JPS6075438A - ４・４′−ジメチルジフェニル含有混合物からの４・４′−ジメチルジフェニルの分離法 - Google Patents
４・４′−ジメチルジフェニル含有混合物からの４・４′−ジメチルジフェニルの分離法Info
- Publication number
- JPS6075438A JPS6075438A JP12452384A JP12452384A JPS6075438A JP S6075438 A JPS6075438 A JP S6075438A JP 12452384 A JP12452384 A JP 12452384A JP 12452384 A JP12452384 A JP 12452384A JP S6075438 A JPS6075438 A JP S6075438A
- Authority
- JP
- Japan
- Prior art keywords
- dimethyldiphenyl
- metacyclophane
- mixture
- separating
- clathrate
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 27
- 238000000034 method Methods 0.000 title claims description 16
- RZTDESRVPFKCBH-UHFFFAOYSA-N 1-methyl-4-(4-methylphenyl)benzene Chemical group C1=CC(C)=CC=C1C1=CC=C(C)C=C1 RZTDESRVPFKCBH-UHFFFAOYSA-N 0.000 title abstract description 45
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 6
- 238000010438 heat treatment Methods 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 5
- 239000002253 acid Substances 0.000 abstract description 3
- 238000000926 separation method Methods 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract description 3
- 239000007788 liquid Substances 0.000 abstract description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- 238000006025 oxidative dimerization reaction Methods 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000013078 crystal Substances 0.000 description 13
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- 238000004458 analytical method Methods 0.000 description 6
- 238000004455 differential thermal analysis Methods 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 238000000862 absorption spectrum Methods 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- GVEDOIATHPCYGS-UHFFFAOYSA-N 1-methyl-3-(3-methylphenyl)benzene Chemical group CC1=CC=CC(C=2C=C(C)C=CC=2)=C1 GVEDOIATHPCYGS-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- -1 -111-one Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 101100227721 Rattus norvegicus Frk gene Proteins 0.000 description 1
- 241000219289 Silene Species 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229940007550 benzyl acetate Drugs 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical class C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12452384A JPS6075438A (ja) | 1984-06-19 | 1984-06-19 | ４・４′−ジメチルジフェニル含有混合物からの４・４′−ジメチルジフェニルの分離法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12452384A JPS6075438A (ja) | 1984-06-19 | 1984-06-19 | ４・４′−ジメチルジフェニル含有混合物からの４・４′−ジメチルジフェニルの分離法 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7377776A Division JPS601287B2 (ja) | 1976-06-24 | 1976-06-24 | ４，４′−ジメチルフェニル包接化合物及びその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6075438A true JPS6075438A (ja) | 1985-04-27 |
| JPS6128648B2 JPS6128648B2 (enrdf_load_stackoverflow) | 1986-07-01 |
Family
ID=14887590
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12452384A Granted JPS6075438A (ja) | 1984-06-19 | 1984-06-19 | ４・４′−ジメチルジフェニル含有混合物からの４・４′−ジメチルジフェニルの分離法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6075438A (enrdf_load_stackoverflow) |
-
1984
- 1984-06-19 JP JP12452384A patent/JPS6075438A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6128648B2 (enrdf_load_stackoverflow) | 1986-07-01 |
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