CN101058754A - Additives for minimizing injector fouling and valve deposits and their uses - Google Patents
Additives for minimizing injector fouling and valve deposits and their uses Download PDFInfo
- Publication number
- CN101058754A CN101058754A CNA2007101035402A CN200710103540A CN101058754A CN 101058754 A CN101058754 A CN 101058754A CN A2007101035402 A CNA2007101035402 A CN A2007101035402A CN 200710103540 A CN200710103540 A CN 200710103540A CN 101058754 A CN101058754 A CN 101058754A
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- CN
- China
- Prior art keywords
- polyalkylene
- alkenyl
- polymkeric substance
- molecular
- weight average
- 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
Links
- 239000000654 additive Substances 0.000 title claims description 30
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims abstract description 170
- 150000001412 amines Chemical class 0.000 claims abstract description 158
- 229920001281 polyalkylene Polymers 0.000 claims abstract description 146
- 239000000203 mixture Substances 0.000 claims abstract description 141
- 229960002317 succinimide Drugs 0.000 claims abstract description 85
- 239000000446 fuel Substances 0.000 claims abstract description 79
- 238000006243 chemical reaction Methods 0.000 claims abstract description 65
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 43
- 239000000126 substance Substances 0.000 claims description 140
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 claims description 104
- 239000003795 chemical substances by application Substances 0.000 claims description 92
- 238000000746 purification Methods 0.000 claims description 76
- 229920005652 polyisobutylene succinic anhydride Polymers 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 31
- 230000000996 additive effect Effects 0.000 claims description 21
- 239000004215 Carbon black (E152) Substances 0.000 claims description 17
- 229930195733 hydrocarbon Natural products 0.000 claims description 17
- 150000002430 hydrocarbons Chemical class 0.000 claims description 17
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 15
- 239000003502 gasoline Substances 0.000 claims description 13
- 239000007921 spray Substances 0.000 claims description 8
- 239000002131 composite material Substances 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 abstract description 8
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 abstract description 3
- 229940014800 succinic anhydride Drugs 0.000 abstract description 3
- 239000003599 detergent Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 description 31
- -1 sterilant Substances 0.000 description 29
- 125000004433 nitrogen atom Chemical group N* 0.000 description 27
- 125000004432 carbon atom Chemical group C* 0.000 description 24
- 150000001896 cresols Chemical class 0.000 description 21
- 150000001875 compounds Chemical class 0.000 description 16
- 229910052757 nitrogen Inorganic materials 0.000 description 16
- 229920000768 polyamine Polymers 0.000 description 16
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical group O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 15
- 229920002367 Polyisobutene Polymers 0.000 description 15
- 150000001299 aldehydes Chemical class 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 14
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 13
- 239000012530 fluid Substances 0.000 description 11
- 125000001302 tertiary amino group Chemical group 0.000 description 11
- 125000002947 alkylene group Chemical group 0.000 description 10
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 10
- 239000000295 fuel oil Substances 0.000 description 10
- 239000002199 base oil Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 239000007789 gas Substances 0.000 description 8
- 238000004140 cleaning Methods 0.000 description 7
- 229920001083 polybutene Polymers 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000000853 cresyl group Polymers C1(=CC=C(C=C1)C)* 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 239000000376 reactant Substances 0.000 description 6
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 5
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 238000002485 combustion reaction Methods 0.000 description 5
- 150000004985 diamines Chemical class 0.000 description 5
- 239000010687 lubricating oil Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical group O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 125000001118 alkylidene group Chemical group 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000006184 cosolvent Substances 0.000 description 3
- 239000013530 defoamer Substances 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical group CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 150000003141 primary amines Chemical group 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 230000003068 static effect Effects 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
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N Furaldehyde Natural products O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 230000002152 alkylating effect Effects 0.000 description 2
- 230000029936 alkylation Effects 0.000 description 2
- 238000005804 alkylation reaction Methods 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- RNBPZDMYBPAWFS-UHFFFAOYSA-N 2-(2-tert-butylpiperazin-1-yl)ethanamine Chemical compound C(C)(C)(C)C1N(CCNC1)CCN RNBPZDMYBPAWFS-UHFFFAOYSA-N 0.000 description 1
- CDMGNVWZXRKJNS-UHFFFAOYSA-N 2-benzylphenol Chemical compound OC1=CC=CC=C1CC1=CC=CC=C1 CDMGNVWZXRKJNS-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- UODUDYJXJCRAOK-UHFFFAOYSA-N CCCCCCCCCCCN=CC Chemical class CCCCCCCCCCCN=CC UODUDYJXJCRAOK-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-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
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 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
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 150000003934 aromatic aldehydes Chemical group 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- XZKRXPZXQLARHH-UHFFFAOYSA-N buta-1,3-dienylbenzene Chemical compound C=CC=CC1=CC=CC=C1 XZKRXPZXQLARHH-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical group CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 150000002192 fatty aldehydes Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- CNUDBTRUORMMPA-UHFFFAOYSA-N formylthiophene Chemical compound O=CC1=CC=CS1 CNUDBTRUORMMPA-UHFFFAOYSA-N 0.000 description 1
- 239000002816 fuel additive Substances 0.000 description 1
- FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
- PQEAPSFJFKCYAH-UHFFFAOYSA-N naphthalen-1-ol toluene Chemical class C1(=CC=CC2=CC=CC=C12)O.C1(=CC=CC=C1)C PQEAPSFJFKCYAH-UHFFFAOYSA-N 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- SZLZWPPUNLXJEA-QEGASFHISA-N rescinnamine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)\C=C\C1=CC(OC)=C(OC)C(OC)=C1 SZLZWPPUNLXJEA-QEGASFHISA-N 0.000 description 1
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- HVZJRWJGKQPSFL-UHFFFAOYSA-N tert-Amyl methyl ether Chemical compound CCC(C)(C)OC HVZJRWJGKQPSFL-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
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
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/224—Amides; Imides carboxylic acid amides, imides
-
- 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)
-
- 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
- C10L1/06—Liquid carbonaceous fuels essentially based on blends of hydrocarbons for spark 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
- C10L1/18—Organic compounds containing oxygen
- C10L1/188—Carboxylic acids; metal salts thereof
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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
- C10L1/234—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
- 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
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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
- C10L2270/00—Specifically adapted fuels
- C10L2270/02—Specifically adapted fuels for internal combustion engines
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Abstract
This invention relates to compositions for use in minimizing injector fouling, such as in fuel injectors, and preventing deposits in valves, such as intake valves, comprising (a) a Mannich detergent and (b) a succinimide that comprises a reaction product of (i) an alkenyl-substituted succinic anhydride having an average molecular weight of about 250 to about 3000 and (ii) an amine-containing polyalkylene polymer having an average molecular weight of about 100 to about 750, wherein the alkenyl-substituted succinic anhydride and the amine-containing polyalkylene polymer are present in the reaction at a molar ratio of about 2.0:1.0 to about 1.0:1.3.
Description
Technical field
The present invention relates to be used for minimize spray nozzle clogging for example in fuel oil atomizer and the sedimental composition in check valve such as the intake valve, said composition comprises (a) Mannich purification agent and (b) specific succinimide.
Background technology
Use has not been quickened sedimental accumulation in intake system with the traditional fuel of purification agent and anticorrosive additive, especially at the nozzle position, will cause like this stopping up, perhaps even in the combustion chamber, this be by polarity aromatic compound and vestige lubricant exist caused.
Accumulation of deposits is inhibited to fuel vaporization, and this can cause the increase of fuel consumption, the increase of the discharging of pollutent and cigarette, and above-mentioned these problems are more serious when quickening, and cause noise to increase at last.
Stop up this problem in order to overcome engine, periodically the parts of clog cleaning, particularly nozzle are feasible.But if things go on like this, it is very expensive that this method becomes.
Another reduces because of settling stops up the engine method of (comprising nozzle), just is to use purification agent, and this purification agent can be absorbed in metallic surface, the settling that suppresses sedimental formation and/or produced by the washing nozzle removal.The example of above-mentioned purification agent is the condensation product of polyalkenyl (polyalkenyl) succinyl oxide and polyamines, and for example tetren (" TEPA ") is seen U.S. Patent No. 3,172,892.
Summary of the invention
Composition of the present invention can be used as purification agent to be suppressed sedimental formation and/or remove the settling that has formed in nozzle (as fuel oil atomizer) and/or valve (comprising intake valve).
On the one hand, disclosed by the invention is a kind of New-type fuel composition, said composition comprises or basic composition is: (a) Mannich purification agent and (b) succinimide, this succinimide is (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 is the reaction product of the polyalkylene polymkeric substance that contains amine (polyalkylene polymer) of about 100-about 750 with (ii) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.On the one hand, the molecular-weight average of the alkenyl substitutents of the succinyl oxide of alkenyl-replacement group is about 200-about 2950.On the other hand, the succinyl oxide of alkenyl-replacement is a polyisobutylene succinic anhydride.On the one hand, the molecular-weight average of polyisobutylene succinic anhydride is about 600-about 2000.On the other hand, the molecular-weight average of the alkenyl substitutents of polyisobutylene succinic anhydride group is about 200-about 2950.
On the one hand, the molecular-weight average that contains the polyalkylene polymkeric substance of amine is about 125-about 650.On the other hand, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 4 nitrogen-atoms.Yet on the other hand, the average nitrogen-atoms number of per molecule that contains the polyalkylene polymkeric substance of amine is about 18.0 of about 3.0-.In others, the polyalkylene polymkeric substance that contains amine is a tetren.
On the one hand, the Mannich purification agent comprises the reaction product of hydroxyaromatic compounds, aldehyde and at least a amine of at least a alkyl-replacement.On the one hand, the hydroxyaromatic compounds of alkyl-replacement is the cresols of alkyl-replacement.On the other hand, the cresols of alkyl-replacement is poly-butylphenol (polybutylphneol).On the one hand, the molecular-weight average of poly-butylphenol is about 750-about 1200.On the other hand, amine comprises at least a aliphatie diamine, and this aliphatie diamine contains a uncle or parahelium group and a tertiary amino group in molecule.On the one hand, amine comprises dibutylamine.On the one hand, aldehyde is formaldehyde.On the one hand, the hydroxyaromatic compounds of alkyl-replacement is the cresols of alkyl-replacement, and aldehyde is formaldehyde, and amine is dibutylamine.
On the one hand, said composition contains additive in addition, and this additive is selected from carrier fluid, friction improver, purification agent, dispersion agent, anti-valve seat reductive agent (anti-valve-seat reducing agent), combustion improving agent, oxidation inhibitor, thermo-stabilizer, anti-icing agent, octane promoter, sanitas, demisting agent, metal passivator, defoamer, sterilant, cosolvent, bag compatilizer (package compatibiliser), lubricant, static inhibitor, flow improver, dyestuff, markers, cold flow additive and emulsion splitter.
On the other hand, the present invention relates to a kind of new type gasoline composition, said composition comprises or basic composition is: (a) hydrocarbon, (b) Mannich purification agent, (c) succinimide, this succinimide is (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 with (ii) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.On the one hand, Mannich purification agent and succinimide exist with very little amount separately.On the other hand, hydrocarbon comprises spark ignition fuel.On the one hand, this spark ignition fuel comprises gasoline.On the other hand, this spark ignition fuel comprises the mixture and the oxygenatedchemicals (oxygenated compound) that dissolves in fuel of the hydrocarbon of gasoline boiling range.
On the one hand, the molecular-weight average of the alkenyl substitutents of the succinyl oxide of alkenyl-replacement group is about 200-about 2950.On the other hand, the succinyl oxide of alkenyl-replacement is a polyisobutylene succinic anhydride.On the one hand, the molecular-weight average of polyisobutylene succinic anhydride is about 600-about 2000.On the other hand, the molecular-weight average of the alkenyl substitutents of polyisobutylene succinic anhydride group is about 200-2950.
On the one hand, the molecular-weight average that contains the polyalkylene polymkeric substance of amine is about 125-about 650.On the other hand, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 4 nitrogen-atoms.Yet on the other hand, the average nitrogen-atoms number of per molecule that contains the polyalkylene polymkeric substance of amine is about 18.0 of about 3.0-.In others, the polyalkylene polymkeric substance that contains amine is a tetren.
On the one hand, the Mannich purification agent comprises the reaction product of hydroxyaromatic compounds, aldehyde and at least a amine of at least a alkyl-replacement.On the one hand, the hydroxyaromatic compounds of alkyl-replacement is the cresols of alkyl-replacement.On the other hand, the cresols of alkyl-replacement is poly-butylphenol.On the one hand, poly-butylphenol molecular-weight average is about 750-about 1200.On the other hand, amine comprises at least a aliphatie diamine, and this aliphatie diamine contains a uncle or parahelium group and a tertiary amino group in molecule.On the one hand, amine comprises dibutylamine.On the one hand, aldehyde is formaldehyde.On the one hand, the hydroxyaromatic compounds of alkyl-replacement is the cresols of alkyl-replacement, and aldehyde is formaldehyde, and amine is dibutylamine.On the one hand, succinyl oxide and Mannich purification agent content separately are the about 500ppm of about 0.5-(1,000,000/portion).
On the one hand, said composition contains additive in addition, and this additive is selected from carrier fluid, friction improver, purification agent, dispersion agent, anti-valve seat reductive agent, combustion improving agent, oxidation inhibitor, thermo-stabilizer, anti-icing agent, octane promoter, sanitas, demisting agent, metal passivator, defoamer, sterilant, cosolvent, bag compatilizer, lubricant, static inhibitor, flow improver, dyestuff, markers, cold flow additive and emulsion splitter.
On the other hand, the present invention relates to a kind of composite additive for gasoline, said composition comprises or basic composition is: (a) Mannich purification agent and (b) succinimide, this succinimide is (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 with (ii) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
More advance on the one hand, the present invention relates to a kind of method that suppresses nozzle such as fuel oil atomizer obstruction, comprise nozzle is contacted with a kind of composition, said composition comprises or basic composition is: (a) Mannich purification agent and (b) succinimide, this succinimide is (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 with (ii) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
On the other hand, the present invention relates to the sedimental method in a kind of check valve such as the intake valve, comprise valve is contacted with a kind of novel compositions, said composition comprises or basic composition is: (a) Mannich purification agent and (b) succinimide, this succinimide is (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 with (ii) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
On the other hand, the present invention relates to a kind of engine that comprises a kind of novel compositions, said composition comprises or basic composition is: (a) Mannich purification agent and (b) succinimide, this succinimide is (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 with (ii) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
Embodiment
The present invention relates to a kind of New-type fuel composition, said composition comprises or basic composition is: (a) Mannich purification agent and (b) succinimide, this succinimide is (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 with (ii) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
Here employed singulative " a " or " an " or " the " comprise that plural number refers to, unless in invention clear pointing out.For example, " succinyl oxide of alkenyl-replacement " comprises the composition of the succinyl oxide that only contains a kind of specific chains thiazolinyl-replacement and contains the composition of the mixture of succinic anhydride of alkenyl-replacement.
Term " about " among the present invention is included in the experimental error scope in any measuring process.
Term among the present invention " in this reaction (existence) " refers to, and the starting material that are used for preparing succinimide included in novel compositions can react mixed and/or blend under the condition that generates succinimide.
The present invention has not only provided a kind of gasoline dope enriched material, and the while has also provided a kind of gasoline product fuel product or has been added with the Fuel Petroleum product of additive.
The Mannich purification agent
Mannich purification agent used in novel compositions can be reacted in mannich condensation reaction by hydroxyaromatic compounds, aldehyde and the amine of alkyl-replacement and prepare, as described in the invention.
The example of hydroxyaromatic compounds that can be used for preparing the suitable alkyl-replacement of Mannich purification agent includes but not limited to, poly-third phenol (by phenol and the preparation of polypropylene alkylated reaction), poly-fourth phenol (by phenol and polybutene and/or polyisobutylene alkylate prepared in reaction), the poly-propyl phenoxy of poly-butyl-co-(by phenol and butylene copolymer and/or butylene and the preparation of propylene alkylated reaction), poly-propyl group cresols (by cresols and the preparation of polypropylene alkylated reaction), poly-butyl cresols (by cresols and polybutene and/or polyisobutylene alkylate prepared in reaction), the poly-propyl group cresols of poly-butyl-co-(by cresols and butylene copolymer and/or butylene and the preparation of propylene alkylated reaction).Other similar long chain alkylphenol also can use.Example includes but not limited to, by butylene and/or iso-butylene and/or propylene and one or more can with the monoene comonomer of its copolymerization (for example, ethene, the 1-amylene, the 1-hexene, 1-octene, 1-decene, or the like) alkylating phenol of multipolymer or cresols, wherein copolymer molecule contains butylene and/or iso-butylene and/or the propylene units of at least 50 weight %.With the comonomer of propylene or described butene polymerization can be aliphatic, also can comprise non-aliphatic group, for example, vinylbenzene, o-methyl styrene, p-methylstyrene, Vinylstyrene etc.Like this, being used for preparing the resulting polymers of hydroxyaromatic compounds of alkyl-replacement and multipolymer is the aliphatic hydrocarbon polymkeric substance on substantially.
In one embodiment, the hydroxyaromatic compounds of alkyl-replacement is poly-fourth phenol (by phenol and the preparation of polybutene alkylated reaction).In another embodiment, the hydroxyaromatic compounds of alkyl-replacement is poly-butyl cresols (by cresols and the preparation of polybutene alkylated reaction).Unless specialize, term " polybutene " is using in general sense, comprise that 1-butylene or iso-butylene by " pure " or " pure basically " prepare and polymkeric substance that gets and the polymkeric substance that is got by the mixture preparation of the two or all three kinds in 1-butylene, 2-butylene and the iso-butylene.This base polymer of technical grade may also contain a spot of other alkene.So-called high reaction activity polybutene contains a high proportion of relatively polymer molecule with terminal vinylidene group, by for example in U.S. Patent No. 4,152,499 and W.GermanOffenlegungsschrift 29 04 314 in the method described form, it also is applicable to preparation long chain alkylating phenol or cresols reactant.
Use alkylation catalyst, for example BF
3, can be in the about 200 ℃ temperature range of about 50-with alkylation of hydroxyaromatic compounds.Chain alkyl substituted radical on the phenyl ring of phenol or cresols molecule is to obtain by the polyolefine of molecular-weight average for about 500-about 3000, and described molecular weight is as determining by gel permeation chromatography (" GPC ").In one embodiment, polyolefinic molecular-weight average is about 500-about 2000.
In one embodiment, the polyolefinic polymolecularity (weight average molecular weight/molecular-weight average) of the chain alkyl substituted radical that is used for deriving on the phenyl ring of phenol or cresols molecule is about 4 for about 1-, as definite by GPC.In another embodiment, be used for deriving on the phenyl ring of phenol or the cresols molecule polyolefinic polymolecularity of chain alkyl substituted radical is about 1-about 2.
The Mannich purification agent can be by long chain alkylphenol or the preparation of chain alkyl cresols.But other phenolic compound also can be used, and includes but not limited to Resorcinol, Resorcinol, pyrocatechol, xylenol, xenol, benzylphenol, styroyl phenol, the derivative of the high-molecular weight alkyl-replacement of naphthols and toluene naphthols.
In one embodiment, the Mannich purification agent is synthesized into by poly-alkylphenol or poly-alkylated cresol, for example, but is not limited to, poly-propyl phenoxy, poly-butylphenol, poly-propyl group cresols and poly-butyl cresols.In another embodiment, this Mannich purification agent is that poly-alkylphenol that contains alkyl substituent group or the poly-alkylated cresol of about 650-about 1500 is synthetic by molecular-weight average.In another embodiment, this Mannich purification agent is that poly-alkylphenol that contains alkyl substituent group or the poly-alkylated cresol of about 800-about 1300 is synthetic by molecular-weight average.
In one embodiment, the Mannich purification agent is synthesized into by poly-alkylated cresol, for example, but is not limited to, and poly-propyl group cresols and poly-butyl cresols are synthetic.In another embodiment, this Mannich purification agent is that the poly-alkylated cresol that contains alkyl substituent group of about 650-about 1500 is synthetic by molecular-weight average.In another embodiment, this Mannich purification agent is that poly-alkylphenol that contains alkyl substituent group or the poly-alkylated cresol of about 800-about 1300 is synthetic by molecular-weight average.
In one embodiment, the Mannich purification agent is synthesized into by poly-butyl cresols.In another embodiment, this Mannich purification agent is that the poly-butyl cresols that contains alkyl substituent group of about 650-about 1500 is synthetic by molecular-weight average.In another embodiment, this Mannich purification agent is that the poly-butyl cresols that contains alkyl substituent group of about 800-about 1300 is synthetic by molecular-weight average.
Be fit to be used for the amine of prepared in reaction Mannich purification agent, include but not limited to, in molecule, contain the uncle of at least one appropriate reaction or the alkylene polyamine of secondary amino group.In polyamines, also can there be other suitable substituents group, for example hydroxyl, cyano group and amide group.
In one embodiment, being used for the alkylene polyamine of prepared in reaction Mannich purification agent is polyethylene polyamine.Suitable alkylene polyamine reactant includes but not limited to, ethylene diamine, diethylenetriamine, Triethylenetetramine (TETA), tetren, penten, six ethylidene, seven amine, seven ethylidene, eight amine, eight ethylidene, nine amine, nine ethylidene, ten amine, ten ethylidene undecylamines and having corresponding to general formula H
2N-(CH
2-CH
2-NH-)
nThe mixture of these polyamines of the nitrogen content of the alkylene polyamine of H (wherein n is the integer of 1-10).Corresponding propylidene polyamines also is suitable reactant.Alkylene polyamine can be by ammonia and for example dichloro alkane reaction preparation of alkylene dihalide.Therefore, be suitable alkylene polyamine reactant by the ammonia of 2-11 mole and the alkylene polyamine that contains 2-6 carbon atom and the dichloro alkane reaction acquisition of chlorine on different carbon atoms of 1-10 mole.
In another embodiment, being used for the amine of prepared in reaction Mannich purification agent is the aliphatie diamine that contains a uncle or a parahelium group and a tertiary amino group in molecule.The example of suitable polyamines includes but not limited to, N, N, N "; N "-tetraalkyl two alkylene triamine (two terminal tertiary amino groups and a centre primary amino group), N, N, N ', N " tetraalkyl three alkylidene group tetramines (terminal tertiary amino group; tertiary amino group and a terminal primary amine groups in the middle of two); N, N, N '; N " N -five alkyl three alkylidene group tetramines (a terminal tertiary amino group, two middle tertiary amino groups and a terminal parahelium group), N, N-dihydroxyalkyl-α, ω-Alkylenediamine (a terminal tertiary amino group, a terminal primary amine groups), N, N, N '-three hydroxyalkyls-α, ω-Alkylenediamine (a terminal tertiary amino group, a terminal parahelium group), three (dialkyl aminoalkyl) aminoalkyl group methane (three terminal tertiary amino groups and a terminal primary amine groups) and similar compound, alkyl wherein is identical or different, and each can contain and be no more than 12 carbon atoms, and preferably each contains 1-4 carbon atom.In one embodiment, alkyl is methyl and/or ethyl.In another embodiment, polyamine reactant is N, N-dialkyl group-α, ω-Alkylenediamine, for example contain about 6 carbon atoms of 3-and contain those of about 12 carbon atoms of 1-in alkylidene group in each alkyl, most preferably alkyl is identical, but also can be different.In another embodiment, polyamine reactant is N, N-dimethyl-1,3-propylene diamine.
Contain an example that can participate in the polyamines of reactive primary or secondary amino group of mannich condensation reaction and the sterically hindered amino that at least one can not obviously participate in mannich condensation reaction directly and include but not limited to N-(tertiary butyl)-1, the 3-propylene diamine, N-(neo-pentyl)-1, the 3-propylene diamine, N-(tertiary butyl)-1-methyl isophthalic acid, 2-quadrol, N-(tertiary butyl)-1-methyl isophthalic acid, the 3-propylene diamine, 3,5-two (tertiary butyl) aminoethylpiperazine.
In one embodiment, being used for reacting the amine that synthesizes the Mannich purification agent is dibutylamine.What can be used for synthetic Mannich purification agent here equally is dimethylamine, diethylamine and dipropyl amine.Here equally usefully mixed alkyl amine, for example mixture of second propylamine, third butylamine and monoalkylamine and dialkylamine.Here monoamine is useful equally.
The example that can be used for preparing the aldehyde of Mannich purification agent includes but not limited to fatty aldehyde.In one embodiment, aldehyde is formaldehyde, acetaldehyde, propionic aldehyde, butyraldehyde, valeral, hexanal, enanthaldehyde or Shi Baquan.In another embodiment, aldehyde is aromatic aldehyde, for example benzaldehyde or salicylic aldehyde.In another embodiment, aldehyde is heterocyclic aldehydes, for example furfural or thiophene aldehyde.In another other embodiment, used the reagent that produces formaldehyde, for example polyoxymethylene or formalin such as formalin.In another embodiment, aldehyde is formaldehyde or formalin.
Condensation reaction between the hydroxyaromatic compounds of alkyl-replacement, amine and aldehyde can be carried out at about 40 ℃-Yue 200 ℃.Reaction can be carried out (not having thinner or solvent) in body, perhaps carry out in solvent or thinner.In reaction process, formed water and can remove by component distillation.In one embodiment, hydroxyaromatic compounds, amine and the aldehyde of Mannich purification agent by making alkyl-replacement prepares by mol ratio 1.0: 0.5-2.0: 1.0-2.0 reaction separately.
Succinimide
(i) succinyl oxide of alkenyl-replacement
The succinyl oxide average molecular weight that obtains being contained in the alkenyl-replacement of the reaction product in the composition disclosed in this invention with the polyalkylene polymer reaction that contains amine is about 250-about 3000.In one embodiment, the molecular-weight average of the succinyl oxide of alkenyl-replacement is about 500-about 2500.In another embodiment, the molecular-weight average of the succinyl oxide of alkenyl-replacement is about 600-about 2000.In another embodiment, the molecular-weight average of the succinyl oxide of alkenyl-replacement is about 750-about 1500.In another other embodiment, the molecular-weight average of the succinyl oxide of alkenyl-replacement is about 900-about 1200.In another embodiment, the molecular-weight average of the succinyl oxide of alkenyl-replacement is about 1050.
In one embodiment, the succinyl oxide of alkenyl-replacement comprises the alkenyl substitutents group of containing on average at least about 30 carbon atoms.In another embodiment, alkenyl substitutents group is contained on average at least about 40 carbon atoms.In another embodiment, alkenyl substitutents group is contained on average at least about 50 carbon atoms.In another other embodiment, alkenyl substitutents group is contained on average at least about 60 carbon atoms.In another embodiment, alkenyl substitutents group is contained on average at least about 75 carbon atoms.In another embodiment, alkenyl substitutents group is contained on average at least about 100 carbon atoms.
In one embodiment, about 150 carbon atoms of average about 30-are contained in alkenyl substitutents group.In another embodiment, about 100 carbon atoms of average about 40-are contained in alkenyl substitutents group.In another embodiment, about 90 carbon atoms of average about 50-are contained in alkenyl substitutents group.In another other embodiment, average about 80 carbon atoms are contained in alkenyl substitutents group.
In one embodiment, the molecular-weight average of alkenyl substitutents group is about 200-about 2950.In another embodiment, the molecular-weight average of alkenyl substitutents group is about 450-about 2450.In another embodiment, the molecular-weight average of alkenyl substitutents group is about 550-about 1950.In another other embodiment, the molecular-weight average of alkenyl substitutents group is about 700-about 1450.In another embodiment, the molecular-weight average of alkenyl substitutents group is about 850-about 1150.In another embodiment, the molecular-weight average of alkenyl substitutents group is about 950.
Randomly, one or more carbon-to-carbon double bonds can be contained in alkenyl substitutents group.
The limiting examples of suitable alkenyl substitutents group comprises: polyethylene, polypropylene, polybutene, poly-(1-hexene), polyisobutene, or poly-(1-butylene), or following mixture: poly-(ethylene/propene), poly-(ethylene/butylene), poly-(propylene/1-hexene), polyisobutene, or poly-(1-butylene).The arbitrarily mixture of these substituted radicals can be contained in alkenyl substitutents group, can choose the carbon atom that comprises different numbers and/or the molecule of molecular weight wantonly.In addition, alkenyl substitutents group can choose wantonly and be substituted.
In one embodiment, alkenyl substitutents group is poly-(iso-butylene).In another embodiment, alkenyl substitutents group is that molecular-weight average is poly-(iso-butylene) of about 200-about 2950.In another embodiment, alkenyl substitutents group is that molecular-weight average is poly-(iso-butylene) of about 450-about 2450.In another other embodiment, alkenyl substitutents group is that molecular-weight average is poly-(iso-butylene) of about 550-about 1950.In another embodiment, alkenyl substitutents group is that molecular-weight average is poly-(iso-butylene) of about 700-about 1450.In another embodiment, alkenyl substitutents group is that molecular-weight average is poly-(iso-butylene) of about 850-about 1150.In another other embodiment, alkenyl substitutents group is that molecular-weight average is about 950 poly-(iso-butylene).
The special case of the succinyl oxide of suitable alkenyl-replacement includes but not limited to, polyisobutylene succinic anhydride (" PIBSA ").In one embodiment, the molecular-weight average of PIBSA is about 250-about 3000.In another embodiment, the molecular-weight average of PIBSA is about 500-about 2500.In another embodiment, the molecular-weight average of PIBSA is about 600-about 2000.In another other embodiment, the molecular-weight average of PIBSA is about 750-about 1500.In another embodiment, the molecular-weight average of PIBSA is about 900-about 1200.In another embodiment, the molecular-weight average of PIBSA is about 1050.
In one embodiment, PIBSA has the polyisobutylene group that contains on average at least about 30 carbon atoms.In another embodiment, PIBSA has the polyisobutylene group that contains on average at least about 40 carbon atoms.In another embodiment, PIBSA has the polyisobutylene group that contains on average at least about 50 carbon atoms.In another other embodiment, PIBSA has the polyisobutylene group that contains on average at least about 60 carbon atoms.In another embodiment, PIBSA has the polyisobutylene group that contains on average at least about 75 carbon atoms.In another embodiment, PIBSA has the polyisobutylene group that contains on average at least about 100 carbon atoms.
In one embodiment, PIBSA has the polyisobutylene group that contains on average at least about about 150 carbon atoms of 30-.In another embodiment, PIBSA has the polyisobutylene group that contains on average at least about about 100 carbon atoms of 40-.In another embodiment, PIBSA has a kind of polyisobutylene group that contains average at least about about 75 carbon atoms of 50-.In another other embodiment, PIBSA has a kind of polyisobutylene group that contains average at least about 60 carbon atoms.
The method of the succinyl oxide of preparation alkenyl-replacement is well known to those skilled in the art.For example, the succinyl oxide of alkenyl-replacement can by a thermal process that is called " alkylene learn (ene cheminstry) " (reference, for example, U.S. Patent No. 3,361,673) and chlorination process (reference, for example, U.S. Patent No. 3,172,892) preparation.
The polyalkylene polymkeric substance (polyalkylene polymer) that (ii) contains amine
The polyalkylene polymkeric substance that contains amine is the straight or branched molecule that contains at least one tertiary amine.The preferably not fatty relatively family's nonsaturation of polyalkylene (polyalkylene group) such as olefinic and the acetylene series nonsaturation, particularly acetylene series nonsaturation that contain the polyalkylene polymkeric substance of amine.The polyalkylene that contains the polyalkylene polymkeric substance of amine will generally be the chain of non-branching.
In one embodiment, the molecular-weight average that contains the polyalkylene polymkeric substance of amine is about 100-about 750.In one embodiment, the molecular-weight average that contains the polyalkylene polymkeric substance of amine is about 150-about 650.In another embodiment, the molecular-weight average that contains the polyalkylene polymkeric substance of amine is about 150-about 500.In another embodiment, the molecular-weight average that contains the polyalkylene polymkeric substance of amine is about 400-about 600.
In one embodiment, the average per molecule polyalkylene polymkeric substance that contains amine contains about 18.0 nitrogen-atoms of the 3.0-that has an appointment.In another embodiment, the average per molecule polyalkylene polymkeric substance that contains amine contains about 17.5 nitrogen-atoms of the 3.5-that has an appointment.In another embodiment, the polyalkylene polymkeric substance that average per molecule contains amine contains about 7.0 nitrogen-atoms of the 3.0-that has an appointment.In another other embodiment, the polyalkylene polymkeric substance that average per molecule contains amine contains about 16.0 nitrogen-atoms of the 8.0-that has an appointment.In another embodiment, the average per molecule polyalkylene polymkeric substance that contains amine contains about 15.5 nitrogen-atoms of the 8.5-that has an appointment.In another embodiment, the polyalkylene polymkeric substance that average per molecule contains amine contains about 15.0 nitrogen-atoms of the 9.0-that has an appointment.
In one embodiment, the average per molecule polyalkylene polymkeric substance that contains amine contains about 9.5 nitrogen-atoms of the 8.5-that has an appointment.In another embodiment, the average per molecule polyalkylene polymkeric substance that contains amine contains about 10.5 nitrogen-atoms of the 9.5-that has an appointment.In another embodiment, the polyalkylene polymkeric substance that average per molecule contains amine contains about 15.5 nitrogen-atoms of the 14.5-that has an appointment.
In one embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 3 nitrogen-atoms.In one embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 4 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 5 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 6 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 7 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 8 nitrogen-atoms.In another other embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 9 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 10 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 11 nitrogen-atoms.In another other embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 12 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 13 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 14 nitrogen-atoms.In another other embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 15 nitrogen-atoms.In another embodiment, the polyalkylene polymkeric substance that contains amine is a kind of mixture, and the wherein main polyalkylene polymkeric substance that contains amine contains per molecule at least about 16 nitrogen-atoms.
The example of the suitable polyalkylene polymkeric substance that contains amine includes but not limited to tetren (" TEPA "), Triethylenetetramine (TETA) (" TETA "), penten (" PEHA "), and diethylenetriamine (" DETA ").In one embodiment, the polyalkylene polymkeric substance that contains amine is TEPA.
The method for preparing succinimide
Described herein novel compositions than other purification agent minimize aspect spray nozzle clogging and the check valve settling more effective.A possible reasonable dismissal that reaches these effects is exactly that this novel compositions is stronger than the polarity of other purification agent.The polarity of cleaning agent composition can be influenced by various factors, comprises employed starting material and raw-material ratio, for example the succinyl oxide of alkenyl-replacement and the polyalkylene polymkeric substance that contains amine used ratio in forming succinimide.
The succinyl oxide of alkenyl-replacement and contain amine the polyalkylene polymkeric substance can about 2.0: the mol ratio that 1.0-is about 1.0: 1.3 is reacted.In one embodiment, the succinyl oxide of alkenyl-replacement and the polyalkylene polymkeric substance that contains amine can about 1.0: 1.0 mol ratio react.
Composition
Novel compositions of the present invention contains (a) Mannich purification agent and (b) succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In one embodiment, this novel compositions is contained in a kind of fuel composition, this novel compositions contains (a) Mannich purification agent and (b) succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In another embodiment, Mannich purification agent and succinimide are added separately in the fuel composition to obtain a kind of novel compositions, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In another embodiment, contain (a) Mannich purification agent and (b) novel compositions of succinimide, this succinimide contain (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 and (ii) molecular-weight average be the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-, be formulated into a kind of compositions of additives such as enriched material, and it can be chosen wantonly and be added in the fuel composition, then fuel composition and engine (as using the engine of spark ignition fuel), nozzle (comprising fuel oil atomizer) and/or valve (as intake valve) contact.
When preparation gasoline composition of the present invention, Mannich purification agent and succinimide, this succinimide contain (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 and (ii) molecular-weight average be the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-, capacity adds respectively, enough to minimize spray nozzle clogging, for example in fuel oil atomizer, or the settling of (in intake valve) in the check valve.Like this, this fuel composition will contain more a spot of for example hydrocarbon of reaction product that settling forms and relatively large basic fuel that is used for controlling or reduces.
The basic fuel that is used to prepare fuel composition of the present invention comprises any basic fuel that is applicable to the spark-ignition internal combustion engine running, for example leaded or vehicle lead-free and aviation spirit, and so-called reformulated gasoline, what this reformulated gasoline comprised the hydrocarbon of gasoline boiling range and dissolved in fuel contains oxygen (oxygenated) dopant as alcohol, ether and other suitable oxygen-containing organic compound.The oxygenate (oxygenate) that is fit to use in the present invention comprises methyl alcohol, ethanol, Virahol, the trimethyl carbinol, mixed C
1-C
5Alcohol, methyl tertiary butyl ether, tert pentyl methyl ether, Ethyl Tertisry Butyl Ether and mixed ether.When using oxygenate, it is about 25% that the volume content in basic fuel will be usually less than, and preferred amount is that to make the volume content of oxygen in total fuel be about 0.5%-about 5%.
In one embodiment, basic fuel contains hydrocarbon.In another embodiment, this hydrocarbon contains spark ignition fuel.In another embodiment, this spark ignition fuel contains gasoline.In another embodiment, this spark ignition fuel contains the mixture and the oxygenatedchemicals that dissolves in fuel of the hydrocarbon of gasoline boiling range.
In another embodiment, in activeconstituents, the amount of the reaction product that contains in the fuel composition will be each composition of about 0.5-about 500 pounds/thousand barrels (" PTB ").In another embodiment, in activeconstituents, fuel composition will contain each composition of the about 100PTB of 2-that has an appointment.In another embodiment, in activeconstituents, fuel composition will contain each composition of the about 90PTB of 3-that has an appointment.
In one embodiment, fuel composition contains the Mannich purification agent of the about 150PTB of 50-that has an appointment and the succinimide of the about 10PTB of about 1-, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In another embodiment, fuel composition contains the Mannich purification agent of the about 100PTB of 75-that has an appointment and the succinimide of the about 7PTB of about 2-, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
In another embodiment, Mannich purification agent and succinimide, this succinimide contain (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 and (ii) molecular-weight average be the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-, can be formulated into a kind of compositions of additives such as enriched material, and it can be chosen wantonly and be added in the fuel composition, then fuel composition and engine (as using the engine of spark ignition fuel), nozzle (comprising fuel oil atomizer) and/or valve (as intake valve) contact.Mannich purification agent and succinimide can utilize a kind of carrier to be formulated in the compositions of additives, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In one embodiment, this carrier is a kind of liquid vehicle fluid.
In one embodiment, Mannich purification agent that contains in the compositions of additives and the succinimide about 80 weight % of about 20 weight %-that respectively do for oneself, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In one embodiment, Mannich purification agent that compositions of additives contains and the succinimide about 50 weight % of 30 weight %-that respectively do for oneself, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
In another embodiment, compositions of additives can comprise the carrier of the about 70 weight % of about 20-.In another embodiment, compositions of additives can comprise the liquid vehicle fluid of the about 50 weight % of about 30-.
Usually, with the activeconstituents is benchmark, the weight ratio of each in carrier and Mannich purification agent and the succinimide will be generally about 1.6: about 2: 1 of 1-, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In one embodiment, with the average assay is benchmark, the weight ratio of each in carrier and Mannich purification agent and the succinimide will be generally about 1.6: about 1: 1 of 1-, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.The base platoon of activeconstituents except, when it forms or back but before adding carrier, the weight of following material: (i) relevant and remain in prepared and the product that uses, the succinyl oxide of unreacted alkenyl-replacement or contain the polyalkylene polymkeric substance of amine, (ii) if any, be used for preparing the solvent of Mannich purification agent and/or succinimide, it is the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
In additive-package of the present invention (package), used carrier is with respect to Mannich purification agent and succinimide, this succinimide contain (i) molecular-weight average for the succinyl oxide of alkenyl-replacement of about 250-about 3000 and (ii) molecular-weight average be the reaction product of the polyalkylene polymkeric substance that contains amine of about 1 00-about 750, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-, in each ratio be to make the fuel composition that contains the dilution additive composition, when being used for engine when (as using the engine of spark ignition fuel), with use identical fuel composition but difference is not comprise the degree of cleaning of the identical engine of the carrier work that contains described novel compositions compares, obtained improved degree of cleaning.
The carrier fluid component of described herein fuel and fuel additive composition also can comprise first base oil that obtains from source of the gas.Source of the gas comprises a lot of materials, Sweet natural gas for example, methane, C
1-C
3Alkane, landfill gas, or the like.These gases can become liquid (GTL) process quilt via gas and change into the liquid hydrocarbon product withdrawn that is suitable as carrier liq, U.S. Patent No. 6,497, and 812 disclose this GTL technology, and its disclosure is by being incorporated herein by reference.With regard to the purpose of present disclosure, " gas " or " source of the gas " refers to that a kind of is the gasiform material under the room temperature normal pressure." liquid " refers to that a kind of mainly is the material of liquid state or fluid state under the room temperature normal pressure.
Carrier fluid or carrier oil via the source of the gas acquisition, hereinafter be called " GTL base oil ", usually viscosity index is greater than about 130, sulphur content contains the stable hydrocarbon (isoparaffin) greater than 90 weight %, the branched chain aliphatic hydrocarbons of about usually 95-100 weight % less than about 0.3 weight %, pour point is less than 15-20 ℃, the NOACK volatility is less than about 15 weight %, and in another embodiment, the NOACK volatility is less than about 10 weight %.The carrier oil component of fuel composition as herein described can contain the GTL oil of the about 100 weight % of the 5-that has an appointment, and all the other are the carrier oil component of conventional base oil.
Thereby conventional basic fuel can choose wantonly with the GTL base oil in conjunction with the natural and synthetic base oil in the I-V class that provides fuel composition, described conventional basic fuel to comprise defined in API (API) the base oil interchangeability guide (Base OilInterchangeability Guidelines).
In addition, in additive-package of the present invention, used carrier is with respect to Mannich disappear clean agent and succinimide, this succinimide contain (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 and (ii) molecular-weight average be the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-, in each ratio be to make the fuel composition that contains the dilution additive composition, when being used for nozzle (as fuel oil atomizer), with use identical fuel composition but difference is not comprise the degree of cleaning of the identical nozzle of the carrier work that contains described novel compositions compares, obtained improved degree of cleaning.
And, in additive-package of the present invention, used carrier is with respect to Mannich purification agent and succinimide, this succinimide contain (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 and (ii) molecular-weight average be the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-, in each ratio be to make the fuel composition that contains the dilution additive composition, when being used for valve (as intake valve), with use identical fuel composition but difference is not comprise the degree of cleaning of the identical valve of the carrier work that contains described novel compositions compares, obtained improved degree of cleaning.
Used compositions of additives can be sneaked in fuel such as the spark ignition fuel individually or in the mode of various sub-portfolios in the preferred fuel of preparation the present invention.In one embodiment, use multifunctional additive for lubricating oils, mix all components simultaneously, because this has utilized when being in the multifunctional additive for lubricating oils form mutual solubility that combination provided of each composition.And, use enriched material to reduce mixing time, reduced and mixed wrong possibility.
Except Mannich purification agent and succinimide, this succinimide contain (i) molecular-weight average for the succinyl oxide of alkenyl-replacements of about 250-about 3000 and (ii) molecular-weight average be the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-, this fuel composition and/or multifunctional additive for lubricating oils can choose wantonly and contain other component.For example, this fuel composition and/or multifunctional additive for lubricating oils can contain one or more in following: carrier fluid, friction improver, purification agent, dispersion agent, anti-valve seat reductive agent, combustion improving agent, oxidation inhibitor, thermo-stabilizer, anti-icing agent, octane promoter, sanitas, demisting agent, metal passivator, defoamer, sterilant, cosolvent, the bag compatilizer, lubricant, static inhibitor, flow improver, dyestuff, markers, cold flow additive and emulsion splitter, or the like.Similarly be, this fuel composition and/or multifunctional additive for lubricating oils can contain an amount of conventional oil blending ingredients, methyl alcohol for example, and ethanol, dialkyl ether, or the like.
One embodiment of the invention comprise a kind of method that reduces the amount of engine deposits, this method comprises a kind of fuel composition is contacted with engine, this fuel composition contains relatively large hydrocarbon and than more a spot of Mannich purification agent of small part and each in the succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In another embodiment, the present invention includes a kind of method that reduces the amount of the engine deposits that use spark ignition fuel, this method comprises a kind of fuel composition is contacted with engine, this fuel composition contains relatively large hydrocarbon and than more a spot of Mannich purification agent of small part and each in the succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
Another embodiment of the invention comprises a kind of method that minimizes spray nozzle clogging, this method comprises fuel composition is contacted with nozzle, this fuel composition contains each in relatively large hydrocarbon and more a spot of Mannich purification agent and the succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In another embodiment, the present invention includes a kind of method that minimizes spray nozzle clogging, this method comprises fuel composition is contacted with fuel oil atomizer, this fuel composition contains each in relatively large a kind of hydrocarbon and more a spot of Mannich purification agent and the succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In another embodiment, the present invention includes a kind of method that minimizes spray nozzle clogging, this method comprises fuel composition is contacted with fuel oil atomizer, this fuel composition contains each in relatively large spark ignition fuel and more a spot of Mannich purification agent and the succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
Another embodiment of the invention comprises the sedimental method of a kind of check valve, this method comprises valve is contacted with fuel composition, this fuel composition contains each in relatively large hydrocarbon and more a spot of Mannich purification agent and the succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In another embodiment, the present invention includes the sedimental method of a kind of inhibition intake valve, this method comprises intake valve is contacted with fuel composition, this fuel composition contains relatively large a kind of hydrocarbon and more a spot of Mannich purification agent and succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.In another embodiment, the present invention includes the sedimental method of a kind of inhibition intake valve, this method comprises fuel oil atomizer is contacted with fuel composition, this fuel composition contains each in relatively large spark ignition fuel and more a spot of Mannich purification agent and the succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
In some embodiments, molecular-weight average can carry out in carrier liq for the reaction between the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide and the molecular-weight average of alkenyl-replacement of about 250-about 3000, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.At the succinyl oxide of alkenyl-replacement with before or after containing the polyalkylene polymer reaction of amine, can then the Mannich purification agent be added in the carrier fluid.
In some embodiments, ready-formed succinimide and an amount of carrier liq mix.Before or after adding succinimide, the Mannich purification agent can mix with carrier liq.If necessary, reaction product can form in solvent that is fit to or carrier liq, mixes with the identical or different carrier fluid of other quantity then.
In some embodiments, the Mannich purification agent can mix with succinimide, and arbitrary then component is mixed with carrier fluid.
All patents and open source literature that this paper quoted are incorporated herein by reference in full.
Embodiment
Embodiment 1
Synthetic PIBSA
178 gram maleic anhydrides and 1435 gram polyisobutene (molecular weight is 950) are added in the reactor.Reaction is warming up to 235 ℃, refluxes 5 hours.
Get blend sample, survey its stripping acid number.Target zone is 1.03-1.07.If the stripping acid number is lower than this target zone, add a spot of maleic anhydride (17-18 gram) again, continue reaction until satisfying target.
Subsequently, excessive maleic anhydride is removed from reactor by stripping 2 hours under 230-235 ℃ and 60-70mmHg vacuum condition.
Embodiment 2
The ambroid imide
The PIBSA of embodiment 1 adds in the reactor under nitrogen, is warming up to 167 ℃.Add the TEPA of about 300 grams subsequently, the mol ratio of PIBSA and TEPA is 1.0: 1.0 like this.The speed that TEPA adds in the PIBSA mixture depends on foam number.
Slowly vacuum is changed to 70mmHg.Then with about 2.5 hours of water stripping from reactor.
Then at 150 ℃ of following filter materials.
Nitrogen gas concn is 6.2-6.4%, and total basicnumber is 140-160.Infrared and C
13NMR spectrum has all shown the carbonyl peak of wishing.
The viscosity number of product under 100 ℃ typically greater than 2300cSt.
Embodiment 3
The result of PFI bench testing
Various additive-package the results are shown in following table 1.
Table 1
| Additive | Processing rate (PTB) | The fluid loss % of 44 circulation times |
| Do not have | 0 | 32.0 |
| Do not have | 0 | 48.5 |
| The Mannich purification agent * | 80 | 23.8 |
| The Mannich purification agent * | 80 | 43.0 |
| Mannich | 80/3 | 16.3 |
| The Mannich purification agent */ succinimide + | 80/3 | 6.3 |
*Mannich purification agent bag, it contains the succinimide of 1.6PTB, this succinimide be PIBSA and TEPA with 1.6: 1.0 molar ratio reaction and reaction product.
+Used succinimide be PIBSA and TEPA with 1.0: 1.0 molar ratio reaction and reaction product.
Claims (10)
1, a kind of composite additive for gasoline, said composition comprises: (a) Mannich purification agent and (b) succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
2, the described composition of claim 1, wherein the molecular-weight average of the succinyl oxide of alkenyl-replacement is about 600-about 2000.
3, the described composition of claim 1, wherein the succinyl oxide of alkenyl-replacement is a polyisobutylene succinic anhydride, the polyalkylene polymkeric substance that contains amine is a tetren.
4, the described composition of claim 1, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 1.6 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.0 of 1.0-.
5, a kind of Fuel Petroleum composition comprises: (a) hydrocarbon, (b) Mannich purification agent and (c) succinimide, it is the reaction product of the polyalkylene polymkeric substance that contains amine of about 100-about 750 for the succinyl oxide of alkenyl-replacements of about 250-about 3000 with (ii) molecular-weight average that this succinimide contains (i) molecular-weight average, and wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 2.0 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.3 of 1.0-.
6, the described fuel composition of claim 5, wherein the molecular-weight average of the succinyl oxide of alkenyl-replacement is about 600-about 2000.
7, the described fuel composition of claim 5, wherein the succinyl oxide of alkenyl-replacement is a polyisobutylene succinic anhydride, the polyalkylene polymkeric substance that contains amine is a tetren.
8, the described fuel composition of claim 5, wherein the succinyl oxide of alkenyl-replacement is present in the reaction at a molar ratio of about 1.6 with the polyalkylene polymkeric substance that contains amine: about 1.0: 1.0 of 1.0-.
9, a kind of method that suppresses the petrol engine spray nozzle clogging, this method comprise nozzle are contacted with claim 1 or 5 described compositions.
10, the sedimental method of a kind of check valve, this method comprise provides claim 1 or 5 described compositions.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/408196 | 2006-04-20 | ||
| US11/408,196 US20070245621A1 (en) | 2006-04-20 | 2006-04-20 | Additives for minimizing injector fouling and valve deposits and their uses |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101058754A true CN101058754A (en) | 2007-10-24 |
Family
ID=38618087
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2007101035402A Pending CN101058754A (en) | 2006-04-20 | 2007-04-20 | Additives for minimizing injector fouling and valve deposits and their uses |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20070245621A1 (en) |
| KR (1) | KR100836553B1 (en) |
| CN (1) | CN101058754A (en) |
| BE (1) | BE1017882A3 (en) |
| DE (1) | DE102007015453A1 (en) |
| SG (1) | SG136901A1 (en) |
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| CN102649916A (en) * | 2011-02-22 | 2012-08-29 | 雅富顿公司 | Fuel additives to maintain optimum injector performance |
| CN105695007A (en) * | 2016-02-26 | 2016-06-22 | 北京雅士科莱恩石油化工有限公司 | Gasoline cleansing agent containing friction modifier and capable of saving fuel oil and preparation method of gasoline cleansing agent |
| CN106103667A (en) * | 2013-11-18 | 2016-11-09 | 雅富顿化学公司 | Cleanser compositions for the mixing that inlet valve deposits controls |
| CN109134714A (en) * | 2018-08-06 | 2019-01-04 | 新乡市瑞丰新材料股份有限公司 | A kind of production technology of Mannich Base Detergent |
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| US8231695B2 (en) * | 2006-08-09 | 2012-07-31 | Afton Chemical Corporation | Fuel compositions comprising hydrocarbon oil carriers and methods for using the same |
| US8778034B2 (en) | 2006-09-14 | 2014-07-15 | Afton Chemical Corporation | Biodegradable fuel performance additives |
| US20100170829A1 (en) * | 2008-08-15 | 2010-07-08 | Exxonmobil Research And Engineering Company | Polyalkyl succinic anhydride derivatives as additives for fouling mitigation in petroleum refinery processes |
| JP2013514430A (en) * | 2009-12-18 | 2013-04-25 | エクソンモービル リサーチ アンド エンジニアリング カンパニー | Polyalkylene epoxy polyamine additive for soil reduction in hydrocarbon refining process |
| EP2666009A1 (en) | 2011-01-21 | 2013-11-27 | Shell Internationale Research Maatschappij B.V. | Test kit and method for detection of additives in fuel compositions |
| US10273425B2 (en) | 2017-03-13 | 2019-04-30 | Afton Chemical Corporation | Polyol carrier fluids and fuel compositions including polyol carrier fluids |
| US12024686B2 (en) | 2022-09-30 | 2024-07-02 | Afton Chemical Corporation | Gasoline additive composition for improved engine performance |
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| US12134742B2 (en) | 2022-09-30 | 2024-11-05 | Afton Chemical Corporation | Fuel composition |
| US11884890B1 (en) | 2023-02-07 | 2024-01-30 | Afton Chemical Corporation | Gasoline additive composition for improved engine performance |
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- 2007-04-12 SG SG200702715-4A patent/SG136901A1/en unknown
- 2007-04-19 BE BE2007/0189A patent/BE1017882A3/en not_active IP Right Cessation
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102649916A (en) * | 2011-02-22 | 2012-08-29 | 雅富顿公司 | Fuel additives to maintain optimum injector performance |
| CN106103667A (en) * | 2013-11-18 | 2016-11-09 | 雅富顿化学公司 | Cleanser compositions for the mixing that inlet valve deposits controls |
| CN106103667B (en) * | 2013-11-18 | 2019-12-10 | 雅富顿化学公司 | Mixed detergent composition for intake valve deposit control |
| CN105695007A (en) * | 2016-02-26 | 2016-06-22 | 北京雅士科莱恩石油化工有限公司 | Gasoline cleansing agent containing friction modifier and capable of saving fuel oil and preparation method of gasoline cleansing agent |
| CN109134714A (en) * | 2018-08-06 | 2019-01-04 | 新乡市瑞丰新材料股份有限公司 | A kind of production technology of Mannich Base Detergent |
| CN109134714B (en) * | 2018-08-06 | 2020-10-27 | 新乡市瑞丰新材料股份有限公司 | Production process of Mannich base detergent |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20070104274A (en) | 2007-10-25 |
| SG136901A1 (en) | 2007-11-29 |
| BE1017882A3 (en) | 2009-10-06 |
| US20070245621A1 (en) | 2007-10-25 |
| DE102007015453A1 (en) | 2007-12-06 |
| KR100836553B1 (en) | 2008-06-10 |
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Open date: 20071024 |