When I try to attach a word doc or picture to an email Outlook says it has a problem and does a restart. Don’t know why

I've tried sending word documents and pictures several times lately.  Outlook opens a box saying it has a problem, I'm guessing with the attachment, and requires Outlook to close. But it immediately starts up Outlook again without needing me to sign in again.  I don't know where to look to see what the problem is.  

Any help is appreciated.

Diane