• Title/Summary/Keyword: tetrahydronaphthalene

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Synthesis of Newel Self-Developing Photosensitive Polyimide

  • Ahn, Byung-Hyun;Lee, Dae-Woo;Lee, Jin-Kook;Hong, Seong-Soo;Lee, Gun-Dae
    • Macromolecular Research
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    • v.8 no.1
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    • pp.19-25
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    • 2000
  • Aromatic diamine monomers containing allylic ester linkage, 1,5-bis(4-aminobenzoate)-1,2,3,4-tetrahydronaphthalene (4-DABTN) and 1,5-bis(3-amin obenzoate)-1,2,3,4-tetrahydronaphthalene (3-DABTN) were synthesized through the reaction of 1,5-dihydroxy-1,2,3,4-tetrahydronaphthalene and 4- or 3-nitrobenzoly chloride. By the reaction of these diamines with pyromellitic dianhydride (PMDA) or 4,4-(hexafluoroisopropylidene)diphthalic anhydride (6FDA), poly(amic acid)s were obtained. The inherent viscosities of the poly(amic acid)s were between 0.55 and 1.31 dL/g. The poly(amic acid)s were converted to polyimides by chemical imidization. The thermogravimetric analysis (TGA) thermograms of these polyimides showed temperatures of 5% weight loss between 323 and 389$^{\circ}C$ in nitrogen atmosphere. The model compound ,1,5-bis (4-nitrobenzoate)-1,2,3,4-tetrahydronaphthalene (4-DNBTN), was decomposed to 4-nitrobenzoic acid and 5-(4-nitrobenzoate)-3,4-dihydronaphthalene upon addition of CF$_3$COOH.

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Conformational Study of Benzene-Fused Ring Compound 1,2,3,4-Tetrahydronaphthalene Using Vibrational

  • Choo, Jae-Bum
    • Bulletin of the Korean Chemical Society
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    • v.18 no.10
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    • pp.1076-1082
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    • 1997
  • The infrared, Raman, and jet-cooled laser-induced fluorescence excitation spectra of 1,2,3,4-tetrahydronaphthalene have been recorded and analyzed. The observed vibrations have been assigned to understand the conformational behaviors in its electronic ground (S0) and excited (S1) states. Ab initio at the HF/6-31G** level and molecular mechanics (MM3) force field calculations have been carried out to generate the complete normal mode frequencies of the molecule in its S0 state. The vibrational frequencies calculated from the ab initio method show a better agreement with the observed infrared and Raman frequencies than those calculated from the MM3 method. In several cases, the normal mode calculations were very helpful to clarify some ambiguities of previous assignments. In addition, the ring inversion process between two twisted conformers of 1,2,3,4-tetrahydronaphthalene has been reexamined utilizing ab initio calculation. The results show that the ring inversion energy is in the range of 3.7-4.3 kcal/mol which is higher than the previously reported AM1 value of 2.1 kcal/mol.

An Alternate Synthesis of 2-Amino-5,6-dimethoxy-1,2,3,4-Tetrahydronaphthalene Hydrochloride (2-아미노-5,6-디메톡시-1,2,3,4-테트라히드로나프탈렌 염화히드로의 합성)

  • Jack C. Kim;Suk-kee Lee;Chang-bae Kim;Suk-kyu Han;Soon-kyu Choi;Kyung-hee Lee
    • Journal of the Korean Chemical Society
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    • v.21 no.3
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    • pp.187-192
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    • 1977
  • An alternate synthesis of 2-amino-5,6-dimethoxy-1,2,3,4-tetrahydronaphthalene hydrochloride from 2-nitro-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone,was described and compared the overall yields and experimental procedures with the previous synthetic routes obtained from Neber rearrangement product, 2-amino-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone hydrochloride.

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Product Studies by HPLC on the Hydrolysis of the anti- and syn-Tetrahydrodiol Epoxides and the 1,2-Tetrahydro Epoxide of Naphthalene

  • 이용태;Jed F. Fisher
    • Bulletin of the Korean Chemical Society
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    • v.18 no.8
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    • pp.856-860
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    • 1997
  • The arene epoxides from naphthalene, 1β,2α-dihydroxy-3α,4α-epoxy- (1) and 1β,2α-dihydroxy-3β,4β-epoxy-1,2,3,4-tetrahydronaphthalene (2) (anti- and syn-diol epoxide), 1,2-epoxy-1,2,3,4-tetrahydronaphthalene (3), and 1,2-epoxy-l,2-dihydronaphthalene (4), are model compounds of the ultimate carcinogenic metabolites of polycyclic aromatic hydrocarbons, ubiquitous environmental pollutants which may be causal in several human cancers. The product distribution in the hydrolysis of 1-4 have been studied by HPLC analysis of reaction mixtures. The yields of the trans product from the hydronium-ion-catalyzed and pH-independent hydrolysis in 9 : 1 (v/v) 20 mM buffer-dioxane at 25 ℃, respectively, were; 1: 98, 100; 2: 74, 87, 3: 95, 97, 4:100, 100. The results were rationalized by conformational equilibria of the epoxides and the carbocationic and zwitterionic intermediates from the epoxides.

Chemical Constituents of Impatiens balsamina Stems and Their Biological Activities

  • Kim, Dong Hyun;Lee, Tae Hyun;Subedi, Lalita;Kim, Sun Yeou;Lee, Kang Ro
    • Natural Product Sciences
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    • v.25 no.2
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    • pp.130-135
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    • 2019
  • The purification of the MeOH extract from Impatiens basamina by repeated column chromatography led to the isolation of one new tetrahydronaphthalene (1), together with eleven known compounds (2 - 12). The structure of the new compound (1) was determined by spectral data analysis ($^1H$ and $^{13}C$-NMR, $^1H-^1H$ COSY, HSQC, HMBC, NOESY, and HR-ESI-MS). Isolated compounds (1 - 12) were evaluated for their inhibitory effects on NO production in LPS-activated murine microglial BV-2 cells and their effects on NGF secretion from C6 glioma cells. Compounds 3, 7, and 10 reduced NO levels in LPS-activated murine microglial cells with $IC_{50}$ values of 26.89, 25.59, and $44.21{\mu}M$, respectively. Compounds 1, 5, and 9 upregulated NGF secretion to $153.09{\pm}4.66$, $156.88{\pm}8.86$, and $157.34{\pm}3.30%$, respectively.

Organic Compounds in the Nak Dong River and Its Toxicity (낙동강 수질중 유기물질과 독성)

  • 류병호;심종환;최진택;조현철;정종순
    • Journal of Environmental Health Sciences
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    • v.20 no.1
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    • pp.39-53
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    • 1994
  • This study aims to investigate organic compounds and its toxicity by Ames test and chromosomal aberration in the water of the Nak Dong River. Six sampling sites such as Goryung, Hagueun, Maelie, Duksan, Haedong and Myungiang were selected for these pur15oses. 200 l water samples were absorbed on XAD-2 resin columns (2.5X30cm), eluted with organic solvents mixture of acetone: cyclohexane and then dried under vacuum condition. The extracts from the XAD-2 resin was injected into GC/MS and 184 organic compounds were identified such as aldehydes, aromatic compounds, ketones, phenols, hydrocarbons, alcohols, carboxylic acids, alkanes and some unknowns. The US EPA priority pollutants such as naphthlene, bis(2-ethylhexyl)phthalate and other pollutants, 1,2-diethyl benzene, 1,2,3,4-tetrahydronaphthalene and cyclohexanol were detected in these samples. The concentration of chemical pollutants such as 1,2-diethyl benzene, nephthalene, 1,2,3,4-tetrahydronaphthalene, bis(2-ethylhexyl)phthalate and cyclohexanol were ranged into 1.228 $\mu$g/l, 298 $\mu$g/l, 30.191 $\mu$g/l, 1.147 $\mu$g/l and 2.839 $\mu$g/l, respectively. The mutagenic activity of XAD-2 extracts were tested on Salmonella typhimurium TA 98, TA 100, TA 1535 and TA 1537 and then exhibited strong mutagenic activity against S. typhimurium TA 98 and TA 100 in the presence of S$_9$. Amon them, bis(2-ethylhexyl)phtalate and 1,2-diethyl benzene showed the most strongest mutagenic activity against S. typhimurium TA 98 and TA 100 in the presence of S$_9$. On the other hands, chromosomal aberration of XAD-2 extracts in the human blood cells were not occurred by the sampling water at Goryung, Hagueun, Maelie and Duksan, Chromosomal aberration were also not occurred by the each concentration of 0.05, 0.1 amd 0.3 mg/l of each 1,2-diethyl benzol, bis(2-ethylhexyl)phthalate, naphthalene, phenol, cyclohexanol and benzothiazol test solution.

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Removal Characteristics of Synthetic Musk Compounds in Water by Ozone Treatment (오존처리에 의한 수중의 인공 사향물질 제거특성)

  • Seo, Chang-Dong;Son, Hee-Jong;Yoom, Hoon-Sik;Lee, Sang-Won;Ryu, Dong-Chun
    • Journal of Korean Society of Environmental Engineers
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    • v.34 no.2
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    • pp.73-78
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    • 2012
  • In this study, three different synthetic musk compounds (SMCs) in the Nakdong river water (raw water) and rapid sand filtered water were treated by $O_3$ process. The experimental results showed that the removal efficiency of musk ketone (MK) was lower than removal efficiency of AHTN (7-acetyl-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene) and HHCB (1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[c]-2-benzopyran) for both the raw water and the rapid sand filtered water. And in general, the removal efficiencies of three SMCs in the raw water were lower than that in the sand filtered water. Under the $O_3$ dose of 0.5~10.0 mg/L, the removal rate constants (k) of three SMCs for the raw and sand filtered waters increased rapidly with the increased $O_3$ dose. In the case of drinking water treatment plants (DWTPs) which were selected pre- and post-$O_3$ processes (located in the downstream of Nakdong River), operation conditions of pre- and post-$O_3$ process were $0.5{\sim}2.0mg{\cdot}O_3/L$ (2~4 min) and $0.5{\sim}2.5mg{\cdot}O_3/L$ (6~8 min). Therefore, $O_3$ doses and contact times of same conditions with above were very difficult to remove SMCs in DWTPs.

Isolation and Characterization of 5,6-Dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone from Catalytic Reductions of the Respective 2-Amino-, and 2-Nitro-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone (2-Amino-와 2-Nitro-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone의 촉매수소화에서 5,6-Dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone의 분리 및 구조결정)

  • Kim Jack C.
    • Journal of the Korean Chemical Society
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    • v.23 no.2
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    • pp.94-98
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    • 1979
  • From the catalytic reductions of the respective 2-amino-, and 2-nitro-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone, a major reduction product of 2-amino-5,6-dimethoxy-1,2,3,4-tetrahydro-naphthalene was obtained, along with a minute amount of rearranged product, 5,6-dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone. The unusual formation of 5,6-dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone was verified on the basis of ir, and nmr spectra, and elemental analysis. A plausible mechanism for the rearrangement is proposed.

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Studies on Printing Inks Containing Poly[2-methoxy-5-(2-ethylhexyl-oxyl)-1,4-phenylenevinylene] as an Emissive Material for the Fabrication of Polymer Light-Emitting Diodes by Inkjet Printing

  • Kwon, Jae-Taek;Eom, Seung-Hun;Moon, Byung-Seuk;Shin, Jin-Koog;Kim, Kyu-Sik;Lee, Soo-Hyoung;Lee, Youn-Sik
    • Bulletin of the Korean Chemical Society
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    • v.33 no.2
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    • pp.464-468
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    • 2012
  • Three solvent systems, chlorobenzene (ink 1), chlorobenzene/o-dichlorobenzene (ink 2) and chlorobenzene/tetrahydronaphthalene (ink 3), were compared as printable inks for the fabrication of polymer light-emitting diodes (PLEDs) using poly[2-methoxy-5-(2-ethylhexyl-oxyl)-1,4-phenylenevinylene (MEH-PPV) as an emissive material and an inkjet printer (Fujifilm Dimatix DMP-2831). Ink 1 clogged the printer's nozzle and gave non-uniform film. Inks 2 and 3 were used to fabricate PLEDs with ITO/PEDOT:PSS/MEH-PPV/LiF/Al configurations. The best performance (turn-on voltage, 3.5 V; luminance efficiency, 0.17 cd/A; luminance, 1,800 cd/m) was obtained when ink 3 was used to form the emissive layer (thickness, 49 nm), attributable to the better morphology and suitable thickness of the MEH-PPV layer.