• Title/Summary/Keyword: Chloroaniline

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Synthesis of Anticoagulant 3-(N-Aryalmino)-1,4-Naphthoquinones(III) (항응고성의 3-(N-Arylamino)-1,4-Naphthoquinone 유도체 합성(III))

  • Ryu, Chung-Kyu
    • YAKHAK HOEJI
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    • v.34 no.6
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    • pp.422-428
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    • 1990
  • 2,3-Dibromo-1,4-naphthoquinone was reacted with p-aminobenzoic acid, 2-aminopyridine, 2-amino-4-metylpyridine, m-nitroaniline, sulfathiazol, p-chloroaniline, phenetidine and 2-bromo-3-(N-arylamino)-1,4-naphthoquinones($1{\sim}8$). 2,3-Epoxy-2,3-dihydro-1,4-naphthoquinone was also reacted with p-amonobenzoic acid, p-toluidine, p-chloroaniline, m-chloroaniline, m-nitroaniline, p-phenetidine, N,N-dimethyl-1,4-pheylenediamine as a ring opening and dehydogenation to form 2-hydroxy-3-(N-arylamino)-naphthoquinones ($9{\sim}16$) in good yield. These new compounds($1{\sim}16$) are expected to have a biological activities such as anticoagulant and cytotoxic.

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Studies on the Styrenic Polymers(1), Imidization of Poly(styrene-co-maleic anhydrides) and Their Thermal Properties (Styrenic Polymers연구(1), Poly(styrene-co-maleic anhydride)의 이미드화와 열적 성질)

  • Ahn, Tae-Oan;Park, Lee-Soon;Lee, Sang-Soo;Kim, Gi-Heon
    • Applied Chemistry for Engineering
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    • v.3 no.1
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    • pp.179-187
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    • 1992
  • Poly(styrene-co-maliec anhydride) was reacted with aromatic amines such as aniline, p-toluidine, and p-chloroaniline in 10% (w/w) DMF solution to convert maleic anhydride units into maleimides. Optimum reaction conditions for cyclodehydration step of imide ring formation were : (a) reaction temp. of $80^{\circ}C$ (b) mole ratios of cyclodehydration agents : anhydride units in SMA/acetic anhydride/sodium acetate/triethyl amine= 1.0/2.0/0.2/1.1. $T_g$of SMI(imide modified SMA) was increased with increasing degree of imidization, but $T_g$leveled off in the early stage of imide content. And $T_g$of SMI was increased with the following order of amines used for imidization reagents : aniline < p-toluidine < p-chloroaniline.

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Practical synthesis of a new insecticide, 1-(2,6-difluorobenzoy)-3-(3,5-bistrifluoro-methyl-2-chlorophenyl) urea (DBI-3204) (새로운 살충제, 1-(2,6-Difluorobenzoy)-3-(3,5-bistrifluoro-methyl-2-chlorophenyl) urea (DBI-3204)의 합성법)

  • Whang, Ill-Sun;Kim, Sun-Ok;Kim, Jung-Ho;Chung, Kun-Hoe
    • The Korean Journal of Pesticide Science
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    • v.6 no.2
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    • pp.105-109
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    • 2002
  • Synthetic method of a new benzoylphenylurea insecticide, DBI-3204 [1-(2,6-Difluorobenzoyl)-3-(3,5-bistrifluoromethyl-2-chlorophenyl) urea] was established for manufactural production; 2,6-Difluorobenzoylisocyanate was synthesized by the reaction of 2,6-difluorobenzamide with oxalylchloride in 95% yields, the reaction of 3,5-bis(trifluoromethyl)aniline with N-chlorosuccinimde gave 3,5-bis (trifluoromethyl)-2-chloroaniline in 92% yields, and DBI-3204 was got from 2,6-difluorobenzoylisocyanate and 3,5-bis(trifluoromethyl)-2-chloroaniline in 90% yields. All the process was simplified by using the same reaction solvent, carbontetrachloride.

The Study on Complex of Gallium Bromide with Ethyl Bromide in Aniline and in o-Chloroaniline under High Vacuum (고진공 상태에서 아닐린과 o-클로로 아닐린 용액중 브롬화갈륨과 브롬화에탄과의 착물형성에 관한 연구)

  • Young Cheul Kim;Se Kyung Kim;Deog Ja Koo;Jong Wan Lim
    • Journal of the Korean Chemical Society
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    • v.35 no.5
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    • pp.480-486
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    • 1991
  • The solubilities of ethyl bromide in aniline and o-chloroaniline have been measured at 5, 15$^{\circ}$ and 25$^{\circ}$C in the presence and the absence of gallium bromide. When gallium bromide does not exist in the system, the solubility of ethyl bromide in o-chloroaniline is greater than in aniline, indicating a stronger interaction of ethyl bromide with o-chloroaniline than that with aniline. It could be thought that ethyl bromide forms unstable complex with gallium bromide in the presence of gallium bromide in the system. This complex has been assumed in various ways and evaluated, that instability constant (K value) is relatively constancy under the assumption of 1 : 1 complex, $C_2H_5Br{\cdot}GaBr_3$. Therefore, the complex forms the following equilibrium in the solution: $C_2H_5Br{\cdot}GaBr_3\;{\rightleftharpoons}\;C_2H_5Br +1/2Ga_2Br_6$ The instability of the complex of ethyl bromide with gallium bromide is compared with similar complexes of gallium bromide with methyl bromide. The changes of enthalpy, free energy and entropy fcor the dissociation of the complex are also calculated.

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Synthesis of Chloroacetamide Compounds and their Herbicidal Activities (Chloroacetamide형(型) 화합물(化合物)의 합성(合成)과 제초활성(除草活性))

  • Hong, Moo-Ki;Jeong, Young-Ho;Oh, Se-Mun
    • Applied Biological Chemistry
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    • v.31 no.3
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    • pp.234-240
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    • 1988
  • Some chloroacetamide derivatives were synthesized from 2,6-dialkyl, aniline 4-chloroaniline, or 3,4-dichloroaniline with alkyl 2-bromopropionate and chloroacetyl chloride and identified by elemental analyses, NMR, and GC/MS spectra as N-(1'-methoxycarbonylethyl)-N-chloroacetyl-2,6-dimethylaniline(ACRI-S-8609), etc. These compounds synthesized were subjected to the test for pre-emergence herbicidal effecs on some grass weeds(Digitaria adscendens, Setaria viridis, Echinochloa crus-galli) and broad leaf weeds(Portulaca oleracea, Amaranthus lividus, Chenopodium album) in pots applied as wettable powder formulations. It was found that N-(1'-ethoxycarbonylethyl)-N-chloroacetyl-2,6-dimethylaniline(ACRI-S-8701) has the highest herbicidal effect on grass weeds, which corresponds to a 95% control effect at an application of 200g a.i/10a. Whereas, some chloroacetamide derivatives derived from 4-chloroaniline or 3,4-dichloroaniline had very weak herbicidal effects on grass and broad leaf weeds.

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A Comparative Study on Polyurethane Coating Films Prepared Using 4,4'-Methylenebis(2-chloroaniline) and 1,3-Propanediolbis(4-aminobenzoate) as Crosslinking Agents (4,4'-Methylenebis(2-chloroaniline)과 1,3-Propanediolbis(4-aminobenzoate)를 가교제로 사용하여 제조한 폴리우레탄 코팅 필름의 특성 비교)

  • Lee, Youn-Sik;Lee, Sung-Il;Kim, Duk-Bae;Park, Young-Deok;Kim, Jung-Kee;Hahn, Yoon-Bong;Nahm, Kee-Suk
    • Elastomers and Composites
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    • v.39 no.1
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    • pp.71-76
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    • 2004
  • 4,4'-Methylenebis(2-chloroaniline)(MOCA) has been widely used as a crosslinking agent, but classified as a toxic chemical. Thus, its use will be limited in the near future. In this research, polyurethane coating films were prepared using 1,3-propanediolbis(4-aminobenzoate)(PDBA) as an alternative to MOCA. The base part was prepared by melting MOCA or PDBA in polyoxypropylene($M_n$=2000), followed by the addition of the various additives. The NCO-terminated toluene diisocyanate prepolymer was used as a curing agent. The polyurethane coating films were prepared by mixing the base part with the curing agent in an appropriate ratio at room temperature. The polyurethane coatings prepared using PDBA exhibited higher initial viscosity, but much longer pot lift, compared to those prepared using MOCA under the same conditions, due to lower reactivity of PDBA. The tensile strength and tear strength of the coating films were much weaker. However, the pot life, tensile strength, elongation, and tear strength of the coating films, prepared using PDBA in the presence of an increased amount of Pb(II)-octoate, were close to those of the coating films prepared using MOCA. Thus, it was concluded that PDBA can substitute MOCA in the preparation of polyurethane coatings as long as the reactivity of PDBA is enhanced using appropriate amounts of the catalyst or other appropriate catalyst.