Abstract
Sesquiterpenyl ethylene glycol monoethers (containing terpenyl group : longimethylcamphenylyl [8], T-cadinyl [13], α-cadinyl [14] and γ-cadinyl [15]), sesquiterpenyl diethylene glycol monoethers (containing terpenyl group : longimethylcamphenylyl [9], T-cadinyl [16], α-cadinyl [17] and γ-cadinyl [18]), sesquiterpenyl triethylene glycol monoethers (containing terpenyl group : longimethylcamphenylyl [10], T-cadinyl [19] and α-cadinyl [20]) and sesquiterpenyl polyethylene glycol monoethers (containing terpenyl group : longimethylcamphenylyl [11], [12], T-cadinyl [21], [23] and α-cadinyl [22], [24]) were prepared by the reaction of various sesquiterpene hydrocarbons such as longifolene [1] and γ-cadinene [2] with ethylene glycol [3], diethylene glycol [4], triethylene glycol [5] and polyethylene glycol (MW=400 [6] and 600 [7]) in the presence of cation exchange resin at 50°±2°C. These structures were confirmed by physical constants, IR and NMR spectra. Surface activities such as surface tention, foaming property, penetrating power, solubilizing power and emulsifying power of these nonionic surfactants were investigated.
As a result sesquiterpenyl polyethylene glycol monoethers had lower foaming property than ABS (alkyl benzene sulfonate). Sesquiterpenyl polyethylene glycol monoethers obtained by reaction of sesquiterpene hydrocarbons and polyethylene glycol (MW=400, 600) had far better penetrating power than ABS.
Antimicrobial activity of these sesquiterpenyl ethylene- and sesquiterpenyl polyethylene-glycol monoethers were investigated.