• Applied Chemistry for Engineering
• /
• v.25 no.3
• /
• pp.330-336
• /
• 2014

Purification of indole contained in model coal tar absorption oil was examined by extraction-distillation-crystallization combination. The absorption oil consists of nine components such as four kinds of nitrogen heterocyclic compounds (9.2% quinoline, 2.4% iso-quinoline, 4.7% indole, 2.4% quinaldine), three kinds of bicyclic aromatic compounds (14.2% 1-methylnaphthalene, 31.8% 2-methylnaphthalene, 23.5% dimethylnaphthalene), 5.5% biphenyl and 3.3% phenyl ether. 99.5% indole was recovered by combination of formamide extraction-distillation-solute crystallization using n-hexane. Furthermore, the recovery process of indole contained in coal tar absorption oil was studied by using the experimental results obtained by each operation of this work.

• Applied Chemistry for Engineering
• /
• v.25 no.1
• /
• pp.116-120
• /
• 2014

Light cycle oil (LCO), one of the by-products of the catalytic cracking gasoline manufacturing process, contains a lot of valuable aromatics. In particular, 2,6-dimethylnaphthalene (2,6-DMN) contained in LCO has been becoming important as the basic material of polyethylene naphthalate plastic and liquid crystal polymer, etc. If it were possible to separate and purify the valuable aromatic hydrocarbons (such as 2,6-DMN) from LCO, which have only been used as fuel mixed with heavy oil, it would be very meaningful in terms of the efficient use of resources. We investigated the high-purity purification of 2,6-DMN by the combined method of melt crystallization (MC) and solute crystallization (SC). The enriched DMN isomer mixtures (concentration of 2,6-DMN : 10.43%) recovered from LCO by distillation-extraction combination and the crystal recovered by MC used as raw materials of MC and SC, respectively. The solvent of SC used was a mixture of methanol and acetone (60 : 40 wt%). The crystal of 2,6-DMN with a high-purity of 99.5% was recovered by MC-SC combination. We confirmed that the MC-SC combination was one of the very useful combinations for the high-purity purification of 2,6-DMN contained in the enriched DMN isomer mixtures.

• Applied Chemistry for Engineering
• /
• v.21 no.2
• /
• pp.238-241
• /
• 2010

The purification of indole from 54.3wt% indole fraction (temperature range of distillate: $250{\sim}255^{\circ}C$) recovered by extraction-distillation combination of coal tar fraction (temperature range of distillate: $240{\sim}265^{\circ}C$) was examined by solute crystallization. The feed consists of eight components such as quinoline, iso-quinoline, indole, quinaldine, 1-methylnaphthalene, 2-methylnaphthalene, biphenyl and phenyl ether. Hexane and an aqueous solution of methanol (50 : 50 vol%) were used as the crystallization solvent and the coolant, respectively. A batch stirred tank of glass material was used as a crystallization apparatus. By increasing the operation temperature and the volume ratio of solvent to feed at initial, the purity of indole increas ed, but yields of indole showed a decreasing tendency. Solute crystallization method using hexane as a solvent was excellent because the purity of 99.3 wt% indole was recovered at the yield of 50% without washing operation.

• Applied Chemistry for Engineering
• /
• v.19 no.1
• /
• pp.105-110
• /
• 2008

The high-purity purification of 2,6-dimethylnaphthalene (2,6-DMN, 10.43 wt%) from the concentrate of DMN isomers recovered from light cycle oil (LCO) through distillation-extraction combination was examined by a crystallization operation. To select the most suitable crystallization solvent for purification of 2,6-DMN, several conventional solvents, which have been employed commercially as crystallization solvents for high-purity performance, were tested, through measurement of purity and yield of 2,6-DMN. The solvents used were acetone, cyclohexanone, ethanol, ethyl ether, ethyl acetate, isopropyl ether, methanol, n-hexane, n-heptane, pyridine, THF, toluene, and a mixture of methanol and acetone. The mixture of 60 vol% methanol and 40 vol% acetone (M/A = 1.5) was found to be suitable for purification of 2,6-DMN in the concentrate of DMN isomers based on purity and yield. Increasing the operation temperature and the volume ratio of solvent (M/A = 1.5) to feed (concentrate of DMN) resulted in improving the purity of 2,6-DMN, whereas the yield decreased. The crystal recovered by crystallization run using the concentrate of DMN isomers contained about 76 wt% 2,6-DMN. Furthermore, for recovery of high-purity 2,6-DMN, crystal containing 76 wt% 2,6-DMN was crystallized. As a result, crystal with 99.7 wt% 2,6-DMN was recovered with 40% yield.