CA1042926A - Isomerization of isopropylnaphthalene alkylate mixtures - Google Patents
Isomerization of isopropylnaphthalene alkylate mixturesInfo
- Publication number
- CA1042926A CA1042926A CA223,028A CA223028A CA1042926A CA 1042926 A CA1042926 A CA 1042926A CA 223028 A CA223028 A CA 223028A CA 1042926 A CA1042926 A CA 1042926A
- Authority
- CA
- Canada
- Prior art keywords
- beta
- isopropylnaphthalene
- naphthalene
- catalyst
- alpha
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 23
- PMPBFICDXLLSRM-UHFFFAOYSA-N 1-propan-2-ylnaphthalene Chemical compound C1=CC=C2C(C(C)C)=CC=CC2=C1 PMPBFICDXLLSRM-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 238000006317 isomerization reaction Methods 0.000 title description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 30
- TVYVQNHYIHAJTD-UHFFFAOYSA-N 2-propan-2-ylnaphthalene Chemical compound C1=CC=CC2=CC(C(C)C)=CC=C21 TVYVQNHYIHAJTD-UHFFFAOYSA-N 0.000 claims abstract description 16
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 12
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910000323 aluminium silicate Inorganic materials 0.000 claims abstract description 7
- 229910052761 rare earth metal Inorganic materials 0.000 claims abstract description 7
- 150000002910 rare earth metals Chemical group 0.000 claims abstract description 7
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 11
- IAUKWGFWINVWKS-UHFFFAOYSA-N 1,2-di(propan-2-yl)naphthalene Chemical compound C1=CC=CC2=C(C(C)C)C(C(C)C)=CC=C21 IAUKWGFWINVWKS-UHFFFAOYSA-N 0.000 claims description 7
- 230000029936 alkylation Effects 0.000 description 8
- 238000005804 alkylation reaction Methods 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 238000007323 disproportionation reaction Methods 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- MNIGYIKCFSPQRJ-UHFFFAOYSA-N N,N-bis(2-hydroxypropyl)nitrosamine Chemical compound CC(O)CN(N=O)CC(C)O MNIGYIKCFSPQRJ-UHFFFAOYSA-N 0.000 description 1
- MXRIRQGCELJRSN-UHFFFAOYSA-N O.O.O.[Al] Chemical compound O.O.O.[Al] MXRIRQGCELJRSN-UHFFFAOYSA-N 0.000 description 1
- RSPISYXLHRIGJD-UHFFFAOYSA-N OOOO Chemical compound OOOO RSPISYXLHRIGJD-UHFFFAOYSA-N 0.000 description 1
- DTAFLBZLAZYRDX-UHFFFAOYSA-N OOOOOO Chemical compound OOOOOO DTAFLBZLAZYRDX-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2729—Changing the branching point of an open chain or the point of substitution on a ring
- C07C5/2732—Catalytic processes
- C07C5/2737—Catalytic processes with crystalline alumino-silicates, e.g. molecular sieves
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/126—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US465966A US3886223A (en) | 1974-05-01 | 1974-05-01 | Isomerization of isopropylnaphthalene alkylate mixtures |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1042926A true CA1042926A (en) | 1978-11-21 |
Family
ID=23849896
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA223,028A Expired CA1042926A (en) | 1974-05-01 | 1975-03-25 | Isomerization of isopropylnaphthalene alkylate mixtures |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3886223A (enExample) |
| JP (1) | JPS5176249A (enExample) |
| CA (1) | CA1042926A (enExample) |
| DE (1) | DE2518569A1 (enExample) |
| FR (1) | FR2269509B1 (enExample) |
| GB (1) | GB1464331A (enExample) |
| HK (1) | HK28378A (enExample) |
| NL (1) | NL7504744A (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4026959A (en) * | 1976-05-07 | 1977-05-31 | American Cyanamid Company | Low temperature isomerization process for isopropylnaphthalene (100 percent sieve catalyst) |
| JP2623344B2 (ja) * | 1989-06-22 | 1997-06-25 | 呉羽化学工業株式会社 | β―モノイソプロピルナフタレンの分離精製方法 |
| US5030787A (en) * | 1990-01-24 | 1991-07-09 | Mobil Oil Corp. | Catalytic disproportionation/transalkylation utilizing a C9+ aromatics feed |
| US5276234A (en) * | 1990-09-13 | 1994-01-04 | Kawasaki Steel Corporation | Process for producing 2-methylnaphthalene |
| JPH05310611A (ja) * | 1991-08-16 | 1993-11-22 | Kawasaki Steel Corp | ２−メチルナフタレンの製造方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3251897A (en) * | 1962-12-20 | 1966-05-17 | Socony Mobil Oil Co Inc | Alkylation of aromatic compounds in the presence of an alumino-silicate catalyst |
| DE2222342C3 (de) * | 1972-05-06 | 1981-07-09 | Hoechst Ag, 6230 Frankfurt | Verfahren zur Isomerisierung von α -Isopropylnaphthalin zu β -Isopropylnaphthalin |
-
1974
- 1974-05-01 US US465966A patent/US3886223A/en not_active Expired - Lifetime
-
1975
- 1975-03-25 CA CA223,028A patent/CA1042926A/en not_active Expired
- 1975-04-18 GB GB1622975A patent/GB1464331A/en not_active Expired
- 1975-04-22 NL NL7504744A patent/NL7504744A/xx not_active Application Discontinuation
- 1975-04-25 DE DE19752518569 patent/DE2518569A1/de not_active Withdrawn
- 1975-04-29 FR FR7513447A patent/FR2269509B1/fr not_active Expired
- 1975-05-01 JP JP50052115A patent/JPS5176249A/ja active Pending
-
1978
- 1978-06-01 HK HK283/78A patent/HK28378A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2269509A1 (enExample) | 1975-11-28 |
| US3886223A (en) | 1975-05-27 |
| DE2518569A1 (de) | 1975-11-13 |
| JPS5176249A (en) | 1976-07-01 |
| FR2269509B1 (enExample) | 1980-10-03 |
| AU7959075A (en) | 1976-09-30 |
| GB1464331A (en) | 1977-02-09 |
| HK28378A (en) | 1978-06-09 |
| NL7504744A (nl) | 1975-11-04 |
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