Preparation, Physicochemical Properties, and Crystal Structures of Trifluoroacetic Acid Aminium Salts

IF 0.6 4区 材料科学 Q4 CRYSTALLOGRAPHY
V. V. Semenov, N. V. Zolotareva, N. M. Lazarev, B. I. Petrov, G. K. Fukin, A. V. Cherkasov, T. I. Lopatina, T. I. Kulikova, T. A. Kovylina, E. N. Razov
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引用次数: 0

Abstract

Monoethanolaminium trifluoroacetate (HO‒CH2CH2‒NH\(_{3}^{ + }\) O(O)C‒CF3), triethanolaminium trifluoroacetate ((HO‒CH2CH2)3NH+ O(O)C‒CF3), tris(hydroxymethyl)methanaminium trifluoroacetate ((HO‒CH2)3C-NH\(_{3}^{ + }\) O(O)C‒CF3), and 2,2'-(ethylenedioxy)di(ethylaminium) bis(trifluoroacetate) (CF3-C(O)O‒ +H3N-(CH2CH2O)2CH2CH2-NH\(_{3}^{ + }\) O(O)C‒CF3) were synthesized by the reactions of trifluoroacetic acid with monoethanolamine, triethanolamine, tris(hydroxymethyl)methanamine, and 2,2'-(ethylenedioxy)di(ethylamine), respectively. Ammonium trifluoroacetate (NH\(_{4}^{ + }\) OC(O)CF3) was prepared by the reaction of trifluoroacetic acid with hexamethyldisilazane and with trimethylsilyl trifluoroacetate CF3C(O)OSi(CH3)3. The synthesized compounds are low-melting crystalline salts, which are transferred into a vapor phase upon heating to 200–220°С. The reaction of CF3C(O)OSi(CH3)3 with monoethanolamine afforded monoethanolaminium trifluoroacetate instead of expected 2,2,2-trifluoro-N-(2-hydroxyethyl)acetamide CF3C(O)-NH-CH2CH2OH. The aminium salts were characterized by IR and NMR spectroscopy, mass spectrometry, high-performance liquid chromatography, and scanning electron microscopy. The thermal behavior and thermal stability of the salts were studied by differential scanning calorimetry and thermogravimetry, respectively. The molecular structures of monoethanolaminium trifluoroacetate, triethanolaminium trifluoroacetate, tris(hydroxymethyl)methanaminium trifluoroacetate, and ammonium trifluoroacetate were determined.

Abstract Image

三氟乙酸铵盐的制备、理化性质和晶体结构
三氟乙酸一乙醇胺(HO-CH2CH2-NH)\(_{3}^{ + }\) -O (O) C-CF3),三氟乙酸三乙醇胺((HO-CH2CH2)3NH+ -O (O) C-CF3),三(羟甲基)甲烷胺三氟乙酸((HO-CH2)3C-NH\(_{3}^{ + }\) - O(O) C-CF3)和2,2'-(乙二氧基)二(乙胺)二(三氟乙酸酯)(CF3-C(O)O - +H3N-(CH2CH2O) 2ch2ch2 - nhh\(_{3}^{ + }\) 以三氟乙酸为原料,分别与单乙醇胺、三乙醇胺、三(羟甲基)甲胺和2,2′-(乙二氧基)二乙胺反应合成了- O(O) C-CF3。三氟乙酸铵\(_{4}^{ + }\) 以三氟乙酸与六甲基二矽氮烷和三甲基硅基三氟乙酸CF3C(O)OSi(CH3)3为原料,制备了-OC (O)CF3。所合成的化合物是低熔点结晶盐,加热到200-220°С后转变为气相。CF3C(O)OSi(CH3)3与单乙醇胺反应得到单乙醇三氟乙酸铵,而不是预期的2,2,2-三氟- n -(2-羟乙基)乙酰胺CF3C(O)- nh - ch2ch2oh。采用红外光谱、核磁共振光谱、质谱、高效液相色谱和扫描电镜等方法对所制备的铵盐进行了表征。分别用差示扫描量热法和热重法研究了盐的热行为和热稳定性。测定了三氟乙酸一乙醇胺、三氟乙酸三乙醇胺、三氟乙酸三(羟甲基)甲烷胺和三氟乙酸铵的分子结构。
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来源期刊
Crystallography Reports
Crystallography Reports 化学-晶体学
CiteScore
1.10
自引率
28.60%
发文量
96
审稿时长
4-8 weeks
期刊介绍: Crystallography Reports is a journal that publishes original articles short communications, and reviews on various aspects of crystallography: diffraction and scattering of X-rays, electrons, and neutrons, determination of crystal structure of inorganic and organic substances, including proteins and other biological substances; UV-VIS and IR spectroscopy; growth, imperfect structure and physical properties of crystals; thin films, liquid crystals, nanomaterials, partially disordered systems, and the methods of studies.
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