Synthesis and Properties of Di-n-hexadecyl-α,ω-Alkyl Bisphosphate Surfactants

P. Tyagi; R. Tyagi

doi:10.3139/113.110072

Published by De Gruyter April 5, 2013

Synthesis and Properties of Di-n-hexadecyl-α,ω-Alkyl Bisphosphate Surfactants

Synthese und Eigenschaften von Di-n-Hexadecyl-α,ω-alkyldisphosphattensiden

P. Tyagi and R. Tyagi

From the journal Tenside Surfactants Detergents

https://doi.org/10.3139/113.110072

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Abstract

Amphipatic compounds with connecting group between two lipophilic groups were prepared by phosphorylating a long chain alcohol (hexadecanol) with pyrophosphoric acid to prepare hexadecyl phosphate. Then the resulting hexadecyl phosphate was used to prepare bisphosphate surfactants with terminal dibromo alkanes viz. 1,4-dibromo butane or 1,6-dibromo hexane or 1,8-dibromo octane using acetonitrile as solvent. The structure of synthesized products were verified by modern analytical techniques viz. FT-IR, and ¹H-NMR. The disodium salts of bisphosphate surfactants were obtained by neutralization of free acid with sodium hydroxide. The performance properties viz. foaming, wetting, emulsifying ability and anionic content of synthesized surfactants were also evaluated. The synthesized bisphosphate surfactant with 1,6-dibromo hexane possessed maximum anionic content and showed good water solubility, foaming, wetting, and emulsifying ability compared to conventional analogs.

Kurzfassung

Zur Präparation von amphiphilen Substanzen mit einer Verbindung zwischen zwei lipophilen Gruppen wurde zunächst Hexadecylphosphat aus der Phosphorylierung eines langkettigen Alkohols (Hexadekanol) mit Pyrophosphorsäure erzeugt. Anschließend wurde das entstandene Hexadecylphosphat mit endständigen Dibromalkanen d.h. mit 1,4-Dibrombutan oder 1,6-Dibromhexan oder 1,8-Dibromoktan in Acetonitril zur Diphosphattensiden umgesetzt. Die Struktur der synthetisierten Produkte wurde mit Hilfe moderner Techniken wie FT-IR und ¹H-NMR verifiziert. Die Dinatriumsalze der Diphosphattenside wurde durch Neutralisation der freien Säure mit Natriumhydroxid erhalten. Die Eigenschaften der synthetisierten Tenside wie Schäumen, Emulgierverhalten, Benetzung und anionischer Gehalt wurden ebenfalls ermittelt. Die aus 1,6-Dibromhexan synthetisierten Diphosphattenside wiesen den höchsten anionischen Gehalt auf und waren im Vergleich zu den konventionellen Analoga gut wasserlöslich, gut schäumend, benetzend und emulgierend.

Key words:: Hexadecyl phosphate; 1,4-dibromo butane; 1,6-dibromo hexane; 1,8-dibromo octane; bis phosphoric acid

Stichwörter:: Hexadecylphosphat; 1,4-Dibrombutan; 1,6-Dibromhexan; 1,6-Dibromoktan; Diphosphorsäure

^∗ Mr. P. Tyagi, Department of Chemical Engineering, Jaypee Institute of Engineering and Technology, Raghogarh, Guna (M. P.), India, Fax: +91 7544 267011. E-mail: parultyagi186@gmail.com; parul_frommans@yahoo.co.in

Parul Tyagi is born in 1985. She completed her M.Sc. in chemistry from A.P.S. University Rewa M.P India. Presently she is working on gemini surfactants. She is perusing her Ph.D. from Chemical Engineering department of Jaypee Institute of Engineering & Technology, Guna M. P. INDIA.

Dr. Rashmi Tyagi is born in 1970. She completed her first Ph.D. in chemistry then she did M.Tech in chemical technology and completed her second Ph D. in chemical technology, from Harcourt Butler Technological Institute, Kanpur U.P. India. She did quality work in the area of cationic surfactants (esterquats). Her current research area is gemini surfactants. Presently she is Assistant Professor in Chemical Engineering Department at Jaypee Institute of Engineering & Technology, Guna M. P. INDIA.

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Received: 2009-12-10

Published Online: 2013-04-05

Published in Print: 2010-07-01

Synthesis and Properties of Di-n-hexadecyl-α,ω-Alkyl Bisphosphate Surfactants

Abstract

Kurzfassung

References

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