NO120579B - - Google Patents
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- Publication number
- NO120579B NO120579B NO169530A NO16953067A NO120579B NO 120579 B NO120579 B NO 120579B NO 169530 A NO169530 A NO 169530A NO 16953067 A NO16953067 A NO 16953067A NO 120579 B NO120579 B NO 120579B
- Authority
- NO
- Norway
- Prior art keywords
- catalyst
- feed
- reaction zone
- reaction mixture
- reaction
- Prior art date
Links
- 238000006243 chemical reaction Methods 0.000 claims description 40
- 239000003054 catalyst Substances 0.000 claims description 38
- 229930195733 hydrocarbon Natural products 0.000 claims description 36
- 150000002430 hydrocarbons Chemical class 0.000 claims description 34
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 27
- 238000005804 alkylation reaction Methods 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 25
- 239000011541 reaction mixture Substances 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 17
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 15
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical group CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000001282 iso-butane Substances 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 6
- -1 propylene, butylenes Chemical class 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 238000011144 upstream manufacturing Methods 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 21
- 239000002253 acid Substances 0.000 description 19
- 230000029936 alkylation Effects 0.000 description 14
- 239000000376 reactant Substances 0.000 description 12
- 239000012071 phase Substances 0.000 description 9
- 238000000926 separation method Methods 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000003442 catalytic alkylation reaction Methods 0.000 description 4
- 230000005484 gravity Effects 0.000 description 4
- 238000003780 insertion Methods 0.000 description 4
- 230000037431 insertion Effects 0.000 description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000446 fuel Substances 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical class CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- QPJSUIGXIBEQAC-UHFFFAOYSA-N n-(2,4-dichloro-5-propan-2-yloxyphenyl)acetamide Chemical compound CC(C)OC1=CC(NC(C)=O)=C(Cl)C=C1Cl QPJSUIGXIBEQAC-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 238000005086 pumping Methods 0.000 description 2
- 230000006903 response to temperature Effects 0.000 description 2
- MRMOZBOQVYRSEM-UHFFFAOYSA-N tetraethyllead Chemical compound CC[Pb](CC)(CC)CC MRMOZBOQVYRSEM-UHFFFAOYSA-N 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- YUHZIUAREWNXJT-UHFFFAOYSA-N (2-fluoropyridin-3-yl)boronic acid Chemical class OB(O)C1=CC=CN=C1F YUHZIUAREWNXJT-UHFFFAOYSA-N 0.000 description 1
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical class CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 238000005504 petroleum refining Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/56—Addition to acyclic hydrocarbons
- C07C2/58—Catalytic processes
- C07C2/62—Catalytic processes with acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/08—Halides
- C07C2527/12—Fluorides
- C07C2527/1206—Hydrogen fluoride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US57575466A | 1966-08-29 | 1966-08-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
NO120579B true NO120579B (xx) | 1970-11-09 |
Family
ID=24301566
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO169530A NO120579B (xx) | 1966-08-29 | 1967-08-28 |
Country Status (14)
Country | Link |
---|---|
AT (1) | AT286949B (xx) |
BE (1) | BE702967A (xx) |
BG (1) | BG15749A3 (xx) |
CH (1) | CH495303A (xx) |
DE (1) | DE1668772C3 (xx) |
DK (1) | DK135709B (xx) |
ES (1) | ES344493A1 (xx) |
FI (1) | FI50994C (xx) |
GB (1) | GB1188844A (xx) |
GR (1) | GR34315B (xx) |
NL (1) | NL155249B (xx) |
NO (1) | NO120579B (xx) |
OA (1) | OA02492A (xx) |
SE (1) | SE340616B (xx) |
-
1967
- 1967-08-23 BE BE702967D patent/BE702967A/xx not_active IP Right Cessation
- 1967-08-24 SE SE11854/67A patent/SE340616B/xx unknown
- 1967-08-25 OA OA53036A patent/OA02492A/xx unknown
- 1967-08-25 DE DE1668772A patent/DE1668772C3/de not_active Expired
- 1967-08-25 AT AT786967A patent/AT286949B/de not_active IP Right Cessation
- 1967-08-25 GR GR670134315A patent/GR34315B/el unknown
- 1967-08-25 CH CH1192267A patent/CH495303A/de not_active IP Right Cessation
- 1967-08-25 GB GB39235/67A patent/GB1188844A/en not_active Expired
- 1967-08-26 ES ES344493A patent/ES344493A1/es not_active Expired
- 1967-08-28 NO NO169530A patent/NO120579B/no unknown
- 1967-08-28 DK DK433667AA patent/DK135709B/da unknown
- 1967-08-28 NL NL676711777A patent/NL155249B/xx not_active IP Right Cessation
- 1967-08-29 FI FI672320A patent/FI50994C/fi active
- 1967-11-01 BG BG008819A patent/BG15749A3/bg unknown
Also Published As
Publication number | Publication date |
---|---|
BE702967A (xx) | 1968-01-15 |
GR34315B (el) | 1968-04-16 |
ES344493A1 (es) | 1968-10-16 |
CH495303A (de) | 1970-08-31 |
DE1668772A1 (de) | 1972-04-27 |
AT286949B (de) | 1970-12-28 |
DE1668772C3 (de) | 1974-02-07 |
DK135709C (xx) | 1977-11-14 |
OA02492A (fr) | 1970-05-05 |
NL6711777A (xx) | 1968-03-01 |
GB1188844A (en) | 1970-04-22 |
FI50994B (xx) | 1976-05-31 |
NL155249B (nl) | 1977-12-15 |
DK135709B (da) | 1977-06-13 |
SE340616B (xx) | 1971-11-29 |
BG15749A3 (bg) | 1976-05-10 |
DE1668772B2 (de) | 1973-07-05 |
FI50994C (fi) | 1976-09-10 |
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