is, in the present invention, even when a compound having a highly hydrophilic polyoxyalkylene chain is used, by introducing a carboxyl group (or salt) as described above, it aggregates with a carboxyl group or the like. Since the flocs are formed by the reaction with the treating agent, the reaction products can be removed relatively easily from the waste liquid. Furthermore,
The compound represented by the general formula [1] has both properties of a nonionic surfactant and a nonionic surfactant as a surfactant, and is also useful in terms of emulsification and solubilization of an emulsified product.

【0018】[0018]

【発明の実施の形態】以下、実施例及び比較例によって
更に詳しく説明する。一般式〔1〕で表されるポリオキ
シアルキレンモノエーテルカルボン酸の塩は次のように
して得た。 反応生成物1;シクロヘキシルアルコール1モルに対
し、定法に従ってプロピレンオキシド30モル及びエチ
レンオキシド5モルを順に付加させて得たポリオキシア
ルキレンモノシクロヘキシルエーテルと、クロロ酢酸ナ
トリウムとを、水酸化ナトリウムの存在下、減圧下に反
応させ、その後、副生した塩化ナトリウムを除去し、ポ
リオキシアルキレンモノシクロヘキシルエーテルカルボ
ン酸のナトリウム塩(化合物1)を71重量%含有する
反応生成物1を得た。
BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in more detail below with reference to Examples and Comparative Examples. The salt of polyoxyalkylene monoethercarboxylic acid represented by the general formula [1] was obtained as follows. Reaction product 1; polyoxyalkylene monocyclohexyl ether obtained by sequentially adding 30 moles of propylene oxide and 5 moles of ethylene oxide to 1 mole of cyclohexyl alcohol and sodium chloroacetate in the presence of sodium hydroxide, The reaction was performed under reduced pressure, and then sodium chloride produced as a by-product was removed to obtain a reaction product 1 containing 71% by weight of sodium salt of polyoxyalkylene monocyclohexyl ether carboxylic acid (Compound 1).

【0019】反応生成物2;オクチルアルコール1モル
に対し、定法に従ってプロピレンオキシド10モル及び
エチレンオキシド10モルを順に付加させて得たポリオ
キシアルキレンモノオクチルエーテルと、クロロ酢酸カ
リウムとを、水酸化カリウムの存在下、減圧下に反応さ
せ、その後、副生した塩化カリウムを除去し、ポリオキ
シアルキレンモノオクチルエーテルカルボン酸のカリウ
ム塩(化合物2)を75重量%含有する反応生成物2を
得た。
Reaction product 2; Polyoxyalkylene monooctyl ether obtained by sequentially adding 10 mol of propylene oxide and 10 mol of ethylene oxide to 1 mol of octyl alcohol according to a conventional method, and potassium chloroacetate were mixed with potassium hydroxide. The reaction was carried out under reduced pressure in the presence of the reaction product, and then the by-produced potassium chloride was removed to obtain a reaction product 2 containing 75% by weight of a potassium salt of polyoxyalkylene monooctyl ether carboxylic acid (compound 2).

【0020】反応生成物3;ステアリルアルコール1モ
ルに対し、定法に従ってエチレンオキシド5モル、プロ
ピレンオキシド30モル及びエチレンオキシド5モルを
順に付加させて得たポリオキシアルキレンモノステアリ
ルエーテルと、クロロ酢酸カリウムとを、水酸化カリウ
ムの存在下、減圧下に反応させ、その後、副生した塩化
カリウムを除去し、ポリオキシアルキレンモノステアリ
ルエーテルカルボン酸のカリウム塩(化合物3)を58
重量%含有する反応生成物3を得た。
Reaction product 3; polyoxyalkylene monostearyl ether obtained by sequentially adding 5 mol of ethylene oxide, 30 mol of propylene oxide and 5 mol of ethylene oxide to 1 mol of stearyl alcohol according to a conventional method, and potassium chloroacetate. The reaction is carried out under reduced pressure in the presence of potassium hydroxide, then by-produced potassium chloride is removed, and the potassium salt of polyoxyalkylene monostearyl ether carboxylic acid (compound 3) is added to 58%.
A reaction product 3 containing wt% was obtained.

【0021】反応生成物4;ステアリルアルコール1モ
ルに対し、定法に従ってエチレンオキシド5モル、プロ
ピレンオキシド50モル及びエチレンオキシド5モルを
順に付加させて得たポリオキシアルキレンモノステアリ
ルエーテルと、クロロ酢酸ナトリウムとを、水酸化ナト
リウムの存在下、減圧下に反応させ、その後、副生した
塩化ナトリウムを除去し、ポリオキシアルキレンモノス
テアリルエーテルカルボン酸のナトリウム塩(化合物
4)を45重量%含有する反応生成物4を得た。
Reaction product 4; polyoxyalkylene monostearyl ether obtained by sequentially adding 5 mol of ethylene oxide, 50 mol of propylene oxide and 5 mol of ethylene oxide to 1 mol of stearyl alcohol according to a conventional method, and sodium chloroacetate. The reaction product 4 containing 45% by weight of sodium salt of polyoxyalkylene monostearyl ether carboxylic acid (compound 4) is reacted under reduced pressure in the presence of sodium hydroxide. Obtained.

【0022】反応生成物5;ステアリルアルコール1モ
ルに対し、定法に従ってブチレンオキシド20モル及び
エチレンオキシド5モルを順に付加させて得たポリオキ
シアルキレンモノステアリルエーテルと、クロロ酢酸カ
リウムとを、水酸化カリウムの存在下、減圧下に反応さ
せ、その後、副生した塩化カリウムを除去し、ポリオキ
シアルキレンモノステアリルエーテルカルボン酸のカリ
ウム塩(化合物5)を60重量%含有する反応生成物5
を得た。
Reaction product 5: Polyoxyalkylene monostearyl ether obtained by sequentially adding 20 mol of butylene oxide and 5 mol of ethylene oxide to 1 mol of stearyl alcohol according to a conventional method and potassium chloroacetate were mixed with potassium hydroxide. Reaction product 5 containing 60% by weight of potassium salt of polyoxyalkylene monostearyl ether carboxylic acid (compound 5) after removing by-produced potassium chloride after reacting under reduced pressure in the presence of
I got

【0023】得られた反応生成物の組成を表1に示す。
表1中のEOはエチレンオキシド、POはプロピレンオ
キシド及びBOはブチレンオキシドを表し、数字はそれ
ぞれの付加モル数を表す。
The composition of the obtained reaction product is shown in Table 1.
In Table 1, EO represents ethylene oxide, PO represents propylene oxide, and BO represents butylene oxide, and the numbers represent the number of added moles of each.

【0024】[0024]

【表1】 [Table 1]

【0025】表1の5種類の化合物の潤滑性及び廃水処
理性を評価した。潤滑性については各化合物を含む反応
生成物原液と化合物濃度0.5重量%の水溶液につい
て、また、廃水処理性については化合物濃度0.1重量
%の水溶液を用いて評価した。測定方法を下記に、結果
を表2に示す。 潤滑性;曽田式振子型油性試験機により摩擦係数を測定
した。 廃水処理性;硫酸バンド1%を使用して凝集処理を行
い、JIS 010218の手法でCOD(単位;mg
/l)を測定した。
The lubricity and wastewater treatment of the five compounds in Table 1 were evaluated. Lubricity was evaluated using a reaction product stock solution containing each compound and an aqueous solution having a compound concentration of 0.5% by weight, and wastewater treatability was evaluated using an aqueous solution having a compound concentration of 0.1% by weight. The measuring method is shown below, and the results are shown in Table 2. Lubricity: The friction coefficient was measured by a Soda pendulum type oiliness tester. Wastewater treatment: Coagulation treatment using sulfuric acid band 1%, COD (unit: mg) according to the method of JIS 010218
/ L) was measured.

【0026】[0026]

【表2】 [Table 2]

【0027】なお、表2における比較物質1は、分子量
約1000のポリオキシプロピレン、比較物質2は、分
子量約2000、プロピレンオキシド/エチレンオキシ
ド(重量比)=80/20のポリオキシプロピレン・オ
キシエチレンブロック共重合体である。
The comparative substance 1 in Table 2 is polyoxypropylene having a molecular weight of about 1000, and the comparative substance 2 is polyoxypropylene / oxyethylene block having a molecular weight of about 2,000 and propylene oxide / ethylene oxide (weight ratio) = 80/20. It is a copolymer.

【0028】表2の結果によれば、化合物1〜5では、
それらを含む反応生成物原液の摩擦係数は0.13〜
0.16と小さく、非常に潤滑性に優れていることが分
かる。また、化合物濃度が0.5重量%と希薄な水溶液
であっても、相当な潤滑性を有しており、特に長鎖のア
ルコールを使用した化合物3〜5では、希薄水溶液であ
っても、比較物質の原液と同程度の潤滑性を有している
ことが分かる。また、これら化合物、特に化合物4〜5
は廃水処理性においても非常に優れた性能を有してい
る。
According to the results of Table 2, in compounds 1 to 5,
The coefficient of friction of the reaction product stock solution containing them is 0.13 to
It is as small as 0.16, and it can be seen that the lubricity is extremely excellent. Further, even if the compound concentration is 0.5% by weight, it has a considerable lubricity even if it is a dilute aqueous solution. Especially, in compounds 3 to 5 using long chain alcohol, even if it is a dilute aqueous solution, It can be seen that it has the same level of lubricity as the stock solution of the comparative substance. In addition, these compounds, particularly compounds 4 to 5
Also has very good performance in wastewater treatment.

【0029】一方、比較物質では、原液の潤滑性は上記
各化合物に比べ遜色ないものの、希薄水溶液では摩擦係
数が非常に大きくなり、高濃度でないと十分な性能は得
られないことが分かる。また、廃水処理性は非常に劣っ
ており、CODは化合物1〜3の2〜3倍程度、化合物
4〜5の10倍前後の高い値となつている。
On the other hand, in the case of the comparative substance, the lubricity of the stock solution is comparable to that of the above compounds, but in the dilute aqueous solution, the friction coefficient becomes very large, and it is understood that sufficient performance cannot be obtained unless the concentration is high. Further, the wastewater treatment property is very poor, and the COD is as high as about 2 to 3 times that of the compounds 1 to 3 and about 10 times that of the compounds 4 to 5.

【0030】次に、表1の各化合物を含む反応生成物に
表3の各成分をそれぞれ所定量配合して得られる潤滑油
を調製し、配合物の原液及びその5重量%水溶液につい
て、前記と同様の方法でその潤滑性を評価した。その結
果を表4に示す。尚、比較例2で使用した比較物質は、
ヒマシ油のヒドロキシル基にオキシエチレンを24モル
付加したもののカリウム塩である。
Next, a lubricating oil obtained by blending a reaction product containing each compound of Table 1 with each component of Table 3 in a predetermined amount was prepared, and a stock solution of the formulation and a 5 wt% aqueous solution thereof were prepared as described above. The lubricity was evaluated in the same manner as in. The results are shown in Table 4. The comparative substance used in Comparative Example 2 was
It is a potassium salt of castor oil with 24 moles of oxyethylene added to the hydroxyl group.

【0031】[0031]

【表3】 [Table 3]

【0032】[0032]

【表4】 [Table 4]

【0033】表4の結果によれば、実施例1〜5では、
上記化合物を含む反応生成物を単独で使用した場合に比
べて僅かながら摩擦係数が小さくなる傾向にあり、より
潤滑性に優れた潤滑油が得られていることが分かる。ま
た、これらの配合物原液を5重量%の水溶液とした場合
でも、摩擦係数はほとんど変化せず、配合物の5重量%
程度の低濃度の水溶液で十分な性能の潤滑油が得られる
ことが分かる。尚、実施例5では、鉱物油を38重量部
使用しているため潤滑性は最もよいものとなっている
が、廃水処理性がやや低下することが予想され、このよ
うに本発明の金属加工用潤滑油では、潤滑性と廃水処理
性とを適宜バランスさせた潤滑油とすることができる。
According to the results of Table 4, in Examples 1 to 5,
Compared with the case where the reaction product containing the above compound was used alone, the friction coefficient tended to be slightly smaller, and it can be seen that a lubricating oil having more excellent lubricity was obtained. Even when the stock solution of these compounds was made into a 5% by weight aqueous solution, the friction coefficient hardly changed.
It can be seen that a lubricating oil having sufficient performance can be obtained with an aqueous solution having a low concentration. In addition, in Example 5, since 38 parts by weight of mineral oil was used, the lubricity was the best, but it is expected that the wastewater treatability would be slightly deteriorated. The lubricating oil for use can be a lubricating oil in which the lubricity and the wastewater treatment property are appropriately balanced.

【0034】一方、上記化合物も鉱物油も含まない比較
例1の潤滑油では、摩擦係数は非常に大きく、潤滑性に
劣っていることが分かる。また、比較物質を20重量部
配合した比較例2の場合、原液では潤滑性は良好である
が、5%水溶液ではやや低下の傾向がみられる。更に、
鉱物油を49重量部と大量に使用した実験例1の潤滑油
は優れた潤滑性を有しているが、本発明の特定の化合物
を含有させた潤滑油も、この鉱物油を使用した潤滑油と
比べて何ら遜色のない性能を有するものであることが分
かる。
On the other hand, it can be seen that the lubricating oil of Comparative Example 1 containing neither the above compound nor mineral oil has a very large friction coefficient and is inferior in lubricity. Further, in the case of Comparative Example 2 in which 20 parts by weight of the comparative substance was blended, the lubricity was good in the undiluted solution, but there was a tendency of a slight decrease in the 5% aqueous solution. Furthermore,
The lubricating oil of Experimental Example 1 using a large amount of 49 parts by weight of mineral oil has excellent lubricity, but the lubricating oil containing the specific compound of the present invention also lubricates using this mineral oil. It can be seen that it has a performance comparable to that of oil.

【0035】[0035]

【発明の効果】本発明の金属加工用潤滑油では、特定の
カルボン酸又はその塩を使用することにより、潤滑性に
優れ、且つ良好な廃水処理性をも有する金属加工用潤滑
油を得ることができる。
INDUSTRIAL APPLICABILITY In the lubricating oil for metalworking of the present invention, by using a specific carboxylic acid or a salt thereof, it is possible to obtain a lubricating oil for metalworking which is excellent in lubricity and also has a good wastewater treatment property. You can

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 FI 技術表示箇所 C10N 40:20 (72)発明者 楽谷 健二 神奈川県川崎市川崎区浮島町10番12号 株 式会社日本触媒内 (72)発明者 木股 邦彦 神奈川県川崎市川崎区浮島町10番12号 株 式会社日本触媒内─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. 6 Identification number Internal reference number FI Technical indication location C10N 40:20 (72) Inventor Kenji Rakutani 10-12 Ukishima-cho, Kawasaki-ku, Kawasaki-shi, Kanagawa (72) Inventor Kunihiko Kiseshi 10-12 Ukishima-cho, Kawasaki-ku, Kawasaki-shi, Kanagawa Stock company

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】 下記の一般式〔1〕で表される化合物を
含有することを特徴とする金属加工用潤滑油。 〔R−O−(R’O)l − (CH2)m −COO〕n −M 〔1〕 (但し、上記式中、Rは炭素数1〜30の炭化水素基、
R’は炭素数2〜4のアルキレン基であり、lは1〜1
00の整数、Mは水素、アルカリ金属、アルカリ土類金
属又はアミンの水素イオン付加物であり、mは1〜5の
整数、nはMの価数に対応する整数である。)
1. A lubricating oil for metalworking, comprising a compound represented by the following general formula [1]. [R-O- (R'O) l - (CH 2) m -COO ] n -M [1] (in the above formulas, R is a hydrocarbon group having 1 to 30 carbon atoms,
R'is an alkylene group having 2 to 4 carbon atoms, and l is 1 to 1
00 is an integer, M is a hydrogen ion addition product of hydrogen, an alkali metal, an alkaline earth metal or an amine, m is an integer of 1 to 5, and n is an integer corresponding to the valence of M. )
JP21247795A 1995-07-27 1995-07-27 Lubricant for metal processing Expired - Lifetime JP3917676B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP21247795A JP3917676B2 (en) 1995-07-27 1995-07-27 Lubricant for metal processing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP21247795A JP3917676B2 (en) 1995-07-27 1995-07-27 Lubricant for metal processing

Publications (2)

Publication Number Publication Date
JPH0940982A true JPH0940982A (en) 1997-02-10
JP3917676B2 JP3917676B2 (en) 2007-05-23

Family

ID=16623299

Family Applications (1)

Application Number Title Priority Date Filing Date
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Country Status (1)

Country Link
JP (1) JP3917676B2 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008214510A (en) * 2007-03-05 2008-09-18 Nippon Grease Kk Water-soluble processing oil for metal
JP2013501824A (en) * 2009-08-07 2013-01-17 ビーエーエスエフ ソシエタス・ヨーロピア Lubricant composition containing alkyl ether carboxylic acid
JP2016000445A (en) * 2014-06-12 2016-01-07 日本グリース株式会社 Superfinishing method
CN108138072A (en) * 2015-08-13 2018-06-08 福斯油品欧洲股份公司 For carrying out composition of minimum amount of lubrication and application thereof

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008214510A (en) * 2007-03-05 2008-09-18 Nippon Grease Kk Water-soluble processing oil for metal
JP2013501824A (en) * 2009-08-07 2013-01-17 ビーエーエスエフ ソシエタス・ヨーロピア Lubricant composition containing alkyl ether carboxylic acid
US9340745B2 (en) 2009-08-07 2016-05-17 Basf Se Lubricant composition
JP2016000445A (en) * 2014-06-12 2016-01-07 日本グリース株式会社 Superfinishing method
CN108138072A (en) * 2015-08-13 2018-06-08 福斯油品欧洲股份公司 For carrying out composition of minimum amount of lubrication and application thereof
JP2018523748A (en) * 2015-08-13 2018-08-23 フックス ペトロルブ ソキエタス エウロペアFuchs Petrolub Se Composition for use in lubricating a trace amount of oil and use thereof

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