Q: Can't Send Library Photos In iMessage

How much empty space is left on the phone?

Do a forced restart -  After shutting down all open apps using the app switcher - invoked by quick double press of the home button and swiping up on each app till it flies off the screen.

Hold the sleep/wake and home buttons down together till you see  logo - then release and allow normal boot up

You are kinda on the brink of normal functioning requirement - I would try to free up some space and see what happens

Import photos and videos from your iPhone, iPad, or iPod touch to your computer - Apple Support

You are most welcome

A word of advice - iPhone and iCloud are very good but not the best long term storage of precious images on your phone - please consider moving them - a computer is one option - you can also look at Google Photos or Upthere.com

Please let us know of any questions

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