(PowerShell) Send a Signed Email using RSASSA-PSS with SHA256

Demonstrates how to sign and send an email using the RSASSA-PSS signing algorithm with the SHA256 hash algorithm.

Note: This example requires Chilkat v9.5.0.67 or greater.

Chilkat .NET Downloads Chilkat .NET Assemblies

Add-Type -Path "C:\chilkat\ChilkatDotNet47-9.5.0-x64\ChilkatDotNet47.dll"

# This example requires the Chilkat API to have been previously unlocked.
# See Global Unlock Sample for sample code.

# Get a digital certificate with private key from a .pfx
# (Chilkat has many different ways to provide a cert + private key for siging.
# Using a PFX is just one possible option.)
$pfx = New-Object Chilkat.Pfx
$success = $pfx.LoadPfxFile("qa_data/rsassa-pss/privatekey.pfx","PFX_PASSWORD")
if ($success -ne $true) {
    $($pfx.LastErrorText)
    exit
}

$email = New-Object Chilkat.Email

# Create a simple email.
$email.Subject = "Sample RSASSA-PSS Signed Email"
$email.Body = "Sample RSASSA-PSS Signed Email"
$email.From = "from_name@mydomain.com"
# Add one ore more recipients..
$email.AddTo("Chilkat Support","support@chilkatsoft.com")
$email.AddTo("Chilkat GMail","chilkat.support@gmail.com")

# Indicate that the email is to be signed, and that we want to use RSASSA-PSS.
$email.SendSigned = $true
$email.SigningAlg = "pss"
$email.SigningHashAlg = "sha256"

# Get the certificate to be used for signing.
# (The typical case for a PFX is that it contains a cert with an associated private key,
# as well as other certificates in the chain of authentication.  The cert with the private
# key should be in the first position at index 0.)
$cert = $pfx.GetCert(0)
if ($pfx.LastMethodSuccess -ne $true) {
    $($pfx.LastErrorText)
    exit
}

# Tell the email object to use this cert (and private key) for signing.
$email.SetSigningCert($cert)

$mailman = New-Object Chilkat.MailMan

# Set the SMTP settings for your email account on your mail server.
$mailman.SmtpUsername = "SMTP_LOGIN"
$mailman.SmtpPassword = "SMTP_PASSWORD"
$mailman.SmtpHost = "MY_SMTP_DOMAIN_OR_IP"
$mailman.SmtpPort = 587
$mailman.StartTLS = $true

# Signed email can be sent in two different ways.  
# In a multipart/signed email, the signature is attached as a separate MIME part.
# In an opaque email (signedData) the content of the email is encapsulated within the signature
# and the email is sent as "application/pkcs7-mime". 
# Either should be fine, but some receiving systems might require one or the other..
$mailman.OpaqueSigning = $false

# Send the email.  The mailman will sign the email as directed by the 
# property settings of the email object.
$success = $mailman.SendEmail($email)
if ($success -ne $true) {
    $($mailman.LastErrorText)
    exit
}

$success = $mailman.CloseSmtpConnection()
if ($success -ne $true) {
    $("Connection to SMTP server not closed cleanly.")
}

$("Mail Sent!")

# -----------------------------------------------------------
# This is the MIME of the RSASSA-PSS signed email that was sent

# 	MIME-Version: 1.0
# 	Date: Thu, 20 Apr 2017 10:14:58 -0500
# 	Message-ID: <3682A87344CB3A4FB5EB5BC9908C0C4DA01DA461@CHILKAT13>
# 	Content-Type: multipart/signed; protocol="application/pkcs7-signature"; micalg=sha256;
# 	 boundary="------------050103020705000601010800"
# 	X-Priority: 3 (Normal)
# 	Subject: Sample RSASSA-PSS Signed Email
# 	From: support@chilkatsoft.com
# 	To: "Chilkat Support" <support@chilkatsoft.com>,
# 	 "Chilkat GMail" <chilkat.support@gmail.com>
# 
# 	--------------050103020705000601010800
# 	Content-Type: text/plain; format=flowed
# 	Content-Transfer-Encoding: 7bit
# 
# 	Sample RSASSA-PSS Signed Email
# 	--------------050103020705000601010800
# 	Content-Transfer-Encoding: base64
# 	Content-Type: application/pkcs7-signature; name="smime.p7s"
# 	Content-Disposition: attachment; filename="smime.p7s"
# 
# 	MIIG5wYJKoZIhvcNAQcCoIIG2DCCBtQCAQExDzANBglghkgBZQMEAgEFADALBgkqhkiG9w0BBwGg
# 	ggL4MIIC9DCCAl2gAwIBAgIJAMPsJCT11cniMA0GCSqGSIb3DQEBCwUAMIGSMQswCQYDVQQGEwJB
# 	VTERMA8GA1UECAwIVmljdG9yaWExEjAQBgNVBAcMCU1lbGJvdXJuZTEhMB8GA1UECgwYSW50ZXJu
# 	ZXQgV2lkZ2l0cyBQdHkgTHRkMQ8wDQYDVQQDDAZXaWRnZXQxKDAmBgkqhkiG9w0BCQEWGWFkbWlu
# 	QGludGVybmV0d2lkZ2V0cy5jb20wHhcNMTYxMTAxMTY1MjMyWhcNMjExMDMxMTY1MjMyWjCBkjEL
# 	MAkGA1UEBhMCQVUxETAPBgNVBAgMCFZpY3RvcmlhMRIwEAYDVQQHDAlNZWxib3VybmUxITAfBgNV
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# 	--------------050103020705000601010800--