I have 12 pages which previously hosted PDFs. e.g. (www.site.com/downloads/category/PDFname1) We removed the files and have 301 redirected the URLS to homepage.
Content removal was fine via Google Webmaster, but even after using Bing's Webmaster 'Block URL' tool, the content of the PDFs is still showing up in search results.
Any ideas why this might be happening? Possible solutions?