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"Sayonara(さようなら)" is actually a very emotional phrase. It's not simply "bye" but often used when leaving someone for good. (e.g. before war)
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Oh no. Lets take your example, would the soldiers say さようなら before going to war if they later could contact their family through skype?
If he thinks he might die in the war, yeah. But if it's not like he won't ever see them again, he wouldn't say it :)
