Sending through JavaMail starts to fail after several hours

I have a strange problem send messages through JM.
I have two applications, running on Jboss, regularly sending messages to external domains through javamail. On application startup, both work absolutely fine, for several hours.
However, after a certain amount of time (have not been able to determine if this is fixed period of time, or certain number of sent messages), both applications cease successfully sending email, giving the exception (every time):
Caused by: com.sun.mail.smtp.SMTPAddressFailedException: 550 relay not permitted
at com.sun.mail.smtp.SMTPTransport.rcptTo(SMTPTransport.java:1047)
at com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTransport.java:584)
at javax.mail.Transport.send0(Transport.java:169)
at javax.mail.Transport.send(Transport.java:98)
The mail server is postfix, running locally - so this is not the normal "not configured as relay" issue. When everything is working fine, the postfix logs contain mailing information, but once the failures begin, nothing is in the postfix logs at all. This leads me to think that the problem is in the java. Especially as restarting (or redeploying) the applications resolves the problem for another few hours.
Any ideas?
cheers
phil

The error message you're getting is the error message the
server is sending. You need to figure out why the server
is sending that error message.
One thing that might help debug the problem is to keep
the debug log files for every session, at least until you
know the send is successful. If a send fails, save the
debug log file for later examination. Then you can see
the entire protocol trace with the server.
See the Session.setDebugOut method.
One possibility here is that you're running into a bug in
your application that, after some time, causes it to lose
your session configuration properties, which could cause
it to fail to authenticate, or even cause it to connect to the
wrong server. Look for race conditions in your application.

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<extended stack trace redacted>
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