• Journal of the Korean Chemical Society
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• v.55 no.2
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• pp.230-234
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• 2011

The present study describes the synthesis of 4,5-dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone derivatives. The synthesis of the first target compound, 4,5-dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone (1), was achieved by Friedel-Crafts acylation of o-cresyl methyl ether with succinic anhydride and subsequent cyclization of the intermediary g-keto acid with hydrazine hydrate. Condensation of compound 1 with aromatic aldehydes in the presence of sodium ethoxide affords the corresponding 4-substituted benzyl pyridazinones (3a-d). The dihydropyridazinone 1 underwent dehydrogenation upon treatment with bromine/acetic acid mixture to give (4). Pyridazine (5) has been synthesized upon the reaction of pyridazinone (1) with 1,3-diphenyl-2-propen-1-one under the Michael addition reaction. N-dialkylaminomethyl derivatives 6a-b have been obtained from the reaction of pyridazinone 1 with formaldehyde and secondary amine, whereas reaction of 1 with formaldehyde gives N-hydroxymethyl derivative (7). This study also includes the synthesis of the 3-chloropyridazine derivative 8 in excellent yield by heating pyridazinone 3b in phosphorus oxychloride. The behaviour of the chloro derivative toward sodium azide, benzyl amine and anthranilic acid was also studied. The proposed structures of the products were confirmed by elemental analysis, spectral data and chemical evidence.

• Journal of the Korean Chemical Society
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• v.40 no.4
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• pp.243-248
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• 1996

New routes have been developed for the practical syntheses of dl-Muscone(1) employing cyclopentadecanone(2) as the starting material. In this experiment, addition of bromine to cyclopentadecanone in dried E. Ether solution with a trace of $AlCl_3$ as the catalyst were produced 2-bromocyclopentadecanone(3). This process was enhanced formation of regioselective enolate anion at $C_2$ position. 2-Bromocyclopentadecanone was put into $Li_2CO_3$-LiBr-DMF solution at 140∼150$^{\circ}C$, were produced trans- and cis-2-cyclopentadecen-1-one(4) mixture. Other by-products were reduced by control of reaction temperature and time. Trans- and cis-2-cyclopentadecen-1-one(4) mixture was directly put into dried E. Ether solvent and induce to react dropwise with $CH_3MgBr-Cu_2Cl_2$ complex, all of them got into 1,4-addition, dl-Muscone (1) was formed as the result. Conculsion, through three steps procedure from cyclopentadecanone(2) to dl-Muscone(1), the pure dl-Muscone was obtained with the high proportion of 85%, and synthetic cost was able to be much lower than any other conventional methods as there were no chemical separating steps.

• Elastomers and Composites
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• v.37 no.4
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• pp.224-233
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• 2002

This study has investigated the flame retardant properties of EPDM rubber with the addition of various flame retardants. Carbon black, stearic acid, zinc oxide cross-linking agent were mixed with EPDM rubber to produce the base rubber E0 without the addition of flame retardants. Phosphorus flame retardant Tricrecyl phosphate(TCP) was added to E0 in 0.5, 1, 1.5, 2 phr to make E1~E4 samples and red phosphorus was added in 3, 6, 9, 12 phr to make E5~E8 samples. A flame retardant of the bromine family Decabromodiphenyloxide(DBDPO), and a chlorinated paraffin retardant of the chlorine family was added to E0 in 3, 6, 9, 12 phr to make E9~E12 and E13~E16 samples, repectively. Basic physical properties such as tensile strength, tear strength and hardness were measured for all the rubber samples with various flame retardant additions. There was no substantial differences. On the other hand, Oxygen index and UL94 were measured to study flame retardant properties. From oxygen index measurements E0 sample showed a value of 23.5%, indicating the improvement of flame retardant properties. Also from UL94 measurements, it was found that addition of red phosphorus resulted in maximum flame retardant effect. It was found that increasing the amount of addition resulted in decreasing combustion rate and improving flame retardant effect regardless of the kind of flame retardant.

• Analytical Science and Technology
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• v.19 no.1
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• pp.1-8
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• 2006

The isotope dilution method was used for the determination of Br impurity in $1000{\mu}g/g$ Cl standard solution. Since relatively pure KCl salt was used for the preparation of the Cl standard solution, the Br impurity determination suffers from both spectral and non-spectral interferences due to the presence of a large amount of K and Cl matrices. AG2-X8 anion-exchange resin was employed to separate the Br analyte from the matrices, and RF power was raised to 1500 W and nebulizer gas flow rate was lowered to 0.77 L/min to reduce background from the $ArArH^+$ molecular ions. The Br impurity in the $1000{\mu}g/g$ Cl standard solution was determined to be 43.7 ng/g with the standard addition method. The analytical result was in good agreement with 41.2 ng/g (RSD 1.6%) determined by the isotope dilution method to lower uncertainty from poor reproducibility of the anion-exchange process.

• The Journal of Engineering Geology
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• v.19 no.2
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• pp.235-250
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• 2009

Environmental elements such as B, Br, and Sr in groundwater from Bukahn-myeon, Yeongcheon, Gyeongbuk Province, were investigated in order to know their origin with emphasis on hydrochemistry. pH ranges from 7.37 to 8.39. B content is 0.41${\sim}$4.62 mg/L with an average 1.74 mg/L and Br content is 0${\sim}$3.24 mg/L with an average 2.22 mg/L, and Sr content is 0.93${\sim}$8.64 mg/L with an average 2.76 mg/L. The water types plotted by the Piper diagram are different but mostly $Ca-HCO_3$. Some constituents contributing to EC are Na, $SO_4$, Cl with high determinative coefficients($R^2$) of 0.85, 0.70, 0.90, respectively. The coefficients($R^2$) of Cl to Na, K, $SO_4$ are 0.54, 0.68, 0.53, respectively. It should be noted that there are high cocfficients($R^2$) of B-Sr and $Sr-SO_4$ with 0.65, 0.64, respectively. The Cl/Br ratios are 5.21${\sim}$30.70 due to significant depletion of Cl. The $SO_4/Cl$ ratios are 1.32${\sim}$27.24 with an average of 5.92, ascribed to abundant introduction of $SO_4$ or significant depletion of Cl. Chemical speciation calculated shows that B exists mostly as $H_3BO_3$ with less $H_2BO^-_3$ and Br exists as only $Br^-$. Sr exists mostly as $Sr^2$ with less $SO_4$. Saturation index represents that goundwater is supersaturated with respect to barite, kaolinite, illite, K-mica, and smectite while it is slightly undersaturated with respect to silica, gypsum, anhydrite, talc, chrysotile, feldspar, kaolinite, illite, K-mica, and smectite. The saturation index of celestine is -2.23${\sim}$-0.13 indicating more Sr can be incorporated into groundwater. Groundwater is still much undersaturated to halite. It is likely that the origin of S and Sr was related to the Yucheon volcanic rocks. Br might be originated from the local geological features with introduction of anthropogenic matters.

• Journal of the Korean Society of Marine Environment & Safety
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• v.24 no.2
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• pp.203-214
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• 2018

Ballast water treated by sodium dichloroisocyanurate (NaDCC) injection method in ballast water management system (BWMS) contains reactive bromine, chlorine species and disinfection by-products (DBPs). In this study, we conducted whole effluent toxicity (WET) testing and ecological risk assessment (ERA) to investigate its ecotoxicological effects on the marine environment. WET testing was carried out for eight marine and fresh water organisms, i.e. diatom, Skeletonema costatum, Navicula pelliculosa, green algae, Dunaliella tertiolecta, Pseudokirchneriella subcapitata, rotifer, Brachionus plicatilis, Brachionus calyciflorus and fish, Cyprinodon variegatus, Pimephales promelas. The WET test revealed that diatom and green algae were the only organisms that showed apparent toxicity to the effluent; it showed no observed effect concentration (NOEC), lowest observable effect concentration (LOEC) and effect concentration of 50 % (EC50) values of 25.0 %, 50.0 % and over 100.0 %, respectively, in seawater conditions. In contrast, rotifer and fish showed no toxicities to the effluent in the all salinity conditions. Meanwhile, chemical analysis revealed that the BWMS effluent contained total of 25 DBPs such as bromate, isocyanuric acid, formaldehyde, chloropicrin, trihalomethanes (THMs), halogenated acetonitriles (HANs) and halogenated acetic acids (HAAs). Based on ERA, the 25 DBPs were not considered to have persistency, bioaccumulation and toxicity (PBT) properties. The ratio of predicted environmental concentration (PEC) to predicted no effect concentration (PNEC) of the all DBPs did not exceed 1.0 for general harbour environments, but isocyanuric acid, tribromomethane, chloropicrin and monochloroacetic acid exceed 1.0 for near ship environments. However, when NOEC (25.0%) of the WET test results where actual effluent was applied, it was concluded that the NaDCC injection method did not have unacceptable ecological risks to the general harbor including near ship environments.