DE2256282A1 - Verfahren zur herstellung von n-alkylbenzolen - Google Patents
Verfahren zur herstellung von n-alkylbenzolenInfo
- Publication number
- DE2256282A1 DE2256282A1 DE19722256282 DE2256282A DE2256282A1 DE 2256282 A1 DE2256282 A1 DE 2256282A1 DE 19722256282 DE19722256282 DE 19722256282 DE 2256282 A DE2256282 A DE 2256282A DE 2256282 A1 DE2256282 A1 DE 2256282A1
- Authority
- DE
- Germany
- Prior art keywords
- alkylation
- benzene
- parts
- weight
- alkanes
- 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
- 238000000034 method Methods 0.000 title claims description 20
- 238000002360 preparation method Methods 0.000 title claims description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 78
- 238000005804 alkylation reaction Methods 0.000 claims description 46
- 230000029936 alkylation Effects 0.000 claims description 44
- 239000003054 catalyst Substances 0.000 claims description 34
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 21
- 239000000047 product Substances 0.000 claims description 21
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 20
- 238000009835 boiling Methods 0.000 claims description 19
- 239000010802 sludge Substances 0.000 claims description 16
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 14
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 14
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 14
- 238000005660 chlorination reaction Methods 0.000 claims description 11
- 238000011282 treatment Methods 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000006227 byproduct Substances 0.000 claims description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 238000003442 catalytic alkylation reaction Methods 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- KWTSXDURSIMDCE-UHFFFAOYSA-N 1-phenylpropan-2-amine Chemical compound CC(N)CC1=CC=CC=C1 KWTSXDURSIMDCE-UHFFFAOYSA-N 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
- 238000004508 fractional distillation Methods 0.000 claims 1
- 238000004821 distillation Methods 0.000 description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 5
- 150000004996 alkyl benzenes Chemical class 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000264597 Colomys Species 0.000 description 1
- -1 alkanes aluminum trichloride Chemical class 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- PMHQVHHXPFUNSP-UHFFFAOYSA-M copper(1+);methylsulfanylmethane;bromide Chemical compound Br[Cu].CSC PMHQVHHXPFUNSP-UHFFFAOYSA-M 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009941 weaving Methods 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
- C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
- C07C2/861—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only halogen as hetero-atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/107—Monocyclic hydrocarbons having saturated side-chain containing at least six carbon atoms, e.g. detergent alkylates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
-
- 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
- C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
- C07C2527/126—Aluminium chloride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT3119671A IT946063B (it) | 1971-11-17 | 1971-11-17 | Perfezionamenti nei procedimenti di preparazione degli alchilben zeni lineari |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2256282A1 true DE2256282A1 (de) | 1973-06-07 |
Family
ID=11233261
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722256282 Pending DE2256282A1 (de) | 1971-11-17 | 1972-11-16 | Verfahren zur herstellung von n-alkylbenzolen |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS4857933A (enExample) |
| CA (1) | CA961055A (enExample) |
| CH (1) | CH605489A5 (enExample) |
| DE (1) | DE2256282A1 (enExample) |
| FR (1) | FR2160370B1 (enExample) |
| GB (1) | GB1391298A (enExample) |
| IT (1) | IT946063B (enExample) |
| NL (1) | NL7213035A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW594381B (en) | 2000-07-12 | 2004-06-21 | Du Pont | Process for patterning non-photoimagable ceramic tape |
-
1971
- 1971-11-17 IT IT3119671A patent/IT946063B/it active
-
1972
- 1972-08-01 CA CA148,444A patent/CA961055A/en not_active Expired
- 1972-08-01 GB GB3596472A patent/GB1391298A/en not_active Expired
- 1972-08-17 CH CH1222972A patent/CH605489A5/xx not_active IP Right Cessation
- 1972-09-07 FR FR7231777A patent/FR2160370B1/fr not_active Expired
- 1972-09-27 NL NL7213035A patent/NL7213035A/xx unknown
- 1972-10-03 JP JP9935972A patent/JPS4857933A/ja active Pending
- 1972-11-16 DE DE19722256282 patent/DE2256282A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IT946063B (it) | 1973-05-21 |
| FR2160370A1 (enExample) | 1973-06-29 |
| GB1391298A (en) | 1975-04-23 |
| CA961055A (en) | 1975-01-14 |
| FR2160370B1 (enExample) | 1974-10-04 |
| JPS4857933A (enExample) | 1973-08-14 |
| NL7213035A (enExample) | 1973-05-21 |
| CH605489A5 (enExample) | 1978-09-29 |
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