CONTACT ALLERGENS FROM SURFACTANTS - ATMOSPHERIC OXIDATION OF POLYOXYETHYLENE ALCOHOLS, FORMATION OF ETHOXYLATED ALDEHYDES, AND THEIR ALLERGENIC ACTIVITY
M. Bergh et al., CONTACT ALLERGENS FROM SURFACTANTS - ATMOSPHERIC OXIDATION OF POLYOXYETHYLENE ALCOHOLS, FORMATION OF ETHOXYLATED ALDEHYDES, AND THEIR ALLERGENIC ACTIVITY, Journal of pharmaceutical sciences, 87(3), 1998, pp. 276-282
Ethoxylated surfactants are susceptible to oxidation upon air exposure
. We have previously studied the rate of peroxidation and formaldehyde
formation in the chemically well-defined ethoxylated alcohol C12H25(O
CH2CH2)(5)OH. Formaldehyde is a common cause of contact allergy. The a
im of the present study was to identify other oxidation products that
could be formed upon air exposure of the ethoxylated alcohol and to de
termine their allergenic activity. It was shown that air oxidation of
C12H25(OCH2CH2)(5)OH gave all the theoretically possible aldehydes of
the general formula C12H25(OCH2 CH2)(n)OCH2CHO (n = 0-4) and that the
major oxidation product was C12H25(OCH2CH2)(4)OCH2CHO, dodecyltetraoxy
ethyleneoxyacetaldehyde. The structure elucidation and synthesis of th
ese aldehydes are here presented for the first time. The major aldehyd
e was shown to be a contact allergen with the same sensitizing capacit
y as that of formaldehyde. A dose-response relationship was observed i
n the sensitization studies. The allergens were formed from the surfac
tant itself and the skin reactions cannot be explained due to any impu
rities that may be present in a technical quality of the surfactant. C
ases of allergic contact dermatits to ethoxylated surfactants have bee
n reported. To avoid the formation of allergenic oxidation products it
is important to control the conditions for storage, handling, and tra
nsportation of ethoxylated surfactants.