JPH0762142B2 - Fuel oil composition - Google Patents
Fuel oil compositionInfo
- Publication number
- JPH0762142B2 JPH0762142B2 JP62146244A JP14624487A JPH0762142B2 JP H0762142 B2 JPH0762142 B2 JP H0762142B2 JP 62146244 A JP62146244 A JP 62146244A JP 14624487 A JP14624487 A JP 14624487A JP H0762142 B2 JPH0762142 B2 JP H0762142B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- fuel oil
- compound
- oil
- examples
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000295 fuel oil Substances 0.000 title claims description 27
- 239000000203 mixture Substances 0.000 title claims description 19
- 239000003921 oil Substances 0.000 claims description 33
- -1 vinyl compound Chemical class 0.000 claims description 28
- 229920000642 polymer Polymers 0.000 claims description 18
- 239000010802 sludge Substances 0.000 claims description 16
- 239000004215 Carbon black (E152) Substances 0.000 claims description 14
- 229930195733 hydrocarbon Natural products 0.000 claims description 14
- 150000002430 hydrocarbons Chemical class 0.000 claims description 14
- 230000015572 biosynthetic process Effects 0.000 claims description 12
- 229920002554 vinyl polymer Polymers 0.000 claims description 4
- 239000010771 distillate fuel oil Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 12
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000000654 additive Substances 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 5
- 150000004056 anthraquinones Chemical class 0.000 description 5
- 238000004517 catalytic hydrocracking Methods 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 150000003873 salicylate salts Chemical class 0.000 description 4
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 239000003963 antioxidant agent Substances 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
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 238000004523 catalytic cracking Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 239000003350 kerosene Substances 0.000 description 3
- 239000010687 lubricating oil Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000003209 petroleum derivative Substances 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- BTLXPCBPYBNQNR-UHFFFAOYSA-N 1-hydroxyanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2O BTLXPCBPYBNQNR-UHFFFAOYSA-N 0.000 description 2
- RBGUKBSLNOTVCD-UHFFFAOYSA-N 1-methylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C RBGUKBSLNOTVCD-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- LTEQMZWBSYACLV-UHFFFAOYSA-N Hexylbenzene Chemical compound CCCCCCC1=CC=CC=C1 LTEQMZWBSYACLV-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical class CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 150000001334 alicyclic compounds Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- ZMRQTIAUOLVKOX-UHFFFAOYSA-L calcium;diphenoxide Chemical compound [Ca+2].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 ZMRQTIAUOLVKOX-UHFFFAOYSA-L 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000005504 petroleum refining Methods 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 238000004227 thermal cracking Methods 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- ZFOBVPCUVLBJGH-UHFFFAOYSA-N 1,2,3,4-tetramethylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(C)C(C)=C(C)C(C)=C3C(=O)C2=C1 ZFOBVPCUVLBJGH-UHFFFAOYSA-N 0.000 description 1
- MKTZRANIMYIZAH-UHFFFAOYSA-N 1,2,3-trimethylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=C(C)C(C)=C2C MKTZRANIMYIZAH-UHFFFAOYSA-N 0.000 description 1
- PLUFITIFLBGFPN-UHFFFAOYSA-N 1,2-dichloroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(Cl)C(Cl)=CC=C3C(=O)C2=C1 PLUFITIFLBGFPN-UHFFFAOYSA-N 0.000 description 1
- PLVLWMLQCINABX-UHFFFAOYSA-N 1,2-diethylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(CC)C(CC)=CC=C3C(=O)C2=C1 PLVLWMLQCINABX-UHFFFAOYSA-N 0.000 description 1
- GNRPVZNNVOGXHD-UHFFFAOYSA-N 1,2-dimethylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(C)C(C)=CC=C3C(=O)C2=C1 GNRPVZNNVOGXHD-UHFFFAOYSA-N 0.000 description 1
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 1
- BVEIKFLZWBDLJG-UHFFFAOYSA-N 1-butylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CCCC BVEIKFLZWBDLJG-UHFFFAOYSA-N 0.000 description 1
- SREDAXXXPAFTDN-UHFFFAOYSA-N 1-dodecylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CCCCCCCCCCCC SREDAXXXPAFTDN-UHFFFAOYSA-N 0.000 description 1
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 description 1
- HSKPJQYAHCKJQC-UHFFFAOYSA-N 1-ethylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CC HSKPJQYAHCKJQC-UHFFFAOYSA-N 0.000 description 1
- YCANAXVBJKNANM-UHFFFAOYSA-N 1-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] YCANAXVBJKNANM-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- INPHIYULSHLAHR-UHFFFAOYSA-N 1-pentylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CCCCC INPHIYULSHLAHR-UHFFFAOYSA-N 0.000 description 1
- ZUZAETTVAMCNTO-UHFFFAOYSA-N 2,3-dibutylbenzene-1,4-diol Chemical compound CCCCC1=C(O)C=CC(O)=C1CCCC ZUZAETTVAMCNTO-UHFFFAOYSA-N 0.000 description 1
- MXACMLUKSUUZIQ-UHFFFAOYSA-N 2,3-diethylbenzene-1,4-diol Chemical compound CCC1=C(O)C=CC(O)=C1CC MXACMLUKSUUZIQ-UHFFFAOYSA-N 0.000 description 1
- PMWJOLLLHRDHNP-UHFFFAOYSA-N 2,3-dioctylbenzene-1,4-diol Chemical compound CCCCCCCCC1=C(O)C=CC(O)=C1CCCCCCCC PMWJOLLLHRDHNP-UHFFFAOYSA-N 0.000 description 1
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- XLLXMBCBJGATSP-UHFFFAOYSA-N 2-phenylethenol Chemical compound OC=CC1=CC=CC=C1 XLLXMBCBJGATSP-UHFFFAOYSA-N 0.000 description 1
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 1
- NKFIBMOQAPEKNZ-UHFFFAOYSA-N 5-amino-1h-indole-2-carboxylic acid Chemical compound NC1=CC=C2NC(C(O)=O)=CC2=C1 NKFIBMOQAPEKNZ-UHFFFAOYSA-N 0.000 description 1
- RZVHIXYEVGDQDX-UHFFFAOYSA-N 9,10-anthraquinone Chemical group C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical class NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 241000167854 Bourreria succulenta Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000001341 alkaline earth metal compounds Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
- 229910001863 barium hydroxide Inorganic materials 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- OMAAXMJMHFXYFY-UHFFFAOYSA-L calcium trioxidophosphanium Chemical compound [Ca+2].[O-]P([O-])=O OMAAXMJMHFXYFY-UHFFFAOYSA-L 0.000 description 1
- AVVIDTZRJBSXML-UHFFFAOYSA-L calcium;2-carboxyphenolate;dihydrate Chemical compound O.O.[Ca+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O AVVIDTZRJBSXML-UHFFFAOYSA-L 0.000 description 1
- 150000001768 cations Chemical group 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- CVOQYKPWIVSMDC-UHFFFAOYSA-L dipotassium;butanedioate Chemical compound [K+].[K+].[O-]C(=O)CCC([O-])=O CVOQYKPWIVSMDC-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000004231 fluid catalytic cracking Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- OFUAIAKLWWIPTC-UHFFFAOYSA-L magnesium;naphthalene-2-carboxylate Chemical compound [Mg+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 OFUAIAKLWWIPTC-UHFFFAOYSA-L 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- KKZJGLLVHKMTCM-UHFFFAOYSA-N mitoxantrone Chemical compound O=C1C2=C(O)C=CC(O)=C2C(=O)C2=C1C(NCCNCCO)=CC=C2NCCNCCO KKZJGLLVHKMTCM-UHFFFAOYSA-N 0.000 description 1
- 229960001156 mitoxantrone Drugs 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- JESXATFQYMPTNL-UHFFFAOYSA-N mono-hydroxyphenyl-ethylene Natural products OC1=CC=CC=C1C=C JESXATFQYMPTNL-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- FRMWBRPWYBNAFB-UHFFFAOYSA-M potassium salicylate Chemical compound [K+].OC1=CC=CC=C1C([O-])=O FRMWBRPWYBNAFB-UHFFFAOYSA-M 0.000 description 1
- 229960003629 potassium salicylate Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940074404 sodium succinate Drugs 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 230000036561 sun exposure Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Liquid Carbonaceous Fuels (AREA)
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、安定性の改良された分解油留分を含む炭化水
素系燃料油組成物に関する。TECHNICAL FIELD The present invention relates to a hydrocarbon fuel oil composition containing a cracked oil fraction with improved stability.
近年、石油製品需要の軽質化傾向が進み、重質油を軽質
化して有効利用することが益々必要になってきた。軽質
化技術としては、石油学会編「新石油精製プロセス」
（幸書房、1984年版）等に記載されているように、水素
化分解、接触分解、および熱分解等の技術が知られてい
る。In recent years, as the demand for petroleum products has become lighter, it has become more and more necessary to lighten heavy oil and effectively utilize it. As a lightening technology, "New Petroleum Refining Process" edited by Japan Petroleum Institute
(Koshoubo, 1984 edition) and the like, techniques such as hydrocracking, catalytic cracking, and thermal cracking are known.
従来、このような軽質化技術により得られる分解油留分
を灯油、軽油留分に配合した場合、その配合量が約１重
量％でも得られる製品は、そのままでは色相劣化、くも
り、スラッジを生成することが知られている。特に日光
に含まれる特徴的な短波長の光に暴露されるとスラッジ
生成が加速され、燃料循環系統及びフィルターの閉塞等
の重大な障害を引き起こす。従来安定といわれている水
素化分解油においても安定性が悪く、特に触媒寿命末期
の運転時では、反応塔温度をより高温にするので安定性
が悪くなる。Conventionally, when the cracked oil fraction obtained by such a lightening technology is blended with kerosene and gas oil fraction, the product which is obtained even with the blending amount of about 1% by weight produces hue deterioration, cloudiness, and sludge as it is. Is known to do. Particularly when exposed to the characteristic short-wavelength light contained in sunlight, sludge formation is accelerated, causing serious obstacles such as clogging of the fuel circulation system and filters. The stability of hydrocracked oil, which is said to be stable in the past, is poor, and particularly during operation at the end of the catalyst life, the temperature of the reaction tower is made higher, and the stability becomes poor.
従来技術において、上記した分解油留分を含有する炭化
水素系燃料油を製品として使用する場合は高温、高圧の
水素の存在下で触媒と接触させることにより貯蔵安定
性、特に光に対する安定性を確保する必要があった。In the prior art, when a hydrocarbon fuel oil containing the above-mentioned cracked oil fraction is used as a product, storage stability, especially stability to light, can be improved by bringing it into contact with a catalyst in the presence of hydrogen at high temperature and high pressure. It was necessary to secure.
しかし、上記した分解油留分含有炭化水素系燃料油は、
オレフィン等の不飽和炭化水素含有率が高く、水素精製
の段階において、水素消費量が著しく大きくなるという
問題点があり、簡便かつ安価に利用できないという難点
があった。また、特開昭55-106297にみられるように潤
滑油組成物については、フェノール類やベンゾトリアゾ
ール類などの紫外線吸収剤が光に対する安定性に効果が
あることが知られているが燃料油には効果がなく、特開
昭53-72791には、二価フェノールを酸化防止剤として用
いる方法が開示されているが、日光暴露では大量のスラ
ッジを形成する。また、特開昭58-145786では分解油軽
質留分に酸化防止剤を利用する方法が開示されている
が、スラッジ形成防止には効果が認められない。さらに
特開昭61-294で、燃料油の流動点降下剤としてエステル
やアミド基を持つ共重合体の使用が開示されているが、
数平均分子量が500〜50,000と小さくスラッジ生成を防
止できず、安定性のよい新規な燃料油組成物の出現が切
望されていた。However, the hydrocarbon fuel oil containing cracked oil fractions described above,
There is a problem in that the content of unsaturated hydrocarbons such as olefins is high, and the hydrogen consumption is significantly increased in the stage of hydrogen purification, and there is a problem that it cannot be used easily and inexpensively. Further, as seen in JP-A-55-106297, regarding lubricating oil compositions, it is known that UV absorbers such as phenols and benzotriazoles have an effect on stability against light. Has no effect, and JP-A-53-72791 discloses a method of using a dihydric phenol as an antioxidant, but it forms a large amount of sludge when exposed to sunlight. Further, JP-A-58-145786 discloses a method in which an antioxidant is used in a cracked oil light fraction, but it is not effective in preventing sludge formation. Further, JP-A-61-294 discloses the use of a copolymer having an ester or amide group as a pour point depressant for fuel oil.
It has been earnestly desired to develop a novel fuel oil composition having a small number average molecular weight of 500 to 50,000, which cannot prevent sludge formation, and has good stability.
本発明は、分解油留分を含有する炭化水素系燃料油に関
し、貯蔵時特に光に暴露されると加速されるスラッジの
生成を抑制して安定性を改良した安定化燃料油組成物を
提供することを目的とする。The present invention relates to a hydrocarbon fuel oil containing a cracked oil fraction, and provides a stabilized fuel oil composition having improved stability by suppressing generation of sludge accelerated during storage, particularly when exposed to light. The purpose is to do.
本発明者らは、上記安定化燃料油組成物を提供すべく鋭
意検討を重ねた結果、分解系燃料油に特定の化合物を添
加混合することにより分解系燃料油は安定性が大巾に改
善されることを見い出し本発明を完成したものである。
すなわち本発明の要旨は、分解油留分を含有する炭化水
素系留出燃料油を主成分とし、これに少量のビニル化合
物、ビニリデン化合物、もしくはビニレン化合物または
ジエン化合物のポリマーで、分子量約10万〜500万、好
ましくは約10万〜100万のポリマーを添加したものから
なることを特徴とするスラッジ生成の抑制された燃料油
組成物に存する。As a result of intensive studies to provide the above-mentioned stabilized fuel oil composition, the present inventors have found that the stability of cracked fuel oil is greatly improved by adding and mixing a specific compound to cracked fuel oil. The present invention has been completed by finding out what is done.
That is, the gist of the present invention is a hydrocarbon-based distillate fuel oil containing a cracked oil fraction as a main component, a small amount of a vinyl compound, a vinylidene compound, or a polymer of a vinylene compound or a diene compound, having a molecular weight of about 100,000. To 5 million, preferably about 100,000 to 1 million polymers are added to the fuel oil composition with suppressed sludge formation.
本発明にいう炭化水素系燃料油の例は、原油を蒸留して
得られる留出油特に沸点約30〜400℃の留出油例えばガ
ソリン、灯油、軽油等があげられる。本発明にいう分解
油留分の例は水素化分解、接触分解、熱分解のような軽
質化プロセスにより炭化水素油を処理して得られる分解
生成物もしくはこれを蒸留して得られる留出油留分例え
ば沸点約30〜400℃の留出油留分である。ここで軽質化
プロセスは例えば前述「新石油精製プロセス」等の成書
に詳述されて周知であり、例えば水素化分解は高温高圧
下アルミナ、シリカアルミア、アルミナーゼオライト等
の担体に周期律表第６族金属例えばモリブデンと第８族
金属例えばコバルトもしくはニッケルとを担持した水素
化分解触媒および水素の存在下に炭化水素油を水素化分
解するプロセスであり、接触分解はシリカアルミナ、シ
リカアルミナーゼオライト等の流動接触分解触媒を用い
て高温下炭化水素原料油を分解するプロセスであり、熱
分解は無触媒で高温下に炭化水素原料油を熱分解するプ
ロセスである。これら軽質化プロセスで得られる分解油
留分は安定性が悪く、前記炭化水素系燃料油中にこの分
解油留分がごく少量含まれていても、燃料油組成物は安
定性が悪くなり、貯蔵時にスラッジを生じ、特に光や空
気（酸素）によりこのような劣化傾向は加速される。本
発明において安定化する炭化水素系燃料油中の分解油留
分の含有量は約0.1〜100wt％、好ましくは約１〜50wt％
である。Examples of the hydrocarbon fuel oil according to the present invention include distillate oil obtained by distilling crude oil, particularly distillate oil having a boiling point of about 30 to 400 ° C., for example, gasoline, kerosene, light oil and the like. Examples of the cracked oil fraction referred to in the present invention are cracked products obtained by treating a hydrocarbon oil by a lightening process such as hydrocracking, catalytic cracking and thermal cracking, or a distillate obtained by distilling the cracked product. Fraction, for example, a distillate fraction having a boiling point of about 30 to 400 ° C. Here, the lightening process is well known, for example, as described in detail in the above-mentioned "new petroleum refining process" and the like. For example, hydrocracking is carried out on a carrier such as alumina, silica-alumina or alumina-zeolite under high temperature and high pressure. A process for hydrocracking a hydrocarbon oil in the presence of a hydrocracking catalyst carrying a Group 6 metal such as molybdenum and a Group 8 metal such as cobalt or nickel, and catalytic cracking being silica alumina, silica alumina This is a process of decomposing a hydrocarbon feedstock at high temperature using a fluid catalytic cracking catalyst such as zeolite, and pyrolysis is a process of pyrolyzing a hydrocarbon feedstock at high temperature without a catalyst. The cracked oil fraction obtained by these lightening processes has poor stability, and even if the cracked oil fraction is contained in the hydrocarbon fuel oil in a very small amount, the fuel oil composition becomes poor in stability, Sludge is generated during storage, and the deterioration tendency is accelerated especially by light and air (oxygen). The content of the cracked oil fraction in the hydrocarbon fuel oil to be stabilized in the present invention is about 0.1 to 100 wt%, preferably about 1 to 50 wt%.
Is.
本発明では上記の分解油留分含有炭化水素系燃料油に少
量のポリマー添加剤を配合する。配合する添加剤は、ビ
ニル化合物、ビニリデン化合物、もしくはビニレン化合
物またはジエン化合物のポリマーでスラッジ生成防止に
効果がある。また（Ａ）一般式（Ｉ）、（II）で示され
るアントラキノン類もしくヒドロキノン類、または、
（Ｂ）カルシウムフェネート等の油溶性有機酸金属塩も
しくはこれら両者を併用添加すると相剰的に作用し得ら
れる燃料油組成物はさらに一段と安定性が改善される。
すなわち、（Ａ）群および（Ｂ）群の化合物の併用添加
により、さらに長期間、スラッジ生成防止に加え、色相
劣化防止に著しい改善がみられる。In the present invention, a small amount of a polymer additive is added to the above hydrocarbon fuel oil containing cracked oil fraction. The additive compounded is a polymer of a vinyl compound, a vinylidene compound, or a vinylene compound or a diene compound, and is effective in preventing sludge formation. Further, (A) anthraquinone or hydroquinone represented by the general formula (I) or (II), or
(B) Addition of an oil-soluble metal salt of an organic acid such as calcium phenate or a combination of both of them further improves the stability of the fuel oil composition which can act in a complementary manner.
That is, the combined addition of the compounds of the groups (A) and (B) shows a remarkable improvement in the prevention of hue deterioration in addition to the prevention of sludge formation for a longer period of time.
（ここでX1、X2、X3、X4は、同一または異なってもよい
が、水素、脂肪族炭化水素基、ハロゲン、NH2、NO2また
はOHである。） （ここでR1、R2は、２、５位で、同一または異なっても
よいが、炭素数２〜20のアルキル基である。） 本発明組成物中に配合するポリマーとは、不飽和二重結
合を有する化合物の重合体、すなわちビニル化合物、ビ
ニリデン化合物、もしくはビニレン化合物またはジエン
化合物のポリマーで、オレフィン類、ジエン類、ビニル
基もしくはビニリデン基を有する芳香族化合物あるいは
脂環式化合物、不飽和脂肪酸（例えばアクリレート類、
メタクリレート類、不飽和二塩基酸類またはその無水物
等）、脂肪酸ビニルエステル、不飽和脂肪酸アミド等の
モノマーを重合させて得られるポリマーである。例えば
エチレン、プロピレン、ブチレン、オクテン等のα−オ
レフィン類、ブタジエン、イソプレンのようなジエン
類、スチレン、α−メチルスチレン、クロルスチレン、
ブロムヒドロキシスチレン、ヒドロキシスチレンのよう
な芳香族化合物、ビニルシクロヘキセンのような脂環式
化合物、アクリル酸ヘキシルエステル、アクリル酸オク
チルエステル、アクリル酸オクタデシルエステル等のア
クリレート類、メタクリル酸オクチルエステル、メタク
リル酸ヘキサデシルエステル等のメタクリレート類、酢
酸ビニル、酪酸ビニルのようなビニルエステル類、ある
いはアクリル酸アミド類、マレイン酸、無水マレイン酸
類等のモノマーを重合させて得られるポリマーもしくは
コポリマー（以下ポリマーという）である。 (Here, X 1 , X 2 , X 3 , and X 4 , which may be the same or different, are hydrogen, an aliphatic hydrocarbon group, halogen, NH 2 , NO 2, or OH.) (Here, R 1 and R 2 may be the same or different at the 2- and 5-positions, but are an alkyl group having 2 to 20 carbon atoms.) The polymer compounded in the composition of the present invention is unsaturated. A polymer of a compound having a double bond, that is, a vinyl compound, a vinylidene compound, or a polymer of a vinylene compound or a diene compound, which is an olefin, a diene, an aromatic compound having a vinyl group or a vinylidene group or an alicyclic compound, Saturated fatty acids (eg acrylates,
Polymers obtained by polymerizing monomers such as methacrylates, unsaturated dibasic acids or their anhydrides), fatty acid vinyl esters, and unsaturated fatty acid amides. For example, α-olefins such as ethylene, propylene, butylene and octene, dienes such as butadiene and isoprene, styrene, α-methylstyrene, chlorostyrene,
Bromhydroxystyrene, aromatic compounds such as hydroxystyrene, alicyclic compounds such as vinylcyclohexene, acrylates such as acrylic acid hexyl ester, acrylic acid octyl ester, acrylic acid octadecyl ester, methacrylic acid octyl ester, and methacrylic acid hexamethyl ester. Polymers or copolymers (hereinafter referred to as polymers) obtained by polymerizing methacrylates such as decyl ester, vinyl acetates such as vinyl acetate and vinyl butyrate, or monomers such as acrylic acid amides, maleic acid and maleic anhydride. .
具体的には、例えばメタクリル酸とアミル、ヘキシル、
ヘプチル、オクチル、ノニル、デシル、ラウリル、セチ
ル、オクタデシルアルコールを反応させてエステルのモ
ノマーをつくり、触媒としてベンゾイルペルオキシド等
を用い重合させたポリメタクリレートやイソブチレンを
塩化アルミニウムや三フッ化ホウ素を触媒としてカチオ
ン重合させることにより得られるポリイソブチレン、ポ
リアルキルスチレン、エチレン−プロピレン重合体、エ
チレ−酢酸ビニル共重合体、スチレン−ジエン水素化共
重合体、スチレン−無水マレイン酸エステル共重合体等
である。特にポリマーの側鎖に窒素、硫黄、酸素、ハロ
ゲンのヘテロ原子を含む官能基もしくは極性置換基、例
えばエステル基、アミド基、チオエーテル基、クロル基
を持ち数平均分子量約10万〜500万、好ましくは約10万
〜100万のものが有効である。分子量の小さいポリマー
はスラッジ生成を防止できず、分子量の大きいポリマー
は入手しずらい。Specifically, for example, methacrylic acid and amyl, hexyl,
Heptyl, octyl, nonyl, decyl, lauryl, cetyl, octadecyl alcohol are reacted to form ester monomers, and polymethacrylate or isobutylene polymerized using benzoyl peroxide as a catalyst is cation with aluminum chloride or boron trifluoride as a catalyst. Examples thereof include polyisobutylene, polyalkylstyrene, ethylene-propylene polymer, ethylene-vinyl acetate copolymer, styrene-diene hydrogenated copolymer, and styrene-maleic anhydride copolymer obtained by polymerization. In particular, the side chain of the polymer has a functional group or a polar substituent containing a hetero atom of nitrogen, sulfur, oxygen or halogen, such as an ester group, an amide group, a thioether group or a chloro group and has a number average molecular weight of about 100,000 to 5,000,000, preferably About 100,000 to 1 million are effective. Polymers with low molecular weight cannot prevent sludge formation, and polymers with high molecular weight are difficult to obtain.
本発明による燃料油組成物中における上記したポリマー
の配合量は、約0.002〜20,000重量ppm、好ましくは0.01
〜5,000重量ppm、特に好ましくは約３〜1,000重量ppmで
あり、これら添加剤を分解油留分含有燃料油に対して加
えることにより、貯蔵時の劣化、特に光と空気（酸素）
との共存下で起こるスラッジ生成等を抑制し安定性に優
れた燃料油組成物を得ることができる。The amount of the above-mentioned polymer in the fuel oil composition according to the present invention is about 0.002 to 20,000 ppm by weight, preferably 0.01.
To 5,000 ppm by weight, particularly preferably about 3 to 1,000 ppm by weight. Addition of these additives to fuel oil containing cracked oil fractions causes deterioration during storage, especially light and air (oxygen).
It is possible to obtain a fuel oil composition having excellent stability by suppressing sludge formation and the like that occur under the coexistence with.
本発明による燃料油組成物には上記したポリマーに加え
他の添加剤を併用添加することもでき、燃料油組成物の
貯蔵安定性を改善するのに特に好ましい添加剤は上述し
た（Ａ）群の一般式（Ｉ）、（II）で表わされるアント
ラキノン類、ヒドロキノン類、（Ｂ）群の油溶性の有機
酸アルカリ金属塩もしくは有機酸アルカリ土類金属塩、
あるいは（Ａ）群化合物と（Ｂ）群化合物の両者の併用
である。In the fuel oil composition according to the present invention, in addition to the above-mentioned polymer, other additives may be added together, and particularly preferable additives for improving the storage stability of the fuel oil composition are the above-mentioned group (A). Anthraquinones and hydroquinones represented by the general formulas (I) and (II), and an oil-soluble organic acid alkali metal salt or organic acid alkaline earth metal salt of group (B),
Alternatively, both the (A) group compound and the (B) group compound are used in combination.
一般式（Ｉ）で表わされるアントラキノン類において、
X1、X2、X3、X4は同一でも異なってもよく、脂肪族炭化
水素基の例としては炭素数１〜20のアルキル基、アルケ
ニル基、例えばメチル基、エチル基、プロピル基、ブチ
ル基、ヘキシル基、オクチル基、ノニル基、デシル基、
ドデシル基、ヘキサデシル基、オクタデシル基、オクタ
デセニル基等があげられる。一般式（Ｉ）で表わされる
アントラキノン類の例としてはアントラキノン、メチル
アントラキノン、ジメチルアントラキノン、トリメチル
アントラキノン、テトラメチルアントラキノン、エチル
アントラキノン、ジエチルアントラキノン、ブチルアン
トラキノン、ジブチルアントラキノン、アミルアントラ
キノン、オクチルアントラキノン、ドデシルアントラキ
ノン、モノおよびジクロルアントラキノン、ブロムアン
トラキノン、アミノアントラキノン、ニトロアントラキ
ノン、ヒドロキシアントラキノン、ジヒドロキシアント
ラキノン等、アントラキノン構造をもつ化合物である。In the anthraquinones represented by the general formula (I),
X 1 , X 2 , X 3 and X 4 may be the same or different, and examples of the aliphatic hydrocarbon group include an alkyl group having 1 to 20 carbon atoms, an alkenyl group such as a methyl group, an ethyl group and a propyl group, Butyl group, hexyl group, octyl group, nonyl group, decyl group,
Examples thereof include dodecyl group, hexadecyl group, octadecyl group and octadecenyl group. Examples of the anthraquinones represented by the general formula (I) include anthraquinone, methylanthraquinone, dimethylanthraquinone, trimethylanthraquinone, tetramethylanthraquinone, ethylanthraquinone, diethylanthraquinone, butylanthraquinone, dibutylanthraquinone, amylanthraquinone, octylanthraquinone, dodecylanthraquinone, It is a compound having an anthraquinone structure such as mono- and dichloroanthraquinone, bromanthraquinone, aminoanthraquinone, nitroanthraquinone, hydroxyanthraquinone and dihydroxyanthraquinone.
一般式（II）で表わされるヒドロキノン類において、基
R1、R2の例はエチル基、プロピル基、ブチル基、ヘキシ
ル基、ノニル基、ドデシル基、ヘキサデシル基、オクタ
デシル基等があげられる。ヒドロキノン類としては亜硫
酸でキノンを還元してつくるハイドロキノンの誘導体で
あるジエチルハイドロキノン、ジブチルハイドロキノ
ン、ジオクチルハイドロキノン等をあげることができ
る。In the hydroquinone represented by the general formula (II), the group
Examples of R 1 and R 2 include ethyl group, propyl group, butyl group, hexyl group, nonyl group, dodecyl group, hexadecyl group and octadecyl group. Examples of hydroquinones include diethylhydroquinone, dibutylhydroquinone, dioctylhydroquinone, which are hydroquinone derivatives produced by reducing quinone with sulfurous acid.
（Ｂ）群の油溶性の有機酸アルカリ金属塩もしくはアル
カリ土類金属塩の例としてはスルホネート類、フェネー
ト類、サリチレート類、ホスホネート類、ナフテネート
類、コハク酸金属塩類等があり、アルカリ金属の例とし
てはナトリウム、カリウム等があり、アルカリ土類金属
の例としてはマグネシウム、バリウム、ストロンチウ
ム、カルシウム等があげられる。Examples of the oil-soluble organic acid alkali metal salt or alkaline earth metal salt of the group (B) include sulfonates, phenates, salicylates, phosphonates, naphthenates and succinic acid metal salts, and examples of alkali metals Examples thereof include sodium and potassium, and examples of the alkaline earth metal include magnesium, barium, strontium, calcium and the like.
（Ｂ）群の油溶性有機酸金属塩の例としては、オクチル
フェノール、ノニルフェノール等のアルキルフェノール
類、元素イオウ、および水酸化カルシウム、酸化カルシ
ウム、水酸化バリウム等のアルカリ土類金属水酸化物も
しくは酸化物をエチレングリコール、プロピレングリコ
ール、メタノール、ブタノール等のアルコール類を溶媒
として約50〜200℃で反応させて得られる金属フェネー
ト類；生成金属フェネート類を炭酸ガスと反応させて安
定化した金属フェネート類；コンベシュミット反応によ
りアルキルフェノール金属塩を炭酸ガスと反応させて製
造されるサリチレート類；あるいは、このサリチレート
をアルカリ土類金属化合物を反応させて得られるアルカ
リ土類金属サリチレート類；ヘキシルベンゼン、ラウリ
ルベンゼンのようなアルキルベンゼン類を発煙硫酸又は
無水硫酸によりスルホン化した後、アルカリ土類金属の
水酸化物もしくは酸化物と反応させて製造されるスルフ
ォネート類；このスルフォネートをさらに炭酸ガスの存
在下で、アルカリ土類金属の酸化物、水酸化物と反応さ
せて得られる金属スルフォネート類；またポリブテンと
五硫化リンとを反応させてポリブテニルチオホスホン酸
無水物とし、これを加水分解してポリブテニルチオリン
酸とした後、アルカリ土類金属の酸化物、水酸化物と反
応させて得られる金属ホスホネート類；などである。Examples of the oil-soluble organic acid metal salt of group (B) include alkylphenols such as octylphenol and nonylphenol, elemental sulfur, and alkaline earth metal hydroxides or oxides such as calcium hydroxide, calcium oxide and barium hydroxide. Metal phenates obtained by reacting ethylene glycol, propylene glycol, methanol, butanol and other alcohols as a solvent at about 50 to 200 ° C .; metal phenates stabilized by reacting the produced metal phenates with carbon dioxide gas; Salicylates produced by reacting an alkylphenol metal salt with carbon dioxide by the combesmitt reaction; or alkaline earth metal salicylates obtained by reacting this salicylate with an alkaline earth metal compound; such as hexylbenzene and laurylbenzene Na Sulfonates produced by sulfonating rutilebenzenes with fuming sulfuric acid or sulfuric anhydride and then reacting with hydroxides or oxides of alkaline earth metals; this sulfonate in the presence of carbon dioxide gas. Metal sulfonates obtained by reacting with metal oxides and hydroxides; and polybutenyl thiophosphonic anhydride by reacting polybutene with phosphorus pentasulfide, which is hydrolyzed to give polybutenyl thiophosphoric acid And an alkaline earth metal oxide, a metal phosphonate obtained by reacting with a hydroxide; and the like.
（Ｂ）群の化合物の具体例はカルシウムフェネート、カ
ルシウムスルホネート、カルシウムホスホネート、カル
シウムサリチレート、ナフテン酸バリウム、ナフテン酸
マグネシウム、ナフテン酸カルシウム、コハク酸ナトリ
ウム、、コハク酸カリウム、サリチル酸カリウム等があ
げられる。上記スルホネート、フェネート、サリチレー
ト類は中性塩でも塩基性塩でもよい。（塩基性フェネー
トの一例は特公昭60-28878、特開昭59-31724に記載され
ている。） 本発明組成物中における上記（Ａ）群の化合物の配合量
は約0.002〜20,000重量ppm、好ましくは約0.01〜5,000
重量ppm、特に好ましくは約３〜1000重量ppmであり、
（Ｂ）群の化合物の配合量は約0.01〜100,000重量ppm、
好ましくは約0.1〜5,000重量ppm、特に好ましくは約３
〜1000重量ppmである。Specific examples of the compound of group (B) include calcium phenate, calcium sulfonate, calcium phosphonate, calcium salicylate, barium naphthenate, magnesium naphthenate, calcium naphthenate, sodium succinate, potassium succinate, potassium salicylate and the like. can give. The sulfonates, phenates and salicylates may be neutral salts or basic salts. (An example of the basic phenate is described in JP-B-60-28878 and JP-A-59-31724.) The compounding amount of the compound of group (A) in the composition of the present invention is about 0.002 to 20,000 ppm by weight, Preferably about 0.01 to 5,000
Ppm by weight, particularly preferably about 3-1000 ppm by weight,
The compounding amount of the compound of group (B) is about 0.01 to 100,000 ppm by weight,
Preferably about 0.1 to 5,000 ppm by weight, particularly preferably about 3
~ 1000 ppm by weight.
本発明組成物中に配合するポリマー添加剤は潤滑油の流
動性向上剤、粘度指数向上剤として周知のものであり、
（Ｂ）群の化合物も潤滑油の洗浄分散剤として周知のも
のであり、例えば前者は桜井俊男編「石油製品添加剤」
（昭和54年６月15日 幸書房発行）の324〜364頁、後者
は同書291〜323頁等の成書に詳記されている。The polymer additive compounded in the composition of the present invention is well known as a fluidity improver for lubricating oils and a viscosity index improver,
Compounds of group (B) are also well known as detergent dispersants for lubricating oils. For example, the former is “Petroleum Product Additives” edited by Toshio Sakurai.
(Published on June 15, 1979, Kou Shobo), pages 324 to 364, the latter is described in detail in books such as pages 291 to 323.
本発明による燃料油組成物には、必要に応じ通常石油添
加剤として用いられている添加剤、例えば酸化防止剤例
えば2,6−ジターシャリブチルフェノールのようなヒン
ダードフェノール類、紫外線吸収剤例えば2,6−ジター
シャリブチル、N,N−ジアルキルアミンのようなヒンダ
ードアミン類を組み合せて用いることで更に安定性を向
上させることも可能である。In the fuel oil composition according to the present invention, additives which are usually used as petroleum additives, for example, antioxidants such as hindered phenols such as 2,6-ditertiarybutylphenol, ultraviolet absorbers such as 2 are included. Stability can be further improved by using a combination of hindered amines such as 6,6-ditertiarybutyl and N, N-dialkylamine.
本発明は、石油製品需要の軽質化傾向に対応するための
分解油留分の活用に関し、貯蔵安定性特に光に対する安
定性を簡便な手段により解決し得るのでその有用性は大
きい。すなわち本発明によると主に灯油、軽油等の増産
に関し商品価値を低下させることなく、分解油留分を活
用することができるのでその工業的価値が大きい。INDUSTRIAL APPLICABILITY The present invention relates to the utilization of cracked oil fractions to meet the tendency of petroleum product demand to be lightened, and is highly useful because storage stability, particularly stability to light, can be solved by a simple means. That is, according to the present invention, the cracked oil fraction can be utilized without lowering the commercial value, mainly for increasing the production of kerosene, light oil, etc., so that its industrial value is great.
次に本発明を実施例により具体的に説明するが、本発明
はこれらの実施例によって限定されるものではない。Next, the present invention will be specifically described with reference to examples, but the present invention is not limited to these examples.
以下の実施例、比較例において、光安定性試験は、200m
lのチェリー瓶（円柱状のフタ付透明ガラス瓶）に100ml
の試料油を入れ栓をした後、スガ試験機社製デューサイ
クルチンシャインスーパーロングライフウェザーメータ
ーにて40℃20時間の紫外線照射を行なった後、日立製自
記分光光度計323形を用い直留軽油を標準として吸光度
を測定した。スラッジの形成は100mlのサンプル管に50m
lの試料油を入れ栓をした後南向きベランダで日光暴露
を行ないスラッジ生成までの時間を調べた。In the following examples and comparative examples, the light stability test is 200 m
100 ml in l cherry bottle (cylindrical transparent glass bottle with lid)
After inserting the sample oil of No. 2 and plugging it, UV irradiation was performed at 40 ° C. for 20 hours with a Suga Test Instruments Co., Ltd. du cycle tin shine super long life weather meter, and then it was directly distilled using a Hitachi spectrophotometer type 323. Absorbance was measured using light oil as a standard. Sludge formation is 50 m in a 100 ml sample tube
After inserting 1 l of the sample oil and plugging it, sun exposure was performed on the veranda facing south and the time until sludge formation was examined.
実施例１〜４及び比較例１〜４ 接触分解軽油を10％含有した軽油留分に表１で示す化合
物を添加し試料油として、光安定性試験を行い、スラッ
ジ生成までの時間を測定した。結果を表１に示す。Examples 1 to 4 and Comparative Examples 1 to 4 The compounds shown in Table 1 were added to a gas oil fraction containing 10% of catalytically cracked gas oil, and a light stability test was performed as a sample oil to measure the time until sludge formation. . The results are shown in Table 1.
実施例５〜15及び比較例５〜８ 接触分解油を10重量％含有する軽油留分（沸点範囲200
〜380℃）に表２に示す化合物を添加し試料油として光
安定性試験を行なった。 Examples 5 to 15 and Comparative Examples 5 to 8 Gas oil fraction containing 10% by weight of catalytically cracked oil (boiling point range 200
The compounds shown in Table 2 were added to 380 ° C) and a light stability test was conducted as a sample oil.
結果を表２に示す。The results are shown in Table 2.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 福井 文夫 埼玉県草加市花栗町902 (56)参考文献 特開 昭63−23990（ＪＰ，Ａ) 特開 昭63−245489（ＪＰ，Ａ) 特開 昭63−270795（ＪＰ，Ａ) ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Fumio Fukui, 902 Hanaguri-cho, Soka-shi, Saitama (56) References JP 63-23990 (JP, A) JP 63-245489 (JP, A) JP Sho 63-270795 (JP, A)
Claims (1)
油を主成分とし、これに少量のビニル化合物、ビニリデ
ン化合物、もしくはビニレン化合物またはジエン化合物
のポリマーで、分子量10万〜500万のポリマーを添加し
たものからなることを特徴とするスラッジ生成の抑制さ
れた燃料油組成物。1. A hydrocarbon-based distillate fuel oil containing a cracked oil fraction as a main component, and a small amount of a vinyl compound, vinylidene compound, or vinylene compound or diene compound polymer having a molecular weight of 100,000 to 5,000,000. A fuel oil composition in which sludge formation is suppressed, characterized in that the fuel oil composition comprises the polymer of any of the above.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62146244A JPH0762142B2 (en) | 1987-06-13 | 1987-06-13 | Fuel oil composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62146244A JPH0762142B2 (en) | 1987-06-13 | 1987-06-13 | Fuel oil composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63312392A JPS63312392A (en) | 1988-12-20 |
| JPH0762142B2 true JPH0762142B2 (en) | 1995-07-05 |
Family
ID=15403353
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62146244A Expired - Lifetime JPH0762142B2 (en) | 1987-06-13 | 1987-06-13 | Fuel oil composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0762142B2 (en) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1120269A (en) * | 1978-05-25 | 1982-03-23 | Robert D. Tack | Additive combinations and fuels containing them |
| JPS6323990A (en) * | 1986-07-16 | 1988-02-01 | Kao Corp | Fluidity improver for fuel oil |
| JPS63245489A (en) * | 1987-03-31 | 1988-10-12 | Dai Ichi Kogyo Seiyaku Co Ltd | Crude oil composition improved in low-temperature flowability |
| JPS63270795A (en) * | 1987-04-30 | 1988-11-08 | Dai Ichi Kogyo Seiyaku Co Ltd | Crude oil composition having improved low-temperature fluidity |
-
1987
- 1987-06-13 JP JP62146244A patent/JPH0762142B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63312392A (en) | 1988-12-20 |
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