Dr. Yasmin Mortagi Lecturer of Pharmaceutics Faculty of Pharmacy, Al-Arish Branch sinaiuniversity.net Physical Pharmacy (PT 202) Lecture No. 7 @Sinaiunieg info@su.edu.eg www.su.edu.eg INDEX • Structural Item No. 1 Classification of SAA P. 08 45 • Ionic Surface Active Agents of functional groups Characteristic IR absorptions P. 12 45 • Non-ionic Surfactants IR figures of functional groups P. 21 47 • Amphoteric IR Problems surfactants P. 49 37 • Applications of Surface Active Agents @Sinaiunieg P. 50 info@su.edu.eg @Sinaiunieg www.su.edu.eg info@su.edu.eg www.su.edu.eg Structural classification of Surface active agents @Sinaiunieg info@su.edu.eg www.su.edu.eg Surfactant Ionic SAA Non-Ionic SAA cataionic SAA anionic SAA Soap Amphoteric SAA Alkyl sulfates Ether linked @Sinaiunieg Alkyl sulfonates Ester linked info@su.edu.eg Ether-ester linked www.su.edu.eg I. Ionic SAA a) Anionic SAA 1- Soaps: (Used as Detergents) - The oldest SAA. - They are generally metal salts of long chain fatty acids. - They have the general formula: @Sinaiunieg info@su.edu.eg www.su.edu.eg 2-Organic sulfates or (Alkyl sulfates) 3-Alkyl sulfonate Sodium dodecyl benzenesulfonate Sodium dodecyl sulfate or sodium lauryl sulfate, USP, (Used as detergent and germicidal agent) (Used as detergents in toothpastes and ointments) CH3 (CH2)11 – OSO-3 Na+ @Sinaiunieg info@su.edu.eg www.su.edu.eg b) Cationic surfactants • They ionized in water bearing a positive charge and possess the surface active portion of their molecule in the cations. These are mainly quaternary ammonium compounds. • the cationic SAA have marked bactericidal activity against microorganisms. Dodecyl dimethyl benzyl ammonium chloride: Benzalkonium chloride @Sinaiunieg Cetyl trimethyl ammonium bromide: Cetrimide info@su.edu.eg www.su.edu.eg II Non-ionic SAA Ether Linked SAA E.g Brij R – O – (CH2 CH2 O)n H They are widely used in the preparation of O/W emulsions, as wetting agents and as solubilizing agents. @Sinaiunieg info@su.edu.eg www.su.edu.eg Ester Linked Surfactants E.g: Span Estrification of sorbitan with fatty acid such as, lauric, stearic or oleic produces the nonionic SAA: Sorbitan mono-Laurate (Spans 20) Sorbitan mono-Stearate (Span 60) and Sorbitan mono-oleate (Span 80) They are used in the preparation of W/O emulsions. @Sinaiunieg info@su.edu.eg www.su.edu.eg Ester Linked Surfactants E.g Span Estrification of sorbitan with fatty acid such as, lauric, stearic or oleic produces the nonionic SAA: @Sinaiunieg info@su.edu.eg www.su.edu.eg Ester–Ether Linked SAA : (Tweens) These are produced by reacting the free –OH groups in spans (sorbitan fatty acid esters) with ethylene oxide Polyoxyethylene sorbitan mono-Laurate or Polysorbate-20 (tween 20). Polyoxyethylene sorbitan mono-Stearate or Polysorbate-60 (tween 60). Polyoxyethylene sorbitan mono-oleate or Polysorbate-80 (tween 80). They are O/W emulsifiers. @Sinaiunieg info@su.edu.eg www.su.edu.eg III - Amphoteric surfactants: Zwitterionic They are the least common of the ionic group. The performance or behavior of this group is pH dependent and they can function as anionic or cationic SAA. Example: @Sinaiunieg H2 CH3 (CH2)11 – N+– CH2 – CH2 – COO – N- Dodecyl 2-aminopropionic acid info@su.edu.eg www.su.edu.eg Applications of Surface Active Agents @Sinaiunieg info@su.edu.eg www.su.edu.eg 1- Foaming Agents Foaming agents are surfactants, which facilitate the formation of air globules inside water film and stabilize them. They are important for toothpaste and fire extinguishing products. @Sinaiunieg info@su.edu.eg www.su.edu.eg 2- Antifoam Effect • Antifoams are surface-active agents have low HLB (1–3). They destroy air pockets. • Antifoaming agents are important for manufacturing most pharmaceutical liquid preparations containing SAA for wetting or flocculating effect. They reduce the foam formation during the manufacturing process. @Sinaiunieg info@su.edu.eg www.su.edu.eg 3- Detergents • These are surfactants used to remove the dirt. The process of detergency is complex: 1- Initial wetting of the dirt and of the surface to be cleaned. 2-Deflocculation and suspension of dirt materials. 3- Emulsification or solubilization of the dirt particles. @Sinaiunieg info@su.edu.eg www.su.edu.eg @Sinaiunieg info@su.edu.eg www.su.edu.eg THANK YOU For any questions feel free to contact me by mail Yasmin.mohamed@s u.edu.eg Dr. Yasmin Mortagi Lecturer of Pharmaceutics Faculty of Pharmacy, Al-Arish Branch