INADA Naoki added the comment:
>> stderr is used to log errors. Getting a new error when trying to log
>> an error is kind of annoying.
>
> Hm, what bad surprise/error could appear that would not appear with
> backslashescape?
$ cat badfilename.py
badfn = "こんにちは".encode('euc-jp').decode('utf-8', 'surrogateescape')
print("bad filename:", badfn)
$ PYTHONIOENCODING=utf-8:backslashreplace python3 badfilename.py
bad filename: \udca4\udcb3\udca4\udcf3\udca4ˤ\udcc1\udca4\udccf
$ PYTHONIOENCODING=utf-8:surrogateescape python3 badfilename.py
bad filename: �����ˤ���
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Python tracker <rep...@bugs.python.org>
<http://bugs.python.org/issue28180>
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