Synthesis, Langmuir–Blodgett deposition and optical characterization of a 4-acetalphenyl-substituted C60-pyrrolidine derivative C60(C12H17NO2 )

Abstract

A new 4-acetalphenyl-substituted C 60 -pyrrolidine derivative, C 60 (C 12 H 17 NO 2 ) (1), has been prepared and its Langmuir films, with and without 22-tricosenoic acid [CH 2 CH–(CH 2 ) 20 CO 2 H (TA)], at the air/water interface have been investigated. Pure 1 forms monolayers more easily than the parent molecule, C 60 , and can be transferred onto solid substrates to form Langmuir–Blodgett (LB) films. The mixed Langmuir films of 1 and TA were transferred onto hydrophilically pretreated quartz, glass substrates and silicon wafers. Reflectometric measurement of a 63-layer 1:2 mixed film on a silicon wafer using an He–Ne laser (λ = 632.8 nm) provided a film thickness and refractive index of 171 nm and 1.73, respectively. Weak second harmonic generation (SHG) from LB monolayers of pure 1 and 1:2 and 1:4 mixed LB monolayer films of 1 and TA was observed. The second-order susceptibilities, χ pp (2) , were evaluated to be in the range (4–6)×10 −9 esu.