Restrict to Repeat Output in Invoice

Hello Experts,

In my business scenario, when I create the Invoice system create one Purchase Order automatically through the Idoc processing and It happens successfully (I don't want to go in details in business process). but one of my users press "Repeat Output" and due this system generate the another purchase order as well, How ever I deleted the newly created Purchase order but my concerns about the Repeat output.

I want to restrict the output once it triggered successfully. Now I have one of the requirements.

1. If out put is successfully triggered then It should not triggered again.

or

2. Can I make "Repeat Output" button in gray mode once output triggered successfully ?

As per first point I checked the configuration of respective output type (Output Type > General data tab > Multiple Issuing) field# Multiple Issuing is not check even though system is allowing to do repeat output again and again.

Please help me out.

Thanks,