JPH02131406A - Putrefaction-preventing agent and water-soluble lubricant containing the same - Google Patents
Putrefaction-preventing agent and water-soluble lubricant containing the sameInfo
- Publication number
- JPH02131406A JPH02131406A JP28378788A JP28378788A JPH02131406A JP H02131406 A JPH02131406 A JP H02131406A JP 28378788 A JP28378788 A JP 28378788A JP 28378788 A JP28378788 A JP 28378788A JP H02131406 A JPH02131406 A JP H02131406A
- Authority
- JP
- Japan
- Prior art keywords
- water
- amine compound
- putrefaction
- agent
- bis
- 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
- 239000000314 lubricant Substances 0.000 title claims abstract description 30
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 26
- -1 amine compound Chemical class 0.000 claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- 238000005260 corrosion Methods 0.000 claims description 20
- 239000004599 antimicrobial Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 4
- 241000894006 Bacteria Species 0.000 abstract description 8
- 230000000694 effects Effects 0.000 abstract description 7
- 244000005700 microbiome Species 0.000 abstract description 5
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 abstract description 4
- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 abstract description 3
- 241000233866 Fungi Species 0.000 abstract description 2
- 206010040880 Skin irritation Diseases 0.000 abstract description 2
- 230000036556 skin irritation Effects 0.000 abstract description 2
- 231100000475 skin irritation Toxicity 0.000 abstract description 2
- 238000013329 compounding Methods 0.000 abstract 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 16
- 230000002265 prevention Effects 0.000 description 10
- 239000002253 acid Substances 0.000 description 8
- 239000002826 coolant Substances 0.000 description 7
- 239000010687 lubricating oil Substances 0.000 description 7
- 238000000227 grinding Methods 0.000 description 6
- 238000002156 mixing Methods 0.000 description 5
- 235000019645 odor Nutrition 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000005520 cutting process Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000003449 preventive effect Effects 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 150000007522 mineralic acids Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 150000003460 sulfonic acids Chemical class 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000005069 Extreme pressure additive Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 241001148470 aerobic bacillus Species 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000010338 boric acid Nutrition 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 238000005097 cold rolling Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000005098 hot rolling Methods 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- GRJWOKACBGZOKT-UHFFFAOYSA-N 1,3-bis(chloromethyl)benzene Chemical compound ClCC1=CC=CC(CCl)=C1 GRJWOKACBGZOKT-UHFFFAOYSA-N 0.000 description 1
- OJOMYYVGDOYOHV-UHFFFAOYSA-N 2-[1-(2-aminoethyl)cyclohexyl]ethanamine Chemical compound NCCC1(CCN)CCCCC1 OJOMYYVGDOYOHV-UHFFFAOYSA-N 0.000 description 1
- STMZGJLCKJFMLQ-UHFFFAOYSA-N 2-[3-(2-aminoethyl)cyclohexyl]ethanamine Chemical compound NCCC1CCCC(CCN)C1 STMZGJLCKJFMLQ-UHFFFAOYSA-N 0.000 description 1
- KAVGLYSOAJGTPJ-UHFFFAOYSA-N 2-[3-(2-aminoethyl)phenyl]ethanamine Chemical compound NCCC1=CC=CC(CCN)=C1 KAVGLYSOAJGTPJ-UHFFFAOYSA-N 0.000 description 1
- WIYZVTNPYLTXHE-UHFFFAOYSA-N 2-[3-(aminomethyl)phenyl]ethanamine Chemical compound NCCC1=CC=CC(CN)=C1 WIYZVTNPYLTXHE-UHFFFAOYSA-N 0.000 description 1
- UTIPFOARTDBOLL-UHFFFAOYSA-N 2-phenylbutane-1,4-diamine Chemical compound NCCC(CN)C1=CC=CC=C1 UTIPFOARTDBOLL-UHFFFAOYSA-N 0.000 description 1
- ODJQKYXPKWQWNK-UHFFFAOYSA-N 3,3'-Thiobispropanoic acid Chemical compound OC(=O)CCSCCC(O)=O ODJQKYXPKWQWNK-UHFFFAOYSA-N 0.000 description 1
- XDVOLDOITVSJGL-UHFFFAOYSA-N 3,7-dihydroxy-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound O1B(O)OB2OB(O)OB1O2 XDVOLDOITVSJGL-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000003490 Thiodipropionic acid Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 229960002645 boric acid Drugs 0.000 description 1
- 125000005619 boric acid group Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002173 cutting fluid Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000001965 potato dextrose agar Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- WKEDVNSFRWHDNR-UHFFFAOYSA-N salicylanilide Chemical class OC1=CC=CC=C1C(=O)NC1=CC=CC=C1 WKEDVNSFRWHDNR-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Lubricants (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は新規な腐敗防止剤、及びそれを含む水溶性潤滑
油剤に関するものである。さらに詳しくいえば、本発明
は、細菌やカビなどの微生物による腐敗防止に有効な特
定のアミン化合物を主成分とする、水溶性潤滑油剤用に
て好適に用いられる腐敗防止剤、及びこのものを配合し
て成る耐腐敗性に優れるとともに、良好な防錆性を有す
る水溶性潤滑油剤に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a novel anti-corrosion agent and a water-soluble lubricant containing the same. More specifically, the present invention provides an anti-corrosive agent suitable for use in water-soluble lubricating oils, which has a specific amine compound as a main component that is effective in preventing decomposition caused by microorganisms such as bacteria and mold, and an anti-corrosion agent suitable for use in water-soluble lubricating oils. The present invention relates to a water-soluble lubricant having excellent rot resistance and good rust prevention properties.
［従来の技術］
近年、水溶性潤滑油剤は不燃性であり、かつ安価である
ことから、冷却効果を重要な機能とする金属の切削油剤
や研削油剤、あるいは冷間圧延潤滑油剤や熱間圧延潤滑
油剤などとして広く使用されている。この水溶性潤滑油
剤は、例えば鉱油、合成油、極圧添加剤、界面活性剤、
防錆剤、酸化防止剤、消泡剤、防腐・防ばい剤などを目
的に応じて適宜混合することにより調製されている。[Prior art] In recent years, since water-soluble lubricants are nonflammable and inexpensive, they have been used as cutting and grinding oils for metals whose cooling effect is an important function, as well as cold rolling lubricants and hot rolling lubricants. It is widely used as a lubricant. This water-soluble lubricant includes, for example, mineral oil, synthetic oil, extreme pressure additives, surfactants,
It is prepared by appropriately mixing rust preventive agents, antioxidants, antifoaming agents, antiseptic and antifungal agents, etc. depending on the purpose.
該水溶性潤滑油剤は、通常水で１０〜１００倍に希釈し
、いわゆるクーラントとして用いられるが、この際、該
クーラントには、切削性や研削性などの一次性能と作業
性その他に関する二次性能が要求される。このうち、二
次性能としては、防錆性がよいこと、劣化しにくく管理
しやすいこと、あわ立ちが少ないこと、悪臭がなく、か
つ人体に無害であること、などが挙げられる。The water-soluble lubricant is usually diluted 10 to 100 times with water and used as a so-called coolant, but in this case, the coolant has primary performance such as machinability and grindability, and secondary performance such as workability. is required. Among these, secondary performance includes good rust prevention, resistance to deterioration, ease of management, low foaming, no bad odor, and harmlessness to the human body.
ところで、該クーラントにおいては、細菌やカビなどの
微生物による劣化を防ぐことは極めて重要なこどである
。クーラントの腐敗が進行すると、前記一次性能や二次
性能が低下する上、悪臭の発生によって作業環境も悪く
なり、さらに、腐敗によるクーラントの更液の頻度が高
くなるとコスト高になるのを免れず、またクーラントに
カビが発生ずると、一次性能や二次性能が低下するだけ
でなく、循環系統のポンプ詰まりの原因となったりする
、などの問題が生じる。By the way, in the coolant, it is extremely important to prevent deterioration caused by microorganisms such as bacteria and mold. As coolant spoilage progresses, the primary performance and secondary performance described above will deteriorate, and the working environment will become worse due to the generation of bad odors.Furthermore, as the frequency of coolant replacement increases due to spoilage, costs will inevitably increase. Furthermore, if mold grows in the coolant, problems arise, such as not only the primary performance and secondary performance decreasing, but also the clogging of the pump in the circulation system.
このため、クーラントの微生物による劣化を防ぐために
、従来、各種の抗菌物質、例えばフェノール系化合物、
ホルムアルデヒド供与体化合物、サリチルアニリド系化
合物、その他化合物などが添加ざれている。しかしなが
ら、これらの抗菌物質は、皮膚に対する刺激が強かった
り、好ましくない臭いを発生したり、製造コストが高か
ったり、あるいは腐敗防止効果に劣るなどの問題があり
、必ずしも十分に満足しうるとはいえない。For this reason, various antibacterial substances such as phenolic compounds,
Formaldehyde donor compounds, salicylanilide compounds, and other compounds are added. However, these antibacterial substances have problems such as strong skin irritation, unpleasant odors, high production costs, and poor anti-corrosion effects, so they are not always fully satisfactory. do not have.
他方、水溶性潤滑油剤には、防錆性をもたせる目的で、
一般にアミン化合物、例えばジエタノールアミンやトリ
エタノールアミンのようなアルカノールアミン類が配合
されることが多い。しかしながら、これらのアミン類は
防錆効果は有しているものの、腐敗防止性は不十分であ
る。On the other hand, water-soluble lubricants have the following properties:
Generally, amine compounds such as alkanolamines such as diethanolamine and triethanolamine are often blended. However, although these amines have a rust-preventing effect, their anti-corrosion properties are insufficient.
［発明が解決しようとする課題］
本発明は、このような事情のもどで、水溶性潤滑油剤用
として好適な、細菌やカビなどの微生物による腐敗の防
止効果に優れるとともに、良好な防錆性を有する上、皮
膚に対する刺激や悪臭がなく、かつ工業的に容易に入手
しうる腐敗防止剤、及びこのものを含む耐腐敗性及び防
錆性に連れた水溶性潤滑油剤を提供することを目的とし
てなされたものである。[Problems to be Solved by the Invention] Under these circumstances, the present invention provides a material suitable for use in water-soluble lubricants, which is excellent in preventing spoilage caused by microorganisms such as bacteria and mold, and has good rust prevention properties. The purpose of the present invention is to provide an anti-corrosive agent which has the following properties, does not irritate the skin or have a bad odor, and which is easily available industrially, and a water-soluble lubricant containing the anti-corrosion agent that has anti-corrosive properties and anti-rust properties. This was done as a.
［課題を解決するための手段］
本発明者らは、前記目的を達成するために鋭意研究を重
ねた結果、特定の構造を有する遊離型アミン化合物及び
／又は塩型アミン化合物を主成分とするものが腐敗防止
剤としてその目的に適合しうろこと、及びこのものを配
合して成る水溶性潤滑油剤が耐腐敗性及び防錆性に優れ
ていることを見い出し、この知見に基づいて本発明を完
成するに至一〕だ。[Means for Solving the Problems] As a result of extensive research to achieve the above object, the present inventors have developed a method that uses a free amine compound and/or a salt amine compound as a main component having a specific structure. We have discovered that scales are suitable for the purpose as anti-corrosion agents, and that water-soluble lubricating oils containing the same have excellent anti-corrosion and anti-corrosion properties, and based on this knowledge, we have developed the present invention. It's very close to being completed.
すなわち、本発明は、一般式
（式中のｋ及びαは１〜３の整数である）及び一般式
で表される化合物の中から選ばれた少なくとも１種の遊
離型アミン化合物及び／又はその塩型アミン化合物を主
成分とする腐敗防止剤、及びこのものを配合したことを
特徴とする水溶注潤滑油剤を提供するものである。That is, the present invention provides at least one free amine compound selected from the general formula (in which k and α are integers of 1 to 3) and the compounds represented by the general formula and/or its The present invention provides an anti-corrosion agent containing a salt-type amine compound as a main component, and a water-soluble lubricating oil agent containing the anti-corrosion agent.
以下、本発明を詳細に説明する。The present invention will be explained in detail below.
本発明の腐敗防止剤は、前記一般式（１）及び（ＩＩ）
で表される化合物の中から選ばれた少なくとも１種の遊
離型アミン化合物及び／又はその塩型アミン化合物を主
成分とするものである。The antiseptic agent of the present invention has the general formulas (1) and (II)
The main component is at least one free amine compound and/or its salt amine compound selected from the compounds represented by the following.
前記一般式（１）で表される化合物としては、１ ３−
ビス（アミノメチル）ベンゼン、１−アミノメチル−３
−アミノエチルベンゼン、１−アミノメチル−３−アミ
ノブロピルベンゼン、１．３−ビス（アミノエチル）ベ
ンゼン、■−アミノエチル−３−アミノプロビルベンゼ
ン、１，３−ビス（アミノブロビル）ベンゼンが挙げら
れ、一般式（ＩＩ）で表される化合物とし７ては、１．
３−ビス（アミノメチル）７クロヘキサン、１−アミノ
メチル−３−アミノエチルンク口ヘキザン、１−アミノ
メチル−３−アミノブロビルシク口ヘキサン、１，３−
ビス（アミノエチル）シクロヘキサン、１−アミノエチ
ル−３−アミノフロビルンクロヘキサン、１，３−ビス
ぐアミノ７口ピル）シクロヘキサンが挙げられるが、こ
れらの中で入手の容易さなどの点から、１，３−ビス（
アミ７メチル）ベンゼン及び１．３−ビス（アミノメチ
ル）シクロヘキサンが好適である。また、これらのアミ
ン化合物は１種用いてもよいし、２種以上を組み合わせ
て用いてもよい。As the compound represented by the general formula (1), 1 3-
Bis(aminomethyl)benzene, 1-aminomethyl-3
-aminoethylbenzene, 1-aminomethyl-3-aminopropylbenzene, 1,3-bis(aminoethyl)benzene, ■-aminoethyl-3-aminopropylbenzene, 1,3-bis(aminobropylbenzene). As the compound 7 represented by the general formula (II), 1.
3-bis(aminomethyl)7chlorohexane, 1-aminomethyl-3-aminoethylhexane, 1-aminomethyl-3-aminobrobylhexane, 1,3-
Examples include bis(aminoethyl)cyclohexane, 1-aminoethyl-3-aminoflovirunclohexane, and 1,3-bis(aminoethyl)cyclohexane, but among these, from the viewpoint of ease of acquisition, 1,3-bis(
Aminomethyl)benzene and 1,3-bis(aminomethyl)cyclohexane are preferred. Further, these amine compounds may be used alone or in combination of two or more.
これらのアミン化合物の製造方法については特ｌこ制限
はなく、従来公知の方法によって、容易に製造すること
ができる。例えば１．３−ビス（アミノメチル）ベンゼ
ン及び１．３−ビス（アミノメチル）シクロヘキサンを
例に挙げて説明すると、まずｍ−キシレンを原料とし、
そのメチル基を塩素化して１，３−ビス（クロロメチル
）ベンゼンを得たのち、これにアンモニアを反応させれ
ば、■，３−ビス（アミノメチル）ベンゼンが得られ、
また、この１．３−ビス（アミノメチル）ベンゼンを水
素添加することにより、ｌ，３−ビス（アミノメチル）
シクロヘキサンを得ることができる。There are no particular restrictions on the method for producing these amine compounds, and they can be easily produced by conventionally known methods. For example, using 1,3-bis(aminomethyl)benzene and 1,3-bis(aminomethyl)cyclohexane as examples, first m-xylene is used as a raw material,
After chlorinating the methyl group to obtain 1,3-bis(chloromethyl)benzene, if this is reacted with ammonia, ■,3-bis(aminomethyl)benzene is obtained,
In addition, by hydrogenating this 1,3-bis(aminomethyl)benzene, l,3-bis(aminomethyl)
Cyclohexane can be obtained.
本発明の腐敗防止剤は、前記の遊離型アミン化合物少な
くとも１種を主成分とするものであってもよいし、その
塩型アミン化合物少なくとも１種を主成分とするもので
あってもよく、また、遊離型及び塩型の両方のアミン化
合物それぞれ少なくとも１種を主成分として含有するも
のであってもよい。The antiseptic agent of the present invention may have at least one of the above-mentioned free amine compounds as a main component, or may have at least one salt-type amine compound as a main component, Furthermore, the composition may contain at least one of both free type and salt type amine compounds as a main component.
該塩型アミン化合物を構成する酸としては、有機カルポ
ン酸及び無機酸のいずれも用いることができる。有機カ
ルポン酸としては、例えば炭素数１〜２４の飽和若しく
は不飽和の一塩基酸、二塩基酸、ヒドロキシカルポン酸
などの脂肪酸類、合成スルホン酸や石油スルホン酸など
のスルホン酸類、スルホンアミドカルポン酸類、チオジ
プロピオン酸や２−ペンゾチアゾリルチオカルボン酸な
どのチオカルボン酸類などが好ましく挙げられる。As the acid constituting the salt-type amine compound, both organic carboxylic acid and inorganic acid can be used. Examples of organic carboxylic acids include saturated or unsaturated monobasic acids and dibasic acids having 1 to 24 carbon atoms, fatty acids such as hydroxycarboxylic acids, sulfonic acids such as synthetic sulfonic acids and petroleum sulfonic acids, and sulfonamide carboxylic acids. Preferred examples include pononic acids and thiocarboxylic acids such as thiodipropionic acid and 2-penzothiazolylthiocarboxylic acid.
一方、無機酸としては、例えばオルトホウ酸、メタホウ
酸、四ホウ酸などのホウ酸類、オルトリン酸、亜リン酸
、次亜リン酸などのリン酸類などが好ましく挙げられる
。On the other hand, preferred examples of the inorganic acid include boric acids such as orthoboric acid, metaboric acid, and tetraboric acid, and phosphoric acids such as orthophosphoric acid, phosphorous acid, and hypophosphorous acid.
該塩型アミン化合物は、前記の遊離型アミン化合物の中
から選ばれた少なくとも１種と、前記の有機カルポン酸
及び無機酸の中から選ばれた少なくとも１種を反応させ
ることにより製造することができる。この際、遊離型ア
ミン化合物と酸との使用割合については、通常該アミン
化合物が酸に対して当量以上、好ましくは２〜５当量倍
になるような割合で用いられる。また、反応は、水性媒
体中において、所要量の遊離型アミン化合物と酸とを、
好ましくは９０〜１１０℃の範囲の温度において、反応
液が透明になるまで加熱することによって行われる。The salt-type amine compound can be produced by reacting at least one selected from the above-mentioned free-type amine compounds with at least one selected from the above-mentioned organic carboxylic acids and inorganic acids. can. At this time, the ratio of the free amine compound to the acid is usually such that the amine compound is equivalent to or more than the acid, preferably 2 to 5 times the equivalent. In addition, the reaction involves adding the required amount of a free amine compound and an acid in an aqueous medium.
The reaction is preferably carried out at a temperature in the range of 90 to 110°C by heating until the reaction solution becomes transparent.
このようにして得られた塩型アミン化合物は単離し、腐
敗防止剤として用いてもよいし、単離せずに反応液その
ものを腐敗防止剤として用いてもよい。The salt-type amine compound thus obtained may be isolated and used as a spoilage inhibitor, or the reaction solution itself may be used as a spoilage inhibitor without isolation.
本発明の腐敗防止剤は細菌やカビによる腐敗防止に優れ
た効果を有するとともに、防錆性も有し、特に水溶性潤
滑油剤の腐敗防止剤として好適に用いられる。The anti-corrosion agent of the present invention has an excellent effect of preventing spoilage caused by bacteria and fungi, and also has anti-corrosion properties, and is particularly suitable for use as an anti-corrosion agent for water-soluble lubricants.
本発明の水溶性潤滑油剤は、前記の遊離型アミン化合物
及び／又は塩型アミン化合物を主成分とする腐敗防止剤
を配合したものであって、その形態としてはエマルジョ
ンタイプ、ソリューブルタイプ及びソリューションタイ
プの３つがある。これらの水溶性潤滑油剤の組成につい
ては、本発明の腐敗防止剤を含むものであれば特に制限
はなく、従来エマルジョンタイプ、ソリュープルタイプ
及びソリューシミンタイプの水溶性潤滑油剤として慣用
されている組成を適用することができる。例えば、エマ
ルジョンタイプやソリュープルタイプの水溶性潤滑油剤
は、本発明の腐敗防止剤に、鉱油や合成油及び乳化剤を
配合し、さらに所望に応じ極圧添加剤、油性剤、防錆剤
、酸化防止剤などの潤滑油添加剤を配合することによっ
て調製することができるし、一方ソリューションタイプ
の水溶性潤滑油剤は、本発明の腐敗防止剤に通常消泡剤
を配合し、さらに所望に応じ極圧添加剤、油性剤、防錆
剤、界面活性剤などの潤滑油添加剤を配合することによ
って調製することができる。The water-soluble lubricating oil of the present invention contains the above-mentioned free-type amine compound and/or salt-type amine compound as a main component. There are three types. The composition of these water-soluble lubricants is not particularly limited as long as it contains the anti-septic agent of the present invention, and compositions that have been conventionally used as emulsion type, soluple type, and solusimin type water-soluble lubricants may be used. can be applied. For example, emulsion type and soluple type water-soluble lubricants are made by blending mineral oil, synthetic oil, and emulsifier with the anticorrosion agent of the present invention, and further adding extreme pressure additives, oiliness agents, rust preventive agents, and oxidizing agents as desired. Solution-type water-soluble lubricants can be prepared by blending lubricating oil additives such as inhibitors, while solution-type water-soluble lubricants can be prepared by blending antifoaming agents with the antifoaming agent of the present invention, and further adding extreme additives as desired. It can be prepared by blending lubricating oil additives such as pressure additives, oily agents, rust preventives, and surfactants.
このようにして調製された水溶性潤滑油剤中の該腐敗防
止剤の含有量は、通常遊離型アミン化合物として０．０
１〜２０重量％、好ましくは０．１〜１０重量％の範囲
になるように選ばれる。The content of the anti-corrosion agent in the water-soluble lubricant prepared in this way is usually 0.0 as a free amine compound.
It is selected in a range of 1 to 20% by weight, preferably 0.1 to 10% by weight.
また、該水溶性潤滑油剤には、本発明の目的を損なわな
い範囲で、他の公知の腐敗防止剤を配合してもよい。さ
らに、本発明の腐敗防止剤とともに用いる前記配合成分
の種類については、使用目的に応じて、従来水溶性潤滑
油剤に用いられているものの中から適宜選択して用いる
ことができる。Further, other known anti-corrosion agents may be added to the water-soluble lubricant as long as the purpose of the present invention is not impaired. Furthermore, the types of the ingredients to be used together with the anti-corrosion agent of the present invention can be appropriately selected from those conventionally used in water-soluble lubricants depending on the purpose of use.
本発明の水溶性潤滑油剤は、耐腐敗性に優れるとともに
、良好な防錆性を有しており、通常水により希釈し、ク
ーラントとして用いられる。The water-soluble lubricant of the present invention has excellent rot resistance and good rust prevention properties, and is usually diluted with water and used as a coolant.
［実施例］
次に実施例により本発明をさらに詳細に説明するが、本
発明はこれらの例によってなんら限定されるものではな
い。[Examples] Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples in any way.
なお、耐腐敗性及び防錆剤は次のようにして評価した。In addition, rot resistance and rust preventive agent were evaluated as follows.
（１）耐腐敗性
各試料液１ ０ ０ ａｌｌ（試料０．０１モル水溶液
又は０．５重量％水溶液）を滅菌した３００＋＋Ｉｌ容
フラスコに入れ、これに種菌として５ｍｌ１（好気性細
菌１０’ 〜１０’個／ｍｌ，カビ１０３−１０’個／
ＩＩＩＩ！）を添加したのち、フラスコに綿栓して、１
６０ｒｐｍ，３０°Ｃの条件で振どう培養を行い、１日
目、４日目、７日目及び１４日目にサンプリングして、
生菌数を測定した。なお、生菌数の測定は、好気性細菌
の場合は、普通寒天培地を用いてプレートカウント法に
より測定し、カビの場合はポテトデキストロース寒天培
地を用いてプレートカウント法により測定した。(1) Putting resistance 100 all of each sample solution (sample 0.01 molar aqueous solution or 0.5 wt% aqueous solution) was placed in a sterilized 300++ Il flask, and 5 ml1 (aerobic bacteria 10' to 10 'pcs/ml, mold 103-10'pcs/ml
III! ), put a cotton stopper in the flask, and add 1
Culture was performed under shaking conditions at 60 rpm and 30°C, and samples were taken on the 1st, 4th, 7th, and 14th days.
The number of viable bacteria was measured. The number of viable bacteria was measured in the case of aerobic bacteria by the plate counting method using an ordinary agar medium, and in the case of molds, the number was measured by the plate counting method using a potato dextrose agar medium.
（２）防錆性 ＤＩＮ５１．３６０１２に準拠して求めた。(2) Rust prevention Determined according to DIN 51.36012.
９０ＩｌｌＩＩ＋径のシャーレに、Ｎｏ．５ Ｃ７０
ｍｍ径のろ紙をのせ、この上に、ＦＣ−２０ドライカ７
ト切粉２９を均一になるようにのせ、さらに試料２ｍｌ
を加えて蓋をし、２時間放置しｌ；のち、ろ紙上のさび
発生状況を第１図に示す判定基準に従って評価した。In a Petri dish with a diameter of 90IllII+, put No. 5 C70
Place a filter paper with a diameter of mm, and on top of this,
Place the chips 29 evenly and add 2ml of the sample.
was added, the lid was closed, and the filter was left for 2 hours; thereafter, the rust formation on the filter paper was evaluated according to the criteria shown in FIG.
実施例１〜５、比較例１〜４
第１表に示す試料について、耐腐敗性及び防錆性を評価
した。Examples 1 to 5, Comparative Examples 1 to 4 The samples shown in Table 1 were evaluated for rot resistance and rust prevention.
その結果を該表に示す。The results are shown in the table.
（以下余白）
実施例６、比較例５
実施例３の試料２０ｇを水２ｆＬで希釈した液及び比較
例２の試料２０９を水２ｔで希釈した液それぞれを用い
て、下記の条件で研削切断を行い、５枚目の被削材切断
時に要した消費電力量を測定した。(Leaving space below) Example 6, Comparative Example 5 Using a solution obtained by diluting 20 g of the sample of Example 3 with 2 fL of water and a solution obtained by diluting the sample 209 of Comparative Example 2 with 2 tons of water, grinding and cutting were carried out under the following conditions. The amount of power consumed when cutting the fifth workpiece was measured.
その結果を第２表に示す。The results are shown in Table 2.
研削切断条件
砥石の材質
砥石の形状
回転数
送り速度
被削材の材質
被削材の形状
給油量
（以下余白）
ＷＢＩＯＯＮＢ
１５０Ｘ０．６Ｘ２０＋＊ｍ
ｌ ７ ５ ０ γ ｐｍ
９．５ｍ＋ｎ／ｍｉｎ
ＳＫＨ５ １
６ × ６ × １ ０ ０１ＩＩＩ＋＋３１１／ｍｉ
ｎ
第２表
この表から、本発明の水溶性潤滑油剤は、良好な潤滑性
を有することが分かる。Grinding Cutting conditions Grinding wheel material Grinding wheel shape Rotation speed Feed speed Work material shape Work material shape Lubricating amount (blank below) WBIOONB 150X0.6X20+*ml 7 5 0 γ pm 9.5m+n/min SKH5 1 6 × 6 × 1 0 01III++311/mi
n Table 2 From this table, it can be seen that the water-soluble lubricant of the present invention has good lubricity.
［発明の効果］
本発明の腐敗防止剤は、細菌やカビなどの微生物による
腐敗防止効果に優れるとともに、良好な防錆性を有する
上、皮膚に対する刺激や悪臭がなく、かつ工業的に容易
に入手しうるなと、優れた特徴を有し、水溶性潤滑油剤
用として、好適に用いられる。[Effects of the Invention] The anti-corrosion agent of the present invention has excellent anti-corrosion effects caused by microorganisms such as bacteria and mold, has good rust prevention properties, does not irritate the skin or have a bad odor, and can be easily applied industrially. Since it is readily available, it has excellent characteristics and is suitable for use in water-soluble lubricants.
また、この腐敗防止剤を配合した本発明の水溶性潤滑油
剤は、潤滑性が良好である上、優れた耐腐敗性と良好な
防錆性を有し、さらに、優れた加工性を具備しているの
で例えば金属の切削油剤や研削油剤、あるいは冷間圧延
潤滑油剤や熱間圧延潤滑油剤などとして用いられる。In addition, the water-soluble lubricant of the present invention containing this anti-corrosion agent has good lubricity, excellent rot resistance and rust prevention, and furthermore, has excellent processability. Because of this, it is used, for example, as a metal cutting fluid or grinding fluid, or as a cold rolling lubricant or hot rolling lubricant.
第１図は実施例及び比較例において、試料の防錆性を評
価するＩ；めの判定基準を示す図である。
なお、数値は評価点数を表し、高い方が防錆性は悪い。FIG. 1 is a diagram showing criteria for evaluating the rust prevention properties of samples in Examples and Comparative Examples. The numerical value represents the evaluation score, and the higher the score, the worse the rust prevention.
Claims (1)
離型アミン化合物及び／又はその塩型アミン化合物を主
成分とする腐敗防止剤。 ２ 請求項１記載の腐敗防止剤を配合したことを特徴と
する水溶性潤滑油剤。[Claims] 1. General formula▲There are mathematical formulas, chemical formulas, tables, etc.▼ (k and l in the formula are integers from 1 to 3) and General formula▲There are mathematical formulas, chemical formulas, tables, etc.▼ (Formula m and n are integers of 1 to 3) An antiseptic agent containing at least one free amine compound and/or its salt amine compound as a main component selected from the compounds represented by the following. 2. A water-soluble lubricant containing the anti-corrosion agent according to claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28378788A JPH02131406A (en) | 1988-11-11 | 1988-11-11 | Putrefaction-preventing agent and water-soluble lubricant containing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28378788A JPH02131406A (en) | 1988-11-11 | 1988-11-11 | Putrefaction-preventing agent and water-soluble lubricant containing the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02131406A true JPH02131406A (en) | 1990-05-21 |
Family
ID=17670131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP28378788A Pending JPH02131406A (en) | 1988-11-11 | 1988-11-11 | Putrefaction-preventing agent and water-soluble lubricant containing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02131406A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8996100B2 (en) | 2002-03-29 | 2015-03-31 | Koninklijke Philips N.V. | Monitoring system comprising electrodes with projections |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01201400A (en) * | 1988-02-05 | 1989-08-14 | Kyodo Yushi Kk | Water-soluble metal working oil |
-
1988
- 1988-11-11 JP JP28378788A patent/JPH02131406A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01201400A (en) * | 1988-02-05 | 1989-08-14 | Kyodo Yushi Kk | Water-soluble metal working oil |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8996100B2 (en) | 2002-03-29 | 2015-03-31 | Koninklijke Philips N.V. | Monitoring system comprising electrodes with projections |
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