BE605333A - - Google Patents
Info
- Publication number
- BE605333A BE605333A BE605333DA BE605333A BE 605333 A BE605333 A BE 605333A BE 605333D A BE605333D A BE 605333DA BE 605333 A BE605333 A BE 605333A
- Authority
- BE
- Belgium
- Prior art keywords
- sep
- nonene
- naphthalene
- under
- pressure
- Prior art date
Links
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 135
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 115
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 90
- 238000005804 alkylation reaction Methods 0.000 claims description 28
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 7
- 238000009835 boiling Methods 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- 150000001336 alkenes Chemical class 0.000 claims description 6
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 6
- 229910052753 mercury Inorganic materials 0.000 claims description 6
- 239000011541 reaction mixture Substances 0.000 claims description 6
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- AZLNHMGSTZDDIY-UHFFFAOYSA-N 1-nonylnaphthalene Chemical compound C1=CC=C2C(CCCCCCCCC)=CC=CC2=C1 AZLNHMGSTZDDIY-UHFFFAOYSA-N 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- IICQZTQZQSBHBY-UHFFFAOYSA-N non-2-ene Chemical compound CCCCCCC=CC IICQZTQZQSBHBY-UHFFFAOYSA-N 0.000 claims 1
- YCBSHDKATAPNIA-UHFFFAOYSA-N non-3-ene Chemical compound CCCCCC=CCC YCBSHDKATAPNIA-UHFFFAOYSA-N 0.000 claims 1
- 229940075566 naphthalene Drugs 0.000 description 51
- 238000000034 method Methods 0.000 description 29
- 230000029936 alkylation Effects 0.000 description 25
- 239000003054 catalyst Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 13
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 9
- 238000004064 recycling Methods 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 230000000717 retained effect Effects 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 5
- 150000003871 sulfonates Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- 239000012258 stirred mixture Substances 0.000 description 3
- RAADJDWNEAXLBL-UHFFFAOYSA-N 1,2-di(nonyl)naphthalene Chemical compound C1=CC=CC2=C(CCCCCCCCC)C(CCCCCCCCC)=CC=C21 RAADJDWNEAXLBL-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 241001314285 Lymantria monacha Species 0.000 description 1
- 241000158728 Meliaceae Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000001217 buttock Anatomy 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- -1 sulfo- Chemical class 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/20—Polycyclic condensed hydrocarbons
- C07C15/24—Polycyclic condensed hydrocarbons containing two rings
-
- 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
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
- C07C2/70—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
- C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
- C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
- C07C2527/054—Sulfuric acid or other acids with the formula H2Sn03n+1
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE605333A true BE605333A (enExample) |
Family
ID=192817
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE605333D BE605333A (enExample) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE605333A (enExample) |
-
0
- BE BE605333D patent/BE605333A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| BE1006694A5 (fr) | Procede de preparation de polyisobutenes extremement reactifs. | |
| EP0132315B1 (en) | Process for producing butylene polymers having molecular weights in the range of from about 400 to 5000 molecular weight | |
| EP3072870A1 (fr) | Procede de preparation de 2,3,3,3-tétrafluoro-1-propène | |
| EP0882116B1 (fr) | Melange d'alkyl-aryl-sulfonates de metaux alcalino-terreux, son application comme additif pour huile lubrifiante et procedes de preparation | |
| CA3195945A1 (fr) | Procede de production de resines a partir de copeaux de caoutchouc | |
| EP2864448B1 (fr) | Procede de production de tensio-actifs a partir de matieres renouve-lables comprenant une etape d'hydrotraitement et une étape de transformation de paraffines en tensio-actifs | |
| FR2496096A1 (fr) | Procede pour isoler et recuperer du butene-1 de grande purete | |
| GB2078776A (en) | Method for producing fluid for use as lubricating oil | |
| JPS6061540A (ja) | アルキル芳香族炭化水素の製造法 | |
| BE1006675A3 (fr) | Procede de production d'essences a haut indice d'octane. | |
| JP2013512925A (ja) | Ｃ４ラフィネートストリームからｔ−ブチルフェノールを生産する方法 | |
| JPH03853B2 (enExample) | ||
| TWI901916B (zh) | 可再生之穩定石油腦範圍之烴進料、熱裂解方法及其產物 | |
| CN111116775B (zh) | 低粘度聚α-烯烃的制备方法和装置 | |
| WO2024003021A1 (fr) | Procédé de dépolymérisation d'une charge polystyrénique par pyrolyse | |
| CN104628579B (zh) | 一种制备液体化丁、辛基二苯胺的方法 | |
| US3751518A (en) | Integrated continuous process for olefin production | |
| US2131196A (en) | Polymers and method of making the same | |
| US3888917A (en) | Organic sulfonate extraction process | |
| FR2461692A1 (fr) | Procede pour aralkyler le benzene ou les alkylbenzenes au moyen d'une olefine aromatique | |
| BE605332A (enExample) | ||
| US3076856A (en) | Process for preparing dialkyl-naphthalene | |
| FR2565596A1 (fr) | Procede de craquage catalytique de distillats legers | |
| US2410839A (en) | Production of unsaturated hydrocarbon products | |
| US3076857A (en) | Production of dialkylnaphthalenes |