CN103450255A - 聚蓖麻油酸酯磷酸酯及其制备方法和用该酯制备可生物降解微量切削油 - Google Patents
聚蓖麻油酸酯磷酸酯及其制备方法和用该酯制备可生物降解微量切削油 Download PDFInfo
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- CN103450255A CN103450255A CN201310354862XA CN201310354862A CN103450255A CN 103450255 A CN103450255 A CN 103450255A CN 201310354862X A CN201310354862X A CN 201310354862XA CN 201310354862 A CN201310354862 A CN 201310354862A CN 103450255 A CN103450255 A CN 103450255A
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- ester
- phosphoric acid
- cutting oil
- poly
- polyricinoleate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000010730 cutting oil Substances 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 229910019142 PO4 Inorganic materials 0.000 title abstract 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title abstract 6
- 239000010452 phosphate Substances 0.000 title abstract 6
- 150000002148 esters Chemical class 0.000 claims abstract description 19
- -1 poly-ricinoleate ester phosphoric acid ester Chemical class 0.000 claims description 33
- 229940066675 ricinoleate Drugs 0.000 claims description 27
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 14
- 229960003656 ricinoleic acid Drugs 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- WBHHMMIMDMUBKC-QJWNTBNXSA-N ricinoleic acid Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-QJWNTBNXSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 7
- 230000006837 decompression Effects 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 2
- 238000003912 environmental pollution Methods 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 230000001050 lubricating effect Effects 0.000 abstract 1
- 238000005555 metalworking Methods 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 description 17
- 238000006731 degradation reaction Methods 0.000 description 17
- 239000002689 soil Substances 0.000 description 15
- 239000003921 oil Substances 0.000 description 11
- 238000002474 experimental method Methods 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 238000005520 cutting process Methods 0.000 description 8
- 238000005461 lubrication Methods 0.000 description 8
- 238000003754 machining Methods 0.000 description 8
- 239000000047 product Substances 0.000 description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 4
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 description 2
- OMOVVBIIQSXZSZ-UHFFFAOYSA-N [6-(4-acetyloxy-5,9a-dimethyl-2,7-dioxo-4,5a,6,9-tetrahydro-3h-pyrano[3,4-b]oxepin-5-yl)-5-formyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-hydroxy-3-methylpentanoate Chemical compound CC12C(OC(=O)C(O)C(C)CC)C(OC=O)C(C3(C)C(CC(=O)OC4(C)COC(=O)CC43)OC(C)=O)C(=C)C32OC3CC1C=1C=COC=1 OMOVVBIIQSXZSZ-UHFFFAOYSA-N 0.000 description 2
- 239000002199 base oil Substances 0.000 description 2
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- RGXWDWUGBIJHDO-UHFFFAOYSA-N ethyl decanoate Chemical compound CCCCCCCCCC(=O)OCC RGXWDWUGBIJHDO-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000007866 anti-wear additive Substances 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000002173 cutting fluid Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000010079 rubber tapping Methods 0.000 description 1
- 125000005480 straight-chain fatty acid group Chemical group 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- WUUHFRRPHJEEKV-UHFFFAOYSA-N tripotassium borate Chemical compound [K+].[K+].[K+].[O-]B([O-])[O-] WUUHFRRPHJEEKV-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Lubricants (AREA)
Abstract
Description
编号 | 0#乳化液 | 1# | 2# | 3# | 4# |
润滑剂使用量/天 | 25公斤 | 220ml | 230ml | 230ml | 250ml |
工件切割表面质量 | 一般 | 光亮 | 光亮 | 光亮 | 光亮 |
样品编号 | 1 | 2 | 3 | 4 | 5 |
环境湿度 | 40% | 40% | 40% | 50% | 50% |
实验时间.天 | 15 | 20 | 30 | 15 | 30 |
第0天油重.克 | 3 | 3 | 3 | 3 | 3 |
第X天油重.克 | 2.56 | 2.16 | 1.35 | 2.33 | 1.18 |
降解率 | 14.7% | 28% | 55% | 22.3% | 60.7% |
Claims (7)
Priority Applications (1)
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CN201310354862.XA CN103450255B (zh) | 2013-08-14 | 2013-08-14 | 聚蓖麻油酸酯磷酸酯及其制备方法和用该酯制备可生物降解微量切削油 |
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CN201310354862.XA CN103450255B (zh) | 2013-08-14 | 2013-08-14 | 聚蓖麻油酸酯磷酸酯及其制备方法和用该酯制备可生物降解微量切削油 |
Publications (2)
Publication Number | Publication Date |
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CN103450255A true CN103450255A (zh) | 2013-12-18 |
CN103450255B CN103450255B (zh) | 2015-09-02 |
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CN201310354862.XA Expired - Fee Related CN103450255B (zh) | 2013-08-14 | 2013-08-14 | 聚蓖麻油酸酯磷酸酯及其制备方法和用该酯制备可生物降解微量切削油 |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105176632A (zh) * | 2014-06-17 | 2015-12-23 | 中国科学院兰州化学物理研究所 | 一种高温润滑脂减摩擦抗磨添加剂及其制备方法 |
JP2018177866A (ja) * | 2017-04-05 | 2018-11-15 | トヨタ自動車北海道株式会社 | 水溶性金属加工油組成物、及び金属加工方法 |
CN110872535A (zh) * | 2019-12-03 | 2020-03-10 | 上海源育节能环保科技有限公司 | 一种环保金属亚干加工润滑剂及其制备方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0192160A2 (en) * | 1985-02-21 | 1986-08-27 | Dainichiseika Color & Chemicals Mfg. Co. Ltd. | Pigment composition |
CN1181103A (zh) * | 1995-02-14 | 1998-05-06 | 花王株式会社 | 可生物降解的润滑基础油,含该油的组合物及其用途 |
CN102775438A (zh) * | 2012-08-03 | 2012-11-14 | 山东源根石油化工有限公司 | 蓖麻酸三乙醇胺磷酸酯及含有该化合物的全合成水基抗磨液压液 |
CN103031195A (zh) * | 2011-10-10 | 2013-04-10 | 洛科斯润滑油(上海)有限公司 | 微乳化切削液 |
-
2013
- 2013-08-14 CN CN201310354862.XA patent/CN103450255B/zh not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0192160A2 (en) * | 1985-02-21 | 1986-08-27 | Dainichiseika Color & Chemicals Mfg. Co. Ltd. | Pigment composition |
CN1181103A (zh) * | 1995-02-14 | 1998-05-06 | 花王株式会社 | 可生物降解的润滑基础油,含该油的组合物及其用途 |
CN103031195A (zh) * | 2011-10-10 | 2013-04-10 | 洛科斯润滑油(上海)有限公司 | 微乳化切削液 |
CN102775438A (zh) * | 2012-08-03 | 2012-11-14 | 山东源根石油化工有限公司 | 蓖麻酸三乙醇胺磷酸酯及含有该化合物的全合成水基抗磨液压液 |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105176632A (zh) * | 2014-06-17 | 2015-12-23 | 中国科学院兰州化学物理研究所 | 一种高温润滑脂减摩擦抗磨添加剂及其制备方法 |
CN105176632B (zh) * | 2014-06-17 | 2017-10-31 | 中国科学院兰州化学物理研究所 | 一种高温润滑脂减摩擦抗磨添加剂及其制备方法 |
JP2018177866A (ja) * | 2017-04-05 | 2018-11-15 | トヨタ自動車北海道株式会社 | 水溶性金属加工油組成物、及び金属加工方法 |
CN110872535A (zh) * | 2019-12-03 | 2020-03-10 | 上海源育节能环保科技有限公司 | 一种环保金属亚干加工润滑剂及其制备方法 |
CN110872535B (zh) * | 2019-12-03 | 2022-02-08 | 上海源育节能环保科技有限公司 | 一种环保金属亚干加工润滑剂及其制备方法 |
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CN103450255B (zh) | 2015-09-02 |
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Effective date of registration: 20200408 Address after: Xiaoliu Industrial Park, No.22, North Liuzhou Road, Jiangbei new district, Nanjing, Jiangsu Province Patentee after: Nanjing Xinzhan New Material Co.,Ltd. Address before: Shanghai Road Pudong New Area town Shanghai city 201399 No. 9628 Building 1 room 523 Patentee before: Shanghai source energy saving science and technology Environmental Protection Co.,Ltd. |
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