BE605130A - - Google Patents

Info

Publication number

BE605130A

BE605130A BE605130DA BE605130A BE 605130 A BE605130 A BE 605130A BE 605130D A BE605130D A BE 605130DA BE 605130 A BE605130 A BE 605130A

Authority

BE

Belgium

Prior art keywords

fraction

sep

catalyst

naphthalene

olefin

Prior art date

Links

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• JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 55
• UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 34
• 238000000034 method Methods 0.000 claims description 23
• 239000003054 catalyst Substances 0.000 claims description 18
• VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 14
• 239000000463 material Substances 0.000 claims description 12
• 238000005804 alkylation reaction Methods 0.000 claims description 10
• 150000001336 alkenes Chemical class 0.000 claims description 9
• 238000006471 dimerization reaction Methods 0.000 claims description 7
• QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 6
• 230000029936 alkylation Effects 0.000 claims description 6
• 238000004519 manufacturing process Methods 0.000 claims description 6
• 239000000203 mixture Substances 0.000 claims description 6
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
• AZLNHMGSTZDDIY-UHFFFAOYSA-N 1-nonylnaphthalene Chemical compound C1=CC=C2C(CCCCCCCCC)=CC=CC2=C1 AZLNHMGSTZDDIY-UHFFFAOYSA-N 0.000 claims description 4
• BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 claims description 4
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
• 229920000642 polymer Polymers 0.000 claims description 3
• 238000006116 polymerization reaction Methods 0.000 claims description 2
• 238000004064 recycling Methods 0.000 claims description 2
• 239000011541 reaction mixture Substances 0.000 claims 2
• 239000000047 product Substances 0.000 description 12
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
• 238000006243 chemical reaction Methods 0.000 description 7
• 239000011734 sodium Substances 0.000 description 4
• 229910052708 sodium Inorganic materials 0.000 description 4
• 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 3
• 239000002253 acid Substances 0.000 description 3
• 230000015572 biosynthetic process Effects 0.000 description 3
• 238000009835 boiling Methods 0.000 description 3
• WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 3
• 238000003776 cleavage reaction Methods 0.000 description 3
• QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
• 229910052753 mercury Inorganic materials 0.000 description 3
• 230000007017 scission Effects 0.000 description 3
• 229910015900 BF3 Inorganic materials 0.000 description 2
• KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
• 239000007795 chemical reaction product Substances 0.000 description 2
• 150000001875 compounds Chemical class 0.000 description 2
• 230000001747 exhibiting effect Effects 0.000 description 2
• 239000010687 lubricating oil Substances 0.000 description 2
• 230000000704 physical effect Effects 0.000 description 2
• 238000002360 preparation method Methods 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
• 239000000654 additive Substances 0.000 description 1
• 229920000180 alkyd Polymers 0.000 description 1
• 125000000217 alkyl group Chemical group 0.000 description 1
• 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
• 239000006227 byproduct Substances 0.000 description 1
• 239000001110 calcium chloride Substances 0.000 description 1
• 229910001628 calcium chloride Inorganic materials 0.000 description 1
• 125000004432 carbon atom Chemical group C* 0.000 description 1
• NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 1
• 239000003599 detergent Substances 0.000 description 1
• 239000000539 dimer Substances 0.000 description 1
• 230000000447 dimerizing effect Effects 0.000 description 1
• 239000006185 dispersion Substances 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 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 1
• CCCMONHAUSKTEQ-UHFFFAOYSA-N octadecene Natural products CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 1
• 239000003921 oil Substances 0.000 description 1
• 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 1
• 238000003756 stirring Methods 0.000 description 1
• BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1