基于三乙烯二胺新型表面活性剂的合成及性能研究

doi:10.3969/j.issn.1001-1803.2021.01.004

Abstract

Abstract:

Triethylene diamine reacted with n-bromodecodecyl, tetradecane and cetane to obtain monoquaternary ammonium salt, and then reacted with ethyl chloroacetate to obtain a series of novel hetero surfactants（structural formula as BrC_nH₂_n₊₁N（CH₂CH₂）₃NCH₂COO, n=12, 14, 16, named 3a, 3b, 3c） after alkaline hydrolysis and purification, with the total yield of 78.8%, 80.6% and 83.0% （based on triethylene diamine）, respectively. The structure was characterized by NMR, ESI-MS and FT-IR, and their surface properties and thermodynamic parameters were studied. The results showed that at 298.15K, the cmc values of 3a, 3b, 3c are 0.627, 0.576 and 0.502 mmol/L by the conductivity method （the empirical equation is cmc=1.005 3-0.031 25 n）; the γ_cmcvalues are 38.23, 37.83 and 36.65 mN/m by the hanging drop method （the empirical equation is γ_cmc=43.10-0.395 n）; the Krafft points are 6, 10 and 13 ℃, respectively. The temperature adaptation range is wide. The foaming and foam stability are good, in which the initial foam height of 3c is 100 mm and it drops to 61 mm after 30 min. The emulsification time are 260, 348, and 485 s, respectively. The calculation of thermodynamic parameters showed that the formation of micelles is an entropy-driven spontaneous exothermic process.

Key words: triethylene diamine, hetero surfactant, surface properties, thermodynamic parameters

CLC Number:

TQ423

CHU Jia-le,PAN Zhong-wen,XUAN Jun,WANG Han-bin. Synthesis and properties of novel surfactants based on triethylene diamine[J].China Surfactant Detergent & Cosmetics, 2021, 51(1): 21-27.

Figures/Tables 11

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References 22

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T/K	cmc/（mmol·L^-1）
T/K	3a	3b	3c
298.15	0.627	0.576	0.502
308.15	0.640	0.588	0.513
318.15	0.646	0.603	0.529
328.15	0.655	0.629	0.557
333.15	0.662	0.638	0.570

表面活性剂	cmc/（mmol·L^-1）	T?S_m^θ/（kJ·mol^-1）	?G_m^θ/（kJ·mol^-1）	?H_m^θ/（kJ·mol^-1）	β
3a	0.627	17.62	-18.76	-1.14	0.526 2
3b	0.576	17.48	-20.13	-2.65	0.588 6
3c	0.502	17.19	-20.30	-3.11	0.578 0

表面活性剂	cmc/（mmol·L^-1）	γ_cmc/（mN·m^-1）
3a	0.630	38.23
3b	0.573	37.83
3c	0.507	36.65
文献^[11]化合物Ⅱ	0.970	43.41

表面活性剂	cmc/（mmol·L^-1）	γ_cmc/（mN·m^-1）	Γ_max/（μmol·m^-2）	A_min/nm²	pc₂₀	π_cmc/（mN·m^-1）
3a	0.630	38.23	2.03	0.82	3.79	32.96
3b	0.573	37.83	1.91	0.87	3.88	34.14
3c	0.507	36.65	1.70	0.98	4.08	35.32

Synthesis and properties of novel surfactants based on triethylene diamine

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