I have been struggling with trying to send an email with an attachment using PHP. It used to work but the message body was scrambled. Now I have got the message body to work but
I know you've said about pre-built classes but there is a reason that people do this - why re-invent the wheel? I use SwiftMailer for projects - it couldn't be simpler. See this SwiftMailer example for 13 lines (including some blank ones) of how to create a message, add an attachment and send.
As to the resolution of your actual query, upvote to Josh's answer - I'd second changing the encoding and seeing how you get on. Have you tried getting an example email message which has an attachment that works, and examining the raw data?