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Arginine Based Novel Cationic Surfactants: A Review

  • Ayushi Singh and Vinod K. Tyagi
Published/Copyright: May 1, 2013
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Tenside Surfactants Detergents
From the journal Tenside Surfactants Detergents Volume 51 Issue 3

Abstract

Conventional surfactants are chemical species derived from various feed stocks and are consumed in large quantities for wide spread household as well as industrial applications. As most of the conventional surfactants have many limitations such as toxicity to humans and adverse effect on environment, the development of less irritant, less toxic, consumer-friendly surfactants is of immense importance. Arginine based surfactants, therefore, constitute a novel class of surfactants produced from renewable raw materials and can be seen as an alternative to conventional surfactants. Arginine based surfactants have good antimicrobial activity, good biodegradability and less human and aquatic toxicity. This review paper deals with the synthesis of different class of arginine based surfactants. Besides this, different biological and surface active properties of arginine based surfactants have also been described.

Kurzfassung

Bei den konventionellen Tensiden handelt es sich um chemische Verbindungen, die aus unterschiedlichen Ausgangsmaterialien erzeugt wurden. Sie werden in großen Mengen sowohl für Anwendungen im Haushalt als auch in der Industrie verbraucht. Da die meisten konventionellen Tenside viele Einschränkungen aufgrund der Toxizität gegenüber Menschen und der negativen Auswirkungen für die Umwelt haben, ist die Entwicklung von weniger irritierenden, weniger toxischen und verbraucher-freundlicheren Tensiden von sehr großer Bedeutung. Auf Arginin basierende Tenside stellen daher eine neue Tensidgruppe dar, die aus erneuerbaren Rohmaterialien erzeugt wird und als eine Alternative zu den konventionellen Tensiden angesehen werden kann. Sie besitzen gute antimikrobielle Aktivitäten, sind gut biologisch abbaubar und zeigen eine geringe humane und aquatische Toxizität. Dieser Übersichtsartikel behandelt die Synthese verschiedener Gruppen der auf Arginin basierenden Tenside. Des Weiteren werden ebenfalls verschiedene biologische und oberflächenaktive Eigenschaften dieser Tenside dargestellt.

Key words: Novel surfactants; arginine; Schotten-Baumann reaction; surface active properties; antimicrobial activity; aquatic toxicity; biodegradation
Stichwörter: Neue Tenside; Arginin; Schotten-Baumann-Reaktion; oberflächenaktive Eigenschaften; aquatische Toxizität; Bioabbaubarkeit
* Correspondence address Mr. Professor V. K. Tyagi, Harcourt Butler Technological Institute, Department of Oil & Paint Technology, Nawabganj, Kanpur, Uttar Pradesh 208002, India, Tel.: +91 97 21 45 60 64, Fax: +91-5 12-2 53 38 12, E-Mail:

Vinod Kumar Tyagi was born in 1959 in India. He did his B. Tech, M. Tech & Ph.D in Chemical Technology (Oil Technology) in 1984, 1986, and 1992, respectively from Harcourt Butler Technological Institute, Kanpur, India. He joined as a faculty in the Department of Oil and Paint Technology in 1988 at Harcourt Butler Technological Institute, Kanpur, India. Currently, he is working as a Professor in the same department. He is having 25 years of experience of teaching under graduate and post graduate student of oil technology. He has supervised more than 26 candidates for masters and doctoral thesis. He has published 45 papers in referred national and international journals and has presented 25 papers in national and international conference in India and abroad and his area of interest are novel surfactants, surfactants & detergents and oleo chemicals. He has published books entitled “Esteramide quaternaries derived from piperazine and fatty acids” (ISBN 978-3-8433-9374-4) in March, 2011 and “Imidazoline Surfactants” (ISBN 978-3-8465-4868-4) in December, 2011.

Ayushi Singh was born in India in 1989. She did her B. Tech in biotechnology from Amity University in 2011 and currently pursuing M. Tech Chemical Technology with specialisation in oil technology from Harcourt butler technological institute, Kanpur, India and her area of interest is novel surfactants.

References

1. Macia, M., Seguer, J., Infante, M. R., Selve, C. and Vinardell, M. P.: Toxicology106 (1996) 1. 10.1016/0300-483X(95)03131-XSearch in Google Scholar

2. Baschang, G., Hartmann, A. and Wacker, O.: US patent 4666886 A (1987).Search in Google Scholar

3. Braun, D. B.: Cosmetics and Toiletries104 (1989) 89.Search in Google Scholar

4. Yokota, H., Sagawa, K., Eguchi, Ch. and Takehara, M.: J. Am. Oil Chem. Soc.62 (1985) 1719. 10.1007/BF02541673Search in Google Scholar

5. Perez, L., Torres, J. L., Manresa, A., Solans, C. and Infante, M. R.: Langmuir12 (1996) 5301. 10.1021/la9509357Search in Google Scholar

6. Infante, M. R., Pinazo, A., Molinero, J., Seguer, J. and Vinardell, P., in: Protein-Based Surfactants, Marcel Dekker, New York101 (2001) 167.Search in Google Scholar

7. Perez, L., Garcia, M. T., Ribosa, I., Vinardell, M. P., Manresa, M. A. and Infante, M. R.: Environ. Toxicol. Chem.21 (2002) 1285. 10.1002/etc.5620210624Search in Google Scholar

8. Piera, E., Infante, M. R. and Clapes, P.: Biotechnol. Bioeng.70 (2000) 331. 10.1002/1097-0290(20001105)70:3<323::AID-BIT9>3.0.CO;2-NSearch in Google Scholar

9. Clape's, P. and Infante, M. R.: Biocatal. Biotransform.20 (2002) 233. 10.1080/10242420290004947Search in Google Scholar

10. Pinazo, A., Wen, X., Perez, L., Infante, M. R. and Franses, E. I.: Langmuir15 (1999) 3142. 10.1021/la981295lSearch in Google Scholar

11. Infante, M. R., Molinero, J., Bosch, P., Juliá, Ma. R. and Erra, P.: J. Am. Oil Chem. Soc.69 (1992) 652. 10.1007/BF02635804Search in Google Scholar

12. Piera, E., Comelles, F., Erra, P. and Infante, M. R.: J. Chem. Soc. Perkin Trans.2 (1998) 342.Search in Google Scholar

13. Clapés, P., Morán, C. and Infante, M. R.: Biotechnol. Bioeng.63 (1999) 343. 10.1002/(SICI)1097-0290(19990505)63:3<333::AID-BIT10>3.0.CO;2-GSearch in Google Scholar

14. Valivety, R., Gill, I. S. and Vulfson, E. N.: J. Surf. Deterg.1 (1998) 185. 10.1007/s11743-998-0017-3Search in Google Scholar

15. Soo, E. L., Salleh, A. B., Basri, M., Rahman, R. N. Z. R. A. and Kamaruddin, K.: J. Biosci. Bioeng.95 (2003) 361. 10.1016/S1389-1723(03)80068-3Search in Google Scholar

16. Solans, C., Infante, M. R., Azemar, N. and Warnheim, T.: Prog. Colloid Polym. Sci.79 (1989) 75.Search in Google Scholar

17. Solans, C., Pres, M. A., Azemar, N. and Infante, M. R.: Progr. Coll. Polym. Sci.81 (1990) 150.Search in Google Scholar

18. Moran, C., Clapes, P., Comelles, F., García, M. T., Perez, L., Vinardell, P. and Infante, M. R.: Langmuir17 (2001) 5075. 10.1021/la010375dSearch in Google Scholar

19. Moran, C., Pinazo, A., Clapes, P., Perez, L., Vinardell, M. P. and Infante, M. R.: Green Chem.6 (2004) 240. 10.1039/b400293hSearch in Google Scholar

20. Infante, M. R., Perez, L., Pinazo, A., Clapes, P., Moran, M. C., Angelet, M., García, M. T. and Vinardell, M. P.: C. R. Chim.7 (2004) 592. 10.1016/j.crci.2004.02.009Search in Google Scholar

21. Fordedal, H., Sjoblolm, S. and Infante, M. R.: Colloids Surf.A 79 (1993) 88. 10.1016/0927-7757(93)80162-8Search in Google Scholar

22. Infante, M. R., Pinazo, A. and Seguer, J.: Colloids Surf.A 49 (1997) 124.Search in Google Scholar

23. McGrath, K. M.: Langmuir11 (1995) 1839. 10.1021/la00005a066Search in Google Scholar

24. Laughlin, R. G., in: Cationic Surfactants: Physical Chemistry, P. M., Holland, (Eds.), Marcel Dekker Inc.: New York2 (1991) 40.Search in Google Scholar

25. Kunieda, H., Nakamura, K., Infante, M. R. and Solans, C.: Adv. Mater.4 (1992) 293. 10.1002/adma.19920040411Search in Google Scholar

26. Infante, M. R., Molinero, J., Erra, P., Julia, M. R. and Garcia Dominguez, J. J.: Fette Wissenschaft Technologie87 (1985) 314.Search in Google Scholar

27. Moran, C., Infante, M. R. and Clapes, P.: J. Chem. Soc., Perkin Trans.1 (2001) 2070.Search in Google Scholar

28. Rosen, M. J. and Tracy, D. J.: J. Surfact. Deter.1 (2001) 554.Search in Google Scholar

29. Menger, F. M. and Keiper, J. S.: Angew. Chem. Int. Ed.39 (2000) 1920. 10.1002/1521-3773(20000602)39:11<1906::AID-ANIE1906>3.0.CO;2-QSearch in Google Scholar

30. Pinazo, A., Wen, X., Perez, L., Infante, M. R. and Franses, E. I.: Colloid SurfaceA 189 (2001) 235. 10.1016/S0927-7757(01)00595-7Search in Google Scholar

31. Devinsky, F., Lacko, I., Bittererova, F. and Mlynarcik, D.: Chem. Papers.41 (1987) 814.Search in Google Scholar

32. Moran, C., Infante, M. R. and Clapes, P.: J. Chem. Soc., Perkin Trans.1 (2001) 2070.Search in Google Scholar

33. Garcia, M. T., Ribosa, I., Guindulain, T., Sanchez Leal, J. and Vives-Rego, J.: Environ. Pollut.111 (2001) 175. 10.1016/S0269-7491(99)00322-XSearch in Google Scholar

34. Okamoto, V., Ohkoshi, K., Itakagaki, H., Tsuda, T., Kakishima, H., Ogawa, T., Kasai, Y., Ohuchi, J., Kojima, H., Kurishita, A., Kaneko, T., Matsushima, Y., Iwabuchi, Y. and Ohno, Y.: Toxicol. in vitro.13 (1999) 124. 10.1016/S0887-2333(98)00066-6Search in Google Scholar

35. Krog, N. J. and Friberg, S. E., in: Larsson, K. (ed.) Food Emulsions, Marcel Dekker, New York3rd ed.4 (1997) 188.Search in Google Scholar

36. Krog, N. J., Gunstone, F. D. and Padley, F. B.: Lipid Technologies and Applications, Marcel Dekker, New York20 (1997) 534.Search in Google Scholar

37. Perez, L., Pinazo, A., García, M. T., Moran, M. C. and Infante, M. R.: New J. Chem.28 (2004) 1334. 10.1039/b405733cSearch in Google Scholar

38. Pinazo García, M. T., Moran, M. C. and Infante, M. R.: C. R. Chimie.14 (2011) 735.Search in Google Scholar

39. Moran, M. C., Pinazo, A., Perez, L., Clapes, P., Pons, R. and Infante, M. R.: C. R. Chim.7 (2004) 176.Search in Google Scholar

40. Perez, L., Clapes, P., Pinazo, A., Angelet, M.Vinardell, M. P. and Infante, M. R.: New J. Chem.26 (2002) 1227. 10.1039/b200164kSearch in Google Scholar

41. Perez, L., Infante, M. R., Pons, R., Moran, M. C., Vinardell, M. P., Mitjans, M. and Pinazo, A.: Colloids Surf.B 35 (2004) 242. 10.1016/j.colsurfb.2004.03.014Search in Google Scholar PubMed

42. Moran, M. C., Pinazo, A., Clapes, P., Perez, L., Infante, M. R. and Pons, R.: Phys. Chem.108 (2004) 11088.Search in Google Scholar

43. Benavides, T., Martinez, V., Mitjans, M., Infante, M. R., Moran, M. C., Clapes, P., Clothier, R. and Vinardell, M. P.: Toxicology201 (2004) 93. 10.1016/j.tox.2004.04.003Search in Google Scholar PubMed

44. Valivety, R., Jauregui, P. and Vulfson, E. N.: J. Am. Oil Chem. Soc.74 (1997) 886. 10.1007/s11746-997-0232-8Search in Google Scholar

45. Mitin, Y. V., Braun, K. and Kuhl, P.: Biotechnol. Bioeng.54 (1998) 290.Search in Google Scholar

46. Rosen, M. J., in: Surfactants and Interfacial Phenomena, 3rd ed., Wiley-Interscience, Hoboken, NJ (2004) 64. 10.1002/0471670561Search in Google Scholar

47. Pinazo, A., Perez, L., Infante, M. R. and Pons, R.: Phys. Chem.6 (2004) 1481.Search in Google Scholar

48. Perez, L., Infante, M. R., Angelet, M., Clapès, P. and Pinazo, A.: Prog. Colloid Polym. Sci.123 (2004) 216.Search in Google Scholar

49. Lozano, N., Pinazo, A., La Mesa, C., Pèrez, L.Andreozzi, P. and Pons, R.: J. Phys. Chem. B113 (2009) 6327. 10.1021/jp810671pSearch in Google Scholar PubMed

50. Albalat, R., Claret, J., Ignès-Mullol, J., Sagues, F., Morän, C., Pèrez, L., Clapès, P. and Pinazo, A.: Langmuir19 (2003) 10884. 10.1021/la035281dSearch in Google Scholar

51. Lozano, N., Pinazo, A., Pèrez, L. and Pons, R.: Langmuir26 (2010) 2566. 10.1021/la902850jSearch in Google Scholar PubMed

52. Lozano, N., Pinazo, A., Pons, R., Pèrez, L. and Franses, E. I.: Colloids Surf.B 74 (2009) 74. 10.1016/j.colsurfb.2009.06.020Search in Google Scholar PubMed

53. Perez, N., Pèrez, L., Infante, M. R. and Garcıa, M. T.: Green Chem.7 (2005) 546. 10.1039/b419204dSearch in Google Scholar

54. Vinardell, M. P., Benavides, T., Mitjans, M., Infante, M. R., Clapes, P. and Clothier, R.: Food Chem. Toxicol.46 (2008) 3841. 10.1016/j.fct.2008.10.007Search in Google Scholar PubMed

55. Infante, M. R., Miguel, M. G. and Lindman, B.: Langmuir22 (2006) 88. 10.1021/la052036gSearch in Google Scholar PubMed

56. Infante, M. R., Moran, M. C., Miguel, M. G. and Lindman, B.: Colloids Surf.A 301 (2007) 375.Search in Google Scholar

57. Infante, M. R., Penacho, N., Simoes, S., Lima, M. C. P., Lindman, B. and Miguel, M. G.: Mol. Membr. Biol.25 (2008) 34.Search in Google Scholar

58. Moran, M. C., Miguel, M. G., Lindman, B., Infante, M. R. and Pons, R: Langmuir26 (2010) 60. 10.1021/la100818pSearch in Google Scholar PubMed

59. Castillo, J. A., Pinazo, A., Carilla, J., Infante, M. R.Alsina, M. A., Haro, I. and Clapes, P.: Langmuir20 (2004) 3387. 10.1021/la036452hSearch in Google Scholar PubMed

60. Infante, M. R., Pinazo, A. J., Molinero, J., Seguer, J. and Vinardell, P., in: Protein-Based Surfactants. Marcel Dekker: New York101 (2001) 167.Search in Google Scholar

61. Pèrez, L., Pinazo, A., Rosen, M. J. and Infante, M. R.: Langmuir14 (1998) 2315. 10.1021/la971135uSearch in Google Scholar

62. McDonnell, G. and Russel, A. D.: Clin. Microbiol.12 (1999) 179.Search in Google Scholar

63. Oren, Z., Hong, J. and Shai, Y.: J. Biol. Chem.272 (1997) 14649. 10.1074/jbc.272.23.14643Search in Google Scholar PubMed

Received: 2013-07-06
Revised: 2013-09-04
Published Online: 2013-05-01
Published in Print: 2014-05-15

© 2014, Carl Hanser Publisher, Munich

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. Review Article
  6. Arginine Based Novel Cationic Surfactants: A Review
  7. Application
  8. Selection of Surfactants on the Basis of Foam and Emulsion Properties to Obtain the Fire Fighting Foam and the Degreasing Agent
  9. Negative Synergistic Effect on Foaming in Body Care Products with Silicone Oil and the Needle-Like Crystal of Ethylene Glycol Distearate
  10. Technical Chemistry
  11. Wetting Ability in Aqueous Mixtures of Amine Oxide with Anionic and Nonionic Surfactants
  12. Environmental Chemistry
  13. Validation of an HPLC Method for Determining log Pow Values of Surfactants
  14. Removal of Lead From Aqueous Media Using Carbonized and Acid Treated Orange Peel
  15. Corrosion and Scale Inhibition Properties by Phosphate-free and Nitrogen-free Scale Inhibitor in Cooling Water System
  16. Preparation and Application of Fluorescent-tagged Inhibitor for Calcium Phosphate and Iron(III) Hydroxide Scales in Industrial Cooling Water Systems
  17. Novel Surfactants
  18. Effect of Tuned Head Polarity of Cetyl Trimethyl Ammonium Bromide on their Physicochemical Properties
  19. Physical Chemistry
  20. Aggregation Behavior of PEO-PPO-PEO Tri-Block Copolymer (Pluronic®L64) in Nonionic Surfactant Additives Environment
  21. Surfactant Processing
  22. Solidification of Surfactants and Detergents to Dust-Free Free Flowing Pastilles
https://doi.org/10.3139/113.110299
Keywords for this article
Novel surfactants; arginine; Schotten-Baumann reaction; surface active properties; antimicrobial activity; aquatic toxicity; biodegradation

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. Review Article
  6. Arginine Based Novel Cationic Surfactants: A Review
  7. Application
  8. Selection of Surfactants on the Basis of Foam and Emulsion Properties to Obtain the Fire Fighting Foam and the Degreasing Agent
  9. Negative Synergistic Effect on Foaming in Body Care Products with Silicone Oil and the Needle-Like Crystal of Ethylene Glycol Distearate
  10. Technical Chemistry
  11. Wetting Ability in Aqueous Mixtures of Amine Oxide with Anionic and Nonionic Surfactants
  12. Environmental Chemistry
  13. Validation of an HPLC Method for Determining log Pow Values of Surfactants
  14. Removal of Lead From Aqueous Media Using Carbonized and Acid Treated Orange Peel
  15. Corrosion and Scale Inhibition Properties by Phosphate-free and Nitrogen-free Scale Inhibitor in Cooling Water System
  16. Preparation and Application of Fluorescent-tagged Inhibitor for Calcium Phosphate and Iron(III) Hydroxide Scales in Industrial Cooling Water Systems
  17. Novel Surfactants
  18. Effect of Tuned Head Polarity of Cetyl Trimethyl Ammonium Bromide on their Physicochemical Properties
  19. Physical Chemistry
  20. Aggregation Behavior of PEO-PPO-PEO Tri-Block Copolymer (Pluronic®L64) in Nonionic Surfactant Additives Environment
  21. Surfactant Processing
  22. Solidification of Surfactants and Detergents to Dust-Free Free Flowing Pastilles
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