• 제목/요약/키워드: phthalimide

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리사이클 고무 매트의 N-(fluorodichlomethylthio) Phthalimide-Ag Complex에 관한 항미생물 활성 연구 (A Study on Antimicrobial Activity of N-(fluorodichlomethylthio) Phthalimide-Ag Complex of Reclaimed Rubber Mat)

  • 김기준;이주엽;박태술
    • 한국응용과학기술학회지
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    • 제28권4호
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    • pp.491-496
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    • 2011
  • N-(fluorodichlomethylthio) phthalimide-silver complexes were prepared and investigated the antimicrobial activity on rubber mat manufactured with waste rubber. We are exposed to harmful bacteria and fungi all the time. We manufactured antimicrobial mat to be imposed to mats that it can prevent generation of bacteria and microorganisms, and restrict their reproduction. Infection of medical devices causes significant morbidity and mortality. For aim of this study, we measured the antimicrobial mat manufactured with N-(fluorodichlomethylthio) phthalimide-Ag complex by CCD, FT-IR and NMR. The effect of mole ratio of N-(fluorodichlomethylthio) phthalimide-Ag complex on antibacterial activity to bacteria and fungi is investigated. Reduction rate is evaluated using the Quinn method. Escherichia Coli is effectively inhibited than Staphylococcus aureus by antimicrobial mat.

Electrical Behaviour of Some Phthalimide Derivatives and Their Complexes with Transition Metals

  • Mohamed Gamal Abd Ei Wahed;Kamel Ei Manakhly;Hamdy Hammad;Atiat Barakat
    • Bulletin of the Korean Chemical Society
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    • 제17권3호
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    • pp.285-288
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    • 1996
  • The electrical conductivity of some phthalimide derivatives and their complexes with Co(II), Ni(II), Cu(II), or Zn(II) has been measured in the temperature range 290-435 K. Both the structure of phthalimide molecule and its complexes played an effective role in the conduction process. Conductometric titration and IR spectra were used to characterize the structure of studied samples.

$\alpha$-Functionalized Benzylamine의 합성 (The Synthesis of $\alpha$-lhnctionalized Benzykmine)

  • 김흥재;최수동;안철진;주우홍;신동수
    • 대한화학회지
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    • 제44권5호
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    • pp.442-447
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    • 2000
  • $\alpha$-Functionalized benzylamine(Nu=OAc, OMe, $N_3$)은 유기합성의 출발물질 또는 synthon으로서 매우 유용할 것이다. 본 연구에서는 benzylphthalimide를 137$^{\circ}C$, chlorobenzene 용매 하에서 NBS/NaOAc/HOAc조건을 사용하여, 높은 수율로 phthalimide-benzyl acetate을 얻는 방법을 개발하였다. 마지막으로, phthalimide-benzyl acetate을 $NH_2NH_2$/HOAc 조건 하에서, amino(phenyl)methyl acetate (1)을 합성하였다.

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Photocyclization Reactions of N-(Trimethylsilylmethoxyalkyl)Phthalimides. Efficient and Regioselective Route to Heterocycles

  • Yoon Ung Chan;Oh Ju Hee;Lee, Sang Jin;Kim, Dong Uk;Lee, Jong Gun;Kang Kyung-Tae;Mariano Patrick S.
    • Bulletin of the Korean Chemical Society
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    • 제13권2호
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    • pp.166-172
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    • 1992
  • Studies have been conducted to explore single electron transfer (SET) induced photocyclization reactions of N-(trimethylsilylmethoxyalkyl)phthalimides(alkyl=E thyl, n-propyl, n-butyl, n-pentyl, and n-octyl). Photocyclizations occur in methanol in high yields to produce cyclized products in which phthalimide carbonyl carbon is bonded to the carbon of side chain in place of the trimethylsilyl group. Mechanism for these photocyclizations involving intramolecular SET from oxygen in the $\alpha-silylmethoxy$ groups to the singlet excited state phthalimide moieties followed by desilylation of the intermediate $\alpha-silylmethoxy$ cation radicals and cyclization by radical coupling are proposed. In contrast, photoreaction of N-(trimethylsilylmethoxyethyl) phthalimide in acetone follows different reaction routes to produce two cyclized products in which carbon-carbon bond formation takes place between the phthalimide carbonyl carbon and the carbon $\alpha$ to silicon and oxygen atoms via triplet carbonyl hydrogen abstraction triplet carbonyl silyl group abstraction pathways. The normal singlet SET pathway dominates these triplet processes for photoreaction of this substance in methanol. The efficient and regioselective cyclization reactions observed for photolysis in methanol represent synthetically useful processes for construction of medium and large ring heterocyclic compounds.

A Study on Spin-Lattice Relaxation of Methyl Protons in 2,6-Dichlorotoluene and N-Methyl Phthalimide

  • Lee, Jo-Woong;Lim, Man-Ho;Rho, Jung-Rae
    • Bulletin of the Korean Chemical Society
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    • 제12권1호
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    • pp.47-51
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    • 1991
  • Spin-lattice relaxation of methyl protons in 2,6-dichlorotoluene and N-methyl phthalimide, each dissolved in CDCl$_3$, has been studied at 34$^{\circ}$C and the contribution from spin-rotation interaction to the relaxation process has been separated from that due to dipole-dipole interactions among methyl protons. The results show that the spin-rotational contributions to the initial rate of relaxation in 2,6-dichlorotoluene and N-methyl phthalimide amount to 18 and 31%, respectively, of the total relaxation rate at 34$^{\circ}$C. The method of separating the spin-rotational contribution from that of dipolar interactions adopted in this paper is based on the well known fact that in an A$_3$ spin system such as methyl protons in liquid phase dipolar relaxation mechanism gives non-exponential decay of the z-component of total magnetization of protons while the random field fluctuation such as spin-rotational mechanism causes exponential decay.

폴리(이미드-아라미드-설폰)의 합성과 그들의 열적성질 (Preparation of Poly(imide-aramid-sulfone)s and their Thermal Properties)

  • 박형석;공명선
    • 폴리머
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    • 제36권4호
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    • pp.427-433
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    • 2012
  • 이미드/아라미드/설폰기가 교대로 도입된 poly(imide-aramid-sulfone)s을 divinyl sulfone(DVS)과 $N^1,N^4$-bis(4-(vinylsulfonyl)phenyl)terephthalamide (2)를 pyromellitic diimide와 반응하여 높은 수율로 제조하였다. 또한 고분자를 닮은 3가지 모델 화합물인 N-[2-(p-aminophnenylsulfonyl)ethyl]phthalimide (3), 2,2'-(2,2'-sulfonylbis(ethane-2,1-diyl))diisoindoline-1,3-dione (4), 및 N,N-bis(4-(2-(1,3-dioxoisoindolin-2-yl)ethylsulfonyl)phenyl)terephthalamide (5)을p-aminophenyl vinyl sulfone, DVS, 2와 phthalimide와 반응하여 얻었다. 축합 중합은 phthalimide 기와 DVS의 마이클 첨가 반응에 의하여 균일 용액으로 진행되며 tetrabutylammonium hydroxide (TBAH)가 촉매로 작용하여 poly(imide-aramid-sulfone)s 6-12의 분자량이 큰 중합체를 얻을 수 있었다. DVS/2의 구성비는 1/0, 3/1, 2/1, 1/1, 1/2, 1/3, 및 0/1이다. 얻어진 고분자들은 극성 용매인 N,N-dimethylformamide, dimethylsulfoxide, N-methylpyrrolidinone 및 tetrahydrofuran에 잘 용해하였다. 그 밖에 분자량, 점도 그리고 열적 성질을 평가하였다.

Exploratory Study of Photocyclization Reactions of N-(Trimethylsilylmethylthioalkyl)phthalimides

  • Ung Chan Yoon;Sang Jin Lee;Kyung Ja Lee;Sung Ju Cho;Chan Woo Lee;Patrick S. Mariano
    • Bulletin of the Korean Chemical Society
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    • 제15권2호
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    • pp.154-161
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    • 1994
  • Studies have been conducted to explore single electron transfer (SET) induced photocyclization reactions of N-(trimethylsilylmethylthioalkyl)phthalimides (alkyl=ethyl, n-propyl, n-butyl, n-pentyl, and n-hexyl). Photocyclizations occur in methanol in modest to high yields to produce cyclized products in which phthalimide carbonyl carbon is bonded to the carbon of side chain in place of the trimethylsilyl group. Mechanism for these photocyclizations involving intramolecular SET from sulfur in the ${\alpha}$-silylmethylthioalkyl groups to the singlet excited state phthalimide moieties followed by desilylation of the intermediate ${\alpha}$ -silylmethylthio cation radicals and cyclization by radical coupling is proposed. In contrast, photoreactions of N-(trimethylsilylmethylthioalkyl)phthalimides in acetone follow different reaction routes to produce another cyclized products in which carbon-carbon bond formation takes place between the phthalimide carbonyl carbon and the carbon ${\alpha}$ to silicon and sulfur atoms via triplet carbonyl hydrogen abstraction pathway. The normal singlet SET pathway dominates this triplet process for photoreactions of these substances in methanol while the triplet process dominates the singlet SET pathway for those in acetone. The efficient and regioselective cyclization reactions observed for photolyses in methanol represent synthetically useful processes for construction of medium and large ring heterocyclic compounds.

Phthalimido methyl-O,O-dimethyl phosphorodithioate (Imidan)과 그의 대사물질(代謝物質)이 수도(水稻) 생육(生育)에 미치는 영향(影響)에 관(關)한 연구(硏究) (Studies on the effect of phthalimido methyl-O,O-dimethyl-phosphorodithioate (Imidan) and its possible metabolites on the growth of rice plant)

  • 이성환;이동석;이재구
    • Applied Biological Chemistry
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    • 제7권
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    • pp.105-117
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    • 1966
  • acaricide로 알려진 phthalimidomethyl O,O-dimethyl phosphorodithioat (Imidan)을 수도(水稻)에 살포(撒布)했을 때 Imidan과 그 대사물질(代謝物質)이 식물(植物)의 생육(生育)에 미치는 영향(影響)을 연구(硏究)하기 위하여 본(本) 실험(實驗)을 하였으며 이의 결과(結果)를 요약(要約)해 보면 다음과 같다. (1) Imian의 대사물질(代謝物質)로 예상(豫想)되는 다음의 8가지 화합물(化合物)을 합성(合成) 또는 정제(精製)하여 공시약제(供試藥劑)로 사용(使用)하였다. (a) N-Hydroxy methyl phthalimide (b) Phalimide (c) Phthalamdic acid (d) Phthalic acid (e) Anthranilic acid (f) p-amino benzoic acid (g) p-hydroxu benzoic acid (h) Benzoic acid (2) 상기(上記) 물질중(物質中)에서 (a),(c),(d),(e)와 Imidan의 각(各) 10 ppm과 20 ppm 의 Buffer Solution 을 만들어 밀 종자(種子)를 가지고 coleoptile straight growth test를 해 본 결과(結果) Imidan 은 10 ppm 과 20 ppm에서 모두 control 보다 생장(生長)의 촉진효과(促進?果)를 보였으며 기중(其中) phthalamidic acid 10 ppm 이 가장 좋은 성적(成績)을 보였다. 이것으로 보아 Imidan 자체(自體)는 생장(生長) 억제(抑制)의 효과(?果)를f 보이나 이것이 일단(一但) 생체내(生體內)에서 가수분해(加水分解)를 비롯한 각종(各種) 대사작용(代謝作用)을 받으면 그 대사산물(代謝産物)이 식물생장(植物生長)을 촉진(促進)하는 효과(?果)를 보이는 것 같다. (Table 1, Fig. 1 참조(參照)) (3) xylene을 용매(溶媒)로 하여 Imidan 유제(乳劑)를 만들고 이것을 희석(稀釋)하여 20 ppm, 100 ppm 및 200 ppm 의 각(各) 농도(濃度) 유화액(乳化液)을 조제(調製)한 후 이것을 배지(培地)로 하여 수도종자(水稻種子)를 발아(發芽)시킨 후 12 일(日)에 shoot와 root의 길이를 측정(測定)하였다. 이의 결과(結果)를 보면 root는 Imidan 20 ppm에서, shoot 는 Imidan 100 ppm에서 모두 xylene만의 유제구(乳劑區)인 control 보다 좋은 효과(?果)를 보였으며 여기에서 흥미(興味)있는 것은 용매(溶媒)로 사용(使用)된 xylene은 수도종자(水稻種子) 뿌리의 발육(發育)에 심(甚)한 억제효과(抑制效果)를 보이는 것 같다. (Table 2, Table 5 참조(參照)) (4) 벼를 pot에 심고 2회(回)에 걸쳐 control, Imidan, N-hydroxy methyl phthalimide, anthranilic acid 및 phthalimide의 10, 25, 50, 100 ppm 농도(濃度)의 각(各) 유제(乳劑)를 살포하고 일정기간후(一定期間後) 생육상(生育相)을 조사(調査)하였더니 Imidan 구(區)와 N-hydroxy methyl phthalimide 구(區)가 control 보다 좋은 성적(成績)을 보였다. (5) Imidan 250 ppm 유제(乳劑)를 수도엽면(水稻葉面)에 살포(撒布)하고 3 일(日), 5 일(日), 7 일(日) 및 14일후(日後)에 일정량(一定量)의 엽경(葉莖)을 채취(採取)하여 acetone으로 추출(抽出)k고 acetonitrile을 가지고 prechromatographic piriication 을 거쳐 paper chromatography에 의(依)하여 다음과 같은 대사물질(代謝物質)을 검출(檢出)하였다. Imidan $(Rf:\;0.97{\sim}0.98)$, N-hydroxy methyl phthalimide (Rf: 0.87), phthalimide $(Rf:\;0.86{\sim}0.87)$, phthalamidic acid $(Rf:\;0.13{\sim}0.14)$, phthalic acid $(Rf:\;0.02{\sim}0.03)$, benzoic acid $(Rf:\;0.42{\sim}0.43)$ 및 p-amino benzoic acid 또는 p-hydroxy benzoic acid $(Rf:\;0.08{\sim}0.09)$와 Rf=0.73, 0.59, 0.33, 0.23, 0.07의 미지물질(未知物質)을 검출(檢出)하였다. 또한 3일(日), 5일(日) 등(等) 초기(初期)에서는 미분해(未分解)의 Imidan과 최초(最初)의 가수분해(加水分解) 산물(産物)인 N-hydroxy methyl phthalimide등(等)이 비교적(比較的) 다량(多量)으로 검출(檢出)되었으나 7일(日), 14일(日) 등(等) 후기(後期)에는 생체내(生體內)에서 더 많은 분해(分解)를 받아 상기(上記) 이성분(二成分)은 양(量)이 감소(減少)되고 phthalic acid, phthalamidic acid benzoic acid 및 p-hydroxy benzoic acid 또는 p-amino benzoic acid등(等)의 양(量)이 증가(增加)되는 것을 볼 수있었으며 도체상(稻體上)에 살포(撒布)된 Imidan 은 체내(體內)에 흡수(吸收)되어 14일(日)이 경과(經過)되면 대부분(大部分)이 분해(分解)를 받는 것으로 보여진다. 이상(以上)의 결과(結果)로 보아 Imidan은 자체(自體)로서는 식물생장(植物生長) 촉진작용(促進作用)이 없으나 식물체내(植物體內)에서 여러 가지 대사작용(代謝作用)(enzyme의 작용(作用))을 맡아서 각종(各種) phthaloyl 영향(影響)을 주는 것으로 생각(生覺)된다.

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