Citation: WANG Xuesong, CHEN Yinzhu, XIA Liquan, LI Yun, CHEN Liping, CHEN Wendan. Gelation Properties of Organic Salts as Low Relative Molecular Mass Gelators with Various Functional Groups in Raw Petroleum[J]. Chinese Journal of Applied Chemistry, ;2018, 35(12): 1462-1469. doi: 10.11944/j.issn.1000-0518.2018.12.180010 shu

Gelation Properties of Organic Salts as Low Relative Molecular Mass Gelators with Various Functional Groups in Raw Petroleum

School of Chemistry and Materials, Fujian Normal University, Fuzhou 350108, China

Corresponding author: CHEN Wendan, chenwd928@163.com
Received Date: 12 January 2018
Revised Date: 17 April 2018
Accepted Date: 10 May 2018

Fund Project: the National Natural Science Foundation of China 21706033Fujian Provincial Department of Education Project(Category A) JA15120Fujian Provincial Department of Education Project(Category A) JA15117Fujian Science Foundation Youth Innovation Project 2016J05114Fujian Science Foundation Youth Innovation Project 2016J05113Supported by the National Natural Science Foundation of China(No.21706033), Fujian Science Foundation Youth Innovation Project(No.2016J05113, No.2016J05114), Fujian Provincial Department of Education Project(Category A)(No.JA15117, No.JA15120)

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Low relative molecular mass gelators have attracted much attention due to their promising properties in oil spill recovery. However, designing a gelator is still challenging. In this paper, a series of organic salts was synthesized. Their structures and gelling properties were characterized by nuclear magnetic resonance spectroscopy(NMR), Fourier transform infrared spectrometer(FTIR), scanning electron microscope(SEM), vial inversion test. The results show that A3C3(A3-cinnamic acid, C3-Laurylamine) can readily gel in crude oil at room temperature. The critical gelation concentration is 6%(mass fraction). A3C3 self-assembles into dendritic three-dimensional entangled network. The formation of gel is due to the synergy between different supramolecular interactions. The increased π-π stacking interactions of the gelator made it easier to gelate. The gelators with phenyl groups are tending to gel in aromatic solvent. This gelling performance will contribute significantly toward the development of the design of organic soft materials.
- low relative molecular mass gelator,
- oil spill,
- recovery,
- supramolecular interaction
1. [1]
  Han W H, Ju H J. A Study on the Prevention of Spill of Fuel Oils and Lubricating Oils for Sunken Ships[J]. J Korean Soc Mar Environ Saf, 2015,21(3):309-314. doi: 10.7837/kosomes.
2. [2]
  Dou X Q, Zhang D, Feng C L. Research Progress and Prospect of Low Molecular Weight Gel[J]. Sci Technol Eng, 2011,12(7):1671-1815.
3. [3]
  Basu K, Nandi N. Peptide-Based Ambidextrous Bifunctional Gelator:Applications in Oil Spill Recovery and Removal of Toxic Organic Dyes for Waste Water Management[J]. Interface Focus, 2017,7(6):6-11.
4. [4]
  Das U K, Trivedi D R, Adarsh N N. Supramolecular Synthons in Noncovalent Synthesis of a Class of Gelators Derived from Simple Organic Salts:Instant Gelation of Organic Fluids at Room Temperature via in Situ Synthesis of the Gelators[J]. J Org Chem, 2009,74(18):7111-7121. doi: 10.1021/jo901463k
5. [5]
  Buerkle L E, Rowan S J. Supramolecular Gels Formed from Multi-component Low Molecular Weight Species[J]. Chem Soc Rev, 2012,41(18):6089-6102. doi: 10.1039/c2cs35106d
6. [6]
  Yu X D, Chen L M, Zhang M M. Low-Molecular-Mass Gels Responding to Ultrasound and Mechanical Stress:Towards Self-Healing Materials[J]. Chem Soc Rev, 2014,43(15):5346-5371. doi: 10.1039/C4CS00066H
7. [7]
  Darshak R, Trivedi A B, Parthasarathi D. An Easy to Prepare Organic Salt as a Low Molecular Mass Organic Gelator Capable of Selective Gelation of Oil from Oil/Water Mixtures[J]. Chem Mater, 2003,21(15):3971-3973.
8. [8]
  Darshak R T, Parthasarathi D. Instant Gelation of Various Organic Fluids Including Petrol at Room Temperature by a New Class of Supramolecular Gelators[J]. Chem Mater, 2006,18(6):1470-1478. doi: 10.1021/cm0523586
9. [9]
  Lu J R, Hu J, Liu C L. Water-induced Gel Formation of an Oleanlic Acid-Adenine Conjugate and the Effects of Uracil Derivative on the Gel Stability[J]. Soft Matter, 2012,37(8):9576-9580.
10. [10]
  Shen Y T, Li C S, Chang K C. Synthesis, Optical, and Mesomorphic Properties of Self-Assembled Organogels Featuring Phenylethynyl Framework with Elaborated Long-Chain Pyridine-2, 6-Dicarboxamides[J]. Langmuir, 2009,25(15):8714-8722. doi: 10.1021/la900003m
11. [11]
  Amar B, Darshak R T, Parthasarathi D. New Series of Organogelators Derived from a Combinatorial Library of Primary Ammonium Monocarboxylate Salts[J]. Chem Mater, 2006,18(16):3795-3800. doi: 10.1021/cm0605015
12. [12]
  Yang H K, Zhao H, Yang P R. How do Molecular Structures Affect Gelation Properties of Supramolecular Gels? Insights from Low-molecular-weight Gelators with Different Aromatic Cores and Alkyl Chain Lengths[J]. Colloids Surf A, 2017,535(44):242-250.
13. [13]
  Zhao C X, Wang H T, Bai B L. Organogels from Unsymmetrical p-Conjugated 1, 3, 4-Oxadiazole Derivatives[J]. New J Chem, 2013,37(5):1454-1460. doi: 10.1039/c3nj40648b
14. [14]
  Lofman M, Koivukorpi J, Noponen V. Bile Acid Alkylamide Derivatives as Low Molecular Weight Organogelators:Systematic Gelation Studies and Qualitative Structural Analysis of the Systems[J]. J Colloid Interface Sci, 2011,360(112):633-644.
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