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Syntheses and Phase-transfer Catalytic Activities of Monoazacrown Ethers
Shim Jae Hu,Chung Kwang Bo,Masao Tomoi Korean Chemical Society 1992 Bulletin of the Korean Chemical Society Vol.13 No.3
Preparative methods for and catalytic activities of monoaza-18-crown-6 or monoaza-15-crown-5 in the reaction of 1-bromooctane with aqueous KI or NaI were investigated. Monoazacrown ethers were prepared by debenzylation of N-benzylmonoazacrown ethers, obtained from the reaction of N-benzyldiethanolamine and oligoethylene glycol ditosylate. The phase-transfer catalytic activity of N-benzylmonoazacrown ethers was higher than that of the corresponding monoazacrown ethers.
Polymer-Supported Crown Ethers(Ⅳ) Synthesis and Phase-transfer Catalytic Activity
Shim Jae Hu,Chung Kwang Bo,Masao Tomoi Korean Chemical Society 1992 Bulletin of the Korean Chemical Society Vol.13 No.3
Immobilization method of lariat azacrown ethers, containing hydroxyl group in the side arm of crown ring, on the polymer matrix and the phase-transfer catalytic activity of thus obtained immobilized lariat azacrown ethers were studied. Polystyrene resins with crown ether structures and hydroxyl groups adjacent to the macrorings were prepared by the reaction of crosslinked polystyrene resins containing epoxy groups with monoaza-15-crown-5 or monoaza-18-crown-6. Microporous crosslinked polystyrene resins containing epoxy group for the syntheses of these immobilized lariat crown catalysts were prepared by suspension polymerization of styrene, divinylbenzene (DVB 2%) and vinylbenzylglycidyl ether. The immobilized lariat catalysts with 10-20% ring substitution exhibited maximal activity for the halogen exchange reactions of 1-bromooctane with aqueous KI or NaI under triphase heterogeneous conditions. Immobilized catalyst exhibited higher activity than corresponding catalyst without the hydroxyl group and this result was suggested that the active site have a structure in which the $K^+$ ion was bound by the cooperative coordination of the crown ring donors and the hydroxyl group in the side arm.
가용성 또는 불용성 Polystyrene 에 결합된 수산기 함유 Polyetheramine 의 합성
정광보,고노유타가,도모이마사오 ( Kwang Bo Chung,Yutaka Kohno,Masao Tomoi ) 한국공업화학회 1995 공업화학 Vol.6 No.2
haloalkyl, tosyloxyalkyl, epoxy기를 함유하는 선형 또는 가교 polystyrene과 bis[2-(2-hydroxyelhoxy)ethyl]amine(ATEG)과의 반응에 의해 hydroxyl기 함유 polyelheramine 구조의 가용성, 불용성 polystyrene을 합성하였다. 고정화 ATEG의 친수성은 환치환율의 증가에 따라 증가하였고, 친유성은 반대경향을 나타내었다. Soluble or insoluble polystyrenes with hydroxyl-containing polyetheramine structures were prepared by the reaction of linear or crosslinked polystyrenes containing haloalkyl, tosyloxyalkyl or epoxy groups with bis[2-(2hydroxyethoxy)ethyl]amine(ATEG). The hydrophilicity of the immobilized ATEG increased with increasing ring substitution and the lipophilicity indicated an opposite tendency.
ATEG 잔기를 갖는 가용성 또는 불용성 Polystyrene 의 상이동촉매 활성
정광보,고노유타가,도모이마사오 ( Kwang Bo Chung,Yutaka Kohono,Masao Tomoi ) 한국공업화학회 1995 공업화학 Vol.6 No.2
bis(2-(2-hydroxyethoxy)ethyl)amine(ATEG) 구조를 갖는 가용성 또는 불용성 polystyrene의 상이동촉매 활성을 검토하였다. ATEG 구조를 갖는 가용성 polystyrene은 2상계에서 수용성 NaOH와 KOH와의 반응에 의해 alkoxides를 생성하였다. polymer 골격과 ATEG사이의 산소를 갖는 측쇄의 도입으로 상대 양이온이 ATEG와 측쇄의 산소 donor의 협동작용에 의해 결합되는 유사 cryptand alkoxides가 형성되었다. ATEG기를 갖는 가용성, 불용성 polymer는 각각 2상계, 3상계 조건하에서 2-bromoethylbenzene의 수용성 NaOH와 KOH와의 브롬화수소이탈 반응에서 고활성을 나타내었다. 측쇄잉여 산소 donors의 협동작용으로 촉매의 활성은 증가하였다. The phase-transfer catalytic activity of soluble or insoluble polystyrenes with bis(2-(2-hydroxyethoxy)ethyl)amine(ATEG) residue has been studied. The soluble polystyrenes with ATEG residue afforded polymeric alkoxides by the reaction with aqueous NaOH or KOH under two-phase conditions. The introduction of oxygen-containing spacer chains between ATEG residue and the polymer backbone resulted in the formation of cryptand-like alkoxides, in which the counter cations were bound by cooperative coordination of the oxygen donors in the ATEG residue and in the spacers. The soluble and insoluble polystyrenes with ATEG residue exhibited high catalytic activity for the dehydrobromination of 2-bromoethylbenzene with aqueous NaOH or KOH under two- and three-phase conditions, respectively. The extra coordination of the oxygen donors in the spacers resulted in increased catalytic activity.