DE69000787T2 - Verwendung eines copolymers aus polyoxyalkylen-alkenyl-ether und maleinsaeureanhydrid, maleinsaeure, einem maleinsaeuresalz oder maleinsaeureester als schmiermittel. - Google Patents
Verwendung eines copolymers aus polyoxyalkylen-alkenyl-ether und maleinsaeureanhydrid, maleinsaeure, einem maleinsaeuresalz oder maleinsaeureester als schmiermittel.Info
- Publication number
- DE69000787T2 DE69000787T2 DE9090107994T DE90107994T DE69000787T2 DE 69000787 T2 DE69000787 T2 DE 69000787T2 DE 9090107994 T DE9090107994 T DE 9090107994T DE 90107994 T DE90107994 T DE 90107994T DE 69000787 T2 DE69000787 T2 DE 69000787T2
- Authority
- DE
- Germany
- Prior art keywords
- oil
- salt
- group
- acid
- maleic acid
- 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.)
- Expired - Fee Related
Links
- 229920001577 copolymer Polymers 0.000 title claims description 38
- 150000003839 salts Chemical class 0.000 title claims description 19
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 title claims description 14
- 239000000314 lubricant Substances 0.000 title claims description 11
- 239000002253 acid Substances 0.000 title description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 22
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 21
- 239000011976 maleic acid Substances 0.000 claims description 21
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 16
- 239000003921 oil Substances 0.000 claims description 16
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 15
- 239000000178 monomer Substances 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 11
- 239000010687 lubricating oil Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 239000010730 cutting oil Substances 0.000 claims description 10
- 150000002334 glycols Chemical class 0.000 claims description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 8
- 239000000839 emulsion Substances 0.000 claims description 5
- 125000002252 acyl group Chemical group 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 235000011187 glycerol Nutrition 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 235000019198 oils Nutrition 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 239000012208 gear oil Substances 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 239000010721 machine oil Substances 0.000 claims description 3
- 238000005057 refrigeration Methods 0.000 claims description 3
- 239000010696 ester oil Substances 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims description 2
- 239000010731 rolling oil Substances 0.000 claims description 2
- 229920002545 silicone oil Polymers 0.000 claims description 2
- 235000019871 vegetable fat Nutrition 0.000 claims description 2
- 239000002609 medium Substances 0.000 claims 5
- 239000007788 liquid Substances 0.000 claims 3
- 239000012736 aqueous medium Substances 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 1
- -1 alkenyl ether Chemical class 0.000 description 43
- 125000002947 alkylene group Chemical group 0.000 description 10
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 150000002689 maleic acids Chemical class 0.000 description 5
- 150000005846 sugar alcohols Polymers 0.000 description 5
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 4
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical class CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 4
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 4
- 239000002199 base oil Substances 0.000 description 4
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 4
- 150000001720 carbohydrates Chemical class 0.000 description 4
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 4
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 230000032050 esterification Effects 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 125000006353 oxyethylene group Chemical group 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical class CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 3
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical class NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 3
- 239000003507 refrigerant Substances 0.000 description 3
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 3
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-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 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical class CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 2
- LMMTVYUCEFJZLC-UHFFFAOYSA-N 1,3,5-pentanetriol Chemical compound OCCC(O)CCO LMMTVYUCEFJZLC-UHFFFAOYSA-N 0.000 description 2
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical class CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 description 2
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical class CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical class CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 2
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 2
- NGKIIKNJVVBNNE-UHFFFAOYSA-N 11-methyldodecan-1-amine Chemical class CC(C)CCCCCCCCCCN NGKIIKNJVVBNNE-UHFFFAOYSA-N 0.000 description 2
- DRWUOVOJVMEODA-UHFFFAOYSA-N 14-methylpentadecan-1-amine Chemical class CC(C)CCCCCCCCCCCCCN DRWUOVOJVMEODA-UHFFFAOYSA-N 0.000 description 2
- WTHCRRXOPUNKAA-UHFFFAOYSA-N 16-methylheptadecan-1-amine Chemical class CC(C)CCCCCCCCCCCCCCCN WTHCRRXOPUNKAA-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical class NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical class CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- RZBQPWHJXAYARL-UHFFFAOYSA-N 2-n-dodecylpropane-1,2-diamine Chemical class CCCCCCCCCCCCNC(C)CN RZBQPWHJXAYARL-UHFFFAOYSA-N 0.000 description 2
- DRDBBZHENIKVRG-UHFFFAOYSA-N 2-n-hexadecylpropane-1,2-diamine Chemical class CCCCCCCCCCCCCCCCNC(C)CN DRDBBZHENIKVRG-UHFFFAOYSA-N 0.000 description 2
- KFXTTZQGCNRYEN-UHFFFAOYSA-N 2-n-octadecylpropane-1,2-diamine Chemical class CCCCCCCCCCCCCCCCCCNC(C)CN KFXTTZQGCNRYEN-UHFFFAOYSA-N 0.000 description 2
- AJHWQBMRAFDEOI-UHFFFAOYSA-N 2-n-tetradecylpropane-1,2-diamine Chemical class CCCCCCCCCCCCCCNC(C)CN AJHWQBMRAFDEOI-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 description 2
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- 239000004386 Erythritol Substances 0.000 description 2
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- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 150000003956 methylamines Chemical class 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
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- 125000001421 myristyl 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])[H] 0.000 description 1
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- 229940098695 palmitic acid Drugs 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- XGFABUPTUPKRQI-UHFFFAOYSA-M potassium;n,n-diethylethanamine;hydroxide Chemical compound [OH-].[K+].CCN(CC)CC XGFABUPTUPKRQI-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
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- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 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
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
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- 125000002948 undecyl 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])[H] 0.000 description 1
- 239000002569 water oil cream Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M111/00—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
- C10M111/04—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
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- C10M173/00—Lubricating compositions containing more than 10% water
- C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/04—Fatty oil fractions
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/10—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
- C10M105/14—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms polyhydroxy
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/50—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen
- C10M105/52—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen containing carbon, hydrogen and halogen only
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- C10M107/24—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol, aldehyde, ketonic, ether, ketal or acetal radical
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- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
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- C10M107/28—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
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- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
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- C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
- C10M107/34—Polyoxyalkylenes
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- C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
- C10M125/10—Metal oxides, hydroxides, carbonates or bicarbonates
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- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/26—Carboxylic acids; Salts thereof
- C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M129/38—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms
- C10M129/40—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms monocarboxylic
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/38—Heterocyclic nitrogen compounds
- C10M133/44—Five-membered ring containing nitrogen and carbon only
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/38—Heterocyclic nitrogen compounds
- C10M133/48—Heterocyclic nitrogen compounds the ring containing both nitrogen and oxygen
- C10M133/50—Morpholines
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- C10M145/24—Polyethers
- C10M145/26—Polyoxyalkylenes
- C10M145/36—Polyoxyalkylenes etherified
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- C10M155/02—Monomer containing silicon
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- C10M169/04—Mixtures of base-materials and additives
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- C10M169/04—Mixtures of base-materials and additives
- C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
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Description
- Die vorliegende Erfindung betrifft die Verwendung eines Copolymer aus einem Polyoxyalkylenalkenylether und Maleinsäureanhydrid, -säuresalz oder -ester als Schmiermittel.
- Polyoxyalkylenglykolderivate werden als Schmieröle in verschiedenen Anwendungen eingesetzt. Beispielsweise werden wasslerlösliche Polyoxyalkylenglykolderivate als Hydrauliköle, Schneidöl, Nahlöl, Getriebeöl usw. verwendet; Polymere aus Polyoxyalkylenglykol(meth)acrylaten werden als wasserlösliche Schmiermittel (JP-A-56-47411) verwendet, und Verbindungen, die durch Veresterung von Alkylenoxidaddukten von Rizinusöl erhalten werden, werden als Metallbearbeitungs-Öle (JP-A-57-207699) verwendet, während öllösliche Polyoxyalkylenglykolderivate als Verbesserungsmittel für den Viskositätsindex von Mineralölen (JP-B-53-44196) eines Kältemaschinen-Öls (JP-A-57-51795) usw. eingesetzt werden.
- (Die Ausdrücke "JP-A" und JP-B", wie sie hier benutzt werden, bedeuten "ungeprüfte veröffentlichte japanische Patentanmeldung" bzw. "geprüfte japanische Patentanmeldung").
- Allerdings sind Polymere von Polyoxyalkylenglycol(meth)acrylaten und Derivate von Rizinusöl mangelhaft, da ihre Leistung sich ändert, wenn sie in Form einer wäßrigen Lösung für längere Zeit verwendet werden, während öllösliche Polyoxyalkylenglycole noch das Problem haben, daß ihre Anwendungen beschränkt sind, da sie in Wasser völlig unlöslich sind, während sie in Mineralölen völlig löslich sind, es aber unmöglich ist, Mineralöle oder dergleichen in Wasser zu emulgieren.
- EP-A-0373621 und EP-A-0379676 offenbaren Copolymere eines Maleinsäurederivates, wie z.B. eines Esters, Säure oder Anhydrids mit einem Polyoxyalkylenalkenylether. Solche Copolymere werden als Emulgatoren, Dispergiermittel, Zusatzstoffe für Kleber oder als dispersionsstabilisierende Agenzien für anorganische Pulver in einem öligen Material verwendet.
- Daher ist es eine Aufgabe der vorliegenden Erfindung, die Verwendung eines Copolymers aus Polyoxyalkylenalkenylether und Maleinsäure-Anhydrid,
- -Säuresalz oder -Ester als ein Schmiermittel, allein oder in irgendeiner wäßrigen Lösung, öligen Lösung oder in Form einer Wasser-Öl-Emulsion, bereitzustellen.
- Das Schmieröl der vorliegenden Erfindung umfaßt ein Copolymer aus Monomeren, die als wesentlichen Bestandteil eine Verbindung der Formel (1) und eine der Verbindungen Maleinsäureanhydrid, Maleinsäure, ein Salz der Maleinsäure und ein Ester der Maleinsäure enthalten,
- worin Z einen Rest einer Verbindung, die 2 bis 8 Hydroxylgruppen hat, darstellt; AO eine oder mehrere Arten von Oxyalkylengruppen, von denen jede 2 bis 18 Kohlenstoffatome hat, darstellt, vorausgesetzt, daß in dem Fall, von 2 oder mehr Arten Oxyalkylengruppen, die Oxyalkylengruppen entweder in einem Block oder einer Random-Anordnung aneinander gebunden sind, darstellt; R eine Alkenylgruppe mit 2 bis 5 Kohlenstoffatomen darstellt; R¹ eine Kohlenwasserstoff- oder Acyl-Gruppe mit 1 bis 24 Kohlenstoffatomen darstellt; und a≥0, b≥0, c≥0, l eine positive ganze Zahl sind, und m und n unabhängig 0 oder eine positive ganze Zahl sind, vorausgesetzt, daß l + m + n = 2 bis 8, n/(l + m) ≤ 1/2, und al + bm + cn = 1 bis 1000 sind.
- Beispiele für die Verbindung, deren Rest Z in Formel (1) ist und welche 2 bis 8 Hydroxylgruppen hat, sind mehrwertige Phenole wie z.B. Catechol, Resorcin, Hydrochinon und Phlorogluzin; mehrwertige Alkohole, wie z.B. Ethylenglycol, Propylenglycol, Butylenglycol, Dodecenglycol, Octadecenglycol, Neopentlyglycol, Styrolglycol, Glycerin, Diglycerin, Polyglycerin, Trimethylolethan, Trimethylolpropan, 1,3,5-Pentantriol, Erythrit, Pentaerythrit, Dipentaerythrit, Sorbit, Sorbitan, Sorbid, ein Sorbit-Glycerin-Kondensat, Adonit, Arabit, Xylit und Mannit; Saccharide, wie z.B. Xylose, Arabinose, Ribose, Rhamnose, Glucose, Fructose, Galactose, Mannose, Sorbose, Zellobiose, Maltose, Isomaltose, Trehalose, Sucrose, Raffinose, Gentianose und Melezitose; sowie Produkte der teilweisen Veretherung oder teilweisen Veresterung der oben genannten Verbindungen.
- Beispiele für die Oxyalkylengruppe, die 2 bis 18 Kohlenstoffatome hat und durch AO dargestellt wird, umfassen eine Oxyethylengruppe, eine Oxypropylengruppe, eine Oxybutylengruppe, eine Oxytetramethylengruppe, eine Oxystyrolgruppe, eine Oxydodecengruppe, eine Oxytetradecengruppe, eine Oxyhexadecengruppe und eine Oxyoctadecengruppe. Von diesen sind Oxyalklyengruppen mit 2 bis 4 Kohlenstoffatomen besonders bevorzugt.
- Beispiele für die Alkenylgruppe, die 2 bis 5 Kohlenstoffatome hat und durch R dargestellt wird, schließen eine Vinylgruppe, eine Allylgruppe, eine Methallylgruppe, eine 3-Butenylgruppe, eine 4-Pentenylgruppe und eine 3-Methyl-3-Butenylgruppe ein.
- Beispiele für die Kohlenwasserstoffgruppe, die 1 bis 24 Kohlenstoffatome aufweist und durch R¹ dargestellt wird, enthalten eine Methylgruppe, eine Ethylgruppe, eine Propylgruppe, eine Isopropylgruppe, eine Butylgruppe, eine Isobutylgruppe, eine tert-Butylgruppe, eine Pentylgruppe, eine Isopentylgruppe, eine Hexylgruppe, eine Heptylgruppe, eine Decylgruppe, eine Undecylgruppe, eine Dodecylgruppe, eine Isotridecylgruppe, eine Tetradecylgruppe, eine Hexadecylgruppe, eine Isohexadecylgruppe, eine Octadecylgruppe, eine Isoocatdecylgruppe, eine Oleylgruppe, eine Octyldodecylgruppe, eine Docosylgruppe, eine Decyltetradecylgruppe, eine Benzylgruppe, eine Kresylgruppe, eine Butylphenylgruppe, eine Dibutylphenylgruppe, eine Octylphenylgruppe, eine Nonylphenylgruppe, eine Dodecylphenylgruppe, eine Dioctylphenylgruppe, eine Dinonylphenylgruppe, eine Naphthylgruppe und eine styrolisierte Phenylgruppe. Beispiele für die Acylgruppe, die durch R¹ dargestellt wird, schließen jene ein, die von Essigsäure, Propionsäure, Buttersäure, Isobuttersäure, Caprylsäure, Pelargonsäure, 2-Ethylhexansäure, Karprinsäure, Undecansäure, Laurinsäure, Myristinsäure, Palmitinsäure, Margarinsäure, Stearinsäure, Arachinsäure, Behensäure, Palmitinsäure, Ölsäure, Linolsäure, Linolensäure, Erucasäure, Isopalmitinsäure, Isostearinsäure, Benzoesäure, Hydroxybenozoesäure, Zimtsäure und Gallussäure abgeleitet werden
- Beispiele für das Salz von Maleinsäure sind Alkalimetall-Salze, z.B. eine Lithium-Salz, ein Natrium-Salz, eine Kalium-Salz; Erdalkalimetall-Salze, z.B. Magnesium-Salz und Calcium-Salz; ein Ammonium-Salz; und organische Amin-Salze.
- Beispiele für die organischen Aminsalze umfassen Salze von aliphatischen oder aromatischen Monoaminen, wie z.B. ein Methylamin-Salz, eine Ethylamin-Salz, ein Propylamin-Salz, ein Butylamin-Salz, ein Pentylamin-Salz, ein Hexylamin-Salz, ein Octylamin-Salz, ein 2-Ethylhexylamin-Salz, ein Decylamin-Salz, ein Dodecylamin-Salz, ein Isotridecylamin-Salz, ein Tetradecylamin-Salz, ein Hexadecylamin-Salz, ein Isohexadecylamin-Salz, ein Octadecylamin-Salz, ein Isooctadeclyamin-Salz, ein Octyldodecylamin-Salz, ein Docosylamin-Salz, ein Decyltetradecylamin-Salz, ein Oleylamin- Salz, ein Linolamin-Salz, ein Dimethylamin-Salz, ein Trimethylamin-Salz und ein Anilinsalz; Polyamin-Salze, wie z.B. ein Ethylendiamin-Salz, ein Tetramethylendiamin-Salz, ein Dodecylpropylendiamin-Salz, ein Tetradecylpropylendiamin-Salz, ein Hexadecylpropylendiamin-Salz, ein Octadecylpropylendiamin- Salz, ein Oleylpropylendiamin-Salz, ein Diethylentriamin-Salz, ein Triethylentetramin-Salz, ein Tetraethylenpentamin-Salz und ein Pentaethylenhexamin-Salz; Alkanolamin-Salze, wie z.B. ein Monoethanolamin-Salz, ein Diethanolamin-Salz, ein Triethanolamin-Salz, ein Monoisopropanolamin-Salz, ein Diisopropanolamin-Salz, ein Triisopropanolamin-Salz, Salze von Alkylenoxid-Addukten dieser Amine und Salze von Alkylenoxid- Addukten von Mono- oder Diaminen; und Aminosäure-Salze, wie z.B. ein Lysin-Salz und ein Arginin-Salz. Besonders bevorzugt unter diesen sind Alkalimetall-Salze, eine Ammonium-Salz und Alkanolamin-Salze.
- Beispiele für den Maleinsäureester enthalten Ester mit Alkoholen, wie z.B. Methanol, Ethanol, Allylalkohol, Methallylalkohol, Propanol, Isopropanol, Butanol, Isobutanol, tert-Butanol, Pentanol, Isopentanol, Hexanol, Heptanol, 2- Ethylhexanol, Octanol, Nonanol, Decanol, Undecanol, Dodecanol, Isotridecanol, Tetradecanol, Hexadecanol, Isocetylalkohol, Octadecanol, Isostearylalkohol, Oleylalkohol, Octyldodecanol, Docosanol, und Decyltetradecanol, und mit Alkylenoxid-Addukten dieser Alkohole; sowie Maleinsäureester mit Alkylenoxid-Addukten von Phenolen, wie z.B. Phenol, Kresol, Butylphenol, Octylphenol, Nonylphenol, Dodecylphenol, Katechin, Resorcin, Hydrochinon und Phloroglucin.
- Beispiele für den Maleinsäureester umfassen ferner Maleinsäureester mit mehrwertigen Alkoholen, wie z.B. Ethylenglycol, Propylenglycol, Butylenglycol, Dodecylenglycol, Octadecylenglycol, Neopentylglycol, Styrolglycol, Glycerin, Diglycerin, Polyglycerin, Trimethylolethan, Trimethylolpropan, 1,3,5-Pentantriol, Erythrit, Pentaerythrit, Dipentaerythrit, Sorbit, Sobitan, Sorbid, ein Sorbit-Glyerin-Kondensat, Adonit, Arabit, Xylit und Mannit; Saccharide, wie z.B. Xylose, Arabinose, Ribose, Rhamnose, Glucose, Fructose, Galactose, Mannose, Sorbose, Zellobiose, Maltose, Isomaltose, Trehalose, Saccharose, Raffinose, Gentianose und Melezitose; Produkte der teilweisen Veretherung oder teilweisen Veresterung der oben genannten mehrwertigen Alkohole und Saccharide; oder Alkylenoxid-Addukte der oben genannten, mehrwertigen Alkohole und Saccharide; Alkylenoxid-Addukte von aliphatischen oder aromatischen Monoaminen, wie z.B. Methylamin, Ethylamin, Propylamin, Butylamin, Amylamin, Hexylamin, Octylamin, 2- Ethylhexylamin, Decylamin, Dodecylamin, Isotridecylamin, Tetradecylamin, Hexadecylamin, Isohexadecylamin, Octadecylamin, Isooctadecylamin, Octyldodecylamin, Docosylamin, Decyltetradecylamin, Oleylamin, Linolamin, Dimethylamin, Trimethylamin und Anilin; Alkylenoxid-Addukte von Polyaminen, wie z.B. Ethylendiamin, Tetramethylendiamin, Dodecylpropylendiamin, Tetradecylpropylendiamin, Hexadecylpropylendiamin, Octadecylpropylendiamin, Oleylpropylendiamin, Diethylentriamin, Triethylentetramin, Tetraethylenpentamin und Pentaethylenhexamin; sowie Alkanolamine, wie z.B. Monoethanolamin, Diethanolamin, Triethanolamin, Monoisopropanolamin, Diisopropanolamin und Triisopropanolamin, sowie Alkylenoxid-Addukte dieser Alkanolamine.
- Das in der vorliegenden Erfindung verwendete Copolymer kann durch Copolymerisation der Verbindung, die durch Formel (1) dargestellt ist, mit Maleinsäureanhydrid, Maleinsäure, einem Salz der Maleinsäure oder einem Ester der Maleinsäure unter Verwendung eines radikalischen Katalysators erhalten werden. Allerdings ist es im Fall des Copolymer mit Maleinsäure oder mit einem Salz oder einem Ester davon günstig, das Copolymer durch die Hydrolyse, die Hydrolyse und nachfolgende Neutralisation oder die Veresterung eines Copolymers mit Maleinsäureanhydrid zu erhalten.
- Bei der Copolymerisation der Verbindung, die durch Formel (1) dargestellt wird, mit Maleinsäureanhydrid, Maleinsäure, einem Maleinsäuresalz oder einem Maleinsäureester ist das Verhältnis der Verbindung der Formel (1) zu ihrem Comonomer 3:7 bis 7:3, ausgedrückt als Äquivalente, bezogen auf polymerisierbare Doppelbindungen, wobei das besonders bevorzugte Verhältnis etwa 1:1 ist. Bei der Durchführung der Copolymerisation können andere Monomere zur Copolymerisation mit den oben genannten Monomeren zugegeben werden, aber die Menge an solchen anderen verwendeten Monomeren ist nicht mehr als 30 Mol%, bezogen auf die Gesamtmenge aller Monomeren.
- Beispiele für solche andere Monomere umfassen Acrylsäure, Methacrylsäure, Itaconsäure, Crotonsäure, Salze dieser Säuren mit mono- oder divalenten Metallen, Ammoniumsalze der oben genannten Säuren, organische Aminsalze der oben genannten Säuren, sowie Ester der oben genannten Säuren mit Alkoholen, die 1 bis 24 Kohlenstoffatome aufweisen, mehrwertigen Alkoholen oder mit Polyoxyalkylenglycolen. Beispiele für andere Monomere sind ferner aromatische Vinyl-Verbindungen, wie z.B. Styrol und Methylstyrol, halogenierte Vinyl-Verbindungen, wie z. B. Vinylchlorid und Vinylidenchlorid, Olefine, wie z.B. Isobutylen und Diisobutylen, Vinylacetat, Acrylnitril und Acrylamid.
- Das Gewichtsmittel des Molekulargewichts des Copolymers liegt im allgemeinen im Bereich von 1000 bis 2000000, vorzugsweise von 3000 bis 500000.
- Die Anzahl der Kohlenstoffatome in R ist 2 bis 5, wobei dies der geeignete Bereich ist, da die Zahl der Kohlenstoffatome die Polymerisierbarkeit der Verbindung von Formel (1) beeinflußt, indem ein zu langes R zu schwacher Polymerisierbarkeit führt. Wenn die Zahl von R, welche als l angegeben ist, gleich 1 ist, so wird ein lineares Copolymer gebildet, während, wenn die Zahl gleich 2 oder mehr ist, wird ein vernetztes Copolymer gebildet.
- Symbol n kann im Bereich von 0 bis 2 liegen. Wenn n zu groß ist, wird während der Polymerisationsreaktion leicht ein Ester mit einer Säure gebildet, was dazu führt, daß das Copolymer ein hohes Molekulargewicht hat, eine zu hohe Viskosität zeigt und weniger löslich in Wasser und Ölen ist. Aus diesem Grund ist n vorzugsweise eine ganze Zahl, welche nicht so groß ist. Hinsichtlich der Beziehung zwischen l, m und n ist es erwünscht, daß diese der Gleichung n/(l + m) ≤ 1/2 genügen.
- Für die Symbole a, b und c gilt a≥0, b≥ 0 und c≥0 und (al + bm + cn) ist 1 bis 1000, vorzugsweise 1 bis 300, besonders bevorzugt 1 bis 100.
- Das erfindungsgemäß verwendete Copolymer kann entweder hydrophil oderlipophil gemacht werden, durch Variiereen der Anzahl von Kohlenstoffatomen, die in AO in der Verbindung der allgemeinen Formel (1) enthalten sind, der molaren Menge von AO in der Verbindung, der Kombination von AO mit R¹ und der Kombination der Verbindung von Formel (1) mit Maleinsäureanhydrid, Maleinsäure, einem Maleinsäuresalz oder einem Maleinsäureester.
- Das Copolymer zur Verwendung in dem erfindungsgemäßen Schmieröl umfaßt solche mit verschienden Eigenschaften, wie z.B. ein Copolymer, das in Wasser aber nicht in Ölen löslich ist, ein Copolymer, das in Ölen löslich ist aber unlöslich in Wasser ist sowie ein Copolymer, das sowohl in Wasser wie in Ölen löslich ist und die beiden emulgiert. Daher kann das Schmieröl der vorliegenden Erfindung in vielen Anwendungen eingesetzt werden.
- Obwohl das in dieser Erfindung verwendete Copolymer alleine als Schmiermittel verwendet werden kann, kann es in Kombination mit einem Mineralöl, mit einem tierischen oder pflanzlichen Fetten und Ölen, einem synthetischen Esteröl, einem Siliconöl, Wasser, Ethylenglycol, Propylenglycol, Glycerin usw. verwendet werden. In diesem Fall beträgt die Konzentration des Copolymers 0,01 bis 80%, vorzugsweise 0,1 bis 50%, bezogen auf das Gewicht. In dem Fall, wo das Copolymer in einem Kältemaschinenöl verwendet werden soll, muß das Öl in Kühlmitteln, wie z.B. Freon R-11 (Trichlormonofluormethan), Freon R-12 (Dichlordifluormethan), Freon R-22 (Monochlordifluormethan), Freon R-134a (1,1,1,2- Tetrafluorethan) und Freon R-152A (1,1-Difluorethan) löslich sein. Dementsprechend wird vorzugsweise das Copolymer in Kombination mit einem Polyoxyalkylenglycol-Derivat verwendet, das ein durchschnittliches Molekulargewicht von 1000 oder weniger hat, so daß es in Kühlmitteln löslich ist, verwendet. Beispiele für solche Polyoxyalkylenglycol-Derivate umfassen Polypropylenglycol, Mono- oder Dialkylether davon, Polyoxypropylenglycerinether, ein Polyoxyethylenpolyoxypropylenglycol (mit einem Gehalt an Oxyethylen-Gruppe von 50 Mol% oder weniger), Mono- oder Dialkylether davon und einen Polyoxyethylenpolyoxypropylenglycerinether. Wenn das Polyoxyalkylenglycol-Derivat ein Addukt aus zwei oder mehr Arten von Alkylenoxiden ist, kann es entweder ein Block-Addukt oder ein Random-Addukt sein.
- Das Schmieröl der vorliegenden Erfindung, das ein Copolymer aus Monomeren umfaßt, die als wesentliche Bestandteile die Verbindung der Formel (1) und eine aus der Gruppe Maleinsäureanhydrid, Maleinsäure, Maleinsäuresalz und Maleinsäureester enthalten, zeigt einen ausgezeichneten Schmiereffekt, sowohl in Form einer wäßrigen Lösung, einer Emulsion wie auch in Form einer öligen Lösung.
- Daher kann das Schmieröl der vorliegenden Erfindung in verschiedenen Schmiermittel-Anwendungen eingesetzt werden, wie z.B. als Hydraulikflüssigkeit, Getriebeöl, Schneideöl, Mahlöl, Pressöl, Walzenöl, Ziehöl, Gleitöl usw..
- Die vorliegende Erfindung wird nachfolgend anhand von Beispielen genauer beschrieben.
- Die folgende Tabelle 1 zeigt die Zusammensetzungen (Monomer- Verhältnisse) und durchschnittlichen Molekulargewichte der in den Beispielen 1 bis 4 verwendeten Copolymeren. Tabelle 1 Verbindung der Formel (1) Maleinsäure anhydrid (Mol) anderes Polymer (Mol) Base (Mol) Gewichtsmittel des Molekulargewichts Styrol Triethylamin Triethanolamin Triisopropanolamin Diethanolamin Ethylendiamin Tabelle 1 (Fortsetzung) Verbindung der Formel (1) Maleinsäureanhydrid (Mol) anderes Monomer (Mol) Base (Mol) Gewichtsmittel des Molekulargewichts Triethylamin Kaliumhydroxid Triisopropanolamin Anmerkung: 1) Die Einheit in { } ist ein Random-Addukt.
- Die in Tabelle 1 aufgeführten Copolymere Nr. 1 bis 5 wurden als Basisöl zur Herstellung von Schmiermitteln auf Wasserbasis gemäß der folgenden Rezeptur verwendet. Die so erhaltenen Schmiermitteln wurden hinsichtlich ihrer Eigenschaften beurteilt. Zu Vergleichszwecken wurden Schmiermittel, die unter Verwendung herkömmlicher Polyoxyalkylenglycole als Basisöle anstelle der Copolymeren hergestellt worden waren, in gleicher Weise einem Leistungstest unterworfen.
- Basisöl 18,00 Gew.-%
- Propylenglycol 37,00 Gew.-% mit Ionenaustauscher behandeltes Wasser 40,00 Gew.-%
- Ölsäure 3,45 Gew.-%
- Morpholin 0,60 Gew.-%
- Benzotriazol 0,10 Gew.-%
- Kaliumhydroxid 0,85 Gew.-%
- Dimethylpolysiloxan (Viskosität 350 m m² s&supmin;¹) 100 ppm bezogen auf die Summe des Vorstehenden
- Die Ergebnisse des Leistungstestes sind in Tabelle 2 gezeigt. Tabelle 2 zeigt, daß die Schmieröle der vorliegenden Erfindung, die die speziellen Copolymere als Basisöle verwenden, ausgezeichnete Leistungen aufweisen. Tabelle 2 Timken Verschleißtest JIS K-2519 kinematische Viskosität 40ºC mm²s&supmin;¹ (cSt) Viskositätsindex VIE Fließpunkt (ºC) Schäumtest test JIS K-2518 24ºC (mm) 0 min. nach 10 min. Soda 4-Kugeltest JIS K-2519 220 rpm (kg/cm²) Max. Belastbarkeit kg (lbs) Filmfestigkeit (psl) Copolymer vorliegende Erfindung Vergleichsbeispiel Polyoxyethylenpropylenglycol1) Polyethylenaglycol2) 1) Gewichtsmittel des Molekulargewichtes 11000; Ein Random-Addukt, in dem Oxyethylengruppe: Oxypropylengruppe = 75:25 (pro Gewicht) 2) Gewichtsmittel des Molekulargewichtes 20000
- Die Copolymere Nr. 3, 4, 6, 7, 8 und 9, die Tabelle 1 aufgeführt sind, wurden zur Herstellung von Schneidölen nach der folgenden Rezeptur verwendet. Die so erhaltenen Schneidöle wurden einem Schneide- und Arbeitstest (JIS B-40129) mit den folgenden Bedinungen unterworfen. Die erhaltenen Ergebnisse sind in Tabelle 3 aufgeführt.
- Maschinenöl 80,0 Gew.-%
- Copolymer 20,0 Gew.-%
- Testprobe leicht spanbarer Edelstahl (SAE 51-416F) 40 x 300 (mm)
- Schneidwerkzeug SKH-4B (JIS G-4403)
- Schneidgeschwindigkeit 70 m/min.
- Arbeitsgeschwindigkeit 8 um /min.
- Fließen des Schneideöls 1 l/min.
- Zu Vergleichszwecken wurde Polyoxyethylen (7 Mol) Monooleat anstelle der Copolymeren verwendet, um den gleichen Test durchzuführen. Die erhaltenen Ergebnisse sind in Tabelle 3 gezeigt, wobei die Leisung jedes Schneidöls durch die Nummer der Testprobe, welche mit einem Schneidewerkzeug geschnitten werden konnte, ausgedrückt ist. Tabelle 3 zeigt, daß die Schneidöle der Erfindung, die die speziellen Copolymere verwenden, hoch wirksam sind. Tabelle 3 Nummer der Schneidproben Copolymer Schneidwerkzeug vorliegende Erfindung Vergleich Polyoxyethylen-(7 Mol) monooleat
- Jedes der in Beispiel 2 formulierten wurde zur Herstellung einer Emulsion aus 2 Gew.-% Schneideöl und 98 Gew.-% mit Ionenaustauscher behandeltes Wasser verwendet. Die so erhaltenen Emulsionen wurden unter den gleichen Bedingungen wie in Beispiel 2 einem Schneidtest unterworfen. Die erhaltenen Ergebnisse sind in Tabelle 4 aufgelistet.
- Tabelle 4 zeigt, daß die Schmiermittel dieser Erfindung selbst in Form eines Schneideöls vom Emulsionstyp ausgezeichnet sind. Tabelle 4 Nummer der Schneidproben Copolymer Schneidwerkzeug vorliegende Erfindung Vergleich Polyoxyethylen-(7 Mol) monooleat
- Bezüglich der in Tabelle 5 gezeigten Zusammensetzungen wurde ein Test zur Beurteilung der Löslichkeit in Freon R- 12 und Freon R-134a sowie ein Timken-Verschleißtest durchgeführt. Die Ergebnisse sind in Tabelle 6 aufgeführt. Bei dem Löslichkeitstest wurde eine Zusammensetzung aus Tabelle 5 und ein Freon in ein Druckgefäß aus Glas gegeben und visuell geprüft, ob das Gemsich in dem Gefäß bei einem Temperaturbereich von -5 bis 60ºC weiß-trübe wird oder nicht. Zusammensetzungen, die eine weiß-trübe Beschaffenheit bekamen, wurden als unlöslich beurteilt.
- Tabelle 6 zeigt daß die Schmieröle der vorliegenden Erfindung ausgezeichnet sind, nicht nur in der Löslichkeit in Kältemitteln, Freons, sondern auch in ihrer Schmierleistung. Tabelle 5 Copolymer Polyoxyalkylenglycol-Derivativ Verbindung der Formel (1) oder anderes Monomer Mol Maleinsäureanhydrid Alkohol (Mol) Gewichtsmittel des Molekulargew. Menge (%) Strukturformel Isobutylen Methylvinylether Anmerkung: 1) Die Einheit in [ ] ist ein Random-Addukt * vorliegende Erfindung ** Vergleich Tabelle 6 Löslichkeitstest Timken Verschleißtest Freon R-12 Freon R-134a Maximale Belastung kg (lbs) Filmfestigkeit (psi) vorliegende Erfindung Vergleich löslich unlöslich
- Wenn auch die Erfindung im Detail und unter Bezugnahme auf spezielle Ausführungsformen beschrieben wurde, so ist es für den Fachmann auf diesem Gebiet selbstverständlich, daß verschiedene Änderungen und Modifikationen durchgeführt werden können, ohne den Gegenstand der Ansprüche zu verlassen.
Claims (5)
1. Verwendung eines Copolymer aus Monomeren, die als
wesentliche Bestandteile eine Verbindung, die durch die
Formel 1) dargestellt ist, und eine von
Maleinsäureanhydrid, Maleinsäure, einem Salz von
Maleinsäure sowie einem Ester von Maleinsäure umfassen,
worin Z einen Rest einer Verbindung mit 2 bis 8
Hydroxylgruppen darstellt; AO eine oder mehrere Arten von
Oxyalkylengruppen, von denen jede 2 bis 18 Kohlenstoffatome
hat, darstellt, vorausgesetzt, daß im Fall von 2 oder mehr
Arten von Oxyalkylengruppen, die Oxyalkylengruppen entweder
in einer Block- oder einer Random-Anordnung aneinander
gebunden sind; R eine Alkenylgruppe mit 2 bis 5
Kohlenstoffatomen darstellt; R¹ eine Kohlenwasserstoff-
oder Acyl-Gruppe mit 1 bis 24 Kohlenstoffatomen darstellt;
und a≥0, b≥0, c≥0, l eine positive ganze Zahl ist, und m
und n unabhängig 0 oder eine positive ganze Zahl sind,
vorausgesetzt, daß l + m + n = 2 bis 8, n/(l + m) ≤ 1/2,
und al + bm + cn = 1 bis 1000 sind,
als Schmiermittel.
2. Verwendung einer Zusammensetzung umfassend
(a) ein Copolymer einer Verbindung, die durch Formel (1)
dargestellt wird, mit Maleinsäureanhydrid, Maleinsäure oder
einem Salz oder Ester von Maleinsäure
worin Z einen Rest einer Verbindung mit 2 bis 8
Hydroxylgruppen darstellt; AO eine oder mehrere Arten von
Oxyalkylengruppen, von denen jede 2 bis 18 Kohlenstoffatome
hat, darstellt, vorausgesetzt, daß im Fall von 2 oder mehr
Arten Oxyalkylengruppen, die Oxyalkylengruppen entweder in
einer Block- oder einer Random-Anordnung aneinandergebunden
sind; R eine Alkenylgruppe, die 2 bis 5 Kohlenstoffatome
hat, darstellt; R¹ eine Kohlenwasserstoff- oder Acyl-Gruppe
mit 1 bis 24 Kohlenstoffatomen darstellt; und a≥0, b≥0,
c≥0, l eine positive ganze Zahl ist, und m und n
unabhängig 0 oder eine positive ganze Zahl sind,
vorausgesetzt, daß l + m + n = 2 bis 8, n/(l + m) ≤ 1/2,
und al + bm + cn = 1 bis 1000 sind, und
(b) ein flüssiges Medium, das aus der Gruppe bestehend aus
tierischen oder pflanzlichen Fetten und Ölen, einem
synthetischen Esteröl, einem Siliconöl, Wasser,
Ethylenglycol, Propylenglycol, Glycerin und einem
Polyoxyalkylenglykol-Derivat ausgewählt ist,
als eine Schmieröl-Zusammensetzung.
3. Verwendung der Zusammensetzung nach Anspruch 2,
wobei das flüssige Medium ein wäßriges Medium, ein öliges
Medium oder eine Emulsion, die aus einem wäßrigen Medium
und einem öligen Medium besteht, ist.
4. Verwendung der Zusammensetzung nach Anspruch 2, wobei
das flüssige Medium aus der Gruppe bestehend aus einen
Hydraulikflüssigkeit, einem Getriebeöl, einem Schneidöl,
einem Mahlöl, einem Preßöl, einem Walzöl, einem Ziehöl,
einem Gleitöl und einem Kältemaschinenöl, ausgewählt ist.
5. Verwendung der Zusammensetzung nach Anspruch 1,
wobei der Gehalt an Copolymer in der Zusammensetzung 0,01
bis 80 Gew.-% beträgt.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10464689 | 1989-04-26 | ||
JP2045702A JP2844804B2 (ja) | 1989-04-26 | 1990-02-28 | 潤滑油 |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69000787D1 DE69000787D1 (de) | 1993-03-04 |
DE69000787T2 true DE69000787T2 (de) | 1993-07-01 |
Family
ID=26385755
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE9090107994T Expired - Fee Related DE69000787T2 (de) | 1989-04-26 | 1990-04-26 | Verwendung eines copolymers aus polyoxyalkylen-alkenyl-ether und maleinsaeureanhydrid, maleinsaeure, einem maleinsaeuresalz oder maleinsaeureester als schmiermittel. |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0399239B1 (de) |
JP (1) | JP2844804B2 (de) |
KR (1) | KR0150003B1 (de) |
BR (1) | BR9001925A (de) |
DE (1) | DE69000787T2 (de) |
ES (1) | ES2045624T3 (de) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE69229859T2 (de) * | 1991-12-26 | 2000-04-20 | Tonen Corp | Schmieröl für kühlschrank |
AU2004237804B2 (en) * | 1999-08-16 | 2006-08-24 | Ecolab Inc. | Conveyor lubricant, passivation of a thermoplastic container to stress cracking and thermoplastic stress crack inhibitor |
US20050109977A1 (en) * | 2003-10-21 | 2005-05-26 | Union Carbide Chemicals & Plastics Technology Corporation | Refrigerant composition |
CN103827278A (zh) * | 2011-05-06 | 2014-05-28 | 凯密特尔有限责任公司 | 无胺无voc的金属加工液 |
CN112899055A (zh) * | 2021-02-24 | 2021-06-04 | 武汉百洁科技有限公司 | 一种共聚物改性纤维素纳米晶用于聚二甲基硅氧烷增稠的方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5647411A (en) * | 1979-09-28 | 1981-04-30 | Nippon Oil & Fats Co Ltd | Polymer of polyoxyalkylene glycol monoacrylate or monomethacrylate and lubricant, antistatic and cosmetic agent therefrom |
DE3260845D1 (en) * | 1981-01-16 | 1984-11-08 | Nippon Catalytic Chem Ind | Copolymer and method for manufacture thereof |
US4469611A (en) * | 1982-11-01 | 1984-09-04 | The Dow Chemical Company | Water-based hydraulic fluids |
JPH0644927B2 (ja) * | 1987-03-14 | 1994-06-15 | 日本油脂株式会社 | 徐放性活性成分放出剤 |
FR2619573B1 (fr) * | 1987-08-17 | 1989-11-17 | Commissariat Energie Atomique | Liquide de lubrification et d'environnement utilisable pour tester des protheses osseuses |
JP2692202B2 (ja) * | 1988-11-29 | 1997-12-17 | 日本油脂株式会社 | 無機粉末の油中分散安定剤 |
JP2676854B2 (ja) * | 1988-12-16 | 1997-11-17 | 日本油脂株式会社 | ポリオキシアルキレン不飽和エーテルーマレイン酸エステル共重合体およびその用途 |
-
1990
- 1990-02-28 JP JP2045702A patent/JP2844804B2/ja not_active Expired - Fee Related
- 1990-04-25 BR BR909001925A patent/BR9001925A/pt unknown
- 1990-04-26 ES ES90107994T patent/ES2045624T3/es not_active Expired - Lifetime
- 1990-04-26 KR KR1019900005866A patent/KR0150003B1/ko not_active IP Right Cessation
- 1990-04-26 EP EP90107994A patent/EP0399239B1/de not_active Expired - Lifetime
- 1990-04-26 DE DE9090107994T patent/DE69000787T2/de not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
EP0399239A1 (de) | 1990-11-28 |
JPH0347895A (ja) | 1991-02-28 |
EP0399239B1 (de) | 1993-01-20 |
JP2844804B2 (ja) | 1999-01-13 |
ES2045624T3 (es) | 1994-01-16 |
KR900016439A (ko) | 1990-11-13 |
DE69000787D1 (de) | 1993-03-04 |
KR0150003B1 (ko) | 1998-10-01 |
BR9001925A (pt) | 1991-07-30 |
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