CN102260553A - Oxidation stabilized fuels having enhanced corrosion resistance - Google Patents
Oxidation stabilized fuels having enhanced corrosion resistance Download PDFInfo
- Publication number
- CN102260553A CN102260553A CN2011101335403A CN201110133540A CN102260553A CN 102260553 A CN102260553 A CN 102260553A CN 2011101335403 A CN2011101335403 A CN 2011101335403A CN 201110133540 A CN201110133540 A CN 201110133540A CN 102260553 A CN102260553 A CN 102260553A
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- Prior art keywords
- fuel
- mixture
- composition
- alkyl
- average molecular
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000000446 fuel Substances 0.000 title claims abstract description 101
- 230000003647 oxidation Effects 0.000 title claims abstract description 15
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 15
- 230000007797 corrosion Effects 0.000 title description 3
- 238000005260 corrosion Methods 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims abstract description 105
- 238000000034 method Methods 0.000 claims abstract description 31
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims abstract description 26
- 230000002195 synergetic effect Effects 0.000 claims abstract description 26
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 229960002317 succinimide Drugs 0.000 claims abstract description 13
- 239000002270 dispersing agent Substances 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- 239000002551 biofuel Substances 0.000 claims description 26
- 229920002367 Polyisobutene Polymers 0.000 claims description 14
- 230000001590 oxidative effect Effects 0.000 claims description 11
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 11
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 150000008065 acid anhydrides Chemical class 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- 239000004615 ingredient Substances 0.000 claims description 4
- JZWFDVDETGFGFC-UHFFFAOYSA-N salacetamide Chemical group CC(=O)NC(=O)C1=CC=CC=C1O JZWFDVDETGFGFC-UHFFFAOYSA-N 0.000 claims description 3
- 229920000098 polyolefin Polymers 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract description 12
- 239000003225 biodiesel Substances 0.000 abstract description 7
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 description 18
- -1 promptly Chemical group 0.000 description 16
- 230000000996 additive effect Effects 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 15
- 239000002283 diesel fuel Substances 0.000 description 14
- 229920000768 polyamine Polymers 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- 150000001412 amines Chemical class 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 7
- 229910052802 copper Inorganic materials 0.000 description 7
- 239000010949 copper Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000008859 change Effects 0.000 description 6
- 239000003981 vehicle Substances 0.000 description 6
- 150000001336 alkenes Chemical class 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 125000002723 alicyclic group Chemical group 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000003350 kerosene Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- 240000003133 Elaeis guineensis Species 0.000 description 2
- 235000001950 Elaeis guineensis Nutrition 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 239000006280 diesel fuel additive Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000003628 erosive effect Effects 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229920001281 polyalkylene Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- MFGALGYVFGDXIX-UHFFFAOYSA-N 2,3-Dimethylmaleic anhydride Chemical compound CC1=C(C)C(=O)OC1=O MFGALGYVFGDXIX-UHFFFAOYSA-N 0.000 description 1
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- DQSBZDLZCZUJCJ-UHFFFAOYSA-N 2h-triazole-4,5-diamine Chemical class NC=1N=NNC=1N DQSBZDLZCZUJCJ-UHFFFAOYSA-N 0.000 description 1
- AXGOOCLYBPQWNG-UHFFFAOYSA-N 3-ethylfuran-2,5-dione Chemical compound CCC1=CC(=O)OC1=O AXGOOCLYBPQWNG-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
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 240000007058 Halophila ovalis Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 241001520808 Panicum virgatum Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- XOCUXOWLYLLJLV-UHFFFAOYSA-N [O].[S] Chemical compound [O].[S] XOCUXOWLYLLJLV-UHFFFAOYSA-N 0.000 description 1
- CGBYBGVMDAPUIH-UHFFFAOYSA-N acide dimethylmaleique Natural products OC(=O)C(C)=C(C)C(O)=O CGBYBGVMDAPUIH-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001356 alkyl thiols Chemical class 0.000 description 1
- 125000005263 alkylenediamine group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical group 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000005815 base catalysis Methods 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229940120693 copper naphthenate Drugs 0.000 description 1
- SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- CGBYBGVMDAPUIH-ARJAWSKDSA-N dimethylmaleic acid Chemical compound OC(=O)C(/C)=C(/C)C(O)=O CGBYBGVMDAPUIH-ARJAWSKDSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
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- 239000003925 fat Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000002816 fuel additive Substances 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 239000002955 immunomodulating agent Substances 0.000 description 1
- 229940121354 immunomodulator Drugs 0.000 description 1
- 230000002584 immunomodulator Effects 0.000 description 1
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N methyl heptene Natural products CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- 239000010747 number 6 fuel oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000010248 power generation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 229960001124 trientine Drugs 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/04—Liquid carbonaceous fuels essentially based on blends of hydrocarbons
- C10L1/08—Liquid carbonaceous fuels essentially based on blends of hydrocarbons for compression ignition
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/02—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only
- C10L1/026—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only for compression ignition
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/221—Organic compounds containing nitrogen compounds of uncertain formula; reaction products where mixtures of compounds are obtained
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
- C10L1/2387—Polyoxyalkyleneamines (poly)oxyalkylene amines and derivatives thereof (substituted by a macromolecular group containing 30C)
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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- C10L2230/00—Function and purpose of a components of a fuel or the composition as a whole
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- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
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Abstract
A method of improving oxidation properties of biodiesel-containing fuel composition is provided. The method provides combining a major amount of middle distillate fuel containing more than about 5 volume percent biodiesel components with a minor amount of a synergistic mixture of (A) a hydrocarbyl-substituted succinimide dispersant and (B) a compound of the formula: and tautomers and enantiomers thereof. In the formula, R2 is a hydrocarbyl group having a number average molecular weight ranging from 100 to 5000. The synergistic mixture has a weight ratio of A:B ranging from 2:1 to 10:1.
Description
Technical field
The present invention relates to some diesel fuel additive and relate to diesel oil fuel and the diesel fuel additive enriched material that comprises this additive.Concrete, the present invention relates to and be used to improve the oxidative stability of diesel oil and biodiesel fuel and/or the method for erosion resistance.
Background of invention and summary of the invention
In order to protect valuable resource and to reduce the environmentally hazardous discharging of possibility, reproducible fuel (for example rape, soybean, oil palm, sugarcane or corn are made by crop for they) is joined in the fuel.A target using such fuel composition is to make eco-friendly day by day transport fuel, and does not change the mode of operation of vehicle motor on such fuel.
The biofuel composition that is used for fuel can be produced by straight chain vegetables oil, animal oil/fat, tallow oil and waste oil.Most biofuel composition is to use the transesterification reaction of base catalysis to produce, because it is most economical method, only needs low temperature and pressure, and has produced 98% conversion yield.Grape, oil palm and soybean oil are the prevailing crops that is used for the production biofuel.The most common commercially available biodiesel fuel is actually biodiesel blend, and its suitable title is a letter b, and one or two numerals are followed in the back, this digitized representation with the mixture of petroleum diesel fuel in the per-cent of biofuel.Pure biofuel sometimes is called " only " biofuel, and is also referred to as B100.Prevailing biodiesel blend is B2, B5, B7, B10, B20 and B50.Rest part is the petroleum base diesel oil fuel, and it often is called petroleum diesel.
Vegetables oil and fatty acid methyl ester have relative short storage life, this owing to them by the aerial oxygen slow oxidation.Formed oxidation products can be insoluble in fuel, and therefore can damage the engine of vehicle.Reason for this reason, the fuel oxidation stability that contains biofuel is an important quality standard.Up to now, use relatively costly fuel dope to become branch to require to satisfy the fuel oxidation stability criterion that contains biofuel, this standard is measured by ASTM D-2274.Therefore, need a kind of like this method, it can effectively reduce or eliminate the needs for relatively costly fuel composition, keeps containing the fuel oxidation stability of biofuel simultaneously.
According to the present invention, exemplary embodiment provides the method for the oxidative stability of the fuel composition that a kind of raising comprises biofuel.This method provides the mainly midbarrel fuel and a spot of Synergistic mixture that contain greater than at least a biofuel composition of about 5 volume % of amount is merged, and this Synergistic mixture is the succinimide dispersants that replaces of (A) alkyl and (B) compound of following formula and the mixture of tautomer and enantiomer thereof:
In the formula, R
2Be that number-average molecular weight is the alkyl of 100-5000.The A:B weight ratio of this Synergistic mixture is 2:1-10:1.
It is a kind of by containing the method for moving engine greater than the midbarrel fuel of at least a biofuel composition of about 5 volume % that another embodiment of the present invention provides.This method comprises with a spot of Synergistic mixture prepares this fuel, a kind of sludge proof fuel composition is provided, and described Synergistic mixture is the succinimide dispersants that replaces of (A) alkyl and (B) compound of following formula and the mixture of tautomer and enantiomer thereof:
R wherein
2Be that number-average molecular weight is the alkyl of 100-5000.The A:B weight ratio of this Synergistic mixture is 2:1-10:1.This engine moves by this fuel composition.
Another embodiment of the present invention provides a kind of purposes of Synergistic mixture, and this mixture is the succinimide dispersants that replaces of (A) alkyl and (B) compound of following formula and the mixture of tautomer and enantiomer thereof:
R wherein
2Be that number-average molecular weight is the alkyl of 100-5000.The A:B weight ratio of this Synergistic mixture is 2:1-10:1, and this mixture is used for containing the midbarrel fuel of at least a biofuel composition of at least 7 volume %, improves the oxidative stability of this fuel according to ASTM D-2274.
A kind of unexpected advantage of above-mentioned A and the Synergistic mixture of B is that the midbarrel fuel that contains greater than the biofuel composition of about 5 volume % can not need to use relatively costly metal passivator, come to satisfy or surpass in the presence of the copper that adds, by ASTM D-2274 measured be used for such fuel oxidation stability criterion.
Other embodiments of the present invention and advantage will partly be illustrated in detailed description subsequently, and/or can understand by practice of the present invention.The two all only is exemplary with illustrative to be to be understood that aforesaid general remark and following detailed description, is not the present invention of requirement for restriction protection.
Embodiment
According to embodiment of the present invention, provide a kind of synergy fuel dope mixture.This Synergistic mixture comprises: (A) succinimide dispersants of alkyl replacement and (B) compound and the tautomer and the enantiomer of following formula:
R wherein
2Be that number-average molecular weight is the alkyl of 100-5000.The A:B weight ratio of this Synergistic mixture can be the about 10:1 of about 2:1-, for example about about 6:1 of 3:1-, more particularly about 3.5:1-5:1.
As what use herein, term " hydrocarbyl group " or " alkyl " are to use with its common implication, and it is well known to a person skilled in the art.Clear and definite, it refers to such group, and this group has the carbon atom that is directly connected on the molecule rest part (the remainder of a molecular), and has main hydrocarbon performance.The example of alkyl comprises:
(1) hydrocarbon substituent, promptly, aliphatic (for example alkyl or alkenyl), alicyclic (cycloalkyl for example, cycloalkenyl) substituting group, with aromatic-, aliphatic-and the aromatic substituents of alicyclic replacement, and ring substituents, wherein this ring is (for example, two substituting groups forms alicyclic group together) that the other part by molecule realizes;
(2) hydrocarbon substituent of Qu Daiing, promptly, the substituting group that contains non-hydrocarbyl group in its described herein context, does not change the hydrocarbon substituent (for example halogen (particularly chlorine and fluorine), hydroxyl, alkoxyl group, sulfydryl, alkyl thiol, nitro, nitroso-group and sulphur oxygen base) that is dominant;
(3) assorted substituting group, that is, such substituting group though it has the hydrocarbon characteristic that is dominant, in the context of the present specification, has comprised other atoms except that carbon atom in ring that was made of carbon atom originally or chain.Heteroatoms comprises sulphur, oxygen, nitrogen, and comprises substituting group for example pyridyl, furyl, thienyl and imidazolyl.Usually,, exist and be not more than two, perhaps as a further example, exist and be not more than one non-hydrocarbon substituent for per 10 carbon atoms in the alkyl; In some embodiments, in alkyl, there is not non-hydrocarbon substituent.
As what use herein, term " main amount " is understood that expression is greater than or equal to 50wt%, and the about amount of the about 98wt% of 80-for example is with respect to the gross weight of said composition.In addition, as what use herein, term " on a small quantity " is understood that to represent the amount less than 50wt%, with respect to the gross weight of said composition.
As what use herein, " biological reproducible fuel ", " biodiesel fuel " and " biofuel composition " are understood that to represent any fuel that derives from non-oil resource.Such resource includes but not limited to cereal, corn, soybean and other crops; Grass, for example switchgrass, spire awns and weeds; Algae, sea grass, vegetables oil; Natural fat; And composition thereof.On the one hand, the reproducible fuel of this biology can comprise single hydroxyl alcohol, for example has these alcohol of about 5 carbon atoms of 1-.The example of the indefiniteness of suitable single hydroxyl alcohol comprises methyl alcohol, ethanol, propyl alcohol, propyl carbinol, isopropylcarbinol, the trimethyl carbinol, amylalcohol and primary isoamyl alcohol.
As what use herein, " midbarrel fuel " can be for example petroleum naphtha, kerosene or diesel fuel composition.It can be domestic fuel oil, industrial diesel oil, boring oil, motor vehicle diesel fuel, distillatory bunker fuel or kerosene stock for example aviation fuel or domestic kerosene.It specifically can be a diesel fuel composition.More specifically, midbarrel fuel is such fuel, and it is suitable for and/or is adapted to and/or is intended for use in the oil engine; Automobile fuel composition for example, and/or be adapted to and/or be intended for use in motor vehicle diesel (ignition) engine.Such midbarrel fuel can be organically or synthesize the source, diesel oil for example the oil source or the fischer-tropsch source.The boiling point of midbarrel fuel can be in 125 or 150 to 400 or 550 ℃ conventional diesel range, and this depends on grade and purposes.This midbarrel fuel can be 0.75-1.0g/cm 15 ℃ density
3, 0.8-0.86g/cm for example
3(IP365) and measured cetane value (ASTM D613) be 35-80, suitable is 40-75 or 70.The initial boiling point of midbarrel fuel can be suitable be 150-230 ℃, and the final boiling point of this fuel can be 290-400 ℃.This midbarrel fuel 40 ℃ dynamic viscosity (ASTM D445) can be suitable be 1.5-4.5mm
2/ s (centistokes(cst)).
The composition A of this Synergistic mixture can be a dispersion agent, for example contains the dispersion agent of amine.Suitable contain the succinimide dispersants that the amine dispersion agent can comprise that alkyl replaces.The number-average molecular weight of the hydrocarbyl substituent of this dispersion agent can be that about 100-is about 5000, and for example about about 5000 dalton of 500-measure by GPC.
As what use herein; term " succinimide " expression has comprised the complete reaction product that reacts between amine and hydrocarbyl substituted succinic or the acid anhydrides (perhaps for example succinic acylating agent); and plan comprises such compound; wherein said product is except being reacted with anhydride moiety by amine or contacting the formed imide connection type; can also have acid amides, and/or salt connects.
Suitable hydrocarbyl substituted succinic acid anhydride can form by at first the alkylene unsaturated hydrocarbons of desired molecular weight and maleic anhydride being reacted.Operable temperature of reaction is about 100 ℃-about 250 ℃.
Use the alkylene unsaturated hydrocarbons of higher, can obtain good result at about 200 ℃-about 250 ℃.This reaction can promote by adding chlorine.
Typical alkene can include but not limited to the polymkeric substance and the multipolymer of cracked cerotene hydrocarbon, linear alpha olefin, branched chain alhpa olefin, light alkene.This alkene can be selected from ethene, propylene, butylene for example iso-butylene, 1-octane, 1-hexene, 1-decene or the like.Useful polymkeric substance and/or multipolymer can include but not limited to polypropylene, polybutene, polyisobutene, ethylene-propylene copolymer, ethene-isobutylene copolymers, propylene-isobutylene copolymers, ethene-1-decene multipolymer or the like.
In the one side of disclosed embodiment, the hydrocarbyl substituent of this hydrocarbyl substituted succinic acid anhydride can come from butene polymers, for example the polymkeric substance of iso-butylene.Be used for herein suitable polyisobutene comprise by having about at least 60%, for example approximately the HR-PIB of the end vinylidene content of 70%-about 90% and Geng Gao formed these.Suitable polyisobutene can comprise use BF
3These that catalyzer is prepared.The number-average molecular weight of this hydrocarbyl substituent can change in wide scope, for example is that about 100-is about 5000, and for example approximately 500-is about 5000, passes through gpc measurement.
Can use except the carboxylic acid reaction thing of maleic anhydride for example toxilic acid, the acid of good fortune horse, oxysuccinic acid, tartrate, methylene-succinic acid, itaconic anhydride, citraconic acid, citraconic anhydride, methylfumaric acid, ethyl maleic anhydride, dimethyl maleic anhydride, ethyl toxilic acid, dimethyl maleic acid, hexyl toxilic acid or the like, comprise corresponding sour halogenide and low-grade fatty acid ester.The mol ratio of maleic anhydride and alkene can change widely in reaction mixture.Therefore, this mol ratio can be about 1.5 at about 5:1-, the about range of the about 1:3 of 3:1-for example, and as a further example, this maleic anhydride can use with over-stoichiometric, reacts completely to impel.Unreacted maleic anhydride can be removed by vacuum distilling.
In numerous polyamines any one can be used to prepare the succinimide dispersants that this alkyl replaces.The exemplary polyamines of indefiniteness can comprise aminoguanidine double manganese ester (AGBC), diethylenetriamine (DETA), triethylene tetramine (TETA), tetraethylene pentamine (TEPA), five ethene hexamines (PEHA) and heavy polyamines.Heavy polyamines can comprise the mixture of polyalkylene polyamine, it has a small amount of rudimentary polyamines oligopolymer for example TEPA and PEHA, but main oligopolymer has 7 or more a plurality of nitrogen-atoms, and the polyamine mixture of two or more primary amine per molecules and ratio routine is branching widely.The polyamines of indefiniteness (it can be used for preparing the succinimide dispersants that this alkyl replaces) is disclosed in US patent No.6548458 in addition, and this invention all is incorporated herein by reference with it at this.In one embodiment of the present invention, this polyamines can be selected from tetraethylene pentamine (TEPA).
In one embodiment, this dispersion agent can comprise the compound of formula (IV):
Wherein n represents 0 or the integer of 1-5, R
2It is above-mentioned hydrocarbyl substituent.In one embodiment, n is 3, R
2Be the polyisobutenyl substituting group, for example derive from have about at least 60%, the about polyisobutenyl substituting group of the polyisobutene of the end vinylidene content of 70%-about 90% and Geng Gao for example.The compound of formula (IV) can be the hydrocarbyl substituted succinic acid anhydride, polyisobutenyl succinic anhydride (PIBSA) for example, and with polyamines, the reaction product of tetraethylene pentamine (TEPA) for example.
The composition B of this Synergistic mixture can react by the hydrocarbyl oxycarbonyl based compound with the amine compound of following first formula or its salt and following second formula and make:
Wherein R is selected from hydrogen and the alkyl that contains about 15 carbon atoms of about 1-, and R
1Be selected from hydrogen and the alkyl that contains about 20 carbon atoms of about 1-,
R wherein
2Be that number-average molecular weight is the alkyl of about 200-about 3000.Do not wish to be subject to theoretic knowledge, it is believed that the reaction product of described amine and hydrocarbyl oxycarbonyl based compound is an aminotriazole, for example the bis-amino triazole compounds of following formula:
Comprise its tautomer and enantiomer, have the number-average molecular weight of about 200-about 3000, and contain about 80 carbon atoms of about 40-.The five-ring of this triazole is considered to aromatic.This aminotriazole is a quite stable for oxygenant, and hydrolysis extremely.Do not determine though it is believed that it, this reaction product be polyalkenyl two-3-amino-1,2, the 4-triazole.Such product has comprised high relatively a nitrogen content, is in a nitrogen content scope of the about 2.9wt% of about 1.8wt%-.
In other aspects of the present invention, disclosedly contain the A of additive and the Synergistic mixture of B can comprise the fuel-soluble carrier.Such carrier can be dissimilar, for example liquid or solid, for example wax.The example of liquid vehicle includes but not limited to mineral oil and oxygenate, for example liquid poly-alkoxylation ether (being also referred to as polyalkylene glycol or polyalkylene ether), liquid poly-alkoxylation phenol, liquid poly-alkoxylation ester, liquid poly-alkoxylation amine, and composition thereof.The example of oxygenate carrier fluid can find in US patent No.5752989, and this carrier all is incorporated herein by reference with it at this.The other example of oxygenate carrier fluid can comprise the aryl poly-alkoxylation thing that alkyl replaces, and its 17 days July in 2003 that is described in people such as Colucci, its explanation all was incorporated herein by reference with it at this among the disclosed US patent disclosure No.2003/0131527.
In other respects, this contains the A of additive and the Synergistic mixture of B can not contain carrier.For example, some compositions can not contain mineral oil or oxygenate, these for example above-mentioned oxygenate.
One or more optional in addition additives may reside in the fuel composition disclosed herein.For example this fuel composition can comprise defoamer, dispersion agent, stain remover, antioxidant, thermo-stabilizer, carrying object, metal passivator, dyestuff, markers, corrosion inhibitor, biocide, anti static additive, flow improver, friction modifiers, demulsifying compound, emulsifying agent, de-misting agent, the freezing additive, antiknock dope, tensio-active agent, the n-Hexadecane improving agent, corrosion inhibitor, cold flow improver, pour point reducer, solvent, demulsifying compound, slip additive, extreme pressure agent, viscosity index improver, the sealing swelling agent, amine stabiliser, combustion improving agent, dispersion agent, the specific conductivity improving agent, labeling dye, the organic nitrate ignition accelerator, manganese tricarbonyl compound and composition thereof.In some aspects, this fuel additive composition described herein can comprise about 10wt% or lower, and perhaps about in other respects 5wt% or one or more lower above-mentioned additives are based on the gross weight of this additive or fuel composition.Similarly, this fuel composition can comprise an amount of fuel mix composition for example methyl alcohol, ethanol, dialkyl ether or the like.
When preparation composition disclosed in this invention, disclosed additive can use with the amount that is enough to improve oxidized stability, described fuel is the midbarrel fuel that for example contains greater than at least a biofuel composition of 5 volume %, for example B7, B10, B20, B50 and B100 diesel oil fuel.In some respects, this fuel can comprise fuel and a spot of above-mentioned synergy compositions of additives of main amount.On the one hand, fuel of the present invention can comprise the amino-triazole compound thing (B) described herein that (based on activeconstituents) measured below: about about 100ppm of 1ppm-, for example about about 70ppm of 20ppm-.On the other hand, fuel composition disclosed in this invention can comprise the dispersion agent described herein (A) that (based on activeconstituents) measured below: about about 500ppm of 50-, for example about about 200ppm of 80ppm-.
Use therein in the aspect of carrier, this fuel composition can comprise the carrier that (based on activeconstituents) measured below: based on every kg fuel be the about 1000mg of about 10mg-carrier, for example carrier that is the about 700mg of about 25mg-based on every kg fuel.The activeconstituents basic weight does not comprise following weight: (i) relevant with the institute disclosed additive producing and use to remaining unreacted composition, (ii) used solvent (if existence) in disclosed additive is made, this solvent is in disclosed additive forming process or afterwards, but carrier (if using carrier) uses before adding.
Fuel dope of the present invention can be independent or be blended in the basic fuel so that different subgroups is incompatible.In some embodiments, additive component of the present invention is blended in the fuel when can use multifunctional additive for lubricating oils, because when being in the multifunctional additive for lubricating oils form, this has utilized by merging common phase capacitive and the convenience that described one-tenth branch provides.Equally, use enriched material can reduce mixing time and the wrong possibility of minimizing mixing.
The diesel oil fuel of disclosed embodiment can be used in the two in service of fixing diesel motor (for example in power generation assembly, the pumping plant etc. used engine) and on-fixed diesel motor (for example as the motive engine in automobile, truck, road sorting equipment, the military vehicle etc.).
In one embodiment, the diesel oil fuel that comprises biofuel of the present invention can be not have basically, does not for example have conventional metal passivation immunomodulator compounds.Term " does not have " to be defined as in this application such concentration basically, and it does not have the influence that can measure according to ASTM D-2274 basically for oxidative stability or insolubles formation.
Metal passivator (it can reduce or cancellation in the fuel that contains biofuel of the present invention) can comprise the condensation product of adjacent aromatic hydroxyl aldehyde and fatty amine.A typical example of such metal passivator is two salicylic aldehyde Alkylenediamines, and it is that condensation by the Alkylenediamine of the salicylic aldehyde of 2mol and 1mol prepares.Such metal passivator comprises for example salicylidene-meta-aminophenol, two inferior salicyl quadrols, two inferior salicyl propylene diamine, and N, N'-two inferior salicyl-1.
Embodiment
The following examples are exemplifying of exemplary embodiment of the present invention.At these embodiment and the application's elsewhere, whole umbers and per-cent are weight unit, unless indication is arranged in addition.The proposition purpose of these embodiment only is illustrative, and purpose and unrestricted scope of the present invention disclosed herein.
Embodiment 1
In the following embodiments, use the copper solutions of copper naphthenate that the copper of B7 diesel oil fuel with 2ppm is mixed, and determine the total insoluble substance in the fuel of 500ml according to ASTM D-2274 oxidation with 8wt% copper.Maximum insolubles according to ASTM D-2274 in the diesel oil fuel is a 2.5mg/100ml fuel.The total insoluble substance that does not contain the basic B7 fuel of the copper that adds to some extent is a 0.6mg/100ml fuel.Add copper, and, determine that this contains the fuel oxidation stability of at least a biofuel composition according to this fuel of ASTM method oxidation.
In whole tests, being used for above-mentioned additive (A) and carrier (B) is the mixture of Aromatic 150 and Aromatic 200.In following table, " MDA " is the metal passivator of aforesaid a kind of routine.Test-results is illustrated in the following table.
Table 1
As test 4 and 8-9 shown in, compare with basic fuel (test 1 and 2), the fuel that is combined as the oxidation that contains 2ppm copper of composition A and B provides the collaborative reduction of insolubles amount.Even when half treatment rate of composition A and B (test 10), compare with basic fuel (test 2), in the fuel of oxidation, also exist the collaborative reduction of total insoluble substance amount.The test 3 that contains composition A and MDA shows the raising that obviously is better than testing 1 basic fuel, and MDA is joined (test 11) do not show the test 12 that significantly is better than not containing test 4 and the 8-9 of MDA or contains MDA separately among composition A and the B.Therefore, can from contain fuel, cancel MDA, and when using the Synergistic mixture of composition A and B, still can improve oxidative stability greater than the biofuel composition of 5 volume %.
In sum, the present invention relates to following technical scheme:
1. method that is used to improve the oxidative stability of the fuel composition that comprises biofuel, this method comprises: the midbarrel fuel and a spot of Synergistic mixture that contain greater than at least a biofuel composition of about 5 volume % that will mainly measure merge, and the compound of the succinimide dispersants that this Synergistic mixture is replaced by (A) alkyl substantially and (B) following formula and tautomer thereof and enantiomer are formed:
R wherein
2Be number-average molecular weight be the alkyl of 100-5000 and wherein the weight ratio of A:B be 2:1-10:1.
2. the method for scheme 1, wherein this ingredients of a mixture A comprises the reaction product of polyalkenyl succsinic acid or acid anhydrides and tetraethylene pentamine.
3. the method for scheme 2, wherein this polyalkenyl succsinic acid or acid anhydrides are the daltonian polyisobutene of 800-1100 derived from number-average molecular weight.
4. the method for scheme 3, wherein this polyisobutene comprises and has at least 60% or the highly reactive polyisobutenes of the two keys of more terminal olefine.
5. any one method among the scheme 1-4, wherein this midbarrel fuel comprises the A of 200-600ppm weight and the mixture of B.
6. any one method, wherein R among the scheme 1-5
2Be that number-average molecular weight is the daltonian polyolefine group of 200-3000.
7. any one method among the scheme 1-6, wherein this midbarrel fuel does not have two inferior salicyl Diaminoalkane compounds basically.
8. any one method among the scheme 1-7, wherein this total insoluble substance amount that contains the fuel of A and B is not more than 2.5mg/100ml, and this total insoluble substance amount is measured by ASTM D-2274.
9. any one method among the scheme 1-8, wherein this midbarrel fuel does not have metal passivator basically.
10. any one method among the scheme 1-9, wherein the weight ratio of A:B is the about 5:1 of about 3.5:1-in this midbarrel fuel.
11. the compound of the succinimide dispersants that the purposes of a Synergistic mixture, this mixture are replaced by (A) alkyl substantially and (B) following formula and tautomer thereof and enantiomer are formed:
R wherein
2Be that number-average molecular weight is the alkyl of 100-5000, wherein the A:B weight ratio is 2:1-10:1, this mixture is used for containing the midbarrel fuel of at least a biofuel composition of at least 7 volume %, improve the oxidative stability of this fuel according to ASTM D-2274, wherein this fuel according to the oxidative stability of ASTM D-2274 less than the 2.5mg/100ml insolubles, in contrast, do not have the fuel oxidation stability of this Synergistic mixture greater than the 2.5mg/100ml insolubles.
12. the purposes of the mixture of scheme 11, wherein this ingredients of a mixture A comprises the reaction product of polyalkenyl succsinic acid or acid anhydrides and tetraethylene pentamine, and wherein this polyalkenyl succsinic acid or acid anhydrides are the daltonian polyisobutene of 800-1100 derived from number-average molecular weight.
13. the purposes of the mixture of scheme 12, wherein this polyisobutene comprises and has at least 60% or the highly reactive polyisobutenes of the two keys of more terminal olefine.
14. the purposes of any one mixture among the scheme 11-13, wherein this midbarrel fuel comprises the A of 200-600ppm weight and the mixture of B.
15. the purposes of any one mixture among the scheme 11-14, wherein this midbarrel fuel does not have metal passivator basically.
Should be noted in the discussion above that as used in this specification and the appended claims singulative " ", " a kind of " and " being somebody's turn to do " comprise the plural number indication, clearly and clearly are limited to outside the indication unless have in addition.Therefore, comprise the antioxidant that two or more are different when for example, mentioning " antioxidant ".As what use herein, term " comprise " and its grammatical variants purpose right and wrong determinate so that the project in the described tabulation is not got rid of other identical projects that can substitute or be increased to listed project.
In this specification and the appended claims, unless indication is arranged in addition, otherwise used other numerical value in whole numeral of expression amount, per-cent or ratio and specification sheets and the claim, being understood to be in whole situations is with term " approximately " correction.Therefore, unless opposite indication is arranged, the numerical parameter described in specification sheets below and the additional claim is about, and its expected performance that can look for acquisition according to the present invention changes.At least and not plan to limit the application of the theory of the scope that is equivalent to claim, each numerical parameter at least should be according to the significant digital value of being reported with by using common rounding method to explain.
Though described specific embodiment, applicant or others skilled in the art can expect can't expecting at present or the unforeseen option of possibility, change, variation, improvement and basic Equivalent.Therefore, the additional claim of applying date submission and their possible modification purposes are to comprise all such options, change, variation, improvement and basic Equivalent.
Claims (10)
1. method that is used to improve the oxidative stability of the fuel composition that comprises biofuel, this method comprises: the midbarrel fuel and a spot of Synergistic mixture that contain greater than at least a biofuel composition of about 5 volume % that will mainly measure merge, and the compound of the succinimide dispersants that this Synergistic mixture is replaced by (A) alkyl substantially and (B) following formula and tautomer thereof and enantiomer are formed:
R wherein
2Be number-average molecular weight be the alkyl of 100-5000 and wherein the weight ratio of A:B be 2:1-10:1.
2. the process of claim 1 wherein that this ingredients of a mixture A comprises the reaction product of polyalkenyl succsinic acid or acid anhydrides and tetraethylene pentamine.
3. the method for claim 2, wherein this polyisobutene comprises and has at least 60% or the highly reactive polyisobutenes of the two keys of more terminal olefine.
4. the method for any one, wherein R among the claim 1-3
2Be that number-average molecular weight is the daltonian polyolefine group of 200-3000.
5. the method for any one among the claim 1-4, wherein this midbarrel fuel does not have two inferior salicyl Diaminoalkane compounds basically.
6. the method for any one among the claim 1-5, wherein this total insoluble substance amount that contains the fuel of A and B is not more than 2.5mg/100ml, and this total insoluble substance amount is measured by ASTM D-2274.
7. the method for any one among the claim 1-6, wherein this midbarrel fuel does not have metal passivator basically.
8. the compound of the succinimide dispersants that the purposes of a Synergistic mixture, this mixture are replaced by (A) alkyl substantially and (B) following formula and tautomer thereof and enantiomer are formed:
R wherein
2Be that number-average molecular weight is the alkyl of 100-5000, wherein the A:B weight ratio is 2:1-10:1, this mixture is used for containing the midbarrel fuel of at least a biofuel composition of at least 7 volume %, improve the oxidative stability of this fuel according to ASTM D-2274, wherein this fuel according to the oxidative stability of ASTM D-2274 less than the 2.5mg/100ml insolubles, in contrast, do not have the fuel oxidation stability of this Synergistic mixture greater than the 2.5mg/100ml insolubles.
9. the purposes of the mixture of claim 8, wherein this ingredients of a mixture A comprises the reaction product of polyalkenyl succsinic acid or acid anhydrides and tetraethylene pentamine, and wherein this polyalkenyl succsinic acid or acid anhydrides are the daltonian polyisobutene of 800-1100 derived from number-average molecular weight.
10. the purposes of the mixture of any one among the claim 8-9, wherein this midbarrel fuel comprises the A of 200-600ppm weight and the mixture of B.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1008632A GB2480612A (en) | 2010-05-24 | 2010-05-24 | Oxidation stabilized fuels having enhanced corrosion resistance |
| GB1008632.0 | 2010-05-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102260553A true CN102260553A (en) | 2011-11-30 |
Family
ID=42341213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011101335403A Pending CN102260553A (en) | 2010-05-24 | 2011-05-23 | Oxidation stabilized fuels having enhanced corrosion resistance |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20110283603A1 (en) |
| CN (1) | CN102260553A (en) |
| GB (1) | GB2480612A (en) |
| SG (1) | SG176394A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103602355A (en) * | 2012-04-19 | 2014-02-26 | 雅富顿化学公司 | Fuel additives for treating internal deposits of fuel injectors |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9523057B2 (en) * | 2011-02-22 | 2016-12-20 | Afton Chemical Corporation | Fuel additives to maintain optimum injector performance |
| US8852297B2 (en) | 2011-09-22 | 2014-10-07 | Afton Chemical Corporation | Fuel additives for treating internal deposits of fuel injectors |
| WO2024137793A1 (en) | 2022-12-21 | 2024-06-27 | Ecolab Usa Inc. | Compositions and methods for inhibiting oxidation of natural oil based composition using aminophenol antioxidant |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100107482A1 (en) * | 2008-11-06 | 2010-05-06 | Bennett Joshua J | Conductivity-improving additives for fuel |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4908145A (en) * | 1987-09-30 | 1990-03-13 | Amoco Corporation | Engine seal compatible dispersants for lubricating oils |
| US4871465A (en) * | 1987-09-30 | 1989-10-03 | Amoco Corporation | Chlorine-free silver protective lubricant composition (II) |
| US5080815A (en) * | 1987-09-30 | 1992-01-14 | Amoco Corporation | Method for preparing engine seal compatible dispersant for lubricating oils comprising reacting hydrocarbyl substituted discarboxylic compound with aminoguanirise or basic salt thereof |
| GB2280907B (en) * | 1993-08-13 | 1997-04-30 | Ethyl Petroleum Additives Ltd | Motor oil compositions,additive concentrates for producing such motor oils,and the use thereof |
| JP3920363B2 (en) * | 1994-01-14 | 2007-05-30 | エチル・ペトロリアム・アデイテイブズ・リミテツド | Dispersant for lubricating oil |
| US6265358B1 (en) * | 1997-12-03 | 2001-07-24 | The Lubrizol Corporation | Nitrogen containing dispersant-viscosity improvers |
| US8623105B2 (en) * | 2008-05-13 | 2014-01-07 | Afton Chemical Corporation | Fuel additives to maintain optimum injector performance |
| US20100037514A1 (en) * | 2008-05-13 | 2010-02-18 | Afton Chemical Corporation | Fuel additives to maintain optimum injector performance |
| US20100107479A1 (en) * | 2008-11-04 | 2010-05-06 | Duncan Richardson | Antifoam fuel additives |
-
2010
- 2010-05-24 GB GB1008632A patent/GB2480612A/en not_active Withdrawn
-
2011
- 2011-05-19 US US13/111,364 patent/US20110283603A1/en not_active Abandoned
- 2011-05-23 CN CN2011101335403A patent/CN102260553A/en active Pending
- 2011-05-24 SG SG2011037298A patent/SG176394A1/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100107482A1 (en) * | 2008-11-06 | 2010-05-06 | Bennett Joshua J | Conductivity-improving additives for fuel |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103602355A (en) * | 2012-04-19 | 2014-02-26 | 雅富顿化学公司 | Fuel additives for treating internal deposits of fuel injectors |
| CN103602355B (en) * | 2012-04-19 | 2016-04-20 | 雅富顿化学公司 | For the treatment of the fuel dope of the inside deposition thing of fuel injector |
Also Published As
| Publication number | Publication date |
|---|---|
| US20110283603A1 (en) | 2011-11-24 |
| SG176394A1 (en) | 2011-12-29 |
| GB201008632D0 (en) | 2010-07-07 |
| GB2480612A (en) | 2011-11-30 |
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Application publication date: 20111130 |