An influence of the spatial arrangement, length of the alkyl chain and temperature on micellar properties of N-alkyl-N-{[2-(benzyloxy)cyclohexylmethyl]}-N,N-dimethylammonium bromides in aqueous solutions

被引:4
|
作者
Oremusova, J [1 ]
Mislovicova, V [1 ]
机构
[1] Comenius Univ, Fac Pharm, Inst Phys Chem Drugs, SK-83232 Bratislava, Slovakia
关键词
phenylcarbamates; micelles; micellization; temperature dependence;
D O I
10.1135/cccc19971853
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this work we study influence of the length of the alkyl chain and temperature on critical micellar concentration (CMC) for cis and trans diastereoisomers of the N-alkyl-N-{[2-(benzyloxy)cyclohexylmethyl]}-N, N-dimethylammonium bromides in aqueous solutions using conductometric and spectrophotometric techniques. From the measured dependences, the degree of the counterion binding (beta) and thermodynamic parameters of micellization (Delta G(m)(0), Delta H-m(0), Delta S-m(0)) were calculated and compared with the literature data on similar compounds. The results show that lengthening of the alkyl chain by one methylene group causes approximately a two-fold reduction in CMC. The beta values decrease with temperature and with increasing length of the alkyl chain. While only a small decrease in the Delta G(m)(0) values (ca 1 kJ mol(-1)) due to increasing temperature was found, the decrease in Delta H-m(0) is much more pronounced.
引用
收藏
页码:1853 / 1862
页数:10
相关论文
共 50 条
  • [1] DIFFUSION OF HOMOLOGOUS N-ALKYL-N-[2-(2,2-DIPHENYL-2-HYDROXYACETYLOXY)ETHYL]-N,N-DIMETHYLAMMONIUM BROMIDES THROUGH LIPID-MEMBRANES
    SCHNEIDER, GF
    LIPPOLD, BC
    LETTENBAUER, WA
    ARCHIV DER PHARMAZIE, 1978, 311 (03) : 244 - 247
  • [2] Aqueous Two-phase Systems of N-Alkyl-N-(2-hydroxyethyl)-N,N-dimethylammonium Bromide and Sodium Dodecyl Sulfate Mixtures
    Wang Yanyu
    Tong Wei
    Shao Shuang
    Lei Qunfang
    Fang Wenjun
    Lin Ruisen
    ACTA CHIMICA SINICA, 2010, 68 (05) : 379 - 383
  • [3] ANTIMICROBIAL ACTIVITY AND COLLOIDAL PROPERTIES OF N-ALKYL-N-(2-HYDROXYETHYL) DIMETHYLAMMONIUM HALOGENIDES
    TISHKOVA, EP
    FEDOROV, SB
    KUDRYAVTSEVA, LA
    MOLODYKH, ZV
    KUCHEROVA, NL
    YAKUBOV, SM
    GORBUNOV, SM
    ZOTOVA, AM
    TEPLYAKOVA, LV
    ABRAMZON, AA
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1989, 23 (05): : 592 - 595
  • [4] Phase and aggregation behaviour of double-chain cationic surfactants from the class of N-alkyl-N-alkyl′-N, N-dimethylammonium bromide surfactants
    S. Haas
    H. Hoffmann
    C. Thunig
    E. Hoinkis
    Colloid and Polymer Science, 1999, 277 : 856 - 867
  • [5] Phase and aggregation behaviour of double-chain cationic surfactants from the class of N-alkyl-N-alkyl′-N, N-dimethylammonium bromide surfactants
    Haas, S
    Hoffmann, H
    Thunig, C
    Hoinkis, E
    COLLOID AND POLYMER SCIENCE, 1999, 277 (09) : 856 - 867
  • [6] STUDY ON NEW ANTI-RUST DISINFECTANTS .3. EFFECT OF ALKYL CHAIN-LENGTH OF N-ALKYL-N-(2-HYDROXY-3-PHENOXY)PROPYL-N,N-DIMETHYLAMMONIUM BUTYL-PHOSPHATE ON THE ANTIBACTERIAL ACTIVITY
    MAKINO, M
    OHTA, S
    ZENDA, H
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1994, 114 (02): : 73 - 79
  • [7] Crystal and liquid crystal behaviour of N-cyanoalkyl-N-alkyl-N,N-dimethylammonium bromides: Role of the dipole interactions of the cyano groups
    Arkas, M
    Paleos, CM
    Skoulios, A
    LIQUID CRYSTALS, 1997, 22 (06) : 735 - 742
  • [8] EFFECT OF TEMPERATURE AND ALKYL CHAIN-LENGTH ON THE MICELLAR PROPERTIES OF N-ALKYLTRIMETHYLAMMONIUM BROMIDES IN A LOW PH MEDIUM
    DELRIO, JM
    POMBO, C
    PRIETO, G
    MOSQUERA, V
    SARMIENTO, F
    JOURNAL OF COLLOID AND INTERFACE SCIENCE, 1995, 172 (01) : 137 - 141
  • [9] Mixed micelles of n-alkyltrimethylammonium bromides:: influence of alkyl chain length
    López-Fontán, JL
    Suárez, MJ
    Mosquera, V
    Sarmiento, F
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 1999, 1 (15) : 3583 - 3587
  • [10] Influence of Anions and Alkyl Chain Lengths of N-Alkyl-n-(R)-12-Hydroxyoctadecyl Ammonium Salts on Their Hydrogels and Organogels
    Mallia, V. Ajay
    Seo, Hyae-In
    Weiss, Richard G.
    LANGMUIR, 2013, 29 (21) : 6476 - 6484