Thermotropic phase behavior of long-chain alkylammonium-alkylcarbamates

被引:20
作者
Holas, T [1 ]
Zbytovská, J [1 ]
Vávrová, K [1 ]
Berka, P [1 ]
Mádlová, M [1 ]
Klimentová, J [1 ]
Hrabálek, A [1 ]
机构
[1] Charles Univ Prague, Fac Pharm, Hradec Kralove 50005, Czech Republic
关键词
alkylammonium-alkylcarbamates; DSC; TGA; FTIR; carbon dioxide;
D O I
10.1016/j.tca.2005.12.012
中图分类号
O414.1 [热力学];
学科分类号
摘要
A series of alkylammonium-alkylcarbamates with different chain length including transdermal permeation enhancer Transkarbam 12 have been prepared and characterized by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), temperature-dependent Fourier transform infrared spectroscopy (FTIR) and temperature-dependent X-ray powder diffraction. Four transitions have been observed including solid-solid transition (1), melting (11), decomposition of the carbamate salt (111) and boiling of the released amine (IV). The first transition was connected with rearrangement of the hydrocarbon chain packing and unusual shift of symmetric CH2 stretching vibration in the IR spectra to lower wavenumbers indicated increase of conformational order. The second transition represented melting of the molecule and the third one was attributed to the decomposition of the carbamate salt into two amine molecules and carbon dioxide as evidenced by combination of DSC and TGA curves. (C) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:116 / 123
页数:8
相关论文
共 35 条
[11]   Primary alkyl amines as latent gelators and their organogel adducts with neutral triatomic molecules [J].
George, M ;
Weiss, RG .
LANGMUIR, 2003, 19 (04) :1017-1025
[12]   Chemically reversible organogels via "latent" gelators. Aliphatic amines with carbon dioxide and their ammonium carbamates [J].
George, M ;
Weiss, RG .
LANGMUIR, 2002, 18 (19) :7124-7135
[13]   Reversible covalent chemistry of CO2 [J].
Hampe, EM ;
Rudkevich, DM .
CHEMICAL COMMUNICATIONS, 2002, (14) :1450-1451
[14]  
HOLAS T, 2006, THESIS CHARLES U PRA
[15]  
HORAK M, 1976, INFRACERVENA SPEKTRA, P246
[16]  
HORAK M, 1976, SOFTWARE SPECTOOL WI
[17]  
HRABALEK A, 2006, IN PRESS PHARM RES
[18]   STUDIES ON CARBAMATES .5. THE CARBAMATES OF ALPHA-ALANINE AND BETA-ALANINE [J].
JENSEN, A ;
FAURHOLT, C .
ACTA CHEMICA SCANDINAVICA, 1952, 6 (03) :385-394
[19]   STUDIES ON CARBAMATES .12. THE CARBAMATES OF THE BUTYLAMINES [J].
JENSEN, MB .
ACTA CHEMICA SCANDINAVICA, 1957, 11 (03) :499-505
[20]  
Jorgensen E., 1956, ACTA CHEM SCAND, V10, P747, DOI 10.3891/acta.chem.scand. 10-0747.