Startseite Synthesis and Properties of a Novel Gemini Surfactant with Bis-piperidinium
Artikel
Lizenziert
Nicht lizenziert Erfordert eine Authentifizierung

Synthesis and Properties of a Novel Gemini Surfactant with Bis-piperidinium

  • Yicheng Xie , Jiajia Liu , Fan Liu und Hujun Xu
Veröffentlicht/Copyright: 6. September 2017
Veröffentlichen auch Sie bei De Gruyter Brill
Informationen für Autor*innen
Tenside Surfactants Detergents
Aus der Zeitschrift Tenside Surfactants Detergents Band 54 Heft 5

Abstract

A novel cationic Gemini surfactant with bis-piperidinium and benzene ring (C10-CGP) was synthesized by aniline, epichlorohydrin and 1-bromodecane in three steps. The structure of C10-CGP was characterized by mass spectroscopy (MS) and nuclear magnetic resonance (1H NMR). The critical micelle concentration (CMC) and the corresponding surface tension (γCMC) of C10-CGP were measured from 298 K to 313 K and the thermodynamic parameters of the micellization were calculated. The results showed that the critical micelle concentration (CMC) and γCMC were 0.976 × 10−3 mol · L−1 and 28.93 mN · m−1 at 298 K, respectively. With the temperature increase, the CMC increased, the maximum surface adsorption capacity (Γmax) decreased, the γCMC decreased and the minimum molecule area (Amin) increased. The free energy of the system during the micelle formation was negative. When the Gemini surfactant was used as an asphalt emulsifier, C10-CGP exhibited good a emulsifying ability. C10-CGP is a slow-set asphalt emulsifier.

Kurzfassung

Ein neues kationisches Gemini-Tensid mit Bis-Piperidinium- und Benzolring (C10-CGP) wurde mittels Anilin, Epichlorhydrin und 1-Bromdecan in drei Reaktionsschritten synthetisiert. Die Struktur von C10-CGP wurde durch Massenspektroskopie (MS) und Kernmagnetresonanz (1H-NMR) charakterisiert. Die kritische Mizellenkonzentration (CMC) und die entsprechende Oberflächenspannung (γCMC) von C10-CGP wurden zwischen 298 K bis 313 K gemessen und die thermodynamischen Parameter der Mizellenbildung berechnet. Die Ergebnisse zeigten, dass die kritische Mizellenbildungskonzentration (CMC) und die Oberflächenspannung bei der CMC (γCMC) bei 298 K 28.93 mN · m−1 bzw. 0,976 × 10 mol L−1 betrugen. Mit Temperaturerhöhung nahm die CMC zu, die maximale Oberflächenadsorptionskapazität (Γmax) sank, die Oberflächenspannung bei der CMC (γCMC) sank und der minimale Platzbedarf pro Molekül (Amin) nahm zu. Die freie Energie des Systems während der Mizellenbildung war negativ. Bei Verwendung des Gemini-Tensids als Asphalt-Emulgator, zeigte C10-CGP eine gute Emulgierfähigkeit. C10-CGP ist ein langsam wirkender Asphalt-Emulgator.

Key words: Cationic surfactant; surface-active properties; emulsifier; synthesis; asphalt; bitumen
Stichwörter: Kationisches Tensid; Oberflächenaktive Eigenschaften; Emulgator; Synthese; Asphalt; Bitumen
*Correspondence address, Dr. Hujun Xu, Jiangnan University, School of Chemical and Material Engineering, Lihu Avenue, Wuxi 214122, P. R. China, Tel.: +86-13706180672, E-Mail:

Yicheng Xie and Fan Liu are postgraduates at Jiangnan University and are involved in synthesis and analysis of surfactants.

Jiajia Liu is a bachelor at Jiangnan University and are involved in synthesis and analysis of surfactants.

Hujun Xu is an associate professor at Jiangnan University, P.R. China. He received his Ph.D. degree in 2005 from Nanjing University of Science and Technology, P.R. China. He has been involved in surfactants and detergents for over 30 years. He has published over 60 papers in the field of surfactants and detergents.

References

1. Song, L. D. and Rosen, M. J.: Langmuir.12 (1996) 1149–1153. 10.1021/la950508tSuche in Google Scholar

2. Menger, F. M. and Littau, C. A.: J. Am. Chem. Soc.115 (1993) 10083–10090. 10.1021/ja00075a025Suche in Google Scholar

3. Menger, F. M. and Littau, C. A.: J. Am. Chem. Soc.113 (1991) 1451–1452. 10.1021/ja00004a077Suche in Google Scholar

4. Kunieda, H., Kaneko, M., Feng, J. and Tsubone, K.: J. Oleo Sci.51 (2002) 761–769. 10.5650/jos.51.761Suche in Google Scholar

5. Xu, H., Liu, B., Kang, P. and Bao, X.: J. Surfactants Deterg.18 (2015) 297–302. 10.1007/s11743-014-1655-5Suche in Google Scholar

6. Shukla, D. and Tyagi, V. K.: J.: Oleo Sci.55 (2006) 381–390. 10.5650/jos.55.381Suche in Google Scholar

7. Zana, R.: Advances in Colloid and Interface Science.97 (2002) 205–253. 10.1016/S0001-8686(01)00069-0Suche in Google Scholar

8. Menger, F. M. and Keiper, J. S.: Angewandte Chemie.39 (2000) 1906–1920. 10.1002/1521-3773(20000602)39:11<1906::AID-ANIE1906>3.0.CO;2-Suche in Google Scholar

9. Song, C. P., Wu, D. Q., Zhang, F. and Liu, P.: Chemical Communications.48 (2012) 2119–2121. 10.1039/c2cc16890aSuche in Google Scholar

10. Zana, R.: Journal of Colloid and interface Science.252 (2002) 259–261. PMid:16290787; 10.1006/jcis.2002.8457Suche in Google Scholar

11. Jaeger, D. A.: Langmuir.12 (1996) 1976–1980. 10.1021/la950872sSuche in Google Scholar

12. Shi, L. W. and Xue, Y.: Petroleum asphalt.21 (2007) 122–126. 10.3969/j.issn.1672-3961.2007.03.024Suche in Google Scholar

13. Ding, Y. S., Zha, M. and Zhang, J.: Colloids and Surfaces A: Physicochemical and Engineering Aspects.298 (2007) 201–205. 10.1016/j.colsurfa.2oo6.10.063Suche in Google Scholar

14. Pierluigi, Q., Guido, V. and Claudia, B.: Journal of Organic Chemistry.68 (2003) 7651–60. PMid:14510538; 10.1021/jo034602nSuche in Google Scholar PubMed

15. Avinash, B. and Sukhprit, S.: Langmuir.25 (2009) 11703–12. PMid:19788223; 10.1021/la901641fSuche in Google Scholar PubMed

16. Qiu, L. G., Xie, A. J. and Shen, Y. H.: Journal of Physical Oceanography.91 (2005) 269–273. 10.1016/j.matchemphys.2004.11.022Suche in Google Scholar

17. Caillier, L., Givenchy, E. T. D. and Levy, R.: Journal of Colloid & Interface Science.332 (2009) 201–7. PMid:19144354; 101016/j.jcis.2008.12.038Suche in Google Scholar

18. Bhadani, A. and Singh, S.: Langmuir.27 (2011) 14033–44. PMid:22004288; 10.1021/la202201rSuche in Google Scholar PubMed

19. Saif, M. J., Anwar, J. and Munawar, M. A.: Arkivoc Online Journal of Organic Chemistry.43 (2010) 133–145. 10.1016/S0021-9797(03)00694-5Suche in Google Scholar PubMed

20. Menger, F. M., Keiper, J. S. and Azov, V.: Langmuir.16 (1999) 2062–2067. 10.1021/la9910576Suche in Google Scholar

21. Wahhab, A. A. and Asi, I. M.: Building and Environment.32 (1997) 271–279. 10.1016/S0360-1323(96)00067-4Suche in Google Scholar

22. Niazi, Y. and Jalili, M.: Construction and Building Materials.23 (2009) 1338–1343. 10.1016/j.conbuildmat.2008.07.020Suche in Google Scholar

23. Huai, C., Shi, L. and Li, N.: Research on Chemical Intermediates.39 (2013) 597–614. 10.1007/s11164-012-0582-1Suche in Google Scholar

24. Li, H. P., Zhao, H. and Liao, K.: Energy Sources Part A Recovery Utilization and Environmental Effects.35 (2013) 2285–2293. 10.1080/15567036.2011.551927Suche in Google Scholar

25. Li, Z. X. and And, C. C. D.: Langmuir.15 (1999) 4392–4396. 10.1021/la981551uSuche in Google Scholar

26. Nudelman, A.: Journal of Organic Chemistry.21 (1997) 7512–7515. 10.1021/jo971176vSuche in Google Scholar PubMed

27. Xu, H., Chen, D. and Cui, Z.: J. Surfactants Deterg.14 (2011) 167–172. PMid:21841907; 10.1007/s11743-010-1213-8Suche in Google Scholar

Received: 2016-09-13
Accepted: 2017-05-24
Published Online: 2017-09-06
Published in Print: 2017-09-15

© 2017, Carl Hanser Publisher, Munich

Artikel in diesem Heft

  1. Contents/Inhalt
  2. Contents
  3. Detergents/Cleaning
  4. Application of Glycerin in Liquid Laundry Detergents as an Example of Innovation in the Household Chemicals Industry
  5. Application
  6. Characterization of Pyrene Solubilization in Selective Micellar Media of Novel Bio-degradable Natural Surfactant Saponin (Extracted from Soap Nut) and Conventional Surfactant SDBS in Presence and Absence of Common Salt NaCl
  7. The Effect of pH on the Properties of a Cationic Bitumen Emulsifier
  8. The Role of Fatty Acids Functional Group in Morinda citrifolia L. on Surface Tension and Diffusion Performance into Ink Particles
  9. Physical Chemistry
  10. Effect of Some Vitamins of Group B (B1, B6, B12) on Micellar and Viscosity Properties of Anionic, Cationic and Nonionic Surfactants in Aqueous Solutions
  11. Phase Behavior and Solubilization of Microemulsions Containing C16mimBr with Different Oil-Water Ratios
  12. Thermodynamics of Micellization, Interfacial Behavior and Wettability Alteration of Aqueous Solution of Nonionic Surfactants
  13. Novel Surfactants
  14. Synthesis and Properties of a Novel Gemini Surfactant with Bis-piperidinium
  15. Surface Activities and Quantum Chemical Calculations for Different Synthesized Cationic Gemini Surfactants
  16. Effect of Novel Surfactant on the Growth Kinetics of Cobalt Nanoparticles
https://doi.org/10.3139/113.110521
Schlagwörter für diesen Artikel
Cationic surfactant; surface-active properties; emulsifier; synthesis; asphalt; bitumen

Artikel in diesem Heft

  1. Contents/Inhalt
  2. Contents
  3. Detergents/Cleaning
  4. Application of Glycerin in Liquid Laundry Detergents as an Example of Innovation in the Household Chemicals Industry
  5. Application
  6. Characterization of Pyrene Solubilization in Selective Micellar Media of Novel Bio-degradable Natural Surfactant Saponin (Extracted from Soap Nut) and Conventional Surfactant SDBS in Presence and Absence of Common Salt NaCl
  7. The Effect of pH on the Properties of a Cationic Bitumen Emulsifier
  8. The Role of Fatty Acids Functional Group in Morinda citrifolia L. on Surface Tension and Diffusion Performance into Ink Particles
  9. Physical Chemistry
  10. Effect of Some Vitamins of Group B (B1, B6, B12) on Micellar and Viscosity Properties of Anionic, Cationic and Nonionic Surfactants in Aqueous Solutions
  11. Phase Behavior and Solubilization of Microemulsions Containing C16mimBr with Different Oil-Water Ratios
  12. Thermodynamics of Micellization, Interfacial Behavior and Wettability Alteration of Aqueous Solution of Nonionic Surfactants
  13. Novel Surfactants
  14. Synthesis and Properties of a Novel Gemini Surfactant with Bis-piperidinium
  15. Surface Activities and Quantum Chemical Calculations for Different Synthesized Cationic Gemini Surfactants
  16. Effect of Novel Surfactant on the Growth Kinetics of Cobalt Nanoparticles
Jetzt anmelden und 20% sparen
Institutioneller Zugang
Wie funktioniert Authentifizierung?
Haben Sie eine Idee, wie wir unsere Website verbessern können?
Bitte schreiben Sie uns.
© 2025 De Gruyter Brill
Heruntergeladen am 9.10.2025 von https://www.degruyterbrill.com/document/doi/10.3139/113.110521/html
Button zum nach oben scrollen