I can't tell whether portable devices exist already for that. Just some directions:
If silicone is fluorescent, you have a chance to detect a tiny concentration. Concentrate the pumping light to a small air volume, observe only this volume at the fluorescence wavelength(s) typical for silicone. Target the volume from different directions by the source and the detector. Use pulsed light.
Small concentrations in air are often measured by sucking the air volume through a small filter (or a liquid, a sponge...) meant to stop the target molecule. Thanks to the concentrating effect, the target molecule is easier to detect and quantify.