• Title/Summary/Keyword: alkyl compounds

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Chemical Reactions in Surfactant Solutions (II). Nucleophilic and Micellar Catalyses of Sodium 2-Alkylbenzimidazole-5-sulfonates on Hydrolyses of Carboxylic Esters in Aqueous and CTABr Solutions (계면활성제 용액속에서의 화학반응 (제 2 보). 카르복시산 에스테르의 가수 분해 반응에 미치는 2-알킬벤즈이미다졸-5-술포네이트의 친핵적 및 미셀효과)

  • Young Seuk Hong;Jeung Bae Kim;Hee Hyun Park;Dae Ryong Lee
    • Journal of the Korean Chemical Society
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    • v.33 no.1
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    • pp.97-105
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    • 1989
  • This study deals with micellar effects on hydrolyses of p-nitrophenyl carboxylic esters(p-NPCE) mediated by 2-alkylbenzimidazole(R-BI) and sodium 2-alkylbenzimidazole-5-sulfonate(R-BISO$_3$Na) in aqueous and CTABr solutions. The reactions mediated by R-BI and R-BISO$_3$Na in micellar solutions are obviously slower than those by benzimidazole(BI) and sodium benzimidazole-5-sulfonate(BISO$_3$Na) respectively, and the reaction rates were decreased with increase of lengths of alkyl groups. This prestents a striking contrast to the reactions in aqueous solutions without added CTABr, of which the reaction rates are on approximately same levels. It seems due to steric effect of alkyl groups for R-BI and R-BISO$_3$Na in the Stern layer of micelle, and it is supported by measured activation parameters(${\Delta}H^{\neq},\;{\Delta}G^{\neq}\;and\;{\Delta}S^{\neq}$) of the reactions in aqueous and micellar solutions. In addition to nucleophilic ability of benzimidazole(BI) moiety of R-BISO$_3$Na on the reactions, these compounds with long alkyl groups(nonyl to pentadecyl) which form a micelle of themselves increase the reaction rates due to their micellar catalyses in aqueous solutions, not including CTABr. We measured the isotope effects to elucidate the mechanism of hydrolyses of p-nitrophenyl carboxylic esters, and the relative first order rate constant($k'_{H_2O}/k'_{D_2O}$) are on range of 2.5∼3.2. This range is too high to conclude that the hydrolyses of p-NPA mediated by various R-BISO$_3$Na proceed by nucleophilic mechanism. In other words, the reactions are assumed to proceed in part by general basic one, as compared with the reaction catalyzed by imidazole(IM) in aqueous solution.

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Studies on the Gemini Type Amphipathic Surfactants(4);Surface Active Properties of Amphipathic Compound with Two Sulfate Groups and Two Lipophilic Alkyl Chains (제미니형 양친매성 계면활성제에 관한 연구 (제4보 );두개의 술폰산염과 소수성알킬기를 갖는 양친매성 화합물의 계면성)

  • Yun, Y.K.;Kim, Y.Ch.;Jeong, H.K.;Nam, K.D.
    • Journal of the Korean Applied Science and Technology
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    • v.15 no.2
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    • pp.77-81
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    • 1998
  • Surface active properties of these aqueous Gemini surfactant solutions including surface tension, critical micelle concentration(cmc), foaming power, foam stability, emulsifying power and Krafft point were measured at given conditions. They showed excellent properties, being compared with conventional single-chain surfactants such as sodium dodecyl sulfonate(SDS). Their surface tensions in the aqueous solutions were decreased to $30{\sim}38$ mN/m, which is lower than 39 mN/m of SDS, and their cmc values evaluated by surface tension method were $2.8{\times}10^{-5}{\sim}3.3{\times}10^{-4}$ mol/L. These values were also much lower than that of SDS, $9.8{\times}10^{-3}$ mol/L. The foaming power and foam stability, especially decyl and dodecyl compounds, were good and the emulsifying power in benzene or soybean oil was also excellent. All of the synthesized Gemini surfactants possessed good water solubility and their Krafft points were all below $0^{\circ}C$. As results, DDED and DDOD, Gemini surfactants which were synthesized are expected to be applied as foamers, emulsifiers and so on.

Analysis of Lacquer and CNSL Using Infrared Spectrometer and Pyrolysis-GC/MS (적외선분광분석과 Py-GC/MS를 이용한 옻칠 및 캐슈칠도막 분석)

  • Choi, Jaewan;Kim, Soo-Chul
    • Journal of the Korean Wood Science and Technology
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    • v.46 no.1
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    • pp.1-9
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    • 2018
  • Nowadays, synthetic resin varnish such as cashew nut shell liquid (CNSL) is being used as well as traditional lacquer. The code of ethics states that material must be identical to the original when preserving cultural heritage. Therefore, lacquer should be used. However, problem is that even experts have difficulties differentiating lacquer and CNSL as they have similar components. Therefore, this study was carried out to identify the difference between lacquer and CNSL using IR and Py-GC/MS. As a result of IR, in lacquer, $720cm^{-1}$ peak was detected and in CNSL, $750cm^{-1}$, $720cm^{-1}$ and $700cm^{-1}$ peaks were detected. The results of Py-GC/MS detect benzene compounds and alkyl chains for both varnishes. However, hexanoic acid was detected from CNSL but not lacquer. Using these analytical methods, the differences between lacquer and CNSL can be identified on the scene. This is expected to be applied to the authentic conservation and restoration of lacquerware.

Studies on the Oxidative Rearrangement of Aziridine N-Oxides (아지리딘 N-옥시드의 酸性化 자리옮김 反應에 關한 硏究)

  • Se Chun Choi;Hyang Dong Jang
    • Journal of the Korean Chemical Society
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    • v.27 no.1
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    • pp.38-45
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    • 1983
  • Aziridine derivatives were utilized for the formation of aziridine N-oxides at low temperature, which were subject to easy decomposition and/or rearrangement like the protonated aziridines at room temperature. t-Butyl nitroso compound formed by the decomposition of N-oxide is easily characterized by its blue color and it is the major product in case that no branched alkyl groups are substituted on the carbon atoms of the aziridine ring and the stationary groups on the nitrogen are inert to rearrange the oxide such as the t-butyl group. The oxidative rearrangement products, however, are mainly formed when the substituents are methyl or ethyl group on the carbon atoms. It is interesting to see that the sigmatropic rearrangement of 2-ethyl aziridine gave only cis olefinic compound selectively in case that t-butyl group was substituted on the nitrogen, whereas N-hydroxy aziridine compounds were formed exclusively when t-butyl group was replaced with ethyl group.

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A Study on Processing and Physical Properties of Isoprene Rubber Involving Norbornene Dialkyl Ester (Norbornene Dialkyl Ester가 첨가된 Isoprene Rubber의 가공성 및 물성에 관한 연구)

  • Jeong, Hye-in;Jo, Nam-chol;Woo, Je-Wan
    • Applied Chemistry for Engineering
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    • v.27 no.3
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    • pp.259-264
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    • 2016
  • In this study, we applied six different norbornene dialkyl esters as a plasticizer to an isoprene rubber (IR) and evaluated replaceability of DEHP which is an endocrine disruptor. IR test sheets were prepared by blending IR, norbornene dialkyl ester, vulcanizing agent, etc. and processing properties of the IR were evaluated by measuring Toque, scorch time, cure time and mooney viscosity. Mechanical properties of IR test sheet including hardness, tensile strength, 100% modulus and elongation were also measured and the physical properties of norbornene dialkyl ester applied as a plasticizer were compared to those using DEHN. Both the maximum and minimum toque for the norbornene dialkyl ester as a plasticizer were similar to those of using DEHP. In addition, the scorch and cure time of the former were slightly longer than those of the latter. The mooney viscosity for the case of DEHN was slightly lower than that of the latter. DEHN was also superior to DEHP in terms of processing. The hardness and thermal properties of all IR test sheets were measured to be similar to each other. The linear alkyl chain of norbornene compounds also exhibited good tensile characteristics.

Synthesis and Surface Active Properties of Amino Acid Monoglyceride (아미노산 모노글리세리드류의 합성 및 계면성)

  • Jo, Kyung-Haeng;Kim, Tae-Young;Kim, Seong-Ung;Jeong, No-Hee;Nam, Ki Dae
    • Applied Chemistry for Engineering
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    • v.5 no.1
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    • pp.99-104
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    • 1994
  • Nonionic surfactants, monoglyceryl pyroglutamates, have been synthesized in a high yield by esterification of monoglyceride with pyroglutamic acid in the presence of sodium acetate catalyst. Their structures were confirmed by IR and $^1H-NMR$ studies. For these compounds surface active properties including interfacial tension and emulsifying power were measured. The interfacial tensions of their oil solution against water were decreased to 5~9dyne/cm and hydrophobic alkyl chain of monoglyceryl pyroglutamates. The experimental results indicated that emulsifying power of the nonionic surfactant was better in benzene than in soybean oil. Due to the good surface properties, the nonionic sutfactants, monoglyceryl pyroglutamates, are expected to be used as emulsifiers.

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Studies on the Durable Softners (I) -Synthesis of Alkyl Imidazoline Derivatives- (내구성유연제에 관한 연구 (I) -알킬이미다졸린 유도체의 합성-)

  • Park, Hong-Soo;Kim, Young-Geun;Pyoun, Moo-Sil
    • Applied Chemistry for Engineering
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    • v.1 no.2
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    • pp.197-206
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    • 1990
  • 1, 2-Disubstituted imidazolines, such as 1-behenoyl-aminoethyl-2-heneicosylimidazoline(BHI), 1-behenoylbis(aminoethyl)-2-heneicosylimidazoline(BBI), and 1-behenoyltris(aminoethyl)-2-henoicosylimidazoline(BTI) were synthesized by reacting 3 kinds of polyalkylene polyamines with behenic acid to provide the softness to imidazoline ring.1, 2-Disubstituted imidazolinium chlorides, such as 1-behenoyl-aminoethyl-1-glycidyl-2-heneicosylimidazolinium chloride(BHIC), 1-behenoylbis(aminoethyl)-1-glycidyl-2-henoicosylimidazolinium chloride(BBIC), and 1-behenoyltris(aminoethyl)-1-glycidyl-2-henoicosylimidazolinium chloride(BTIC) were prepared by quaternizing 1, 2-disubstituted imidazoline compounds. The optimum condition for the preparation of BHI, BBI, and BTI was 8 hrs at $210^{\circ}C$. In the synthesis of BHIC, the completely quaternized product was obtained by reacting BHI-epichlorohydrin with 1:1.3 mole ratio, and mole ratios higher than 1:1.5 were required in the preparation of BBIC and BTIC, BHICS, BBICS, and BTICS softners form BHIC, BBIC, and BTIC was treated to acrylic fiber. It was found that were good softners as the softening property was measured.

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Studies on the Durable Softners (II) -Applications of Alkyl Imidazoline Derivatives as the Durable Softners- (내구성유연제에 관한 연구 (II) -알킬이미다졸린 유도체의 내구성유연제로서의 응용-)

  • Kim, Young-Geun;Park, Hong-Soo;Song, Kab Jun
    • Applied Chemistry for Engineering
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    • v.1 no.2
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    • pp.168-175
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    • 1990
  • Softners-BHICS, BBICS, and BTICS were prepared from 1, 2-disubstituted imidazoline compounds, such as 1-behenoylaminoethyl-1-glycidyl-2-heneicosylimidazolinium chloride(BHIC), 1-behenoylbis(aminoethyl)-1-glycidyl-2-heneicosylimidazolinium chloride (BBIC), and 1-behenoyltris(aminoethyl)-1-glycidyl-2-heneicosylimidazolinium chloride(BTIC), and treated to acrylic fiber. The measurements of softness, lubricating and antistatic properties showed that they have not only good softness and lubricating property but also a little antistatic property. Furthermore, the initial bending resistance for BBICS and BTICS was 5 grade, and remained 3~4 grade after 5 times washing. As results of these tests, they showed good softner effects having durability. The prepared softners were proved to be durable softner through a series of experimental results for washable properties of feeling by varying treating temperature and pH change.

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A Study on the Mechanical Properties of Organo-clay Filled NR/MMT Nanocomposites (Organo-Clay를 이용한 NR/MMT 나노복합체의 기계적 물성에 관한 연구)

  • Oh, Woo-Taek;Lee, Eun-Kyoung;Choi, Sei-Young
    • Elastomers and Composites
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    • v.44 no.4
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    • pp.455-465
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    • 2009
  • In this study, Organo-montmorillonite(MMT) was synthesized by intercalation of various amine(Octylamine, Dodecylamine, Dimethyldodecylamine, Octadecylamine) compounds into layered silicate. Natural Rubber(NR)/MMT nanocomposites were prepared by reinforcement of Organo-MMT. X-ray diffraction(XRD) and Scanning electron microscope(SEM) were employed to characterize the layer distance of Organo-MMT and the morphology of the NR/MMT nanocomposites. The structures of the synthesized Organo-MMTs were analyzed by the measurement of FT-IR. Cure characteristics, surface free energy and mechanical properties such as tensile strength, modulus and hardness of NR/MMT nanocomposites were carefully studied by contact angle meter, ODR, UTM, and hardness tester. FT-IR analysis showed a insertion of the alkyl and amine chains into the interlayers of the MMT. It was shown that the cure time of the organo-MMT was more decreased than that of $Na^+$-MMT. Surface free energy and tensile strength of the NR/DDA-MMT nanocomposite were the highest. NR/ODA-MMT nanocomposite was the highest in hardness.

Structure Activity Relationship of ar-Turmerone Analogues

  • Baik, Kyong-Up;Jung, Sang-Hun;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.16 no.3
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    • pp.219-226
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    • 1993
  • For the analysis of structure relationship of ar-turmerone analogues, the compounds containing the various substituents on the phenyl ring and 1(or 2)-naphthyl group in the place of phenyl of ar-turmerone were prepared and tested their cytotoxicity against HL-60, K-562, and L1210 leukemia cells in vitro. The substituents at para position are methoxy, phenoxy, methyl, trifluoromethyl, fluoro, and chloro. At meta position methoxy, methyl, trifluoromethyl, or chloro groups at ortho position mathoxy or chloro group were introduced. Against HL-60 and K-562 cells, $ED_{50}$ values of the analogues are ranged from 0.8 to $30.0\;\mu{g/ml}$. Againste L1210 cell, these are located more than $20.0\;\mu{g/ml}$. However, 5-carbone-thoxy-2-methyl-6(1-naphthyl)-2-octen-4-one (5n)possesses $ED_{50}$ valuses 0.8, 2.1, $6.5\;\mu{g/ml}$ against HL-60, L1210 cells, respectively. The electronic nature of the substituents on phenyl ring of ar-tumerone dose not affect the biological activity. Therefore the flat structure of aromatic potion of ar-tumerone analogues is the more important factor for their activity rather than its electronic nature. The potentiation of the cytotoxicity with the enlargement of aromatic ring region also supports the importance of the plane structure of this area. The restriction of the single bond rotation between C-6 and aromatic ring through the introduction of substituents at the ortho position of phenyl ring and the increment of size of alkyl group at C-6 position enhances the activity. Therefore the effective conformation should by the one having the orthogonal arrangement between the aromatic ring and the side chain.

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