JPH0366798A - Water soluble metal processing lubricant - Google Patents
Water soluble metal processing lubricantInfo
- Publication number
- JPH0366798A JPH0366798A JP20413889A JP20413889A JPH0366798A JP H0366798 A JPH0366798 A JP H0366798A JP 20413889 A JP20413889 A JP 20413889A JP 20413889 A JP20413889 A JP 20413889A JP H0366798 A JPH0366798 A JP H0366798A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- group
- soluble metal
- compound
- alkali metal
- 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 abstract description 4
- 229910052751 metal Inorganic materials 0.000 title description 6
- 239000002184 metal Substances 0.000 title description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 11
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 4
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 3
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 3
- 238000005555 metalworking Methods 0.000 claims description 11
- 239000012530 fluid Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract description 6
- 150000001412 amines Chemical group 0.000 abstract description 4
- 238000005520 cutting process Methods 0.000 abstract description 4
- 238000000227 grinding Methods 0.000 abstract description 3
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 abstract description 3
- 239000004033 plastic Substances 0.000 abstract description 3
- 238000010791 quenching Methods 0.000 abstract description 3
- 230000000171 quenching effect Effects 0.000 abstract description 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract description 2
- FXEDRSGUZBCDMO-PHEQNACWSA-N [(e)-3-phenylprop-2-enoyl] (e)-3-phenylprop-2-enoate Chemical compound C=1C=CC=CC=1/C=C/C(=O)OC(=O)\C=C\C1=CC=CC=C1 FXEDRSGUZBCDMO-PHEQNACWSA-N 0.000 abstract 1
- 230000000845 anti-microbial effect Effects 0.000 abstract 1
- FXEDRSGUZBCDMO-UHFFFAOYSA-N cinnamic acid anhydride Natural products C=1C=CC=CC=1C=CC(=O)OC(=O)C=CC1=CC=CC=C1 FXEDRSGUZBCDMO-UHFFFAOYSA-N 0.000 abstract 1
- 230000001050 lubricating effect Effects 0.000 abstract 1
- 230000003405 preventing effect Effects 0.000 abstract 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 9
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 8
- -1 amine salts Chemical class 0.000 description 7
- 230000000844 anti-bacterial effect Effects 0.000 description 7
- 230000002265 prevention Effects 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 229920001817 Agar Polymers 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 239000008272 agar Substances 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 2
- CSNIZNHTOVFARY-UHFFFAOYSA-N 1,2-benzothiazole Chemical compound C1=CC=C2C=NSC2=C1 CSNIZNHTOVFARY-UHFFFAOYSA-N 0.000 description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- AJZDHLHTTJRNQJ-UHFFFAOYSA-N 3-[4-(aminomethyl)-6-(trifluoromethyl)pyridin-2-yl]oxy-N-[2-(tetrazol-1-yl)ethyl]benzamide Chemical compound N1(N=NN=C1)CCNC(C1=CC(=CC=C1)OC1=NC(=CC(=C1)CN)C(F)(F)F)=O AJZDHLHTTJRNQJ-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 235000019645 odor Nutrition 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000012488 sample solution Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000001593 sorbitan monooleate Substances 0.000 description 2
- 229940035049 sorbitan monooleate Drugs 0.000 description 2
- 235000011069 sorbitan monooleate Nutrition 0.000 description 2
- 229940014800 succinic anhydride Drugs 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- HUHGPYXAVBJSJV-UHFFFAOYSA-N 2-[3,5-bis(2-hydroxyethyl)-1,3,5-triazinan-1-yl]ethanol Chemical compound OCCN1CN(CCO)CN(CCO)C1 HUHGPYXAVBJSJV-UHFFFAOYSA-N 0.000 description 1
- SMNNDVUKAKPGDD-UHFFFAOYSA-N 2-butylbenzoic acid Chemical compound CCCCC1=CC=CC=C1C(O)=O SMNNDVUKAKPGDD-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- RNMDNPCBIKJCQP-UHFFFAOYSA-N 5-nonyl-7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-ol Chemical compound C(CCCCCCCC)C1=C2C(=C(C=C1)O)O2 RNMDNPCBIKJCQP-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- 239000005069 Extreme pressure additive Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 231100000171 higher toxicity Toxicity 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 238000000275 quality assurance Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
Landscapes
- Lubricants (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
この発明は、金属の切削研削加工、焼入れおよび塑性加
工等の加工処理に使用される水溶性金属加工油剤に関す
る。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application This invention relates to a water-soluble metal working fluid used in metal processing such as cutting, grinding, quenching, and plastic working.
従来の技術
水溶性金属加工油剤には潤滑性や防錆性のほかに耐腐敗
性が要求される。従来から、各種のカルボン酸(例えば
、セバシン酸、p−t−ブチル安息香酸およびオレイン
酸等)のアミン塩(例えば、ジエノールアミン塩および
トリエタノールアミン塩等)または金属塩(例えば、苛
性ソーダ、苛性カリ、炭酸ナトリウム等)を有効成分と
する水溶性金属加工油剤が使用されているが、この種の
油剤は潤滑性や防錆性は優れているが、耐腐敗性が劣る
ために加工製品の品質保証や油剤の使用管理上の問題を
もたらしている。例えば、長期間の使用中に加工油剤が
微生物によって腐敗するために、悪臭が発生したりガム
状物質が生成するだけでなく、該油剤の潤滑性や防錆性
が劣化する。Conventional technology Water-soluble metalworking fluids are required to have corrosion resistance as well as lubricity and rust prevention. Conventionally, amine salts (e.g., dienolamine salts and triethanolamine salts) or metal salts (e.g., caustic soda, Water-soluble metal processing oils containing active ingredients (caustic potash, sodium carbonate, etc.) are used, but although these types of oils have excellent lubricity and rust prevention properties, they have poor corrosion resistance, so they cannot be used in processed products. This poses problems in terms of quality assurance and management of oil usage. For example, processing oils are degraded by microorganisms during long-term use, which not only generates bad odors and produces gummy substances, but also deteriorates the lubricity and rust prevention properties of the oils.
このような問題を解消するために、加工油剤に種々の防
腐剤(例えば、ヘキサヒドロ−1,3,5−トリス(2
−ヒドロキシエチル)−9−トリアジン、1.2−ベン
ゾイソチアゾリン等)が添加されているが、その添加効
果は短期的で持続性がなく、しかもこの種の防腐剤は比
較的多量添加しなければならないために薬品臭の発生、
毒性の増大、手荒れの発生、加工性能の低下等の別の問
題を惹起している。In order to solve these problems, various preservatives (for example, hexahydro-1,3,5-tris(2)
-hydroxyethyl)-9-triazine, 1,2-benzisothiazoline, etc.), but the effect of the addition is short-term and not sustainable, and these types of preservatives must be added in relatively large amounts. To prevent the occurrence of chemical odor,
This causes other problems such as increased toxicity, rough hands, and decreased processing performance.
発明が解決しようとする課題
この発明は、真情性や防錆性だけでなく、耐腐敗性(抗
菌性)の点でも優れた水溶性金属加工油剤を提供するた
めになされたものである。Problems to be Solved by the Invention The present invention has been made in order to provide a water-soluble metal working fluid that is excellent not only in its integrity and anti-corrosion properties, but also in its anti-corrosion properties (antibacterial properties).
題を °するための手
即ち、この発明は、
(式中、Xは次の2価残基:
を示し、Mはアルカリ金属原子、アンモニウム基または
アミン残基を示し、Rは炭素原子数3〜20のアルキル
基、アルキレン基またはアリール基を示す)
で表される化合物を含有する水溶性金属加工油剤に関す
る。In order to solve the problem, this invention has the following features: (wherein, -20 alkyl, alkylene, or aryl groups).
式(1)において、Xは上記の2価残基を示し、Mはア
ルカリ金属原子、例えば、ナトリウム、カリウムおよび
リチウム等、アンモニウム基またはアミン、例えばメチ
ルアミン、エチルアミン、プロピルアミン、エチレンジ
アミン、モノエタノールアミン、ジェタノールアミンま
たはトリエタノールアミン等の残基を示す。In formula (1), X represents the above-mentioned divalent residue, and M represents an alkali metal atom, such as sodium, potassium, and lithium, an ammonium group, or an amine, such as methylamine, ethylamine, propylamine, ethylenediamine, monoethanol. Indicates a residue such as amine, jetanolamine or triethanolamine.
また、式(1)において、Rは炭素原子数3〜20、好
ましくは6〜18のアルキル基、例えばヘキシル基、オ
クチル基、デシル基、ドデシル基およびオクタデシル基
等、アルキレン基、例えばウンデシレン基およびオレイ
ル基等またはアリール基、例えば1個もしくは2個のメ
チル基を有することもあるフェニル基およびナフチル基
等を示す。In formula (1), R is an alkyl group having 3 to 20 carbon atoms, preferably 6 to 18 carbon atoms, such as hexyl group, octyl group, decyl group, dodecyl group, and octadecyl group, alkylene group such as undecylene group, It represents an oleyl group or an aryl group, such as a phenyl group and a naphthyl group, which may have one or two methyl groups.
式(I)で表わされる化合物の製造法は特に限定的では
ないが、例えば、無水コハク酸、無水マレイン酸または
無水フタル酸に等モル量のRN H*(Rは前記と同意
義)、例えばオクチルアミン、デシルアミン、ドデシル
アミン、オレイルアミンまたはヘキシルアミン等を四塩
化炭素やベンゼン等ノ溶媒中、常圧下、約50〜80℃
で約2〜8時間反応させることによって得られる式(■
):(式中、XおよびRは前記と同意義である)で表わ
される化合物にナトリウムやカリウム等のアルカリ金属
の水酸化物、水酸化アンモニウムまたは前述のエチレン
ジアミンやトリエタノールアミン等のアミンを反応させ
ることによって調製される。The method for producing the compound represented by formula (I) is not particularly limited, but for example, succinic anhydride, maleic anhydride or phthalic anhydride in an equimolar amount of RN H* (R has the same meaning as above), e.g. Octylamine, decylamine, dodecylamine, oleylamine or hexylamine etc. in a solvent such as carbon tetrachloride or benzene at about 50 to 80°C under normal pressure.
The formula (■
): (wherein X and R have the same meanings as above) is reacted with an alkali metal hydroxide such as sodium or potassium, ammonium hydroxide, or the above-mentioned amine such as ethylenediamine or triethanolamine. It is prepared by letting.
上記の一般式(r)で表わされる化合物は、所望により
2種以上併用してもよい。Two or more of the compounds represented by the above general formula (r) may be used in combination, if desired.
本発明による水溶性金属加工油剤には化合物(1)を通
常5重量%以上、好ましくはlO重量%以上配合し、−
膜内には該油剤は115〜l/100に希釈して使用に
供する。The water-soluble metalworking fluid according to the present invention usually contains 5% by weight or more of compound (1), preferably 10% by weight or more, and -
The oil agent is diluted to 115 to 1/100 in the membrane before use.
本発明による水溶性金属加工油剤には必要に応じて常套
の添加剤、例えば極圧添加剤(例えば、塩素化パラフィ
ン、硫黄化パラフィン、リン酸エステル等)、油性向上
剤(例えば、オレイン酸メチルエステル、オレイン酸等
)、乳化剤(例えば、ポリオキシエチレンノニルフェノ
ールエーテル、ソルビタンモノオレエート等)、防錆剤
(例えば、石油スルホン酸ナトリウム塩、アルキルスル
ホンアミドカルボン酸塩等)、消泡剤(例えば、シリコ
ーンオイル等)、防腐剤(例えば、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、1.2−ベンゾイソチアゾリン等)等を適宜配合
してもよい。The water-soluble metalworking fluid according to the invention may optionally contain conventional additives, such as extreme pressure additives (e.g., chlorinated paraffins, sulfurized paraffins, phosphate esters, etc.), oiliness improvers (e.g., methyl oleate, etc.). esters, oleic acid, etc.), emulsifiers (e.g., polyoxyethylene nonylphenol ether, sorbitan monooleate, etc.), rust inhibitors (e.g., petroleum sulfonic acid sodium salts, alkylsulfonamide carboxylates, etc.), antifoaming agents (e.g. , silicone oil, etc.), preservatives (e.g., hexahydro-1,
3,5-tris(2-hydroxyethyl)-S-triazine, 1,2-benzisothiazoline, etc.) may be blended as appropriate.
また、上記の化合物(1)が水に難溶性の場合には、界
面活性剤、例えばポリオキシノニルフェノールエーテル
、ソルビタンモノオレート等を適宜配合して可溶化させ
てもよい。Furthermore, when the above compound (1) is sparingly soluble in water, a surfactant such as polyoxynonylphenol ether, sorbitan monooleate, etc. may be appropriately blended to make it solubilized.
以下、本発明を実施例によって説明する。Hereinafter, the present invention will be explained by examples.
大髪剋上二上i
無水マレイン酸、無水フタル酸もしくは無水コハク酸と
オクチルアミン等の等モル混合物を四塩化炭素中、70
℃で7時間撹拌して得られた反応物にトリエタノールア
ミン等を反応させることによって、表−1に示す化合物
1−15を調製した。Okami Kokujo Nijoi An equimolar mixture of maleic anhydride, phthalic anhydride, or succinic anhydride, and octylamine, etc., was added to carbon tetrachloride at 70%
Compound 1-15 shown in Table 1 was prepared by reacting the reaction product obtained by stirring at °C for 7 hours with triethanolamine and the like.
これらの化合物1−15を0.5重量%の濃度で水に溶
解させることによって水溶性金属加工油剤1−15をそ
れぞれ調製した。Water-soluble metalworking fluids 1-15 were prepared by dissolving these compounds 1-15 in water at a concentration of 0.5% by weight.
これらの金属加工油剤1−15の防錆性、表面張力、摩
擦係数、耐圧度および抗菌性を以下の様にして測定し、
結果を表−2に示す。The rust prevention, surface tension, friction coefficient, pressure resistance, and antibacterial properties of these metalworking fluids 1-15 were measured as follows.
The results are shown in Table-2.
(イ)防錆性試験
■鋳物切粉法:鋳物ドライカッチング切り粉を前記の試
料液に浸漬後、引き上
げ、液を切ってからシャーレに
移し、72時間後の該切粉の発
鎖状態を評価した。(a) Rust prevention test ■ Casting chip method: Casting dry cutting chips are immersed in the above sample solution, then pulled up, drained of the liquid, and transferred to a petri dish. 72 hours later, the state of the chips is chained. was evaluated.
表−2において、「○」は72時 間後に発錆が認められなかった 場合を示し、「×」は24時時間 内に発錆が認められた場合を示 す。In Table-2, "○" means 72 o'clock. No rust was observed after "×" indicates 24 hour time. Indicates when rust is observed inside the vinegar.
■令間圧延鋼板法:研摩した食間圧延鋼板を前記試料液
に浸漬後、引き上
げ、風乾させ、室内に72
時間放置後の該鋼板の発錆
状態を■と同様に評価した。(2) Temporarily rolled steel plate method: A polished, partially rolled steel plate was immersed in the sample solution, taken out, air-dried, and left indoors for 72 hours. The rusting state of the steel plate was evaluated in the same manner as in (2).
(ロ)表面張力:デュヌイ表面張力計を用いて、25℃
で測定した。(b) Surface tension: 25°C using a Dunuy surface tension meter.
It was measured with
(ハ)摩擦係数:曽田式■型振子油性試験機を用いて2
5℃で測定した。(c) Friction coefficient: 2 using Soda type pendulum oil tester
Measured at 5°C.
(ニ)耐圧度:曽田式四球型潤滑油試験機を用いて20
Or、p、−逐次荷重法によって測定した。(d) Pressure resistance: 20 using a Soda four-ball lubricant tester
Or, p, - Measured by sequential loading method.
(ホ)抗菌性試験
滅菌した普通寒天培地20m(lをシャーレ(直径90
+u)に流し込み固化させた。固化させた寒天の全面に
予め活性化した腐敗菌(金属加工工場で採取した腐敗エ
マルジ3ン液(生菌数10’個/1112以上)に含ま
れるバクテリアを液体培地中に接種し、30℃で48時
間培養した液)2村を塗布し、ついで、寒天表面の中央
部に前記の水溶液を10μQ滴下し、30℃で24時間
培養後、試料滴下部分におけるバクテリアの繁殖の有無
を調べた。(e) Antibacterial test: 20 m (1 liter) of sterilized ordinary agar medium is placed in a petri dish (diameter 90
+u) and solidified. Pre-activated spoilage bacteria (bacteria contained in putrefaction emulsion 3 liquid collected at a metal processing factory (number of viable bacteria: 10'/1112 or more)) was inoculated onto the entire surface of the solidified agar into a liquid medium, and the bacteria were incubated at 30°C. Then, 10 μQ of the above aqueous solution was dropped onto the center of the agar surface, and after culturing at 30°C for 24 hours, the presence or absence of bacterial growth in the area where the sample was dropped was examined.
表−2中の「+」は、バクテリアの繁殖が認められたも
のを示し、「−」は、バクテリアの繁殖が認められなか
ったものを示す。In Table 2, "+" indicates that bacterial growth was observed, and "-" indicates that bacterial proliferation was not observed.
比較例1〜3
従来から水溶性金属加工油剤の有効成分として使用され
ているセバシン酸のトリエタノールアミン塩、p−t−
ブチル安息香酸のトリエタノールアミン塩およびマレイ
ン酸のトリエタノールアミン塩の0.5重量%水溶液を
それぞれ水溶性金属加工油剤l°〜3°とし、これらの
油剤の防腐性、表面張力、摩擦係数、耐圧度および抗菌
性を実施例!〜15の場合と同様にして測定し、結果を
表2に示す。Comparative Examples 1 to 3 Triethanolamine salt of sebacic acid, p-t-, which has been conventionally used as an active ingredient in water-soluble metal working fluids.
A 0.5% by weight aqueous solution of the triethanolamine salt of butylbenzoic acid and the triethanolamine salt of maleic acid were used as water-soluble metalworking oil l° to 3°, respectively, and the antiseptic properties, surface tension, friction coefficient, Examples of pressure resistance and antibacterial properties! Measurements were made in the same manner as in the cases of 15 to 15, and the results are shown in Table 2.
実施例16
化合物1−15の濃度を0.05重11%、01重量%
または1M里%に変化させる以外は実施例1〜15と同
様にして抗菌性を調べ、結果を表3に示す。Example 16 The concentration of compound 1-15 was 0.05% by weight, 11% by weight, and 0.1% by weight.
The antibacterial properties were examined in the same manner as in Examples 1 to 15, except that the concentration was changed to 1 Mri%, and the results are shown in Table 3.
比較例4
セバシン酸のトリエタノールアミン塩(以下、化合物l
′という)、p−t−ブチル安息香酸のトリエタノール
アミン塩(以下、化合物2°という)またはマレイン酸
のトリエタノールアミン塩(以下、化合物3°という)
の濃度を0.05重量%、0.1重量%または1重量%
にする以外は実施例1〜I5と同様にして抗菌性を調べ
、結果を表−3に示す。Comparative Example 4 Triethanolamine salt of sebacic acid (hereinafter referred to as compound l
), triethanolamine salt of pt-butylbenzoic acid (hereinafter referred to as compound 2°) or triethanolamine salt of maleic acid (hereinafter referred to as compound 3°)
The concentration of 0.05% by weight, 0.1% by weight or 1% by weight
The antibacterial properties were investigated in the same manner as in Examples 1 to I5, except that the results are shown in Table 3.
表−1
(* )−CHt(CHt)tcI(= CI(Cut
CHs秀−3
表−2
発明の効果
この発明による水溶性金属加工油剤は潤滑性や防錆性が
優れているだけでなく、抗菌性の点でも従来品のような
問題をもたらさずに優れた効果を発揮するので、金属の
切削研削加工、焼入れおよび塑性加工等の加工処理の分
野において汎用することができる。Table-1 (*)-CHt(CHt)tcI(=CI(Cut
CHs Hide-3 Table-2 Effects of the Invention The water-soluble metal working fluid according to this invention not only has excellent lubricity and rust prevention properties, but also has excellent antibacterial properties without causing the problems of conventional products. Since it is effective, it can be widely used in the field of processing such as metal cutting, grinding, quenching, and plastic working.
Claims (1)
等があります▼または▲数式、化学式、表等があります
▼ を示し、Mはアルカリ金属原子、アンモニウム基または
アミン残基を示し、Rは炭素原子数3〜20のアルキル
基、アルキレン基またはアリール基を示す) で表される化合物を含有する水溶性金属加工油剤。[Claims] 1. General formula (I): ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula, X is the following divalent residue: ▲There are mathematical formulas, chemical formulas, tables, etc.) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ or ▲There are mathematical formulas, chemical formulas, tables, etc.▼ where M represents an alkali metal atom, ammonium group or amine residue, and R represents an alkyl group having 3 to 20 carbon atoms. , an alkylene group or an aryl group) A water-soluble metal working fluid containing a compound represented by:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP20413889A JPH0366798A (en) | 1989-08-04 | 1989-08-04 | Water soluble metal processing lubricant |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP20413889A JPH0366798A (en) | 1989-08-04 | 1989-08-04 | Water soluble metal processing lubricant |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0366798A true JPH0366798A (en) | 1991-03-22 |
Family
ID=16485467
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP20413889A Pending JPH0366798A (en) | 1989-08-04 | 1989-08-04 | Water soluble metal processing lubricant |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0366798A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998008919A3 (en) * | 1996-08-30 | 1999-10-28 | Solutia Inc | Novel water soluble metal working fluids |
CN105330561A (en) * | 2014-08-12 | 2016-02-17 | 上海华明高技术(集团)有限公司 | Calcium carbonate surface modifier as well as composition of calcium carbonate and modifier and preparation method thereof |
-
1989
- 1989-08-04 JP JP20413889A patent/JPH0366798A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998008919A3 (en) * | 1996-08-30 | 1999-10-28 | Solutia Inc | Novel water soluble metal working fluids |
US6706670B2 (en) | 1996-08-30 | 2004-03-16 | Solutia, Inc. | Water soluble metal working fluids |
CN105330561A (en) * | 2014-08-12 | 2016-02-17 | 上海华明高技术(集团)有限公司 | Calcium carbonate surface modifier as well as composition of calcium carbonate and modifier and preparation method thereof |
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