Supporting information Supramolecular Gel Lubricants Based on Amino acid Derivative Gelators Qiangliang Yu, a,b Dongmei Li a Meirong Cai, a* Feng Zhou, a* Weimin liu a a State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China b University of Chinese Academy of Sciences, Beijing 100049, China Gly: 1 H NMR (400 MHz, CDCl 3 , TMS) δ :4.78 (s, 1H), 4.44 (s, 1H), 4.17 – 3.91 (m, 4H), 3.18 (t, J = 7.1, 5.9 Hz, 2H), 1.68 – 1.59 (m, 2H), 1.53 – 1.44 (m, 2H), 1.41 – 1.21 (m, 27H), 0.90 (t, J = 13.7, 7.2 Hz, 6H). 13 C NMR (100 MHz, CDCl 3 , TMS) δ: 171.32, 157.63, 65.56, 42.27, 40.46, 32.21, 31.93, 29.69, 29.66, 29.65, 29.57, 29.50, 29.36, 29.23, 28.55, 25.83, 22.69, 19.99, 14.11, 13.74. HRMS (ESI+) m/z: calcd for C 23 H 46 N 2 NaO 3 [M+Na] + 421.3411, found 421.3401.FTIR (KBr, cm -1 ): 3316.13, 2954.76, 2916.37, 2850.22, 1737.59, 1625.98, 1471.17, 1214.26. L-Ala: 1 H NMR (400 MHz, CDCl 3 , TMS) δ: 4.87 (d, J = 7.5 Hz, 1H), 4.40 (d, J = 10.4 Hz, 1H), 4.18 – 4.05 (m, 2H), 3.16 (t, J = 13.1, 6.2 Hz, 2H), 1.69 – 1.61 (m, 2H), 1.53 – 1.41 (m, 2H), 1.36 – 1.21 (m, 27H), 0.99 – 0.80 (m, 6H). 13 C NMR (100 MHz, CDCl 3 , TMS) δ: 174.38, 157.23, 65.51, 48.93, 40.37, 32.21, 31.93, 29.69, 29.67, 29.66, 29.64, 29.57, 29.51, 29.36, 29.22, , 28.55, 25.82, 22.69, 20.00, 19.31, 14.11, 13.75. HRMS (ESI+) m/z: calcd for C 24 H 48 N 2 NaO 3 [M+Na] + 435.3571, found 435.3557. FTIR (KBr, cm -1 ): 3352.14, 2959.11, 2921.01, 2849.42, 1736.89, 1630.36, 1566.86, 1469.38, 1189.18. L-Val : 1 H NMR (400 MHz, CDCl 3 , TMS) δ: 4.81 (s, 1H), 4.41 (s, 2H), 4.12 (s, 2H), 3.18 (s, 2H), 2.19 – 2.05 (m, 1H), 1.70 –
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Supporting information
Supramolecular Gel Lubricants Based on Amino acid
Derivative Gelators
Qiangliang Yu,a,b Dongmei Li a Meirong Cai,a* Feng Zhou,a* Weimin liua
a State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou
730000, China
b University of Chinese Academy of Sciences, Beijing 100049, China
Figure S7. (a) gelation process of 3 wt % L-phe in PAO10, (b) Digital pictures of gels
with different L-phe concentrations in PAO10, (c) Optical micrograph of 3 wt % L-
phe in PAO10 gel, and (d) Polarized micrograph 3 wt % L-phe in PAO10 gel.
Table S1. Gelation of different solvents. a
SolventsLMWG
1 Gly 2 L-Ala 3 L-Val 4 L-Leu 5 L-pheethyl acetate P p S S Sbutyl acetate P p S S S
acetonitrile G(1.0) p SG(0.9) G(0.7)
cyclohexane G(0.9) G(0.8) S SG(0.9)
petroleum ether G(0.9) G(0.9) S SG(0.6)
n-butyl alcohol P p S S Sethyl alcohol P S S S Sisopropanol P S S P Sacetone P S S S Schloroform S S S S Sdichloromethane P S S S Sdiethyl ether S p S S PTHF S S S S S1, 4 - dioxane G (2.0) S S S Sa G: gel. S: soluble. PG: partially gel. TG: transparent gel. P: precipitate
Table S2. The gel–sol transition temperature and thermal properties of gel lubricants.