Create application (service) to interact let my Python app interact with OSx (icons, graphics, etc)

Hi, I am developing a Python application that will be doing things on files and folders. I would like to... (1) Create context menus in specific folder with specific options relative to my application (2) I would like to associate animated "extra-icons" like Pac OS does when you copy files to another folder (there is a progressive circle on the right of the filename) or like DropBox does where there are blu, green and red markers at the right of the filename (transferring, arrived, offline). Software (reagrding part 2) should work like a "service". My executable will open your software passing some parameters (for example the file path and the path to the animated icon) and your application will associate it to the file. Please check picture. I am talking of the green (one is blue) icons at the right of the filename. Please reply with MACGRAPH in your offer so I know you actually read this post. Thanks