JPH1180769A - Lubricant composition for water-soluble metal processing - Google Patents
Lubricant composition for water-soluble metal processingInfo
- Publication number
- JPH1180769A JPH1180769A JP24959397A JP24959397A JPH1180769A JP H1180769 A JPH1180769 A JP H1180769A JP 24959397 A JP24959397 A JP 24959397A JP 24959397 A JP24959397 A JP 24959397A JP H1180769 A JPH1180769 A JP H1180769A
- Authority
- JP
- Japan
- Prior art keywords
- water
- polyoxyalkylene
- group
- soluble metal
- oxyethylene
- 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.)
- Pending
Links
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、切削、研削、塑性
加工等の金属加工用水溶性油剤に関するものであ理、特
に、切り屑分散性及び消泡性に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a water-soluble oil agent for metal working such as cutting, grinding, and plastic working, and more particularly to dispersibility of chips and defoaming.
【0002】[0002]
【従来の技術】金像加工用水溶液油剤は、一般に鉱油、
油脂、極圧添加剤、界面活性剤、消泡剤、金属防食剤、
酸化防止剤、防腐・防カビ剤等を目的に応じて適宜混合
して組成されている。水溶性切削・研削用油剤は、通
常、水で10〜100倍に希釈して使用されるが、この
希釈水はクーラントと呼ばれている。このクーラントに
は被切削性を良くする性能(一時性能)と作業性その他
の性能(二次性能)とが要求される。二次性能として
は、切り屑の分散性が良いこと、汚れがワークや機械周
辺に付着しないこと、防錆性の良いこと、発泡性が良い
こと、劣化しにくいこと、悪臭が発生しにくいこと等が
挙げられる。2. Description of the Related Art Aqueous oil solutions for gold image processing are generally mineral oil,
Fats and oils, extreme pressure additives, surfactants, defoamers, metal anticorrosives,
The composition is prepared by appropriately mixing an antioxidant, an antiseptic / antifungal agent and the like according to the purpose. The water-soluble cutting / grinding oil is usually used after being diluted 10 to 100 times with water, and this diluted water is called a coolant. The coolant is required to have a performance (temporary performance) for improving the machinability and a workability and other performances (secondary performance). The secondary performance is that the dispersibility of the chips is good, that dirt does not adhere to the work and the surroundings of the machine, that it has good rust prevention, that it has good foaming properties, that it does not easily deteriorate, and that it does not generate bad odors. And the like.
【0003】[0003]
【発明が解決しようとする課題】特に、加工時に発生す
る切り屑及び切り屑に起因する汚れ、すなわち、切り屑
と油剤、他の油(機械の潤滑油、油圧油等)等の混合物
がワークに付着すると、ベタツキの原因となり、ワーク
同士がくっ付いたり、ワークの搬送機に付着したり、あ
るいは次工程の洗浄工程において洗浄液への負担が大き
くなったりする。更に、ワークの美観を損ね、商品価値
を低下させたりする。また、切り屑分散性は切削加工、
研削加工の中で、特に鋼、アルミニウム銅合金、超硬合
金等の研削加工等の細かい切り屑が発生する加工で重要
となる。従来の水溶性油剤には、切り屑をクーラント中
に分散させるために、高HLBのノニオン系界面活性
剤、高級脂肪酸のアルカノールアミン塩やアルカリ金属
塩等のアニオン系界面活性剤が添加されるが、泡立ちが
大きくなって作業台やクーラント及び循環ピットから泡
が溢れだすという問題を抱えている。本発明の目的は、
切り屑分散性と消泡性を兼ね備えた水溶性金属加工用油
剤組成物を提供することである。In particular, chips generated during machining and dirt caused by the chips, that is, a mixture of chips and an oil agent, other oils (machine lubricating oils, hydraulic oils, etc.), etc. If it adheres to the work, it may cause stickiness, and the work may stick to each other, adhere to a work transporter, or increase the load on the cleaning liquid in the next cleaning process. Further, the aesthetic appearance of the work is impaired, and the commercial value is reduced. In addition, the chip dispersibility is determined by cutting,
Among grinding processes, it is particularly important in a process in which fine chips are generated, such as a grinding process of steel, an aluminum copper alloy, a cemented carbide and the like. Conventional water-soluble oils are added with a nonionic surfactant having a high HLB and an anionic surfactant such as an alkanolamine salt or an alkali metal salt of a higher fatty acid in order to disperse chips in the coolant. However, there is a problem that foaming becomes large and foam overflows from a work table, a coolant and a circulation pit. The purpose of the present invention is
An object of the present invention is to provide a water-soluble metalworking oil composition having both chip dispersibility and defoaming property.
【0004】[0004]
【課題を解決するための手段】本発明者等は、水溶性金
属加工用油剤の切り屑分散性と消泡性の関連について鋭
意検討した結果、特定のジアミンのアルキレンオキシド
付加物が、消泡性を維持しつつ且つ切り屑分散性にも優
れることを見い出して本発明を完成するに至ったのであ
る。Means for Solving the Problems The present inventors have conducted intensive studies on the relationship between the dispersibility of chips and the defoaming property of a water-soluble metal working oil, and found that an alkylene oxide adduct of a specific diamine was defoamed. The inventors have found that the present invention has excellent chip dispersibility while maintaining the properties, and has completed the present invention.
【0005】本発明の水溶性金属加工用油剤組成物は、
上記特許請求の範囲に示す一般式(1)で表される芳香
族系ジアミンポリオキシアルキレン付加物及び一般式
(2)で表される脂環式系ジアミンポリオキシアルキレ
ン付加物の少なくとも一方を含有することを特徴とす
る。但し、上記一般式(1)及び(2)において、上記
R1 、R2 又はR3 は水素原子又は(A)m −Hであ
り、該Aはオキシアルキレン基又はポリオキシアルキレ
ン基、mは1以上(特に1〜20)の整数であり、上記
(A)n −Hの該Aはオキシアルキレン基又はポリオキ
シアルキレン基、nは1以上(特に1〜20)の整数で
ある。尚、上記(A)m −Hと(A)n −Hとは、同じ
でもよいし、異なってもよい。更に、R1 、R2 及びR
3 の2以上が(A)m −H基である場合には、通常、こ
れらの(A)m −H基は同じであるが、異なってもよ
い。そして、一般式(1)において、2つのアミノメチ
ル基が芳香核(ベンゼン核)に形成される位置は、オル
ト位置、メタ位置又はパラ位置を問わないが、通常はメ
タ位置である。一般式(2)において、2つのアミノメ
チル基が脂環式6員環化合物に形成される位置は、いず
れの位置であっても良いが、通常は1に対して3の位置
(メタ相当の位置)である。[0005] The water-soluble metal working oil composition of the present invention comprises:
It contains at least one of an aromatic diamine polyoxyalkylene adduct represented by the general formula (1) and an alicyclic diamine polyoxyalkylene adduct represented by the general formula (2) shown in the claims. It is characterized by doing. However, in the general formulas (1) and (2), R 1 , R 2 or R 3 is a hydrogen atom or (A) m -H, A is an oxyalkylene group or a polyoxyalkylene group, and m is In the above (A) n -H, A is an oxyalkylene group or a polyoxyalkylene group, and n is an integer of 1 or more (particularly 1 to 20). The above (A) m -H and (A) n -H may be the same or different. Further, R 1 , R 2 and R
When two or more of 3 are (A) m -H groups, these (A) m -H groups are usually the same, but may be different. In general formula (1), the position at which two aminomethyl groups are formed on the aromatic nucleus (benzene nucleus) may be at the ortho position, the meta position or the para position, but is usually at the meta position. In the general formula (2), the position at which two aminomethyl groups are formed in the alicyclic 6-membered ring compound may be any position, but is usually 3 to 1 (meta equivalent). Position).
【0006】上記オキシアルキレン基又はポリオキシア
ルキレン基における「オキシアルキレン」は、オキシエ
チレン、オキシプロピレン又はオキシブチレン等とする
ことができるが、このうち、オキシエチレン又はオキシ
プロピレンが好ましい。このオキシエチレン又はオキシ
プロピレンの場合は、親水性が高く水への溶解性、分散
性が優れるため好ましい。更に、オキシエチレンとオキ
シプロピレンとの混合基であっても良い。また、その付
加モル数は1〜4が好ましい。これが5を越えると、消
泡性が低下するためである。The "oxyalkylene" in the above oxyalkylene group or polyoxyalkylene group can be oxyethylene, oxypropylene, oxybutylene or the like, among which oxyethylene or oxypropylene is preferable. This oxyethylene or oxypropylene is preferable because of its high hydrophilicity and excellent solubility and dispersibility in water. Further, it may be a mixed group of oxyethylene and oxypropylene. The number of moles added is preferably from 1 to 4. If this exceeds 5, the defoaming property is reduced.
【0007】上記芳香族系ジアミンポリオキシアルキレ
ン付加物及び/又は上記脂環式系ジアミンポリオキシア
ルキレン付加物と、アニオン性界面活性剤及び水とを含
み、本組成物全体を100重量部とする場合、上記芳香
族系ジアミンポリオキシアルキレン付加物及び/又は上
記脂環式系ジアミンポリオキシアルキレン付加物の添加
量は0.5〜50重量部、好ましくは1〜50、更に好
ましくは1.5〜40重量部とすることができる。これ
らの範囲においては、切り屑分散性及び消泡性に優れる
からである。The composition of the present invention contains the above aromatic diamine polyoxyalkylene adduct and / or the above alicyclic diamine polyoxyalkylene adduct, an anionic surfactant and water, and makes the whole composition 100 parts by weight. In this case, the addition amount of the aromatic diamine polyoxyalkylene adduct and / or the alicyclic diamine polyoxyalkylene adduct is 0.5 to 50 parts by weight, preferably 1 to 50 parts, more preferably 1.5 parts by weight. To 40 parts by weight. This is because in these ranges, the chip dispersibility and the defoaming property are excellent.
【0008】上記の芳香族系ジアミンポリオキシアルキ
レン付加物等の含有量はクーラント中に0.001〜5
重量%存在することが望ましく、好ましくは0.005
〜0.2重量%である。含有量が0.001重量%未満
では性能向上の効果がなく、また含有量が1重量%を越
えてもその効果は変わらず不経済だからである。上記の
化合物は水溶性金属加工用油剤原液に組成してもよく、
クーラント中に添加してもよい。、本発明の水溶性金属
加工用油剤組成物は、上記の化合物を必須成分として含
有するが、鉱油、油脂、極圧添加剤、界面活性剤、消泡
剤、金属防食剤、酸化防止剤、防腐剤等は従来の油剤に
用いられているものを任意に選択して配合使用すること
ができる。本発明の水溶性金属加工油剤組成物は、各成
分を混合して製造される。The content of the above-mentioned aromatic diamine polyoxyalkylene adduct is 0.001 to 5 in the coolant.
%, Preferably 0.005% by weight.
~ 0.2% by weight. If the content is less than 0.001% by weight, there is no effect of improving the performance, and if the content exceeds 1% by weight, the effect remains unchanged and is uneconomical. The above compounds may be formulated in a water-soluble metal working oil stock solution,
It may be added to the coolant. The water-soluble metal working oil composition of the present invention contains the above compound as an essential component, but includes mineral oil, oil and fat, extreme pressure additive, surfactant, defoamer, metal anticorrosive, antioxidant, Preservatives and the like can be arbitrarily selected from those used in conventional oils and can be blended and used. The water-soluble metalworking oil composition of the present invention is produced by mixing each component.
【0009】[0009]
【発明の実施の形態】本発明の水溶性金属加工油剤組成
物を、実施例及び比較例により、更に詳細に説明する。 (1)水溶性金属加工油剤の組成物 表1及び2に実施例1〜9及び比較例1〜7の各組成を
示す。表1及び2において組成を示す数値は重量部であ
る。BEST MODE FOR CARRYING OUT THE INVENTION The water-soluble metalworking oil composition of the present invention will be described in more detail with reference to Examples and Comparative Examples. (1) Composition of water-soluble metalworking oil agent Tables 1 and 2 show the compositions of Examples 1 to 9 and Comparative Examples 1 to 7, respectively. The numerical values indicating the compositions in Tables 1 and 2 are parts by weight.
【0010】[0010]
【表1】 [Table 1]
【0011】[0011]
【表2】 [Table 2]
【0012】表1及び2において、「MXDAEO2」
は、下記の(3)に示されるメタキシレンジアミンのオ
キシエチレン2モル付加物であり、各アミノ基にオキシ
エチレンが1モルづつ合計2モル付加形成されたもの、
「BACEO2」は、下記の(4)に示される1,3−
ビス(アミノメチル)シクロヘキサンのオキシエチレン
2モル付加物であり、各アミノ基にオキシエチレンが1
モルづつ合計2モル付加形成されたものである。In Tables 1 and 2, "MXDAEO2"
Is an adduct of 2 moles of oxyethylene of meta-xylene diamine shown in the following (3), wherein 1 mole of oxyethylene is added to each amino group for a total of 2 moles;
"BACEO2" is a 1,3-type represented by the following (4).
This is an adduct of bis (aminomethyl) cyclohexane with 2 moles of oxyethylene.
In this case, a total of 2 moles were added and formed.
【0013】[0013]
【化3】 Embedded image
【0014】[0014]
【化4】 Embedded image
【0015】「MXDAEO4」は、下記の(5)に示
されるメタキシレンジアミンのオキシエチレン4モル付
加物であり、各アミノ基にモノオキシエチレンが2モル
づつ合計4モル付加形成されたもの、「BACEO4」
は、下記の(6)に示される1,3−ビス(アミノメチ
ル)シクロヘキサンのオキシエチレン4モル付加物であ
り、各アミノ基にモノオキシエチレンが2モルづつ合計
4モル付加形成されたものである。"MXDAEO4" is an adduct of metaxylenediamine with 4 moles of oxyethylene shown in the following (5), in which 2 moles of monooxyethylene are added to each amino group for a total of 4 moles, BACEO4 "
Is a 4-mol adduct of oxyethylene of 1,3-bis (aminomethyl) cyclohexane shown in the following (6), in which 2 mol of monooxyethylene is added to each amino group for a total of 4 mol. is there.
【0016】[0016]
【化5】 Embedded image
【0017】[0017]
【化6】 Embedded image
【0018】上記「アミドA」は、椰子脂肪酸とジエタ
ノールアミンとからなるアミド(モル比:1:1)、上
記「アルキルアミンB」は牛脂アルキルプロピレンジア
ミンのオキシエチレン3モル付加物である。上記防腐剤
はヘキサヒドロ−1,3,5−トリス(2−ヒドロキシ
エチル)−s−トリアジン、上記ノニオン系界面活性剤
Aはノニルフエニルポリオキシエチレンエーテル(E
O:2モル)、ノニオン系界面活性剤Bはノニルフエニ
ルポリオキシエチレンエーテル(EO:6モル)であ
る。The "amide A" is an amide composed of coconut fatty acid and diethanolamine (molar ratio: 1: 1), and the "alkylamine B" is a 3-mol oxyethylene adduct of tallow alkylpropylenediamine. The preservative is hexahydro-1,3,5-tris (2-hydroxyethyl) -s-triazine, and the nonionic surfactant A is nonylphenylpolyoxyethylene ether (E
O: 2 mol), and the nonionic surfactant B is nonylphenyl polyoxyethylene ether (EO: 6 mol).
【0019】(2)性能試験方法 本発明水溶性金属加工油剤組成物の性能を明らかにする
ため、性能試験を行った。 切り屑分散性 試料2%水溶液100mlを100ml共栓付きメスシリン
ダーに採り、3gに切り屑(研削粉)を添加して、上下
に軽く振とうした後、1日放置して切り屑を試料液に馴
染ませる。次いで、上下に振とうして静置し、シリンダ
ーを揺らしながら液面に浮上した切り屑をシリンダーの
底に沈降させる。約1時間後沈降した切り屑の体積(m
l)を測定した。尚、本試験法でわ切り屑の沈降体積が
少ないほど切り屑分散性は良好と評価される。(2) Performance Test Method A performance test was conducted to clarify the performance of the water-soluble metal working oil composition of the present invention. Chip dispersibility 100 ml of a 2% aqueous sample solution is placed in a 100-ml graduated cylinder equipped with a stopper, 3 g of chip (ground powder) is added, and the mixture is shaken lightly up and down. Make it familiar. Next, it is shaken up and down and allowed to stand still, and the chips floating on the liquid surface are settled at the bottom of the cylinder while shaking the cylinder. After about 1 hour, the volume (m
l) was measured. In this test method, the smaller the sedimentation volume of the chips, the better the chip dispersibility.
【0020】消泡性 試料1%水溶液50mlを100ml共栓付きメスシリ
ンダーに採り、上下に激しく振とうした後静置して、泡
が消えるまでの時間を測定した。本試験法でわ消泡時間
が短いほど小胞性が優れていると評価される。Defoaming property 50 ml of a 1% aqueous solution of a sample was taken in a 100 ml graduated cylinder equipped with a stopper, shaken vigorously up and down and allowed to stand, and the time until bubbles disappeared was measured. In this test method, the shorter the bubble elimination time, the better the vesicle properties are evaluated.
【0021】(3)性能評価結果 表3に上記性能試験の結果を示す。(3) Performance Evaluation Results Table 3 shows the results of the above performance tests.
【0022】[0022]
【表3】 [Table 3]
【0023】この結果によれば、アミドA及びアルキル
アミンBにおいては(各々比較例3、4、6、7)、切
り屑分散性はやや悪い程度であるが消泡性が著しく悪
く、所定のアミン及びアミドを全く含まない場合(比較
例1、5)においては、消泡性は本実施例品と同様に大
変優れるが、切り屑分散性が著しく悪い。一方、本実施
例品(実施例1〜9)はいずれも、切り屑分散性及び消
泡性に優れ、両性能のバランスが極めて良い。尚、所定
の芳香族系化合物(実施例1、4)と脂環式系化合物
(実施例2、5)とでは、ほとんど性能差がなく、いず
れも比較例と比べて優れた性能を示した。また、両者を
混合した場合でも同様な結果を示した(実施例3)。更
に、この所定の芳香族系化合物を0.1重量部した場合
では(比較例2)、その効果はほとんど認められなかっ
たが、3、20及び40重量部と増えるにつれて切り屑
分散性は向上した(実施例1、6及び7)。また、アニ
オン系界面活性剤のみの場合(実施例1〜7)でも、ア
ニオン系界面活性剤にノニオン系界面活性剤を配合した
場合(実施例8、9)でも、いずれも同様に優れた性能
を示した。更に、スピンドル油を多く含有し且つ水を少
なく含有する油系組成物の場合(実施例8、9)も、同
様に優れた性能を示した。According to the results, in the case of the amide A and the alkylamine B (Comparative Examples 3, 4, 6, and 7 respectively), the chip dispersibility was slightly poor, but the defoaming property was extremely poor. When no amine and amide were contained (Comparative Examples 1 and 5), the defoaming property was very excellent as in the case of the product of this example, but the chip dispersibility was extremely poor. On the other hand, all of the products of this example (Examples 1 to 9) are excellent in chip dispersibility and defoaming property, and the two performances are extremely well-balanced. In addition, there was almost no difference in performance between the predetermined aromatic compound (Examples 1 and 4) and the alicyclic compound (Examples 2 and 5), and both showed excellent performance as compared with Comparative Examples. . Similar results were obtained when both were mixed (Example 3). Further, when 0.1 part by weight of the predetermined aromatic compound was used (Comparative Example 2), the effect was hardly recognized, but as the amount increased to 3, 20, and 40 parts by weight, the dispersibility of the chips was improved. (Examples 1, 6, and 7). In addition, even when only the anionic surfactant is used (Examples 1 to 7) or when the nonionic surfactant is blended with the anionic surfactant (Examples 8 and 9), the same excellent performance is obtained. showed that. Furthermore, the oil-based compositions containing a large amount of spindle oil and a small amount of water (Examples 8 and 9) also showed excellent performance.
【0024】[0024]
【発明の効果】本発明の水溶性金属加工用油剤組成物に
よれば、切り屑分散性及び消泡性に優れ、両性能のバラ
ンスが極めて良い。本第2発明の水溶性金属加工用油剤
組成物によれば、優れた切り屑分散性及び消泡性を確実
に確保でき、しかも安価な組成物とすることができる。According to the water-soluble metal working oil composition of the present invention, the dispersibility of chips and the defoaming property are excellent, and the balance between the two properties is extremely good. According to the water-soluble metal working oil composition of the second invention, excellent chip dispersibility and defoaming property can be reliably ensured, and the composition can be inexpensive.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 FI C10N 30:18 40:22 (72)発明者 中島 孝志 神奈川県高座郡寒川町田端1580番地 ユシ ロ化学工業株式会社内──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification code FI C10N 30:18 40:22 (72) Inventor Takashi Nakajima 1580 Tabata, Samukawa-cho, Koza-gun, Kanagawa Prefecture Inside Yushiro Chemical Industry Co., Ltd.
Claims (2)
アミンポリオキシアルキレン付加物及び下記一般式
(2)で表される脂環式系ジアミンポリオキシアルキレ
ン付加物の少なくとも一方を含有することを特徴とする
水溶性金属加工用油剤組成物。 【化1】 【化2】 (但し、上記一般式(1)及び(2)において、上記R
1 、R2 又はR3 は水素原子又は(A)m −Hであり、
該Aはオキシアルキレン基又はポリオキシアルキレン
基、mは1以上の整数であり、上記(A)n −Hの該A
はオキシアルキレン基又はポリオキシアルキレン基、n
は1以上の整数である。)1. An aromatic diamine polyoxyalkylene adduct represented by the following general formula (1) and / or an alicyclic diamine polyoxyalkylene adduct represented by the following general formula (2): A water-soluble metal working oil composition comprising: Embedded image Embedded image (However, in the above general formulas (1) and (2), the above R
1 , R 2 or R 3 is a hydrogen atom or (A) m -H;
A is an oxyalkylene group or a polyoxyalkylene group, m is an integer of 1 or more, and the A of the above (A) n -H
Is an oxyalkylene group or a polyoxyalkylene group, n
Is an integer of 1 or more. )
アルキレン基における「オキシアルキレン」は、オキシ
エチレン若しくはオキシプロピレン、又はオキシエチレ
ンとオキシプロピレンとの混合基であって、その付加モ
ル数が1〜4である請求項1記載の水溶性金属加工用油
剤組成物。2. “Oxyalkylene” in the oxyalkylene group or polyoxyalkylene group is oxyethylene or oxypropylene, or a mixed group of oxyethylene and oxypropylene, and the number of added moles is 1 to 4. The water-soluble metal working oil composition according to claim 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP24959397A JPH1180769A (en) | 1997-08-29 | 1997-08-29 | Lubricant composition for water-soluble metal processing |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP24959397A JPH1180769A (en) | 1997-08-29 | 1997-08-29 | Lubricant composition for water-soluble metal processing |
Publications (1)
Publication Number | Publication Date |
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JPH1180769A true JPH1180769A (en) | 1999-03-26 |
Family
ID=17195333
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP24959397A Pending JPH1180769A (en) | 1997-08-29 | 1997-08-29 | Lubricant composition for water-soluble metal processing |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001009469A (en) * | 1999-07-01 | 2001-01-16 | Sanyoo:Kk | Deodorant for industrial waste water and its production |
JP2003064391A (en) * | 2001-08-23 | 2003-03-05 | Asahi Denka Kogyo Kk | Water-based lubricant |
WO2005070873A3 (en) * | 2004-01-19 | 2005-12-01 | Du Pont | Alkoxylated amines |
JP2007262275A (en) * | 2006-03-29 | 2007-10-11 | Hitachi Metals Ltd | Processing liquid for abrasive grain-fixed wire saw |
WO2008038601A1 (en) * | 2006-09-27 | 2008-04-03 | Yushiro Chemical Industry Co., Ltd. | Water-soluble metal-processing agent, coolant, method for preparation of the coolant, method for prevention of microbial deterioration of water-soluble metal-processing agent, and metal processing |
JP2008201875A (en) * | 2007-02-19 | 2008-09-04 | Kohjin Co Ltd | Water soluble processing oil agent |
-
1997
- 1997-08-29 JP JP24959397A patent/JPH1180769A/en active Pending
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001009469A (en) * | 1999-07-01 | 2001-01-16 | Sanyoo:Kk | Deodorant for industrial waste water and its production |
JP2003064391A (en) * | 2001-08-23 | 2003-03-05 | Asahi Denka Kogyo Kk | Water-based lubricant |
WO2005070873A3 (en) * | 2004-01-19 | 2005-12-01 | Du Pont | Alkoxylated amines |
JP2007262275A (en) * | 2006-03-29 | 2007-10-11 | Hitachi Metals Ltd | Processing liquid for abrasive grain-fixed wire saw |
WO2008038601A1 (en) * | 2006-09-27 | 2008-04-03 | Yushiro Chemical Industry Co., Ltd. | Water-soluble metal-processing agent, coolant, method for preparation of the coolant, method for prevention of microbial deterioration of water-soluble metal-processing agent, and metal processing |
JP2008081602A (en) * | 2006-09-27 | 2008-04-10 | Yushiro Chem Ind Co Ltd | Water-soluble metal working agent, coolant and its preparation method, microorganism deterioration prevention method for water-soluble metal working agent and metal working |
US8476208B2 (en) | 2006-09-27 | 2013-07-02 | Yushiro Chemical Industry Co., Ltd. | Water-soluble metal-processing agent, coolant, method for preparation of the coolant, method for prevention of microbial deterioration of water-soluble metal-processing agent, and metal processing |
JP2008201875A (en) * | 2007-02-19 | 2008-09-04 | Kohjin Co Ltd | Water soluble processing oil agent |
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