• Title/Summary/Keyword: Organic functional groups

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Reaction of Dipyrrolidinoaluminum Hydride in Tetrahydrofuran with Selected Organic Compounds Containing Representative Functional Groups

  • Jin Soon Cha;Oh Oun Kwon;Jong Mi Kim;Jae Cheol Lee
    • Bulletin of the Korean Chemical Society
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    • v.15 no.8
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    • pp.644-649
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    • 1994
  • The approximate rates and stoichiometry of reaction of excess dipyrrolinoaluminum hydride (DPAH) with selected organic compounds containing representative functional groups under standardized conditions (tetrahydrofuran, 0, reagent : compound=4 : 1) were examined in order to define the characteristics of the reagent for selective reductions. The reducing ability of DPAH was also compared with that of bis(diethylamino)aluminum hydride (BEAH). The reagent appears to be stronger than BEAH, but weaker than the parent reagent in reducing strength. DPAH shows a unique reducing characteristics. Thus, the reagent reduces aldehydes, ketones, esters, acid chlorides, epoxides, and nitriles readily. In addition to that, ${\alpha},\;{\beta}$-unsaturated aldehyde is reduced to the saturated alcohol. Quinone are reduced cleanly to the corresponding 1,4-reduction products. The examination for possibility of achieving a partial reduction to aldehydes was also performed. Both primary and tertiary aromatic carboxamides are converted to aldehydes with a limiting amount of DPAH. Finally, disulfides and sulfoxides are readily reduced to thiols and sulfides, respectively.

Reaction of Di-s-butoxyborane in Tetrahydrofuran with Selected Organic Compounds containing Representative Functional Groups. Catalytic Effect of Tetraalkoxyborate on the Reaction of Dialkoxyborane$^\dag$

  • Cha, Jin-Soon;Lee, Jae-Cheol;Kim, Jin-Euog;Lee, Kwang-Woo;Yoon, Mal-Sook
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.304-310
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    • 1987
  • The approximate rate and stoichiometry of the reaction of excess di-s-butoxyborane with selected organic compounds containing representative functional groups under standardized conditions (tetrahydrofuran, $25^{\circ}C)$ were examined in order to define the characteristics of the reagent for selective reductions. And the catalytic effect of lithium tetra-s-butoxyborate on the reaction of di-s-butoxyborane was also studied in order to increase the utility of this reducing system. Di-s-butoxyborane reacts only with simple aldehydes. However the addition of 2.5 mole % of lithium tetra-s-butoxyborate shows the tremendous rate enhancement of reaction for aldehydes, ketones, anhydrides, acid chlorides, lactones, and epoxides. This catalytic effect is assumed to in situ formation of lithium trialkoxyborohydride.

Chemical synthesis of processable conducting polyaniline derivative with free amine functional groups

  • Kar, Pradip
    • Advances in materials Research
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    • v.3 no.2
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    • pp.117-128
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    • 2014
  • Processable conducting polyaniline derivative with free amine functional groups was successfully synthesized from the monomer o-phenylenediamine in aqueous hydrochloric acid medium using ammonium persulfate as an oxidative initiator. The synthesized poly(o-phenylenediamine) (PoPD) in critical condition was found to be completely soluble in common organic solvents like dimethyl sulfoxide, N,N-dimethyl formamide etc. From the intrinsic viscosity measurement, the optimum condition for the polymerization was established. The polymer was characterized by ultraviolet visible spectroscopy, Fourier transform infrared spectroscopy, proton magnetic resonance spectroscopy ($^1HNMR$) and thermogravimetric (TGA) analyses. The weight average molecular weights of the synthesized polymers were determined by the dynamic light scattering (DLS) method. From the spectroscopic analysis the structure was found to resemble that of polyaniline derivative with free amine functional groups attached to ortho/meta position in the phenyl ring. However, very little ladder unit was also present with in the polymer chain. The moderate thermal stability of the synthesized polymer could be found from the TGA analysis. The average DC conductivity of $2.8{\times}10^{-4}S/cm$ was observed for the synthesized polymer pellet after doping with hydrochloric acid.

Pervaporation of aqueous organic mixture through in situ complex membranes based on polycrylonitrile

  • Lee, Young-Moo;Oh, Boo-Keun
    • Proceedings of the Membrane Society of Korea Conference
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    • 1995.09a
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    • pp.39-55
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    • 1995
  • Modified polycrylonitrile(PAN) membranes were prepared by emulsion or emulsifier-free emulsion polymerization technique. Separation capacity was determined at several operating temperatures(25, 40, 55 and 70 $^{\circ}$C) to dehydrate 56wt% pyridine aqueous solution through modified PAN membranes having different functional groups. All these PAN-based membranes were selective toward water to different degrees depending on the nature of functional groups present in the membranes. Pervaporation characteristics of PAN-based membranes are so different and classified into three categories depending on the type of the functional groups in PAN copolymers. Among PAN-based membranes, the in-situ complex membranes show the best separation capacity over the operating temperatures.

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Mechanisms of Na adsorption on graphene and graphene oxide: density functional theory approach

  • Moon, Hye Sook;Lee, Ji Hye;Kwon, Soonchul;Kim, Il Tae;Lee, Seung Geol
    • Carbon letters
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    • v.16 no.2
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    • pp.116-120
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    • 2015
  • We investigated the adsorption of Na on graphene and graphene oxide, which are used as anode materials in sodium ion batteries, using density functional theory. The adsorption energy for Na on graphene was -0.507 eV at the hollow sites, implying that adsorption was favorable. In the case of graphene oxide, Na atoms were separately adsorbed on the epoxide and hydroxyl functional groups. The adsorption of Na on graphene oxide-epoxide (adsorption energy of -1.024 eV) was found to be stronger than the adsorption of Na on pristine graphene. However, the adsorption of Na on graphene oxide-hydroxyl resulted in the generation of NaOH as a by-product. Using density of states (DOS) calculations, we found that the DOS of the Na-adsorbed graphene was shifted down more than that of the Na-adsorbed graphene oxide-epoxide. In addition, the intensity of the DOS around the Fermi level for the Na-adsorbed graphene was higher than that for the Na-adsorbed graphene oxide-epoxide.

Dispersion Characteristics of Surface-Modified Graphene Nanoplate in Organic Solvent for Development of Graphene / Epoxy Paint to Protect Concrete (콘크리트 보호용 그래핀/에폭시 도료개발을 위해 표면개질한 그래핀 나노플레이트의 유기용매 분산특성)

  • Seo, Won-Woo;Kim, Gyu-Yong;Yoon, Min-Ho;Lee, Sang-Kyu;Hwang, Eui Chul;Son, Min-Jae
    • Proceedings of the Korean Institute of Building Construction Conference
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    • 2017.05a
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    • pp.244-245
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    • 2017
  • This study aims to develop high durability graphene / epoxy paint for durability improvement of construction structure. For the development of graphene / epoxy coatings, first, graphene must remain stable in the polymer. Second, the integrity of graphene and polymer should be ensured. Accordingly, in order to obtain dispersibility, surface modification of graphene nanoplate(GnP) with CH and COOH functional groups and its dispersibility in organic solvents were investigated. Also, Fourier Transform Infrared Spectroscopy(FT-IR) analysis and Atomic Force Microscope(AFM) analysis were performed to confirm whether the functional groups were synthesized by surface modification. As a result, FT-IR and AFM analysis did not confirm the surface modification, but GnP was found to be stable when dispersed in an organic solvent.

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Selective Reduction by Lithium Bis- or Tris(dialkylamino)aluminum Hydrides. VIII. Reaction of Lithium Tripiperidinoaluminum Hydride in Tetrahydrofuran with Selected Organic Compounds Containing Representative Functional Groups

  • 차진순;이재철;주영철
    • Bulletin of the Korean Chemical Society
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    • v.18 no.8
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    • pp.890-895
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    • 1997
  • The approximate rates and stoichiometry of the reaction of excess lithium tripiperidinoaluminum hydride (LTPDA), an alicyclic aminoaluminum hydride, with selected organic compounds containing representative functional groups under the standardized conditions (tetrahydrofuran, 25°) were examined in order to define the reducing characteristics of the reagent for selective reductions. The reducing ability of LTPDA was also compared with those of the parent lithium aluminum hydride (LAH) and lithium tris(diethylamino)aluminum hydride (LTDEA), a representative aliphatic aminoaluminum hydride. In general, the reactivity of LTPDA toward organic functionalities is weaker than LTDEA and much weaker than LAH. LTPDA shows a unique reducing characteristics. Thus, benzyl alcohol, phenol and thiols evolve a quantitative amount of hydrogen rapidly. The rate of hydrogen evolution of primary, secondary and tertiary alcohols is distinctive. LTPDA reduces aldehydes, ketones, esters, acid chlorides and epoxides readily to the corresponding alcohols. Quinones, such as p-benzoquinone and anthraquinone, are reduced to the corresponding diols without hydrogen evolution. Tertiary amides and nitriles are also reduced readily to the corresponding amines. The reagent reduces nitro compounds and azobenzene to the amine stages. Disulfides are reduced to thiols, and sulfoxides and sulfones are converted to sulfides. Additionally, the reagent appears to be a good partial reducing agent to convert primary carboxamides into the corresponding aldehydes.

Reduction of Representative Organic Functional Groups with Gallane-Trimethylamine

  • 최정훈;오영주;김민정;황북기;백대진
    • Bulletin of the Korean Chemical Society
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    • v.18 no.3
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    • pp.274-280
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    • 1997
  • The rates and stoichiometry of the reaction of gallane-trimethylamine with selected organic compounds containing representative functional groups were examined in tetrahydrofuran solution under standardized conditions (THF, 0 ℃). And its reducing characteristics were compared with those of aluminum hydride-triethylamine(AHTEA). The rate of hydrogen evolution from active hydrogen compounds varied considerably with the nature of the functional group and the structure of the hydrocarbon moiety. Alcohols, phenol, amines, thiols evolved hydrogen rapidly and quantitatively. Aldehydes and ketones were reduced moderately to the corresponding alcohols. Cinnamaldehyde was reduced to cinnamyl alcohol, which means that the conjugated double bond was not attacked by gallane-trimethylamine. Carboxylic acids, esters, and lactones were stable to the reagent under standard conditions. Acid chlorides also were rapidly reduced to the corresponding alcohols. Epoxides and halides were inert to the reagent. Caproamide and nitrile were stable to the reagent, whereas benzamide was rapidly reduced to benzylamine. Nitropropane, nitrobenzene and azoxybenzene were stable to the reagent, whereas azobenzene was reduced to 1,2-diphenylhydrazine. Oximes and pyridine N-oxide were reduced rapidly. Di-n-butyl disulfide and dimethyl sulfoxide were reduced only slowly, but diphenyl disulfide was reduced rapidly. Finally, sulfones and sulfonic acids were inert to the reagent under the reaction.

Microbe Adhesion and Organic Removal from Synthetic Wastewater Treatment using Polypropylene Media Modified by Ion-Assisted Reactions (이온 보조 반응에 의하여 활성화된 폴리프로필렌 담체를 이용만 합성폐수 처리시 미생물 부착 및 유기물의 제거)

  • Seon, Yong-Ho;Han, Sung;Koh, Seok-Keun
    • KSBB Journal
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    • v.17 no.3
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    • pp.235-240
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    • 2002
  • The surface of polypropylene was modified by 1 keV $Ar^+$ ion beam in an $O_2$ environment in order to enhance wettability. Contact angle of deionized water on modified polypropylene was reduced from $78^{\circ}$to $22^{\circ}$. The enhanced wettability is originated from newly formed functional groups such as ether, carbonyl, and carbonyl groups. During immersion in deionized water, the enhanced wettability has remained nearly same. After washing in water, the hydrophilic functional groups on the polymer surface have been very stable. The modified polypropylene was adopted as bio-film media to remove organics in synthetic wastewater. Microbe adhesion on the polypropylene surface was improved due to the newly formed hydrophilic groups.

Polymeric Materials for Molecular Recognition

  • Ki, Chang-Do;Lee, Kang-Won;Chang, Ji-Young
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.172-172
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    • 2006
  • Molecular imprinting constitutes a valuable method of preparing polymeric materials with specific binding properties. The most conspicuous merit of molecular imprinting is that structurally three-dimensional recognition sites can be introduced into a polymer matrix with ease and low cost when compared with the complicated process of biological system for antigen and antibody. We used a thermally reversible bond for the preparation of the monomer-template complex, which allowed us to remove the template easily by means of a simple thermal reaction and to simultaneously introduce various functional groups into the cavity. This method is especially propitious for developing artificial receptors for molecules lacking strongly interactive groups.

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