Synthesis and Thermophysical Characterization of Fatty Amides for Thermal Energy Storage
Abstract
:1. Introduction
2. Results and Discussions
3. Materials and Methods
3.1. General Procedure for the Synthesis of N-(3-amino-2-hydroxypropyl)amides 2a to 2i
3.2. Thermoanalytical Methods
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are not available from the authors. |
R | Yield (%) a | Melting Point (°C) | |
---|---|---|---|
2a | CH3CH2C(CH3)2 | 93.1 | – |
2b | (C6H5)2CH | 59.9 | 99.7–103.8 |
2c | CH3(CH2)6 | 68.2 | 114.8–119.0 |
2d | CH3(CH2)11 | 62.9 | 62.1–64.3 |
2e | CH3(CH2)12 | 56.6 | 112.9–115.5 |
2f | CH3(CH2)13 | 88.3 | 115.0–117.4 |
2g | CH3(CH2)14 | 74.7 | 112.1–114.9 |
2h | CH3(CH2)15 | 85.7 | 97.1–98.5 |
2i | CH3(CH2)16 | 69.1 | 110.9–113.1 |
R | Cycle | ∆Hmelting (kJ/kg) | ∆Hsolidification (kJ/kg) | Tmelting (°C) | Tsolidification (°C) | |
---|---|---|---|---|---|---|
2d | CH3(CH2)11 | 2 | 25.8 | 26.0 | 62.2 | 58.0 |
3 | 31.3 | 27.8 | 61.7 | 57.8 | ||
2e | CH3(CH2)12 | 2 | 107.2 | 101.8 | 116.4 | 101.0 |
3 | 98.3 | 85.8 | 112.1 | 95.9 | ||
2g | CH3(CH2)14 | 2 | 149.7 | 118.1 | 111.5 | 105.7 |
3 | 107.3 | 103.9 | 113.9 | 103.9 | ||
2h | CH3(CH2)15 | 2 | 145.4 | 129.3 | 96.6 | 85.3 |
3 | 125.1 | 122.0 | 95.2 | 82.2 | ||
2i | CH3(CH2)16 | 2 | 67.3 | 96.0 | 111.0 | 90.8 |
3 | 76.0 | 96.5 | 109.8 | 87.9 |
R | Cα | C=O | CNH | COH | CNH2 | Solvent | [Sample] (M) | |
---|---|---|---|---|---|---|---|---|
2d | CH3(CH2)11 | −0.5 | 0 | −0.5 | −0.3 | 0 | CD3OD | 0.07 |
2e | CH3(CH2)12 | 0 | 0 | 0 | −0.2 | 0 | CDCl3 | 0.07 |
2g | CH3(CH2)14 | 35.6 | 175.4 | 44.2 | 70.8 | 42.4 | CDCl3 | 0.06 |
2h | CH3(CH2)15 | 0 | 0.1 | 4 | −1.5 | 4.7 | CD3OD | 0.06 |
2i | CH3(CH2)16 | −4 | 0 | −1.7 | −0.3 | −6.7 | CD3OD | 0.06 |
R | T (°C) | NH/OH (cm−1) | CH2 (cm−1) | CON (cm−1) | |
---|---|---|---|---|---|
2d | CH3(CH2)11 | 30 | 3338 (w)/3299 (s) | 2920 (s)/2850 (s) | 1642 (s) |
125 | 3319 (m/b) | 2917 (m)/2853 (m) | 1729 (w)/1703 (w)/1646 (m) | ||
2g | CH3(CH2)14 | 30 | 3360 (w)/3299 (s) | 2920 (s)/2853 (s) | 1639 (s) |
125 | 3321 (m/b) | 2920 (m)/2853 (m) | 1732 (w)/1703 (w)/1639 (w) | ||
2h | CH3(CH2)15 | 30 | 3360 (w)/3299 (s) | 2917 (s)/2853 (s) | 1649 (s) |
135 | 3350 (w/b)/3309 (s) | 2917(s)/2853 (s) | 1729 (w)/1649 (s) | ||
2i | CH3(CH2)16 | 30 | 3357 (w)/3303 (s) | 2917 (s)/2853 (s) | 1642 (s) |
125 | 3305 (m/b) | 2917 (m)/2853 (m) | 1729 (w)/1703 (w)/1646 (w) |
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Canela-Xandri, A.; Villorbina, G.; Balcells, M.; Fernández-Francos, X.; Cabeza, L.F.; Canela-Garayoa, R. Synthesis and Thermophysical Characterization of Fatty Amides for Thermal Energy Storage. Molecules 2019, 24, 3777. https://doi.org/10.3390/molecules24203777
Canela-Xandri A, Villorbina G, Balcells M, Fernández-Francos X, Cabeza LF, Canela-Garayoa R. Synthesis and Thermophysical Characterization of Fatty Amides for Thermal Energy Storage. Molecules. 2019; 24(20):3777. https://doi.org/10.3390/molecules24203777
Chicago/Turabian StyleCanela-Xandri, Anna, Gemma Villorbina, Mercè Balcells, Xavier Fernández-Francos, Luisa F. Cabeza, and Ramon Canela-Garayoa. 2019. "Synthesis and Thermophysical Characterization of Fatty Amides for Thermal Energy Storage" Molecules 24, no. 20: 3777. https://doi.org/10.3390/molecules24203777