DE1668185B1 - Verfahren zur Isolierung von reinem Mesitylen aus seinen Gemischen mit C9-Aromaten - Google Patents
Verfahren zur Isolierung von reinem Mesitylen aus seinen Gemischen mit C9-AromatenInfo
- Publication number
- DE1668185B1 DE1668185B1 DE19681668185 DE1668185A DE1668185B1 DE 1668185 B1 DE1668185 B1 DE 1668185B1 DE 19681668185 DE19681668185 DE 19681668185 DE 1668185 A DE1668185 A DE 1668185A DE 1668185 B1 DE1668185 B1 DE 1668185B1
- Authority
- DE
- Germany
- Prior art keywords
- mesitylene
- aromatics
- isolation
- mixtures
- percent
- 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.)
- Withdrawn
Links
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 title claims description 45
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 title claims description 44
- 239000000203 mixture Substances 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 7
- 238000002955 isolation Methods 0.000 title claims description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 19
- 230000029936 alkylation Effects 0.000 claims description 8
- 238000005804 alkylation reaction Methods 0.000 claims description 8
- 229940100198 alkylating agent Drugs 0.000 claims description 5
- 239000002168 alkylating agent Substances 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- GWHJZXXIDMPWGX-UHFFFAOYSA-N 1,2,4-trimethylbenzene Chemical compound CC1=CC=C(C)C(C)=C1 GWHJZXXIDMPWGX-UHFFFAOYSA-N 0.000 description 18
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 9
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 6
- 230000006207 propylation Effects 0.000 description 6
- 238000000926 separation method Methods 0.000 description 5
- JRLPEMVDPFPYPJ-UHFFFAOYSA-N 1-ethyl-4-methylbenzene Chemical compound CCC1=CC=C(C)C=C1 JRLPEMVDPFPYPJ-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical class CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- ZLCSFXXPPANWQY-UHFFFAOYSA-N 3-ethyltoluene Chemical compound CCC1=CC=CC(C)=C1 ZLCSFXXPPANWQY-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- POOXAYBPGIHSME-UHFFFAOYSA-N 1,2,4-trimethyl-5-propan-2-ylbenzene Chemical compound CC(C)C1=CC(C)=C(C)C=C1C POOXAYBPGIHSME-UHFFFAOYSA-N 0.000 description 1
- WZEYZMKZKQPXSX-UHFFFAOYSA-N 1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=CC(C)=C1.CC1=CC(C)=CC(C)=C1 WZEYZMKZKQPXSX-UHFFFAOYSA-N 0.000 description 1
- KYPUBILZJUPGAD-UHFFFAOYSA-N 2,4-dimethyl-1-(2-methylpropyl)benzene Chemical compound CC(C)CC1=CC=C(C)C=C1C KYPUBILZJUPGAD-UHFFFAOYSA-N 0.000 description 1
- KZDCMKVLEYCGQX-UDPGNSCCSA-N 2-(diethylamino)ethyl 4-aminobenzoate;(2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;hydrate Chemical compound O.CCN(CC)CCOC(=O)C1=CC=C(N)C=C1.N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 KZDCMKVLEYCGQX-UDPGNSCCSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 238000002679 ablation Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/14875—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with organic compounds
- C07C7/14883—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with organic compounds hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681668185 DE1668185B1 (de) | 1968-03-09 | 1968-03-09 | Verfahren zur Isolierung von reinem Mesitylen aus seinen Gemischen mit C9-Aromaten |
| CH126569A CH502283A (de) | 1968-03-09 | 1969-01-28 | Verfahren zur Gewinnung von reinem Mesitylen aus seinen Gemischen mit anderen C9-Aromaten |
| NL6901406A NL6901406A (enrdf_load_stackoverflow) | 1968-03-09 | 1969-01-29 | |
| FR6901889A FR2003552A1 (enrdf_load_stackoverflow) | 1968-03-09 | 1969-01-30 | |
| BE728580D BE728580A (enrdf_load_stackoverflow) | 1968-03-09 | 1969-02-18 | |
| SE321269A SE342438B (enrdf_load_stackoverflow) | 1968-03-09 | 1969-03-07 | |
| GB1224569A GB1192155A (en) | 1968-03-09 | 1969-03-07 | Separation of Mesitylene from Mixture of Aromatic Hydrocarbons |
| AT228169A AT289755B (de) | 1968-03-09 | 1969-03-07 | Verfahen zur Isolierung von Mesitylen aus einem Gemisch mit anderen C9-Alkylbenzolen |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681668185 DE1668185B1 (de) | 1968-03-09 | 1968-03-09 | Verfahren zur Isolierung von reinem Mesitylen aus seinen Gemischen mit C9-Aromaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1668185B1 true DE1668185B1 (de) | 1971-02-18 |
Family
ID=5686088
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681668185 Withdrawn DE1668185B1 (de) | 1968-03-09 | 1968-03-09 | Verfahren zur Isolierung von reinem Mesitylen aus seinen Gemischen mit C9-Aromaten |
Country Status (8)
| Country | Link |
|---|---|
| AT (1) | AT289755B (enrdf_load_stackoverflow) |
| BE (1) | BE728580A (enrdf_load_stackoverflow) |
| CH (1) | CH502283A (enrdf_load_stackoverflow) |
| DE (1) | DE1668185B1 (enrdf_load_stackoverflow) |
| FR (1) | FR2003552A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1192155A (enrdf_load_stackoverflow) |
| NL (1) | NL6901406A (enrdf_load_stackoverflow) |
| SE (1) | SE342438B (enrdf_load_stackoverflow) |
-
1968
- 1968-03-09 DE DE19681668185 patent/DE1668185B1/de not_active Withdrawn
-
1969
- 1969-01-28 CH CH126569A patent/CH502283A/de not_active IP Right Cessation
- 1969-01-29 NL NL6901406A patent/NL6901406A/xx unknown
- 1969-01-30 FR FR6901889A patent/FR2003552A1/fr not_active Withdrawn
- 1969-02-18 BE BE728580D patent/BE728580A/xx unknown
- 1969-03-07 GB GB1224569A patent/GB1192155A/en not_active Expired
- 1969-03-07 SE SE321269A patent/SE342438B/xx unknown
- 1969-03-07 AT AT228169A patent/AT289755B/de not_active IP Right Cessation
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| SE342438B (enrdf_load_stackoverflow) | 1972-02-07 |
| FR2003552A1 (enrdf_load_stackoverflow) | 1969-11-07 |
| NL6901406A (enrdf_load_stackoverflow) | 1969-09-11 |
| AT289755B (de) | 1971-05-10 |
| CH502283A (de) | 1971-01-31 |
| GB1192155A (en) | 1970-05-20 |
| BE728580A (enrdf_load_stackoverflow) | 1969-08-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |