• Title/Summary/Keyword: degree of substitution

Search Result 184, Processing Time 0.064 seconds

Nucleophilic Substitution Reactions of 1- and 2-Naphthylethyl Arenesulfonates with Anilines and Benzylamines

  • 오혁근;송세정;조인호;이익춘
    • Bulletin of the Korean Chemical Society
    • /
    • v.17 no.3
    • /
    • pp.254-257
    • /
    • 1996
  • Nucleophilic substitution reactions of 1- and 2-naphthylethyl arenesulfonates, 2 and 3, with anilines and benzylamines in methanol at 65.0 ℃ are investigated. The rates are slower than those for the corresponding derivatives of 2-phenylethyl arenesulfonates, 1, which can be attributed to a greater degree of positive charge stabilization at Cα in the transition state (TS) by a greater electron supply from a phenyl ring compared to a naphthyl ring. The mechanism for the two naphthylethyl systems are similar to that for the 2-phenylethyl derivatives, except that the transition state is formed at somewhat an earlier position along the reaction coordinate. The secondary kinetic isotope effects involving deuterated nucleophilies indicate that naphthylethyl series are sterically more crowded in the TS than 2-phenylethyl system. The data in this work can not elucidate the possible participation of the aryl-assisted pathway in the reaction.

Analysis of hydration of ultra high performance concrete (초고성능 콘크리트의 수화모델에 대한 연구)

  • Wang, Hai-Long;Wang, Xiao-Yong
    • Proceedings of the Korean Institute of Building Construction Conference
    • /
    • 2014.11a
    • /
    • pp.13-14
    • /
    • 2014
  • Ultra high performance concrete (UHPC) consists of cement, silica fume (SF), sand, fibers, water and superplasticizer. Typical water/binder-ratios are 0.15-0.20 with 20-30% of silica fume. The development off properties of hardening UHPC relates with both hydration of cement and pozzolanic reaction of silicafume. In this paper, by considering the production of calcium hydroxide in cement hydration and its consumption in the pozzolanic reaction, a numerical model is proposed to simulate the hydration of UHPC. The degree of hydration of cement and degree of reaction of silica fume are obtained as accompanied results from the proposed hydration model. The properties of hardening UHPC, such as degree of hydration of cement, calcium hydroxide contents, and compressive strength, are predicted from the contribution of cement hydration and pozzolanic reaction. The proposed model is verified through experimental data on concrete with different water-to-binder ratios and silica fume substitution ratios.

  • PDF

Cross Interaction Constants As a Measure of the Transition State Structure (Part VI). Nucleophilic Substitution Reactions of Benzyl Chlorides with Anilines and Benzylamines

  • Lee, Ik-Choon;Huh, Chul;Koh, Han-Joong;Lee, Hai-Whang
    • Bulletin of the Korean Chemical Society
    • /
    • v.9 no.6
    • /
    • pp.376-378
    • /
    • 1988
  • Results of kinetic studies on the reactions of benzyl chlorides with anilines and benzylamines are reported. Analyses of the cross interaction constants relevant to the degree of bond formation, ${\rho}_{XY}$ and ${\lambda}_{XY}$, are carried out. The magnitudes of the two parameters indicated that the degree of bond formation in the transition state is the typical of that expected for an $S_N2$ reaction, but the reactions with benzylamines appear to have a slightly less degree of bond formation compared with the reactions with anilines.

The Experimental Study on Neutralization Properties of High Volume Fly-Ash Concrete (플라이 애쉬를 다량 치환한 콘크리트의 중성화 특성에 관한 실험적 연구)

  • 백민수;김우상;김종원;김제섭;김성식;정상진
    • Proceedings of the Korea Concrete Institute Conference
    • /
    • 2003.05a
    • /
    • pp.69-74
    • /
    • 2003
  • This study evaluated durability through measurement of substituted test piece's pH degree and experiments of neutralization. Comparing and evaluating cared test piece's pH degrees which we got before the neutralization and after the neutralization. After evaluating neutralization depth through neutralization, evaluating neutralization properties by Fly Ash replacement ratio. pH degree was decreased by cement replacement ratio of Fly Ash. And in the case of substitution of the same amount of Fly Ash, fine aggregate replacement ratio was increased. When the test piece, which had been cared in high temperature, was promoted to neutralization, Among the test piece which was replaced with Fly Ash 40%, the test piece which has high rate of fine aggregate proved opposition of neutralization Through the test, Ⅰ summarized that the test piece cared in high temperature was mostly effected by compress strength, the test piece cared in low temperature was mostly effected by pH degree.

  • PDF

Physiological activities of poly(amino acid)'s derivatives with β-sheet structure on the skin (베타시트 구조가 도입된 폴리아미노산 유도체의 피부활성에 관한 연구)

  • Shin, Sung Gyu;Han, Sa Ra;Jung, Naseul;Ji, Yoonsook;Jeong, Jae Hyun
    • Journal of the Korean Applied Science and Technology
    • /
    • v.37 no.6
    • /
    • pp.1597-1604
    • /
    • 2020
  • In this study, a synthesized poly(amino acid) self-assembly grafted with valine molecules was investigated on the skin activity of skin growth factors. The amphiphilic grafted poly(amino acid) derivatives were successfully synthesized by varying of degree of substitution(DS) and polymerization (DP) with valine molecules forming a β-sheet structure. Then, the pro-collagen biosynthesis of EGF(epidermal growth factor) was improved by 20%, and the inhibitory ability of tyrosinase activity was increased by 6.5 times by self-assembling of EGF with the poly(amino acid)s having β-sheet structures. This strategy of preparing protein self-assembly with poly(amino acid) derivatives will help improve the stability of protein growth factors and use it in medicals as well as cosmeceuticals through skin improvement.

Quantification of Carbon Reduction Effects of Domestic Wood Products for Valuation of Public Benefit

  • Chang, Yoon-Seong;Kim, Sejong;Kim, Kwang-Mo;Yeo, Hwanmyeong;Shim, Kug-Bo
    • Journal of the Korean Wood Science and Technology
    • /
    • v.46 no.2
    • /
    • pp.202-210
    • /
    • 2018
  • This study was carried out to quantify degree of contribution of harvested wood product (HWP) on mitigation of climate change by valuation of public benefits, environmentally and economically. The potential carbon dioxide emission reduction of HWP was estimated by accounting carbon storage effect and substitution effect. Based on 2014 statistics of Korea Forest Service, domestic HWPs were sorted by two categories, such as wood products produced domestically from domestic and imported roundwood. The wood products were divided into seven items; sawnwood, plywood, particle board, fiberboard (MDF), paper (including pulp), biomass (wood pellet) and other products. The carbon stock of wood products and substitution effects during manufacturing process was evaluated by items. Based on the relevant carbon emission factor and life cycle analysis, the amount of carbon dioxide emission per unit volume on HWP was quantified. The amounts of carbon stock of HWP produced from domestic and from imported roundwood were 3.8 million $tCO_{2eq}$., and 2.6 million $tCO_{2eq}$., respectively. Also, each reduction of carbon emission by substitution effect of HWP produced from domestic and imported roundwood was 3.1 million $tCO_{2eq}$. and 2.1 million $tCO_{2eq}$., respectively. The results of this study, the amount of carbon emission reduction of HWP, can be effectively used as a basic data for promotion of wood utilization to revise and establish new wood utilization promotion policy such as 'forest carbon offset scheme', and 'carbon storage labeling system of HWP'.

Thermotropic Liquid Crystalline Behavior of Aliphatic Acid Esters of N,O-Hydroxypropyl Chitosans (N,O-히드록시프로필 키토산 지방산 에스터들의 열방성 액정 거동)

  • Kim, Hyo Gap;Jung, Seung Yong;Ma, Yung Dae
    • Polymer(Korea)
    • /
    • v.37 no.3
    • /
    • pp.276-287
    • /
    • 2013
  • Two kinds of N,O-hydroxypropyl chitosans (HPCTOs) with degree of substitution (DS) and molar substitution (MS) ranging from 2.15 to 2.39 and 2.9 to 4.1, respectively, and five kinds of aliphatic acid esters of HPCTOs (HPCTOAms, m=0,2,4,7,9, the number of methylene units in aliphatic substituent) based on the HPCTOs were synthesized, and the thermotropic liquid crystalline properties of the derivatives were investigated. All the derivatives formed enantiotropic cholesteric phases whose optical pitches (${\lambda}_m$'s) increased with increasing temperature. However, the glass and clearing temperatures, the magnitude of ${\lambda}_m$ of the mesophase at the same temperature, and the temperature dependence of ${\lambda}_m$ of the investigated derivatives highly depended on MS and m. The thermotropic mesophase properties of HPCTOAms were significantly different from those reported for the aliphatic acid esters of hydroxypropyl celluloses. The results indicate that the secondary amino group in the C-2 position plays an important role in the thermal stabilization and temperature dependence of ${\lambda}_m$ of the cholesteric mesophase.

Thermal and Cholesteric Mesophase Properties of Hydroxypropyl Celluloses and (Butoxypropyl)celluloses (히드록시프로필 셀룰로오스들 그리고 (부톡시프로필)셀룰로오스들의 열 및 콜레스테릭 상의 특성)

  • Jeong, Seung-Yong;Ma, Yung-Dae
    • Polymer(Korea)
    • /
    • v.33 no.3
    • /
    • pp.254-262
    • /
    • 2009
  • Nine kinds of hydroxypropyl celluloses (HPCs) with degree of substitution (DS) and molar substitution (MS) ranging from 2.10 to 2.71 and 2.3 to 6.7, respectively and seven kinds of fully butanoated HPCs (BPCs) based on the HPCs with $2.3\;{\le}\;MS\;{\le}\;6.7$ were synthesized, and the molecular characteristics of HPCs and the thermotropic liquid crystalline properties of the derivatives were investigated. MS was nearly equal to DS for small value of DS, but it became exceedly larger than DS for $DS{\gtrsim}1$, showing that in the later stages of reaction, propylene oxide preferentially adds to the side chains rather than the main chain. All the derivatives formed enantiotropic cholesteric phases with right-handed helical structures. The glass and clearing transition temperatures of both HPCs and BPCs were decreased with increasing MS. The optical pitches (${\lambda}_m'S$) of BPCs, as well as HPCs themselves, increased with increasing temperature. However, the ${\lambda}_m'S$ of both HPCs and BPCs at the same temperature increased with increasing MS. Moreover, the temperature dependence of ${\lambda}_m$ of HPCs was weaker than that of BPCs, suggesting that the helical twisting power of the cellulose chain highly depends on the length and chemical structure of the side chain introduced in cellulose chain.

Thermotropic and Lyotropic Liquid Crystalline Behavior of N,O-Hydroxypropyl Chitosans (N,O-히드록시프로필 키토산들의 열방성과 유방성 액정 거동)

  • Kim, Hyo-Gap;Jung, Seung-Yong;Ma, Yung-Dae
    • Polymer(Korea)
    • /
    • v.36 no.3
    • /
    • pp.380-392
    • /
    • 2012
  • Four kinds of N,O-hydroxypropyl chitosans (HPCTOs) with degree of substitution(DS) and molar substitution (MS) ranging from 2.47 to 2.52 and 4.9 to 7.8, respectively were synthesized, and their molecular chracteristics and thermotropic and lyotropic liquid crystalline properties were investigated. MS was exceedingly larger than DS, showing that in the later stages of reaction, propylene oxide was preferentially added to the side chains rather than the main chain. All the derivatives formed thermotropic cholesteric phases. The glass and clearing temperatures were decreased with increasing MS. The optical pitches (${\lambda}_m$'s) of the thermotropic cholesteric phases increased with temperature. However, the ${\lambda}_m$'s of the derivatives at the same temperature increased with increasing MS. Solutions of HPCTOs in water, methanol, ethanol, acetic acid, and formic acid containing more than 30 wt% polymer also formed cholesteic phases whose ${\lambda}_m$'s decreased exponentially with increasing polymer concentration. The concentration dependence of ${\lambda}_m$ of HPCTO solutions, however, highly depended on the nature of the solvent and MS. The thermotropic and lyotropic mesophase properties of HPCTOs were significantly different from those reported for hydroxypropyl celluloses. The results indicate that the secondary amino group in the C-2 position plays an important role on the formation, stabilization, and temperature and concentration dependencies of ${\lambda}_m$ of the cholesteric mesophase.

Neuroprotective and Antioxidant Effects of Novel Benzofuran-2-Carboxamide Derivatives

  • Cho, Jungsook;Park, Chowee;Lee, Youngmun;Kim, Sunyoung;Bose, Shambhunath;Choi, Minho;Kumar, Arepalli Sateesh;Jung, Jae-Kyung;Lee, Heesoon
    • Biomolecules & Therapeutics
    • /
    • v.23 no.3
    • /
    • pp.275-282
    • /
    • 2015
  • In the present study, we synthesized a series of novel 7-methoxy-N-(substituted phenyl)benzofuran-2-carboxamide derivatives in moderate to good yields and evaluated their neuroprotective and antioxidant activities using primary cultured rat cortical neuronal cells and in vitro cell-free bioassays. Based on our primary screening data with eighteen synthesized derivatives, nine compounds (1a, 1c, 1f, 1i, 1j, 1l, 1p, 1q and 1r) exhibiting considerable protection against the NMDA-induced excitotoxic neuronal cell damage at the concentration of $100{\mu}M$ were selected for further evaluation. Among the selected derivatives, compound 1f (with $-CH_3$ substitution at R2 position) exhibited the most potent and efficacious neuroprotective action against the NMDA-induced excitotoxicity. Its neuroprotective effect was almost comparable to that of memantine, a well-known NMDA antagonist, at $30{\mu}M$ concentration. In addition to 1f, compound 1j (with -OH substitution at R3 position) also showed marked anti-excitotoxic effects at both 100 and $300{\mu}M$ concentrations. These findings suggest that $-CH_3$ substitution at R2 position and, to a lesser degree, -OH substitution at R3 position may be important for exhibiting neuroprotective action against excitotoxic damage. Compound 1j was also found to scavenge 1,1-diphenyl-2-picrylhydrazyl radicals and inhibit in vitro lipid peroxidation in rat brain homogenate in moderate and appreciable degrees. Taken together, our structure-activity relationship studies suggest that the compound with $-CH_3$ substitution at R2 and -OH substitution at R3 positions of the benzofuran moiety might serve as the lead exhibiting potent anti-excitotoxic, ROS scavenging, and antioxidant activities. Further synthesis and evaluation will be necessary to confirm this possibility.