JP2014506954A - フルオロオキシランを含有する潤滑剤組成物 - Google Patents
フルオロオキシランを含有する潤滑剤組成物 Download PDFInfo
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- JP2014506954A JP2014506954A JP2013556637A JP2013556637A JP2014506954A JP 2014506954 A JP2014506954 A JP 2014506954A JP 2013556637 A JP2013556637 A JP 2013556637A JP 2013556637 A JP2013556637 A JP 2013556637A JP 2014506954 A JP2014506954 A JP 2014506954A
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- JP
- Japan
- Prior art keywords
- lubricant composition
- fluorooxirane
- trifluoromethyl
- oxirane
- lubricant
- 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.)
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- 239000000314 lubricant Substances 0.000 title claims abstract description 149
- 239000000203 mixture Substances 0.000 title claims abstract description 100
- NRSWGNXBEVDTNI-UHFFFAOYSA-N 2-fluorooxirane Chemical compound FC1CO1 NRSWGNXBEVDTNI-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 238000009835 boiling Methods 0.000 claims abstract description 12
- 239000012530 fluid Substances 0.000 claims abstract description 11
- 239000002904 solvent Substances 0.000 claims description 58
- 150000001875 compounds Chemical class 0.000 claims description 36
- 239000010702 perfluoropolyether Substances 0.000 claims description 32
- -1 perfluoroalkyl oxiranes Chemical class 0.000 claims description 30
- 239000011248 coating agent Substances 0.000 claims description 29
- 238000000576 coating method Methods 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 28
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 125000001153 fluoro group Chemical group F* 0.000 claims description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- 239000000758 substrate Substances 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 15
- 229910052731 fluorine Inorganic materials 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- LOUICXNAWQPGSU-UHFFFAOYSA-N 2,2,3,3-tetrafluorooxirane Chemical group FC1(F)OC1(F)F LOUICXNAWQPGSU-UHFFFAOYSA-N 0.000 claims description 11
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 10
- 150000002924 oxiranes Chemical class 0.000 claims description 10
- 238000010792 warming Methods 0.000 claims description 9
- 239000006184 cosolvent Substances 0.000 claims description 7
- DLXDAPOINQCHSK-UHFFFAOYSA-N 2,3-difluoro-2-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-3-(trifluoromethyl)oxirane Chemical group FC(F)(F)C(F)(C(F)(F)F)C1(F)OC1(F)C(F)(F)F DLXDAPOINQCHSK-UHFFFAOYSA-N 0.000 claims description 5
- 230000000996 additive effect Effects 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 150000001491 aromatic compounds Chemical class 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- 230000001050 lubricating effect Effects 0.000 claims description 4
- 125000005460 perfluorocycloalkyl group Chemical group 0.000 claims description 4
- QLTSYJJBIMZGNM-UHFFFAOYSA-N 2,3-bis(1,1,2,2,2-pentafluoroethyl)-2,3-bis(trifluoromethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C1(C(F)(F)F)OC1(C(F)(F)F)C(F)(F)C(F)(F)F QLTSYJJBIMZGNM-UHFFFAOYSA-N 0.000 claims description 3
- LFUODFBQLVQAOS-UHFFFAOYSA-N 2,3-difluoro-2-(1,1,2,2,3,3,3-heptafluoropropyl)-3-(1,1,2,2,2-pentafluoroethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C1(F)OC1(F)C(F)(F)C(F)(F)F LFUODFBQLVQAOS-UHFFFAOYSA-N 0.000 claims description 3
- BKPQIBGQPWNQOU-UHFFFAOYSA-N 2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-3-(trifluoromethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)OC1(F)C(F)(F)F BKPQIBGQPWNQOU-UHFFFAOYSA-N 0.000 claims description 3
- OZQNQQRUDNMYNL-UHFFFAOYSA-N 2-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2-(1,1,2,2,2-pentafluoroethyl)-3,3-bis(trifluoromethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C1(C(F)(C(F)(F)F)C(F)(F)F)OC1(C(F)(F)F)C(F)(F)F OZQNQQRUDNMYNL-UHFFFAOYSA-N 0.000 claims description 3
- YUVOLPXLIYRMPD-UHFFFAOYSA-N 2-fluoro-3,3-bis(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-2-(trifluoromethyl)oxirane Chemical compound FC(F)(F)C(F)(C(F)(F)F)C1(C(F)(C(F)(F)F)C(F)(F)F)OC1(F)C(F)(F)F YUVOLPXLIYRMPD-UHFFFAOYSA-N 0.000 claims description 3
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 claims description 3
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 claims description 2
- GPRVWJGRCVGAQO-UHFFFAOYSA-N 2-fluoro-2-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-3-(1,1,2,2,3,3,3-heptafluoropropyl)-3-(trifluoromethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C1(C(F)(F)F)OC1(F)C(F)(C(F)(F)F)C(F)(F)F GPRVWJGRCVGAQO-UHFFFAOYSA-N 0.000 claims description 2
- ZJCFOZHHYJVNNP-UHFFFAOYSA-N F[C]Br Chemical class F[C]Br ZJCFOZHHYJVNNP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical class F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 claims description 2
- 125000000466 oxiranyl group Chemical group 0.000 claims description 2
- BDGDPAGJMXESQU-UHFFFAOYSA-N 2-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)-2,3,3-tris(trifluoromethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C(F)(C(F)(F)F)C1(C(F)(F)F)OC1(C(F)(F)F)C(F)(F)F BDGDPAGJMXESQU-UHFFFAOYSA-N 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 14
- 239000012071 phase Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 12
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- 238000005194 fractionation Methods 0.000 description 12
- 239000011521 glass Substances 0.000 description 12
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 12
- 125000005842 heteroatom Chemical group 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 10
- 239000012043 crude product Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 8
- 239000013638 trimer Substances 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000008346 aqueous phase Substances 0.000 description 6
- 238000004140 cleaning Methods 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 238000000151 deposition Methods 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- 239000012467 final product Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 6
- 239000012298 atmosphere Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000000356 contaminant Substances 0.000 description 5
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 239000000696 magnetic material Substances 0.000 description 5
- 239000011232 storage material Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- WCTKUENARPWTAY-UHFFFAOYSA-M chlorosulfite Chemical compound [O-]S(Cl)=O WCTKUENARPWTAY-UHFFFAOYSA-M 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 238000002390 rotary evaporation Methods 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000000806 fluorine-19 nuclear magnetic resonance spectrum Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003512 tertiary amines Chemical group 0.000 description 3
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 3
- JDJXXAGSIYOKAR-UHFFFAOYSA-N 2,3-difluoro-2-(1,1,2,2,2-pentafluoroethyl)-3-(trifluoromethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C1(F)OC1(F)C(F)(F)F JDJXXAGSIYOKAR-UHFFFAOYSA-N 0.000 description 2
- NOESGFSFSJKFIF-UHFFFAOYSA-N 2-fluoro-2-(1,1,2,2,2-pentafluoroethyl)-3,3-bis(trifluoromethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C1(F)OC1(C(F)(F)F)C(F)(F)F NOESGFSFSJKFIF-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 208000033962 Fontaine progeroid syndrome Diseases 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 229920001774 Perfluoroether Polymers 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000007059 acute toxicity Effects 0.000 description 2
- 231100000403 acute toxicity Toxicity 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001924 cycloalkanes Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 231100000037 inhalation toxicity test Toxicity 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- UJMWVICAENGCRF-UHFFFAOYSA-N oxygen difluoride Chemical class FOF UJMWVICAENGCRF-UHFFFAOYSA-N 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Chemical group 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 2
- SAPOZTRFWJZUFT-OWOJBTEDSA-N (e)-1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)C(/F)=C(\F)C(F)(C(F)(F)F)C(F)(F)F SAPOZTRFWJZUFT-OWOJBTEDSA-N 0.000 description 1
- VVMQLAKDFBLCHB-UHFFFAOYSA-N 1,1,1,2,3,4,4,5,5,5-decafluoropent-2-ene Chemical compound FC(F)(F)C(F)=C(F)C(F)(F)C(F)(F)F VVMQLAKDFBLCHB-UHFFFAOYSA-N 0.000 description 1
- SAPOZTRFWJZUFT-UHFFFAOYSA-N 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)C(F)=C(F)C(F)(C(F)(F)F)C(F)(F)F SAPOZTRFWJZUFT-UHFFFAOYSA-N 0.000 description 1
- PBVZTJDHQVIHFR-UHFFFAOYSA-N 1,1,2,3,3,3-hexafluoroprop-1-ene Chemical compound FC(F)=C(F)C(F)(F)F.FC(F)=C(F)C(F)(F)F PBVZTJDHQVIHFR-UHFFFAOYSA-N 0.000 description 1
- ZWSICHXNVFXDHH-UHFFFAOYSA-N 1,2,2,3,3,4,4,5,5,6-decafluoro-7-oxabicyclo[4.1.0]heptane Chemical compound FC1(F)C(F)(F)C(F)(F)C(F)(F)C2(F)C1(F)O2 ZWSICHXNVFXDHH-UHFFFAOYSA-N 0.000 description 1
- ZFFLXJVVPHACEG-UHFFFAOYSA-N 1,2,3,3,4,4,5,5,6,6-decafluorocyclohexene Chemical compound FC1=C(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F ZFFLXJVVPHACEG-UHFFFAOYSA-N 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- 238000004293 19F NMR spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- NYZSKEULTVZUAW-UHFFFAOYSA-N 2,2-bis(trifluoromethyl)oxirane Chemical compound FC(F)(F)C1(C(F)(F)F)CO1 NYZSKEULTVZUAW-UHFFFAOYSA-N 0.000 description 1
- DMILFILPEIMZDC-UHFFFAOYSA-N 2,3-bis(trifluoromethyl)oxirane Chemical compound FC(F)(F)C1OC1C(F)(F)F DMILFILPEIMZDC-UHFFFAOYSA-N 0.000 description 1
- YCUAEPBEOFDHTN-UHFFFAOYSA-N 2-(1,1,2,2,2-pentafluoroethyl)-3-(trifluoromethyl)oxirane Chemical compound FC(F)(F)C1OC1C(F)(F)C(F)(F)F YCUAEPBEOFDHTN-UHFFFAOYSA-N 0.000 description 1
- LTJNLPWVUOGYDI-UHFFFAOYSA-N 2-(1,1,2,2,3,3,3-heptafluoropropyl)oxirane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C1CO1 LTJNLPWVUOGYDI-UHFFFAOYSA-N 0.000 description 1
- YXVLDWFJBCGDJY-UHFFFAOYSA-N 2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-3-(1,1,2,2,2-pentafluoroethyl)oxirane Chemical compound FC(F)(F)C(F)(F)C1OC1C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YXVLDWFJBCGDJY-UHFFFAOYSA-N 0.000 description 1
- QHHCBVYZWRKFLZ-UHFFFAOYSA-N 2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C1CO1 QHHCBVYZWRKFLZ-UHFFFAOYSA-N 0.000 description 1
- XLLHDUOEQXDROH-UHFFFAOYSA-N 2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1CO1 XLLHDUOEQXDROH-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- IVHPGRBIYKYFMA-UHFFFAOYSA-N 2-[difluoro(1,1,2,2,3,3,4,4,4-nonafluorobutoxy)methyl]-2,3,3-trifluorooxirane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)OC(F)(F)C1(F)OC1(F)F IVHPGRBIYKYFMA-UHFFFAOYSA-N 0.000 description 1
- RUEFEAYJKJRHIH-UHFFFAOYSA-N 3,3,4,4,4-pentafluorobutan-2-amine Chemical compound CC(N)C(F)(F)C(F)(F)F RUEFEAYJKJRHIH-UHFFFAOYSA-N 0.000 description 1
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
- KQHKMYKTHKNEHX-UHFFFAOYSA-N 3-fluoro-2,2-bis(trifluoromethyl)oxirane Chemical compound FC1OC1(C(F)(F)F)C(F)(F)F KQHKMYKTHKNEHX-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WTPUKBUYGDXTOF-UHFFFAOYSA-N F[C](Cl)Br Chemical compound F[C](Cl)Br WTPUKBUYGDXTOF-UHFFFAOYSA-N 0.000 description 1
- HMHHSXJDJHNSEF-UHFFFAOYSA-N F[C]I Chemical compound F[C]I HMHHSXJDJHNSEF-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical group [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- 239000012472 biological sample Substances 0.000 description 1
- 238000004177 carbon cycle Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000001010 compromised effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical group [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000013500 data storage Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000005348 fluorocycloalkyl group Chemical group 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Chemical group SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 230000005415 magnetization Effects 0.000 description 1
- LULAYUGMBFYYEX-UHFFFAOYSA-N metachloroperbenzoic acid Natural products OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000005003 perfluorobutyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
- 125000005007 perfluorooctyl group Chemical group FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)* 0.000 description 1
- 125000005009 perfluoropropyl group Chemical group FC(C(C(F)(F)F)(F)F)(F)* 0.000 description 1
- MVSDGUKSWHYVHB-UHFFFAOYSA-O phosphanium;cyanide Chemical group [PH4+].N#[C-] MVSDGUKSWHYVHB-UHFFFAOYSA-O 0.000 description 1
- 229920002120 photoresistant polymer Polymers 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- 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
- C10M131/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen
- C10M131/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen containing carbon, hydrogen, halogen and oxygen
- C10M131/10—Alcohols; Ethers; Aldehydes; Ketones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- 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
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B5/00—Recording by magnetisation or demagnetisation of a record carrier; Reproducing by magnetic means; Record carriers therefor
- G11B5/62—Record carriers characterised by the selection of the material
- G11B5/72—Protective coatings, e.g. anti-static or antifriction
- G11B5/725—Protective coatings, e.g. anti-static or antifriction containing a lubricant, e.g. organic compounds
- G11B5/7253—Fluorocarbon lubricant
- G11B5/7257—Perfluoropolyether lubricant
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/042—Alcohols; Ethers; Aldehydes; Ketones
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/042—Alcohols; Ethers; Aldehydes; Ketones
- C10M2211/0425—Alcohols; Ethers; Aldehydes; Ketones used as base material
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
- C10M2211/063—Perfluorinated compounds used as base material
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/08—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-nitrogen bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/64—Environmental friendly compositions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/18—Electric or magnetic purposes in connection with recordings on magnetic tape or disc
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/015—Dispersions of solid lubricants
- C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2070/00—Specific manufacturing methods for lubricant compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161448826P | 2011-03-03 | 2011-03-03 | |
| US61/448,826 | 2011-03-03 | ||
| PCT/US2012/024301 WO2012118602A1 (en) | 2011-03-03 | 2012-02-08 | Lubricant compositions containing fluorooxiranes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2014506954A true JP2014506954A (ja) | 2014-03-20 |
| JP2014506954A5 JP2014506954A5 (enExample) | 2015-01-29 |
Family
ID=45689046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013556637A Pending JP2014506954A (ja) | 2011-03-03 | 2012-02-08 | フルオロオキシランを含有する潤滑剤組成物 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20140093641A1 (enExample) |
| EP (1) | EP2688991A1 (enExample) |
| JP (1) | JP2014506954A (enExample) |
| KR (1) | KR20140023293A (enExample) |
| CN (1) | CN103403133A (enExample) |
| TW (1) | TW201245437A (enExample) |
| WO (1) | WO2012118602A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2013344515A1 (en) | 2012-11-16 | 2015-06-04 | Basf Se | Lubricant compositions comprising epoxide compounds |
| WO2017131059A1 (ja) * | 2016-01-27 | 2017-08-03 | 株式会社ニッペコ | 異物除去潤滑組成物、異物除去潤滑組成物の塗布部材、及び、異物除去潤滑組成物の使用方法 |
| CN107382659B (zh) * | 2017-08-08 | 2020-07-03 | 山东国邦药业有限公司 | 一种2,3,3,3-四氟丙烯的制备方法 |
| US12263622B1 (en) * | 2021-01-04 | 2025-04-01 | Holcim Technology Ltd | Process for producing isocyanate-based foam construction boards |
| CN112812747A (zh) * | 2021-01-25 | 2021-05-18 | 浙江诺亚氟化工有限公司 | 一种适用于it设备的全浸没式单相液冷剂及其应用 |
| CN113884530A (zh) * | 2021-08-27 | 2022-01-04 | 中船重工（邯郸）派瑞特种气体有限公司 | 一种氢氟醚混合物中异构体比例的分析方法 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4094911A (en) | 1969-03-10 | 1978-06-13 | Minnesota Mining And Manufacturing Company | Poly(perfluoroalkylene oxide) derivatives |
| US3903012A (en) | 1973-02-14 | 1975-09-02 | Du Pont | Water-displacement compositions containing fluorine compound and surfactant |
| US4169807A (en) | 1978-03-20 | 1979-10-02 | Rca Corporation | Novel solvent drying agent |
| US4268556A (en) | 1979-01-08 | 1981-05-19 | Minnesota Mining And Manufacturing Company | Rigid magnetic recording disks lubricated with fluorinated telechelic polyether |
| US4671999A (en) | 1983-09-19 | 1987-06-09 | Minnesota Mining And Manufacturing Company | Magnetic recording media having perfluoropolyether coating |
| IT1174206B (it) | 1984-06-19 | 1987-07-01 | Montedison Spa | Fluouropolieteri contenenti gruppi terminali dotati di capacita' ancornanti |
| IT1187676B (it) | 1985-07-03 | 1987-12-23 | Montefluos Spa | Processo per la lubrificazione di organi accessori di cassette contenenti nastri magnetici |
| JPS62192028A (ja) | 1986-02-18 | 1987-08-22 | Hitachi Maxell Ltd | 磁気記録媒体 |
| JPS6473530A (en) * | 1987-09-16 | 1989-03-17 | Nec Corp | Production of magnetic disk medium |
| DE3807395A1 (de) | 1988-03-07 | 1989-09-21 | Henkel Kgaa | Verwendung ausgewaehlter copolymertypen der acryl- und/oder methacrylsaeureester als fliessverbesserer in paraffinreichen erdoelen und erdoelfraktionen (ii) |
| US5125089A (en) | 1988-12-19 | 1992-06-23 | Chrysler Corporation | Asynchronous-to-synchronous parallel word transfer circuit for preventing incoming asyncronous parallel byte data from interfering with outgoing synchronous data |
| US4975212A (en) * | 1988-12-27 | 1990-12-04 | Allied-Signal Inc. | Fluorinated lubricating compositions |
| US5049410A (en) | 1989-11-01 | 1991-09-17 | International Business Machines Corporation | Lubricant film for a thin-film disk |
| US5125978A (en) | 1991-04-19 | 1992-06-30 | Minnesota Mining And Manufacturing Company | Water displacement composition and a method of use |
| US5198556A (en) * | 1991-08-15 | 1993-03-30 | E. I. Du Pont De Nemours And Company | Dioxolane-containing fluoroepoxides |
| US5254774A (en) | 1992-12-28 | 1993-10-19 | Minnesota Mining And Manufacturing Company | Preparation of hexafluoropropene oligomers |
| US5663127A (en) | 1994-07-29 | 1997-09-02 | Minnesota Mining And Manufacturing Company | Perfluoropolyether lubricating compositions |
| US5925611A (en) | 1995-01-20 | 1999-07-20 | Minnesota Mining And Manufacturing Company | Cleaning process and composition |
| US6080448A (en) | 1998-04-03 | 2000-06-27 | Preservation Technologies Lp | Deacidification of cellulose based materials using hydrofluoroether carriers |
| US6403149B1 (en) * | 2001-04-24 | 2002-06-11 | 3M Innovative Properties Company | Fluorinated ketones as lubricant deposition solvents for magnetic media applications |
| EP1951854B1 (en) * | 2005-11-01 | 2019-07-03 | The Chemours Company FC, LLC | Method for depositing a fluorolubricant |
| CN101553551A (zh) * | 2006-07-12 | 2009-10-07 | 苏威氟有限公司 | 使用氟醚化合物进行加热和冷却的方法、适合其的组合物及它们的用途 |
| EP2069454A1 (en) * | 2006-09-01 | 2009-06-17 | E.I. Du Pont De Nemours And Company | Epoxide and fluorinated epoxide stabilizers for fluoroolefins |
| JP5163659B2 (ja) | 2008-01-30 | 2013-03-13 | ダイキン工業株式会社 | 含フッ素エポキシドの製造方法 |
-
2012
- 2012-02-08 KR KR1020137025513A patent/KR20140023293A/ko not_active Withdrawn
- 2012-02-08 EP EP12705025.0A patent/EP2688991A1/en not_active Withdrawn
- 2012-02-08 US US13/984,133 patent/US20140093641A1/en not_active Abandoned
- 2012-02-08 WO PCT/US2012/024301 patent/WO2012118602A1/en not_active Ceased
- 2012-02-08 JP JP2013556637A patent/JP2014506954A/ja active Pending
- 2012-02-08 CN CN2012800113916A patent/CN103403133A/zh active Pending
- 2012-03-02 TW TW101107076A patent/TW201245437A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20140023293A (ko) | 2014-02-26 |
| CN103403133A (zh) | 2013-11-20 |
| US20140093641A1 (en) | 2014-04-03 |
| WO2012118602A1 (en) | 2012-09-07 |
| EP2688991A1 (en) | 2014-01-29 |
| TW201245437A (en) | 2012-11-16 |
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