BE424371A - - Google Patents
Info
- Publication number
- BE424371A BE424371A BE424371DA BE424371A BE 424371 A BE424371 A BE 424371A BE 424371D A BE424371D A BE 424371DA BE 424371 A BE424371 A BE 424371A
- Authority
- BE
- Belgium
- Prior art keywords
- styrene
- hydrocarbons
- hydrocarbon
- pyrolysis
- reaction
- Prior art date
Links
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 76
- 239000000047 product Substances 0.000 claims description 45
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 41
- 239000000203 mixture Substances 0.000 claims description 31
- RWGFKTVRMDUZSP-UHFFFAOYSA-N Cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 30
- 238000000197 pyrolysis Methods 0.000 claims description 30
- 238000006243 chemical reaction Methods 0.000 claims description 29
- 150000002430 hydrocarbons Chemical class 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 28
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 25
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 238000004519 manufacturing process Methods 0.000 claims description 16
- 239000004215 Carbon black (E152) Substances 0.000 claims description 15
- 229920005989 resin Polymers 0.000 claims description 14
- 239000011347 resin Substances 0.000 claims description 14
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 13
- XYLMUPLGERFSHI-UHFFFAOYSA-N α-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 12
- 238000007792 addition Methods 0.000 claims description 10
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 9
- 238000006116 polymerization reaction Methods 0.000 claims description 9
- 239000003085 diluting agent Substances 0.000 claims description 8
- 238000009833 condensation Methods 0.000 claims description 7
- 230000005494 condensation Effects 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 6
- 230000000875 corresponding Effects 0.000 claims description 6
- 239000007789 gas Substances 0.000 claims description 6
- 239000005977 Ethylene Substances 0.000 claims description 5
- 239000007859 condensation product Substances 0.000 claims description 5
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 4
- NMCUIPGRVMDVDB-UHFFFAOYSA-L Iron(II) chloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- 229920001098 polystyrene-block-poly(ethylene/propylene) Polymers 0.000 description 48
- 238000005336 cracking Methods 0.000 description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 15
- 238000009835 boiling Methods 0.000 description 11
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 8
- HFPZCAJZSCWRBC-UHFFFAOYSA-N P-Cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 7
- 229910000831 Steel Inorganic materials 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 7
- 229910052802 copper Inorganic materials 0.000 description 7
- 239000010949 copper Substances 0.000 description 7
- 229930007927 cymenes Natural products 0.000 description 7
- 238000005755 formation reaction Methods 0.000 description 7
- 239000010959 steel Substances 0.000 description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 6
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 4
- 239000012263 liquid product Substances 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- -1 styrene hydrocarbons Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000011269 tar Substances 0.000 description 4
- MMSLOZQEMPDGPI-UHFFFAOYSA-N 1-methyl-4-prop-1-en-2-ylbenzene Chemical group CC(=C)C1=CC=C(C)C=C1 MMSLOZQEMPDGPI-UHFFFAOYSA-N 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920005990 polystyrene resin Polymers 0.000 description 3
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 description 2
- QQHQTCGEZWTSEJ-UHFFFAOYSA-N 1-ethenyl-4-propan-2-ylbenzene Chemical compound CC(C)C1=CC=C(C=C)C=C1 QQHQTCGEZWTSEJ-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K Aluminium chloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 150000005673 monoalkenes Chemical class 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ROXLYQQDLJJEBE-UHFFFAOYSA-N 1,2,4,5-tetra(propan-2-yl)benzene Chemical compound CC(C)C1=CC(C(C)C)=C(C(C)C)C=C1C(C)C ROXLYQQDLJJEBE-UHFFFAOYSA-N 0.000 description 1
- ZLRVNINHFBZOJN-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene;1-ethenyl-3-methylbenzene;1-ethenyl-4-methylbenzene Chemical group CC1=CC=C(C=C)C=C1.CC1=CC=CC(C=C)=C1.CC1=CC=CC=C1C=C ZLRVNINHFBZOJN-UHFFFAOYSA-N 0.000 description 1
- 241001136782 Alca Species 0.000 description 1
- 241000209134 Arundinaria Species 0.000 description 1
- 206010012289 Dementia Diseases 0.000 description 1
- 208000008025 Hordeolum Diseases 0.000 description 1
- 241000918728 Monotes Species 0.000 description 1
- 240000002799 Prunus avium Species 0.000 description 1
- 210000004915 Pus Anatomy 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atoms Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003750 conditioning Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000002349 favourable Effects 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011874 heated mixture Substances 0.000 description 1
- 125000001145 hydrido group Chemical group *[H] 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- CJUAZLFGEILRKP-UHFFFAOYSA-N methane;styrene Chemical compound C.C=CC1=CC=CC=C1 CJUAZLFGEILRKP-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 230000000414 obstructive Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000036544 posture Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000001131 transforming Effects 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
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/44—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond
- C07C15/46—Styrene; Ring-alkylated styrenes
-
- 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)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE424371A true BE424371A (de) |
Family
ID=85617
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE424371D BE424371A (de) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE424371A (de) |
-
0
- BE BE424371D patent/BE424371A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2135127C (fr) | Procede de separation des composes oxygenes d'hydrocarbures, combinant une distillation et une permeation et son utilisation en etherification | |
| CA1307195C (fr) | Procede integre de traitement d'un gaz humide renfermant du methane dans le but d'en eliminer l'eau | |
| FR2496096A1 (fr) | Procede pour isoler et recuperer du butene-1 de grande purete | |
| JPS6143331B2 (de) | ||
| FR2474024A1 (fr) | Procede de production de butene-1 a partir d'une coupe c4 d'hydrocarbures | |
| FR2822839A1 (fr) | Procede ameliore des deshydratation et de degazolinage d'un gaz naturel humide | |
| FR2673178A1 (fr) | Procede de separation de butanes et de butenes par distillation extractive. | |
| FR2797641A1 (fr) | Procede et dispositif de separation d'ethane et d'ethylene par absorption par solvant et hydrogenation de la phase solvant et regeneration du solvant | |
| JPH10500392A (ja) | 重合級のジシクロペンタジエンの製造 | |
| EP1221435B1 (de) | Verfahren zur Gewinnung von Methanol aus einer flüssigen Kohlenwasserstoffbeschickung | |
| BE424371A (de) | ||
| FR2797640A1 (fr) | Procede et dispositif de separation d'ethane et d'ethylene a partir d'un effluent de vapocraquage par absorption par solvant et hydrogenation de la phase solvant | |
| NO139477B (no) | Fremgangsmaate til utvinning av isopren i azeotrop blanding med n-pentan fra c-5 hydrocarbonblanding ved to-trinns destillasjon | |
| FR2710907A1 (fr) | Procédé de production d'éthers tertiaires à partir d'une charge de craquage catalytique comprenant deux étapes de distillation extractive. | |
| BE1012200A5 (fr) | Procede d'elimination du butadiene dans des unites d'ethylene avec des systemes d'hydrogenation de tete. | |
| FR2485562A1 (fr) | Procede de raffinage de fractions d'huiles lubrifiantes a forte teneur en aromatiques | |
| FR2476117A1 (fr) | Procede de raffinage au solvant d'une huile lubrifiante | |
| FR2569687A1 (fr) | Procede de raffinage de tertio-butylstyrene | |
| FR2696170A1 (fr) | Procédé de fabrication de divinylbenzène par déshydrogénation catalytique du diéthylbenzène. | |
| BE440119A (de) | ||
| FR2569688A1 (fr) | Procede pour separer le tertio-butylstyrene de l'effluent d'une zone d'oxydeshydrogenation | |
| FR3053332A1 (fr) | Procede de production de butadiene a partir d'ethanol comprenant une purification d'un effluent riche en butadiene par distillation extractive | |
| BE411144A (de) | ||
| CH224637A (fr) | Procédé de fabrication d'alcools par hydratation d'oléfines. | |
| BE617271A (de) |