DE1276265B - Verfahren zur Herstellung gesaettigter, 1 bis 5 C-Atome enthaltender aliphatischer Kohlenwasserstoffe zusammen mit Benzol und Homologen durch Kracken von Leichtbenzinen - Google Patents
Verfahren zur Herstellung gesaettigter, 1 bis 5 C-Atome enthaltender aliphatischer Kohlenwasserstoffe zusammen mit Benzol und Homologen durch Kracken von LeichtbenzinenInfo
- Publication number
- DE1276265B DE1276265B DEST25686A DEST025686A DE1276265B DE 1276265 B DE1276265 B DE 1276265B DE ST25686 A DEST25686 A DE ST25686A DE ST025686 A DEST025686 A DE ST025686A DE 1276265 B DE1276265 B DE 1276265B
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen
- gasoline
- hydrocarbons
- fraction
- catalyst
- 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.)
- Pending
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title claims description 37
- 238000000034 method Methods 0.000 title claims description 28
- 238000005336 cracking Methods 0.000 title claims description 18
- 229920006395 saturated elastomer Polymers 0.000 title claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 title claims description 13
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 title description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 49
- 239000001257 hydrogen Substances 0.000 claims description 49
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 41
- 229930195733 hydrocarbon Natural products 0.000 claims description 30
- 150000002430 hydrocarbons Chemical class 0.000 claims description 25
- 239000007788 liquid Substances 0.000 claims description 24
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 21
- 239000003054 catalyst Substances 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 239000007789 gas Substances 0.000 claims description 18
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 18
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 16
- 239000005977 Ethylene Substances 0.000 claims description 16
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 16
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 238000000926 separation method Methods 0.000 claims description 9
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 7
- 238000004227 thermal cracking Methods 0.000 claims description 7
- 239000008096 xylene Substances 0.000 claims description 7
- -1 C 4 hydrocarbons Chemical class 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 6
- 150000001336 alkenes Chemical class 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000001294 propane Substances 0.000 claims description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 5
- 239000011541 reaction mixture Substances 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 4
- 239000000377 silicon dioxide Substances 0.000 claims description 4
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 239000001273 butane Substances 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- 235000012239 silicon dioxide Nutrition 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 230000001066 destructive effect Effects 0.000 claims 2
- RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 claims 1
- 229910004298 SiO 2 Inorganic materials 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 1
- 239000000047 product Substances 0.000 description 14
- 239000000203 mixture Substances 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000007858 starting material Substances 0.000 description 8
- 238000000605 extraction Methods 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 238000004821 distillation Methods 0.000 description 3
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000006317 isomerization reaction Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 241000094396 Bolitoglossa carri Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- ZYJKUXGOCSWXQO-UHFFFAOYSA-N ethene;silicon Chemical group [Si].C=C ZYJKUXGOCSWXQO-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
- C10G45/58—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to change the structural skeleton of some of the hydrocarbon content without cracking the other hydrocarbons present, e.g. lowering pour point; Selective hydrocracking of normal paraffins
- C10G45/68—Aromatisation of hydrocarbon oil fractions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C9/00—Aliphatic saturated hydrocarbons
- C07C9/14—Aliphatic saturated hydrocarbons with five to fifteen carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G47/00—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6509667A NL6509667A (enrdf_load_stackoverflow) | 1965-07-26 | 1965-07-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1276265B true DE1276265B (de) | 1968-08-29 |
Family
ID=19793744
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEST25686A Pending DE1276265B (de) | 1965-07-26 | 1966-07-25 | Verfahren zur Herstellung gesaettigter, 1 bis 5 C-Atome enthaltender aliphatischer Kohlenwasserstoffe zusammen mit Benzol und Homologen durch Kracken von Leichtbenzinen |
Country Status (12)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3926779A (en) * | 1974-01-21 | 1975-12-16 | Texaco Inc | Upgrading of paraffinic gasoline blending components by cyclization with a platinum/magnesium oxide alumina matrix catalyst |
| NZ211005A (en) * | 1984-02-02 | 1988-03-30 | Terje Rosenlund | Impregnating wood |
| DE102004011553A1 (de) * | 2004-03-08 | 2005-10-06 | Betriebsforschungsinstitut VDEh - Institut für angewandte Forschung GmbH | Messvorrichtung und Messverfahren zur Zustandsbestimmung eines Metallschmelzenstroms |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2143472A (en) * | 1936-07-20 | 1939-01-10 | Shell Dev | Process for treating hydrocarbons |
| GB935681A (en) * | 1961-02-03 | 1963-09-04 | Metallgesellschaft Ag | The production of aromatic and olefinic hydrocarbons |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2908628A (en) * | 1956-06-28 | 1959-10-13 | Sun Oil Co | Hydrocarbon conversion |
| US3198728A (en) * | 1962-06-20 | 1965-08-03 | Socony Mobil Oil Co Inc | Method of improving front end octane rating and increasing "lpg" production |
-
0
- NL NL128679D patent/NL128679C/xx active
-
1965
- 1965-07-26 NL NL6509667A patent/NL6509667A/xx unknown
-
1966
- 1966-07-19 GB GB32430/66A patent/GB1133263A/en not_active Expired
- 1966-07-20 IL IL26181A patent/IL26181A/en unknown
- 1966-07-22 AT AT703366A patent/AT269321B/de active
- 1966-07-22 CH CH1068366A patent/CH473071A/de not_active IP Right Cessation
- 1966-07-23 ES ES0329427A patent/ES329427A1/es not_active Expired
- 1966-07-25 NO NO164051A patent/NO118557B/no unknown
- 1966-07-25 DE DEST25686A patent/DE1276265B/de active Pending
- 1966-07-26 SE SE10183/66A patent/SE341390B/xx unknown
- 1966-07-26 US US567940A patent/US3455813A/en not_active Expired - Lifetime
- 1966-07-26 DK DK387766A patent/DK132399C/da active
- 1966-07-26 BE BE684601D patent/BE684601A/xx unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2143472A (en) * | 1936-07-20 | 1939-01-10 | Shell Dev | Process for treating hydrocarbons |
| GB935681A (en) * | 1961-02-03 | 1963-09-04 | Metallgesellschaft Ag | The production of aromatic and olefinic hydrocarbons |
Also Published As
| Publication number | Publication date |
|---|---|
| ES329427A1 (es) | 1967-09-01 |
| SE341390B (enrdf_load_stackoverflow) | 1971-12-27 |
| CH473071A (de) | 1969-05-31 |
| AT269321B (de) | 1969-03-10 |
| IL26181A (en) | 1970-06-17 |
| DK132399C (da) | 1976-05-03 |
| BE684601A (enrdf_load_stackoverflow) | 1967-01-26 |
| NL6509667A (enrdf_load_stackoverflow) | 1967-01-27 |
| NO118557B (enrdf_load_stackoverflow) | 1970-01-12 |
| GB1133263A (en) | 1968-11-13 |
| DK132399B (da) | 1975-12-01 |
| NL128679C (enrdf_load_stackoverflow) | |
| US3455813A (en) | 1969-07-15 |
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