• Applied Chemistry for Engineering
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• v.7 no.5
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• pp.869-876
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• 1996

Purification of 2,6-dimethylnaphthalene(2,6-DMNA) from the distillate containing a mixture of dimethylnaphthalene(DMNA) isomers of very high concentration was investigated by crystallization-recrystallization combination as a after-treatment for separation and purification of 2,6-DMNA in the light cycle oil(LCO). The separation of individual isomers of DMNA was studied by crystallization with the distillate as a feed. 2,6-DMNA, 2,7-dimethylnaphthalene(2,7-DMNA) and 2,3-dimethylnaphthalene(2,3-DMNA) were concentrated to crystal, and it was fould that separation between a group of 2,6-, 2,7-, 2,3-DMNA isomers and a group of the other DMNA isomers was possible. However, it was not possible to separate 2,6-, 2,7- and 2,3-DMNA from one another. To select the most suitable recrystallization solvent for purification of 2,6-DMNA, several conventional solvents, which have been employed commercially as recrystallization solvents for high purity performance, were tested, through measurement of solubility of 2,6- and 2,7-DMNA. The solvent used were hexane, iso-propyl ether, ethyl acetate and ethanol. From the solubility results for 2,6- and 2,7-DMNA, ethanol seemed to be the most suitable solvent for purification of 2,6-DMNA. Finally, with crystal recovered by crystallization as a feed and ethanol as a solvent, recrystallization experiments were conducted under various conditions. Purification of 2,6-DMNA was easily done with increasing operating temperature and solvent to feed ratio. These results show that the crystallization-recrystallization combination is an effective one for separation of individual isomers of DMNA.

• Korean Journal of Food Science and Technology
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• v.30 no.4
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• pp.728-732
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• 1998

The purpose of this study was to identify off-flavor compounds in sea mustard and rice syrup sold in the markets. Naphthalenes such as naphthalene, 2-methylnaphthalene, 1-methylnaphthalene, 2,6-dimethylnaphthalene, 1,5-dimethylnaphthalene, 1,8-dimethylnaphthalene, 2,7-dimethylnaphthalene, 1,4,6-trimethylnaphthalene, 2,3,6-trimethylnaphthalene etc., were present in sea mustard, while free fatty acids such as butanoic acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid and 2-furanmethanol, 2-furancarboxaldehyde etc. in rice syrup. The former (naphthalenes) have been supposed to be contaminents from paint of ship and the latter (free fatty acids) derived from deteriorated rice for saccharification. From the results of the samples studied, formation of their off-flavor compounds seems to be related with the condition of storage, the process of production and circulation in the markets.

• Applied Chemistry for Engineering
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• v.7 no.1
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• pp.162-170
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• 1996

Light cycle Oil(LCO) contains 2,6-dimethylnaphthalene (2,6-DMNA) which is used as the basic material for high performance engineering plastics and liquid crystal polymer. This study was experimentally investigated to concentrate a mixture of dimethylnaphthalene(DMNA) isomers in the LCO by extraction-distillation combination as a pretreatment for separation and purification of 2,6-DMNA in the LCO. Furthermore, concentration of a mixture of DMNA isomers in the LCO compared between distillation and extraction-distillation combination. The recovery of aromatics in the LCO was performed by batch cocurrent multistage extraction with dimethylsulfoxide and water mixture as solvent. The concentration of naphthalene group(carbon number 10-12) in the extracted mixture is higher than that in the LCO. The yield for naphthalene group increased with decreasing carbon number. The yield for a mixture of DMNA isomers obtained in 5 equilibrium extration runs was about 65%. the separation of individual components with extractedmixture was tested by batch distillation. Futhermore, for recovery of a mixture of DMNA isomers of high concentration, distillate containing DMNA was distilled. As a result, a mixture of DMNA isomers with high concentration such as 60wt% was recovered. The extraction-distillation combination was more effective than the distillation to concentration a mixture of DMNA isomer in the LCO.

• Applied Chemistry for Engineering
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• v.25 no.1
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• pp.116-120
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• 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
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• v.10 no.6
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• pp.863-870
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• 1999

The catalytic performance of Co-Mn-Br system was performed in the 2,6-dimethylnaphthalene(DMN) oxidation at relatively mild reaction conditions such as $160^{\circ}C$ and $6kg/cm^2$. Experiments were conducted using a $2{\ell}$ batch reactor with varying the concentrations of catalysts. The reaction route of DMN oxidation was considered by measuring the concentration of intermediate species. As the intermediate species, 2-formyl-6-naphthoic acid, 2-methyl-6-naphthoic acid and 2-hydroxymethyl-6-methylnaphthalene are found. It was found that the yield of 2,6-naphthalene dicarboxylic acid(NDA) is largely dependent on the Co and Br concentrations. In addition, it was observed that color-b was closely related with Mn concentration in this experimental range. The burning loss of solvent could be reduced by controlling the concentration of Mn and Br. Addition of small amount of Ce and Cu compounds led to increase the NDA yields and decrease the burning amount of solvent.

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

• Applied Chemistry for Engineering
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• v.29 no.6
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• pp.799-804
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• 2018

The separation and purification of 2,6-dimethylnaphthalene (2,6-DMN) present in the light cycle oil (LCO) fraction was investigated by a crystallization operation. Solute crystallization (SC) was performed using LCO fraction and iso-propyl alcohol as a raw material and a SC solvent, respectively. Increasing the operation temperature and volume ratio of the solvent to the raw material (S/F) resulted in improving the purity of 2,6-DMN, whereas the yield decreased. As a result of the crystallization operation in three steps containing the SC using LCO fraction (13.9% 2,6-DMN) and isopropyl alcohol, the re-crystallization 1 (RC 1) using the crystals recovered by SC and methyl acetate, and RC 2 using the crystals recovered by RC 1 and methyl acetate, the crystal with 99.9% 2,6-DMN was recovered with 19.5% yield. Furthermore, the separation and purification process of 2,6-DMN present in the LCO fraction was reevaluated by using the experimental results obtained through each operations of SC, RC 1, and RC 2.

• Journal of Food Hygiene and Safety
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• v.28 no.1
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• pp.56-62
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• 2013

Poly (ethylene naphthalate) (PEN), which is likely to be widely used in various application due to good barrier properties, is manufactured by condensation polymerization of 2,6-dimethylnaphthalene dicarboxylate (2,6-NDC) or 2,6-naphthalene dicarboxylic acid (2,6-NDA) with ethylene glycol. In this study, an analytical method to determine monomers in food simulants, which might migrate from PEN food contact materials into food, was developed. The HPLC-UV method was validated for 2,6-NDC and 2,6-NDA. The obtained validation parameters were selectivity, sensitivity, linearity, precision and recovery. The simultaneous HPLC method was considered the be most effective analytical method to determine 2,6-NDC and 2,6-NDA in food simulants.

• Biomaterials and Biomechanics in Bioengineering
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• v.1 no.2
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• pp.73-79
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• 2014

Covalent attachment of 1, 4-dimethylnaphthalene (DMN) based endoperoxide forming subunits to a polyvinyl butyral (PVB) backbone has been achieved. The functionalized polymer materials prepared and characterized here can serve as biocompatible carrier systems for studying cellular uptake, intermediate storage and delayed release of singlet oxygen, which opens up new doors for optimizing a variety of medical applications of photogenerated DMN-endoperoxides such as antiviral, antibacterial, antiplasmodial and antitumor activity.

• Applied Chemistry for Engineering
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• v.25 no.2
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• pp.142-146
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• 2014

The separation of nitrogen heterocyclic compound (NHC) contained in a model coal tar fraction of nine components system was investigated by distribution equilibrium. The model coal tar fraction comprising NHC group (NHCs; indole (In), quinoline (Q), iso-quinoline (iQ), quinaldine(Qu)), bicyclic aromatic compound group (BACs; 1-methylnaphthalene (1MN), 2-methylnaphthalene (2MN), dimethylnaphthalene (DMN)), biphenyl (Bp) and phenyl ether (Pe) and the aqueous methanol were used as the raw materials and the solvent of this work, respectively. A batch-stirred tank was used as the liquid-liquid contact unit of this work. The distribution coefficient of NHCs increased by increasing the equilibrium operation temperature, whereas the selectivity of NHCs with respect to BACs decreased. Decreasing the initial volume ratio of water to the solvent resulted in deteriorating the selectivity of NHCs in reference to BACs, but improving the distribution coefficients of NHCs. At a fixed experimental condition, the sequence of the distribution coefficient and the selectivity with reference to BACs for each groups was increased in order of NHCs > Bp > BACs > Pe and NHCs > Bp> Pe, respectively. Also, the sequence of the distribution coefficient for entire compounds was in order of In > iQ = Q > Qu > Bp > 1MN = 2MN > Pe > DMN. The maximum yield of NHCs and the selectivity of NHCs based on BACs obtained by methanol extraction were 94 and 23%, respectively. Furthermore, the recovery process for NHCs from coal tar was studied by using the experimental results from this work.