CN102264875B - Nitrogen free deposit control fuel additives - Google Patents
Nitrogen free deposit control fuel additives Download PDFInfo
- Publication number
- CN102264875B CN102264875B CN200980152043.9A CN200980152043A CN102264875B CN 102264875 B CN102264875 B CN 102264875B CN 200980152043 A CN200980152043 A CN 200980152043A CN 102264875 B CN102264875 B CN 102264875B
- Authority
- CN
- China
- Prior art keywords
- carbon atom
- alkyl
- additive
- fuel
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000002816 fuel additive Substances 0.000 title claims abstract description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 title claims description 101
- 229910052757 nitrogen Inorganic materials 0.000 title claims description 51
- 239000000446 fuel Substances 0.000 claims abstract description 136
- 239000000203 mixture Substances 0.000 claims abstract description 120
- 239000000654 additive Substances 0.000 claims abstract description 119
- 230000000996 additive effect Effects 0.000 claims abstract description 93
- -1 hydrocarbyl phenol Chemical compound 0.000 claims abstract description 44
- 239000003599 detergent Substances 0.000 claims abstract description 39
- 238000002485 combustion reaction Methods 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 91
- 125000004432 carbon atom Chemical group C* 0.000 claims description 79
- 229910052799 carbon Inorganic materials 0.000 claims description 76
- 239000001257 hydrogen Substances 0.000 claims description 62
- 229910052739 hydrogen Inorganic materials 0.000 claims description 62
- 229920002367 Polyisobutene Polymers 0.000 claims description 55
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 16
- 238000000746 purification Methods 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 239000002360 explosive Substances 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 239000002270 dispersing agent Substances 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 claims description 3
- 239000000314 lubricant Substances 0.000 claims description 3
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 230000003115 biocidal effect Effects 0.000 claims description 2
- 239000003139 biocide Substances 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 230000003068 static effect Effects 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 21
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract description 15
- 239000003054 catalyst Substances 0.000 abstract description 8
- 239000007795 chemical reaction product Substances 0.000 abstract description 3
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract 1
- 229930003836 cresol Natural products 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
- 238000006243 chemical reaction Methods 0.000 description 20
- 239000004215 Carbon black (E152) Substances 0.000 description 17
- 229930195733 hydrocarbon Natural products 0.000 description 16
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 150000002430 hydrocarbons Chemical class 0.000 description 14
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 11
- 229920000098 polyolefin Polymers 0.000 description 11
- 150000001299 aldehydes Chemical class 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 8
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 7
- 239000003502 gasoline Substances 0.000 description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 description 7
- 230000001050 lubricating effect Effects 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 239000003348 petrochemical agent Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 230000029936 alkylation Effects 0.000 description 5
- 238000005804 alkylation reaction Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000002283 diesel fuel Substances 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 239000003208 petroleum Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- 150000001896 cresols Chemical class 0.000 description 4
- 150000001993 dienes Chemical class 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 229920002866 paraformaldehyde Polymers 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005864 Sulphur Substances 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 239000003350 kerosene Substances 0.000 description 3
- 239000010687 lubricating oil Substances 0.000 description 3
- 150000004702 methyl esters Chemical class 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000012544 monitoring process Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000013049 sediment Substances 0.000 description 3
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- PGSWEKYNAOWQDF-UHFFFAOYSA-N 3-methylcatechol Chemical compound CC1=CC=CC(O)=C1O PGSWEKYNAOWQDF-UHFFFAOYSA-N 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920001083 polybutene Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 229960002317 succinimide Drugs 0.000 description 2
- 229940095064 tartrate Drugs 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- 0 *c(cc1*)cc(*)c1O* Chemical compound *c(cc1*)cc(*)c1O* 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
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- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
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- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 1
- 239000004135 Bone phosphate Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
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- 102100038239 Protein Churchill Human genes 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- XOCUXOWLYLLJLV-UHFFFAOYSA-N [O].[S] Chemical compound [O].[S] XOCUXOWLYLLJLV-UHFFFAOYSA-N 0.000 description 1
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- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000001356 alkyl thiols Chemical class 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
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- 229910052728 basic metal Inorganic materials 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
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- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
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- 229910052736 halogen Inorganic materials 0.000 description 1
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- FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
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- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
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- JFNWATIZEGZGSY-UHFFFAOYSA-N n,n-diethylethanamine;trifluoroborane Chemical compound FB(F)F.CCN(CC)CC JFNWATIZEGZGSY-UHFFFAOYSA-N 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
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- 150000002989 phenols Chemical class 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
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- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
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- 150000003839 salts Chemical group 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
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
- C10L1/183—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom
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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
- C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
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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
- C10L1/18—Organic compounds containing oxygen
- C10L1/185—Ethers; Acetals; Ketals; Aldehydes; Ketones
- C10L1/1852—Ethers; Acetals; Ketals; Orthoesters
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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
- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or 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 acyloxy radical of a saturated carboxylic acid, of carbonic acid
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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
-
- 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
- C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
-
- 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
- C10L10/18—Use of additives to fuels or fires for particular purposes use of detergents or dispersants for purposes not provided for in groups C10L10/02 - C10L10/16
Abstract
The present invention provides a nitrogen-free fuel detergent additive, fuel additive compositions containing the same, and fuel compositions containing the same, for use in internal combustion engines, where the additive is the reaction product of (i) hydrocarbyl phenol, cresol or similar material and (ii) a aldehyde, in the presence of an optional catalyst, wherein the additive provides acceptable engine deposit control that is comparable and/or better than the deposit control provided by nitrogen-containing fuel additives.
Description
Background of invention
The present invention relates to fuel dope, fuel additive composition and fuel composition and be explosive motor for fuel with unazotized additive, for engine interior provides the sediment monitoring of improvement and the method for other benefit.
Hydrocarbon-based fuel generally contains many settlings and forms material.When for explosive motor (ICE), from the settling of these materials, may on the compression zone of the engine contacting with fuel and around, form.At these ICE, for example, in motor car engine, settling may be piled up and cause having limited gradually gaseous fuel mixture and flow to into combustion chamber on engine intake valve, this reduces again the peak power of engine, reduce fuel economy, increase engine emission, and hinder startup performance of engine.
Along with engine and continue because engine design (comprise finer and close gap with more structureization region and other reason) becomes more responsive to settling, common way is that purification agent is attached to for the fuel composition of engine to reduce or suppress the formation of engine deposits, and promotes removing of engine deposits.These additives improve motor performance and reduce engine emission.
Generally speaking, fuel detergent additive comprises the additive that can be described as ashless dispersant.These additives consist of alkyl main chain (comprising polyisobutene (PIB) main chain), and this main chain is combined with polarity, nitrogenous head group.The current main fuel detergent additives of using comprises PIB amine, PIB succinimide and PIB phenol Mannich amine.A critical aspects of these fuel detergent additives is the groups that exist containing active nitrogen, and this group thinks that the superperformance of described additive is desired.
In some cases, nitrogenous additive can cause undesirable impact, and for example strip of paper used for sealing degraded is especially containing in elastomeric strip of paper used for sealing situation.Without nitrogen additive, will there is no these latent defects.
Still needing can be for fuel additive composition and fuel composition and can be for unazotized effective fuel dope of operation explosive motor.Still need those compare with current conventional nitrogenous additive provide quite and/or the performance of improving without nitrogen additive.
Summary of the invention
Had been found that the new fuel detergent of a class, they provide with respect to for example improvement of polyisobutene (PIB) phenol Mannich purification agent of traditional fuel detergent.The purification agent that this class is new is not thought to the requisite nitrogen of the superperformance of fuel detergent additive traditionally containing any, yet still provide with current conventional nitrogenous additive, compares quite and/or the performance of improving.
The invention provides and comprise the composition without nitrogen purification agent fuel dope being represented by formula I:
Formula I
Wherein: R
1hydrogen or the alkyl that contains 1-50 carbon atom independently; R
2the alkyl containing 1-10 carbon atom independently; N is 0 or 1; R
3hydrogen or the alkyl that contains 1-50 carbon atom independently; R
4it is the alkyl containing 1-150 carbon atom; Each R
5hydrogen or hydroxyl independently; R
6be independently hydrogen or containing the alkyl of 1-50 carbon atom or-(R
7)
m-OR
8, R wherein
7the alkyl containing 1-10 carbon atom, R
8be hydrogen or the alkyl that contains 1-50 carbon atom, m is 0 or 1; R wherein
1, R
2, R
3, R
4, R
5, R
6, R
7and R
8nonnitrogenous.
In some embodiments, additive of the present invention is represented by formula II:
Formula II
Wherein: R
1hydrogen or the alkyl that contains 1-6 carbon atom; R
2it is the alkyl containing 1-6 carbon atom; R
3hydrogen or the alkyl that contains 1-6 carbon atom; R
4it is the polyisobutylene group with the number-average molecular weight of 350-5000; And R
6be independently hydrogen or containing the alkyl of 1-50 carbon atom or-(R
7)
m-OR
8, R wherein
7the alkyl containing 1-10 carbon atom, R
8be hydrogen or the alkyl that contains 1-50 carbon atom, m is 0 or 1.In some embodiments, the R in formula I and/or formula II
6hydrogen or the alkyl that contains 1-50 carbon atom independently.
Formula I shown in above the various definition of each in the R group of above formula II being listed also go for.
In some embodiments, additive-package of the present invention contains the mixture of one or more following additives: additive a) being represented by formula II, wherein R
3hydrogen, R
6hydrogen; B) additive being represented by formula II, wherein R
3the alkyl containing 1-6 carbon atom, R
6hydrogen; C) additive being represented by formula II, wherein R
3hydrogen, R
6it is the alkyl containing 1-6 carbon atom; D) additive being represented by formula II, wherein R
3the alkyl containing 1-6 carbon atom, R
6it is the alkyl containing 1-6 carbon atom.
In some other embodiment, additive-package of the present invention contains the mixture of one or more following additives: additive a) being represented by formula I, wherein R
3hydrogen, each R
5hydrogen, R
6hydrogen; B) additive being represented by formula I, wherein R
3the alkyl containing 1-6 carbon atom, each R
5hydrogen, R
6hydrogen; C) additive being represented by formula I, wherein R
3hydrogen, each R
5hydrogen, R
6it is the alkyl containing 1-6 carbon atom; D) additive being represented by formula I, wherein R
3the alkyl containing 1-6 carbon atom, each R
5hydrogen, R
6it is the alkyl containing 1-6 carbon atom.
In other embodiments, additive of the present invention represents by formula I and/or formula II above, wherein R
1hydrogen; R
2methylene radical, ethylidene, propylidene or butylidene independently; R
3hydrogen, methyl, ethyl, propyl group or butyl independently; R
5hydrogen; R
6hydrogen, methyl, ethyl, propyl group or butyl independently; Or their combination.In some embodiments, be combined with above-mentioned one or more embodiments, R
2methylene radical, R
3methyl, R
6hydrogen, hydroxyl or methyl.
The present invention also provides fuel additive composition and/or enriched material, and it comprises: as herein described without in nitrogen detergent additives one or more; Optional solvent; With one or more optional other performance additive.
The present invention also provides fuel composition, and it comprises: one or more without in nitrogen detergent additives as herein described; Fuel; With one or more optional other performance additive.
The present invention also provides the method for operation explosive motor, comprising: to described engine supply, comprise one or more without in nitrogen detergent additives as herein described; Fuel; Fuel composition with one or more optional other performance additive.
The present invention also provides preparation the method without nitrogen purification agent fuel dope of the present invention, comprising: hydroxy aromatic compound and aldehyde reaction that alkyl is replaced, wherein said reaction is optionally carried out under catalyzer exists.
Detailed Description Of The Invention
To various preferred features and embodiment be described by non-limitative illustration below.
Invention field
The present invention relates to fuel dope, fuel additive composition, fuel composition and be explosive motor for the method for fuel, wherein said fuel dope is nonnitrogenous.
Fuel additive composition of the present invention shows quite and/or the engine deposits that improve are controlled, thereby allow the motor performance of improving, include but not limited to the minimizing of the engine power loss that settling causes, the minimizing of fuel economy loss and the minimizing of the engine emission that settling causes that settling causes.Fuel detergent additive can also be used as inhibiter or lubricating auxiliary agent.
without nitrogen additive
Of the present inventionly without nitrogen fuel detergent additive, shown the formation of control engine settling (comprising intake valve settling) effectively.This result is unexpected, because generally believe that the nitrogenous polar group of fuel dope requirement provides the effective sediment monitoring in engine.Although do not wish to be bound by theory, but think that nitrogenous polar group is that superperformance is necessary, because the polar head effectively dirt in engine and/or sedimentary particle is combined, thereby allow them by fuel dope, disperse and promote them from engine surface, to remove, and/or prevent that from the beginning they are deposited in engine surface.If there is no polar group, think that additive is combined not too effective dirt and the sedimentary particle with engine in, and also will not too effective control engine settling.
The invention provides effective control engine sedimental without nitrogen fuel detergent additive, although they are nonnitrogenous, and therefore not containing any nitrogenous polar group.
Although do not wish to be bound by theory, but think, without nitrogen fuel detergent additive, provide effective sediment monitoring, this is at least in part owing to the approaching of the ortho position polar group in consecutive position and phenols (or cresols) hydroxyl or ether, shown in formula I as shown above and formula II.
Fuel detergent additive of the present invention represents by the formula I above, wherein: R
1hydrogen or containing 1-50 independently, 1-25, the alkyl of a 1-10 or 1-6 carbon atom; R
2containing 1-10 independently, or the alkyl of 1-6 carbon atom; N is 0 or 1; R
3hydrogen or containing 1-50 independently, 1-25,1-10, or the alkyl of 1-6 carbon atom; R
4containing 1-150,10-150, or the alkyl of 50-150 carbon atom; Each R
5hydrogen or hydroxyl independently; R
6be independently hydrogen or containing the alkyl of 1-50 carbon atom or-(R
7)
m-OR
8, R wherein
7the alkyl containing 1-10 carbon atom, R
8be hydrogen or the alkyl that contains 1-50 carbon atom, m is 0 or 1; R wherein
1, R
2, R
3, R
4, R
5, R
6, R
7and R
8nonnitrogenous.
The alkyl that forms the various groups that limit is above not particularly limited.Applicable alkyl comprises the also commercially available polyolefine by make olefinic monomer polymerization prepare with well-known polymerization process.Applicable olefinic monomer comprises monoolefine, comprises containing the monoolefine of 2-10 carbon atom for example ethene, propylene, 1-butylene, iso-butylene and 1-decene.Useful especially monoolefine source is the C with the butene content of 35-75 % by weight and the iso-butylene content of 30-60 % by weight
4refinery stream.Useful olefinic monomer also comprises diene for example isoprene and 1,3-butadiene.Olefinic monomer can also comprise two or more monoolefines, two or more diene, or the mixture of one or more monoolefines and one or more diene.Useful polyolefine comprises having 140-5000, in another situation, and 400-2500, in another situation, the polyisobutene of 140 or 500 to 1500 or 1100 number-average molecular weight.Polyisobutene can have 5-69%, in the second situation, and 50-69%, in the 3rd situation, the vinylidene double bond content of 50-95%.Polyolefine can be the homopolymer of being prepared by single olefinic monomer or the multipolymer of being prepared by the mixture of two or more olefinic monomers.What also can be used as hydrocarbyl substituent source is the mixture of two or more homopolymer, the mixture of the mixture of two or more multipolymers or one or more homopolymer and one or more multipolymers.
The phenol that alkyl replaces can be by being used well-known alkylation with above-mentioned alkene or polyolefine, and for example polyisobutene or polypropylene are prepared phenol alkylation.
In one embodiment, the R in formula I and/or formula II
4the vinylidene content of alkyl can comprise at least about 30 % by mole of vinylidenes, at least about 50 % by mole of vinylidenes, or at least about 70 % by mole of vinylidenes.These materials and their method of preparation are described in U.S. Patent number 5,071,919; 5,137,978; 5,137,980; 5,286,823,5,408,018,6,562,913,6,683,138,7,037,999 and US publication 20040176552A1,20050137363 and 20060079652A1 in, their are clear and definite is incorporated to herein by reference.This series products can be from BASF with trade name
with from Texas Petrochemicals LP with trade name TPC 1105
tMwith TPC 595
tMbe purchased.
In other other embodiment, the R in formula I and/or formula II
4alkyl can comprise the polyisobutene substituting group that is derived from conventional PIB and has the high vinylidene PIB of above-mentioned number-average molecular weight.
Conventional PIB can be characterized by has a large amount of trisubstituted double bond isomer (C (CH
3)
2c (CH
3)=CHCH
3) and a small amount of quaternary double bond isomer and α-and/or β-vinylidene double bond isomer.Conventional PIB generally can contain a) 45 % by mole or more, 50 % by mole or more, 55 % by mole or more, 45-85 % by mole, 50-75 % by mole or 55-70 % by mole of trisubstituted double bond isomer, b) 5-45 % by mole, 10-35 % by mole, 15-30 % by mole, or 20-25 % by mole of quaternary double bond isomer, c) 30 % by mole or still less, 25 % by mole or still less, 1-30 % by mole, 2-30 % by mole, or 5-25 % by mole of α-and/or β-vinylidene double bond isomer, and can there is d) 1.1-4, the polymolecularity of 1.2-3.5 or 1.5-3, it is defined as the ratio of weight-average molecular weight and number-average molecular weight.In one embodiment of the invention, conventional PIB has the vinylidene double-bond isomerism body burden of the above-mentioned α of comprising-vinylidene double bond isomer.Conventional PIB is by with active acid polymerizing catalyst AlCl for example
3make iso-butylene or containing the composition of iso-butylene, as the C of oil catalytic cracking unit
4hydrocarbon flow polymerization preparation.Conventional PIB can many trade(brand)names be purchased, and comprises Exxon's
with Lubrizol's
3104.
High vinylidene PIB can be characterized by there is the α of main amount-and/or β-vinylidene double bond isomer (be respectively-CH
2c (CH
3)=CH
2and/or-CH=C (CH
3)
2) and a small amount of other isomer that comprises quaternary double bond isomer.Because their high vinylidene double-bond isomerism body burden, it is better shower's derivative that high vinylidene PIB thinks more reactive and higher conversion and change into compare with the derivative being obtained by conventional PIB.High vinylidene PIB generally can contain a) 70 % by mole or more, 80 % by mole or more, 90 % by mole or more, 70-99.9 % by mole, 80-99.5 % by mole, or 85-99 % by mole of α-and/or β-vinylidene double bond isomer, b) 0.1-15 % by mole, 0.5-12 % by mole, or 1-10 % by mole of quaternary double bond isomer, and can there is c) 1.0 or 1.1 to 3.5,1.2-3, or the polymolecularity of 1.3-2.5.In one embodiment of the invention, high vinylidene PIB can have α-vinylidene double-bond isomerism body burden of 75-95 % by mole or 80-90 % by mole, in another embodiment, high vinylidene PIB can have α-vinylidene double-bond isomerism body burden of 50-70 % by mole or 55-65 % by mole.High vinylidene PIB is by with gentle acid polymerizing catalyst BF for example
3make iso-butylene or prepare containing the composition polymerization of iso-butylene.High vinylidene PIB can be from comprising that some manufacturers of BASF and Texas Petroleum Chemicals buy.
The polyisobutene substituting group that is derived from conventional PIB and high vinylidene PIB can have a) 97 % by mole or lower, 85 % by mole or lower, 75 % by mole or lower, be less than 70 % by mole, 50 to 95 or 97 % by mole, 55-80 % by mole, 60-75 % by mole, or the α of 55-69 % by mole-and/or β-vinylidene double-bond isomerism body burden, b) 4 or 5 to 40 % by mole, 10-30 % by mole, or the trisubstituted double-bond isomerism body burden of 15-25 % by mole, c) 5-20 % by mole, 6-18 % by mole, or the quaternary double-bond isomerism body burden of 7-15 % by mole, and can there is d) 1.1-3.8, the polymolecularity of 1.2-3.5 or 1.3-2.8.
In one embodiment of the invention, PIB can generally have α-and/or the trisubstituted double bond isomer of β-vinylidene double bond isomer and 4-40 % by mole of 50-95 % by mole, in some other embodiment, can there is α-and/or the trisubstituted double bond isomer of β-vinylidene double bond isomer and 15-25 % by mole of 60-75 or 55-69 % by mole.In another embodiment of the invention, the PIB of the alkylating hydroxy aromatic compound of PIB is derived from conventional PIB and high vinylidene PIB, wherein the weight ratio of conventional PIB and high vinylidene PIB is respectively 0.1: 99.9-99.9: 0.1,15: 85-60: 40, or 25: 75-40: 60.
In other embodiments, R
4can be described as having 350-5000, the polyisobutylene group of the molecular weight of 500-2500 or 750-1200.In some embodiments, radicals R
1, R
2, R
3and R
6hydrogen or containing 1-6 independently of one another, the alkyl of 1-4 or 1-3 carbon atom.
In one embodiment, fuel detergent additive represents by the formula II above, wherein: R
1hydrogen or containing 1-50 independently, 1-25,1-10, or the alkyl of 1-6 carbon atom; R
2containing 1-10 independently, or the alkyl of 1-6 carbon atom; N is 0 or 1; R
3hydrogen or containing 1-50 independently, 1-25,1-10, or the alkyl of 1-6 carbon atom; R
4containing 1-150,10-150, or the alkyl of 50-150 carbon atom; R
6be independently hydrogen or containing the alkyl of 1-50 carbon atom or-(R
7)
m-OR
8, R wherein
7the bivalent hydrocarbon radical containing 1-10 carbon atom, R
8be hydrogen or the alkyl that contains 1-50 carbon atom, m is 0 or 1; R wherein
1, R
2, R
3, R
4and R
6nonnitrogenous.In some other embodiment, R
6hydrogen or containing 1-50 independently, 1-25,1-10, or the alkyl of 1-6 carbon atom.
In some other embodiment, the present invention represents by formula II, wherein: R
1hydrogen or containing 1-6, the alkyl of 1-4 or 1-3 carbon atom; R
2containing 1-6, the alkyl of 1-4 or 1-3 carbon atom; R
3hydrogen or containing 1-6, the alkyl of 1-4 or 1-3 carbon atom; R
4to there is 350-5000, or 500-2500,550-2000, or the polyisobutylene group of the number-average molecular weight of 750-1100; And R
6hydrogen or containing 1-6, the alkyl of 1-4 or 1-3 carbon atom.
In some embodiments, the R describing in formula I and/or formula II above
2group is methylene radical.In some of these embodiments, R
3group is methyl, R
6group is hydrogen or methyl.In some of these embodiments, R
4it is the polyisobutylene group with the number-average molecular weight of 500-2500.
In one embodiment, fuel detergent additive is hydroxy aromatic compound and the aldehyde by alkyl is replaced, and optionally under alkaline catalysts exists, prepared by reaction.In another embodiment, the hydroxy aromatic compound that described alkyl replaces is alkyl phenol, alkyl cresols or their mixture.
The hydroxy aromatic compound that is suitable for alkyl replacement of the present invention has the alkyl that at least one is connected with ring structure.In some embodiments, described compound only has an alkyl, yet in some other embodiment, described compound can also have 2,3,4 or 5 alkyl except described hydroxyl, is all connected with ring structure.The normally maximum group of alkyl in hydroxyl contraposition, and other alkyl is often less, if they exist.
In some embodiments, not at the alkyl (R in the formula I above and formula II of contraposition
2, R
3, R
5and R
6expression) contain 1-10 carbon atom, 1-6 carbon atom or 1-4 carbon atom.In some other embodiment, these alkyl are hydrogen or methyl independently of one another, the group for example existing in cresols.
Be arranged in the alkyl of contraposition (by the formula I shown in above and the R of formula II
4represent) generally contain on average at least 8, or 30, or 35, as many as 350, or to 200 or to 100 carbon atoms.In one embodiment, described alkyl is derived from polyolefine.
Applicable polyolefine comprises containing 2 to 16 or to 6, or to homopolymer and the interpretation of the polymerizable alkylene hydrocarbon monomer of 4 carbon atoms.Described alkene can be for example ethene, propylene, 1-butylene, iso-butylene and 1-octene of monoolefine; Or polyolefine monomer, for example diene monomers, for example 1,3-butadiene and isoprene.In one embodiment, interpretation is homopolymer.The example of polymkeric substance is polybutene.In one case, 50% of polybutene be derived from iso-butylene.Described polyolefine is prepared by conventional procedure.The hydrocarbyl substituent of the hydroxy aromatic compound that in one embodiment of the invention, alkyl replaces is derived from polyisobutene.
In one embodiment, alkyl is derived from has at least 250,350,500 or 750, to as many as 5000, or to 3000, or to 2000, or to the polyolefine of 1500 number-average molecular weight.In some embodiments, polyolefine is the polyisobutene with the molecular weight of 800-1200.
The hydroxy aromatic compound that the hydroxy aromatic compound that described alkyl replaces is derived from can comprise phenol, polyhydroxy-benzene for example phenol for example polyhydroxy-benzene for example 3-methyl catechol or their mixture of ortho-cresol, alkyl-replacement of catechol, alkyl-replacement.The hydroxy aromatic compound that described alkyl replaces can be prepared by well-known alkylation, and the method generally comprises under an acidic catalyst exists with polyolefine described hydroxy aromatic compound alkylation.An acidic catalyst can comprise mineral acid for example for example sulfuric acid acidation clay, lewis acid catalyst for example boron trifluoride and diethyl ether or with the title complex of phenol, and acidic ion exchange resin for example can obtain from Rohm and Haas
the strongly-acid macroreticular resin of series.In one embodiment of the invention, with the mixture of conventional polyisobutene, highly reactive polyisobutene or conventional polyisobutene and highly reactive polyisobutene at solvent or thinner and BF
3under catalyzer exists between 0-50 ℃ by phenol alkylation, as U.S. Patent number 5,876, described in 468.
Although use term " phenol " herein, it should be understood that this term should not be restricted to benzene by the aromatic group of described phenol.Therefore, it should be understood that the aromatic group representing in this specification sheets can be monokaryon or multinuclear.
Being suitable for aldehyde of the present invention is alkyl aldehyde, preferably lower aliphatic aldehyde.Applicable aldehyde comprises formaldehyde, phenyl aldehyde, acetaldehyde, butyraldehyde, acetaldol and enanthaldehyde, and under reaction conditions as the aldehyde precursor of aldehyde reaction, for example paraformaldehyde, paraaldehyde and formalin.In some embodiments, aldehyde is formaldehyde and/or its precursor and reaction synthon (for example, paraformaldehyde, trioxane).The mixture of aldehyde can be used to prepare additive of the present invention.
Catalyzer is not subject to undue restriction and can comprises esterifying catalyst such as toluenesulphonic acids, sulfuric acid, aluminum chloride, boron trifluoride-triethylamine, methylsulfonic acid, hydrochloric acid, ammonium sulfate, phosphoric acid, sodium methylate etc.These conditions and its modification are well known in the art.In one embodiment, additive of the present invention preparation under sodium methylate exists.
Fuel detergent of the present invention can be solid, semisolid or liquid (oil), and this depends on concrete alcohol and/or amine for the preparation of them.In order to be used as the additive in the oleaginous composition that comprises lubricating composition and fuel composition, described fuel detergent advantageously dissolves in such oleaginous composition and/or can stably be dispersed in such oleaginous composition.Therefore, for example, be generally for the composition of fuel fuel soluble and/or can stably be dispersed in the fuel that will use them.The term using in this specification and the appended claims " fuel is solvable " not necessarily refers to that all described compositions can or can be dissolved in all fuel by all proportions with all fuels mutual solubles.But mean said composition in the fuel that will play a role (hydrocarbon, nonhydrocarbon, mixture etc.) so that this solution shows that the degree of one or more desired properties is solvable.Similarly, such " solution " true solution of strict physics or chemical implication not necessarily.For the purpose of the present invention, they can also be to demonstrate in practice enough microemulsion or colloidal dispersions that can exchange with true solution within the scope of the present invention close to the performance of true solution.
As shown before this, the additive that can be used as fuel without nitrogen fuel detergent additive of the present invention, in fuel, they can serve as purification agent.Fuel detergent of the present invention can be by 1-10, and 000ppm is present in fuel composition (wherein ppm is based on weight: weight is calculated).In some other embodiments, described fuel detergent press be limited to 1,5,10,20,50,100,150 and 200ppm and on be limited to 10,000,5,000,2,500,1,000 and 500 scope is present in fuel composition, and wherein any upper limit can be combined with any lower limit and the scope that is present in the fuel detergent in fuel composition is provided.In one embodiment, fuel detergent is pressed 10-2500ppm, and in another embodiment, 20-500ppm exists.
fuel additive composition
Fuel additive composition of the present invention comprises described herein without nitrogen fuel detergent additive and also comprise solvent and/or one or more other performance additive.These compositions of additives, also claim enriched material, can be used in fuel, prepare fuel composition by described compositions of additives is added to.
Being suitable for solvent of the present invention comprises and the consistency of compositions of additives and/or homogeneity is provided and promotes their processing and the hydrocarbon solvent of transfer and can comprise following fuel.Solvent can be aliphatic hydrocrbon, aromatic hydrocarbon, containing oxygen composition or their mixture.In some embodiments, the flash-point of solvent is generally about 25 ℃ or higher.In some embodiments, hydrocarbon solvent be there is the aromatic petroleum naphtha of the flash-point that is greater than 62 ℃ or have 40 ℃ flash-point aromatic petroleum naphtha or there is the kerosene that 16% aromatic content has the flash-point that is greater than 62 ℃.
Aliphatic hydrocrbon comprises various petroleum naphthas and the kerosene boiling point fraction with most of aliphatic component.Aromatic hydrocarbon comprises benzene,toluene,xylene and has various petroleum naphthas and the kerosene boiling point fraction of most of aromatic component.Alcohol normally, containing the fatty alcohol of about 2-10 carbon atom, comprises ethanol, 1-propyl alcohol, Virahol, n-butyl alcohol, isopropylcarbinol, amylalcohol and 2-methyl-1-butene alcohol.
The described oxygen composition that contains can comprise alcohol, ketone, carboxylicesters, glycol and/or polyglycol, or their mixture.In one embodiment of the invention, solvent is substantially free of to sulfur-bearing not, has in some cases lower than 50ppm, and 25ppm, lower than 18ppm, lower than 10ppm, lower than 8ppm, lower than 4ppm or lower than the sulphur content of 2ppm.Solvent can be pressed 3-80 % by weight in other cases by 0-99 % by weight, or 10-70 % by weight is present in additive concentrate composition.Fuel dope of the present invention and independence or the other performance additive being used in combination can be present in additive concentrate composition by 0.01-100 % by weight, in other cases, can be by 0.01-95 % by weight, 0.01-90 % by weight, or 0.1-80 % by weight exists.
When allowed by above-mentioned scope, in one embodiment, multifunctional additive for lubricating oils can comprise fuel detergent of the present invention and can be substantially free of any other solvent.In these embodiments, containing the multifunctional additive for lubricating oils of fuel detergent of the present invention, be pure, because it is containing through adding to improve the material processing characteristic of enriched material, any other solvent of its viscosity for example.Yet in other embodiments, the multifunctional additive for lubricating oils that contains additive of the present invention contains some solvent.
In one embodiment of the invention, additive concentrate composition, or containing the fuel composition of fuel detergent of the present invention can by envrionment temperature to blending under the high temperature of the highest 60 ℃ conventionally or mix described composition component until composition evenly prepare.
In some embodiments, the essentially no nitrogen of fuel additive composition or without nitrogen.In other embodiments, fuel additive composition comprises above-mentioned without nitrogen fuel dope, and comprise can be not without the other additive of nitrogen.
The other performance additive that can be included in compositions of additives of the present invention is described below.
fuel
Fuel composition of the present invention comprises above-mentioned fuel detergent and liquid fuel, and can be used for for explosive motor is for fuel.Fuel can be also the component of above-mentioned compositions of additives.
Be suitable for fuel of the present invention and be not subject to undue restriction.Generally speaking, applicable fuel is for example liquid under room temperature (20-30 ℃) in envrionment conditions conventionally.Liquid fuel can be hydrocarbon fuel, nonhydrocarbon fuel or their mixture.
Hydrocarbon fuel can be petroleum distillate, comprises the gasoline being limited by ASTM standard D4814, or the diesel oil fuel being limited by ASTM standard D975.In one embodiment, liquid fuel is gasoline, and in another embodiment, liquid fuel is white gasoline (non-leaded gasoline).In another embodiment, liquid fuel is diesel oil fuel.Hydrocarbon fuel can be that the hydrocarbon prepared by gas to liquid technique is to comprise for example by the hydrocarbon of preparing such as the technique of Fischer-Tropsch process.
Nonhydrocarbon fuel can contain oxygen composition, is commonly referred to oxygenate (oxygenate), and it comprises alcohol, ether, ketone, carboxylicesters, nitro-paraffin or their mixture.Nonhydrocarbon fuel for example can comprise methyl alcohol, ethanol, butanols, methyl tertiary butyl ether, methyl ethyl ketone, the ester-exchanged oil that derives from plant and animal and/or fat for example rape-seed oil methyl ester and soybean oil methyl ester, and Nitromethane 99Min..
The mixture of hydrocarbon and nonhydrocarbon fuel for example can comprise, gasoline and methyl alcohol and/or ethanol, diesel oil fuel and ethanol and diesel oil fuel and transesterify vegetables oil be rape-seed oil methyl ester and other biologically-derived fuel for example.In one embodiment, liquid fuel is the emulsion of water in hydrocarbon fuel, nonhydrocarbon fuel or their mixture.In some embodiments of the present invention, liquid fuel can have 5000ppm or lower by weight, 1000ppm or lower, 300ppm or lower, 200ppm or lower, 30ppm or lower, or 10ppm or lower sulphur content.
In some embodiments, the essentially no nitrogen of fuel composition or without nitrogen.In other embodiments, fuel composition comprises above-mentioned without nitrogen fuel dope, and comprise can be not without the other additive of nitrogen.
Liquid fuel of the present invention is present in fuel composition by main amount, and main amount is generally and is greater than 95 % by weight, in other embodiments, by being greater than 97 % by weight, being greater than 99.5 % by weight or being greater than 99.9 % by weight existence.
other performance additive
Compositions of additives of the present invention and fuel composition can further comprise one or more other performance additive.Other performance additive can be added in fuel composition, and this depends on some factors, comprises the type of explosive motor and by the type of the fuel for this engine, quality of fuel and working conditions that will this engine of operation.In some embodiments, the other performance additive of interpolation is nonnitrogenous.In other embodiments, other performance additive can be nitrogenous.
Other performance additive can comprise: antioxidant is sterically hindered phenol or derivatives thereof and/or diarylamine or derivatives thereof for example; Inhibiter is alkenyl succinic acid for example; And/or the purification agent/dispersant additives except fuel detergent of the present invention, for example polyetheramine or nitrogenous purification agent, include but not limited to PIB amine dispersion agent, quaternary salt dispersion agent and succinimide dispersants.
Other performance additive can also comprise: cold flow improver is the multipolymer of maleic anhydride and cinnamic esterified copolymer and/or ethene and vinyl-acetic ester for example; Froth suppressor is silicone fluid for example; Emulsion splitter is polyalkoxylated alcohol for example; Lubricant is aliphatic carboxylic acid for example; Metal passivator is aromatic triazole or derivatives thereof for example, includes but not limited to benzotriazole; And/or valve seat shrinkage depression additive (valve-seat recession additive), for example basic metal sulfosuccinate.Described other additive can also comprise biocide; Static inhibitor, frostproofer, liquid agent be mineral oil and/or poly-(alpha-olefin) and/or polyethers for example, and combustion improving agent for example octane or n-Hexadecane improving agent.
The other performance additive may reside in fuel additive composition of the present invention and fuel composition for example also comprises, for example, by making di-carboxylic acid (tartrate) and/or tribasic carboxylic acid (citric acid) and amine and/or alcohol, optionally, under known esterifying catalyst exists, react two-ester, two-acid amides, ester-acid amide and ester-imide friction improver of preparation.These friction improvers (be conventionally derived from tartrate, citric acid, or their derivative) can be derived from the amine of branching and/or alcohol so that friction improver itself to be had in the structure that a large amount of branched hydrocarbyl radical are present in it.The example that is used for preparing the applicable branching alcohol of these friction improvers comprises 2-Ethylhexyl Alcohol, different tridecyl alcohol, Guerbet alcohol (Guerbet alcohol), or their mixture.
Described other performance additive can directly be added in additive of the present invention and/or fuel composition separately, but generally they are mixed to form compositions of additives with described without nitrogen fuel detergent additive, or enriched material, then obtain fuel composition with fuel mix.Be described in more detail described additive concentrate composition above.
industrial application
In one embodiment, the present invention can be used for liquid fuel and/or explosive motor, comprises compression ignition engine or spark ignition engine.Explosive motor comprises 2-stroke or the 4-two-stroke engine for fuel with any fuel of describing in gasoline, diesel oil, Sweet natural gas, blend gasoline/alcohol or epimere.Compression ignition engine comprises light-duty and heavy duty diesel engine.Spark ignition engine comprises straight spray petrol engine.
In some other embodiment, the present invention can be used for compositions of additives, because above-mentioned fuel detergent provides the engine deposits of improvement to control, thereby allow the motor performance of improving, include but not limited to the minimizing of the engine power loss that settling causes, the minimizing of fuel economy loss and the minimizing of the engine emission that settling causes that settling causes.
In other other embodiment, compositions of additives of the present invention can be present in the lubricating system of engine for lubricating composition so that described additive.Described additive enters the combustion chamber of engine in can also transferring to combustion chamber by a small amount of described lubricating composition containing additive between the on-stream period of engine, this is owing to the phenomenon that is called " gas leakage ", under this occasion, described lubricating composition, in this case, described compositions of additives is walked around the piston head of cylinder interior, from the lubricating system of engine, moves to combustion chamber.
The nonnitrogenous atom of fuel detergent additive of the present invention is used and referred to term as used herein " without nitrogen " with its common meaning.The invention is not restricted to without nitrogen composition, because other nitrogenous substances can add to, comprise in the composition without nitrogen fuel detergent described herein.Yet in some embodiments, the nitrogen content of compositions of additives of the present invention and/or fuel composition is less than 100ppm, is less than 50ppm, is less than 35ppm or is less than 10ppm (wherein ppm is based on weight: weight is calculated).In other other embodiment, additive of the present invention and/or fuel composition are nonnitrogenous.
Term as used herein " hydrocarbyl substituent " or " hydrocarbyl group " are for its common meaning, and this is well known to those skilled in the art.Specifically, it refers to such group, and it has and is directly connected to the carbon atom of molecule rest part and mainly has hydrocarbon character.The example of alkyl comprises: hydrocarbon substituent,, aliphatic series (for example alkyl or alkenyl), alicyclic (for example cycloalkyl, cycloalkenyl group) substituting group, and aromatics-, the aromatic substituent of aliphatic series-and alicyclic-replace, and for example, via another cyclic substituents partly completing (two substituting groups form ring together) of molecule; The hydrocarbon substituent replacing,, the substituting group that contains non-hydrocarbyl group, in scope of the present invention this non-hydrocarbyl group can not change described substituent main hydrocarbon feature (as, halogen (especially chlorine and fluorine), hydroxyl, alkoxyl group, sulfydryl, alkyl thiol, nitro, nitroso-group and sulphur oxygen base (sulfoxy)); Assorted substituting group, what in scope of the present invention, still mainly have hydrocarbon character also contains the substituting group of the atom except carbon in the ring being originally comprised of carbon atom or chain.Heteroatoms comprises sulphur, oxygen, nitrogen, and comprises that substituting group is as pyridyl, furyl, thienyl and imidazolyl.Generally speaking, in alkyl, with regard to every 10 carbon atoms, will there is no more than 2, preferred no more than 1 non-hydrocarbon substituent; Conventionally, in described alkyl, there is not non-hydrocarbon substituent.
As everyone knows, more above-mentioned materials may interact in end formulation, so that the component of end formulation may be different from initial interpolation those.For example, (for example purification agent) metal ion can move to other acidity or the anionic site of other molecule.The product forming thus, comprises the product forming when the present composition is used in its intended application, may be not easy to describe.Even so, all these variations and reaction product are included in the scope of the present invention; The lubricant compositions of preparing by fusion said components is contained in the present invention.
Embodiment
To further illustrate the present invention by following examples, following examples are illustrated especially favourable embodiment.Although these embodiment are used for illustrating the present invention, they do not intend to limit the present invention.
The sample of test fuel composition, comprises containing the present invention and evaluates their control engine settlings without the sample of some fuel compositions of nitrogen fuel detergent additive, particularly the ability of intake valve settling (IVD).
comparative example 1
Be prepared as follows commercially available nitrogenous additive: (TPC 1105 to make the medium vinylidene 1000Mn of 100pbw polyisobutene
tM, can obtain from Texas Petrochemicals LP) react reaction vessel with 8pbw aldehyde and the poly-alkylamine of 11pbw, this reaction vessel also contains the organic solvent of viscosity controller amount.Lower than 85 ℃, reacting and removing watery distillate from system.Reaction product is nitrogenous additive.
comparative example 2
(TPC 1105 to be derived from medium vinylidene 1000Mn polyisobutene
tM, can obtain from Texas Petrochemicals LP) and the PiB phenol of phenol be well known in the art.It is the comparative example in test below this is used as.This material shows badly as fuel dope, as shown in result below.If lack nitrogen in additive, or more particularly, lack polarity nitrogen base, the performance of this difference is expected.For additive of the present invention, by the same result of expection, because they also lack polarity nitrogen base.
embodiment 1
Be prepared as follows without nitrogen fuel dope: by 1000 grams of medium vinylidene 1000Mn polyisobutene, (TPC 1105
tM, can obtain from Texas Petrochemicals LP) mix with 217 grams of toluene.Then this mixture is added to reaction vessel.In this reaction vessel, add 281.2 grams of ortho-cresols and 122 grams of toluene, and under blanket of nitrogen, stir this system 15 minutes.Through 3 hours, in mode dropwise, 19.9 grams of boron-trifluoride etherates are added in this reaction vessel, stir the mixture in this reaction vessel simultaneously and remain on below 25 ℃.After interpolation completes, the mixture in stirring reaction container is 3 hours at ambient temperature.Then 41.5 grams of lime (lime) and 41.5 grams of Fax-5 flocculating aidss are added in this reaction vessel, then stirred a whole night.Then use sintered glass filter funnel and Fax-5 filter bed to filter this reaction mixture.After filtering, filtrate is added to container and vacuum removal 60 minutes, then further vacuum removal 270 minutes at 0.8 bar and 205 ℃ at 0.8 bar and 110 ℃.Remaining material in container is cooled to 40 ℃ and collection.Collected material is containing having or not nitrogen additive.
embodiment 2
Be prepared as follows without nitrogen fuel dope: (TPC 1105 in reaction vessel, by 165 grams, to be derived from medium vinylidene 1000Mn polyisobutene
tM, can obtain from Texas Petrochemicals LP) and the PiB cresols of toluene (as described in the first part of embodiment 1 above), and 47.8 grams of methyl alcohol and 6.8 grams of paraformaldehydes mixing.Then under blanket of nitrogen, stir this reaction mixture and be heated to 55 ℃.Then, through 70 minutes, by sodium methylate, 32.4 grams of mixtures with 25% active substance in methyl alcohol added under this reaction vessel surface.After charging completes, reaction mixture is heated to 60 ℃, then at this temperature, keep 150 minutes.Then by the cooling envrionment temperature of getting back to of this reaction mixture, be then transferred in rotatory evaporator.At 0.7 bar and 105 ℃, this material is carried out to vacuum removal to remove methyl alcohol.Then cooled product collection.Collected material is containing having or not nitrogen additive.
embodiment 3
Be prepared as follows without nitrogen fuel dope: (TPC 1105 in reaction vessel, by 250 grams, to be derived from medium vinylidene 1000Mn polyisobutene
tM, can obtain and the PiB cresols of toluene (as described in the first part of embodiment 1 above) from Texas Petrochemicals LP, and 73.0 grams of methyl alcohol and 10.2 grams of paraformaldehydes mixing.Then under blanket of nitrogen, stir this reaction mixture and be heated to 55 ℃.Then, through 70 minutes, by sodium methylate, 49.7 grams of mixtures with 25% active substance in methyl alcohol added under this reaction vessel surface.After charging completes, reaction mixture is heated to 60 ℃, then at this temperature, keep 150 minutes.Then by the cooling envrionment temperature of getting back to of this reaction mixture, be then transferred in rotatory evaporator.At 0.7 bar and 70 ℃, this material is carried out to vacuum removal to remove methyl alcohol.Then cooled product collection.Collected material is containing having or not nitrogen additive.
Test above-described embodiment in M111E testing of engine (CEC SG-F-0202), this experimental measurement intake valve settling (IVD).The IVD settling recording in this test is lower, and described detergent additives is more effective.By following processing rate, all embodiment are added in normal benzene test fuel.
Table 1-M111E testing of engine data
*purification agent active substance is defined as derivative PIB phenol
Result shows that embodiment 2 and 3 (containing of the present invention without nitrogen additive) shows the poly-larger purification agent efficiency of alkylphenol amine purification agent than comparative example 1 typical case.
This table also shows that non-nitrogenous PiB phenol of the comparative example 2 produces the performance of the difference of from then on planting additive expection.Contrast, of the present inventionly without nitrogen additive, provide unexpectedly good purification, although lack nitrogen base.
The every piece of document relating to above is all incorporated to herein by reference.In embodiment, or non-ly separately clearly state, all numerical value of stipulating amount, reaction conditions, molecular weight, carbonatoms etc. in this specification sheets should be understood by word and " approximately " modify.Except as otherwise noted, all fraction values shown in this article are weight percents.Except as otherwise noted, it is commercial grade material that the every kind of chemical substance relating to herein or composition should be interpreted as, and they can comprise isomer, by product, derivative and other it has been generally acknowledged that those materials that are present in commercial grade.Yet, not including the amount that provides every kind of chemical composition under any solvent or dilution oil condition, described solvent or thinning oil can be present in business material, except as otherwise noted conventionally.It should be understood that any upper and lower bound amount, scope and the ratio combination independently that provide herein.Similarly, the scope of every kind of key element of the present invention can be used with amount together with the scope of any other key element or amount.The statement of using herein " mainly by ... form " do not allow to comprise and can affect in fact the fundamental characteristics of the composition in research and the material of new features.
In addition, expected that above-mentioned all embodiments can be used alone and be used in combination with above-mentioned all other embodiments, and the present invention's part is thought in these combinations.
Claims (10)
1. comprise the composition without nitrogen purification agent fuel dope being represented by formula I:
Wherein:
R
1hydrogen or the alkyl that contains 1-50 carbon atom independently;
R
2the alkyl containing 1-10 carbon atom independently;
N is 0 or 1; And
If n is 0, R
3hydrogen or the alkyl that contains 1-50 carbon atom independently; If n is 1, R
3it is the alkyl containing 1-50 carbon atom;
R
4it is the alkyl containing 1-150 carbon atom;
Each R
5hydrogen or hydroxyl independently;
R
6be independently hydrogen or containing the alkyl of 1-50 carbon atom or-(R
7)
m-OR
8, R wherein
7the alkyl containing 1-10 carbon atom, R
8be the alkyl containing 1-50 carbon atom, and m is 0 or 1; With
R wherein
1, R
2, R
3, R
4, R
5, R
6, R
7and R
8nonnitrogenous.
2. the composition of claim 1, wherein R
4be derived from the polyisobutene of the number-average molecular weight with 350-5000.
3. the composition of claim 1, wherein said additive is represented by formula II:
Wherein:
R
1hydrogen or the alkyl that contains 1-6 carbon atom;
R
2be methylene radical, and n is 0 or 1;
If n is 0, R
3hydrogen or the alkyl that contains 1-6 carbon atom; If n is 1, R
3it is the alkyl containing 1-6 carbon atom;
R
4be derived from the polyisobutene of the number-average molecular weight with 500-2500;
Each R
5hydrogen or hydroxyl independently; With
R
6be independently hydrogen or containing the alkyl of 1-50 carbon atom or-(R
7)
m-OR
8, R wherein
7the alkyl containing 1-10 carbon atom, R
8be the alkyl containing 1-50 carbon atom, and m is 0 or 1.
4. the composition of claim 3, wherein said additive-package is selected from the mixture of following additive containing two or more:
A) additive being represented by formula II, wherein R
3hydrogen and R
6hydrogen;
B) additive being represented by formula II, wherein R
3alkyl and the R containing 1-6 carbon atom
6hydrogen;
C) additive being represented by formula II, wherein R
3hydrogen and R
6it is the alkyl containing 1-6 carbon atom;
D) additive being represented by formula II, wherein R
3alkyl and the R containing 1-6 carbon atom
6it is the alkyl containing 1-6 carbon atom.
5. the composition of claim 3, wherein:
R
1hydrogen;
R
2be methylene radical independently, and n is 0 or 1;
R
3hydrogen or methyl independently;
R
6hydrogen, hydroxyl or methyl independently.
6. fuel additive composition, comprises:
(a) claim 1 without nitrogen detergent additives;
(b) optional solvent; With
(c) one or more optional other performance additive.
7. the fuel additive composition of claim 6, wherein component (c) comprises antioxidant, inhibiter, other purification agent/dispersant additives, cold fluid, froth suppressor, emulsion splitter, lubricant, metal passivator, valve seat shrinkage depression additive, biocide, static inhibitor, frostproofer, liquid agent, combustion improving agent, friction improver or their some combinations.
8. fuel composition, comprises:
(a) claim 1 without nitrogen detergent additives;
(b) fuel; With
(c) one or more optional other performance additive.
9. the fuel composition of claim 8, wherein component (a) exists by the amount of about 10ppm-2500ppm.
10. the method for operation explosive motor, comprises to described engine and supplies fuel composition, and this fuel composition comprises:
(a) by formula I, represented without nitrogen detergent additives; With
(b) fuel;
Wherein:
R
1hydrogen or the alkyl that contains 1-50 carbon atom independently;
R
2the alkyl containing 1-10 carbon atom independently;
N is 0 or 1;
If n is 0, R
3hydrogen or the alkyl that contains 1-50 carbon atom independently; If n is 1, R
3it is the alkyl containing 1-50 carbon atom;
R
4it is the alkyl containing 1-150 carbon atom;
Each R
5hydrogen or hydroxyl independently;
R
6be independently hydrogen or containing the alkyl of 1-50 carbon atom or-(R
7)
m-OR
8, R wherein
7the alkyl containing 1-10 carbon atom, R
8be the alkyl containing 1-50 carbon atom, and m is 0 or 1; With
R wherein
1, R
2, R
3, R
4, R
5, R
6, R
7and R
8nonnitrogenous.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10807208P | 2008-10-24 | 2008-10-24 | |
| US61/108,072 | 2008-10-24 | ||
| PCT/US2009/061767 WO2010048469A1 (en) | 2008-10-24 | 2009-10-23 | Nitrogen free deposit control fuel additives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102264875A CN102264875A (en) | 2011-11-30 |
| CN102264875B true CN102264875B (en) | 2014-01-22 |
Family
ID=41651417
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200980152043.9A Expired - Fee Related CN102264875B (en) | 2008-10-24 | 2009-10-23 | Nitrogen free deposit control fuel additives |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP2361295B1 (en) |
| CN (1) | CN102264875B (en) |
| AU (1) | AU2009308315A1 (en) |
| BR (1) | BRPI0919787A2 (en) |
| PL (1) | PL2361295T3 (en) |
| WO (1) | WO2010048469A1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102762699B (en) * | 2009-12-17 | 2015-07-29 | 路博润公司 | Fuel dope and their single stage method of preparation is controlled without nitrogen retention |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4273891A (en) * | 1974-03-15 | 1981-06-16 | The Lubrizol Corporation | Hydrocarbon-substituted methylol phenols |
| CN1232864A (en) * | 1998-04-23 | 1999-10-27 | 李宝清 | Separation-free scavenger for fuel system for engine |
| CN1319647A (en) * | 2001-03-20 | 2001-10-31 | 中油燃料油有限公司 | High sulfur heavy fuel desulfurating agent and use thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3306938A (en) * | 1963-10-08 | 1967-02-28 | Gen Aniline & Film Corp | Dialkylol alkylphenol process |
| US5399277A (en) * | 1993-10-08 | 1995-03-21 | Exxon Chemical Patents Inc. | Fuel and lubricant additives derived from dihydroxyaromatic compounds |
| JP2000229900A (en) * | 1999-02-09 | 2000-08-22 | Mitsubishi Materials Corp | Method for producing aromatic compound having hydroxyl group |
| US7402186B2 (en) * | 2004-02-09 | 2008-07-22 | The Lubrizol Corporation | Fuel composition containing a medium substantially free of sulphur and process thereof |
-
2009
- 2009-10-23 WO PCT/US2009/061767 patent/WO2010048469A1/en active Application Filing
- 2009-10-23 PL PL09744556T patent/PL2361295T3/en unknown
- 2009-10-23 AU AU2009308315A patent/AU2009308315A1/en not_active Abandoned
- 2009-10-23 CN CN200980152043.9A patent/CN102264875B/en not_active Expired - Fee Related
- 2009-10-23 EP EP09744556.3A patent/EP2361295B1/en not_active Not-in-force
- 2009-10-23 BR BRPI0919787A patent/BRPI0919787A2/en not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4273891A (en) * | 1974-03-15 | 1981-06-16 | The Lubrizol Corporation | Hydrocarbon-substituted methylol phenols |
| CN1232864A (en) * | 1998-04-23 | 1999-10-27 | 李宝清 | Separation-free scavenger for fuel system for engine |
| CN1319647A (en) * | 2001-03-20 | 2001-10-31 | 中油燃料油有限公司 | High sulfur heavy fuel desulfurating agent and use thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2361295A1 (en) | 2011-08-31 |
| CN102264875A (en) | 2011-11-30 |
| BRPI0919787A2 (en) | 2018-05-29 |
| EP2361295B1 (en) | 2017-03-15 |
| AU2009308315A1 (en) | 2010-04-29 |
| WO2010048469A1 (en) | 2010-04-29 |
| PL2361295T3 (en) | 2017-09-29 |
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