• Title/Summary/Keyword: Olefin

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Synthesis of 2',3'-Dideoxyisoguanosine from Guanosine

  • Kim, Sung-Han;Lee, Sang-Jun;Sun, Won-Suck;Oh, Sung-Wook;Kim, Jung-Han
    • Archives of Pharmacal Research
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    • v.22 no.6
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    • pp.619-623
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    • 1999
  • $2^{l},3^{l}$-dideoxyisoguanosine was synthesized from guanosine via intermediate 6-[(4-methyl-phenyl)thio]-2-oxo-9-($2^{l},3^{l},5^{l}$-tri-O-acetyl-$\beta$-D-ribofuranosyl)-2,3-dihydropurine (4). The 2-oxo, 6-amino and $5^{l}$-hydroxy triprotected isoguanosine derivative was utilized to reduce high polarity and promote poor solubility of intermediates. The protecting groups for oxo and 6-amino were easily removed in reduction of olefin in ribose without additional reaction steps.$2^{l},3^{l}$-Vicinal diol in ribose sugar moiety was transformed to olefin with Bu3SnH by radical reaction via bisxanthate. Removing $5^{l}$-O-TBDMS protecting group gave final product, $2^{l},3^{l}$-dideoxyisoguanosine (12) in a 10% overall yield.

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Permeation behavior of olefin/nitrogen/hydrogen through PDMS dense and composite membranes

  • Choi, Seung-Hak;Kim, Jeong-Hoon;Shin, Hyo-Jin;Park, In-Jun;Roh, Jae-Sung;Kang, Deuk-Joo;Lee, Soo-Bok
    • Proceedings of the Membrane Society of Korea Conference
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    • 2003.07a
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    • pp.137-138
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    • 2003
  • The worldwide annual production of polyolefins amounted to 60 million tons in 2000. During the process, 1-2 wt% of the olefin monomers have been emitted and flared into the air, causing the huge energy consumption and severe carbon dioxide emission. Recently, membrane process has been proved to be the most competitive among other separation processes in terms of cost of equipments, energy consumption and safety in this application. The performance of membrane process highly depends on the membrane properties and thus, it is very important to develop good membrane materials and composite membranes. We prepared PMDS dense and composite membranes and studied basic permeation behaviors of a series of olefins(ethylene, propylene, 1 -butylene), nitrogen and hydrogen as model gases.

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The Structural Transitions of $\pi$-Complexes of Poly(styrene-b-butadiene-b-styrene) Block Copolymers with Silver Salts and Their Relation to Facilitated Olefin Transport

  • Lee, Dong-Hoon;Kim, Jong-Hak;Jongok Won;Kang, Yong-Soo
    • Proceedings of the Membrane Society of Korea Conference
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    • 2004.05a
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    • pp.211-215
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    • 2004
  • Olefins are the most important feedstock in the petrochemical industry and thus the separation of olefin/paraffin mixtures is crucial to that industry. At present, this separation is mostly carried out using cryogenic distillation processes that require enormous capital investment and have high operational costs.(omitted)

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Synthesis of$\beta,\gamma$-Unsaturated Ketones through Ligand-Promoted Hydroiminoacylation of Dienes by Rh

  • Jun Chul-Ho;Koo Bon-Tak;Kang Jung-Bu;Kim Keun-Jae
    • Bulletin of the Korean Chemical Society
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    • v.15 no.12
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    • pp.1064-1069
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    • 1994
  • Chlorobis(isoprene)rhodium(Ⅰ) (3), prepared by olefin-exchange reaction of chlorobis(cyclooctene)rhodium dimer (2) with isoprene, reacted with benzaldimine 4 to give iminoacylrhodium(Ⅲ) ${\eta}^3$-1,2-dimethylallyl complex 6. Ligand-promoted reductive elimination of 6 by pyridine and P(OMe)$_3$ produced ${\beta},{\gamma}$-unsaturated ketimine 8, which was readily hydrolyzed to give ${\beta},{\gamma}$-unsaturated ketone 9. Other methyl branched dienes such as 2,3-dimethylbutadiene, 3-methyl-1,3-pentadiene, 2-methyl-1,3-pentadiene, 2,4-dimethyl-1,3-pentadiene, 3-methyl-1,4-pentadiene and 2-methyl-1,4-pentadiene, were applied the synthesis of ${\beta},{\gamma}$-unsaturated ketones. In case of 2,4-dimethyl-1,3-pentadiene, only ${\gamma},{\delta}$ -unsaturated ketone 25, 1,2-addition product, was obtained, may be due to the mono-olefin coordination.

Synthesis of Terpolymers and Dependence of Their Characteristics on Types and Content of High α-olefin

  • Kim, Jung Soo;Kim, Dong Hyun
    • Elastomers and Composites
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    • v.55 no.4
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    • pp.263-269
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    • 2020
  • Novel flexible terpolymers with a reactive moiety were synthesized by coordination polymerization with a metallocene catalyst and a cocatalyst system. C2-symmetric rac-Et(Ind)2ZrCl2 and tri-iso-butylaluminum/dimethylanilinium tetrakis (pentafluorophenyl) borate were employed as the catalyst and cocatalyst, respectively. We synthesized reactive terpolymers consisting of ethylene, a high α-olefin content (1-hexene, 1-octene, 1-decene, and 1-dodecene), and divinylbenzene. The structure and composition of the terpolymers were characterized by 1H-nuclear magnetic resonance analysis. The catalytic activity, polymer yield, molecular weight, and molecular weight distribution were measured as functions of the chain length and high content of α-olefins. Furthermore, the thermal properties and crystallinity of the terpolymers were determined by differential scanning calorimetry and wide-angle X-ray scattering.

Catalytic and Stoichiometric Hydroacylation of Olefin Derivatives with 8-Quinolinecarboxaldehyde by Rh(I)

  • Jun, Chul-Ho;Han, Jong-Soo;Kang, Jung-Bu;Kim, Sun-Il
    • Bulletin of the Korean Chemical Society
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    • v.15 no.3
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    • pp.204-209
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    • 1994
  • Catalytic hydroacylation has been achieved by the reaction of 8-quinolinecarboxaldehyde (1) and various vinyl derivatives such as 2a, 2b and 2c with Wilkinson's complex (3) to give linear alkyl ketones, 4a, 4b and 4c, respectively. However, stoichiometric ligand-promoted hydroacylation of 2a and 2b with [$(C_8H_{14})_2RhCl]_2$ (5) resulted in a mixture of the branched alkyl ketones and the linear alkyl ketones in different ratios. Stoichiometric hydroacylation of some other olefin derivatives such as 6, 11, 12 and 26, produced functionalized alkyl ketone compounds.

Hydroiminoacylation of $\alpha,\omega$-diene with Aldimine by Rh(Ⅰ) and Isomerization of the Terminal Olefin to the Internal Olefin

  • Jun, Chul-Ho;Kang, Jung-Bu;Lim, Yeong-Gweon
    • Bulletin of the Korean Chemical Society
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    • v.14 no.2
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    • pp.287-291
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    • 1993
  • Catalytic iminohydroacylation has been achieved by the reaction of aldimine 1 and 1,5-hexadiene (2a) with Wilkinson's complex as catalyst. Compounds 7a, 8a and 9a were obtained as final product after hydrolysis of the resulting iminohydroacylation products 4a, 5a and 6a. Depending on the reactant ratio (2/1), the ratio of products were changed dramatically : As the 2/1 ratio was increased, 7a is the major product after hydrolysis while 8a is the major with an 1/1 ratio of 2/1. The mechanism of the formation of 5a is determined by the reaction of 1 and 2b under the identical reaction conditions. Considering that 5a may not be formed from the hydroiminoacylation of 14a since 5b cannot be formed from that of conjugate diene 14b generated from isomerization of 2b, 5a must be formed from the reaction of 4a and 10 by addition-elimination mechanism.

A Synthetic Study on ($\pm$ )-Podosporin A

  • Yu, Dong Jin;Choe, Won U;Lee, Seok Jong;An, Gyo Han
    • Bulletin of the Korean Chemical Society
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    • v.17 no.2
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    • pp.153-158
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    • 1996
  • The synthesis of common skeleton of podosporin A and aureol was studied through cationic olefin cyclization as a key step. The generation of thermodynamic silyl enol ether or enol acetate under known conditions gave regioselectivity of 88:12. The enolate alkylation of 2,3-dimethylcyclohexanone with 2,5-dimethoxybenzyl bromide at the more substituted site via lithium enolate gave poor yield. In this case an organozincate or an ammonium enolate also proved to be ineffective or not practical in terms of yield. Side chain elongation of the substituted cyclohexanone 13 through Grignard reaction, Wittig reaction, or Shappiro reaction did not proceed because of steric hindrance and side reactions. However, Stille coupling reaction via enol triflate produced the desired product 18 in high yield. The advanced intermediate 22, which was efficiently synthesized from 18, produced 24 instead of the desired product under a cationic olefin cyclization condition, indicating that the cyclization occurred in a stepwise mannervia the organomercury intermediate 23.

A Study on PolyPropylene-base Functionalized Polyolefin for Secondary Battery Lead Tab Tape (이차전지 리드 탭 테이프용 폴리프로필렌 기반 기능성 폴리올레핀에 관한 연구)

  • Deok-Ho Kim
    • Journal of the Korean Society of Industry Convergence
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    • v.27 no.3
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    • pp.619-627
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    • 2024
  • By analyzing the structure of the currently used Lead Tab tape structure, the outermost layer, low-temperature fusion functionalized olefin, was composed of pp base. To determine whether this could be used as the outermost layer of tab tape, the adhesive strength to metal foils such as copper and aluminum was measured and the adhesive strength was compared with commercially available functionalized olefin. When chlorine was grafted onto PP among the PP used in the composition, the average adhesive strength was similar to that of commercially available LT200T and superior to RE140R and LE320V. The maximum adhesive strength exceeded that of LE200T. When it comes to solvents, xylene has been shown to be better than any other. Physical methods such as substitution of other monomers, switching of additives or let-down hardly changed the adhesion of grafted PP, and the selection of PP is an important factor in preparing functional polymers.