• YAKHAK HOEJI
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• v.18 no.2
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• pp.157-160
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• 1974

1,8-Naphthalic anhydride reacts with aromatic momocarbo-xylic acids having ${\alpha}$-hydrogen atomes such as p-nitrophenylacetic acid, p-methoxylhenylacetic acid, ${\alpha}$-naphthylacetic acid and diphenylacetic acid in the presence of freshly fused sodium acetate as a catalyst to give 1,8-(${\alpha}$-nitrophenylmalonyl)-naphthalin, 1,8-diphenylmalonyl-naphthalin, respectively. The results of these experiments show that 1,8-naphthalic anhydride yields the beta diketone type condensation products.

• Textile Coloration and Finishing
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• v.28 no.2
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• pp.57-62
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• 2016

We have synthesized five novel phthaloperinone dyes via a condensation reaction to be applied as yellow colorants for liquid crystal display(LCD) color filters. The reaction between 1,8-naphthalic anhydride(1a), 4-chloro-1,8-naphthalic anhydride(1b), 4-bromo-1,8-naphthalic anhydride(1c), 3-nitro-1,8-naphthalic anhydride(1d), 4-nitro-1,8-naphthalic anhydride(1e) and 1,2-diaminoanthraquinone(2) proceeded readily giving a product in 72-88% yields. The synthesized dyes were characterized by UV-Vis, mass spectrometry and elemental analysis. The spectral properties and thermal stability of the dyes were examined. The dyes absorb at around 400-450nm. All five dyes showed satisfactory thermal stability: the dyes retain 99-100% of its original weight at $300^{\circ}C$, 98-100% at $350^{\circ}C$, 92-98% at $400^{\circ}C$, and 84-92% at $450^{\circ}C$. We have quantitatively evaluated the reaction mechanism and reactivity of dye molecules by means of Pariser-Parr-Pople Molecular Orbital Method(PPP-MO).

• Bulletin of the Korean Chemical Society
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• v.18 no.4
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• pp.441-442
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• 1997

• Korean Journal of Weed Science
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• v.5 no.1
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• pp.56-62
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• 1985

Effects of butachlor [N-(butoxymethyl)-2-chloro-2', 6'-diethyl acetanilide] and 1,8-naphthalic anhydride (NA) on post-germination growth, mesocotyl and root anatomy and root-cell membrane permeability of rice (Orvza saliva L.) were investigated. Lengths of mesocotyl and radicle were markedly decreased as the application rates of butachlor increased from 0.1 to 100 ppmW and NA from 1 to 100 ppmW, but there was no effect on coleoptile elongation. Application of butachlor-NA resulted in increase in coleoptile elongation, but decrease in mesocotyl elongation. Partial breakdown of cortical cells in root and mesocotyl was caused by either trutachlor or NA treatments, resulting in increase in intercellular air space. Further increase in the intercellular air space of root and mesocotyl was obtained when butachlor was applied in combination with NA. Increase in root-cell membrane permeability occurred when either butachlor or NA was applied. However, butachlor-NA treatments resulted in reduction in the permeability.

• Korean Journal of Weed Science
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• v.15 no.3
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• pp.214-223
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• 1995

Tolerant corn cultivars to bentazon were selected and tolerance mechanism of corn cultivars to bentazon was studied by determining bentazon 6-hydroxylase(B6H) activity which was known to detoxify bentazon to 6-hydroxy bentazon at induced enzyme conditions with treatments of 1,8-naphthalic anhydride, ethanol and phenobarbital. Tolerant cultivars to bentazon were selected by growth response of corn by foliar application of bentazon to corn cultivars. Kwanganok, GA 209, IK 2, DB 544, and Suwon 19 were tolerant to bentazon, but KSS 3, KSS 4, KS 5, and Danok 2 were susceptible. Pretreating corn seeds with 1,8-naphthalic anhydride increased B6H activity at all cultivars, but the tendencies were more remarkable at Suwon 19 and GA 209, tolerant cultivars, than at Danok 2 and KS 5, susceptible cultivars. Treating corn shoots with ethanol increased B6H activity at Suwon 19 and GA 209. B6H activity was enhanced by treatments of ethanol at 1.0 or 2.5%, but decreased at ethanol 2.5 or 5.0% at Danok 2 and KS 5. Treating corn shoots with phenobarbital increased B6H activity at Suwon 19, GA 209, Danok 2, and KS 5 by treatments of phenobarbital at 2.0mM, but decreased at 4.0 or 8.0mM at all cultivars. Therefore, the tolerant mechanism of corn cultivars to bentazon may be explained partially by the activity of bentazon 6-hydroxylase which detoxifies bentazon to 6-hydroxy bentazon.

• Korean Journal of Weed Science
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• v.14 no.1
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• pp.8-15
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• 1994

The mode of safening action and potency of the 1, 8-naphthalic anhydride(NA) were investigated in corn(Zea mays) and soybean(Glycine max) treated with herbicide bensulfuron[2-{{{{{(4,6-dimethoxy-2-pyrimidinyl)amino}carbonyl}amino}sulfonyl}methyl}benzoic acid] and imazaquin[2-{4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl} 3-quinolinonecarboxylic acid]. Seed dressing with 0.2%(w/w) NA showed successful protection in corn against injury from herbicide bensulfuron and imazaquin but not in soybean. Safening factors of NA against bensulfuron and imazaquin were 10.2 and 5.0, respectively, in corn, while they were both 1.3 in soybean. In vivo, Glutathione-S-transferase(GST) activity of NA-treated corn and soybean increased 1.8-and 1.3-fold, respectively, but the activity was not affected by the herbicides in vitro. Acetolactate synthase(ALS) levels of NA-treated corn was increased 1.3-fold, but not changed in soybean. Tolerance of ALS activity to the herbicides was slightly greater in ALS obtained from NA-treated corn than that from the untreated, whereas the difference was not found in soybean. A significant increase of ACCase due to NA occurred in corn, but not in soybean. The herbicides did not affect in vitro ACCase activity.

• Korean Journal of Weed Science
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• v.17 no.1
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• pp.59-65
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• 1997

Bentazon 6-hydroxylase (B6H) and cinnamic acid 4-hydroxylase (CA4H) activities were determined in rice (Oryza sativa L.) microsomes to study methods of enhancing cytochrome P-450 mediated aryl hydroxylation of bentazon by hydoxylase inducing compounds. Pretreating rice seeds with 1,8-naphthalic anhydride at 0.5-2% and fenclorim at 5 and 10 ${\mu}M$ increased B6H and CA4H activities. Treatments of rice seedling with ethanol 2.5% enhanced B6H and CA4H activities, and with phenobarbital at 12 mM enhanced B6H activity, and CA4H activity was enhanced at 2 mM. B6H activity was synergistically enhanced by combined treatments of ethanol 2.5 or 5% and phenobarbital 8 or 12mM and also that of 1,8-naphthalic anhydride 0.5 or 1% and phenobarbital 8 or 12 mM, but CA4H activity was decreased by combined treatment. Five-day-old rice seedlings showed higher B6H and CA4H activities which decreased with seedling age.

• Korean Journal of Weed Science
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• v.5 no.2
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• pp.169-174
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• 1985

Antidoting effect of 1,8-naphthalic anhydride (NA) on butachlor [2-chloro-2', 6'-diethyl-N-(butoxyethyl) acetanilide] phytotoxicity in rice was determined at different seeding depths and application rates of butachlor. The most sensitive response to NA was found in mesocotyl of rice (Oryza saliva L.). The mesocotyl length decreased with use of NA when seeded 2 to 4 cm deep, whereas no effect was obtained in plant height, root length and coleoptile length. Phytotoxic effect of butachlor to rice sown in vermiculite saturated with butachlor solutions decreased with use of NA at all seeding depths employed. However, depth protection was not observed when planted 3 to 4 cm deep without use of NA. Use of NA resulted in reduction in the phytotoxicity at concentrations of butachlor lower than 40 ppmw. The results indicated that the antidoting effect of NA was not due to reduction of mesocotyl elongation which would result in decrease in butachlor uptake through the mesocotyl.

• Journal of the Korean Chemical Society
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• v.44 no.1
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• pp.84-86
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• 2000

• Korean Journal of Weed Science
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• v.6 no.2
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• pp.154-161
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• 1986

Since herbicide damage has been occurred in subirrigated rice seedbed in Korea, the use of crop safener is required to reduce crop injury. Field studies were conducted to evaluate safening effect of 1,8-naphthalic anhydride (NA) and CGA 123'407 (4, 6-dichloro-2-phenyl-pyrimidine) against four kinds of paddy herbicides applied to subirrigated vinyl-covered rice seedbed. NA as a seed dressing at 0.5% (W/W) was effective in reducing rice injury from butachlor, pretilachlor, chlormethoxynil and benthiocarb, and increased number of seedling established, plant height, and dry weight of rice seedlings, while growth inhibition and stand loss were observed at 1% NA. Pretilachlor slightly decreased number of seedlings established and inhibited growth of rice seedlings. But pre-mix combination of pretilachlor (2%) and CGA 123'407 (0.5%) reduced rice injury caused by pretilachlor alone and increased number of seedlings established and dry weight of rice seedlings. The results indicate that NA and CGA 123'407 would permit the safe application of butachlor, pretilachlor, chlormethoxynil, and benthiocarb in subirrigated rice seedbed.