SURFACTANTS
SURFACTANTS
K
Karariisshmhma a DDhuhurrii, , SSiiddddhhesesh h JJuuvekvekarar,,SSuukkanya anya DDasas,, Shruti
ShrutiMMane,ane, V Viinniitta a BBaassaannttaannii,,BBhhagyesagyeshhrrii
G
Gururaavv,,PPrriiyanyankka a CChhakotakotee,,SSririnniivavass, , KKashashmmiirara K
Katathehe
1
I
I
N
N
TR
TR
O
O
D
D
U
U
C
C
TI
TI
O
O
N
N
SSuurrffaaccee--aaccttiivveeaaggeennttss//ssuurrffaaccttaannttssmmoolleeccuulleess w whhiicch h arareeaaccttiivveeaattiinntteerrffaacceessaannddppoosssseessssbbootthh polar polar((hhyyddrroopphhiilliicc))aannddnnoonn--ppoollaarr((hhyyddrroopphhoobbiicc)) c chhaarraacctteerriissttiiccssiinntthheessaammeemmoolleeccuullee.. SurfactantsSurfactants lower the surface tension lower the surface tension (or interfacial (or interfacial
tension) between
tension) between two liquidstwo liquids or between aor between a liquid and aliquid and a
solid.
I
I
N
N
TR
TR
O
O
D
D
U
U
C
C
TI
TI
O
O
N
N
SSuurrffaaccee--aaccttiivveeaaggeennttss//ssuurrffaaccttaannttssmmoolleeccuulleess w whhiicch h arareeaaccttiivveeaattiinntteerrffaacceessaannddppoosssseessssbbootthh polar polar((hhyyddrroopphhiilliicc))aannddnnoonn--ppoollaarr((hhyyddrroopphhoobbiicc)) c chhaarraacctteerriissttiiccssiinntthheessaammeemmoolleeccuullee.. SurfactantsSurfactants lower the surface tension lower the surface tension (or interfacial (or interfacial
tension) between
tension) between two liquidstwo liquids or between aor between a liquid and aliquid and a
solid.
solid.
2
WWhhen en ssuurfrfactactanantts s are are didissssololved ved iin n wwaatterer
t
thhey ey ooririenenttatate e aat t tthhe e susurfrfaace ce sso o tthhaat t tthhee h
hydydrropophhobobiic c rregiegionons s are are rrememoved oved ffrrom om tthhee aqu
Hydrophobic group consist of alkyl chain (long,
short, branched).
Hydrophilic group consist of alcoholic, quaternary
ammonium ,carboxylic.
CLASSIFICATION Based on chemical structure Anionic Hydrophilic group of molecule carries –ve charge
Eg:- sodium lauryl sulphate, potassium laurate
Cationic
Hydrophilic group of molecule carries +ve charge
Eg:-cetrimide, Benzalkonium chloride Non ionic No charge on hydrophilic group
Eg:- polysorbates, Sorbiton esters
Amphoteric
Molecule contains both +ve and
–ve charge
Eg:- sulphobetaines, N-Dodecyl-N,
Every surfactant forms micelles to exhibit its action
when it is in the bulk of solution
A micelle is an aggregate of surfactant molecules
dispersed in a liquid.
Once the micelles are formed the surfactants can then
act as detergents wetting agents solubli!ers suspending agents etc.
As we know the surfactants are amphiphilic two types
of micelles are generally observed
NORMAL MICELLES
INVERSE MIICELLES
Micelles only form when the concentration of
surfactant is greater than the critical micelle
concentration (M), the temperature of the system is greater than the critical micelle temperature, or !raft temperature.
!raft temperature" (!raft #oint)
$emperature abo%e which, certain surfactants show a marked increase in solubili&ing power.
'n a micelle, the hydrophobic tails flock to the interior
in order to minimi&e their contact with water, and the hydrophilic heads remain on the outer surface in order
MECHANI
SM
OF
ACTI
ON
Surfactants can work in three different ways"
(a) ollup mechanism" $he surfactant lowers the
fabric*solution interfacial tensions and in this way lifts the stain of the fabric.
(b) +mulsification" $he surfactant lowers the oil solution
interfacial tension and makes easy emulsification of the oil.
(c) Solubili&ation" $hrough interaction with the micelles of
a surfactant in a sol%ent (water), a substance
ROLL UP MECHANISM
The surfactant
lowers the
oil/solution and fabric/solution
interfacial tensions and in this way lifts the stain of the
Emul
s
i
ficat
i
on
12
The surfactant
lowers the oil
-solutioninterfacial tension and makes easy emulsification oftheoilysoils
SOLUBI
LI
ZATI
ON
Through interaction with the micelles of a
surfactant in a solvent (water), a substance spontaneously dissolves to form a stable
HYDROPHILIC-LIPOPHILIC BALANCE
riffin described "ydrophilic#lipophilic balance scale
for surfactant
Itisthemeasureofthedegreetowhicha
surfactantishydrophilcorlipophilic.
TheHLBsystem isparticularlyusefultoidentify
surfactantsforoilandwateremulsification.
$t is an arbitrary scale from % to&% depicting the
"ydrophilic'ipophilic balance of a surfactant.
1.
ANIONIC SURFACTANTS
1.SODIUM LAURYL SULPHATE (SLS)
Chemi
cal
f
ormul
a NaC
12H
25SO
4Mo
l
ar
mas
s
288.
372
g/
mo
l
Appe
ar
anc
e
whi
t
e
o
r
c
r
e
am-c
o
l
o
r
e
d
s
o
l
i
d
Odo
r
o
do
r
l
e
s
s
De
ns
i
t
y
1.
01
g/
c
m
3Me
l
t
i
ng
po
i
nt
206
°
C
(
403
°
F;
Sensitivity
It has been shown toirritatetheskinoftheface, withprolongedandconstantexposure. Inanimal studies SLSappearstocauseskin and eye
irritation
Interaction with fluoride
SLS in toothpaste maydecrease the
effectiveness of fluoride at preventing dental caries(cavities).
Taste alteration
APPLI
CATI
ONS
SLSisahighlyeffectivesurfactantandisusedin
anytaskrequiringtheremovalofoilystainsand residues.
Itcanbeusedtoaidinlysing cells during DNA
extractionandforunravelingproteinsin SDS-PAGE
Pharmaceuticallyaspre-operative skincleaner
havingbacteriostaticaction
Component of emulsifying wax.
2.
DOCUSATE
SODI
UM
Brandnames- Aqualax,Calube,Colace,Colace
Micro-Enema,CorrectolSoftgelExtraGentle
Interactions- Docusate should not be used in
additiontomineraloilastheemulsifierwill
resultinmineraloilbeingabsorbedratherthan functioningasalubricantforthebowelwalls, possiblyresultinginforeign body granulomas
Applications-Itisusedasanexcipient inthe productionoftablets (asalubricant) and
suspensions (asanemulsifier).
Dioctylsodium sulfosuccinateisusedasa
ANIONIC
SURFACTANT
BRAND NAME
Alkyl ether phosphates EMPIPHOS® DF
series DEHSCOFIX® 904, 905 SURFONIC® PE series ALKANATE® P series Hunstsman
International,Noida, UttarPradesh,India Alkyl ether surfactant, ethoxylated ROH sulfonate Avanel® S 150 CGN Avensa Chemicals, Gurgaon
Alkyl ether surfactant Avanel® S 74 Avensa Chemicals,
Gurgaon
CATI
ONI
C
SURFACTANTS
1.
CETRI
MI
DE
APPLICATION: Antimicrobial preservative in eye drop -0.005% w/v
Antisepetic in skin burns and wounds-0.1-1%
Used as shampoo to remove scale in seborrhea-1-3%w/w Usedascleanseranddisinfectantforhardcontactlenses Ingredientsofcetrimideemulsifyingwaxando/w cream
eg.Cetrimidecream
INCOMPATIBILITY:-anionicsurfactant,citrate,nonionic surfatantsinhighconcentration
2.BENZYLKONIUM CHLORIDE
APPLICATION:-Antimicrobialpreservativein ophthalmic0.01-0.02%w/v
Nasal – 0.002-0.02% Parentral–0.01%
INCOMPATIBILITY:-anionicsurfactant,
citrate,nonionicsurfactantinhighconc.
TOXICITY:-ototoxicity-appliedtoear
skin-hypersensitivityonprolongedcontact
bronchocontriction-inasthamaticinnebulizer
solution
CATIONIC
SURFACTANTS
BRAND NAME COMPANY
Alkyl
dimethylamines andalkyl
amidopropylamin es
EMPIGEN® A series Remfry&Sagar Attorney Address Millenium Plaza, Sector27,Gurgaon 122002. Quaternised amineethoxylates
ALGENE® WF Hunstsman
International,Noida, UttarPradesh,India Quaternary
ammonium compounds
ALGENE® series
EMPIGEN® BAC series EMPIGEN® BCC series EMPIGEN® BCM series EMPIGEN® CM series EMPIGEN® HBC series Remfry&Sagar Attorney Address Millenium Plaza, Sector27,Gurgaon 122002.
NON-
I
ONI
C
SURFACTANTS
1.POLYOXYETHYLENE ALKYL ETHERS Category: Emulsifyingagent,penetrationenhancer,
solubilizingagentandwettingagent
Incompatibilities :Presenceofstrongelectrolytecan adverselyaffectthephysicalstabilityofemulsion
containingit.
Discolourationorprecipitationwithiodides,mercurysalts, phenolicsubstances,salicylates,sulfonamides.
Incompatiblewithdrugslikebenzocaineandoxidizable drugs
Antimicrobial efficiencyofsomephenolicpreservativeis reduceddue to hydrogen bonding
Irritationobservedatmorethan20% concentration Brands: Cetomacrogol1000,Cresmer1000;25,Volpo
CS25,ProcolCA-2,LipocolC-10,Brij700
2.
SORBI
TAN
FATTY
ACI
D
ESTERS
Category:Dispersingagent,emulsifyingagent(
1-10%),nonionicsurfactant,solubilizingagent, suspendingagent,wettingagent(0.1-3%)
Gradualsoapformationseenwithstrongacidor
base
Noknownincompatibilitiesandonlyoccasional
hypersensitivitycaseshavebeenreported.
Daily intake 25mg/kg
Brands:Tego SML, Dehymuls SMO, Lamesorb
NONIONIC SURFACTANTS BRAND NAME Alkyl polysaccharides ALKADET® series ECOTERIC® series
Zauba Technologies & Data ServicesPrivateLimited No1/10,IIFloor
Near Gate No 9 APMC Yard, Yeshwanthpur
Bangalore - 560 022 Alkylamine ethoxylates DEHSCOFIX® 947 DEHSCOFIX® 990 EMPILAN® A series SURFONIC® T series TERIC® 16M series HunstsmanInternational, Noida,UttarPradesh, India
Amine oxides EMPIGEN® O series OXAMIN® series
HunstsmanInternational, Noida,UttarPradesh,
India
Alcohol Ethoxylate Lutensol® XP 70 Ramanand Kidarnath
GENERAL APPLICATIONS
Surfactants in suppository bases
Many of these bases can be used for for both water +g) soluble and oil soluble drugs. polyoxyethylene sorbitan fatty acid esters (tween), polyoxyethylene stearates, and the sorbitan fatty acid esters (Span). #harmaceutical ad-u%ants
$hey are added to the drugs as
. /oaming agents eg. Shampoos and 0ather Sha%ing
+mulsifying agents
1hen oil is added in water
containing surfactant, the oil is surrounded by
surfactant
DETERGENTS
Surfactants for contact lens cleaning
Surfactants act as cleansers, which emulsify
accumulated oils, lipids and inorganic compounds o%er contact lenses.
Surfactant agents are utili&ed either with in a
mechanical washing de%ice or by placing se%eral drops of the solution on the lens surface and gently rubbing the lens back and forth.
REFERENCES
Handbookofexcipients