Cumbersome interactive pdf for web based email

Hello all-

I'm trying to create an interactive pdf that students can use to ask reference questions via email.  The form works great using outlook desktop- a form appears as an attachment with the To: field populated with the email connected to the submit button.  The problem arises when the user is working with a web based email such as gmail.  There at least ten prompts to login to the personal email account and then the pdf does not show up attached to a message - if the user was willing to go through that whole process.  Anyone have any thoughts on this?  Thanks.