Citation: Li Yangyang, Pan Zhongwen, Zhou Hongping, Zhang Tinglan, Chu Jiale. Syntheses and Properties of Novel Urea-based Gemini Surfactants[J]. Chemistry, ;2020, 83(1): 75-79. shu

Syntheses and Properties of Novel Urea-based Gemini Surfactants

School of Chemistry and Chemical Engineering, Anhui University, Hefei, 230601

Corresponding author: Pan Zhongwen, ahpzw@163.com
Received Date: 16 August 2019
Accepted Date: 13 September 2019

Figures(4)

Three novel urea-based Gemini surfactants (LY-12, LY-14, LY-16) were synthesized using N, N-dimethyl-1, 3-propanediamine, triphosgene and bromoalkanes as raw materials. The structure was characterized by ¹H NMR, ESI-MS and FT-IR, and the Krafft point, emulsifying properties and foaming properties were measured. The surface activity parameters (Γ_max, A_min, pc₂₀) and the thermodynamics parameters (ΔG_m^θ, ΔH_m^θ, ΔS_m^θ) were calculated by measuring the surface tension (γ_cmc) and the critical micelle concentration (CMC) at different temperatures. The results showed that the Krafft points of LY-12 and LY-14 were all below 0℃, and the Krafft point of LY-16 is lower than 10℃; the emulsification time of LY-12, LY-14 and LY-16 were 173, 275 and 338 s, respectively. The foaming ability of LY-12 was significantly higher than those of LY-14 and LY-16. The surface tension(γ_cmc) were 38.77, 37.42 and 36.59 mN/m, and the CMC value were 0.19, 0.15, 0.13 mmol/L at 298.15 K, respectively. All the three surfactants had high surface activity, and the formation of micelles was an entropy-driven self-heating process.
- Urea-based Gemini surfactant,
- Synthesis,
- Surface properties
1. [1]
2. [2]
3. [3]
  Xu D Q, Wang H Y, Pan Z W, et al. J. Mol. Liquids, 2018, 250:223~228.
4. [4]
  Zhang S, Ding S, Yu J, et al. Langmuir, 2015, 31:12161~12169.
5. [5]
  Fisicaro E, Compari C, Bacciottini F, et al. J. Phys. Chem. B, 2014, 118(46):13183~13191.
6. [6]
  Xu D, Ni X, Zhang C, et al. J. Mol. Liquids, 2017, 240:542~548.
7. [7]
  Tehrani-Bagha A R, Holmberg K, Van Ginkel C G, et al. J. Colloid Interf. Sci., 2015, 449:72~79.
8. [8]
  Bergstrom L M, Tehrani-Bagha A, Nagy G. Langmuir, 2015, 31(16):4644~4653.
9. [9]
  Martin P, Mája P, Mário M, et al. Molecules, 2019, 24(8):1481~1494.
10. [10]
11. [11]
12. [12]
  Martin P, Matúš P, Ferdinand D, et al. Colloid. Surf. A, 2016, 497(8):385~396.
13. [13]
  Faustino C M, Calado A R, Garcia-Rio L. J. Phys. Chem. B, 2009, 113(4):977~982.
14. [14]
  Katarzyna L, Kinga K. J. Surfactants Deterg., 2018, 21(1):91~99.
15. [15]
  Ganiu M O, Cleveland A H, Paul J L, et al. Org. Lett., 2019, 21(14):5611~5615.
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
21. [21]
22. [22]
  Koller T, Rausch M, Esko K, et al. J. Chem. Eng. Data, 2015, 60:2665~2673.
23. [23]
  Bhattacharya S, Haldar J. Langmuir, 2004, 20(19):7940~7947.
24. [24]
25. [25]
  Wu X, Dai C, Fang S, et al. Phys. Chem. Chem. Phys., 2017, 19(24):16047~16056.
1. [1]
  Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
2. [2]
  Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278
3. [3]
  Bin SUN , Heyan JIANG . Glucose-modified bis-Schiff bases: Synthesis and bio-activities in Alzheimer′s disease therapy. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1338-1350. doi: 10.11862/CJIC.20240428
4. [4]
  Lifang HE , Wenjie TANG , Yaoze LUO , Mingsheng LIANG , Jianxin TANG , Yuxuan WU , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two dialkyltin complexes constructed based on 2, 2′-bipyridin-6, 6′-dicarboxylic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1601-1609. doi: 10.11862/CJIC.20250012
5. [5]
  Jiaming Xu , Yu Xiang , Weisheng Lin , Zhiwei Miao . Research Progress in the Synthesis of Cyclic Organic Compounds Using Bimetallic Relay Catalytic Strategies. University Chemistry, 2024, 39(3): 239-257. doi: 10.3866/PKU.DXHX202309093
6. [6]
  Xinyi Zhang , Kai Ren , Yanning Liu , Zhenyi Gu , Zhixiong Huang , Shuohang Zheng , Xiaotong Wang , Jinzhi Guo , Igor V. Zatovsky , Junming Cao , Xinglong Wu . Progress on Entropy Production Engineering for Electrochemical Catalysis. Acta Physico-Chimica Sinica, 2024, 40(7): 2307057-0. doi: 10.3866/PKU.WHXB202307057
7. [7]
  Lei Feng , Ze-Min Zhu , Ying Yang , Zongbin He , Jiafeng Zou , Man-Bo Li , Yan Zhao , Zhikun Wu . Long-Pursued Structure of Au₂₃(S-Adm)₁₆ and the Unexpected Doping Effects. Acta Physico-Chimica Sinica, 2024, 40(5): 2305029-0. doi: 10.3866/PKU.WHXB202305029
8. [8]
  Chunling Qin , Shuang Chen , Hassanien Gomaa , Mohamed A. Shenashen , Sherif A. El-Safty , Qian Liu , Cuihua An , Xijun Liu , Qibo Deng , Ning Hu . Regulating HER and OER Performances of 2D Materials by the External Physical Fields. Acta Physico-Chimica Sinica, 2024, 40(9): 2307059-0. doi: 10.3866/PKU.WHXB202307059
9. [9]
  Yukai Jiang , Yihan Wang , Yunkai Zhang , Yunping Wei , Ying Ma , Na Du . Characterization and Phase Diagram of Surfactant Lyotropic Liquid Crystal. University Chemistry, 2024, 39(4): 114-118. doi: 10.3866/PKU.DXHX202309033
10. [10]
  Congying Lu , Fei Zhong , Zhenyu Yuan , Shuaibing Li , Jiayao Li , Jiewen Liu , Xianyang Hu , Liqun Sun , Rui Li , Meijuan Hu . Experimental Improvement of Surfactant Interface Chemistry: An Integrated Design for the Fusion of Experiment and Simulation. University Chemistry, 2024, 39(3): 283-293. doi: 10.3866/PKU.DXHX202308097
11. [11]
  Liping GUO . Synthesis and crystal structure characterization of yttrium imido complex: The reactivity of 2-substituted-1-amino-o-carborane with yttrium dialkyl complex. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1409-1415. doi: 10.11862/CJIC.20250065
12. [12]
  Yuan Chun , Yongmei Liu , Fuping Tian , Hong Yuan , Shu'e Song , Wanchun Zhu , Yunchao Li , Zhongyun Wu , Xiaokui Wang , Yunshan Bai , Li Wang , Jianrong Zhang , Shuyong Zhang . Suggestions on Operating Specifications of Physical Chemistry Experiment: Measurement of Colloidal and Surface Chemical Properties, Molecular Structure and Properties. University Chemistry, 2025, 40(5): 178-188. doi: 10.12461/PKU.DXHX202503053
13. [13]
  Minghui Wu , Markus Mühlinghaus , Xuechao Li , Chaojie Xu , Qiang Chen , Haiming Zhang , Klaus Müllen , Lifeng Chi . On-Surface Synthesis of Chevron-Shaped Conjugated Ladder Polymers Consisting of Benzo[a]azulene Units. Acta Physico-Chimica Sinica, 2024, 40(8): 2307024-0. doi: 10.3866/PKU.WHXB202307024
14. [14]
  Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158
15. [15]
  Hongjie SHEN , Haozhe MIAO , Yuhe YANG , Yinghua LI , Deguang HUANG , Xiaofeng ZHANG . Synthesis, crystal structure, and fluorescence properties of two Cu(Ⅰ) complexes based on pyridyl ligand. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 855-863. doi: 10.11862/CJIC.20250009
16. [16]
  Hexing SONG , Zan SUN . Synthesis, crystal structure, Hirshfeld surface analysis, and fluorescent sensing for Fe³⁺ of an Mn(Ⅱ) complex based on 1-naphthalic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 885-892. doi: 10.11862/CJIC.20240402
17. [17]
  Feiya Cao , Qixin Wang , Pu Li , Zhirong Xing , Ziyu Song , Heng Zhang , Zhibin Zhou , Wenfang Feng . Magnesium-Ion Conducting Electrolyte Based on Grignard Reaction: Synthesis and Properties. University Chemistry, 2024, 39(3): 359-368. doi: 10.3866/PKU.DXHX202308094
18. [18]
  Tianyun Chen , Ruilin Xiao , Xinsheng Gu , Yunyi Shao , Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017
19. [19]
  Chen LU , Qinlong HONG , Haixia ZHANG , Jian ZHANG . Syntheses, structures, and properties of copper-iodine cluster-based boron imidazolate framework materials. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 149-154. doi: 10.11862/CJIC.20240407
20. [20]
  Ruiqin Feng , Ye Fan , Yun Fang , Yongmei Xia . Strategy for Regulating Surface Protrusion of Gold Nanoflowers and Their Surface-Enhanced Raman Scattering. Acta Physico-Chimica Sinica, 2024, 40(4): 2304020-0. doi: 10.3866/PKU.WHXB202304020

Get Citation

PDF

XML

Metrics

PDF Downloads(8)
Abstract views(861)
HTML views(106)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142