CN100335515C - 作为脱蜡添加剂的共聚物 - Google Patents
作为脱蜡添加剂的共聚物 Download PDFInfo
- Publication number
- CN100335515C CN100335515C CNB03804952XA CN03804952A CN100335515C CN 100335515 C CN100335515 C CN 100335515C CN B03804952X A CNB03804952X A CN B03804952XA CN 03804952 A CN03804952 A CN 03804952A CN 100335515 C CN100335515 C CN 100335515C
- Authority
- CN
- China
- Prior art keywords
- multipolymer
- ester
- methyl
- dewaxing
- 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 - Lifetime
Links
- 239000000654 additive Substances 0.000 title claims abstract description 32
- 229920001577 copolymer Polymers 0.000 title abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 30
- 239000000178 monomer Substances 0.000 claims abstract description 25
- 239000012188 paraffin wax Substances 0.000 claims abstract description 13
- 239000002480 mineral oil Substances 0.000 claims abstract description 9
- 235000010446 mineral oil Nutrition 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims description 64
- 239000003921 oil Substances 0.000 claims description 32
- 230000000996 additive effect Effects 0.000 claims description 27
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 22
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 8
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
- YKFRUJSEPGHZFJ-UHFFFAOYSA-N N-trimethylsilylimidazole Chemical compound C[Si](C)(C)N1C=CN=C1 YKFRUJSEPGHZFJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 125000001624 naphthyl group Chemical group 0.000 claims description 3
- 125000005561 phenanthryl group Chemical group 0.000 claims description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 150000001924 cycloalkanes Chemical class 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- 229920001519 homopolymer Polymers 0.000 claims 6
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims 1
- 238000010526 radical polymerization reaction Methods 0.000 claims 1
- 125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- -1 maleic acid ester Chemical class 0.000 description 60
- 150000002148 esters Chemical class 0.000 description 36
- 238000001914 filtration Methods 0.000 description 34
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 26
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical group CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 26
- 239000002994 raw material Substances 0.000 description 20
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 17
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 16
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 11
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical group CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 8
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 8
- 239000001301 oxygen Substances 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- 238000011160 research Methods 0.000 description 8
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- 239000003999 initiator Substances 0.000 description 7
- 239000011976 maleic acid Substances 0.000 description 7
- 238000010992 reflux Methods 0.000 description 7
- 230000008719 thickening Effects 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
- 229920002125 Sokalan® Polymers 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 5
- 125000004494 ethyl ester group Chemical group 0.000 description 5
- 150000002191 fatty alcohols Chemical class 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 150000004702 methyl esters Chemical class 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000004584 polyacrylic acid Substances 0.000 description 5
- 229920000193 polymethacrylate Polymers 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000005809 transesterification reaction Methods 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 4
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 4
- 239000004926 polymethyl methacrylate Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- 239000004435 Oxo alcohol Substances 0.000 description 3
- 125000003158 alcohol group Chemical group 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000005907 alkyl ester group Chemical group 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 3
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 2
- JDCUKFVNOWJNBU-UHFFFAOYSA-N 2-ethenyl-1,3-thiazole Chemical compound C=CC1=NC=CS1 JDCUKFVNOWJNBU-UHFFFAOYSA-N 0.000 description 2
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000004440 Isodecyl alcohol Substances 0.000 description 2
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-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
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 150000003851 azoles Chemical class 0.000 description 2
- OIPMQULDKWSNGX-UHFFFAOYSA-N bis[[ethoxy(oxo)phosphaniumyl]oxy]alumanyloxy-ethoxy-oxophosphanium Chemical compound [Al+3].CCO[P+]([O-])=O.CCO[P+]([O-])=O.CCO[P+]([O-])=O OIPMQULDKWSNGX-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 229960000735 docosanol Drugs 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- GWVDBZWVFGFBCN-UHFFFAOYSA-N tetratriacontane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC GWVDBZWVFGFBCN-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- QRFALSDGOMLVIR-UHFFFAOYSA-N 1,2,3,4-tetrabromobenzene Chemical compound BrC1=CC=C(Br)C(Br)=C1Br QRFALSDGOMLVIR-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- CUOMGDRCUPNBNC-UHFFFAOYSA-N 1,2-dichloroethane;dichloromethane Chemical compound ClCCl.ClCCCl CUOMGDRCUPNBNC-UHFFFAOYSA-N 0.000 description 1
- JQACBLYOTAYMHP-UHFFFAOYSA-N 1-(2-methylprop-2-enoyl)pyrrolidin-2-one Chemical compound CC(=C)C(=O)N1CCCC1=O JQACBLYOTAYMHP-UHFFFAOYSA-N 0.000 description 1
- GVZDTCJEUXDSGK-UHFFFAOYSA-N 1-(diethoxymethyl-ethoxy-methylsilyl)prop-2-en-1-one Chemical compound C[Si](OCC)(C(C=C)=O)C(OCC)OCC GVZDTCJEUXDSGK-UHFFFAOYSA-N 0.000 description 1
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- LEWNYOKWUAYXPI-UHFFFAOYSA-N 1-ethenylpiperidine Chemical class C=CN1CCCCC1 LEWNYOKWUAYXPI-UHFFFAOYSA-N 0.000 description 1
- CISIJYCKDJSTMX-UHFFFAOYSA-N 2,2-dichloroethenylbenzene Chemical compound ClC(Cl)=CC1=CC=CC=C1 CISIJYCKDJSTMX-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- QQBUHYQVKJQAOB-UHFFFAOYSA-N 2-ethenylfuran Chemical class C=CC1=CC=CO1 QQBUHYQVKJQAOB-UHFFFAOYSA-N 0.000 description 1
- ZDHWTWWXCXEGIC-UHFFFAOYSA-N 2-ethenylpyrimidine Chemical compound C=CC1=NC=CC=N1 ZDHWTWWXCXEGIC-UHFFFAOYSA-N 0.000 description 1
- AZKAFXXRLRYBOW-UHFFFAOYSA-N 2-hydroxy-4-methyl-1,3,2-dioxaphosphetane Chemical compound CC1OP(O1)O AZKAFXXRLRYBOW-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- NGNRCNRFDSLQGI-UHFFFAOYSA-N 2-iodoethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCI NGNRCNRFDSLQGI-UHFFFAOYSA-N 0.000 description 1
- AKVUWTYSNLGBJY-UHFFFAOYSA-N 2-methyl-1-morpholin-4-ylprop-2-en-1-one Chemical compound CC(=C)C(=O)N1CCOCC1 AKVUWTYSNLGBJY-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- KXYAVSFOJVUIHT-UHFFFAOYSA-N 2-vinylnaphthalene Chemical compound C1=CC=CC2=CC(C=C)=CC=C21 KXYAVSFOJVUIHT-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- ORNUPNRNNSVZTC-UHFFFAOYSA-N 2-vinylthiophene Chemical compound C=CC1=CC=CS1 ORNUPNRNNSVZTC-UHFFFAOYSA-N 0.000 description 1
- VIRDQWZTIAVLSE-UHFFFAOYSA-N 3-ethenyl-9h-carbazole Chemical compound C1=CC=C2C3=CC(C=C)=CC=C3NC2=C1 VIRDQWZTIAVLSE-UHFFFAOYSA-N 0.000 description 1
- DPZYLEIWHTWHCU-UHFFFAOYSA-N 3-ethenylpyridine Chemical compound C=CC1=CC=CN=C1 DPZYLEIWHTWHCU-UHFFFAOYSA-N 0.000 description 1
- PAWGAIPTLBIYRS-UHFFFAOYSA-N 3-ethenylpyrrolidin-2-one Chemical compound C=CC1CCNC1=O PAWGAIPTLBIYRS-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical group CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
- ZLPORNPZJNRGCO-UHFFFAOYSA-N 3-methylpyrrole-2,5-dione Chemical compound CC1=CC(=O)NC1=O ZLPORNPZJNRGCO-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- JBENUYBOHNHXIU-UHFFFAOYSA-N 4-ethenyl-9h-carbazole Chemical compound N1C2=CC=CC=C2C2=C1C=CC=C2C=C JBENUYBOHNHXIU-UHFFFAOYSA-N 0.000 description 1
- LKLNVHRUXQQEII-UHFFFAOYSA-N 5-ethenyl-2,3-dimethylpyridine Chemical compound CC1=CC(C=C)=CN=C1C LKLNVHRUXQQEII-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 241000612703 Augusta Species 0.000 description 1
- VCKHUTJVGJBGFO-UHFFFAOYSA-N C(=C)C=1NC=CN1.CC1=C(C(=O)O)C=CC=C1C(=O)O Chemical compound C(=C)C=1NC=CN1.CC1=C(C(=O)O)C=CC=C1C(=O)O VCKHUTJVGJBGFO-UHFFFAOYSA-N 0.000 description 1
- RORCIEJDYKQKJL-UHFFFAOYSA-N C(=C)[O].C(C(=C)C)(=O)O Chemical compound C(=C)[O].C(C(=C)C)(=O)O RORCIEJDYKQKJL-UHFFFAOYSA-N 0.000 description 1
- LRZYLLVRVRDUOP-UHFFFAOYSA-N C(C)C(C(=O)P(O)(O)=O)=C(C)CC Chemical compound C(C)C(C(=O)P(O)(O)=O)=C(C)CC LRZYLLVRVRDUOP-UHFFFAOYSA-N 0.000 description 1
- GEXBPPNORUPMKU-UHFFFAOYSA-N C(C=C)(=O)OC.CC(CO)CCC(CO)C Chemical compound C(C=C)(=O)OC.CC(CO)CCC(CO)C GEXBPPNORUPMKU-UHFFFAOYSA-N 0.000 description 1
- VGIIKDXZZPQRQL-UHFFFAOYSA-N C(C=CC)(=O)OCCCCCCCCCCCCCCC Chemical compound C(C=CC)(=O)OCCCCCCCCCCCCCCC VGIIKDXZZPQRQL-UHFFFAOYSA-N 0.000 description 1
- BDJVEBUABHVBJH-UHFFFAOYSA-N C(CCCCCCCCCC)OC(=O)C=CC Chemical compound C(CCCCCCCCCC)OC(=O)C=CC BDJVEBUABHVBJH-UHFFFAOYSA-N 0.000 description 1
- HHCXCCCCGSADTD-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCCC)OC(=O)C=CC Chemical compound C(CCCCCCCCCCCCCCCCCC)OC(=O)C=CC HHCXCCCCGSADTD-UHFFFAOYSA-N 0.000 description 1
- SLUBNSHWAOBMCN-UHFFFAOYSA-N C1(CCCCC1)[O].CC(C(=O)O)=C Chemical compound C1(CCCCC1)[O].CC(C(=O)O)=C SLUBNSHWAOBMCN-UHFFFAOYSA-N 0.000 description 1
- NJOLLDDWCSUSCA-UHFFFAOYSA-N C=C.BrC=1C(=C(C=CC1)Br)Br Chemical compound C=C.BrC=1C(=C(C=CC1)Br)Br NJOLLDDWCSUSCA-UHFFFAOYSA-N 0.000 description 1
- DUUSWXBAUSDNRJ-UHFFFAOYSA-N CC(=C)C([O])=O Chemical compound CC(=C)C([O])=O DUUSWXBAUSDNRJ-UHFFFAOYSA-N 0.000 description 1
- BHVQBTYQHWWPLL-UHFFFAOYSA-N CC(C(=O)O)=C.C(C1=CC=CC=C1)[O] Chemical compound CC(C(=O)O)=C.C(C1=CC=CC=C1)[O] BHVQBTYQHWWPLL-UHFFFAOYSA-N 0.000 description 1
- RTOLYLCWGYQESB-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCCCOC(=O)C=CC Chemical compound CCCCCCCCCCCCCCCCCCCCCCOC(=O)C=CC RTOLYLCWGYQESB-UHFFFAOYSA-N 0.000 description 1
- 241000640882 Condea Species 0.000 description 1
- GDFCSMCGLZFNFY-UHFFFAOYSA-N Dimethylaminopropyl Methacrylamide Chemical compound CN(C)CCCNC(=O)C(C)=C GDFCSMCGLZFNFY-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 125000001204 arachidyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- SQHOHKQMTHROSF-UHFFFAOYSA-N but-1-en-2-ylbenzene Chemical compound CCC(=C)C1=CC=CC=C1 SQHOHKQMTHROSF-UHFFFAOYSA-N 0.000 description 1
- XZKRXPZXQLARHH-UHFFFAOYSA-N buta-1,3-dienylbenzene Chemical compound C=CC=CC1=CC=CC=C1 XZKRXPZXQLARHH-UHFFFAOYSA-N 0.000 description 1
- GQVCNZBQZKXBMX-UHFFFAOYSA-N butan-2-one;toluene Chemical compound CCC(C)=O.CC1=CC=CC=C1 GQVCNZBQZKXBMX-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- AWGWKAZLSXEUBI-UHFFFAOYSA-N carboxy 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(O)=O AWGWKAZLSXEUBI-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- JNNKWUPPLJTSSJ-UHFFFAOYSA-N chloromethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCl JNNKWUPPLJTSSJ-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- WDNCEPPQUKCFBL-UHFFFAOYSA-N cyclopentyl but-2-enoate Chemical compound CC=CC(=O)OC1CCCC1 WDNCEPPQUKCFBL-UHFFFAOYSA-N 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- IYNRVIKPUTZSOR-UHFFFAOYSA-N ethenyl but-2-enoate Chemical compound CC=CC(=O)OC=C IYNRVIKPUTZSOR-UHFFFAOYSA-N 0.000 description 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 150000002237 fumaric acid derivatives Chemical class 0.000 description 1
- 102000054766 genetic haplotypes Human genes 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DXSOPPVDQKAVFB-UHFFFAOYSA-N heptadecyl but-2-enoate Chemical compound C(CCCCCCCCCCCCCCCC)OC(=O)C=CC DXSOPPVDQKAVFB-UHFFFAOYSA-N 0.000 description 1
- DOBPEHKISOHXTE-UHFFFAOYSA-N heptyl but-2-enoate Chemical compound CCCCCCCOC(=O)C=CC DOBPEHKISOHXTE-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000007074 heterocyclization reaction Methods 0.000 description 1
- LAAFBFYXEJYWMQ-UHFFFAOYSA-N hexadecyl but-2-enoate Chemical compound C(CCCCCCCCCCCCCCC)OC(=O)C=CC LAAFBFYXEJYWMQ-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- BAZQYVYVKYOAGO-UHFFFAOYSA-M loxoprofen sodium hydrate Chemical group O.O.[Na+].C1=CC(C(C([O-])=O)C)=CC=C1CC1C(=O)CCC1 BAZQYVYVKYOAGO-UHFFFAOYSA-M 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- UNBDCVXGGDKSCP-UHFFFAOYSA-N methyl 2-methylidenetetradecanoate Chemical compound CCCCCCCCCCCCC(=C)C(=O)OC UNBDCVXGGDKSCP-UHFFFAOYSA-N 0.000 description 1
- 239000012120 mounting media Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- 238000005457 optimization Methods 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
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- GFNHASIYLNRZIC-UHFFFAOYSA-N phosphono 2-methyl-3-propylhex-2-enoate Chemical compound CCCC(CCC)=C(C)C(=O)OP(O)(O)=O GFNHASIYLNRZIC-UHFFFAOYSA-N 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- BVMNCGXSFZQPNI-UHFFFAOYSA-N prop-2-ynyl but-2-enoate Chemical compound CC=CC(=O)OCC#C BVMNCGXSFZQPNI-UHFFFAOYSA-N 0.000 description 1
- RYYCFQTWLMFJIG-UHFFFAOYSA-N propylcyanamide Chemical compound CCCNC#N RYYCFQTWLMFJIG-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- NCYNWQDLQJUTIY-UHFFFAOYSA-N tetradecyl but-2-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)C=CC NCYNWQDLQJUTIY-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/02—Ethene
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G73/00—Recovery or refining of mineral waxes, e.g. montan wax
- C10G73/02—Recovery of petroleum waxes from hydrocarbon oils; Dewaxing of hydrocarbon oils
- C10G73/06—Recovery of petroleum waxes from hydrocarbon oils; Dewaxing of hydrocarbon oils with the use of solvents
- C10G73/08—Organic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1818—C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/08—Homopolymers or copolymers of acrylic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Lubricants (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
Description
过滤时间[s] | 没有添加剂 | P6(800ppm)+P1(300ppm) | P6(800ppm)+C1(300ppm) | P7(1370ppm)+P1(200ppm) | P7(1370ppm)+C1(200ppm) | P8(1230ppm)+P1(200ppm) | P8(1230ppm)+C1(200ppm) |
0102030405060708090100120140160180200240300600 | 012233.5455.56.5788.59.51010111216 | 0791011121314151616.51819.5212223.52528.539 | 038999.51010.511111212.5131415161824.5 | 09141719212324.52627.52830.5333637.539.542.547.569.5 | 06811131415171819202223.5252728303447 | 059101213.514.515.516.517.518202122.523.525273041 | 0234567899.5101011111212.5131520 |
过滤时间[s] | 没有添加剂 | P6(800ppm)+P1(300ppm) | P7(1370ppm)+P1(200ppm) | P6(800ppm)+C1(300ppm) |
0100200300420480600720840900 | 08.51112.5141516.517.518.519.5 | 01824.530353842465052.5 | 0192732384045495355 | 0162226.53133374042.544 |
过滤时间 | 没有添加剂 | P6(800ppm)+ | P6(800ppm)+ |
[s] | P1(150ppm) | C1(400ppm) | |
050100150 | 0172429 | 0385568 | 0314556 |
过滤时间[s] | 没有添加剂 | C1(300ppm) | P1(300ppm) | P2(300ppm) | P4(300ppm) | P5(300ppm) |
0102030405060708090100120140 | 012233.5455.56.5788.5 | 0111.522.533.544.555.56 | 034.55.56.58991010.5111213 | 0122.53.54.56788.58.59.510 | 03.54.55.56.57.58.59.51010101111.5 | 023.556788.599.59.51010 |
160180200240300600 | 9.51010111216 | 6.577.58912 | 1414.5151718.526 | 1010.511121318 | 1213141516.523 | 1111.512131419.5 |
Claims (15)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10208799.7 | 2002-03-01 | ||
DE10208799 | 2002-03-01 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1639212A CN1639212A (zh) | 2005-07-13 |
CN100335515C true CN100335515C (zh) | 2007-09-05 |
Family
ID=27770908
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB03804952XA Expired - Lifetime CN100335515C (zh) | 2002-03-01 | 2003-02-14 | 作为脱蜡添加剂的共聚物 |
Country Status (12)
Country | Link |
---|---|
US (1) | US7728093B2 (zh) |
EP (1) | EP1453872B1 (zh) |
JP (1) | JP4605750B2 (zh) |
KR (2) | KR100905211B1 (zh) |
CN (1) | CN100335515C (zh) |
AU (1) | AU2003210270A1 (zh) |
BR (1) | BRPI0308077B1 (zh) |
CA (1) | CA2477081C (zh) |
HU (1) | HUE030226T2 (zh) |
MX (1) | MXPA04008420A (zh) |
PT (1) | PT1453872E (zh) |
WO (1) | WO2003074578A1 (zh) |
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100905211B1 (ko) | 2002-03-01 | 2009-07-01 | 에보니크 로막스 아디티페스 게엠베하 | 탈왁스 첨가제로서의 공중합체 |
DE10249295A1 (de) | 2002-10-22 | 2004-05-13 | Rohmax Additives Gmbh | Polymerdispersionen mit hoher Stabilität und Verfahren zur Herstellung |
DE10249294A1 (de) * | 2002-10-22 | 2004-05-13 | Rohmax Additives Gmbh | Stabile Polymerdispersionen und Verfahren zur Herstellung |
DE10249292A1 (de) * | 2002-10-22 | 2004-05-13 | Rohmax Additives Gmbh | Polymerdispersionen mit geringer Viskosität und Verfahren zur Herstellung |
DE10314776A1 (de) * | 2003-03-31 | 2004-10-14 | Rohmax Additives Gmbh | Schmierölzusammensetzung mit guten Reibeigenschaften |
DE102004018093A1 (de) * | 2004-04-08 | 2005-10-27 | Rohmax Additives Gmbh | Polymere mit H-Brücken bildenden Funktionalitäten |
DE102004018094A1 (de) * | 2004-04-08 | 2005-11-03 | Rohmax Additives Gmbh | Polymere mit H-Brücken bildenden Funktionalitäten zur Verbesserung des Verschleißschutzes |
DE102004021778A1 (de) * | 2004-04-30 | 2005-12-08 | Rohmax Additives Gmbh | Verwendung von Polyalkyl(meth)acrylaten in Schmierölzusammensetzungen |
US7429555B2 (en) * | 2004-04-30 | 2008-09-30 | Rohmax Additives Gmbh | Lubricating grease with high water resistance |
DE102004021717A1 (de) * | 2004-04-30 | 2005-11-24 | Rohmax Additives Gmbh | Verfahren zur Herstellung von Schmierfett |
DE102004034618A1 (de) * | 2004-07-16 | 2006-02-16 | Rohmax Additives Gmbh | Verwendung von Pfropfcopolymeren |
DE102004037929A1 (de) * | 2004-08-04 | 2006-03-16 | Rohmax Additives Gmbh | Verfahren zur radikalischen Polymerisation ethylenisch-ungesättigter Verbindungen |
DE102005015931A1 (de) * | 2005-04-06 | 2006-10-12 | Rohmax Additives Gmbh | Polyalkyl(meth) acrylat-Copolymere mit hervorragenden Eigenschaften |
US7648950B2 (en) * | 2005-04-22 | 2010-01-19 | Rohmax Additives Gmbh | Use of a polyalkylmethacrylate polymer |
DE102005031244A1 (de) * | 2005-07-01 | 2007-02-15 | Rohmax Additives Gmbh | Öllösliche Kammpolymere |
DE102005041528A1 (de) * | 2005-08-31 | 2007-03-01 | Rohmax Additives Gmbh | Öllösliche Polymere |
DE102006016588A1 (de) * | 2006-04-06 | 2007-10-18 | Rohmax Additives Gmbh | Kraftstoffzusammensetzungen umfassend nachwachsende Rohstoffe |
US7282552B1 (en) | 2006-05-16 | 2007-10-16 | Fina Technology, Inc. | Styrene copolymers with a bimodal molecular weight distribution |
DE102006039420A1 (de) * | 2006-08-23 | 2008-02-28 | Evonik Rohmax Additves Gmbh | Verfahren zur Herstellung von Methacrylatestern |
EP2164885B1 (de) | 2007-07-09 | 2014-03-12 | Evonik Oil Additives GmbH | Verwendung von kammpolymeren zur verringerung des kraftstoffverbrauchs |
DE102007036856A1 (de) * | 2007-08-06 | 2009-02-26 | Evonik Rohmax Additives Gmbh | Verwendung von Estergruppen-umfassenden Polymeren als Antifatigue-Additive |
DE102011003855A1 (de) * | 2011-02-09 | 2012-08-09 | Evonik Rohmax Additives Gmbh | Verfahren zur Entparaffinierung von Mineralölzusammensetzungen |
SG11201901623TA (en) | 2016-08-31 | 2019-03-28 | Evonik Oil Additives Gmbh | Comb polymers for improving noack evaporation loss of engine oil formulations |
JP6908327B2 (ja) * | 2017-11-10 | 2021-07-21 | 出光興産株式会社 | 脱ろう油の製造方法 |
CN108949221B (zh) * | 2018-07-17 | 2020-12-01 | 中国石油大学(华东) | 一种磁性脱蜡剂及磁性脱蜡方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6228819B1 (en) * | 1994-04-14 | 2001-05-08 | Rohm And Haas Company | Process for making a viscosity index improving copolymer |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL121434C (zh) * | 1959-03-13 | |||
BE793639A (fr) * | 1972-01-03 | 1973-07-03 | Xerox Corp | Revelateur electrostatographique |
US4530996A (en) * | 1981-06-15 | 1985-07-23 | Sumitomo Chemical Company, Limited | Bisazo blue-black dye having vinylsulfone type fiber-reactive group |
FR2566288B1 (fr) * | 1984-06-21 | 1991-10-18 | Elf Aquitaine | Additifs polymeriques utilisables pour l'inhibition du depot de paraffines dans les huiles brutes |
DE3928661A1 (de) * | 1989-08-30 | 1991-03-07 | Bayer Ag | Polycarbonatformmassen, ihre herstellung und verwendung |
DE3933376A1 (de) * | 1989-10-06 | 1991-04-18 | Roehm Gmbh | Verfahren zur entparaffinierung von wachshaltigen erdoelprodukten |
GB9122351D0 (en) * | 1991-10-22 | 1991-12-04 | Exxon Chemical Patents Inc | Oil and fuel oil compositions |
JP4414022B2 (ja) * | 1999-08-04 | 2010-02-10 | 三洋化成工業株式会社 | 脱ろう助剤及び鉱物油組成物 |
JP4920817B2 (ja) * | 1999-09-20 | 2012-04-18 | 三洋化成工業株式会社 | 脱ろう用助剤 |
US6255261B1 (en) * | 1999-09-22 | 2001-07-03 | Ethyl Corporation | (Meth) acrylate copolymer pour point depressants |
JP2001329284A (ja) * | 2000-05-24 | 2001-11-27 | Sanyo Chem Ind Ltd | 粘度指数向上剤及び潤滑油組成物 |
KR100905211B1 (ko) | 2002-03-01 | 2009-07-01 | 에보니크 로막스 아디티페스 게엠베하 | 탈왁스 첨가제로서의 공중합체 |
DE10249292A1 (de) | 2002-10-22 | 2004-05-13 | Rohmax Additives Gmbh | Polymerdispersionen mit geringer Viskosität und Verfahren zur Herstellung |
DE10249294A1 (de) | 2002-10-22 | 2004-05-13 | Rohmax Additives Gmbh | Stabile Polymerdispersionen und Verfahren zur Herstellung |
DE10249295A1 (de) | 2002-10-22 | 2004-05-13 | Rohmax Additives Gmbh | Polymerdispersionen mit hoher Stabilität und Verfahren zur Herstellung |
DE10314776A1 (de) | 2003-03-31 | 2004-10-14 | Rohmax Additives Gmbh | Schmierölzusammensetzung mit guten Reibeigenschaften |
US7429555B2 (en) | 2004-04-30 | 2008-09-30 | Rohmax Additives Gmbh | Lubricating grease with high water resistance |
US7648950B2 (en) | 2005-04-22 | 2010-01-19 | Rohmax Additives Gmbh | Use of a polyalkylmethacrylate polymer |
-
2003
- 2003-02-14 KR KR1020047013631A patent/KR100905211B1/ko active IP Right Grant
- 2003-02-14 HU HUE03743311A patent/HUE030226T2/en unknown
- 2003-02-14 KR KR1020087029323A patent/KR100950175B1/ko active IP Right Grant
- 2003-02-14 MX MXPA04008420A patent/MXPA04008420A/es active IP Right Grant
- 2003-02-14 AU AU2003210270A patent/AU2003210270A1/en not_active Abandoned
- 2003-02-14 JP JP2003573042A patent/JP4605750B2/ja not_active Expired - Lifetime
- 2003-02-14 WO PCT/EP2003/001472 patent/WO2003074578A1/de active Application Filing
- 2003-02-14 US US10/505,370 patent/US7728093B2/en not_active Expired - Lifetime
- 2003-02-14 CN CNB03804952XA patent/CN100335515C/zh not_active Expired - Lifetime
- 2003-02-14 CA CA002477081A patent/CA2477081C/en not_active Expired - Fee Related
- 2003-02-14 PT PT03743311T patent/PT1453872E/pt unknown
- 2003-02-14 EP EP03743311.7A patent/EP1453872B1/de not_active Expired - Lifetime
- 2003-02-14 BR BRPI0308077A patent/BRPI0308077B1/pt active IP Right Grant
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6228819B1 (en) * | 1994-04-14 | 2001-05-08 | Rohm And Haas Company | Process for making a viscosity index improving copolymer |
Also Published As
Publication number | Publication date |
---|---|
KR100950175B1 (ko) | 2010-03-30 |
JP4605750B2 (ja) | 2011-01-05 |
BR0308077A (pt) | 2004-12-21 |
KR20080112422A (ko) | 2008-12-24 |
HUE030226T2 (en) | 2017-04-28 |
EP1453872A1 (de) | 2004-09-08 |
CN1639212A (zh) | 2005-07-13 |
WO2003074578A1 (de) | 2003-09-12 |
JP2005526873A (ja) | 2005-09-08 |
CA2477081C (en) | 2009-12-01 |
AU2003210270A1 (en) | 2003-09-16 |
KR20040105743A (ko) | 2004-12-16 |
BRPI0308077B1 (pt) | 2017-06-06 |
US7728093B2 (en) | 2010-06-01 |
US20050148749A1 (en) | 2005-07-07 |
CA2477081A1 (en) | 2003-09-12 |
MXPA04008420A (es) | 2005-05-17 |
KR100905211B1 (ko) | 2009-07-01 |
PT1453872E (pt) | 2016-06-02 |
EP1453872B1 (de) | 2016-04-13 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN100335515C (zh) | 作为脱蜡添加剂的共聚物 | |
CN1065540C (zh) | 聚合物水分散体的制备 | |
CN1159419C (zh) | 润滑油用粘度调节剂和润滑油组合物 | |
CN1094438A (zh) | 用作润滑油倾点下降剂的共聚物 | |
CN1308352C (zh) | 活性自由基聚合物的制造方法和聚合物 | |
CN1310975C (zh) | 梯度共聚物作为分散剂处理颜料和其它固体的应用 | |
CN1160382C (zh) | 具有控制流变学的聚丙烯树脂的生产方法 | |
CN1993381A (zh) | 烯属不饱和化合物的自由基聚合方法 | |
CN1222550C (zh) | 用于制备双轴拉伸聚丙烯膜的半结晶丙烯聚合物组合物 | |
CN1346398A (zh) | 用于润滑油和润滑油组合物的粘度改性剂 | |
CN1891804A (zh) | 粘度指数改进剂以及润滑油组合物 | |
CN1993384A (zh) | 烯烃聚合用催化剂和使用该催化剂的聚合方法 | |
CN1169690A (zh) | 脱膜剂、从该脱模剂得到的硬化皮膜和使用该脱膜剂的成型方法 | |
CN101061207A (zh) | 用于润滑配有egr的柴油发动机的油组合物和包含它的配有egr的柴油发动机 | |
CN1637025A (zh) | Tfe共聚物 | |
CN1784431A (zh) | 高活性烯烃聚合催化剂和方法 | |
CN1113453A (zh) | 二氧化硅-氧化铝载体的制备、由此制备氢化催化剂及其在芳烃氢化中的应用 | |
CN1196722C (zh) | 用于制备聚合物组合物的工艺及其用途 | |
CN1910268A (zh) | 具有高耐水性的润滑脂 | |
CN1216048A (zh) | 催化聚合反应方法 | |
CN1715309A (zh) | 热致前胆甾液晶聚合物及其制备方法 | |
CN85109012A (zh) | 主要用作为阻止原油中石蜡沉积的添加剂的接枝乙烯共聚物的制备方法以及含所说原油和添加剂的组合物 | |
CN1748180A (zh) | 精制抗蚀剂用粗树脂的方法 | |
CN1241951C (zh) | 聚合物组合物的制备方法、由该方法制备的聚合物组合物及其用途 | |
CN1780860A (zh) | 活性自由基聚合物的制造方法和聚合物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
C56 | Change in the name or address of the patentee |
Owner name: EVONIK ROHMAX ADDITIVE CO., LTD. Free format text: FORMER NAME: ROHMAX ADDITIVES GMBH |
|
CP01 | Change in the name or title of a patent holder |
Address after: Darmstadt Patentee after: Evonik Rohmax Additives GmbH Address before: Darmstadt Patentee before: Rohmax Additives GmbH |
|
C56 | Change in the name or address of the patentee | ||
CP01 | Change in the name or title of a patent holder |
Address after: Darmstadt Patentee after: Evonik Rohmax Additives GmbH Address before: Darmstadt Patentee before: Evonik Rohmax Additives GmbH |
|
CP01 | Change in the name or title of a patent holder | ||
CP01 | Change in the name or title of a patent holder |
Address after: Essen, Germany Patentee after: Evonik Operations Ltd. Address before: Essen, Germany Patentee before: EVONIK DEGUSSA GmbH |
|
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20200119 Address after: Essen, Germany Patentee after: EVONIK DEGUSSA GmbH Address before: Darmstadt Patentee before: EVONIK ROHMAX ADDITIVES GmbH |
|
CX01 | Expiry of patent term | ||
CX01 | Expiry of patent term |
Granted publication date: 20070905 |