We have no control over which image Facebook selects or over when they clear their image caches. Please see:
Only the first five images uploaded to a post (direct inclusion/gallery/slideshow) will be sent to Facebook. The images size has to be at least 200 x 200 pixels.
To select which image will be used for things like Facebook Publicize, you can use a theme that supports featured images. If a featured image isn’t set or your theme doesn’t use featured images, then the code tries to pick the first image in the post or page. If no image is found, then the blavatar is used. http://en.support.wordpress.com/publicize/#troubleshooting