PDF Attachments are the same in a signed/encrypted email

I made a java backend that runs on AIX and sends encrypted/signed emails with S/MIME with 4 different PDF files attached, but the ipad and the iphone show all the attached files all alike, the user sees the first pdf file and then when he tries to see the others, the info of the first one is displayed in the second and the third one and so on, but the macbook pro, android, blackberry, windows clients show the attachments properly

Hi,
Are the PDF files showing with the PDF icon or other icons in your local disk?
Please start Outlook in sate mode and test again. To do this, press Windows key + R to open the Run command, type
outlook /safe and press Enter.
In addition, you may also try to clean out the Temporary Outlook Files folder to check the result. See:
http://www.howto-outlook.com/faq/securetemp.htm
Please let me know the result.
Regards,
Steve Fan
TechNet Community Support
It's recommended to download and install
Configuration Analyzer Tool (OffCAT), which is developed by Microsoft Support teams. Once the tool is installed, you can run it at any time to scan for hundreds of known issues in Office
programs.

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