• 제목/요약/키워드: Aminophenol

검색결과 58건 처리시간 0.023초

N-Methyl-p-Aminophenol의 酸化重合機構 및 生成重合體의 熱特性 (The Mechanism to Oxidative Polymerization of N-Methyl-p-Aminophenol and Thermal Characteristics of the Polymer Formed)

  • 최규석
    • 대한화학회지
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    • 제16권5호
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    • pp.314-319
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    • 1972
  • N-methyl-p-aminophenol은, 酸素存在下, 철-킬레이트(Fe(III)-EDTA) 水溶液中에서 酸化重合하여 黑色의 Oligo-(N-methyl-p-aminophenol)을 定量的으로 生成한다. 이 酸化重合過程에서 單量體中의 N에 結合된 $CH_3$ group이 일부 脫離되는데, 이것은 oligo-(N-methyl-p-aminophenol)을 아세톤처리하여 얻은 아세톤 可溶部와 不溶部의 赤外線스펙트럼에서 ${\delta}\;asym\;CH_3\;1460\;cm^{-1}$${\delta}\;sym\;CH_3\;1380\;cm^{-1}$의 吸收가 候者의 경우 현저히 弱化된 것으로 明白하다. $N_2$氣流中에서 每分 $2^{\circ}C$의 上昇速度로 行한 TGA分析結果, $600^{\circ}C$에서 약 40%의 重量損傷을 나타내며, $CH_3$ 置換基가 없는 p-aminophenol보다 耐熱性이 떨어진다. 또한 이 生成올리고머의 He 氣流中에서 행한 熱分解反應에서의 生成物은 單量體인 N-methyl-p-aminophenol과 물이 確認되었고 分解가스로부터는 gas chromatography에서 $H_2,\;CO,\;CO_2$등이 確認되었다. 生成올리고머의 熱處理에서는 일부는 1次元的인 構造가 切斷되어 單量體로 分解되지만, 대부분은 melt polycondensation이 일어나 더 큰 重合體로 변함과 동시에 熱에 安定한 環式構造로 변하여 감이 確認되었다

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The Influence of H+ and Cl- Ions on the Corrosion Inhibitive Effect of Poly(para-aminophenol) for Iron in Hydrochloric acid

  • Manivel, P.
    • Corrosion Science and Technology
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    • 제16권4호
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    • pp.187-193
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    • 2017
  • Polymer amines are found to show distinct corrosion inhibition effects in acidic media. The functional groups of organic compounds have a wide role in the physical and chemical properties, for the inhibition efficiency with respect to steric factors, aromaticity, and electron density. The influence of $H^+$ ions and $Cl^-$ ions on the corrosion inhibitive effect of poly(p-aminophenol) for iron in hydrochloric acid was studied using electrochemical methods such as impedance, linear polarization, and Tafel polarization techniques. The experiments were conducted with and without the inhibitor, poly(p-aminophenol). The concentration range of $H^+$ ions and $Cl^-$ ions are from 1 M to 0.05 M and 1 M to 0.1 M, respectively. With the inhibitor poly(p-aminophenol), this study shows that inhibition efficiency decreases with the reduction of $H^+$ ion and $Cl^-$ ion concentrations in aqueous solution. Further, it reveals that the adsorption of an inhibitor on the surface of iron is dependent on the concentrations of $H^+$ and $Cl^-$ ions in the solution and the adsorption of inhibitor on the iron surface through the cationic form of amine.

Dioxygen Transfer from 4a-Hydroperoxyflavin Anion to Isomeric Aminophenolates

  • Sam-Rok Keum;Ki-Bong Lee;Thomas C. Bruice
    • Bulletin of the Korean Chemical Society
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    • 제11권2호
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    • pp.95-99
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    • 1990
  • The dioxygen transfer reaction from $N^5$-ethyl-4a-hydroperoxy-3-methyllumiflavin anion (4a-FlEtOO-) has been extended to isomeric aminophenol systems (1a-4a). O-aminophenol (o-AP, 1a & 2a) and p-aminophenol(p-AP, 3a & 4a) were turned out to be good substrates, whereas m-aminophenol(m-AP, 5a) was not. This is due to the charge location which is not on the carbon bearing the amino group. o-AO's react with 4a-FlEtOO- to give isophenoxazine derivatives (6 & 7) and with p-AP's to produce p-benzoquinone derivatives (8 & 9). The partition coefficients $(k_2/k_3)$ of 1a & 2a were $4.84{\times}10^{-4}\;&\;1.66{\times}10^{-5}M$, respectively and those of methylated aminophenolates, 2a & 4a were 4-10 times greater than nonmethylated substrates, 1a & 3a.

합성유기질소 성분에서의 염소 소독부산물 생성 특성 (Characteristics of Chlorination Byproduct Formation of Synthetic Nitrogenous Compounds)

  • 손희종;황영도;노재순;빈재훈
    • 대한환경공학회지
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    • 제32권5호
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    • pp.523-530
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    • 2010
  • 14종의 합성유기질소 화합물들에서의 염소 소독부산물 생성 특성을 조사한 결과, 단위 DOC당 THM 생성능은 $Br^-$첨가 유무에 관계없이 3-aminobenzoic acid, 2-aminophenol, aniline, anthranilic acid 및 4-nitroaniline에서 높게 나타났다. 단위 DOC당 HAA 생성능 조사결과, $Br^-$ 첨가 유무에 관계없이 단위 DOC당 THM 생성능과 유사한 생성특성을 보였으나 특이하게 p-nitrophenol에서 가장 높은 생성능을 나타내었으며, 생성된 HAAFP의 대부분이 TCAAFP로 나타났다. 단위 DOC당 HAN 생성능은 3-aminobenzoic acid, 2-aminophenol, aniline 및 anthranilic acid에서 $Br^-$ 첨가 유무에 관계없이 높은 생성능을 나타내었고 다른 합성유기질소 화합물들에 비해 aniline에서 높은 생성능을 보였으며, 반응성이 높은 4종의 합성유기질소 화합물들에서 생성되는 HAN 구성종의 대부분은 DCAN으로 나타났다. 단위 DOC당 chloral hydrate와 chloropicrin의 생성능을 조사결과에서 3-aminobenzoic acid와 2-aminophenol에서 생성능이 높은 것으로 나타났고, 전체적으로 10 $mg/{\mu}g$ 이하의 비교적 낮은 생성능을 보였다. 염소 소독부산물 생성능이 높은 6종의 합성유기질소 화합물들과 시판 humic acid에서의 $Br^-$ 첨가 유무에 따른 단위 DOC 당 총 DBP 생성능을 조사한 결과에서 $Br^-$를 첨가한 경우는 anilin e> anthranilic acid> 3-aminobenzoic acid> 4-nitroaniline> humic acid> p-nitrophenol> 2-aminophenol 순으로 나타났고, $Br^-$를 첨가하지 않은 경우는 anthranilic acid> aniline> p-nitrophenol> humic acid> 4-nitroaniline> 3-aminobenzoic acid> 2-aminophenol 순으로 조사되었다. 또한, aniline, anthranilic acid, 4-nitroaniline 및 p-nitrophenol의 경우는 염소와의 반응성이 아주 높은 것으로 조사되었다.

Computational Study of 3-Aminophenol·(CO2)1 Cluster: CO2 Capture Ability of 3-Aminophenol

  • Sohn, Woon-Yong;Kim, Min-Ho;Kim, Sang-Su;Kang, Hyuk
    • Bulletin of the Korean Chemical Society
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    • 제31권10호
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    • pp.2806-2808
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    • 2010
  • The structure of 3-aminophenol $(CO_2)_1$ cluster was computationally studied both in the ground and the lowest singlet excited electronic states. The ground state structure and binding energy of the cluster was investigated using the second-order M$\ddoot{o}$ller-Plesset perturbation theory (MP2) at the complete basis set (CBS) limit. The excited state geometry of the cluster was obtained at the second-order approximate coupled cluster (CC2) level with cc-pVDZ basis set, and the $S_0-S_1$ absorption spectrum was simulated by calculating Franck-Condon overlap integral. The ground state geometry of the global minimum with a very high binding energy of 4.3 kcal/mol was found for the cluster, due to the interaction between amino group and $CO_2$ in addition to the strong $\pi-\pi$ interaction between the aromatic ring and $CO_2$. The excited state geometry shows a very big shift in the position of $CO_2$ compared to the ground state geometry, which results in low intensity and broad envelope in the Franck-Condon simulation.

芳香族디아민 및 아미노페놀-포름알데히드系 樹脂에 관한 硏究 (第1報) (Studies on Aromatic Diamine and Aminophenol-Formaldehyde Type Synthetic Resins (I))

  • 최규석;이하정;진재혁
    • 대한화학회지
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    • 제17권1호
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    • pp.60-66
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    • 1973
  • m-Phenylenediamine(MPD) 및 m-aminophenol(MAP)을 각각 질소기류중, pH1, m-Phenylenediamine(MPD) 및 m-aminophenol(MAP)을 각각 窒素氣流中, pH1, $-5{\sim}0^{\circ}C$에서 포름알데히드와 반응시키면 약간의 發熱과 함께 附加縮合反應이 진행되어 不溶性인 重合體를 生成한다. 또한 같은 反應 條件下에서 恐縮合反應體도 生成하며, 生成 重合體의 耐熱性 및 Bromophenol Blue 또는 Methylene Blue의 吸着性은 恐縮合重合體의 경우가 우수하다. MPD-MAP-F계(F: 포름알데히드) 恐縮合樹脂는 TGA에서 몰比 1:2:6의 경우, $800^{\circ}C$에서 각 $40\%$의 重量 損失을 나타내는 좋은 耐熱性을 띄며, 몰比 2:1:6의 恐縮合樹脂는 1g당 Bromophenol Blue를 308mg을 吸着하는우수한 吸着性을 띈다.

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金屬킬레이트化合物의 觸媒作用에 依한 Aminophenol 類의 酸化的 重縮合反應 (Ⅰ) 溶媒의 效果와 生成重合體의 特性 (Dehydropolycondensation of Aminopenols under the Catalytic Action of Metallic Chelate Compounds (I) Effects of the Solvents and Characteristics of the Oligomers Obtained)

  • 최규석
    • 대한화학회지
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    • 제12권3호
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    • pp.114-120
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    • 1968
  • Fe-EDTA complex, which is easily formed when Fe salt and EDTA.2Na are mixed in the aqueous medium, is found to be a very effective catalyst in the dehydropolycondensation of aminophenols. In the dehydropolycondensation of aminophenols, the catalyst, Fe(Ⅲ)-EDTA complex (higher oxidation state) is reduced to less stable Fe(Ⅱ)-EDTA complex (lower oxidation state), and the latter is easily oxidized by air to the original higher oxidation state complex, therefore the catalytic action of Fe-EDTA complex is found to be recycled effectively. Under the catalytic action of the above mentioned complex, p-aminophenol is polymerized in the aqueous medium to form the oligomers of p-aminophenol, which the degree of polymerization to be 5 or more. The oligomers formed contain partly quinone nucleus as well as amino and hydroxyl groups. In this study, the effects of the solvents and characteristics of the oligomers are discussed. These types of polymerizations catalyzed by the metallic chelate compounds are considered to be very closely related to the reactions in the living matters.

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Redox-Active Self-Assembled Monolayer on Au ultramicroelectrode and its Electrocatalytic Detection of p-aminophenol Oxidation

  • Kim, Yun Jee;Kim, Ki Jun;Jung, Seung Yeon;Hwang, You Jin;Kwon, Seong Jung
    • Journal of Electrochemical Science and Technology
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    • 제10권2호
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    • pp.170-176
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    • 2019
  • Alkanethiol self-assembled monolayers (SAMs) and partially ferrocene (Fc) modifications were applied to the Au ultramicroelectrode (UME) rather than to standard sized electrodes with dimension of millimeters. The electron transfer mediation of the SAMs and Fc modified Au UME was investigated by using a p-aminophenol (p-AP) oxidation reaction via cyclic voltammetry. The electrocatalytic p-AP oxidation at the SAMs and Fc modified Au UME showed a much larger electrocatalytic current density than that at the standard sized electrode due to the fast mass transfer rate at the UME.

Ruthenium Complex Catalyzed Synthesis of 2-Substituted Benzoxazoles from o-Aminophenol and Alcohol with Spontaneous Hydrogen Evolution

  • Keun-Tae Huh;Sang Chul Shim
    • Bulletin of the Korean Chemical Society
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    • 제14권4호
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    • pp.449-452
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    • 1993
  • o-Aminophenols react with alcohols in the presense of a catalytic amount of ruthenium catalyst at 180$^{\circ}C$ to give 2-substituted benzoxazole in good yield. The yields of 2-substituted benzoxazoles were affected by the yield of N-alkylation compound from o-aminophenol and alcohol as starting materials. During the reaction, a stoichiometric amount of hydrogen was spontaneously evolved into the gas phase.

Thermodynamic and Electrical Properties of Aminophenol and Anthranilic Acid Complexes with Some Transition Metals

  • M. G. Abd El Wahed;S. M. Metwally;M. M. El Gamel;S. M. Abd El Haleem
    • Bulletin of the Korean Chemical Society
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    • 제22권7호
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    • pp.663-668
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    • 2001
  • Thermodynamic and electrical functions of aminophenol and anthranilic acid complexes with Mn(Ⅱ), Fe(Ⅱ), Co(Ⅱ), Ni(Ⅱ) and Cu(Ⅱ) were determined. ΔG°, ΔH° and ΔS° were calculated with the help of stability constant values at different temperatures. It was found that the complexing processes have an exothermic nature. The studied complexes behave like semiconductors. The conduction takes place according to hopping mechanism. To show the composition of complexes conductometric and photometric titrations, IR spectra, thermal analysis and X-ray diffraction techniques were employed.