• Title/Summary/Keyword: Ring hydrogenation

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Synthesis and Characterization of Novel Hydrogenated Poly(norbornene bisimide)s Prepared from Ring Opening Metathesis Polymerization

  • Yoon, Kyung-Hwan;Park, Seung-Beom;Park, In-Sook;Yoon, Do-Y.
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.3074-3080
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    • 2011
  • We synthesized three novel poly(norbornene bisimide)s by ring opening metathesis polymerization (ROMP) and subsequent hydrogenation. Their thermal, mechanical and optical properties were investigated with TGA, DMA, UV-Vis spectrometer, and optical reflectometer. The new polymers showed high glass transition temperatures over $260^{\circ}C$ and good thermal stability with 5% wt-loss temperature higher than $390^{\circ}C$. When solvent casted, they yielded optically transparent and dimensionally stable films with a relatively low coefficient of thermal expansion of about 50 ppm $K^{-1}$. Therefore, the bisimide moieties substantially enhanced thermal and dimensional stabilities, as compared with normal ROMP-prepared polynorbornene films. Though the water uptake was increased to 0.6 wt-%, this water uptake is still considerably lower than that for polyethersulfones (1.4 wt-%) or polyimides (2.0 wt-%). Hence, the new poly(norbornene bisimide)s may become attractive candidates for flexible substrates of optoelectronic devices such as displays and photovoltaic solar cells.

Synthesis of (${\pm}$)-cis-8-amino-l-2,3,4,4a,5,10b-hexahydrothiazolo[4,5-f]indeno [1,2-b][1,4]oxazine ((${\pm}$)-cis-8-Amino-2,3,4,4a,5,10b-hexahydrothiazolo[4,5-f]indeno [1,2-b][1,4]oxazine의 합성)

  • Ma, Eun-Sook
    • YAKHAK HOEJI
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    • v.52 no.6
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    • pp.488-493
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    • 2008
  • 2-Aminothiazole ring as a bioisoster of catechol in dopamine has provided with good oral availability and lipophilic property. 2-Aminoindan, is a rigid form of dopamine, was evaluated as a dopamine D3 agonist with low neurotoxicity. Dopamine D3 agonist was evaluated as selective for the treatment of Parkinson's disease. In order to develop a novel dopamine D3 agonist, we tried to synthesize the aminothiazoloindenoxazine derivative that is a hybrid structure of aminoindenoxazine and thiazole ring. cis-2-Amino-1-indanol (2) was synthesized from 1,2-indandione-2-oxime by catalytic hydrogenation and it was treated with chloroacetyl chloride and NaH in benzene solution to give (${\pm}$)-cis-4,4a,5,9b-tetrahydroindeno[1,2-b][1,4]oxazin-3(2H)-one (6). Nitration of 6 by the mixed acid gave 8-nitro compound (7) and the carbonyl group of 7 was reduced with $LiAlH_4$ to afford compound (8). 8 was reduced to form (${\pm}$)-cis-8-amino-2,3,4,4a,5,9b-hexahydroindeno[1,2-b][1,4]oxazine (9) and finally it was cyclized with KSCN in glacial acetic acid to yield (${\pm}$)-cis-8-amino-2,3,4,4a,5,10b-hexahydrothiazolo[4,5-f]indeno[1,2-b][1,4]oxazine (10).

Segmented mandrel tests of as-received and hydrogenated WWER fuel cladding tubes

  • Kiraly, Marton;Horvath, Marta;Nagy, Richard;Ver, Nora;Hozer, Zoltan
    • Nuclear Engineering and Technology
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    • v.53 no.9
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    • pp.2990-3002
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    • 2021
  • The mechanical interaction between the fuel pellet and the cladding tube of a nuclear fuel rod is a very important for safety studies as this phenomenon could lead to fuel failure and release of radioactivity. To investigate the ductility of cladding tubes used in WWER type nuclear power plants, several mandrel tests were performed in the Centre for Energy Research (EK). This modified mandrel test was used to model the mechanical interaction between the fuel pellet and the cladding using a segmented tool. The tests were conducted at room temperature and at 300 ℃ with inactive as-received and hydrogenated cladding ring samples. The results show a gradual decrease in ductility as the hydrogen content increases, the ductile-brittle transition was seen above 1500 ppm hydrogen absorbed.

A Study on the Bio-Based Polyurethane (바이오 폴리우레탄에 관한 연구)

  • Ko, Jong-Sung;Lee, Jin-Hui;Sung, Ki-Chun
    • Journal of the Korean Applied Science and Technology
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    • v.29 no.3
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    • pp.531-542
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    • 2012
  • The thesis covers the trend of research on bio-based polyurethane which is made from polyols derived mainly from plant oils and isocyanates. Castor oil is a triglyceride of ricinoleic acid containing hydroxyl group. Hydroxylation is done on the unsaturated bonds of the oils by the reactions of epoxidation/ring opening, hydroformylation/hydrogenation, ozonolysis/hydrogenation, and thiol-ene reaction. Polyols from hyperbranch, primary alcohol, polysaccharide have been studied to control the reactivity of the polyol and morphology of the microdomains. Besides, researches cover biodegradable polylactic acid polyol for medical use, fatty acid dimer polyol for the prevention of hydrolysis, and polyol with ionic group for water-borne polyurethane. Bio-based polyurethanes are being used in flexible and rigid foams, coatings, sealants, and elastomers.

A Study on the Synthesis of 2-Piperidylglycine (2-Piperidylglycine의 합성에 관한 연구)

  • Kyoo-hyun Chung;Kyu Jeung Wang;Hyung Gu Lee
    • Journal of the Korean Chemical Society
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    • v.36 no.4
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    • pp.598-602
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    • 1992
  • 2-Piperidylglycine will be a model compound for the synthesis of antitumor agent 593A. 2-Piperidylglycine may be synthesized by alkylation of glycine equivalent to C-2 position of piperidine ring. ${\delta}$-Valerolactam was reacted with trimethyl oxonium tetrafluoroborate to give 2-methoxy-1-piperideine. The imino ether was not condensed with ethyl phthalimidoacetate, one of glycine equivalents, but with ethyl nitroacetate to afford ethyl nitro-2-piperidylene acetate. The subsequent hydrogenation over Pt/C gave ethyl 2-piperidyl glycinate. Because the Z-configuration of the condensed product was assigned by nmr, the stereochemistry of ethyl 2-piperidyl glycinate different from that of Agent 593A.

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Effects of 1,7-Substituted Methylxanthine Derivatives on LPS-Stimulated Expression of Cytokines and Chemokines in Raw 264.7 and HK-2 Cells

  • Kang, Joo-Yeon;Shin, Hea-Soon
    • Journal of Microbiology and Biotechnology
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    • v.25 no.2
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    • pp.296-301
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    • 2015
  • Chronic kidney diseases are based on uncontrolled immunological and inflammatory responses to pathophysiological renal circumstances such as glomerulonephritis, which is caused by immunological mechanisms of glomerular inflammation with increased production of renal pro-inflammatory cytokines. Pentoxifylline (PTX) exhibits anti-inflammatory properties by inhibiting cytokine and chemokine production through aggregation of erythrocytes and thrombocytes. We synthesized a series of 1,7-substituted methylxanthine derivatives by the Traube purine reaction, and the formation of purine ring was completed through nitrosation, a reduction of the nitroso to the amine by catalytic hydrogenation as derivatives of PTX. Then we studied biological activities such as renal anti-inflammatory effects of the synthesized compounds in the production of cytokines such as nitric oxide (NO), interleukin (IL)-1β, IL-6, and tumor necrosis factor-α (TNF-α) and of chemokines such as monocyte chemoattractant protein-1 and IL-8 in Raw 264.7 and HK-2 cells. Renal antiinflammatory activities of this novel series of N-1 and N-7-substituted methylxanthine showed that the N-7 methyl-group-substituted analogs (S7b) showed selective 61% and 77% inhibition of the production of NO and IL-8. The other replacement of the N-1-(CH2)4COCH3 roup, as in the case of compound S6c, also showed an effective 50% and 77% inhibition of TNF-α and IL-8 production in LPS-stimulated Raw 264.7 and HK-2 cells.